Synthesis of novel copolymers obtained from acceptor/donor radical copolymerization of phosphonated allyl monomers and maleic anhydride

Abstract

A series of four phosphonated‐bearing allyl monomers, that is, diethyl‐1‐allylphosphonate (AP), dimethyl‐1‐allyloxymethylphosphonate (AOP), 5‐ethyl‐5‐(allyloxymethyl)‐2‐oxo‐1,3,2‐dioxaphosphorinane (AEDPH), and 2‐benzyl‐5‐ethyl‐5‐(allyloxymethyl)‐2‐oxo‐1,3,2‐dioxaphosphorinane (AEDPBn) were synthesized. These monomers were then copolymerized by free radical polymerization in the presence of maleic anhydride, thus leading to alternated copolymers with phosphonate moieties. It was shown that both monomer conversion and reaction rate were dependent on the phosphonate moieties carried out by the allyl monomer: the bulkier the phosphonate group, the higher the polymerization rate. Thermogravimetric analysis of the copolymers revealed a high content of residue, also varying with the nature of the phosphonate moieties. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011

Preparation of a molecularly imprinted polymer containing Europium(III) ions for luminescent sensing

“…Without isolation of the complex, we carried out the copolymerization of its allylic groups with EGDMA using AIBN as an initiator. The radical polymerization of allyl monomers generally produces oligomers because of the chain transfer to the monomers,23–26 but they are copolymerized with acrylates 27,28. We used a considerably large amount of initiator to obtain a crosslinked, insoluble polymer as white fine powders.…”

Novel dialkyl vinyl ether phosphonate monomers: Their synthesis and alternated radical copolymerizations with electron‐accepting monomers

“…This article shows that the phosphonate group weakly changes the double bond reactivity, despite its electron‐donating character with the exception of p ‐benzyl phosphonate monomers, where the phosphonate group enhances the reactivity of the styryl monomer in free‐radical polymerization 13. Considering specifically both phosphonate allyl‐type and vinyl‐type monomers, we showed that their radical homopolymerization led to oligomers with expected poor yields 14, 15. In contrast, their radical copolymerization with electron‐accepting monomers was deeply investigated.…”

Copolymers based on telechelic benzoxazine with a reactive main-chain and anhydride: monomer and polymer synthesis, and thermal and mechanical properties of carbon fiber composites

“…They were then mechanically pulled out from the bath at a constant speed. 29,30 The fabric was dried in air overnight, forming a very thin elastomer coating on the carbon ber surface. Subsequently, the surface treated carbon cloth was immersed in a THF solution of the resin at 40 wt% and again the fabric was taken out of the solution at a constant speed.…”

“…This co-polymerizability of maleate double bonds and vinyl double bounds has been extensively used in hardening of unsaturated polyesters. [28][29][30][31][32] Furthermore, copolymerization between the anhydride group and phenolic group of polybenzoxazine can also occur. [19][20][21] However, the optimum amount of anhydride must be determined to obtain the best thermal and mechanical properties of the polymer.…”