CN106316147B - A kind of activator and preparation method thereof - Google Patents
A kind of activator and preparation method thereof Download PDFInfo
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- CN106316147B CN106316147B CN201610597477.1A CN201610597477A CN106316147B CN 106316147 B CN106316147 B CN 106316147B CN 201610597477 A CN201610597477 A CN 201610597477A CN 106316147 B CN106316147 B CN 106316147B
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- silane
- activator
- modified amido
- alkyl compound
- amino silicone
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- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/006—Surface treatment of glass, not in the form of fibres or filaments, by coating with materials of composite character
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
- C03C17/30—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with silicon-containing compounds
-
- 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
- C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
- C09J5/02—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers involving pretreatment of the surfaces to be joined
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C2217/00—Coatings on glass
- C03C2217/20—Materials for coating a single layer on glass
- C03C2217/29—Mixtures
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C2217/00—Coatings on glass
- C03C2217/90—Other aspects of coatings
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/50—Additional features of adhesives in the form of films or foils characterized by process specific features
-
- 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
- C09J2400/00—Presence of inorganic and organic materials
- C09J2400/10—Presence of inorganic materials
- C09J2400/14—Glass
- C09J2400/146—Glass in the pretreated surface to be joined
-
- 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
- C09J2475/00—Presence of polyurethane
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Geochemistry & Mineralogy (AREA)
- Materials Engineering (AREA)
- Composite Materials (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Sealing Material Composition (AREA)
Abstract
This application provides a kind of activators, including：Modified amido silane and solvent；The modified amido silane is reacted by amino silicone alkyl compound and silane modifier to be made；The silane modifier is one or more in single glycidyl oxirane, bis-epoxy glycidol ether and multi-epoxy glycidol ether.Using activator provided by the present application, the caking property between glass baseplate and polyurethane adhesive can not only be improved, can more enhance the bond effect between lacquer painting base material and polyurethane adhesive.
Description
Technical field
The present invention relates to surface conditioning agent technical field, more particularly to a kind of activator and preparation method thereof.
Background technology
Wet-solidifying single-component polyurethane adhesive is widely used in the assembling process of automobile wind shield glass, in order to enhance wind
The bond effect between glass baseplate and polyurethane adhesive is kept off, in the prior art usually used cleaning activator and silane coupling agent,
During use, first cleans glass surrounding and sash-dips cleaning activator cleaning glass-brushing silane coupling agent-painting fluid sealant,
Glue-applying technique need to make two bites at a cherry in above-mentioned technology, complex, and be easy failure, and bond effect is poor, is susceptible to glass
Glass phenomenon.In order to be more convenient to use and improve the bond effect between glass baseplate and polyurethane adhesive, the prior art pair
Activator constantly makes improvement.
However, in the devices assembling process such as automobile assembling and other electronics, electric appliance, it is poly- except that need to be pasted to glass baseplate
Outside urethane glue, also tend to be related to the stickup of the sealing to lacquer painting base material, and the improved activator proposed in the prior art is usual
It is but to be rarely reported to the activator product of lacquer painting base material for glass baseplate.As application No. is 200610019424
Patent report a kind of glass treatment agent, the glass treatment agent can improve the bonding between glass baseplate and polyurethane adhesive
Effect, but for lacquer painting base material, bond effect is poor.
Invention content
In view of this, the purpose of the present invention is to provide a kind of activator and preparation method thereof, the activator is except improvement glass
Outside caking property between glass base material and polyurethane adhesive, additionally it is possible to enhance the bonding between lacquer painting base material and polyurethane adhesive
Effect.
This application provides a kind of activators, including：Modified amido silane and solvent；
The modified amido silane is reacted by amino silicone alkyl compound and silane modifier to be made；
The silane modifier is in single glycidyl oxirane, bis-epoxy glycidol ether and multi-epoxy glycidol ether
It is one or more.
Preferably, the amino silicone alkyl compound is monoamine radical siloxane and one kind or more in polyamino siloxanes
Kind；
The solvent is one or more in hexane, heptane, octane, ethyl acetate and butanone.
