CN109306259A - A kind of photo-curable silicone adhesive and its application in fitting touch screen - Google Patents
A kind of photo-curable silicone adhesive and its application in fitting touch screen Download PDFInfo
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- CN109306259A CN109306259A CN201811041737.2A CN201811041737A CN109306259A CN 109306259 A CN109306259 A CN 109306259A CN 201811041737 A CN201811041737 A CN 201811041737A CN 109306259 A CN109306259 A CN 109306259A
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- 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
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- 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
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- 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
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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- 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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- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The present invention provides a kind of photo-curable silicone adhesive and its applications in fitting touch screen, and adhesive includes following components: 70~90 parts by weight of methoxy-ethylene base silicone oil with I general formula of formula；5~15 parts by weight of epoxy group containing hydrogen silicone oil with II general formula of formula；5~15 parts by weight of 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula；0.01~0.5 parts by weight of 1~30ppm of platinum photo catalyst and tackifier.Its solidification temperature is low and curing rate is fast by making in the methoxy-ethylene base silicone oil with I general formula of formula, the epoxy group containing hydrogen silicone oil with II general formula of formula and the mutual compatibility of 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula for adhesive provided by the invention.The adhesive has the operating time adjustable, can place after the high grade of transparency, low volume shrinking percentage, illumination and continue to solidify.In addition, it adapts to the bonding requirements of the stringent environmentals such as vehicle-carrying display screen to touch screen and glass cover-plate adhesive strength with higher.
Description
Technical field
It is touched the invention belongs to field of adhesive technology more particularly to a kind of photo-curable silicone adhesive and its in fitting
Application in screen.
Background technique
The full coating technique of touch screen carries out fully closed patch to touch screen and glass cover-plate using Liquid optical adhesive
Bonding is closed, has better water proof and dust proof effect, higher mechanical strength and clearer picture compared with old-fashioned double faced adhesive tape bonding
Matter.
Full fitting adhesive used in industrialized production is mainly acrylate liquid glue at present, because it is with curing rate
Fast advantage, but disadvantage is also clearly: 1, acrylate glue curing cubical contraction big, and typically larger than 2%；2, propylene
Yellowing is easy to produce after acid esters glue curing；3, when esters of acrylic acid liquid glue UV curing mode, easily there is dark space not
Solidification, and lead to hot spot phenomenon.These disadvantages make long-term reliability of the acrylate liquid glue when being bonded entirely for touch screen
It is very poor, to harsh environment bad adaptability, therefore the more difficult requirement for adapting to vehicular touch screen.
Summary of the invention
In view of this, the purpose of the present invention is to provide a kind of photo-curable silicone adhesive and its in fitting touch screen
Application, the photo-curable silicone adhesive solidification temperature is low and curing rate is fast.
The present invention provides a kind of photo-curable silicone adhesive, including following components:
70~90 parts by weight of methoxy-ethylene base silicone oil with I general formula of formula；Epoxy group Silicon Containing Hydrogen with II general formula of formula
Oily 5~15 parts by weight；5~15 parts by weight of 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula；Platinum photo catalyst 1~
0.01~0.5 parts by weight of 30ppm and tackifier；
In formula I, 2≤x≤10,10≤y≤150；
In formula II, 2≤a≤10,1≤b≤10, a/b=1；
In formula III, 2≤c≤10,1≤d≤10, c/d=1.
Preferably, the viscosity of the methoxy-ethylene base silicone oil is 100~80000mPa.S；
The viscosity of the epoxy group containing hydrogen silicone oil and 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil is 50~1000mPa.S.
Preferably, the tackifier are selected from one of formula (1), formula (2) and formula (3) structure or a variety of；
- Me indicates methyl in the formula (1), formula (2) and formula (3).
Preferably, the platinum photo catalyst is selected from Pt (II) beta-diketon complex compound, (η 5- cyclopentadienyl group) three (σ-fat
Race) in (η 5- cyclopentadienyl group) three (σ-aliphatic) platinum complex for replacing of platinum complex and C1~C20 aliphatic group one
Kind is several.
Preferably, the platinum photo catalyst is selected from (trimethyl) methyl cyclopentadiene and closes platinum (IV).
It preferably, further include the antioxidant of 0.1~0.5 parts by weight；The antioxidant is selected from Hinered phenols antioxidant.
