CN116285497A - Washing-resistant ink for printing and dyeing and preparation method thereof - Google Patents
Washing-resistant ink for printing and dyeing and preparation method thereof Download PDFInfo
- Publication number
- CN116285497A CN116285497A CN202310042689.3A CN202310042689A CN116285497A CN 116285497 A CN116285497 A CN 116285497A CN 202310042689 A CN202310042689 A CN 202310042689A CN 116285497 A CN116285497 A CN 116285497A
- Authority
- CN
- China
- Prior art keywords
- water
- printing
- mass
- stirring
- propenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 238000007639 printing Methods 0.000 title claims abstract description 54
- 238000004043 dyeing Methods 0.000 title claims abstract description 40
- 238000005406 washing Methods 0.000 title claims abstract description 40
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 239000001007 phthalocyanine dye Substances 0.000 claims abstract description 76
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 claims abstract description 62
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 43
- 229920005749 polyurethane resin Polymers 0.000 claims abstract description 31
- 238000002156 mixing Methods 0.000 claims abstract description 29
- YVZIOBVIONRQHJ-UHFFFAOYSA-N 3-methylnon-2-en-2-ol Chemical compound CCCCCCC(C)=C(C)O YVZIOBVIONRQHJ-UHFFFAOYSA-N 0.000 claims abstract description 18
- -1 aminobenzene sulfonate styrene ester Chemical class 0.000 claims abstract description 17
- 239000003054 catalyst Substances 0.000 claims abstract description 16
- 239000000975 dye Substances 0.000 claims abstract description 15
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical group C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims abstract description 13
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical group ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000012024 dehydrating agents Substances 0.000 claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 10
- 239000003999 initiator Substances 0.000 claims abstract description 9
- 238000003756 stirring Methods 0.000 claims description 84
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 58
- 238000010438 heat treatment Methods 0.000 claims description 46
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 30
- 229910052786 argon Inorganic materials 0.000 claims description 29
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 24
- 238000001816 cooling Methods 0.000 claims description 22
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 18
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 18
- OWXJKYNZGFSVRC-NSCUHMNNSA-N (e)-1-chloroprop-1-ene Chemical compound C\C=C\Cl OWXJKYNZGFSVRC-NSCUHMNNSA-N 0.000 claims description 14
- 125000005442 diisocyanate group Chemical group 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 11
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims description 9
- FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical compound OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 claims description 9
- 238000001035 drying Methods 0.000 claims description 9
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 8
- MTOJDBAZGOYUOZ-UHFFFAOYSA-N 4-aminobenzenesulfonyl chloride Chemical compound NC1=CC=C(S(Cl)(=O)=O)C=C1 MTOJDBAZGOYUOZ-UHFFFAOYSA-N 0.000 claims description 7
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 7
- 239000008367 deionised water Substances 0.000 claims description 7
- 229910021641 deionized water Inorganic materials 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 7
- 239000004753 textile Substances 0.000 claims description 4
- PTFIDRRWLFAISQ-UHFFFAOYSA-N styrene;sulfamic acid Chemical compound NS(O)(=O)=O.C=CC1=CC=CC=C1 PTFIDRRWLFAISQ-UHFFFAOYSA-N 0.000 claims description 3
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 abstract description 3
- DHZIIRMIXLYCRQ-UHFFFAOYSA-N benzene-1,4-dicarbonyl isocyanate Chemical compound O=C=NC(=O)C1=CC=C(C(=O)N=C=O)C=C1 DHZIIRMIXLYCRQ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000976 ink Substances 0.000 description 41
- 230000000052 comparative effect Effects 0.000 description 12
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 5
- 238000007641 inkjet printing Methods 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 3
- 238000011161 development Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 238000010561 standard procedure Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, 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
-
- 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
- D06P1/52—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 synthetic macromolecular substances
- D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
- D06P1/5285—Polyurethanes; Polyurea; Polyguanides
-
- 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
- D06P1/667—Organo-phosphorus compounds
-
- 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
- D06P5/30—Ink jet printing
Abstract
The invention discloses a water-washing resistant ink for printing and dyeing and a preparation method thereof, and relates to the technical field of printing and dyeing ink. The water-washing resistant ink for printing and dyeing prepared by the invention comprises water, active oily dye, oily solvent, dehydrating agent, catalyst, active polyurethane resin and initiator; wherein the reactive oily dye is propenyl phthalocyanine dye; the oily solvent is DBE; the dehydrating agent is phosphorus trichloride; the active polyurethane resin is prepared by mixing and reacting dimethyl octenol, terephthalyl isocyanate and aminobenzene sulfonate styrene ester; the catalyst is dioctyltin dilaurate; the initiator is cumene peroxide; the dye in the water-resistant printing ink for printing and dyeing prepared by the invention has better dispersibility, lower viscosity and good water-resistant property.
Description
Technical Field
The invention relates to the technical field of printing and dyeing ink, in particular to washing-resistant ink for printing and dyeing and a preparation method thereof.
Background
The digital ink-jet printing technology is praised as one of key technologies for realizing technical revolution in the 21 st century textile industry, breaks through the requirements of complicated platemaking and other links on production scale and quantity and the restriction of long delivery period from design to delivery of products in the traditional printing and dyeing industry, realizes flexible production, rapid delivery and is suitable for the production and operation mode of individual customization demands of consumers by combining with network technology. Digital inkjet printing has three major elements: software, inkjet printers, and inks. Inkjet printing inks are the main consumable material for digital inkjet printing production, and their development has become an integral part of the development of inkjet printing technology, playing an important role in the front of textile printing technology.
