Abstract

We present linear and nonlinear optical properties of small donor-acceptor substituted molecules for third-order nonlinear optics and of their dense assemblies created by molecular beam deposition in high vacuum. The molecules are variations on the DDMEBT molecule, obtained by varying the structure of the electron donating groups around a compact conjugated core derived from a tetracyanobutadiene (TCBD) group. We discuss the optical properties, lifetime, losses, and robustness of vapor-deposited DDMEBT thin films and the influence of the different end-groups on both the linear and nonlinear optical properties of the molecules and the resulting supramolecular assemblies.

© 2012 OSA

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    [CrossRef] [PubMed]
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  4. T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
    [CrossRef]
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  8. J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
    [CrossRef]
  9. T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
    [CrossRef] [PubMed]
  10. J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.
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    [CrossRef]
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  24. P. D. Maker, R. W. Terhune, M. Nisenoff, and C. M. Savage, “Effects of dispersion and focusing on the production of optical harmonics,” Phys. Rev. Lett.8, 21–22 (1962).
    [CrossRef]
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    [CrossRef]

2011

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

2010

M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. Schweizer, P. Seiler, and F. Diederich, “Switching the regioselectivity in cycloaddition-retro-electrocyclizations between donor-activated alkynes and the electron accepting olefins tcne and tcnq,” Chem.-Asian J.6, 396–401 (2010).
[CrossRef] [PubMed]

2009

M. Kivala and F. Diederich, “Acetylene-derived strong organic acceptors for planar and nonplanar push-pull chromophores,” Acc. Chem. Res.42, 235–248 (2009).
[CrossRef]

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

2008

J. Zhou and M. G. Kuzyk, “Intrinsic hyperpolarizabilities as a figure of merit for electro-optic molecules,” J. Phys. Chem C112, 7978–7982 (2008).
[CrossRef]

B. Esembeson, M. L. Scimeca, T. Michinobu, F. Diederich, and I. Biaggio, “A high optical quality supramolecular assembly for third-order integrated nonlinear optics,” Adv. Mater.19, 4584–4587 (2008).
[CrossRef]

2007

J. C. May, I. Biaggio, F. Bures, and F. Diederich, “Extended conjugation and donor-acceptor substitution to improve the third-order optical nonlinearity of small molecules,” Appl. Phys. Lett.90, 251106 (2007) doi:.
[CrossRef]

2006

T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
[CrossRef] [PubMed]

2005

J. C. May, J. H. Lim, I. Biaggio, N. N. P. Moonen, T. Michinobu, and F. Diederich, “Efficient third-order optical nonlinearities in donor-substituted cyanoethynylethene molecules,” Opt. Lett.30, 3057–3059 (2005).
[CrossRef] [PubMed]

T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

2004

S. S. Andrews, “Using rotational averaging to calculate the bulk response of isotropic and anisotropic samples from molecular parameters,” J. Chem. Educ.81, 877–885 (2004).
[CrossRef]

S. Santran, L. Canioni, L. Sarger, T. Cardinal, and E. Fargin, “Precise and absolute measurements of the complex third-order optical susceptibility,” J. Opt. Soc. Am. B21, 2180–2190 (2004).
[CrossRef]

2000

U. Gubler and C. Bosshard, “Optical third-harmonic generation of fused silica in gas atmosphere: Absolute value of the third-order nonlinear optical susceptibility χ(3),” Phys. Rev. B61, 10702–10710 (2000).
[CrossRef]

M. G. Kuzyk, “Fundamental limits on third-order molecular susceptibilities,” Opt. Lett.25, 1183–1185 (2000).
[CrossRef]

1998

1997

1970

1969

P. K. Tien, R. Ulrich, and R. J. Martin, “Modes of propagating light waves in thin deposited semiconductor films,” Appl. Phys. Lett.14, 291–294 (1969).
[CrossRef]

1962

P. D. Maker, R. W. Terhune, M. Nisenoff, and C. M. Savage, “Effects of dispersion and focusing on the production of optical harmonics,” Phys. Rev. Lett.8, 21–22 (1962).
[CrossRef]

Alloatti, L.

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

Andrews, S. S.

S. S. Andrews, “Using rotational averaging to calculate the bulk response of isotropic and anisotropic samples from molecular parameters,” J. Chem. Educ.81, 877–885 (2004).
[CrossRef]

Baets, R.

