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Homopolymer and copolymers of 4‐methacrylamidophenyl‐4‐methoxystyryl ketone with methyl methacrylate: Synthesis, characterization, reactivity ratios, and photocrosslinkable properties
Author(s) -
Nanjundan S.,
Jayakumar R.,
Selvamalar C. S. Jone
Publication year - 2006
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.22789
Subject(s) - methacrylamide , polymer chemistry , methyl methacrylate , benzoyl peroxide , ketone , thermogravimetric analysis , polymer , monomer , copolymer , methacrylate , reactivity (psychology) , materials science , dispersity , thermal stability , differential scanning calorimetry , glass transition , polymerization , radical polymerization , chemistry , organic chemistry , medicine , acrylamide , alternative medicine , physics , pathology , thermodynamics
4‐Aminophenyl‐4‐methoxystyryl ketone (APMSK) was prepared by reacting 4‐aminoacetophenone and 4‐methoxybenzaldehyde in the presence of sodium hydroxide as base catalyst. The methacrylamide monomer, 4‐methacrylamidophenyl‐4‐methoxystyryl ketone (MPMSK), was synthesized by reacting APMSK with methacryloyl chloride in the presence of triethylamine. Free‐radical solution polymerization technique was used to prepare the homo‐ and copolymers of different feed compositions of MPMSK with methyl methacrylate in methyl ethyl ketone solution at 70°C, using benzoyl peroxide as the initiator. The polymers were characterized by UV, IR, 1 H‐NMR, and 13 C‐NMR spectral techniques. The reactivity ratios of both comonomers were calculated using Fineman–Ross, Kelen–Tüdös, extended Kelen–Tüdös, and a nonlinear error‐in‐variables model (EVM) method using a computer program, RREVM. The molecular weights (M̄ w and M̄ n ) and polydispersity indices of the polymers were determined using size exclusion chromatography. The glass‐transition temperatures of the polymers were determined by differential scanning calorimetry. The thermal stability of the polymers was measured by thermogravimetric analysis in air. The photoreactivity of the polymers was studied in chloroform solutions in the presence and absence of various triplet sensitizers. The effect of concentration of homopolymer and composition of the copolymers on the rate of photocrosslinking of the polymers was investigated. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci, 2006