CN102206425A - Preparation method of vat blue dye - Google Patents
Preparation method of vat blue dye Download PDFInfo
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- CN102206425A CN102206425A CN 201010155259 CN201010155259A CN102206425A CN 102206425 A CN102206425 A CN 102206425A CN 201010155259 CN201010155259 CN 201010155259 CN 201010155259 A CN201010155259 A CN 201010155259A CN 102206425 A CN102206425 A CN 102206425A
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- Prior art keywords
- vat blue
- preparation
- aminoanthraquinone
- dyestuff
- vat
- Prior art date
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- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 239000001045 blue dye Substances 0.000 title 1
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 claims abstract description 38
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 30
- 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 18
- 239000000975 dye Substances 0.000 claims abstract description 17
- 238000009833 condensation Methods 0.000 claims abstract description 12
- 230000005494 condensation Effects 0.000 claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 11
- 239000003444 phase transfer catalyst Substances 0.000 claims abstract description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000001301 oxygen Substances 0.000 claims abstract description 4
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 4
- ZMGMDXCADSRNCX-UHFFFAOYSA-N 5,6-dihydroxy-1,3-diazepan-2-one Chemical class OC1CNC(=O)NCC1O ZMGMDXCADSRNCX-UHFFFAOYSA-N 0.000 claims abstract 4
- -1 allylidene urea Chemical compound 0.000 claims description 22
- 239000004202 carbamide Substances 0.000 claims description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000000843 powder Substances 0.000 claims description 6
- 238000006482 condensation reaction Methods 0.000 claims description 5
- 238000007670 refining Methods 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 150000003983 crown ethers Chemical class 0.000 claims description 2
- 150000004714 phosphonium salts Chemical class 0.000 claims description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 5
- 238000005406 washing Methods 0.000 abstract description 5
- 238000001914 filtration Methods 0.000 abstract description 3
- 239000000984 vat dye Substances 0.000 abstract description 3
- GUVUOGQBMYCBQP-UHFFFAOYSA-N dmpu Chemical compound CN1CCCN(C)C1=O GUVUOGQBMYCBQP-UHFFFAOYSA-N 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 16
- 239000000463 material Substances 0.000 description 11
- 238000005516 engineering process Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 8
- 239000012065 filter cake Substances 0.000 description 7
- 230000003647 oxidation Effects 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 229920000742 Cotton Polymers 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000012452 mother liquor Substances 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- 238000005204 segregation Methods 0.000 description 5
- 238000009835 boiling Methods 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000000967 suction filtration Methods 0.000 description 4
- 238000007664 blowing Methods 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 235000019239 indanthrene blue RS Nutrition 0.000 description 3
- 238000009413 insulation Methods 0.000 description 3
- XOGPDSATLSAZEK-UHFFFAOYSA-N 2-Aminoanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(N)=CC=C3C(=O)C2=C1 XOGPDSATLSAZEK-UHFFFAOYSA-N 0.000 description 2
- 238000010009 beating Methods 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 1
- 241000322338 Loeseliastrum Species 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229920002978 Vinylon Polymers 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229940040526 anhydrous sodium acetate Drugs 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
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a preparation method of a vat dye of a vat blue 4 (I) dye. 1- aminoanthraquinone (II) is used as a raw material, and a hydrous cyclic urea derivative, N, N'-dimethyl propyleneurea (IIIa), is used as a medium; in the presence of a strong base, potassium hydroxide, and a phase-transfer catalyst, condensation is performed using oxygen or air as an oxidant; when the reaction endpoint is reached, filtration, washing and drying are performed to obtain dianthraquinone-N, N'-dihydroazine, that is vat blue 4 (I), with high yield and high purity. After being further refined, the dye can be used as pigment-grade vat blue 4 (I).
Description
Technical field:
The present invention relates to a kind of preparation method of vat dyes, is to adopt synthetic Vat blue 4 (I) dyestuff of new technology more specifically, belongs to the manufacturing technology field of chemical dyestuff.
