Itaconic Acid as a Comonomer in Betulin-Based Thermosets via Sequential and Bulk Preparation

The inherent chemical functionalities of biobased monomers enable the production of renewably sourced polymers that further advance sustainable manufacturing. Itaconic acid (IA) is a nontoxic, commercially produced biobased monomer that can undergo both UV and thermal curing. Betulin is a biocompati...

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Bibliographic Details
Published in:	ACS sustainable chemistry & engineering Vol. 11; no. 38; pp. 14216 - 14225
Main Authors:	Lehman-Chong, Alexandra M., Cox, Casey L., Kinaci, Emre, Burkert, Sarah E., Dodge, Megan L., Rosmarin, Devin M., Newell, James A., Soh, Lindsay, Gordon, Melissa B., Stanzione, Joseph F.
Format:	Journal Article
Language:	English
Published:	American Chemical Society 25-09-2023
Subjects:	itaconic acid photopolymerization methacrylates biobased thermosets betulin thermoplastics unsaturated polyesters
Online Access:	Get full text
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Summary:	The inherent chemical functionalities of biobased monomers enable the production of renewably sourced polymers that further advance sustainable manufacturing. Itaconic acid (IA) is a nontoxic, commercially produced biobased monomer that can undergo both UV and thermal curing. Betulin is a biocompatible, structurally complex diol derived from birch tree bark that has been recently studied for materials with diverse applications. Here, betulin, IA, and biobased linear diacids, 1,12-dodecanedioic acid (C12) and 1,18-octadecanedioic acid (C18), were used to prepare thermosets using sequential and bulk curing methods. Thermoplastic polyester precursors were synthesized and formulated into polyester-methacrylate (PM) resins to produce sequential UV-curable thermosets. Bulk-cured polyester thermosets were prepared using a one-pot, solventless melt polycondensation using glycerol as a cross-linker. The structure–property relationships of the thermoplastic polyester precursors, sequentially prepared PM thermosets, and bulk-cured polyester thermosets were evaluated with varying IA content. Both types of thermosets exhibited higher storage moduli, T gs, and thermal stabilities with greater IA comonomer content. These results demonstrate the viability of using IA as a comonomer to produce betulin-based thermosets each with tunable properties, expanding the scope of their applications and use in polymeric materials.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	2168-0485 2168-0485
DOI:	10.1021/acssuschemeng.3c04178