Synthesis and characterization of a novel aliphatic polyester based on itaconic acid

Abstract

A novel potentially biobased aliphatic polyester poly (butylene 2‐methylsuccinate) (PBMS) was synthesized from 1,4‐butanediol (BDO) and 2‐methylsuccinate acid (MSA) via direct esterification and polycondensation route using tetrabutyl titanate (TBT) as catalyst. The reaction conditions were investigated in detail. The proper molar ratio (1.08:1) of BDO to MSA was determined through balancing the reaction efficiency and costs of reactants. TBT was found to be an effective catalyst, and its content (0.1 mol% of MSA) was optimized based on the esterification ratio and intrinsic viscosity. The molecular weight of PBMS polymers was governed by the polycondensation time. The weight average molecular (Mw) characterized by gel permeation chromatography (GPC) ranged from 5,800 to 8,700 g/mol. The polyester was also characterized by nuclear magnetic resonance spectroscopy (1H NMR), differential scanning calorimeter and thermogravimetric analysis. The results showed that the glass transition temperature continuously increased with molecular weight. The polyester had excellent thermal stability, and its decomposition temperature increased with the molecular weight. As new potentially biobased polyester plasticizer, desirable mechanical properties were achieved at the weight ratio of PBMS was 80/100 and 50/100. In addition, the PBMS/poly(vinyl chloride) (PVC) blends had superior migration‐resistant property to the low‐molecular weight plasticizer dioctyl phthalate for PVC. POLYM. ENG. SCI., 54:2515–2521, 2014. © 2013 Society of Plastics Engineers

Synthesis and characterization of waterborne polyurethane emulsions based on poly(butylene itaconate) ester

“…[13] 2,4-toluene diisocynate (TDI, TECH) was purchased from Wanhua Chemicals Company, China. 1,6-hexanediol (HDO, AR) and hydroxyethyl acrylate (HEA, AR) were purchased from Sinopharm., China.…”

“…The IA-based polyester has been synthesized through condensation polymerization of the carboxyl groups of IA and the hydroxyl groups of butanediol. [13] To date, very few reports have described IA-based polyester WPU synthesis. In comparison with polyethylene glycol (PEG) and polypropylene glycol (PPG), IA-based by water removal by distillation at 100 °C.…”

Effect of Ethylenediaminetetraacetic Acid on Unsaturated Poly(Butylene Adipate-Co-Butylene Itaconate) Copolyester with Low-Melting Point and Controllable Hardness

“…Biodegradation ability is strongly related to heat treatment, and it is easy to investigate the structure–property relationship. Additionally, the unsaturated polyester, PBI, is a novel unsaturated polyester that is prepared from 1,4-butanediol (1,4-BDO) and biomass materials itaconic acid (IA), through conventional bulk melting polymerization [47]. IA is a dicarboxylic acid chemical, which is biomass, unsaturated, and sustainable material, and can be fermented with Aspergillus Terreus.…”

Synthesis, Properties of Biodegradable Poly(Butylene Succinate-co-Butylene 2-Methylsuccinate) and Application for Sustainable Release

“…2-methylsuccinate acid (MSA) which can be simply produced by catalytic hydrogenation of IA owns similar structure with SA [38]. Wu, et al [39] declared a novel aliphatic polyester synthesized from MSA and BDO, which displayed desirable mechanical property and superior migration resistant property as bio-based polymeric plasticizer. The similar structure leads to the potential to regulate the crystallinity of PBS chains by introduction of MSA.…”