CN101831197A - Production process for pigment red 254 variety HL with high covering power - Google Patents
Production process for pigment red 254 variety HL with high covering power Download PDFInfo
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- CN101831197A CN101831197A CN201010173324A CN201010173324A CN101831197A CN 101831197 A CN101831197 A CN 101831197A CN 201010173324 A CN201010173324 A CN 201010173324A CN 201010173324 A CN201010173324 A CN 201010173324A CN 101831197 A CN101831197 A CN 101831197A
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Abstract
The invention relates to a production process for pigment red 254 variety HL with high covering power. P-chloro-benzonitril and diisopropyl succinate are taken as raw materials and tertiary amyl alcohol is taken as a solvent. The process comprises the steps of redox reaction, condensation reaction and hydrolysis reaction, and is characterized in that: the hydrolysis reaction comprises the steps of: adding deionized water and methyl alcohol into a stainless steel reactor of 20,000 L in the mass ratio of (4.5-8):1; controlling the temperature at 30 DEG C and starting a stirrer, wherein the rotating speed is 70 revolutions/minute; conveying condensation materials by using a pump; separating out the materials in a hydrolysis pot for about 20 to 30 minutes; adding 300 to 400 mass parts of tertiary amyl alcohol solvent into a tertiary amyl alcohol solvent cleaning condensation pot, and adding cleanout fluid into the hydrolysis pot, wherein the temperature in the hydrolysis pot is between 50 and 60 DEG C; performing time delay for 30 minutes at the temperature of between 50 and 60 DEG C, and preserving the heat at the temperature of between 50 and 75 DEG C for 4 hours; and performing filtration and rinsing. Products by the production process have the advantages of high yield, bright color and high tinting power.
Description
Technical field
The present invention relates to the production technique of kind Pigment red HL of a kind of high covering power of a kind of colorant pigment red 254, belong to chemical field.
Background technology
Pigment red HL, English name, pigment call number: C.I.Pigment Red 254. present domestic unique production technique
Main physical and chemical
Photostabilization: 7-8 level thermotolerance: 250 ℃
Acid resistance: 5 grades of alkali resistances: 5 grades
Water tolerance: 5 grades of solvent resistances: 5 grades
Oil-proofness: 5 grades of water solvents: insoluble
This product is the gold-tinted redness, lovely luster, and high covering power, the tinting strength height, weather resisteant is strong, acid and alkali-resistance, heatproof reaches 250 ℃.Be mainly used in industrial coating, car paint, plastics etc. painted.Its structural formula is:
The production technique following steps of present Pigment red HL:
(1) preparation of sodium tert-amyl alcohol
Sodium Metal 99.5 belongs to the basic metal class, and running into water can vigorous reaction, produces H
2, because localized heat release, temperature is very high, can burn so meet water.But sodium Metal 99.5 and alcoholic solvent reaction if alcoholic extract hydroxyl group is active, are reacted also fast.Hydroxyl in the tertiary amyl alcohol is not really active, so the continuous 24h of this reaction needed reflux just can react completely.Entire reaction is relatively gentleer.Reaction equation is as follows:
(2) condensation reaction
P-Cyanochlorobenzene and diisopropyl ester amber acid are done in the system of solvent at tertiary amyl alcohol, under the alkaline condition of sodium tert-amyl alcohol, carry out condensation reaction.Generate 1.4-diketone-3.6-two (4-chlorobenzene) pyrrolopyrrole sodium salt, consider diisopropyl ester amber acid contingent self condensation reaction under the sodium alkoxide condition.Therefore in process of production, after taking earlier p-Cyanochlorobenzene to be dissolved well, join in the condensation reaction, again diisopropyl ester amber acid is added dropwise in the condensation system, prevent the generation of side reaction.
