Stoichiometric Imbalance-promoted Step-growth Polymerization Based on Self-accelerating Three-component Reaction

doi:10.1007/s40242-023-3173-3

高等学校化学研究 ›› 2023, Vol. 39 ›› Issue (5): 822-828.doi: 10.1007/s40242-023-3173-3

Stoichiometric Imbalance-promoted Step-growth Polymerization Based on Self-accelerating Three-component Reaction

ZHANG Yu^1,2, ZHENG Jianzhi^1,2, LI Xijuan¹, WU Ying¹, ZHANG Ke^2,3

1. Institute of Polymer Chemistry and Physics, Beijing Key Laboratory of Energy Conversion and Storage Materials, College of Chemistry, Beijing Normal University, Beijing 100875, P. R. China;
2. Laboratory of Polymer Physics and Chemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China;
3. University of Chinese Academy of Sciences, Beijing 100049, P. R. China

收稿日期:2023-07-28 出版日期:2023-10-01 发布日期:2023-09-26
通讯作者: WU Ying, ZHANG Ke E-mail:11112014099@bnu.edu.cn;kzhang@iccas.ac.cn
基金资助:
This work was supported by the National Key Research and Development Program of China (No.2019YFA0210400) and the National Natural Science Foundation of China (No.22071255).

Stoichiometric Imbalance-promoted Step-growth Polymerization Based on Self-accelerating Three-component Reaction

ZHANG Yu^1,2, ZHENG Jianzhi^1,2, LI Xijuan¹, WU Ying¹, ZHANG Ke^2,3

1. Institute of Polymer Chemistry and Physics, Beijing Key Laboratory of Energy Conversion and Storage Materials, College of Chemistry, Beijing Normal University, Beijing 100875, P. R. China;
2. Laboratory of Polymer Physics and Chemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China;
3. University of Chinese Academy of Sciences, Beijing 100049, P. R. China

Received:2023-07-28 Online:2023-10-01 Published:2023-09-26
Contact: WU Ying, ZHANG Ke E-mail:11112014099@bnu.edu.cn;kzhang@iccas.ac.cn
Supported by:
This work was supported by the National Key Research and Development Program of China (No.2019YFA0210400) and the National Natural Science Foundation of China (No.22071255).

摘要/Abstract

摘要： Aself-accelerating three-component reaction was developed using the secondary amines, CS₂, and sym-dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD) as reactants. In this three-component reaction, the secondary amine reacts with CS₂ to form dithiocarbamate anion, which subsequently in-situ reacts with DIBOD behaving a self-accelerating reaction property. Specifically, the reaction of dithiocarbamate anion with the first alkyne of DIBOD activates the unreacted alkyne, which reacts with dithiocarbamate anion much faster than the original alkyne of DIBOD. Using the self-accelerating three-component reaction as polymerization reaction, a stoichiometric imbalance-promoted step-growth polymerization method was developed using the difunctional secondary amines, CS₂, and DIBOD as monomer groups. This novel three-component polymerization can quickly produce high molecular weight dithiocarbamate-containing polymers under mild conditions using a slight molar excess of DIBOD to difunctional secondary amine monomer. Containing sulfur elements in the backbones, the resultant polymers hold high refractivity and may find potential applications in optical and optoelectronic fields.

关键词: Self-accelerating three component reaction, Stoichiometric imbalance-promoted three component polymerization, Dithiocarbamate-containing polymer

Abstract: Aself-accelerating three-component reaction was developed using the secondary amines, CS₂, and sym-dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD) as reactants. In this three-component reaction, the secondary amine reacts with CS₂ to form dithiocarbamate anion, which subsequently in-situ reacts with DIBOD behaving a self-accelerating reaction property. Specifically, the reaction of dithiocarbamate anion with the first alkyne of DIBOD activates the unreacted alkyne, which reacts with dithiocarbamate anion much faster than the original alkyne of DIBOD. Using the self-accelerating three-component reaction as polymerization reaction, a stoichiometric imbalance-promoted step-growth polymerization method was developed using the difunctional secondary amines, CS₂, and DIBOD as monomer groups. This novel three-component polymerization can quickly produce high molecular weight dithiocarbamate-containing polymers under mild conditions using a slight molar excess of DIBOD to difunctional secondary amine monomer. Containing sulfur elements in the backbones, the resultant polymers hold high refractivity and may find potential applications in optical and optoelectronic fields.

Key words: Self-accelerating three component reaction, Stoichiometric imbalance-promoted three component polymerization, Dithiocarbamate-containing polymer

ZHANG Yu, ZHENG Jianzhi, LI Xijuan, WU Ying, ZHANG Ke. Stoichiometric Imbalance-promoted Step-growth Polymerization Based on Self-accelerating Three-component Reaction[J]. 高等学校化学研究, 2023, 39(5): 822-828.

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Stoichiometric Imbalance-promoted Step-growth Polymerization Based on Self-accelerating Three-component Reaction

Stoichiometric Imbalance-promoted Step-growth Polymerization Based on Self-accelerating Three-component Reaction

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