甲酰化酞菁铜的制备及应用研究 文献综述

甲酰化酞菁铜的制备及应用研究+文献

综述

摘要：本研究是为企业现有产品酞菁铜（A）及偶氮化合物N-苯基-2-羟基-4-对甲酰基苯偶氮基萘甲酰胺（B）开发应用的研究项目。A和B分别是企业生产的两种商业化产品，A是蓝色颜料，B是大红色颜料，他们不仅耐有机溶剂、耐酸碱、耐化学腐蚀等性能优异，而且耐光、耐候、耐温性也很好，已广泛被涂料、塑料、油墨等行业采用；吲哚碳菁具有摩尔消光系数大、荧光性能好、对光和热稳定性高等特点，将取代吲哚引入A和B的分子结构中，可以得到有应用前景的新型颜料。以A为原料经过维尔斯迈尔反应，制备甲酰化酞菁铜（C）；以2,3,3-三甲基取代吲哚啉为原料，与碘乙烷成盐，得到吲哚啉盐（D），再将D分别与B 和C进行缩合反应得到1-乙基-3,3-二甲基-2-（β-N-苯基-2-羟基-4-对偶氮基萘甲酰胺苯乙烯基）-3H-吲哚碘化物（E）和1-乙基-3,3-二甲基-2-（β-酞菁铜乙烯基）-3H-吲哚碘化物（F）。重点

考察了化合物C的制备及B、C与活泼亚甲基化合物吲哚啉D作用的可行性。实验结果表明：通过维尔斯迈尔反应实现了酞菁的甲酰得到了化合物C，通过芳醛和活泼亚甲基化合物缩合反应得到了化合物E，化合物F的制备在现有条件下难以实现。6689

关键词：酞菁铜；取代酞菁；维尔斯迈尔反应；偶氮颜料；吲哚啉

The preparation and application of substituted Phthalocyanine

Abstract: This study is for the company’s existing copper phthalocyanine (A) and n-hydroxy-methyl phenyl azo naphthalene-carboxamide (B) development of applied research projects. A and B are produced by two commercial products, A is a blue pigment,B is a red pigment.They are not only organic solvent resistance, acid and alkali, excellent corrosion resistance and light resistance, weather resistance, temperature resistance is also

very good, already widely used in paints, plastics, inks and other industries; Indole carbon-Ching has large molar extinction coefficient, good, light and fluorescence properties and high thermal stability, will replace the indole into the molecular structure of A and B, can get the application prospect of new paint. After Vilsmeier reaction to a raw materials, preparation of acid copper phthalocyanine(C); With trimethyl-substituted indoline as raw material, and iodide salts get indoline salts (D), D condensation reactions with the B and C are respectively 1-ethyl- -3,3-dimethyl-2-(β-n-phenyl-2-hydroxy-4-of for mamide styryl-azo naphthalene)-3H-indole iodide(E) and 1-ethyl-3,3-dimethyl -2-(β-phthalocyanine copper vinyl) -3H-indole iodide (F). Focused its investigation on compound preparation of C and B, C with active methylene compounds indoline D feasibility. Experimental results show that: Phthalocyanine through Vilsmeier reaction of Carbonyl get compound C, Through a condensation reaction of aromatic aldehyde with active methylene compounds are chemical compounds E, Compound F preparation is difficult to achieve under the existing conditions.

1.2.6酞菁铜衍生物的合成7

1.3偶氮颜料概述10

1.4吲哚概述11

1.4.1吲哚的结构及性质11

1.4.2吲哚的应用11

1.4.3N-取代吲哚衍生物的合成路线12 1.5维尔斯迈尔反应12

1.6本课题研究意义及内容13

1.6.1研究内容13

1.6.2研究目的及意义15

2实验部分15

2.1仪器和试剂15

2.1.1实验仪器15

2.1.2实验试剂16

2.2实验17

2.2.1甲酰酞菁铜的制备17

2.2.21-乙基-2，3，3-三甲基-3H-碘代吲哚的制备18

2.2.31-乙基-3，3-二甲基-2-（Β-N-苯基-2-羟基-4-对偶氮基萘甲酰胺苯乙烯基）-3H-吲哚碘化物的制备18

2.2.41-乙基-3，3-二甲基-2-（Β-酞菁铜乙烯基）-3H-吲哚碘化物的制备19