CN102585547B - Black dye mixture for ink of inkjet printing - Google Patents
Black dye mixture for ink of inkjet printing Download PDFInfo
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- CN102585547B CN102585547B CN201110422646.5A CN201110422646A CN102585547B CN 102585547 B CN102585547 B CN 102585547B CN 201110422646 A CN201110422646 A CN 201110422646A CN 102585547 B CN102585547 B CN 102585547B
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- 0 C*(*)C(C=*=C)=CC=C(C)N=Nc1c(cc(*)c(N=Nc2ccc(*(C)*)cc2)c2O)c2ccc1C Chemical compound C*(*)C(C=*=C)=CC=C(C)N=Nc1c(cc(*)c(N=Nc2ccc(*(C)*)cc2)c2O)c2ccc1C 0.000 description 2
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Abstract
The invention relates to the technical field of dye, in particular to black dye, which is a black dye mixture used for ink of inkjet printing. The black dye mixture comprises a dye component A, wherein R or H is an organic straight chain. V is an organic chain formed by 2 to 4 carbon atoms. X is a water-soluble group, and M is monovalent cations. By means of the technical scheme, the black dye mixture does not change hue of the prior dye, is stable, stands out in solubility and is especially suitable for ink of inkjet printing for paper.
Description
Technical field
The present invention relates to technical field of dye, relate in particular to a kind of black dyes.
Background technology
Ink jet ink for printing can be divided into type of dye ink and pigment ink.Type of dye ink can be divided into again aqueous ink and decentralized ink, and wherein aqueous ink is the ink that most ink-jet printer adopts, and it is the ink of the major ingredient using water as dissolving dye.Dye component can be substantive dyestuff, matching stain, reactive dyestuffs and basic dyestuff.
Ink jet ink for printing requires to have very high thermostability and chemical stability.The performance perameter that affects ink printed effect mainly contains following several:
(1) viscosity and surface tension: viscosity is the resistance of liquid-flow, can the surface tension of liquid is related to form drop.Generally speaking, ink for ink-jet print will have a low viscosity, and high surface tension, with the flowing property and the droplet morphology that guarantee.
(2) pH value: the concept of express liquid potential of hydrogen, solution is acid more, and pH value is lower.Otherwise, the solution alkali of healing, pH value is higher.For preventing ink corrosion shower nozzle, pH generally should be between 7-12.
(3) specific conductivity: in ink, conductivity values is for reflecting the wherein height of salts contg.Generally speaking, salts contg can not exceed 0.5%, to avoid in nozzle formation crystallization and to result in blockage.
In prior art, the reactive dyestuffs that contain vinyl sulfone(RemzaolHuo Xingranliaohuoxingjituan) sulfate group: C.I.Reactive Yellow 23, C.I.Reactive Red 195, C.I.Reactive Red 180, C.I.Reactive Black 31 etc., can be used as the component of ink-jet printing ink.But the in the situation that of long-time storage, reactive dyestuffs are easily hydrolyzed in the aqueous solution, cause that the salts contg of ink increases, specific conductivity raises, and pH reduces gradually.Thereby caused the obstruction of shower nozzle and corrosion to a certain degree, colorant dissolubility reduces, Colour posture change.
Conventionally the mode that improves reactive dye ink stability is for add buffered soln, buffer components in ink the inside can be phosphoric acid salt, borax and aminated compounds as Tutofusin tris etc.But use phosphoric acid salt and borax can cause the raising of salts contg in ink; Organic amine compound has again higher alkalescence, and when being added into while being enough to possess good shock-absorbing capacity, the pH of ink can be higher, and this easily causes the hydrolysis of reactive dyestuffs; Ruo Jia get amount is very few, does not have again good shock-absorbing capacity.In addition, even if used buffered soln, the dye component in ink still can little by little be hydrolyzed.Reduction and the corrosion of too low pH to ink-jet apparatus of print performance are finally caused.
Summary of the invention
The object of the invention is to, a kind of black dye mixer for ink-jet printing ink is provided, to solve the problems of the technologies described above.
Technical problem solved by the invention can realize by the following technical solutions:
For the black dye mixer of ink-jet printing ink, it is characterized in that, contain dye component A, as shown in the formula (I):
Wherein,
R is H or organic straight chain;
V is the organic chain that 2-4 carbon atom forms;
X is water soluble group;
M is monovalent cation.
Also contain dye component B, as shown in the formula (II):
Wherein,
R is H or organic straight chain;
V is the organic chain that 2-4 carbon atom forms;
X is water soluble group;
M is monovalent cation.
Also contain dye component C, as shown in the formula (III):
Wherein,
R is H or organic straight chain;
V is the organic chain that 2-4 carbon atom forms;
X is water soluble group;
M is monovalent cation.
