CN107250313A - Organic silicon pressure adhesive and the laminated body with organic silicon pressure-sensitive adhesive layer - Google Patents
Organic silicon pressure adhesive and the laminated body with organic silicon pressure-sensitive adhesive layer Download PDFInfo
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- CN107250313A CN107250313A CN201680012561.0A CN201680012561A CN107250313A CN 107250313 A CN107250313 A CN 107250313A CN 201680012561 A CN201680012561 A CN 201680012561A CN 107250313 A CN107250313 A CN 107250313A
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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
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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
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
- C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/255—Polyesters
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
-
- 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
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
- Laminated Bodies (AREA)
Abstract
The organic silicon pressure adhesive of the present invention is comprised at least：(A) 25 DEG C of viscosity is the organopolysiloxane with least two alkenyl in more than 100mPas below 10,000mPas, a molecule；(B) 25 DEG C of viscosity is more than the organopolysiloxane in 10,000mPas, a molecule with least two alkenyl；(C) there is the organopolysiloxane of at least three silicon atom bonding hydrogen atom in a molecule；And (D) hydrosilylation reactions catalyst, formed when being peeled off again to the pressure-sensitive adhesive layer that the transfer of adherend is few.
Description
Technical field
The present invention relates to a kind of organic silicon pressure adhesive and with the pressure-sensitive adhesive formed using the pressure adhesive
The laminated body of layer.
Background technology
Small for cover that mobile phone, portable music player, pocket pc etc. can carry with
In the cloche of the display part of type computer or the manufacturing process of touch-screen, the diaphragm (ginseng for protecting them temporarily is used
According to patent document 1).
Such adhesion strength of the diaphragm requirement with following degree：When moving in a manufacturing process, with cloche
Or the adherend such as touch-screen is fully adhered, and it can be easily peeled off when in use.Further also require pressure-sensitive when peeling off again
Adhesive linkage will not be transferred to adherend.
Prior art literature
Patent document
Patent document 1：Japanese Patent Laid-Open 2007-045102 publications
The content of the invention
Invent problem to be solved
Formed it is an object of the invention to provide a kind of when being peeled off again to the pressure-sensitive adhesive that the transfer of adherend is few
The organic silicon pressure adhesive of layer and the few laminated body of the transfer of pressure-sensitive adhesive layer.
Technical scheme
The organic silicon pressure adhesive of the present invention is characterised by that it is comprised at least：
(A) mass parts of organopolysiloxane 100, its 25 DEG C viscosity be more than 100mPas 10,000mPas with
Under, there is at least two alkenyl in a molecule；
(B) mass parts of organopolysiloxane 0.1 are less than 100 mass parts, its in 25 DEG C of viscosity more than 10,
There is at least two alkenyl in 000mPas, a molecule；
(C) organopolysiloxane { adds up to 1 mole, in this composition relative to alkenyl contained in (A) composition and (B) composition
Contained silicon atom bonding hydrogen atom is less than more than 0.5 mole 20 moles of amount }, there is at least three silicon original in one molecule
Sub- bonded hydrogen atoms；And
(D) hydrosilylation reactions catalyst (amount for promoting the hydrosilylation reactions of this composition).
In addition, the laminated body of the present invention is characterised by, its comprising on supporting mass and supporting mass by above-mentioned organic
Pressure-sensitive adhesive layer formed by the hydrosilylation reactions of silicon class pressure adhesive.
Invention effect
The organic silicon pressure adhesive of the present invention is few to the transfer of adherend when being peeled off again with may be formed at
This feature of pressure-sensitive adhesive layer, in addition, the laminated body of the present invention has the few feature of the transfer of pressure-sensitive adhesive layer.
Brief description of the drawings
Fig. 1 is the sectional view of the laminated body of the present invention.
Embodiment
First, the organic silicon pressure adhesive of the present invention is described in detail.
(A) composition is the organopolysiloxane with least two alkenyl in a molecule., can as the alkenyl in (A) composition
Illustrate vinyl, pi-allyl, cyclobutenyl, pentenyl, hexenyl, heptenyl, octenyl, pentenyl, undecenyl, Yi Jishi
The carbon numbers such as two carbene bases are the alkenyl of 2~12, preferred vinyl, hexenyl.Do not limited for the bonding position of the alkenyl,
Silicon atom that can be with the silicon atom bonding, preferably molecule chain end in the silicon atom and/or strand of molecule chain end.Make
For the organic group with silicon atom bonding beyond the alkenyl in (A) composition, it can illustrate：Methyl, ethyl, propyl group, isopropyl, fourth
The carbon numbers such as base, isobutyl group, amyl group, isopentyl, neopentyl, heptyl, octyl group, nonyl, decyl, undecyl, dodecyl be 1~
12 alkyl；The carbon numbers such as phenyl, tolyl, xylyl are 6~12 aryl；The carbon numbers such as benzyl, phenethyl are 7~12 virtue
Alkyl, preferably methyl, phenyl.In addition, not limited for the molecular structure of (A) composition, it can illustrate：Straight-chain, a part
Straight-chain, branched, ring-type and dendroid with side chain, preferably straight-chain, a part have the straight-chain of side chain.
