CN102660131A - Method for producing vat yellow 3RT - Google Patents
Method for producing vat yellow 3RT Download PDFInfo
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- CN102660131A CN102660131A CN2012101174406A CN201210117440A CN102660131A CN 102660131 A CN102660131 A CN 102660131A CN 2012101174406 A CN2012101174406 A CN 2012101174406A CN 201210117440 A CN201210117440 A CN 201210117440A CN 102660131 A CN102660131 A CN 102660131A
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- vat yellow
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- pyridine
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- 238000004519 manufacturing process Methods 0.000 title abstract description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract description 34
- 150000002466 imines Chemical class 0.000 claims abstract description 27
- 238000005406 washing Methods 0.000 claims abstract description 19
- 230000007935 neutral effect Effects 0.000 claims abstract description 18
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims abstract description 17
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims abstract description 15
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims abstract description 14
- 238000004821 distillation Methods 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000003756 stirring Methods 0.000 claims abstract description 11
- 238000001035 drying Methods 0.000 claims abstract description 10
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 claims abstract description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000001914 filtration Methods 0.000 claims abstract description 8
- 238000007599 discharging Methods 0.000 claims abstract description 7
- 229910000029 sodium carbonate Inorganic materials 0.000 claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 6
- 239000012286 potassium permanganate Substances 0.000 claims abstract description 6
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000010949 copper Substances 0.000 claims abstract description 5
- 229910052802 copper Inorganic materials 0.000 claims abstract description 5
- 238000002360 preparation method Methods 0.000 claims abstract description 5
- 238000010009 beating Methods 0.000 claims abstract description 4
- 238000002156 mixing Methods 0.000 claims abstract description 4
- 238000010792 warming Methods 0.000 claims description 23
- 239000000975 dye Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 238000007670 refining Methods 0.000 claims description 11
- 238000003746 solid phase reaction Methods 0.000 claims description 7
- 238000010671 solid-state reaction Methods 0.000 claims description 7
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 claims description 6
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 6
- 235000017550 sodium carbonate Nutrition 0.000 claims description 6
- 238000009413 insulation Methods 0.000 claims description 5
- 230000001590 oxidative effect Effects 0.000 claims description 5
- 238000007363 ring formation reaction Methods 0.000 claims description 5
- 229960003280 cupric chloride Drugs 0.000 claims description 3
- 229960004643 cupric oxide Drugs 0.000 claims description 3
- 150000003222 pyridines Chemical class 0.000 claims description 2
- 239000000203 mixture Substances 0.000 abstract description 5
- MQIUMARJCOGCIM-UHFFFAOYSA-N 1,5-dichloroanthracene-9,10-dione Chemical compound O=C1C2=C(Cl)C=CC=C2C(=O)C2=C1C=CC=C2Cl MQIUMARJCOGCIM-UHFFFAOYSA-N 0.000 abstract description 4
- 238000009835 boiling Methods 0.000 abstract description 2
- 238000004064 recycling Methods 0.000 abstract description 2
- 238000010438 heat treatment Methods 0.000 abstract 5
- 239000005708 Sodium hypochlorite Substances 0.000 abstract 1
- 238000005516 engineering process Methods 0.000 description 7
- 239000007791 liquid phase Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- 238000004043 dyeing Methods 0.000 description 5
- 230000007613 environmental effect Effects 0.000 description 5
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 4
- 206010013786 Dry skin Diseases 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000005204 segregation Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000000984 vat dye Substances 0.000 description 3
- 101100118680 Caenorhabditis elegans sec-61.G gene Proteins 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000000711 cancerogenic effect Effects 0.000 description 2
- 231100000315 carcinogenic Toxicity 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 159000000013 aluminium salts Chemical class 0.000 description 1
- 229910000329 aluminium sulfate Inorganic materials 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 239000013056 hazardous product Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000013332 literature search Methods 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
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- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A method for producing vat yellow 3RT includes the preparation steps: uniformly mixing 1,5- dichloroanthraquinone, 1-amino-anthraquinone, sodium carbonate and copper catalysts, heating up mixture to reach 120-130 DEG C, dewatering the mixture, continuously heating up the mixture to reach 210-260 DEG C, keeping the temperature, reducing the temperature to be lower than 60 DEG C and discharging the mixture to obtain crude imine; adding the obtained crude imine into water, boiling the water, reducing the temperature to reach room temperature, filtering the crude imine, washing the crude imine to be neutral and drying the crude imine to obtain refined imine; taking pyridine, stirring and heating up the pyridine and adding aluminum trichloride into the pyridine at the temperature of 70-115 DEG C; adjusting the temperature to range from 80 DEG C to 115 DEG C, adding the refined imine into the pyridine, heating up to 140-160 DEG C and keeping the temperature for 1-5 hours; recycling the pyridine by means of distillation after keeping the temperature; filtering the pyridine and washing the pyridine to be neutral to obtain vat yellow 3RT crude dye; taking water, adding the vat yellow 3RT crude dye into the water and adding potassium permanganate and sodium hypochlorite after beating; and heating up the vat yellow 3RT crude dye to 90-95 DEG C, filtering the vat yellow 3RT crude dye and washing the vat yellow 3RT crude dye to be neutral to obtain the vat yellow 3RT.
