Quasi-Living Copolymerization of Aryl Isocyanates and Epoxides

Lidao  Song; Wei  Wei; Muhammad Amjad  Farooq; Huiming  Xiong

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Quasi-Living Copolymerization of Aryl Isocyanates and Epoxides

机译：芳基异氰酸酯和环氧化物的准生物共聚

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Nontraditional polyurethane (PU) has been successfully synthesized by anionic copolymerization of some typical aryl isocyanates and epoxides with ammonium halide onium salt (Lewis base) as the initiator and triisobutylaluminum (Lewis acid) as the activator and the synergistic coordinator. In contrast to the traditional step-growth approach, this chain-growth copolymerization can maintain the anionic propagation site and exhibit some living features with a high activity, by which the copolymers synthesized have narrow molecular weight distributions and discrete end groups. The copolymer is primarily constituted by a urethane linkage, and the byproducts of isocyanurate trimer and oxazolidinone can be effectively suppressed as the polymerization proceeds. Density functional theory (DFT) calculations were also performed to support the proposed reaction mechanism.

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《ACS Macro Letters》 |2020年第11期|共5页
作者
Lidao Song; Wei Wei; Muhammad Amjad Farooq; Huiming Xiong;
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作者单位

Department of Polymer Science School of Chemistry and Chemical Engineering Shanghai Jiao Tong University;

Department of Polymer Science School of Chemistry and Chemical Engineering Shanghai Jiao Tong University;

Department of Polymer Science School of Chemistry and Chemical Engineering Shanghai Jiao Tong University;

Department of Polymer Science School of Chemistry and Chemical Engineering Shanghai Jiao Tong University;

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正文语种 eng
中图分类有机化学;
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2. Anionic Copolymerization of Carbonyl Sulfide with Epoxides via Alkali Metal Alkoxides [J] . Cheng-Jian Zhang, Jia-Liang Yang, Lan-Fang Hu, 中国化学（英文版） . 2018,第007期
3. A New Synthetic Approach to Carbamoylguanidinium Salts from N-Chloroguanidine and Aryl Isocyanates [J] . 成莹, 高兴柱, 申秀民, 中国化学：英文版 . 2005,第004期
4. Regioselective addtion of 5-amino-3-benzylthio-l,2,4-triazole and its analogues with aryl isocyanates [J] . 中国化学：英文版 . 1997,第006期
5. Studies on the reaction of 3-substituted-4-hydroxy-2H-1,2-benzothiazine 1,1-dioxides with aryl isocyanates and the synthesis of corresponding derivatives [J] . 中国化学：英文版 . 1996,第005期
6. [(Salcen)Cr~Ⅲ + Lewis base]-catalyzed synthesis of N-aryl-substituted oxazolidinones from epoxides and aryl isocyanates [J] . Robert L. Paddock, Debashis Adhikari, Richard L. Lord, Chemical Communications . 2014,第96期

机译：[（Salcen）Cr〜Ⅲ+ Lewis碱]催化环氧化物和芳基异氰酸酯合成N-芳基取代的恶唑烷酮
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Quasi-Living Copolymerization of Aryl Isocyanates and Epoxides

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