CN1667050A - Method for preparing high concentration liquid cationic dyes - Google Patents
Method for preparing high concentration liquid cationic dyes Download PDFInfo
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- CN1667050A CN1667050A CN 200410016950 CN200410016950A CN1667050A CN 1667050 A CN1667050 A CN 1667050A CN 200410016950 CN200410016950 CN 200410016950 CN 200410016950 A CN200410016950 A CN 200410016950A CN 1667050 A CN1667050 A CN 1667050A
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- cationic dyestuff
- dyestuff
- high density
- organic acid
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- 238000000034 method Methods 0.000 title claims abstract description 22
- 239000000975 dye Substances 0.000 title claims description 93
- 125000002091 cationic group Chemical group 0.000 title claims description 85
- 239000007788 liquid Substances 0.000 title abstract description 9
- -1 organic acid salt Chemical class 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 29
- 238000002360 preparation method Methods 0.000 claims abstract description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 15
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- 150000007524 organic acids Chemical class 0.000 claims abstract description 8
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 78
- 229960000583 acetic acid Drugs 0.000 claims description 32
- 239000000243 solution Substances 0.000 claims description 20
- 238000003756 stirring Methods 0.000 claims description 20
- 239000012362 glacial acetic acid Substances 0.000 claims description 18
- IGJLUFQMHOWSRP-UHFFFAOYSA-N methyl hydrogen sulfate Chemical compound COS(O)(=O)=O.S(=O)(=O)(OC)O IGJLUFQMHOWSRP-UHFFFAOYSA-N 0.000 claims description 14
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 239000001632 sodium acetate Substances 0.000 claims description 9
- 229960004249 sodium acetate Drugs 0.000 claims description 9
- 235000017281 sodium acetate Nutrition 0.000 claims description 9
- 239000000376 reactant Substances 0.000 claims description 8
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 claims description 6
- 238000004809 thin layer chromatography Methods 0.000 claims description 5
- 238000009413 insulation Methods 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 238000004454 trace mineral analysis Methods 0.000 claims description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000007069 methylation reaction Methods 0.000 claims description 2
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 238000001816 cooling Methods 0.000 abstract description 2
- 239000003086 colorant Substances 0.000 abstract 5
- 150000001768 cations Chemical class 0.000 abstract 3
- JZMJDSHXVKJFKW-UHFFFAOYSA-N methyl sulfate Chemical class COS(O)(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-N 0.000 abstract 1
- 238000005185 salting out Methods 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- 239000000843 powder Substances 0.000 description 5
- 229940040526 anhydrous sodium acetate Drugs 0.000 description 4
- 239000000395 magnesium oxide Substances 0.000 description 4
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- ZDPALFHDPFYJDY-UHFFFAOYSA-N [Na].OC=O Chemical compound [Na].OC=O ZDPALFHDPFYJDY-UHFFFAOYSA-N 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- 101100118680 Caenorhabditis elegans sec-61.G gene Proteins 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 150000005451 methyl sulfates Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
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- Cosmetics (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
This invention provides a preparation method of high concentration liquid state cation coloring agent. The procedures are that (1) water solubility little cation coloring agent methyl hydrogen sulfate salt is done salting out reaction by organic acid salt with carbon atoms is 1~2 to make it transformed water solubility big cation organic acid salt. (2) oil layer of the reaction product is taken out, then organic acid low molecular weight organic acid and water with carbon atoms is 1~2 is added to get organic acid salt of cation coloring agent water concentrated solution. The method said in this invention has great good effect, high concentration, high intension liquor state caiton coloring agent can be got, the coloring agent said has good stability, and is hard recrystallized when cooling down. The operation is simple, cost is reduced.
Description
(1) technical field
The present invention relates to the preparation method of the aqueous cationic dyestuff of a kind of high density.
(2) background technology
The aqueous cationic dyestuff of high density is commonly called as " liquid dye ".Liquid dye are current fast-developing in the world environmental protection type dyes, at present the kind of development have alkalescence, directly, the liquid dye of types such as dispersion, acidity.In the solid dye that uses at present, there are problems such as dust pollution, poorly soluble, easy caking, dye uptake are low, therefore, a large amount of uses of liquid dye have been development trend.These type of liquid dye have higher avidity and vividness preferably to medium.The characteristics that it has are under the bigger condition of the long-term temperature difference, the energy stably stored, and long-term storage does not precipitate, good fluidity does not contain Toxic matter, and is easy to use, and can use with the liquid dye of similar or other types, therefore use increasingly extensively, be one of direction of dyestuff development.