Preferably, the antioxidant be selected from four [β-(3,5- di-tert-butyl-hydroxy phenyl) propionic acid] pentaerythritol esters and/
Or bis- (1,1- the dimethyl ethyl) -4- hydroxy benzoic propionates of octadecyl -3,5-.
Preferably, ultraviolet source is used when the adhesive curing molding；The ultraviolet light source is selected from metal halogen
Lamp, xenon arc lamp, high-pressure sodium lamp, black light lamp or UV LED.
Preferably, the intensity of illumination when adhesive curing molding is 100~10000mJ/cm2。
The present invention provides a kind of the answering in fitting touch screen of photo-curable silicone adhesive described in above-mentioned technical proposal
With.
The present invention provides a kind of photo-curable silicone adhesive, including following components: the methoxyl group second with I general formula of formula
70~90 parts by weight of alkenyl silicone oil；5~15 parts by weight of epoxy group containing hydrogen silicone oil with II general formula of formula；Ring with III general formula of formula
5~15 parts by weight of oxygen cyclohexyl containing hydrogen silicone oil；0.01~0.5 parts by weight of 1~30ppm of platinum photo catalyst and tackifier.This hair
The adhesive of bright offer passes through in the methoxy-ethylene base silicone oil with I general formula of formula, the epoxy group Silicon Containing Hydrogen with II general formula of formula
Oil and the mutual compatibility of 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula, make that its solidification temperature is low and curing rate is fast.It should
Adhesive has the operating time adjustable, can place after the high grade of transparency, low volume shrinking percentage, illumination and continue to solidify.In addition, it is to touching
Screen and glass cover-plate adhesive strength with higher are touched, the bonding requirements of the stringent environmentals such as vehicle-carrying display screen are adapted to.Experiment knot
Fruit shows: the adhesive is 0.53~0.84MPa to the adhesive strength of glass plate；Can under conditions of being lower than 60 DEG C, in 1~
Reach in 40min and be fully cured, is conducive to improve industrial production efficiency；Light transmittance is more than 99%.
Specific embodiment
The present invention provides a kind of photo-curable silicone adhesive, including following components:
70~90 parts by weight of methoxy-ethylene base silicone oil with I general formula of formula；Epoxy group Silicon Containing Hydrogen with II general formula of formula
Oily 5~15 parts by weight；5~15 parts by weight of 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula；Platinum photo catalyst 1~
0.01~0.5 parts by weight of 30ppm and tackifier；
In formula I, 2≤x≤10,10≤y≤150；
In formula II, 2≤a≤10,1≤b≤10, a/b=1；
In formula III, 2≤c≤10,1≤d≤10, c/d=1.
Adhesive provided by the invention can be placed after having adjustable operating time, the high grade of transparency, low volume shrinking percentage, illumination
The advantages of can continuing solidification, and solidification temperature is low, does not need to be heated at high temperature, and is highly suitable for temperature sensitive touch screen, simultaneously
Laser curing velocity is fast, can effectively improve industrial production efficiency, the effectively save energy, in addition to this, the present invention is to touch screen and glass
Glass cover board adhesive strength with higher, adapts to the bonding requirements of the stringent environmentals such as vehicle-carrying display screen.
Photo-curable silicone adhesive provided by the invention includes the methoxy-ethylene base silicone oil 70~90 with I general formula of formula
Parts by weight:
In formula I, 2≤x≤10,10≤y≤150.
The methoxy-ethylene base silicone oil can be improved the adhesive strength between organic silicon adhesive and substrate.The methoxy
The viscosity of base vinyl silicone oil is preferably 100~80000mPa.S.
In the present invention, the methoxy-ethylene base silicone oil can use its commercial goods, can also be in accordance with the following methods
It is made:
Under platinum catalyst effect, methyl blocking vinyl silicone oil and trimethoxy silane reaction are made,
The platinum catalyst is preferably Karst catalyst.The reaction of methyl blocking vinyl silicone oil and trimethoxy silane
Temperature is preferably 60~90 DEG C, and the time of reaction is preferably 1~4h.Methyl blocking vinyl silicone oil and trimethoxy silane are preferred
It carries out in organic solvent；The organic solvent is preferably selected from hexamethylene.Vinyl silicone oil containing methyl blocking and trimethoxy silicon
Alkane after reaction, preferably adsorb product and filter by the present invention.The adsorbent that the absorption uses preferably includes activity
Charcoal.It is filtered after absorption, obtains clear filtrate, filtrate is preferably distilled into removing solvent again.