Inks are classified into two main categories, aqueous and solvent-based, according to the main components of the ink, and typical aqueous inks mainly include water, a colorant (dye or pigment) and various additives (including a dispersant, a leveling agent, a defoamer, a plasticizer, an ultraviolet absorber, etc.). One disadvantage of the commercial aqueous inks is their poor dispersibility, high viscosity and low wash fastness.
Accordingly, the present invention solves this problem by preparing a wash-resistant ink for printing.
Disclosure of Invention
The invention aims to provide washing-resistant ink for printing and dyeing and a preparation method thereof, which are used for solving the problems in the prior art.
In order to solve the technical problems, the invention provides the following technical scheme:
a water-washing resistant ink for printing and dyeing comprises water, active oily dye, oily solvent, dehydrating agent, catalyst, active polyurethane resin and initiator.
Further, the reactive oily dye is an propenyl phthalocyanine dye.
Further, the oily solvent is DBE.
Further, the dehydrating agent is phosphorus trichloride; the catalyst is dibutyl tin dilaurate; the initiator is cumene peroxide.
Further, the active polyurethane resin is prepared by mixing and reacting dimethyl octenol, p-phenylene diisocyanate and styrene aminobenzene sulfonate.
Further, a preparation method of the washing-resistant ink for printing and dyeing comprises the following steps: under the protection of argon, the mass ratio of the propenyl phthalocyanine dye, DBE and phosphorus trichloride is 1:3: 6-1: 5:8, mixing, stirring for 1-3 hours at 400-600 r/min, adding active polyurethane resin with the mass of 24-26 times of that of the propenyl phthalocyanine dye, continuously stirring for 1-3 hours, then adding ethanol solution with the mass fraction of 20% sodium ethoxide with the mass of 2.6-2.8 times of that of the propenyl phthalocyanine dye, continuously stirring for 1-3 hours, heating to 60-80 ℃, adding water with the mass of 1.2-1.4 times of that of the propenyl phthalocyanine dye, continuously stirring for 3-5 hours, naturally cooling to room temperature, adding triethylamine with the mass of 6-8 times of that of the propenyl phthalocyanine dye, heating to 46-50 ℃, keeping the temperature for 2 hours, continuously heating to 70 ℃, keeping the temperature for 2 hours, then heating to 90 ℃, continuously keeping the temperature for 2 hours, continuously adding water with the mass of 80-100 times of that of the propenyl phthalocyanine dye, homogenizing for 4-6 minutes at 10000-12000 r/min, and continuously mixing according to the mass ratio of 1:0.8 to 1:1.2 adding dibutyl tin dilaurate and cumyl peroxide, wherein the mass of the dibutyl tin dilaurate is 0.7-0.9 times of that of the propenyl phthalocyanine dye, and continuously homogenizing for 1-2 min to prepare the water-washing resistant printing ink for printing and dyeing.
Further, the preparation method of the active polyurethane resin comprises the following steps: under the protection of argon, the mass ratio of the terephthalyl diisocyanate to the ethyl acetate is 1:10 to 1:20, stirring for 20-40 min at 1200-1400 r/min, heating to 60-80 ℃ at 4-6 ℃/min, adding a catalyst P838 with the mass of 0.03-0.05 times of that of the terephthalyl diisocyanate, stirring for 10-30 min at 400-600 r/min, and then stirring for 40-60 drops/min according to the mass ratio of 1:1.2 to 1:1.4 dropwise adding dimethyl octenol and styrene aminobenzene sulfonate, wherein the mass of the dimethyl octenol is 0.97-0.98 times that of the p-phenylene diisocyanate, and continuously stirring for 3-5 hours to prepare the active polyurethane resin.
Further, the preparation method of the aminobenzenesulfonic acid styrene ester comprises the following steps: under the protection of argon, 4-aminobenzenesulfonyl chloride and water are mixed according to the mass ratio of 1:10 to 1:20, stirring for 10-30 min at 400-600 r/min, heating to 60-80 ℃, and then stirring at 40-60 drops/min according to the mass ratio of 1:1.2 to 1:1.4 dropwise adding 20% sodium hydroxide solution and p-hydroxystyrene, continuously stirring for 3-5 h, naturally cooling to room temperature, filtering, washing with ethanol and deionized water for 2-4 times, and drying at 50-70 ℃ for 1-3 h to prepare the styrene aminosulfonate.
Further, the preparation method of the propenyl phthalocyanine dye comprises the following steps: under the protection of argon, chloropropene and phthalocyanine dye are mixed according to the mass ratio of 1:2.2 to 1:2.4, adding aluminum trichloride with the mass of 0.08-0.1 times of that of chloropropene, cooling to-10-0 ℃, and stirring for 7-9 h at 600-800 r/min to prepare the propenyl phthalocyanine dye.
Further, the drying temperature of the printing and dyeing water-washing resistant ink after being used for ink jet is 80-90 ℃.
