KR20150026035A - Adhesive composition - Google Patents
Adhesive composition Download PDFInfo
- Publication number
- KR20150026035A KR20150026035A KR20130104337A KR20130104337A KR20150026035A KR 20150026035 A KR20150026035 A KR 20150026035A KR 20130104337 A KR20130104337 A KR 20130104337A KR 20130104337 A KR20130104337 A KR 20130104337A KR 20150026035 A KR20150026035 A KR 20150026035A
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- KR
- South Korea
- Prior art keywords
- meth
- monomer
- acrylate
- photocurable
- weight
- Prior art date
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Classifications
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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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
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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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
-
- 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
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The present invention relates to a photocurable monomer composition comprising a urethane (meth) acrylate binder, a hydroxy group-containing (meth) acrylate monomer, a photocurable alicyclic monomer, and a photocurable carboxyl group- The present invention provides a high durability photo-curable pressure-sensitive adhesive composition.
Description
The present invention relates to a high durability photo-curable pressure-sensitive adhesive composition. More specifically, the present invention relates to a high durability photo-curable pressure-sensitive adhesive composition useful as an adhesive composition for an optical film, which is excellent in adhesion and provides high durability.
Photo-curable pressure-sensitive adhesive compositions have been used for attaching and assembling modules such as optical films, display materials and parts.
A mobile display device including a mobile phone generally comprises a liquid crystal display panel and a backlight unit (BLU). Normally, the backlight unit and the liquid crystal display panel are assembled using an adhesive film having a double-sided adhesive force, for example, a rim tape.
The width of conventional rim tape is known to be 2.1-2.2 mm. However, recently, increasing the activation window of the mobile phone has become a general tendency, and there is a limitation in enlarging the activation window of the mobile phone when using the conventional narrow rim tape. That is, the conventional rim tape has a width of 2.1-2.2 mm, which has a mechanical limit to cut to 1 mm or less, and there is a problem that it is difficult for an operator to use such a rim tape.
More importantly, since the rim tape functions to attach the backlight unit and the liquid crystal display panel to each other, when the backlight unit and the liquid crystal display panel are bonded together by cutting the rim tape to a thickness of less than 1 mm , The adhesive force can be reduced to 1/2 or less. This decrease in adhesive strength weakens the adhesive force between the window glass material, which is the liquid crystal display panel, and the polycarbonate material, which is the main material of the backlight unit, so that the adhesion of the backlight unit and the liquid crystal display panel may be shaken even under a weak impact, .
Therefore, it is necessary to develop a photocurable adhesive composition having a high durability, which can easily attach the backlight unit and the liquid crystal display panel according to the tendency of the activation window of the mobile phone.
Further, in order to adhere various optical films, development of a photocurable pressure-sensitive adhesive composition which is suitable for optical materials and has high durability is required.
It is an object of the present invention to provide a photocurable pressure-sensitive adhesive composition which facilitates adhesion of an optical film or a display material and parts and provides high durability.
In order to accomplish the above object, the present invention provides a urethane (meth) acrylate binder; A photocurable monomer containing at least one of a hydroxy group-containing (meth) acrylate monomer, a photocurable alicyclic monomer, and a photocurable carboxyl group-containing monomer; Adhesion promoting monomers; And a photoinitiator. The present invention also provides a photocurable pressure-sensitive adhesive composition comprising:
Also provided is a photocurable pressure-sensitive adhesive composition having an adhesive strength of 30 to 60 N / cm 2 and a viscosity of 3,000 to 10,000 cps at 25 ° C.
The adhesion promoting monomer may be at least one selected from the group consisting of acryloylmorpholine, 2-hydroxyethyl (meth) acrylate phosphate, phosphated epoxy acrylate, 2-methyl-, 2-phosphonoxyethyl ester and tetrahydroperfuryl ) Acrylate. The present invention also provides a photocurable pressure-sensitive adhesive composition,
Also, the urethane (meth) acrylate binder has a weight average molecular weight of 10,000 to 50,000 g / mol and a viscosity of 20,000 to 40,000 cps at 25 ° C.
