文献类型：期刊文献

中文题名：取代基对邻苯二甲酰亚胺分散染料结构性能的影响

英文题名：Influence of substituent on the structural performance of phthalimide disperse dyes

作者：展义臻[1,2];赵雪[3];王炜[1]

机构：[1]东华大学化学化工与生物工程学院;[2]杭州新生印染有限公司;[3]绍兴文理学院纺织服装学院

年份：2017

卷号：34

期号：2

起止页码：21

中文期刊名：印染助剂

外文期刊名：Textile Auxiliaries

收录：CSTPCD、、北大核心2014、北大核心

基金：绍兴文理学院科研启动经费项目(20135008)

语种：中文

中文关键词：取代基;邻苯二甲酰亚胺;分散染料;密度泛函理论

外文关键词：substituent; phthalimide; disperse dyes; density functional theory

中文摘要：选择了6种邻苯二甲酰亚胺基团取代的分散染料,运用密度泛函理论的B3LYP/6-311G(d,p)函数进行结构优化,采用B3LYP/6-311++G(d,p)函数计算HOMO与LUMO分子轨道能量与电子云密度,采用ωB97XD/6-311G(d,p)函数研究环间作用能。结果表明:邻苯二甲酰亚胺结构及整个染料母体平面性较好,二甲酰亚胺基团及其取代的烷基与整个染料分子不在同一共轭结构内。烷基和—CN取代对染料共平面性和共轭体系影响很小,—Br取代造成共轭体系平面性破坏,产生50.84°的二面角。烷基取代对染料色光影响不大,—Br取代产生明显的浅色效应,而—CN取代产生明显的深色效应。烷基、—Br和—CN取代后10C和12C的正电性增强,邻苯二甲酰亚胺环间作用能为长程作用,除—CN取代,其他取代基的引入降低了体系的能量。

外文摘要：Six kinds of phthalimide disperse dyes were selected, the structure was optimized with density functional theory B3LYP/6-311G（d,p）, HOMO and LUMO molecular orbital energy and electron density were calculated with B3LYP/6-311＋＋G（d,p）, interaction energy of rings was studied withωB97XD/6-311G（d,p）. The results showed that phthalimide structure and the whole dye had better coplanarity, and the dicarboximide group and its substituted alkyl group were not in the same conjugate system as the whole dye. Alkyl and —CN substitution had little effect on the coplanarity and conjugation of dyes, while —Br substitution destroyed the conjugated system which resulted in a dihedral angle of 50.84°. Alkyl substitution had little effect on dye shade, —Br substitution caused significant hypsochromic effect and —CN substitution caused significant bathochromic effect. The positive charges of 10 C and 12 C enhanced after substitution of alkyl groups, —Br and —CN. Interaction energy of phthalimide ring was long-range effect, substituted groups except —CN reduced the energy of the system.