S-9
 
 O=C(N(C(CCCC)CCCC)C7=O)C2=CC=C(C4=CC=C6C5=C(C(N(C(CCCC)CCCC)C6=O)=O)C=CC3=C45)C1=C3C=CC7=C12

N,N‘-Bis(1-butylpentyl)-3,4:9,10-perylenebis(dicarboximide); 2,9-bis-(1-butylpentyl)anthra[2,1,9-def;6,5,10-d‘e‘f‘]diisoquinoline-1,3,8,10(2H,9H)-tetraone; 2,9-bis-(5-nonyl)anthra[2,1,9-def;6,5,10-d‘e‘f‘]diisoquinoline-1,3,8,10(2H,9H)-tetraone, RN 110613-98-4:
M.p. 268C, bright red crystals. UV (CHCl3): λmax (ε) = 458 nm (18660), 488.5 (51640), 524.5 (85510). C42H46N2O4 (642.8) calcd. C 78.47, H 7.21, N 4.36; found C 78.58, H 7.13, N 4.18.


References, RN 110613-98-4:

*1. Demmig, S.; Langhals, H. ‘Very soluble and photostable perylene fluorescent dyes’, Chem. Ber. 1988, 121, 225-230.

2. Langhals, H.; Demmig, S.; Huber, H. ‘Rotational barriers in perylene fluorescent dyes’, Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy 1988, 44A, 1189-1193.

3. Langhals, H. ‘Lightfast, readily soluble perylenetetracarboxylic (bis)imide fluorescent dyes’, Ger. Offen. 1988, DE 3703495 A1 19880818.

4. Langhals, H. ‘ (Polymeric) perylenetetracarboxylic diimide dyes having high dielectric constants’, Ger. Offen. 1989, DE 3814647 A1 19891005.

5. Langhals, H.; Potrawa, T. ‘Optical memory devices containing color changeable dyes, and dyes therefor’, PCT Int. Appl. 1990, WO 9001480 A1 19900222.

6. Langhals, H.; Demmig, S. ‘Perylene dyes and their use as permanent toner in electrophotography and laser printing’, Ger. Offen. 1991, DE 4007618 A1 19910912.

7. Schott, H.; Von Cunow, D.; Langhals, H. ‘Labeling of liposomes with intercalating perylene fluorescent dyes’, Biochim. Biophys. Acta, Biomembranes 1992, 1110, 151-157.

8. Langhals, H.; Jona, W. ‘The identification of carbonyl compounds by fluorescence: a novel carbonyl-derivatizing reagent’, Chemistry - A European Journal 1998, 4, 2110-2116.

9. Langhals, H.; Kirner, S. ‘Novel fluorescent dyes by the extension of the core of perylenetetracarboxylic bisimides’, Europ. J. Org. Chem. 2000, 365-380.

10. Langhals, H.; Kirner, S.; Blanke, P.; Speckbacher, M. ‘Core-extended perylene bisimide colorants, their production and their use’, PCT Int. Appl. 2000, WO 2000023446 A1 20000427.

11. Speckbacher, M.; Baumeister, J. ‘Use of fluorescent perylene compounds for the treatment of human hair’, PCT Int. Appl. 2005, WO 2005123012 A1 20051229.

12. Singh, Th. B.; Erten, S.; Guenes, S.; Zafer, C.; Turkmen, G.; Kuban, B.; Teoman, Y.; Sariciftci, N. S.; Icli, S. ‘Soluble derivatives of perylene and naphthalene diimide for n-channel organic field-effect transistors’, Organic Electronics 2006, 7, 480-489.

13. Langhals, H. ‘Perylene and indigo dyes as fluorescent nanoparticles in aqueous phase’, Ger. Offen. 2007, DE 102006020190 A1 20071108.

14. Langhals, H. ‘Brightly shining nanoparticles: Lipophilic perylene bisimides in aqueous phase’, New Journal of Chemistry 2008, 32, 21-23.

15. Langhals, H.; Pust, T. ‘Perylenetetracarboxylic diimide dye-containing micellar nanoparticles and applications’, Ger. Offen. 2010, DE 102009008661 A1 20100819.

16. Langhals, H.; Pust, T. ‘Lipophilic optical supramolecular nano devices in the aqueous phase’, Green and Sustainable Chemistry 2011, 1, 1-6.

17. Boobalan, G.; Imran, P. M.; Nagarajan, S. ‘Self-assembly, optical and electrical properties of fork-tailed perylene bisimides’, Superlattices and Microstructures 2012, 51, 921-932.

18. Langhals, H.; Hofer, A. ‘Using imidazoloterrylene bisimides for contactless temperature measurement in hard accessible areas’, Ger. Offen. 2013, DE 102012008287 A1 20131017.

19. Savoie, B. M.; Kohlstedt, K. L.; Jackson, N. E.; Chen, Lin X.; de la Cruz, M. O.; Schatz, G. C.; Marks, T. J.; Ratner, M. A. ‘Mesoscale molecular network formation in amorphous organic materials’, Proceedings of the National Academy of Sciences of the United States of America 2014, 111, 10055-10060.

20. Madhurima, V.; Priyanka, K. Greeshma; Pavan, K. S. N. D.; Nagarajan, S. ‘Analysis of wetting of perylene diimide thin films-on-glass by water’, Key Engineering Materials 2014, 594-595(Advanced Materials Engineering and Technology II, 1074-1077.

21. Boobalan, G.; Imran, P. K. M.; Manoharan, C.; Nagarajan, S. ‘Optical and electrical properties of new perylene diimide thin films’, J. Electronic Materials 2015, 44, 4000-4005.

22. Gao, Deqing; Chen, Naiwu; Zhu, Jie; Zheng, Chaoyue; Wu, Huarui; Huang, Wei ‘Preparing method of electron/hole double-channel polymer material, and application thereof in organic solar cell’, Faming Zhuanli Shenqing 2016, CN 105669953 A 20160615.

23. Fu, Huiting; Meng, Dong; Meng, Xiangyi; Sun, Xiaobo; Huo, Lijun; Fan, Yuzun; Li, Yan; Ma, Wei; Sun, Yanming; Wang, Zhaohui ‘Influence of alkyl chains on photovoltaic properties of 3D rylene propeller electron acceptors’, J. Materials Chemistry A: Materials for Energy and Sustainability 2017, 5, 3475-3482.

24. Chen, Naiwu; Lu, Jurong; Wang, Danbei; Zheng, Chaoyue; Wu, Huarui; Zhang, Hongmei; Gao, Deqing ‘A double-cable poly(fluorene-alt-thiophene) with bay-substituted perylenediimide pendants: An efficient interfacial material in bulk-heterojunction solar cells’, Macromolecules (Washington, DC, United States) 2018, 51, 80-90.


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