CN110724407A - Water-resistant alkali-resistant water-based ink - Google Patents
Water-resistant alkali-resistant water-based ink Download PDFInfo
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- CN110724407A CN110724407A CN201911011117.9A CN201911011117A CN110724407A CN 110724407 A CN110724407 A CN 110724407A CN 201911011117 A CN201911011117 A CN 201911011117A CN 110724407 A CN110724407 A CN 110724407A
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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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/675—Low-molecular-weight compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention discloses a water-resistant alkali-resistant water-based ink which is small in fineness, strong in tinting strength, high in adhesion fastness, and excellent in water resistance and alkali resistance. The reaction of sinapyl alcohol, hydroxyethyl methacrylate and acrylic acid monomers is utilized, the double bond of sinapyl alcohol can be utilized to insert sinapyl alcohol into a cross-linked network, then the benzene ring in the sinapyl alcohol is reduced into cyclohexane group through hydrogenation reduction reaction, and then the cyclohexane group reacts with isocyanate to prepare the waterborne polyurethane, so that the water resistance of the waterborne polyurethane is greatly improved, and the adhesion fastness of the ink is also improved.
Description
Technical Field
The invention belongs to the technical field of color printing, and particularly relates to water-resistant alkali-resistant water-based ink.
Background
At present, environmental protection and green safety are becoming more and more important worldwide, and the packaging and printing industry has been seriously impacted by the high discharge of VOCs, so that flexographic printing is a popular enzyme in the packaging and printing industry because of its low ink consumption, suitability for aqueous ink, and excellent printing effect. The water-based ink mainly comprises four parts of a connecting material, a pigment, an auxiliary agent and a solvent, and is an environment-friendly printing ink as the main body connecting material, the color paste, the solvent and the related auxiliary agent all take water as a main body and are formed by grinding, stirring and processing.
In water-based inks, the most important influencing factor is the binder, which directly determines the performance and quality of the water-based ink. The connecting material mainly has the following functions: firstly, pigment particles are connected, so that the pigment can be well dispersed and spread, and the ink can uniformly and continuously flow; secondly, good adhesion is provided for the ink, whether the ink is attached to a printing plate or a printing stock; and thirdly, determining the drying performance and various printability of the ink.
The existing water-based ink has poor water resistance and alkali resistance, so that the wider application of the existing water-based ink is limited.
Disclosure of Invention
In view of the above problems, the present invention aims to provide a water-based ink resistant to water and alkali.
The invention is realized by the following technical scheme:
a water-resistant alkali-resistant water-based ink is prepared by the following steps:
mixing 50-70 parts by weight of modified waterborne polyurethane, 15-20 parts by weight of pigment and 1/3-1/2 volume of deionized water, adding 4-6 parts by weight of emulsifier, dispersing at 900rpm of 800-.
Further, the preparation method of the modified waterborne polyurethane comprises the following steps:
(1) adding 10-20 parts of sinapyl alcohol into 30-50 parts of ethanol, stirring for dissolving, adding 1-2 parts of tetrabutylammonium bromide as a catalyst, 8-15 parts of hydroxyethyl methacrylate and 30-35 parts of acrylic monomers, then transferring the obtained product into a four-neck flask, carrying out reflux reaction for 5-6h at 90-92 ℃ and 300rpm, cooling to 30-32 ℃, stopping stirring, transferring the obtained system into a reaction kettle, adding 0.4-0.8 part of nickel catalyst, introducing hydrogen for exhausting, removing air in the reaction kettle, introducing hydrogen at the flow rate of 20-30ml/min until the pressure is 4-5MPa, reacting for 5-8h at 105 ℃ and 107 ℃, and cooling;
(2) adding 50-70 parts of polyisocyanate into the product obtained in the step (1), carrying out prepolymerization reaction for 1-2h at 80-90 ℃ and 200-300rpm, then adding 10-12 parts of chain extender and 0.4-0.5 part of catalyst, and carrying out chain extension reaction for 2-3h at 63-66 ℃ to obtain modified waterborne polyurethane; the sinapyl alcohol is reacted with hydroxyethyl methacrylate and an acrylic monomer, the double bond of the sinapyl alcohol can be utilized to insert the sinapyl alcohol into a cross-linked network, then a benzene ring in the sinapyl alcohol is reduced into a cyclohexane group through hydrogenation reduction reaction, and then the cyclohexane group is reacted with isocyanate to prepare the waterborne polyurethane, so that the water resistance of the waterborne polyurethane is greatly improved, and meanwhile, the adhesion fastness of the ink is also improved;