In the prior art, the preparation method of the aqueous cationic dyestuff of high density mainly contains two kinds, be that indirect method and direct method indirect method are carbonate, supercarbonate, cyanate and the thiocyanate-s that earlier the methyl-hydrogen-sulfate monomethyl-sulfate salt of cationic dyestuff is changed into water-soluble littler cationic dyestuff, after separating, again with corresponding low-molecular-weight organic acid, carry out decomposition reaction as formic acid, acetate and make it be converted into formate, the acetate of water-soluble bigger cationic dyestuff.The shortcoming of indirect method is insoluble cationic dyestuff salt will be separated in the preparation, and this is very time-consuming, therefore, is not used during industrialization.
Direct method is to adopt dye matrix at certain organic solvent, in acetic acid, ethylene glycol or other alcohol or lactone, in the presence of MgO, methylate to such an extent that cationic dyestuff gets methyl-hydrogen-sulfate monomethyl-sulfate salt with methyl-sulfate, separate or do not separate, add an amount of acetic acid or other organic solvents and make the preparing liquid with certain concentration cationic dyestuff.The advantage of direct method is that method is simple, and is comparatively practical, but often can only be applied to the preparation of the aqueous cationic dyestuff of low concentration, when being applied to high density and high-intensity aqueous cationic dyestuff, usually separates out because of the instability crystallization.
So be necessary to design and a kind ofly can prepare the high density of good stability and the preparation method of high-intensity aqueous cationic dyestuff.
(3) summary of the invention
For solving the deficiency that can only prepare the low intensive cationic dyestuff solution of lower concentration in the prior art in the aqueous cationic dyestuff direct method preparation, the invention provides and a kind ofly can prepare the high density of good stability and the method for high strength cationic dyestuff solution.
For reaching goal of the invention the technical solution used in the present invention be:
The preparation method of the aqueous cationic dyestuff of a kind of high density, described method comprises the steps:
(1) with carbonatoms is 1～2 organic acid salt,, makes it be converted into the organic acid salt of water-soluble big cationic dyestuff the reaction of saltouing of water-soluble little cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt; (2) reaction product of will saltouing is separated and to be got oil reservoir, adds carbonatoms and be 1～2 organic acid low molecular weight organic acid and water, obtains the water-based strong solution of the organic acid salt of cationic dyestuff.
Further, concrete steps are as follows:
(1) with mass fraction (g) is 10～50 parts the organic acid salt that contains 1～2 carbon atom, to mass fraction (g) is the reaction of saltouing of 50 parts water-soluble little cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt, makes it be converted into the organic acid salt of water-soluble big cationic dyestuff;
(2) reaction product of will saltouing is separated and to be got oil reservoir, adds volume parts (ml) and be 20～40 parts the organic acid that contains 1～2 carbon atom, obtains the water-based strong solution of the organic acid salt of cationic dyestuff.
Described cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt can carry out methylation reaction with methyl-sulfate with the cationic dyestuff parent and obtain in the aqueous solution.Described cationic dyestuff parent quality consumption (g) is 40 parts.
One of the described organic acid salt preferred as alkali salt that contains 1～2 carbon atom, particularly following:
1. 2. sodium-acetate of sodium formiate.
The described organic acid salt quality consumption (g) that contains 1～2 carbon atom is: 20～30 parts.
Also can add mass fraction (g) in the described reaction of saltouing is 2 parts dispersion agent aliphatic alcohol polyethenoxy alcohol (IW), produces to prevent precipitation.
