CN113683951A - Environment-friendly single-component polyurethane coating and preparation method thereof - Google Patents

Environment-friendly single-component polyurethane coating and preparation method thereof Download PDF

Info

Publication number
CN113683951A
CN113683951A CN202111040672.1A CN202111040672A CN113683951A CN 113683951 A CN113683951 A CN 113683951A CN 202111040672 A CN202111040672 A CN 202111040672A CN 113683951 A CN113683951 A CN 113683951A
Authority
CN
China
Prior art keywords
environment
component polyurethane
polyurethane coating
stirring
friendly
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202111040672.1A
Other languages
Chinese (zh)
Inventor
范增昌
郝宁
郝立刚
冯庆伟
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Jianguo Weiye Waterproof Science And Technology Wangdu Co ltd
Original Assignee
Jianguo Weiye Waterproof Science And Technology Wangdu Co ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Jianguo Weiye Waterproof Science And Technology Wangdu Co ltd filed Critical Jianguo Weiye Waterproof Science And Technology Wangdu Co ltd
Priority to CN202111040672.1A priority Critical patent/CN113683951A/en
Publication of CN113683951A publication Critical patent/CN113683951A/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • C09D175/08Polyurethanes from polyethers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805Compounds having only one group containing active hydrogen
    • C08G18/288Compounds containing at least one heteroatom other than oxygen or nitrogen
    • C08G18/2885Compounds containing at least one heteroatom other than oxygen or nitrogen containing halogen atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/32Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203Polyhydroxy compounds
    • C08G18/3206Polyhydroxy compounds aliphatic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3893Low-molecular-weight compounds having heteroatoms other than oxygen containing silicon
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/721Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
    • C08G18/724Combination of aromatic polyisocyanates with (cyclo)aliphatic polyisocyanates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/73Polyisocyanates or polyisothiocyanates acyclic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/751Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
    • C08G18/752Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
    • C08G18/753Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
    • C08G18/755Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • C08G18/7671Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/60Additives non-macromolecular
    • C09D7/61Additives non-macromolecular inorganic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/70Additives characterised by shape, e.g. fibres, flakes or microspheres

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Inorganic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

The application relates to the field of polyurethane waterproof coatings, and particularly discloses an environment-friendly single-component polyurethane coating and a preparation method thereof. Environment-friendly typeThe one-component polyurethane coating comprises polyether polyol, diphenylmethane diisocyanate, 3-trifluoromethyl benzyl alcohol, a filler, a plasticizer, a defoaming agent and a catalyst. The method adopts low-toxicity diphenylmethane diisocyanate to replace virulent toluene diisocyanate, does not use toxic raw materials such as coal tar, toluene and xylene, does not add any solvent, does not produce volatile matters in the using process, does not pollute the environment, and has better environmental protection performance3The surface energy of the polyurethane prepolymer is reduced, the hydrophobicity and the wettability of the environment-friendly single-component polyurethane coating are improved, the formation of a coating is facilitated, and the quality of the coating is improved.

