CN107129705A - A kind of hybrid pigment is yellow - Google Patents
A kind of hybrid pigment is yellow Download PDFInfo
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- CN107129705A CN107129705A CN201710453667.0A CN201710453667A CN107129705A CN 107129705 A CN107129705 A CN 107129705A CN 201710453667 A CN201710453667 A CN 201710453667A CN 107129705 A CN107129705 A CN 107129705A
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- 0 *c(ccc(-c(cc1)cc(Cl)c1[N+])c1)c1Cl Chemical compound *c(ccc(-c(cc1)cc(Cl)c1[N+])c1)c1Cl 0.000 description 5
- YPIRYFHLFQWDTB-UHFFFAOYSA-N Nc(ccc(-c1cc(Cl)ccc1)c1)c1Cl Chemical compound Nc(ccc(-c1cc(Cl)ccc1)c1)c1Cl YPIRYFHLFQWDTB-UHFFFAOYSA-N 0.000 description 1
- HUWXDEQWWKGHRV-UHFFFAOYSA-P [NH3+]c(ccc(-c(cc1)cc(Cl)c1[NH3+])c1)c1Cl Chemical compound [NH3+]c(ccc(-c(cc1)cc(Cl)c1[NH3+])c1)c1Cl HUWXDEQWWKGHRV-UHFFFAOYSA-P 0.000 description 1
Classifications
-
- 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
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0041—Blends of pigments; Mixtured crystals; Solid solutions mixtures containing one azo dye
-
- 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0079—Azoic dyestuff preparations
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention relates to a kind of pigment yellow, more particularly to a kind of hybrid pigment are yellow.Carry out according to the following steps:The organic face Huang P.Y.83 of synthesizing yellow → synthesis complexing pigment yellow 21 → compound.Pigment crystal formation is recombinated and stably after organic pigment and metal complex pigment are compound, the pigment is possessed the preferably heat-resisting performance such as weather-proof.
Description
Technical field
The present invention relates to a kind of pigment yellow, more particularly to a kind of hybrid pigment are yellow.
Background technology
Not only kind is numerous for current organic pigment, and Er Qiehong, Huang, blueness are general complete.Organic pigment is simultaneously but also with constitution
Gently, high, the easily scattered advantage of tinting strength, tinting power, can generally existing heatproof, sun-proof, the defect of against weather difference again, it is impossible to meet outdoor
The use requirement in the fields such as coating, outdoor ink.And metal complex pigment exactly possesses heatproof, sun-proof, weather-proof advantage, but its
Color saturation and tinting strength, tinting power are but not as good as organic pigment.If there is the defect in above-mentioned performance in the two exclusive use.Even if will
The two is allocated use in proportion, because the dispersiveness of the two is different, and chemical attribute is different and dispersing apparatus limited, it is difficult to obtain
The excellent ink of stable storing, fineness, coating and plastic color master grain etc., and there is storage in made ink, coating
During can occur color displacement phenomenon.Therefore it is provided simultaneously with organic pigment and the high-quality pigment of metal complex pigment advantage is
Compel to need in market.
The content of the invention
The present invention mainly solves the deficiencies in the prior art and answered there is provided a kind of organic pigment and metal complex pigment
Pigment crystal formation is recombinated and stably after conjunction, make the pigment possess the preferably heat-resisting performance such as weather-proof a kind of hybrid pigment it is yellow.
