KR20220160280A - Tape having excellent adhesion and impact resistant - Google Patents
Tape having excellent adhesion and impact resistant Download PDFInfo
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- KR20220160280A KR20220160280A KR1020210068282A KR20210068282A KR20220160280A KR 20220160280 A KR20220160280 A KR 20220160280A KR 1020210068282 A KR1020210068282 A KR 1020210068282A KR 20210068282 A KR20210068282 A KR 20210068282A KR 20220160280 A KR20220160280 A KR 20220160280A
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- weight
- acrylate
- tape
- impact resistance
- parts
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- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 26
- 239000000178 monomer Substances 0.000 claims abstract description 21
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000002245 particle Substances 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 14
- 239000000853 adhesive Substances 0.000 claims description 15
- 230000001070 adhesive effect Effects 0.000 claims description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 claims description 4
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical group CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 3
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 claims description 3
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 3
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 3
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 239000012948 isocyanate Substances 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 229920001451 polypropylene glycol Polymers 0.000 claims description 3
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 2
- -1 2-ethoxy Chemical group 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 1
- 230000000052 comparative effect Effects 0.000 description 6
- 229910001220 stainless steel Inorganic materials 0.000 description 6
- 239000010935 stainless steel Substances 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229940095095 2-hydroxyethyl acrylate Drugs 0.000 description 2
- 229940044192 2-hydroxyethyl methacrylate Drugs 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000016 photochemical curing Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 2
- WNXTZVMMNCCZTP-UHFFFAOYSA-N 2-hydroxyethyl 2-methylprop-2-enoate 5-hydroxy-2-methylpent-2-enoic acid Chemical compound OCCC=C(C(=O)O)C.C(C(=C)C)(=O)OCCO WNXTZVMMNCCZTP-UHFFFAOYSA-N 0.000 description 1
- NUXLDNTZFXDNBA-UHFFFAOYSA-N 6-bromo-2-methyl-4h-1,4-benzoxazin-3-one Chemical compound C1=C(Br)C=C2NC(=O)C(C)OC2=C1 NUXLDNTZFXDNBA-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 239000010954 inorganic particle Substances 0.000 description 1
- 229940091853 isobornyl acrylate Drugs 0.000 description 1
- 229940127554 medical product Drugs 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 239000011146 organic particle Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
-
- 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
- C09J2301/312—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 parameters being the characterizing feature
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
본 명세서에 개시된 내용은 우레탄 아크릴레이트 올리고머를 이용하여 제조된 점착력 및 내충격성이 우수한 테이프에 관한 것이다.Disclosed herein relates to a tape having excellent adhesion and impact resistance prepared using a urethane acrylate oligomer.
본 명세서에서 달리 표시하지 않는 한, 이 섹션에 설명되는 내용들은 이 출원의 청구항들에 대한 종래 기술이 아니며, 이 섹션에 포함된다고 하여 종래 기술이라고 인정되는 것은 아니다.Unless otherwise indicated herein, material described in this section is not prior art to the claims in this application, and inclusion in this section is not an admission that it is prior art.
일반적으로 무용제 타입 테이프는 전자부품, 건축, 자동차 및 의료제품 등 다양한 분야에 널리 사용되고 있으며, 핫멜트, 용액 및 에멀젼 중합, 자외선(ultraviolet, UV) 조사에 의한 광 중합 등의 방법을 통해 제조된다. 특히 기존 중합방법에 비해 상대적으로 환경 친화적이고 속 경화가 가능하며 낮은 전력소모와 경화온도 등 공정 상의 특성 때문에 광 중합 또는 경화반응에 의한 테이프의 제조기술이 최근 더 많은 관심을 받고 있다. In general, non-solvent type tapes are widely used in various fields such as electronic parts, architecture, automobiles, and medical products, and are manufactured through methods such as hot melt, solution and emulsion polymerization, and photopolymerization by ultraviolet (UV) irradiation. In particular, tape manufacturing technology by photopolymerization or curing reaction has recently attracted more attention because of its relatively environmentally friendly and rapid curing compared to conventional polymerization methods, and its process characteristics such as low power consumption and curing temperature.