Description

Environment-friendly single-component polyurethane coating and preparation method thereof
Technical Field
The application relates to the field of polyurethane waterproof coatings, in particular to an environment-friendly single-component polyurethane coating and a preparation method thereof.
Background
The polyurethane waterproof coating is a waterproof coating taking polyurethane as a main film forming substance, has good environment adaptability and easy construction, can be directly constructed on a dry or wet base surface, has strong bonding force with the base surface, reduces the operation difficulty of construction, and has strong following performance because high molecular substances in the polyurethane waterproof coating can also permeate into seams of the base surface.
Before 2000 years, polyurethane waterproof paint on the market is generally prepared from polyurethane and coal tar serving as raw materials, and volatile tar gas is high in toxicity and not easy to remove, so that the polyurethane waterproof paint is forbidden to be used in China in 2000.
Disclosure of Invention
In order to solve the problem of poor environmental protection performance of polyurethane waterproof coatings, the application provides an environment-friendly single-component polyurethane coating and a preparation method thereof.
In a first aspect, the present application provides an environment-friendly single-component polyurethane coating, which adopts the following technical scheme:
an environment-friendly single-component polyurethane coating comprises the following raw materials in parts by weight:
40-45 parts of polyether polyol;
15-20 parts of diphenylmethane diisocyanate;
10-15 parts of 3-trifluoromethyl benzyl alcohol;
10-15 parts of a filler;
10-15 parts of a plasticizer;
0.2-0.5 part of defoaming agent;
0.2-0.5 part of catalyst.
By adopting the technical scheme, the low-toxicity diphenylmethane diisocyanate is used for replacing the virulent toluene diisocyanate, toxic raw materials such as coal tar, toluene and xylene are not used, any solvent is not added, no volatile matter is generated in the using process, no pollution is caused to the environment, and the environment-friendly performance is better.
The polyurethane prepolymer is prepared by the reaction of polyether polyol, 3-trifluoromethyl benzyl alcohol and diphenylmethane diisocyanate under the action of a catalyst, and has a-NCO end group in the molecular structure, after the environment-friendly single-component polyurethane coating is coated on the surface of a substrate, the-NCO end group in the coating is contacted with moisture in the air and reacts, and a waterproof coating film is formed on the surface of the substrate.
3-trifluoromethyl benzyl alcohol is added to participate in the reaction, and-CF can be introduced into the molecular structure of the polyurethane prepolymer3Group, -CF3The group is positioned at the outer side of the polyurethane prepolymer, so that the surface energy of the polyurethane prepolymer is reduced, the hydrophobicity of the environment-friendly single-component polyurethane coating is improved, the wettability of the environment-friendly single-component polyurethane coating is improved, the environment-friendly single-component polyurethane coating is easier to spread and level on the surface of a base material, the contact between the-NCO end group and moisture in the air is facilitated, the formation of a coating film is facilitated, and the quality of the formed coating film is improved.
Preferably, the raw materials also comprise 2 to 3 parts of 4, 4' -dihydroxy benzophenone, 0.5 to 0.8 part of aminopropyl triethoxysilane and 0.1 to 0.2 part of p-methylbenzenesulfonic acid in parts by weight.
By adopting the technical scheme, 4, 4' -dihydroxy benzophenone and aminopropyl triethoxysilane react under the catalysis of p-toluenesulfonic acid to obtain imine compound, and the imine compound contacts with moisture in air and reacts to generate primary amine, primary amineThe amine reacts with the-NCO end group to be cured, thereby reducing CO generated by the direct reaction of the-NCO end group and moisture2Thereby reducing CO in the curing process of the environment-friendly single-component polyurethane coating2The discharge improves the environmental protection performance of the environmental protection type single-component polyurethane coating, and the imine compound has hydroxyl in the molecular structure, has better compatibility with the polyurethane prepolymer, and can be uniformly dispersed in the environmental protection type single-component polyurethane coating.
Preferably, the raw materials also comprise 1-2 parts by weight of succinic anhydride.
By adopting the technical scheme, the molecular structure of the imine compound contains hydroxyl, and the succinic anhydride reacts with the hydroxyl in the imine compound to generate the ester compound, so that active hydrogen in the molecular structure of the imine compound is removed, the reaction between the raw materials in the environment-friendly single-component polyurethane coating in the storage process can be inhibited, the storage stability of the environment-friendly single-component polyurethane coating is improved, and the overall performance of the environment-friendly single-component polyurethane coating is more stable.
Preferably, the filler is fly ash.
By adopting the technical scheme, the environment-friendly single-component polyurethane coating can generate a very small amount of CO in the curing process2The fly ash is fine solid particles in flue gas ash generated by fuel combustion, and can adsorb CO generated in the process of curing the environment-friendly single-component polyurethane coating2Reduce the retention of CO in the interior of the coating2The method has the advantages of causing holes to be generated, enabling the quality of the coating film to be better, effectively utilizing the fly ash, reducing the cost, being beneficial to relieving the atmospheric pollution caused by the fly ash and having better environmental protection effect.
Preferably, the raw materials also comprise 5 to 10 parts by weight of hexamethylene diisocyanate.