Description
Technical field:
The invention belongs to technical field of dye, relate to the preparation method of anthraquinone type vat dyes, the working method of especially a kind of vat yellow 3RT.
Background technology
Vat yellow 3RT (CAS No.128-70-1) is one of important kind of vat dyes, and the production and selling scale is all in continuous increase, and year market requirement total amount is about about 1000 tons.The result of market study and literature search shows; Western developed country does not carry out the synthetic of this product with the regional environmental protection pressure that is limited at present, and the manufacturer of states such as India is owing to reasons such as technology and quality, product lacking of market competition ability; In the production that has stopped this product several years ago; Therefore, the manufacturer of vat yellow 3RT mainly concentrates on Jiangsu all in China at present.Because technology is limit, be to adopt traditional technology to carry out the synthetic of product mostly, promptly carry out condensation reaction to make imines with liquid phase; Steps such as drying, liquid phase closed loop, segregation, secondary segregation, oxidation and acidifying and obtain the former dyestuff of vat yellow 3RT; The cost of this traditional technology is higher, and product yield is lower, pollutes heavy; The environmental-protecting performance of product is relatively poor simultaneously; Do not meet the strategy of national sustainable development, the bigger restriction that will receive in front in international community's harsh day by day " green barrier ", very unfavorable to the development from now on of this product.As a kind of important xanchromatic product in the vat dyes, along with change of market, the original production process yield is low, consumes high drawback and day by day appears, and adds the increasingly stringent of environmental regulation, and existing production capacity can not satisfy the demand of domestic and international market.
Vat yellow 3RT traditional processing technology route is: 1,1, and 5-dichloroanthraquinone and 1-aminoanthraquinone carry out the liquid phase condensation and get imines under acid binding agent, catalyst action in oil of mirbane.2, imines is in the presence of aluminum chloride and the compound closed loop agent of refined salt, the liquid phase closed loop.3, segregation, filtration obtain the bullion dyestuff in the closed loop material water, and mother liquor is discarded.4, oxidizing reaction.5, the refining former dyestuff of vat yellow 3RT that obtains of acidifying.
The composition problem that traditional technology exists: 1, what adopt when 5-dichloroanthraquinone and 1-aminoanthraquinone carry out condensation generally is to be the liquid phase reaction of solvent with oil of mirbane, uses a large amount of soda ash and metallic reducing agent simultaneously; Oil of mirbane has carcinogenic and bad courageous and upright, has a strong impact on healthyly, also can produce a large amount of pollutions and high flow rate simultaneously; In the process of ring-closure reaction; Adopting a large amount of salt at present is raw material, and temperature of reaction is higher, and reactant is not easy to reclaim simultaneously.Handling bad product, also can to influence coloured light gloomy.
Summary of the invention
The technical problem that solves:To above-mentioned technological deficiency; The present invention provides the working method of a kind of vat yellow 3RT, and this method reduces the content and the kind of the hazardous material in the reaction to the reason of present production and environmental protection and personal security and operability all respects; Reduce the complicacy and the cost of reaction; Improve the quality of products simultaneously, improve productive rate, reduce production costs.
