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Polymeric mesoions, 4. Synthesis of polymerizable mesoionic 4,6‐dioxo‐1,3‐diazines derived from vinylbenzylmalonic acid
Author(s) -
Deutschmann Thomas,
Ritter Helmut
Publication year - 2000
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 - 10.1002/1521-3935(20000701)201:11<1200::aid-macp1200>3.0.co;2-2
Subject(s) - mesoionic , chemistry , polymer chemistry , monomer , polymerization , organic chemistry , polymer
Abstract Vinylbenzylmalonic acid ( 4 ) was condensed with N , N ′‐diphenylformamidine ( 5 a ), N , N ′‐diphenylacetamidine ( 5 b ), S ‐propyl‐1,3‐diphenylisothiourea ( 6 ) and anilinopyridine ( 7 ) in the presence of dicyclohexylcarbodiimide (DCC). The resulting new mesoionic monomers 8 a – d were polymerized with 2,2′‐azoisobutyronitrile (AIBN) as an initiator and dodecanethiol as a chain transfer agent. The low molecular weight model compounds 5‐benzyl‐pyrido[1,2‐a]pyrimidine‐2,4‐dione ( 9 a ) and 5‐hexadecyl‐4,6‐dioxo‐1,3‐diphenyl‐2‐hexadecylthio‐1,3‐diazine ( 9 b ) were prepared for X‐ray diffraction analysis and comparison of spectroscopical data.