Metathesis cyclopolymerization of imidazolium-functionalized 1,6-heptadiyne toward polyacetylene ionomer

Wei Song; Huijing Han; Xiaojuan Liao; Ruyi Sun; Jianhua Wu; Meiran Xie

doi:10.1021/ma501217b

Metathesis cyclopolymerization of imidazolium-functionalized 1,6-heptadiyne toward polyacetylene ionomer

Wei Song
, Huijing Han
, Xiaojuan Liao
, Ruyi Sun
, Jianhua Wu
, Meiran Xie^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

36 Scopus citations

Abstract

Metathesis cyclopolymerization (MCP) of ionic 1,6-heptadiyne is successfully applied to synthesize polyacetylene (PA) ionomer in different solvents especially in imidazolium-based ionic liquid (IL), and MCP of ionic monomer in the mixture of THF/IL proceeded in a controlled manner by the action of Grubbs second and third generation catalysts (Ru-II, Ru-III). The influence of catalysts and solvents on polymerization behavior and chain microstructure was investigated, and the results revealed that the isolated polymer yield could reach to 97% and 82% by Ru-III and Ru-II, respectively, in 1:2 THF/IL after optimization, and PAs incorporating imidazolium pendent contained ≥95% five-membered-ring structure and almost all trans-double bonds along the backbone. PAs formed in different solvents reflected significant variance in optical absorption properties, and a bathochromic shift effect was observed with the mixture of THF/IL. (Figure Presented).

Original language	English
Pages (from-to)	6181-6188
Number of pages	8
Journal	Macromolecules
Volume	47
Issue number	18
DOIs	https://doi.org/10.1021/ma501217b
State	Published - 23 Sep 2014

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@article{a8d6e171d2ef42fd8f79480a38be5674,

title = "Metathesis cyclopolymerization of imidazolium-functionalized 1,6-heptadiyne toward polyacetylene ionomer",

abstract = "Metathesis cyclopolymerization (MCP) of ionic 1,6-heptadiyne is successfully applied to synthesize polyacetylene (PA) ionomer in different solvents especially in imidazolium-based ionic liquid (IL), and MCP of ionic monomer in the mixture of THF/IL proceeded in a controlled manner by the action of Grubbs second and third generation catalysts (Ru-II, Ru-III). The influence of catalysts and solvents on polymerization behavior and chain microstructure was investigated, and the results revealed that the isolated polymer yield could reach to 97\% and 82\% by Ru-III and Ru-II, respectively, in 1:2 THF/IL after optimization, and PAs incorporating imidazolium pendent contained ≥95\% five-membered-ring structure and almost all trans-double bonds along the backbone. PAs formed in different solvents reflected significant variance in optical absorption properties, and a bathochromic shift effect was observed with the mixture of THF/IL. (Figure Presented).",

author = "Wei Song and Huijing Han and Xiaojuan Liao and Ruyi Sun and Jianhua Wu and Meiran Xie",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2014",

month = sep,

day = "23",

doi = "10.1021/ma501217b",

language = "英语",

volume = "47",

pages = "6181--6188",

journal = "Macromolecules",

issn = "0024-9297",

publisher = "American Chemical Society",

number = "18",

}

TY - JOUR

T1 - Metathesis cyclopolymerization of imidazolium-functionalized 1,6-heptadiyne toward polyacetylene ionomer

AU - Song, Wei

AU - Han, Huijing

AU - Liao, Xiaojuan

AU - Sun, Ruyi

AU - Wu, Jianhua

AU - Xie, Meiran

PY - 2014/9/23

Y1 - 2014/9/23

N2 - Metathesis cyclopolymerization (MCP) of ionic 1,6-heptadiyne is successfully applied to synthesize polyacetylene (PA) ionomer in different solvents especially in imidazolium-based ionic liquid (IL), and MCP of ionic monomer in the mixture of THF/IL proceeded in a controlled manner by the action of Grubbs second and third generation catalysts (Ru-II, Ru-III). The influence of catalysts and solvents on polymerization behavior and chain microstructure was investigated, and the results revealed that the isolated polymer yield could reach to 97% and 82% by Ru-III and Ru-II, respectively, in 1:2 THF/IL after optimization, and PAs incorporating imidazolium pendent contained ≥95% five-membered-ring structure and almost all trans-double bonds along the backbone. PAs formed in different solvents reflected significant variance in optical absorption properties, and a bathochromic shift effect was observed with the mixture of THF/IL. (Figure Presented).

AB - Metathesis cyclopolymerization (MCP) of ionic 1,6-heptadiyne is successfully applied to synthesize polyacetylene (PA) ionomer in different solvents especially in imidazolium-based ionic liquid (IL), and MCP of ionic monomer in the mixture of THF/IL proceeded in a controlled manner by the action of Grubbs second and third generation catalysts (Ru-II, Ru-III). The influence of catalysts and solvents on polymerization behavior and chain microstructure was investigated, and the results revealed that the isolated polymer yield could reach to 97% and 82% by Ru-III and Ru-II, respectively, in 1:2 THF/IL after optimization, and PAs incorporating imidazolium pendent contained ≥95% five-membered-ring structure and almost all trans-double bonds along the backbone. PAs formed in different solvents reflected significant variance in optical absorption properties, and a bathochromic shift effect was observed with the mixture of THF/IL. (Figure Presented).

UR - https://www.scopus.com/pages/publications/84918508406

U2 - 10.1021/ma501217b

DO - 10.1021/ma501217b

M3 - 文章

AN - SCOPUS:84918508406

SN - 0024-9297

VL - 47

SP - 6181

EP - 6188

JO - Macromolecules

JF - Macromolecules

IS - 18

ER -

Metathesis cyclopolymerization of imidazolium-functionalized 1,6-heptadiyne toward polyacetylene ionomer

Abstract

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