S-7
N,N‘-Bis(1-propybutyl)-3,4:9,10-perylenebis(dicarboximide);
2,9-bis-(1-propylbutyl)anthra[2,1,9-def;6,5,10-d‘e‘f‘]diisoquinoline-1,3,8,10(2H,9H)-tetraone; 2,9-bis-(4-heptyl)anthra[2,1,9-def;6,5,10-d‘e‘f‘]diisoquinoline-1,3,8,10(2H,9H)-tetraone, RN 110590-82-4:
M.p. >360°C, red crystals. UV (CHCl3): λmax
(ε) = 458 nm (18200), 489 (51400), 525 (85510). C38H38N2O4 (586.7) calcd. C 77.79, H 6.53, N 4.77; found C 77.67, H 6.31, N 4.64.
References, RN 110590-82-4:
*1. D., Stefan; Langhals, H. ‘Very soluble and photostable perylene fluorescent dyes’, Chem. Ber. 1988, 121, 225-30.
2. Langhals, H.; Demmig, S.; Huber, H. ‘Rotational barriers in perylene fluorescent dyes&146;, Spectrochim. Acta, Part A: Molecular and Biomolecular Spectroscopy, 1988, 44, 1189-93.
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.; Ismael, R. ‘Naphthalenehydrazamimide and perylenehydrazamimide pigments’, PCT Int. Appl., 2000, WO 2000040657 A1 20000713.
9. Alibert-Fouet, S.; Seguy, I.; Bobo, J.-F.; Destruel, P.; Bock, H. ‘Liquid-crystalline and electron-deficient coronene oligocarboxylic esters and imides by twofold benzogenic diels-Alder reactions on perylenes’, Chemistry - A European Journal, 2007, 13, 1746-1753.
10. Langhals, H.; Pust, T. ‘Perylenetetracarboxylic diimide dye-containing micellar nanoparticles and applications’, Ger. Offen., 2010, 102009008661 A1 20100819.
11. Langhals, H.; Pust, T. ‘Lipophilic optical supramolecular nano devices in the aqueous phase’, Green and Sustainable Chemistry, 2011, 1, 1-6.
12. Ida, K.; Sakai, H.; Ohkubo, K.; Araki, Y.; Wada, T.; Sakanoue, T.; Takenobu, T.; Fukuzumi, S.; Hasobe, T. ‘Electron-transfer reduction properties and excited-state dynamics of benzo[ghi]peryleneimide and coroneneimide derivatives’, J. Phys. Chem. C, 2014, 118, 7710-7720.
13. Jiang, Wei; Ye, Long; Li, Xiangguang; Xiao, Chengyi; Tan, Fang; Zhao, Wenchao; Hou, Jianhui; Wang, Zhaohui ‘Bay-linked perylene bisimides as promising non-fullerene acceptors for organic solar cells’, Chem. Comm. (Cambridge, United Kingdom), 2014, 50, 1024-1026.
14. Sakai, H.; Ohkubo, K.; Fukuzumi, S.; Hasobe, T. ‘Photoinduced processes of supramolecular nanoarrays composed of porphyrin and benzo[ghi]perylenetriimide units through triple hydrogen bonds with one-dimensional columnar phases’, Chem. An Asian J., 2016, 11, 613-624.
15. Zhao, Donglin; Wu, Qinghe; Cai, Zhengxu; Zheng, Tianyue; Chen, Wei; Lu, Jessica; Yu, Luping ‘Electron acceptors based on α-substituted perylene diimide (PDI) for organic solar cells’, Chem. Materials, 2016, 28, 1139-1146.
16. Horinouchi, H.; Sakai, H.; Araki, Y.; Sakanoue, T.; Takenobu, T.; Wada, T.; Tkachenko, Nikolai V.; Hasobe, T. ‘Controllable electronic structures and photoinduced processes of bay-linked perylenediimide dimers and a ferrocene-linked triad’, Chem. Europ. J., 2016, 22, 9631-9641.
17. Zhao, Donglin; Wu, Qinghe; Yu, Luping; Cai, Zhengxu ‘Preparation of electron acceptors based on alpha-position substituted perylene diimide derivatives for organic photovoltaic solar cells’, PCT Int. Appl., 2017,WO 2017117477 A1 20170706.