CN115181455B - Pigment based on temperature discoloration and preparation method thereof - Google Patents
Pigment based on temperature discoloration and preparation method thereof Download PDFInfo
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- CN115181455B CN115181455B CN202111193715.XA CN202111193715A CN115181455B CN 115181455 B CN115181455 B CN 115181455B CN 202111193715 A CN202111193715 A CN 202111193715A CN 115181455 B CN115181455 B CN 115181455B
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- 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
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/001—Pigment pastes, e.g. for mixing in paints in aqueous medium
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/18—Introducing halogen atoms or halogen-containing groups
- C08F8/20—Halogenation
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- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
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- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/26—Thermosensitive paints
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Abstract
The invention belongs to the technical field of pigment production, and particularly relates to a pigment based on temperature discoloration and a preparation method thereof. The modified polyacrylic acid can release chloride ions in a humid environment, and has a sterilizing effect. The color-changing pigment obtained by the preparation method provided by the invention presents different colors along with the change of temperature, is sensitive to the change of temperature, and can play a certain prompting role.
Description
Technical Field
The invention relates to the technical field of pigment production, in particular to a pigment based on temperature discoloration and a preparation method thereof.
Background
With the development of science and technology, people continuously seek intelligent materials with new characteristics and new functions, and temperature-sensitive color-changing materials have attracted attention. Reversible thermochromic means that one color is heated to raise the temperature, then the color is changed into another color, and after cooling, the original color is restored. The reversible thermochromic material is a material with reversible thermochromic phenomenon, namely when the temperature is higher or lower than a specific temperature range, the color of the material is changed in different color ranges, and the color can be changed reversibly along with the temperature rise and fall. The temperature-sensitive color-changing material is widely applied to various fields of textile, printing, traffic, daily decoration, chemical anti-counterfeiting, scientific research and the like, and shows potential huge economic and social benefits.
The patent application number CN201710597262.4 discloses a color-changeable pigment, which is formed by inorganic filler, color-changeable micropowder, thickener, dispersant, organic solvent, water and water regulating material, wherein after the oily solvent volatilizes, the polarity and acid-base property of the pigment surface change along with the content of surrounding water, so that the color change is caused.
The patent with application number of CN200910065144.4 discloses a color-changeable pigment for painting, which consists of common pigment and additives, wherein the additives comprise cobalt chloride, alcohol, milk powder and water, the painting drawn by the color-changeable pigment prepared by the scheme can show different colors under the change of temperature, thus giving a novel and pleasant feel to people, and the preparation raw materials are environment-friendly and pollution-free, so that the process steps are reduced, and the method is simple and feasible.
Although the color-changing pigment prepared as described above has been used in industrial production, the color-changing pigment has been liable to undergo discoloration with the lapse of time and to undergo mildewing in a humid environment.
Disclosure of Invention
In order to obtain the pigment with strong adhesive force and capable of changing color along with temperature, the invention provides the pigment with color change based on temperature and the preparation method thereof, which have strong adhesive force and a certain mildew-proof function.
The technical scheme for solving the problems is as follows:
the pigment based on temperature discoloration comprises the following raw materials in parts by weight:
60-80 parts of modified polyacrylic acid;
30-50 parts of color-changing microcapsules;
5-8 parts of a defoaming agent;
4-6 parts of leveling agent;
15-18 parts of a surfactant;
12-22 parts of deionized water;
the structural formula of the modified polyacrylic acid is as follows:
the invention has the following beneficial effects:
1. the isopropanolamine is utilized to modify polyacrylic acid, so that the adhesive force of the pigment is effectively improved;
2. chloridizing the modified polyacrylic acid, and releasing chloride ions in a humid environment to play a role in killing bacteria;
3. the prepared color-changing pigment changes along with the rising of temperature, is sensitive to the temperature change and can play a certain role in prompting.
Detailed Description
The following description of the embodiments of the present application will be made clearly and fully with reference to the accompanying drawings, in which it is evident that the embodiments described are only some, but not all, of the embodiments of the present application. All other embodiments, which can be made by one of ordinary skill in the art without undue burden from the present disclosure, are within the scope of the present disclosure.
