Issue 7, 2015

A bridge-like polymer synthesized by tandem metathesis cyclopolymerization and acyclic diene metathesis polymerization

Abstract

A facile synthesis of a novel bridge-like polymer was accomplished by the combined procedures of metathesis cyclopolymerization (MCP) and acyclic diene metathesis (ADMET) polymerization. A telechelic double-stranded polyacetylene (PA) with two terminal alkenyl groups was firstly prepared through the third generation Grubbs’ catalyst-mediated chain terminating MCP of bis(1,6-heptadiyne), containing a perylene bisimide (PBI) segment, in the presence of 1,4-bis(10-undecenyloxy)-cis-2-butene. A symmetrical triolefinic ether acted as the functional terminating agent, and was then utilized as the macromonomer in subsequent ADMET polymerization to yield the resultant bridge-like polymer, consisting of the nonconjugated polyolefin backbone and the separated pier-like double-stranded PA. The molecular weight of the product increased (25.2–122.4 kDa) as the reaction time was prolonged, and there was a relatively broad polydispersity index (PDI = 1.41–1.75). The bridge-like polymer can assemble into an ordered ladder-like architecture and a fence-like ribbon morphology, and displays excellent thermal stability, with a Td of above 300 °C and a high Tg between 175 and 189 °C, which is important for applications in devices.

Graphical abstract: A bridge-like polymer synthesized by tandem metathesis cyclopolymerization and acyclic diene metathesis polymerization

Supplementary files

Article information

Article type
Paper
Submitted
05 Sep 2014
Accepted
28 Oct 2014
First published
28 Oct 2014

Polym. Chem., 2015,6, 1118-1126

Author version available

A bridge-like polymer synthesized by tandem metathesis cyclopolymerization and acyclic diene metathesis polymerization

W. Song, H. Han, J. Wu and M. Xie, Polym. Chem., 2015, 6, 1118 DOI: 10.1039/C4PY01229A

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