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Fast Upcycling of Poly(ethylene terephthalate) into Catalyst-Free Vitrimers
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2023-01-27 , DOI: 10.1021/acssuschemeng.2c06829
Shan-Song Wu 1 , Yi-Dong Li 1 , Zhi Hu 2 , Jian-Bing Zeng 1
Affiliation  

We reported a catalyst-free technique to fabricate transesterification-based poly(ethylene terephthalate) (PET) vitrimers via melt reacting PET with N,N′-tetraglycidyldiaminodiphenyl methane (TGDDM) in several minutes. We investigated the effect of TGDDM content on the reaction mechanism and chemical structure of the final products in detail. At low TGDDM content (≤0.5 wt %), branched thermoplastic PET was obtained by the chain-extension reaction between carboxyl groups of PET and epoxy groups of TGDDM. At medium TGDDM content (0.7–1.0 wt %), PET vitrimers with relatively low cross-link density were achieved through the cross-linking reaction between original carboxyl plus hydroxyl groups of PET and epoxy groups of TGDDM. At high TGDDM content (1.2–2.0 wt %), soluble chain-extended products were first formed through reacting original carboxyl and hydroxyl groups of PET with part of epoxy groups of TGDDM, and PET vitrimers were then obtained after the excess epoxy groups were consumed by the newly formed functional groups, which were generated by thermal decomposition of ester groups of PET under catalyzation of tertiary amines of TGDDM moieties. The cross-linked network structure endowed the PET vitrimers with enhanced heat resistance and creep resistance. The obtained PET vitrimers could relax stress rapidly and showed excellent processability and weldability, owing to the fast transesterification between hydroxyl and ester groups under catalyzation of internal tertiary amines. We believe that the facile fabrication technique showed great potentiality for upcycling of PET into vitrimers in large-scale production.

中文翻译:

聚对苯二甲酸乙二醇酯快速升级为无催化剂 Vitrimers

我们报道了一种无催化剂技术,通过 PET 与N , N'-tetraglycidyldiaminodiphenyl 甲烷 (TGDDM) 在几分钟内。我们详细研究了 TGDDM 含量对最终产物的反应机理和化学结构的影响。在低 TGDDM 含量(≤0.5 wt%)下,通过 PET 的羧基和 TGDDM 的环氧基之间的扩链反应获得支化热塑性 PET。在中等 TGDDM 含量(0.7-1.0 wt%)下,通过 PET 的原始羧基和羟基与 TGDDM 的环氧基团之间的交联反应,获得了具有相对较低交联密度的 PET 玻璃化聚合物。在高 TGDDM 含量(1.2-2.0 wt %)下,首先通过 PET 的原始羧基和羟基与 TGDDM 的部分环氧基反应形成可溶性扩链产物,在TGDDM部分的叔胺催化下,PET的酯基热分解产生新形成的官能团消耗多余的环氧基团,然后得到PET vitrimers。交联网络结构赋予PET vitrimers增强的耐热性和抗蠕变性。由于在内部叔胺的催化下羟基和酯基之间的快速酯交换,所获得的PET vitrimers可以快速释放应力并显示出优异的加工性和可焊性。我们相信,这种简便的制造技术显示出在大规模生产中将 PET 升级为 vitrimer 的巨大潜力。它们是由 PET 的酯基在 TGDDM 部分的叔胺催化下热分解产生的。交联网络结构赋予PET vitrimers增强的耐热性和抗蠕变性。由于在内部叔胺的催化下羟基和酯基之间的快速酯交换,所获得的PET vitrimers可以快速释放应力并显示出优异的加工性和可焊性。我们相信,这种简便的制造技术显示出在大规模生产中将 PET 升级为 vitrimer 的巨大潜力。它们是由 PET 的酯基在 TGDDM 部分的叔胺催化下热分解产生的。交联网络结构赋予PET vitrimers增强的耐热性和抗蠕变性。由于在内部叔胺的催化下羟基和酯基之间的快速酯交换,所获得的PET vitrimers可以快速释放应力并显示出优异的加工性和可焊性。我们相信,这种简便的制造技术显示出在大规模生产中将 PET 升级为 vitrimer 的巨大潜力。由于在内部叔胺的催化下羟基和酯基之间的快速酯交换。我们相信,这种简便的制造技术显示出在大规模生产中将 PET 升级为 vitrimer 的巨大潜力。由于在内部叔胺的催化下羟基和酯基之间的快速酯交换。我们相信,这种简便的制造技术显示出在大规模生产中将 PET 升级为 vitrimer 的巨大潜力。
更新日期:2023-01-27
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