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Synthesis and photoinitiating activity study of polymeric photoinitiators bearing BP moiety based on hyperbranched poly(ester‐amine) via thiol‐ene click reaction
Author(s) -
Xie Han,
Hu Lihua,
Shi Wenfang
Publication year - 2011
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.34629
Subject(s) - photoinitiator , moiety , polymer chemistry , photopolymer , click chemistry , materials science , hydroxymethyl , triethylamine , bisphenol a , chemistry , polymerization , polymer , organic chemistry , epoxy , monomer
A series of polymeric photoinitiators (BP‐HPEAs) bearing BP moiety based on hyperbranched poly(ester‐amine) were synthesized via the thiol‐ene click reaction of 3‐(4‐benzoylphenoxy)propyl 2‐mercaptoacetate (BPPM) with acrylated HPEA. BPPM was obtained by the esterification of (4‐(3‐hydroxypropoxy) phenyl) phenyl methanone (HPPM) with mercaptoacetic acid in the presence of p ‐toluene sulphonic acid as a catalyst. HPEA was prepared through Michael addition of piperazine with tri(hydroxymethyl)propane triacrylate. Their molecular structures were confirmed by the 1 H NMR, 13 C NMR, and FTIR analysis. The UV–vis spectrum analysis results showed that BP‐HPEAs exhibit the stronger n –π* absorption at ∼ 340 nm with over two times higher molar extinction coefficients than BP at the concentration of 1.00 × 10 −3 M . The photoinitiating activity study showed that the maximum photopolymerization rates of 1,6‐hexanediol diacrylate initiated by BP‐HPEAs in the absence of coinitiator were obtained by two times higher than that by BP in the presence of triethylamine as a coinitiator. Moreover, the excellent miscibility of BP‐HPEAs with the commercial bisphenol A epoxy diacrylate was achieved according to the T s /T g ratios of over 9.0 from DMTA. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012