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Chemical Upcycling of Poly(3-hydroxybutyrate) into Bicyclic Ether–Ester Monomers toward Value-Added, Degradable, and Recyclable Poly(ether ester)
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2022-06-13 , DOI: 10.1021/acssuschemeng.2c02124 Zheng Li 1 , Yong Shen 2 , Zhibo Li 1, 2
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2022-06-13 , DOI: 10.1021/acssuschemeng.2c02124 Zheng Li 1 , Yong Shen 2 , Zhibo Li 1, 2
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The chemical recycling of plastic wastes into value-added products is an attractive strategy to reduce the consumption of fossil fuels and reduce the plastic pollution. We report here the facile upcycling of poly(3-hydroxybutyrate) (P3HB) into value-added polymerizable monomers and subsequent polymerization toward degradable and recyclable polymers. The bicyclic monomer 4-methyloctahydro-2H-benzo[b][1,4]dioxepin-2-one (4-MOHB) was first synthesized from P3HB through efficient steps. The obtained monomers underwent bulk ring-opening polymerization (ROP) catalyzed by stannous octoate (Sn(Oct)2) to give the amorphous materials. With benzyl alcohol (BnOH) as an initiator, Sn(Oct)2 can effectively catalyze the ROP of bicyclic ether–ester monomers in a controllable fashion. Moreover, poly(4-methyloctahydro-2H-benzo[b][1,4]dioxepin-2-one) (P(4-MOHB)) showed a closed-loop recovery property due to the fused bicyclic monomer structure. The selective depolymerization of the P(4-MOHB) homopolymer back to 4-MOHB monomer can be easily realized using p-toluenesulfonic acid (TsOH) or Sn(Oct)2 as a catalyst in solution or in bulk. This strategy to recycle bioplastics into value-added materials has a promising application prospect and is beneficial to extend the life cycle of environment-friendly materials.
中文翻译：
将聚（3-羟基丁酸酯）化学升级为双环醚-酯单体，实现增值、可降解和可回收的聚（醚酯）
将塑料废物化学回收成增值产品是减少化石燃料消耗和减少塑料污染的有吸引力的策略。我们在此报告了将聚 (3-羟基丁酸酯) (P3HB) 轻松升级为增值可聚合单体以及随后聚合成可降解和可回收聚合物的过程。双环单体 4-methyloctahydro-2 H -benzo [ b ][1,4]dioxepin-2-one (4-MOHB) 是由 P3HB 通过高效步骤首先合成的。所得单体在辛酸亚锡（Sn(Oct) 2）催化下进行本体开环聚合（ROP），得到无定形材料。以苯甲醇 (BnOH) 作为引发剂，Sn(Oct) 2可以以可控的方式有效催化双环醚-酯单体的ROP。此外，聚(4-methyloctahydro-2 H -benzo [ b ][1,4]dioxepin-2-one) (P(4-MOHB)) 由于稠合双环单体结构而表现出闭环恢复性能。使用对甲苯磺酸 (TsOH) 或 Sn(Oct) 2作为溶液或本体中的催化剂，可以很容易地实现 P(4-MOHB) 均聚物选择性解聚为 4-MOHB 单体。这种将生物塑料回收为增值材料的策略具有广阔的应用前景，有利于延长环保材料的生命周期。
更新日期：2022-06-13
中文翻译：
将聚（3-羟基丁酸酯）化学升级为双环醚-酯单体，实现增值、可降解和可回收的聚（醚酯）
将塑料废物化学回收成增值产品是减少化石燃料消耗和减少塑料污染的有吸引力的策略。我们在此报告了将聚 (3-羟基丁酸酯) (P3HB) 轻松升级为增值可聚合单体以及随后聚合成可降解和可回收聚合物的过程。双环单体 4-methyloctahydro-2 H -benzo [ b ][1,4]dioxepin-2-one (4-MOHB) 是由 P3HB 通过高效步骤首先合成的。所得单体在辛酸亚锡（Sn(Oct) 2）催化下进行本体开环聚合（ROP），得到无定形材料。以苯甲醇 (BnOH) 作为引发剂，Sn(Oct) 2可以以可控的方式有效催化双环醚-酯单体的ROP。此外，聚(4-methyloctahydro-2 H -benzo [ b ][1,4]dioxepin-2-one) (P(4-MOHB)) 由于稠合双环单体结构而表现出闭环恢复性能。使用对甲苯磺酸 (TsOH) 或 Sn(Oct) 2作为溶液或本体中的催化剂，可以很容易地实现 P(4-MOHB) 均聚物选择性解聚为 4-MOHB 单体。这种将生物塑料回收为增值材料的策略具有广阔的应用前景，有利于延长环保材料的生命周期。
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