Background technology:
Vat blue 4 (I) is a kind of appearance anthraquinone vat dyes the earliest, is made first in 1901 by the rich grace of Germanization scholar R..It is mainly used in cotton fiber dyeing and calico printing, also is used for two of vinylon and cotton blend, polyester-cotton fabric and bathes resisdye, also is used to make pigment for printing ink.Its traditional processing technology is to be raw material with the 2-aminoanthraquinone, in molten potassium hydroxide, sodium hydroxide and sodium acetate, anhydrous, carry out the condensation closed loop, be reduced into leuco compound with vat powder behind the thin up and separate with impurity by filtering, again the leuco compound oxidation is obtained finished product, its yield is about 56%.Seriously polluted, problems such as yield is low, energy consumption is high, poor stability that this technology exists.Afterwards along with the progress of 1-aminoanthraquinone technology, 1-aminoanthraquinone (II) conveniently is easy to get, produce that to begin to adopt with 1-aminoanthraquinone (II) be raw material greatly after nineteen ninety, in solvent dimethyl sulfoxide (DMSO) medium and in the presence of the highly basic potassium hydroxide, with oxygen or air is that oxygenant carries out condensation, again with the refining finished product that obtains of vat powder reduction, its yield is about 75%, this technology has certain progress than 2-aminoanthraquinone alkali fusion technology, but exist seriously polluted, yield is low, problems such as the solvent dimethyl sulfoxide (DMSO) rate of recovery is low, and the waste gas that the dimethyl sulfoxide (DMSO) oxidation produces is difficult to administer.With 1, the 3-dimethyl-imidazolinone replaces the technology of dimethyl sulfoxide (DMSO) that many reports (as CN1105713C, CN101205415A) are also arranged simultaneously.The Vat blue 4 that this method obtains (I) is though the unknown impuritie that contains lacks than the technology of front, and these unknown impurities can make the deepening of dyestuff tone, still do not reach normal quality requirements.In order to remove these impurity, must handle purifying products by vat powder.This process recovery ratio is about 94%, yet generally has only 88% through the yield behind the refining purifying of vat powder, and is difficult to obtain pigment-level Vat blue 4 (I) product.
Summary of the invention:
The objective of the invention is: the preparation method that a kind of new Vat blue 4 (I) dyestuff is provided.Adopt that this method operation is simple, the raw and auxiliary material utilization ratio is high, three wastes generation is few, plant factor is high, facility investment is few, adopts good product quality, yield height, the production cost of this method gained significantly to reduce.
Realize that technical scheme of the present invention is: with 1-aminoanthraquinone (II) is raw material, at aqueous N, in N '-diformazan basic ring allylidene urea (IIIa) medium, make condensing agent with potassium hydroxide, oxygen or air are made oxygenant, in the presence of phase-transfer catalyst, carry out condensation reaction, cool to 95-100 ℃ after reaching the condensation terminal point, add water isolation and cool to 75-80 ℃ simultaneously, collect mother liquor and mix recovery solvent N with filter cake washing liquid, N '-diformazan basic ring allylidene urea (IIIa) recycle, filter cake is through washing, dry, make dianthranide ketone-N, N '-dihydro azine is Vat blue 4 (I).It is characterized in that at moisture N, carry out condensation in N '-diformazan basic ring allylidene urea (IIIa) solvent, with atmospheric oxidation, with phase-transfer catalyst, under 95-180 ℃, obtain high yield, high-quality Vat blue 4 (I) product, reclaim simultaneously to concentrate and utilize solvent N, N '-diformazan basic ring allylidene urea (IIIa) again.Resulting Vat blue 4 (I) is refining with sodium hydroxide solution and vat powder, just can obtain the Vat blue 4 that is used to produce pigment blue 60 (I) of based on very high purity.
Among above-mentioned Vat blue 4 (I) preparation method, condensation temp is 95-180 ℃, and the condensation time is 3-16 hour, and best condensation temp is 100-125 ℃, and Best Times is 8-10 hour;
Among above-mentioned Vat blue 4 (I) preparation method, used main raw material 1-aminoanthraquinone (II) is red meal, and content is in the scope of 70-99%.