As (A) composition, it can illustrate：The poly- silica of dimethyl that the end of strand two is blocked by dimethyl ethenyl siloxy
Dimethyl polysiloxane that alkane, the end of strand two are blocked by diphenylacetylene siloxy, the end of strand two are by dimethyl
The dimethyl siloxane-methyl phenylsiloxane copolymer of vinyl siloxy end-blocking, the end of strand two is by dimethylvinylsiloxy
Dimethyl siloxane-diphenylsiloxane copolymer of base siloxy end-blocking, the end of strand two is by diphenylacetylene silica
The dimethyl siloxane-methyl phenylsiloxane copolymer of base end-blocking, the end of strand two are sealed by dimethyl ethenyl siloxy
The dimethyl siloxane-methyl vinyl siloxane copolymer at end, the end of strand two are blocked by dimethyl ethenyl siloxy
Dimethyl siloxane-methyl phenyl siloxane-methyl vinyl silicone copolymer, the end of strand two is by dimethylvinylsiloxy
Base siloxy end-blocking dimethyl siloxane-diphenyl siloxane-methyl vinyl silicone copolymer, the end of strand two by
The ethylene methacrylic that the methylvinyl-polysiloxane of trimethylsiloxy group end-blocking, the end of strand two are blocked by trimethylsiloxy group
The methyl ethylene silica that radical siloxane-methyl phenyl siloxane copolymer, the end of strand two are blocked by trimethylsiloxy group
The dimethyl siloxane-methyl ethene that alkane-diphenylsiloxane copolymer and the end of strand two are blocked by trimethylsiloxy group
The mixture of more than two kinds of radical siloxane copolymer and these organopolysiloxanes.
Such (A) composition is more than 100mPas 10, below 000mPas in 25 DEG C of viscosity, is preferably
More than 150mPas below 5000mPas or more than 200mPas below 3000mPas.Because, when (A) composition
Viscosity for above range lower limit more than when, sufficient adhesion strength can be obtained, on the other hand, when the viscosity of (A) composition is
When below the upper limit of above range, it is difficult to cause the transfer of pressure-sensitive adhesive layer.It should be noted that (A) composition is viscous at 25 DEG C
Degree can be utilized and is measured according to JIS K7117-1 rotation viscometer.
(B) composition is the organopolysiloxane with least two alkenyl in a molecule., can as the alkenyl in (B) composition
Illustrate group similar to the above, preferably vinyl, hexenyl.Do not limited for the bonding position of the alkenyl, Ke Yiyu
Silicon atom bonding in the silicon atom and/or strand of molecule chain end.It is used as beyond the alkenyl in (B) composition and silicon atom
The organic group of bonding, can illustrate group similar to the above, preferably methyl, phenyl.In addition, (B) composition can have silicon
Atomistic binding hydroxyl or silicon atom bonding hydrolization group.As the hydrolization group, it can illustrate：Methoxyl group, ethyoxyl, the third oxygen
The carbon numbers such as base are 1~3 alkoxy；Acetoxyl group；Isopropyl alkenyloxy group.In addition, not limited for the molecular structure of (B) composition
It is fixed, it can illustrate：Straight-chain, a part have side chain straight-chain, branched, ring-type and dendroid, preferably straight-chain, one
Divide the straight-chain with side chain.
As (B) composition, in addition to the organopolysiloxane same with (A) composition, it can illustrate：The end of strand two by
The dimethyl siloxane-methyl vinyl siloxane copolymer of dimethyl hydroxyl siloxy end-blocking, the end of strand two is by diformazan
Base hydroxyl siloxy end-blocking dimethyl siloxane-diphenyl siloxane-methyl vinyl silicone copolymer and these have
The mixture of more than two kinds of machine polysiloxanes.
Such (B) composition in 25 DEG C of viscosity more than 10,000mPas, preferably 50, more than 000mPas or
Raw rubber shape is at 25 DEG C.Because, when (B) composition viscosity for above range lower limit more than when, film it is smooth
Property improve.It should be noted that (B) composition can be carried out in 25 DEG C of viscosity using the rotation viscometer according to JIS K7117-1
Determine.In addition, in (B) composition in the case of 25 DEG C of rubber-like of making a living, entering with method specified in foundation JIS K 6249
The degree of plasticization that row is determined.
Relative to the mass parts of (A) composition 100, the content of (B) composition is 0.1 mass parts less than 100 mass parts, excellent
Elect as more than 1 mass parts below 50 mass parts or more than 2 mass parts below 30 mass parts.Because, when the content of (B) composition
During to be more than the lower limit of above range, the flatness of film is improved, on the other hand, when the content of (B) composition is above range
When below the upper limit, even if the transfer of pressure-sensitive adhesive layer can be suppressed and without using the usage amount of organic solvent or reduction organic solvent,
Screening characteristics is also good.
(C) composition is the crosslinking agent of this pressure adhesive, is to have at least three silicon atom bonding hydrogen atom in a molecule
Organopolysiloxane.Do not limited for the bonding position of the silicon atom bonding hydrogen atom, can be former with the silicon of molecule chain end
Silicon atom bonding in son and/or strand., can as the group with silicon atom bonding beyond the hydrogen atom in (C) composition
Illustrate：Methyl, ethyl, propyl group, isopropyl, butyl, isobutyl group, amyl group, isopentyl, neopentyl, heptyl, octyl group, nonyl, the last of the ten Heavenly stems
The carbon numbers such as base, undecyl, dodecyl are 1~12 alkyl；The carbon numbers such as phenyl, tolyl, xylyl are 6~12 virtue
Base；The carbon numbers such as benzyl, phenethyl are 7~12 aralkyl, preferably methyl, phenyl.In addition, for the molecule knot of (C) composition
Structure is not limited, and can be illustrated：Straight-chain, a part have straight-chain, branched, ring-type, the netted and dendroid of side chain, preferably
There is the straight-chain of side chain for straight-chain, a part.
