CN111604014B - Preparation method of color-changing microcapsule capable of being applied to textile and color-changing microcapsule - Google Patents
Preparation method of color-changing microcapsule capable of being applied to textile and color-changing microcapsule Download PDFInfo
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- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
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Abstract
The invention belongs to the technical field of color-changing microcapsules, and relates to a preparation method of a color-changing microcapsule capable of being applied to textile and the color-changing microcapsule, wherein a color former, a color developing agent, a solvent, a carbon-carbon double bond-containing monomer and nano tourmaline are mixed, heated and melted, an emulsifier is added, and the mixture is stirred at constant temperature and uniformly dispersed to obtain a dispersion liquid; adding water into the dispersion liquid under high-speed stirring, and uniformly stirring to obtain emulsion; adding a water-soluble free radical initiator into the emulsion, controlling the emulsion to react for a period of time at a certain temperature, and performing suction filtration, cleaning and drying to obtain the color-changing microcapsule. The invention adopts free radical polymerization at the water-oil interface to obtain the outer wall filled with the nano tourmaline, thereby not only reducing the color-changing reaction time, but also increasing the mechanical strength of the wall material and having better application effect.
Description
Technical Field
The invention belongs to the technical field of color-changing microcapsules, and particularly relates to a preparation method of a color-changing microcapsule capable of being applied to textile and the color-changing microcapsule.
Background
The color-changing microcapsule is a novel material with a core-shell structure, wherein the core is mainly provided with a color former and a color developing agent, and the shell wall is provided with a protective material, and the color-changing microcapsule is widely applied in life and industry.
However, the color-changing sensitivity of the current color-changing microcapsules is not enough, the general color-changing reaction time is more than 40 seconds, and the color-changing microcapsules cannot meet the requirements on some occasions requiring high color-changing sensitivity. On the other hand, it is also necessary to improve the wall material strength of the microcapsules to improve the stability during application and reduce or avoid damage.
Disclosure of Invention
The invention aims to provide a preparation method of a color-changing microcapsule capable of being applied to textile, which obtains the color-changing microcapsule with a wall material filled with nano tourmaline through the free radical polymerization of a water-oil interface.
The invention also aims to provide the color-changing microcapsule which has higher temperature sensitivity, short color-changing time and higher mechanical strength of the outer wall and reduces the breakage rate in application.
The invention adopts the following technical scheme that,
a method for preparing color-changing microcapsules for textile application comprises the following steps,
mixing a color former, a color developing agent, a solvent, a carbon-carbon double bond-containing monomer and nano tourmaline, heating and melting, adding an emulsifier, stirring at constant temperature and uniformly dispersing to obtain a dispersion liquid; adding water into the dispersion liquid under high-speed stirring, and uniformly stirring to obtain emulsion; adding a water-soluble free radical initiator into the emulsion, controlling the emulsion to react for a period of time at a certain temperature, and performing suction filtration, cleaning and drying to obtain the color-changing microcapsule;
the color former is selected from at least one of crystal violet lactone and 2-anilino-6-diethylaminofluorane;
the color developing agent is selected from at least one of bisphenol A, bisphenol F, p-hydroxyphenylacetic acid phenethyl ester and 1, 5-dihydroxynaphthalene;
the solvent is at least one selected from the group consisting of n-dodecanol, n-tetradecanol, n-hexadecanol, n-octadecanol, n-octadecane, n-eicosane, n-docosane, diphenyl carbonate, bis (4-hydroxyphenyl) phenylmethane dicaprylate, bis (4-hydroxyphenyl) phenylmethane dilaurate, and bis (4-hydroxyphenyl) phenylmethane dicamphetate;
the surface of the nano tourmaline is modified with a group containing carbon-carbon double bonds.
Preferably, the carbon-carbon double bond-containing monomer is at least one selected from the group consisting of (meth) acrylate, styrene, divinylbenzene, trivinylbenzene, tripropylene glycol diacrylate, dipentaerythritol hexaacrylate, hexanediol diacrylate, phthalic acid diacrylate, neopentyl glycol diacrylate, trimethylolpropane triacrylate, isobornyl methacrylate, dipropylene glycol diacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, and 1, 3-butanediol diacrylate.