(3) hydrolysis reaction
The product that condensation is good owing to also have two sodium atoms on the structure, must fall the sodium atom hydrolysis, becomes the H atom, just can make product have bright-coloured coloured light of pigment or the like, therefore, utilizes the principle of protonated transfer.It is best to adopt water to do the protonating agent effect in principle, but considers the mutual solubility of tertiary amyl alcohol and water, must add a certain amount of middle protonated solvent and make that tertiary amyl alcohol and water can be miscible.Improve the homogeneity of reaction like this.We select with deionized water and methyl alcohol best as the protonating agent effect, and reaction equation is as follows:
Summary of the invention
The production technique that the purpose of this invention is to provide a kind of variety HL with high covering power of Pigment red 254.
The technical solution used in the present invention is:
The production technique of the variety HL with high covering power of Pigment red 254, with p-Cyanochlorobenzene and diisopropyl ester amber acid is raw material, with the tertiary amyl alcohol is solvent, processing step comprises redox reaction, condensation reaction and hydrolysis reaction, described hydrolysis reaction is: in the stainless steel cauldron of a 20000L, add deionized water and methanol quality than (7.5-8.5): 1 ratio adds deionized water and methyl alcohol, temperature is controlled at 30 ℃ again, start stirrer, rotating speed is at 70 rev/mins, then with condensation material pump delivery, analysis of material is in hydrolyzer, analysis of material is with about 20-30min of time, tertiary amyl alcohol solvent with the 300-400 mass parts adds tertiary amyl alcohol solvent cleaning condensation pot again, scavenging solution is also joined in the hydrolyzer, at this moment temperature 50-60 ℃ in the hydrolyzer again, 30min delays time under this temperature, be controlled at 50-75 ℃ of insulation 4h down then, next filter and rinsing, enter post-processing step then.
Described post-processing step is: the good filter cake of getting rinsing heavy 500 mass parts of giving money as a gift, add water 7000-7500 mass parts, and add N-Methyl pyrrolidone 450-550 mass parts again, the liquid caustic soda 45-55 mass parts of 30% mass concentration, making beating stirs, and is warmed up to 100 ℃ then, constant temperature 4h under this temperature, cool to 70-80 ℃ then, Plate Filtration, water is rinsed into neutrality, filter cake advances 80 ℃ of dryings of baking oven, pulverizes the variety HL with high covering power that obtains Pigment red 254.
Redox reaction of the present invention and condensation reaction all are prior aries.
Advantage of the present invention is: product yield height, quality are good, and finished product is bright-coloured, the tinting strength height.
Embodiment
Embodiment 1
In the stainless steel cauldron of 5000L, feed N earlier
2Clean, add 304.5 kilograms of solvent tertiary amyl alcohols then, be warmed up to 100 ℃, the more pure sodium solution in the sodium alkoxide preparation pot is cooled to 115 ℃, adopt N
2Last binder mode is pressed into pure sodium solution in the condensation pot.Controlled temperature to 105 ℃ again, mixing solutions with p-Cyanochlorobenzene 896kg in the enamel kiln and tertiary amyl alcohol solvent 1200kg joins in the condensation pot then, about 10min of time spent, after adding, again the diisopropyl ester amber acid 756kg in the 1000L stainless steel test tank is slowly joined in the condensation pot with 3-3.5h.The temperature of condensation pot remains on 100 ℃, after adding, after constant temperature 3h. insulation finishes again under this temperature, vacuumizes and distills out 550.7 kilograms of mixed solvents.Keep vacuum tightness at-0.05MPa, vacuumize with the time after about 35min. exhausts, cool to about 62 ℃.Treat the analysis of material hydrolysis.
In the stainless steel cauldron of a 20000L, add deionized water 9618.7kg, add methyl alcohol 1222.5kg again, temperature is controlled at 30 ℃ again, start stirring, rotating speed is at 70 rev/mins, with condensation material pump delivery, analysis of material is in hydrolyzer, after analysis of material finishes then, tertiary amyl alcohol solvent cleaning condensation pot with 328.26kg also joins scavenging solution in the hydrolyzer again.Analysis of material is with about 25min of time, after analysis of material finishes, temperature in the hydrolyzer is about to rise to 55 ℃ naturally, the 30min that delays time under this temperature is controlled at 55 ℃ of insulation 4h down then, filters, rinsing, get the good filter cake 1000kg of rinsing (filter cake is given money as a gift and weighed 500kg), join in the 7500kg water, making beating evenly, the NMP (N-Methyl pyrrolidone) that adds 500kg again, the liquid caustic soda of 30% concentration of 50kg stirs and heats up 80 ℃, is incubated 4h under this temperature, cool to 75 ℃, Plate Filtration is rinsed into neutrality, filtration cakes torrefaction pulverize finished product.Finished product is bright-coloured, the tinting strength height.