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

Becker, J.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Biaggio, I.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

B. Esembeson, M. L. Scimeca, T. Michinobu, F. Diederich, and I. Biaggio, “A high optical quality supramolecular assembly for third-order integrated nonlinear optics,” Adv. Mater.19, 4584–4587 (2008).
[CrossRef]

J. C. May, I. Biaggio, F. Bures, and F. Diederich, “Extended conjugation and donor-acceptor substitution to improve the third-order optical nonlinearity of small molecules,” Appl. Phys. Lett.90, 251106 (2007) doi:.
[CrossRef]

T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

J. C. May, J. H. Lim, I. Biaggio, N. N. P. Moonen, T. Michinobu, and F. Diederich, “Efficient third-order optical nonlinearities in donor-substituted cyanoethynylethene molecules,” Opt. Lett.30, 3057–3059 (2005).
[CrossRef] [PubMed]

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

Bogaerts, W.

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

Bogatscher, S.

Bonk, R.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

Bosshard, C.

U. Gubler and C. Bosshard, “Optical third-harmonic generation of fused silica in gas atmosphere: Absolute value of the third-order nonlinear optical susceptibility χ(3),” Phys. Rev. B61, 10702–10710 (2000).
[CrossRef]

Boudon, C.

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. Schweizer, P. Seiler, and F. Diederich, “Switching the regioselectivity in cycloaddition-retro-electrocyclizations between donor-activated alkynes and the electron accepting olefins tcne and tcnq,” Chem.-Asian J.6, 396–401 (2010).
[CrossRef] [PubMed]

T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
[CrossRef] [PubMed]

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

Breiten, B.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

B. Breiten, “Acetylenic scaffolding. nonplanar push-pull chromophores for opto-electronic applications,” Phd dissertation (ETH, Zürich, 2011). DOI:.
[CrossRef]

Brosi, J.

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

Brosi, J.-M.

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

Bures, F.

J. C. May, I. Biaggio, F. Bures, and F. Diederich, “Extended conjugation and donor-acceptor substitution to improve the third-order optical nonlinearity of small molecules,” Appl. Phys. Lett.90, 251106 (2007) doi:.
[CrossRef]

Canioni, L.

Cardinal, T.

Dalton, L. R.

Diederich, F.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. Schweizer, P. Seiler, and F. Diederich, “Switching the regioselectivity in cycloaddition-retro-electrocyclizations between donor-activated alkynes and the electron accepting olefins tcne and tcnq,” Chem.-Asian J.6, 396–401 (2010).
[CrossRef] [PubMed]

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

M. Kivala and F. Diederich, “Acetylene-derived strong organic acceptors for planar and nonplanar push-pull chromophores,” Acc. Chem. Res.42, 235–248 (2009).
[CrossRef]

B. Esembeson, M. L. Scimeca, T. Michinobu, F. Diederich, and I. Biaggio, “A high optical quality supramolecular assembly for third-order integrated nonlinear optics,” Adv. Mater.19, 4584–4587 (2008).
[CrossRef]

J. C. May, I. Biaggio, F. Bures, and F. Diederich, “Extended conjugation and donor-acceptor substitution to improve the third-order optical nonlinearity of small molecules,” Appl. Phys. Lett.90, 251106 (2007) doi:.
[CrossRef]

T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
[CrossRef] [PubMed]

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

J. C. May, J. H. Lim, I. Biaggio, N. N. P. Moonen, T. Michinobu, and F. Diederich, “Efficient third-order optical nonlinearities in donor-substituted cyanoethynylethene molecules,” Opt. Lett.30, 3057–3059 (2005).
[CrossRef] [PubMed]

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

Dreschmann, M.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Du, S.

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Dumon, P.

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

Ellermeyer, T.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Esembeson, B.

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

B. Esembeson, M. L. Scimeca, T. Michinobu, F. Diederich, and I. Biaggio, “A high optical quality supramolecular assembly for third-order integrated nonlinear optics,” Adv. Mater.19, 4584–4587 (2008).
[CrossRef]

Ezra, S. B.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Fargin, E.

Feng, M.

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Frank, B.

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
[CrossRef] [PubMed]

Frank, B. B.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

Freude, W.

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

Gao, H.

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Gescheidt, G.