Dye mixture of the present invention is applicable to the spray ink Printing of paper, contains above-mentioned dye component A, dye component B and dye component C, possesses very high thermostability and chemical stability and good solubility property simultaneously.
In the present invention, preferably R is H or the alkyl chain of 1 to 4 carbon atom formation or the heterocycle chain that contains the groups such as sulphur, carbonyl, alcohol, sulfonic acid and phosphoric acid.V is the alkyl chain of 2 to 4 carbon atoms formations or the chain that comprises covalent linkage.M is H, Na, or Li.
Described dye component A content accounts for the 50%-85% of dye component gross weight, and described dye component B content accounts for the 8%-45% of dye component gross weight, and described dye component C content accounts for the 5%-30% of dye component gross weight.
Also comprise buffer reagent, described buffer reagent can be at least one in Tutofusin tris, trolamine, acetic acid, acetate, phosphoric acid, phosphoric acid salt, borax, borate or citric acid.
Also comprise antiseptic-germicide, described antiseptic-germicide is Proxel GXL (Avecia).
Beneficial effect: owing to having adopted technique scheme, the present invention does not change original dyestuff form and aspect, highly stable, and solubleness is very outstanding, is applicable to paper ink-jet printing ink specially.
Accompanying drawing explanation
Fig. 1 is the one making schema that the present invention makes dye mixture.
Embodiment
Technique means, the creation characteristic realized for the present invention, reach object and effect is easy to understand, below in conjunction with concrete diagram, further set forth the present invention.
With reference to Fig. 1, for the black dye mixer of ink-jet printing ink, contain dye component A, following structural formula (I):
Also contain dye component B, following structural formula (II):
Also contain dye component C, following structural formula (III):
Wherein, the R of dye component A, dye component B, dye component C is H or organic straight chain, and R is specially H or the alkyl chain of 1 to 4 carbon atom formation or the heterocycle chain that contains the groups such as sulphur, carbonyl, alcohol, sulfonic acid and phosphoric acid.
The V of dye component A, dye component B, dye component C is the organic chain that 2-4 carbon atom forms.V is specially the alkyl chain of 2 to 4 carbon atoms formations or the chain that comprises covalent linkage.
The X of dye component A, dye component B, dye component C is water soluble group.
The M of dye component A, dye component B, dye component C is monovalent cation.M is specially H, Na, or Li.
Dye component A content accounts for the 50%-85% of dye component gross weight, and dye component B content accounts for the 8%-45% of dye component gross weight, and dye component C content accounts for the 5%-30% of dye component gross weight.
Preferably material component A content accounts for 70% of dye component gross weight, and dye component B content accounts for 15% of dye component gross weight, and dye component C content accounts for 15% of dye component gross weight.
Also comprise buffer reagent, buffer reagent can be at least one in Tutofusin tris, trolamine, acetic acid, acetate, phosphoric acid, phosphoric acid salt, borax, borate or citric acid.
Also comprise antiseptic-germicide, described antiseptic-germicide is Proxel GXL (Avecia).
In the present invention, the preparation of dye component A, dye component B, dye component C adopts following principle:
Contain vinyl sulfone(RemzaolHuo Xingranliaohuoxingjituan) sulfate group reactive dyestuffs under alkaline condition, degreasing reaction occurs, be hydrolyzed into vinyl-sulfone reactive dyes, as shown in the formula (1):
Vinyl-sulfone reactive dyes under certain condition, with active amino compound generation addition reaction, as shown in the formula (2):
In reaction formula prepared by ink of the present invention, relate to following compound:
Vinyl sulfone(RemzaolHuo Xingranliaohuoxingjituan) sulfate group reactive dyestuffs can be expressed as following structure (IV):
Wherein, D is dye matrix, n=1 or 2.
Ethene sulfuryl reactive dyestuffs can be expressed as following structure (V):
Wherein, D is dye matrix, n=1 or 2.
Active amino compound can be expressed as following structure (VI):
Wherein, R is H or organic straight chain.R is specially H or the alkyl chain of 1 to 4 carbon atom formation or the heterocycle chain that contains the groups such as sulphur, carbonyl, alcohol, sulfonic acid and phosphoric acid;
V is the organic chain that 2 to 4 carbon atoms form, and is specially the alkyl chain of 2 to 4 carbon atoms formations or the chain that comprises covalent linkage;
X is water soluble group.
