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Polyphenylene Dendrimers with Perylene Diimide as a Luminescent Core
Author(s) -
Herrmann Andreas,
Weil Tanja,
Sinigersky Veselin,
Wiesler UweMartin,
Vosch Tom,
Hofkens Johan,
De Schryver Frans C.,
Müllen Klaus
Publication year - 2001
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20011119)7:22<4844::aid-chem4844>3.0.co;2-1
Subject(s) - perylene , diimide , dendrimer , chromophore , luminescence , fluorescence , materials science , photochemistry , molecule , absorption (acoustics) , silsesquioxane , polymer chemistry , chemistry , polymer , organic chemistry , optoelectronics , composite material , optics , physics
A novel synthesis is presented of a fourfold ethynyl‐substituted perylene diimide dye 4 , which acts as a core molecule for the buildup of polyphenylene dendrimers. Around the luminescent core 4 , a first‐generation ( 5 ), a second‐generation ( 6 ), and a third‐generation ( 7 ) polyphenylene dendritic environment consisting of pentaphenylbenzene building blocks are constructed. The dendrimers 5 and 6 are synthesized by an exclusively divergent route, whereas for 7 , a combination of a divergent and convergent approaches is applied. Absorption and emission spectra of 5 – 7 in different solvents and in a film have been measured and compared to a nondendronized model compound 13 . In solution, the internal chromophore is scarcely influenced by the dendritic scaffold; however, in the solid state, aggregation of the perylene diimide is prevented very effectively by the four rigid dendrons. Additionally, fluorescence quantum yields in solution have been determined for 5 – 7 and 13 ; they decrease as the number of generation increases.