CN115181455A - Novel pigment based on temperature discoloration and preparation method thereof - Google Patents
Novel pigment based on temperature discoloration and preparation method thereof Download PDFInfo
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- CN115181455A CN115181455A CN202111193715.XA CN202111193715A CN115181455A CN 115181455 A CN115181455 A CN 115181455A CN 202111193715 A CN202111193715 A CN 202111193715A CN 115181455 A CN115181455 A CN 115181455A
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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
-
- 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
-
- 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
-
- 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
Abstract
The invention belongs to the technical field of pigment production, and particularly relates to a novel pigment based on temperature discoloration and a preparation method thereof. The polyacrylic acid is modified by isopropanolamine and is chlorinated, and the modified polyacrylic acid can free chloride ions in a humid environment to play a role in sterilization. The color-changing pigment prepared by the preparation method of the invention presents different colors along with the change of temperature, is sensitive to the change of temperature and can play a certain role in prompting.
Description
Technical Field
The invention relates to the technical field of pigment production, in particular to a novel pigment based on temperature color change 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 people's attention. Reversible thermochromic refers to heating from one color to another color, and then cooling and recovering to the original color. The reversible thermochromic material is a material with reversible thermochromic phenomena, namely when the temperature is higher or lower than a certain specific temperature interval, the color change intervals of different materials are different, and the color can be reversibly changed 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 benefits and social benefits.
Patent application No. CN201710597262.4 discloses a color-changeable pigment, which is prepared from inorganic filler, color-changing micropowder, thickener, dispersant, organic solvent, water and moisture regulating material, wherein after the oily solvent is volatilized, the polarity and acidity and alkalinity of the pigment surface are changed along with the surrounding water content, so as to cause color change.
The patent with the application number of CN200910065144.4 discloses a color-changeable pigment for painting, which consists of a common pigment and an additive, wherein the additive comprises cobalt chloride, alcohol, milk powder and water.
Although the color-changing pigments prepared as described above have been used in industrial production, the color-changing pigments have been susceptible to discoloration with the passage of time and to molding in a humid environment.
Disclosure of Invention
The invention provides a novel pigment based on temperature discoloration and a preparation method thereof, aiming at obtaining the pigment which has strong adhesive force and can change color along with temperature, wherein the novel pigment has strong adhesive force and a certain anti-mildew function.
The technical scheme for solving the problems is as follows:
a novel pigment capable of changing color based on temperature 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 a 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 used for modifying the polypropylene alcohol, so that the adhesive force of the pigment is effectively improved;
2. the modified polypropylene alcohol is chlorinated, and chloride ions can be dissociated in a humid environment, so that the effect of killing bacteria is achieved;
3. the prepared novel color-changing pigment changes along with the rise of temperature, is sensitive to the change of temperature and can play a certain prompting role.
Detailed Description
The technical solutions in the embodiments of the present application will be clearly and completely described below with reference to the embodiments of the present application, and it should be apparent that the described embodiments are only a part of the embodiments of the present application, 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 application.
Example 1
A novel pigment changing color based on temperature comprises the following raw materials in parts by weight: 60 parts of modified polyacrylic acid; 30 parts of color-changing microcapsules; 5 parts of a defoaming agent; 4 parts of a leveling agent; 15 parts of a surfactant; 12 parts of deionized water;
the preparation method of the modified polyacrylic acid comprises the following steps:
mixing 65 parts by weight of polyacrylic acid and 70 parts by weight of isopropanolamine, adding 12 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, wherein the reaction process is as follows:
continuously introducing HCl gas into the intermediate I, continuously stirring, stopping introducing HCl gas after reacting for 30min, continuously stirring for 20min, and carrying out reduced pressure distillation 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, palmitol and heat-sensitive green into an ethanol solution, uniformly mixing, performing ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise addition is finished, dropwise adding acetic acid into the solution to adjust the pH value of the solution to 7-8, and thus obtaining the color-changing microcapsule.
Wherein, the weight ratio of crystal violet lactone, bisphenol A, palmityl alcohol and heat-sensitive green is 2.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the flatting agent is formed by mixing isophorone and diacetone alcohol according to the weight ratio of 1.
A preparation method of a novel pigment based on temperature color change comprises the following steps of mixing 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 leveling agent according to the parts by weight of the components, stirring at a stirring speed of 600rmp for 30min to obtain mixed slurry; and adding 30 parts by weight of color-changing microcapsules and 5 parts by weight of defoaming agent into the mixed slurry, and stirring at the stirring speed of 400rmp for 40min to obtain the novel pigment changing color based on temperature.
Example 2
A novel pigment capable of changing color based on temperature comprises the following raw materials in parts by weight: 80 parts of modified polyacrylic acid; 50 parts of color-changing microcapsules; 8 parts of a defoaming agent; 6 parts of a 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 and 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 HCl gas after reacting for 30min, continuously stirring for 20min, and distilling under reduced pressure to obtain modified polyacrylic acid.
