EFFECT OF 2 ELECTRON-DONATING SUBSTITUENTS ON PHOTOCHROMISM OF ARYL FULGIDE, 2-(2,6-DIMETHYL-3,5-SUBSTITUTED BENZYLIDENE)-3-ISOPROPYLIDENESUCCINIC ANHYDRIDE

被引:5
作者
TOMODA, A [1 ]
KANEKO, A [1 ]
TSUBOI, H [1 ]
MATSUSHIMA, R [1 ]
机构
[1] SHIZUOKA UNIV, FAC ENGN, DEPT APPL CHEM, HAMAMATSU, SHIZUOKA 432, JAPAN
关键词
D O I
10.1246/bcsj.65.2352
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two electron-donating substituents (e.g. p-diethylaminostyryl) were introduced to an aryl structure of fulgide and photochromic performance was investigated. It was found that the strong electron-donating ability of the substituents caused a significant red shift of the colored form to the near-infrared region (lambda(max); 633 nm), resulting in a high molecular extinction coefficient (epsilon(max); 24300 mol-1 cm-1). Furthermore, rapid reactions of both coloration and discoloration were observed; the quantum yields (phi(EC) and phi(CE)) were 0.65 and 0.052, respectively.
引用
收藏
页码:2352 / 2358
页数:7
相关论文
共 14 条
[1]   PHOTOCHROMIC SYSTEMS .1. PHOTOCHEMICAL STUDIES ON (E)-2-ISOPROPYLIDENE-3-[1-(3,4,5-TRIMETHOXYPHENYL)ETHYLIDENE]SUCCINIC ANHYDRIDE AND RELATED-COMPOUNDS [J].
DARCY, PJ ;
HELLER, HG ;
PATHARAKORN, S ;
PIGGOTT, RD ;
WHITTALL, J .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (02) :315-319
[2]   PHOTOCHROMIC HETEROCYCLIC FULGIDES .3. THE USE OF (E)-ALPHA-(2,5-DIMETHYL-3-FURYLETHYLIDENE) (ISOPROPYLIDENE)SUCCINIC ANHYDRIDE AS A SIMPLE CONVENIENT CHEMICAL ACTINOMETER [J].
HELLER, HG ;
LANGAN, JR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1981, (02) :341-343
[3]  
HELLER HG, 1986, FINE CHEM ELECTRONIC, V60, P120
[4]  
ILLGE HD, 1981, J PRAKT CHEM, V323, P367
[5]   PHOTOCHEMICAL FATIGUE RESISTANCES AND THERMAL STABILITIES OF HETEROCYCLIC FULGIDES IN PMMA FILM [J].
KANEKO, A ;
TOMODA, A ;
ISHIZUKA, M ;
SUZUKI, H ;
MATSUSHIMA, R .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (10) :3569-3573
[6]   PHOTOCHROMISM OF 4-OXAZOLYL FULGIDES [J].
SUZUKI, HS ;
TOMODA, AH ;
ISHIZUKA, MS ;
KANEKO, A ;
FURUI, MS ;
MATSUSHIMA, R .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (12) :3968-3971
[7]   PHOTOCHROMISM OF HETEROCYCLIC FULGIDES [J].
TOMODA, A ;
KANEKO, A ;
TSUBOI, H ;
MATSUSHIMA, R .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (05) :1262-1267
[8]  
TOMODA A, 1992, IN PRESS NIPPON KAGA
[9]  
WHITTAL J, 1990, STUD ORG CHEM, V40, P467
[10]   FULGIDES AS EFFICIENT PHOTOCHROMIC COMPOUNDS - ROLE OF THE SUBSTITUENT ON FURYLALKYLIDENE MOIETY OF FURYLFULGIDES IN THE PHOTOREACTION [J].
YOKOYAMA, Y ;
GOTO, T ;
INOUE, T ;
YOKOYAMA, M ;
KURITA, Y .
CHEMISTRY LETTERS, 1988, (06) :1049-1052