Photo-curable silicone adhesive provided by the invention includes 5~15 weight of epoxy group containing hydrogen silicone oil with II general formula of formula
Measure part:
In formula II, 2≤a≤10,1≤b≤10, a/b=1.
The viscosity of the epoxy group containing hydrogen silicone oil is preferably 50~1000mPa.S.In a particular embodiment, the epoxy group
The viscosity of containing hydrogen silicone oil is 500mPa.s.
In the present invention, the epoxy group containing hydrogen silicone oil is preferably made in accordance with the following methods:
Under platinum catalyst effect, containing hydrogen silicone oil is reacted with allyl glycidyl ether, obtains the ring with II general formula of formula
Oxygroup containing hydrogen silicone oil.
The platinum catalyst is preferably Karst catalyst.The reaction temperature of containing hydrogen silicone oil and allyl glycidyl ether is excellent
60~90 DEG C are selected as, the time of reaction is preferably 1~4h.Containing hydrogen silicone oil and allyl glycidyl ether are preferably in organic solvent
It carries out；The organic solvent is preferably selected from hexamethylene.After reaction, the present invention is excellent for containing hydrogen silicone oil and allyl glycidyl ether
Choosing is adsorbed and is filtered to product.The adsorbent that the absorption uses preferably includes active carbon.It is filtered, obtains after absorption
Filtrate is preferably distilled removing solvent again, obtains the epoxy group containing hydrogen silicone oil with II general formula of formula by clear filtrate.
Photo-curable silicone adhesive provided by the invention includes the 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil 5 with III general formula of formula
~15 parts by weight:
In formula III, 2≤c≤10,1≤d≤10, c/d=1.
The viscosity of the 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula is preferably 50~1000mPa.S.Having
In body embodiment, the viscosity of the 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil is 500mPa.s.
The 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula is preferably made in accordance with the following methods:
Under platinum catalyst, by containing hydrogen silicone oil and 1, the reaction of 2- epoxy -4- vinyl cyclohexane is obtained with III general formula of formula
7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil.
In the present invention, the containing hydrogen silicone oil and 1, the platinum catalyst that the reaction of 2- epoxy -4- vinyl cyclohexane uses are excellent
It is selected as Karst catalyst.The temperature that the containing hydrogen silicone oil is reacted with 1,2- epoxy -4- vinyl cyclohexane is preferably 60~90
DEG C, the time of reaction is preferably 1~4h.Containing hydrogen silicone oil and allyl glycidyl ether preferably carry out in organic solvent；It is described
Organic solvent is preferably selected from hexamethylene.Containing hydrogen silicone oil and 1, after reaction, the present invention is preferred for 2- epoxy -4- vinyl cyclohexane
Product is adsorbed and is filtered.The adsorbent that the absorption uses preferably includes active carbon.It is filtered, obtains after absorption
Filtrate is preferably distilled removing solvent again, obtains the 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula by bright filtrate.
Photo-curable silicone adhesive provided by the invention includes 1~30ppm of platinum photo catalyst, preferably 3~25ppm,
More preferably 5~20ppm.The platinum photo catalyst is preferably selected from Pt (II) beta-diketon complex compound, (η 5- cyclopentadienyl group) three
In (η 5- cyclopentadienyl group) three (σ-aliphatic series) platinum complex that (σ-aliphatic series) platinum complex and C1~C20 aliphatic group replace
It is one or more of；It is more preferably selected from (trimethyl) methyl cyclopentadiene and closes platinum (IV).Wave is mainly absorbed using above-mentioned each catalyst
The ultraviolet light between 320~380nm is grown, its catalytic activity can be good at being suppressed under the conditions of being sufficiently protected from light, and use suitable
It can express high catalytic activity after the irradiation of wavelength purple light light, with other component coordinateds, improve adhesive storage and solidification
Performance.The present invention is not particularly limited the source of the platinum photo catalyst, using its commercially available product.
Photo-curable silicone adhesive provided by the invention includes 0.01~0.5 parts by weight of tackifier, preferably 0.05~
0.1 parts by weight.The tackifier are preferably selected from one of formula (1), formula (2) and formula (3) structure or a variety of；
- Me indicates methyl in the formula (1), formula (2) and formula (3).
