Abstract

Two quasi-aromatic compounds, namely, two dipyrrinone dyes (Xanthoglow and Kryptoglow), exhibited strong fluorescence. Therefore they were tested for laser action under flash-lamp pumping. These two dyes outperformed Coumarin 540A and exhibited a high degree of photostability when dissolved in 1,4-dioxane. However, in all other solvents used, considerable photodecomposition was observed.

© 2003 Optical Society of America

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References

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  1. T. G. Pavlopoulos, “Laser dyes: structure and spectroscopic properties,” in Colorants for Non-Textile Applications, H. S. Freeman, A. T. Peters, eds. (Elsevier Science, Amsterdam, 2000), pp. 275–338.
    [CrossRef]
  2. T. G. Pavlopoulos, “A figure of merit for laser dyes,” Opt. Commun. 38, 397–401 (1981).
    [CrossRef]
  3. T. G. Pavlopoulos, “Spectroscopy and molecular structure of efficient laser dyes: vibronic spin-orbit interactions in heterocyclics,” Appl. Opt 36, 4969–4980 (1997).
    [CrossRef]
  4. J. O. Brower, D. A. Lightner, “Synthesis and spectroscopic properties of a new class of strongly fluorescent dipyrrinones,” J. Org. Chem. 67, 2713–2717 (2002).
    [CrossRef] [PubMed]
  5. E. Schimitschek, J. A. Trias, P. R. Hammond, R. A. Henry, R. L. Atkins, “New laser dyes with blue-green emission,” Opt. Commun. 16, 313–316 (1975).
    [CrossRef]
  6. J. H. Boyer, A. M. Haag, G. Sathyamoorthi, M.-L. Soong, T. G. Pavlopoulos, “Pyrromethene-BF2 complexes as laser dyes: 2,” Heteroatom Chem. 4, 39–49 (1993).
    [CrossRef]

2002 (1)

J. O. Brower, D. A. Lightner, “Synthesis and spectroscopic properties of a new class of strongly fluorescent dipyrrinones,” J. Org. Chem. 67, 2713–2717 (2002).
[CrossRef] [PubMed]

1997 (1)

T. G. Pavlopoulos, “Spectroscopy and molecular structure of efficient laser dyes: vibronic spin-orbit interactions in heterocyclics,” Appl. Opt 36, 4969–4980 (1997).
[CrossRef]

1993 (1)

J. H. Boyer, A. M. Haag, G. Sathyamoorthi, M.-L. Soong, T. G. Pavlopoulos, “Pyrromethene-BF2 complexes as laser dyes: 2,” Heteroatom Chem. 4, 39–49 (1993).
[CrossRef]

1981 (1)

T. G. Pavlopoulos, “A figure of merit for laser dyes,” Opt. Commun. 38, 397–401 (1981).
[CrossRef]

1975 (1)

E. Schimitschek, J. A. Trias, P. R. Hammond, R. A. Henry, R. L. Atkins, “New laser dyes with blue-green emission,” Opt. Commun. 16, 313–316 (1975).
[CrossRef]

Atkins, R. L.

E. Schimitschek, J. A. Trias, P. R. Hammond, R. A. Henry, R. L. Atkins, “New laser dyes with blue-green emission,” Opt. Commun. 16, 313–316 (1975).
[CrossRef]

Boyer, J. H.

J. H. Boyer, A. M. Haag, G. Sathyamoorthi, M.-L. Soong, T. G. Pavlopoulos, “Pyrromethene-BF2 complexes as laser dyes: 2,” Heteroatom Chem. 4, 39–49 (1993).
[CrossRef]

Brower, J. O.

J. O. Brower, D. A. Lightner, “Synthesis and spectroscopic properties of a new class of strongly fluorescent dipyrrinones,” J. Org. Chem. 67, 2713–2717 (2002).
[CrossRef] [PubMed]

Haag, A. M.

J. H. Boyer, A. M. Haag, G. Sathyamoorthi, M.-L. Soong, T. G. Pavlopoulos, “Pyrromethene-BF2 complexes as laser dyes: 2,” Heteroatom Chem. 4, 39–49 (1993).
[CrossRef]

Hammond, P. R.

E. Schimitschek, J. A. Trias, P. R. Hammond, R. A. Henry, R. L. Atkins, “New laser dyes with blue-green emission,” Opt. Commun. 16, 313–316 (1975).
[CrossRef]

Henry, R. A.

E. Schimitschek, J. A. Trias, P. R. Hammond, R. A. Henry, R. L. Atkins, “New laser dyes with blue-green emission,” Opt. Commun. 16, 313–316 (1975).
[CrossRef]

Lightner, D. A.

