Glycerol-based co-oligomers by free-radical chain transfer polymerization: Towards reactive polymers bearing acetal and/or carbonate groups with enhanced properties. (October 2017)

• Record Type: Journal Article
• Authors: Pham, Phuoc Dien; Monge, Sophie; Lapinte, Vincent; Raoul, Yann; Robin, Jean Jacques
• Is Part Of: European polymer journal. Volume 95(2017)
• Page Start: 491
• Page End: 502
• Publication Date: 2017-10
• Subjects: Glycerol -- Hydrolysis -- Oligomers -- Radical polymerization; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; Polymerization; Polymers; Periodicals; Electronic journals; 547.705
• DOI: 10.1016/j.eurpolymj.2017.08.014
• Languages: English
• ISSNs: 0014-3057

Abstract

Graphical abstract: Highlights: The radical polymerization of glycerol based monomers without branching and crosslinking is described. Carbonate and acetal protective groups are investigated during radical polymerization of glycerol based monomers. The selective hydrolysis of glycerol protective groups is proposed. The solubility of the various oligomers depends largely on the remaining protective group. Abstract: Oligomers coming from glycerin carbonate acrylate (GCA) and solketal acrylate (SolA) were synthesized in good yields by free-radical chain transfer polymerization using 2-mercaptoethanol (ME) as chain transfer agent. These oligomers were totally soluble in solvents and did not exhibit branching or gelation. The efficiency of the chain transfer polymerization process on these glycerol-based acrylate monomers was demonstrated and reactive cotelomers bearing both acetal and cyclocarbonate groups were obtained. The structure of these oligomers was well-characterized by NMR, SEC, FTIR and MALDI-Tof spectroscopies. The oligo(GC- stat -Sol)s are particularly interesting, notably in terms of reactivity and solubility in various organic solvents and water that can be modulated by varying different SolA/GCA ratios. These results open the way to a widespread valorization of glycerol.