Renewable atom-efficient polyesters and thermosetting resins derived from high oleic soybean oil

Xu, Shuping; Lamm, Meghan E.; Rahman, Anisur; Zhang, Xinzhou; Zhu, Tianyu; Zhao, Zhendong; Tang, Chuanbing

doi:10.1039/c7gc03774k

Cited by 57 publications

(27 citation statements)

References 49 publications

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“…PEs have also been produced from diols with diacids or diesters using a condensation polymerization method. However, this condensation polymerization method suffers from the high energy cost necessary for the high temperature and high vacuum conditions employed to achieve high molecular weights in comparison with the ROCOP method …”

Section: Introductionmentioning

confidence: 99%

Synthesis of high molecular weight aromatic polyesters via integrated alternating ring‐opening copolymerization and chain extension methods

Cheng

Rabnawaz

Khan

et al. 2018

J of Applied Polymer Sci

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Due to their good mechanical properties, high molecular weight polyesters (PEs) are highly desirable for a wide range of applications especially in the packaging industry. However, the synthesis of high molecular weight polymers by energy efficient methods is difficult. In this study, a series of semi‐aromatic PEs were synthesized via the alternating ring‐opening copolymerization (ROCOP) of phthalic anhydride (PA) and cyclohexene oxide (CHO) using a salen chromium(III) complex as a catalyst and 4‐(dimethylamino)pyridine as a cocatalyst. By varying the molar ratios between CHO and PA, PEs of different molecular weights were obtained. Hexamethylene diisocyanate was used as a chain extender that further increased the molecular weights of these PEs. These chain extended aromatic polyesters (PE‐Xs) showed significant improvement in the glass transition temperature (Tg) values. Thus, integration of ROCOP with the chain extension method can be used as an effective strategy to prepare high molecular weight PEs with improved thermal stabilities and enhanced mechanical properties. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 47200.

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Section: Introductionmentioning

confidence: 99%

Synthesis of high molecular weight aromatic polyesters via integrated alternating ring‐opening copolymerization and chain extension methods

Cheng

Rabnawaz

Khan

et al. 2018

J of Applied Polymer Sci

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“…The resulting monomer, MCnO, is a diol that can be further polymerized through polyesterification. This strategy has already been attempted in the literature to generate the diol monomer for a thermoset design through another epoxidation step or in reaction with saturated anhydride for coating, or as macromolecular precursor further reacted with diisocyanates to generate polyurethane …”

Section: Triple Detection Gpc Results For Pcnomentioning

confidence: 99%

Cross‐Linkable Liquid‐Crystalline Biopolyesteramide as a Multifunctional Polymeric Platform Designed from Corn Oil Side‐Stream Product of Bioethanol Industry

Misra

Mohanty

2019

Macromol. Rapid Commun.

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A tunable biopolyesteramide platform is designed from the corn oil (CnO) side‐stream product of bioethanol industry. The (trans)amidation of CnO by diethanolamine (DEA) leads to the generation of a diol monomer (MCnO). The subsequent polymerization of MCnO with maleic anhydride (MA) generated a new kind of branched and brushed amphiphilic polymer (PCnO). This explorative investigation aims to understand the relationship between the reactivity, topology, self‐organization, and photoluminescence properties of PCnO and its cross‐linked homologous (CPCnO). This strategy offers an easy, inexpensive, and versatile way to design sustainable and soft smart materials.

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“…It is an inevitable tendency to synthesize epoxy resin from bio-renewable raw materials with low prices, non-toxic and enhanced environment benefits. A wide range of renewable resources have been explored for constructing polymeric materials, such as vegetable oils, [14][15][16] rosin, 17,18 gallic acid, 19,20 ferulic acid, 21 itaconic acid, [22][23][24] lignin and derivatives, [25][26][27][28] furan-based epoxy, 29,30 that have been investigated as sustainable alternatives to produce epoxy monomers. Although great progress has been made on the synthesis of epoxy from bio-based feedstock, bio-based epoxy resins are still in their infancy, the comprehensive performance of many bio-based epoxy resins still need to be further improved.…”

Section: Introductionmentioning

confidence: 99%

High‐performance thermosets with tailored properties derived frommulti‐armstared vanillin and carbon fiber composites

Guo

Dong

et al. 2021

J of Applied Polymer Sci

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Vanillin, a rigid compound can be separated from lignin, is a promising sustainable candidate for industrial and high performance polymers, while synthesis of hexa-epoxies is challenging. Meanwhile, carbon fiber reinforced biobased polymers combining high performance are more difficult to be achieved because of the contradictions of liquidity and high rigidity in the polymer structure and performance. In this paper, a novel hexa-epoxy functionalized bio-based epoxy resin (HPVIGEP) with a multi-arm star structure, which simultaneously reduced the viscosity and improved thermo-mechanical properties. The rheological behavior analysis results of HPVIGEP indicated that the viscosity was 3406.9 mPaÁs at 25 C, which dramatically decreased by 75.8% compared to DGEBA (14,096 mPaÁs), leading to excellent processability and adaptability. At the same time, the study on mechanical properties revealed that the cured HPVIGEP manifested 30.6%, 33.7% and 49.0% in higher tensile strength, tensile modulus and storage modulus (30 C) than of cured commercial epoxy, respectively. The tensile strength and flexural strength of carbon fiber composites which were applied HPVIGEP were increased by 9.3% and 10.9%, respectively. In a word, this work provides the promise for the application of environmentally friendly bio-based composite materials.

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Renewable atom-efficient polyesters and thermosetting resins derived from high oleic soybean oil

Abstract: We report an atom-efficient approach to the preparation of sustainable polyesters and their corresponding thermosetting resins (RESINs) from renewable plant oils.

Cited by 57 publications

References 49 publications

Synthesis of high molecular weight aromatic polyesters via integrated alternating ring‐opening copolymerization and chain extension methods

Synthesis of high molecular weight aromatic polyesters via integrated alternating ring‐opening copolymerization and chain extension methods

Cross‐Linkable Liquid‐Crystalline Biopolyesteramide as a Multifunctional Polymeric Platform Designed from Corn Oil Side‐Stream Product of Bioethanol Industry

High‐performance thermosets with tailored properties derived frommulti‐armstared vanillin and carbon fiber composites

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