KR102139334B1 - Acrylic adhesive composition modified silane - Google Patents
Acrylic adhesive composition modified silane Download PDFInfo
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- KR102139334B1 KR102139334B1 KR1020180141984A KR20180141984A KR102139334B1 KR 102139334 B1 KR102139334 B1 KR 102139334B1 KR 1020180141984 A KR1020180141984 A KR 1020180141984A KR 20180141984 A KR20180141984 A KR 20180141984A KR 102139334 B1 KR102139334 B1 KR 102139334B1
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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
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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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
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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Abstract
본 발명은 실란 개질 아크릴 점착제 조성물에 관한 것으로, 보다 구체적으로는 실란과 공중합한 실란 개질 아크릴 점착제 조성물을 제공함으로써, 실리콘 점착제 대비 낮은 가격의 아크릴 점착제를 사용하면서도 실리콘 소재에 대한 우수한 점착력을 구현할 수 있도록 하는, 실란 개질 아크릴 점착제 조성물에 관한 것이다.The present invention relates to a silane-modified acrylic pressure-sensitive adhesive composition, and more specifically, by providing a silane-modified acrylic pressure-sensitive adhesive composition copolymerized with silane, so as to use a low-cost acrylic pressure-sensitive adhesive compared to the silicone pressure-sensitive adhesive to implement excellent adhesion to the silicone material It relates to a silane-modified acrylic pressure-sensitive adhesive composition.
Description
본 발명은 실리콘 소재에 대한 우수한 점착력을 구현하는, 실란 개질 아크릴 점착제 조성물에 관한 것이다.The present invention relates to a silane-modified acrylic pressure-sensitive adhesive composition that realizes excellent adhesion to silicone materials.
일반적으로 점착제는 가해주는 압력만으로도 피착재에 충분히 접착되는 물질로서, 접착제에 비해서 응집력이 낮고 응력완화가 빠르며 외력에 대해서 쉽게 변형이 일어나는 점탄성적인 거동을 나타내며, 점착제에 사용되는 원료는 천연고무, 합성고무, 아크릴, 실리콘 등의 열가소성 수지로 대부분 탄성의 성질을 지니고 있으므로 점성의 성질을 부여하기 위해서 저분자량의 물질을 섞어서 사용하여 점탄성을 지니게 된다.In general, the pressure-sensitive adhesive is a material that sufficiently adheres to the adherend with only the pressure applied, and exhibits a viscoelastic behavior with low cohesiveness, fast stress relaxation, and easy deformation against external forces compared to the adhesive, and the raw materials used for the pressure-sensitive adhesive are natural rubber, synthetic Since thermoplastic resins such as rubber, acrylic, and silicone mostly have elastic properties, they have viscoelastic properties by mixing and using low molecular weight materials to impart viscous properties.
한편, 점착제의 원료 중 최근 아크릴 점착제는 고무계 점착제를 대체하여 급속히 사용이 증가하고 있으며, 용제형, 수계 에멀젼형, 핫멜트형, 100% 솔리드 반응형 점착제 등 폭넓은 형태로 사용이 가능하며, 또한, 아크릴계 점착제는 고무계 점착제에 비하여 내후성, 내열성, 내한성, 내유성 등이 뛰어나고 여러 가지 목적 및 용도에 맞추어 비교적 쉽게 만들 수 있다. 따라서 점착제품이 현재와 같이 다종다양한 용도로 사용될 수 있게 된 것은 아크릴 점착제의 출현에서 비롯되었다고 할 수 있다.On the other hand, among the raw materials of the pressure-sensitive adhesive, recently, the acrylic pressure-sensitive adhesive has rapidly increased its use by replacing the rubber-based pressure-sensitive adhesive, and it can be used in a wide variety of forms such as solvent-type, water-based emulsion type, hot-melt type, and 100% solid reactive pressure-sensitive adhesive. The acrylic adhesive is excellent in weather resistance, heat resistance, cold resistance, oil resistance, etc., and can be made relatively easily according to various purposes and uses. Therefore, it can be said that the fact that the adhesive product can be used for a variety of uses, such as the present, originated from the appearance of the acrylic adhesive.
