CN107338658A - A kind of liquid metallized acid dye composition and preparation method thereof - Google Patents
A kind of liquid metallized acid dye composition and preparation method thereof Download PDFInfo
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- CN107338658A CN107338658A CN201710427145.3A CN201710427145A CN107338658A CN 107338658 A CN107338658 A CN 107338658A CN 201710427145 A CN201710427145 A CN 201710427145A CN 107338658 A CN107338658 A CN 107338658A
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/39—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using acid dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
- D06P1/6491—(Thio)urea or (cyclic) derivatives
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
- D06P1/65118—Compounds containing hydroxyl groups
Abstract
The present invention relates to a kind of liquid metallized acid dye composition and preparation method thereof, it is to consist of the following components in percentage by weight：Metal complex black dyes 25%；NMF 1~10%；Preservative 0.1~0.5%；Cosolvent 1~20%；Water surplus；It is prepared by following steps：（1）Synthesize metal complex black dyes Synthesis liquid；（2）UF membrane purifies；（3）Concentration；（4）Compounding.The advantage of the invention is that：The present invention can reduce the content of sulfate ion and chlorion in acid dye composition, i.e. sulfate ion content ＜ 80ppm, chloride ion content ＜ 80ppm by the proportioning of each component；Meanwhile also cause the storage stability of metallized acid dye composition to improve, and liquid metallized acid dye composition of the present invention applies also for digit printing and water paint field.
Description
Technical field
The invention belongs to technical field of fine, is related to dyestuff science, more particularly to a kind of suitable
For liquid metallized acid dye composition of digit printing and water paint and preparation method thereof.
Background technology
It is well known that acid azo-group metal complex dye is widely used in dyeing and the stamp of wool, silk and polyamide fibre,
Can be used alone also can colorant match application.
Acid azo-group metal complex dye, it is beautiful in colour, soluble in water, there is preferable dyefastness, it is easy to process,
Therefore it is widely used（Such as patent document 1,2,3,4 and 5）.
Patent document 1：The A of patent application publication CN 105694524；
Patent document 2：The A of patent application publication CN 104327535；
Patent document 3：The B of license publication No. CN 101538414；
Patent document 4：The B of license publication No. CN 103044950；
Patent document 5：The B of license publication No. CN 103756362；
It is described in the prior art, the following defect be present：1. product chlorion, the sulfate ion of above-mentioned document production contain
Amount is high；2. the poor storage stability of product；3. the product of above-mentioned document production is only used for the dyeing of polyamide fibre, wool fabric, no
Digit printing and water paint field can be used for.
The content of the invention
The technical problem to be solved in the present invention is to provide a kind of liquid metallized acid dye composition and its preparation side
Method, to solve the problems, such as that prior art is present.
In order to solve the above technical problems, the technical scheme is that：A kind of liquid metallized acid dye composition,
It is characterized in that：It is to consist of the following components in percentage by weight：
Metal complex black dyes 25%；
NMF 1~10%；
Preservative 0.1~0.5%；
Cosolvent 1~20%；
Water surplus.
Further, the metal complex black dyes selects acid black 172.
Further, the NMF selects water-miscible organic solvent.
Further, the water-miscible organic solvent selects water-soluble polyol class, dioxane, carbitol class or second two
Any of alkoxide.
Further, the preservative is from potassium sorbate, sodium benzoate, sodium benzoate, sodium pentachlorophenol, 1,2- benzene
And isothiazole -3- ketone, CMIT, parabens, preservative SX70, water solubility
Net YL- founds in preservative SR60, German Shu Mei Parmetol N20, sterilizing solution BB-H, the thick bio tech ltd ten thousand in Shanghai ten thousand
120th, ten thousand vertical net YL-103 or ten thousand found any of net YL-TBLplus.
Further, the cosolvent from urea, diethylene glycol ethers, dihydroxyethylsulfide, polyoxyethylene sorbitan ester class,
Any of dispersant NNO or lignin sulfonic acid.