Preferably, described method is carried out as follows:
(1) be 5～10 parts Glacial acetic acid toward adding volume parts (ml) during mass fraction (g) is 50 parts cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt, be warmed up to 70～80 ℃, stirred 0.5～1 hour, insulated and stirred is 0.5～1 hour again;
(2) add 10～50 parts of (g) sodium acetate, anhydrouss in the solution, stirred 0.5～1 hour, reactant is fallen in separating funnel, left standstill 2～4 hours;
(3) the dyestuff oil reservoir is told, water layer is abandoned it, and adding volume parts (ml) was 20～40 parts a Glacial acetic acid after oil reservoir was weighed, and stirred evenly, and promptly got the aqueous cationic dyestuff of high density.
Adding Glacial acetic acid in the step (1) is for cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt is dissolved.
More preferably, described method is carried out as follows:
(1) be 5 parts Glacial acetic acid toward adding volume parts (ml) during mass fraction (g) is 50 parts cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt, be warmed up to 70 ℃, stirred 0.5 hour, insulated and stirred is 0.5 hour again;
(2) add 20～30 parts of (g) sodium acetate, anhydrouss in the solution, stirred 0.5 hour, reactant is fallen in separating funnel, left standstill 3 hours;
(3) the dyestuff oil reservoir is told, water layer is abandoned it, and adding volume parts (ml) was 20 parts a Glacial acetic acid after oil reservoir was weighed, and stirred evenly, and promptly got the aqueous cationic dyestuff of high density.
When being raw material with the cationic dyestuff parent, described method is carried out as follows:
(1) getting mass fraction is that the dry parents of 40 parts of cationic dyestuff, 5 parts MgO, 1 part IW join in 100 parts the water, mix, pulled an oar 0.5～1.5 hour, slowly dripping mass fraction (g) in 25～30 ℃ is 50～60 parts methyl-sulfate, dropwised in about 1 hour, in 30 ℃ of insulations 2～3 hours, the thin-layer chromatography trace analysis was up to reaction end;
(2) adding volume parts (ml) in step (1) the gained reaction solution is 5 parts Glacial acetic acid, is warmed up to 70～80 ℃, stirs 0.5～1 hour, and insulated and stirred is 0.5～1 hour again;
(3) add 10～50 parts of sodium acetate, anhydrouss of quality (g) in the solution, stirred 0.5～1 hour, reactant is fallen in separating funnel, left standstill 2～4 hours;
(4) the dyestuff oil reservoir is told, water layer is abandoned it, and adding volume parts (ml) was 20～40 parts a Glacial acetic acid after oil reservoir was weighed, and stirred evenly, and promptly got the aqueous cationic dyestuff of high density.
The adding Glacial acetic acid is the sulfuric acid for decomposing excessive in the step (2).
Preferably, described method is carried out as follows:
(1) getting mass fraction (g) is that the dry parents of 40 parts of cationic dyestuff, 5 parts MgO, 1 part IW join in 100 parts the water, mix, pulled an oar 1 hour, slowly dripping mass fraction (g) in 30 ℃ is 55 parts methyl-sulfate, dropwised in about 1 hour, in 30 ℃ of insulations 3 hours, the thin-layer chromatography trace analysis was up to reaction end;
(2) adding volume parts (ml) in step (1) the gained reaction solution is 5 parts Glacial acetic acid, is warmed up to 70 ℃, stirs 0.5 hour, and insulated and stirred is 0.5 hour again;
(3) add 20～30 parts of sodium acetate, anhydrouss of quality (g) in the solution, stirred 0.5 hour, reactant is fallen in separating funnel, left standstill 3 hours;
(4) the dyestuff oil reservoir is told, water layer is abandoned it, and adding volume parts (ml) was 20 parts a Glacial acetic acid after oil reservoir was weighed, and stirred evenly, and promptly got the aqueous cationic dyestuff of high density.
The preparation method's of a kind of cationic dyestuff strong solution of the present invention beneficial effect mainly shows: (1) can obtain high density, high-intensity aqueous cationic dyestuff; (2) the aqueous stability of solution of gained high density is good, is difficult for crystallization when cooling; (3) easy and simple to handle, reduced cost.
