N2O deconstruction of polycyclooctene to generate carbonyl-functionalized macromonomers

IF 6.3 2区化学 Q1 POLYMER SCIENCE

Polymer Degradation and Stability Pub Date : 2024-09-03 DOI:10.1016/j.polymdegradstab.2024.110987

Ikechukwu Martin Ogbu , Chien-Hua Tu , Eli Fastow , Zachary R. Hinton , Karen I. Winey , Marisa C. Kozlowski

引用次数: 0

Abstract

Deconstruction of polyolefins into functionalized macromonomers presents a compelling strategy for polyolefin upcycling by creating macromonomers through dehydrogenation/depolymerization. We show that nitrous oxide (N₂O), a greenhouse gas waste product from the production of nylon, mediates the deconstruction of polycyclooctene (PCOE) and generates carbonyl-functionalized macromonomers. Carbonyl incorporation and macromonomer molar mass were well controlled by reaction time, and subsequent hydrogenation readily removed residual carbon-carbon double bonds. We also demonstrated that the reaction could progress efficiently with substrates of moderate levels of unsaturation, closely mimicking partially dehydrogenated polyethylene. Such carbonyl-functionalized macromonomers could serve as feedstock for preparing vitrimers and other functional polymers.

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N2O 解构聚环辛烯生成羰基功能化大单体

将聚烯烃解构为功能化大单体，通过脱氢/解聚生成大单体，为聚烯烃的升级再循环提供了一个引人注目的策略。我们的研究表明，一氧化二氮（N2O）是尼龙生产过程中产生的一种温室气体废料，它能促进聚环辛烯（PCOE）的解构，并生成羰基功能化大单体。羰基的加入和大单体的摩尔质量由反应时间很好地控制，随后的氢化反应很容易去除残留的碳碳双键。我们还证明，该反应可在中等不饱和度的底物上高效进行，近似于部分脱氢的聚乙烯。这种羰基功能化大单体可作为制备玻璃纤聚合物和其他功能聚合物的原料。

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

Polymer Degradation and Stability 化学-高分子科学

CiteScore

10.10

自引率

10.20%

发文量

325

审稿时长

23 days

期刊介绍： Polymer Degradation and Stability deals with the degradation reactions and their control which are a major preoccupation of practitioners of the many and diverse aspects of modern polymer technology. Deteriorative reactions occur during processing, when polymers are subjected to heat, oxygen and mechanical stress, and during the useful life of the materials when oxygen and sunlight are the most important degradative agencies. In more specialised applications, degradation may be induced by high energy radiation, ozone, atmospheric pollutants, mechanical stress, biological action, hydrolysis and many other influences. The mechanisms of these reactions and stabilisation processes must be understood if the technology and application of polymers are to continue to advance. The reporting of investigations of this kind is therefore a major function of this journal. However there are also new developments in polymer technology in which degradation processes find positive applications. For example, photodegradable plastics are now available, the recycling of polymeric products will become increasingly important, degradation and combustion studies are involved in the definition of the fire hazards which are associated with polymeric materials and the microelectronics industry is vitally dependent upon polymer degradation in the manufacture of its circuitry. Polymer properties may also be improved by processes like curing and grafting, the chemistry of which can be closely related to that which causes physical deterioration in other circumstances.