하지만 종래 아크릴 점착제는 강한 극성을 가진 관능기로 이루어져 있어 비극성의 실리콘 소재와 부착이 되지 않아 실리콘 소재의 점착에 사용되지 못하고 있는 실정이다.However, conventional acrylic adhesives are made of functional groups having strong polarity, and thus are not attached to non-polar silicone materials, and thus are not used for adhesion of silicone materials.
따라서, 실리콘 소재의 점착을 위해서는 아크릴 점착제 대비 가격이 높은 실리콘 점착제를 사용해야하는 문제점이 있었다.Therefore, there is a problem in that a silicone adhesive having a higher price than an acrylic adhesive must be used for the adhesion of the silicone material.
본 발명은 상기와 같은 문제점을 해결하기 위한 것으로, 실란과 공중합한 실란 개질 아크릴 점착제 조성물을 제공함으로써, 실리콘 점착제 대비 낮은 가격의 아크릴 점착제를 사용하면서도 실리콘 소재에 대한 우수한 점착력을 구현할 수 있도록 함을 과제로 한다.The present invention is to solve the above problems, by providing a silane-modified acrylic pressure-sensitive adhesive composition copolymerized with a silane, while using a low-cost acrylic pressure-sensitive adhesive compared to the silicone pressure-sensitive adhesive, the problem to be able to implement excellent adhesion to the silicone material Shall be
본 발명은 아크릴 점착제 조성물에 있어서, 단량체 혼합물 100 중량부에 대하여, 실란 3 ~ 10 중량부, 개시제 0.05 ~ 0.10 중량부 및 용매를 혼합하여 이루어지는 것을 특징으로 하는, 실란 개질 아크릴 점착제 조성물을 과제의 해결 수단으로 한다.The present invention, in the acrylic adhesive composition, with respect to 100 parts by weight of the monomer mixture, 3 to 10 parts by weight of silane, 0.05 to 0.10 parts by weight of an initiator and a solvent, characterized in that made by mixing a silane-modified acrylic pressure-sensitive adhesive composition to solve the problem By means.
여기서 상기 단량체 혼합물은, 부틸아크릴레이트(Butyl acrylate) 68 ~ 77 중량%, 부틸메타크릴레이트(Butyl methacrylate) 20 ~ 24 중량%, 글리시딜메타크릴레이트(Glycidyl methacrylate) 2 ~ 5 중량% 및 아크릴릭 에시드(Acrylic acid) 1 ~ 3 중량%로 이루어지는 것이 바람직하다.Wherein the monomer mixture, Butyl acrylate (Butyl acrylate) 68 ~ 77% by weight, Butyl methacrylate (Butyl methacrylate) 20 ~ 24% by weight, Glycidyl methacrylate (Glycidyl methacrylate) 2 ~ 5% by weight and acrylic It is preferable to consist of 1 to 3% by weight of acrylic acid.
그리고 상기 실란은 3-(트리메톡시실리릴)프로필 메타크릴레이트(3-(Trimethoxysilyl)propyl methacrylate)를 사용하고, 상기 개시제는 벤조일 퍼옥사이드(Benzoyl peroxide)를 사용하며, 상기 용매는 톨루엔(Toluene) 또는 메틸에틸케톤(methyl ethyl ketone)을 사용하되, 점착제 총 고형분이 30 ~ 40 중량%가 되도록 사용하는 것이 바람직하다.And the silane is 3- (trimethoxysilyl) propyl methacrylate (3- (Trimethoxysilyl) propyl methacrylate) is used, the initiator is benzoyl peroxide (Benzoyl peroxide), the solvent is toluene (Toluene) Or methyl ethyl ketone (methyl ethyl ketone) is used, it is preferable to use so that the total solid content of the adhesive is 30 to 40% by weight.
