A potentially general and green approach based on Claisen condensation that enabled low-migrating aliphatic ester-derived PVC plasticizers as sustainable alternatives to DEHP was reported.
As an imitation of genuine leather, polyvinyl chloride (PVC) artificial materials are versatile, but suffers from being flammable due to the presence of large amounts of combustible plasticizers. Under such circumstance, intrinsically flame-retardant plasticizers displaying dual functions have been a subject of intensive research interest. However, previous strategies attempting to covalently attach flame-retardant moiety to plasticizers invariably required either expensive starting materials or laborious and tedious procedures, ultimately limiting their scale-up application in industry. In addition, driven by escalating demand of halogen-free flame retardants worldwide from an environmental health perspective, previously reported intrinsically flame-retardant plasticizers were mainly halogenfree, less attractive in PVC artificial material industry simply because PVC itself is a halogen-containing polymer. Here, we report an approach to introduce chlorine moieties into unsaturated fatty acid methyl ester by a simple addition reaction occurring on carbon-carbon double bonds, yielding a chlorine-containing, intrinsically flameretardant bio-plasticizer. When combined with di-(2-ethylhexyl) phthalate (DOP) in PVC formulations, the chlorinated fatty acid methyl ester is qualified as a co-plasticizer while conferring flame retardancy upon the PVC coatings. This approach involves only a one-step procedure that employs renewable fatty acid methyl esters and cheap chlorine gas as raw materials, thus being of great potential to enable intrinsically flame-retardant bioplasticizers on a large scale to manufacture functional PVC artificial materials for application in fire-prone scenarios.
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