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Facile and Efficient Synthesis of Fluorescence‐Labeled RAFT Agents and Their Application in the Preparation of α‐,ω‐ and α,ω‐End‐Fluorescence‐Labeled Polymers
Author(s) -
Guo Ruiwei,
Wang Xingxing,
Guo Chungang,
Dong Anjie,
Zhang Jianhua
Publication year - 2012
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201200258
Subject(s) - benzoxazole , raft , dithiocarbamate , carbazole , chemistry , fluorescence , polymer , polymer chemistry , combinatorial chemistry , photochemistry , organic chemistry , copolymer , physics , quantum mechanics
Abstract The novel fluorescence‐labeled RAFT agents 2‐(4‐benzyl)benzoxazole benzodithioate (BBB) and 2‐(4‐benzyl)benzoxazole 9H‐carbazole‐9‐carbodithioate (BBCC) were synthesized via a nucleophilic substitution reaction between commercially available 2‐(4‐(chloromethyl)phenyl)benzoxazole (CMPB) and excessive carbodithioate or dithiocarbamate salts. BBB bearing benzoxazole at R‐group and BBCC carrying benzoxazole and carbazole at R‐ and Z‐group can be applied to directly obtain α‐ and α,ω‐end‐fluorescence‐labeled polymers, respectively. Considering the mild reaction conditions and readily available dyes, the reactions between CMPB and dithiocarbamate or carbodithioate salts should be a very simple and promising approach to synthesize fluorescent RAFT agents and polymers.