Compared with the prior art, the invention has the following beneficial effects:
the water-washing resistant ink for printing and dyeing prepared by the invention comprises water, active oily dye, oily solvent, dehydrating agent, catalyst, active polyurethane resin and initiator; wherein the reactive oily dye is propenyl phthalocyanine dye; the oily solvent is DBE; the dehydrating agent is phosphorus trichloride; the active polyurethane resin is prepared by mixing and reacting dimethyl octenol, terephthalyl isocyanate and aminobenzene sulfonate styrene ester; the catalyst is dioctyltin dilaurate; the initiator is cumene peroxide.
When the water-washing resistant ink for printing and dyeing is prepared, the outer end of the oily dye contains a large amount of lipophilic groups to be dispersed in an oily solvent, the active polyurethane resin is adsorbed on the surface of the oily dye through the lipophilic end, after water is added for homogenization, the styrene-post-benzenesulfonate is hydrolyzed to form benzenesulfonic acid and p-hydroxystyrene, the sulfonic acid group is introduced into the other end of the active polyurethane resin to form an active polyurethane resin with one end being lipophilic and one section being hydrophilic, the hydrophilic end of the active polyurethane resin is hydrophilic to the water, the active oily dye is uniformly dispersed in the water-washing resistant ink for printing and dyeing, the hydroxy group on the p-hydroxystyrene is reacted with a dehydrating agent phosphorus to form triphenyl phosphite, and the triphenyl phosphite dilutes the active polyurethane resin, so that the viscosity of the water-washing resistant ink for printing and dyeing is reduced; when the waterproof washing ink is used, the waterproof washing ink for printing and dyeing is dried at a low temperature after being used for ink jet, and unsaturated bonds in the active oily dye, the active polyurethane resin and the triphenyl phosphite are polymerized and crosslinked under the action of the catalyst dioctyltin dilaurate and the initiator cumene peroxide to form a compact polyolefin film layer, so that the waterproof washing performance of the waterproof washing ink for printing and dyeing is enhanced.
Detailed Description
The technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
In order to more clearly explain the method provided by the invention, the following examples are used for describing in detail the method for testing each index of the water-washing resistant ink for printing and dyeing, which is prepared in the following examples, as follows:
resistance to washing with water: the same quality examples and comparative examples were used to prepare wash-resistant inks for printing, which were uniformly sprayed on cotton cloth of the same size, baked at 85℃for 15 minutes, and then tested for wash fastness according to the GB/T3921.1 standard method.
Viscosity: the water-washing resistant ink for printing and dyeing prepared by the example and the comparative example with the same quality is used for testing the viscosity according to the GB/T13217.4 standard method.
Example 1
(1) Under the protection of argon, chloropropene and phthalocyanine dye are mixed according to the mass ratio of 1:2.2, uniformly mixing, adding aluminum trichloride with the mass of 0.08 times of that of chloropropene, cooling to-10 ℃, and stirring for 7 hours at 600r/min to prepare the propenyl phthalocyanine dye;
(2) Under the protection of argon, 4-aminobenzenesulfonyl chloride and water are mixed according to the mass ratio of 1:10, stirring for 10min at 400r/min, heating to 60 ℃, and then stirring at 40 drops/min according to the mass ratio of 1:1.2, dropwise adding 20% sodium hydroxide solution and p-hydroxystyrene, continuously stirring for 3 hours, naturally cooling to room temperature, filtering, washing with ethanol and deionized water for 2 times, and drying at 50 ℃ for 1 hour to prepare aminobenzenesulfonic acid styrene ester; under the protection of argon, the mass ratio of the terephthalyl diisocyanate to the ethyl acetate is 1:10, stirring at 1200r/min for 20min, heating to 60 ℃ at 4 ℃/min, adding a catalyst P838 with the mass being 0.03 times of that of the terephthalyl diisocyanate, stirring at 400r/min for 10min, and stirring at 40 drops/min according to the mass ratio of 1:1.2, dropwise adding dimethyl octenol and styrene aminobenzene sulfonate, wherein the mass of the dimethyl octenol is 0.97 times that of the p-phenylene diisocyanate, and continuously stirring for 3 hours to prepare active polyurethane resin;
(3) Under the protection of argon, the mass ratio of the propenyl phthalocyanine dye, DBE and phosphorus trichloride is 1:3:6, mixing, stirring for 1h at 400r/min, adding active polyurethane resin with the mass of 24 times of that of the propenyl phthalocyanine dye, continuously stirring for 1h, then adding ethanol solution of sodium ethoxide with the mass fraction of 20% and the mass of 2.6 times of that of the propenyl phthalocyanine dye, continuously stirring for 1h, heating to 60 ℃, adding water with the mass of 1.2 times of that of the propenyl phthalocyanine dye, continuously stirring for 3h, naturally cooling to room temperature, adding triethylamine with the mass of 6 times of that of the propenyl phthalocyanine dye, heating to 46 ℃, keeping the temperature for 2h, continuously heating to 70 ℃, keeping the temperature for 2h, then heating to 90 ℃, continuously keeping the temperature for 2h, continuously adding water with the mass of 80 times of that of the propenyl phthalocyanine dye, homogenizing for 4min at 10000r/min, and continuously mixing according to the mass ratio of 1:0.8, adding dibutyl tin dilaurate and cumene peroxide, wherein the mass of the dibutyl tin dilaurate is 0.7 times that of the propenyl phthalocyanine dye, and continuously homogenizing for 1min to prepare the water-washing resistant ink for printing and dyeing.