Embodiment 2
In the stainless steel cauldron of 5000L, feed N earlier
2Clean, add 304.5 kilograms of solvent tertiary amyl alcohols then, be warmed up to 100 ℃, the more pure sodium solution in the sodium alkoxide preparation pot is cooled to 115 ℃, adopt N
2Last binder mode is pressed into pure sodium solution in the condensation pot.Controlled temperature to 105 ℃ again, mixing solutions with p-Cyanochlorobenzene 896kg in the enamel kiln and tertiary amyl alcohol solvent 1200kg joins in the condensation pot then, about 10min of time spent, after adding, again the diisopropyl ester amber acid 756kg in the 1000L stainless steel test tank is slowly joined in the condensation pot with 3-3.5h.The temperature of condensation pot remains on 90 ℃, after adding, after constant temperature 3h. insulation finishes again under this temperature, vacuumizes and distills out 774.7 kilograms of mixed solvents.Keep vacuum tightness at-0.05MPa, vacuumize with the time after about 35min. exhausts, cool to about 62 ℃.Treat the analysis of material hydrolysis.
In the stainless steel cauldron of a 20000L, add deionized water 5619.8kg, add methyl alcohol 1222.5kg again, temperature is controlled at 30 ℃ again, starts stirring, rotating speed is at 70 rev/mins, then with condensation material pump delivery, after analysis of material finished, the tertiary amyl alcohol solvent cleaning condensation pot with 328.26kg also joined scavenging solution in the hydrolyzer again.Analysis of material is with about 30min of time, and after analysis of material finished, the temperature in the hydrolyzer is about to rise to 60 ℃ naturally, and the 30min that delays time under this temperature is controlled at 65 ℃ of insulation 4h down then, filters rinsing.Filter cake 1000kg, the powder 500kg that gives money as a gift (filter cake is given money as a gift and weighed 500kg), making beating evenly adds the NMP of 500kg again, the liquid caustic soda of 30% concentration of 50kg stirs and is warmed up to 120 ℃, is incubated 4h under this temperature, cools to 70 ℃, Plate Filtration is rinsed into neutrality, and drying and crushing gets finished product.Finished product is bright-coloured, opacifying power height, blue light partially.
Embodiment 3
In the stainless steel cauldron of 5000L, feed N earlier
2Clean, add 304.5 kilograms of solvent tertiary amyl alcohols then, be warmed up to 100 ℃, the more pure sodium solution in the sodium alkoxide preparation pot is cooled to 115 ℃, adopt N
2Last binder mode is pressed into pure sodium solution in the condensation pot.Controlled temperature to 105 ℃ again, mixing solutions with p-Cyanochlorobenzene 896kg in the enamel kiln and tertiary amyl alcohol solvent 1200kg joins in the condensation pot then, about 10min of time spent, after adding, again the diisopropyl ester amber acid 756kg in the 1000L stainless steel test tank is slowly joined in the condensation pot with 3-3.5h.The temperature of condensation pot remains on 100 ℃, after adding, after constant temperature 3h. insulation finishes again under this temperature, vacuumizes and distills out 774.7 kilograms of mixed solvents.Keep vacuum tightness at-0.05MPa, vacuumize with the time after about 35min. exhausts, cool to about 62 ℃.Treat the analysis of material hydrolysis.