이러한 기술의 일예로, 특허문헌 1에는 아크릴계 광중합 접착층이 구비된 아크릴폼테이프가 개시되어 있고, 특허문헌 2에는 탄소수 4 내지 15의 알킬기를 갖는 제1 알킬(메타)아크릴레이트, 탄소수 1 내지 3의 알킬기를 갖는 제2 알킬(메타)아크릴레이트 및 아크릴산을 포함하는 혼합 모노머 성분으로부터 형성된 광중합 수지를 포함하는 점착제 조성물이 개시되어 있다.As an example of such technology, Patent Document 1 discloses an acrylic foam tape having an acrylic photopolymerizable adhesive layer, and Patent Document 2 discloses a first alkyl (meth)acrylate having an alkyl group having 4 to 15 carbon atoms and a carbon number 1 to 3 Disclosed is a pressure-sensitive adhesive composition including a photopolymerizable resin formed from a mixed monomer component including a second alkyl (meth)acrylate having an alkyl group and acrylic acid.
전술한 특허문헌 1과 2의 경우 아크릴계 수지로 구성됨으로써, 높은 수준의 점착력 구현이 어려운 문제점이 있다. In the case of Patent Documents 1 and 2 described above, there is a problem in that it is difficult to implement a high level of adhesive strength by being composed of an acrylic resin.
높은 수준의 점착력 및 내충격성이 우수한 UV경화형 테이프를 제공하고자 한다.It is intended to provide a UV curable tape having a high level of adhesiveness and excellent impact resistance.
또한 상술한 바와 같은 기술적 과제들로 한정되지 않으며, 이하의 설명으로부터 또 다른 기술적 과제가 도출될 수도 있음은 자명하다.In addition, it is not limited to the technical problems as described above, and it is obvious that other technical problems may be derived from the following description.
개시된 내용의 일 실시예에 의하면, 점착력 및 내충격성이 우수한 테이프는 우레탄 아크릴레이트 올리고머 5~95중량%;와 아크릴레이트 모노머 95~5중량%의 혼합물 100중량부, 및 광개시제 0.01~10중량부를 포함한다.According to one embodiment of the disclosed subject matter, the tape having excellent adhesiveness and impact resistance includes 5 to 95% by weight of a urethane acrylate oligomer; 100 parts by weight of a mixture of 95 to 5% by weight of an acrylate monomer and 0.01 to 10 parts by weight of a photoinitiator do.
또한, 상기 우레탄 아크릴레이트 올리고머는 상기 우레탄 아크릴레이트 올리고머는 중량평균분자량 300~8000g/mol의 폴리프로필렌 글리콜과 이소포론 디이소시아네이트 및 자일릴렌 디이소시아네이트 중에서 선택되는 하나의 이소시아네이트와 폴리우레탄 예비중합체를 중합한 후 2-하이드록시에틸메타아크릴레이트, 2-하이드록시에틸아크릴레이트, 4-하이드록시부틸아크릴레이트, 및 2-하이드록시프로필아크릴레이트 중에서 선택되는 하이드록시기를 포함하는 하나의 단관능 아크릴레이트 모노머 또는 다관능 아크릴레이트 모노머와 캡핑반응하여 제조된 것일 수 있다.In addition, the urethane acrylate oligomer is obtained by polymerizing a polyurethane prepolymer with polypropylene glycol having a weight average molecular weight of 300 to 8000 g/mol and one isocyanate selected from isophorone diisocyanate and xylylene diisocyanate. One monofunctional acrylate monomer containing a hydroxyl group selected from 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, 4-hydroxybutyl acrylate, and 2-hydroxypropyl acrylate, or It may be prepared by a capping reaction with a multifunctional acrylate monomer.
또한, 상기 광개시제는 2,2-다이메톡시-1,2-디페닐메탄-1-온, 및 1-하이드록시-사이클로헥실-페닐-케톤 중에서 선택되는 하나 이상을 포함할 수 있다.In addition, the photoinitiator may include at least one selected from 2,2-dimethoxy-1,2-diphenylmethane-1-one and 1-hydroxy-cyclohexyl-phenyl-ketone.
또한, 상기 혼합물 100중량부에 대하여, 중공입자 0.01~30중량부를 더 포함할 수 있다.In addition, with respect to 100 parts by weight of the mixture, 0.01 to 30 parts by weight of hollow particles may be further included.