Example 1
The pigment based on temperature discoloration comprises the following raw materials in parts by weight: 60 parts of modified polyacrylic acid; 30 parts of color-changing microcapsules; 5 parts of defoaming agent; 4 parts of leveling agent; 15 parts of a surfactant; 12 parts of deionized water;
the preparation method of the modified polyacrylic acid comprises the following steps:
65 parts by weight of polyacrylic acid and 70 parts by weight of isopropanolamine are mixed, 12 parts by weight of boric acid is added as a catalyst, nitrogen is introduced, heating and stirring are carried out, the temperature is increased to 160 ℃, and the reaction is carried out for 4.5 hours, thus obtaining an intermediate I, and the reaction process is as follows:
continuously introducing HCl gas into the intermediate I, continuously stirring, stopping introducing the HCl gas after reacting for 30min, continuously stirring for 20min, and distilling under reduced pressure to obtain modified polyacrylic acid, wherein the reaction process is as follows:
the preparation method of the color-changing microcapsule comprises the following steps:
adding crystal violet lactone, bisphenol A, palmitoyl alcohol and thermal green into ethanol solution, uniformly mixing, carrying out ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise adding is finished, dropwise adding acetic acid into the mixture to adjust the pH value of the solution, and adjusting the pH value of the solution to 7-8 to obtain the color-changing microcapsule.
Wherein the weight ratio of crystal violet lactone, bisphenol A, palmitol and thermosensitive green is 2:1:1:1.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the leveling agent is formed by mixing isophorone and diacetone alcohol according to the weight ratio of 1:1.
According to the parts by weight of the components, 12 parts by weight of deionized water, 60 parts by weight of modified polyacrylic acid, 15 parts by weight of surfactant and 4 parts by weight of flatting agent are mixed, and the stirring speed is 600rmp, and the mixture is stirred for 30min to obtain mixed slurry; adding 30 parts by weight of color-changing microcapsules and 5 parts by weight of defoamer into the mixed slurry, and stirring at a stirring speed of 400rmp for 40min to obtain the pigment based on temperature color change.
Example 2
The pigment based on temperature discoloration comprises the following raw materials in parts by weight: 80 parts of modified polyacrylic acid; 50 parts of color-changing microcapsule; 8 parts of defoaming agent; 6 parts of leveling agent; 18 parts of a surfactant; 22 parts of deionized water;
the preparation method of the modified polyacrylic acid comprises the following steps:
mixing 85 parts by weight of polyacrylic acid with 75 parts by weight of isopropanolamine, adding 14 parts by weight of boric acid as a catalyst, introducing nitrogen, heating and stirring, raising the temperature to 160 ℃, and reacting for 4.5 hours to obtain an intermediate I;
continuously introducing HCl gas into the intermediate I, continuously stirring, stopping introducing the HCl gas after reacting for 30min, continuously stirring for 20min, and distilling under reduced pressure to obtain the modified polyacrylic acid.
The preparation method of the color-changing microcapsule comprises the following steps:
adding crystal violet lactone, bisphenol A, palmitoyl alcohol and thermal green into ethanol solution, uniformly mixing, carrying out ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise adding is finished, dropwise adding acetic acid into the mixture to adjust the pH value of the solution, and adjusting the pH value of the solution to 7-8 to obtain the color-changing microcapsule.
Wherein the weight ratio of crystal violet lactone, bisphenol A, palmitol and thermosensitive green is 2:1:1:1.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the leveling agent is formed by mixing isophorone and diacetone alcohol according to the weight ratio of 1:1.
According to the parts by weight of the components, 22 parts by weight of deionized water, 80 parts by weight of modified polyacrylic acid, 18 parts by weight of surfactant and 6 parts by weight of flatting agent are mixed, and the stirring speed is 600rmp, and the mixture is stirred for 30min to obtain mixed slurry; 50 parts by weight of a color-changing microcapsule and 8 parts by weight of a defoaming agent were added to the mixed slurry and stirred at a stirring speed of 400rmp for 40 minutes to obtain a pigment which changes color based on temperature.
Example 3
The pigment based on temperature discoloration comprises the following raw materials in parts by weight: 70 parts of modified polyacrylic acid; 45 parts of color-changing microcapsule; 6 parts of defoaming agent; 5 parts of leveling agent; 16 parts of a surfactant; 16 parts of deionized water;
the preparation method of the modified polyacrylic acid comprises the following steps:
mixing 75 parts by weight of polyacrylic acid with 65 parts by weight of isopropanolamine, adding 13 parts by weight of boric acid as a catalyst, introducing nitrogen, heating and stirring, raising the temperature to 160 ℃, and reacting for 4.5 hours to obtain an intermediate I;
continuously introducing HCl gas into the intermediate I, continuously stirring, stopping introducing the HCl gas after reacting for 30min, continuously stirring for 20min, and distilling under reduced pressure to obtain the modified polyacrylic acid.
