Synthesis and Ring-Opening Metathesis Polymerization of o-Dialkoxy Paracyclophanedienes

被引:7
作者
Janpatompong, Yurachat [1 ]
Spring, Andrew M. [1 ]
Komanduri, Venukrishnan [1 ]
Khan, Raja U. [1 ]
Turner, Michael L. [1 ]
机构
[1] Univ Manchester, Dept Chem, Manchester M13 9PL, England
基金
英国工程与自然科学研究理事会;
关键词
VINYLENE) DERIVATIVES; CONJUGATED POLYMERS; POLY(P-PHENYLENEVINYLENE); SEMICONDUCTORS; DESIGN; ROMP;
D O I
10.1021/acs.macromol.2c02111
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The highly strained ortho-diethylhexyloxy [2.2]paracyclophane-1,9-diene (M1) can be synthesized by ring contraction of a dithia[3.3]paracyclophane using a benzyne-induced Stevens rearrangement. This paracyclophanediene undergoes ring-opening metathesis polymerization to give well-defined 2,3-dialkoxyphenylenevinylene polymers with an alternating cis/trans alkene stereochemistry and controllable molecular weight. Fully conjugated block copolymers with electron-rich and electron-deficient phenylene vinylene polymer segments can be prepared by sequential monomer additions. These polymers can be readily isomerized to the all-trans stereochemistry polymer. The optical and electrochemical properties of these polymers were investigated by theory and experiment.
引用
收藏
页码:10854 / 10864
页数:11
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