본 발명은 실리콘 점착제 대비 낮은 가격의 아크릴 점착제를 사용하면서도 실리콘 소재에 대한 우수한 점착력을 구현할 수 있는 효과를 가진다.The present invention has an effect that can realize excellent adhesion to the silicone material while using an acrylic adhesive at a lower price compared to the silicone adhesive.
본 발명은 실란 개질 아크릴 점착제 조성물에 관한 것으로서, 본 발명의 기술적 구성을 이해하는데 필요한 부분만이 설명되며 그 이외 부분의 설명은 본 발명의 요지를 흩트리지 않도록 생략될 것이라는 것을 유의하여야 한다.It should be noted that the present invention relates to a silane-modified acrylic pressure-sensitive adhesive composition, and only parts necessary for understanding the technical configuration of the present invention will be described, and descriptions of other parts will be omitted so as not to distract the subject matter of the present invention.
이하, 본 발명에 따른 실란 개질 아크릴 점착제 조성물을 상세히 설명하면 다음과 같다.Hereinafter, the silane-modified acrylic pressure-sensitive adhesive composition according to the present invention will be described in detail.
본 발명에 따른 실란 개질 아크릴 점착제 조성물은 단량체 혼합물 100 중량부에 대하여, 실란 3 ~ 10 중량부, 개시제 0.05 ~ 0.10 중량부 및 용매를 혼합하여 이루어지는 것을 특징으로 한다.The silane-modified acrylic pressure-sensitive adhesive composition according to the present invention is characterized by mixing 3 to 10 parts by weight of silane, 0.05 to 0.10 parts by weight of an initiator, and a solvent with respect to 100 parts by weight of the monomer mixture.
즉, 실란과 공중합한 실란 개질 아크릴 점착제 조성물을 제공함으로써, 실리콘 점착제 대비 낮은 가격의 아크릴 점착제를 사용하면서도 실리콘 소재에 대한 우수한 점착력을 구현할 수 있도록 하는 것이다.That is, by providing a silane-modified acrylic pressure-sensitive adhesive composition copolymerized with silane, it is possible to implement excellent adhesion to a silicone material while using a low-cost acrylic pressure-sensitive adhesive compared to a silicone pressure-sensitive adhesive.
보다 구체적으로 상기 단량체 혼합물은 부틸아크릴레이트(Butyl acrylate) 68 ~ 77 중량%, 부틸메타크릴레이트(Butyl methacrylate) 20 ~ 24 중량%, 글리시딜메타크릴레이트(Glycidyl methacrylate) 2 ~ 5 중량% 및 아크릴릭 에시드(Acrylic acid) 1 ~ 3 중량%로 이루어진다.More specifically, the monomer mixture is butyl acrylate (Butyl acrylate) 68 ~ 77% by weight, butyl methacrylate (Butyl methacrylate) 20 ~ 24% by weight, glycidyl methacrylate (Glycidyl methacrylate) 2 ~ 5% by weight and It consists of 1 to 3% by weight of acrylic acid.
여기서, 상기 단량체 혼합물의 종류나 사용량이 상기 범위를 벗어날 경우, 점착력의 향상 효과가 미비해질 우려가 있다.Here, when the type or the amount of the monomer mixture is out of the above range, there is a fear that the effect of improving the adhesion is insufficient.
한편, 상기 실란은, 아크릴 점착제를 실란 개질시키기 위해 첨가되는 것으로 3-(트리메톡시실리릴)프로필 메타크릴레이트(3-(Trimethoxysilyl)propyl methacrylate)를 사용하며, 그 함량이 상기 범위를 벗어날 경우 개질이 제대로 이루어지지 않아 실리콘 소재에 대한 점착력 향상효과가 미비해질 우려가 있다.Meanwhile, the silane is used to modify the acrylic adhesive to silane, and 3-(trimethoxysilyl)propyl methacrylate is used, and when the content is outside the above range, modification is performed. If this is not done properly, there is a fear that the effect of improving the adhesion to the silicone material will be insufficient.