By adopting the technical scheme, the linear regularity of the hexamethylene diisocyanate is better, and the bonding strength between the coating and the base material can be improved after the hexamethylene diisocyanate is added for reaction.
Preferably, the polyether polyol has a relative molecular mass of 600-700.
By adopting the technical scheme, when the average relative molecular mass of the polyether polyol is 600-700, the adhesive force of the coating film to the base material is better.
In a second aspect, the present application provides a method for preparing an environment-friendly single-component polyurethane coating, which adopts the following technical scheme:
a preparation method of an environment-friendly single-component polyurethane coating comprises the following steps:
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 110 ℃, uniformly stirring, dehydrating for 2-3h under a vacuum condition, cooling to 70-80 ℃, dropwise adding diphenylmethane diisocyanate, stirring for reacting for 2-3h, adding a catalyst, continuously stirring for reacting for 30-40min, cooling to 50-60 ℃, adding a defoaming agent, stirring for defoaming for 10-15min, and discharging.
Preferably, the raw materials also comprise 2 to 3 parts of 4, 4' -dihydroxy benzophenone, 0.5 to 0.8 part of aminopropyl triethoxysilane, 0.1 to 0.2 part of p-toluenesulfonic acid, 1 to 2 parts of succinic anhydride and 5 to 10 parts of hexamethylene diisocyanate in parts by weight;
the preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
mixing 4, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane and p-toluenesulfonic acid, stirring for reaction for 2-3h, and filtering to obtain filtrate;
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 110 ℃, uniformly stirring, dehydrating for 2-3h under a vacuum condition, cooling to 70-80 ℃, dropwise adding diphenylmethane diisocyanate and hexamethylene diisocyanate, stirring for reacting for 2-3h, adding a catalyst, continuously stirring for reacting for 30-40min, continuously adding filtrate, uniformly stirring, adding succinic anhydride, heating to 110-120 ℃, stirring for reacting for 1-1.5h, cooling to 50-60 ℃, adding a defoaming agent, stirring for defoaming for 10-15min, and discharging.
In summary, the present application has the following beneficial effects:
1. according to the method, the low-toxicity diphenylmethane diisocyanate is used for replacing the virulent toluene diisocyanate, toxic raw materials such as coal tar, toluene and xylene are not used, any solvent is not added, no volatile matter is generated in the using process, the environment is not polluted, and the method has better environmental protection performance.
2. In the application, 3-trifluoromethyl benzyl alcohol is preferably adopted, and-CF can be introduced into the molecular structure of the polyurethane prepolymer by adding 3-trifluoromethyl benzyl alcohol to participate in the reaction3The surface energy of the polyurethane prepolymer is reduced, the hydrophobicity and the wettability of the environment-friendly single-component polyurethane coating are improved, so that the environment-friendly single-component polyurethane coating is easier to spread and level on the surface of a base material, the formation of a coating is facilitated, and the quality of the formed coating is improved.
3. In the application, 4,4 '-dihydroxy benzophenone, aminopropyl triethoxysilane and p-methylbenzenesulfonic acid are preferably adopted, 4, 4' -dihydroxy benzophenone and aminopropyl triethoxysilane react under the catalysis of p-methylbenzenesulfonic acid to obtain an imine compound, the imine compound is contacted with moisture in the air and reacts to generate primary amine, and the primary amine reacts with-NCO end groups to be cured, so that CO in the curing process is reduced2And the emission and the environmental protection performance of the environment-friendly single-component polyurethane coating are improved.
4. Succinic anhydride is preferably adopted in the application, the molecular structure of the imine compound contains hydroxyl, and the succinic anhydride and the hydroxyl in the imine compound react to generate an ester compound, so that active hydrogen in the molecular structure of the imine compound is removed, and the storage stability of the environment-friendly single-component polyurethane coating is improved.
5. Hexamethylene diisocyanate is preferably adopted in the application, the linear regularity of the hexamethylene diisocyanate is good, and after the hexamethylene diisocyanate is added for reaction, the bonding strength between a coating film and a base material can be improved.
6. This application is compared in two component polyurethane coating, need not stir, and it can use to open the bucket, and the construction is more convenient.
Detailed Description
The present application will be described in further detail with reference to examples.
Polyether polyol is purchased from the dow official brand station with a cargo number of 00001; diphenylmethane diisocyanate is purchased from Jiangsu Runfeng synthetic science and technology limited and has the brand number of 101-68-8; 3-Trifluoromethylphenylmethanol was purchased from Hubei Jiu Fenglong chemical Co., Ltd; 4, 4' -dihydroxybenzophenone was purchased from research Biotechnology, Inc. in North lake; aminopropyltriethoxysilane was purchased from Hubei Huaxin New Silicone Material Co., Ltd; the fly ash is purchased from manufacturers at the source of Zhanteng mineral products in Lingshu county, and the product number is 96-BG; hexamethylene diisocyanate is purchased from Kazao chemical science and technology limited, Hubei, with molecular weight of 168.1931 and density of 1.01g/cm 3; the plasticizer is purchased from Passion official flagship, and has the model number of Sovermol 1055 and the goods number of 50208071 BCH; the defoaming agent is purchased from Xin Bo Cheng official flagship store, and has the model number of SP-890 and the commodity number of 890; the catalyst adopts dibutyltin dilaurate, and is purchased from Baishi chemical industry Co., Ltd, Tianjin; the talcum powder is purchased from Guangzhou Hongzheng new material Co., Ltd, the model is 1250, the product number is A1, and the fineness is 1250 meshes; isophorone diisocyanate is available from Shandong Leong New Material science and technology Co., Ltd, and has a model number of 99.0.
