微波促进萘四甲酸与邻苯二胺的合成反应.pdf

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CHEMICAL INDUSTRY AND ENGINEERING PROGRESS
2011年第30卷第8期
研究开发
微波促进萘四甲酸与邻苤二胺的合成反应
商辉,路冉冉,陈玉
(中国石油大学(北京)重质油国家重点实验室,北京102249)
摘要:还原红14是一种重要的还原染料,由橙7和还原红15两种互为正反异构体的物质组成,主要由茶四
甲酸和邻苯二胺反应生成。本文研究了在徹波场存在下茶四甲酸与邻苯二胺的合成反应,分别考察了反应温度
(130~-160℃)、反应时间(5~40min)、加热方式对产物组成的影响。结果表明:基于微波与极性物质分子的
相互作用,反应温度和时间及加热速率对产品组成影响较大,且温度越高,生成的反式产物越高。反应温度160
℃、反应时间40min时,反式产物含量达到最大值61%。延长反应时间有利于反式产物的生成。反应温度在60
100℃的预缩合反应有利于反式产物的生成
关键词:徽波加热;还原红14;綦四甲酸;邻苯二胺
中图分类号:TQ031.2;TQ610.4文献标志码:A文章编号:1000-6613(2011)08-1832-05
Microwave-assisted synthesis of naphthalenetetracarboxylic acid and
o-phenylenediamine
SHANG Hui. LU Ranran. CHEN Yu
(State Key Laboratory of Heavy Oil Processing, China University of Petroleum, Beijing 102249, China)
Abstract: The main method to produce vat red 14, a kind of vat dye, is through the reaction of
naphthalenetetracarboxylic acid and o-phenylcnediamine with the presence of catalyst. There exist two
isomers of vat red 14, the trans-structure is named orange 7 and the cis-structure is named vat red 15
The investigations of microwave heating in the synthesis of vat red 14 were carried out, and the effects
of different temperatures (130-160 C), reaction times(5-40 min ) and heating rates were
discussed. It was found that temperature, reaction time and heating rate were the key factors
determining the reaction products. Cis-product decreased with increasing temperature, and long
reaction time favored trans-product. Trans-product could reach as high as 61% at temperature of 160
'C and reaction time of 40 min. It was also found that pre-synthesis at 60-100 C favored the
formation of the trans-product
Key words: microwave heating; vat red 14; aphthalenetetracarboxylic acid; o-phenylenediamine
还原红14是一种非常重要的还原染料,由两溶液还原后呈蓝色溶液。对棉纤维有良好的亲和力,
种互为同分异构体的物质组成,分别为反式的機7染色为鲜艳的橙色,有良好的遮盖力,亦可用于有
和顺式的还原红15。还原染料有全面的染色坚牢机颜料,其结构式为图1(a)。还原红15外观为
度,耐洗、耐晒坚年度尤为突出,主要用于棉
布染色印花、涤棉混纺织物中棉的染色以及麻、收稿日期:2010-1207:修改稿日期:201104-01
黏胶、维纶等天然纤维和再生纤维的染色和印基金项目:等学校博士学科点专项科研金资助课想
(200804251020)。
花。橙7外观为橙红色粉末,不溶于水和一般
第一作者及联系人:商辉(1974-),女,副研究员,从事生物能源
有机溶剂,溶于浓硫酸时呈橙黄色,经碱性保险粉与微波化学方向的研究。E-mailhuishang(@cup.edu.cn