Novel photochromic spirocyclic compounds of thienopyrroline series: 2. Spirooxazines

被引:14
作者
Besugliy, Serguei O. [1 ]
Metelitsa, Anatoly V. [2 ]
Shirinian, Valerii Z. [3 ]
Krayushkin, Mikhail M. [3 ]
Nikalin, Denis M. [3 ]
Minkin, Vladimir I. [1 ,2 ]
机构
[1] Russian Acad Sci, So Sci Ctr, Rostov Na Donu 344006, Russia
[2] So Fed Univ, Inst Phys & Organ Chem, Rostov Na Donu 344090, Russia
[3] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
Spirooxazines; Photochromism; Fluorescence; LSER; Fatigue resistance; SOLVATOCHROMISM; THERMOCHROMISM; KINETICS;
D O I
10.1016/j.jphotochem.2009.05.025
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070305 [高分子化学与物理];
摘要
Photochromic properties of novel spirooxazines of the thienopyrroline series have been studied in comparison with those of an indoline analogue. Solvatochromism of the merocyanine photoisomers has been investigated using the Kamlet-Taft model. It has been found that inversion of the trends in the solvatochromic behavior of the spirooxazines takes place when passing from non-protogenic to protic solvents. Thienopyrroline spirooxazines possess relatively poor fatigue resistance. The origin of the processes causing their photodegradation has been studied. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:116 / 123
页数:8
相关论文
共 56 条
[1]
[Anonymous], 2002, ORGANIC PHOTOCHROMIC
[2]
Aubard J, 2000, Mol. Cryst. Liq. Cryst. Sci. Technol., V345, P203
[3]
Spiropyrans and spirooxazines for memories and switches [J].
Berkovic, G ;
Krongauz, V ;
Weiss, V .
CHEMICAL REVIEWS, 2000, 100 (05) :1741-1753
[4]
COLOR AND CONSTITUTION .13. MEROCYANINES AS SOLVENT PROPERTY INDICATORS [J].
BROOKER, LGS ;
CRAIG, AC ;
HESELTINE, DW ;
JENKINS, PW ;
LINCOLN, LL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (11) :2443-+
[5]
NEW THERMOCHROMIC AND PHOTOCHROMIC 10-METHYLSPIRO(DIBENZO[B,F][1,4]OXAZEPINO-11,3'-3H-NAPHTHO[2,1-B]-1,4-OXAZINE) [J].
CASTALDI, G ;
ALLEGRINI, P ;
FUSCO, R ;
LONGO, L ;
MALATESTA, V .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (18) :1257-1258
[6]
4-methylspiro[4-azahomoadamantane-5,3′-[3′H]naphth[2,1-b][1,4]oxazine], a new photochromic spirooxazine [J].
Chamontin, K ;
Lokshin, V ;
Guglielmetti, R ;
Samat, A ;
Pepe, G .
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1998, 54 :670-672
[7]
Photoprocesses in spirooxazines and their merocyanines [J].
Chibisov, AK ;
Görner, H .
JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (26) :5211-5216
[8]
Chu NYC, 2003, PHOTOCHROMISM: MOLECULES AND SYSTEMS, P493, DOI 10.1016/B978-044451322-9/50014-2
[9]
PHOTOCHROMISM OF SPIROINDOLINONAPHTHOXAZINE .1. PHOTOPHYSICAL PROPERTIES [J].
CHU, NYC .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (02) :300-305
[10]
NMR studies of the structure of the photoinduced forms of photochromic spironaphthoxazines [J].
Delbaere, S ;
Bochu, C ;
Azaroual, N ;
Buntinx, G ;
Vermeersch, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (08) :1499-1501