CN106543956A - A kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum and preparation method thereof - Google Patents

A kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum and preparation method thereof Download PDF

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Publication number
CN106543956A
CN106543956A CN201610946575.1A CN201610946575A CN106543956A CN 106543956 A CN106543956 A CN 106543956A CN 201610946575 A CN201610946575 A CN 201610946575A CN 106543956 A CN106543956 A CN 106543956A
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nano
parts
meter sio
end capped
preparation
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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
    • C08G18/28—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
    • C08G18/4804—Two or more polyethers of different physical or chemical nature
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
    • 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
    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/08—Stabilised against heat, light or radiation or oxydation

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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)
  • Sealing Material Composition (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The present invention discloses a kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum, is made up of the raw material of following weight portion：α, ω dialkyl polydimethylsiloxane 55 70, Nano-meter SiO_22 59, epoxy prapanol 10 18, PPG 20 30,2,4 toluene di-isocyanate(TDI)s 12 18, dibutyl tin laurate 12, γ aminopropyl triethoxysilanes 7 16, appropriate absolute methanol, 0.4mol/L sodium methoxide solutions are appropriate, appropriate amount of ethanol, tetra-n-butyl titanate esters 25, hydroxyl scavenger 13, iron oxide 24, cerium oxide 24.The present invention is in SiO2The poly- epoxy prapanol of nanoparticle surface situ-formed graft, it is compound in base polyurethane prepolymer for use as afterwards, so that compound seal glue has the advantage of polyurethane and both silicone sealants concurrently, fluid sealant has higher mechanical strength and adhesion strength, while improving the low temperature flexibility of colloid, anti-yellowing property.

