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Kinetics, mechanisms, and synthesis studies of ring‐opening‐closing alternating copolymerization
Author(s) -
Lundmark Stefan,
Kobayashi Shiro
Publication year - 1992
Publication title -
makromolekulare chemie. macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 0258-0322
DOI - 10.1002/masy.19920540112
Subject(s) - copolymer , monomer , chemistry , polymer chemistry , zwitterion , ring (chemistry) , acrylic acid , reaction mechanism , succinic anhydride , catalysis , organic chemistry , polymer , molecule
The present paper describes the ring‐opening‐closing alternating copolymerization of cyclic phosphonites (2‐phenyl‐1,3,2‐dioxaphosphelane ( 1a ), 2‐phenyl‐1,3,2‐dioxaphosphorinane( 1b ), 2‐phenyl‐1,3,2‐dioxaphosphepane( 1c ), and 2‐phenyl‐4H‐1,3,2‐benzodioxa phosphorin‐4‐one( 1d )) with muconic acid( 2a ), succinaldehyde( 2b ), glutaraldehyde( 2c ), adipinaldehyde( 2d ), o‐phthalaldehyde( 2e ), acrylic anhydride( 2f ), methacrylic anhydride( 2g ), N‐methyl diacrylamide( 2h ), and N‐methyldimethacrylamide( 2i ). The reaction of a 1:1 monomer feed ratio, explained by a mechanism of propagation via zwitterion intermediates, proceeds without any added catalyst to give an alternating copolymer 3 involving ring‐opening of 1 and ring‐closing of 2 . The structure of copolymer 3 was determined by 1 H, 13 C NMR, 31 P NMR and IR spectroscopies as well as elemental analysis.