본 명세서에 개시된 일 실시예에 따르면, 점착력 및 내충격성이 우수한 테이프는 종래에 사용하던 아크릴레이트 올리고머를 우레탄 아크릴레이트 올리고머로 대체함으로써 리워크성과 점착력이 향상되는 효과가 있다.According to one embodiment disclosed in the present specification, a tape having excellent adhesive strength and impact resistance has an effect of improving reworkability and adhesive strength by replacing conventionally used acrylate oligomers with urethane acrylate oligomers.
또한, 중공입자를 더 사용함으로써 내충격성이 향상되는 효과가 있다.In addition, there is an effect of improving impact resistance by further using hollow particles.
이하, 첨부된 도면을 참조하여 개시된 내용의 바람직한 실시예의 구성 및 작용 효과에 대하여 살펴본다. 참고로, 이하 도면에서, 각 구성요소는 편의 및 명확성을 위하여 생략되거나 개략적으로 도시되었으며, 각 구성요소의 크기는 실제 크기를 반영하는 것은 아니다. 또한 명세서 전체에 걸쳐 동일 참조 부호는 동일 구성요소를 지칭하며 개별 도면에서 동일 구성에 대한 도면 부호는 생략하기로 한다.Hereinafter, with reference to the accompanying drawings, look at the configuration and operation effects of preferred embodiments of the disclosure. For reference, in the drawings below, each component is omitted or schematically illustrated for convenience and clarity, and the size of each component does not reflect the actual size. In addition, like reference numerals refer to like components throughout the specification, and reference numerals for like components in individual drawings will be omitted.
UV 코팅으로 내충격성 테이프를 제조하는 경우, 대게 아크릴레이트 올리고머를 사용는데, 이 경우 리워크성과 내충격성이 떨어지는 문제점이 있었다. 이에 본 명세서에서는 아크릴레이트 올리고머 대신에 우레탄 아크릴레이트 올리고머를 사용하여 리워크(rework)성뿐만 아니라 점착력을 향상시켰고, 이외에도 중공입자를 더 사용하여 내충격성 또한 향상시켜 종래 문제를 해결하였다. In the case of manufacturing an impact-resistant tape by UV coating, an acrylate oligomer is usually used, but in this case, there is a problem of poor reworkability and impact resistance. Accordingly, in the present specification, urethane acrylate oligomer was used instead of acrylate oligomer to improve reworkability as well as adhesiveness, and hollow particles were further used to improve impact resistance, thereby solving the conventional problems.
본 명세서에 개시된 내용의 일 실시예에 따른 점착력 및 내충격성이 우수한 테이프는 10~200㎛, 바람직하게는 50㎛의 두께로 형성되고, 점착력 1000~3100gf/in 범위를 만족할 수 있다. 이러한 점착력 및 내충격성이 우수한 테이프는 (1) 우레탄 아크릴레이트 올리고머, (2) 아크릴레이트 모노머, 및 (3) 광개시제를 포함한다. 또한, (4) 중공입자를 더 포함한다. 구체적으로는, 우레탄 아크릴레이트 올리고머 5~95중량%와 아크릴레이트 모노머 95~5중량%의 혼합물 100중량부, 및 광개시제 0.01~10중량부를 포함하고, 중공입자 0.01~30중량부를 더 포함할 수 있다.A tape having excellent adhesive strength and impact resistance according to an embodiment of the present disclosure may be formed to a thickness of 10 to 200 μm, preferably 50 μm, and may satisfy an adhesive strength ranging from 1000 to 3100 gf/in. Such a tape having excellent adhesion and impact resistance includes (1) a urethane acrylate oligomer, (2) an acrylate monomer, and (3) a photoinitiator. Further, (4) hollow particles are further included. Specifically, 100 parts by weight of a mixture of 5 to 95% by weight of a urethane acrylate oligomer and 95 to 5% by weight of an acrylate monomer, and 0.01 to 10 parts by weight of a photoinitiator, and may further include 0.01 to 30 parts by weight of hollow particles. .
(1) 우레탄 아크릴레이트 올리고머 (1) Urethane Acrylate Oligomer
우레탄 아크릴레이트 올리고머는 2~12개 관능기를 가지며, 우수한 부착성을 가진 물질이다.Urethane acrylate oligomer has 2 to 12 functional groups and is a material with excellent adhesion.
