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
来源：
MACROMOLECULES | 2011年 / 44卷 / 09期
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
相关论文
共 50 条
  • [1] Synthesis and chiroptical properties of optically active poly(N-propargylamide) bearing photoisornerizable azobenzene moieties
    Zhou, Jing-Lun
    Chen, Xiao-Fang
    Fan, Xing-He
    Lu, Chun-Xiang
    Zhou, Qi-Feng
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (20) : 6047 - 6054
  • [2] Synthesis and optical properties of poly[(p-phenyleneethynylene)-alt-(m-phenyleneethynylene)]s
    Li, JA
    Pang, Y
    SYNTHETIC METALS, 2004, 140 (01) : 43 - 48
  • [3] Synthesis and Properties of Novel Optically Active Platinum-containing Poly(phenyleneethynylene)s
    Otaki, Yoshinori
    Marumoto, Manabu
    Miyagi, Yu
    Hirao, Takehiro
    Haino, Takeharu
    Sanda, Fumio
    CHEMISTRY LETTERS, 2016, 45 (08) : 937 - 939
  • [4] Synthesis and chiroptical properties of optically active polymer liquid crystals containing azobenzene chromophores
    Zheng, Z
    Xu, J
    Sun, YY
    Zhou, JL
    Chen, B
    Zhang, QJ
    Wang, KY
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (10) : 3210 - 3219
  • [5] Synthesis and Chiroptical Properties of Hydroxyphenylglycine-Based Poly(m-phenyleneethynylene-p-phenyleneethynylene)s
    Liu, Ruiyuan
    Shiotsuki, Masashi
    Masuda, Toshio
    Sanda, Fumio
    MACROMOLECULES, 2009, 42 (16) : 6115 - 6122
  • [6] Synthesis and Properties of Novel Optically Active Poly(thiophenyleneethynylene-phenyleneethynylene)s
    Otaki, Yoshinori
    Miyagi, Yu
    Sanda, Fumio
    CHEMISTRY LETTERS, 2015, 44 (07) : 1013 - 1015
  • [7] Synthesis, chiroptical properties and photoresponsive behaviour of optically active poly[(S)-4-(2-methacryloyloxypropanoyloxy)azobenzene]
    Angiolini, L
    Caretti, D
    Giorgini, L
    Salatelli, E
    Altomare, A
    Carlini, C
    Solaro, R
    POLYMER, 1998, 39 (25) : 6621 - 6629
  • [8] A processible poly(phenyleneethynylene) with strong photoluminescence: Synthesis and characterization of poly[(m-phenyleneethynylene)-alt-(p-phenyleneethynylene)]
    Pang, Y
    Li, J
    Hu, B
    Karasz, FE
    MACROMOLECULES, 1998, 31 (19) : 6730 - 6732
  • [9] Synthesis and Photoresponse of Helically Folded Poly(phenyleneethynylene)s Bearing Azobenzene Moieties in the Main Chains
    Sogawa, Hiromitsu
    Shiotsuki, Masashi
    Sanda, Fumio
    MACROMOLECULES, 2013, 46 (11) : 4378 - 4387
  • [10] Synthesis of Novel Optically Active Poly(phenyleneethynylene- aryleneethynylene)s Bearing Hydroxy Groups. Examination of the Chiroptical Properties and Conjugation Length
    Sogawa, Hiromitsu
    Miyagi, Yu
    Shiotsuki, Masashi
    Sanda, Fumio
    MACROMOLECULES, 2013, 46 (22) : 8896 - 8904
12345