Preferably, the amino silicone alkyl compound is aminopropyl trimethoxysilane, N- (β-aminoethyl)-γ-ammonia third
It is one or more in base trimethoxy silane, N- (normal-butyl)-γ-aminopropyltrimethoxysilane；
It is sweet that the silane modifier is n-butyl glycidyl ether, ethylene glycol diglycidylether, resorcinol two shrink
It is one or more in oily ether, trihydroxymethylpropanyltri diglycidyl ether.
Preferably, the mass ratio of the modified amido silane and the solvent is (3~15)：(85~97).
Present invention also provides a kind of preparation methods of activator, include the following steps：
A amino silicone alkyl compound is mixed with silane modifier), is reacted, modified amido silane is obtained；
The silane modifier is in single glycidyl oxirane, bis-epoxy glycidol ether and multi-epoxy glycidol ether
It is one or more；
B the modified amido silane is mixed with solvent), obtains activator.
Preferably, the amino silicone alkyl compound is monoamine radical siloxane and one kind or more in polyamino siloxanes
Kind.
Preferably, the molar ratio of the amino silicone alkyl compound and the silane modifier is 1:(0.3~3)；
The mass ratio of the modified amido silane and the solvent is (3~15)：(85~97).
Preferably, the temperature of the reaction is 20~70 DEG C.
Preferably, the solvent is one or more in hexane, heptane, octane, ethyl acetate and butanone.
Preferably, the amino silicone alkyl compound is aminopropyl trimethoxysilane, N- (β-aminoethyl)-γ-ammonia third
It is one or more in base trimethoxy silane, N- (normal-butyl)-γ-aminopropyltrimethoxysilane；
It is sweet that the silane modifier is n-butyl glycidyl ether, ethylene glycol diglycidylether, resorcinol two shrink
It is one or more in oily ether, trihydroxymethylpropanyltri diglycidyl ether.
Compared with prior art, activator provided by the present application includes：Modified amido silane and solvent；The modified amido
Silane is reacted by amino silicone alkyl compound and silane modifier to be made；The silane modifier be single glycidyl oxirane,
It is one or more in bis-epoxy glycidol ether and multi-epoxy glycidol ether.Using activator provided by the present application, not only
The caking property between glass baseplate and polyurethane adhesive can be improved, can more be enhanced between lacquer painting base material and polyurethane adhesive
Bond effect.
Description of the drawings
In order to more clearly explain the embodiment of the invention or the technical proposal in the existing technology, to embodiment or will show below
There is attached drawing needed in technology description to be briefly described, it should be apparent that, the accompanying drawings in the following description is only this
The embodiment of invention for those of ordinary skill in the art without creative efforts, can also basis
The attached drawing of offer obtains other attached drawings.
Fig. 1 is that bonding of the activator that provides of the embodiment of the present application 1 and comparative example 1-2 to polyurethane sealant in lacquer painting is imitated
Fruit schematic diagram；
Bonding of the activator that Fig. 2 the embodiment of the present application 1 and comparative example 1-2 are provided to polyurethane sealant in glass surface is imitated
Fruit schematic diagram.
Specific implementation mode
Below in conjunction with the embodiment of the present invention, technical scheme of the present invention is clearly and completely described, it is clear that institute
The embodiment of description is only a part of the embodiment of the present invention, instead of all the embodiments.Based on the embodiments of the present invention,
Every other embodiment obtained by those of ordinary skill in the art without making creative efforts, belongs to this hair
The range of bright protection.
This application provides a kind of activators, including：Modified amido silane and solvent；
The modified amido silane is reacted by amino silicone alkyl compound and silane modifier to be made；
The silane modifier is in single glycidyl oxirane, bis-epoxy glycidol ether and multi-epoxy glycidol ether
It is one or more.
The present invention is reacted using silane modifier with amino silicone alkyl compound, and modified amino silane is obtained, will
Gained modified amido silane and solvent mixed preparing solution, can not only using the Treatment with activating agent base material in this, as activator
Enough improve the caking property between glass baseplate and polyurethane adhesive, can more enhance between lacquer painting base material and polyurethane adhesive
Bond effect.
Activator provided by the invention includes modified amido silane.The amino silane be by amino silicone alkyl compound and
Silane modifier reaction is made.