Also, it is preferable that the composition contains 30 to 60% by weight of a urethane (meth) acrylate binder, 10 to 25% by weight of a hydroxy group-containing (meth) acrylate monomer, 5 to 25% by weight of a photocurable alicyclic monomer, % Of an adhesion promoting monomer, 1 to 10% by weight of an adhesion promoting monomer, 1 to 10% by weight of a silane coupling agent, and 0.1 to 3% by weight of a photoinitiator.
The photocurable pressure-sensitive adhesive composition of the present invention facilitates adhesion of optical films or display materials and parts, and provides high durability.
Hereinafter, the present invention will be described in detail. It is to be understood, however, that the present invention is not limited to the disclosed embodiments, but, on the contrary, is intended to cover various modifications and equivalent arrangements included within the spirit and scope of the appended claims.
The photocurable pressure-sensitive adhesive composition according to an embodiment of the present invention includes at least one of a urethane (meth) acrylate binder, a hydroxy group-containing (meth) acrylate-based monomer, a photocurable alicyclic monomer, and a photocurable-type carboxyl group- , A photocurable monomer, an adhesion promoting monomer, a silane coupling agent, and a photoinitiator.
The photocurable pressure-sensitive adhesive composition may be the adhesive force is more than 30N / cm 2, may preferably be an adhesive strength of 30 to 60N / cm 2 supposed to. When the adhesive force is less than 30 N / cm 2 , the optical film, the display material, and the parts can not be easily attached, and high durability can not be provided.
The adhesive strength can be measured by a conventional adhesive force measurement method. For example, when a photocurable adhesive composition is applied between an upper glass plate of 1.5 cm x 1.5 cm and a lower glass plate of 3 cm x 3 cm in size, and the lower glass plate is peeled (fractured) when the upper glass plate is pushed from the side after ultraviolet curing Measure the force.
The photocurable pressure-sensitive adhesive composition of the present invention may have a viscosity of 3,000 to 10,000 cps at 25 ° C. In a general optical film adhering process or module assembly process, the pressure-sensitive adhesive composition should have a specific viscosity. When the viscosity is less than 3000 cps, the flowability of the composition is too fast to apply the pressure-sensitive adhesive composition to the backlight unit and the bottom of the frame without stopping after the application so that the backlight unit and the liquid crystal display panel can not sufficiently adhere to each other, have. When the viscosity exceeds 10,000 cps, there is a problem that the viscosity is too high and the discharge characteristics are poor and the liquid crystal display panel is discharged, and the backlight unit is not evenly discharged. The viscosity may preferably be 3,000 to 10,000 cps.
The viscosity was measured with a Brookfield viscometer DV-II + at 25 rpm at 100 rpm, # 7. ≪ / RTI >
urethane ( Meta ) Acrylate bookbinder
The urethane (meth) acrylate binder has a weight average molecular weight of 10,000 to 50,000 g / mol and a viscosity of 20,000 to 40,000 cps at 25 ° C.
In assembling optical films and modules, adhesion and reworkability should also be good. The urethane (meth) acrylate binder has excellent adhesion to glass and polycarbonate materials by using polypropylene glycol having excellent hydrophilic properties as its main raw material, and has excellent reworkability due to high cohesion of the binder itself Therefore, excellent adhesion and reworkability can be provided.
The urethane (meth) acrylate binder may be contained in an amount of 30 to 60% by weight in the photocurable pressure-sensitive adhesive composition. More preferably from 30 to 50% by weight. Within this range, the cohesive force of the material after the photo-curing can be increased, and the adhesion to the substrate can be increased.
Photocurable monomer
The photocurable monomer may include at least one of a hydroxy group-containing (meth) acrylate monomer, a photocurable alicyclic monomer, and a photocurable carboxyl group-containing monomer.