상기 개시제는, 상기 각 단량체를 반응시키기 위해 첨가되는 것으로, 벤조일 퍼옥사이드(Benzoyl peroxide)를 사용하며, 그 함량이 상기 범위를 벗어날 경우 점착력이 미비해지거나 또는 미반응의 단량체 구성성분들이 조성물 내에 잔류할 우려가 있다.The initiator, which is added to react each of the monomers, uses benzoyl peroxide, and if the content is outside the above range, the adhesive strength becomes insufficient or unreacted monomer components will remain in the composition. I have a concern.
상기 용매는, 점도조절을 위해 첨가되는 것으로 톨루엔(Toluene) 또는 메틸에틸케톤(methyl ethyl ketone)을 사용하되, 실란의 함량에 따라 그 함량의 조절이 가능하며, 바람직하게는 점착제 총 고형분이 30 ~ 40 중량%가 되도록 첨가한다.The solvent is to be added for the viscosity control, toluene (Toluene) or methyl ethyl ketone (methyl ethyl ketone) is used, it is possible to adjust the content according to the content of the silane, preferably the total solid content of the adhesive 30 ~ Add to 40% by weight.
또한 실란의 첨가에 따른 아크릴점찰제 조성물의 백탁현상(Haze)이 발생할 우려가 있으므로 실란의 증가에 따라 톨루엔의 사용비율을 증가시켜 전체적인 극성의 조절을 이루는 것이 바람직하다.In addition, since there is a possibility of haze of the acrylic adhesive composition according to the addition of silane, it is preferable to increase the use rate of toluene according to the increase in silane to control the overall polarity.
한편, 상기 각 물질을 이용한 제조방법을 살펴보면 다음과 같다.On the other hand, looking at the manufacturing method using each of the materials are as follows.
먼저, 단량체 혼합물 전체 함량 중 30 중량%와, 용매 전체 함량 중 25 중량%와, 개시제 전체 함량 중 30 중량%를 반응조에 혼합하고 질소 퍼지(purge) 후, 80℃에서 개시반응을 진행시킨다. 그리고 초기 개시반응하여 점도 상승 확인 후 나머지 단량체 70 중량%, 용매 75 중량% 및 개시제 70 중량%를 5시간에 걸쳐 드롭핑(dropping) 하며 점도가 급격히 상승할 때 용매를 추가적으로 넣어 점도를 조절를 조절한다. 드롭핑 종료 30분후 전환율 80~85% 도달 시점에 해당량의 실란을 10%로 용매에 희석하여 1시간동안 드롭핑 한 후, 전환(conversion)률이 100% 이상 도달할때까지 반응유지하며 용매를 지속적으로 드롭핑하여 최종 고형분 30 ~ 40 중량%를 맞추고 실온으로 냉각하여 반응을 종료시켜 제조한다.First, 30% by weight of the total content of the monomer mixture, 25% by weight of the total content of the solvent, and 30% by weight of the total content of the initiator are mixed in a reaction tank and purged with nitrogen, and then the initial reaction proceeds at 80°C. And after confirming the increase in viscosity by initial initiation reaction, 70% by weight of the remaining monomers, 75% by weight of solvents and 70% by weight of initiators are dropped over 5 hours, and when the viscosity rises rapidly, a solvent is additionally added to control viscosity. . After 30 minutes of dropping, when the conversion rate reaches 80~85%, the amount of silane is diluted in a solvent with 10%, and after dropping for 1 hour, the reaction is maintained until the conversion rate reaches 100% or more. It is prepared by continuously dropping to set a final solid content of 30 to 40% by weight and cooling to room temperature to terminate the reaction.