In the present invention, the type of the amino silicone alkyl compound is not particularly limited, for the methoxyl group silicon with amino
Alkane, the Ethoxysilane with amino；The amino silicone alkyl compound is preferably monoamine radical siloxane, polyamino silica
It is one or more in alkane.In certain embodiments of the present invention, the amino silicone alkyl compound can be aminopropyl front three
Oxysilane, N- (β-aminoethyl)-γ-aminopropyltrimethoxysilane, N- (normal-butyl)-γ-aminopropyltrimethoxysilane
In it is one or more.
In the present invention, the silane modifier is that molecular weight is sweet less than 1000 shrink with 1,2 glycidyl ethers structures
Oily ether compound；The silane modifier is preferably single glycidyl oxirane, bis-epoxy glycidol ether, multi-epoxy contracting
It is one or more in water glycerin ether.In certain embodiments of the present invention, the silane modifier can be that normal-butyl shrinks
One in glycerin ether, ethylene glycol diglycidylether, resorcinolformaldehyde resin, trihydroxymethylpropanyltri diglycidyl ether
Kind is a variety of.
In the section Example of the present invention, amino silicone alkyl compound reacts the modified amido generated with silane modifier
Silane includes with one or more of in structure shown in following formula (I), formula (II), formula (III) or formula (IV)：
Wherein, R is selected from H-, NH2CH2CH2Or CH3CH2CH2CH2-。
For example, in certain embodiments of the present invention, using ethylene glycol diglycidylether and aminopropyl trimethoxy silicon
Alkane reacts to form modified amido silane, shown in the modified amido silane such as following formula (1) of reaction equation and formation；Using isophthalic two
Phenol diglycidyl ether reacts to form modified amido silane with N- (β-aminoethyl)-γ-aminopropyltrimethoxysilane, reaction
Shown in formula and the modified amido silane such as following formula (2) of formation；Using trihydroxymethylpropanyltri diglycidyl ether and N- (positive fourths
Base)-γ-aminopropyltrimethoxysilane reacts to form modified amido silane, and the modified amido silane of reaction equation and formation is such as
Shown in following formula (3)；It reacts to form modified amido silane with aminopropyl trimethoxysilane using n-butyl glycidyl ether,
Shown in reaction equation and the modified amido silane such as following formula (4) of formation：
Activator provided by the invention further includes solvent.In certain embodiments of the present invention, the solvent can be oneself
It is one or more in alkane, heptane, octane, ethyl acetate and butanone.
In the present invention, the mass ratio of the modified amido silane and the solvent is not particularly limited, preferably (3~
15)：(85~97), more preferably (6~11)：(89~94).
The present invention is reacted using silane modifier with amino silicone alkyl compound, and modified amino silane is obtained, will
Gained modified amido silane and solvent mixed preparing solution, in this, as activator, using the Treatment with activating agent base material, Neng Gouzeng
It is viscous to the sealing of base material to improve polyurethane adhesive for caking property between glass baseplate and lacquer painting base material and polyurethane sealant by force
Tie effect.
The present invention also provides the preparation methods of above-mentioned activator, include the following steps：
A amino silicone alkyl compound is mixed with silane modifier), is reacted, modified amido silane is obtained；
The silane modifier is in single glycidyl oxirane, bis-epoxy glycidol ether and multi-epoxy glycidol ether
It is one or more；
B the modified amido silane is mixed with solvent), obtains activator.
In the present invention, amino silicone alkyl compound is mixed with silane modifier, is reacted, modified amido silane is obtained.
The amino silicone alkyl compound is preferably one or more in monoamine radical siloxane, polyamino siloxanes.
In certain embodiments of the present invention, the amino silicone alkyl compound can be aminopropyl trimethoxysilane, N- (β-ammonia second
Base) it is-γ-aminopropyltrimethoxysilane, one or more in N- (normal-butyl)-γ-aminopropyltrimethoxysilane.
The silane modifier is preferably single glycidyl oxirane, bis-epoxy glycidol ether, multi-epoxy glycidol
It is one or more in ether.In certain embodiments of the present invention, the silane modifier can be n-butyl glycidyl ether,
One kind or more in ethylene glycol diglycidylether, resorcinolformaldehyde resin, trihydroxymethylpropanyltri diglycidyl ether
Kind.
When the amino silicone alkyl compound is mixed with the silane modifier, amino silicone alkyl compound：Silane changes
The molar ratio of property agent is preferably 1:(0.3~3), more preferably 1：(0.5~2).The mode of the mixing is not particularly limited, energy
It is enough that amino silicone alkyl compound is uniformly mixed with silane modifier, such as can be manually to be stirred or mechanical agitation is mixed
It closes.
