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

被引:37
|
作者
Sogawa, Hiromitsu [1 ]
Shiotsuki, Masashi [1 ]
Matsuoka, Hideki [1 ]
Sanda, Fumio [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Polymer Chem, Nishikyo Ku, Kyoto 6158510, Japan
关键词
INDUCED HELIX FORMATION; CONJUGATED POLYMERS; POLY(PHENYLACETYLENE)S BEARING; AQUEOUS-SOLUTION; SIDE-CHAINS; FOLDAMERS; SYSTEMS; DYNAMICS; LIGHT; ETHYNYLENE)S;
D O I
10.1021/ma200281e
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 Sonogashira-Hagihara coupling polymerization of 3',5'-diiodo-4'-hydroxy-N-alpha-tert-butoxycarbonyl-D-phenylglycine ethyl-, hexyl-, and laurylamides 1a-c with p-nonsubstituted, cyano, hexyl, and methoxy 3,5-diethynylazobenzenes 2a-d was carried out to obtain optically active novel poly(m-phenyleneethynylene) with M-w values in the range from 6900 to 15 400 in 62-84% yields. CD and UV-vis spectroscopic data indicated that the polymers adopted thermally stable helical conformations in CH2Cl2 and N,N-dimethylformamide. Poly-(1b-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.
引用
收藏
页码:3338 / 3345
页数:8
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