Bisanthracene bis(dicarboxylic imide)s as soluble and stable NIR dyes

Chemistry - A European Journal

Volumn 15, Issue 37, 2009, Pages 9299-9302

  Yao, Jun Hong ^a   Chi, Chunyan ^a   Wu, Jishan ^a   Loh, Kian Ping ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

Anthracenes; Dyes pigments; Hydrogenation; Rylenes

Indexed keywords

ABSORPTION MAXIMA; CYCLIZATION REACTIONS; DYES/PIGMENTS; HOMOCOUPLING; NEAR-INFRARED DYES; NIR DYES; NIR REGIONS; RYLENES; YAMAMOTO COUPLING;

ANTHRACENE; CYCLIZATION; HYDROGENATION; INFRARED DEVICES; ISOMERS; ORGANIC SOLVENTS; SULFUR COMPOUNDS;

SINGLE CRYSTALS;

ANTHRACENE; ANTHRACENE DERIVATIVE; COLORING AGENT;

ARTICLE; CHEMISTRY; HYDROGENATION; NEAR INFRARED SPECTROSCOPY; THERMODYNAMICS;

ANTHRACENES; COLORING AGENTS; HYDROGENATION; SPECTROSCOPY, NEAR-INFRARED; THERMODYNAMICS;

EID: 70349290844     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200901398     Document Type: Article

References (27)

1. J. Fabian, H. Nakanzumi, M. Matsuoka, Chem. Rev. 1992, 92, 1197-1226.
2. J. Fabian, R. Zahradnik, Angew. Chem. 1989, 101, 693-710;
3. Angew Chem. Int. Ed. Engl. 1989, 25, 677-828.
4. A. Herrmann, K. Müllen, Chem. Lett. 2006, 35, 978-985.
5. N. G. Pschirer, C. Kohl, F. Nolde, J. Qu, K. Müllen, Angew. Chem. 2006, 118, 1429-1432;
6. Angew. Chem. Int. Ed. 2006, 45, 1401-1404.
7. D. Désuets, P. M. Kazmaier, R. A. Burt, Can. J. Chem. 1995, 73, 319-324.
8. a) S. M. Arabei, T. A. Pavich, J. Appl. Spectrosc. 2000, 67, 236-244;
9. b) H. Kuroda, J. Chem. Soc. 1960, 1856-1857;
10. c) E. Ciar, Chem. Ber. 1948, 52, 52-63.
11. D. Désuets, P. M. Kazmaier, R. A. Burt, G. K. Hamer, Can. J. Chem. 1995, 73, 325-335.
12. H. Langhals, G. Schonmann, K. Polborn, Chem. Eur. J. 2008, 14, 5290-5303.
13. S. M. Sami, R. T. Dorr, A. M. Solyom, D. S. Alberts, W. A. Remers, J. Med. Chem. 1995, 38, 983-993.
14. J. Yan, B. R. Travis, B. Borhan, J. Org. Chem. 2004, 69, 983-993.
15. T. Sakamoto, C. Pac, J. Org. Chem. 2001, 66, 94-98.
16. a) J.-S. Wu, M. D. Watson, L. Zhang, Z. Wang, K. Müllen, J. Am. Chem. Soc. 2004, 226, 177-186;
17. b) J.-S. Wu, W. Pisula, K. Müllen, Chem. Rev. 2007, 107, 718-747.
18. Y. Zhao, A.-M. Ren, J.-K. Feng, C.-C. Sun, J. Chem. Phys. 2008, 129, 014301.
19. The photoluminescence quantum yields of M1-M4 in chloroform were estimated by using fluorescein as standard. However, due to the low luminescence intensity and the lack of efficient NIR dye as standard, the value was roughly estimated as less than 0.5% for all cases.
20. A. S. Molinari, H. Alves, Z.-H. Chen, A. Facchetti, A. F. Morpurgo, J. Am. Chem. Soc. 2009, 131, 2462-2463.
21. S. Günes, H. Neugebauer, N. S. Sariciftci, Chem. Rev. 2007, 107, 1324-1338.
22. P. Y. Reddy, L. Gribabu, C. Lyness, H. J. Snaith, C. Vijaykumar, M. Chandrasekharam, M. Lakshmikantam, J.-H. Yum, K. Kalyanasundaram, M. Grätzel, M. K. Nazeeruddin, Angew. Chem. 2007, 119, 377-380;
23. Angew. Chem. Int. Ed. 2007, 46, 373-376.
24. a) D.-E. Jiang, B. G. Sumpter, S. Dai, J. Chem. Phys. 2007, 127, 124703;
25. b) D.-E. Jiang, S. Dai, Chem. Phys. Lett. 2008, 466, 72-75;
26. c) M. Bendikov; F. Wudl, D. F. Perepichka, Chem. Rev. 2004, 104, 4891-4945;
27. F. Wudl, D. F. Perepichka, Chem. Rev. 2004, 104, 4891-4945.