Plasticizing effect of glyceryl tribenzoate, dipropylene glycol dibenzoate, and glyceryl triacetate on poly(lactic acid)

Abstract

The aim of this article is to compare the plasticizing effect of different plasticizers on poly(lactic acid) (PLA) including glyceryl tribenzoate (GTB), dipropylene glycol dibenzoate (DPGDB), and glyceryl triacetate (GTA). The chemical structures of plasticizers are characterized by 1H‐nuclear magnetic resonance. PLA is blended with GTA, DPGDB, and GTB at various contents by using a twin screw extruder. Plasticizing effect of three plasticizers are evaluated by comparison of thermal property, storage stability, melt plasticizing coefficient, thermal degradation, and water vapor permeability. This study reveals that PLA/DPGDB exhibits better physical properties than the others do. DPGDB containing ether and ester groups may therefore render good compatibility with PLA. POLYM. ENG. SCI., 56:1399–1406, 2016. © 2016 Society of Plastics Engineers

Levulinic Acid as a Versatile Building Block for Plasticizer Design

“…The nature of the end-group is also of large importance as illustrated by methylation of PEG, which enhances the miscibility between the PLA matrix and PEG plasticizer . A vast variety of plasticizers have been reported for PLA including aliphatic esters, − phthalate, dicarboxylate, triacetine, citrates, ,, epoxies, benzoates, glucose esters, cardoon seed oil derivatives, esters of tartaric acid, and polymeric substances (e.g., PEG, ,,, polyesters, and lactic acid oligomers , ).…”

“…The green platform chemicals are promising raw materials, offering multiple product applicability and large potential to serve as a platform for the production of biobased derivatives. 28 Several green platform chemicals have already been converted into value-added green plasticizers for PLA, including derivatives of xylitol, 29 succinic acid, 30 glycerol, 31 levulinic acid, 32 and 2,5-furan dicarboxylic acid. 33 The plasticizers can, due to their low molecular weight, migrate to the surface of the product during their use, thereby deteriorating the material.…”

Glycerol-derived organic carbonates: environmentally friendly plasticizers for PLA

“…69 Certain PLA blends, such as the one containing 25 wt% glyceryl triacetate, were reported not to exhibit any shear-thinning behavior. 43 PLA/1 10 phr , PLA/1 20 phr , and PLA/1 30 phr blends, as well as PBAT, displayed a viscous nature throughout the measured frequency range (i.e., loss modulus G 00 > storage modulus G 0 ) (Fig. S19 †).…”

“…To address this issue, blending PLA with low molar mass organic compounds, commonly referred to as plasticizers, has been explored. Various ester compounds derived from citric acid, 33,34 levulinic acid, [35][36][37] tartaric acid, 38 adipic acid, 39,40 phthalic acid, 41 glycerol, [42][43][44] glucose, 45 isosorbide, 46 and lactones (e.g., oligolactide) 47,48 as well as some ether compounds such as poly(ethylene glycol) 49 and epoxidized fatty oil have been attempted as plasticizers for PLA to impart ductile properties and overcome brittleness. [50][51][52][53] When selecting a plasticizer for PLA, compatibility is a crucial criterion, along with other factors such as non-volatility (boiling temperature > 300 °C), non-toxicity, non-fuming, and odorlessness.…”

Plasticizing effect of biodegradable dipropylene glycol bibenzoate and epoxidized linseed oil on diglycidyl ether of bisphenol A based epoxy resin

“…It was found DPGDB severed as a good diluent, via solid–liquid (S‐L) phase separation to develop a microporous membrane 40 . Another study where Wan et, al 41 . used DPGDB to plasticize Poly (lactic acid) (PLA) which is a biodegradable aliphatic thermoplastic.…”