The represented structure (IV) of vinyl sulfone(RemzaolHuo Xingranliaohuoxingjituan) sulfate group reactive dyestuffs in the present invention can be structural formula (I-1), structural formula (II-1), structural formula (III-1):
The special case statement of the dyestuff of structural formula in the present invention (I) adopts following structural formula (I-2):
The special case statement of the dyestuff of structural formula in the present invention (II) adopts following structural formula (II-2):
The special case statement of the dyestuff of structural formula in the present invention (III) adopts following structural formula (III-2):
Wherein, the M in structural formula (I-2), structural formula (II-2), structural formula (III-2) all adopts Na.
The dyestuff special case statement of structural formula in the present invention (I-1) adopts following structural formula (I-3):
The dyestuff special case statement of the structural formula (II-1) in the present invention adopts following structural formula (II-3):
The dyestuff special case statement of the structural formula (III-1) in the present invention adopts following structural formula (III-3):
Embodiment: comprise 1) preparation of dyestuff; 2) test
1) preparation of dyestuff: with reference to Fig. 1,
The first step; it is the dyestuff of (I-1) by 30kg structural formula; be dissolved in 800kg pure water in 20 ℃; add 7kg tertiary sodium phosphate to regulate pH to 10 left and right; after stable, add 11.5kg N-methyltaurine, be warming up to 90 ℃, be incubated 10 minutes; then use 60% vinegar acid for adjusting pH to 5.5, obtain the dyestuff that structural formula is (I-2).
Second step; it is the dyestuff of (II-1) by 25kg structural formula; be dissolved in 900kg pure water in 20 ℃; add 6kg tertiary sodium phosphate to regulate pH to 9.5 left and right; after stable, add 8.9kg N-methyltaurine, be warming up to 85 ℃, be incubated 10 minutes; then use 60% vinegar acid for adjusting pH to 6, obtain the dyestuff that structural formula is (II-2).
The 3rd step; it is the dyestuff of (III-1) by 35kg structural formula; be dissolved in 900kg pure water in 20 ℃; add 10kg tertiary sodium phosphate to regulate pH to 9.5 left and right; after stable, add 12.5kg N-methyltaurine, be warming up to 90 ℃, be incubated 10 minutes; then use 50% vinegar acid for adjusting pH to 6, obtain the dyestuff that structural formula is (III-2).
1: the four step of dye mixture, get 5 parts of the dyestuffs of 70 parts of dyestuffs, 15 parts of structural formula (II-2) dyestuffs, the structural formula (III-3) of structural formula in the present invention (I-2), and three is mixed together evenly.
Dye mixture 2: get 70 parts of the dyestuffs of structural formula in the present invention (I-3), 15 parts of the dyestuffs of structural formula (II-3), and 15 parts of the dyestuffs of structural formula (III-3), be mixed together three evenly.
2) testing method and result:
Solubility property experiment: (under certain temperature)
Dye mixture 1 and 2 is dried to powder dye respectively in medium-sized spray drying device, is then configured to certain density solution.If the solvability of test 100g/L dyestuff, is just dissolved to 100ml volume 10g dyestuff with distilled water.
The solution configuring is placed in to magnetic agitation, is warming up to 50 ℃ and be incubated 30 minutes.Above solution is filtered with qualitative filter paper, and drain moisture content with vacuum pump.Whether the filter paper of draining, observing filter paper surface has dyestuff remnants if being placed in to air drying.
Test result is in table 1
Table 1
Observe the result in table 1, dye mixture 1 solubleness is obviously better than the solubleness of dye mixture 2, still has fabulous solvability in the time that concentration reaches 300g/L, is applicable to very much the ink of configuration high density.
Weathering test and stability in storage experiment:
It is 20% ink that dye mixture 1 and 2 is concentrated into solid content in nanofiltration equipment, and regulates pH to 8.5, then ink is packed in sealed vessel.
The ink of sealing is placed in 60 ℃ of baking ovens and is toasted after 48h, by the filterableness before and after the cellulose acetate filter membrane test baking of 0.45 μ m, and measure its pH value.
The ink of sealing is placed respectively after 1 day, 5 days, 10 days, 30 days, 90 days, tested respectively filterableness with the cellulose acetate filter membrane of 0.45 μ m, and measure its pH value.
Test result is in table 2
Table 2
Data from table 2 can obtain, and dye mixture 1 is after the senile experiment that dries 48h through 60 ℃, and filterableness is still very outstanding, and pH is also invariable.And under normal temperature state, deposit after for 3 months, still there is good strainability and constant pH value.
More than show and describe ultimate principle of the present invention and principal character advantage of the present invention.The technician of the industry should understand the present invention and not be subject to the restriction of above-mentioned using method; that in above-mentioned using method and specification sheets, describes just says principle of the present invention; the present invention also has various changes and modifications without departing from the spirit and scope of the present invention, and these changes and improvements all fall into the claimed scope of the present invention in the claimed scope of the invention and defined by appending claims and equivalent thereof.
