Synthesis, Chiroptical Properties, and Photoresponsiveness of Optically Active Poly(m-phenyleneethynylene)s Containing Azobenzene Moieties

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• 作者：Hiromitsu Sogawa ; Masashi Shiotsuki ; Hideki Matsuoka ; Fumio Sanda
• 刊名：Macromolecules
• 出版年：2011
• 出版时间：May 10, 2011
• 年：2011
• 卷：44
• 期：9
• 页码：3338-3345
• 全文大小：1067K
• 年卷期：v.44,no.9(May 10, 2011)
• ISSN：1520-5835

文摘

The Sonogashira鈭扝agihara coupling polymerization of 3鈥?5鈥?diiodo-4鈥?hydroxy-N-伪-tert-butoxycarbonyl-d-phenylglycine ethyl-, hexyl-, and laurylamides 1a鈭?b>c with p-nonsubstituted, cyano, hexyl, and methoxy 3,5-diethynylazobenzenes 2a鈭?b>d was carried out to obtain optically active novel poly(m-phenyleneethynylene) with M_w values in the range from 6900 to 15鈥?00 in 62鈭?4% yields. CD and UV鈭抳is spectroscopic data indicated that the polymers adopted thermally stable helical conformations in CH₂Cl₂ and N,N-dimethylformamide. Poly(1b鈭?b>2a) further formed a chirally aggregated structure. The azobenzene moieties of the polymers underwent reversible photoisomerization upon UV- and visible-light irradiation, accompanying the changes of the higher-order structures.