Unlock instant, AI-driven research and patent intelligence for your innovation.

The purification method of 9-phenylacridine

A kind of technology of phenyl acridine and purification method, applied in directions such as organic chemistry, can solve problems such as difficult to remove

Active Publication Date: 2022-07-12
ZHENGZHOU SIGMA CHEM
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The content of commercially available 9-phenylacridine is about 98%, and the main impurity is incompletely converted diphenylamine which will remain in the product and is difficult to remove
Publication number is that the invention patent of CN101525392A discloses a kind of 9-phenylacridine photoinitiator and preparation method thereof, and this preparation method is in the 250ml four-necked flask that water trap is housed, drops into 16.9g (0.1mol) two Aniline, 14.7g (0.12mol) of benzoic acid and 51.0g (0.375mol) of zinc chloride, heated up to 120°C, started stirring, and reacted for 6 hours at 240-250°C; then cooled to 130-140°C, condensed Slowly add 90g of hot 33.0% sulfuric acid solution into the nozzle, and stir at 100°C for 30 minutes; when the temperature drops to about 40°C, black sticky matter separates from the acid water appears in the bottle, pour out the acid water, and add 100ml 25% ammonia water and 120ml toluene, stir and heat up to 60°C. After the black viscous substance is completely dissolved, separate the liquids while hot, extract the ammonia water layer with 50ml×2 toluene at 60°C, combine the toluene layers, decolorize with activated carbon, Filtration, 80ml of the toluene layer was rotary evaporated, transferred to a beaker, left to stand for crystallization, suction filtration, rinsed with a little toluene, and washed the filter cake with a large amount of petroleum ether to obtain 15.7g of yellow slightly crystalline solid powder, yield 61.5% , the method adopted in this patent does not involve the step of removing residual diphenylamine in the product

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • The purification method of 9-phenylacridine
  • The purification method of 9-phenylacridine
  • The purification method of 9-phenylacridine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The purification method of the 9-phenylacridine of the present embodiment, comprises the following steps:

[0028] 1) 500g of 9-phenylacridine crude product was added to toluene, the mass of toluene was 4000g, the temperature was raised to 80°C, stirred for 1 h, then 2500g of water was added, and then the mixture was kept at 65°C and stirred for 60min. The lower aqueous phase was obtained to obtain 4400 g of the first organic phase. The purpose is to wash away inorganic salts or other water-soluble impurities remaining in the previous alkaline hydrolysis process.

[0029] 2) In the collected first organic phase, add 22000g of acetic acid aqueous solution, wherein the content of acetic acid is 1100g, heat and stir at 60 DEG C for 50min, stand for liquid separation, separate the lower water phase, and obtain the second organic phase 4250g. The purpose is to remove diphenylamine.

[0030] 3) Add 21250 g of water to the collected second organic phase, keep stirring at 60°...

Embodiment 2

[0037] The purification method of the 9-phenylacridine of the present embodiment, comprises the following steps:

[0038] 1) 500g of crude 9-phenylacridine was added to toluene, the mass of toluene was 4000g, the temperature was raised to 85°C, stirred for 2h, then 2500g of water was added, and then the mixture was kept at 55°C for 80 minutes and then left to stand for liquid separation and separated. In the lower aqueous phase, 4470 g of the first organic phase was collected. The purpose is to wash away inorganic salts or other water-soluble impurities remaining in the previous alkaline hydrolysis process.

[0039] 2) To the collected first organic phase, add 35760 g of citric acid aqueous solution, which contains 1073 g of citric acid, stir at 70° C. for 30 min, stand for liquid separation, separate the lower aqueous phase, and collect 4400 g of the second organic phase. The purpose is to remove diphenylamine.

[0040] 3) Add 44000 g of water to the collected second organi...

Embodiment 3

[0043] The purification method of the 9-phenylacridine of the present embodiment, comprises the following steps:

[0044] 1) 500g of crude 9-phenylacridine was added to toluene, the mass of toluene was 3500g, the temperature was raised to 90°C, stirred for 3h, then 5000g of water was added, and then the mixture was kept at 75°C and stirred for 30min to separate liquids. In the lower aqueous phase, 3950 g of the first organic phase was collected. The purpose is to wash away inorganic salts or other water-soluble impurities remaining in the previous alkaline hydrolysis process.

[0045] 2) In the collected first organic phase, add 43450g of glycolic acid aqueous solution, wherein the quality of glycolic acid is 2607g, heat and stir at 65 DEG C for 60min, stand for liquid separation, separate the lower water phase, and collect the second organic phase 3920g. The purpose is to remove diphenylamine.

[0046] 3) Add 20,856 g of water to the collected second organic phase, keep sti...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a method for purifying 9-phenylacridine. The method for purifying 9-phenylacridine comprises the following steps: taking a crude 9-phenylacridine, removing water-soluble impurities with toluene and water, and obtaining the first an organic phase; add an organic acid aqueous solution to the first organic phase, separate the second organic phase after layering; add water to the second organic phase, separate the third organic phase after layering; remove the third organic phase The toluene obtained is 9-phenylacridine. The method for purifying the 9-phenylacridine, the content of diphenylamine in the obtained 9-phenylacridine is reduced to below 0.05%, the purity of the 9-phenylacridine product is greater than 99%, and the 9-phenylacridine product The purity can meet the requirements of use.

Description

technical field [0001] The invention belongs to the technical field of acridine compound synthesis and purification, and in particular relates to a purification method of 9-phenyl acridine. Background technique [0002] 9-Phenylacridine compounds can be widely used as photoinitiators in photocurable materials composed of unsaturated resins and their monomers, such as photocurable coatings, inks and photoresists. Under ultraviolet light or laser irradiation, these The photoinitiator generates active free radicals, thereby initiating the polymerization and curing reaction of the unsaturated photocurable material. [0003] 9-Phenyl acridine is used as an important raw material for integrated circuit products, such as photoresist, in the production of optoelectronic materials such as photoresist, which requires high product purity. Therefore, the purification of 9-phenyl acridine is particularly important. Product performance is greatly affected. The existing method for large-...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D219/02
CPCC07D219/02
Inventor 韩学哲汪游清高永棋申丽坤
Owner ZHENGZHOU SIGMA CHEM