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High‐Generation Second‐Order Nonlinear Optical (NLO) Dendrimers that Contain Isolation Chromophores: Convenient Synthesis by Using Click Chemistry and their Increased NLO Effects
Author(s) -
Wu Wenbo,
Li Conggang,
Yu Gui,
Liu Yunqi,
Ye Cheng,
Qin Jingui,
Li Zhen
Publication year - 2012
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/chem.201200441
Subject(s) - chromophore , dendrimer , sulfonyl , click chemistry , chemistry , nitro , nonlinear optical , nonlinear optics , combinatorial chemistry , photochemistry , polymer chemistry , organic chemistry , nonlinear system , alkyl , physics , quantum mechanics
Herein, high‐generation dendrimers G4‐NS and G5‐NS , which contained 30 and 62 azo‐benzene chromophore moieties, respectively, were conveniently prepared in high purity and satisfied yields by a combination of divergent and convergent approaches, coupled with the utilization of the powerful Sharpless click reaction. These dendrimers possessed a regular structure of alternating layers of nitro‐based and sulfonyl‐based azo chromophores in which the sulfonyl‐based azo‐chromophore moieties were utilized as co‐isolation groups for the nitro‐based moieties to achieve larger macroscopic second‐order nonlinear optical (NLO) effects. These high‐generation dendrimers ( G4‐NS and G5‐NS ) displayed very large NLO efficiencies (up to 253.0 pm V −1 ), which is, to the best of our knowledge, the record highest efficiency for simple azo‐chromophore moieties.