DETAILED INVESTIGATION ON A NEGATIVE PHOTOCHROMIC SPIROPYRAN

被引:73
作者
ZHOU, JW [1 ]
LI, YT [1 ]
TANG, YW [1 ]
ZHAO, FQ [1 ]
SONG, XQ [1 ]
LI, EC [1 ]
机构
[1] ACAD SINICA,INST CHEM,NATL KEY LAB STRUCT STABLE & UNSTABLE SPECIES,BEIJING 100080,PEOPLES R CHINA
关键词
SPIROPYRAN; NEGATIVE PHOTOCHROMISM; SOLVATOCHROMISM; PH EFFECT; H-1; NMR;
D O I
10.1016/1010-6030(95)04082-Q
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The negative photochromic properties of a spiropyran are investigated in various solvents and in solutions of different acidity. The results indicate that the polarity of the solvent has a prominent effect on lambda(max) of the coloured merocyanine form (MC), whereas its effects on lambda(max) of the closed form (SP) and on the coloration rates after visible bleaching are very weak. From the effect of acid concentration on the coloration rates the pK(a) of the cis intermediate Y in the coloration process is determined to be about 1.1 lower than that of the protonated merocyanine (MCH(+)). The structures and configurations of MC, SP, MCH(+) and Y are assigned via their H-1 NMR spectra.
引用
收藏
页码:117 / 123
页数:7
相关论文
共 30 条
[1]  
BERCOVICI T, 1969, MOL PHOTOCHEM, V1, P189
[2]  
Brown GH, 1971, TECHNIQUES CHEM, VIII
[3]   PHOTOCHROMISM OF SPIROINDOLINONAPHTHOXAZINE .1. PHOTOPHYSICAL PROPERTIES [J].
CHU, NYC .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (02) :300-305
[4]  
DIMROTH K, 1963, LIEBIGS ANN CHEM, V1, P661
[5]   PHOTOCHROMISM OF A SURFACE-ACTIVE SPIROBENZOPYRAN MOIETY IN DIOXANE WATER MIXTURES AND SELF-ASSEMBLED SURFACTANT AGGREGATES [J].
DRUMMOND, CJ ;
FURLONG, DN .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1990, 86 (21) :3613-3621
[6]   PERSPECTIVES IN PHOTOCHROMISM - A NOVEL SYSTEM BASED ON THE 1,5-ELECTROCYCLIZATION OF HETEROANALOGOUS PENTADIENYL ANIONS [J].
DURR, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (04) :413-431
[8]  
FOX RE, AD440226
[9]  
GAUGLITZ G, 1990, PHOTOCHROMISM MOL SY, P42
[10]   PHOTOCHROMIC STUDIES IN MONOLAYERS .1. SYNTHESIS OF SOME LONG-CHAIN SPIROPYRANINDOLINES [J].
GRUDA, I ;
LEBLANC, RM .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1976, 54 (04) :576-580