The above-mentioned technical problem of the present invention is mainly what is be addressed by following technical proposals:
A kind of hybrid pigment is yellow, is carried out according to the following steps:
(1), the organic face Huang P.Y.83 of synthesizing yellow:
(1), the preparation of the diazo liquid of 3.3-dichloro-benzidine:
3.3-dichloro-benzidine of 100 parts by weight and the hydrochloric acid of 182 parts by weight are sequentially added in the water of 500 parts by weight,
After stirring 2 minutes, the natrium nitrosum of 56 parts by weight is added, after stirring one hour, blueness during potassium iodide starch paper is aobvious adds amino sulphur
Acid solution makes potassium iodide starch paper not develop the color, stand-by, and its reactive mode is as follows:
(2), the diazo liquid of 3.3-dichloro-benzidine of above-mentioned making and toner AS-IRG coupling reaction:
It will be added to after sodium hydroxide dissolving of the 220 parts by weight apthol AS-IRGs through 132 parts by weight containing 69 parts by weight
In glacial acetic acid fall acid out, the diazo liquid for the 3.3-dichloro-benzidine of addition that then blown slowly with the flow velocity of two hours, with H acid monitoring eventually
Point diazo liquid is not excessive, and the micro- excess of apthol AS-IRG is warming up to after 98~100 degree, is incubated 2 hours, is then filtered, floated
Wash and dry, in the dimethylbenzene for being then added to 5000 parts by weight, handled three hours in 120 degree of holding temperature, sampling inspection
Qualified rear recovery dimethylbenzene is surveyed, then squeezes into filter press rinsing and removes impurity, the organic face Huang P.Y.83 of yellow filter cake is obtained, it reacts
Mode is as follows:
(3), the crude product mill base that the material synthesized through above-mentioned coupling reaction is AZOpigments P.Y.83, pressure is squeezed into by this mill base
Filter rinsed clean, drying to moisture content is less than 1%, squeezes into filter press rinsing after then being handled in dimethylbenzene again and removes impurity,
Survey solid content stand-by;
(2), synthesis complexing pigment yellow 21:
(1), the diazo-reaction of ortho-aminobenzoic acid:
The hydrochloric acid of 57 parts by weight is added in the water of 300 parts by weight, after stirring 2 minutes, the adjacent amino of 27 parts by weight is added
Benzoic acid is stirred 1 hour, less than 0 degree of cooling on the rocks, adds the natrium nitrosum of 13.8 parts by weight, after stirring one hour, KI
The micro- blueness of test paper, its reactive mode is as follows:
(2), the coupling reaction generation of the diazo component of above-mentioned ortho-aminobenzoic acid and 1-phenyl-3-methyl-5-pyrazolone
Ligand:
It will be added after sodium hydroxide dissolving of the 1-phenyl-3-methyl-5-pyrazolone of 34.8 parts by weight through 28.5 parts by weight
In reactor, the diazo liquid coupling of the ortho-aminobenzoic acid that (1) makes in above-mentioned (two) is then added, 70 degree is warming up to, squeezes into
Filter press rinsing removes impurity and obtains ligand filter cake, and its reactive mode is as follows:
(3), the complex reaction of ligand and chromium particle:
The ligand filter cake of above-mentioned making is dried, ligand filter cake moisture is less than 1%, is dissolved in 70 parts by weight
DMF in, add the parts by weight of complexing agent 89 chromium chloride complexing, detection reaction end to react after the completion of, squeeze into filter press drift
The filter cake of pigment yellow 21 must be complexed by removing decontamination, and its reactive mode is as follows:
(4), the material synthesized through above-mentioned (3) complex reaction is the crude product mill base of complexing pigment yellow 21, and this mill base is sampled
Less than 60 degree are cooled to after the assay was approved, are squeezed into filter press rinsing and are removed impurity, survey solid content stand-by;
(3), it is combined:
Water is added in a kettle., is sequentially added obtained by (4) in (3) and step (2) in above-mentioned steps (one)
Pigment filter cake is beaten 1 hour, adjusts pH to be 7.2~7.5 with 5% sodium carbonate liquor, continues to be beaten 2 hours, is passed through steam heating
To 95~98 degree, 3 hours are incubated, less than 60 degree is cooled to, squeezes into filter press and rinse to neutrality, dried with 80 degree of temperature
It is dry, examine, finished productization packaging.
Preferably,
In step (1):
(1) concentration of the natrium nitrosum in is 98%, and the concentration of 3.3-dichloro-benzidine is 98%, and the concentration of hydrochloric acid is
31%;
(2) concentration of the apthol AS-IRG in is 98%, and the concentration of sodium hydroxide is 30%, and the concentration of glacial acetic acid is
98%, the concentration of dimethylbenzene is 98%;
In step (2):
(1) concentration of the hydrochloric acid in is 31%, and the concentration of natrium nitrosum is 98%;
(2) concentration of the 1-phenyl-3-methyl-5-pyrazolone in is 98%, and the concentration of sodium hydroxide is 30%;
(3) concentration of the chromium chloride in is 98%.
A kind of hybrid pigment Huang YYY that the present invention is provided, both organic pigment colour pool was bright-coloured for it, coloured high advantage,
The characteristics of having both metal complex pigment again, with good heat-resisting, weather resistance, available for plastics, ink, paint, outdoor painting
The fields such as material.It is by organic pigment and metal complex pigment be combined obtaining the more excellent height of performance that it, which manufactures mechanism,
Quality pigment.In composition in the product, organic pigment provides the advantage that constitution is light, bright in colour, tinting strength, tinting power is high;Metal network
Close pigment and show the performance such as more preferable heat-resisting, sun-proof, weather-proof.