The preparation method of the color-changing microcapsule comprises the following steps:
adding crystal violet lactone, bisphenol A, palmitol and heat-sensitive green into an ethanol solution, uniformly mixing, performing ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise addition is finished, dropwise adding acetic acid into the solution to adjust the pH value of the solution to 7-8, and thus obtaining the color-changing microcapsule.
Wherein, the weight ratio of crystal violet lactone, bisphenol A, palmityl alcohol and heat-sensitive green is 2.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the flatting agent is formed by mixing isophorone and diacetone alcohol according to the weight ratio of 1.
A preparation method of a novel pigment based on temperature discoloration comprises the following steps of mixing 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 leveling agent according to the parts by weight of the components, stirring at a stirring speed of 600rmp for 30min to obtain mixed slurry; and adding 50 parts by weight of color-changing microcapsules and 8 parts by weight of defoaming agent into the mixed slurry, and stirring at the stirring speed of 400rmp for 40min to obtain the novel pigment changing color based on temperature.
Example 3
A novel pigment changing color based on temperature comprises the following raw materials in parts by weight: 70 parts of modified polyacrylic acid; 45 parts of color-changing microcapsules; 6 parts of a defoaming agent; 5 parts of a 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 and 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 HCl gas after reacting for 30min, continuously stirring for 20min, and distilling under reduced pressure to obtain modified polyacrylic acid.
The preparation method of the color-changing microcapsule comprises the following steps:
adding crystal violet lactone, bisphenol A, palmitol and heat-sensitive green into an ethanol solution, uniformly mixing, performing ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise addition is finished, dropwise adding acetic acid into the solution to adjust the pH value of the solution to 7-8, and thus obtaining the color-changing microcapsule.
Wherein the weight ratio of crystal violet lactone, bisphenol A, palmityl alcohol and heat-sensitive green is 2.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the leveling agent is prepared by mixing isophorone and diacetone alcohol according to the weight ratio of 1.
A preparation method of a novel pigment based on temperature discoloration comprises the following steps of mixing 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 leveling agent according to the parts by weight of the components, stirring at a stirring speed of 600rmp for 30min to obtain mixed slurry; and adding 45 parts by weight of color-changing microcapsules and 6 parts by weight of defoaming agent into the mixed slurry, and stirring at the stirring speed of 400rmp for 40min to obtain the novel pigment changing color based on temperature.
Comparative example 1
Compared with example 3, polyacrylic acid was not modified during the preparation process, and other conditions were unchanged.
A novel pigment changing color based on temperature comprises the following raw materials in parts by weight: 70 parts of polyacrylic acid; 45 parts of a color-changing microcapsule; 6 parts of a defoaming agent; 5 parts of a 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, palmitol and heat-sensitive green into an ethanol solution, uniformly mixing, performing ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise addition is finished, dropwise adding acetic acid into the solution to adjust the pH value of the solution to 7-8, and thus obtaining the color-changing microcapsule.
Wherein the weight ratio of crystal violet lactone, bisphenol A, palmityl alcohol and heat-sensitive green is 2.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the flatting agent is formed by mixing isophorone and diacetone alcohol according to the weight ratio of 1.
A preparation method of a novel pigment based on temperature color change comprises the following steps of mixing 16 parts by weight of deionized water, 70 parts by weight of polyacrylic acid, 16 parts by weight of a surfactant and 5 parts by weight of a leveling agent according to the parts by weight of the components, stirring at a stirring speed of 600rmp for 30min to obtain mixed slurry; and adding 45 parts by weight of color-changing microcapsules and 6 parts by weight of defoaming agent into the mixed slurry, and stirring at the stirring speed of 400rmp for 40min to obtain the novel pigment changing color based on temperature.
Comparative example 2
In comparison with example 3, the modified polypropylene glycol was prepared without chlorination and without changing the other conditions.
A novel pigment changing color based on temperature comprises the following raw materials in parts by weight: 70 parts of modified polyacrylic acid; 45 parts of color-changing microcapsules; 6 parts of a defoaming agent; 5 parts of a 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 and 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 modified polypropylene alcohol, 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, palmitol and heat-sensitive green into an ethanol solution, uniformly mixing, performing ultrasonic dispersion for 20min, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after the dropwise addition is finished, dropwise adding acetic acid into the solution to adjust the pH value of the solution to 7-8, and thus obtaining the color-changing microcapsule.
Wherein, the weight ratio of crystal violet lactone, bisphenol A, palmityl alcohol and heat-sensitive green is 2.
Wherein the defoaming agent is polydimethylsiloxane, the surfactant is lauryl sulfonated succinic acid monoester disodium, and the leveling agent is prepared by mixing isophorone and diacetone alcohol according to the weight ratio of 1.
A preparation method of a novel pigment based on temperature color change comprises the following steps of mixing 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 leveling agent according to the parts by weight of the components, stirring at a stirring speed of 600rmp for 30min to obtain mixed slurry; and adding 45 parts by weight of color-changing microcapsules and 6 parts by weight of defoaming agent into the mixed slurry, and stirring at the stirring speed of 400rmp for 40min to obtain the novel pigment changing color based on temperature.