J. O. Brower, D. A. Lightner, “Synthesis and spectroscopic properties of a new class of strongly fluorescent dipyrrinones,” J. Org. Chem. 67, 2713–2717 (2002).
[CrossRef] [PubMed]

Pavlopoulos, T. G.

T. G. Pavlopoulos, “Spectroscopy and molecular structure of efficient laser dyes: vibronic spin-orbit interactions in heterocyclics,” Appl. Opt 36, 4969–4980 (1997).
[CrossRef]

J. H. Boyer, A. M. Haag, G. Sathyamoorthi, M.-L. Soong, T. G. Pavlopoulos, “Pyrromethene-BF2 complexes as laser dyes: 2,” Heteroatom Chem. 4, 39–49 (1993).
[CrossRef]

T. G. Pavlopoulos, “A figure of merit for laser dyes,” Opt. Commun. 38, 397–401 (1981).
[CrossRef]

T. G. Pavlopoulos, “Laser dyes: structure and spectroscopic properties,” in Colorants for Non-Textile Applications, H. S. Freeman, A. T. Peters, eds. (Elsevier Science, Amsterdam, 2000), pp. 275–338.
[CrossRef]

Sathyamoorthi, G.

J. H. Boyer, A. M. Haag, G. Sathyamoorthi, M.-L. Soong, T. G. Pavlopoulos, “Pyrromethene-BF2 complexes as laser dyes: 2,” Heteroatom Chem. 4, 39–49 (1993).
[CrossRef]

Schimitschek, E.

E. Schimitschek, J. A. Trias, P. R. Hammond, R. A. Henry, R. L. Atkins, “New laser dyes with blue-green emission,” Opt. Commun. 16, 313–316 (1975).
[CrossRef]

Soong, M.-L.

J. H. Boyer, A. M. Haag, G. Sathyamoorthi, M.-L. Soong, T. G. Pavlopoulos, “Pyrromethene-BF2 complexes as laser dyes: 2,” Heteroatom Chem. 4, 39–49 (1993).
[CrossRef]

Trias, J. A.

E. Schimitschek, J. A. Trias, P. R. Hammond, R. A. Henry, R. L. Atkins, “New laser dyes with blue-green emission,” Opt. Commun. 16, 313–316 (1975).
[CrossRef]

Appl. Opt (1)

T. G. Pavlopoulos, “Spectroscopy and molecular structure of efficient laser dyes: vibronic spin-orbit interactions in heterocyclics,” Appl. Opt 36, 4969–4980 (1997).
[CrossRef]

Heteroatom Chem. (1)

J. H. Boyer, A. M. Haag, G. Sathyamoorthi, M.-L. Soong, T. G. Pavlopoulos, “Pyrromethene-BF2 complexes as laser dyes: 2,” Heteroatom Chem. 4, 39–49 (1993).
[CrossRef]

J. Org. Chem. (1)

J. O. Brower, D. A. Lightner, “Synthesis and spectroscopic properties of a new class of strongly fluorescent dipyrrinones,” J. Org. Chem. 67, 2713–2717 (2002).
[CrossRef] [PubMed]

Opt. Commun. (2)

E. Schimitschek, J. A. Trias, P. R. Hammond, R. A. Henry, R. L. Atkins, “New laser dyes with blue-green emission,” Opt. Commun. 16, 313–316 (1975).
[CrossRef]

T. G. Pavlopoulos, “A figure of merit for laser dyes,” Opt. Commun. 38, 397–401 (1981).
[CrossRef]

Other (1)

T. G. Pavlopoulos, “Laser dyes: structure and spectroscopic properties,” in Colorants for Non-Textile Applications, H. S. Freeman, A. T. Peters, eds. (Elsevier Science, Amsterdam, 2000), pp. 275–338.
[CrossRef]

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Figures (6)

Fig. 1
Fig. 1

Chemical structures of syn-bimane and anti-bimane.

Fig. 2
Fig. 2

Chemical structure of the Pyrromethene-BF2 complexes.

Fig. 3
Fig. 3

Chemical structure of N,N′-carbonyl-dipyrrinone.

Fig. 4
Fig. 4

Near-UV-visible (S-S) and fluorescence spectra (FL) of Xanthoglow.

Fig. 5
Fig. 5

Laser action efficiencies of Xanthoglow, Kryptoglow, and Coumarin 540A.

Fig. 6
Fig. 6

Photostability of Xanthoglow, Kryptoglow, and Coumarin 540A.

Tables (1)

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Table 1 Substituents Present in Xanthoglow and Kryptoglowa

Equations (1)

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TSL=NTTλF.

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