Tackifier with formula (1), formula (2) and formula (3) structure enable to form chemical bond between adhesive and substrate,
The adhesion strength of adhesive and substrate is effectively improved, meanwhile, tackifier can adjust the viscosity of invention adhesive, with the present invention
In other components synergistic effect improve the mechanical performance of adhesive storage stabilities, curing performance and solidification glue.
In the present invention, the tackifier are preferably made in accordance with the following methods:
Under platinum catalyst effect, 1,3,5,7- tetramethyl-ring tetrasiloxane is reacted with vinyltrimethoxysilane,
Products therefrom is reacted with allyl glycidyl ether again, is obtained with formula (1), formula (2) or formula (3) structure tackifier.
The present invention can be obtained by the additional amount of control vinyltrimethoxysilane with formula (1), formula (2) or formula (3)
Structure tackifier.When the amount ratio of 1,3,5,7- tetramethyl-ring tetrasiloxane and vinyltrimethoxysilane be 1:2.1, obtain
Formula (1) structure tackifier.When the amount ratio of 1,3,5,7- tetramethyl-ring tetrasiloxane and vinyltrimethoxysilane is 1:
1.05, obtain formula (2) structure tackifier.When the dosage of 1,3,5,7- tetramethyl-ring tetrasiloxane and vinyltrimethoxysilane
Than obtaining formula (3) structure tackifier for 1:3.1.
In the present invention, the platinum catalyst used in tackifier preparation is preferably selected from Karst catalyst.1,3,5,7- tetra-
The temperature that methyl cyclotetrasiloxane is reacted with vinyltrimethoxysilane is preferably 60~90 DEG C, and the time is 1~4h.1,3,5,
7- tetramethyl-ring tetrasiloxane is reacted with vinyltrimethoxysilane to carry out preferably in hexamethylene.1,3,5,7- tetramethyl-ring
Tetrasiloxane reacts the product for terminating to obtain with vinyltrimethoxysilane and is preferably also adsorbed and filtered, and the absorption is adopted
Adsorbent preferably includes active carbon.It is filtered after absorption, obtains clear filtrate, filtrate is preferably distilled into removing solvent again
It is reacted again with allyl glycidyl ether afterwards.
In a specific embodiment of the invention, for the tackifier shown in formula (1), preparation process is as follows: will
1,3,5, the 7- tetramethyl-ring tetrasiloxane of containing hydrogen silicone oil and 200g hexamethylene of 1molSi-H sealing end are added in four-hole boiling flask, 2
4.1mol vinyltrimethoxysilane and 0.1g platinum content are added dropwise in hour as the Karst catalyst of 5000ppm, drips
Bi Hou is warming up to 75 DEG C and reacts 2 hours, then cools to room temperature, and 5g active carbon is added and stirs 2 hours, filters through sand core funnel
Clear filtrate is obtained, then filtrate is removed into solvent at 70 DEG C, then react with allyl glycidyl ether, is obtained shown in formula (1)
Tackifier.
In another of the invention specific embodiment, for the tackifier shown in formula (2), preparation process is as follows: will
1,3,5, the 7- tetramethyl-ring tetrasiloxane of containing hydrogen silicone oil and 200g hexamethylene of 1molSi-H sealing end are added in four-hole boiling flask, 2
1.05mol vinyltrimethoxysilane and 0.1g platinum content are added dropwise in hour as the Karst catalyst of 5000ppm, drips
Bi Hou is warming up to 75 DEG C and reacts 2 hours, then reacts 2 hours with 75 DEG C of 1mol allyl glycidyl ether, is subsequently cooled to room
Temperature is added 5g active carbon and stirs 2 hours, clear filtrate is obtained by filtration through sand core funnel, then filtrate is removed solvent at 70 DEG C,
Obtain tackifier shown in formula (2).
It is also preferable to include 0.1~0.5 parts by weight of antioxidant for photo-curable silicone adhesive provided by the invention.The antioxygen
Agent can prevent adhesive to turn to be yellow.The antioxidant is preferably selected from Hinered phenols antioxidant；It is more preferably selected from four [β-(3,5- bis-
Tert-butyl-hydroxy phenyl) propionic acid] pentaerythritol ester and/or bis- (1,1- the dimethyl ethyl) -4- hydroxyls of octadecyl -3,5-
Phenpropionate.In the specific embodiment of the invention, antioxidant is specially the antioxidant 1010 and/or antioxygen of BASF AG's production
Agent 1076.
