CN101818040A - Fast-curing one-component polyurethane sealant and preparation method thereof - Google Patents
Fast-curing one-component polyurethane sealant and preparation method thereof Download PDFInfo
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Abstract
The invention relates to a sealant, in particular to a fast-curing one-component polyurethane sealant and a preparation method thereof. The fast-curing one-component polyurethane sealant is characterized by comprising 30%-60% of prepolymer containing silyl-terminated polyurethane, 0.2%-5% of silane coupling adhesion promoter, 0.301%-0.35% of catalyst, 10%-40% of plasticizer, 10%-60% of filler and 0.05-1% of antioxidant, wherein the content of each component is represented by the weight percent. The fast-curing one-component polyurethane sealant has the advantages of fast surface drying, fast curing speed, avoidance of impacts caused by the environmental temperature and the humidity, high cross-linking density, high elongation ratio, good adhesion strength, no solvent, environmental protection and excellent adhesive performance to base materials, such as metal, ceramics, glass, silica PVC, ABC, polystyrene, polyacrylate and the like.
Description
Technical field:
The present invention relates to a kind of seal gum, especially a kind of fast-curing one-component polyurethane sealant and preparation method thereof
Background technology:
In automobile and other vehicle glazing and windshield assembly technology, general edge and the car body sash frame surface that polyurethane sealant is coated in glass that adopt, then glass cementation to car body.Generally adopt at present with the single group moisture cure urethanes seal gum of polyurethane prepolymer as major ingredient, polyurethane prepolymer wherein is to be generated by polyol compound and excessive isocyanic ester polyreaction, because the polyurethane sealant that this method generates contains the NCO group of free state and the water of air reacts curing and is cured adhering glass, it is to the humidity of working-yard, temperature is extremely responsive, hot and humid degree, sealing glue solidifying is fast otherwise curing is slower, because China's four seasons are obvious, the working-yard temperature and humidity alters a great deal, and Hyundai Motor production firm is again pipelining, to temperature, the wet-solidifying single-component polyurethane elastic sealant of humidity sensitive is the requirement of incompatibility Hyundai Motor glass pipelining.
Summary of the invention:
Technical problem to be solved by this invention is the deficiency that overcomes the above-mentioned background technology, provides a kind of and is not subjected to working-yard temperature, humidity effect and speed is fast solidifies bonding fast-curing one-component polyurethane sealant
Technical scheme provided by the invention is:
Fast-curing one-component polyurethane sealant, its composition comprises and contains end-silicane-group polyurethane prepolymer 30%-60%, silane coupled adhesion promoter 0.2%-5%, catalyzer 0.301%-0.35%, softening agent 10%-40%, filler 10%-60%, antioxidant 0.05%-1%, the content of above-mentioned each component is in the quality percentage composition.
Preferably, silane coupled adhesion promoter is selected N-ethylene benzyl aminoethyl aminopropyl trimethoxysilane for use, catalyzer adopts dibutyltin diacetate, titanic acid ester composite catalyst, softening agent is selected dioctyl phthalate (DOP) for use, filler is selected talcum powder, active calcium oxide, carbon black, aerosil, light calcium carbonate for use, and antioxidant is selected Ursol D for use; The fast-curing one-component polyurethane sealant prescription is: end-silicane-group polyurethane prepolymer 42kg, talcum powder 5kg, light calcium carbonate 10kg, active calcium oxide 1kg, carbon black 18kg, aerosil 3kg, dioctyl phthalate (DOP) 19kg, N-ethylene benzyl aminoethyl aminopropyl trimethoxysilane 0.3kg, Ursol D 0.2kg, titanic acid ester 0.4kg, dibutyltin diacetate 0.08kg.