In the stainless steel cauldron of a 20000L, add deionized water 5619.8kg, add methyl alcohol 1222.5kg again, temperature is controlled at 30 ℃ again, starts stirring, rotating speed is at 70 rev/mins, then with condensation material pump delivery, after analysis of material finished, the tertiary amyl alcohol solvent cleaning condensation pot with 398.5kg also joined scavenging solution in the hydrolyzer again.Analysis of material is with about 25min of time, and after analysis of material finished, the temperature in the hydrolyzer is about to rise to 50 ℃ naturally, the 30min that delays time under this temperature is controlled at 70 ℃ of insulation 4h down then, filters, filter cake 1000kg (filter cake is given money as a gift and weighed 500kg) is got in rinsing again, joins in the 7500kg water, making beating evenly adds the NMP of 800kg, the liquid caustic soda of 30% concentration of 55kg again, stirring is warmed up to 100 ℃, is incubated 4h under this temperature, cools to 80 ℃, Plate Filtration is rinsed into neutrality, and drying and crushing gets finished product.Finished product coloured light is bright-coloured, and blue light is very sufficient, opacifying power very, weathering resistance is good.
Embodiment 4
In the stainless steel cauldron of a 20000L, add deionized water 7946.3kg, add methyl alcohol 1222.5kg again, temperature is controlled at 30 ℃ again, starts stirring, rotating speed is at 70 rev/mins, then with condensation material pump delivery, after analysis of material finished, the tertiary amyl alcohol solvent cleaning condensation pot with 301.5kg also joined scavenging solution in the hydrolyzer again.Analysis of material is with about 25min of time, and after analysis of material finished, the temperature in the hydrolyzer is about to rise to 55 ℃ naturally, the 30min that delays time under this temperature is controlled at 75 ℃ of insulation 4h down then, filters, filter cake 1000kg (filter cake is given money as a gift and weighed 500kg) is got in rinsing again, joins in the 7500kg water, making beating evenly adds the NMP of 800kg, the liquid caustic soda of 30% concentration of 50kg again, stirring is warmed up to 100 ℃, is incubated 4h under this temperature, cools to 75 ℃, Plate Filtration is rinsed into neutrality, and drying and crushing gets finished product.
All the other are with embodiment 3.
Embodiment 5
In the stainless steel cauldron of a 20000L, add deionized water 7946.3kg, add methyl alcohol 1222.5kg again, temperature is controlled at 30 ℃ again, starts stirring, rotating speed is at 70 rev/mins, then with condensation material pump delivery, after analysis of material finished, the tertiary amyl alcohol solvent cleaning condensation pot with 353.8kg also joined scavenging solution in the hydrolyzer again.Analysis of material is with about 25min of time, and after analysis of material finished, the temperature in the hydrolyzer is about to rise to 55 ℃ naturally, the 30min that delays time under this temperature is controlled at 75 ℃ of insulation 4h down then, filters, filter cake 1000kg (filter cake is given money as a gift and weighed 500kg) is got in rinsing again, joins in the 7000kg water, making beating evenly adds the NMP of 650kg, the liquid caustic soda of 30% concentration of 45kg again, stirring is warmed up to 100 ℃, is incubated 4h under this temperature, cools to 75 ℃, Plate Filtration is rinsed into neutrality, and drying and crushing gets finished product.
All the other are with embodiment 3.
Advantage of the present invention is: product yield height, quality are good, and finished product is bright-coloured, the tinting strength, tinting power height.
Claims (2)
1. the production technique of the variety HL with high covering power of Pigment red 254, with p-Cyanochlorobenzene and diisopropyl ester amber acid is raw material, with the tertiary amyl alcohol is solvent, processing step comprises redox reaction, condensation reaction and hydrolysis reaction, it is characterized in that described hydrolysis reaction is: in the stainless steel cauldron of a 20000L, add deionized water and methanol quality than (4.5-8): 1 ratio adds deionized water and methyl alcohol, temperature is controlled at 30 ℃ again, start stirrer, rotating speed is at 70 rev/mins, then with condensation material pump delivery, analysis of material is in hydrolyzer, analysis of material is with about 20-30min of time, tertiary amyl alcohol solvent with the 300-400 mass parts adds tertiary amyl alcohol solvent cleaning condensation pot again, scavenging solution is also joined in the hydrolyzer, at this moment temperature 50-60 ℃ in the hydrolyzer again, 30min delays time under this temperature, be controlled at 50-75 ℃ of insulation 4h down then, next filter and rinsing, enter post-processing step then.