The preparation method of the color-changing microcapsule comprises the following steps:
adding crystal violet lactone, bisphenol A, palmitoyl alcohol and thermal green into ethanol solution, uniformly mixing, carrying out ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise adding is finished, dropwise adding acetic acid into the mixture to adjust the pH value of the solution, and adjusting the pH value of the solution to 7-8 to obtain the color-changing microcapsule.
Wherein the weight ratio of crystal violet lactone, bisphenol A, palmitol and thermosensitive green is 2:1:1:1.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the leveling agent is formed by mixing isophorone and diacetone alcohol according to the weight ratio of 1:1.
According to the parts by weight of the components, 16 parts by weight of deionized water, 70 parts by weight of modified polyacrylic acid, 16 parts by weight of surfactant and 5 parts by weight of flatting agent are mixed, the stirring speed is 600rmp, and the mixture is stirred for 30min to obtain mixed slurry; 45 parts by weight of color-changing microcapsules and 6 parts by weight of defoamer are added into the mixed slurry to be stirred, the stirring speed is 400rmp, and the stirring time is 40min, so that the pigment based on temperature color change is obtained.
Comparative example 1
In contrast to example 3, the polyacrylic acid was not modified during the preparation, the other conditions being unchanged.
The pigment based on temperature discoloration comprises the following raw materials in parts by weight: 70 parts of polyacrylic acid; 45 parts of color-changing microcapsule; 6 parts of defoaming agent; 5 parts of leveling agent; 16 parts of a surfactant; 16 parts of deionized water;
the preparation method of the color-changing microcapsule comprises the following steps:
adding crystal violet lactone, bisphenol A, palmitoyl alcohol and thermal green into ethanol solution, uniformly mixing, carrying out ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise adding is finished, dropwise adding acetic acid into the mixture to adjust the pH value of the solution, and adjusting the pH value of the solution to 7-8 to obtain the color-changing microcapsule.
Wherein the weight ratio of crystal violet lactone, bisphenol A, palmitol and thermosensitive green is 2:1:1:1.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the leveling agent is formed by mixing isophorone and diacetone alcohol according to the weight ratio of 1:1.
According to the parts by weight of the components, 16 parts by weight of deionized water, 70 parts by weight of polyacrylic acid, 16 parts by weight of surfactant and 5 parts by weight of flatting agent are mixed, the stirring speed is 600rmp, and the mixture is stirred for 30min to obtain mixed slurry; 45 parts by weight of color-changing microcapsules and 6 parts by weight of defoamer are added into the mixed slurry to be stirred, the stirring speed is 400rmp, and the stirring time is 40min, so that the pigment based on temperature color change is obtained.
Comparative example 2
In comparison with example 3, the modified polypropylene alcohol was prepared without chlorination, and other conditions were unchanged.
The pigment based on temperature discoloration comprises the following raw materials in parts by weight: 70 parts of modified polyacrylic acid; 45 parts of color-changing microcapsule; 6 parts of defoaming agent; 5 parts of leveling agent; 16 parts of a surfactant; 16 parts of deionized water;
the preparation method of the modified polyacrylic acid comprises the following steps:
75 parts by weight of polyacrylic acid and 65 parts by weight of isopropanolamine are mixed, 13 parts by weight of boric acid is added as a catalyst, nitrogen is introduced, heating and stirring are carried out, the temperature is increased to 160 ℃, and the reaction is carried out for 4.5 hours, so that modified polypropylene alcohol is obtained, and the reaction process is as follows:
the preparation method of the color-changing microcapsule comprises the following steps:
adding crystal violet lactone, bisphenol A, palmitoyl alcohol and thermal green into ethanol solution, uniformly mixing, carrying out ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise adding is finished, dropwise adding acetic acid into the mixture to adjust the pH value of the solution, and adjusting the pH value of the solution to 7-8 to obtain the color-changing microcapsule.
Wherein the weight ratio of crystal violet lactone, bisphenol A, palmitol and thermosensitive green is 2:1:1:1.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the leveling agent is formed by mixing isophorone and diacetone alcohol according to the weight ratio of 1:1.