(4) embodiment
The present invention is described further below in conjunction with specific embodiment:
Embodiment 1: the preparation that No. 41, the aqueous cationic blue of high density
No. 41 dry parents of 54g cationic blue, 5gMgO, 1gIW and 100ml water are mixed in three mouthfuls of reaction flasks of 500ml, pulled an oar 1 hour, and, dropwised in about 1 hour in 25～30 ℃ of Dropwise 5 5g methyl-sulfates slowly, in 30 ℃ of insulations 3 hours, up to thin-layer chromatography (TLC) terminal point.Add the 5ml Glacial acetic acid, be warmed up to 70 ℃, stir half an hour, add the 30g sodium acetate, anhydrous in the solution, stir half an hour, reactant is fallen in separating funnel, left standstill 3 hours, the dyestuff oil reservoir is told, water layer is abandoned it, adds the 20ml Glacial acetic acid after oil reservoir is weighed, and stirs evenly.Promptly get the about 170g of the aqueous solution of high density of No. 41 acetate of cationic blue.Put into refrigerator (4 ℃) two weeks, do not see that crystallization separates out, coloured light is near to little green, stains.
Example 2: the preparation that No. 14, the aqueous cationic red of high density
No. 14 former dyestuffs of 50g cationic red add 200g water and 1gIW stirs down, add 20ml acetic acid again, are heated to 70 ℃ to make molten, add 40g anhydrous formic acid sodium powder then, stir after 30 minutes, standing demix divides to get to add 20ml acetic acid behind the dyestuff oil reservoir and stir evenly and promptly get the aqueous cationic red of high density No. 14.
Example 3: the preparation that No. 16, the aqueous cationic violet of high density
No. 16 former powder of 50g cationic violet add 200ml water and 1gIW and stir adding 20ml acetic acid down, make molten in 70 ℃ of heating, add 20g anhydrous formic acid sodium powder then, stir after 30 minutes, leave standstill, tell the dyestuff oil reservoir, add 10ml acetic acid, promptly get the aqueous cationic violet of high density No. 16.
Example 4: the preparation that No. 46, the aqueous cationic red of high density
Get the parent dyestuff of No. 46,98g cationic red, add 100ml water and 1gIW and stir and add 9g magnesium oxide down, drip the 100g methyl-sulfates in 20～30 ℃, finished in about 2 hours, in 30 ℃ of reactions 2 hours, the back added 5ml acetic acid again, was warmed up to 70 ℃ and was incubated half an hour, add 30g anhydrous formic acid sodium, stir standing demix after 10 minutes, the dyestuff oil reservoir told, add 20ml acetic acid after, stir evenly, promptly get the aqueous cationic red of high density No. 46.
Example 5: the preparation that No. 28, the aqueous cationic yellow of high density
Get the former dyestuff of No. 28,60g cationic yellow, add 200ml water, 2gIW and 40ml acetic acid, stirring is warmed up to 80 ℃ to be made moltenly, adds the 20g sodium acetate, anhydrous in 70～80 ℃, stir make molten after, standing demix, the dyestuff oil reservoir is told, added 30ml acetic acid and 20ml water, 3g ethylene glycol stirs evenly and promptly gets the aqueous cationic yellow of high density No. 28.
Example 6: the preparation that No. 29, the aqueous cationic yellow of high density
Get No. 29 former powder of dyestuff of 40g cationic yellow, add 200ml water, 2gIW and 20ml acetic acid, stirring is warmed up to 75 ℃ of dissolvings, stir after adding the 30g sodium acetate, anhydrous, leave standstill and tell dyestuff oily matter, add 40ml acetic acid and 5ml formic acid and 3ml ethylene glycol and get the aqueous cationic yellow of high density No. 29.
Example 7: the preparation that No. 21, the aqueous cationic yellow of high density
No. 21 former powder of dyestuff of 40g cationic yellow add 200ml water and 2gIW and 20ml acetic acid, make moltenly in 70-80 ℃, add the 20g sodium acetate, anhydrous, stir standing demix after, get the dyestuff oil reservoir and add 10ml acetic acid and make moltenly, promptly get the aqueous cationic yellow of high density No. 21.
Claims (10)
1. the preparation method of the aqueous cationic dyestuff of high density is characterized in that described method is:
(1) with carbonatoms is 1～2 organic acid salt,, makes it be converted into the organic acid salt of water-soluble big cationic dyestuff the reaction of saltouing of water-soluble little cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt;
(2) reaction product of will saltouing is separated and to be got oil reservoir, adds carbonatoms and be 1～2 low molecular weight organic acid and water, obtains the water-based strong solution of the organic acid salt of cationic dyestuff.