After mixing by amino silicone alkyl compound and silane modifier, it is reacted, obtains modified amido silane.Institute
The temperature for stating reaction is preferably 20~70 DEG C, more preferably 25~35 DEG C.The time of the reaction is preferably 0.1~2 hour.
The present invention is not particularly limited the sequencing of mixed raw material and temperature control, can be by the two after mixing,
It heats up again；A certain raw material can also be added, be warming up to reaction required temperature, add another raw material.In the certain of the present invention
In embodiment, it can be that silane modifier is first added, be warming up to reaction required temperature, then amino silicone alkanes chemical combination is added thereto
Object.
In the section Example of the present invention, amino silicone alkyl compound reacts the modified amido generated with silane modifier
Silane includes with one or more of in structure shown in following formula (I), formula (II), formula (III) or formula (IV)：
Wherein, R is selected from H-, NH2CH2CH2Or CH3CH2CH2CH2-。
For example, in certain embodiments of the present invention, using ethylene glycol diglycidylether and aminopropyl trimethoxy silicon
Alkane reacts to form modified amido silane, shown in the modified amido silane such as following formula (1) of reaction equation and formation；Using isophthalic two
Phenol diglycidyl ether reacts to form modified amido silane with N- (β-aminoethyl)-γ-aminopropyltrimethoxysilane, reaction
Shown in formula and the modified amido silane such as following formula (2) of formation；Using trihydroxymethylpropanyltri diglycidyl ether and N- (positive fourths
Base)-γ-aminopropyltrimethoxysilane reacts to form modified amido silane, and the modified amido silane of reaction equation and formation is such as
Shown in following formula (3)；It reacts to form modified amido silane with aminopropyl trimethoxysilane using n-butyl glycidyl ether,
Shown in reaction equation and the modified amido silane such as following formula (4) of formation：
In the present invention, after obtaining modified amido silane, modified amido silane is mixed with solvent, obtains activator.At this
In some embodiments of invention, the solvent can be one or more in hexane, heptane, octane, ethyl acetate and butanone.
The mass ratio of the modified amido silane and solvent is preferably (3~15)：(85~97), more preferably (6~11)：(89~
94).The mode of the mixing is not particularly limited, and can be uniformly mixed amino silicone alkyl compound i.e. with silane modifier
Can, such as can be artificial be stirred or mechanical agitation mixing.
The present invention provides a kind of activators and preparation method thereof, compared with the prior art, activator provided by the invention
Or the activator prepared according to the method provided by the invention, glass baseplate and polyurethane adhesive can not only be made to have good
Adhesive property, additionally it is possible to make lacquer painting base material that there is good bond effect with polyurethane adhesive.The experimental results showed that the present invention
No matter the activator of offer all shows excellent bond effect for glass baseplate or lacquer painting base material.
For a further understanding of the present invention, the preferred embodiment of the invention is described with reference to embodiment, still
It should be appreciated that these descriptions are only the feature and advantage further illustrated the present invention, rather than to the claims in the present invention
Limitation.
The raw materials used source of following embodiment of the present invention is not particularly limited, and is commercially available by market, such as poly- ammonia
Ester fluid sealant can be the JS311 polyurethane sealants purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou.In following embodiment
The method of test bond effect is that knife cuts method, and HG/T4363-2012 is implemented according to national standards.
Embodiment 1
Precise 34.8g ethylene glycol diglycidylethers are warming up to 30 DEG C in dry three-necked flask, add while stirring
Enter 36g aminopropyl trimethoxysilanes, stirred evenly after charging, isothermal reaction 1h obtains modified amido silane.To gained
930g heptane is added in modified amido silane, continues to stir 0.5h, discharging obtains activator.Modified amido in gained activator
The mass percent of silane is 7.08%.Gained activator is sub-packed in closed container, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant is beaten in face, the bond effect of polyurethane sealant and substrate surface is tested after 48h, as shown in table 1.
Gained activator is to the bond effect figure of fluid sealant lacquer painting base material as shown in Figure 1, fluid sealant is in 100% cohesion of lacquer painting
It destroys；Gained activator is to the bond effect figure of fluid sealant glass baseplate as shown in Fig. 2, fluid sealant is in 100% cohesion of glass surface
It destroys.