The photocurable monomers may be included in the photocurable pressure sensitive adhesive composition in an amount of 15 to 45% by weight. Within this range, the viscosity of the photo-curable material can be lowered and the shrinkage after curing can be minimized. Preferably 20-30% by weight.
The monomer having a hydroxy group can be preferably a (meth) acrylic acid ester having a hydroxy group. The (meth) acrylic acid ester having a hydroxy group is preferably selected from the group consisting of 2-hydroxyethyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2- hydroxypropyl (meth) (Meth) acrylate, 1-chloro-2-hydroxypropyl (meth) acrylate, diethylene glycol mono (meth) acrylate, Acrylate, neopentyl glycol mono (meth) acrylate, trimethylol (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta Hydroxypropyl (meth) acrylate, 4-hydroxycyclohexyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, Roxy-3-phenyl (Meth) acrylate, 4-hydroxycyclohexyl (meth) acrylate, and cyclohexane dimethanol mono (meth) acrylate. It is not. The monomer having a hydroxyl group may be contained in an amount of 10 to 25% by weight in the photocurable pressure-sensitive adhesive composition. Within this range, it is excellent in compatibility with urethane acrylate, has no color and odor, and can also help to adhere to glass.
The monomer having a carboxyl group may mean, for example, at least one member selected from the group consisting of (meth) acrylic acid, itaconic acid, maleic acid, fumaric acid, vinyl acetic acid and the like, but is not limited thereto. The monomer having a carboxyl group may be contained in the photocurable pressure-sensitive adhesive composition in an amount of 5 to 15% by weight, preferably 5 to 10% by weight. Within this range, it is effective to raise the adhesion of glass and polycarbonate material over a certain level.
The alicyclic monomers may preferably include (meth) acrylic acid alkyl esters. The (meth) acrylic acid alkyl ester may include a (meth) acrylic acid ester having 1 to 20 linear or branched alkyl groups in the ester moiety. For example, the alkyl (meth) acrylate may be an alkyl (meth) acrylate, an ethyl (meth) acrylate, a propyl (meth) acrylate, (meth) acrylate, octyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, But are not limited to, at least one selected from the group consisting of dodecyl (meth) acrylate and lauryl (meth) acrylate, and isobornyl (meth) acrylate. The alicyclic monomer may be contained in an amount of 5 to 25% by weight, more preferably 5 to 20% by weight, of the photocurable pressure-sensitive adhesive composition. Within the above range, the adhesive force of the photocured film can be maintained at a certain level or more, which makes it more advantageous to simultaneously attach the glass and the polycarbonate material.
Adhesion promoting monomer
The adhesion promoting monomer may include, but is not limited to, at least one member selected from the group consisting of a phosphate-based monomer, acryloyl morpholine, and a monomer containing a silane group. The phosphate-based monomer may include at least one member selected from the group consisting of 2-hydroxyethyl (meth) acrylate phosphate, phosphated epoxyacrylate, and 2-methyl- and 2-phosphonoxyethyl ester have. The monomer containing the silane group may include at least one selected from the group consisting of vinyltrimethoxysilane and vinyltriethoxysilane, but is not limited thereto.
The phosphated epoxy acrylate may be prepared by reacting phenylphosphonic acid (PPA) with 2,2-bis (4-glycidyloxyphenyl) -propane (DGB) in a molar ratio of 1 mol: 2 mol and reacting with 1 mol of acrylic acid .
The adhesion promoting monomer may be contained in an amount of 1-10% by weight in the photocurable pressure-sensitive adhesive composition. Within this range, it has an excellent adhesion to glass.
ore Initiator
The photoinitiator may be, for example, at least one selected from the group consisting of benzophenone, acetophenone, triazine, thioxanthone, benzoin, and oxime compounds, but is not limited thereto. For example, benzophenone, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis (dimethylamino) benzophenone, 4,4'-bis (diethylamino) , 4'-bis (dimethylamino) benzophenone, 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy- (Trichloromethyl) -s-triazine, 2- (3 ', 4'-dimethoxystyryl) -4,6-bis (trichloro 2-methylthioxanthone, benzoin or benzoin methyl ether, and the like can be used.