According to the parts by weight of the components, 16 parts by weight of deionized water, 70 parts by weight of modified polyacrylic acid, 16 parts by weight of surfactant and 5 parts by weight of flatting agent are mixed, the stirring speed is 600rmp, and the mixture is stirred for 30min to obtain mixed slurry; 45 parts by weight of color-changing microcapsules and 6 parts by weight of defoamer are added into the mixed slurry to be stirred, the stirring speed is 400rmp, and the stirring time is 40min, so that the pigment based on temperature color change is obtained.
The temperature-based color-changing pigments prepared in examples 1-3 and comparative examples 1-2 were uniformly mixed with commercially available water-based clear paints in a weight ratio of 3:10, to obtain a series of temperature-based color-changing paints, which were analyzed and tested for their respective properties, and the test results are shown in table 1.
The appearance of the paint film and whether mildew occurs or not are measured by visual inspection, and the adhesive force is carried out according to the national standard GB/T9286; in the mildew test, the resulting series of coatings based on temperature discoloration were observed after being placed in a humid environment for 3 months.
TABLE 1
| Sequence number | Appearance of paint film | Adhesion/grade | Color change | Temperature variation | Whether or not to mildew |
| Example 1 | The paint film is smooth and flat | 0 | Blue-green-white | 2 degrees | Whether or not |
| Example 2 | The paint film is smooth and flat | 0 | Blue-green-white | 2 degrees | Whether or not |
| Example 3 | The paint film is smooth and flat | 0 | Blue-green-white | 2 degrees | Whether or not |
| Comparative example 1 | The paint film is smooth and flat | 1 | Blue-green-white | 2 degrees | Whether or not |
| Comparative example 2 | The paint film is smooth and flat | 0 | Blue-green-white | 2 degrees | Is that |
As can be seen from comparison of the experimental results, the color-changing pigment prepared by the invention is sensitive to temperature change, can change color along with the temperature change, has a certain prompting function, and has a certain mildew-proof function, and the paint film has strong adhesive force.
The polyacrylic acid coating film has excellent performance, light resistance, weather resistance, heat resistance, excessive baking resistance, chemical resistance, corrosion resistance and the like, and is an important chemical intermediate. The isopropanolamine is used as a coloring agent, so that dye substances can be ionized, the polarity is enhanced, and the action between the dye and tissues is promoted. The invention utilizes isopropanolamine to modify polyacrylic acid, and can effectively improve the adhesive force of pigment. Further, HCl gas is introduced to chloridize the isopropanolamine modified polyacrylic acid, and the modified polyacrylic acid is combined with chloride ions, so that the chloride ions can be dissociated in a humid environment, the effect of killing bacteria is achieved, and the prepared pigment has a certain mildew-proof function.
It is noted that relational terms such as first and second, and the like are used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Moreover, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus.
Although embodiments of the present application have been shown and described, it will be understood by those skilled in the art that various changes, modifications, substitutions and alterations can be made therein without departing from the principles and spirit of the application, the scope of which is defined in the appended claims and their equivalents.
Claims (10)
1. The pigment based on temperature discoloration is characterized by comprising the following raw materials in parts by weight:
60-80 parts of modified polyacrylic acid;
30-50 parts of color-changing microcapsules;
5-8 parts of a defoaming agent;
4-6 parts of leveling agent;
15-18 parts of a surfactant;
12-22 parts of deionized water;
the structural formula of the modified polyacrylic acid is as follows:
2. the pigment of claim 1, wherein the modified polyacrylic acid is prepared by a process comprising:
polyacrylic acid and isopropanolamine are mixed, boric acid is added as a catalyst, nitrogen is introduced, heating and stirring are carried out, the temperature is increased to 160 ℃, and the reaction is carried out for 4.5 hours, thus obtaining an intermediate I, and the reaction process is as follows:
continuously introducing HCl gas into the intermediate I, continuously stirring, stopping introducing the HCl gas after reacting for 30min, continuously stirring for 20min, and distilling under reduced pressure to obtain modified polyacrylic acid, wherein the reaction process is as follows:
3. the color-changing pigment according to claim 1, wherein the color-changing microcapsule is prepared by the following steps:
adding crystal violet lactone, bisphenol A, palmiton and thermal green into ethanol solution, uniformly mixing, ultrasonically dispersing, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise adding is finished, and dropwise adding acetic acid into the mixture to regulate the pH of the solution, thereby obtaining the color-changing microcapsule.