Example 2
(1) Under the protection of argon, chloropropene and phthalocyanine dye are mixed according to the mass ratio of 1:2.3, uniformly mixing, adding aluminum trichloride with the mass of 0.09 times of that of chloropropene, cooling to-5 ℃, and stirring at 700r/min for 8 hours to prepare the propenyl phthalocyanine dye;
(2) Under the protection of argon, 4-aminobenzenesulfonyl chloride and water are mixed according to the mass ratio of 1:15, stirring for 20min at 500r/min, heating to 70 ℃, and then mixing at 50 drops/min according to the mass ratio of 1:1.3, dropwise adding 20% sodium hydroxide solution and p-hydroxystyrene, continuously stirring for 4 hours, naturally cooling to room temperature, filtering, washing with ethanol and deionized water for 3 times, and drying at 60 ℃ for 2 hours to prepare aminobenzenesulfonic acid styrene ester; under the protection of argon, the mass ratio of the terephthalyl diisocyanate to the ethyl acetate is 1:15, stirring for 30min at 1300r/min, heating to 70 ℃ at 5 ℃/min, adding a catalyst P838 with the mass being 0.04 times of that of the terephthalyl diisocyanate, stirring for 20min at 500r/min, and stirring for 50 drops/min according to the mass ratio of 1:1.3, dropwise adding dimethyl octenol and styrene aminobenzene sulfonate, wherein the mass of the dimethyl octenol is 0.975 times that of the p-phenylene diisocyanate, and continuously stirring for 4 hours to prepare active polyurethane resin;
(3) Under the protection of argon, the mass ratio of the propenyl phthalocyanine dye, DBE and phosphorus trichloride is 1:4:7, mixing, stirring for 2 hours at 500r/min, adding active polyurethane resin with the mass being 25 times of that of the propenyl phthalocyanine dye, continuously stirring for 2 hours, then adding ethanol solution of sodium ethoxide with the mass being 20% and the mass being 2.7 times of that of the propenyl phthalocyanine dye, continuously stirring for 2 hours, heating to 70 ℃, adding water with the mass being 1.3 times of that of the propenyl phthalocyanine dye, continuously stirring for 4 hours, naturally cooling to room temperature, adding triethylamine with the mass being 7 times of that of the propenyl phthalocyanine dye, heating to 48 ℃, keeping the temperature for 2 hours, continuously heating to 70 ℃, keeping the temperature for 2 hours, then heating to 90 ℃, continuously keeping the temperature for 2 hours, continuously adding water with the mass being 90 times of that of the propenyl phthalocyanine dye, homogenizing for 5 minutes at 11000r/min, and continuously mixing according to the mass ratio of 1:1 adding dibutyl tin dilaurate and cumyl peroxide, wherein the mass of the dibutyl tin dilaurate is 0.8 times that of the propenyl phthalocyanine dye, and continuously homogenizing for 1.5min to prepare the water-washing resistant ink for printing and dyeing.
Example 3
(1) Under the protection of argon, chloropropene and phthalocyanine dye are mixed according to the mass ratio of 1:2.4, uniformly mixing, adding aluminum trichloride with the mass of 0.1 time of that of chloropropene, cooling to 0 ℃, and stirring for 9 hours at 800r/min to prepare the propenyl phthalocyanine dye;
(2) Under the protection of argon, 4-aminobenzenesulfonyl chloride and water are mixed according to the mass ratio of 1:20, stirring for 30min at 600r/min, heating to 80 ℃, and then mixing at 60 drops/min according to the mass ratio of 1:1.4, dropwise adding 20% sodium hydroxide solution and p-hydroxystyrene, continuously stirring for 5 hours, naturally cooling to room temperature, filtering, washing with ethanol and deionized water for 4 times, and drying at 70 ℃ for 3 hours to prepare aminobenzenesulfonic acid styrene ester; under the protection of argon, the mass ratio of the terephthalyl diisocyanate to the ethyl acetate is 1:20, stirring at 1400r/min for 40min, heating to 80 ℃ at 6 ℃/min, adding a catalyst P838 with the mass of 0.05 times of that of the terephthalyl diisocyanate, stirring at 600r/min for 30min, and stirring at 60 drops/min according to the mass ratio of 1:1.4 dropwise adding dimethyl octenol and styrene aminobenzene sulfonate, wherein the mass of the dimethyl octenol is 0.98 times that of the p-phenylene diisocyanate, and continuously stirring for 5 hours to prepare active polyurethane resin;
(3) Under the protection of argon, the mass ratio of the propenyl phthalocyanine dye, DBE and phosphorus trichloride is 1:5:8, mixing, stirring for 3 hours at 600r/min, adding active polyurethane resin with the mass of 26 times of that of the propenyl phthalocyanine dye, continuously stirring for 3 hours, adding ethanol solution of sodium ethoxide with the mass fraction of 20% and the mass of 2.8 times of that of the propenyl phthalocyanine dye, continuously stirring for 3 hours, heating to 80 ℃, adding water with the mass of 1.4 times of that of the propenyl phthalocyanine dye, continuously stirring for 5 hours, naturally cooling to room temperature, adding triethylamine with the mass of 8 times of that of the propenyl phthalocyanine dye, heating to 50 ℃, keeping the temperature for 2 hours, continuously heating to 70 ℃, keeping the temperature for 2 hours, then heating to 90 ℃, continuously keeping the temperature for 2 hours, continuously adding water with the mass of 100 times of that of the propenyl phthalocyanine dye, homogenizing for 6 minutes at 12000r/min, and continuously mixing according to the mass ratio of 1:1.2 adding dibutyl tin dilaurate and cumene peroxide, wherein the mass of the dibutyl tin dilaurate is 0.9 times of that of the propenyl phthalocyanine dye, and continuously homogenizing for 2min to prepare the water-washing resistant ink for printing and dyeing.
