Truxillate polyesters derived from dimethoxycinnamic acid: melt-polycondensation, properties, and hydrolytic and enzymatic degradation
(2026) In Materials Today Sustainability 34.- Abstract
- We report on the synthesis and characterization of polyesters and copolyesters derived from a rigid aromatic cyclobutane diester monomer, 3,4-dimethoxytruxillic acid dimethyl ester (DMDMTr), prepared via [2 + 2] photodimerization of 3,4-dimethoxycinnamic acid. Using an optimized two-step melt transesterification–polycondensation method, DMDMTr was polymerized with various aliphatic diols to yield polyesters with glass transition temperatures (Tgs) ranging from 52 to 94 °C, depending on the diol structure. Copolyesters obtained by incorporating DMDMTr into poly(butylene furanoate) (PBF) showed a linear increase in Tg with the DMDMTr content, and transitioned from semi-crystalline to fully amorphous... (More)
- We report on the synthesis and characterization of polyesters and copolyesters derived from a rigid aromatic cyclobutane diester monomer, 3,4-dimethoxytruxillic acid dimethyl ester (DMDMTr), prepared via [2 + 2] photodimerization of 3,4-dimethoxycinnamic acid. Using an optimized two-step melt transesterification–polycondensation method, DMDMTr was polymerized with various aliphatic diols to yield polyesters with glass transition temperatures (Tgs) ranging from 52 to 94 °C, depending on the diol structure. Copolyesters obtained by incorporating DMDMTr into poly(butylene furanoate) (PBF) showed a linear increase in Tg with the DMDMTr content, and transitioned from semi-crystalline to fully amorphous materials at ∼5 mol% DMDMTr. The polyesters showed stable melt processability and formed colorless transparent films with a thermal stability up to 360 °C. Hydrolytic and enzymatic degradation studies revealed an enhanced degradability of the DMDMTr-containing polyesters compared to PBF. General sustainability aspects such as the E factor and atom economy of the monomer were also evaluated. These findings demonstrate the promise of DMDMTr as a biobased monomer for rigid high-Tg polyester materials. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/8b94d34a-a7d0-425e-92e6-d79970e0833e
- author
- Mitrovic, Isabell
LU
; Liblikas, Ilme
; Zalite, Rasmus
; Matt, Livia
; Sedrik, Rauno
; Jannasch, Patric
LU
and Vares, Lauri
- organization
- publishing date
- 2026
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Materials Today Sustainability
- volume
- 34
- article number
- 101358
- pages
- 10 pages
- publisher
- Elsevier
- external identifiers
-
- scopus:105035207451
- ISSN
- 2589-2347
- DOI
- 10.1016/j.mtsust.2026.101358
- language
- English
- LU publication?
- yes
- id
- 8b94d34a-a7d0-425e-92e6-d79970e0833e
- date added to LUP
- 2025-10-11 08:58:33
- date last changed
- 2026-04-25 04:01:00
@article{8b94d34a-a7d0-425e-92e6-d79970e0833e,
abstract = {{We report on the synthesis and characterization of polyesters and copolyesters derived from a rigid aromatic cyclobutane diester monomer, 3,4-dimethoxytruxillic acid dimethyl ester (DMDMTr), prepared via [2 + 2] photodimerization of 3,4-dimethoxycinnamic acid. Using an optimized two-step melt transesterification–polycondensation method, DMDMTr was polymerized with various aliphatic diols to yield polyesters with glass transition temperatures (<i>T</i><sub>g</sub>s) ranging from 52 to 94 °C, depending on the diol structure. Copolyesters obtained by incorporating DMDMTr into poly(butylene furanoate) (PBF) showed a linear increase in <i>T</i><sub>g</sub> with the DMDMTr content, and transitioned from semi-crystalline to fully amorphous materials at ∼5 mol% DMDMTr. The polyesters showed stable melt processability and formed colorless transparent films with a thermal stability up to 360 °C. Hydrolytic and enzymatic degradation studies revealed an enhanced degradability of the DMDMTr-containing polyesters compared to PBF. General sustainability aspects such as the E factor and atom economy of the monomer were also evaluated. These findings demonstrate the promise of DMDMTr as a biobased monomer for rigid high-<i>T</i><sub>g</sub> polyester materials.}},
author = {{Mitrovic, Isabell and Liblikas, Ilme and Zalite, Rasmus and Matt, Livia and Sedrik, Rauno and Jannasch, Patric and Vares, Lauri}},
issn = {{2589-2347}},
language = {{eng}},
publisher = {{Elsevier}},
series = {{Materials Today Sustainability}},
title = {{Truxillate polyesters derived from dimethoxycinnamic acid: melt-polycondensation, properties, and hydrolytic and enzymatic degradation}},
url = {{http://dx.doi.org/10.1016/j.mtsust.2026.101358}},
doi = {{10.1016/j.mtsust.2026.101358}},
volume = {{34}},
year = {{2026}},
}