CN114752229A - Reactive grey dye - Google Patents
Reactive grey dye Download PDFInfo
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- CN114752229A CN114752229A CN202210376030.7A CN202210376030A CN114752229A CN 114752229 A CN114752229 A CN 114752229A CN 202210376030 A CN202210376030 A CN 202210376030A CN 114752229 A CN114752229 A CN 114752229A
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- dyeing
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- para
- ester
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- 238000004043 dyeing Methods 0.000 claims abstract description 53
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims abstract description 20
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 229910052938 sodium sulfate Inorganic materials 0.000 claims abstract description 9
- 235000011152 sodium sulphate Nutrition 0.000 claims abstract description 9
- 239000002994 raw material Substances 0.000 claims abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 25
- 239000000243 solution Substances 0.000 claims description 20
- 238000009833 condensation Methods 0.000 claims description 18
- 230000005494 condensation Effects 0.000 claims description 18
- 239000005457 ice water Substances 0.000 claims description 18
- 238000002156 mixing Methods 0.000 claims description 18
- 239000007864 aqueous solution Substances 0.000 claims description 15
- 239000007806 chemical reaction intermediate Substances 0.000 claims description 13
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 12
- 238000004537 pulping Methods 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 9
- 239000008367 deionised water Substances 0.000 claims description 8
- 229910021641 deionized water Inorganic materials 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 8
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 7
- 238000007792 addition Methods 0.000 claims description 7
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000011259 mixed solution Substances 0.000 claims description 6
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 claims description 5
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 5
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- XSXHWVKGUXMUQE-UHFFFAOYSA-N osmium dioxide Inorganic materials O=[Os]=O XSXHWVKGUXMUQE-UHFFFAOYSA-N 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- OVAJTCYOCUQIRF-UHFFFAOYSA-N [Na].NC=1C(=C(C=CC1)S(=O)(=O)O)N Chemical compound [Na].NC=1C(=C(C=CC1)S(=O)(=O)O)N OVAJTCYOCUQIRF-UHFFFAOYSA-N 0.000 claims 1
- 239000000975 dye Substances 0.000 abstract description 24
- 239000004744 fabric Substances 0.000 abstract description 21
- 239000000835 fiber Substances 0.000 abstract description 10
- 239000000985 reactive dye Substances 0.000 abstract description 9
- 230000000694 effects Effects 0.000 abstract description 3
- MBDUIEKYVPVZJH-UHFFFAOYSA-N 1-ethylsulfonylethane Chemical compound CCS(=O)(=O)CC MBDUIEKYVPVZJH-UHFFFAOYSA-N 0.000 abstract description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 32
- 229910000029 sodium carbonate Inorganic materials 0.000 description 16
- 235000017550 sodium carbonate Nutrition 0.000 description 16
- 229920000742 Cotton Polymers 0.000 description 14
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 6
- 235000017557 sodium bicarbonate Nutrition 0.000 description 5
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 5
- NWWAJXCJQQOLIU-UHFFFAOYSA-M sodium;2,3-diaminobenzenesulfonate Chemical compound [Na+].NC1=CC=CC(S([O-])(=O)=O)=C1N NWWAJXCJQQOLIU-UHFFFAOYSA-M 0.000 description 5
- 238000012360 testing method Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002390 rotary evaporation Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
- C09B67/0073—Preparations of acid or reactive dyes in liquid form
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/507—Azo dyes
- C09B62/515—Metal complex azo dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or 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
- D06P1/38—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 reactive dyes
- D06P1/384—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 reactive dyes reactive group not directly attached to heterocyclic group
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
- D06P3/666—Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group
-
- 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D06P5/04—After-treatment with organic compounds
- D06P5/06—After-treatment with organic compounds containing nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
Abstract
The invention relates to a reactive grey dye, which belongs to the technical field of reactive dyes and comprises the following raw materials in parts by weight: 0.04-0.06 part of dyeing component, 7 parts of color fixing component, 100 parts of water and 5 parts of anhydrous sodium sulphate; the reactive gray dye contains a dyeing component of a beta-sulfate ethyl sulfone active group, the required color fixing temperature is generally 60 ℃, and the processing is convenient; the dyeing component contained in the prepared dyeing agent contains more hydrophilic groups, so that the dyeing agent has high solubility and symmetrical structure, and the reaction chance with fibers is improved; the color fixing component improves the stability of the dyeing component, improves the dyeing effect of the dye and improves the color fixing rate. The bonding stability of the dyeing components on the fiber is improved, so that the dyed fabric has good fastness to sunlight and wet processing.
