CN107501990A - A kind of preparation method of high transparency, easily scattered quinacridone pigment - Google Patents
A kind of preparation method of high transparency, easily scattered quinacridone pigment Download PDFInfo
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- CN107501990A CN107501990A CN201710723787.8A CN201710723787A CN107501990A CN 107501990 A CN107501990 A CN 107501990A CN 201710723787 A CN201710723787 A CN 201710723787A CN 107501990 A CN107501990 A CN 107501990A
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- quinacridone pigment
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- high transparency
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B48/00—Quinacridones
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/006—Preparation of organic pigments
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/006—Preparation of organic pigments
- C09B67/0063—Preparation of organic pigments of organic pigments with only macromolecular substances
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/006—Preparation of organic pigments
- C09B67/0065—Preparation of organic pigments of organic pigments with only non-macromolecular compounds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
Abstract
The invention discloses the preparation method of a kind of high transparency, easy scattered quinacridone pigment, method is：600 grams of 1600 grams of sodium chloride, anhydrous calcium chloride, natrium carbonicum calcinatum or anhydrous sodium sulfate are added into quinacridone pigment crude product, and adds 100 grams 500 grams of ethylene glycol, glycerine or polyethylene glycol 200 2000, is mediated 15 hours under 30 degree 60 degree；16 grams of dispersant is added into kneaded material, mediated 39 hours at 70 140 degree, by plus state mediate material add the aqueous solution containing surfactant 1 8% in, it is warming up to 60 90 degree and carries out processing 25 hours, then filtered, washing, obtain filter cake, rotary flash distillation is dried, and crushing is finished product, has the high grade of transparency and easily disperse with the pigment obtained by the method.
Description
Technical field
The present invention relates to the preparation field for belonging to quinacridone pigment, especially a kind of high transparency, easily scattered quinacridone
The preparation method of pigment.
Background technology
Orange, red, violet quinacridone pigment is a kind of high performance pigment, has high solvent resistance, resistance to
The high performance such as migration, excellent heat resistance, fastness to weathering.It is widely used in the industrial coating of top grade, as automobile is original
Finish paint and mending paint and high-grade plastics, such as polyvinyl, polyethylene, the coloring of polypropylene and cellulosic plastics should
With.
The quinacridone pigment of various form and aspect be by DMSS respectively with aniline, para-totuidine, parachloroanilinum, to ethoxybenzene
The amine substances such as amine carry out condensation reaction, carry out oxidation reaction with m-nitrobenzene sodium sulfonate, then oxide acid out is dried, Yu Duo
Dehydration closed-loop is carried out in polyphosphoric acid and obtains crude product.The crude product carries out pigmentation and handles to obtain low transparent quinacridones face in organic solvent
Material.
The content of the invention
In order to solve the above problems, the present invention provides a kind of high transparency, the preparation method of easily scattered quinacridone pigment, should
Method is simple, economical, and prepared quinacridone pigment has high transparency and easily disperse.
The present invention uses following technical scheme：A kind of preparation method of high transparency, easily scattered quinacridone pigment, including with
Lower step：
（1）The derivative of DMSS and aniline carries out condensation reaction, and the condensation product of gained with m-nitrobenzene sodium sulfonate aoxidize instead
Should, then oxide acid out is dried, dehydration closed-loop is carried out in polyphosphoric acids and obtains quinacridone pigment crude product；
（2）By 200 grams of quinacridone pigment crude products and 600 grams of -1600 grams of sodium chloride or anhydrous calcium chloride or natrium carbonicum calcinatum or
Anhydrous sodium sulfate is added in 5L Z- type kneaders, is started and is stirred 20-40 minutes, added after well mixed 100 grams-
500 grams of ethylene glycol or -2000 grams of glycerine or polyethylene glycol 200,30 degree of -60 degree is warming up to, mediates insulation 1-5 hours；
（3）1-6 grams of dispersant is added into step 2 kneaded material, 3-9 hours are mediated in the case where temperature is 70-90 degree,
Dispersant has the structure as shown in formula I：
（Ⅰ）,
In formula I, X=lauryl amine, taurine, an anilinesulfonic acid, dodecyl monoethanolamine, n-butylamine or octodrine；
（4）By plus in the aqueous solution for stating kneading material addition 1-8% containing surfactant, 60-90 degree, stirring insulation are warming up to
2-5 hours, then it is filtered, neutrality is washed to, obtains filter cake, rotary flash distillation drying, crushing is finished product.
Further, the derivative of aniline is para-totuidine or parachloroanilinum or p-ethoxyaniline.
Further, surfactant is anion, cation or non-ionic surfactant.
Further, anion surfactant is condensation product, alkyl benzene sulphonate, the poly alkyl alcohol of aliphatic acid and taurine
The sulfuric ester or alkylsurfuric acid succinate monoester of oxygen vinethene, wherein, described aliphatic acid is palmitic acid, stearic acid or oleic acid.
