Article ID Journal Published Year Pages File Type
1327965 Journal of Organometallic Chemistry 2008 6 Pages PDF
Abstract

Poly(2′,5′-dioctyloxy-4,4′,4″-terphenylenevinylene) with (E) configuration of the vinylene double bonds was prepared by Suzuki–Miyaura polymerization of (E)-4,4′-dibromostilbene and 2,5-dioctyloxy-1,4-benzenediboronic acid. Attempts to extend this simple procedure to the synthesis of the polymer with (Z) configuration, starting from (Z)-4,4′-dibromostilbene, were unsuccessful. However, the use of (Z)-4,4′-diiodostilbene and a careful choice of Pd catalyst and experimental conditions, lead to a material with a >95/<5 (Z)/(E) ratio of vinylene units. The investigation of optical properties of both the (E) and (Z) polymers evidenced that (Z) linkages act as defects which reduce the effective conjugation length in the polymer backbone.

Graphical abstractPoly(2′,5′-dioctyloxy-4,4′,4″-terphenylenevinylene) with (Z) configuration of the vinylene double bonds was prepared by Suzuki–Miyaura polymerization of (Z)-4,4′-diiodostilbene and 2,5-dioctyloxy-1,4-benzenediboronic acid.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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