Description

A kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum and its system Preparation Method
Technical field
The present invention relates to silicon rubber preparing technical field, and in particular to a kind of high-temperature resistant one-component type silane end capped polyurethane Modified silicone seal gum 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 occurring to solidify to form elasticity with the water in air 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 which《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 which Adhesion between sizing material, is compound in base polyurethane prepolymer for use as, afterwards 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 have 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 high-temperature resistant one-component type silane end capped polyurethane modified silicone Fluid sealant and preparation method thereof.
A kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum, by the raw material group of following weight portion Into：α, alpha, omega-dihydroxy polydimethyl siloxane 55-70 parts, Nano-meter SiO_22 5-9 parts, epoxy prapanol 10-18 parts, PPG 20-30 parts, 2,4- toluene di-isocyanate(TDI) 12-18 parts, dibutyl tin laurate 1-2 parts, gamma-aminopropyl-triethoxy-silane 7-16 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, iron oxide 2-4 parts, cerium oxide 2-4 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 reaction 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 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 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, three ethoxy of γ-aminopropyl 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：
By α, alpha, omega-dihydroxy polydimethyl siloxane and step（3）The silane end capped polyurethane performed polymer of preparation, tetra-n-butyl titanium Acid esters, hydroxyl scavenger, in adding planetary mixer, are kept for vacuum 0.08-0.09MPa stirring 35-45 minutes, add oxidation Iron, cerium oxide, are heated to 95-105 DEG C and vacuumize, and are kept for vacuum 0.08-0.09MPa stirring 20-35 minutes, obtain high temperature resistant The fluid sealant is loaded sealing preserve in plastic rubber bottle by platen by silicone 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 with-NCO using gamma-aminopropyl-triethoxy-silane, 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 When agent, moisture in air is contacted, rapid there is the Si-OH bases that hydrolysis generated in silanol, with rubber that condensation occurs be anti- 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 in base polyurethane prepolymer for use as afterwards, 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, the elongation of colloid, tensile strength, storage is made The combination properties such as stability are improved.
（3）The present invention introduces base polyurethane prepolymer for use as in colloid, while adding iron oxide, cerium oxide, hence it is evident that improve silicone The heat resistance of fluid sealant, reaches preferable sealing effectiveness when using under the high temperature conditions.
Specific embodiment
A kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum, by the raw material group of following weight portion Into：α, alpha, omega-dihydroxy polydimethyl siloxane 65, Nano-meter SiO_22 7, epoxy prapanol 16, PPG 25,2,4- toluene two are different Cyanate 15, dibutyl tin laurate 2, gamma-aminopropyl-triethoxy-silane 12, appropriate absolute methanol, 0.4mol/L methyl alcohol Appropriate sodium solution, appropriate amount of ethanol, tetra-n-butyl titanate esters 3, hydroxyl scavenger 2, iron oxide 3, cerium oxide 3.
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 stop 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, is received Rice SiO2Composite polyurethane performed polymer；
（3）The synthesis of silane end capped polyurethane performed polymer：
Above-mentioned composite polyurethane performed polymer, three ethoxy of γ-aminopropyl 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：
By α, alpha, omega-dihydroxy polydimethyl siloxane and step（3）The silane end capped polyurethane performed polymer of preparation, tetra-n-butyl titanium Acid esters, hydroxyl scavenger, in adding planetary mixer, keep vacuum 0.08-0.09MPa to stir 40 minutes, addition iron oxide, Cerium oxide, is heated to 97 DEG C and vacuumizes, and is kept for vacuum 0.08-0.09MPa stirring 20-35 minutes, obtains thermostable silicone close The fluid sealant is loaded sealing preserve in plastic rubber bottle by platen by sealing.
Wherein, the hydroxyl scavenger is HMDS.
The performance test results：
Tensile strength：2.28MPa, shear strength：2.13MPa, elongation at break：247%, hardness：44A；
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 high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum, it is characterised in that by following weight portion Raw material composition：α, alpha, omega-dihydroxy polydimethyl siloxane 55-70 parts, Nano-meter SiO_22 5-9 parts, epoxy prapanol 10-18 parts are gathered Ethoxylated polyhydric alcohol 20-30 parts, 2,4- toluene di-isocyanate(TDI) 12-18 parts, dibutyl tin laurate 1-2 parts, three second of γ-aminopropyl TMOS 7-16 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, iron oxide 2-4 parts, cerium oxide 2-4 parts.
2. the system of a kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum 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 reaction 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 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 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, three ethoxy of γ-aminopropyl 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：
By α, alpha, omega-dihydroxy polydimethyl siloxane and step（3）The silane end capped polyurethane performed polymer of preparation, tetra-n-butyl titanium Acid esters, hydroxyl scavenger, in adding planetary mixer, are kept for vacuum 0.08-0.09MPa stirring 35-45 minutes, add oxidation Iron, cerium oxide, are heated to 95-105 DEG C and vacuumize, and are kept for vacuum 0.08-0.09MPa stirring 20-35 minutes, obtain high temperature resistant The fluid sealant is loaded sealing preserve in plastic rubber bottle by platen by silicone sealant.
3. a kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum according to claims 1,2 Preparation method, it is characterised in that the hydroxyl scavenger is HMDS.
CN201610946575.1A 2016-10-26 2016-10-26 A kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum and preparation method thereof Withdrawn CN106543956A (en)

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CN201610946575.1A CN106543956A (en) 2016-10-26 2016-10-26 A kind of high-temperature resistant one-component type silane end capped polyurethane modified silicone seal gum and preparation method thereof

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113754880A (en) * 2021-08-30 2021-12-07 山东一诺威新材料有限公司 Preparation method of inorganic nano composite polyether polyol
CN115612061A (en) * 2022-11-15 2023-01-17 福建永聚兴新材料科技有限公司 Low-temperature-resistant high-strength thermoplastic elastomer composite material

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113754880A (en) * 2021-08-30 2021-12-07 山东一诺威新材料有限公司 Preparation method of inorganic nano composite polyether polyol
CN113754880B (en) * 2021-08-30 2024-02-23 山东一诺威新材料有限公司 Preparation method of inorganic nano composite polyether polyol
CN115612061A (en) * 2022-11-15 2023-01-17 福建永聚兴新材料科技有限公司 Low-temperature-resistant high-strength thermoplastic elastomer composite material

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