Comparative example 1
(1) Under the protection of argon, 4-aminobenzenesulfonyl chloride and water are mixed according to the mass ratio of 1:15, stirring for 20min at 500r/min, heating to 70 ℃, and then mixing at 50 drops/min according to the mass ratio of 1:1.3, dropwise adding 20% sodium hydroxide solution and p-hydroxystyrene, continuously stirring for 4 hours, naturally cooling to room temperature, filtering, washing with ethanol and deionized water for 3 times, and drying at 60 ℃ for 2 hours to prepare aminobenzenesulfonic acid styrene ester; under the protection of argon, the mass ratio of the terephthalyl diisocyanate to the ethyl acetate is 1:15, stirring for 30min at 1300r/min, heating to 70 ℃ at 5 ℃/min, adding a catalyst P838 with the mass being 0.04 times of that of the terephthalyl diisocyanate, stirring for 20min at 500r/min, and stirring for 50 drops/min according to the mass ratio of 1:1.3, dropwise adding dimethyl octenol and styrene aminobenzene sulfonate, wherein the mass of the dimethyl octenol is 0.975 times that of the p-phenylene diisocyanate, and continuously stirring for 4 hours to prepare active polyurethane resin;
(2) Under the protection of argon, phthalocyanine dye, DBE and phosphorus trichloride are mixed according to the mass ratio of 1:4:7, mixing, stirring for 2 hours at 500r/min, adding active polyurethane resin with the mass being 25 times of that of the phthalocyanine dye, continuously stirring for 2 hours, then adding ethanol solution of sodium ethoxide with the mass being 20% and the mass being 2.7 times of that of the phthalocyanine dye, continuously stirring for 2 hours, heating to 70 ℃, adding water with the mass being 1.3 times of that of the phthalocyanine dye, continuously stirring for 4 hours, naturally cooling to room temperature, adding triethylamine with the mass being 7 times of that of the phthalocyanine dye, heating to 48 ℃, continuously heating to 70 ℃ after heat preservation for 2 hours, then heating to 90 ℃, continuously heat preservation for 2 hours, continuously adding water with the mass being 90 times of that of the phthalocyanine dye, homogenizing for 5 minutes at 11000r/min, and continuously mixing according to the mass ratio of 1:1 adding dibutyl tin dilaurate and cumyl peroxide, wherein the mass of the dibutyl tin dilaurate is 0.8 times that of the phthalocyanine dye, and continuously homogenizing for 1.5min to prepare the water-washing resistant ink for printing and dyeing.
Comparative example 2
(1) Under the protection of argon, chloropropene and phthalocyanine dye are mixed according to the mass ratio of 1:2.3, uniformly mixing, adding aluminum trichloride with the mass of 0.09 times of that of chloropropene, cooling to-5 ℃, and stirring at 700r/min for 8 hours to prepare the propenyl phthalocyanine dye;
(2) Under the protection of argon, the mass ratio of the propenyl phthalocyanine dye, DBE and phosphorus trichloride is 1:4:7, mixing, stirring for 2 hours at 500r/min, adding water-based polyurethane with the mass of 25 times of the propenyl phthalocyanine dye, continuously stirring for 2 hours, then adding ethanol solution of sodium ethoxide with the mass fraction of 20% and the mass of 2.7 times of the propenyl phthalocyanine dye, continuously stirring for 2 hours, heating to 70 ℃, adding water with the mass of 1.3 times of the propenyl phthalocyanine dye, continuously stirring for 4 hours, naturally cooling to room temperature, adding triethylamine with the mass of 7 times of the propenyl phthalocyanine dye, heating to 48 ℃, keeping the temperature for 2 hours, continuously heating to 70 ℃, keeping the temperature for 2 hours, then heating to 90 ℃, continuously keeping the temperature for 2 hours, continuously adding water with the mass of 90 times of the propenyl phthalocyanine dye, homogenizing for 5 minutes at 11000r/min, and continuously mixing according to the mass ratio of 1:1 adding dibutyl tin dilaurate and cumyl peroxide, wherein the mass of the dibutyl tin dilaurate is 0.8 times that of the propenyl phthalocyanine dye, and continuously homogenizing for 1.5min to prepare the water-washing resistant ink for printing and dyeing.