As (C) composition, it can illustrate：Methylhydrogenpolysi,oxane that the end of strand two is blocked by trimethylsiloxy group, point
Dimethyl siloxane-methyl hydrogen siloxane copolymer that the end of subchain two is blocked by trimethylsiloxy group, the end of strand two by
Dimethyl siloxane-methyl hydrogen siloxane-methyl phenyl siloxane copolymer of trimethylsiloxy group end-blocking, the end of strand two
The dimethyl siloxane-methyl hydrogen siloxane copolymer that is blocked by dimethyl hydrogen siloxy, the end of strand two are by dimethyl hydrogen
Dimethyl siloxane-methyl phenyl siloxane-methylhydrogensiloxacopolymer copolymer of siloxy end-blocking, the end of strand two is by diformazan
Base hydrogen siloxy end-blocking methyl phenyl siloxane-methylhydrogensiloxacopolymer copolymer, by formula：R3SiO1/2Represented siloxanes
Unit, formula：R2HSiO1/2Represented siloxane unit and formula：SiO4/2Organic poly- silicon that represented siloxane unit is constituted
Oxygen alkane resin, by formula：R2HSiO1/2Represented siloxane unit and formula：SiO4/2What represented siloxane unit was constituted has
Machine polyorganosiloxane resin, by formula：RHSiO2/2Represented siloxane unit and formula：RSiO3/2Represented siloxane unit or
Formula：HSiO3/2Organopolysiloxane resins that represented siloxane unit is constituted and 2 kinds of these organopolysiloxanes with
On mixture.In above formula, R is methyl, ethyl, propyl group, isopropyl, butyl, isobutyl group, amyl group, isopentyl, neopentyl, heptan
The carbon numbers such as base, octyl group, nonyl, decyl, undecyl, dodecyl are 1~12 alkyl；Phenyl, tolyl, xylyl etc.
Carbon number is 6~12 aryl；The carbon numbers such as benzyl, phenethyl are 7~12 aralkyl.
It is 3~50,000mm preferably in 25 DEG C of kinematic viscosity in addition, the viscosity for (C) composition is not limited2/ S's
In the range of.Because, when the viscosity of (C) composition is more than the lower limit of above range, the volatility reduction of (C) composition, institute
The composition of obtained pressure adhesive is stable, on the other hand, can when the viscosity of (C) composition is below the upper limit of above range
Suppress the transfer of pressure-sensitive adhesive layer.It should be noted that (C) composition can be utilized according to JIS Z8803 in 25 DEG C of kinematic viscosity
Wu Bailuode type viscosimeters be measured.
For the content of (C) composition, add up to 1 mole relative to alkenyl contained in (A) composition and (B) composition, this
Contained silicon atom bonding hydrogen atom is less than more than 0.5 mole 20 moles of amount in composition, and preferably more than 0.7 mole 10 is rubbed
Amount or less than more than 1 mole 8 moles of amount below you.Because, when (C) composition content for above range lower limit with
When upper, the pressure-sensitive adhesive layer with sufficient mechanical property can be formed, on the other hand, when the content of (C) composition is above-mentioned model
When below the upper limit enclosed, the transfer of pressure-sensitive adhesive layer can be suppressed.
(D) composition is for promoting the hydrosilylation reactions of the hydrosilylation reactions of this pressure adhesive to be catalyzed
Agent, can be illustrated：Platinum-type catalyst, palladium class catalyst, preferably rhodium class catalyst, platinum-type catalyst.As the platinum-type catalyst,
It can illustrate：Chloroplatinic acid, the alcoholic solution of chloroplatinic acid, the carbonyl complex of platinum, the alkenyl siloxane complex compound of platinum, the alkene complexing of platinum
Thing, particularly the alkenyl siloxane complex compound from the aspect good with the compatibility of (A) composition, preferably platinum.In the platinum
In alkenyl siloxane complex compound, as alkenyl siloxane, for example, it can enumerate：1,3- divinyl tetramethyl disiloxanes, 1,1,
3,3- tetravinyldimethyldisiloxanes.
(D) content of composition is the amount for the hydrosilylation reactions for promoting this pressure adhesive, specifically, preferably relatively
Catalyst metals in this composition of (A) composition are calculated as the amount in the range of 0.1~1,000ppm with mass unit or are
Amount in the range of 1~500ppm.At this moment because when the content of (D) composition is more than the lower limit of above range, can promote
The hydrosilylation reactions of this pressure adhesive, on the other hand, when the content of (D) composition is below the upper limit of above range,
The problem of resulting pressure-sensitive adhesive layer is not likely to produce coloring etc..
Can also be anti-containing (E) hydrosilylation in the speed of hydrosilylation reactions, this pressure adhesive in order to adjust
Answer inhibitor.As (E) composition, it can illustrate：2- methyl -3- butyne-2-alcohols, 3,5- dimethyl -1- hexin -3- alcohol, 3- first
The alkylols such as base -1- pentyne -3- alcohol, 2- phenyl -3- butyne-2-alcohols, 1- acetylene -1- cyclohexanol；3- methyl-pirylene,
The yne compounds such as 3,5- dimethyl -3- hexene -1- alkynes；1,3,5,7- tetramethyl -1,3,5,7- tetravinyls cyclotetrasiloxane,
The alkenyl siloxanes such as the hexenyl cyclotetrasiloxanes of 1,3,5,7- tetramethyls -1,3,5,7- four；And BTA.