여기서, 제조 조건이 상기 범위를 벗어날 경우 단량체가 충분히 중합되지 않거나 또는 급격한 반응이 진행될 우려가 있다. 또한 실란의 첨가 시점이 전환율 80~85%에서 첨가시 아크릴점착제조성물의 겔화를 방지 할 수 있으며 전환율 80%이하에서 참가시 아크릴점착제조성물의 겔화가 발생 할 가능성이 있고, 전환율 85%이상에서 실란 첨가시 주쇄에 실란의 중합이 이루어지지 않을 가능성이 있다. Here, when the manufacturing conditions are out of the above range, there is a fear that the monomer is not sufficiently polymerized or a rapid reaction proceeds. In addition, gelation of the acrylic adhesive composition can be prevented when the addition time of the silane is added at a conversion rate of 80 to 85%, and gelation of the acrylic adhesive composition may occur when participating at a conversion rate of 80% or less, and silane addition at a conversion rate of 85% or more There is a possibility that the polymerization of silane in the main chain is not achieved.
이하, 본 발명의 실시 예를 들면서 상세히 설명하는 바, 본 발명이 다음의 실시예에 의해서만 반드시 한정되는 것은 아니다. Hereinafter, the present invention will be described in detail with reference to examples, but the present invention is not necessarily limited to the following examples.
1. 아크릴 점착제 조성물의 제조1. Preparation of acrylic adhesive composition
(실시예 1)(Example 1)
부틸아크릴레이트 75 중량%, 부틸메타크릴레이트 22 중량%, 글리시딜메타크릴레이트 2 중량% 및 아크릴릭 에시드 1 중량%를 혼합하여 단량체 혼합물을 제조하였다. 그리고 상기 단량체 혼합물 전체 함량(100 중량부) 중 30 중량%와, 용매(톨루엔) 25 중량부(단량체 혼합물 100 중량부 대비)와, 개시제(벤조일 퍼옥사이드) 전체 함량(단량체 혼합물 100 중량부 대비 0.08 중량부) 중 30 중량%를 반응조에 혼합하고 질소 퍼지(purge) 후, 80℃에서 개시반응을 진행시켰다. 그리고 초기 개시반응하여 점도 상승 확인 후 나머지 단량체 70 중량%, 용매 75 중량부 및 개시제 70 중량%를 5시간에 걸쳐 드롭핑(dropping) 하며 점도가 급격히상승할 때 용매를 추가적으로 넣어 점도를 조절하고, 드롭핑 종료 30분후 전환율 80~85% 도달 시점에 해당량의 실란(3-(트리메톡시실리릴)프로필 메타크릴레이트) 3 중량부를 10%로 용매에 희석하여 1시간동안 드롭핑 한 후, 전환(conversion)률이 100%이상 도달할때까지 반응유지하며 용매를 지속적으로 드롭핑하여 최종 고형분 35 중량%를 맞추고 실온으로 냉각하여 반응을 종료시켜 아크릴 점착제 조성물을 제조하였다.A monomer mixture was prepared by mixing 75% by weight of butyl acrylate, 22% by weight of butyl methacrylate, 2% by weight of glycidyl methacrylate and 1% by weight of acrylic acid. And 30% by weight of the total content of the monomer mixture (100 parts by weight), 25 parts by weight of solvent (toluene) (compared to 100 parts by weight of the monomer mixture), and the total content of initiator (benzoyl peroxide) (0.08 compared to 100 parts by weight of the monomer mixture) 30 parts by weight) was mixed in a reaction tank and purged with nitrogen, and then the initiation reaction was performed at 80°C. And after confirming the increase in viscosity by initial initiation reaction, 70% by weight of the remaining monomers, 75 parts by weight of solvent and 70% by weight of initiators were dropped over 5 hours, and when the viscosity rapidly increased, additional solvent was added to adjust the viscosity, 30 minutes after the end of the dropping, when the conversion rate reaches 80-85%, 3 parts by weight of the corresponding amount of silane (3-(trimethoxysilyl)propyl methacrylate) is diluted with 10% in a solvent and dropped for 1 hour, then converted The reaction was maintained until the (conversion) rate reached 100% or more, and the solvent was continuously dropped to set the final solid content of 35% by weight and cooled to room temperature to terminate the reaction to prepare an acrylic adhesive composition.