further, the preparation method of the vanadium carbide silicon dioxide compound comprises the following steps: adding 5-8 parts of vanadium carbide into a planetary ball mill, then adding 30-50 parts of ethanol, ball-milling until the particle size is 10-50 mu m, adding the obtained vanadium carbide into deionized water, then adding 10-20 parts of saturated ammonia water, dispersing at 600rpm of 500-55 ℃, then dropping 18-24 parts of ethyl orthosilicate, reacting at 50-55 ℃ and 300rpm of 200-55 ℃ for 15-18h, then adding 2-3 parts of silane coupling agent KH-550, continuing stirring for 2-3h, cooling, carrying out freeze drying after carrying out suction filtration on the obtained product, and obtaining the vanadium carbide with the particle size of 1-10 mu m; vanadium carbide is used as a core layer, the vanadium carbide silicon dioxide compound with a core-shell structure is prepared by reacting with tetraethoxysilane, and a silane coupling agent is grafted on the outer layer of the vanadium carbide silicon dioxide compound.
Further, the pigment is any one of benzidine yellow, brilliant red 6BW, phthalocyanine blue, carbon black and titanium dioxide.
Further, the emulsifier is an organic amine emulsifier.
Further, the polyisocyanate in the step (2) is selected from any one or more of toluene diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate.
Further, in the step (2), the chain extender is binaphthol, and the catalyst is dibutyltin dilaurate or stannous isooctanoate.
The invention has the beneficial effects that: the water-based ink prepared by the invention has small fineness, strong tinting strength, high adhesion fastness, and excellent water resistance and alkali resistance. The sinapyl alcohol is reacted with hydroxyethyl methacrylate and an acrylic monomer, the double bond of the sinapyl alcohol can be utilized to insert the sinapyl alcohol into a cross-linked network, then a benzene ring in the sinapyl alcohol is reduced into a cyclohexane group through hydrogenation reduction reaction, and then the cyclohexane group is reacted with isocyanate to prepare the waterborne polyurethane, so that the water resistance of the waterborne polyurethane is greatly improved, and meanwhile, the adhesion fastness of the ink is also improved; vanadium carbide is used as a core layer, the vanadium carbide silicon dioxide compound with a core-shell structure is prepared by reacting with tetraethoxysilane, and a silane coupling agent is grafted on the outer layer of the vanadium carbide silicon dioxide compound.
Detailed Description
The invention is illustrated by the following specific examples, which are not intended to be limiting.
Example 1
A water-resistant alkali-resistant water-based ink is prepared by the following steps:
mixing 50 parts by weight of modified waterborne polyurethane, 15 parts by weight of pigment and 1/3 parts by weight of deionized water, adding 4 parts by weight of emulsifier, dispersing for 40min at 800rpm, heating to 50 ℃, accelerating to 1200rpm, heating and stirring for 40min under the condition, transferring the obtained system into a sand mill, adding 6 parts by weight of vanadium carbide and silicon dioxide compound, sanding for 2h at 55 ℃, adding 3 parts by weight of defoamer, 4 parts by weight of leveling agent and deionized water, and stirring and dispersing for 40min at 200 rpm.
Further, the preparation method of the modified waterborne polyurethane comprises the following steps:
(1) adding 10 parts of sinapyl alcohol into 30 parts of ethanol, stirring for dissolving, adding 1 part of tetrabutylammonium bromide catalyst, 8 parts of hydroxyethyl methacrylate and 30 parts of acrylic monomer, then transferring the obtained product into a four-neck flask, carrying out reflux reaction at 90 ℃ and 200rpm for 5 hours, cooling to 30 ℃, stopping stirring, transferring the obtained system into a reaction kettle, adding 0.4 part of nickel catalyst, introducing hydrogen for exhausting, removing air in the reaction kettle, introducing hydrogen at the flow rate of 20ml/min until the pressure is 4MPa, reacting at 105 ℃ for 5 hours, and cooling;
(2) and (2) adding 50 parts of polyisocyanate into the product obtained in the step (1), carrying out prepolymerization reaction for 1h at 80 ℃ and 200rpm, then adding 10 parts of chain extender and 0.4 part of catalyst, and carrying out chain extension reaction for 2h at 63 ℃ to obtain the modified waterborne polyurethane.