2. want the preparation method of the aqueous cationic dyestuff of 1 described high density as right, it is characterized in that described method comprises the steps:
(1) with mass fraction (g) is 10～50 parts the organic acid salt that contains 1～2 carbon atom, to mass fraction (g) is the reaction of saltouing of 50 parts water-soluble little cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt, makes it be converted into the organic acid salt of water-soluble big cationic dyestuff;
(2) reaction product of will saltouing is separated and to be got oil reservoir, adds volume parts (ml) and be 20～40 parts the organic acid that contains 1～2 carbon atom, obtains the water-based strong solution of the organic acid salt of cationic dyestuff.
3. the preparation method of the aqueous cationic dyestuff of high density as claimed in claim 2 is characterized in that described cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt is to carry out methylation reaction with methyl-sulfate with the cationic dyestuff parent in the aqueous solution to obtain,
Described cationic dyestuff parent quality consumption (g) is 40 parts.
4. as the preparation method of the aqueous cationic dyestuff of the described high density of one of claim 1～3, it is characterized in that the described organic acid salt that contains 1～2 carbon atom is an an alkali metal salt.
5. the preparation method of the aqueous cationic dyestuff of high density as claimed in claim 4 is characterized in that the described organic acid salt that contains 1～2 carbon atom is one of following:
1. 2. sodium-acetate of sodium formiate.
6. as the preparation method of the aqueous cationic dyestuff of high density as described in the claim 4, it is characterized in that the described organic acid salt quality consumption (g) that contains 1～2 carbon atom is: 20～30 parts.
7. as the preparation method of the aqueous cationic dyestuff of high density as described in the claim 4, it is characterized in that also adding in the described reaction of saltouing mass fraction (g) and be 2 parts dispersion agent aliphatic alcohol polyethenoxy alcohol (IW).
8. the preparation method of the aqueous cationic dyestuff of high density as claimed in claim 2 is characterized in that described method carries out as follows:
(1) be 5～10 parts Glacial acetic acid toward adding volume parts (ml) during mass fraction (g) is 50 parts cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt, be warmed up to 70～80 ℃, stirred 0.5～1 hour, insulated and stirred is 0.5～1 hour again;
(2) add 10～50 parts of (g) sodium acetate, anhydrouss in the solution, stirred 0.5～1 hour, reactant is fallen in separating funnel, left standstill 2～4 hours;
(3) the dyestuff oil reservoir is told, water layer is abandoned it, and adding volume parts (ml) was 20～40 parts a Glacial acetic acid after oil reservoir was weighed, and stirred evenly, and promptly got the aqueous cationic dyestuff of high density.
9. the preparation method of the aqueous cationic dyestuff of high density as claimed in claim 8 is characterized in that described method carries out as follows:
(1) be 5 parts Glacial acetic acid toward adding volume parts (ml) during mass fraction (g) is 50 parts cationic dyestuff methyl-hydrogen-sulfate monomethyl-sulfate salt, be warmed up to 70 ℃, stirred 0.5 hour, insulated and stirred is 0.5 hour again;
(2) add 20～30 parts of (g) sodium acetate, anhydrouss in the solution, stirred 0.5 hour, reactant is fallen in separating funnel, left standstill 3 hours;
(3) the dyestuff oil reservoir is told, water layer is abandoned it, and adding volume parts (ml) was 20 parts a Glacial acetic acid after oil reservoir was weighed, and stirred evenly, and promptly got the aqueous cationic dyestuff of high density.