Technical scheme:
The working method of vat yellow 3RT, preparation process is:
A. solid state reaction: in the quality branch, with 1,20～25 parts of 5-dichloroanthraquinones, 28～40 parts of 1-aminoanthraquinone; 10～20 parts of soda ash, 0.3～0.6 part of mixing and stirring of copper catalyst is warming up to 120～130 ℃; Dewatered 0.5～1 hour, and continued to be warming up to 210～260 ℃, be incubated 4～8 hours; Be cooled to below 60 ℃, discharging obtains the imines bullion; The bullion that obtains is added in the entry, boil, reduce to the room temperature after-filtration, washing is to neutral, and drying obtains refining imines;
B. ring-closure reaction: get 120 parts of pyridines, stir and heat up, in 70～115 ℃, drop into 50～100 parts of aluminum chlorides; Adjustment temperature to 80～115 ℃ add 40～50 parts of refining imines, are warming up to 120～180 ℃ again, are incubated 1～5 hour; After insulation finished, pyridine was reclaimed in distillation; Distillation finishes, and filters, and washing gets vat yellow 3RT bullion dyestuff to neutral;
C. oxidizing reaction: fetch water 80 parts, throw 18～20 parts of vat yellow 3RT bullion dyestuffs, add 3～5 parts in potassium permanganate after the making beating, 100～170 parts of Youxiaolin; Be warming up to 70-100 ℃, kept 4～6 hours, filter, washing gets the former dyestuff of vat yellow 3RT to neutral.
Among the step a, the temperature of solid state reaction is preferably 230～250 ℃.
Among the step a, the synthetic used copper catalyst of imines is copper powder, cupric oxide or cupric chloride.
Among the step b, the temperature of ring-closure reaction is preferably 130～160 ℃.
Among the step c, the temperature of oxidizing reaction is preferably 80～90 ℃.
Beneficial effect
1, condensation replaces liquid phase reaction with solid state reaction, not only eliminates the carcinogenic and bad courageous and upright of oil of mirbane, and has saved the required mass energy of distillation oil of mirbane.
2, closed loop adopts aluminum chloride and pyridine to replace aluminum chloride and refined salt, and pyridine is able to recycling, has reduced a large amount of refined salt dischargings, not only practices thrift cost, and very environmental protection.
3, mother liquor reclaims aluminium salt, is used to produce flocculation agent, practices thrift cost, has reduced environmental protection pressure.
4, reduce acidification step, practiced thrift production cost, improved quality product.
Description of drawings
Fig. 1 is synthesis route figure of the present invention;
Fig. 2 is the reaction equation that respectively goes on foot of the present invention; Wherein side reaction is: Na
2CO
3+ 2HCl → 2NaCl+H
2O+CO
2
Fig. 3 is dyeing K/S curve, and X-coordinate is an absorbing wavelength, and the nm of unit, ordinate zou are the K/S value.
?
Embodiment
Below in conjunction with specific embodiment, further set forth the present invention.Should declare, these embodiment only be used to the present invention is described and be not used in the restriction scope of the present invention.
Embodiment 1
Solid state reaction: add 1,5-dichloroanthraquinone 22.0g, 1-aminoanthraquinone 30.6g, soda ash 14.3g, copper powder 0.4g mixes and stirs half a hour, is warming up to 120～130 ℃, dewaters 1 hour, continues to be warming up to 220～260 ℃, is incubated 6 hours.Be cooled to below 60 ℃, discharging obtains 63g imines bullion.
The bullion that obtains is added in the 600mL water, boiled 1 hour, reduce to room temperature, filter, washing is to neutral, and drying obtains refining imines 44g.
In the 250mL there-necked flask, add the 120.0g pyridine, open stirring, be warming up to 70 ℃ half a hour, in 70～115 ℃, drop into aluminum chloride 75.0g (adding duration) several times at 3～4 hours, kept 10 minutes;
Add refining imines 40.0g in adjustment temperature to 70～115 ℃ and (add duration
2～
3Hour), add and be warming up to 130～170 ℃, be incubated 1～5 hour.After insulation finished, pyridine 100～117g was reclaimed in distillation.
Distillation finishes, and filters, and washing gets the about 39g of vat yellow 3RT bullion dyestuff to neutral.
The 500mL there-necked flask adds water 80mL, throws bullion dyestuff 18.5g, pulls an oar 1 hour, adds potassium permanganate 4g, Youxiaolin 100g.Be warming up to 70-900 ℃, kept 4 hours, filter, washing gets the former dyestuff of vat yellow 3RT to neutral.100 ℃ of dryings get dry product 9.5g.
Solid state reaction: add 1,5-dichloroanthraquinone 20.0g, 1-aminoanthraquinone 33.2g, soda ash 20.0g, cupric chloride 0.6g mixes and stirs half a hour, is warming up to 120～130 ℃, dewaters 1 hour, continues to be warming up to 210～260 ℃, is incubated 6 hours.Be cooled to below 60 ℃, discharging obtains 66.0g imines bullion approximately.
