CN112358751A - mercaptan/alkene-TiO for coating2Method for preparing composite material - Google Patents
mercaptan/alkene-TiO for coating2Method for preparing composite material Download PDFInfo
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- CN112358751A CN112358751A CN202011335395.2A CN202011335395A CN112358751A CN 112358751 A CN112358751 A CN 112358751A CN 202011335395 A CN202011335395 A CN 202011335395A CN 112358751 A CN112358751 A CN 112358751A
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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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
- C09D7/62—Additives non-macromolecular inorganic modified by treatment with other compounds
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Abstract
The invention relates to the field of new materials, in particular to mercaptan/alkene-TiO for a coating2The preparation method of the composite material comprises the steps of firstly utilizing a silane coupling agent to carry out nano TiO2Modifying, mixing the modified product with mercaptan, and finally adding an ultraviolet initiator to perform ultrasonic stirring to uniformly mix the modified product with the mercaptan; the mercaptan/alkene-TiO for the coating prepared by the method2The composite material greatly improves the wear resistance of the coating, meets the requirements of customers and markets, has higher social and economic values, and has simple, feasible and easily-controlled production process.
Description
Technical Field
The invention relates to the field of new materials, in particular tomercaptan/alkene-TiO for coating2A method for preparing a composite material.
Background
The ultraviolet curing coating has the advantages of high curing speed, high coating quality, less environmental pollution, low energy consumption, simple and convenient operation and the like, and is widely applied to a plurality of fields of electronic products, paper, woodware, automobiles and the like. However, the inhibition of polymerization by oxygen in the photocuring process limits the deep curing and surface drying speed of the UV coating, and directly affects the processing speed, curing efficiency and production cost of the UV curing process. By introducing the mercapto compound, the oxygen inhibition effect can be significantly reduced. However, the organic system generally has disadvantages such as low hardness, poor abrasion resistance, low heat resistance, and high volume yield. The coating has poor wear resistance, is easy to delaminate, flocculate and lose efficacy after being stored for a period of time, is easy to be polluted by bacteria, and greatly limits the application range to a certain extent.
Existing studies have shown that the above problems can be ameliorated by the addition of inorganic nanoparticles. At present, a photocuring organic-inorganic hybrid system is a new development direction of ultraviolet curing coatings. Nano TiO 22The coating is a fine inorganic product with multiple functions, and the corrosion resistance, the wear resistance, the ultraviolet resistance, the ageing resistance and the like of the coating can be improved by adding the fine inorganic product into the coating. But due to the nano TiO2The surface has strong activity, the agglomeration phenomenon is easy to occur, and the compatibility with a polymer matrix is poor. If not, the nano TiO2The nano TiO is required to be uniformly dispersed in a polymer matrix, so that interface defects are generated between the polymer matrix and the polymer matrix, and the performance of the nano composite material is reduced2The particles are modified, the existing modification method mainly adopts a direct mixing mode, but the mode is easy to generate an agglomeration phenomenon and is not firm in combination, and further the performance of the composite material is reduced, so that how to better modify the nano TiO is to2The modification of particles to match with UV-curable coatings is one of the problems to be solved in the art.
Disclosure of Invention
The present invention is directed to the prior artProblems with the prior art are to provide a thiol/ene-TiO coating2The preparation method of the composite material comprises the steps of firstly utilizing a silane coupling agent to carry out nano TiO2Modifying, mixing the modified product with mercaptan, and finally adding an ultraviolet initiator to perform ultrasonic stirring to uniformly mix the modified product with the mercaptan; the mercaptan/alkene-TiO for the coating prepared by the method2The composite material greatly improves the wear resistance of the coating, meets the requirements of customers and markets, has higher social and economic values, and has simple, feasible and easily-controlled production process.
The mercaptan/alkene-TiO for the coating of the invention2The preparation method of the composite material adopts mercaptan/alkene as the ultraviolet light curing coating, can obviously reduce the oxygen inhibition, but the inventor finds that the wear resistance is poor when only the combination is selected, the composite material is easy to delaminate, flocculate and lose efficacy after being stored for a period of time, and is easy to be polluted by bacteria, and the application range of the composite material is greatly limited to a certain extent; therefore, the inventors chose to combine it with TiO2The combination can effectively improve the wear resistance; and further to TiO2The particles are modified by selecting a silane coupling agent, which belongs to a chemical bonding modification method, can well maintain the performance of the composite material, and has better effect compared with the existing direct mixing mode.