More preferably, the carbon-carbon double bond-containing monomer contains at least one difunctional carbon-carbon double bond-containing monomer. Specifically, a combination of (meth) acrylate and hexanediol diacrylate, a combination of styrene and divinylbenzene, a combination of styrene and trivinylbenzene, a combination of styrene, divinylbenzene and divinylbenzene, a combination of (meth) acrylate and tripropylene glycol diacrylate, a combination of (meth) acrylate and phthalic acid diacrylate, a combination of (meth) acrylate and neopentyl glycol diacrylate, a combination of isobornyl methacrylate and hexanediol diacrylate, a combination of isobornyl methacrylate and tripropylene glycol diacrylate, a combination of isobornyl methacrylate and phthalic acid diacrylate, a combination of isobornyl methacrylate and neopentyl glycol diacrylate, an isobornyl methacrylate and dipentaerythritol pentaacrylate, a copolymer of styrene and trivinylbenzene, a copolymer of styrene and trivinyl benzene, a copolymer of styrene and propylene glycol and a copolymer of styrene and a copolymer, (meth) acrylate and 1, 3-butanediol diacrylate, (meth) acrylate and pentaerythritol tetraacrylate.
Preferably, the surface of the nano tourmaline is modified by a vinyl silane coupling agent or a 3- (methacryloyloxy) propyl silane coupling agent. CN101182383B discloses the modification of tourmaline with silane coupling agent. The vinyl silane coupling agent is at least one member selected from the group consisting of vinyl trimethoxysilane, vinyl triethoxysilane, vinyl methyldimethoxysilane, vinyl methyldiethoxysilane, vinyl tris (isopropoxy) silane and vinyl methyl bis (isopropoxy) silane. The 3- (methacryloyloxy) propylsilane coupling agent is at least one selected from the group consisting of 3- (methacryloyloxy) propyltrimethoxysilane, 3- (methacryloyloxy) propyltriethoxysilane, 3- (methacryloyloxy) propylmethyldimethoxysilane and 3- (methacryloyloxy) propylmethyldiethoxysilane.
Preferably, the emulsifier is at least one selected from sodium dodecyl benzene sulfonate, sodium dodecyl sulfate, alkylphenol ethoxylates and fatty alcohol-polyoxyethylene ethers.
Preferably, the weight ratio of the color former to the color developer to the solvent to the monomer containing carbon-carbon double bonds to the nano tourmaline to the emulsifier to the water to the free radical initiator is 1: 3-6: 30-60: 3-10: 1-10: 3-20: 80-150: 2-5.
Preferably, the free radical initiator is selected from redox initiators, the certain temperature is 5-60 ℃, and the period of time is 1-4 hours.
Preferably, the free radical initiator is selected from water-soluble azo free radical initiators, the certain temperature is 50-80 ℃, and the period is 3-8 hours.
A color-changing microcapsule prepared by the preparation method of any one of the above embodiments.
The color-changing microcapsule has high sensitivity to temperature change, can be applied to textile, and can also be applied to other fields, such as water cups, paper and the like in articles for daily use.
The invention has the beneficial effects that:
(1) according to the invention, the nano tourmaline is added into the core material, the piezoelectric effect and the thermoelectric effect of the tourmaline are utilized, and when the tourmaline is subjected to pressure or environmental temperature change, the tourmaline can generate polarization, has higher conductivity, can improve the electron transfer rate between the color former and the color developing agent, reduces the color change time, and has higher temperature sensitivity.
(2) According to the invention, through water-oil interface free radical polymerization, carbon-carbon double bond-containing groups are modified on the surface of the nano tourmaline in the core material, and the nano tourmaline and carbon-carbon double bond-containing monomers are subjected to polymerization reaction in a water-oil interface, so that the nano tourmaline is embedded in the obtained wall material, the mechanical strength of the wall material is improved, and the damage in the application process is reduced.
Detailed Description
The following description of the embodiments of the present invention is provided by way of specific examples, and other advantages and effects of the present invention will be readily apparent to those skilled in the art from the disclosure herein.
Example 1
Mixing 1 part by weight of crystal violet lactone, 3 parts by weight of bisphenol A, 30 parts by weight of n-tetradecanol, 2.8 parts by weight of butyl methacrylate, 0.2 part by weight of tripropylene glycol diacrylate and 1 part by weight of 3- (methacryloyloxy) propyltrimethoxysilane treated nano tourmaline, heating to melt, adding 2.5 parts by weight of OP-10 and 0.5 part by weight of sodium dodecyl benzene sulfonate, stirring at constant temperature and dispersing uniformly to obtain a dispersion solution 1; adding 80 parts by weight of water into the dispersion liquid 1 under high-speed stirring, and uniformly stirring to obtain emulsion 1; adding 1.2 parts by weight of potassium persulfate into the emulsion 1, heating to 30 ℃, slowly adding 0.8 part by weight of ferrous sulfate, reacting for 3 hours, filtering, cleaning and drying to obtain the color-changing microcapsule 1.