Embodiment
Below by embodiment, technical scheme is described in further detail.
Embodiment 1:A kind of hybrid pigment is yellow, carries out according to the following steps:
(1), the organic face Huang P.Y.83 of synthesizing yellow:
(1), the preparation of the diazo liquid of 3.3-dichloro-benzidine:
3.3-dichloro-benzidine of 100 parts by weight and the hydrochloric acid of 182 parts by weight are sequentially added in the water of 500 parts by weight,
After stirring 2 minutes, the natrium nitrosum of 56 parts by weight is added, after stirring one hour, blueness during potassium iodide starch paper is aobvious adds amino sulphur
Acid solution makes potassium iodide starch paper not develop the color, stand-by, and its reactive mode is as follows:
(2), the diazo liquid of 3.3-dichloro-benzidine of above-mentioned making and toner AS-IRG coupling reaction:
It will be added to after sodium hydroxide dissolving of the 220 parts by weight apthol AS-IRGs through 132 parts by weight containing 69 parts by weight
In glacial acetic acid fall acid out, the diazo liquid for the 3.3-dichloro-benzidine of addition that then blown slowly with the flow velocity of two hours, with H acid monitoring eventually
Point diazo liquid is not excessive, and the micro- excess of apthol AS-IRG is warming up to after 98~100 degree, is incubated 2 hours, is then filtered, floated
Wash and dry, in the dimethylbenzene for being then added to 5000 parts by weight, handled three hours in 120 degree of holding temperature, sampling inspection
Qualified rear recovery dimethylbenzene is surveyed, then squeezes into filter press rinsing and removes impurity, the organic face Huang P.Y.83 of yellow filter cake is obtained, it reacts
Mode is as follows:
(3), the crude product mill base that the material synthesized through above-mentioned coupling reaction is AZOpigments P.Y.83, pressure is squeezed into by this mill base
Filter rinsed clean, drying to moisture content is less than 1%, squeezes into filter press rinsing after then being handled in dimethylbenzene again and removes impurity,
Survey solid content stand-by;
(2), synthesis complexing pigment yellow 21:
(1), the diazo-reaction of ortho-aminobenzoic acid:
The hydrochloric acid of 57 parts by weight is added in the water of 300 parts by weight, after stirring 2 minutes, the adjacent amino of 27 parts by weight is added
Benzoic acid is stirred 1 hour, less than 0 degree of cooling on the rocks, adds the natrium nitrosum of 13.8 parts by weight, after stirring one hour, KI
The micro- blueness of test paper, its reactive mode is as follows:
(2), the coupling reaction generation of the diazo component of above-mentioned ortho-aminobenzoic acid and 1-phenyl-3-methyl-5-pyrazolone
Ligand:
It will be added after sodium hydroxide dissolving of the 1-phenyl-3-methyl-5-pyrazolone of 34.8 parts by weight through 28.5 parts by weight
In reactor, the diazo liquid coupling of the ortho-aminobenzoic acid that (1) makes in above-mentioned (two) is then added, 70 degree is warming up to, squeezes into
Filter press rinsing removes impurity and obtains ligand filter cake, and its reactive mode is as follows:
(3), the complex reaction of ligand and chromium particle:
The ligand filter cake of above-mentioned making is dried, ligand filter cake moisture is less than 1%, is dissolved in 70 parts by weight
DMF in, add the parts by weight of complexing agent 89 chromium chloride complexing, detection reaction end to react after the completion of, squeeze into filter press drift
The filter cake of pigment yellow 21 must be complexed by removing decontamination, and its reactive mode is as follows:
(4), the material synthesized through above-mentioned (3) complex reaction is the crude product mill base of complexing pigment yellow 21, and this mill base is sampled
Less than 60 degree are cooled to after the assay was approved, are squeezed into filter press rinsing and are removed impurity, survey solid content stand-by;
(3), it is combined:
Water is added in a kettle., is sequentially added obtained by (4) in (3) and step (2) in above-mentioned steps (one)
Pigment filter cake is beaten 1 hour, adjusts pH to be 7.2~7.5 with 5% sodium carbonate liquor, continues to be beaten 2 hours, is passed through steam heating
To 95~98 degree, 3 hours are incubated, less than 60 degree is cooled to, squeezes into filter press and rinse to neutrality, dried with 80 degree of temperature
It is dry, examine, finished productization packaging.