Description
Technical Field
The invention belongs to the technical field of reactive dyes, and particularly relates to a reactive grey dye.
Background
Natural or synthetic polyamide fibers, wool, etc. can be dyed by complexing with reactive dyes and metal dyes. The need to improve the quality of dyeing and the success rate of dyeing once on related fabrics with reactive dyes is highly desirable. There is therefore a need for new reactive dye mixtures having improved properties, in particular the dyes should have high reproducibility in dyeing, high exhaustion, good levelness and high degree of fixation, as well as easy washability of unfixed dyes. The known gray varieties do not satisfy these requirements with respect to all properties.
Among them, patent documents US482852, CN108559306, and CN105585874 disclose that reactive gray is prepared, and in the dyeing process, the degree of exhaustion and fixation of the dye are low, and the residual amount of the dye in the sewage is large, so that the reactive gray is not suitable for dyeing of fabrics, but only for printing of fabrics. Patent document US3484432 discloses a black color suitable for dyeing, but no intermediate is commercially available because of the difficulty in producing it.
Disclosure of Invention
In order to solve the technical problems mentioned in the background art, the present invention provides a reactive gray dye.
The purpose of the invention can be realized by the following technical scheme:
a reactive gray dye comprises the following raw materials in parts by weight: 0.04-0.06 part of dyeing component, 7 parts of color fixing component, 100 parts of water and 5 parts of anhydrous sodium sulphate;
the structural general formula of the dyeing component is as follows:
further, the structural formula of D is
R1Is H or SO3Na；
R2is-SO2CH2CH2OSO2OH；
X is halogen Cl;
n is the number 2;
me is Cr or Co.
Further, the structure of the dyeing component is as follows:
step S1, preparing a dyeing component:
step S11, primary condensation: pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, dissolving 55-58g of reaction intermediate with deionized water, adding the dissolved solution, adding sodium bicarbonate to adjust the pH value to 5-6, reacting for 6h, and maintaining the temperature within the range of 0-5 ℃ to obtain a condensate;
Step S12, secondary condensation: adding 21g of sodium diaminobenzenesulfonate aqueous solution into the first condensate, adjusting the pH value to 6-7 with sodium carbonate, and reacting at 20-25 ℃ for 8h to obtain a second condensate;
step S13, para-ester condensation: mixing 28.1-36g of para-ester with 150mL of ice-water mixture, adding 6g of sodium bicarbonate, stirring and dissolving to obtain a para-ester solution; pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, then dropwise adding a para-ester solution, controlling the pH value to be 2-3, adjusting the pH value to be 5-6 by using sodium carbonate after the addition is finished, and reacting for 8h to obtain a para-ester first condensate;
and step S14, mixing the secondary condensate and the para-ester primary condensate, heating to 35-40 ℃, adjusting the pH value to 5-6 with sodium carbonate, reacting for 10 hours, and drying after the reaction is finished to obtain the dyeing component. In the prior art, the color fixing temperature of the reactive dye containing triazine reactive groups with two active chlorine atoms is lower by about 20-40 ℃, the color fixing temperature of the reactive dye containing triazine reactive groups with one active chlorine atom is higher by about 90-95 ℃, the reactive gray dye contains a dyeing component of beta-sulfate ethyl sulfone reactive groups, and the color fixing temperature is generally 60 ℃.
The molecular structure of the reactive dye is composed of three parts of a dye matrix, a reactive group and a bridging group. In the dyeing process, the dye and hydroxyl on the surface of the fiber are subjected to affinity substitution to form covalent bond combination, meanwhile, partial dyeing components are hydrolyzed to lose the bonding capacity with the hydroxyl, and the subsequent dyeing processing procedure is not satisfied enough after hydrolysis.
