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Anthraquinone vat dye 16,17- dibromviolanthrone and 16,17-di(1'-imdoanthraquinonyl) violanthrone and its preparation method

An imino-anthraquinone-based, violinanthrone-based technology, applied in the field of dyes, can solve the problems of unpublished dye structures, etc.

Active Publication Date: 2006-11-22
江苏嘉利精细化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] U.S. Patent No. 4,851,157 introduces that adding iodine to nitrobenzene causes the bromination reaction of violinanthrone and bromine to occur. After the bromine content reaches 30-35%, add 1-aminoanthraquinone, cuprous chloride, and sodium carbonate to react. A vat dye that dyes cotton gray or black, and the patent does not disclose the specific dye structure

Method used

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  • Anthraquinone vat dye 16,17- dibromviolanthrone and 16,17-di(1'-imdoanthraquinonyl) violanthrone and its preparation method
  • Anthraquinone vat dye 16,17- dibromviolanthrone and 16,17-di(1'-imdoanthraquinonyl) violanthrone and its preparation method
  • Anthraquinone vat dye 16,17- dibromviolanthrone and 16,17-di(1'-imdoanthraquinonyl) violanthrone and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0037] In a 500ml three-necked flask (installed with a thermometer and a reflux condenser, the condenser is filled with frozen brine, with an exhaust pipe and an exhaust gas absorption device attached to remove the generated HCl and SO 2 375g (about 250ml) of 99.5% chlorosulfonic acid, 1.0g of sulfur, and 50g of violinanthrone were added to the acid gas). Start stirring, heat up to 50-70°C, and stir at 50-70°C for 5 hours. The above materials were diluted in a 2000ml beaker with 1000ml of 30% sulfuric acid inside, filtered, washed with water until neutral, and dried to obtain 66.7 g of 16,17-dibromoviolanthrone, with a yield of 99% based on violanthrone. The bromine content of the product was detected to be 26.1% (25.72% in theory). The product is dyed cotton in red light navy blue.

example 2

[0039] Add 16,17-dibromoviolanthrone 15g, 97% 1-aminoanthraquinone 13g, 98% copper chloride 1.5 g in a 2000ml steel solid-phase condenser (attached to a thermometer, vent hole). g, 7.5g of 95% anhydrous sodium carbonate, start the solid-phase condenser, raise the temperature to 100-135°C, keep it for 2 hours, raise the temperature to 230-240°C within 3 hours, keep it for 4 hours, and cool it down to room temperature for 5 hours. Put the above materials into a 1000ml beaker which has been added with 300ml of water and 35g of 30% hydrochloric acid in advance, heat up to 90-95°C, keep for 1 hour, filter, and wash with water until neutral.

[0040]In a 1000ml beaker, add 250ml of water, 25g30% hydrochloric acid, 2g complex complexing agent (EDTA:DEA=1:1) and the above-mentioned material (filter cake), stir at normal temperature for 1 hour, heat up to 80~95°C, keep for 3 hours, Filter, wash with water until neutral, and dry to obtain 21.5g of 16,17-bis(1'-iminoanthraquinone)violant...

example 3

[0042] Add 375 g (about 250 ml) of 99.5% chlorosulfonic acid, 1.0 g iodine, and 50 g violanthrone into a 500 ml three-necked flask. The bromination reaction and treatment were carried out as in Example 1 to obtain 65.3 g of compound 16,17-dibromoviolanthrone similar to Example 1, and the yield was 97% based on violanthrone. The bromine content of the product was detected to be 24.6%. The product is dyed cotton red blue light navy blue.

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Abstract

The invention discloses two dyes and making method, which is characterized by the following: the structure formula of reduced dye 16, 17-dianthrone dibromide is (I); the structure formula of reduced dye 16, 17-two (1'-imidogen anthraquinonyl) dianthrone is (II); the 16, 17-dianthrone dibromide (I) is made of brodianthrone, which condenses with 1-aminoanthraquinone to produce 16, 17-two (1'-imidogen anthraquinonyl) dianthrone is (II).

Description

technical field [0001] The invention belongs to dyes, in particular to anthraquinone-type vat dyes and a preparation method thereof. Background technique [0002] U.S. Patent No. 4,547,575 introduces that violinanthrone is substituted with bromine in the presence of iodine in a sulfuric acid medium to obtain 16,17-dibromoviolanthrone (I); I and 1-aminoanthraquinone are dissolved in nitro In benzene, in the presence of cuprous chloride, a vat dye that dyes cotton as blue light gray is produced. The specific structure of the dye is not disclosed in the patent. [0003] U.S. Patent No. 4,851,157 introduces that adding iodine to nitrobenzene causes the bromination reaction of violinanthrone and bromine to occur. After the bromine content reaches 30-35%, add 1-aminoanthraquinone, cuprous chloride, and sodium carbonate to react. A vat dye that dyes cotton as gray or black, and the patent does not disclose the specific dye structure. [0004] Japan's "J...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B3/30
Inventor 尚庆合项德芝苏顺利李剑邵颖
Owner 江苏嘉利精细化工有限公司
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