The raw materials used in the following embodiments may be those conventionally commercially available unless otherwise specified.
Examples
Example 1
The application discloses an environment-friendly single-component polyurethane coating, which comprises the following raw materials: the polyether polyol comprises polyether polyol, diphenylmethane diisocyanate, 3-trifluoromethyl benzyl alcohol, a filler, a plasticizer, a defoaming agent and a catalyst, wherein the filler adopts talcum powder, the relative molecular mass of the polyether polyol is 400, and the content of each component is shown in the following table 1-1.
The preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 100 ℃, uniformly stirring, dehydrating for 3h under a vacuum condition, cooling to 70 ℃, dropwise adding diphenylmethane diisocyanate, stirring for reacting for 3h, adding a catalyst, continuously stirring for reacting for 40min, cooling to 50 ℃, adding a defoaming agent, stirring for defoaming for 15min, and discharging.
Example 2
The application discloses an environment-friendly single-component polyurethane coating, which comprises the following raw materials: the polyether polyol comprises polyether polyol, diphenylmethane diisocyanate, 3-trifluoromethyl benzyl alcohol, a filler, a plasticizer, a defoaming agent and a catalyst, wherein the filler adopts talcum powder, the relative molecular mass of the polyether polyol is 400, and the content of each component is shown in the following table 1-1.
The preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 110 ℃, uniformly stirring, dehydrating for 2h under a vacuum condition, cooling to 80 ℃, dropwise adding diphenylmethane diisocyanate, stirring for reacting for 2h, adding a catalyst, continuously stirring for reacting for 30min, cooling to 60 ℃, adding a defoaming agent, stirring for defoaming for 10min, and discharging.
Example 3
The application discloses an environment-friendly single-component polyurethane coating, which comprises the following raw materials: the polyether polyol comprises polyether polyol, diphenylmethane diisocyanate, 3-trifluoromethyl benzyl alcohol, a filler, a plasticizer, a defoaming agent and a catalyst, wherein the filler adopts talcum powder, the relative molecular mass of the polyether polyol is 400, and the content of each component is shown in the following table 1-1.
The preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 105 ℃, uniformly stirring, dehydrating for 3h under a vacuum condition, cooling to 75 ℃, dropwise adding diphenylmethane diisocyanate, stirring for reacting for 2h, adding a catalyst, continuously stirring for reacting for 35min, cooling to 55 ℃, adding a defoaming agent, stirring for defoaming for 13min, and discharging.
Example 4
The difference from example 1 is that 4, 4' -dihydroxybenzophenone, aminopropyl triethoxysilane and p-toluenesulfonic acid are added to the raw materials of the environmentally friendly one-component polyurethane coating, and the contents of the components are shown in the following table 1-1.
The preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
mixing 4, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane and p-toluenesulfonic acid, stirring for reaction for 2-3h, and filtering to obtain filtrate;
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 100 ℃, uniformly stirring, dehydrating for 3h under a vacuum condition, cooling to 70 ℃, dropwise adding diphenylmethane diisocyanate, stirring for reacting for 3h, adding a catalyst, continuously stirring for reacting for 40min, continuously adding filtrate, uniformly stirring, cooling to 50 ℃, adding a defoaming agent, stirring for defoaming for 15min, and discharging.
Example 5
The difference from example 4 is that succinic anhydride is added to the raw materials of the environment-friendly one-component polyurethane coating, and the content of each component is shown in the following table 1-1.
The preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
mixing 4, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane and p-toluenesulfonic acid, stirring for reaction for 2-3h, and filtering to obtain filtrate;
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 100 ℃, uniformly stirring, dehydrating for 3h under a vacuum condition, cooling to 70 ℃, dropwise adding diphenylmethane diisocyanate, stirring for reacting for 3h, adding a catalyst, continuously stirring for reacting for 40min, continuously adding a filtrate, uniformly stirring, adding succinic anhydride, heating to 110 ℃, stirring for reacting for 1.5h, cooling to 50 ℃, adding a defoaming agent, stirring for defoaming for 15min, and discharging.
Example 6
The difference from example 1 is that hexamethylene diisocyanate was added to the raw materials of the eco-friendly one-component polyurethane coating, and the contents of the respective components are shown in the following table 1-1.
The preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 100 ℃, uniformly stirring, dehydrating for 3h under a vacuum condition, cooling to 70 ℃, dropwise adding diphenylmethane diisocyanate and hexamethylene diisocyanate, stirring for reacting for 3h, adding a catalyst, continuously stirring for reacting for 40min, cooling to 50 ℃, adding a defoaming agent, stirring for defoaming for 15min, and discharging.
Example 7
The difference from example 1 is that fly ash is used as the filler, and the contents of the components are shown in the following table 1-1.
Example 8
The difference from example 1 is that the polyether polyol has a relative molecular mass of 600 and the contents of the respective components are shown in the following Table 1-1.
Example 9
The difference from example 1 is that the polyether polyol has a relative molecular mass of 700 and the contents of the respective components are shown in the following Table 1-1.
Example 10
The difference from example 1 is that the polyether polyol has a relative molecular mass of 1000 and the contents of the components are shown in tables 1-2 below.
Example 11
