Photocrosslinking of an original biobased and semi-aromatic unsaturated polyester by combined thiol-ene and cycloaddition routes

IF 5.1 3区工程技术 Q1 CHEMISTRY, APPLIED Reactive & Functional Polymers Pub Date : 2025-03-01 Epub Date: 2025-01-19 DOI:10.1016/j.reactfunctpolym.2025.106166

Klara Jastak, Nicolas Désilles, Fabrice Burel, Laurence Lecamp

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Abstract

This work aimed to develop an original, biobased, semi-aromatic and UV crosslinked unsaturated polyester, synthesized from a pyridine dicarboxylic acid derivative and an unsaturated aliphatic fatty acid derivative having 18 carbon atoms. A prepolymer with a number average molar mass of 1700 g/mol was synthesized and characterized by FTIR and NMR. This liquid prepolymer was then crosslinked under UV using a biobased compound, 7-mercapto-4-methyl coumarin (MMC), in two concomitant steps: the photografting of MMC onto the prepolymer by thiol-ene addition, and the photodimerization of MMC. The optimized conditions for the photochemical reaction were determined by evaluating the influence of formulation composition (thiol/fatty double bonds ratio from 0.1/1 to 1/1), temperature and irradiation time. In the end, relatively soft coatings (König hardness: 14.8 ± 0.8 s, T_g = −34 °C) were produced after 1 h under UV irradiation at 30 °C with 0.1 equivalent of MMC.

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巯基与环加成相结合的原始生物基半芳烃不饱和聚酯的光交联

本工作旨在开发一种原始的、生物基的、半芳香族的、紫外交联的不饱和聚酯，由吡啶二羧酸衍生物和具有18个碳原子的不饱和脂肪脂肪酸衍生物合成。合成了一种数平均摩尔质量为1700 g/mol的预聚物，并用FTIR和NMR对其进行了表征。然后用生物基化合物7-巯基-4-甲基香豆素（MMC）在紫外下进行交联，同时进行两个步骤：通过巯基加成将MMC光接枝到预聚物上，以及MMC的光二聚化。通过考察配方组成（硫醇/脂肪双键比为0.1/1 ~ 1/1）、温度和照射时间对光化学反应的影响，确定了光化学反应的最佳条件。最后，在30°C、0.1当量MMC的紫外线照射下，经过1 h，得到相对较软的涂层（König硬度：14.8±0.8 s, Tg =−34°C）。

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来源期刊

Reactive & Functional Polymers 工程技术-高分子科学

CiteScore

8.90

自引率

5.90%

发文量

259

审稿时长

27 days

期刊介绍： Reactive & Functional Polymers provides a forum to disseminate original ideas, concepts and developments in the science and technology of polymers with functional groups, which impart specific chemical reactivity or physical, chemical, structural, biological, and pharmacological functionality. The scope covers organic polymers, acting for instance as reagents, catalysts, templates, ion-exchangers, selective sorbents, chelating or antimicrobial agents, drug carriers, sensors, membranes, and hydrogels. This also includes reactive cross-linkable prepolymers and high-performance thermosetting polymers, natural or degradable polymers, conducting polymers, and porous polymers. Original research articles must contain thorough molecular and material characterization data on synthesis of the above polymers in combination with their applications. Applications include but are not limited to catalysis, water or effluent treatment, separations and recovery, electronics and information storage, energy conversion, encapsulation, or adhesion.