(실시예 2)(Example 2)
부틸아크릴레이트 68 중량%, 부틸메타크릴레이트 24 중량%, 글리시딜메타크릴레이트 5 중량% 및 아크릴릭 에시드 3 중량%를 혼합하여 단량체 혼합물을 제조하였다. 그리고 상기 단량체 혼합물 전체 함량(100 중량부) 중 30 중량%와, 용매(메틸에틸케톤) 25 중량부(단량체 혼합물 100 중량부 대비)와, 개시제(벤조일 퍼옥사이드) 전체 함량(단량체 혼합물 100 중량부 대비 0.05 중량부) 중 30 중량%를 반응조에 혼합하고 질소 퍼지(purge) 후, 80℃에서 개시반응을 진행시켰다. 그리고 초기 개시반응하여 점도 상승 확인 후 나머지 단량체 70 중량%, 용매 75 중량부 및 개시제 70 중량%를 5시간에 걸쳐 드롭핑(dropping) 하며 점도가 급격히상승할 때 용매를 추가적으로 넣어 점도를 조절하고, 드롭핑 종료 30분후 전환율 80~85% 도달 시점에 해당량의 실란(3-(트리메톡시실리릴)프로필 메타크릴레이트) 5 중량부를 10%로 용매에 희석하여 1시간동안 드롭핑 한 후, 전환(conversion)률이 100%이상 도달할때까지 반응유지하며 용매를 지속적으로 드롭핑하여 최종 고형분 30 중량%를 맞추고 실온으로 냉각하여 반응을 종료시켜 아크릴 점착제 조성물을 제조하였다.A monomer mixture was prepared by mixing 68% by weight of butyl acrylate, 24% by weight of butyl methacrylate, 5% by weight of glycidyl methacrylate and 3% by weight of acrylic acid. And 30% by weight of the total content of the monomer mixture (100 parts by weight), 25 parts by weight of solvent (methyl ethyl ketone) (compared to 100 parts by weight of the monomer mixture), and the total content of the initiator (benzoyl peroxide) (100 parts by weight of the monomer mixture) 30 parts by weight compared to 0.05 parts by weight), and after nitrogen purge, the starting reaction was performed at 80°C. And after confirming the increase in viscosity by initial initiation reaction, 70% by weight of the remaining monomers, 75 parts by weight of solvent and 70% by weight of initiators were dropped over 5 hours, and when the viscosity rapidly increased, additional solvent was added to adjust the viscosity, 30 minutes after the completion of dropping, when the conversion rate reaches 80-85%, 5 parts by weight of the corresponding amount of silane (3-(trimethoxysilyl)propyl methacrylate) is diluted with 10% in a solvent for 1 hour and then dropped, and converted The reaction was maintained until the (conversion) rate reached 100% or more and the solvent was continuously dropped to set the final solid content of 30% by weight and cooled to room temperature to terminate the reaction to prepare an acrylic adhesive composition.
