Ring-Opening Polymerization of CO2-Based Disubstituted δ-Valerolactone toward Sustainable Functional Polyesters,ACS Macro Letters

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Ring-Opening Polymerization of CO2-Based Disubstituted δ-Valerolactone toward Sustainable Functional Polyesters
ACS Macro Letters ( IF 5.1 ) Pub Date : 2021-07-29 , DOI: 10.1021/acsmacrolett.1c00341
Sicong Yue ₁ , Tianwen Bai ₁ , Songyi Xu ₁ , Ting Shen ₁ , Jun Ling ₁ , Xufeng Ni ₁

Affiliation

3-Ethylidene-6-vinyltetrahydro-2H-pyran-2-one (EVL) is a disubstituent δ-lactone derived from CO₂ and 1,3-butadiene. In this contribution, we report the ring-opening polymerization (ROP) of EVL with β-butyrolactone (BBL) as the comonomer catalyzed by scandium triflate [Sc(OTf)₃]. The obtained polyester bearing active unsaturated bonds has the weight-average molecular weight (M_w) of 4.1 kg/mol, in which the EVL content is 38 mol % in accordance with the initial ratio of 40 mol %. The copolymers are characterized in detail and the cationic ROP mechanism has been confirmed by kinetic study, chain end analysis and density functional theory (DFT) calculation. The modification of the unsaturated bonds in EVL repeating units via the thio-ene click reaction with mercapto-ended polysarcosine polysarcosine yields the amphiphilic grafting polymers. It is a CO₂ fixation approach toward the functional poly(EVL-r-BBL) that is promising as a degradable polyester precursor for adhesive or surface-coating materials.

中文翻译：

基于 CO2 的二取代 δ-戊内酯的开环聚合制备可持续功能性聚酯

3-Ethylidene-6-vinyltetrahydro-2 H -pyran-2-one (EVL) 是衍生自 CO ₂和 1,3-丁二烯的二取代基 δ-内酯。_{在这篇文章中，我们报告了 EVL 与 β-丁内酯 (BBL) 作为三氟甲磺酸钪 [Sc(OTf) 3} ]催化的共聚单体的开环聚合 (ROP) 。制得的带有活性不饱和键的聚酯的重均分子量（M _w) 为 4.1 kg/mol，其中 EVL 含量按照 40 mol% 的初始比例计算为 38 mol%。对共聚物进行了详细的表征，并通过动力学研究、链端分析和密度泛函理论 (DFT) 计算证实了阳离子 ROP 机理。EVL 重复单元中的不饱和键通过与巯基末端聚肌氨酸聚肌氨酸的硫烯点击反应进行修饰，得到两亲性接枝聚合物。它是一种针对功能性聚 (EVL- r -BBL) 的 CO ₂固定方法，有望作为粘合剂或表面涂层材料的可降解聚酯前体。

更新日期：2021-08-17

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