본 실시예에서 우레탄 아크릴레이트 올리고머는 중량평균분자량(Mw)이 4,000g/mol 내지 200,000g/mol이고, 중량평균 분자량이 300g/mol 내지 8,000g/mol인 폴리프로필렌 글리콜(Polypropylene glycol)과 이소포론 디이소시아네이트(Isophorone Diisocyanate, IPDI) 및 자일릴렌 디이소시아네이트(Xylylene Diisocyanate, XDI) 중에서 선택되는 하나의 이소시아네이트와 반응하여 폴리우레탄 예비중합체를 중합한 후 2-하이드록시에틸메타크릴레이트(2-Hydroxyethylmethacrylate), 2-하이드록시에틸아크릴레이트(2-Hydroxyethylacrylate), 4-하이드록시부틸아크릴레이트(4-Hydroxybutylacrylate), 및 2-하이드록시프로필아크릴레이트(2-Hydroxypropylacrylate) 중에서 선택되는 하이드록시기를 포함하는 하나의 단관능 아크릴레이트 모노머 또는 다관능 아크릴레이트 모노머와 캡핑(Capping)반응하여 제조된 것일 수 있다. In this embodiment, the urethane acrylate oligomer has a weight average molecular weight (Mw) of 4,000 g / mol to 200,000 g / mol, and a weight average molecular weight of 300 g / mol to 8,000 g / mol Polypropylene glycol and isophorone Polyurethane prepolymer is polymerized by reacting with one isocyanate selected from Isophorone Diisocyanate (IPDI) and Xylylene Diisocyanate (XDI), followed by 2-hydroxyethyl methacrylate (2-Hydroxyethylmethacrylate), One single group containing a hydroxyl group selected from 2-hydroxyethylacrylate, 4-hydroxybutylacrylate, and 2-hydroxypropylacrylate It may be prepared by a capping reaction with a functional acrylate monomer or a multifunctional acrylate monomer.
이러한 우레탄 아크릴레이트 올리고머는 혼합물 전체 중량%에 대하여 5~95중량% 포함될 수 있다. 우레탄 아크릴레이트 올리고머의 함량이 5중량% 미만이면, 충분한 가교를 할 수 없을 뿐만 아니라 잔사가 많게 되고, 95중량%를 초과하면, 점착력이 1000gf/in 이상을 만족할 수 없다.The urethane acrylate oligomer may be included in an amount of 5 to 95% by weight based on the total weight% of the mixture. If the content of the urethane acrylate oligomer is less than 5% by weight, sufficient crosslinking cannot be performed and residues are increased, and if the content exceeds 95% by weight, the adhesive force cannot satisfy 1000 gf / in or more.
상기 언급한 함량을 만족하는 경우 1000~3100gf/in 범위의 점착력 구현이 가능하며, 리워크성이 우수할 수 있다.When the above-mentioned content is satisfied, it is possible to implement an adhesive strength in the range of 1000 to 3100 gf / in, and may have excellent reworkability.
(2) 아크릴레이트 모노머(2) Acrylate monomer
아크릴레이트 모노머는 2-에틸헥실아크릴레이트(2-Ethylhexylacrylate), 에틸아크릴레이트(Ethylacrylate), 메틸아크릴레이트(Methylacrylate), 부틸아크릴레이트(Butylacrylate), 에틸메타크릴레이트(Ethylmethacrylate), 메틸메타크릴레이트(Methylmethacrylate), n-프로필메타크릴레이트(n-propylmethacrylate), 이소보닐아크릴레이트(Isobornylacrylate), 2-에톡시에틸메타크릴레이트(2-Ethoxyethylmethacrylate), 2-하이드록시에틸메타크릴레이트(2-Hydroxyethylmethacrylate), 및 아크릴산(Acrylic acid) 중에서 선택되는 하나 이상을 사용할 수 있으며, 혼합 중량비의 조절을 통해 광경화도가 높으면서도 점착력이 향상된 내충격성 테이프의 구현이 가능하다.Acrylate monomers include 2-Ethylhexylacrylate, Ethylacrylate, Methylacrylate, Butylacrylate, Ethylmethacrylate, and Methylmethacrylate ( Methylmethacrylate), n-propylmethacrylate, Isobornylacrylate, 2-Ethoxyethylmethacrylate, 2-Hydroxyethylmethacrylate , And at least one selected from acrylic acid may be used, and it is possible to implement an impact-resistant tape having a high photocuring degree and improved adhesiveness by adjusting the mixing weight ratio.
