Molecular origins of optoelectronic properties in coumarin dyes: Toward designer solar cell and laser applications

Journal of Physical Chemistry A

Volumn 116, Issue 1, 2012, Pages 727-737

  Liu, Xiaogang ^a   Cole, Jacqueline M ^a,b,c   Waddell, Paul G ^a,b   Lin, Tze Chia ^a   Radia, Jignesh ^a   Zeidler, Anita ^c,d  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^b UNIVERSITY OF NEW BRUNSWICK   (Canada)

^c UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^d University of Bath   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CAMBRIDGE STRUCTURAL DATABASES; CHEMICAL SUBSTITUENTS; COUMARIN DERIVATIVES; COUMARIN DYES; COUMARIN LASER DYE; DYE-SENSITIZED SOLAR CELL; ELECTRON-DONATING; ELECTRONWITHDRAWING; HARMONIC OSCILLATORS; INTRAMOLECULAR CHARGE TRANSFERS; LASING WAVELENGTH; MOLAR EXTINCTION COEFFICIENT; MOLECULAR DESIGN; MOLECULAR ORIGINS; OPTOELECTRONIC PROPERTIES; PEAK ABSORPTION; POSITIVE CORRELATIONS; QUANTUM-CHEMICAL CALCULATION; RED SHIFT; RESONANCE STATE; SPECTRAL SHIFT; STABILIZATION ENERGY; STRUCTURE-PROPERTY CORRELATION;

CHARGE TRANSFER; CHEMICAL ANALYSIS; DYE LASERS; DYES; KNOWLEDGE BASED SYSTEMS; LASER APPLICATIONS; QUANTUM CHEMISTRY;

STRUCTURAL PROPERTIES;

COUMARIN DERIVATIVE; FLUORESCENT DYE; SOLVENT;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DYE LASER; FACTUAL DATABASE; LIGHT; PHOTOCHEMISTRY; QUANTUM THEORY; SOLAR ENERGY; SPECTROFLUOROMETRY; STATIC ELECTRICITY; THERMODYNAMICS; X RAY CRYSTALLOGRAPHY;

COUMARINS; CRYSTALLOGRAPHY, X-RAY; DATABASES, FACTUAL; FLUORESCENT DYES; LASERS, DYE; LIGHT; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PHOTOCHEMICAL PROCESSES; QUANTUM THEORY; SOLAR ENERGY; SOLVENTS; SPECTROMETRY, FLUORESCENCE; STATIC ELECTRICITY; THERMODYNAMICS;

EID: 84862967139     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp209925y     Document Type: Article

References (40)