The method comprises the following specific steps:
mercaptan/alkene-TiO for coating2The preparation method of the composite material comprises the following specific steps:
(1) nano TiO 22Modification of (2)
Mixing nanometer TiO2Adding into water, and ultrasonically oscillating for a period of time; slowly dripping a silane coupling agent with double bonds dissolved in a certain solvent; after the dropwise adding is finished, the reaction is carried out for a period of time under the condition of heat preservation, then unreacted silane coupling agent is removed by washing, and the modified nano TiO is obtained by drying2；
Wherein the nano TiO2The mass ratio of the nano TiO to the silane coupling agent is 3:1-5:12The mass ratio of the water to the water is 1:30-1: 50; the mass ratio of the silane coupling agent to the solvent is 1:10-1:5, and the solvent is selected from methanol and ethanolOr isopropyl alcohol;
washing is carried out twice, distilled water is adopted for washing, and the washing effect is generally determined by detecting the content of the silane coupling agent in the washing water;
the modified nano TiO is mixed with2Mixing with mercaptan in a certain proportion, adding a certain amount of olefin, adding a certain amount of ultraviolet initiator, and ultrasonically stirring for a period of time in the dark condition to fully mix, thus obtaining the mercaptan/alkene-TiO2A composite material is provided which comprises a composite material,
wherein the modified nano TiO2The mass ratio of the olefin to the mercaptan is 1:1-3:1, and the mass ratio of the olefin to the mercaptan is 1:1-4: 1; the ultraviolet initiator is modified nano TiO20.1% -1% of the mass sum of the mercaptan; the ultraviolet initiator is selected from benzoin dimethyl ether or diphenyl methyl ether.
Through the two steps, the nano TiO is modified2After the composite material is combined with mercaptan/alkene, compared with the existing composite material, the wear-resisting property can be greatly improved on the premise of ensuring that the performance of the composite material is not reduced.
Preferably, TiO in the step (1)2The ultrasonic oscillation time with water is 20min-40 min.
Preferably, the heat preservation reaction temperature in the step (1) is 70-90 ℃, and the heat preservation reaction time is 4-6 h. The drying temperature is 100-130 ℃.
Preferably, the silane coupling agent in the step (1) is one of gamma-methacryloxypropyltrimethoxysilane, vinyltrimethoxysilane and vinyltriethoxysilane.
Preferably, the mercaptan in the step (2) is one or more of 1-octanethiol, butyl-3-mercaptopropionate, pentaerythritol tetramercaptoacetate, trimethylolpropane trimercaptoacetate, 2, 3-dimercapto-1-propanol and pentaerythritol tetramercaptopropionate; the alkene is selected from vinyl ethyl ether or norbornene or styrene or other alkyl alkene.
Preferably, the stirring time in the step (2) is 20-80min in the dark.
The inventor finds that when the combination of the reaction conditions is adopted, the best effect can be obtained, meanwhile, the cost is reasonably controlled, and the popularization and the application are facilitated.
In conclusion, the mercaptan/alkene-TiO for the coating prepared by the method provided by the invention2The composite material greatly improves the wear resistance of the coating, meets the requirements of customers and markets, has higher social and economic values, and has simple, feasible and easily-controlled production process.
Detailed Description
The present invention is further illustrated below with reference to examples, which will enable those skilled in the art to more fully understand the present invention, but which are not intended to limit the invention in any way;
example 1
mercaptan/alkene-TiO for coating2The preparation method of the composite material comprises the following specific steps:
(1) nano TiO 22Modification of (2)
1g of nano TiO2Added into 350mL of water and ultrasonically shaken for 30 min. Weighing 0.3g of vinyl trimethoxy silane, dissolving in 3g of ethanol, and slowly dropping into the reaction solution; after the dropwise addition is finished, the reaction is carried out for 4 hours at the temperature of 80 ℃, then the unreacted vinyl trimethoxy silane is removed by washing with distilled water, and the modified nano TiO is obtained by drying in an oven at the temperature of 100 DEG C2；
(2) thiol/ene-TiO compounds2Preparation of composite materials
The modified nano TiO obtained in the above way2And 2, 3-dimercapto-1-propanol in a mass ratio of 1:1, adding a certain amount of norbornene, wherein the mass ratio of the norbornene to the mercaptan is 1:1, then adding 0.1% of benzoin dimethyl ether serving as an ultraviolet initiator, and ultrasonically stirring for 50min in a dark condition to fully mix the materials, thus obtaining the mercaptan/alkene-TiO2A composite material;
(3) abrasion resistance test
By reacting thiol/ene-TiO2And (3) coating the composite material on the sample plate, waiting for 20min until the composite material is cured, and then carrying out wear resistance test.