Embodiment 2
Precise 44.4g resorcinolformaldehyde resins are warming up to 30 DEG C, while stirring in dry three-necked flask
44.4gN- (β-aminoethyl)-γ-aminopropyltrimethoxysilane is added, is stirred evenly after charging, isothermal reaction 1h is obtained
To modified amido silane.911g heptane is added into gained modified amido silane, continues to stir 0.5h, discharging obtains activator.
The mass percent of modified amido silane is 8.88% in gained activator.Gained activator is sub-packed in closed container, is waited for
With.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Embodiment 3
Precise 34.8g ethylene glycol diglycidylethers are warming up to 30 DEG C in dry three-necked flask, add while stirring
Enter 36g aminopropyl trimethoxysilanes, stirred evenly after charging, isothermal reaction 1h obtains modified amido silane.To gained
930g butanone is added in modified amido silane, continues to stir 0.5h, discharging obtains activator.Modified amido in gained activator
The mass percent of silane is 7.08%.Gained activator is sub-packed in closed container, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Embodiment 4
Precise 60.4g trihydroxymethylpropanyltri diglycidyl ethers are warming up to 30 DEG C, while stirring in dry three-necked flask
It mixes side and 36gN- (normal-butyl)-γ-aminopropyltrimethoxysilane is added, stirred evenly after charging, isothermal reaction 1h is obtained
To modified amido silane.892g hexanes are added into gained modified amido silane, continue to stir 0.5h, discharging obtains activator.
The mass percent of modified amido silane is 10.8% in gained activator.Gained activator is sub-packed in closed container, is waited for
With.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Embodiment 5
Precise 26.4g n-butyl glycidyl ethers are warming up to 30 DEG C, are added while stirring in dry three-necked flask
36g aminopropyl trimethoxysilanes stir evenly after charging, and isothermal reaction 1h obtains modified amido silane.Change to gained
Property amino silane in be added 930g octanes, continue stir 0.5h, discharging, obtain activator.Modified amido silicon in gained activator
The mass percent of alkane is 6.24%.Gained activator is sub-packed in closed container, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Embodiment 6~13
36g aminopropyl trimethoxysilanes in embodiment 1 are replaced with into 44.4gN- (β-aminoethyl)-γ-aminopropyls three
Methoxy silane, as embodiment 6；
36g aminopropyl trimethoxysilanes in embodiment 1 are replaced with into 36gN- (normal-butyl)-γ-aminopropyl trimethoxies
Base silane, as embodiment 7；
44.4gN- (β-aminoethyl)-γ-aminopropyltrimethoxysilane in embodiment 2 is replaced with into 36g aminopropyls three
Methoxy silane, as embodiment 8；
44.4gN- (β-aminoethyl)-γ-aminopropyltrimethoxysilane in embodiment 2 is replaced with into 36gN- (positive fourths
Base)-γ-aminopropyltrimethoxysilane, as embodiment 9；
36gN- (normal-butyl)-γ-aminopropyltrimethoxysilane in embodiment 3 is replaced with into 36g aminopropyl trimethoxies
Base silane, as embodiment 10；
36gN- (normal-butyl)-γ-aminopropyltrimethoxysilane in embodiment 3 is replaced with into 44.4gN- (β-ammonia second
Base)-γ-aminopropyltrimethoxysilane, as embodiment 11；
36g aminopropyl trimethoxysilanes in embodiment 4 are replaced with into 36gN- (normal-butyl)-γ-aminopropyl trimethoxies
Base silane, as embodiment 12；
36g aminopropyl trimethoxysilanes in embodiment 4 are replaced with into 36gN- (normal-butyl)-γ-aminopropyl trimethoxies
Base silane, as (structure such as formula (I), the formula of modified amido silane in 6~13 gained activator of embodiment of embodiment 13
(II), formula (III) or formula (IV) are shown).
According to the bond effect of 6~13 gained activator of test method testing example of embodiment 1, the results show that close
Sealing reaches 80%~100% cohesional failure in lacquer painting, and fluid sealant reaches 80%~100% cohesional failure in glass surface.
