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温度引发的环氧化物与内酯的交替共聚反应：预序列螺环原酸酯中间体

Temperature triggered alternating copolymerization of epoxides and lactones pre-sequenced spiroorthoester intermediates.

作者信息

Jung Hyuk-Joon, Goonesinghe Chatura, Mehrkhodavandi Parisa

机构信息

Department of Chemistry, University of British Columbia 2036 Main Mall Vancouver BC V6T 1Z1 Canada

出版信息

Chem Sci. 2022 Mar 16;13(13):3713-3718. doi: 10.1039/d1sc06634j. eCollection 2022 Mar 30.

DOI:10.1039/d1sc06634j
PMID:35432898
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8966630/
Abstract

We report the alternating copolymerization of caprolactone and epoxide through the formation of pre-sequenced spiroorthoester monomer. The reaction is catalyzed by the temperature triggered, bifunctional cationic indium complex (±)-[(NNO)In(CHSiMe)][B(CF)] (1). 1 can catalyze the coupling of epoxide and lactone to form spiroorthoester at 60 °C and its double ring-opening polymerization at 110 °C to form poly(ether--ester). The post-polymerization modification and degradation of the poly(ether--ester) are further investigated.

摘要

我们报道了通过形成预序列螺环原酸酯单体实现己内酯和环氧化物的交替共聚反应。该反应由温度触发的双功能阳离子铟配合物 (±)-[(NNO)In(CHSiMe)][B(CF)] (1) 催化。1 能在 60 °C 催化环氧化物和内酯的偶联反应以形成螺环原酸酯，并在 110 °C 催化其双环开环聚合反应以形成聚（醚 - 酯）。我们还进一步研究了聚（醚 - 酯）的聚合后修饰和降解情况。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/36381d774d2f/d1sc06634j-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/277ccfdff1df/d1sc06634j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/8e6fb032e840/d1sc06634j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/f1a46c7f968d/d1sc06634j-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/43b0116929c5/d1sc06634j-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/36381d774d2f/d1sc06634j-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/277ccfdff1df/d1sc06634j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/8e6fb032e840/d1sc06634j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/f1a46c7f968d/d1sc06634j-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/43b0116929c5/d1sc06634j-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbc4/8966630/36381d774d2f/d1sc06634j-f4.jpg

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本文引用的文献

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Synthesis of side-chain regioregular and main-chain alternating poly(bichalcogenophene)s and an ABC-type periodic poly(terchalcogenophene).侧链区域规整且主链交替的聚（双硫属元素苯）以及一种ABC型周期性聚（三硫属元素苯）的合成。
Chem Sci. 2020 Mar 10;11(15):3836-3844. doi: 10.1039/d0sc00404a.
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Cationic indium catalysts for ring opening polymerization: tuning reactivity with hemilabile ligands.
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Isotactic-Alternating, Heterotactic-Alternating, and ABAA-Type Sequence-Controlled Copolyester Syntheses via Highly Stereoselective and Regioselective Ring-Opening Polymerization of Cyclic Diesters.通过环状二酯的高对映选择性和区域选择性开环聚合合成等规交替、间规交替和 ABAA 型序列可控共聚酯。
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