CN106566464A - Silane-terminated polyurethane modified silicone sealant with excellent steam resistance, and preparation method thereof - Google Patents

Silane-terminated polyurethane modified silicone sealant with excellent steam resistance, and preparation method thereof Download PDF

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Publication number
CN106566464A
CN106566464A CN201610946574.7A CN201610946574A CN106566464A CN 106566464 A CN106566464 A CN 106566464A CN 201610946574 A CN201610946574 A CN 201610946574A CN 106566464 A CN106566464 A CN 106566464A
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nano
meter sio
silane
performed polymer
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吴传兴
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Maanshan Jiechuang Plastic Science & Technology Co Ltd
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Maanshan Jiechuang Plastic Science & Technology Co Ltd
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    • 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
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G18/2805—Compounds having only one group containing active hydrogen
    • C08G18/288—Compounds containing at least one heteroatom other than oxygen or nitrogen
    • C08G18/289—Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/04—Non-macromolecular additives inorganic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/08—Macromolecular additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04—Polysiloxanes
    • C09J183/06—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/011—Nanostructured additives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
    • C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend

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

Abstract

The invention discloses a silane-terminated polyurethane modified silicone sealant with excellent steam resistance. The silane-terminated polyurethane modified silicone sealant comprises, by weight, 55-70 parts of alpha, omega-dihydroxypolydimethylsiloxane, 5-8 parts of nano-SiO2, 10-17 parts of glycidol, 21-32 parts of polyether polyol, 14-22 parts of 2,4-toluene diisocyanate, 1-3 parts of dibutyltin dilaurate, 8-18 parts of gamma-aminopropyltriethoxysilane, a proper amount of anhydrous methanol, a proper amount of a 0.4 mol/L sodium methylate solution, a proper amount of ethanol, 2-5 parts of tetra-n-butyl titanate, 1-3 parts of a hydroxyl group scavenger, 2-5 parts of petroleum resin and 1-3 parts of dimethicone. The surface of SiO2 nanoparticles is in-situ grafted with polyglycidol, the grafted SiO2 particles are compounded to a polyurethane prepolymer, so the composite sealant integrates respective advantages of a polyurethane sealant and a silicone sealant, has high mechanical strength and high bonding strength, and improves the low temperature flexibility and the yellowing resistance of colloids.