Further, cationic surfactant is quaternary amine, fatty alcoxyl hydrochlorate, fatty amine or fatty alcohol derivative
Polyamine.
Further, nonionic surfactant is amine oxide, fatty alcohol, APEO, glycine betaine, alkyl phenol polyoxy
Vinethene or poly- N vinylpyrrolidones.
The present invention is advantageous in that：Process of the present invention is simple, easily operated, stable process conditions, and quinacridone is thick
Product add in Z- type kneaders and mediate and form in the auxiliary agents such as grinding aid, dispersant, and device therefor is that kneader, medium are grinding aids
Agent（Sodium chloride, anhydrous calcium chloride, natrium carbonicum calcinatum or anhydrous sodium sulfate）, the auxiliary agent such as dispersant, gained quinacridone pigment tool
There are high transparency and easily disperse.
Embodiment
In order to deepen the understanding of the present invention, the present invention is most described in further detail with reference to embodiment.
Embodiment 1
By 200 grams of quinacridone crude products（By DMSS and aniline or m-nitrobenzene sodium sulfonate or polyphosphoric acids through being condensed, aoxidizing, closing
Obtained by ring）It is added to 800 grams of sodium chloride in 5L Z- type kneaders, starts and be stirred 30 minutes, is added again after being well mixed
Enter 200 grams of ethylene glycol, be warming up to 45 degree, stirring insulation 2 hours, be continuously heating to 70 degree, add 4 grams of dispersants, 3 hours are incubated, kneading terminates, and kneaded material is added to 2% lauryl amine APEO
Water in, be warming up to 60 degree, stirring insulation 3 hours, filtering, be washed to neutrality, expansion drying, obtain 195 grams of quinacridone face
Material.
Embodiment 2
By 200 grams of quinacridone crude products（By DMSS and aniline or m-nitrobenzene sodium sulfonate or polyphosphoric acids through being condensed, aoxidizing, closing
Obtained by ring）It is added to 1000 grams of calcium chloride in 5L Z- type kneaders, starts and be stirred 30 minutes, is added again after being well mixed
Enter 260 grams of glycerine, be warming up to 45 degree, stirring insulation 2 hours, be continuously heating to 70 degree, add 5 grams of dispersants, 3 hours are incubated, kneading terminates, and kneaded material is added to containing 4% dimethyl
In the water of ammonium chloride, 60 degree are warming up to, stirring insulation 3 hours, filtering, neutrality is washed to, expansion drying, obtains 195 grams of quinolines
Quinacridone pigment.
Embodiment 3
By 200 grams of quinacridone crude products（By DMSS and aniline or m-nitrobenzene sodium sulfonate or polyphosphoric acids through being condensed, aoxidizing, closing
Obtained by ring）It is added to 1200 grams of sodium carbonate in 5L Z- type kneaders, starts and be stirred 30 minutes, is added again after being well mixed
Enter 300 grams of Liquid Macrogols, be warming up to 45 degree, stirring insulation 2 hours, be continuously heating to 70 degree, add 6 grams of dispersants, 3 hours are incubated, kneading terminates, and kneaded material is added to containing 3% lauryl alcohol polyoxyethylene
In the water of the sulfuric ester of ether, 60 degree are warming up to, stirring insulation 3 hours, filtering, neutrality is washed to, expansion drying, obtains 195
Gram quinacridone pigment
Embodiment 4
By 200 grams of quinacridone crude products（By DMSS and aniline or m-nitrobenzene sodium sulfonate or polyphosphoric acids through being condensed, aoxidizing, closing
Obtained by ring）It is added to 1000 grams of calcium chloride in 5L Z- type kneaders, starts and be stirred 30 minutes, is added again after being well mixed
Enter 260 grams of glycerine, be warming up to 50 degree, stirring insulation 2 hours, be continuously heating to 75 degree, add 5 grams of dispersants, 3 hours are incubated, kneading terminates, and kneaded material is added to containing 4% dimethyl
In the water of ammonium chloride, 65 degree are warming up to, stirring insulation 3.5 hours, filtering, neutrality is washed to, expansion drying, obtains 195 grams
Quinacridone pigment.
Claims (6)
- A kind of 1. preparation method of high transparency, easily scattered quinacridone pigment, it is characterised in that：Comprise the following steps：（1）The derivative of DMSS and aniline carries out condensation reaction, and the condensation product of gained with m-nitrobenzene sodium sulfonate aoxidize instead Should, then oxide acid out is dried, dehydration closed-loop is carried out in polyphosphoric acids and obtains quinacridone pigment crude product；（2）By 200 grams of quinacridone pigment crude products and 600 grams of -1600 grams of sodium chloride or anhydrous calcium chloride or natrium carbonicum calcinatum or Anhydrous sodium sulfate is added in 5L Z- type kneaders, is started and is stirred 20-40 minutes, added after well mixed 100 grams- 500 grams of ethylene glycol or -2000 grams of glycerine or polyethylene glycol 200,30 degree of -60 degree is warming up to, mediates insulation 1-5 hours；（3）1-6 grams of dispersant is added into step 2 kneaded material, 3-9 hours are mediated in the case where temperature is 70-90 degree,The dispersant has the structure as shown in formula I：IMG_256（Ⅰ）,In formula I, X=lauryl amine, taurine, an anilinesulfonic acid, dodecyl monoethanolamine, n-butylamine or octodrine；（4）By plus in the aqueous solution for stating kneading material addition 1-8% containing surfactant, 60-90 degree, stirring insulation are warming up to 2-5 hours, then it is filtered, neutrality is washed to, obtains filter cake, rotary flash distillation drying, crushing is finished product.