The application discloses an environment-friendly single-component polyurethane coating, which comprises the following raw materials: polyether polyol, diphenylmethane diisocyanate, 3-trifluoromethyl benzyl alcohol, a filler, a plasticizer, a defoaming agent, a catalyst, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane, p-toluenesulfonic acid, succinic anhydride and hexamethylene diisocyanate, wherein the filler is fly ash, the relative molecular mass of the polyether polyol is 600-700, and the content of each component is shown in the following table 1-2.
The preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
mixing 4, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane and p-toluenesulfonic acid, stirring for reaction for 3h, and filtering to obtain filtrate;
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 100 ℃, uniformly stirring, dehydrating for 3h under a vacuum condition, cooling to 70 ℃, dropwise adding diphenylmethane diisocyanate and hexamethylene diisocyanate, stirring for reacting for 3h, adding a catalyst, continuously stirring for reacting for 40min, continuously adding filtrate, uniformly stirring, adding succinic anhydride, heating to 110 ℃, stirring for reacting for 1.5h, cooling to 50 ℃, adding a defoaming agent, stirring for defoaming for 15min, and discharging.
Example 12
The application discloses an environment-friendly single-component polyurethane coating, which comprises the following raw materials: polyether polyol, diphenylmethane diisocyanate, 3-trifluoromethyl benzyl alcohol, a filler, a plasticizer, a defoaming agent, a catalyst, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane, p-toluenesulfonic acid, succinic anhydride and hexamethylene diisocyanate, wherein the filler is fly ash, the relative molecular mass of the polyether polyol is 600-700, and the content of each component is shown in the following table 1-2.
The preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
mixing 4, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane and p-toluenesulfonic acid, stirring for reaction for 2h, and filtering to obtain filtrate;
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 110 ℃, uniformly stirring, dehydrating for 2h under a vacuum condition, cooling to 80 ℃, dropwise adding diphenylmethane diisocyanate and hexamethylene diisocyanate, stirring for reacting for 2h, adding a catalyst, continuously stirring for reacting for 30min, continuously adding filtrate, uniformly stirring, adding succinic anhydride, heating to 120 ℃, stirring for reacting for 1h, cooling to 60 ℃, adding a defoaming agent, stirring for defoaming for 10min, and discharging.
Example 13
The application discloses an environment-friendly single-component polyurethane coating, which comprises the following raw materials: polyether polyol, diphenylmethane diisocyanate, 3-trifluoromethyl benzyl alcohol, a filler, a plasticizer, a defoaming agent, a catalyst, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane, p-toluenesulfonic acid, succinic anhydride and hexamethylene diisocyanate, wherein the filler is fly ash, the relative molecular mass of the polyether polyol is 600-700, and the content of each component is shown in the following table 1-2.
The preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
mixing 4, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane and p-toluenesulfonic acid, stirring for reaction for 2h, and filtering to obtain filtrate;
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 105 ℃, uniformly stirring, dehydrating for 3h under a vacuum condition, cooling to 75 ℃, dropwise adding diphenylmethane diisocyanate and hexamethylene diisocyanate, stirring for reacting for 2h, adding a catalyst, continuously stirring for reacting for 35min, continuously adding filtrate, uniformly stirring, adding succinic anhydride, heating to 115 ℃, stirring for reacting for 1.5h, cooling to 55 ℃, adding a defoaming agent, stirring for defoaming for 13min, and discharging.
Example 14
The difference from example 4 is that 4, 4' -dihydroxybenzophenone was replaced with xylene, and the contents of the respective components are shown in tables 1-2 below.
Example 15
The difference from example 4 is that aminopropyltriethoxysilane was replaced with ethyl silicate and the amounts of the respective components are shown in tables 1 to 2 below.
Example 16
The difference from example 5 is that succinic anhydride was replaced with acetic acid and the contents of the respective components are shown in tables 1 to 2 below.
Example 17
The difference from example 6 is that hexamethylene diisocyanate was replaced with isophorone diisocyanate and the contents of the components are shown in tables 1-2 below.
Comparative example
Comparative example 1
The difference from example 1 is that the green one-component polyurethane coating without 3-trifluoromethyl benzyl alcohol added in the raw materials is used as a blank control group.
Comparative example 2
The difference from example 1 is that 3-trifluoromethylbenzyl alcohol was replaced with benzyl alcohol, and the contents of each component are shown in the following tables 1 to 2.
TABLE 1-1 ingredient content Table (unit: g)
Figure BDA0003249097930000081
TABLE 1-2 ingredient content table (unit: g)
Figure BDA0003249097930000082
Figure BDA0003249097930000091
Performance test the coatings of examples 1 to 17 and comparative examples 1 to 2 were uniformly applied to the surface of each rectangular cement block of 100 mm. times.100 mm. times.20 mm to prepare test blocks.
(1) And (3) wettability test: 2ml of deionized water was dropped on the side of the test piece covered with the coating film of examples 1 to 3 and comparative examples 1 to 2, the surface of the test piece was ensured to be flat and horizontal before the test, the spreading condition of the deionized water was observed, the larger the spread area of the deionized water, the better the wettability was, indicated by "+", the more the "+", the better the wettability was, and the test results were as shown in table 2 below.