Comparative example 3
(1) Under the protection of argon, chloropropene and phthalocyanine dye are mixed according to the mass ratio of 1:2.3, uniformly mixing, adding aluminum trichloride with the mass of 0.09 times of that of chloropropene, cooling to-5 ℃, and stirring at 700r/min for 8 hours to prepare the propenyl phthalocyanine dye;
(2) Under the protection of argon, 4-aminobenzenesulfonyl chloride and water are mixed according to the mass ratio of 1:15, stirring for 20min at 500r/min, heating to 70 ℃, and then mixing at 50 drops/min according to the mass ratio of 1:1.3, dropwise adding 20% sodium hydroxide solution and p-hydroxystyrene, continuously stirring for 4 hours, naturally cooling to room temperature, filtering, washing with ethanol and deionized water for 3 times, and drying at 60 ℃ for 2 hours to prepare aminobenzenesulfonic acid styrene ester; under the protection of argon, the mass ratio of the terephthalyl diisocyanate to the ethyl acetate is 1:15, stirring for 30min at 1300r/min, heating to 70 ℃ at 5 ℃/min, adding a catalyst P838 with the mass being 0.04 times of that of the terephthalyl diisocyanate, stirring for 20min at 500r/min, and stirring for 50 drops/min according to the mass ratio of 1:1.3, dropwise adding dimethyl octenol and styrene aminobenzene sulfonate, wherein the mass of the dimethyl octenol is 0.975 times that of the p-phenylene diisocyanate, and continuously stirring for 4 hours to prepare active polyurethane resin;
(3) Under the protection of argon, the propenyl phthalocyanine dye and DBE are mixed according to the mass ratio of 1:4, mixing, stirring for 2 hours at 500r/min, adding active polyurethane resin with the mass being 25 times of that of the propenyl phthalocyanine dye, continuously stirring for 2 hours, then adding ethanol solution of sodium ethoxide with the mass being 20% and the mass being 2.7 times of that of the propenyl phthalocyanine dye, continuously stirring for 2 hours, heating to 70 ℃, adding water with the mass being 1.3 times of that of the propenyl phthalocyanine dye, continuously stirring for 4 hours, naturally cooling to room temperature, adding triethylamine with the mass being 7 times of that of the propenyl phthalocyanine dye, heating to 48 ℃, keeping the temperature for 2 hours, continuously heating to 70 ℃, keeping the temperature for 2 hours, then heating to 90 ℃, continuously keeping the temperature for 2 hours, continuously adding water with the mass being 90 times of that of the propenyl phthalocyanine dye, homogenizing for 5 minutes at 11000r/min, and continuously mixing according to the mass ratio of 1:1 adding dibutyl tin dilaurate and cumyl peroxide, wherein the mass of the dibutyl tin dilaurate is 0.8 times that of the propenyl phthalocyanine dye, and continuously homogenizing for 1.5min to prepare the water-washing resistant ink for printing and dyeing.
Effect example
The following table 1 shows the results of analysis of the viscosity and the water resistance of the water-resistant inks for printing and dyeing manufactured by using examples 1 to 3 of the present invention and comparative examples 1 to 3.
TABLE 1
| Example 1 | Example 2 | Example 3 | Comparative example 1 | Comparative example 2 | Comparative example 3 | |
| Viscosity (mpa.s) | 1172 | 1168 | 1180 | 1176 | 5658 | 5790 |
| Fastness to washing | Grade 5 | Grade 5 | Grade 5 | Grade 4 | 3 grade | Grade 5 |
From Table 1, it can be seen that the water-washable inks for printing prepared in examples 1, 2 and 3 have lower viscosity and higher water-washability; from comparison of the experimental data of examples 1, 2, 3 and comparative example 1, it was found that the water-washing resistant ink for printing was prepared using the reactive oily dye, a dense polyolefin film layer could be formed, and the prepared water-washing resistant ink for printing was strong in water-washing resistance; from the experimental data of examples 1, 2, 3 and comparative example 2, it was found that the reactive polyurethane resin was used to prepare the rinse-resistant ink for printing and dyeing, which can form a dense polyolefin film layer, and the prepared rinse-resistant ink for printing and dyeing had lower viscosity and higher rinse resistance; from the experimental data of examples 1, 2, 3 and comparative example 3, it was found that the water-washable ink for printing was prepared using phosphorus trichloride as a dehydrating agent, and the viscosity of the prepared water-washable ink for printing was low.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential characteristics thereof. The present embodiments are, therefore, to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein. Any reference sign in a claim should not be construed as limiting the claim concerned.
Claims (10)
1. The water-washing resistant ink for printing and dyeing is characterized by comprising water, active oily dye, oily solvent, dehydrating agent, catalyst, active polyurethane resin and initiator.
2. The water-washable ink for printing and dyeing according to claim 1, wherein the reactive oily dye is a propenyl phthalocyanine dye.
3. The water-washable ink for printing according to claim 1, wherein the oily solvent is DBE.
4. The water-washable ink for printing and dyeing according to claim 1, wherein the dehydrating agent is phosphorus trichloride; the catalyst is dibutyl tin dilaurate; the initiator is cumene peroxide.
5. The water-washable ink for printing and dyeing according to claim 1, wherein the reactive polyurethane resin is prepared by mixing dimethyl octenol, p-phenylene diisocyanate and styrene aminosulfonate.