A kind of preparation method of above-mentioned liquid metallized acid dye composition, its innovative point are：The preparation
Method comprises the following steps：
（1）Metal complex black dyes Synthesis liquid is synthesized, treats that UF membrane purifies；
（2）To step（1）Metal complex black dyes Synthesis liquid add pure water to be taken off to solid content to 13~15%, then by nanofiltration
Salt is to the μ s/cm of clear liquid electrical conductivity ＜ 1500；Wherein, nanofiltration desalination operating temperature is 20~80 DEG C, and pressure is 1~15MPa；
（3）By step（2）Material after nanofiltration desalination is sent into enrichment process, and enriching service temperature is 40~80 DEG C, pressure 10
~20MPa, it is concentrated into solid content 35~45%；
（4）To step（3）Concentrate, add NMF under agitation, cosolvent and preservative are compounded, compounding control pH
In 4.0~6.0, surface tension ＞ 50mN/m, it is eventually adding pure water to solid content 25~27%, dye strength and obtains liquid up to 60%
Shape metallized acid dye composition.
Further, the step（2）Middle nanofiltration desalination operating temperature is 35~40 DEG C, and pressure is 3~4MPa.
Further, the step（3）Middle enriching service temperature is 50~60 DEG C, and pressure is 14~16MPa, is concentrated into
Solid content 36~38%.
The advantage of the invention is that：
（1）Liquid metallized acid dye composition of the present invention, using metal complex black dyes as major ingredient, adds moisturizing
Agent, preservative and cosolvent, NMF are a kind of hygroscopic matters, obtain moisture from surrounding and reach certain balance；Anti-corrosion
Agent refers to natural or synthetic chemical composition, and its main function is the growth and breeding for suppressing microorganism；Wherein cosolvent plus
Enter, for modulating dyestuff, help is dissolved, stable mill base；By the proportioning of each component, sulfate radical in acid dye composition can be made
The content of ion and chlorion reduces, i.e. sulfate ion content ＜ 80ppm, chloride ion content ＜ 80ppm；Meanwhile also cause
The storage stability of metallized acid dye composition improves, and liquid metallized acid dye composition of the present invention is also suitable
For digit printing and water paint field；
（2）The preparation method of liquid metallized acid dye composition of the present invention, the priority addition of strict control each component are suitable
Sequence and its each processing step condition so that each performance of liquid metallized acid dye composition prepared is optimal.
Brief description of the drawings
The present invention is further detailed explanation with reference to the accompanying drawings and detailed description.
Fig. 1 is liquid metallized acid dye composition stability dynamic curve diagram of the present invention.
Embodiment
The following examples can make professional and technical personnel that the present invention be more fully understood, but therefore not send out this
It is bright to be limited among described scope of embodiments.
Liquid metallized acid dye composition of the present invention, it is to consist of the following components in percentage by weight：Metal
It is complexed black dyes 25%；NMF 1~10%；Preservative 0.1~0.5%；Cosolvent 1~20%；Water surplus.
As embodiment, specific embodiment is that the metal complex black dyes selects acid black 172；The moisturizing
Water-miscible organic solvent is selected in agent, and water-miscible organic solvent selects water-soluble polyol class, dioxane, carbitol class or second
Any of diol-lipid；The preservative is from potassium sorbate, sodium benzoate, sodium benzoate, sodium pentachlorophenol, 1,2-
It is benzisothiazole-3-ketone, CMIT, parabens, preservative SX70, water-soluble
Property preservative SR60, German Shu Mei Parmetol N20, sterilizing solution BB-H, the thick bio tech ltd ten thousand in Shanghai ten thousand it is vertical net
YL-120, ten thousand vertical net YL-103 or ten thousand found any of net YL-TBLplus；The cosolvent is from urea, diethylene glycol ethers, sulphur
For any of di-methylcarbinol, polyoxyethylene sorbitan ester class, dispersant NNO or lignin sulfonic acid.
By the screening of multiple reaction condition, and effect and the principle of Green Chemistry in view of reaction, preferably, protecting
Any of ethylene glycol, propane diols or glycerine in the preferred water-soluble more metaclass of humectant, the preferably German Shu Mei of preservative
Found net YL-TBLplus in the thick bio tech ltd ten thousand of Parmetol N20 or Shanghai ten thousand；The preferred urea of cosolvent.