The viscosity of photo-curable silicone adhesive provided by the invention is preferably 1000~50000mPa.S.
Adhesive provided by the invention is a kind of add-on type Stereolithography adhesive, is solidified by ultraviolet light irradiation
Type.Ultraviolet source is used when the adhesive curing molding；The ultraviolet light source is selected from metal halid lamp, xenon arc lamp, height
Pressure mercury lamp, black light lamp or UV LED.Intensity of illumination when the adhesive curing molding is preferably 100~
10000mJ/cm2；More preferably 600~6000mJ/cm2.In a particular embodiment, light energy 3000mJ/cm2Or
600mJ/cm2.For adhesive provided by the invention under the illumination of some strength, the operating time is controllable, in the several seconds to dozens of minutes
It can be fully cured, curing rate is fast, the industrial production efficiency of electronic component can be effectively improved, and solidification temperature is low,
Solidification can be completed in 60 DEG C or less room temperatures, can be used in thermally sensitive substrate.
The present invention provides a kind of the answering in fitting touch screen of photo-curable silicone adhesive described in above-mentioned technical proposal
With.
Above-mentioned photo-curable silicone adhesive is used for the attaching process at opaque position, comprising the following steps:
On the touchscreen by organic silicon adhesive coating, regular hour, colloid in this time are irradiated under ultraviolet source
It is also uncured；
It is bonded at once after irradiation, is placed at room temperature for 1~40min and reaches and be fully cured, complete fitting.
Operation is simple when adhesive provided by the invention is bonded, and is not necessarily to complex device, is convenient for large-scale production application.
In order to further illustrate the present invention, below with reference to embodiment to a kind of photo-curable silicone gluing provided by the invention
Agent and its application in fitting touch screen are described in detail, but they cannot be interpreted as to the scope of the present invention
It limits.
Preparative Example 1: the preparation process of tackifier shown in formula (1):
The containing hydrogen silicone oil 1,3,5,7- tetramethyl-ring tetrasiloxane of 1molSi-H sealing end and 200g hexamethylene are added four mouthfuls
In flask, 2.1mol vinyltrimethoxysilane and 0.1g platinum content are added dropwise in 2 hours and is catalyzed for the Karst of 5000ppm
Agent after being added dropwise, is warming up to 75 DEG C and reacts 2 hours, then react 2 hours with 75 DEG C of 1.0mol allyl glycidyl ether, so
After be cooled to room temperature, be added 5g active carbon stir 2 hours, clear filtrate is obtained by filtration through sand core funnel, then by filtrate in 70 DEG C
Lower removing solvent obtains tackifier shown in formula (1).
Preparative Example 2: the preparation process of tackifier shown in formula (2):
The containing hydrogen silicone oil 1,3,5,7- tetramethyl-ring tetrasiloxane of 1molSi-H sealing end and 200g hexamethylene are added four mouthfuls
In flask, 1.05mol vinyltrimethoxysilane and 0.1g platinum content is added dropwise in 2 hours and is urged for the Karst of 5000ppm
Agent after being added dropwise, is warming up to 75 DEG C and reacts 2 hours, then react 2 hours with 75 DEG C of 1mol allyl glycidyl ether, so
After be cooled to room temperature, be added 5g active carbon stir 2 hours, clear filtrate is obtained by filtration through sand core funnel, then by filtrate in 70 DEG C
Lower removing solvent obtains tackifier shown in formula (2).
Embodiment 1
1.1 sample preparation
Under the conditions of being protected from light, by 45g viscosity be 3000mPa.s methoxy-ethylene base silicone oil, 4g viscosity be 500mPa.s
Epoxy group containing hydrogen silicone oil, 3g viscosity be 500mPa.s 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil, 10ppm (trimethyl) methyl ring penta
Diene closes tackifier and antioxidant 1010 shown in platinum (IV), 0.05g formula (1), stirs evenly, obtains adhesive.
1.2 performance test
1. viscosity test: being tested using rotational viscometer in 25 DEG C.
2. solidifying: being irradiated by the UV/LED lamp that dominant wavelength is 365nm, 600~3000mJ/cm of intensity of illumination2, after illumination
It is placed at room temperature for the record colloidal gel time.
Solidification energy: it is tested using UV-Tntegrator150UV energy meter.
3. hardness: being characterized using needle penetration, tested using Asphalt Penetration tester.