Step S2, preparing a color fixing component:
step S21, mixing 2, 4-dihydroxy benzophenone and epichlorohydrin, heating to 88 ℃, adding an aqueous solution of sodium hydroxide, keeping the temperature unchanged, continuing to react for 2 hours, washing the obtained reaction solution with deionized water after the reaction is finished, drying the reaction solution with anhydrous sodium sulfate, and removing the solvent by rotary evaporation to obtain an anti-ultraviolet component;
step S22, mixing the anti-ultraviolet component with water at the temperature of 50 ℃, then dropwise adding the mixture into a diethylenetriamine aqueous solution, heating to 55 ℃, keeping the temperature and reacting for 2 hours to obtain a mixed solution, dropwise adding the obtained mixed solution into epoxy chloropropane, keeping the temperature at 55 ℃, continuously stirring and reacting for 2 hours, cooling to 35 ℃, adjusting the pH value to be about 8 by using sodium hydroxide, keeping the temperature unchanged, and reacting for 5 hours to obtain the color fixing component.
Further, the mass fraction of the sodium hydroxide aqueous solution in step S21 is 50%; the mass ratio of the 2, 4-dihydroxy benzophenone to the epichlorohydrin to the sodium hydroxide aqueous solution is 2.2: 4.7: 10; in the step S22, the using amount mass ratio of the uvioresistant component to the diethylenetriamine to the epichlorohydrin is 2.7: 2: 5. according to the invention, the stability of the dyeing component is improved through the prepared color fixing component, the dyeing effect of the dye is improved, one end of an epoxy group in the color fixing component reacts with a hydroxyl group on the fiber, and the other end of the epoxy group in the color fixing component reacts with a sulfonic acid group in the dyeing component, so that for the dyeing component which is combined by a formed covalent bond, the color fixing component can reinforce the combination, thereby preventing the phenomenon of bond breaking in the using and storing processes of the fabric; for the hydrolyzed dyeing component, the color fixing component can react with the hydrolyzed dyeing component to reestablish the connection, so that the color fixing rate is improved. The color fixing component can also generate a cross-linking reaction to form a reticular macromolecule, so that a protective layer is formed on the surface of the fiber, and the bonding stability of the dyeing component on the fiber is improved.
Further, the para-ester may be replaced with a sulfonated para-ester in step S13.
Further, the structure of the reaction intermediate in step S11 is
The invention has the beneficial effects that:
aiming at the defects of reactive dyes in the prior art, the stability of the dyeing component is improved through the prepared color fixing component, the dyeing effect of the dye is improved, and the color fixing rate is improved. The bonding stability of the dyeing component on the fiber is improved. The reactive gray dye contains a dyeing component of a beta-sulfate ethyl sulfone active group, the required color fixing temperature is generally 60 ℃, and the processing is convenient.
The dyeing component structure contained in the prepared dyeing agent contains more hydrophilic groups, so that the dyeing component structure has high solubility and symmetrical structure, the reaction chance with fibers is improved, and the dyed fabric has good fastness to sunlight and wet-proof treatment by adding the self-made color fixing agent.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
Preparing a color fixing component:
step S21, mixing 2, 4-dihydroxy benzophenone and epichlorohydrin, heating to 88 ℃, adding an aqueous solution of sodium hydroxide, keeping the temperature unchanged, continuing to react for 2 hours, washing the obtained reaction solution with deionized water after the reaction is finished, drying the reaction solution with anhydrous sodium sulfate, and removing the solvent by rotary evaporation to obtain an anti-ultraviolet component; the mass fraction of the sodium hydroxide aqueous solution is 50 percent; the mass ratio of the 2, 4-dihydroxy benzophenone to the epichlorohydrin to the sodium hydroxide aqueous solution is 2.2: 4.7: 10;
and step S22, mixing the anti-ultraviolet component with water at the temperature of 50 ℃, then dropwise adding the mixture into a diethylenetriamine aqueous solution, heating to 55 ℃, keeping the temperature for 2 hours to obtain a mixed solution, dropwise adding the obtained mixed solution into epoxy chloropropane, keeping the temperature at 55 ℃, continuously stirring for reaction for 2 hours, cooling to 35 ℃, adjusting the pH value to be about 8 by using sodium hydroxide, keeping the temperature unchanged, and reacting for 5 hours to obtain the color fixing component. The mass ratio of the dosage of the ultraviolet resistant component to the dosage of the diethylenetriamine to the dosage of the epichlorohydrin is 2.7: 2: 5.