Preferably, the end-silicane-group polyurethane prepolymer is to carry out end capping and obtain with functional group's silane opposite end NCO base polyurethane prepolymer, end NCO base polyurethane prepolymer is to generate with polyol compound and isocyanate compound reaction, and functional group's silane comprises N-phenyl γ-An Bingjisanjiayangjiguiwan, γ-urea groups propyl trimethoxy silicane, two (γ-trimethoxy silyl propyl group) amine, N-β-aminoethyl-γ-aminopropyl trimethyl silane, γ-An Bingjisanjiayangjiguiwan, the γ aminopropyl triethoxysilane, γ-sulfenyl propyl trimethoxy silicane, γ-Racemic glycidol oxygen propyl trimethoxy silicane.
Preferably, polyol compound is from polyether glycol, polyester polyol, other main chains contain in the end carboxylic compound of C-C chooses any one kind of them or several combination, isocyanate compound is from tolylene diisocyanate, diphenylmethanediisocyanate, different Buddhist ketone that vulcabond, chooses any one kind of them in the 1-6-hexamethylene diisocyanate or several combination.
Preferably, silane coupled adhesion promoter is from the gamma-methyl allyl acyloxypropyl methoxy silane, triamino silane, two [3-(trimethoxy silyl) propyl group] amine of N-N-, N-β-aminoethyl-γ-An Bingjisanjiayangjiguiwan, N-β-aminoethyl-γ-aminopropyl methyl dimethoxysilane, γ-Huan Yangbingyangbingjisanjiayangjiguiwan, γ-epoxypropoxy methyl dimethoxysilane, N-phenyl-γ-An Bingjisanjiayangjiguiwan, N-phenyl-γ-ammonia isobutyl-methyl dimethoxysilane, dredge basic propyl trimethoxy silicane, the γ aminopropyl trimethoxysilane, γ-An Bingjisanyiyangjiguiwan, choose any one kind of them or several combination in the N-ethylene benzyl aminoethyl aminopropyl trimethoxysilane.
Preferably, catalyzer adopts dibutyltin diacetate, titanic acid ester composite catalyst; Wherein dibutyltin diacetate content is the 0.001%-0.5% of fast-curing one-component polyurethane sealant total mass, and titanic acid ester content is the 0.3%-3% of fast-curing one-component polyurethane sealant total mass.
Preferably, softening agent is to choose any one kind of them from phthalate, alkyl sulfonates, clorafin or several combination.
Preferably, select for use and choose any one kind of them in active calcium oxide, silicon powder, light calcium carbonate, carbon black, polyvinyl chloride resin, talcum powder, titanium dioxide, vacuum glass microballoon, the kaolin or several filler that is mixed into.
The preparation method of described fast-curing one-component polyurethane sealant comprises the steps:
1) getting polyol compound adds in the vacuum reaction still, allow polyol compound under 110 ℃ vacuum environment, dewater 2 hours, make the moisture in the polyol compound be not more than 0.01%, after then the temperature of charge in the vacuum reaction still being reduced to 50 ℃, add isocyanate compound, under nitrogen protection, stir, be heated to 82 ℃, allow polyol compound and isocyanate compound react 4 hours, obtain holding the NCO base polyurethane prepolymer;
2) will hold the NCO base polyurethane prepolymer to add vacuum reaction still internal heating to 50 ℃, under nitrogen protection, add functional group's silane stirring reaction material and slowly rise to 70 ℃, react the phenomenon that occurs appropriate bubbling and slight heat release after 1 hour, begin this moment the NCO base content of system is carried out titrimetry, be reacted to titration always and represent not exist till the free NCO base, cooling, discharging then, finish synthetic;
3) at room temperature in duplicate rows star stirring tank, add the end-silicane-group polyurethane prepolymer in proper order; silane coupled adhesion promoter; catalyzer; softening agent, filler, antioxidant; under vacuum protection, mix, be cooled to 30 ℃; add catalyzer, stir, can obtain thixotropic fast-curing one-component polyurethane sealant.