이러한 아크릴레이트 모노머는 혼합물 전체 중량%에 대하여 95~5중량% 포함될 수 있다. 이는 아크릴레이트 모노머의 함량이 5중량% 미만이면, 충분한 접착력을 낼 수 없고, 95중량%를 초과하면, 충분한 가교를 하지 못하며 잔사가 남는 문제점이 있다.These acrylate monomers may be included in an amount of 95 to 5% by weight based on the total weight% of the mixture. If the content of the acrylate monomer is less than 5% by weight, sufficient adhesive force cannot be obtained, and if it exceeds 95% by weight, sufficient crosslinking is not performed and residues remain.
(3) 광개시제(3) Photoinitiator
광개시제는 빛을 흡수하여 라디칼을 생성한 후 개시하며, UV 조사에 의해 우레탄 아크릴레이트 올리고머 또는 아크릴레이트 모노머가 중합될 수 있도록 하는 역할을 하는 것으로, 2,2-다이메톡시-1,2-디페닐메탄-1-온(2,2-Dimethoxy-1,2-diphenylethan-1-one), 및 1-하이드록시-사이클로헥실-페닐-케톤(1-Hydroxy-cyclohexyl-phenyl-ketone) 중에서 선택되는 적어도 하나를 사용할 수 있다.The photoinitiator initiates after generating radicals by absorbing light, and serves to polymerize urethane acrylate oligomers or acrylate monomers by UV irradiation, 2,2-dimethoxy-1,2-di Phenylmethane-1-one (2,2-Dimethoxy-1,2-diphenylethan-1-one), and 1-hydroxy-cyclohexyl-phenyl-ketone (1-Hydroxy-cyclohexyl-phenyl-ketone) At least one can be used.
이러한 광개시제는 혼합물 100중량부에 대하여 0.01~10중량부 포함될 수 있다. 이는 광개시제의 함량이 0.01중량부 미만이면, 아크릴레이트 모노머의 광경화 반응이 더디게 진행되어 생산성이 저하될 수 있고, 10중량부를 초과하면, 아크릴레이트 모노머의 광경화 반응이 너무 빠르게 진행됨으로써 공정효율성이 저하되거나 물성의 변화를 초래할 수 있다.The photoinitiator may be included in an amount of 0.01 to 10 parts by weight based on 100 parts by weight of the mixture. This is because if the content of the photoinitiator is less than 0.01 parts by weight, the photocuring reaction of the acrylate monomer proceeds slowly and productivity may decrease. It may deteriorate or change physical properties.
(4) 중공입자(4) hollow particles
중공입자는 아크릴니트릴계 코폴리머로 이루어지는 중공마이크로 스피어의 표면을 무기분체로 코팅된 것일 수 있다. 이러한 중공입자의 평균입경은 1~100㎛ 범위이고, 가운데 부분이 비어 있는 형태를 가짐으로써 외부로부터 가해지는 충격을 흡수하여 내충격성을 향상시킬 수 있다. 상기 수 평균입경이라든지 형태는 상기 언급한 범위 및 형태로 한정되지 않으며, 내충격성을 향상시킬 수 있는 범위 및 형태라면 적용 가능하다.The hollow particles may be obtained by coating the surfaces of hollow microspheres made of an acrylonitrile-based copolymer with an inorganic powder. The average particle diameter of these hollow particles is in the range of 1 to 100 μm, and the impact resistance can be improved by absorbing impact applied from the outside by having a hollow middle part. The number average particle diameter or shape is not limited to the range and shape mentioned above, and any range and shape that can improve impact resistance can be applied.
본 명세서에서 중공입자(hollow particles)라 함은 유기 또는 무기 입자의 표면 또는 내부에 빈 공간이 존재하는 형태의 입자를 통칭한다.In the present specification, hollow particles collectively refer to particles having empty spaces on the surface or inside of organic or inorganic particles.
