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Mechanochemical-induced cis-to-trans isomerization of poly(2-ethynyl-3-n-octylthiophene) prepared with a Rh complex catalyst by Atsushi Miyasaka; Yasuteru Mawatari; Takeyuki Sone; Masayoshi Tabata is a Materials Science article available to read on EtoBox.

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Highly stereoregular polymerization of 2-ethynyl-3-n-octylthiophene was successfully performed with a [Rh(norbornadiene)Cl] 2 catalyst to produce the corresponding polymers in fairly high yields by using triethylamine or a mixture of it with other solvents as the polymerization solvent. We found that the obtained polymer using CHCl 3 was a mixture of cis-transoid form, ca. 68% and trans-transoid form, ca. 32% unlike our previous conjecture. Further, we found that the cis-to-trans isomerization can be also induced when the pristine predominant cis polymer was subjected to mechanochemical grinding (MCG) treatment at 77 K using a mortar filled with liquid nitrogen to decrease the cis content from ca. 68% to ca. 7%. The polymers obtained before and after the MCG treatment were characterized in detail using 1 H NMR, laser Raman, solution UVevis, diffuse reflective UVevis, and ESR methods in order to determine the geometry of the main-chain C]C bonds in the polymer. The data showed that the polymer obtained by the treatment has a fairly distorted trans conjugation length, i.e., bent trans structure in which less mobile unpaired electrons generated by the rotational scission of the origin

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Author

Atsushi Miyasaka; Yasuteru Mawatari; Takeyuki Sone; Masayoshi Tabata

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0141-3910)

Published

2007

Language

EN

Field

Materials Science (Physical Sciences)