In step (1):
(2) concentration of the natrium nitrosum in is 98%, and the concentration of 3.3-dichloro-benzidine is 98%, and the concentration of hydrochloric acid is
31%;
(2) concentration of the apthol AS-IRG in is 98%, and the concentration of sodium hydroxide is 30%, and the concentration of glacial acetic acid is
98%, the concentration of dimethylbenzene is 98%;
In step (2):
(1) concentration of the hydrochloric acid in is 31%, and the concentration of natrium nitrosum is 98%;
(2) concentration of the 1-phenyl-3-methyl-5-pyrazolone in is 98%, and the concentration of sodium hydroxide is 30%;
(3) concentration of the chromium chloride in is 98%.
Claims (2)
1. a kind of hybrid pigment is yellow, it is characterised in that carry out according to the following steps:
(1), the organic face Huang P.Y.83 of synthesizing yellow:
(1), the preparation of the diazo liquid of 3.3-dichloro-benzidine:
3.3-dichloro-benzidine of 100 parts by weight and the hydrochloric acid of 182 parts by weight are sequentially added in the water of 500 parts by weight, is stirred
After 2 minutes, the natrium nitrosum of 56 parts by weight is added, after stirring one hour, blueness during potassium iodide starch paper is aobvious adds sulfamic acid molten
Liquid makes potassium iodide starch paper not develop the color, stand-by, and its reactive mode is as follows:
(2), the diazo liquid of 3.3-dichloro-benzidine of above-mentioned making and toner AS-IRG coupling reaction:
The ice vinegar containing 69 parts by weight will be added to after sodium hydroxide dissolving of the 220 parts by weight apthol AS-IRGs through 132 parts by weight
In acid fall acid out, the diazo liquid for the 3.3-dichloro-benzidine of addition that then blown slowly with the flow velocity of two hours, with H acid monitoring terminal weight
Nitrogen liquid is not excessive, and the micro- excess of apthol AS-IRG is warming up to after 98~100 degree, is incubated 2 hours, is then filtered, rinsed and dried
It is dry, in the dimethylbenzene for being then added to 5000 parts by weight, handled three hours in 120 degree of holding temperature, sampling detection is qualified
After reclaim dimethylbenzene, then squeeze into filter press rinsing and remove impurity, obtain the organic face Huang P.Y.83 of yellow filter cake, its reactive mode is such as
Under:
(3), the crude product mill base that the material synthesized through above-mentioned coupling reaction is AZOpigments P.Y.83, filter press is squeezed into by this mill base
Rinsed clean, drying to moisture content is less than 1%, squeezes into filter press rinsing after then being handled in dimethylbenzene again and removes impurity, survey contains
Admittedly measure stand-by;
(2), synthesis complexing pigment yellow 21:
(1), the diazo-reaction of ortho-aminobenzoic acid:
The hydrochloric acid of 57 parts by weight is added in the water of 300 parts by weight, after stirring 2 minutes, the o-amino benzoyl of 27 parts by weight is added
Acid stirring 1 hour, less than 0 degree of cooling on the rocks, adds the natrium nitrosum of 13.8 parts by weight, after stirring one hour, potassium iodide starch paper
Micro- blueness, its reactive mode is as follows:
(2), the coupling reaction generation coordination of the diazo component of above-mentioned ortho-aminobenzoic acid and 1-phenyl-3-methyl-5-pyrazolone
Body:
Reaction will be added after sodium hydroxide dissolving of the 1-phenyl-3-methyl-5-pyrazolone of 34.8 parts by weight through 28.5 parts by weight
In kettle, the diazo liquid coupling of the ortho-aminobenzoic acid that (1) makes in above-mentioned (two) is then added, 70 degree is warming up to, squeezes into press filtration
Machine rinsing removes impurity and obtains ligand filter cake, and its reactive mode is as follows:
(3), the complex reaction of ligand and chromium particle:
The ligand filter cake of above-mentioned making is dried, ligand filter cake moisture is less than 1%, is dissolved in the DMF of 70 parts by weight
In, the chromium chloride complexing of the parts by weight of complexing agent 89 is added, detection reaction end squeezes into filter press rinsing removing to after the completion of reacting
Impurity must be complexed the filter cake of pigment yellow 21, and its reactive mode is as follows:
(4), the material synthesized through above-mentioned (3) complex reaction is is complexed the crude product mill base of pigment yellow 21, by this mill base inspection by sampling
Less than 60 degree are cooled to after qualified, filter press rinsing is squeezed into and removes impurity, survey solid content stand-by;
(3), it is combined:
Water is added in a kettle., sequentially adds the pigment filter obtained by (4) in (3) and step (2) in above-mentioned steps (one)
Cake is beaten 1 hour, adjusts pH to be 7.2~7.5 with 5% sodium carbonate liquor, continues to be beaten 2 hours, be passed through steam be warming up to 95~
98 degree, 3 hours are incubated, less than 60 degree is cooled to, squeezes into filter press and rinse to neutrality, dried with 80 degree of temperature, examined,
Finished productization is packed.