Preferably, the preparation method of fast-curing one-component polyurethane sealant comprises the steps:
1) gets in polyether-tribasic alcohol (molecular-weight average 4500) the adding vacuum reaction still of 85kg, allow polyether-tribasic alcohol 110 ℃ with under the vacuum environment dehydration 2 hours, make the moisture in the polyether-tribasic alcohol be not more than 0.01%, after then the temperature in the vacuum reaction still being reduced to 50 ℃, add the 15kg diphenylmethanediisocyanate, under nitrogen protection, stir, be heated to 82 ℃, allow polyether-tribasic alcohol and diphenylmethanediisocyanate react 4 hours, obtain holding the NCO base polyurethane prepolymer;
2) 102kg is held the NCO base polyurethane prepolymer add vacuum reaction still internal heating to 50 ℃, under nitrogen protection, add 34kg γ-An Bingjisanjiayangjiguiwan stirring reaction material and slowly rise to 70 ℃, react the phenomenon that occurs appropriate bubbling and slight heat release after 1 hour, begin this moment the NCO base content of system is carried out titrimetry, be reacted to titration always and represent not exist till the free NCO base, cooling, discharging then, finish synthetic;
3) at room temperature in duplicate rows star stirring tank, add 42kg end-silicane-group polyurethane prepolymer in proper order; the 5kg talcum powder; the 10kg light calcium carbonate; the 1kg active calcium oxide; the 18kg carbon black; the 3kg aerosil; the 19kg dioctyl phthalate (DOP); N-ethylene benzyl aminoethyl aminopropyl trimethoxysilane 0.3kg; Ursol D 0.2kg mixes, is cooled to 30 ℃ under vacuum protection, add 0.4kg titanic acid ester and dibutyltin diacetate 80g; stir, can obtain thixotropic fast-curing one-component polyurethane sealant.
Fast-curing one-component polyurethane sealant surface drying of the present invention is fast, curing speed is fast,, be not subjected to envrionment temperature, humidity effect, cross-linking density height, elongation height, bonding strength good, solvent-free, environmental protection, base materials such as metal, pottery, glass, silica PVC, ABC, polystyrene, polyacrylic ester possessed excellent adhesiveproperties, can be used for industrial circles such as automobile industry, transport trade, construction industry, equipment manufacture industry, the vehicle window of the car industry of especially suitable pipelining and the bonding assembling of windshield.
Embodiment
The preparation method of end NCO base polyurethane prepolymer:
The polyether-tribasic alcohol (molecular-weight average 4500) of getting 85kg adds in the vacuum reaction still; allow polyether-tribasic alcohol 110 ℃ with under the vacuum environment dehydration 2 hours; make the moisture in the polyether-tribasic alcohol be not more than 0.01%; after then the temperature in the vacuum reaction still being reduced to 50 ℃, add the 15kg diphenylmethanediisocyanate, under nitrogen protection; stir; be heated to 82 ℃, allow polyether-tribasic alcohol and diphenylmethanediisocyanate react 4 hours, obtain a kind of end NCO base polyurethane prepolymer.
The preparation method of end-silicane-group polyurethane prepolymer:
Hold the NCO base polyurethane prepolymer to add vacuum reaction still internal heating to 50 ℃ 102kg; under nitrogen protection, add 34kg γ-An Bingjisanjiayangjiguiwan stirring reaction material and slowly rise to 70 ℃; react the phenomenon that occurs appropriate bubbling and slight heat release after 1 hour, begin this moment the NCO base content of system is carried out titration.Be reacted to titration represents not exist till the free NCO base always.Cooling, discharging then, finish synthetic.
The fast-curing one-component polyurethane sealant preparation method:
At room temperature order adds 42kg end-silicane-group polyurethane prepolymer in duplicate rows star stirring tank; the 5kg talcum powder; the 10kg light calcium carbonate; the 1kg active calcium oxide; the 18kg carbon black; the 3kg aerosil; the 19kg dioctyl phthalate (DOP), N-ethylene benzyl aminoethyl aminopropyl trimethoxysilane 0.3kg, Ursol D 0.2kg; under vacuum protection, mix, be cooled to 30 ℃; add 0.4kg titanic acid ester and dibutyltin diacetate 80g, stir, can obtain thixotropic fast-curing one-component polyurethane sealant.