Description

A kind of silane end capped polyurethane modified silicone seal gum of anti-steam excellent performance and its Preparation method
Technical field
The present invention relates to silicon rubber preparing technical field, and in particular to a kind of Silante terminated poly- ammonia of anti-steam excellent performance Ester modified silicone sealant and preparation method thereof.
Background technology
Silicone sealant be with dimethyl silicone polymer as primary raw material, be aided with crosslinking agent, filler, plasticizer, coupling agent, The paste that catalyst is mixed under vacuum conditions, at room temperature by with the water in air occurring that elasticity should be solidify to form Silicon rubber.Alcohol is discharged in single-component dealcoholization-type room temperature vulcanized silicone rubber sulfidation, compared to depickling type and ketoxime removing type, With environmentally friendly, free from corrosion advantage, the industries such as building, electric, space flight and aviation, auto industry are can be widely applied to, as A kind of adhesive alcohol type fluid sealant of environmental protection will be the trend of future market application.
Xie Guirong, Jiang Hongwei et al. are at it《The research of polyurethane-modified end silylated polyether fluid sealant》In one text, have studied Isocyanate terminated based polyurethanes and end silane epoxide polyurethane are combined the fluid sealant of preparation with end silylated polyether, and Jing is polyurethane-modified Sealant material afterwards has the preferably transparency and mechanical property, while also showing good low temperature pliability, yellowing resistance Energy.
The present invention adopts anionic polymerization, in SiO2The poly- epoxy prapanol of nanoparticle surface situ-formed graft, improves it Adhesion between sizing material, is compound to afterwards in base polyurethane prepolymer for use as, by using gamma-aminopropyl-triethoxy-silane With the polyurethane prepolymer precursor reactant of-NCO end-blockings, base polyurethane prepolymer for use as is introduced in sizing material so that compound seal glue has poly- ammonia concurrently The advantage of ester and both silicone sealants, fluid sealant has higher mechanical strength and adhesion strength, while improving the low of colloid Temperature flexibility, anti-yellowing property.
The content of the invention
For the deficiencies in the prior art, the present invention provides a kind of silane end capped polyurethane modified silicon of anti-steam excellent performance Ketone seal gum and preparation method thereof.
A kind of silane end capped polyurethane modified silicone seal gum of anti-steam excellent performance, by the raw material group of following weight portion Into：α, alpha, omega-dihydroxy polydimethyl siloxane 55-70 parts, Nano-meter SiO_22 5-8 parts, epoxy prapanol 10-17 parts, PPG 21-32 parts, 2,4- toluene di-isocyanate(TDI) 14-22 parts, dibutyl tin laurate 1-3 parts, gamma-aminopropyl-triethoxy-silane 8-18 parts, appropriate absolute methanol, 0.4mol/L sodium methoxide solutions are appropriate, appropriate amount of ethanol, tetra-n-butyl titanate esters 2-5 part, hydroxyl Scavenger 1-3 parts, Petropols 2-5 parts, dimethicone 1-3 parts.
Comprise the following steps that：
（1）Nano-meter SiO_22The poly- epoxy prapanol of surface grafting：
1. 0.4mol/L sodium methoxide solutions, are taken, Nano-meter SiO_2 is added2, ultrasonic vibration 8-14 minutes, continue to react 50-70 minutes, After stopping reaction, washed using absolute methanol, then drying, grinding obtain the Nano-meter SiO_2 that surface sodium alkoxide is processed2；
2., by the Nano-meter SiO_2 of above-mentioned surface sodium alkoxide process2, in the epoxy prapanol addition there-necked flask that molecular sieve eliminating water is crossed, control Mixing speed 300-500r/min, temperature 105-115 DEG C, nitrogen protection, centrifugation after reaction 40-55 minutes, and use ethanol Washing, drying obtains the Nano-meter SiO_2 of the poly- epoxy prapanol of surface grafting2；
（2）Nano-meter SiO_22The preparation of composite polyurethane performed polymer：
PPG is added in the there-necked flask equipped with agitator and thermometer, under the conditions of 100-120 DEG C, vacuum decompression Dehydration 1-3 hours, are cooled to less than 60 DEG C, use mechanical agitation instead, add step（1）Modified Nano-meter SiO_22Stir, 2,4- toluene di-isocyanate(TDI)s and dibutyl tin laurate are added afterwards, are passed through N2, it is warming up to 70-90 DEG C of back flow reaction 6-8 Hour, obtain Nano-meter SiO_22Composite polyurethane performed polymer；
（3）The synthesis of silane end capped polyurethane performed polymer：
Above-mentioned composite polyurethane performed polymer, the ethoxy of γ-aminopropyl three are added in the there-necked flask equipped with agitator and thermometer 65-75 DEG C is heated under base silane, vacuum protection, the lower reaction 1-3 hours of stirring are obtained silane end capped polyurethane performed polymer；
（4）The preparation of fluid sealant：
1., by α, alpha, omega-dihydroxy polydimethyl siloxane, dimethicone, Petropols and hydroxyl scavenger are stirred in planet Mix in temperature 120-150 DEG C in machine, vacuum 0.09-0.1MPa dehydration blending 2-4 hours obtain base-material；
