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Method for chloridizing indanthrone blue, violanthrone or isoviolanthrone

A technology for chlorinated blue anthrone and violin anthrone, which is applied in the fields of chemical instruments and methods, anthracene dyes, and bulk chemical production, and can solve the problems of high reaction temperature, high comprehensive cost, and severe problems

Active Publication Date: 2021-05-11
贺潇寒
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] Solvent has been improved in the patent (CN1071777C) of German BASF company, and the bigger solvent such as chlorosulfonic acid, nitrobenzene, chlorobenzene is replaced by aliphatic carboxylic acid or halogenated carboxylic acid, as acetic acid, and with chlorine gas Produce chlorinated violanthrone or chlorinated isovinanthrone for chlorinating agent, but this scheme still uses organic solvent in essence, and the acetic acid etc. in the preferred scheme corrode the equipment more seriously, also need to add extra during the reaction process Catalyst, and the reaction temperature is high, so although the use of nitrobenzene is avoided, the overall cost is relatively high. Compared with liquid chlorinating agents, chlorine gas is used as a chlorinating agent, which is more dangerous in operation and production. sex

Method used

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  • Method for chloridizing indanthrone blue, violanthrone or isoviolanthrone
  • Method for chloridizing indanthrone blue, violanthrone or isoviolanthrone
  • Method for chloridizing indanthrone blue, violanthrone or isoviolanthrone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Step 0: preparation stage; put 0.233mol of triethylamine hydrochloride into the reaction kettle, then put in 0.500mol of aluminum chloride, then heat up to 60°C and keep stirring for 40 minutes to synthesize triethylamine hydrochloride-aluminum chloride ionic liquid;

[0041] Step 1: Dissolving; put 10 g of blue anthrone into the triethylamine hydrochloride-aluminum chloride ionic liquid to dissolve, and at the same time raise the temperature to 80 ° C, dissolve the blue anthrone at this temperature, keep stirring for 4 hours, and obtain the initial reaction liquid;

[0042] Step 2: Chlorination; add sulfuryl chloride dropwise to the initial reaction solution at a rate of 9×10 -5 mol / [(L ionic liquid)·s], the temperature was controlled at 45°C during the dropwise addition, and at the end of the dropwise addition, a total of 6.5mL of sulfuryl chloride was added to the reaction system; then the temperature was slowly raised to 65°C in half an hour, which is The chlorinat...

Embodiment 2

[0058] Step 0: preparation stage; put 0.195 mol of triethylamine hydrochloride into the reaction kettle, then put in 0.446 mol of aluminum chloride, then raise the temperature to 60°C and keep stirring for 40 minutes to synthesize triethylamine hydrochloride-aluminum chloride ionic liquid;

[0059] Step 1: Dissolving; put 10 g of violinanthrone into the triethylamine hydrochloride-aluminum chloride ionic liquid to dissolve, and at the same time raise the temperature to 80°C, dissolve violinthrone at this temperature, keep stirring for 4 hours, and obtain the initial reaction liquid;

[0060] Step 2: Chlorination; add sulfuryl chloride dropwise to the initial reaction solution at a rate of 7×10 -5 mol / [(L ionic liquid)·s], the temperature is controlled at 60°C during the dropwise addition, and at the end of the dropwise addition, a total of 7.5mL of sulfuryl chloride is added to the reaction system; then the temperature is slowly raised to 65°C in half an hour, which is Descri...

Embodiment 3

[0065] The sulfuryl chloride used in this embodiment is 8mL, the amount of reaction solvent is 6 / 7 of that of embodiment 2, and other conditions are the same as embodiment 2.

[0066] The target product weighed and was 14.24g.

[0067] Use Datacolor to measure color, among them, use vat blue 18 commercial powder of Indian Atul Company as standard control substance, the results are shown in the appendix image 3 , the product of this embodiment is reddish, with a slight watermark.

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Abstract

The invention discloses a method for chloridizing indanthrone blue, violanthrone or isoviolanthrone, which comprises the following steps of: by taking a Lewis acid ionic liquid of which the anion is a transition metal halide as a reaction solvent and any one of sulfonyl chloride, thionyl chloride or triphosgene as a chlorinating agent, reacting for 2-40 hours at a chloridizing temperature not lower than room temperature and not higher than 120 DEG C, and performing post-treatment to obtain a target product. According to the technical scheme, the generation route of harmful substances such as dioxin and derivatives thereof is cut off from the source, no dioxin substances are generated in the product, the atom utilization rate of the reaction is high, the energy consumption is low, and the blank in the technical field of chemical engineering at home and abroad is filled. The quality of the product prepared by the technical scheme of the invention reaches the international advanced level and even is better on the premise of not using solvents with higher toxicity, such as nitrobenzene and chlorobenzene, and the obtained chlorides of violanthrone, indanthrone blue and isoviolanthrone are brighter and more colorful.

Description

technical field [0001] The invention relates to a method for chlorinating blue anthrone, violinanthrone or isovinanthrone, and belongs to the technical field of organic vat dyes. Background technique [0002] In recent years, the problem of environmental pollution caused by various by-products in the chemical process has become more and more serious. Among them, dioxins (Dioxins) and their derivatives, quinoline and other highly toxic and refractory industrial by-products have caused serious harm to the environment and human body, and have aroused widespread concern in the society. Take the halogenation process of blue anthrone, violinanthrone and isoviolanthrone (hereinafter referred to as the reaction substrate) as an example. In the halogenation reaction of these substances, it is often necessary to use extremely dangerous and toxic solvents such as Chlorosulfonic acid, nitrobenzene, chlorobenzene, etc. will dissolve the reaction substrate. First, it will cause great har...

Claims

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Application Information

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IPC IPC(8): C09B5/58C09B3/32
CPCC09B5/58C09B3/32C09B3/54C09B6/00C09B1/00C07C2603/54C07C2603/24C07C45/63C07D311/36C09B67/0017
Inventor 贺潇寒
Owner 贺潇寒
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