Abstract

Two-photon absorption excited intramolecular energy transfer and light-harvesting effects are demonstrated in three novel dendritic systems. These systems contain both an antenna structure that can effectively absorb two-photon energy at 800 nm and emit fluorescence at 515 nm and a core moiety that can absorb one-photon energy at 520 nm and emit at 590 nm. Covalently combining the core and antenna functionalities intrinsically changes the optical behavior of the component pieces. The two-photon energy absorbed by the antenna structure is resonantly transferred to the core, where the core’s emission intensity is enhanced by 8, 20, and 34 times for the three dendritic systems.

© 2003 Optical Society of America

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References

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  1. A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
    [CrossRef]
  2. P. Allcock, R. D. Jenkins, and D. L. Andrews, Phys. Rev. A 61, 023812 (2000).
    [CrossRef]
  3. A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming, J. Am. Chem. Soc. 122, 1175 (2000), and references therein.
    [CrossRef]
  4. U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
    [CrossRef]
  5. G. S. He, L. Yuan, N. Cheng, J. D. Bhawalkar, P. N. Prasad, L. L. Brott, S. J. Clarson, and B. A. Reinhardt, J. Opt. Soc. Am. B 14, 1079 (1997).
    [CrossRef]
  6. D. L. Dexter, J. Chem. Phys. 21, 836 (1953).
  7. T. Förster, Discuss. Faraday Soc. 27, 7 (1959).
    [CrossRef]

2002 (1)

U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
[CrossRef]

2000 (3)

A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
[CrossRef]

P. Allcock, R. D. Jenkins, and D. L. Andrews, Phys. Rev. A 61, 023812 (2000).
[CrossRef]

A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming, J. Am. Chem. Soc. 122, 1175 (2000), and references therein.
[CrossRef]

1997 (1)

1959 (1)

T. Förster, Discuss. Faraday Soc. 27, 7 (1959).
[CrossRef]

1953 (1)

D. L. Dexter, J. Chem. Phys. 21, 836 (1953).

Adronov, A.

A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
[CrossRef]

A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming, J. Am. Chem. Soc. 122, 1175 (2000), and references therein.
[CrossRef]

Allcock, P.

P. Allcock, R. D. Jenkins, and D. L. Andrews, Phys. Rev. A 61, 023812 (2000).
[CrossRef]

Andrews, D. L.

P. Allcock, R. D. Jenkins, and D. L. Andrews, Phys. Rev. A 61, 023812 (2000).
[CrossRef]

Balzani, V.

U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
[CrossRef]

Bhawalkar, J. D.

Brott, L. L.

Ceroni, P.

U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
[CrossRef]

Cheng, N.

Chung, S.-J.

A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
[CrossRef]

Clarson, S. J.

Dexter, D. L.

D. L. Dexter, J. Chem. Phys. 21, 836 (1953).

Fleming, G. R.

A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming, J. Am. Chem. Soc. 122, 1175 (2000), and references therein.
[CrossRef]

Förster, T.

T. Förster, Discuss. Faraday Soc. 27, 7 (1959).
[CrossRef]

Fréchet, J. M. J.

A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming, J. Am. Chem. Soc. 122, 1175 (2000), and references therein.
[CrossRef]

A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
[CrossRef]

Gilat, S. L.

A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming, J. Am. Chem. Soc. 122, 1175 (2000), and references therein.
[CrossRef]

Gorka, M.

U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
[CrossRef]

Hahn, U.

U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
[CrossRef]

He, G. S.

A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
[CrossRef]

G. S. He, L. Yuan, N. Cheng, J. D. Bhawalkar, P. N. Prasad, L. L. Brott, S. J. Clarson, and B. A. Reinhardt, J. Opt. Soc. Am. B 14, 1079 (1997).
[CrossRef]

Jenkins, R. D.

P. Allcock, R. D. Jenkins, and D. L. Andrews, Phys. Rev. A 61, 023812 (2000).
[CrossRef]

Kim, K.-S.

A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
[CrossRef]

Maestri, M.

U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
[CrossRef]

Neuwahl, F. V. R.

A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming, J. Am. Chem. Soc. 122, 1175 (2000), and references therein.
[CrossRef]

Ohta, K.

A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming, J. Am. Chem. Soc. 122, 1175 (2000), and references therein.
[CrossRef]

Prasad, P. N.

A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
[CrossRef]

G. S. He, L. Yuan, N. Cheng, J. D. Bhawalkar, P. N. Prasad, L. L. Brott, S. J. Clarson, and B. A. Reinhardt, J. Opt. Soc. Am. B 14, 1079 (1997).
[CrossRef]

Reinhardt, B. A.

Swiatkiewicz, J.

A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
[CrossRef]

Vicinelli, V.

U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
[CrossRef]

Vogtle, F.

U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
[CrossRef]

Yuan, L.

Ange. Chem. Int. Ed. Engl. (1)

U. Hahn, M. Gorka, F. Vogtle, V. Vicinelli, P. Ceroni, M. Maestri, and V. Balzani, Ange. Chem. Int. Ed. Engl. 41, 3595 (2002).
[CrossRef]

Chem. Mater. (1)

A. Adronov, J. M. J. Fréchet, G. S. He, K.-S. Kim, S.-J. Chung, J. Swiatkiewicz, and P. N. Prasad, Chem. Mater. 12, 2838 (2000).
[CrossRef]

Discuss. Faraday Soc. (1)

T. Förster, Discuss. Faraday Soc. 27, 7 (1959).
[CrossRef]

J. Am. Chem. Soc. (1)

A. Adronov, S. L. Gilat, J. M. J. Fréchet, K. Ohta, F. V. R. Neuwahl, and G. R. Fleming, J. Am. Chem. Soc. 122, 1175 (2000), and references therein.
[CrossRef]

J. Chem. Phys. (1)

D. L. Dexter, J. Chem. Phys. 21, 836 (1953).

J. Opt. Soc. Am. B (1)

Phys. Rev. A (1)

P. Allcock, R. D. Jenkins, and D. L. Andrews, Phys. Rev. A 61, 023812 (2000).
[CrossRef]

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Figures (5)

Fig. 1
Fig. 1

Schematic representations of (a) the three antenna compounds, (b) the three core compounds, and (c) the three dendritic compounds.

Fig. 2
Fig. 2

Linear absorption spectra of (a) the three antenna compounds, (b) the three core compounds, and (c) the three dendritic compounds in THF. Absorbance from the solvent is negligible in this spectral range.

Fig. 3
Fig. 3

Two-photon induced fluorescence spectra of (a) the three antenna compounds, (b) the three core compounds, and (c) the three dendritic compounds in THF.

Fig. 4
Fig. 4

(a) Fluorescence spectral curve predicted from a simple filtering model and (b) the observed spectrum from a TP4NR solution in THF (1-mm path length).

Fig. 5
Fig. 5

(a) Fluorescence decay curve predicted from a radiative ET model and (b) the observed decay curve from the TP4NR solution in THF.

Equations (3)

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Iλ=ITPEλl0lexp-αλxdx=ITPEλαλl1-exp-αλl,
Icoret=K0texp-t/τ1exp-t-t/τ2dt,
Icorenormt=IcoreIcoremax=ττ1τ2τ1τ/τ2exp-t/τ2-exp-t/τ1,

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