이러한 중공입자는 혼합물 100중량부에 대하여 0.01~30중량부 포함될 수 있다. 이는 상기 중공입자가 0.001중량부 미만이면, 내충격성 향상 효과가 미미할 수 있고, 30중량부를 초과하면, 코팅 시 테이프 표면의 거칠기(roughness, 러프니스) 조절이 어려울 뿐만 아니라 배합물의 점도가 지나치게 상승하여 원하는 두께 구현이 어려울 수 있다. 또한, 과량의 중공입자 첨부는 높은 점착력 구현에 방해요소로 작용될 수 있다.These hollow particles may be included in an amount of 0.01 to 30 parts by weight based on 100 parts by weight of the mixture. This means that if the hollow particles are less than 0.001 parts by weight, the impact resistance improvement effect may be insignificant, and if it exceeds 30 parts by weight, it is difficult to control the roughness of the tape surface during coating, and the viscosity of the compound is excessively increased. It may be difficult to achieve the desired thickness. In addition, an excessive amount of hollow particles may act as an obstacle to implementing high adhesive strength.
<실시예 1 내지 4> <Examples 1 to 4>
하기 표 1에 기재된 조성 및 함량으로 각각 혼합한 후 이형지에 50㎛두께로 코팅한 후 UV경화하여 테이프를 제조하였다.After mixing with the composition and content shown in Table 1 below, the release paper was coated to a thickness of 50 μm and UV cured to prepare a tape.
표 1의 각각의 조성의 함량은 중량부이다.The contents of each composition in Table 1 are parts by weight.
<비교예 1> <Comparative Example 1>
2-에틸헥실아크릴레이트와 아크릴산 혼합물 100중량부, 광개시제 (2,2-다이메톡시-1,2-디페닐메탄-1-온) 0.5중량부를 혼합한 후 UV 조사하여 아크릴 부분 중합물을 제조하였다. 그리고, 아크릴 부분 중합물 100중량부, 다관능 아크릴레이트 모노머 0.2중량부, 및 광개시제 0.1중량부를 혼합한 후 이형지에 50㎛두께로 코팅한 후 UV경화하여 테이프를 제조하였다.After mixing 100 parts by weight of a mixture of 2-ethylhexyl acrylate and acrylic acid and 0.5 parts by weight of a photoinitiator (2,2-dimethoxy-1,2-diphenylmethane-1-one), UV irradiation was performed to prepare an acrylic partial polymer. . In addition, 100 parts by weight of the acrylic partial polymer, 0.2 parts by weight of the polyfunctional acrylate monomer, and 0.1 part by weight of the photoinitiator were mixed, coated with a release paper to a thickness of 50 μm, and UV cured to prepare a tape.
<비교예 2><Comparative Example 2>
중공입자 2중량부를 더 사용한 것을 제외하고는 비교예 1과 동일한 함량 및 방법으로 테이프를 제조하였다.A tape was prepared in the same manner and content as in Comparative Example 1, except that 2 parts by weight of hollow particles were additionally used.
실험예 1. 물리적 특성 평가Experimental Example 1. Evaluation of physical properties
실시예 1 내지 4 및 비교예 1 내지 2의 물리적 특성을 확인하기 위하여 점착력, 리워크성 및 내충격성을 각각 측정하였으며, 그 결과는 표 2에 나타내었다. In order to confirm the physical properties of Examples 1 to 4 and Comparative Examples 1 to 2, adhesion, reworkability and impact resistance were measured, respectively, and the results are shown in Table 2.
점착력은 ASTM D 3330에 따라 만능시험기(UTM)(Texture Analyzer XT Plus, Stable micro systems社)을 사용하여 측정하였다. 스테인리스 스틸 기재에 시편 5개를 각각 2kg 롤러로 2회 왕복 롤링 사용하여 부착시키고, 상온에서 30분 동안 방치한 후에 300mm/분의 박리속도 및 180°의 박리각도 조건으로 시편을 스테인리스 스틸 기재으로부터 박리시키면서 점착력을 측정하였으며, 이들의 평균값을 계산하여 나타내었다. Adhesion was measured using a universal testing machine (UTM) (Texture Analyzer XT Plus, Stable micro systems) according to ASTM D 3330. Five specimens were attached to a stainless steel substrate by reciprocating rolling twice with a 2kg roller each, and left at room temperature for 30 minutes. The adhesive force was measured while doing so, and their average value was calculated and presented.