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

Gisselbrecht, J.-P.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. Schweizer, P. Seiler, and F. Diederich, “Switching the regioselectivity in cycloaddition-retro-electrocyclizations between donor-activated alkynes and the electron accepting olefins tcne and tcnq,” Chem.-Asian J.6, 396–401 (2010).
[CrossRef] [PubMed]

T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
[CrossRef] [PubMed]

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

Gist, R.

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

Griesser, M.

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

Gross, M.

T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
[CrossRef] [PubMed]

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

Gubler, U.

U. Gubler and C. Bosshard, “Optical third-harmonic generation of fused silica in gas atmosphere: Absolute value of the third-order nonlinear optical susceptibility χ(3),” Phys. Rev. B61, 10702–10710 (2000).
[CrossRef]

Guetlein, J.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

Hellwarth, R. W.

Hillerkuss, D.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

Huebner, M.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Irie, M.

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

Jarowski, P. D.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

Jarowsky, P.

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

Jiang, G.

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Jiang, L.

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Jordan, M.

M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. Schweizer, P. Seiler, and F. Diederich, “Switching the regioselectivity in cycloaddition-retro-electrocyclizations between donor-activated alkynes and the electron accepting olefins tcne and tcnq,” Chem.-Asian J.6, 396–401 (2010).
[CrossRef] [PubMed]

Kafafi, Z. H.

Kawai, T.

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
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N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
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M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. Schweizer, P. Seiler, and F. Diederich, “Switching the regioselectivity in cycloaddition-retro-electrocyclizations between donor-activated alkynes and the electron accepting olefins tcne and tcnq,” Chem.-Asian J.6, 396–401 (2010).
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M. Kivala and F. Diederich, “Acetylene-derived strong organic acceptors for planar and nonplanar push-pull chromophores,” Acc. Chem. Res.42, 235–248 (2009).
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T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
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J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
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C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
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W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

Kuzyk, M. C.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
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J. Zhou and M. G. Kuzyk, “Intrinsic hyperpolarizabilities as a figure of merit for electro-optic molecules,” J. Phys. Chem C112, 7978–7982 (2008).
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B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
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Laporta, P. R.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
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Lennartz, C.

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

Leuthold, J.

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

Li, J.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Lim, J. H.

J. C. May, J. H. Lim, I. Biaggio, N. N. P. Moonen, T. Michinobu, and F. Diederich, “Efficient third-order optical nonlinearities in donor-substituted cyanoethynylethene molecules,” Opt. Lett.30, 3057–3059 (2005).
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T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

Lutz, J.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Maker, P. D.

P. D. Maker, R. W. Terhune, M. Nisenoff, and C. M. Savage, “Effects of dispersion and focusing on the production of optical harmonics,” Phys. Rev. Lett.8, 21–22 (1962).
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Marculescu, A.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

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May, J. C.

J. C. May, I. Biaggio, F. Bures, and F. Diederich, “Extended conjugation and donor-acceptor substitution to improve the third-order optical nonlinearity of small molecules,” Appl. Phys. Lett.90, 251106 (2007) doi:.
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T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

J. C. May, J. H. Lim, I. Biaggio, N. N. P. Moonen, T. Michinobu, and F. Diederich, “Efficient third-order optical nonlinearities in donor-substituted cyanoethynylethene molecules,” Opt. Lett.30, 3057–3059 (2005).
[CrossRef] [PubMed]

Meyer, J.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Michinobu, T.

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

B. Esembeson, M. L. Scimeca, T. Michinobu, F. Diederich, and I. Biaggio, “A high optical quality supramolecular assembly for third-order integrated nonlinear optics,” Adv. Mater.19, 4584–4587 (2008).
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T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
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G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
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T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

J. C. May, J. H. Lim, I. Biaggio, N. N. P. Moonen, T. Michinobu, and F. Diederich, “Efficient third-order optical nonlinearities in donor-substituted cyanoethynylethene molecules,” Opt. Lett.30, 3057–3059 (2005).
[CrossRef] [PubMed]

Milam, D.

Moller, M.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Moonen, N.

T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
[CrossRef] [PubMed]

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

Moonen, N. N. P.

Narkiss, N.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Nebendahl, B.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Nisenoff, M.

P. D. Maker, R. W. Terhune, M. Nisenoff, and C. M. Savage, “Effects of dispersion and focusing on the production of optical harmonics,” Phys. Rev. Lett.8, 21–22 (1962).
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Oehler, A.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Onitsch, C.