Claims (10)
1. fast-curing one-component polyurethane sealant, it is characterized in that its composition comprises contains end-silicane-group polyurethane prepolymer 30%-60%, silane coupled adhesion promoter 0.2%-5%, catalyzer 0.301%-0.35%, softening agent 10%-40%, filler 10%-60%, antioxidant 0.05%-1%, the content of above-mentioned each component is in the quality percentage composition.
2. according to the described fast-curing one-component polyurethane sealant of claim 1, it is characterized in that,
Silane coupled adhesion promoter is selected N-ethylene benzyl aminoethyl aminopropyl trimethoxysilane for use, catalyzer adopts dibutyltin diacetate, titanic acid ester composite catalyst, softening agent is selected dioctyl phthalate (DOP) for use, filler is selected talcum powder, active calcium oxide, carbon black, aerosil, light calcium carbonate for use, and antioxidant is selected Ursol D for use;
The fast-curing one-component polyurethane sealant prescription is: end-silicane-group polyurethane prepolymer 42kg, talcum powder 5kg, light calcium carbonate 10kg, active calcium oxide 1kg, carbon black 18kg, aerosil 3kg, dioctyl phthalate (DOP) 19kg, N-ethylene benzyl aminoethyl aminopropyl trimethoxysilane 0.3kg, Ursol D 0.2kg, titanic acid ester 0.4kg, dibutyltin diacetate 0.08kg.
3. according to claim 1 or 2 described fast-curing one-component polyurethane sealants, it is characterized in that, the end-silicane-group polyurethane prepolymer is to carry out end capping and obtain with functional group's silane opposite end NCO base polyurethane prepolymer, end NCO base polyurethane prepolymer is to generate with polyol compound and isocyanate compound reaction, and functional group's silane comprises N-phenyl γ-An Bingjisanjiayangjiguiwan, γ-urea groups propyl trimethoxy silicane, two (γ-trimethoxy silyl propyl group) amine, N-β-aminoethyl-γ-aminopropyl trimethyl silane, γ-An Bingjisanjiayangjiguiwan, the γ aminopropyl triethoxysilane, γ-sulfenyl propyl trimethoxy silicane, γ-Racemic glycidol oxygen propyl trimethoxy silicane.
4. according to the described fast-curing one-component polyurethane sealant of claim 3, it is characterized in that, polyol compound is from polyether glycol, polyester polyol, other main chains contain in the end carboxylic compound of C-C chooses any one kind of them or several combination, isocyanate compound is from tolylene diisocyanate, diphenylmethanediisocyanate, different Buddhist ketone that vulcabond, chooses any one kind of them in the 1-6-hexamethylene diisocyanate or several combination.
5. according to the described fast-curing one-component polyurethane sealant of claim 1, it is characterized in that silane coupled adhesion promoter is from the gamma-methyl allyl acyloxypropyl methoxy silane, triamino silane, two [3-(trimethoxy silyl) propyl group] amine of N-N-, N-β-aminoethyl-γ-An Bingjisanjiayangjiguiwan, N-β-aminoethyl-γ-aminopropyl methyl dimethoxysilane, γ-Huan Yangbingyangbingjisanjiayangjiguiwan, γ-epoxypropoxy methyl dimethoxysilane, N-phenyl-γ-An Bingjisanjiayangjiguiwan, N-phenyl-γ-ammonia isobutyl-methyl dimethoxysilane, dredge basic propyl trimethoxy silicane, the γ aminopropyl trimethoxysilane, γ-An Bingjisanyiyangjiguiwan, choose any one kind of them or several combination in the N-ethylene benzyl aminoethyl aminopropyl trimethoxysilane.