6. The preparation method of the washable ink for printing and dyeing is characterized by comprising the following steps of: under the protection of argon, the mass ratio of the propenyl phthalocyanine dye, DBE and phosphorus trichloride is 1:3: 6-1: 5:8, mixing, stirring for 1-3 hours at 400-600 r/min, adding active polyurethane resin with the mass of 24-26 times of that of the propenyl phthalocyanine dye, continuously stirring for 1-3 hours, then adding ethanol solution with the mass fraction of 20% sodium ethoxide with the mass of 2.6-2.8 times of that of the propenyl phthalocyanine dye, continuously stirring for 1-3 hours, heating to 60-80 ℃, adding water with the mass of 1.2-1.4 times of that of the propenyl phthalocyanine dye, continuously stirring for 3-5 hours, naturally cooling to room temperature, adding triethylamine with the mass of 6-8 times of that of the propenyl phthalocyanine dye, heating to 46-50 ℃, keeping the temperature for 2 hours, continuously heating to 70 ℃, keeping the temperature for 2 hours, then heating to 90 ℃, continuously keeping the temperature for 2 hours, continuously adding water with the mass of 80-100 times of that of the propenyl phthalocyanine dye, homogenizing for 4-6 minutes at 10000-12000 r/min, and continuously mixing according to the mass ratio of 1:0.8 to 1:1.2 adding dibutyl tin dilaurate and cumyl peroxide, wherein the mass of the dibutyl tin dilaurate is 0.7-0.9 times of that of the propenyl phthalocyanine dye, and continuously homogenizing for 1-2 min to prepare the water-washing resistant printing ink for printing and dyeing.
7. The method for producing a water-washable ink for printing and dyeing according to claim 6, wherein the method for producing the reactive polyurethane resin comprises the steps of: under the protection of argon, the mass ratio of the terephthalyl diisocyanate to the ethyl acetate is 1:10 to 1:20, stirring for 20-40 min at 1200-1400 r/min, heating to 60-80 ℃ at 4-6 ℃/min, adding a catalyst P838 with the mass of 0.03-0.05 times of that of the terephthalyl diisocyanate, stirring for 10-30 min at 400-600 r/min, and then stirring for 40-60 drops/min according to the mass ratio of 1:1.2 to 1:1.4 dropwise adding dimethyl octenol and styrene aminobenzene sulfonate, wherein the mass of the dimethyl octenol is 0.97-0.98 times that of the p-phenylene diisocyanate, and continuously stirring for 3-5 hours to prepare the active polyurethane resin.
8. The method for producing a water-washable ink for printing and dyeing according to claim 7, wherein the method for producing styrene aminobenzenesulfonate is as follows: under the protection of argon, 4-aminobenzenesulfonyl chloride and water are mixed according to the mass ratio of 1:10 to 1:20, stirring for 10-30 min at 400-600 r/min, heating to 60-80 ℃, and then stirring at 40-60 drops/min according to the mass ratio of 1:1.2 to 1:1.4 dropwise adding 20% sodium hydroxide solution and p-hydroxystyrene, continuously stirring for 3-5 h, naturally cooling to room temperature, filtering, washing with ethanol and deionized water for 2-4 times, and drying at 50-70 ℃ for 1-3 h to prepare the styrene aminosulfonate.
9. The method for producing a water-washable ink for printing and dyeing according to claim 6, wherein the method for producing a propenyl phthalocyanine dye is as follows: under the protection of argon, chloropropene and phthalocyanine dye are mixed according to the mass ratio of 1:2.2 to 1:2.4, adding aluminum trichloride with the mass of 0.08-0.1 times of that of chloropropene, cooling to-10-0 ℃, and stirring for 7-9 h at 600-800 r/min to prepare the propenyl phthalocyanine dye.
10. The method for producing a water-washable ink for textile printing according to claim 6, wherein the drying temperature after the water-washable ink for textile printing is used is 80 to 90 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310042689.3A CN116285497A (en) | 2023-01-28 | 2023-01-28 | Washing-resistant ink for printing and dyeing and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310042689.3A CN116285497A (en) | 2023-01-28 | 2023-01-28 | Washing-resistant ink for printing and dyeing and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN116285497A true CN116285497A (en) | 2023-06-23 |
Family
ID=86793145
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202310042689.3A Withdrawn CN116285497A (en) | 2023-01-28 | 2023-01-28 | Washing-resistant ink for printing and dyeing and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN116285497A (en) |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000078876A1 (en) * | 1999-06-23 | 2000-12-28 | Avecia Limited | Ink compositions |
| CN101096430A (en) * | 2007-07-02 | 2008-01-02 | 黑龙江省石油化学研究院 | Organic phosphorus active flame-proof epoxy resin curing agent amine group phosphonate and preparation method thereof |
| WO2019013264A1 (en) * | 2017-07-14 | 2019-01-17 | 富士フイルム株式会社 | Inkjet ink, ink cartridge, inkjet printer, inkjet textile printing method, method for producing colored fabric, and method for producing inkjet ink |
| CN109971254A (en) * | 2019-03-04 | 2019-07-05 | 上海图赢科技发展有限公司 | A kind of aqueous leather digit printing ink-jet writing ink and its preparation method and application |
| CN111518412A (en) * | 2020-04-22 | 2020-08-11 | 窦敏辉 | Non-sulfonated aqueous metal complex dye with low heavy metal content |