Further, the preparation method of the vanadium carbide silicon dioxide compound comprises the following steps: adding 5 parts of vanadium carbide into a planetary ball mill, adding 30 parts of ethanol, ball-milling until the particle size is 10 micrometers, adding the obtained vanadium carbide into deionized water, adding 10 parts of saturated ammonia water, dispersing at 500rpm for 20 micrometers, then, dripping 18 parts of tetraethoxysilane into the mixture, reacting at 50 ℃ and 200rpm for 15 hours after dripping, adding 2 parts of silane coupling agent KH-550, continuously stirring for 2 hours, cooling, carrying out suction filtration on the obtained product, freeze-drying, and ball-milling until the particle size is 1-10 micrometers.
Further, the pigment is any one of benzidine yellow, brilliant red 6BW, phthalocyanine blue, carbon black and titanium dioxide.
Further, the emulsifier is an organic amine emulsifier.
Further, the polyisocyanate in the step (2) is selected from any one or more of toluene diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate.
Further, in the step (2), the chain extender is binaphthol, and the catalyst is dibutyltin dilaurate or stannous isooctanoate.
Example 2
A water-resistant alkali-resistant water-based ink is prepared by the following steps:
mixing 60 parts by weight of modified waterborne polyurethane, 18 parts by weight of pigment and 1/2 parts by weight of deionized water, adding 5 parts by weight of emulsifier, dispersing for 50min at 850rpm, heating to 55 ℃, accelerating to 1300rpm, heating and stirring for 45min under the condition, transferring the obtained system into a sand mill, adding 7 parts by weight of vanadium carbide and silicon dioxide compound, sanding for 3h at 56 ℃, adding 4 parts by weight of defoamer, 5 parts by weight of leveling agent and deionized water, and stirring and dispersing for 45min at 250 rpm.
Further, the preparation method of the modified waterborne polyurethane comprises the following steps:
(1) adding 15 parts of sinapyl alcohol into 40 parts of ethanol, stirring and dissolving, adding 2 parts of tetrabutylammonium bromide catalyst, 12 parts of hydroxyethyl methacrylate and 32 parts of acrylic monomer, then transferring the obtained product into a four-neck flask, carrying out reflux reaction at 91 ℃ and 260rpm for 6 hours, cooling to 31 ℃, stopping stirring, transferring the obtained system into a reaction kettle, adding 0.7 part of nickel catalyst, introducing hydrogen for exhausting, removing air in the reaction kettle, introducing hydrogen at the flow rate of 25ml/min until the pressure is 4.5MPa, reacting at 106 ℃ for 7 hours, and cooling;
(2) and (2) adding 60 parts of polyisocyanate into the product obtained in the step (1), carrying out prepolymerization reaction for 2 hours at 85 ℃ and 250rpm, then adding 11 parts of chain extender and 0.4 part of catalyst, and carrying out chain extension reaction for 3 hours at 64 ℃ to obtain the modified waterborne polyurethane.
Further, the preparation method of the vanadium carbide silicon dioxide compound comprises the following steps: adding 6 parts of vanadium carbide into a planetary ball mill, adding 40 parts of ethanol, ball-milling until the particle size is 30 micrometers, adding the obtained vanadium carbide into deionized water, adding 15 parts of saturated ammonia water, dispersing at 550rpm for 25 micrometers, then, dripping 20 parts of tetraethoxysilane into the mixture, reacting at 53 ℃ and 260rpm for 17 hours after dripping, adding 3 parts of silane coupling agent KH-550, continuously stirring for 3 hours, cooling, carrying out suction filtration on the obtained product, freeze-drying, and ball-milling until the particle size is 1-10 micrometers.
Further, the pigment is any one of benzidine yellow, brilliant red 6BW, phthalocyanine blue, carbon black and titanium dioxide.
Further, the emulsifier is an organic amine emulsifier.
Further, the polyisocyanate in the step (2) is selected from any one or more of toluene diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate.