The preparation method of liquid metallized acid dye composition of the present invention, the preparation method include following step
Suddenly：
（1）Metal complex black dyes Synthesis liquid is synthesized, treats that UF membrane purifies；
（2）To step（1）Metal complex black dyes Synthesis liquid add pure water to be taken off to solid content to 13~15%, then by nanofiltration
Salt is to the μ s/cm of clear liquid electrical conductivity ＜ 1500；Wherein, nanofiltration desalination operating temperature is 20~80 DEG C, and pressure is 1~15MPa；
（3）By step（2）Material after nanofiltration desalination is sent into enrichment process, and enriching service temperature is 40~80 DEG C, pressure 10
~20MPa, it is concentrated into solid content 35~45%；
（4）To step（3）Concentrate, add NMF under agitation, cosolvent and preservative are compounded, compounding control pH
In 4.0~6.0, surface tension ＞ 50mN/m, it is eventually adding pure water to solid content 25~27%, dye strength and obtains liquid up to 60%
Shape metallized acid dye composition.
By the screening of multiple reaction condition, and effect and the principle of Green Chemistry in view of reaction, preferably, step
Suddenly（2）Middle nanofiltration desalination operating temperature is 35~40 DEG C, and pressure is 3~4MPa；The step（3）Middle enriching service temperature is
50~60 DEG C, pressure is 14~16MPa, is concentrated into solid content 36~38%.
Liquid metallized acid dye composition of the present invention and preparation method thereof is carried out by following examples below detailed
Thin citing and explanation：
Embodiment 1
The present embodiment liquid metallized acid dye composition, it is to consist of the following components in percentage by weight：Acid black
172 25%；Ethylene glycol 1%；0.1~% of German Shu Mei Parmetol N20；Urea 20%；Water surplus.
Embodiment 2
The present embodiment liquid metallized acid dye composition, it is to consist of the following components in percentage by weight：Acid black
172 25%；Ethylene glycol 10%；German Shu Mei Parmetol N20 0.5%；Urea 1%；Water surplus.
Embodiment 3
The present embodiment liquid metallized acid dye composition, it is to consist of the following components in percentage by weight：Acid black
172 25%；Ethylene glycol 5.5%；German Shu Mei Parmetol N20 0.3%；Urea 10.5%；Water surplus.
Embodiment 4
The present embodiment liquid metallized acid dye composition, it is to consist of the following components in percentage by weight：Acid black
172 25%；Propane diols 5.5%；German Shu Mei Parmetol N20 0.3%；Urea 10.5%；Water surplus.
Embodiment 5
The present embodiment liquid metallized acid dye composition, it is to consist of the following components in percentage by weight：Acid black
172 25%；Glycerine 5.5%；German Shu Mei Parmetol N20 0.3%；Urea 10.5%；Water surplus.
Embodiment 6
The present embodiment liquid metallized acid dye composition, it is to consist of the following components in percentage by weight：Acid black
172 25%；Ethylene glycol 5.5%；Found net YL-TBLplus 0.3% in the thick bio tech ltd ten thousand in Shanghai ten thousand；Urea 10.5%；Water
Surplus.
Embodiment 7
The present embodiment liquid metallized acid dye composition, it is to consist of the following components in percentage by weight：Acid black
172 25%；Propane diols 5.5%；Found net YL-TBLplus 0.3% in the thick bio tech ltd ten thousand in Shanghai ten thousand；Urea 10.5%；Water
Surplus.
Embodiment 8
The present embodiment liquid metallized acid dye composition, it is to consist of the following components in percentage by weight：Acid black
172 25%；Glycerine 5.5%；Found net YL-TBLplus 0.3% in the thick bio tech ltd ten thousand in Shanghai ten thousand；Urea 10.5%；
Water surplus.
Comparative example
This comparative example liquid metallized acid dye composition, it is to consist of the following components in percentage by weight：Acid black
The 172 former dyestuffs 25% of synthesis；Glycerine 5.5%；Found net YL-TBLplus 0.3% in the thick bio tech ltd ten thousand in Shanghai ten thousand；
Urea 10.5%；Water surplus.
