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Polymeric mesoions, 3. Synthesis of polymeric mesoionic 1,3‐diazinium‐olates via polymer analogous modification of a polythiourea from m ‐phenylenediamine and p ‐phenylene diisothiocyanate
Author(s) -
Deutschmann Thomas,
Ritter Helmut
Publication year - 1996
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.1996.030171007
Subject(s) - mesoionic , phenylene , diazine , polymer chemistry , polymer , materials science , alkylation , poly(p phenylene) , chemistry , organic chemistry , catalysis
Mesoionic poly(1,1′‐(1,3‐phenylene)‐3,3′‐(1,4‐phenylene)‐bis(5‐decyl‐2‐decylthio‐4,6‐dioxo‐1,3‐diazine)) ( 6 ) was prepared by cyclisation of the isothiourea component of poly(1,1′‐(1,3‐phenylene)‐3,3′‐(1,4‐phenylene)‐bis(2‐decylisothiourea)) ( 4 ) with decylmalonic acid (5) by use of dicyclohexylcarbodiimide (DCC). Polymer 4 was obtained by polymer analogous alkylation of poly(1,1′‐(1,3‐phenylene)‐3,3′‐(1,4‐phenylene)‐bisthiourea) ( 3 ). For comparison of spectroscopic data, 5‐butyl‐2‐propylthio‐4,6‐dioxo‐1,3‐diphenyl‐1,3‐diazine ( 9 ) was synthesized as low molecular weight model compound.