Further, in the step (2), the chain extender is binaphthol, and the catalyst is dibutyltin dilaurate or stannous isooctanoate.
Example 3
A water-resistant alkali-resistant water-based ink is prepared by the following steps:
mixing 70 parts by weight of modified waterborne polyurethane, 20 parts by weight of pigment and 1/2 parts by weight of deionized water, adding 6 parts by weight of emulsifier, dispersing for 60min at 900rpm, heating to 60 ℃, accelerating to 1500rpm, heating and stirring for 50min under the condition, transferring the obtained system into a sand mill, adding 8 parts by weight of vanadium carbide and silicon dioxide compound, sanding for 3h at 57 ℃, adding 5 parts by weight of defoamer, 6 parts by weight of leveling agent and deionized water, and stirring and dispersing for 50min at 300 rpm.
Further, the preparation method of the modified waterborne polyurethane comprises the following steps:
(1) adding 20 parts of sinapyl alcohol into 50 parts of ethanol, stirring and dissolving, adding 2 parts of tetrabutylammonium bromide catalyst, 15 parts of hydroxyethyl methacrylate and 35 parts of acrylic monomer, then transferring the obtained product into a four-neck flask, carrying out reflux reaction at 92 ℃ and 300rpm for 6 hours, cooling to 32 ℃, stopping stirring, transferring the obtained system into a reaction kettle, adding 0.8 part of nickel catalyst, introducing hydrogen for exhausting, removing air in the reaction kettle, introducing hydrogen at the flow rate of 30ml/min until the pressure is 5MPa, reacting at 107 ℃ for 8 hours, and cooling;
(2) and (2) adding 70 parts of polyisocyanate into the product obtained in the step (1), carrying out prepolymerization reaction for 2 hours at 90 ℃ and 300rpm, then adding 12 parts of chain extender and 0.5 part of catalyst, and carrying out chain extension reaction for 3 hours at 66 ℃ to obtain the modified waterborne polyurethane.
Further, the preparation method of the vanadium carbide silicon dioxide compound comprises the following steps: adding 8 parts of vanadium carbide into a planetary ball mill, adding 50 parts of ethanol, ball-milling until the particle size is 50 micrometers, adding the obtained vanadium carbide into deionized water, adding 20 parts of saturated ammonia water, dispersing at 600rpm for 30 micrometers, then, dripping 24 parts of tetraethoxysilane into the mixture, reacting at 55 ℃ and 300rpm for 18 hours after dripping, adding 3 parts of silane coupling agent KH-550, continuously stirring for 3 hours, cooling, carrying out suction filtration on the obtained product, freeze-drying, and ball-milling until the particle size is 10 micrometers.
Further, the pigment is any one of benzidine yellow, brilliant red 6BW, phthalocyanine blue, carbon black and titanium dioxide.
Further, the emulsifier is an organic amine emulsifier.
Further, the polyisocyanate in the step (2) is selected from any one or more of toluene diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate.
Further, in the step (2), the chain extender is binaphthol, and the catalyst is dibutyltin dilaurate or stannous isooctanoate.
And (3) performance testing:
the fineness of the ink is measured according to GB/T13217.3-2009, the percentage of tinting strength of the ink is measured according to GB/T13217.6-2008, and the ink adhesion fastness is measured according to GB/T13217.2-2009.
The test results are shown in table 1:
TABLE 1
| Fineness/. mu.m | Percent tinting strength/%) | Fastness to adhesion/%) | |
| Example 1 | ＜5 | 98 | 99 |
| Example 2 | ＜5 | 99 | 99 |
| Example 3 | ＜5 | 99 | 98 |
As can be seen from Table 1, the water-based ink prepared by the invention has small fineness, strong tinting strength and high adhesion fastness.
The ink obtained from the above groups was uniformly coated on a plastic film of the same specification, cured at room temperature for 20min, and then tested as follows:
water resistance test method: the above-mentioned materials are boiled in boiling water for 30 min, and the qualified standard is that the ink layer has no bubble, and does not drop ink.