Adding 500g weights on the pressure arms at two ends of the wear resistance instrument respectively, pre-grinding the sample plate for 50r, recording the mass of the sample plate, then performing a wear resistance test for 500r, and recording the mass after wear resistance, wherein the mass difference of the two sample plates is the loss amount of the coating film. The loss after coating of the composite material prepared in example 1 was detected to be 1.8 mg; meanwhile, other performance tests are carried out on the composite material, and the result shows that the composite material has the same performance as other similar composite materials in the market, but the wear resistance is obviously improved.
Example 2
mercaptan/alkene-TiO for coating2The preparation method of the composite material comprises the following specific steps:
(1) nano TiO 22Modification of (2)
1g of nano TiO2Added to 300mL of water and shaken ultrasonically for 40 min. 0.25g of vinyltriethoxysilane was weighed out and dissolved in 2g of methanol, and then slowly dropped into the above reaction liquid. After the dropwise addition is finished, the reaction is carried out for 5 hours at the temperature of 90 ℃, then the unreacted silane coupling agent is removed by washing, and the modified nano TiO is obtained by drying in an oven at the temperature of 120 DEG C2。
(2) thiol/ene-TiO compounds2Preparation of composite materials
The modified nano TiO obtained in the above way2And 1-octanethiol in a mass ratio of 2:1, adding a certain amount of vinyl ethyl ether, wherein the mass ratio of the vinyl ethyl ether to the mercaptan is 2:1, then adding 0.3% of ultraviolet initiator diphenyl ether, and carrying out ultrasonic stirring for 60min under the condition of keeping out of the sun to fully mix the mixture, thus obtaining the mercaptan/alkene-TiO2A composite material.
(3) Abrasion resistance test
By reacting thiol/ene-TiO2And (3) coating the composite material on the sample plate, waiting for 25min until the composite material is cured, and then carrying out wear resistance test.
Adding 500g weights on the pressure arms at two ends of the wear resistance instrument respectively, pre-grinding the sample plate for 50r, recording the mass of the sample plate, then performing a wear resistance test for 500r, and recording the mass after wear resistance, wherein the mass difference of the two sample plates is the loss amount of the coating film. The loss after coating of the composite material prepared in example 1 was detected to be 2.0 mg; meanwhile, other performance tests are carried out on the composite material, and the result shows that the composite material has the same performance as other similar composite materials in the market, but the wear resistance is obviously improved.
Example 3
mercaptan/alkene-TiO for coating2The preparation method of the composite material comprises the following specific steps:
(1) nano TiO 22Modification of (2)
1g of nano TiO2Added to 400mL of water and shaken ultrasonically for 20 min. 0.2g of gamma-methacryloxypropyltrimethoxysilane was weighed out and dissolved in 1g of isopropanol, and then slowly dropped into the above reaction solution. After the dropwise addition is finished, the reaction is carried out for 5.5h at the temperature of 85 ℃, then unreacted silane coupling agent is removed by washing, and the modified nano TiO is obtained by drying in an oven at the temperature of 130 DEG C2。
(2) thiol/ene-TiO compounds2Preparation of composite materials
The modified nano TiO obtained in the above way2And pentaerythritol tetramercaptopropionate in a mass ratio of 3:1, adding a certain amount of styrene, wherein the mass ratio of the styrene to the mercaptan is 3:1, then adding 0.8% of benzoin dimethyl ether serving as an ultraviolet initiator, and performing ultrasonic stirring for 50min in a dark condition to fully mix the materials to obtain the mercaptan/alkene-TiO2A composite material.
(3) Abrasion resistance test
By reacting thiol/ene-TiO2And (3) coating the composite material on the sample plate, waiting for 30min, curing, and then testing the wear resistance.
Adding 500g weights on the pressure arms at two ends of the wear resistance instrument respectively, pre-grinding the sample plate for 50r, recording the mass of the sample plate, then performing a wear resistance test for 500r, and recording the mass after wear resistance, wherein the mass difference of the two sample plates is the loss amount of the coating film. The loss after coating of the composite material prepared in example 1 was detected to be 1.5 mg; meanwhile, other performance tests are carried out on the composite material, and the result shows that the composite material has the same performance as other similar composite materials in the market, but the wear resistance is obviously improved.
