Thermohalochromism of phenolate dyes conjugated with nitro-substituted aryl groups

被引:10
|
作者
Hermosilla, Laura [1 ]
Caroli Rezende, Marcos [1 ]
Machado, Vanderlei Gageiro [2 ]
Stock, Rafaela I. [2 ]
机构
[1] Univ Santiago Chile, Fac Quim & Biol, Santiago, Chile
[2] Univ Fed Santa Catarina, Dept Quim, Florianopolis, SC, Brazil
关键词
Thermohalochromism; Cationic halochromism; Conjugated polynitroaryl phenolate dyes; IONIC LIQUIDS; BETAINE DYE; HALOCHROMISM; SOLVATOCHROMISM; ASSOCIATION; SOLVATION; POLARITY; CATIONS;
D O I
10.1016/j.saa.2016.10.017
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
The cationic halochromism and thermohalochromism of four phenolate dyes conjugated with aryl moieties substituted with one or two nitro groups were investigated in the presence of organic (tetra-n-butylammonium bromide and benzyltriethylammonium chloride) and inorganic (sodium perchlorate) salts, in hydrogen-bond donating (water, 1-propanol, 1-butanol and 2-propanol) and hydrogen-bond accepting (acetonitrile and dimethylsulfoxide) solvents. Although a positive halochromic response was observed in water for tetraalkylammonium salts, their thermohalochromic behavior was negligible. A negative halochromic behavior was observed for the dyes in all solvents, when the added cation was Na+. Plots of Delta lambda(max) vs. c (Na+) allowed the apparent association constants for the solvated phenolate-cation pair to be estimated. In most cases, a positive thermohalochromism was observed in the range of 25-50 degrees C, exceptions being the more sterically hindered phenolate dyes in the less polar solvents 2-propanol and acetonitrile. The observed variations were rationalized by invoking the effect of temperature on the phenolate-cation, phenolate-solvent and cation-solvent interactions. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:556 / 561
页数:6
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