10. the preparation method of the aqueous cationic dyestuff of high density as claimed in claim 3 is characterized in that described method carries out as follows:
(1) getting mass fraction is that the dry parents of 40 parts of cationic dyestuff, 5 parts MgO, 1 part IW join in 100 parts the water, mix, pulled an oar 0.5～1.5 hour, slowly dripping mass fraction (g) in 25～30 ℃ is 50～60 parts methyl-sulfate, dropwised in about 1 hour, in 30 ℃ of insulations 2～3 hours, the thin-layer chromatography trace analysis was up to reaction end;
(2) adding volume parts (m) in step (1) the gained reaction solution is 5 parts Glacial acetic acid, is warmed up to 70～80 ℃, stirs 0.5～1 hour, and insulated and stirred is 0.5～1 hour again;
(3) add 10～50 parts of sodium acetate, anhydrouss of quality (g) in the solution, stirred 0.5～1 hour, reactant is fallen in separating funnel, left standstill 2～4 hours;
(4) the dyestuff oil reservoir is told, water layer is abandoned it, and adding volume parts (ml) was 20～40 parts a Glacial acetic acid after oil reservoir was weighed, and stirred evenly, and promptly got the aqueous cationic dyestuff of high density.
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| Application Number | Priority Date | Filing Date | Title |
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| CNB200410016950XA CN1328324C (en) | 2004-03-10 | 2004-03-10 | Method for preparing high concentration liquid cationic dyes |
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| CNB200410016950XA CN1328324C (en) | 2004-03-10 | 2004-03-10 | Method for preparing high concentration liquid cationic dyes |
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| CN1328324C CN1328324C (en) | 2007-07-25 |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101298521B (en) * | 2007-04-30 | 2011-06-15 | 上海汇友精密化学品有限公司 | Liquid cation dye and preparation thereof |
| CN110724395A (en) * | 2019-10-30 | 2020-01-24 | 河南省化工研究所有限责任公司 | Preparation method of cationic blue dye |
| CN112210229A (en) * | 2019-07-12 | 2021-01-12 | 上海汇友精密化学品有限公司 | Preparation method of cationic liquid dye |
| CN112210227A (en) * | 2019-07-10 | 2021-01-12 | 上海汇友精密化学品有限公司 | Cationic golden dye and preparation method thereof |
| CN113861719A (en) * | 2021-09-30 | 2021-12-31 | 浙江闰土染料有限公司 | Clean preparation method of cation yellow |
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| US4925926A (en) * | 1986-12-15 | 1990-05-15 | Ciba-Geigy Corporation | Preparation of cationic azo or hydrazone dyes in which the alkylation and the separation of the cationic dye are carried out continuously |
| US4923972A (en) * | 1987-04-23 | 1990-05-08 | Basf Aktiengesellschaft | Preparation of liquid formulations of basic azo dyes in carboxylic acid solution and subsequent heating |
| CH684948A5 (en) * | 1992-05-13 | 1995-02-15 | Sandoz Ag | Basic sulfo-containing disazo compounds. |
| US5772696A (en) * | 1995-12-13 | 1998-06-30 | Warner-Jenkinson Company, Inc. | Process for purification of water soluble dyes via water insoluble metal salt intermediate |
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2004
- 2004-03-10 CN CNB200410016950XA patent/CN1328324C/en not_active Expired - Lifetime
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101298521B (en) * | 2007-04-30 | 2011-06-15 | 上海汇友精密化学品有限公司 | Liquid cation dye and preparation thereof |
| CN112210227A (en) * | 2019-07-10 | 2021-01-12 | 上海汇友精密化学品有限公司 | Cationic golden dye and preparation method thereof |
| CN112210227B (en) * | 2019-07-10 | 2022-06-10 | 上海汇友精密化学品有限公司 | Cationic golden dye and preparation method thereof |
| CN112210229A (en) * | 2019-07-12 | 2021-01-12 | 上海汇友精密化学品有限公司 | Preparation method of cationic liquid dye |
| CN110724395A (en) * | 2019-10-30 | 2020-01-24 | 河南省化工研究所有限责任公司 | Preparation method of cationic blue dye |
| CN110724395B (en) * | 2019-10-30 | 2021-12-21 | 河南省化工研究所有限责任公司 | Preparation method of cationic blue dye |
| CN113861719A (en) * | 2021-09-30 | 2021-12-31 | 浙江闰土染料有限公司 | Clean preparation method of cation yellow |
| CN113861719B (en) * | 2021-09-30 | 2023-10-17 | 浙江闰土染料有限公司 | Clean preparation method of cationic yellow |
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| Publication number | Publication date |
|---|---|
| CN1328324C (en) | 2007-07-25 |
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