Blank comparative example
Mixing gamma-methacryloxypropyltrimethoxysilane and pentaerythritol tetramercaptopropionate in a mass ratio of 3:1, adding a certain amount of vinyl ethyl ether, adding 0.8% of ultraviolet initiator according to the mass ratio of the vinyl ethyl ether to the mercaptan of 2:1, and ultrasonically stirring for 80min in a dark condition to fully mix, thus obtaining the control composite material.
The above control composite was applied to the panel according to the method of examples 1-3, and after curing for 25min, the same abrasion resistance test was performed.
The loss after coating of the composite material obtained in the blank example was 5.5 mg.
The abrasion resistance of the composite material obtained by the method is obviously improved, and other properties are detected to be equal to those of the composite material in the comparative example.
The embodiments described above are only a part of the embodiments of the present invention, and not all of them. The detailed description of the embodiments of the present invention does not limit the scope of the claimed invention but represents selected embodiments of the present invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Claims (6)
1. mercaptan/alkene-TiO for coating2The preparation method of the composite material is characterized by comprising the following steps: the method comprises the following specific steps:
(1) nano TiO 22Modification of (2)
Mixing nanometer TiO2Adding into water, and ultrasonically oscillating for a period of time; slowly dripping a silane coupling agent with double bonds dissolved in a certain solvent; after the dropwise adding is finished, the reaction is carried out for a period of time under the condition of heat preservation, then unreacted silane coupling agent is removed by washing, and the modified nano TiO is obtained by drying2；
Wherein the nano TiO2The mass ratio of the nano TiO to the silane coupling agent is 3:1-5:12The mass ratio of the water to the water is 1:30-1: 50; the mass ratio of the silane coupling agent to the solvent is 1:10-1:5, and the solvent is selected from one of methanol, ethanol and isopropanol;
(2) thiol/ene-TiO compounds2Preparation of composite materials
Mixing the modified nano TiO2Mixing with mercaptan in a certain proportion, adding a certain amount of olefin, adding a certain amount of ultraviolet initiator, and ultrasonically stirring for a period of time in the dark condition to fully mix, thus obtaining the mercaptan/alkene-TiO2A composite material is provided which comprises a composite material,
wherein the modified nano TiO2The mass ratio of the olefin to the mercaptan is 1:1-3:1, and the mass ratio of the olefin to the mercaptan is 1:1-4: 1; the ultraviolet initiator is modified nano TiO20.1% -1% of the mass sum of the mercaptan; the ultraviolet initiator is selected from benzoin dimethyl ether or diphenyl methyl ether.
2. The thiol/ene-TiO coating composition as set forth in claim 12The preparation method of the composite material is characterized by comprising the following steps: TiO in the step (1)2The ultrasonic oscillation time with water is 20min-40 min.
3. The thiol/ene-TiO coating composition as set forth in claim 12The preparation method of the composite material is characterized by comprising the following steps: the heat preservation reaction temperature in the step (1) is 70-90 ℃, the heat preservation reaction time is 4-6h, and the drying temperature is 100-.
4. The thiol/ene-TiO coating composition as set forth in claim 12The preparation method of the composite material is characterized by comprising the following steps: the silane coupling agent in the step (1) is one of gamma-methacryloxypropyltrimethoxysilane, vinyl trimethoxysilane and vinyl triethoxysilane.
5. The thiol/ene-TiO coating composition as set forth in claim 12The preparation method of the composite material is characterized by comprising the following steps: in the step (2), the mercaptan is one or more of 1-octyl mercaptan, butyl-3-mercaptopropionate, pentaerythritol tetramercaptoacetate, trimethylolpropane trimercaptoacetate, 2, 3-dimercapto-1-propanol and pentaerythritol tetramercaptopropionate; the alkene is selected from vinyl ethyl ether or norbornene or styrene.
6. According to the rightthiol/ene-TiO coating composition according to claim 12The preparation method of the composite material is characterized by comprising the following steps: and (3) keeping away from light and stirring for 20-80min in the step (2).
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN114773983A (en) * | 2022-04-02 | 2022-07-22 | 广东希贵光固化材料有限公司 | UV-cured wear-resistant coating |
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Application publication date: 20210212 |