(2) Hydrophobicity test: distilled water was added to a glass water tank, the water temperature was adjusted to 30. + -. 2 ℃ and the test pieces of examples 1-3, 11-13 and comparative examples 1-2 were placed in the water tank with the water level 10mm higher than the surface of the test piece, and after 12 hours, the test pieces were removed, wiped to remove the surface water and weighed (m is1) Then the sample block is dried to constant weight at 50 ℃ +/-1 ℃, then taken out and put into a container with a cover to be cooled for 1h, and weighed again (m)2) And calculating the water absorption:
water absorption (%) - (m)1-m2)/m2×100%
The lower the water absorption, the better the hydrophobicity, and the test results are shown in table 2 below.
(3) Film foaming test: the coating materials of examples 1, 4, 7, 14-15 were applied to one surface of each of rectangular cement blocks of 100mm × 100mm × 20mm, the thickness of the coating film was 3mm, the coating material was supported around the cement blocks during the curing process to prevent the coating material from falling from the edges of the cement blocks, a gloss oil was applied to one surface of the polyethylene plastic plate adjacent to the cement blocks until the coating film was cured and formed, the polyethylene plastic plate was removed, the coating film was cut with a cutter to expose the cross section of the coating film, the cross section and the surface of the coating film were observed with a magnifier to observe whether holes were present on the surface of the coating film and whether holes and the number of holes were present inside the coating film, and the results of the tests were as shown in table 2 below.
(4) Testing the bonding strength: the surface of each sample block of examples 1, 4-6, 8-10 and 16-17 covered with a coating film was scribed with 10X 10 cells of 5mm X5 mm by a blade having a blade pitch of 3mm (the angle of the blade point was 20 DEG + -5 DEG), the cut line was deep and the cement block under the coating film was brushed clean with a brush, the debris near the cells was pasted and covered with an adhesive tape, the entire cells on each sample block were covered with the adhesive tape, the adhesive tape was not wrinkled and was wiped strongly with an eraser to increase the contact area and force between the adhesive tape and the cells, the adhesive tape was quickly torn off, the number of the cells adhered to the adhesive tape was recorded, the more the adhered cells, the worse the adhesive strength, and the test results are shown in Table 2 below.
TABLE 2 test results of examples and comparative examples
Figure BDA0003249097930000101
In summary, the following conclusions can be drawn:
1. as can be seen by combining examples 1-3 and comparative examples 1-2 with Table 2, the addition of 3-trifluoromethylbenzyl alcohol improves the hydrophobicity and wettability of the eco-friendly one-component polyurethane coating, probably due to: 3-trifluoromethyl benzyl alcohol is added to participate in the reaction, and-CF can be introduced into the molecular structure of the polyurethane prepolymer3The surface energy of the polyurethane prepolymer is reduced, the hydrophobicity and the wettability of the environment-friendly single-component polyurethane coating are improved, and the environment-friendly single-component polyurethane coating is easier to spread and level on the surface of a substrate.
2. In combination with examples 1, 4, 14-15 and Table 2, it can be seen that the co-addition of 4, 4' -dihydroxybenzophenone, aminopropyltriethoxysilane and p-toluenesulphonic acid reduces the formation of voids in the interior of the coating film formed after curing the eco-friendly one-component polyurethane coating, probably because: 4, 4' -dihydroxy benzophenone and aminopropyl triethoxysilane react under the catalysis of p-methyl benzene sulfonic acid to obtain imine compound, the imine compound contacts with moisture in air and reacts to generate primary amine, the primary amine reacts with-NCO end group to be cured,reduced CO generation by direct reaction of-NCO end groups with moisture2Thereby reducing the generation of pores inside the coating film.
3. As can be seen by combining examples 1, 4-5, and 14-16 with Table 2, the joint addition of succinic anhydride, 4' -dihydroxybenzophenone, aminopropyltriethoxysilane, and p-toluenesulfonic acid improves the adhesion of environmentally friendly one-component polyurethane coatings to substrates, probably due to: the molecular structure of the imine compound contains hydroxyl, and the succinic anhydride reacts with the hydroxyl in the imine compound to generate an ester compound, so that active hydrogen in the molecular structure of the imine compound is removed, the reaction between the raw materials in the environment-friendly single-component polyurethane coating can be inhibited, the overall performance of the environment-friendly single-component polyurethane coating is more stable, and the bonding strength between the environment-friendly single-component polyurethane coating and a substrate is indirectly improved.
4. As can be seen by combining examples 1, 6 and 17 with Table 2, the addition of hexamethylene diisocyanate improves the adhesion strength of the environmentally friendly one-component polyurethane coating to the substrate.
5. As can be seen from the combination of examples 1 and 7 and table 2, the use of fly ash as a filler can reduce the generation of internal pores in the coating film formed after the curing of the environmentally friendly one-component polyurethane coating, which may be caused by: CO generated in the process of solidifying environment-friendly single-component polyurethane coating capable of adsorbing fly ash2Thereby reducing the retention of CO inside the coating film2Resulting in the creation of voids.
6. Combining examples 1, 8-10 and Table 2, it can be seen that the bonding strength between the environmentally friendly one-component polyurethane coating and the substrate is better when the relative molecular weight of the polyether polyol is 600-700-.
The present embodiment is only for explaining the present application, and it is not limited to the present application, and those skilled in the art can make modifications of the present embodiment without inventive contribution as needed after reading the present specification, but all of them are protected by patent law within the scope of the claims of the present application.