4. adhesive strength: dots of adhesive is coated in glass blocks one side, and another glass blocks right-angled intersection is covered on the glue put
On, illumination curing after the circle of glue point nature levelling formation radius 1.5cm or so uses tensilon after glue is fully cured
Cross pressure-off test pattern carry out adhesive strength test.
5. light transmittance: glue to be measured being fitted into glass cuvette and is solidified, tests cuvette using ultraviolet specrophotometer
Middle glue light transmittance.
6. environmental testing: being put into cooling thermal impact instrument (- 40~90 DEG C) and constant temperature using the touch screen that full attaching process posts
In constant humidity tester (85%RH, 85 DEG C), observation whether there is or not come unglued, crack, jaundice the case where.
For the test result of above-mentioned properties test referring to table 1, table 1 is prepared by the embodiment of the present invention 1~8 and comparative example 1
Photo-curable silicone adhesive the performance test results.
Embodiment 2
Under the conditions of being protected from light, by 45g viscosity be 50000mPa.s methoxy-ethylene base silicone oil, 4g viscosity be 500mPa.s
Epoxy group containing hydrogen silicone oil, 3g viscosity be 500mPa.s 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil, 10ppm (trimethyl) methyl ring penta
Diene closes tackifier and 0.16g antioxidant 1010 shown in platinum (IV), 0.05g formula (1), stirs evenly, obtains adhesive.
Properties test, properties test result ginseng are carried out to gained adhesive according to the test method of embodiment 1
It is shown in Table 1.
Embodiment 3
Under the conditions of being protected from light, by 45g viscosity be 3000mPa.s methoxy-ethylene base silicone oil, 4g viscosity be 500mPa.s
The epoxy group containing hydrogen silicone oil of hydrogen content 0.03%, the hydrogen content 0.3% that 3g viscosity is 500mPa.s 7-oxa-bicyclo[4.1.0 base contain
Hydrogen silicone oil, 30ppm (trimethyl) methyl cyclopentadiene close tackifier and 0.16g antioxidant shown in platinum (IV), 0.05g formula (1)
1010, it stirs evenly, obtains adhesive.
Properties test, properties test result ginseng are carried out to gained adhesive according to the test method of embodiment 1
It is shown in Table 1.
Embodiment 4
Under the conditions of being protected from light, by 45g viscosity be 3000mPa.s methoxy-ethylene base silicone oil, 4g viscosity be 500mPa.s
The epoxy group containing hydrogen silicone oil of hydrogen content 0.03%, the hydrogen content 0.3% that 4g viscosity is 500mPa.s 7-oxa-bicyclo[4.1.0 base contain
Hydrogen silicone oil, 10ppm (trimethyl) methyl cyclopentadiene close tackifier and 0.16g antioxidant shown in platinum (IV), 0.05g formula (1)
1010, it stirs evenly, obtains adhesive.
Properties test, properties test result ginseng are carried out to gained adhesive according to the test method of embodiment 1
It is shown in Table 1.
Embodiment 5
Under the conditions of being protected from light, by 45g viscosity be 3000mPa.s methoxy-ethylene base silicone oil, 4g viscosity be 500mPa.s
The epoxy group containing hydrogen silicone oil of hydrogen content 0.03%, the hydrogen content 0.3% that 3g viscosity is 500mPa.s 7-oxa-bicyclo[4.1.0 base contain
Hydrogen silicone oil, 10ppm (trimethyl) methyl cyclopentadiene close tackifier and 0.16g antioxidant shown in platinum (IV), 0.5g formula (1)
1010, it stirs evenly, obtains adhesive.
Properties test, remaining properties test knot are carried out to gained adhesive according to the test method of embodiment 1
Fruit is referring to table 1.
Embodiment 6
Under the conditions of being protected from light, by 45g viscosity be 3000mPa.s methoxy-ethylene base silicone oil, 4g viscosity be 500mPa.s
The epoxy group containing hydrogen silicone oil of hydrogen content 0.03%, the hydrogen content 0.3% that 3g viscosity is 500mPa.s 7-oxa-bicyclo[4.1.0 base contain
Hydrogen silicone oil, 10ppm (trimethyl) methyl cyclopentadiene close tackifier and 0.16g antioxidant shown in platinum (IV), 0.05g formula (2)
1010, it stirs evenly, obtains adhesive.
