Synthesis and spectrokinetic studies of spiro[thioxanthene-naphthopyrans]

被引:41
作者
Coelho, PJ [1 ]
Carvalho, LM
Abrantes, S
Oliveira, MM
Oliveira-Campos, AMF
Samat, A
Guglielmetti, R
机构
[1] Univ Tras os Montes & Alto Douro, Dept Quim, P-5001911 Vila Real, Portugal
[2] Univ Minho, Ctr Quim, IBQF, P-4710 Braga, Portugal
[3] Univ Mediterranee, LCMOM, UMR 6114, CNRS, F-13288 Marseille 9, France
关键词
photochromism; spiro[thioxanthene-naphthopyrans; naphthopyrans; heterocycles; spectrokinetics;
D O I
10.1016/S0040-4020(02)01278-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several new spiro[thioxanthene-naphthopyrans] were prepared from substituted naphthols using a one step reaction. The photochromic properties of the new compounds were studied under flash photolysis and continuous irradiation. Compared to reference compounds general significant bathochromic shifts in the absorption spectra of the open forms, faster thermal bleaching kinetics and interesting fatigue resistances were observed. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9505 / 9511
页数:9
相关论文
共 11 条
[1]   Photochromic properties of spiro[fluorene-chromenes] [J].
Aldoshin, S ;
Chuev, I ;
Filipenko, O ;
Pozzo, JL ;
Lokshin, V ;
Pèpe, G .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 :1720-1722
[2]  
BROWN GH, 1971, PHOTOCHROMISM, P55
[3]  
Deniel MH, 1999, T APPL CHEM, P167
[4]   COMPUTER-CONTROLLED SYSTEM DESIGNED TO MEASURE PHOTODEGRADATION OF PHOTOCHROMIC COMPOUNDS [J].
DUBEST, R ;
LEVOIR, P ;
MEYER, JJ ;
AUBARD, J ;
BAILLET, G ;
GIUSTI, G ;
GUGLIELMETTI, R .
REVIEW OF SCIENTIFIC INSTRUMENTS, 1993, 64 (07) :1803-1808
[5]  
HARIE G, 1996, THESIS U DE LA MEDIT
[6]  
IWAI I, 1963, CHEM PHARM BULL, V11, P1042
[7]   PHOTOPHYSICS AND KINETICS OF 2 PHOTOCHROMIC INDOLINOSPIROOXAZINES AND ONE INDOLINOSPIRONAPHTHOPYRAN [J].
KELLMANN, A ;
TFIBEL, F ;
DUBEST, R ;
LEVOIR, P ;
AUBARD, J ;
POTTIER, E ;
GUGLIELMETTI, R .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1989, 49 (1-2) :63-73
[8]   Synthesis of thiophene-substituted 3H-naphtho[2,1-b]pyrans, precursors of photomodulated materials [J].
Moustrou, C ;
Rebière, N ;
Samat, A ;
Guglielmetti, R ;
Yassar, AE ;
Dubest, R ;
Aubard, J .
HELVETICA CHIMICA ACTA, 1998, 81 (07) :1293-1302
[9]   Effect of heteroaromatic annulation with five-membered rings on the photochromism of 2H-[1]-benzopyrans [J].
Pozzo, JL ;
Lokshin, V ;
Samat, A ;
Guglielmetti, R ;
Dubest, R ;
Aubard, J .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1998, 114 (03) :185-191
[10]  
POZZO JL, 1995, Patent No. 0676401