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

Process for preparing DPP pigment

A technology for pigments and compounds, applied in the field of preparation of DPP pigments, can solve the problems of limited application of pigments, difficult to remove by-products, etc., and achieve the effects of improving application performance, improving yield and improving safety.

Inactive Publication Date: 2006-03-22
EAST CHINA UNIV OF SCI & TECH
View PDF2 Cites 10 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Under the existing process conditions (only post-treatment with methanol), the by-products remaining in the pigment are difficult to remove
Obviously, if the by-products that are toxic (or carcinogenic) to humans and animals remain in the main product (pigment), the application of the pigment will be greatly limited
[0005] On the other hand, the pigments formed by merely treating the reaction product with methanol are not really pigments, they are semi-finished products at best

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
  • Process for preparing DPP pigment
  • Process for preparing DPP pigment
  • Process for preparing DPP pigment

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] 1. Synthesis of crude pigment

[0036]Mix 4.66g (0.2mol) sodium with 95.2ml tert-amyl alcohol, heat to melt the sodium, then start stirring to completely dissolve the sodium in tert-amyl alcohol to generate sodium tert-amyl alcohol, add 13.8g (0.13mol) benzonitrile and 14.2g (0.07mol) diisopropyl succinate, heated to reflux in a nitrogen atmosphere, kept warm for 6 hours, cooled to 90°C, poured into 200g water / methanol (water / methanol=1 / 1 weight ratio ), then heated up to 50°C, kept for 2 hours, cooled to room temperature, filtered, washed with water until neutral, and dried to obtain 14.5g (0.10mol) of a red solid with a yield of 74.9%. This is a crude pigment.

[0037] 1. Solvent treatment

[0038] Put 26.7g of pigment crude product into 530ml N-methylpyrrolidone and heat to reflux, keep for 6 hours, cool to 50°C after reflux and filter, press dry and wash with water until solvent-free, obtain 51.3g wet product (water content 50.3% ), the yield is 95.5%. After dryin...

Embodiment 2

[0042] 1. Synthesis of crude pigment

[0043] Mix 4.66g (0.2mol) sodium with 95.2ml tert-amyl alcohol, heat to melt the sodium, then completely dissolve the sodium in tert-amyl alcohol under stirring to generate sodium tert-amyl alcohol, add 18.3g (0.13mol ) p-chlorobenzonitrile and 18.5g (0.07mol) diisoamyl succinate, heated up to reflux in a nitrogen atmosphere, kept the temperature for 6 hours, cooled to 90°C, poured 200g of water / methanol (water / Methanol=1 / 1 weight ratio), then be warming up to 50 ℃, keep 2 hours, cool to room temperature, filter, wash with water to neutrality, obtain 25.5g (0.10mol) red solid after filter cake drying, yield 78% , which is crude pigment.

[0044] 2. Solvent treatment

[0045] Put 30g of pigment crude product into 500ml quinoline and heat to reflux, keep for 5 hours, cool to 50°C after reflux and filter, press dry and wash with water until solvent-free, obtain 58.3g wet product (water content 51.3%), collect The yield is 94.6%. This is ...

Embodiment 3

[0049] 1. Synthesis of crude pigment

[0050] Mix 4.66g (0.2mol) of sodium with 95.2ml of tert-amyl alcohol, heat to melt the sodium, and then completely dissolve the sodium in tert-amyl alcohol under stirring to generate sodium tert-amyl alcohol, add 23.8g (0.13mol) 4-cyanobiphenyl and 21.0g (0.07mol) dicyclohexyl succinate, heated up to reflux in a nitrogen atmosphere, kept the temperature for 6 hours, cooled to 90°C, poured 200g of water / methanol (water / Methanol=1 / 1 weight ratio), then be warming up to 50 ℃, keep 2 hours, cool to room temperature, filter, wash with water to neutrality, obtain 22.5g (0.10mol) red solid after filter cake drying, yield 80% , which is crude pigment.

[0051] 2. Solvent treatment

[0052] Put 30g of the pigment crude product into 500ml N, and heat it to reflux in N-diethylformamide, keep it for 5 hours, cool to 50°C after the reflux and filter, press the filter cake to dry and wash it with water until there is no solvent to obtain 58.3g wet p...

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
Login to View More

Abstract

The preparation process of DPP pigment includes the main steps of: heating and refluxing the mixing comprising tert-amyl alcohol sodium, compound III and compound IV for 4-10hr, quenching metal sodium with water solution of methanol, cooling to room temperature, filtering and drying to obtain coarse pigment product; refluxing the obtained coarse pigment product in organic solvent for 3-18 hr, filtering and washing to obtain refined pigment; and finally mixing the refined pigment, compound V and surfactant, refluxing the mixture in organic solvent for 1-12 hr, filtering, water washing, drying and crushing to obtain destination product. Compared with available technology, the present invention has the advantages of high coarse pigment yield, and high safety and use performance of the pigment product.

Description

technical field [0001] The invention relates to a method for preparing diketopyrrolopyrrole [Diketopyrrolo-(3,4-c)pyrrole, DPP for short] pigments. Background technique [0002] DPP pigments [its structure is shown in formula (1)] is a class of high-performance organic pigments developed by Ciba Company in 1983 (US Patent 4415865, IqbalA, CassarL, RochatAC, PfennigerJ, WallquistO.J.CoatingTechn.1988, 60:1). Because DPP pigments have the characteristics of high tinting strength, bright color, light fastness, weather fastness and heat resistance stability (the melting point of most DPP pigments is greater than 350 ° C), its application performance can be compared with perylene red pigments, Comparable to high-performance organic pigments such as quinacridones, they are widely used in the coloring of inks, paints, coatings, plastics and synthetic fibers. [0003] [0004] FarnumDG (Tetrahedron Lett. 1974, 2549-2552), GlossF (AngewChem, 1987, 99, 564) and European patent EP...

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 Applications(China)
IPC IPC(8): C09B57/00
Inventor 沈永嘉王晓飞张妤王洪太宋卫涛王金友
Owner EAST CHINA UNIV OF SCI & TECH
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