The photoinitiator may be contained in an amount of 0.1 to 3% by weight in the photocurable pressure-sensitive adhesive composition. Within the above range, it has excellent fast curability and is also effective for deep curing.
The photocurable pressure-sensitive adhesive composition of the present invention may further comprise a silane coupling agent.
Silane Coupling agent
As the silane coupling agent, those known as conventional silane coupling agents can be used. For example, a silane coupling agent containing a vinyl group or a mercapto group can be used. Examples thereof include polymerizable unsaturated group-containing silicon compounds such as trimethoxysilane, vinyltriethoxysilane and (meth) acryloxypropyltrimethoxysilane; Silicon compounds having an epoxy structure such as 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, and 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane; Containing silicon compounds such as 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane and N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane. ; And 3-chloropropyltrimethoxysilane, and the like, but are not limited thereto.
The silane coupling agent may be contained in an amount of 1 to 10% by weight based on the photocurable pressure-sensitive adhesive composition. Within this range, excellent adhesion to glass can be exhibited.
Claims (7)
A photocurable monomer containing at least one of a hydroxy group-containing (meth) acrylate monomer, a photocurable alicyclic monomer, and a photocurable carboxyl group-containing monomer;
Adhesion promoting monomers; And
A photocurable pressure-sensitive adhesive composition comprising a photoinitiator.
An adhesive strength of 30 to 60 N / cm 2 and a viscosity of 3,000 to 10,000 cps at 25 ° C.
The adhesion promoting monomer may be selected from the group consisting of acryloylmorpholine, 2-hydroxyethyl (meth) acrylate phosphate, phosphated epoxy acrylate, 2-methyl-, 2-phosphonoxyethyl ester and tetrahydroperfuryl (meth) And a photo-curable pressure-sensitive adhesive composition.
Wherein the urethane (meth) acrylate binder has a weight average molecular weight of 10,000 to 50,000 g / mol and a viscosity at 25 DEG C of 20,000 to 40,000 cps.
A photocurable pressure-sensitive adhesive composition further comprising a silane coupling agent.
Wherein the adhesion promoting monomer is acryloylpolyol and vinyltriethoxysilane.
(Meth) acrylate monomer, 5 to 25% by weight of a photocurable alicyclic monomer, 5 to 15% by weight of a photocurable carboxyl group-containing monomer, 30 to 60% by weight of a urethane (meth) acrylate binder, 1 to 10% by weight of an adhesion promoting monomer, 1 to 10% by weight of a silane coupling agent, and 0.1 to 3% by weight of a photoinitiator.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR20130104337A KR20150026035A (en) | 2013-08-30 | 2013-08-30 | Adhesive composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR20130104337A KR20150026035A (en) | 2013-08-30 | 2013-08-30 | Adhesive composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20150026035A true KR20150026035A (en) | 2015-03-11 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR20130104337A KR20150026035A (en) | 2013-08-30 | 2013-08-30 | Adhesive composition |
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| KR (1) | KR20150026035A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105331278A (en) * | 2015-12-04 | 2016-02-17 | 江苏日久光电股份有限公司 | Anti-UV shadow eliminating film coating material |
| WO2019066528A1 (en) * | 2017-09-29 | 2019-04-04 | 주식회사 엘지화학 | Adhesive composition and adhesive film |
-
2013
- 2013-08-30 KR KR20130104337A patent/KR20150026035A/en not_active Application Discontinuation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105331278A (en) * | 2015-12-04 | 2016-02-17 | 江苏日久光电股份有限公司 | Anti-UV shadow eliminating film coating material |
| CN105331278B (en) * | 2015-12-04 | 2018-07-06 | 江苏日久光电股份有限公司 | A kind of resistance to UV disappears shadow film coating materials |
| WO2019066528A1 (en) * | 2017-09-29 | 2019-04-04 | 주식회사 엘지화학 | Adhesive composition and adhesive film |
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