CN107057402A - A kind of red RRR of hybrid pigment - Google Patents
A kind of red RRR of hybrid pigment Download PDFInfo
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- CN107057402A CN107057402A CN201710453663.2A CN201710453663A CN107057402A CN 107057402 A CN107057402 A CN 107057402A CN 201710453663 A CN201710453663 A CN 201710453663A CN 107057402 A CN107057402 A CN 107057402A
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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
- 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
- C09B67/0046—Mixtures of two or more azo dyes
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- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The present invention relates to a kind of paratonere RRR, more particularly to a kind of red RRR of hybrid pigment.Carry out according to the following steps：AZOpigments P.R.170 (F3RK) → synthesis complexing pigment Red 8 → is synthesized to be combined.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 paratonere RRR, more particularly to a kind of red RRR of hybrid pigment.
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 red
RRR。
The above-mentioned technical problem of the present invention is mainly what is be addressed by following technical proposals：
A kind of red RRR of hybrid pigment, is carried out according to the following steps：
(1), synthesis AZOpigments P.R.170 (F3RK)：
(1), the preparation of the diazo liquid of Para Amino Benzamide：
The glacial acetic acid of 25 parts by weight and the hydrochloric acid of 195 parts by weight are sequentially added in the water of 1000 parts by weight, 2 points are stirred
Clock, the Para Amino Benzamide for adding 100 parts by weight stirs 1 hour to being completely dissolved, on the rocks to be cooled to less than 0 degree, addition
The natrium nitrosum of 52 parts by weight, after stirring one hour, the micro- blueness of potassium iodide starch paper, its reactive mode is as follows：
(2), the coupling reaction of the diazo liquid of the Para Amino Benzamide of above-mentioned making and Naphthol AS-PH：
Above-mentioned (1) making will be added to after sodium hydroxide dissolving of the Naphthol AS-PH of 220 parts by weight through 171 parts by weight
In the diazo liquid of Para Amino Benzamide, 100 degree are then heated to, then be incubated 2 hours to annesl；Add compound modifying agent,
Moisturizing is handled 4~5 hours again, after sampled quality inspection is qualified, is opened jacket water (J.W.) and is cooled to less than 60 degree, squeezes into filter press drift
Decontamination organic red pigment P.R.170 (F3RK) filter cake is removed, its reactive mode is as follows：
(3), the crude product mill base that the material synthesized through above-mentioned (2) coupling reaction is AZOpigments P.R.170 (F3RK), by this
Mill base squeezes into enamel high pressure still, adds compound modifying agent, in isothermal holding 4~5 hours, after sampled quality inspection is qualified, opens
Open jacket water (J.W.) and be cooled to less than 60 degree, squeeze into filter press rinsing and remove impurity, survey solid content stand-by；
(2), synthesis complexing pigment Red 8：
(1), the diazo-reaction of Fast Red B base：
The hydrochloric acid of 68 parts by weight is added in the water of 500 parts by weight, after stirring 2 minutes, the Fast Red B base of 43 parts by weight is added
To being completely dissolved, on the rocks to be cooled to less than 0 degree, the natrium nitrosum of 18.2 parts by weight of addition is stirred one hour, iodine within 1 hour for stirring
Change the micro- blueness of potassium test paper, its reactive mode is as follows：
(2), the coupling reaction generation coordination of the diazo component of above-mentioned Fast Red B base and 1-phenyl-3-methyl-5-pyrazolone
Body：
It is anti-by being added after sodium hydroxide dissolving of the 1-phenyl-3-methyl-5-pyrazolone of 71.2 parts by weight through 56 parts by weight
Answer in kettle, be coupled in the diazonium for the Fast Red B base for then adding above-mentioned (1) making, then heat to 75 degree, squeeze into filter press rinsing
Remove impurity and obtain ligand filter cake, 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, the moisture of ligand filter cake is less than 1%, is dissolved in 150 weight
In the DMF of part, the chromium chloride complexing of 120 parts by weight is added, detection reaction end is squeezed into filter press rinsing and removed to completion is reacted
Impurity must be complexed the filter cake of pigment Red 8, 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 Red 8, and this mill base is sampled and examined
Test it is qualified after be cooled to less than 60 degree, squeeze into filter press and rinse out decontamination, survey solid content stand-by；
(3), it is combined：
A certain amount of water is added in a kettle., once adds in above-mentioned steps (one) (4) gained in (3) and step (2)
Pigment filter cake be beaten 1 hour, with 5% sodium hydroxide solution adjust pH be 8~8.5, continue be beaten 2 hours, be passed through steam liter
Temperature is incubated 3 hours, is cooled to less than 60 degree, squeezes into filter press and rinse to neutrality to 95~98 degree, in the environment that temperature is 80 degree
It is lower to be dried, examine, finished productization packaging.