리워크성은 스테인리스 스틸 기재에 시편을 부착한 후 일정시간이 경과한 후에 스테인리스 스틸 기재로부터 시편을 제거 시 손으로 잡아 당겨 제거가 가능한 경우에는 양호, 잔사물이 있으며 용제로 제거해야 하는 수준인 경우에는 나쁨으로 측정하였다.Reworkability is good if the specimen can be removed by pulling it by hand when removing the specimen from the stainless steel substrate after a certain period of time has elapsed after attaching the specimen to the stainless steel substrate. It was measured as bad.
Push-out 내충격성은 가로 15.5mm×세로 15.5mm×두께 0.7mm인 시편을 부착하고, 10mm/min의 속도로 시편을 압착(5Bar×5sec)하여 탈착될 때의 힘을 측정하였다.For push-out impact resistance, a specimen having a width of 15.5 mm × length of 15.5 mm × thickness of 0.7 mm was attached, and the force at the time of detachment was measured by compressing (5 Bar × 5 sec) the specimen at a rate of 10 mm/min.
수직 내충격성과 전단 내충격성은 듀폰 충격시험기를 이용하였으며, 가로 15.5mm×세로 15.5mm×두께가 0.7mm인 시편을 부착하고, 50 내지 1000g Load를 일정 높이에서 낙하 시, 시편이 분리되는 높이의 운동에너지를 계산하였으며, 압착조건은 5bar×5sec이다.For vertical impact resistance and shear impact resistance, a DuPont impact tester was used. A specimen with a width of 15.5 mm × length of 15.5 mm × thickness of 0.7 mm was attached, and when a load of 50 to 1000 g was dropped from a certain height, the kinetic energy at the height at which the specimen was separated was calculated, and the compression condition was 5 bar × 5 sec.
(kgf)Push-out
(kgf)
(mJ)Dupont Vertical
(mJ)
표 2를 참조하면, 실시예 1 내지 4의 경우 가장 적합한 성능을 구현할 수 있음을 확인할 수 있었다. 반면, 비교예 1, 2의 경우 실시예 1 내지 4와 같이 우레탄 아크릴레이트 올리고머를 사용하지 않아 점착력이 기준 이하로 낮았으며, 스테인리스 스틸 기재에서 테이프 제거 후 스테인리스 스틸 기재 상에 잔사물이 많이 남았을 뿐만 아니라 스테인리스 스틸 기재로부터 테이프를 제거하는 것 자체가 매우 곤란하였다. Referring to Table 2, it was confirmed that the most suitable performance could be implemented in the case of Examples 1 to 4. On the other hand, in Comparative Examples 1 and 2, as in Examples 1 to 4, urethane acrylate oligomer was not used, so the adhesive strength was lower than the standard, and after removing the tape from the stainless steel substrate, a lot of residues were left on the stainless steel substrate. However, it was very difficult to remove the tape itself from the stainless steel substrate.
개시된 내용은 예시에 불과하며, 특허청구범위에서 청구하는 청구의 요지를 벗어나지 않고 당해 기술분야에서 통상의 지식을 가진 자에 의하여 다양하게 변경 실시될 수 있으므로, 개시된 내용의 보호범위는 상술한 특정의 실시예에 한정되지 않는다.The disclosed content is only an example, and can be variously modified and implemented by those skilled in the art without departing from the subject matter of the claim claimed in the claims, so the protection scope of the disclosed content is limited to the specific not limited to the examples.
Claims (5)
광개시제 0.01~10중량부;를 포함하는 것을 특징으로 하는 점착력 및 내충격성이 우수한 테이프.
5 to 95% by weight of a urethane acrylate oligomer; 100 parts by weight of a mixture of 95 to 5% by weight of an acrylate monomer; and
0.01 to 10 parts by weight of a photoinitiator; adhesive strength and excellent impact resistance tape comprising a.
상기 우레탄 아크릴레이트 올리고머는 중량평균분자량 300~8000g/mol의 폴리프로필렌 글리콜과 이소포론 디이소시아네이트 또는 자일릴렌 디이소시아네이트 중에서 선택되는 하나의 이소시아네이트와 반응하여 폴리우레탄 예비중합체를 중합한 후 2-하이드록시에틸메타아크릴레이트, 2-하이드록시에틸아크릴레이트, 4-하이드록시부틸아크릴레이트, 및 2-하이드록시프로필아크릴레이트 중에서 선택되는 하이드록시기를 포함하는 하나의 단관능 아크릴레이트 모노머 또는 다관능 아크릴레이트 모노머와 캡핑반응하여 제조된 것을 특징으로 하는 점착력 및 내충격성이 우수한 테이프.
