文献类型：期刊文献

英文题名：Computational modelling of the influence of substituent effects on phthalimidylazo disperse dye hydrolysis and interaction energy

作者：Zhan, Yi-zhen[1];Zhao, Xue[2];Wang, Bi-jia[1];Wang, Wei[1]

机构：[1]Donghua Univ, Coll Chem Bio Engn, Shanghai 201620, Peoples R China;[2]Shaoxing Univ, Coll Text Garment, Shaoxing 312000, Peoples R China

年份：2018

卷号：134

期号：1

起止页码：24

外文期刊名：COLORATION TECHNOLOGY

收录：SCI-EXPANDED(收录号：WOS:000426132100003)、、EI(收录号：20180904836287)、Scopus(收录号：2-s2.0-85042380403)、WOS

语种：英文

外文关键词：Alkylation - Azo dyes - Computation theory - Dyes - Hydrolysis

外文摘要：Six azo dyes have been synthesised using N-substituted phthalimides as diazo components. Substitution effects on dye hydrolysis and intermolecular interactions were investigated with density functional theory (DFT) at B3LYP/6-311G level. The results showed that the phthalimide moieties adopted a coplanar conformation in respect of the azo-coupled phenyl rings in all six dyes. N-Alkyl substitution had little influence on the absorption maxima. Bromo and cyano substitution on the phthalimide ring resulted in hypsochromic and bathochromic shifts of the absorption maxima respectively. Hydrolysis of the phthalimide ring was found to be largely influenced by steric effects rather than inductive effects of substituents. It was also found that -stacking interactions of phthalimide/phenyl and phthalimide/phthalimide dimers were promoted by substituents. The results indicated that interactions are dominated by electrostatic and even more importantly dispersion forces. The computational results were also confirmed experimentally.