Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for preparing C.I. pigment yellow 139

A kind of pigment yellow, pigmentation technology, applied in the field of preparation of isoindoline pigments

Inactive Publication Date: 2012-07-18
LILY GRP CO LTD +1
View PDF7 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although the above-mentioned method successfully obtains isoindoline pigments (including C.I. pigment yellow 139), there is room for improvement no matter in pigment yield or in pigment performance

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
  • Method for preparing C.I. pigment yellow 139
  • Method for preparing C.I. pigment yellow 139
  • Method for preparing C.I. pigment yellow 139

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0014] The method for preparing C.I. Pigment Yellow 139 provided by the present invention specifically comprises the following steps:

[0015] (1) Phthalonitrile (its structure is shown in formula II), catalyst and organic solvent are placed in the reactor, stirred, then ammonia water or ammonia gas is added, and the temperature is raised to 30 ° C ~ 60 ° C (preferably 40 ° C ~55°C), and kept in this state for 2 hours to 7 hours (preferably 3 hours to 4 hours), to obtain 1,3-diiminoisoindoline (its structure is shown in formula III);

[0016] (2) First react 1,3-diiminoisoindoline (its structure is shown in formula III) with a mixed solution (pH value of 2.5 to 5.0) composed of barbituric acid, acid and water for 1 hour ~ 2 hours, then heat up to the reflux state, and keep it in the reflux state for 2 hours to 5 hours, cool and filter to obtain a filter cake (crude pigment), and recover the mother liquor for recycling;

[0017] (3) Beat the filter cake obtained in step (2) in...

Embodiment 1

[0031] (1) Put 19.2g of phthalonitrile, 0.8g of triethylamine, and 150ml of methanol into a four-necked flask successively, start stirring, and slowly feed ammonia (measured by subtraction method, the total amount of feed is 3g), and at the same time Raise the temperature of the system. React at 40-50°C for 4 hours.

[0032] (2) In another flask, add 39.5g barbituric acid, 400ml water, start to stir, fully disperse, then add the mixture of 5.6g formic acid and sulfuric acid, then at room temperature by the resultant of step (1) gained in 1 The dropwise addition was completed within ~1.5 hours, and the temperature was raised to reflux for 2 hours. Then cool down and filter, the mother liquor is recycled, and the filter cake is set aside.

[0033] (3) Slurry the filter cake obtained in step (2) with water, add 0.4 g of di-sec-octyl sodium butenedioate, react under high pressure at 130 ° C for 3 hours, then filter, wash, and dry to obtain 52.54 g of pigment (abbreviated as pig...

Embodiment 2

[0035] (1) Put 19.2g of phthalonitrile, 1.2g of potassium carbonate, and 150ml of isopropanol into a four-necked flask in turn, and slowly add 12.6g of ammonia (25%) dropwise under stirring. After the dropwise addition, start Raise the temperature of the system. React at 40-50°C for 3-4 hours.

[0036] (2) in another flask, add 39.5g barbituric acid, 400ml water, start to stir, fully disperse, then add the mixture of 6.7g citric acid and hydrochloric acid, then at room temperature will be by the resultant of step (1) in 1 The dropwise addition was completed within ~1.5 hours, and the temperature was raised to reflux for 2 hours. Then cool down and filter, the mother liquor is recycled, and the filter cake is set aside.

[0037] (3) Beat the filter cake obtained by step (2) with water, add 0.54g of benzoic acid, react under high pressure at 105°C for 2 hours, then filter, wash, and dry to obtain 52.40g of pigment (abbreviated as pigment-2), The yield was 95.3%.

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 preparing C.I. pigment yellow 139. The method comprises the following steps of: (1) preparing 1,3-diiminoisoindoline from phthalonitrile; (2) reacting the 1,3-diiminoisoindoline with barbituric acid to prepare a crude C.I. pigment yellow 139 product; and (3) performing pigmentation on the crude C.I. pigment yellow 139 product. The method is characterized in that ammonia water is added or ammonia gas is introduced in the reaction in the step (1). The yield of the C.I. pigment yellow 139 is improved, and the obtained pigment has high performance (such as high coloring power, bright color, high dispersibility, extremely high light fastness and weathering fastness and the like).

Description

technical field [0001] The invention relates to a preparation method of isoindoline pigments, in particular to a preparation method of C.I. Pigment Yellow 139. Background technique [0002] C.I. Pigment Yellow 139, as one of the isoindoline pigments, contains carbonyl, imino, cyano and amide groups in its molecules, which form intramolecular and intermolecular hydrogen bonds, resulting in a more planar molecular structure. Therefore, C.I. Pigment Yellow 139 is an organic pigment with excellent heat resistance and solvent resistance, and its structure is shown in formula I: [0003] [0004] EP424,759 (or US.Pat.No.5,091,532) provides a kind of method for preparing isoindoline pigment, and its main steps are: under the condition of alkali existence, earlier react in alcohol by phthalonitrile, then The obtained intermediate is then reacted with barbituric acid compounds to obtain the target product. [0005] Although the above method successfully obtains isoindoline pigme...

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
IPC IPC(8): C09B57/04
Inventor 王桂峰王峰陈立荣王利民田禾
Owner LILY GRP CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com