N,N‐dialkylamides of long chain fatty acids as plasticizers

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Abstract
A number of N,N‐dialkylamides have been prepared, characterized and evaluated as plasticizers for poly (vinyl chloride‐vinyl acetate) copolymer. Among these are the N‐oleoyl derivatives of diisopropyl, dibutyl, diisobutyl, diamyl, dihexyl, diheptyl, dioctyl, di‐2‐ethylhexyl and didecylamines. Also included are the N,N‐dibutylamides of 2‐ethylhexanoic, neodecanoic, neotridecanoic, palmitic, stearic, linoleic, erucic, ricinoleic, naphthenic, dimer, pinic, epoxystearic, animal, cottonseed, hydrogenated cottonseed, rapeseed,Limnanthes douglasii seed and parsley seed acids. Optimum low‐temperature plasticizing properties are achieved for the N‐oleoyl derivatives of dibutyl, diamyl and dihexyl amines. These low‐temperature properties are comparable to those of the adipate and sebacate plasticizers without the adverse volatility characteristics of the adipates. Compatibility of the N,N‐dialkyloleamides extends through the dihexyl derivative. A brief heat stability study of some selected plasticized polylvinyl chloride copolymer compositions indicates that the thermal stabilization of amide plasticizers is not an insurmountable problem.

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