Among above-mentioned Vat blue 4 (I) preparation method, solvent N, N '-diformazan basic ring allylidene urea (IIIa) usage quantity (in 1-aminoanthraquinone (II) weight): be generally 0.4-6 part, the water content of solvent is generally 1-25%;
Among above-mentioned Vat blue 4 (I) preparation method, used phase-transfer catalyst is that in quaternary ammonium salt, season phosphonium salt, the crown ether series phase-transfer catalyst one or more are composite, and consumption (in 1-aminoanthraquinone (II) weight) is generally 0.01%-1.5%;
Among above-mentioned Vat blue 4 (I) preparation method, material segregation water consumption (in 1-aminoanthraquinone (II) weight) after the condensation: be generally 0.5-10 part, the segregation temperature is 70-100 ℃;
Advantage of the present invention is: can the high-quality Vat blue 4 (I) of one-step synthesis, simplified synthesis procedure greatly, and can produce good economic benefit, product Vat blue 4 (I) yield is more than 97%; Can obtain being used to produce the highly purified Vat blue 4 (I) of pigment blue 60 with comparalive ease; Solvent N, N '-diformazan basic ring allylidene urea (IIIa) stable performance, the rate of recovery are high; The mother liquor washing water can concentrate recycled after the closed loop, and three wastes generation is few, belong to environment-friendly clean process.
Embodiment
Below in conjunction with embodiment the present invention is further described, but is not limited to this.
Principal reaction of the present invention is:
Used raw material in the enforcement unless otherwise indicated, is and is fit to the commercially available industrial goods that the dye well intermediate uses;
Embodiment 1 adds 120g moisture content in the four-hole boiling flask of 500mL be 10% N, N '-diformazan basic ring allylidene urea (IIIa), 0.1g catalyzer, 50g purity is 99.0% 1-aminoanthraquinone (II), stirring is warmed up to 95 ℃, drip 150mL 50% potassium hydroxide solution, the blowing air oxidation, carry out condensation reaction at 100-125 ℃, insulation reaction adds 100mL water dilution segregation material after 8 hours, the material suction filtration, collect mother liquor, the filter cake hot wash is to neutral, and oven dry obtains Vat blue 4 (I) 49.2g, yield 98.4% need not further refiningly to dye cotton and can obtain bright-coloured ruddiness blueness.
Embodiment 2 adds 120g moisture content in the four-hole boiling flask of 500mL be 15% N, N '-diformazan basic ring allylidene urea (IIIa), 0.1g catalyzer, 50g purity is 99.0% 1-aminoanthraquinone (II), stirring is warmed up to 95 ℃, drip 150mL 50% potassium hydroxide solution, the blowing air oxidation, carry out condensation reaction at 100-125 ℃, insulation reaction adds 100mL water dilution segregation material after 8 hours, the material suction filtration, collect mother liquor, the filter cake hot wash is to neutral, and oven dry obtains Vat blue 4 (I) 48.8g, yield 97.6% need not further refiningly to dye cotton and can obtain bright-coloured ruddiness blueness.
Embodiment 3 adds 120g moisture content in the four-hole boiling flask of 500mL be 20% N, N '-diformazan basic ring allylidene urea (IIIa), 0.1g catalyzer, 50g purity is 99.0% 1-aminoanthraquinone (II), stirring is warmed up to 95 ℃, drip the 150mL50% potassium hydroxide solution at 95-98 ℃, the blowing air oxidation, carry out condensation reaction at 100-125 ℃, insulation reaction adds 100mL water dilution segregation material after 8 hours, the material suction filtration, collect mother liquor, the filter cake hot wash is to neutral, and oven dry obtains Vat blue 4 (I) 48.5g, yield 97.0% need not further refiningly to dye cotton and can obtain bright-coloured ruddiness blueness.
Embodiment 4 adds the material making beating of 1500ml water and a collection of embodiment 3 in the four-hole boiling flask of 2000ml, add 47 gram dissolution of sodium hydroxide, after 55 ℃ of addings 27 restrain V-Brite Bs, stir half an hour, the suction filtration separation of material, filter cake is again with the making beating of 1000ml water, use the atmospheric oxidation material, the filtering and washing filter cake obtains highly purified Vat blue 4 (I) 46.1 grams to neutral 95-100 ℃ of oven dry, total recovery 92.0% can be used for producing the raw material of pigment blue 60.