Alkali resistance test method: soaking in 10 wt% of Na2CO3In a dilute alkali solution, the ink state was observed, and the ink-off time was recorded. The results are shown in table 2:
TABLE 2
| Water resistance/h | Alkali resistance/h | |
| Example 1 | Qualified | ＞12 |
| Example 2 | Qualified | ＞12 |
| Example 3 | Qualified | ＞12 |
As can be seen from Table 2, the water-based ink prepared by the present invention has excellent water resistance and alkali resistance.
Claims (7)
1. The water-resistant alkali-resistant water-based ink is characterized by comprising the following preparation methods:
mixing 50-70 parts by weight of modified waterborne polyurethane, 15-20 parts by weight of pigment and 1/3-1/2 volume of deionized water, adding 4-6 parts by weight of emulsifier, dispersing at 900rpm of 800-.
2. The water-resistant alkali-resistant water-based ink as claimed in claim 1, wherein the modified water-based polyurethane is prepared by the following steps:
(1) adding 10-20 parts of sinapyl alcohol into 30-50 parts of ethanol, stirring for dissolving, adding 1-2 parts of tetrabutylammonium bromide as a catalyst, 8-15 parts of hydroxyethyl methacrylate and 30-35 parts of acrylic monomers, then transferring the obtained product into a four-neck flask, carrying out reflux reaction for 5-6h at 90-92 ℃ and 300rpm, cooling to 30-32 ℃, stopping stirring, transferring the obtained system into a reaction kettle, adding 0.4-0.8 part of nickel catalyst, introducing hydrogen for exhausting, removing air in the reaction kettle, introducing hydrogen at the flow rate of 20-30ml/min until the pressure is 4-5MPa, reacting for 5-8h at 105 ℃ and 107 ℃, and cooling;
(2) and (2) adding 50-70 parts of polyisocyanate into the product obtained in the step (1), carrying out prepolymerization reaction for 1-2h at 80-90 ℃ and 200-300rpm, then adding 10-12 parts of chain extender and 0.4-0.5 part of catalyst, and carrying out chain extension reaction for 2-3h at 63-66 ℃ to obtain the modified waterborne polyurethane.
3. The water-resistant alkali-resistant water-based ink as claimed in claim 1, wherein the vanadium carbide silica composite is prepared by the following steps: adding 5-8 parts of vanadium carbide into a planetary ball mill, adding 30-50 parts of ethanol, ball-milling until the particle size is 10-50 mu m, adding the obtained vanadium carbide into deionized water, adding 10-20 parts of saturated ammonia water, dispersing at 600rpm of 500 plus materials for 20-30 mm, then dripping 18-24 parts of ethyl orthosilicate, reacting at 50-55 ℃ and 300rpm of 200 plus materials for 15-18h after dripping is finished, adding 2-3 parts of silane coupling agent KH-550, continuously stirring for 2-3h, cooling, carrying out suction filtration on the obtained product, carrying out freeze drying, and carrying out particle size 1-10 mu m.
4. The water-resistant alkali-resistant water-based ink as claimed in claim 1, wherein the pigment is any one of benzidine yellow, brilliant red 6BW, phthalocyanine blue, carbon black and titanium dioxide.
5. The water and alkali resistant water-based ink as claimed in claim 1, wherein the emulsifier is an organic amine emulsifier.
6. The water and alkali resistant water-based ink as claimed in claim 2, wherein the polyisocyanate in step (2) is selected from one or more of toluene diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate.
7. The water-resistant alkali-resistant water-based ink as claimed in claim 2, wherein the chain extender in step (2) is binaphthol, and the catalyst is dibutyltin dilaurate or stannous isooctanoate.
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| CN201911011117.9A CN110724407A (en) | 2019-10-23 | 2019-10-23 | Water-resistant alkali-resistant water-based ink |
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| CN201911011117.9A CN110724407A (en) | 2019-10-23 | 2019-10-23 | Water-resistant alkali-resistant water-based ink |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111826073A (en) * | 2020-08-20 | 2020-10-27 | 河南朗迪新材料科技有限公司 | Preparation method of waterproof coating |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111826073A (en) * | 2020-08-20 | 2020-10-27 | 河南朗迪新材料科技有限公司 | Preparation method of waterproof coating |
| CN111826073B (en) * | 2020-08-20 | 2022-02-01 | 上海岩皇环保科技有限公司 | Preparation method of waterproof coating |
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Application publication date: 20200124 |