Embodiment 14
Precise 44.4g resorcinolformaldehyde resins are warming up to 30 DEG C, while stirring in dry three-necked flask
44.4gN- (β-aminoethyl)-γ-aminopropyltrimethoxysilane is added, is stirred evenly after charging, isothermal reaction 1h is obtained
To modified amido silane.911g ethyl acetate is added into gained modified amido silane, continues to stir 0.5h, discharging is lived
Agent.The mass percent of modified amido silane is 8.88% in gained activator.Gained activator is sub-packed in closed container
In, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Embodiment 15
Precise 34.8g ethylene glycol diglycidylethers are warming up to 30 DEG C in dry three-necked flask, add while stirring
Enter 36g aminopropyl trimethoxysilanes, stirred evenly after charging, isothermal reaction 1h obtains modified amido silane.To gained
930g methanol is added in modified amido silane, continues to stir 0.5h, discharging obtains activator.Modified amido in gained activator
The mass percent of silane is 7.08%.Gained activator is sub-packed in closed container, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Embodiment 16
Precise 11.1g resorcinolformaldehyde resins are warming up to 30 DEG C, while stirring in dry three-necked flask
11.1gN- (β-aminoethyl)-γ-aminopropyltrimethoxysilane is added, is stirred evenly after charging, isothermal reaction 1h is obtained
To modified amido silane.911g heptane is added into gained modified amido silane, continues to stir 0.5h, discharging obtains activator.
The mass percent of modified amido silane is 2.38% in gained activator.Gained activator is sub-packed in closed container, is waited for
With.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Comparative example 1
Precise 69.2g ethylene glycol diglycidylethers are warming up to 30 DEG C, constant temperature 1h in dry three-necked flask.To
930g heptane is added in flask, stirs 0.5h, discharging obtains activator.Ethylene glycol diglycidylether in gained activator
Mass percent is 7.08%.Gained activator is sub-packed in closed container, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Gained activator is to the bond effect figure of fluid sealant lacquer painting base material as shown in Figure 1, fluid sealant is removed in lacquer painting；Gained
Activator is to the bond effect figure of fluid sealant glass baseplate as shown in Fig. 2, fluid sealant is removed in glass surface.
Comparative example 2
Precise 72g aminopropyl trimethoxysilanes are warming up to 30 DEG C, constant temperature 1h in dry three-necked flask.To burning
930g heptane is added in bottle, stirs 0.5h, discharging obtains activator.The matter of aminopropyl trimethoxysilane in gained activator
It is 7.2% to measure percentage.Gained activator is sub-packed in closed container, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Gained activator is to the bond effect figure of fluid sealant lacquer painting base material as shown in Figure 1, fluid sealant is removed in lacquer painting；Gained
Activator is to the bond effect figure of fluid sealant glass baseplate as shown in Fig. 2, fluid sealant is removed in glass surface.
Comparative example 3
Precise 88.8g resorcinolformaldehyde resins are warming up to 30 DEG C, constant temperature 1h in dry three-necked flask.
910g heptane is added into flask, stirs 0.5h, discharging obtains activator.Resorcinol 2-glycidyl in gained activator
The mass percent of ether is 8.88%.Gained activator is sub-packed in closed container, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Comparative example 4
Precise 88.8gN- (β-aminoethyl)-γ-aminopropyltrimethoxysilanes are in dry three-necked flask, heating
To 30 DEG C, constant temperature 1h.910g heptane is added into flask, stirs 0.5h, discharging obtains activator.N- (β-in gained activator
Aminoethyl)-γ-aminopropyltrimethoxysilane mass percent be 8.88%.Gained activator is sub-packed in closed container
In, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Comparative example 5
Precise 108g trihydroxymethylpropanyltri diglycidyl ethers are warming up to 30 DEG C, constant temperature in dry three-necked flask
1h.892g hexanes are added into flask, stir 0.5h, discharging obtains activator.Trimethylolpropane tris contracts in gained activator
The mass percent of water glycerin ether is 10.8%.Gained activator is sub-packed in closed container, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Comparative example 6
Precise 108gN- (normal-butyl)-γ-aminopropyltrimethoxysilane is warming up to 30 in dry three-necked flask
DEG C, constant temperature 1h.892g hexanes are added into flask, stir 0.5h, discharging obtains activator.N- (positive fourths in gained activator
Base)-γ-aminopropyltrimethoxysilane mass percent be 10.8%.Gained activator is sub-packed in closed container, is waited for
With.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
Comparative example 7
Precise 62.4g n-butyl glycidyl ethers are warming up to 30 DEG C, constant temperature 1h in dry three-necked flask.To burning
940g octanes are added in bottle, stir 0.5h, discharging obtains activator.The quality of n-butyl glycidyl ether in gained activator
Percentage is 6.22%.Gained activator is sub-packed in closed container, for use.