| CN113416211A (en) * | 2021-05-28 | 2021-09-21 | 中国科学院大连化学物理研究所 | Vinyl functional group phosphine ligand synthesis method, phosphine ligand and application |
| CN114000362A (en) * | 2021-11-09 | 2022-02-01 | 福建华大利合成革有限公司 | Breathable environment-friendly leather and preparation method thereof |
| CN114380979A (en) * | 2021-10-21 | 2022-04-22 | 上海奔佑新材料科技有限公司 | Polyurethane prepolymer for medical dressing and preparation method thereof |
| CN114775312A (en) * | 2022-04-27 | 2022-07-22 | 赵井海 | Washable cotton fabric dye and preparation method thereof |
| CN114773574A (en) * | 2022-05-18 | 2022-07-22 | 张国华 | Anti-aging high-toughness vinyl resin and preparation method thereof |
-
2023
- 2023-01-28 CN CN202310042689.3A patent/CN116285497A/en not_active Withdrawn
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000078876A1 (en) * | 1999-06-23 | 2000-12-28 | Avecia Limited | Ink compositions |
| CN101096430A (en) * | 2007-07-02 | 2008-01-02 | 黑龙江省石油化学研究院 | Organic phosphorus active flame-proof epoxy resin curing agent amine group phosphonate and preparation method thereof |
| WO2019013264A1 (en) * | 2017-07-14 | 2019-01-17 | 富士フイルム株式会社 | Inkjet ink, ink cartridge, inkjet printer, inkjet textile printing method, method for producing colored fabric, and method for producing inkjet ink |
| CN109971254A (en) * | 2019-03-04 | 2019-07-05 | 上海图赢科技发展有限公司 | A kind of aqueous leather digit printing ink-jet writing ink and its preparation method and application |
| CN111518412A (en) * | 2020-04-22 | 2020-08-11 | 窦敏辉 | Non-sulfonated aqueous metal complex dye with low heavy metal content |
| CN113416211A (en) * | 2021-05-28 | 2021-09-21 | 中国科学院大连化学物理研究所 | Vinyl functional group phosphine ligand synthesis method, phosphine ligand and application |
| CN114380979A (en) * | 2021-10-21 | 2022-04-22 | 上海奔佑新材料科技有限公司 | Polyurethane prepolymer for medical dressing and preparation method thereof |
| CN114000362A (en) * | 2021-11-09 | 2022-02-01 | 福建华大利合成革有限公司 | Breathable environment-friendly leather and preparation method thereof |
| CN114775312A (en) * | 2022-04-27 | 2022-07-22 | 赵井海 | Washable cotton fabric dye and preparation method thereof |
| CN114773574A (en) * | 2022-05-18 | 2022-07-22 | 张国华 | Anti-aging high-toughness vinyl resin and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101250374B (en) | Nano hollow silica dioxide micro-sphere/polyurethane composite aqueous paint and preparation method thereof | |
| CN109505163A (en) | A kind of high-tension number direct-injection textile ink and preparation method thereof | |
| CN105733361A (en) | Etching-resistant jet ink and application thereof | |
| CN105670387B (en) | Industrial nozzle digit printing coating ink and preparation method thereof | |
| CN104514157B (en) | A kind of preparation method based on the silk broadcloth stamp nanometer ink that cellulose nanospheres is dispersant | |
| CN106320030A (en) | Aqueous nylon fabric dye sublimation ink for color printing machine and preparation technology thereof | |
| KR20040079309A (en) | The printing ink applying to various textile materials, the process for preparing it and the printing method using it | |
| CN110358359A (en) | A kind of waterborne digital inking printing pigment ink and its preparation method and application | |
| CN107987612B (en) | Water-based Jing porcelain Single-pass high-speed ink-jet printing thermal transfer ink and preparation method thereof | |
| CN114395930A (en) | Direct injection type reactive dye ink used for printed fabric and free of front and back treatment and application thereof | |
| CN105601567A (en) | Fluorochrome monomer, copolymeric fluorescent polyurethane emulsion and fluorescent polyurethane-acrylic ester copolymer emulsion as well as preparation methods thereof | |
| CN110205838B (en) | Cyan ink-jet ink for ink-jet printing of polyester fabric, preparation process thereof and ink-jet printing method | |
| CN116285497A (en) | Washing-resistant ink for printing and dyeing and preparation method thereof | |
| CN110746818A (en) | Pretreatment ink for water-based pigment ink and printing method thereof | |
| CN104131359A (en) | Organic pigment water-based color paste for coloring mucilage glue stock solution and preparation method thereof | |
| CN101906268A (en) | Coating composite and optical fiber containing same | |
| CN105713175A (en) | Preparation method of ring-opening epoxidized soybean oil modified sulfonated waterborne polyurethane | |
| CN107312387A (en) | A kind of high temperature direct-injection dispersible ink and preparation method thereof | |
| CN105504990A (en) | Colored polymer microsphere ink for inkjet printing | |
| CN110670384A (en) | Digital printing active black ink suitable for starlight 1024 nozzle | |
| CN114000366B (en) | Inkjet ink and preparation method and application thereof | |
| CN110777546A (en) | Black high-temperature direct-injection dispersion ink and preparation method thereof | |
| CN112796119B (en) | High-temperature direct-injection disperse dye ink, preparation method thereof and printing method | |
| CN113201414B (en) | Semi-water-based terpineol slurry cleaning agent and preparation method thereof | |
| CN113072840A (en) | Thermal sublimation ink based on compound disperse black dye and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WW01 | Invention patent application withdrawn after publication |
Application publication date: 20230623 |
|
| WW01 | Invention patent application withdrawn after publication |