UV-visible spectroscopic study of the hydrophilic and solvatoichromic-4-[2,6-diphenyl-4-(pyridin-4-yl) pyridinium-1-yl]-2,6-bis(pyridin-3-yl)phenolate betaine dye in eight binary solvent mixtures

被引:29
作者
Herodes, K
Koppel, J
Reichardt, C
Koppel, IA
机构
[1] Univ Tartu, Inst Chem Phys, EE-51014 Tartu, Estonia
[2] Univ Marburg, Dept Chem, D-35032 Marburg, Germany
[3] Univ Marburg, Sci Ctr Mat Sci, D-35032 Marburg, Germany
关键词
solvent effects; specific solvation; binary solvent mixtures; pyridinium N-phenolate betaine dyes; synergistic effects;
D O I
10.1002/poc.656
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Solvent effects on the recently synthesized hydrophilic and negatively solvatochromic 4-[2,6-diphenyl- 4-(pyridin-4-yl)pyridinium-1-yl]-2,6-bis(pyridin-3-yl)phenolate betaine dye [E-T(8) dye] in binary solvent mixtures of dimethyl sulfoxide and acetonitrile with water, methanol, propan-2-ol and 2-methylpropan-2-ol were studied by UV-visible spectroscopy and compared with analogous measurements of the standard E-T(30) betaine dye [2,6-diphenyl-4-(2,4,6-triphenylpyridinium-1-yl)phenolate]. A preferential solvation model was applied to the data obtained. The applicability of the E-T(8) betaine dye for the determination of E-T(30) values for aqueous media is discussed. Copyright (C) 2003 John Wiley Sons, Ltd.
引用
收藏
页码:626 / 632
页数:7
相关论文
共 26 条
[1]   Thermo-solvatochromism in aqueous alcohols: effects of the molecular structures of the alcohol and the solvatochromic probe [J].
Antonious, MS ;
Tada, EB ;
El Seoud, OA .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2002, 15 (07) :403-412
[2]   INTERMOLECULAR INTERACTIONS IN WATER+ACETONITRILE MIXTURES - EVIDENCE FROM THE COMPOSITION VARIATION OF SOLVENT POLARITY PARAMETERS [J].
BALAKRISHNAN, S ;
EASTEAL, AJ .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1981, 34 (05) :943-947
[3]  
Bosch E, 1996, J PHYS ORG CHEM, V9, P403, DOI 10.1002/(SICI)1099-1395(199606)9:6<403::AID-POC799>3.3.CO
[4]  
2-4
[5]   Characterization of binary solvent mixtures of DMSO with water and other cosolvents [J].
Catalán, J ;
Díaz, C ;
García-Blanco, F .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (17) :5846-5852
[6]   Solute-solvent and solvent-solvent interactions in the preferential solvation of Brooker's merocyanine in binary solvent mixtures [J].
da Silva, DC ;
Ricken, I ;
Silva, MAD ;
Machado, VG .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2002, 15 (07) :420-427
[7]  
DIMROTH K, 1963, LIEBIGS ANN CHEM, V661, P1
[8]  
Herodes K, 1999, J PHYS ORG CHEM, V12, P109, DOI 10.1002/(SICI)1099-1395(199902)12:2<109::AID-POC97>3.3.CO
[9]  
2-C
[10]  
Koppel I. A., 1972, ADV LINEAR FREE ENER, P203, DOI DOI 10.1007/978-1-4615-8660-9_5