The novel temperature-based color change pigments prepared in examples 1 to 3 and comparative examples 1 to 2 were uniformly mixed with a commercially available water-based clear coating at a weight ratio of 3.
The appearance and whether the mildew occurs or not of the paint film are measured by visual inspection, and the adhesive force is measured according to the national standard GB/T9286; in the mildew test, a series of the novel paints changing color based on temperature were observed after being placed in a humid environment for 3 months.
TABLE 1
| Serial number | Paint film appearance | Adhesion/grade | Colour change | Temperature change | Whether it is mildewed or not |
| Example 1 | The paint film is flat and smooth | 0 | Blue-green-white | 2 degree | Whether or not |
| Example 2 | The paint film is flat and smooth | 0 | Blue-green-white | 2 degree | Whether or not |
| Example 3 | The paint film is flat and smooth | 0 | Blue-green-white | 2 degree | Whether or not |
| Comparative example 1 | The paint film is flat and smooth | 1 | Blue-green-white | 2 degree | Whether or not |
| Comparative example 2 | The paint film is flat and smooth | 0 | Blue-green-white | 2 degree | Is that |
The comparison of the experimental results shows that the novel color-changing pigment prepared by the invention is sensitive to temperature change, can change color along with the change of temperature, has a certain prompting effect, and has a certain mildew-proof function due to strong paint film adhesion.
The polyacrylic acid coating film has excellent performance, good light resistance and weather resistance, excellent heat resistance, overbaking resistance, chemical resistance, corrosion resistance and the like, and is an important chemical intermediate. The isopropanolamine used as a coloring agent can ionize dye substances, enhance the polarity and promote the effect between the dye and tissues. According to the invention, polyacrylic acid is modified by using isopropanolamine, so that the adhesive force of the pigment can be effectively improved. Further, HCl gas is introduced to chlorinate isopropanolamine modified polyacrylic acid, the modified polyacrylic acid is combined with chloride ions, and the chloride ions can be dissociated in a humid environment, so that the effect of killing bacteria is achieved, and the prepared novel pigment has a certain mildew-proof function.
It is noted that, herein, relational terms such as first and second, and the like may be 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. Also, 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 appreciated by those skilled in the art that various changes, modifications, substitutions and alterations can be made in these embodiments 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 novel pigment capable of changing color based on temperature 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 a 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 novel pigment based on temperature color change according to claim 1, wherein the modified polyacrylic acid is prepared by the following steps:
mixing polyacrylic acid and isopropanolamine, adding 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, wherein the reaction process is as follows:
continuously introducing HCl gas into the intermediate I, continuously stirring, stopping introducing HCl gas after reacting for 30min, continuously stirring for 20min, and carrying out reduced pressure distillation to obtain modified polyacrylic acid, wherein the reaction process is as follows:
3. the novel pigment based on temperature color change according to claim 1, wherein the preparation method of the color-changing microcapsule comprises the following steps:
adding crystal violet lactone, bisphenol A, palmitol and heat-sensitive green into an ethanol solution, uniformly mixing, performing ultrasonic dispersion, stirring the dispersed solution, dropwise adding amino resin in the stirring process, continuously stirring after dropwise adding is finished, and dropwise adding acetic acid to adjust the pH value of the solution to obtain the color-changing microcapsule.
4. A novel pigment changing color based on temperature according to claim 3, characterized in that the weight ratio of crystal violet lactone, bisphenol A, palmityl alcohol, thermal green is 2.
5. The novel pigment based on temperature color change according to claim 3, wherein the ultrasonic time is 20min, and the pH value of the solution is adjusted to 7-8.
6. The novel pigment changing color based on temperature according to claim 1, wherein the antifoaming agent is at least one of silicone emulsion, polydimethylsiloxane, polyoxyethylene polyoxypropylene pentaerythritol ether, polyoxyethylene polyoxypropylene amine ether, polyoxypropylene glycerol ether and polyoxypropylene polyoxyethylene glycerol ether.
7. A novel pigment based on temperature color change according to claim 1, characterized in that the leveling agent is a mixture of isophorone and diacetone alcohol in a weight ratio of 1.
8. A novel temperature-based color change pigment according to claim 1, wherein said surfactant is at least one of disodium lauryl sulfosuccinate, monolauryl phosphate, potassium monolauryl phosphate, alcohol ether phosphate, potassium laureth phosphate, lauramidopropyl dimethyl aminolactone, disodium lauryliminodiacetate.
9. The method for preparing a novel pigment based on temperature color change according to any one of claims 1 to 8, wherein deionized water, modified polyacrylic acid, a surfactant and a leveling agent are mixed at a stirring speed of 600rmp for 30min to obtain a mixed slurry; adding the color-changing microcapsule and the defoaming agent into the mixed slurry, and stirring at the stirring speed of 400rmp for 40min to obtain the novel pigment changing color based on temperature.
10. Use of a novel pigment based on temperature discoloration according to any one of claims 1 to 8 in coatings.
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| CN115181455B (en) | 2023-05-05 |
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