Preferably,
In step (1)：
(1) in, the concentration of glacial acetic acid is 98%, and the concentration of Para Amino Benzamide is 98%, and the concentration of hydrochloric acid is 31%,
The concentration of natrium nitrosum is 98%；
(2) in, the concentration of Naphthol AS-PH is 98%, and the concentration of sodium hydroxide is 30%；
In step (2)：
(1) in, the concentration of hydrochloric acid is 31%, and the concentration of Fast Red B base is 98%, and the concentration of natrium nitrosum is 98%；
(2) in, the concentration of 1-phenyl-3-methyl-5-pyrazolone is 98%, and the concentration of sodium hydroxide is 30%；(3) in,
The concentration of chromium chloride is 98%.
The red RRR of a kind of hybrid pigment 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 red RRR of hybrid pigment, is carried out according to the following steps：
(1), synthesis AZOpigments P.R.170 (F3RK)：
(1), the preparation of the diazo liquid of Para Amino Benzamide：
The glacial acetic acid of 25 parts by weight and the hydrochloric acid of 195 parts by weight are sequentially added in the water of 1000 parts by weight, 2 points are stirred
Clock, the Para Amino Benzamide for adding 100 parts by weight stirs 1 hour to being completely dissolved, on the rocks to be cooled to less than 0 degree, addition
The natrium nitrosum of 52 parts by weight, after stirring one hour, the micro- blueness of potassium iodide starch paper, its reactive mode is as follows：
(2), the coupling reaction of the diazo liquid of the Para Amino Benzamide of above-mentioned making and Naphthol AS-PH：
Above-mentioned (1) making will be added to after sodium hydroxide dissolving of the Naphthol AS-PH of 220 parts by weight through 171 parts by weight
In the diazo liquid of Para Amino Benzamide, 100 degree are then heated to, then be incubated 2 hours to annesl；Add compound modifying agent,
Moisturizing is handled 4~5 hours again, after sampled quality inspection is qualified, is opened jacket water (J.W.) and is cooled to less than 60 degree, squeezes into filter press drift
Decontamination organic red pigment P.R.170 (F3RK) filter cake is removed, its reactive mode is as follows：
(3), the crude product mill base that the material synthesized through above-mentioned (2) coupling reaction is AZOpigments P.R.170 (F3RK), by this
Mill base squeezes into enamel high pressure still, adds compound modifying agent, in isothermal holding 4~5 hours, after sampled quality inspection is qualified, opens
Open jacket water (J.W.) and be cooled to less than 60 degree, squeeze into filter press rinsing and remove impurity, survey solid content stand-by；
(2), synthesis complexing pigment Red 8：
(1), the diazo-reaction of Fast Red B base：
The hydrochloric acid of 68 parts by weight is added in the water of 500 parts by weight, after stirring 2 minutes, the Fast Red B base of 43 parts by weight is added
To being completely dissolved, on the rocks to be cooled to less than 0 degree, the natrium nitrosum of 18.2 parts by weight of addition is stirred one hour, iodine within 1 hour for stirring
Change the micro- blueness of potassium test paper, its reactive mode is as follows：
(2), the coupling reaction generation coordination of the diazo component of above-mentioned Fast Red B base and 1-phenyl-3-methyl-5-pyrazolone
Body：
It is anti-by being added after sodium hydroxide dissolving of the 1-phenyl-3-methyl-5-pyrazolone of 71.2 parts by weight through 56 parts by weight
Answer in kettle, be coupled in the diazonium for the Fast Red B base for then adding above-mentioned (1) making, then heat to 75 degree, squeeze into filter press rinsing
Remove impurity and obtain ligand filter cake, 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, the moisture of ligand filter cake is less than 1%, is dissolved in 150 weight
In the DMF of part, the chromium chloride complexing of 120 parts by weight is added, detection reaction end is squeezed into filter press rinsing and removed to completion is reacted
Impurity must be complexed the filter cake of pigment Red 8, 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 Red 8, and this mill base is sampled and examined
Test it is qualified after be cooled to less than 60 degree, squeeze into filter press and rinse out decontamination, survey solid content stand-by；
(3), it is combined：
A certain amount of water is added in a kettle., once adds in above-mentioned steps (one) (4) gained in (3) and step (2)
Pigment filter cake be beaten 1 hour, with 5% sodium hydroxide solution adjust pH be 8~8.5, continue be beaten 2 hours, be passed through steam liter
Temperature is incubated 3 hours, is cooled to less than 60 degree, squeezes into filter press and rinse to neutrality to 95~98 degree, in the environment that temperature is 80 degree
It is lower to be dried, examine, finished productization packaging.