Content for (E) composition is not particularly limited, and is below 5 mass parts preferably with respect to the mass parts of (A) composition 100
Or 3 below mass parts, on the other hand, its lower limit is more than 0.01 mass parts or more than 0.1 mass parts.Because, when (E) into
When the content divided is more than the lower limit of above range, it can be ensured that the up time of coating liquid, on the other hand, when (E) composition
Content for above range the upper limit below when, can be made with common hardening temperature this pressure adhesive harden.
It can also contain to adjust in adhesion strength, this pressure adhesive substantially by (F) R1 3SiO1/2Unit (in formula, R1
For the substituted or non-substituted monovalent hydrocarbon of halogen) and SiO4/2What unit was constituted, relative to SiO4/2The R of unit1 3SiO1/2Unit
Mol ratio is less than more than 0.5 1.5 organopolysiloxane resins.
(F) in composition, R1For the substituted or non-substituted monovalent hydrocarbon of halogen, for example, it can illustrate：
Methyl, ethyl, propyl group, isopropyl, butyl, isobutyl group, amyl group, isopentyl, neopentyl, heptyl, octyl group, nonyl,
The carbon numbers such as decyl, undecyl, dodecyl are 1~12 alkyl；Vinyl, pi-allyl, cyclobutenyl, pentenyl, hexenyl,
The carbon numbers such as heptenyl, octenyl, pentenyl, undecenyl, dodecenyl succinic are 2~12 alkenyl；Phenyl base, tolyl,
The carbon numbers such as xylyl are 6~12 aryl；The carbon numbers such as benzyl, phenethyl are 7~12 aralkyl；Chloromethyl, 3- chloropropyls,
The halogenated alkyls such as 3,3,3- tri- chloropropyls, preferably methyl, vinyl, phenyl.In addition, (F) composition can have silicon atom key
Close hydroxyl or silicon atom bonding hydrolization group.As the hydrolization group, it can illustrate：The carbon such as methoxyl group, ethyoxyl, propoxyl group
Number is 1~3 alkoxy；Acetoxyl group；Isopropyl alkenyloxy group.
(F) composition is substantially by R1 3SiO1/2Unit and SiO4/2Unit is constituted, but in addition, can contain R1 2SiO2/2
Unit or R1SiO3/2R in unit, (F) composition1 3SiO1/2Unit and SiO4/2The total content of unit be preferably 50 mass % with
On, more preferably more than 80 mass %, particularly preferably 100 mass % are only made up of these two kinds of units.
(F) in composition, relative to SiO4/2The R of unit1 3SiO1/2The mol ratio of unit is preferably in the range of 0.5~1.5,
In the range of 0.5~1.0 or in the range of 0.6~0.9.Because, more than the mol ratio is the lower limit of above range
When, the adhesion strength of resulting pressure-sensitive adhesive layer increases, on the other hand, when the mol ratio is below the upper limit of above range,
The viscosity reduction of resulting pressure-sensitive adhesive layer.
(F) content of composition is below 30 mass parts or below 10 mass parts preferably with respect to the mass parts of (A) composition 100.
This is to think, when the content of (F) composition is below the upper limit of above range, can control the viscous of resulting pressure-sensitive adhesive layer
Put forth effort.
In addition, in this pressure adhesive, then can be containing the end of strand two by two as long as not damaging the purpose of the present invention
The dimethyl silica that the dimethyl polysiloxane of methyl hydrogen siloxy end-blocking, the end of strand two are blocked by dimethyl hydrogen siloxy
Methyl phenyl silicone that alkane-methyl phenyl siloxane copolymer, the end of strand two are blocked by dimethyl hydrogen siloxy etc.
Only there are the diorganopolysiloxanecompositions of silicon atom bonding hydrogen atom in the end of strand two；Toluene, dimethylbenzene, hexane, heptane, third
The organic solvents such as ketone, methyl ethyl ketone, methyl iso-butyl ketone (MIBK)；Tetramethoxy-silicane, tetraethoxysilane, dimethylformamide dimethyl epoxide
Silane, aminomethyl phenyl dimethoxysilane, aminomethyl phenyl diethoxy silane, phenyltrimethoxysila,e, methyl trimethoxy epoxide
Silane, MTES, VTES, allyltrimethoxysilanis, allyl ethyl triethoxy silicane
The alkoxyl silicones such as alkane, 3- glycidoxypropyltrimewasxysilanes, 3- methacryloxypropyl trimethoxy silanes
Alkane；And antioxidant, pigment, stabilizer.
Then, the laminated body of the present invention is described in detail by Fig. 1.
The laminated body of the present invention is comprised at least carries out above-mentioned organic silicon pressure adhesive on supporting mass 1 and supporting mass
Pressure-sensitive adhesive layer 2 formed by hydrosilylation reactions.The laminated body of the present invention as described above for example may be used as adhesive film.
As the supporting mass 1, in addition to the inorganic supporting mass such as glass plate, metallic plate, sheet metal, it can also illustrate：
Polyester resin, polyethylene terephthalate resin, polycarbonate resin, polyvinyl resin, acrylic resin, ethylene-propylene
Plastic plate or the films such as copolymer resin, ethylene-vinyl acetate copolymer resin, ethylene-vinyl acrylate copolymer resin,
Its thickness is not limited, it is often preferred that 10~3,000 μm.
In order to improve the adaptation with organic silicon pressure-sensitive adhesive layer 2, priming paint can be carried out to the surface of these supporting masses 1
Processing, sided corona treatment, etching process or corona treatment, especially as priming paint, preferably use organosilicon sticker bottom
Coating compositions.As such organosilicon sticker paint base composition, Japanese Patent Laid-Open No. Sho 54-61242 can be used
Primer composition disclosed in publication, Japanese Patent Laid-Open 3-28283 publications or Japanese Unexamined Patent Publication 2013-139509 publications
Thing.In addition, such organosilicon sticker for example can be by the DOW that is produced to Dow Corning Corporation with paint base composition7499PSA PRIMER and DOWMixture platinum-type catalyst in 7387CROSSLINKER and
Prepare.