The preparation method of the above-mentioned liquid metallized acid dye composition of implementation 1~8, specifically comprises the following steps：
（1）Acid black 172 synthesizes：
A. diazotising：In pot is coupled plus water, soda ash, ammonium hydrogen carbonate, stirring 10 minutes, 12~17 DEG C of keeping temperature are quick to add
Enter 6- nitros-DNSA, 15~22 DEG C of keeping temperature, control pH=2.0 ± 0.2；Reaction 30 minutes, so
Afterwards in 18~25 DEG C of insulation reactions 30~60 minutes, add 4000~5000kg water to dilute, stir 10~30 minutes, obtain diazonium；
B. it is coupled：Beta naphthal dry powder is added in pot diazo liquid is coupled, after stirring evenly, starts that 30% liquid caustic soda is added dropwise, temperature is natural
Rise, less than 50 DEG C, pH value controls 9~11 temperature control；30~60 minutes liquid caustic soda time is added dropwise；Liquid caustic soda is added dropwise to terminate,
Insulation 30~60 minutes, temperature control obtains coupling solution less than 50 DEG C；
C. chromaking：Water, chromium sulfate, acetic acid are added in chromaking pot, 80~85 DEG C is warming up to, insulated and stirred 1 hour, detects pH
Value 1~2, obtain chromaking liquid；
D. it is complexed：Coupling solution was warming up to 50-55 DEG C slowly at 1 hour or so, insulated and stirred is warming up to 65-70 after 30 minutes
DEG C, chromaking liquid was slowly added at 30 minutes, then adds salicylic acid；98~100 DEG C were warming up at 1~1.5 hour, Ran Hou
4~5 hours, at the uniform velocity add liquid caustic soda and adjust pH value 4.6~4.7；Add, be warming up to 100~104 DEG C, be incubated 8 hours, confirm terminal
After arriving, sampling detection coloured light, solubility is qualified obtains acid black 172 Synthesis liquid, treats that UF membrane purifies；
（2）UF membrane purifies：To step（1）Acid black 172 Synthesis liquid add pure water to solid content to 13~15%, then by receiving
Desalination is filtered to the μ s/cm of clear liquid electrical conductivity ＜ 1500；Wherein, nanofiltration desalination operating temperature is 35~40 DEG C, and pressure is 3~4MPa；
（3）Concentration：By step（2）Material after nanofiltration desalination is sent into enrichment process, and enriching service temperature is 50~60 DEG C, pressure
Power is 14~16MPa, is concentrated into solid content 36~38%；
（4）Compounding：To step（3）Concentrate, add NMF under agitation, cosolvent and preservative are compounded, compound
PH is controlled in 4.0~6.0, surface tension ＞ 50mN/m, is eventually adding pure water to solid content 25~27%, dye strength up to 60%,
Obtain liquid metallized acid dye composition.
Example 1~8 and comparative example liquid metallized acid dye composition respectively, lead to ion color by Switzerland ten thousand
The Basic IC plus of spectrometer 883 carry out sulfate ion and chlorine ion content determination,
Its measurement result such as following table：
As can be seen from the above table, the content and comparative example of sulfate ion and chlorion in the acid dye composition of embodiment 1~8
Dye composite is compared, and is decreased, sulfate ion content ＜ 80ppm, chloride ion content ＜ 80ppm, and comprehensive each reality
Apply example to compare, embodiment 6,7 and 8 is preferred embodiment.
Embodiment 6,7,8 and comparative example production are analyzed using the Trubiscan-expert of French Formulaction companies
The storage stability of product, it is as shown in Figure 1 to measure stability kinetic curve（Wherein, A is the stability dynamics of comparative example product
Curve, B be the product of embodiment 6 stability kinetic curve, C be the product of embodiment 7 stability kinetic curve, D
For the stability kinetic curve of the product of embodiment 8）；As seen from the figure, the stability dynamics of embodiment 6-8 products is bent
Line is relatively steady relative to the stability kinetic curve of comparative example, thus the storage of metallized acid dye composition of the present invention
Stability is deposited to greatly improve；And the stability kinetic curve fluctuation of embodiment 8 is minimum, thus embodiment 8 is implemented to be optimal
Example.
The general principle and principal character and advantages of the present invention of the present invention has been shown and described above.The skill of the industry
For art personnel it should be appreciated that the present invention is not limited to the above embodiments, described in above-described embodiment and specification is explanation
The principle of the present invention, without departing from the spirit and scope of the present invention, various changes and modifications of the present invention are possible, these
Changes and improvements all fall within the protetion scope of the claimed invention.The claimed scope of the invention by appended claims and
Its equivalent thereof.
Claims (9)
- A kind of 1. liquid metallized acid dye composition, it is characterised in that：It is by following components in percentage by weight group Into：Metal complex black dyes 25%；NMF 1~10%；Preservative 0.1~0.5%；Cosolvent 1~20%；Water surplus.
