Synthesis, chiroptical properties and photoresponsive behaviour of optically active poly[(S)-4-(2-methacryloyloxypropanoyloxy)azobenzene]

被引:63
作者
Angiolini, L
Caretti, D
Giorgini, L
Salatelli, E
Altomare, A
Carlini, C
Solaro, R
机构
[1] Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy
[2] Univ Bologna, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
关键词
photochromic chiral polymers; azobenzene-containing polymers; photoresponsive properties;
D O I
10.1016/S0032-3861(98)00161-X
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A novel optically active monomer containing a photochromic chromophore, such as trans-(S)-4-(2methacryloyloxypropanoyloxy)azobenzene and its low molecular weight model compound trans-(S)-4-(2-pivaloyloxypropanoyloxy)azobenzene were prepared. Free radically initiated homopolymerization of the methacrylic monomer afforded in fairly high yield a rather high molecular weight polymer which was molecularly and structurally characterized. The molecular mobility of the polymer in all trans configuration, as well as chiroptical properties, photoisomerization kinetics and photochromic behaviour were investigated and compared with those of the low and high molecular weight related compounds. The polymer photoresponsive properties were evaluated by circular dichroism measurements at various extents of photoisomerization. All the results are discussed in terms of structural requirements of the macromolecules. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6621 / 6629
页数:9
相关论文
共 37 条
[1]  
affe H.H., 1962, THEORY APPL ULTRAVIO
[2]   CHIROPTICAL AND PHOTOCHROMIC PROPERTIES OF STEREOREGULAR COPOLYMERS OF 4-METHACRYLOXYETHYLENOXYAZOBENZENE WITH (-)-MENTHYL METHACRYLATE [J].
ALTOMARE, A ;
CIARDELLI, F ;
LIMA, R ;
SOLARO, R .
CHIRALITY, 1991, 3 (04) :292-298
[3]   PHOTOCHROMISM OF 4-ACRYLOXYAZOBENZENE (-)-MENTHYL ACRYLATE COPOLYMERS [J].
ALTOMARE, A ;
CARLINI, C ;
CIARDELLI, F ;
SOLARO, R .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1984, 22 (06) :1267-1280
[4]   PHOTOCHEMISTRY AND PHOTOPHYSICS OF CO-POLYMERS OF (-)MENTHYL ACRYLATE WITH 4-HYDROXYSTILBENE ACRYLATE [J].
ALTOMARE, A ;
CARLINI, C ;
CIARDELLI, F ;
SOLARO, R ;
HOUBEN, JL ;
ROSATO, N .
POLYMER, 1983, 24 (01) :95-100
[5]   OPTICALLY-ACTIVE POLYMERS CONTAINING SIDE-CHAIN AZOBENZENE CHROMOPHORES - CHIROPTICAL PROPERTIES AND PHOTOCHROMIC BEHAVIOR OF 4-METHACRYLOXYAZOBENZENE (-)-MENTHYL METHACRYLATE COPOLYMERS [J].
ALTOMARE, A ;
CARLINI, C ;
CIARDELLI, F ;
SOLARO, R .
POLYMER JOURNAL, 1988, 20 (09) :801-809
[6]   OPTICALLY-ACTIVE POLYMERS CONTAINING SIDE-CHAIN TRANS-STILBENE CHROMOPHORES DIRECTLY BOUND TO THE BACKBONE - SYNTHESIS AND CHARACTERIZATION OF COPOLYMERS OF (-)-MENTHYL ACRYLATE WITH TRANS-4-VINYLSTILBENE [J].
ALTOMARE, A ;
CARLINI, C ;
PANATTONI, M ;
SOLARO, R .
MACROMOLECULES, 1984, 17 (11) :2207-2212
[7]   PHOTORESPONSIVE PROPERTIES OF OPTICALLY-ACTIVE (METH)ACRYLIC HOMOPOLYMERS WITH PENDENT L-LACTIC ACID OR L-ALANINE RESIDUES CONNECTED TO 4-AMINOAZOBENZENE [J].
ALTOMARE, A ;
SOLARO, R ;
ANGIOLINI, L ;
CARETTI, D ;
CARLINI, C .
POLYMER, 1995, 36 (20) :3819-3824
[8]   Chiral methacrylic polymers containing permanent dipole azobenzene chromophores. C-13 NMR spectra and photochromic properties [J].
Altomare, A ;
Ciardelli, F ;
Ghiloni, MS ;
Solaro, R ;
Tirelli, N .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 1997, 198 (06) :1739-1752
[9]   OPTICALLY-ACTIVE POLYMERS CONTAINING SIDE-CHAIN PHOTOCHROMIC MOIETIES - SYNTHESIS AND CHIROPTICAL PROPERTIES OF COPOLYMERS OF TRANS-N(4-AZOBENZENE)-MALEIMIDE WITH (-)-MENTHYL VINYL ETHER AND (+) (S)-2-METHYLBUTYL VINYL ETHER [J].
ANGIOLINI, L ;
CARLINI, C .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1991, 29 (10) :1455-1463
[10]   OPTICALLY-ACTIVE POLYMERS BEARING SIDE-CHAIN PHOTOCHROMIC MOIETIES - SYNTHESIS AND CHIROPTICAL PROPERTIES OF METHACRYLIC AND ACRYLIC HOMOPOLYMERS WITH PENDANT L-LACTIC ACID OR L-ALANINE RESIDUES CONNECTED TO TRANS-4-AMINOAZOBENZENE [J].
ANGIOLINI, L ;
CARETTI, D ;
CARLINI, C ;
SALATELLI, E .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 1995, 196 (09) :2737-2750