2. the production technique of the variety HL with high covering power of Pigment red 254 according to claim 1, it is characterized in that described post-processing step is: the good filter cake of getting rinsing heavy 500 mass parts of giving money as a gift, add water 7000-7500 mass parts, add N-Methyl pyrrolidone 450-550 mass parts again, the liquid caustic soda 45-55 mass parts of 30% mass concentration, making beating, stir, be warmed up to 100 ℃ then, constant temperature 4h under this temperature cools to 70-80 ℃ then, Plate Filtration, water is rinsed into neutrality, and filter cake advances 80 ℃ of dryings of baking oven, pulverizes the variety HL with high covering power that obtains Pigment red 254.
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| CN201010173324A CN101831197A (en) | 2010-05-17 | 2010-05-17 | Production process for pigment red 254 variety HL with high covering power |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102304298A (en) * | 2011-06-22 | 2012-01-04 | 南通市争妍颜料化工有限公司 | Pigment red 254 postprocessing technology |
| CN102391664A (en) * | 2011-06-21 | 2012-03-28 | 南通市争妍颜料化工有限公司 | Preparation method of pigment orange 64 |
| CN102964865A (en) * | 2012-11-23 | 2013-03-13 | 江苏双乐化工颜料有限公司 | Preparation method of pigment red 254 |
| CN108250789A (en) * | 2018-02-08 | 2018-07-06 | 浙江浩川科技有限公司 | A kind of preparation method of paratonere 254 |
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| EP0962499A2 (en) * | 1998-06-02 | 1999-12-08 | Ciba SC Holding AG | Direct preparation of pigmentary pyrrolo-(3,4-C)pyrroles |
| WO2003022847A2 (en) * | 2001-09-11 | 2003-03-20 | Ciba Specialty Chemicals Holding Inc. | Process for the direct preparation of pyrrolo[3,4-c]pyrroles |
| CN1746227A (en) * | 2005-09-08 | 2006-03-15 | 高邮市助剂厂 | Production of paint red 254 |
| CN1749327A (en) * | 2005-09-28 | 2006-03-22 | 华东理工大学 | Process for preparing DPP pigment |
| CN101490177A (en) * | 2006-07-20 | 2009-07-22 | Dic株式会社 | High-chroma C.I. pigment red 254 and process for producing the same |
| CN101624476A (en) * | 2009-08-10 | 2010-01-13 | 南通市争妍颜料化工有限公司 | Production process of pigment red HT |
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2010
- 2010-05-17 CN CN201010173324A patent/CN101831197A/en active Pending
Patent Citations (6)
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| EP0962499A2 (en) * | 1998-06-02 | 1999-12-08 | Ciba SC Holding AG | Direct preparation of pigmentary pyrrolo-(3,4-C)pyrroles |
| WO2003022847A2 (en) * | 2001-09-11 | 2003-03-20 | Ciba Specialty Chemicals Holding Inc. | Process for the direct preparation of pyrrolo[3,4-c]pyrroles |
| CN1746227A (en) * | 2005-09-08 | 2006-03-15 | 高邮市助剂厂 | Production of paint red 254 |
| CN1749327A (en) * | 2005-09-28 | 2006-03-22 | 华东理工大学 | Process for preparing DPP pigment |
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| CN101624476A (en) * | 2009-08-10 | 2010-01-13 | 南通市争妍颜料化工有限公司 | Production process of pigment red HT |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102391664A (en) * | 2011-06-21 | 2012-03-28 | 南通市争妍颜料化工有限公司 | Preparation method of pigment orange 64 |
| CN102304298A (en) * | 2011-06-22 | 2012-01-04 | 南通市争妍颜料化工有限公司 | Pigment red 254 postprocessing technology |
| CN102964865A (en) * | 2012-11-23 | 2013-03-13 | 江苏双乐化工颜料有限公司 | Preparation method of pigment red 254 |
| CN108250789A (en) * | 2018-02-08 | 2018-07-06 | 浙江浩川科技有限公司 | A kind of preparation method of paratonere 254 |
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Application publication date: 20100915 |