Derivatives of allylphenols — new crosslinking agents
Preparation of oligohydroxyethers in the reaction of allylphenols and allylbisphenols with epoxide compounds has been investigated. A series of allylphenols with various substituents [H, Cl, CH3, C(CH3)3] at position 4 as well as di- and tetraallylic derivatives of bisphenol A were synthesized. Appropriate conditions of the reaction of the oxirane ring opening by an allylic phenolderivative were determined by basing on the results of studies on the corresponding reactions in model systems comprising phenol, 2- allylphenol,2-ally 1-4-chlorophenol, 2,6-diallylphenol or 3,3'-diallylbisphenol A, and phenylglycidyl ether. The reaction was performed in acetone in the presence of LiOH as a catalyst, with equimolar amounts of the reactants used. The oligohydroxyethers formed under these conditions have two types of functional groups that can participate in a crosslinking reaction not only via hydroxylgroups, but also via allylic groups present as substituents of aromatic rings.The structure of the allylic derivatives and oligohydroxyethers obtained was determined by H-NMR and IR analysis. Some preliminary trials were carried out on photochemical curing of the compositions comprising the prepared oligohydroxyethers, methyl methacrylate, and a photoinitiator (1-hydroxycyclohexylphenyl ketone).
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