4. A thermochromic pigment according to claim 3, characterized in that the crystal violet lactone, bisphenol a, palmitol, thermal green are present in a weight ratio of 2:1:1:1.
5. A thermochromic pigment according to claim 3, wherein the ultrasound time is 20min and the pH of the solution is adjusted to 7-8.
6. The color change pigment according to claim 1, wherein the defoamer is at least one of silicone emulsion, polydimethylsiloxane, polyoxyethylene polyoxypropylene pentaerythritol ether, polyoxyethylene polyoxypropylene alcohol amine ether, polyoxypropylene glycerol ether, polyoxypropylene polyoxyethylene glycerol ether.
7. A pigment based on temperature discoloration according to claim 1, wherein said leveling agent is composed of isophorone and diacetone alcohol mixed in a weight ratio of 1:1.
8. A thermochromic-based pigment according to claim 1, wherein the surfactant is at least one of disodium lauryl sulfosuccinate, potassium monolauryl phosphate, alcohol ether phosphate, potassium laureth phosphate, lauramidopropyl dimethylamine ethyl lactone, disodium lauriminodiacetate.
9. The method for preparing a pigment based on temperature discoloration according to any one of claims 1 to 8, wherein deionized water, modified polyacrylic acid, a surfactant and a leveling agent are mixed, the stirring speed is 600rmp, and the mixture is stirred for 30min to obtain mixed slurry; adding the color-changing microcapsule and the defoamer into the mixed slurry for stirring, wherein the stirring speed is 400rmp, and the stirring time is 40min, so as to obtain the pigment based on temperature color change.
10. Use of a pigment based on thermochromic colour according to any of claims 1-8 in a coating.
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| US7008994B1 (en) * | 1998-04-15 | 2006-03-07 | Mikuni Shikiso Kabushiki Kaisha | Aqueous pigment dispersion, process for producing the same, and water-based ink comprising the same |
| JP2016186588A (en) * | 2015-03-27 | 2016-10-27 | 東洋インキＳｃホールディングス株式会社 | Production method of pigment composition, pigment composition, colored composition, color filter, and dispersion resin for kneading pigment |
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| JPH0788455B2 (en) * | 1986-05-30 | 1995-09-27 | 大日精化工業株式会社 | Pigment composition |
| JP2524710B2 (en) * | 1986-09-22 | 1996-08-14 | 大日精化工業株式会社 | Pigment composition |
| JP2985528B2 (en) * | 1992-08-27 | 1999-12-06 | ぺんてる株式会社 | Fluorescent water-based ink for ballpoint pens |
| JP3289052B2 (en) * | 1993-05-31 | 2002-06-04 | 株式会社リコー | Inkjet recording ink |
| DE1061089T1 (en) * | 1999-06-15 | 2001-07-19 | Sika Ag, Vormals Kaspar Winkler & Co | Multi-purpose, polymer cement dispersant for concrete with high fluidity and strength |
| CN106543381B (en) * | 2016-12-02 | 2019-03-22 | 立邦涂料（中国）有限公司 | A kind of hydroxyl polyacrylate aqueous dispersion and preparation method thereof |
| CN107880206B (en) * | 2017-12-15 | 2020-09-01 | 合众（佛山）化工有限公司 | Durable antibacterial water-based acrylic resin and preparation method thereof |
| CN108285710B (en) * | 2018-02-09 | 2020-05-01 | 上海马利画材销售有限公司 | Pigment composition and preparation method and application thereof |
| CN113444197A (en) * | 2020-03-24 | 2021-09-28 | 合肥杰事杰新材料股份有限公司 | Halamine antibacterial agent and preparation method and application thereof |
| CN113201249A (en) * | 2021-05-31 | 2021-08-03 | 湖北绿新环保包装科技有限公司 | High-stability water-based ink |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7008994B1 (en) * | 1998-04-15 | 2006-03-07 | Mikuni Shikiso Kabushiki Kaisha | Aqueous pigment dispersion, process for producing the same, and water-based ink comprising the same |
| JP2016186588A (en) * | 2015-03-27 | 2016-10-27 | 東洋インキＳｃホールディングス株式会社 | Production method of pigment composition, pigment composition, colored composition, color filter, and dispersion resin for kneading pigment |
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