Claims (8)

1. The environment-friendly single-component polyurethane coating is characterized by comprising the following raw materials in parts by weight:
40-45 parts of polyether polyol;
15-20 parts of diphenylmethane diisocyanate;
10-15 parts of 3-trifluoromethyl benzyl alcohol;
10-15 parts of a filler;
10-15 parts of a plasticizer;
0.2-0.5 part of defoaming agent;
0.2-0.5 part of catalyst.
2. The environment-friendly one-component polyurethane coating according to claim 1, wherein: the raw materials also comprise 2 to 3 parts of 4, 4' -dihydroxy benzophenone, 0.5 to 0.8 part of aminopropyl triethoxysilane and 0.1 to 0.2 part of p-methylbenzenesulfonic acid by weight.
3. The environment-friendly one-component polyurethane coating according to claim 2, wherein: the raw materials also comprise 1-2 parts of succinic anhydride by weight.
4. The environment-friendly one-component polyurethane coating according to claim 2, wherein: the filler is fly ash.
5. The environment-friendly one-component polyurethane coating according to claim 1, wherein: the raw materials also comprise 5 to 10 parts of hexamethylene diisocyanate according to the parts by weight.
6. The environment-friendly one-component polyurethane coating according to claim 1, wherein: the polyether polyol has a relative molecular mass of 600-700.
7. A method for preparing the environment-friendly type one-component polyurethane coating of claim 1, comprising the steps of:
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 110 ℃, uniformly stirring, dehydrating for 2-3h under a vacuum condition, cooling to 70-80 ℃, dropwise adding diphenylmethane diisocyanate, stirring for reacting for 2-3h, adding a catalyst, continuously stirring for reacting for 30-40min, cooling to 50-60 ℃, adding a defoaming agent, stirring for defoaming for 10-15min, and discharging.
8. The method for preparing environment-friendly one-component polyurethane coating according to claim 7, wherein: the raw materials also comprise 2 to 3 portions of 4, 4' -dihydroxy benzophenone, 0.5 to 0.8 portion of aminopropyl triethoxysilane, 0.1 to 0.2 portion of p-toluenesulfonic acid, 1 to 2 portions of succinic anhydride and 5 to 10 portions of hexamethylene diisocyanate according to the parts by weight;
the preparation method of the environment-friendly single-component polyurethane coating comprises the following steps:
mixing 4, 4' -dihydroxy benzophenone, aminopropyl triethoxysilane and p-toluenesulfonic acid, stirring for reaction for 2-3h, and filtering to obtain filtrate;
heating polyether polyol, 3-trifluoromethyl benzyl alcohol, a filler and a plasticizer to 110 ℃, uniformly stirring, dehydrating for 2-3h under a vacuum condition, cooling to 70-80 ℃, dropwise adding diphenylmethane diisocyanate and hexamethylene diisocyanate, stirring for reacting for 2-3h, adding a catalyst, continuously stirring for reacting for 30-40min, continuously adding filtrate, uniformly stirring, adding succinic anhydride, heating to 110-120 ℃, stirring for reacting for 1-1.5h, cooling to 50-60 ℃, adding a defoaming agent, stirring for defoaming for 10-15min, and discharging.
CN202111040672.1A 2021-09-07 2021-09-07 Environment-friendly single-component polyurethane coating and preparation method thereof Pending CN113683951A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202111040672.1A CN113683951A (en) 2021-09-07 2021-09-07 Environment-friendly single-component polyurethane coating and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202111040672.1A CN113683951A (en) 2021-09-07 2021-09-07 Environment-friendly single-component polyurethane coating and preparation method thereof