Example 2
1 part by weight of 2-anilino-6-diethylaminofluorane, 4 parts by weight of bisphenol F, 38 parts by weight of n-octadecanol, 4.5 parts by weight of styrene, 0.5 part by weight of trivinylbenzene and 3 parts by weight of 3- (methacryloyloxy) propyltriethoxysilane-treated nano tourmaline are mixed, heated and melted, 6 parts by weight of OP-10 and 1 part by weight of sodium dodecyl sulfate are added, and the mixture is stirred and dispersed uniformly at constant temperature to obtain a dispersion liquid 2; under high-speed stirring, adding 110 parts by weight of water into the dispersion liquid 2, and uniformly stirring to obtain emulsion 2; and adding 2.5 parts by weight of ammonium persulfate into the emulsion 2, heating to 35 ℃, slowly adding 1 part by weight of sodium sulfite, reacting for 2.5 hours, and performing suction filtration, cleaning and drying to obtain the color-changing microcapsule 2.
Example 3
Mixing 1 part by weight of crystal violet lactone, 5 parts by weight of 1, 5-dihydroxynaphthalene, 47 parts by weight of n-octadecane, 6.6 parts by weight of isooctyl methacrylate, 0.4 part by weight of pentaerythritol tetraacrylate and 6 parts by weight of nano tourmaline treated by vinyl trimethoxy silane, heating for melting, adding 8 parts by weight of AEO-10 and 2 parts by weight of sodium dodecyl benzene sulfonate, stirring at constant temperature and dispersing uniformly to obtain a dispersion liquid 3; adding 130 parts by weight of water into the dispersion liquid 3 under high-speed stirring, and uniformly stirring to obtain emulsion 3; and adding 4 parts by weight of water-soluble azo free radical initiator AIBI into the emulsion 3, heating to 60 ℃, reacting for 6 hours, and performing suction filtration, cleaning and drying to obtain the color-changing microcapsule 3.
Example 4
Mixing 1 part by weight of crystal violet lactone, 6 parts by weight of bisphenol F, 60 parts by weight of bis (4-hydroxyphenyl) phenylmethane dilaurate, 8.5 parts by weight of butyl methacrylate, 1.5 parts by weight of 1, 3-butanediol diacrylate and 10 parts by weight of nano tourmaline treated by vinyltriethoxysilane, heating for melting, adding 18 parts by weight of OP-10 and 2 parts by weight of sodium dodecyl benzene sulfonate, stirring at constant temperature and uniformly dispersing to obtain a dispersion liquid 4; under high-speed stirring, adding 150 parts by weight of water into the dispersion liquid 4, and uniformly stirring to obtain emulsion 4; and adding 5 parts by weight of water-soluble azo initiator AIBI into the emulsion 4, heating to 60 ℃, reacting for 6 hours, and performing suction filtration, cleaning and drying to obtain the color-changing microcapsule 4.
Example 5
Mixing 1 part by weight of crystal violet lactone, 4 parts by weight of bisphenol A, 45 parts by weight of n-hexadecanol, 6 parts by weight of butyl methacrylate, 0.7 part by weight of trimethylolpropane triacrylate and 6 parts by weight of nano tourmaline treated by 3- (methacryloyloxy) propyl trimethoxy silane, heating to melt, adding 8 parts by weight of OP-10 and 2 parts by weight of sodium dodecyl benzene sulfonate, stirring at constant temperature and dispersing uniformly to obtain a dispersion liquid 5; adding 120 parts by weight of water into the dispersion liquid 5 under high-speed stirring, and uniformly stirring to obtain emulsion 5; and adding 3 parts by weight of water-soluble azo initiator AIBI into the emulsion 5, heating to 60 ℃, reacting for 5.5 hours, and performing suction filtration, cleaning and drying to obtain the color-changing microcapsule 5.