It should be noted that do not limited for the method to coating organic silicon pressure adhesive on support membrane 1, can example
Show：Intaglio plate coating, offset printing coating, set gravure, roller coat, reverse roll coating, airblade coating, curtain coating, comma scraper coating.
Then, by making organic silicon pressure adhesive in room temperature or being heated and occur hydrosilylation reactions, from
And pressure-sensitive adhesive layer can be formed on above-mentioned supporting mass.As its heating condition, 15 seconds~5 can be carried out at 60~160 DEG C
Minute.
In the laminated body of the present invention, do not limited for the thickness of pressure-sensitive adhesive layer 2, usually 1~1000 μm of model
In enclosing or in the range of 5~500 μm.
It should be noted that the laminated body of the present invention can be directly coated with this pressure adhesive on supporting mass as described above
It is made, or can also be formed to this pressure adhesive is applied on stripping film or peeling paper by hydrosilylation reactions
After pressure-sensitive adhesive layer, made by the transfer printing for making it be fitted in above-mentioned supporting mass.
Embodiment
The organic silicon pressure adhesive and laminated body of the present invention will be carried out specifically by embodiment, comparative example below
It is bright.It should be noted that the viscosity and degree of plasticization in embodiment are the values in 25 DEG C of measure.In addition, as follows determine adhesion strength and
The transfer of pressure-sensitive adhesive layer.
[viscosity]
Viscosity (mPas) is the value for using the rotary viscosity design determining according to JISK7117-1, dynamic viscosity (mm2/s)
It is to utilize the value determined according to JIS Z8803 Wu Bailuode types viscosimeter.
[degree of plasticization]
Value (25 DEG C, spherical sample application to 4.2g of the degree of plasticization to be determined according to method specified in JIS K 6249
Value during 1kgf load 3 minutes) represent.
[adhesion strength]
Pressure-sensitive adhesive film is cut into 25mm wide, make pressure-sensitive adhesive band, it is crimped on glass using 2kgf rubber rollers
The adherend of glass.Then, 24 hours are stood at room temperature.The cupping machine of low speed (300mm/ minutes) is used for, is utilized
180 ° of stripping methods determine adhesion strength (gf/25mm).
[transfer of pressure-sensitive adhesive layer]
Diaphragm with pressure-sensitive adhesive layer is cut two with 3cm × 4cm size, makes it using 2kgf rubber rollers
On the two sides for being crimped on the glass plate that thickness is 1mm.After it is taken care of 24 hours in 70 DEG C, the baking oven of relative humidity 95%,
Take out, cooled down in room temperature from baking oven.Then, two-sided diaphragm is peeled off, makes to possess the flashlight of LED according to from glass
The rear side of plate tilts 45 degree of mode irradiation light, visually the transfer of observation pressure-sensitive adhesive layer.Further, desk-top fluorescent lamp is utilized
The transfer of the irradiation light in the way of tilting 45 degree from the rear side of glass plate, visually observation pressure-sensitive adhesive layer.Its evaluation is as follows.
◎：Under flashlight or desk-top fluorescent lamp, without dim or foreign matter, the transfer of pressure-sensitive adhesive layer is not found.
○：Under flashlight, somewhat there is dim, but there is no dim or foreign matter under desk-top fluorescent lamp, do not find pressure-sensitive
The transfer of adhesive linkage.
×：Under flashlight and desk-top fluorescent lamp, there is dim, find the transfer of pressure-sensitive adhesive layer.
[preparation of prime treatment pet resin film]
To the pet resin film { lumirror (notes of Dongli Ltd. that thickness is 50 μm
Volume trade mark) } (hereinafter referred to as PET film) middle DOW for adding Dow Corning Corporation7499PSA PRIMER (solids
The mass % of composition 22.6) 100 mass parts, the DOW of Dow Corning CorporationThe matter of 7387CROSSLINIKER 1.4
1,3- divinyl -1,1,3,3- tetramethyl disiloxanes the complex compounds of part, the mass parts of toluene 500 and platinum are measured (in the complex compound
Platinum relative to 7499 above-mentioned solid constituent, 100ppm amount is calculated as with mass unit) and be stirred, Ran Houli
It is coated with Meyer rod (NO.3), it is hardened in 120 DEG C of baking oven 30 seconds.
[embodiment 1]
The poly- silicon of dimethyl that addition viscosity is 385mPas, the end of strand two is blocked by dimethyl ethenyl siloxy
Oxygen alkane (content of vinyl=0.44 mass %) 100 mass parts, viscosity are more than 10,000mPas, the end of strand two by two
Methylhydroxy siloxy end-blocking, a part for side chain have the dimethyl siloxane-methyl vinylsiloxane copolymerization of vinyl
Thing raw rubber (degree of plasticization=160, the mass % of content=0.08 of vinyl) the mass parts of 30 mass % toluene solutions 17.6 (with
Raw rubber is calculated as 5.3 mass parts), dynamic viscosity be 33mm2The dimethyl that/s, the end of strand two are blocked by trimethylsiloxy group
Siloxane-methyl hydrogen siloxane copolymer (content of silicon atom bonding hydrogen atom=1.08 mass %) 4.4 mass parts (relative to
Above-mentioned dimethyl polysiloxane and the vinyl in above-mentioned dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber
1 mole of total amount, silicon atom bonding hydrogen atom in this composition is 3.0 moles of amount), the mass of 2- methyl -3- butyne-2-alcohols 1.1
Part is simultaneously mixed, further 1,3- divinyl -1,1 of mixing platinum, 3,3- tetramethyl disiloxane complex compound (complex compounds
In platinum given birth to relative to above-mentioned dimethyl polysiloxane and above-mentioned dimethyl siloxane-methyl vinyl siloxane copolymer
The total amount of rubber, 50ppm amount is calculated as with mass unit), prepare the toluene solution of organic silicon pressure adhesive.