Claims (5)
1. for the black dye mixer of ink-jet printing ink, it is characterized in that: contain dye component A, described dye component A adopts following structural formula (I-2):
Wherein, M adopts Na.
2. the black dye mixer for ink-jet printing ink according to claim 1, is characterized in that: also contain dye component B, described dye component B adopts following structural formula (II-2):
Wherein, M adopts Na.
3. the black dye mixer for ink-jet printing ink according to claim 2, is characterized in that: also contain dye component C, described dye component C adopts following structural formula (III-2):
Wherein, M adopts Na.
4. the black dye mixer for ink-jet printing ink according to claim 3, it is characterized in that: described dye component A content accounts for the 50%-85% of dye component gross weight, described dye component B content accounts for the 8%-45% of dye component gross weight, and described dye component C content accounts for the 5%-30% of dye component gross weight.
5. the black dye mixer for ink-jet printing ink according to claim 4, it is characterized in that: also comprise buffer reagent, described buffer reagent is at least one in Tutofusin tris, trolamine, acetic acid, acetate, phosphoric acid, phosphoric acid salt, borax, borate or citric acid.
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Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2340043A1 (en) * | 1973-08-08 | 1975-03-06 | Hoechst Ag | Continuous dyeing of cellulosic textiles with heat-fixing - using reactive dyes contg. reversibly masked reactive gps. |
| US4052156A (en) * | 1973-08-08 | 1977-10-04 | Hoechst Aktiengesellschaft | Process for the continuous dyeing of wool with methyl taurino-ethylsulfone dyes |
| US5003052A (en) * | 1985-07-12 | 1991-03-26 | Ciba-Geigy Corporation | Reactive dyes containing a substituted aminocarbonyl reactive moiety |
| US6051037A (en) * | 1999-04-21 | 2000-04-18 | Dystar Textil Farben Gmbh & Co. Deutschland Kg | Dye mixtures of fiber-reactive azo dyes and use thereof for dyeing material containing hydroxy- and/or carboxamido groups |
| CN1371945A (en) * | 2001-02-27 | 2002-10-02 | 美国永光公司 | Reactivity dye mixture and application thereof |
| CN1629394A (en) * | 2003-12-19 | 2005-06-22 | 上海万得化工有限公司 | Application of reactive dye of double active groups and its composition |
| CN101307190A (en) * | 2007-05-18 | 2008-11-19 | 明德国际仓储贸易(上海)有限公司 | Reactive dye composition yellow chemically-reactive dye combinations |
| DE102011100935A1 (en) * | 2010-06-18 | 2011-12-22 | Everlight Usa, Inc. | Blue, red and yellow dye compounds and black ink composition containing them |
-
2011
- 2011-12-16 CN CN201110422646.5A patent/CN102585547B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2340043A1 (en) * | 1973-08-08 | 1975-03-06 | Hoechst Ag | Continuous dyeing of cellulosic textiles with heat-fixing - using reactive dyes contg. reversibly masked reactive gps. |
| US4052156A (en) * | 1973-08-08 | 1977-10-04 | Hoechst Aktiengesellschaft | Process for the continuous dyeing of wool with methyl taurino-ethylsulfone dyes |
| US5003052A (en) * | 1985-07-12 | 1991-03-26 | Ciba-Geigy Corporation | Reactive dyes containing a substituted aminocarbonyl reactive moiety |
| US6051037A (en) * | 1999-04-21 | 2000-04-18 | Dystar Textil Farben Gmbh & Co. Deutschland Kg | Dye mixtures of fiber-reactive azo dyes and use thereof for dyeing material containing hydroxy- and/or carboxamido groups |
| CN1371945A (en) * | 2001-02-27 | 2002-10-02 | 美国永光公司 | Reactivity dye mixture and application thereof |
| CN1629394A (en) * | 2003-12-19 | 2005-06-22 | 上海万得化工有限公司 | Application of reactive dye of double active groups and its composition |
| CN101307190A (en) * | 2007-05-18 | 2008-11-19 | 明德国际仓储贸易(上海)有限公司 | Reactive dye composition yellow chemically-reactive dye combinations |
| DE102011100935A1 (en) * | 2010-06-18 | 2011-12-22 | Everlight Usa, Inc. | Blue, red and yellow dye compounds and black ink composition containing them |
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Address after: 201424 Fengxian District, Fengxian District chemical industry zone, Shanghai Patentee after: SHANGHAI CELLUDYE DIGITAL TECHNOLOGY CO., LTD. Address before: 201424 Fengxian District chemical industry zone, Shanghai Patentee before: Shanghai Celludye Colorants Co.,Ltd. |