Comparative example 1
Mixing 1 part by weight of crystal violet lactone, 4 parts by weight of bisphenol A, 45 parts by weight of n-hexadecanol, 6 parts by weight of butyl methacrylate and 0.7 part by weight of trimethylolpropane triacrylate, heating to melt, adding 8 parts by weight of OP-10 and 2 parts by weight of sodium dodecyl benzene sulfonate, stirring at constant temperature and dispersing uniformly to obtain a dispersion liquid 6; adding 120 parts by weight of water into the dispersion liquid 6 under high-speed stirring, and uniformly stirring to obtain emulsion 6; and adding 3 parts by weight of water-soluble azo initiator AIBI into the emulsion 6, heating to 60 ℃, reacting for 5.5 hours, and performing suction filtration, cleaning and drying to obtain the contrast color-changing microcapsule 1.
Comparative example 2
Mixing 1 part by weight of crystal violet lactone, 4 parts by weight of bisphenol A, 45 parts by weight of n-hexadecanol, 6 parts by weight of butyl methacrylate, 0.7 part by weight of trimethylolpropane triacrylate and 6 parts by weight of methyltrimethoxysilane treated nano tourmaline, heating for melting, adding 8 parts by weight of OP-10 and 2 parts by weight of sodium dodecyl benzene sulfonate, stirring at constant temperature and dispersing uniformly to obtain a dispersion liquid 7; adding 120 parts by weight of water into the dispersion liquid 7 under high-speed stirring, and uniformly stirring to obtain emulsion 7; and adding 3 parts by weight of water-soluble azo initiator AIBI into the emulsion 7, heating to 60 ℃, reacting for 5.5 hours, and performing suction filtration, cleaning and drying to obtain the contrast color-changing microcapsule 2.
Comparative example 3
Mixing 1 part by weight of crystal violet lactone, 4 parts by weight of bisphenol A, 45 parts by weight of n-hexadecanol, 6 parts by weight of butyl methacrylate, 0.7 part by weight of trimethylolpropane triacrylate and 6 parts by weight of untreated nano tourmaline, heating for melting, adding 8 parts by weight of OP-10 and 2 parts by weight of sodium dodecyl benzene sulfonate, stirring at constant temperature and dispersing uniformly to obtain a dispersion liquid 8; adding 120 parts by weight of water into the dispersion liquid 8 under high-speed stirring, and uniformly stirring to obtain emulsion 8; and adding 3 parts by weight of water-soluble azo initiator AIBI into the emulsion 8, heating to 60 ℃, reacting for 5.5 hours, and performing suction filtration, cleaning and drying to obtain the contrast color-changing microcapsule 3.
Comparative example 4
Mixing 1 part by weight of crystal violet lactone, 4 parts by weight of bisphenol A, 45 parts by weight of n-hexadecanol, 6 parts by weight of butyl methacrylate, 0.7 part by weight of trimethylolpropane triacrylate and 6 parts by weight of untreated nano-alumina, heating for melting, adding 8 parts by weight of OP-10 and 2 parts by weight of sodium dodecyl benzene sulfonate, stirring at constant temperature and dispersing uniformly to obtain a dispersion liquid 9; adding 120 parts by weight of water into the dispersion liquid 9 under high-speed stirring, and uniformly stirring to obtain emulsion 9; and adding 3 parts by weight of water-soluble azo initiator AIBI into the emulsion 9, heating to 60 ℃, reacting for 5.5 hours, and performing suction filtration, cleaning and drying to obtain the contrast color-changing microcapsule 4.
Comparative example 5
Mixing 1 part by weight of crystal violet lactone, 4 parts by weight of bisphenol A, 45 parts by weight of n-hexadecanol, 6 parts by weight of butyl methacrylate, 0.7 part by weight of trimethylolpropane triacrylate and 6 parts by weight of 3- (methacryloyloxy) propyl trimethoxy silane-treated nano alumina, heating to melt, adding 8 parts by weight of OP-10 and 2 parts by weight of sodium dodecyl benzene sulfonate, stirring at constant temperature and dispersing uniformly to obtain a dispersion liquid 10; adding 120 parts by weight of water into the dispersion liquid 10 under high-speed stirring, and uniformly stirring to obtain an emulsion 10; and adding 3 parts by weight of water-soluble azo initiator AIBI into the emulsion 10, heating to 60 ℃, reacting for 5.5 hours, and performing suction filtration, cleaning and drying to obtain the contrast color-changing microcapsule 5.