- 2. the preparation method of a kind of high transparency according to claim 1, easily scattered quinacridone pigment, it is characterised in that： The derivative of the aniline is para-totuidine or parachloroanilinum or p-ethoxyaniline.
- 3. the preparation method of a kind of high transparency according to claim 1, easily scattered quinacridone pigment, it is characterised in that： The surfactant is anion, cation or non-ionic surfactant.
- 4. the preparation method of a kind of high transparency according to claim 1, easily scattered quinacridone pigment, it is characterised in that： The anion surfactant is condensation product, alkyl benzene sulphonate, the sulphur of AEO of aliphatic acid and taurine Acid esters or alkylsurfuric acid succinate monoester, wherein, described aliphatic acid is palmitic acid, stearic acid or oleic acid.
- 5. the preparation method of a kind of high transparency according to claim 1, easily scattered quinacridone pigment, it is characterised in that： The cationic surfactant is the polyamine of quaternary amine, fatty alcoxyl hydrochlorate, fatty amine or fatty alcohol derivative.
- 6. the preparation method of a kind of high transparency according to claim 1, easily scattered quinacridone pigment, it is characterised in that： The nonionic surfactant is amine oxide, fatty alcohol, APEO, glycine betaine, APES or poly- N second Alkene pyrrolidone.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710723787.8A CN107501990A (en) | 2017-08-22 | 2017-08-22 | A kind of preparation method of high transparency, easily scattered quinacridone pigment |
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| CN201710723787.8A CN107501990A (en) | 2017-08-22 | 2017-08-22 | A kind of preparation method of high transparency, easily scattered quinacridone pigment |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113881245A (en) * | 2020-07-03 | 2022-01-04 | 山东凯瑞尔光电科技有限公司 | Modified yellow pigment for photoresist, preparation method and application thereof |
| CN113881246A (en) * | 2020-07-03 | 2022-01-04 | 山东凯瑞尔光电科技有限公司 | Modified red color-settling pigment for photoresist, and preparation method and application thereof |
Citations (4)
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|---|---|---|---|---|
| CN1360617A (en) * | 1999-07-09 | 2002-07-24 | 西巴特殊化学品控股有限公司 | Pigments having improved colouristic properties and process for their preparation |
| CN1958688A (en) * | 2006-11-24 | 2007-05-09 | 东华大学 | Nano pigment, preparation methd and application |
| CN103740133A (en) * | 2013-12-30 | 2014-04-23 | 先尼科化工（上海）有限公司 | Grinding method for organic pigment salt |
| CN106084884A (en) * | 2016-06-12 | 2016-11-09 | 南通市争妍颜料化工有限公司 | Pigment red 3 BL pigmentation processes technique |
-
2017
- 2017-08-22 CN CN201710723787.8A patent/CN107501990A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1360617A (en) * | 1999-07-09 | 2002-07-24 | 西巴特殊化学品控股有限公司 | Pigments having improved colouristic properties and process for their preparation |
| CN1958688A (en) * | 2006-11-24 | 2007-05-09 | 东华大学 | Nano pigment, preparation methd and application |
| CN103740133A (en) * | 2013-12-30 | 2014-04-23 | 先尼科化工（上海）有限公司 | Grinding method for organic pigment salt |
| CN106084884A (en) * | 2016-06-12 | 2016-11-09 | 南通市争妍颜料化工有限公司 | Pigment red 3 BL pigmentation processes technique |
Non-Patent Citations (2)
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| 周春隆等编著: "《有机颜料—结构、特性及应用》", 31 January 2002, 化学工业出版社 * |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113881245A (en) * | 2020-07-03 | 2022-01-04 | 山东凯瑞尔光电科技有限公司 | Modified yellow pigment for photoresist, preparation method and application thereof |
| CN113881246A (en) * | 2020-07-03 | 2022-01-04 | 山东凯瑞尔光电科技有限公司 | Modified red color-settling pigment for photoresist, and preparation method and application thereof |
| CN113881246B (en) * | 2020-07-03 | 2023-11-17 | 山东凯瑞尔光电科技有限公司 | Modified red color sinking pigment for photoresist, preparation method and application thereof |
| CN113881245B (en) * | 2020-07-03 | 2023-11-17 | 山东凯瑞尔光电科技有限公司 | Modified yellow pigment for photoresist, preparation method and application thereof |
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Application publication date: 20171222 |