Then, the solution is coated on prime treatment PET film using applicator, hardened 2 minutes at 140 DEG C, make tool
There is the adhesive film for the pressure-sensitive adhesive layer that thickness is 30 μm.The result of the adhesion strength of the adhesive film and Transfer Experiment is shown in table 1.
[embodiment 2]
The poly- silicon of dimethyl that addition viscosity is 385mPas, the end of strand two is blocked by dimethyl ethenyl siloxy
Oxygen alkane (content of vinyl=0.44 mass %) 100 mass parts, viscosity are more than 10,000mPas, the end of strand two by two
The dimethyl siloxane-methyl vinylsiloxane that methyl ethylene siloxy end-blocking, a part for side chain have vinyl is total to
The mass parts of 30 mass % toluene solutions 17.6 of polymers raw rubber (degree of plasticization=160, the mass % of content=0.22 of vinyl)
(being calculated as 5.3 mass parts using raw rubber), dynamic viscosity is 33mm2/ s, the end of strand two blocked by trimethylsiloxy group two
Methylsiloxane-methylhydrogensiloxacopolymer copolymer (content of silicon atom bonding hydrogen atom=1.08 mass %) 3.8 mass parts (phases
For the ethene in above-mentioned dimethyl polysiloxane and above-mentioned dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber
1 mole of the total amount of base, silicon atom bonding hydrogen atom in this composition is 2.5 moles of amount), 2- methyl -3- butyne-2-alcohols 1.2
Mass parts are simultaneously mixed, further 1,3- divinyl -1,1 of mixing platinum, 3,3- tetramethyl disiloxane complex compound (networks
Platinum in compound is relative to above-mentioned dimethyl polysiloxane and above-mentioned dimethyl siloxane-methyl vinylsiloxane copolymerization
The total amount of thing raw rubber, 50ppm amount is calculated as with mass unit), prepare the toluene solution of organic silicon pressure adhesive.
Then, the solution is coated on prime treatment PET film using applicator, hardened 2 minutes at 140 DEG C, make tool
There is the adhesive film for the pressure-sensitive adhesive layer that thickness is 30 μm.The result of the adhesion strength of the adhesive film and Transfer Experiment is shown in table 1.
[embodiment 3]
The dimethyl that addition viscosity is 2,054mPas, the end of strand two is blocked by dimethyl ethenyl siloxy gathers
Siloxanes (content of vinyl=0.22 mass %) 100 mass parts, viscosity more than 10,000mPas, the end of strand two by
The dimethyl siloxane-methyl vinylsiloxane that dimethyl hydroxyl siloxy end-blocking, a part for side chain have vinyl is total to
Polymers raw rubber (degree of plasticization=160, the mass % of content=0.08 of vinyl) the mass parts of 30 mass % toluene solutions 75 (with
Raw rubber is calculated as 22.5 mass parts), dynamic viscosity be 12.5mm2/ s, the end of strand two blocked by trimethylsiloxy group two
Methylsiloxane-methylhydrogensiloxacopolymer copolymer (content of silicon atom bonding hydrogen atom=0.43 mass %) 8.4 mass parts (phases
For the ethene in above-mentioned dimethyl polysiloxane and above-mentioned dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber
1 mole of the total amount of base, silicon atom bonding hydrogen atom in this composition is 4.0 moles of amount), 2- methyl -3- butyne-2-alcohols 1.3
Mass parts are simultaneously mixed, further 1,3- divinyl -1,1 of mixing platinum, 3,3- tetramethyl disiloxane complex compound (networks
Platinum in compound is relative to above-mentioned dimethyl polysiloxane and above-mentioned dimethyl siloxane-methyl vinylsiloxane copolymerization
The total amount of thing raw rubber, 50ppm amount is calculated as with mass unit), prepare the toluene solution of organic silicon pressure adhesive.
Then, the solution is coated on prime treatment PET film using applicator, hardened 2 minutes at 140 DEG C, make tool
There is the adhesive film for the pressure-sensitive adhesive layer that thickness is 30 μm.The result of the adhesion strength of the adhesive film and Transfer Experiment is shown in table 1.
[embodiment 4]
The poly- silicon of dimethyl that addition viscosity is 385mPas, the end of strand two is blocked by dimethyl ethenyl siloxy
The mass parts of oxygen alkane 100, viscosity are blocked more than 10,000mPas, the end of strand two by dimethyl hydroxyl siloxy, side chain
A part has dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber (degree of plasticization=160, the ethene of vinyl
The mass % of the content of base=0.22) the mass parts of 30 mass % toluene solutions 17.6 (5.3 mass parts are calculated as with raw rubber), power
Viscosity is 12.5mm2The dimethyl siloxane-methyl hydrogen siloxane copolymerization that/s, the end of strand two are blocked by trimethylsiloxy group
Thing (content of silicon atom bonding hydrogen atom=0.43 mass %) 15.5 mass parts are (relative to above-mentioned dimethyl polysiloxane and upper
State 1 mole of the total amount of the vinyl in dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber, the silicon in this composition
Atomistic binding hydrogen atom is 4.0 moles of amount), the mass parts of 2- methyl -3- butyne-2-alcohols 1.2 and mixed, further mixing
(platinum in the complex compound is relative to above-mentioned two for the 1,3- divinyl -1,1,3,3- tetramethyl disiloxanes complex compound of platinum
The total amount of methyl polysiloxane and above-mentioned dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber, with mass unit
It is calculated as 50ppm amount), prepare the toluene solution of organic silicon pressure adhesive.
