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Reactivity Ratios of Biobased Dibutyl Itaconate with Conventional and Renewable (Meth)Acrylates: Influence of Depropagation

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide The global push for sustainability has driven interest in renewable monomers such as dibutyl itaconate (DBI). Despite its potential for biobased high-performance polymers, DBI’s copolymerization with (meth)acrylates is challenging due to low propagation rates, depropagation at moderate temperatures, and unfavorable reactivity ratios. This study investigates the solution copolymerization of DBI with both conventional, butyl acrylate (BA) and methyl methacrylate (MMA), and biobased (2-octyl acrylate (2-OA) and isobornyl acrylate (IBOA)) monomers. Using in situ 1 H NMR and nonlinear least-squares fitting, reactivity ratios were determined: BA/DBI ( r BA = 0.68, r DBI = 0.68), MMA/DBI ( r MMA = 3.53, r DBI = 0.38), 2-OA/DBI ( r 2-OA = 1.64, r DB I = 1.44), and IBOA/DBI ( r IBOA = 1.87, r DBI = 2.0). The study also clarifies discrepancies in literature values for BA/DBI due to uncertainties in DBI’s depropagation rates. DBI copolymers with BA, 2-OA, and IBOA showed a lower composition drift than MMA/DBI, which showed a greater disparity in reactivity ratios.

Source: Biomacromolecules

DOI: 10.1021/acs.biomac.5c01505

Authors: Jyoti Gupta, Radmila Tomovska, Shaghayegh Hamzehlou, Miren Aguirre

Institutions: University of the Basque Country, Polymat, Ikerbasque

Language: English

Topic: Advanced Polymer Synthesis and Characterization

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Ministerio de Ciencia, Tecnología e Innovación Productiva, Eusko Jaurlaritza, Ministerio de Ciencia e Innovación