2., at normal temperatures, this base-material is evacuated to into vacuum 0.08-0.09MPa, stirs 10-20 minutes, add step（3） Silane end capped polyurethane performed polymer, tetra-n-butyl titanate esters, stir 35-45 minutes under vacuum condition, and obtaining water vapor permeability can be excellent Different silicone sealant, sealing preserve in plastic rubber bottle is fitted into by platen by the fluid sealant.
Wherein, the hydroxyl scavenger is HMDS.
Compared with prior art, the present invention has advantages below：
（1）The polyurethane prepolymer precursor reactant that the present invention is blocked using gamma-aminopropyl-triethoxy-silane with-NCO, polyurethane is pre- - NCO bases in aggressiveness are all blocked and become-Si (OC2H5)3, on the one hand by the use of Silante terminated hydrolysis property as crosslinking Agent, in the moisture in contacting air, it is anti-to there is condensation in the rapid Si-OH bases occurred in hydrolysis generation silanol, with rubber Should, so as to the solidification for causing single-component room-temperature vulcanized silicone rubber is crosslinked, on the other hand introduce base polyurethane prepolymer for use as so that compound close Sealing has the advantage of polyurethane and both silicone sealants concurrently, and fluid sealant has higher mechanical strength and adhesion strength, while Improve low temperature flexibility, the anti-yellowing property of colloid.
（2）The present invention adopts anionic polymerization, in SiO2Nanoparticle surface causes epoxy prapanol ring-opening polymerisation, in situ Poly- epoxy prapanol is grafted, Nano-meter SiO_2 after grafting2Particle is in still regular spherical, is compound to afterwards in base polyurethane prepolymer for use as, with It is added in fluid sealant by the modified of base polyurethane prepolymer for use as afterwards, increases SiO2The compatibility of nano-particle and colloid so as to It is even to be dispersed stably in reaction system, the adhesion between sizing material is improved, make elongation, tensile strength, the storage of colloid The combination properties such as stability are improved.
（3）The present invention adds dimethicone, Petropols in silicone sealant, substantially reduces steam percent of pass, carries The water resistance of high existing fluid sealant product.
Specific embodiment
A kind of silane end capped polyurethane modified silicone seal gum of anti-steam excellent performance, by the raw material group of following weight portion Into：α, alpha, omega-dihydroxy polydimethyl siloxane 65, Nano-meter SiO_22 7, epoxy prapanol 14, PPG 27,2,4- toluene two is different Cyanate 15, dibutyl tin laurate 2, gamma-aminopropyl-triethoxy-silane 13, appropriate absolute methanol, 0.4mol/L methyl alcohol Appropriate sodium solution, appropriate amount of ethanol, tetra-n-butyl titanate esters 3, hydroxyl scavenger 2, Petropols 3, dimethicone 2.
Comprise the following steps that：
（1）Nano-meter SiO_22The poly- epoxy prapanol of surface grafting：
1. 0.4mol/L sodium methoxide solutions, are taken, Nano-meter SiO_2 is added2, ultrasonic vibration 10 minutes, continuation reaction 60 minutes, stopping is anti- Ying Hou, is washed using absolute methanol, then drying, grinding obtain the Nano-meter SiO_2 that surface sodium alkoxide is processed2；
2., by the Nano-meter SiO_2 of above-mentioned surface sodium alkoxide process2, in the epoxy prapanol addition there-necked flask that molecular sieve eliminating water is crossed, control Mixing speed 400r/min, 110 DEG C of temperature, nitrogen protection, centrifugation after reacting 45 minutes, and washed with ethanol, drying Obtain the Nano-meter SiO_2 of the poly- epoxy prapanol of surface grafting2；
（2）Nano-meter SiO_22The preparation of composite polyurethane performed polymer：
PPG is added in the there-necked flask equipped with agitator and thermometer, under the conditions of 110 DEG C, vacuum decompression dehydration 2 hours, less than 60 DEG C are cooled to, use mechanical agitation instead, add step（1）Modified Nano-meter SiO_22Stir, Zhi Houjia Enter 2,4- toluene di-isocyanate(TDI)s and dibutyl tin laurate, be passed through N2, it is warming up to 80 DEG C of back flow reactions 7 hours, received Rice SiO2Composite polyurethane performed polymer；
（3）The synthesis of silane end capped polyurethane performed polymer：
Above-mentioned composite polyurethane performed polymer, the ethoxy of γ-aminopropyl three are added in the there-necked flask equipped with agitator and thermometer 70 DEG C are heated under base silane, vacuum protection, the lower reaction of stirring 2 hours is obtained silane end capped polyurethane performed polymer；
（4）The preparation of fluid sealant：
1., by α, alpha, omega-dihydroxy polydimethyl siloxane, dimethicone, Petropols and hydroxyl scavenger are stirred in planet Mix in machine in 140 DEG C of temperature, vacuum 0.09-0.1MPa dehydration 3 hours acquisition base-materials of blending；
2., at normal temperatures, this base-material is evacuated to into vacuum 0.08-0.09MPa, is stirred 16 minutes, add step（3）Silane Blocked polyurethane performed polymer, tetra-n-butyl titanate esters, stir 40 minutes under vacuum condition, obtain the silicone of anti-steam excellent performance Fluid sealant, sealing preserve in plastic rubber bottle is fitted into by platen by the fluid sealant.
Wherein, the hydroxyl scavenger is HMDS.
The performance test results：
Tensile strength：2.27MPa, shear strength：2.12MPa, elongation at break：248%, hardness：43A；
Yellowing resistance specific performance is：Fluid sealant is immediately placed into 120 DEG C of baking ovens from after sebific duct extrusion sizing material, and 24 hours non-yellowing.

