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

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

doi:10.1039/c7gc03774k

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

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

Research output: Contribution to journal › Article › peer-review

52 Scopus citations

Abstract

We report an atom-efficient approach to the preparation of sustainable polyesters and their corresponding thermosetting resins (RESINs) from renewable plant oils. Specifically, a diol monomer, oleic acid diethanol amide (OADEA), was derived from high oleic soybean oil (HOSBO) via a powerful amidation reaction. A series of OADEA-derived polyesters were prepared by condensation polymerization of this diol monomer with four different diacids. These polyesters were then epoxidized and cured using anhydrides with the aid of organocatalytic amines, yielding HOSBO-derived RESINs. Both thermal and mechanical properties of RESINs were dictated by the main-chain structures. The curing formulations and conditions were tested extensively to obtain the optimal mechanical properties of thermosetting resins, ranging from plastic to elastomeric properties. Both polyesters and RESINs were fully degradable under basic conditions.

Original language	English
Pages (from-to)	1106-1112
Number of pages	7
Journal	Green Chemistry
Volume	20
Issue number	5
DOIs	https://doi.org/10.1039/c7gc03774k
State	Published - 2018
Externally published	Yes

Funding

This work is financially supported by the National Science Foundation (DMR-1252611) and the National Natural Science Foundation of China (31600466).

Funders	Funder number
National Science Foundation	DMR-1252611
National Natural Science Foundation of China	31600466
National Science Foundation

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title = "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. Specifically, a diol monomer, oleic acid diethanol amide (OADEA), was derived from high oleic soybean oil (HOSBO) via a powerful amidation reaction. A series of OADEA-derived polyesters were prepared by condensation polymerization of this diol monomer with four different diacids. These polyesters were then epoxidized and cured using anhydrides with the aid of organocatalytic amines, yielding HOSBO-derived RESINs. Both thermal and mechanical properties of RESINs were dictated by the main-chain structures. The curing formulations and conditions were tested extensively to obtain the optimal mechanical properties of thermosetting resins, ranging from plastic to elastomeric properties. Both polyesters and RESINs were fully degradable under basic conditions.",

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AU - Xu, Shichao

AU - Lamm, Meghan E.

AU - Rahman, Md Anisur

AU - Zhang, Xinzhou

AU - Zhu, Tianyu

AU - Zhao, Zhendong

AU - Tang, Chuanbing

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

Abstract

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