Journal
MACROMOLECULES
Volume 44, Issue 9, Pages 3338-3345Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ma200281e
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Funding
- Ministry of Education, Culture, Sports, Science, and Technology, Japan
- The Kurata Memorial Hitachi Science and Technology Foundation
- [22350049]
- Grants-in-Aid for Scientific Research [20106006, 22350049, 10F00040] Funding Source: KAKEN
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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.
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