Then, the solution is coated on prime treatment PET film using applicator, hardened 2 minutes at 140 DEG C, make tool
There is the adhesive film for the pressure-sensitive adhesive layer that thickness is 30 μm.The result of the adhesion strength of the adhesive film and Transfer Experiment is shown in table 1.
[comparative example 1]
The poly- silicon of dimethyl that addition viscosity is 385mPas, the end of strand two is blocked by dimethyl ethenyl siloxy
The mass parts of oxygen alkane 13.2, viscosity are blocked more than 10,000mPas, the end of strand two by dimethyl ethenyl siloxy, side chain
A part there is dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber (plasticity=160, the second of vinyl
The mass % of the content of alkenyl=0.22) the mass parts of 30 mass % toluene solutions 333.3 (100 mass parts are calculated as with raw rubber),
Dynamic viscosity is 33mm2The dimethyl siloxane-methyl hydrogen siloxane that/s, the end of strand two are blocked by trimethylsiloxy group is total to
Polymers (content of silicon atom bonding hydrogen atom=1.08 mass %) 3.4 mass parts (relative to above-mentioned dimethyl polysiloxane and
1 mole of the total amount of vinyl in above-mentioned dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber, in this composition
Silicon atom bonding hydrogen atom is 3.8 moles of amount), by (CH3)3SiO1/2Unit and SiO4/2Unit is constituted, its mol ratio
[(CH3)3SiO1/2Molal quantity/SiO of unit4/2The molal quantity of unit] for 0.8 methylpolysiloxane resin 74 mass % bis-
The mass parts of toluene solution 39.5 (being calculated as 29.2 mass parts with resin), the mass parts of 2- methyl -3- butyne-2-alcohols 1.6 are simultaneously mixed
Close, further 1,3- divinyl -1,1 of mixing platinum, 3, the 3- tetramethyl disiloxane complex compound (platinums in the complex compound
It is total relative to above-mentioned dimethyl polysiloxane and above-mentioned dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber
Amount, 50ppm amount is calculated as with mass unit), prepare the toluene solution of organic silicon pressure adhesive.
Then, the solution is coated on prime treatment PET film using applicator, hardened 2 minutes at 140 DEG C, make tool
There is the adhesive film for the pressure-sensitive adhesive layer that thickness is 30 μm.The result of the adhesion strength of the adhesive film and Transfer Experiment is shown in table 1.
[comparative example 2]
Add viscosity and exceed 10,000mPas, the end of strand two by dimethyl ethenyl siloxy end-blocking, side chain
A part has dimethyl siloxane-methyl vinyl siloxane copolymer raw rubber (plasticity=160, the ethene of vinyl
The mass % of the content of base=0.22) mass parts of 30 mass % toluene solutions 333.3 (100 mass parts are calculated as with raw rubber), dynamic
Power viscosity is 33mm2The dimethyl siloxane-methyl hydrogen siloxane copolymerization that/s, the end of strand two are blocked by trimethylsiloxy group
Thing (content of silicon atom bonding hydrogen atom=1.08 mass %) 3.0 mass parts are (relative to above-mentioned dimethyl siloxane-methyl second
1 mole of vinyl in alkenyl siloxane copolymer raw rubber, the silicon atom bonding hydrogen atom in this composition is 4.0 moles
Amount), the mass parts of 2- methyl -3- butyne-2-alcohols 1.0 and mixed, further 1,3- divinyl -1,1 of mixing platinum, 3,3-
(platinum in the complex compound is relative to above-mentioned dimethyl siloxane-methyl vinyl silica for tetramethyl disiloxane complex compound
Alkyl copolymer raw rubber, 50ppm amount is calculated as with mass unit), prepare the toluene solution of organic silicon pressure adhesive.
Then, the solution is coated on prime treatment PET film using applicator, hardened 2 minutes at 140 DEG C, make tool
There is the adhesive film for the pressure-sensitive adhesive layer that thickness is 30 μm.The result of the adhesion strength of the adhesive film and Transfer Experiment is shown in table 1.
[comparative example 3]
The dimethyl that addition viscosity is 40,700mPas, the end of strand two is blocked by dimethyl ethenyl siloxy gathers
Siloxanes (content of vinyl=0.09 mass %) 100 mass parts, dynamic viscosity are 58.3mm2/ s, the end of strand two by
Trimethylsiloxy group end-blocking dimethyl siloxane-methyl hydrogen siloxane copolymer (content of silicon atom bonding hydrogen atom=
1.01 mass %) and 1.6 mass parts (relative to 1 mole of vinyl in above-mentioned dimethyl polysiloxane, the silicon atom in this composition
Bonded hydrogen atoms are 5.0 moles of amount), the mass parts of 1- acetylene -1- cyclohexanol 0.2 and mixed, further the 1 of mixing platinum,
(platinum of the complex compound is relative to the poly- silicon of above-mentioned dimethyl for 3- divinyl -1,1,3,3- tetramethyl disiloxanes complex compound
Oxygen alkane, 50ppm amount is calculated as with mass unit), prepare the toluene solution of organic silicon pressure adhesive.