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

Parmigiani, F.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Petropoulos, P.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Pomerantz, W. C.

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

Resan, B.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Santran, S.

Sarger, L.

Sarkas, H. W.

Savage, C. M.

P. D. Maker, R. W. Terhune, M. Nisenoff, and C. M. Savage, “Effects of dispersion and focusing on the production of optical harmonics,” Phys. Rev. Lett.8, 21–22 (1962).
[CrossRef]

Schellinger, T.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Schmogrow, R.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Schweizer, W.

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. Schweizer, P. Seiler, and F. Diederich, “Switching the regioselectivity in cycloaddition-retro-electrocyclizations between donor-activated alkynes and the electron accepting olefins tcne and tcnq,” Chem.-Asian J.6, 396–401 (2010).
[CrossRef] [PubMed]

Schweizer, W. B.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

Scimeca, M.

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

Scimeca, M. L.

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

B. Esembeson, M. L. Scimeca, T. Michinobu, F. Diederich, and I. Biaggio, “A high optical quality supramolecular assembly for third-order integrated nonlinear optics,” Adv. Mater.19, 4584–4587 (2008).
[CrossRef]

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

Seiler, P.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. Schweizer, P. Seiler, and F. Diederich, “Switching the regioselectivity in cycloaddition-retro-electrocyclizations between donor-activated alkynes and the electron accepting olefins tcne and tcnq,” Chem.-Asian J.6, 396–401 (2010).
[CrossRef] [PubMed]

T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
[CrossRef] [PubMed]

T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

Song, Y.

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Strohkendl, F. P.

Terhune, R. W.

P. D. Maker, R. W. Terhune, M. Nisenoff, and C. M. Savage, “Effects of dispersion and focusing on the production of optical harmonics,” Phys. Rev. Lett.8, 21–22 (1962).
[CrossRef]

Tien, P. K.

P. K. Tien and R. Ulrich, “Theory of prism-film coupler and thin-film light guides,” J. Opt. Soc. Am.60, 1325–1337 (1970).
[CrossRef]

P. K. Tien, R. Ulrich, and R. J. Martin, “Modes of propagating light waves in thin deposited semiconductor films,” Appl. Phys. Lett.14, 291–294 (1969).
[CrossRef]

Ulrich, R.

P. K. Tien and R. Ulrich, “Theory of prism-film coupler and thin-film light guides,” J. Opt. Soc. Am.60, 1325–1337 (1970).
[CrossRef]

P. K. Tien, R. Ulrich, and R. J. Martin, “Modes of propagating light waves in thin deposited semiconductor films,” Appl. Phys. Lett.14, 291–294 (1969).
[CrossRef]

Vallaitis, T.

T. Vallaitis, S. Bogatscher, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, F. Diederich, C. Koos, W. Freude, and J. Leuthold, “Optical properties of highly nonlinear silicon-organic hybrid (SOH) waveguide geometries,” Opt. Express17, 17357–17368 (2009).
[CrossRef] [PubMed]

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

Vorreau, P.

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

Weingarten, K.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Wen, Y.

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Winter, M.

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

Wu, Y.

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

Yuan, W.

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Zhou, J.

J. Zhou and M. G. Kuzyk, “Intrinsic hyperpolarizabilities as a figure of merit for electro-optic molecules,” J. Phys. Chem C112, 7978–7982 (2008).
[CrossRef]

Zhu, D.

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Acc. Chem. Res.

M. Kivala and F. Diederich, “Acetylene-derived strong organic acceptors for planar and nonplanar push-pull chromophores,” Acc. Chem. Res.42, 235–248 (2009).
[CrossRef]

Adv. Mater.

B. Esembeson, M. L. Scimeca, T. Michinobu, F. Diederich, and I. Biaggio, “A high optical quality supramolecular assembly for third-order integrated nonlinear optics,” Adv. Mater.19, 4584–4587 (2008).
[CrossRef]

G. Jiang, T. Michinobu, W. Yuan, M. Feng, Y. Wen, S. Du, H. Gao, L. Jiang, Y. Song, F. Diederich, and D. Zhu, “Crystalline thin film of a donor-substituted cyanoethynylethene for nanoscale data recording through intermolecular charge-transfer interactions,” Adv. Mater.17, 2170–2173 (2005).
[CrossRef]

Appl. Opt.