In step (1)：
(1) in, the concentration of glacial acetic acid is 98%, and the concentration of Para Amino Benzamide is 98%, and the concentration of hydrochloric acid is 31%,
The concentration of natrium nitrosum is 98%；
(2) in, the concentration of Naphthol AS-PH is 98%, and the concentration of sodium hydroxide is 30%；
In step (2)：
(1) in, the concentration of hydrochloric acid is 31%, and the concentration of Fast Red B base is 98%, and the concentration of natrium nitrosum is 98%；
(2) in, the concentration of 1-phenyl-3-methyl-5-pyrazolone is 98%, and the concentration of sodium hydroxide is 30%；(3) in,
The concentration of chromium chloride is 98%.
Claims (2)
1. a kind of red RRR of hybrid pigment, it is characterised in that carry out according to the following steps：
(1), synthesis AZOpigments P.R.170 (F3RK)：
(1), the preparation of the diazo liquid of Para Amino Benzamide：
The glacial acetic acid of 25 parts by weight and the hydrochloric acid of 195 parts by weight are sequentially added in the water of 1000 parts by weight, is stirred 2 minutes, then
The Para Amino Benzamide for adding 100 parts by weight stirs 1 hour to being completely dissolved, on the rocks to be cooled to less than 0 degree, adds 52 weight
The natrium nitrosum of part, after stirring one hour, the micro- blueness of potassium iodide starch paper, its reactive mode is as follows：
(2), the coupling reaction of the diazo liquid of the Para Amino Benzamide of above-mentioned making and Naphthol AS-PH：
By the Naphthol AS-PH of 220 parts by weight through 171 parts by weight sodium hydroxide dissolving after be added to above-mentioned (1) making to ammonia
In the diazo liquid of yl-benzamide, 100 degree are then heated to, then be incubated 2 hours to annesl；Compound modifying agent is added, then is protected
Wet process 4~5 hours, after sampled quality inspection is qualified, opens jacket water (J.W.) and is cooled to less than 60 degree, squeezes into filter press rinsing and removes
Decontamination organic red pigment P.R.170 (F3RK) filter cake, its reactive mode is as follows：
(3), the crude product mill base that the material synthesized through above-mentioned (2) coupling reaction is AZOpigments P.R.170 (F3RK), by this mill base
Squeeze into enamel high pressure still, add compound modifying agent, in isothermal holding 4~5 hours, after sampled quality inspection is qualified, opening clamp
Set water is cooled to less than 60 degree, squeezes into filter press rinsing and removes impurity, surveys solid content stand-by；
(2), synthesis complexing pigment Red 8：
(1), the diazo-reaction of Fast Red B base：
The hydrochloric acid of 68 parts by weight is added in the water of 500 parts by weight, after stirring 2 minutes, the Fast Red B base stirring of 43 parts by weight is added
To being completely dissolved, on the rocks to be cooled to less than 0 degree, the natrium nitrosum of 18.2 parts by weight of addition is stirred one hour, KI within 1 hour
The micro- blueness of test paper, its reactive mode is as follows：
(2), the coupling reaction generation ligand of the diazo component of above-mentioned Fast Red B base and 1-phenyl-3-methyl-5-pyrazolone：
Reactor will be added after sodium hydroxide dissolving of the 1-phenyl-3-methyl-5-pyrazolone of 71.2 parts by weight through 56 parts by weight
In, it is coupled in the diazonium for the Fast Red B base for then adding above-mentioned (1) making, then heats to 75 degree, squeezes into filter press rinsing removing
Impurity 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, the moisture of ligand filter cake is less than 1%, is dissolved in 150 parts by weight
In DMF, the chromium chloride complexing of 120 parts by weight is added, detection reaction end squeezes into filter press rinsing and remove impurity to completion is reacted
The filter cake of pigment Red 8 must be complexed, 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 Red 8, and this mill base inspection by sampling is closed
Less than 60 degree are cooled to after lattice, filter press is squeezed into and rinses out decontamination, survey solid content stand-by；
(3), it is combined：
A certain amount of water is added in a kettle., once adds the face in above-mentioned steps (one) in (3) and step (2) obtained by (4)
Expect that filter cake is beaten 1 hour, adjust pH to be 8~8.5 with 5% sodium hydroxide solution, continue to be beaten 2 hours, be passed through steam and 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, entered in the environment of temperature is 80 degree
Row drying, is examined, finished productization packaging.