1. Kontogiorgis, C.; Hadjipavlou-Litina, D. J. Enzym. Inhib. Med. Ch. 2003, 18, 63-69
2. Zhao, H.; Neamati, N.; Hong, H.; Mazumder, A; Wang, S.; Sunder, S.; Milne, G. W.; Pommier, Y.; Burke, T. R. J. Med. Chem. 1997, 40, 242-249
3. Deng, R. W.; Wu, J. G.; Long, L. S. B. Soc. Chim. Belg. 1992, 101, 439-443
4. Duarte, F. J.; Hillman, L. W. Dye Laser Principles, with Applications; Academic Press Inc.: San Diego, CA, 1990.
5. Hara, K.; Kurashige, M.; Dan-oh, Y.; Kasada, C.; Shinpo, A.; Suga, S.; Sayama, K.; Arakawa, H. New J. Chem. 2003, 27, 783-785
6. Mishra, A.; Fischer, M. K. R.; Bäuerle, P. Angew. Chem., Int. Ed. 2009, 48, 2474-2499
7. Allen, F. H. Acta Crystallogr., Sect. B: Struct. Sci. 2002, 58, 380-388
8. Ueno, K. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1985, 41, 1786-1789
9. CrystalClear-SM Expert and CrystalStructure; Rigaku: Woodlands, Texas, 2009.
10. COLLECT, data collection software; Nonius: Delft, Netherlands, 1998.
11. Otwinowski, Z.; Minor, W. Method. Enzymol. 1997, 276, 307-326
12. Blessing, R. H. J. Appl. Crystallogr. 1997, 30, 421-426
13. Sheldrick, G. M. Acta Crystallogr., Sect. A: Found. Crystallogr. 2008, 64, 112-122
14. Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565
15. Westrip, S. P. J. Appl. Crystallogr. 2010, 43, 920-925
16. Reynolds, G. A.; Drexhage, K. H. Opt. Commun. 1975, 13, 222-225
17. Fletcher, A. N.; Bliss, D. E. Appl. Phys. 1978, 16, 289-295
18. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H. P.; Izmaylov, A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery, Jr., J. A.; Peralta, J. E.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Brothers, E.; Kudin, K. N.; Staroverov, V. N.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, N. J.; Klene, M.; Knox, J. E.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Zakrzewski, V. G.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Dapprich, S.; Daniels, A. D.; Farkas, Ö.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. Gaussian 09, revision A.1; Gaussian Inc.: Wallingford, CT, 2009.
19. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785-789
20. Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652
21. Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623-11627
22. Rassolov, V. A.; Ratner, M. A.; Pople, J. A.; Redfern, P. C.; Curtiss, L. A. J. Comput. Chem. 2001, 22, 976-984
23. Chinnakali, K.; Sivakumar, K.; Natarajan, S. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1990, 46, 833-835
24. Jasinski, J. P.; Paight, E. S. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1994, 50, 1928-1930
25. Oziminski, W. P.; Krygowski, T. M. J. Phys. Org. Chem. 2010, 23, 551-556
26. Krygowski, T. M.; Anulewicz, R.; Kruszewski, J. Acta Crystallogr., Sect. B: Struct. Sci. 1983, 39, 732-739
27. Liu, X.; Cole, J. M.; Waddell, P. G.; Lin, T.-C. Acta Crystallogr., Sect. B: Struct. Sci. 2011, 67, 560-568
28. Gilli, G.; Bertolasi, V.; Bellucci, F.; Ferretti, V. J. Am. Chem. Soc. 1986, 108, 2420-2424
29. Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, A. G.; Taylor, R. J. Chem. Soc. Perkin Trans. 2 1987, S1-S19
30. Krygowski, T. M.; Cyranski, M. K. Synlett 2003, 7, 922-936
31. Yang, S.-P.; Han, L.-J.; Wang, D.-Q.; Xia, H.-T. Acta Crystallogr., Sect. E: Struct. Rep. Online 2007, 63, o4643
32. Jasinski, J. P.; Woudenberg, R. C. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1994, 50, 1954-1956
33. Yip, B.-C.; Yaw, O.-L.; Ong, L.-H.; Fun, H.-K.; Sivakumar, K. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1995, 51, 2087-2089
34. Yufit, D. S.; Kirpichenok, M. A.; Struchkov, Y. T.; Karandashova, L. A.; Grandberg, I. I. Izv. Akad. Nauk SSSR, Ser. Khim (Russ. Chem. Bull.) 1991, 40, 702-710
35. Selladurai, S.; Subramanian, K. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1992, 48, 281-283
36. Jasinski, J. P.; Jasinski, J. M.; Li, Y.; Crosby, D. J. Acta Crystallogr., Sect. E: Struct. Rep. Online 2003, 59, o153-o154
37. Chinnakali, K.; Sivakumar, K.; Natarajan, S. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1992, 48, 1859-1862
38. Pavlopoulos, T. G. IEEE J. Quantum Elect. 1973, QE-9, 510-516
39. Robertson, N. Angew. Chem., Int. Ed. 2008, 47, 1012-1014
40. Dean, J. A. Lange's Handbook of Chemistry; McGraw-Hill: New York, 1999.