PHOTOCHROMIC AND THERMOCHROMIC MANNICH-BASES .1. MANNICH-BASES FROM 3,5-DI-TERT-BUTYL-4-HYDROXYBENZALDEHYDE AND 2-NAPHTHOLS

被引:7
作者
KOMISSAROV, VN [1 ]
UKHIN, LY [1 ]
KHARLANOV, VA [1 ]
LOKSHIN, VA [1 ]
BULGAREVICH, EY [1 ]
MINKIN, VI [1 ]
FILIPENKO, OS [1 ]
NOVOZHILOVA, MA [1 ]
ALDOSHIN, SM [1 ]
ATOVMYAN, LO [1 ]
机构
[1] ROSTOV STATE UNIV,SCI RES INST PHYS & ORGAN CHEM,ROSTOV NA DONU 3440381,RUSSIA
来源
BULLETIN OF THE RUSSIAN ACADEMY OF SCIENCES-DIVISION OF CHEMICAL SCIENCE | 1992年 / 41卷 / 10期
关键词
SYNTHESIS; CRYSTAL STRUCTURE; UV SPECTRA; 2,6-DI-TERT-BUTYL-4-[ALPHA-(2-HYDROXY-1-NAPHTHYL)METHYL]PHENOL; 2,6-DI-TERT-BUTYL-4-[ALPHA-MORPHOLINO-ALPHA-(2-HYDROXY-6-BROMO-1-NAPHTHYL)METHYL]PHENOL; 2,6-DI-TERT-BUTYL-4-ALPHA-(2-HYDROXY-1-NAPHTHYL)-1,4-METHYLENEQUINONE; 2,6-DI-TERT-BUTYL-4-ALPHA-(2-ACETYLOXY-1-NAPHTHYL)-1,4-METHYLENEQUINONE;
D O I
10.1007/BF00863826
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Mannich bases exhibiting photo- and thermochromic properties in solutions were synthesized from 3,5-di-tert-butyl-4-hydroxybenzaldehyde and 2-naphthols. An investigation of an acetyl derivative of methylenequinone, modeling a product of photo- and thermochromic transformations, proved that the color change of solutions of the Mannich bases is due to reversible dissociation into colored methylenequinones and morpholine. On the basis of data of x-ray diffraction analysis of one of the Mannich bases, characteristics of their molecular structure were determined, and reasons were stated for their effect on the dissociation mechanism.
引用
收藏
页码:1875 / 1883
页数:9
相关论文
共 10 条
[1]  
ALDOSHIN SM, 1991, IAN SSSR KH, P808
[2]  
ALLEN FH, 1987, J CHEM SOC P2, V2, P1
[3]  
Ershov VV, 1972, STERICALLY HINDERED, P26
[4]  
KOMISSAROV VN, 1989, ZH ORG KHIM+, V25, P2594
[5]  
KOMISSAROV VN, 1991, IAN SSSR KH, P1121
[6]  
SHELDRICK GM, 1976, SHELX PROGRAM CRYSTA
[7]  
SHEVCHENKO SM, 1986, ZH STRUKT KHIM, V27, P25
[8]   QUINONE METHIDES AND FUCHSONES .18. IR-SPECTRA OF SOME QUINONE METHIDES - A STUDY OF THE ORTHO-EFFECT [J].
VELEK, J ;
KOUTEK, B ;
MUSIL, L ;
VASICKOVA, S ;
SOUCEK, M .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1981, 46 (04) :873-882
[9]  
ZEFIROV YV, 1976, ZH STRUKT KHIM, V17, P994
[10]  
ZVONKOVA ZV, 1977, USP KHIM+, V46, P907