Abstract
Poly[2-(2′-ethylhexyloxy)-5-methoxy-1,4-phenylene-(1-cyanovinylene)] MEH-CN-PPV and its all-trans model compound 1,4-bis(α-cyanostyryl)-2-(2-ethylhexyloxy)-5-methyloxybenzene were synthesized via Knoevenagel condensation. All-cis isomer and cis–trans isomer of 1,4-bis(α-cyanostyryl)-2-(2-ethylhexyloxy)-5-methyloxybenzene were prepared by the photoisomerization reaction. Comparison of the 1H NMR spectra between MEH-CN-PPV and three model compounds proved the occurrence of cis-vinylene in the backbone of MEH-CN-PPV. According to the ratio between the cis-vinylene signal and trans-vinylene signal, the content of the cis-vinylene could be estimated to be 15% in MEH-CN-PPV. This large cis-vinylene content came from the rapid photochemical isomerization of cyanovinylene and was likely relative to the poor electroluminescence property of MEH-CN-PPV. © 2008 Wiley Periodicals, Inc. J Polym Sci Part B: Polym Phys 46: 1105–1113, 2008
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