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Synthesis of Spirobifluorene‐ alt ‐Carbazole Copolymers with Oxadiazole Pendants and their Thermal, Electrochemical, and Photoluminescent Properties
Author(s) -
Zhang Kai,
Zou Yang,
Xu Xichen,
Gong Shaolong,
Yang Chuluo,
Qin Jingui
Publication year - 2008
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200800521
Subject(s) - carbazole , oxadiazole , polymer chemistry , copolymer , moiety , materials science , thermal stability , photochemistry , coupling reaction , suzuki reaction , phosphorescence , polymer , chemistry , organic chemistry , fluorescence , catalysis , palladium , composite material , physics , quantum mechanics
Two new carbazole derivatives with the oxadiazole moiety substituted at the 9 position of carbazole have been facilely synthesized by an aromatic nucleophilic substitution reaction of arylamine and fluoroarenes. Alternating copolymers with spirobifluorene were then prepared by a Suzuki coupling reaction. Spirobifluorene units together with the bulky oxadiazole pendant significantly enhance the morphological stability of the copolymers. An increased π ‐electron delocalization in P2 with 2,7‐coupling of carbazole results in a decrease of absorption and phosphorescence emission energies as compared to P1 with 3,6‐coupling of the carbazole. The bandgaps and energy levels of the polymers can be tuned by different coupling positions between carbazole and the spirobifluorene moieties.