COMPARATIVE PHOTODEGRADATION STUDY BETWEEN SPIRO[INDOLINE OXAZINE] AND SPIRO[INDOLINE PYRAN] DERIVATIVES IN SOLUTION

被引：100

作者：

BAILLET, G

GIUSTI, G

GUGLIELMETTI, R

机构：

[1] Laboratoire de photochimie appliquée, CNRS URA 1320, Faculté de Luminy

来源：

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 1993年 / 70卷 / 02期

关键词：

D O I：

10.1016/1010-6030(93)85036-8

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 photochromic compounds 1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine], 1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,2'-[3H]naphth[1,2-b]pyran] and 1,3-dihydro-8'-methoxy-6'-nitro-1,3,3-tri-methylspiro[2H-indole-2,2'[3H]benzopyran] were degraded under UV light irradiation in toluene solution. The resulting main photoproducts separated by gas chromatography and high performance liquid chromatography were identified by different couplings with UV-visible diode array detection, mass spectrometry and Fourier transform IR spectroscopy and were compared with synthetic standards. The different nature of the photoproducts involving the chromene part of the molecules could suggest different mechanisms of degradation between the spiropyran and spiro-oxazine series and could explain the better fatigue resistance of the latter.

引用

页码：157 / 161

页数：5

共 14 条

[1]

BERGMAN E, 1959, J AM CHEM SOC, V81, P5605

[2]

CHU NYC, 1990, PHOTOCHROMISM MOL SY, P495

[3]

CIAMICIAN G, 1896, BERICHTE DTSCH CHEM, V18, P2465

[4]

FISCHER E, 1952, J CHEM SOC, P4522

[5] PHOTOCHROMISM OF SPIROPYRANS - PHOTODEGRADATION OF AZACYCLOPENTANESPIROPYRAN, OXAZACYCLOPENTANESPIROPYRAN, AND THIAZACYCLOPENTANESPIROPYRAN AND AZACYCLOHEXANESPIROPYRAN, OXAZACYCLOHEXANESPIROPYRAN, AND THIAZACYCLOHEXANESPIROPYRAN [J].

GAUDE, D ;

GAUTRON, R ;

MAGUET, M ;

GUGLIELMETTI, R .

HELVETICA CHIMICA ACTA, 1983, 66 (01) :342-349

[6]

GAUDE D, 1991, B SOC CHIM BELG, V100, P299

[7]

GAUDE D, 1981, B SOC CHIM FR, V1, P14

[8]

GAUDE D, 1979, B SOC CHIM FR, V9, P489

[9]

GAUTRON R, 1991, B SOC CHIM BELG, V100, P315

[10]

Gautron R, 1967, THESIS U STRASBOURG

← 1 2 →