Respectively in glass surface base material and the above-mentioned activator of metal lacquer painting base material brushing, after dry tack free, in activator table
Envelope polyurethane sealant (being purchased from Zhijiang Organosilicon Chemical Co., Ltd., Hangzhou) is beaten in face, and polyurethane sealant and base are tested after 48h
The bond effect on material surface, as shown in table 1.
The different activators of table 1 are to fluid sealant in lacquer painting and the bond effect of glass surface
The explanation of above example is only intended to facilitate the understanding of the method and its core concept of the invention.To these embodiments
A variety of modifications will be apparent to those skilled in the art, the general principles defined herein can be with
Without departing from the spirit or scope of the present invention, it realizes in other embodiments.Therefore, the present invention will not be limited
In the embodiments shown herein, and it is to fit to widest model consistent with the principles and novel features disclosed in this article
It encloses.
Claims (5)
1. a kind of activator, which is characterized in that including：Modified amido silane and solvent；
The modified amido silane is reacted by amino silicone alkyl compound and silane modifier to be made；
The amino silicone alkyl compound is aminopropyl trimethoxysilane, N- (β-aminoethyl)-γ-aminopropyl trimethoxy silicon
It is one or more in alkane, N- (normal-butyl)-γ-aminopropyltrimethoxysilane；
The silane modifier be n-butyl glycidyl ether, ethylene glycol diglycidylether, resorcinolformaldehyde resin,
It is one or more in trihydroxymethylpropanyltri diglycidyl ether；
The molar ratio of the amino silicone alkyl compound and the silane modifier is 1:(0.3~3)；
The mass ratio of the modified amido silane and the solvent is (3~15)：(85~97).
2. activator according to claim 1, which is characterized in that the solvent is hexane, heptane, octane, ethyl acetate
With it is one or more in butanone.
3. a kind of preparation method of activator, which is characterized in that include the following steps：
A amino silicone alkyl compound is mixed with silane modifier), is reacted, modified amido silane is obtained；
B the modified amido silane is mixed with solvent), obtains activator；
The amino silicone alkyl compound is aminopropyl trimethoxysilane, N- (β-aminoethyl)-γ-aminopropyl trimethoxy silicon
It is one or more in alkane, N- (normal-butyl)-γ-aminopropyltrimethoxysilane；
The silane modifier be n-butyl glycidyl ether, ethylene glycol diglycidylether, resorcinolformaldehyde resin,
It is one or more in trihydroxymethylpropanyltri diglycidyl ether；
The molar ratio of the amino silicone alkyl compound and the silane modifier is 1:(0.3~3)；
The mass ratio of the modified amido silane and the solvent is (3~15)：(85~97).
4. preparation method according to claim 3, which is characterized in that the temperature of the reaction is 20~70 DEG C.
5. preparation method according to claim 3, which is characterized in that the solvent is hexane, heptane, octane, acetic acid second
It is one or more in ester and butanone.
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| CN111303820B (en) * | 2020-03-09 | 2021-03-26 | 杭州之江新材料有限公司 | Double-component polyurethane structural adhesive for bonding power battery and preparation method thereof |
| WO2022200199A1 (en) | 2021-03-22 | 2022-09-29 | Covestro Deutschland Ag | Method for preparing an adhered article by conducting single-sided gluing |
| EP4071221A1 (en) | 2021-04-06 | 2022-10-12 | Covestro Deutschland AG | Method for preparing an adhered article by conducting single-sided gluing |
| CN113149516B (en) * | 2021-04-29 | 2022-04-15 | 湖南神力胶业集团有限公司 | Low-viscosity high-permeability building concrete reinforcing, leaking stoppage and epoxy waterproof material and preparation method thereof |
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| CN103555244A (en) * | 2013-11-06 | 2014-02-05 | 厦门大学 | Metal/fabric adhesive and preparation and using methods thereof |
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