6. according to the described fast-curing one-component polyurethane sealant of claim 1, it is characterized in that catalyzer adopts dibutyltin diacetate, titanic acid ester composite catalyst; Wherein dibutyltin diacetate content is the 0.001%-0.5% of fast-curing one-component polyurethane sealant total mass, and titanic acid ester content is the 0.3%-3% of fast-curing one-component polyurethane sealant total mass.
7. according to the described fast-curing one-component polyurethane sealant of claim 1, it is characterized in that softening agent is to choose any one kind of them or several combination from phthalate, alkyl sulfonates, clorafin.
8. according to the described fast-curing one-component polyurethane sealant of claim 1, it is characterized in that, select for use and choose any one kind of them in active calcium oxide, silicon powder, light calcium carbonate, carbon black, polyvinyl chloride resin, talcum powder, titanium dioxide, vacuum glass microballoon, the kaolin or several filler that is mixed into.
9. the preparation method of fast-curing one-component polyurethane sealant according to claim 1 is characterized in that: comprise the steps:
1) getting polyol compound adds in the vacuum reaction still, allow polyol compound under 110 ℃ vacuum environment, dewater 2 hours, make the moisture in the polyol compound be not more than 0.01%, after then the temperature of charge in the vacuum reaction still being reduced to 50 ℃, add isocyanate compound, under nitrogen protection, stir, be heated to 82 ℃, allow polyol compound and isocyanate compound react 4 hours, obtain holding the NCO base polyurethane prepolymer;
2) will hold the NCO base polyurethane prepolymer to add vacuum reaction still internal heating to 50 ℃, under nitrogen protection, add functional group's silane stirring reaction material and slowly rise to 70 ℃, react the phenomenon that occurs appropriate bubbling and slight heat release after 1 hour, begin this moment the NCO base content of system is carried out titrimetry, be reacted to titration always and represent not exist till the free NCO base, cooling, discharging then, finish synthetic;
3) at room temperature in duplicate rows star stirring tank, add the end-silicane-group polyurethane prepolymer in proper order; silane coupled adhesion promoter; catalyzer; softening agent, filler, antioxidant; under vacuum protection, mix, be cooled to 30 ℃; add catalyzer, stir, can obtain thixotropic fast-curing one-component polyurethane sealant.
10. as the preparation method of fast-curing one-component polyurethane sealant as described in the claim 9, it is characterized in that: comprise the steps:
1) gets in polyether-tribasic alcohol (molecular-weight average 4500) the adding vacuum reaction still of 85kg, allow polyether-tribasic alcohol 110 ℃ with under the vacuum environment dehydration 2 hours, make the moisture in the polyether-tribasic alcohol be not more than 0.01%, after then the temperature in the vacuum reaction still being reduced to 50 ℃, add the 15kg diphenylmethanediisocyanate, under nitrogen protection, stir, be heated to 82 ℃, allow polyether-tribasic alcohol and diphenylmethanediisocyanate react 4 hours, obtain holding the NCO base polyurethane prepolymer;
2) 102kg is held the NCO base polyurethane prepolymer add vacuum reaction still internal heating to 50 ℃, under nitrogen protection, add 34kg γ-An Bingjisanjiayangjiguiwan stirring reaction material and slowly rise to 70 ℃, react the phenomenon that occurs appropriate bubbling and slight heat release after 1 hour, begin this moment the NCO base content of system is carried out titrimetry, be reacted to titration always and represent not exist till the free NCO base, cooling, discharging then, finish synthetic;
3) at room temperature in duplicate rows star stirring tank, add 42kg end-silicane-group polyurethane prepolymer in proper order; the 5kg talcum powder; the 10kg light calcium carbonate; the 1kg active calcium oxide; the 18kg carbon black; the 3kg aerosil; the 19kg dioctyl phthalate (DOP); N-ethylene benzyl aminoethyl aminopropyl trimethoxysilane 0.3kg; Ursol D 0.2kg mixes, is cooled to 30 ℃ under vacuum protection, add 0.4kg titanic acid ester and dibutyltin diacetate 80g; stir, can obtain thixotropic fast-curing one-component polyurethane sealant.
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