The bullion that obtains is added in the 1200mL water, boiled 1 hour, cool to room temperature, filter, washing is to neutral, and drying obtains the refining about 46g of imines.
In the 250mL there-necked flask, add the 60g pyridine, open stirring, be warming up to 70 ℃, in 70～115 ℃, drop into aluminum chloride 50g several times, reinforced duration 2～3 hours adds maintenance 10 minutes;
Add refining imines 20g in adjustment temperature to 90～115 ℃, reinforced duration is about
2～
3Hour, add and be warming up to 140～160 ℃, be incubated 1～5 hour.
After insulation finished, pyridine 50～55g was reclaimed in distillation.
Distillation finishes, and filters, and washing gets vat yellow 3RT bullion dyestuff 20g to neutral.
The 500mL there-necked flask adds water 80mL, throws vat yellow 3RT bullion dyestuff 20g, pulls an oar 1 hour, adds potassium permanganate 3g, Youxiaolin 150g.Be warming up to 90-95 ℃, kept 5 hours.Filter, washing gets the former dyestuff of vat yellow 3RT to neutral.100 ℃ of dryings get dry product 10g.
?
Embodiment 3
The working method of vat yellow 3RT, preparation process is:
A. with 1,5-dichloroanthraquinone 20.5g, 1-aminoanthraquinone 28g, soda ash 10g, cupric oxide 0.5g mixing and stirring is warming up to 125 ℃, dewaters 1 hour, continues to be warming up to 250 ℃, is incubated 8 hours; Be cooled to below 60 ℃, discharging obtains the imines bullion; The bullion that obtains is added in the entry, boil, reduce to the room temperature after-filtration, washing is to neutral, and drying obtains refining imines;
B. get pyridine 120g, stir and heat up, in 70～115 ℃, drop into aluminum chloride 50g; Add, adjustment temperature to 115 ℃ adds refining imines 50g, is warming up to 160 ℃ again, is incubated 5 hours; After insulation finished, pyridine was reclaimed in distillation; Distillation finishes, and filters, and washing gets vat yellow 3RT bullion dyestuff to neutral;
C. the 80mL that fetches water throws vat yellow 3RT bullion dyestuff 18g, adds potassium permanganate 5g after the making beating, Youxiaolin 170g; Be warming up to 95 ℃, kept 6 hours, filtration, washing gets the former dyestuff of vat yellow 3RT to neutral, and 100 ℃ of dryings get dry product 8.65g.
?
Embodiment 4 (tint applications instance)
In 300mL pottery dye vat, add the former dyestuff dry product among the 0.03g embodiment 3,2mL 5%wt draws back powder solution, 1mL ethanol; Add the reduced liquid 200mL that contains vat powder 0.85g, NaOH 1.1g, be warming up to 60 ℃, reduced 15 minutes; Add the 5g cotton fabric, 60 ℃ of dyeing 45 minutes.With fabric washing, atmospheric oxidation with 0.5% soap lye soap boiling 15 minutes, is cleaned, and dries, and obtains orange dyeing.
This orange dyeing is compared coloured light with vat yellow 3RT standard substance: △ a=0.212, and △ b=-0.201,, intensity is 99.8% of standard substance, dyeing K/S curve is consistent with standard substance.Explanation is vat yellow 3RT according to the dyestuff of embodiments of the invention system, and quality index conformance with standard article.
Claims (5)
1. the working method of vat yellow 3RT is characterized in that preparation process is:
A. solid state reaction: in the quality branch, with 1,20～25 parts of 5-dichloroanthraquinones, 28～40 parts of 1-aminoanthraquinone; 10～20 parts of soda ash, 0.3～0.6 part of mixing and stirring of copper catalyst is warming up to 120～130 ℃; Dewatered 0.5～1 hour, and continued to be warming up to 210～260 ℃, be incubated 4～8 hours; Be cooled to below 60 ℃, discharging obtains the imines bullion; The bullion that obtains is added in the entry, boil, reduce to the room temperature after-filtration, washing is to neutral, and drying obtains refining imines;
B. ring-closure reaction: get 120 parts of pyridines, stir and heat up, in 70～115 ℃, drop into 50～100 parts of aluminum chlorides; Adjustment temperature to 80～115 ℃ add 40～50 parts of refining imines, are warming up to 120～180 ℃ again, are incubated 1～5 hour; After insulation finished, pyridine was reclaimed in distillation; Distillation finishes, and filters, and washing gets vat yellow 3RT bullion dyestuff to neutral;
C. oxidizing reaction: fetch water 80 parts, throw 18～20 parts of vat yellow 3RT bullion dyestuffs, add 3～5 parts in potassium permanganate after the making beating, 100～170 parts of Youxiaolin; Be warming up to 70-100 ℃, kept 4～6 hours, filter, washing gets the former dyestuff of vat yellow 3RT to neutral.
