Dual Feedstock Upcycling of α-Methylstyrene-Doped Poly(methyl methacrylate) and Biomass via the Telescope of Depolymerization and Diels–Alder Reaction

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-02 DOI:10.1021/acs.orglett.5c0064510.1021/acs.orglett.5c00645

Rui Zhang, Mason T. Chin and Tianning Diao*,

引用次数: 0

Abstract

Nearly 90% of poly(methyl methacrylate) (PMMA) is not recycled and instead ends up in landfills. Conventional pyrolysis of PMMA recovers impure methyl methacrylate (MMA) with low economic value. Here, we present a telescoped dual upcycling strategy that integrates PMMA depolymerization, Diels–Alder cycloaddition, and aromatization to convert AMS-doped PMMA and biomass-derived 2,5-dimethylfuran (DMF) into 1,2,4-trimethylbenzene (pseudocumene), a valuable chemical feedstock. BBr₃ proved effective in promoting the challenging Diels–Alder reaction between MMA and DMF under high pressure of argon.

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α-甲基苯乙烯掺杂的聚甲基丙烯酸甲酯和生物质的双原料解聚和Diels-Alder反应的双原料循环

近90%的聚甲基丙烯酸甲酯（PMMA）没有被回收利用，而是最终被填埋。PMMA的常规热解可回收经济价值低的不纯甲基丙烯酸甲酯（MMA）。在这里，我们提出了一种双重升级回收策略，该策略集成了PMMA解聚，Diels-Alder环加成和芳构化，将ams掺杂的PMMA和生物质衍生的2,5-二甲基呋喃（DMF）转化为1,2,4-三甲苯（伪文献烯），这是一种有价值的化学原料。在高压氩气条件下，BBr3能有效促进MMA和DMF之间的Diels-Alder反应。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.