Claims (11)
1. the preparation method of a Vat blue 4 (I) dyestuff, its concrete steps are: with 1-aminoanthraquinone (II) is raw material, aqueous cyclic urea derivatives N, N '-diformazan basic ring allylidene urea (IIIa) is done medium, in the presence of highly basic potassium hydroxide, be that oxygenant carries out condensation reaction with phase-transfer catalyst with oxygen or air, make dianthranide ketone-N, N '-dihydro azine is Vat blue 4 (I), and its molecular structure is:
The Vat blue 4 of gained (I) is further in aqueous sodium hydroxide solution, with the refining highly purified Vat blue 4 (I) that once can obtain of vat powder.
2. by the preparation method of the described Vat blue 4 of claim 1 (I) dyestuff, it is characterized in that described condensation temp is 95-180 ℃, the condensation time is 3-16 hour.
3. by the preparation method of the described Vat blue 4 of claim 1 (I) dyestuff, it is characterized in that described condensation temp is 100-125 ℃, the time is 8-10 hour.
4. by the preparation method of the described Vat blue 4 of claim 1 (I) dyestuff, it is characterized in that described raw material 1-aminoanthraquinone (II) is
5. by the described Vat blue 4 of claim 1 (I) preparation method, it is characterized in that described cyclic urea derivatives (III) is N, N '-diformazan basic ring allylidene urea (IIIa)
6. by the described Vat blue 4 of claim 1 (I) preparation method, it is characterized in that described cyclic urea derivatives (III) is one or more following mixtures
R1, R2 can be-CH in the formula
3,-C
2H
5,-C
3H
7,-C
4H
9
7. by the preparation method of the described Vat blue 4 of claim 5 (I) dyestuff, it is characterized in that described proportioning raw materials: N, N '-diformazan basic ring allylidene urea (IIIa) usage quantity by 1-aminoanthraquinone (II) weight, is generally 1-6 part.
8. by the preparation method of the described Vat blue 4 of claim 5 (I) dyestuff, it is characterized in that described moisture N, N '-diformazan basic ring allylidene urea (IIIa), its water content is generally 1-25%.
9. by the preparation method of claim 1 or 5 described Vat blue 4 (I) dyestuffs, it is characterized in that described potassium hydroxide is potassium hydroxide aqueous solution, concentration of potassium hydroxide is generally 50%.
10. by the preparation method of claim 1 or 5 described Vat blue 4 (I) dyestuffs, it is characterized in that the potassium hydroxide usage quantity is generally 0.1-3 part by 1-aminoanthraquinone (II) weight in the described proportioning raw materials.
11. by the preparation method of claim 1 or 5 described Vat blue 4 (I) dyestuffs, it is characterized in that described catalyzer be quaternary ammonium salt, season phosphonium salt, crown ether series phase-transfer catalyst, consumption is generally 0.01%-1.5% by 1-aminoanthraquinone (II) weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101552595A CN102206425B (en) | 2010-04-26 | 2010-04-26 | Preparation method of vat blue dye |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101552595A CN102206425B (en) | 2010-04-26 | 2010-04-26 | Preparation method of vat blue dye |
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| Publication Number | Publication Date |
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| CN102206425A true CN102206425A (en) | 2011-10-05 |
| CN102206425B CN102206425B (en) | 2012-07-04 |
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| CN2010101552595A Active CN102206425B (en) | 2010-04-26 | 2010-04-26 | Preparation method of vat blue dye |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104371347A (en) * | 2014-11-29 | 2015-02-25 | 萧县凯奇化工科技有限公司 | Method for preparing vat blue RSN |