(실시예 3)(Example 3)
부틸아크릴레이트 77 중량%, 부틸메타크릴레이트 20 중량%, 글리시딜메타크릴레이트 2 중량% 및 아크릴릭 에시드 1 중량%를 혼합하여 단량체 혼합물을 제조하였다. 그리고 상기 단량체 혼합물 전체 함량(100 중량부) 중 30 중량%와, 용매(메틸에틸케톤) 25 중량부(단량체 혼합물 100 중량부 대비)와, 개시제(벤조일 퍼옥사이드) 전체 함량(단량체 혼합물 100 중량부 대비 0.10 중량부) 중 30 중량%를 반응조에 혼합하고 질소 퍼지(purge) 후, 80℃에서 개시반응을 진행시켰다. 그리고 초기 개시반응하여 점도 상승 확인 후 나머지 단량체 70 중량%, 용매 75 중량부 및 개시제 70 중량%를 5시간에 걸쳐 드롭핑(dropping) 하며 점도가 급격히상승할 때 용매를 추가적으로 넣어 점도를 조절하고, 드롭핑 종료 30분후 전환율 80~85% 도달 시점에 해당량의 실란(3-(트리메톡시실리릴)프로필 메타크릴레이트) 10 중량부를 10%로 용매에 희석하여 1시간동안 드롭핑 한 후, 전환(conversion)률이 100%이상 도달할때까지 반응유지하며 용매를 지속적으로 드롭핑하여 최종 고형분 40 중량%를 맞추고 실온으로 냉각하여 반응을 종료시켜 아크릴 점착제 조성물을 제조하였다.A monomer mixture was prepared by mixing 77% by weight of butyl acrylate, 20% by weight of butyl methacrylate, 2% by weight of glycidyl methacrylate and 1% by weight of acrylic acid. And 30% by weight of the total content of the monomer mixture (100 parts by weight), 25 parts by weight of solvent (methyl ethyl ketone) (compared to 100 parts by weight of the monomer mixture), and the total content of the initiator (benzoyl peroxide) (100 parts by weight of the monomer mixture) 30% by weight of 0.10 parts by weight) was mixed in a reaction tank and purged with nitrogen, followed by an initiation reaction at 80°C. And after confirming the increase in viscosity by initial initiation reaction, 70% by weight of the remaining monomers, 75 parts by weight of solvent and 70% by weight of initiators were dropped over 5 hours, and when the viscosity rapidly increased, additional solvent was added to adjust the viscosity, After 30 minutes of dropping, 10 parts by weight of the equivalent amount of silane (3-(trimethoxysilyl)propyl methacrylate) is diluted to 10% with a conversion rate of 80% to 85% at the time of reaching the conversion rate after dropping for 1 hour. The reaction was maintained until the (conversion) rate reached 100% or more and the solvent was continuously dropped to set the final solid content of 40% by weight and cooled to room temperature to complete the reaction to prepare an acrylic adhesive composition.
(비교예 1)(Comparative Example 1)
실시예 1과 동일하게 제조하되, 실란을 혼합하지 않았다.Prepared in the same manner as in Example 1, silane was not mixed.
(비교예 2)(Comparative Example 2)
실시예 2와 동일하게 제조하되, 실란을 혼합하지 않았다.Prepared in the same manner as in Example 2, the silane was not mixed.
(비교예 3)(Comparative Example 3)
실시예 3과 동일하게 제조하되, 실란을 혼합하지 않았다.Prepared in the same manner as in Example 3, the silane was not mixed.
2. 아크릴 점착제 조성물의 평가2. Evaluation of acrylic adhesive composition
KS T1028 및 KSM ISO 29862의 시험방법에 따라 상기 실시예 및 비교예에 따른 아크릴 점착제 100 중량부에 대하여, 헥사메틸렌디이소시아네이트 트라이머(hexamethylenediisocyanate trimer) 경화제 0.4 중량부를 첨가하여 혼합하고 이를 실리콘 시트에 도포하여 110℃에서 건조 및 경화한 후, 이형 필름을 부착하고 50℃에서 24시간 숙성시켜 시험편을 제조하였다. 그리고 상기 제작된 시험편을 23±2℃, 상대습도 50±5%의 상태에서 24시간 방치한 후 300±30 mm/min의 속도로 180˚ 박리강도를 측정하였으며 그 결과는 아래 [표 1]과 같다.According to the test method of KS T1028 and KSM ISO 29862, with respect to 100 parts by weight of the acrylic adhesive according to the examples and comparative examples, 0.4 parts by weight of a hexamethylenediisocyanate trimer curing agent is added and mixed and applied to a silicone sheet After drying and curing at 110°C, a release film was attached and aged at 50°C for 24 hours to prepare a test piece. And the prepared test piece was left for 24 hours at 23±2℃ and relative humidity of 50±5%, and then 180° peel strength was measured at a rate of 300±30 mm/min. The results are shown in [Table 1] below. same.