Properties test, properties test result ginseng are carried out to gained adhesive according to the test method of embodiment 1
It is shown in Table 1.
Embodiment 7
Under the conditions of being protected from light, by 45g viscosity be 3000mPa.s vinyl silicone oil, 4g viscosity be 500mPa.s epoxy
Base containing hydrogen silicone oil, 3g viscosity are the 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil of 500mPa.s, the conjunction of 10ppm (trimethyl) methyl cyclopentadiene
Tackifier shown in platinum (IV) and 0.05g formula (1), stir evenly, obtain adhesive.
Properties test, properties test result ginseng are carried out to gained adhesive according to the test method of embodiment 1
It is shown in Table 1.
Embodiment 8
Using 1 glue of embodiment, change condition of cure, reduces light energy.
Properties test, properties test result ginseng are carried out to gained adhesive according to the test method of embodiment 1
It is shown in Table 1.
Comparative example 1
Using 1 glue of embodiment, change condition of cure, without illumination.
Properties test, properties test result ginseng are carried out to gained adhesive according to the test method of embodiment 1
It is shown in Table 1.
The performance test results of adhesive prepared by 1 embodiment of the present invention 1~8 of table and comparative example 1
By the above test result it is found that adhesive solidification temperature provided by the invention is low and curing rate is fast, can be lower than
60 DEG C under room temperature, reach in 1~40min and are fully cured, and adjustment light energy can change gel time, to change
Operating time, glue is more than and will not all solidify for 24 hours under the conditions of being protected from light completely.The viscosity for changing vinyl silicone oil can change gluing
The viscosity of agent, on adhesive, other properties do not influence for the variation of viscosity, therefore adhesive provided by the invention can fit
Answer various viscosity requirements.It is strong that the type and dosage for changing tackifier can make adhesive of the invention reach ideal bonding
Degree, but tackifier excessive addition can generate and inhibit cured effect.Reality in addition to embodiment 3, embodiment 5 and embodiment 7
Apply example, after environmental testing cooling thermal impact (- 40~90 DEG C) and constant temperature and humidity test (85%RH, 85 DEG C) 500h without come unglued, without splitting
It stitches, without jaundice, there is stronger reliability.Embodiment 3 and embodiment 5 show to add excessive catalyst and tackifier meeting shadow
The light transmittance for ringing cured glue body, makes colloid turn to be yellow.Embodiment 7 compared with Example 1, illustrates antioxidant 1010 in embodiment 1
Xanthochromia of the colloid under critical conditions can effectively be inhibited after addition.
As seen from the above embodiment, the present invention provides a kind of photo-curable silicone adhesive, including following components: having
70~90 parts by weight of methoxy-ethylene base silicone oil of I general formula of formula；5~15 weight of epoxy group containing hydrogen silicone oil with II general formula of formula
Part；5~15 parts by weight of 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula；1~30ppm of platinum photo catalyst and tackifier
0.01~0.5 parts by weight.Adhesive provided by the invention by with I general formula of formula methoxy-ethylene base silicone oil, have formula
The epoxy group containing hydrogen silicone oil of II general formula and the mutual compatibility of 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula make its solidification temperature
It is fast to spend low and curing rate.The adhesive has the operating time adjustable, can place after the high grade of transparency, low volume shrinking percentage, illumination
Continue to solidify.In addition, it adapts to the stringent ring such as vehicle-carrying display screen to touch screen and glass cover-plate adhesive strength with higher
The bonding requirements in border.The results showed that the adhesive is 0.53~0.84MPa to the adhesive strength of glass plate；It can be low
It under conditions of 60 DEG C, is fully cured in reaching in 1~40min, is conducive to improve industrial production efficiency；Light transmittance is more than
99%.
The above is only a preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art
For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered
It is considered as protection scope of the present invention.
Claims (10)
1. a kind of photo-curable silicone adhesive, including following components:
70~90 parts by weight of methoxy-ethylene base silicone oil with I general formula of formula；Epoxy group containing hydrogen silicone oil 5 with II general formula of formula~
15 parts by weight；5~15 parts by weight of 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil with III general formula of formula；1~30ppm of platinum photo catalyst and increasing
0.01~0.5 parts by weight of stick；
In formula I, 2≤x≤10,10≤y≤150；
In formula II, 2≤a≤10,1≤b≤10, a/b=1；
In formula III, 2≤c≤10,1≤d≤10, c/d=1.