Publications (1)

Publication Number Publication Date
CN113683951A true CN113683951A (en) 2021-11-23

Family

ID=78585429

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202111040672.1A Pending CN113683951A (en) 2021-09-07 2021-09-07 Environment-friendly single-component polyurethane coating and preparation method thereof

Country Status (1)

Country Link
CN (1) CN113683951A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024095530A1 (en) * 2022-11-01 2024-05-10 Dic株式会社 Moisture-curable polyurethane hot melt resin composition, adhesive, and synthetic leather
CN118006209A (en) * 2024-03-04 2024-05-10 常州裕隆盈新材料科技有限公司 Environment-friendly double-component insulating adhesive applicable to switch cabinet and preparation and use methods thereof
WO2024185707A1 (en) * 2023-03-03 2024-09-12 ダイキン工業株式会社 Fluorine-containing compound

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107286834A (en) * 2016-04-01 2017-10-24 新疆科能防水防护技术股份有限公司 Large arch dam environment protection type single-component carbamide paint and preparation method thereof
CN110951391A (en) * 2019-12-24 2020-04-03 匡礼彬 Solvent-free single-component polyurethane waterproof coating and preparation method thereof
CN112409911A (en) * 2020-11-27 2021-02-26 四川蜀羊防水材料有限公司 Polyurethane waterproof coating capable of being used on wet base surface and preparation method thereof
CN112574663A (en) * 2020-12-04 2021-03-30 株洲飞鹿高新材料技术股份有限公司 Environment-friendly weather-resistant modified single-component polyurethane waterproof coating and preparation method thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107286834A (en) * 2016-04-01 2017-10-24 新疆科能防水防护技术股份有限公司 Large arch dam environment protection type single-component carbamide paint and preparation method thereof
CN110951391A (en) * 2019-12-24 2020-04-03 匡礼彬 Solvent-free single-component polyurethane waterproof coating and preparation method thereof
CN112409911A (en) * 2020-11-27 2021-02-26 四川蜀羊防水材料有限公司 Polyurethane waterproof coating capable of being used on wet base surface and preparation method thereof
CN112574663A (en) * 2020-12-04 2021-03-30 株洲飞鹿高新材料技术股份有限公司 Environment-friendly weather-resistant modified single-component polyurethane waterproof coating and preparation method thereof

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024095530A1 (en) * 2022-11-01 2024-05-10 Dic株式会社 Moisture-curable polyurethane hot melt resin composition, adhesive, and synthetic leather
WO2024185707A1 (en) * 2023-03-03 2024-09-12 ダイキン工業株式会社 Fluorine-containing compound
CN118006209A (en) * 2024-03-04 2024-05-10 常州裕隆盈新材料科技有限公司 Environment-friendly double-component insulating adhesive applicable to switch cabinet and preparation and use methods thereof

Similar Documents

Publication Publication Date Title
CN113683951A (en) Environment-friendly single-component polyurethane coating and preparation method thereof
CN102807812B (en) Latent curing single-component polyurethane water-proof coating and preparation method thereof
CN1041733C (en) Moisture-activated adhesive compositions
CN101945949A (en) Manufacture method, porous polyurethane object and the water vapour permeability film of the solvable type polyurethane resin combination of alcohol
WO2005097860A1 (en) Low-hardness thermosetting polyurethane elastomer and production method thereof
CN109679059A (en) A kind of polyurethane-polyurea water dispersion and the preparation method and application thereof
CN111499833A (en) Polyurethane type self-repairing resin
CN114736596B (en) Quick-drying type single-component polyurethane waterproof coating and preparation method thereof
CN106349450A (en) Portfolio polyether, polyurethane adhesive, raw material composition as well as preparation methods of portfolio polyether and polyurethane adhesive and application of polyurethane adhesive
JP2009073882A (en) Moisture-curable composition and moisture-curable sealing material
CN102101970A (en) Moisture curable polyurethane coating foam inhibitor and foam inhibiting process thereof
CN110358046A (en) A kind of heatproof transfer coatings aqueous polyurethane emulsion of good film-forming property and preparation method thereof
CN110527482A (en) Railway ballastless track special dual-component filleting waterproof gasket cement and preparation method thereof
CN102471439A (en) Polyurethane gaskets and processs for forming same
JP2003336008A (en) Moisture-curable urethane primer
JP2000104037A (en) One-can moisture-curing urethane resin composition and preparation thereof
CN114380978A (en) Ultra-meshed polyurethane foam filler and preparation method thereof
CN1737059A (en) Moisture-curable polyurethane resin composition
CN111081954B (en) Diaphragm coating slurry, diaphragm and preparation method thereof
CA1074950A (en) Silicate extended polyurethane foam
JP3717593B2 (en) Waterproof polyurethane foam
JP4718728B2 (en) Method for manufacturing dirt wiper
JPS6328474B2 (en)
JP4730523B2 (en) Ink waste liquid absorber and method for producing the same
CN115160969B (en) Single-component moisture-curing reaction type PUR hot melt adhesive and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication

Application publication date: 20211123

RJ01 Rejection of invention patent application after publication