| CN104497617A (en) * | 2014-11-29 | 2015-04-08 | 萧县凯奇化工科技有限公司 | Vat dye brown GG and preparation method thereof |
| CN105778553A (en) * | 2016-04-08 | 2016-07-20 | 南通恒盛精细化工有限公司 | Improvement method for preparing C.I.vat blue 4 |
| CN106221279A (en) * | 2016-07-26 | 2016-12-14 | 萧县凯奇化工科技有限公司 | A kind of multi-ring blue reducing dye and preparation method thereof |
| CN106243770A (en) * | 2016-07-26 | 2016-12-21 | 萧县凯奇化工科技有限公司 | A kind of vat blue dyestuff and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1508067A (en) * | 1974-06-21 | 1978-04-19 | Ugine Kuhlmann | Process for preparing indanthrene dyes |
| CN101205415A (en) * | 2007-12-07 | 2008-06-25 | 徐州开达精细化工有限公司 | Synthetic process of vat blue RSN |
-
2010
- 2010-04-26 CN CN2010101552595A patent/CN102206425B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1508067A (en) * | 1974-06-21 | 1978-04-19 | Ugine Kuhlmann | Process for preparing indanthrene dyes |
| CN101205415A (en) * | 2007-12-07 | 2008-06-25 | 徐州开达精细化工有限公司 | Synthetic process of vat blue RSN |
Non-Patent Citations (2)
| Title |
|---|
| 《染料与染色》 19770831 曾维新 由1-氨基蒽醌合成还原蓝RS国内外的研究概况 49-52,80 1-11 , 第04期 2 * |
| 《染料与染色》 19821031 李常春 国内外还原蓝RSN染料的发展动向 18-22 1-11 , 第05期 2 * |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104371347A (en) * | 2014-11-29 | 2015-02-25 | 萧县凯奇化工科技有限公司 | Method for preparing vat blue RSN |
| CN104497617A (en) * | 2014-11-29 | 2015-04-08 | 萧县凯奇化工科技有限公司 | Vat dye brown GG and preparation method thereof |
| CN104497617B (en) * | 2014-11-29 | 2016-08-24 | 萧县凯奇化工科技有限公司 | A kind of reducing dye palm fibre GG and preparation method |
| CN105778553A (en) * | 2016-04-08 | 2016-07-20 | 南通恒盛精细化工有限公司 | Improvement method for preparing C.I.vat blue 4 |
| CN105778553B (en) * | 2016-04-08 | 2017-05-24 | 南通恒盛精细化工有限公司 | Improvement method for preparing C.I.vat blue 4 |
| CN106221279A (en) * | 2016-07-26 | 2016-12-14 | 萧县凯奇化工科技有限公司 | A kind of multi-ring blue reducing dye and preparation method thereof |
| CN106243770A (en) * | 2016-07-26 | 2016-12-21 | 萧县凯奇化工科技有限公司 | A kind of vat blue dyestuff and preparation method thereof |
| CN106243770B (en) * | 2016-07-26 | 2017-11-10 | 萧县凯奇化工科技有限公司 | A kind of vat blue dyestuff and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN102206425B (en) | 2012-07-04 |
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Address after: 213000 No.105 Renmin West Road, Niutang Town, Wujin District, Changzhou City, Jiangsu Province Patentee after: JIANGSU YABANG DYE Co.,Ltd. Patentee after: ANHUI YABANG CHEMICAL Co.,Ltd. Address before: 244100 Wusong Town, Tongling County, Tongling City, Anhui Province Patentee before: ANHUI YABANG CHEMICAL Co.,Ltd. Patentee before: JIANGSU YABANG DYE Co.,Ltd. |
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Effective date of registration: 20230710 Address after: 222000 duigougang Town, Guannan County, Lianyungang City, Jiangsu Province (Chemical Industrial Park) Patentee after: JIANGSU HUAER CHEMICAL Co.,Ltd. Address before: 213000 No.105 Renmin West Road, Niutang Town, Wujin District, Changzhou City, Jiangsu Province Patentee before: Jiangsu Yabang Dye Co.,Ltd. Patentee before: ANHUI YABANG CHEMICAL Co.,Ltd. |
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| CP03 | Change of name, title or address |
Address after: 222000 duigougang Town, Guannan County, Lianyungang City, Jiangsu Province (Chemical Industrial Park) Patentee after: Jiangsu Yabang Wall Dyestuff Co.,Ltd. Country or region after: China Address before: 222000 duigougang Town, Guannan County, Lianyungang City, Jiangsu Province (Chemical Industrial Park) Patentee before: JIANGSU HUAER CHEMICAL Co.,Ltd. Country or region before: China |