According to claim 1,
The urethane acrylate oligomer is reacted with polypropylene glycol having a weight average molecular weight of 300 to 8000 g/mol and one isocyanate selected from isophorone diisocyanate or xylylene diisocyanate to polymerize a polyurethane prepolymer, followed by 2-hydroxyethyl One monofunctional acrylate monomer or multifunctional acrylate monomer containing a hydroxy group selected from methacrylate, 2-hydroxyethyl acrylate, 4-hydroxybutyl acrylate, and 2-hydroxypropyl acrylate and A tape having excellent adhesive strength and impact resistance, characterized in that it is produced by capping reaction.
상기 아크릴레이트 모노머는 2-에틸헥실아크릴레이트, 에틸아크릴레이트, 메틸아크릴레이트, 부틸아크릴레이트, 에틸메타크릴레이트, 메틸메타크릴레이트, n-프로필메타크릴레이트, 이소보닐아크릴레이트, 2-에톡시에틸메타크릴레이트, 2-하이드록시에틸메타크릴레이트, 및 아크릴산 중에서 선택되는 하나 이상을 포함하는 것을 특징으로 하는 점착력 및 내충격성이 우수한 테이프.
According to claim 1,
The acrylate monomer is 2-ethylhexyl acrylate, ethyl acrylate, methyl acrylate, butyl acrylate, ethyl methacrylate, methyl methacrylate, n-propyl methacrylate, isobornyl acrylate, 2-ethoxy A tape with excellent adhesive strength and impact resistance, characterized in that it contains at least one selected from ethyl methacrylate, 2-hydroxyethyl methacrylate, and acrylic acid.
상기 광개시제는 2,2-다이메톡시-1,2-디페닐메탄-1-온, 및 1-하이드록시-사이클로헥실-페닐-케톤 중에서 선택되는 하나 이상을 포함하는 것을 특징으로 하는 점착력 및 내충격성이 우수한 테이프.
According to claim 1,
The photoinitiator comprises at least one selected from 2,2-dimethoxy-1,2-diphenylmethane-1-one and 1-hydroxy-cyclohexyl-phenyl-ketone, Tape with excellent impact resistance.
상기 혼합물 100중량부에 대하여, 중공입자 0.01~30중량부를 더 포함하는 것을 특징으로 하는 점착력 및 내충격성이 우수한 테이프.According to claim 1,
A tape having excellent adhesive strength and impact resistance, further comprising 0.01 to 30 parts by weight of hollow particles based on 100 parts by weight of the mixture.
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Citations (5)
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KR101099602B1 (en) | 2009-06-29 | 2011-12-29 | (주)티엠에스 | acrylic form tape and manufacturing method of the same |
KR20160129850A (en) * | 2014-03-05 | 2016-11-09 | 데쿠세리아루즈 가부시키가이샤 | Double-sided black adhesive tape |
KR20190087050A (en) * | 2018-01-16 | 2019-07-24 | 방현수 | Urethan acrylate oligomer and adhesive composition comprising the same |
KR102076119B1 (en) | 2016-03-25 | 2020-02-12 | 주식회사 엘지화학 | The adhesive composition and the adhesive tape |
KR20210034717A (en) * | 2019-09-20 | 2021-03-31 | 미원상사주식회사 | UV Curable Liquid Optically Clear Adhesive for Inkjet Process |
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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KR101099602B1 (en) | 2009-06-29 | 2011-12-29 | (주)티엠에스 | acrylic form tape and manufacturing method of the same |
KR20160129850A (en) * | 2014-03-05 | 2016-11-09 | 데쿠세리아루즈 가부시키가이샤 | Double-sided black adhesive tape |
KR102076119B1 (en) | 2016-03-25 | 2020-02-12 | 주식회사 엘지화학 | The adhesive composition and the adhesive tape |
KR20190087050A (en) * | 2018-01-16 | 2019-07-24 | 방현수 | Urethan acrylate oligomer and adhesive composition comprising the same |
KR20210034717A (en) * | 2019-09-20 | 2021-03-31 | 미원상사주식회사 | UV Curable Liquid Optically Clear Adhesive for Inkjet Process |
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