Then, the solution is coated on prime treatment PET film using applicator, hardened 2 minutes at 140 DEG C, make tool
There is the adhesive film for the pressure-sensitive adhesive layer that thickness is 30 μm.The result of the adhesion strength of the adhesive film and Transfer Experiment is shown in table 1.
Table 1
* it is) closely sealed bad：Pressure-sensitive adhesive layer is peeled off from PET film, is transferred to glass.
Industrial utilizability
The organic silicon pressure adhesive of the present invention, which can be formed, shifts few pressure-sensitive adhesive layer, therefore is preferred for making
Covering the aobvious of the minicom that mobile phone, portable music player, pocket pc etc. can be carried with
Show the diaphragm used in the cloche in portion or the manufacturing process of touch-screen.In addition, the organic silicon pressure adhesive of the present invention
Can without using organic solvent or reduce organic solvent usage amount, therefore, it is possible to shorten the coating time, it is adaptable in supporting mass
The upper pressure-sensitive adhesive layer for forming thick film.
Symbol description
1 supporting mass
2 pressure-sensitive adhesive layers
Claims (5)
1. a kind of organic silicon pressure adhesive, it is comprised at least：
(A) mass parts of organopolysiloxane 100, it is more than 100mPas 10, below 000mPas, one in 25 DEG C of viscosity
There is at least two alkenyl in molecule；
(B) mass parts of organopolysiloxane 0.1 are less than 100 mass parts, and it is in 25 DEG C of viscosity more than 10,000mPa
There is at least two alkenyl in s, a molecule；
(C) organopolysiloxane { adds up to 1 mole, contained by this composition relative to alkenyl contained in (A) composition and (B) composition
Silicon atom bonding hydrogen atom be less than more than 0.5 mole 20 moles of amount, with least three silicon atom key in one molecule
Close hydrogen atom；And
(D) hydrosilylation reactions catalyst (amount for promoting the hydrosilylation reactions of this composition).
2. organic silicon pressure adhesive according to claim 1, wherein, (A) composition is only in the end of strand two
The organopolysiloxane of the straight-chain of alkenyl is bonded on silicon atom.
3. organic silicon pressure adhesive according to claim 1 or 2, wherein, further containing relative to (A) composition
100 mass parts are (E) hydrosilylation reactions inhibitor below 5 mass parts.
4. a kind of laminated body, it is comprised at least：Make having any one of claims 1 to 3 on supporting mass and supporting mass
Pressure-sensitive adhesive layer formed by hydrosilylation reactions occurs for machine silicon class pressure adhesive.
5. laminated body according to claim 4, wherein, supporting mass is pet resin film.
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| JP2015-043149 | 2015-03-05 | ||
| JP2015043149 | 2015-03-05 | ||
| PCT/JP2016/001181 WO2016139956A1 (en) | 2015-03-05 | 2016-03-03 | Silicone pressure-sensitive adhesive and laminate having silicone pressure-sensitive adhesive layer |
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| CN107250313B CN107250313B (en) | 2020-12-01 |
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| CN201680012561.0A Active CN107250313B (en) | 2015-03-05 | 2016-03-03 | Silicone pressure-sensitive adhesive and laminate having silicone pressure-sensitive adhesive layer |
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| Country | Link |
|---|---|
| JP (1) | JP6663418B2 (en) |
| KR (1) | KR20170126874A (en) |
| CN (1) | CN107250313B (en) |
| TW (1) | TWI688629B (en) |
| WO (1) | WO2016139956A1 (en) |
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| CN111615544A (en) * | 2018-02-19 | 2020-09-01 | 陶氏东丽株式会社 | Silicone pressure sensitive adhesive composition and layered product |
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| CN112703240A (en) * | 2018-08-10 | 2021-04-23 | 陶氏东丽株式会社 | Polyorganosiloxane composition having pressure-sensitive adhesive layer-forming property and use thereof |
| CN113286863A (en) * | 2018-12-13 | 2021-08-20 | 陶氏东丽株式会社 | Silicone adhesive composition and use thereof |
| TWI841735B (en) | 2019-06-13 | 2024-05-11 | 美商陶氏有機矽公司 | Silicone pressure sensitive adhesive composition and preparation and use thereof in protective films for ultrasonic fingerprint sensors |
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| EP3636724A4 (en) * | 2017-05-24 | 2021-01-27 | Nissan Chemical Corporation | Temporary adhesive containing epoxy-modified polysiloxane |
| CN111032814B (en) * | 2017-10-19 | 2022-06-28 | 美国陶氏有机硅公司 | Pressure sensitive adhesive composition, method for preparing same and use in flexible organic light emitting diode applications |
| JP7046197B2 (en) * | 2018-08-10 | 2022-04-01 | ダウ・東レ株式会社 | Pressure-sensitive adhesive layer-forming organopolysiloxane composition and its use |
| JP7465284B2 (en) | 2019-04-25 | 2024-04-10 | サムスン エスディアイ カンパニー，リミテッド | Silicone-based adhesive protective film and optical member including same |
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| CN107250313B (en) | 2020-12-01 |
| WO2016139956A1 (en) | 2016-09-09 |
| JP6663418B2 (en) | 2020-03-11 |
| TWI688629B (en) | 2020-03-21 |
| KR20170126874A (en) | 2017-11-20 |
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| JPWO2016139956A1 (en) | 2017-12-21 |
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