example 2
Preparing a dyeing component:
step S11, primary condensation: pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, dissolving 55g of reaction intermediate with deionized water, adding the dissolved intermediate, adding sodium bicarbonate to adjust the pH value to 5, reacting for 6h, and maintaining the temperature within the range of 0-5 ℃ to obtain a condensate;
Step S12, secondary condensation: adding 21g of sodium diaminobenzenesulfonate aqueous solution into the first condensate, adjusting the pH value to 6 by using sodium carbonate, and reacting for 8 hours at the temperature of 20 ℃ to obtain a second condensate;
step S13, para-ester condensation: mixing 28.1g of para-ester with 150mL of ice-water mixture, adding 6g of sodium bicarbonate, and stirring for dissolving to obtain a para-ester solution; pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, then dropwise adding a para-ester solution, controlling the pH value to be 2-3, adjusting the pH value to be 5 by using sodium carbonate after the addition is finished, and reacting for 8h to obtain a para-ester first condensate;
and step S14, mixing the secondary condensate and the para-ester primary condensate, heating to 35 ℃, adjusting the pH value to 5 by using sodium carbonate, reacting for 10 hours, and drying after the reaction is finished to obtain the dyeing component (I).
Wherein the structure of the reaction intermediate in step S11 is
Example 3
Preparing a dyeing component:
step S11, primary condensation: pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, dissolving 55g of a reaction intermediate by using deionized water, adding the dissolved reaction intermediate, adding sodium bicarbonate to adjust the pH value to 5, reacting for 6h, and maintaining the temperature within the range of 0-5 ℃ to obtain a condensate;
step S12, secondary condensation: adding 21g of sodium diaminobenzenesulfonate aqueous solution into the first condensate, adjusting the pH value to 6 by using sodium carbonate, and reacting for 8 hours at the temperature of 20 ℃ to obtain a second condensate;
Step S13, para-ester condensation: mixing 36g of sulfonated para-ester with 150mL of ice-water mixture, adding 6g of sodium bicarbonate, and stirring for dissolving to obtain a para-ester solution; pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, then dropwise adding a para-ester solution, controlling the pH value to be 2-3, adjusting the pH value to be 5 by using sodium carbonate after the addition is finished, and reacting for 8h to obtain a para-ester first condensate;
and step S14, mixing the secondary condensate and the para-ester primary condensate, heating to 35 ℃, adjusting the pH value to 5 by using sodium carbonate, reacting for 10 hours, and drying after the reaction is finished to obtain a dyeing component (II).
Wherein the structure of the reaction intermediate in step S11 is
Example 4
Preparing a dyeing component:
step S11, primary condensation: pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, dissolving 58g of reaction intermediate with deionized water, adding the mixture, adding sodium bicarbonate to adjust the pH value to 6, reacting for 6h, and maintaining the temperature within the range of 0-5 ℃ to obtain a condensate;
step S12, secondary condensation: adding 21g of sodium diaminobenzenesulfonate aqueous solution into the first condensate, adjusting the pH value to 7 by using sodium carbonate, and reacting for 8 hours at the temperature of 25 ℃ to obtain a second condensate;
step S13, para-ester condensation: mixing 28.1g of para-ester with 150mL of ice-water mixture, adding 6g of sodium bicarbonate, and stirring for dissolving to obtain a para-ester solution; pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, then dropwise adding a para-ester solution, controlling the pH value to be 2-3, adjusting the pH value to be 6 by using sodium carbonate after the addition is finished, and reacting for 8h to obtain a para-ester first condensate;
And step S14, mixing the secondary condensate and the para-ester primary condensate, heating to 40 ℃, adjusting the pH value to 6 by using sodium carbonate, reacting for 10 hours, and drying after the reaction is finished to obtain a dyeing component (III).
