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Polymerizable tautomers, 11 . Tautomerism and polymerization of p ‐vinylbenzoylacetone
Author(s) -
Masuda Seizo,
Tomida Tahei,
Tanaka Masami,
Asahi Yutaka
Publication year - 1995
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.1995.021960217
Subject(s) - tautomer , polymerization , chemistry , polymer chemistry , monomer , reactivity (psychology) , benzene , styrene , copolymer , solvent , hydrogen bond , photochemistry , medicinal chemistry , organic chemistry , molecule , polymer , medicine , alternative medicine , pathology
Solvent effects on tautomerism and polymerization of p ‐vinylbenzoylacetone (1) were studied. 1 exhibits the coexistence of the ketonic and enolic forms (the latter is pedominant), and the tautomeric equilibria shift with the solvents. Multiparametric regression analysis of the tautomeric constants reveals that the equilibria depend on polarity and hydrogen bond donor acidity of the solvents. On the other hand, the polymerization of 1 is not affected by the solvents. The polymerization of 1 conforms to the conventional model (rule of square root). Monomer reactivity ratios r 1 = 2,56 and r 2 = 0,32 were obtained in the copolymerization of 1 (M 1 ) and styrene (M 2 ) in benzene.