Bismaleimides and Biscitraconimides with Bisallyl Groups

Abstract

Bismaleimides and biscitraconimides with bisallyl groups were synthesized by the condensation reaction of 3(4)-maleimidobenzoic chloride or 3(4)-citraconimidobenzoic chloride with diallylbisphenol A. Diallylbisphenol A was prepared by the reaction of bisphenol A with allyl bromide followed by Claisen thermal rearrangement by heating at 180° C. The structures were confirmed by IR, 1 H NMR, 13 C NMR spectroscopy. The compounds were characterized by differential scanning calorimetry and thermal analysis.

Synthesis and Characterization of New Monomers Containing Maleimide and Propargyl Groups

“…Recently we already have reported the synthesis and polymerization of AB-and A 2 B 2 -monomers having citracon or maleimide and allylphenyl groups [16,17]. Here, we present the study of the synthesis and characterization of new monomers containing maleimide or citraconimide groups and propargyl groups and their thermal behaviors.…”

High performance bismaleimide resins modified by novel allyl compounds based on polytriazoles

“…The bismaleimide monomers 1(a-c) were prepared from diamines and maleic anhydride according to Searle method [20]. o,o'-Diallylbisphenol A (DABPA) and 2-((2-allyl-4-(2-(3-allyl-4-(oxiran-2-ylmethoxy)phenyl)propan-2-yl)phenoxy)methyl) oxirane (3) were prepared starting from bisphenol A according to the procedure reported in our previous communications [17,21]. Bisazido-succinimide 2(a-c) were prepared according to our method presented in a previous paper [22].…”

“…They include the allyl-functional phenolic resins [11], propenyl functionalized oligosulphones [14] or allyl terminated hyperbranched polyimides [15]. In our previous investigations, we have prepared bismaleimide networks by polymerizations of AB or A 2 B 2 monomers containing allyl and maleimide groups [16,17] and semiinterpenetrating networks based on bismaleimide and polyether-sulfone [18] or thermoplastic polyurethane [19]. In the present work, new allyl functionalized poly(1,2,3-triazole)s were synthesized by 1,3-cycloaddition reaction of diazides to bispropargyl allyl functionalized monomers.…”

AB monomers: II, synthesis and polymerization of AB monomers containing citracon- or maleimide and allylphenyl groups

“…Our previous study [18] provided detailed procedure for the synthesis of maleimides and citraconimides. 4-Maleimidobenzoic acid chloride (3a) was recrystallized from toluene, mp = 168-169…”