Wherein the structure of the reaction intermediate in step S11 is
Example 5
Preparing a dyeing component:
step S11, primary condensation: pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, dissolving 58g of reaction intermediate with deionized water, adding the mixture, adding sodium bicarbonate to adjust the pH value to 6, reacting for 6h, and maintaining the temperature within the range of 0-5 ℃ to obtain a condensate;
step S12, secondary condensation: adding 21g of sodium diaminobenzenesulfonate aqueous solution into the first condensate, adjusting the pH value to 7 by using sodium carbonate, and reacting for 8 hours at the temperature of 25 ℃ to obtain a second condensate;
step S13, para-ester condensation: mixing 36g of sulfonated para-ester with 150mL of ice-water mixture, adding 6g of sodium bicarbonate, and stirring for dissolving to obtain a para-ester solution; pulping a mixture of 9.7g of cyanuric chloride and 100mL of ice water for 30min, then dropwise adding a para-ester solution, controlling the pH value to be 2-3, adjusting the pH value to be 6 by using sodium carbonate after the addition is finished, and reacting for 8h to obtain a para-ester first condensate;
and step S14, mixing the secondary condensate and the para-ester primary condensate, heating to 40 ℃, adjusting the pH value to 6 by using sodium carbonate, reacting for 10 hours, and drying after the reaction is finished to obtain the dyeing component (IV).
Wherein the structure of the reaction intermediate in step S11 is
Example 6
According to the weight, 0.04 part of the dyeing component prepared in the example 2, 100 parts of water and 5 parts of anhydrous sodium sulphate are uniformly stirred, then cotton cloth is added into the mixture, the temperature is increased at 1 ℃/min, the temperature is kept at 60 ℃ for 30min, then 7 parts of the fixing agent prepared in the example 1 is added, and the color is fixed for 45min, so that gray black cotton cloth is obtained.
Example 7
According to the weight, 0.05 part of the dyeing component prepared in the example 3, 100 parts of water and 5 parts of anhydrous sodium sulphate are uniformly stirred, cotton cloth is added, the temperature is raised at 1 ℃/min, the temperature is kept at 60 ℃ for 30min, then 7 parts of the color fixing agent prepared in the example 1 are added, and the color is fixed for 45min, so that gray black cotton cloth is obtained.
Example 8
According to the weight, 0.05 part of the dyeing component prepared in the example 4, 100 parts of water and 5 parts of anhydrous sodium sulphate are uniformly stirred, cotton cloth is added, the temperature is raised at 1 ℃/min, the temperature is kept at 60 ℃ for 30min, then 7 parts of the color fixing agent prepared in the example 1 are added, and the color is fixed for 45min, so that gray black cotton cloth is obtained.
Example 9
According to the weight, 0.06 part of the dyeing component prepared in the example 5, 100 parts of water and 5 parts of anhydrous sodium sulphate are uniformly stirred, then cotton cloth is added, the temperature is raised at 1 ℃/min, the temperature is kept at 60 ℃ for 30min, then 7 parts of the color fixing agent prepared in the example 1 are added, and the color is fixed for 45min, so that gray black cotton cloth is obtained.
Comparative example 1
By weight, 0.06 part of the dyeing component prepared in example 5, 100 parts of water and 5 parts of anhydrous sodium sulphate are uniformly stirred, then cotton cloth is added, the temperature is raised at 1 ℃/min, the temperature is kept at 60 ℃ for 30min, then 7 parts of soda ash are added, and the color is fixed for 45min, so that gray black cotton cloth is obtained.
Comparative example 2
By weight, 0.06 part of the dyeing component prepared in example 5, 100 parts of water and 5 parts of anhydrous sodium sulphate are uniformly stirred, then cotton cloth is added, the temperature is raised at 1 ℃/min, and the temperature is kept at 60 ℃ for 30min, so that gray black cotton cloth is obtained.
The gray black cotton cloth obtained in examples 6 to 9 and comparative examples 1 to 2 was subjected to a test; testing gray black cotton cloth according to GB/T2391, ISO205C04, ISO105B02, ISO105E04 and ISO105-X12 detection standards respectively; testing the performance of the dye;
the test results are shown in table 1 below:
TABLE 1
From the above table 1, it can be seen that the dyeing component structure contained in the dyeing agent prepared by the invention contains more hydrophilic groups, so that the dyeing agent has high solubility and symmetrical structure, the reaction chance with fibers is improved, and the dyed fabric has good fastness to sunlight and wet-proof treatment by adding the self-made color fixing agent.