2. a kind of hybrid pigment Huang YYY according to claim 1, it is characterised in that:
In step (1):
(1) concentration of the natrium nitrosum in is 98%, and the concentration of 3.3-dichloro-benzidine is 98%, and the concentration of hydrochloric acid is 31%;
(2) concentration of the apthol AS-IRG in is 98%, and the concentration of sodium hydroxide is 30%, and the concentration of glacial acetic acid is 98%, two
The concentration of toluene is 98%;
In step (2):
(1) concentration of the hydrochloric acid in is 31%, and the concentration of natrium nitrosum is 98%;
(2) concentration of the 1-phenyl-3-methyl-5-pyrazolone in is 98%, and the concentration of sodium hydroxide is 30%;
(3) concentration of the chromium chloride in is 98%.
Priority Applications (1)
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CN201710453667.0A CN107129705A (en) | 2017-06-15 | 2017-06-15 | A kind of hybrid pigment is yellow |
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CN201710453667.0A CN107129705A (en) | 2017-06-15 | 2017-06-15 | A kind of hybrid pigment is yellow |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114736532A (en) * | 2022-04-15 | 2022-07-12 | 浙江科隆颜料科技有限公司 | High-speed high-tinting-strength and peculiar-smell-free pigment yellow synthesis method |
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CN101381527A (en) * | 2007-09-06 | 2009-03-11 | 德州市宇虹化工有限公司 | Method for preparing pigment yellow |
CN104194392A (en) * | 2014-08-18 | 2014-12-10 | 天津城建大学 | Preparation method of inorganic and organic composite yellow pigment |
CN105264442A (en) * | 2013-06-07 | 2016-01-20 | 东友精细化工有限公司 | Curable coloring resin composition |
CN105647222A (en) * | 2016-01-14 | 2016-06-08 | 上虞大新色彩化工有限公司 | Preparation method of C.I. pigment yellow 83 |
CN106349734A (en) * | 2016-08-23 | 2017-01-25 | 杭州百合科莱恩颜料有限公司 | Yellow bisazo pigment and preparation method |
CN106810897A (en) * | 2016-12-14 | 2017-06-09 | 恒升化工有限公司 | A kind of yellow is complexed the preparation method of type dye |
-
2017
- 2017-06-15 CN CN201710453667.0A patent/CN107129705A/en active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101381527A (en) * | 2007-09-06 | 2009-03-11 | 德州市宇虹化工有限公司 | Method for preparing pigment yellow |
CN105264442A (en) * | 2013-06-07 | 2016-01-20 | 东友精细化工有限公司 | Curable coloring resin composition |
CN104194392A (en) * | 2014-08-18 | 2014-12-10 | 天津城建大学 | Preparation method of inorganic and organic composite yellow pigment |
CN105647222A (en) * | 2016-01-14 | 2016-06-08 | 上虞大新色彩化工有限公司 | Preparation method of C.I. pigment yellow 83 |
CN106349734A (en) * | 2016-08-23 | 2017-01-25 | 杭州百合科莱恩颜料有限公司 | Yellow bisazo pigment and preparation method |
CN106810897A (en) * | 2016-12-14 | 2017-06-09 | 恒升化工有限公司 | A kind of yellow is complexed the preparation method of type dye |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114736532A (en) * | 2022-04-15 | 2022-07-12 | 浙江科隆颜料科技有限公司 | High-speed high-tinting-strength and peculiar-smell-free pigment yellow synthesis method |
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