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Synthesis of isoelectronic polyazomethine and poly(arylene vinylene) by a palladium‐catalyzed Suzuki coupling method
Author(s) -
Grigoras Mircea,
Antonoaia Nicoleta Cristina
Publication year - 2005
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.1895
Subject(s) - arylene , fluorene , carbazole , polymer chemistry , copolymer , suzuki reaction , materials science , condensation polymer , palladium , monomer , conjugated system , catalysis , photochemistry , chemistry , polymer , organic chemistry , aryl , alkyl , composite material
Two fully conjugated copolymers containing 2,7‐(9,9‐dioctyl) fluorene and 3,6‐( N ‐hexyl‐9 H ‐carbazole) disubstituted rings and arylene vinylene or azomethine units in the main chain were synthesized through a palladium‐catalyzed Suzuki coupling method of 2,7‐bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐9,9‐dioctyl fluorene with 1,4‐bis(6‐bromo‐ N ‐hexyl‐9 H ‐carbazole‐3‐yl vinyl) benzene or N , N ‐bis(6‐bromo‐ N ‐hexyl‐9 H ‐carbazole‐3‐yl methylidene) 1,4‐phenylenediamine. Bisbromine arylene vinylene and arylenazomethine monomers were synthesized by condensation of 3‐formyl‐ N ‐hexyl‐6‐bromo carbazole with tetraethyl‐ p ‐xylylene diphosphonate or 1,4‐phenylenediamine. Copolymers were characterized by FTIR, 1 H‐NMR, DSC, UV‐visible and photoluminescence methods. Copyright © 2005 Society of Chemical Industry