Synthesis and Properties of Multiallyl Maleate Resins from Epoxy Formaldehyde Resins

Abstract

Formaldehyde resins at various molar ratios of monomers (aniline/o-cresol/cyclohexanone) were synthesized under acid catalysis. The resultant resins were reacted with a large excess of epichlorohydrin, and multifunctional epoxy formaldehyde resins were obtained. These resins were reacted with monoallyl ester of maleic acid in the presence of benzyltriethylammonium bromide as catalyst, and multiallyl maleate resins were obtained. The resins were characterized by elemental analysis and by spectroscopic methods (IR and NMR). The curing and decomposition behavior of cross-linked resins were studied by DSC and TGA techniques. The presence of allyl maleate as pendant groups on polymeric chains confers on them the improvement of the possibilities for obtaining thermosetting resin systems based on bismaleimide derivatives. The cross-linked products showed good thermal properties, high glass transitions, and low water absorption.

Synthesis of amphiphilic copolymer brushes possessing alternating poly(methyl methacrylate) and poly(N‐isopropylacrylamide) grafts via a combination of ATRP and click chemistry

“…Glass transition temperature ( T g ) is one of the basic physical parameters of synthetic polymers. Both molecular weights (particularly in the low MW range) and chain topology can considerably affect T g values 75–79. Typical DSC thermograms of poly(PMMA‐ alt ‐PNIPAM) alternating copolymer brush as well as alkynyl ‐PNIPAM 24 and poly (PMMA‐ alt ‐VBA) precursors were shown in Figure 4.…”

Thermosetting Maleimide/Isobutene Alternating Copolymer as a New Class of Transparent Materials

“…Poly(AMI-alt-IB) 1 H NMR (300 MHz, CDCl 3 ) d (ppm) ¼ 5.6-5.9 (CH 2 CH¼CH 2 , 1H), 5.0-5.4 (CH 2 CH¼CH 2 , 2H), 3.8-4.3 (CH 2 CH¼CH 2 , 2H), 2.7-3.4 (CHCH, 2H), 1.5-2.7 (CH 2 C(CH 3 ) 2 , 2H), 0.7-1.5 (CH 2 C(CH 3 ) 2 , 6H). 13 C NMR (75 MHz, CDCl 3…”

“…In general, diallyl and triallyl compounds, such as diallyl phthalate and triallyl cyanurate, and their oligomers are used as thermosetting materials for curing systems by free radical crosslinking polymerization. [2][3][4][5][6][7] On the other hand, reactive maleimide groups are available for the cross-linking reactions by the Michael addition, Diels-Alder reaction, ene reaction, and free-radical chain reactions in order to obtain high-performance thermoset polymers. [8][9][10][11][12][13][14][15][16][17] In the present study, we synthesized an alternating copolymer of N-allylmaleimide (AMI) and IB [poly(AMI-alt-IB)] as a new class of thermosetting polymers with excellent transparency by a radical copolymerization process.…”

Synthesis, Characterization and Material Application of Poly(ester-oxysilane-imide)s Having Epoxy Residues

“…Bisphenol-S was obtained from local market. The bismaleimides IIa-d were prepared by condensation of diglycidyl ether of various bisphenol-(A,C,F,S) and N-4--carboxy phenyl maleimide according to following the method reported in literature [18,24] .…”

“…However the bismaleimides containing epoxy resin segment have not been reported except one instant [18] . Such type of bismaleimide can afford the poly(ester-imide) with better serviceable properties.…”