- 2. liquid metallized acid dye composition according to claim 1, it is characterised in that：The metal complex is black Color dyestuff selects acid black 172.
- 3. liquid metallized acid dye composition according to claim 1, it is characterised in that：The NMF is selected Water-miscible organic solvent.
- 4. liquid metallized acid dye composition according to claim 3, it is characterised in that：The water solubility is organic Solvent is from any of water-soluble polyol class, dioxane, carbitol class or ethylene glycol esters.
- 5. liquid metallized acid dye composition according to claim 1, it is characterised in that：The preservative is selected Potassium sorbate, sodium benzoate, sodium benzoate, sodium pentachlorophenol, 1,2- benzisothiazole-3-ketones, 5- chloro-2-methyls -4- are different Thiazoline -3- ketone, parabens, preservative SX70, waterborne-type preservation SR60, German Shu Mei Parmetol N20, sterilizing solution BB-H, net YL-120 founds in the thick bio tech ltd ten thousand in Shanghai ten thousand, ten thousand vertical net YL-103 or ten thousand found net YL- Any of TBLplus.
- 6. liquid metallized acid dye composition according to claim 1, it is characterised in that：The cosolvent is selected Any in urea, diethylene glycol ethers, dihydroxyethylsulfide, polyoxyethylene sorbitan ester class, dispersant NNO or lignin sulfonic acid Kind.
- A kind of 7. preparation method of the liquid metallized acid dye composition described in claim 1, it is characterised in that：It is described Preparation method comprises the following steps：Metal complex black dyes Synthesis liquid is synthesized, treats that UF membrane purifies；To step（1）Metal complex black dyes Synthesis liquid add pure water to solid content to 13~15%, then by nanofiltration desalination extremely The μ s/cm of clear liquid electrical conductivity ＜ 1500；Wherein, nanofiltration desalination operating temperature is 20~80 DEG C, and pressure is 1~15MPa；By step（2）Material after nanofiltration desalination is sent into enrichment process, and enriching service temperature is 40~80 DEG C, and pressure is 10~ 20MPa, it is concentrated into solid content 35~45%；To step（3）Concentrate, add NMF under agitation, cosolvent and preservative are compounded, compounding control pH exists 4.0~6.0, surface tension ＞ 50mN/m, it is eventually adding pure water to solid content 25~27%, dye strength and obtains liquid up to 60% Metallized acid dye composition.
- 8. the preparation method of liquid metallized acid dye composition according to claim 7, it is characterised in that：It is described Step（2）Middle nanofiltration desalination operating temperature is 35~40 DEG C, and pressure is 3~4MPa.
- 9. the preparation method of liquid metallized acid dye composition according to claim 7, it is characterised in that：It is described Step（3）Middle enriching service temperature is 50~60 DEG C, and pressure is 14~16MPa, is concentrated into solid content 36~38%.
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| CN111073336A (en) * | 2019-12-30 | 2020-04-28 | 浙江大学滨海产业技术研究院 | Preparation and application of high-strength acidic 172 black liquid dye |
| CN113956680A (en) * | 2021-11-24 | 2022-01-21 | 浙江纳美新材料股份有限公司 | Odorless water-oil universal color concentrate and preparation method thereof |
| CN114163835A (en) * | 2021-12-16 | 2022-03-11 | 江苏盛吉化工有限公司 | Preparation method of acid black 172 dye |
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| CN111073336A (en) * | 2019-12-30 | 2020-04-28 | 浙江大学滨海产业技术研究院 | Preparation and application of high-strength acidic 172 black liquid dye |
| CN113956680A (en) * | 2021-11-24 | 2022-01-21 | 浙江纳美新材料股份有限公司 | Odorless water-oil universal color concentrate and preparation method thereof |
| CN113956680B (en) * | 2021-11-24 | 2023-09-22 | 浙江纳美新材料股份有限公司 | Universal color concentrate for odor-free water and oil and preparation method thereof |
| CN114163835A (en) * | 2021-12-16 | 2022-03-11 | 江苏盛吉化工有限公司 | Preparation method of acid black 172 dye |
| CN114163835B (en) * | 2021-12-16 | 2024-01-26 | 江苏盛吉化工有限公司 | Preparation method of acid black 172 dye |
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