Appl. Phys. Lett.

P. K. Tien, R. Ulrich, and R. J. Martin, “Modes of propagating light waves in thin deposited semiconductor films,” Appl. Phys. Lett.14, 291–294 (1969).
[CrossRef]

J. C. May, I. Biaggio, F. Bures, and F. Diederich, “Extended conjugation and donor-acceptor substitution to improve the third-order optical nonlinearity of small molecules,” Appl. Phys. Lett.90, 251106 (2007) doi:.
[CrossRef]

Chem. Commun.

T. Michinobu, J. C. May, J. H. Lim, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich, “A new class of organic donor–acceptor molecules with large third-order optical nonlinearities,” Chem. Commun. (6), 737–739 (2005).
[CrossRef]

Chem. Eur. J.

N. Moonen, W. C. Pomerantz, R. Gist, C. Boudon, J.-P. Gisselbrecht, T. Kawai, A. Kishoka, M. Gross, M. Irie, and F. Diederich, “Donor-substituted cyanoethynylethenes: π-conjugation and band-gap tuning in strong charge-transfer chromophores,” Chem. Eur. J.11, 3325–3341 (2005).
[CrossRef] [PubMed]

Chem. Sci.

B. Breiten, Y. Wu, P. Jarowsky, J.-P. Gisselbrecht, C. Boudon, M. Griesser, C. Onitsch, G. Gescheidt, W. Schweizer, N. Langer, C. Lennartz, and F. Diederich, “Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich nonplanar organic acceptors,” Chem. Sci.2, 88–93 (2011).
[CrossRef]

Chem.-Asian J.

M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. Schweizer, P. Seiler, and F. Diederich, “Switching the regioselectivity in cycloaddition-retro-electrocyclizations between donor-activated alkynes and the electron accepting olefins tcne and tcnq,” Chem.-Asian J.6, 396–401 (2010).
[CrossRef] [PubMed]

Chem.-Eur. J.

T. Michinobu, C. Boudon, J.-P. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, and F. Diederich, “Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDs): New chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis,” Chem.-Eur. J.12, 1889–1905 (2006).
[CrossRef] [PubMed]

Eur. J. Org. Chem.

B. B. Frank, P. R. Laporta, B. Breiten, M. C. Kuzyk, P. D. Jarowski, W. B. Schweizer, P. Seiler, I. Biaggio, C. Boudon, J.-P. Gisselbrecht, and F. Diederich, “Comparison of cc triple and double bonds as spacers in pushpull chromophores,” Eur. J. Org. Chem.2011, 4307–4317 (2011).
[CrossRef]

J. Chem. Educ.

S. S. Andrews, “Using rotational averaging to calculate the bulk response of isotropic and anisotropic samples from molecular parameters,” J. Chem. Educ.81, 877–885 (2004).
[CrossRef]

J. Opt. Soc. Am.

J. Opt. Soc. Am. B

J. Phys. Chem C

J. Zhou and M. G. Kuzyk, “Intrinsic hyperpolarizabilities as a figure of merit for electro-optic molecules,” J. Phys. Chem C112, 7978–7982 (2008).
[CrossRef]

Nat. Photonics

C. Koos, P. Vorreau, T. Vallaitis, P. Dumon, W. Bogaerts, R. Baets, B. Esembeson, I. Biaggio, T. Michinobu, F. Diederich, W. Freude, and J. Leuthold, “All-optical high-speed signal processing with silicon-organic hybrid slot waveguides,” Nat. Photonics3, 216–219 (2009).
[CrossRef]

Opt. Express

Opt. Lett.

Phys. Rev. B

U. Gubler and C. Bosshard, “Optical third-harmonic generation of fused silica in gas atmosphere: Absolute value of the third-order nonlinear optical susceptibility χ(3),” Phys. Rev. B61, 10702–10710 (2000).
[CrossRef]

Phys. Rev. Lett.