2. the red RRR of a kind of hybrid pigment according to claim 1, it is characterised in that：
In step (1)：
(1) in, the concentration of glacial acetic acid is 98%, and the concentration of Para Amino Benzamide is 98%, and the concentration of hydrochloric acid is 31%, nitrous
The concentration of sour sodium is 98%；
(2) in, the concentration of Naphthol AS-PH is 98%, and the concentration of sodium hydroxide is 30%；
In step (2)：
(1) in, the concentration of hydrochloric acid is 31%, and the concentration of Fast Red B base is 98%, and the concentration of natrium nitrosum is 98%；
(2) in, the concentration of 1-phenyl-3-methyl-5-pyrazolone is 98%, and the concentration of sodium hydroxide is 30%；
(3) in, the concentration of chromium chloride is 98%.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710453663.2A CN107057402A (en) | 2017-06-15 | 2017-06-15 | A kind of red RRR of hybrid pigment |
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| CN201710453663.2A CN107057402A (en) | 2017-06-15 | 2017-06-15 | A kind of red RRR of hybrid pigment |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109776331A (en) * | 2019-04-02 | 2019-05-21 | 宁夏大学 | A kind of preparation method of 3- methoxyl group -4- Iodoaniline |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1658336B1 (en) * | 2003-08-19 | 2006-11-22 | Clariant Produkte (Deutschland) GmbH | Mixed crystals comprising ci pigment red 170 derivatives |
| CN1952016A (en) * | 2006-09-30 | 2007-04-25 | 南通市争妍颜料化工有限公司 | Process for preparing solvent orange 2A |
| CN101077937A (en) * | 2006-05-25 | 2007-11-28 | 青岛大学 | Environment-friendly type orange or brown neutral dye and preparation method thereof |
| CN103265821B (en) * | 2013-05-22 | 2015-05-13 | 南通市争妍颜料化工有限公司 | High-covering power one-step production process of permanent bordeaux F5RK |
| CN105264442A (en) * | 2013-06-07 | 2016-01-20 | 东友精细化工有限公司 | Curable coloring resin composition |
| CN106046844A (en) * | 2016-05-26 | 2016-10-26 | 济宁阳光化学有限公司 | Method for producing environment-friendly organic pigment red 170 |
-
2017
- 2017-06-15 CN CN201710453663.2A patent/CN107057402A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1658336B1 (en) * | 2003-08-19 | 2006-11-22 | Clariant Produkte (Deutschland) GmbH | Mixed crystals comprising ci pigment red 170 derivatives |
| CN101077937A (en) * | 2006-05-25 | 2007-11-28 | 青岛大学 | Environment-friendly type orange or brown neutral dye and preparation method thereof |
| CN1952016A (en) * | 2006-09-30 | 2007-04-25 | 南通市争妍颜料化工有限公司 | Process for preparing solvent orange 2A |
| CN103265821B (en) * | 2013-05-22 | 2015-05-13 | 南通市争妍颜料化工有限公司 | High-covering power one-step production process of permanent bordeaux F5RK |
| CN105264442A (en) * | 2013-06-07 | 2016-01-20 | 东友精细化工有限公司 | Curable coloring resin composition |
| CN106046844A (en) * | 2016-05-26 | 2016-10-26 | 济宁阳光化学有限公司 | Method for producing environment-friendly organic pigment red 170 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109776331A (en) * | 2019-04-02 | 2019-05-21 | 宁夏大学 | A kind of preparation method of 3- methoxyl group -4- Iodoaniline |
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Application publication date: 20170818 |