The performance profiles of the color-changing microcapsules 1 to 5 in examples 1 to 5 and the comparative color-changing microcapsules in comparative examples 1 to 5 are shown in Table 1.
Color changing temperature, color changing time, color compounding temperature and color compounding time: placing a precision thermometer in a sample to be measured, placing the sample in an oven at 80 ℃, and observing the temperature and time of color change, namely the color change time and the color change temperature; after the thermometer showed 80 ℃, the sample was taken out and placed in a 10 ℃ environment, and the temperature and time at which color change occurred were observed as the color restoration temperature and the color restoration time, respectively.
Mechanical strength: and (3) carrying out tabletting test on the sample to be tested by adopting a tabletting machine under the pressure of 5MPa, and observing the damage condition of the microcapsule. The lower the breakage rate, the higher the mechanical strength of the microcapsule.
Far infrared emissivity: referring to CAS115-2005 "health products functional textiles", a far infrared emissivity tester is adopted to test the far infrared emissivity of a sample to be tested.
TABLE 1
The results in table 1 show that the temperature-sensitive color-changing microcapsule of the present invention has high mechanical strength and high color-changing temperature sensitivity.
Claims (9)
1. A method for preparing color-changing microcapsules for textile application is characterized by comprising the following steps,
mixing a color former, a color developing agent, a solvent, a carbon-carbon double bond-containing monomer and nano tourmaline, heating and melting, adding an emulsifier, stirring at constant temperature and uniformly dispersing to obtain a dispersion liquid; adding water into the dispersion liquid under high-speed stirring, and uniformly stirring to obtain emulsion; adding a water-soluble free radical initiator into the emulsion, controlling the emulsion to react for a period of time at a certain temperature, and performing suction filtration, cleaning and drying to obtain the color-changing microcapsule;
the color former is selected from at least one of crystal violet lactone and 2-anilino-6-diethylaminofluorane;
the color developing agent is selected from at least one of bisphenol A, bisphenol F, 3-diethylamino-7, 8-phenyl fluorane and 1, 5-dihydroxy naphthalene;
the solvent is at least one selected from the group consisting of n-dodecanol, n-tetradecanol, n-hexadecanol, n-octadecanol, n-octadecane, n-eicosane, n-docosane, diphenyl carbonate, bis (4-hydroxyphenyl) phenylmethane dicaprylate, bis (4-hydroxyphenyl) phenylmethane dilaurate, and bis (4-hydroxyphenyl) phenylmethane dicamphetate;
the surface of the nano tourmaline is modified with a group containing carbon-carbon double bonds.
2. The method according to claim 1, wherein the monomer having a carbon-carbon double bond is at least one selected from the group consisting of (meth) acrylate, styrene, divinylbenzene, trivinylbenzene, tripropylene glycol diacrylate, dipentaerythritol hexaacrylate, hexanediol diacrylate, phthalic acid diacrylate, neopentyl glycol diacrylate, trimethylolpropane triacrylate, isobornyl methacrylate, dipropylene glycol diacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, and 1, 3-butanediol diacrylate.
3. The method according to claim 2, wherein the monomer having a carbon-carbon double bond contains at least one bifunctional monomer having a carbon-carbon double bond.
4. The preparation method according to claim 1, wherein the surface of the nano tourmaline is modified by a vinyl silane coupling agent or a methacryloxypropyl silane coupling agent.
5. The method according to claim 1, wherein the emulsifier is at least one selected from the group consisting of sodium dodecylbenzenesulfonate, sodium dodecylsulfate, alkylphenol ethoxylates and fatty alcohol-polyoxyethylene ethers.
6. The preparation method according to claim 1, wherein the weight ratio of the color former to the color developer to the solvent to the carbon-carbon double bond-containing monomer to the nano tourmaline to the emulsifier to the water to the radical initiator is 1:3 to 6:30 to 60:3 to 10:1 to 10:3 to 20:80 to 150:2 to 5.
7. The method of claim 1, wherein the radical initiator is selected from redox initiators, the certain temperature is 5 to 60 ℃, and the period of time is 1 to 4 hours.
8. The method according to claim 1, wherein the radical initiator is selected from water-soluble azo radical initiators, the certain temperature is 50 to 80 ℃, and the period is 3 to 8 hours.
9. A color-changing microcapsule produced by the production method according to any one of claims 1 to 8.
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