2. photo-curable silicone adhesive according to claim 1, which is characterized in that the methoxy-ethylene base silicone oil
Viscosity is 100~80000mPa.S；
The viscosity of the epoxy group containing hydrogen silicone oil and 7-oxa-bicyclo[4.1.0 base containing hydrogen silicone oil is 50~1000mPa.S.
3. photo-curable silicone adhesive according to claim 1, which is characterized in that the tackifier, which are selected from, has formula
(1), one of formula (2) and formula (3) structure or a variety of；
- Me indicates methyl in the formula (1), formula (2) and formula (3).
4. photo-curable silicone adhesive according to claim 1, which is characterized in that the platinum photo catalyst is selected from Pt
(II) beta-diketon complex compound, (η 5- cyclopentadienyl group) three (σ-aliphatic) platinum complex and C1~C20 aliphatic group replace
One or more of (η -5- cyclopentadienyl group) three (σ-aliphatic) platinum complex.
5. photo-curable silicone adhesive according to claim 4, which is characterized in that the platinum photo catalyst is selected from (three
Methyl) methyl cyclopentadiene conjunction platinum (IV).
6. photo-curable silicone adhesive according to claim 1, which is characterized in that further include 0.1~0.5 parts by weight
Antioxidant；The antioxidant is selected from Hinered phenols antioxidant.
7. photo-curable silicone adhesive according to claim 6, which is characterized in that the antioxidant be selected from four [β-(3,
5- di-tert-butyl-hydroxy phenyl) propionic acid] pentaerythritol ester and/or bis- (1,1- the dimethyl ethyl) -4- of octadecyl -3,5-
Hydroxy benzoic propionate.
8. photo-curable silicone adhesive according to claim 1, which is characterized in that adopted when the adhesive curing molding
Use ultraviolet source；The ultraviolet light source is selected from metal halid lamp, xenon arc lamp, high-pressure sodium lamp, black light lamp or ultra-violet light-emitting two
Pole pipe.
9. photo-curable silicone adhesive according to claim 1, which is characterized in that when the adhesive curing molding
Intensity of illumination is 100~10000mJ/cm2。
10. a kind of application of any one of claim 1~9 photo-curable silicone adhesive in fitting touch screen.
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| CN110951411A (en) * | 2019-12-31 | 2020-04-03 | 广州机械科学研究院有限公司 | Single-component addition type organic silicon sealing adhesive and preparation method thereof |
| CN111825842A (en) * | 2020-08-06 | 2020-10-27 | 广州市斯洛柯高分子聚合物有限公司 | Alkyl hydrogen-containing organic silicon prepolymer and preparation method thereof |
| CN112280527A (en) * | 2020-10-23 | 2021-01-29 | 东莞市派乐玛新材料技术开发有限公司 | Liquid organic silicon optical adhesive and preparation method and application thereof |
| CN113185947A (en) * | 2021-04-30 | 2021-07-30 | 广州市高士实业有限公司 | Mixed crosslinking system two-component hollow sealant |
| WO2022140877A1 (en) * | 2020-12-28 | 2022-07-07 | 广州市白云化工实业有限公司 | Addition-type silicone rubber having high adhesive strength and preparation method therefor |
| WO2023195268A1 (en) * | 2022-04-07 | 2023-10-12 | 信越化学工業株式会社 | Silicone pressure-sensitive adhesive composition, silicone pressure-sensitive adhesive, pressure-sensitive adhesive film, image display device, and method for evaluating silicone pressure-sensitive adhesive |
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| WO2022140877A1 (en) * | 2020-12-28 | 2022-07-07 | 广州市白云化工实业有限公司 | Addition-type silicone rubber having high adhesive strength and preparation method therefor |
| CN113185947A (en) * | 2021-04-30 | 2021-07-30 | 广州市高士实业有限公司 | Mixed crosslinking system two-component hollow sealant |
| CN113185947B (en) * | 2021-04-30 | 2022-11-11 | 广州市高士实业有限公司 | Mixed crosslinking system two-component hollow sealant |
| WO2023195268A1 (en) * | 2022-04-07 | 2023-10-12 | 信越化学工業株式会社 | Silicone pressure-sensitive adhesive composition, silicone pressure-sensitive adhesive, pressure-sensitive adhesive film, image display device, and method for evaluating silicone pressure-sensitive adhesive |
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Application publication date: 20190205 |