P. D. Maker, R. W. Terhune, M. Nisenoff, and C. M. Savage, “Effects of dispersion and focusing on the production of optical harmonics,” Phys. Rev. Lett.8, 21–22 (1962).
[CrossRef]

Proc. IEEE

J. Leuthold, W. Freude, J. Brosi, R. Baets, P. Dumon, I. Biaggio, M. Scimeca, F. Diederich, B. Frank, and C. Koos, “Silicon organic hybrid technology - a platform for practical nonlinear optics,” Proc. IEEE97, 1304–1316 (2009).
[CrossRef]

Other

T. Vallaitis, R. Bonk, J. Guetlein, D. Hillerkuss, J. Li, W. Freude, J. Leuthold, C. Koos, M. L. Scimeca, I. Biaggio, F. Diederich, B. Breiten, P. Dumon, and R. Baets, “All-optical wavelength conversion of 56 Gbit/s NRZ-DQPSK signals in silicon-organic hybrid strip waveguides,” in Optical Fiber Communication Conference, OSA Technical Digest (CD) (Optical Society of America, 2010), paper OTuN1.

B. Breiten, “Acetylenic scaffolding. nonplanar push-pull chromophores for opto-electronic applications,” Phd dissertation (ETH, Zürich, 2011). DOI:.
[CrossRef]

J. Leuthold, M. Winter, W. Freude, C. Koos, D. Hillerkuss, T. Schellinger, R. Schmogrow, T. Vallaitis, R. Bonk, A. Marculescu, J. Li, M. Dreschmann, J. Meyer, M. Huebner, J. Becker, S. B. Ezra, N. Narkiss, B. Nebendahl, F. Parmigiani, P. Petropoulos, B. Resan, A. Oehler, K. Weingarten, T. Ellermeyer, J. Lutz, and M. Moller, “All-optical FFT signal processing of a 10.8 Tb/s single channel OFDM signal,” in Photonics in Switching, OSA Technical Digest (CD) (Optical Society of America, 2010), paper PWC1.

W. Freude, T. Vallaitis, C. Koos, J.-M. Brosi, L. Alloatti, P. Dumon, R. Baets, M. L. Scimeca, I. Biaggio, B. Breiten, F. Diederich, and J. Leuthold, “Ultrafast silicon-organic hybrid (soh) photonics,” in Conference on Lasers and Electro-Optics (Optical Society of America, 2010), p. CThR1.

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Figures (5)

Fig. 1
Fig. 1

(a–h) Chemical structure of a series of similar compounds based on substitutions on the TCBD backbone; (a) The DDMEBT molecule, which has two dimethylanilino (DMA) groups. (b) to (f): Substitution of different donor groups for the methyl groups of DDMEBT, isopropylmethylamino, diisopropylamino, isopropylamino, butylamino, respectively. (f) Substitution of an hexahydropyridoquinolinyl (HPQ) group. (g) and (h): Two positional isomers obtained by substituting a ferrocene group. (i) The TDMEE molecule.

Fig. 2
Fig. 2

For each molecule, HOMO is on top, and LUMO is on bottom. Two different isosurface values were chosen, 0.005 on the left to show the general shape of the orbitals and 0.05 on the right to emphasize the respective locations of HOMO and LUMO on the molecule.

Fig. 3
Fig. 3

Transmission spectra of DDMEBT films. (a) Transmission of a 1250 nm film (data points in the background) and a theoretical fit (white curve in the foreground) including multiple reflections and the refractive index dispersion of the material. (b) Changes in the transmission spectrum of a 430 nm thick film after several annealing steps in air. Note that there is no change up to 100° for 30 minutes.

Fig. 4
Fig. 4

Transmission spectra and AFM surface reliefs of a DDMEBT thin film taken right after fabrication and two years later. The transmission spectra were taken at various positions in a film with a thickness gradient. Small deviations are likely due to errors in positioning the film in the exact same position between subsequent measurements. The most recent AFM data is the plot at the bottom; the larger high frequency noise in this plot is instrumental.

Fig. 5
Fig. 5

LEFT: Prism coupling loss measurement in a DDMEBT thin film. The peak close to zero distance is light scattering from the prism. RIGHT: Third harmonic generation (THG) Maker Fringe measurement for two DDMEBT thicknesses and a fused silica sample.

Tables (2)

Tables Icon

Table 1 Properties of the Molecules of Fig. 1a

Tables Icon

Table 2 Third-Order Polarizabilities γrot of the Molecules Used for Molecular Beam Deposition and Properties of the Resulting Molecular Assembly

Equations (1)

Equations on this page are rendered with MathJax. Learn more.

γ k = e 4 h ¯ 4 N π 2 ε 0 m 2 E 10 5 ,

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