Claims (3)

1. a kind of silane end capped polyurethane modified silicone seal gum of anti-steam excellent performance, it is characterised in that by following weight The raw material composition of part：α, alpha, omega-dihydroxy polydimethyl siloxane 55-70 parts, Nano-meter SiO_22 5-8 parts, epoxy prapanol 10-17 parts, PPG 21-32 parts, 2,4- toluene di-isocyanate(TDI) 14-22 parts, dibutyl tin laurate 1-3 parts, γ-aminopropyl three Ethoxysilane 8-18 parts, appropriate absolute methanol, 0.4mol/L sodium methoxide solutions are appropriate, appropriate amount of ethanol, tetra-n-butyl titanate esters 2-5 parts, hydroxyl scavenger 1-3 parts, Petropols 2-5 parts, dimethicone 1-3 parts.
2. the silane end capped polyurethane modified silicone seal gum of a kind of anti-steam excellent performance according to claims 1 Preparation method, it is characterised in that comprise the following steps that：
（1）Nano-meter SiO_22The poly- epoxy prapanol of surface grafting：
1. 0.4mol/L sodium methoxide solutions, are taken, Nano-meter SiO_2 is added2, ultrasonic vibration 8-14 minutes, continue to react 50-70 minutes, stop After only reacting, washed using absolute methanol, then drying, grinding obtain the Nano-meter SiO_2 that surface sodium alkoxide is processed2；
2., by the Nano-meter SiO_2 of above-mentioned surface sodium alkoxide process2, in the epoxy prapanol addition there-necked flask that molecular sieve eliminating water is crossed, control Mixing speed 300-500r/min, temperature 105-115 DEG C, nitrogen protection, centrifugation after reaction 40-55 minutes, and use ethanol Washing, drying obtains the Nano-meter SiO_2 of the poly- epoxy prapanol of surface grafting2；
（2）Nano-meter SiO_22The preparation of composite polyurethane performed polymer：
PPG is added in the there-necked flask equipped with agitator and thermometer, under the conditions of 100-120 DEG C, vacuum decompression Dehydration 1-3 hours, are cooled to less than 60 DEG C, use mechanical agitation instead, add step（1）Modified Nano-meter SiO_22Stir, 2,4- toluene di-isocyanate(TDI)s and dibutyl tin laurate are added afterwards, are passed through N2, it is warming up to 70-90 DEG C of back flow reaction 6-8 Hour, obtain Nano-meter SiO_22Composite polyurethane performed polymer；
（3）The synthesis of silane end capped polyurethane performed polymer：
Above-mentioned composite polyurethane performed polymer, the ethoxy of γ-aminopropyl three are added in the there-necked flask equipped with agitator and thermometer 65-75 DEG C is heated under base silane, vacuum protection, the lower reaction 1-3 hours of stirring are obtained silane end capped polyurethane performed polymer；
（4）The preparation of fluid sealant：
1., by α, alpha, omega-dihydroxy polydimethyl siloxane, dimethicone, Petropols and hydroxyl scavenger are stirred in planet Mix in temperature 120-150 DEG C in machine, vacuum 0.09-0.1MPa dehydration blending 2-4 hours obtain base-material；
2., at normal temperatures, this base-material is evacuated to into vacuum 0.08-0.09MPa, stirs 10-20 minutes, add step（3） Silane end capped polyurethane performed polymer, tetra-n-butyl titanate esters, stir 35-45 minutes under vacuum condition, and obtaining water vapor permeability can be excellent Different silicone sealant, sealing preserve in plastic rubber bottle is fitted into by platen by the fluid sealant.
3. the silane end capped polyurethane modified silicone seal gum of a kind of anti-steam excellent performance according to claims 1,2 Preparation method, it is characterised in that the hydroxyl scavenger be HMDS.
CN201610946574.7A 2016-10-26 2016-10-26 Silane-terminated polyurethane modified silicone sealant with excellent steam resistance, and preparation method thereof Withdrawn CN106566464A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113105856A (en) * 2021-03-10 2021-07-13 首钢集团有限公司 Spot welding sealant and preparation method and application thereof
CN115433536A (en) * 2022-09-13 2022-12-06 广东腾威科技股份有限公司 Transparent polyurethane electronic sealant

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113105856A (en) * 2021-03-10 2021-07-13 首钢集团有限公司 Spot welding sealant and preparation method and application thereof
CN113105856B (en) * 2021-03-10 2022-10-21 首钢集团有限公司 Spot welding sealant and preparation method and application thereof
CN115433536A (en) * 2022-09-13 2022-12-06 广东腾威科技股份有限公司 Transparent polyurethane electronic sealant

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Application publication date: 20170419