2. the working method of vat yellow 3RT according to claim 1 is characterized in that among the step a that the temperature of solid state reaction is preferably 230～250 ℃.
3. the working method of vat yellow 3RT according to claim 1 is characterized in that among the step a, and the synthetic used copper catalyst of imines is copper powder, cupric oxide or cupric chloride.
4. the working method of vat yellow 3RT according to claim 1 is characterized in that among the step b that the temperature of ring-closure reaction is preferably 130～160 ℃.
5. the working method of vat yellow 3RT according to claim 1 is characterized in that among the step c that the temperature of oxidizing reaction is preferably 80～90 ℃.
Priority Applications (1)
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|---|---|---|---|
| CN2012101174406A CN102660131A (en) | 2012-04-19 | 2012-04-19 | Method for producing vat yellow 3RT |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012101174406A CN102660131A (en) | 2012-04-19 | 2012-04-19 | Method for producing vat yellow 3RT |
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| CN102660131A true CN102660131A (en) | 2012-09-12 |
Family
ID=46769722
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104277486A (en) * | 2014-09-15 | 2015-01-14 | 萧县凯奇化工科技有限公司 | Synthesis method of vat yellow 3RR |
| CN106317955A (en) * | 2016-07-26 | 2017-01-11 | 萧县凯奇化工科技有限公司 | Brown reduction dye and preparation method thereof |
| CN107916016A (en) * | 2017-10-25 | 2018-04-17 | 安徽凯奇化工科技股份有限公司 | A kind of preparation method of vat yellow 3RT |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB856804A (en) * | 1955-12-30 | 1960-12-21 | Gen Aniline & Film Corp | Heterocyclic vat dyestuffs |
| GB1222331A (en) * | 1968-01-02 | 1971-02-10 | Vyzk Ustav Organ Syntez | Process for carbazolising anthrimides in the preparation of diphthaloylcarbazols |
| CS243572B1 (en) * | 1984-10-22 | 1986-06-12 | Jiri Marhan | Method of diphaloylcarbazole dye stuff's pigment mould preparation |
| US20060010620A1 (en) * | 2002-08-24 | 2006-01-19 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Textile spun-dyed fiber material and use thereof for producing camouflage articles |
| US20070180630A1 (en) * | 2004-03-26 | 2007-08-09 | Wella Ag | Hair colorants with vat dyes |
-
2012
- 2012-04-19 CN CN2012101174406A patent/CN102660131A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB856804A (en) * | 1955-12-30 | 1960-12-21 | Gen Aniline & Film Corp | Heterocyclic vat dyestuffs |
| GB1222331A (en) * | 1968-01-02 | 1971-02-10 | Vyzk Ustav Organ Syntez | Process for carbazolising anthrimides in the preparation of diphthaloylcarbazols |
| CS243572B1 (en) * | 1984-10-22 | 1986-06-12 | Jiri Marhan | Method of diphaloylcarbazole dye stuff's pigment mould preparation |
| US20060010620A1 (en) * | 2002-08-24 | 2006-01-19 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Textile spun-dyed fiber material and use thereof for producing camouflage articles |
| US20070180630A1 (en) * | 2004-03-26 | 2007-08-09 | Wella Ag | Hair colorants with vat dyes |
Non-Patent Citations (2)
| Title |
|---|
| 何海兰: "《精细化工产品手册 染料》", 31 October 2004, 化学工业出版社 * |
| 赵维绳 等: "《染料丛书 还原染料》", 31 December 1993, 化学工业出版社 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104277486A (en) * | 2014-09-15 | 2015-01-14 | 萧县凯奇化工科技有限公司 | Synthesis method of vat yellow 3RR |
| CN106317955A (en) * | 2016-07-26 | 2017-01-11 | 萧县凯奇化工科技有限公司 | Brown reduction dye and preparation method thereof |
| CN107916016A (en) * | 2017-10-25 | 2018-04-17 | 安徽凯奇化工科技股份有限公司 | A kind of preparation method of vat yellow 3RT |
| CN107916016B (en) * | 2017-10-25 | 2020-01-07 | 安徽凯奇化工科技股份有限公司 | Preparation method of vat yellow 3RT |
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Application publication date: 20120912 |