(kgf/inch)Peel strength
(kgf/inch)
상기 [표 1]에서와 같이, 본 발명의 실시예에 따른 아크릴 점착제 조성물은 실란과 공중합한 실란 개질 아크릴 점착제 조성물로써 실란이 첨가되지 않은 비교예에 비하여 실리콘 소재에 대한 우수한 점착력을 구현함을 알 수 있다.As shown in [Table 1], the acrylic pressure-sensitive adhesive composition according to an embodiment of the present invention is a silane-modified acrylic pressure-sensitive adhesive composition that is copolymerized with silane, and realizes superior adhesion to a silicone material compared to a comparative example in which no silane is added. Can.
실시예에 따른 아크릴 점착제 조성물은 박리 후 실리콘시트에 부착되어 피착면에 전이가 없지만 비교예의 아크릴 점착제 조성물은 박리후 실리콘시트에서 박리되어 피착면에 전이되어 있다.The acrylic pressure-sensitive adhesive composition according to the embodiment is attached to the silicone sheet after peeling, and there is no transition on the adhered surface, but the acrylic pressure-sensitive adhesive composition of the comparative example is peeled off the silicone sheet after peeling and transferred to the adhered surface.
상술한 바와 같이, 본 발명에 따른 실란 개질 아크릴 점착제 조성물을 상기의 바람직한 실시 예를 통해 설명하고, 그 우수성을 확인하였지만 해당 기술분야의 당업자라면 하기의 특허청구범위에 기재된 본 발명의 사상 및 영역으로부터 벗어나지 않는 범위 내에서 본 발명을 다양하게 수정 및 변경시킬 수 있음을 이해할 수 있을 것이다.As described above, the silane-modified acrylic pressure-sensitive adhesive composition according to the present invention has been described through the above preferred embodiments, and its superiority has been confirmed, but those skilled in the art from the spirit and scope of the present invention described in the following claims It will be understood that various modifications and changes can be made to the present invention without departing from the scope.
Claims (3)
단량체 혼합물 100 중량부에 대하여, 실란 3 ~ 10 중량부, 개시제 0.05 ~ 0.10 중량부 및 용매를 혼합하여 이루어지되,
상기 단량체 혼합물은 부틸아크릴레이트(Butyl acrylate) 68 ~ 77 중량%, 부틸메타크릴레이트(Butyl methacrylate) 20 ~ 24 중량%, 글리시딜메타크릴레이트(Glycidyl methacrylate) 2 ~ 5 중량% 및 아크릴릭 에시드(Acrylic acid) 1 ~ 3 중량%로 이루어지고,
상기 실란은, 3-(트리메톡시실리릴)프로필 메타크릴레이트(3-(Trimethoxysilyl)propyl methacrylate)를 사용하고,
상기 개시제는, 벤조일 퍼옥사이드(Benzoyl peroxide)를 사용하며,
상기 용매는, 톨루엔(Toluene) 또는 메틸에틸케톤(methyl ethyl ketone)을 사용하되, 점착제 총 고형분이 30 ~ 40 중량%가 되도록 사용하는 것을 특징으로 하는, 실란 개질 아크릴 점착제 조성물.In the acrylic adhesive composition,
With respect to 100 parts by weight of the monomer mixture, 3 to 10 parts by weight of silane, 0.05 to 0.10 parts by weight of an initiator and a solvent are mixed,
The monomer mixture is butyl acrylate (Butyl acrylate) 68 ~ 77% by weight, butyl methacrylate (Butyl methacrylate) 20 ~ 24% by weight, glycidyl methacrylate (Glycidyl methacrylate) 2 ~ 5% by weight and acrylic acid ( Acrylic acid) 1 to 3% by weight,
For the silane, 3-(trimethoxysilyl)propyl methacrylate is used,
The initiator, benzoyl peroxide (Benzoyl peroxide) is used,
The solvent, toluene (Toluene) or methyl ethyl ketone (methyl ethyl ketone) is used, the adhesive is characterized in that the total solid content is used to be 30 to 40% by weight, silane modified acrylic pressure-sensitive adhesive composition.
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