In the description herein, references to the description of "one embodiment," "an example," "a specific example" or the like are intended to mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the invention. In this specification, the schematic representations of the terms used above do not necessarily refer to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
The foregoing is illustrative and explanatory only, and it will be appreciated by those skilled in the art that various modifications, additions and substitutions can be made to the embodiments described without departing from the scope of the invention as defined in the appended claims.
Claims (7)
1. The reactive grey dye is characterized by comprising the following raw materials in parts by weight: 0.04-0.06 part of dyeing component, 7 parts of color fixing component, 100 parts of water and 5 parts of anhydrous sodium sulphate;
the structural general formula of the dyeing component is as follows:
2. the reactive gray dye of claim 1, wherein D has the formula
R1Is H or SO3Na；R2is-SO2CH2CH2OSO2OH; x is halogen Cl.
3. A reactive gray dye according to claim 1, characterized in that n is the number 2; me is the element Cr or Co.
4. A reactive gray dye according to claim 1, wherein the dyeing component is prepared by the steps of:
step S11, primary condensation: pulping a mixture of cyanuric chloride and ice water for 30min, dissolving the reaction intermediate in deionized water, adding the solution, adjusting the pH value to 5-6, reacting for 6h, and maintaining the temperature within the range of 0-5 ℃ to obtain a condensate;
Step S12, secondary condensation: adding a diaminobenzene sulfonic acid sodium water solution into the first condensate, adjusting the pH value to 6-7, and reacting for 8 hours at the temperature of 20-25 ℃ to obtain a second condensate;
step S13, para-ester condensation: mixing the para-ester with the ice water mixture, adding sodium bicarbonate, stirring and dissolving to obtain a para-ester solution; pulping a mixture of cyanuric chloride and ice water for 30min, then dropwise adding a para-ester solution, controlling the pH value to be 2-3, adjusting the pH value to be 5-6 after the addition, and reacting for 8h to obtain a para-ester first condensate;
and step S14, mixing the secondary condensate and the para-ester primary condensate, heating to 35-40 ℃, adjusting the pH value to 5-6, reacting for 10 hours, and drying after the reaction is finished to obtain the dyeing component.
5. A reactive gray dye according to claim 4, wherein the para-ester is replaced by a sulfonated para-ester in step S13.
6. The reactive gray dye of claim 4, wherein the structure of the reaction intermediate in step S11 is
7. A reactive gray dye as claimed in claim 1 wherein the fixing component is prepared by:
mixing 2, 4-dihydroxy benzophenone and epichlorohydrin, heating to 88 ℃, adding a sodium hydroxide aqueous solution, keeping the temperature unchanged, and continuously reacting for 2 hours to obtain an anti-ultraviolet component;
Mixing an anti-ultraviolet component and water at the temperature of 50 ℃, then dropwise adding the mixture into a diethylenetriamine aqueous solution, heating to 55 ℃, keeping the temperature for 2 hours to obtain a mixed solution, dropwise adding the obtained mixed solution into epoxy chloropropane, keeping the temperature at 55 ℃, continuously stirring for 2 hours to react, cooling to 35 ℃, adjusting the pH value to be about 8, keeping the temperature unchanged, and reacting for 5 hours to obtain a color fixing component.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62172062A (en) * | 1986-01-24 | 1987-07-29 | Mitsubishi Chem Ind Ltd | Triazine compound |
| CN105585874A (en) * | 2015-12-28 | 2016-05-18 | 浙江劲光实业股份有限公司 | Gray reactive dye and preparation method thereof |
| CN108559306A (en) * | 2018-05-18 | 2018-09-21 | 无锡润新染料有限公司 | A kind of grey dyestuff cleanly production technique of the activity for the stamp can be used for people cotton |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62172062A (en) * | 1986-01-24 | 1987-07-29 | Mitsubishi Chem Ind Ltd | Triazine compound |
| CN105585874A (en) * | 2015-12-28 | 2016-05-18 | 浙江劲光实业股份有限公司 | Gray reactive dye and preparation method thereof |
| CN108559306A (en) * | 2018-05-18 | 2018-09-21 | 无锡润新染料有限公司 | A kind of grey dyestuff cleanly production technique of the activity for the stamp can be used for people cotton |
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