JP6471573B2 - Sealing adhesive and sealing adhesive tape - Google Patents
Sealing adhesive and sealing adhesive tape Download PDFInfo
- Publication number
- JP6471573B2 JP6471573B2 JP2015062800A JP2015062800A JP6471573B2 JP 6471573 B2 JP6471573 B2 JP 6471573B2 JP 2015062800 A JP2015062800 A JP 2015062800A JP 2015062800 A JP2015062800 A JP 2015062800A JP 6471573 B2 JP6471573 B2 JP 6471573B2
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- Japan
- Prior art keywords
- weight
- pressure
- sensitive adhesive
- resin
- parts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000012945 sealing adhesive Substances 0.000 title description 9
- 239000011347 resin Substances 0.000 claims description 53
- 229920005989 resin Polymers 0.000 claims description 53
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 39
- 239000006260 foam Substances 0.000 claims description 34
- 238000007789 sealing Methods 0.000 claims description 31
- 150000003505 terpenes Chemical class 0.000 claims description 25
- 235000007586 terpenes Nutrition 0.000 claims description 25
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 18
- 229920006243 acrylic copolymer Polymers 0.000 claims description 17
- 239000010410 layer Substances 0.000 claims description 16
- 239000008096 xylene Substances 0.000 claims description 14
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 13
- 239000012948 isocyanate Substances 0.000 claims description 10
- 150000002513 isocyanates Chemical class 0.000 claims description 8
- UIFVCPMLQXKEEU-UHFFFAOYSA-N 2,3-dimethylbenzaldehyde Chemical compound CC1=CC=CC(C=O)=C1C UIFVCPMLQXKEEU-UHFFFAOYSA-N 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 30
- 239000000853 adhesive Substances 0.000 description 28
- 230000001070 adhesive effect Effects 0.000 description 28
- 238000010521 absorption reaction Methods 0.000 description 19
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- 239000000178 monomer Substances 0.000 description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 16
- 239000012298 atmosphere Substances 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- -1 2-ethylhexyl Chemical group 0.000 description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 12
- 239000002390 adhesive tape Substances 0.000 description 12
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 9
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 9
- 229910001220 stainless steel Inorganic materials 0.000 description 9
- 239000010935 stainless steel Substances 0.000 description 9
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 9
- 230000035939 shock Effects 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000012790 adhesive layer Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000003431 cross linking reagent Substances 0.000 description 5
- 239000005011 phenolic resin Substances 0.000 description 5
- 239000003505 polymerization initiator Substances 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 238000000691 measurement method Methods 0.000 description 4
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- 239000000758 substrate Substances 0.000 description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
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- 238000009864 tensile test Methods 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
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- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
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- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 239000013522 chelant Substances 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- 230000001771 impaired effect Effects 0.000 description 2
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
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- 239000000123 paper Substances 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
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- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
- IVIDDMGBRCPGLJ-UHFFFAOYSA-N 2,3-bis(oxiran-2-ylmethoxy)propan-1-ol Chemical compound C1OC1COC(CO)COCC1CO1 IVIDDMGBRCPGLJ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- OZDGMOYKSFPLSE-UHFFFAOYSA-N 2-Methylaziridine Chemical compound CC1CN1 OZDGMOYKSFPLSE-UHFFFAOYSA-N 0.000 description 1
- GAMXOFKSAQTGLL-UHFFFAOYSA-N 2-[(1-amino-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidamide;sulfo hydrogen sulfate Chemical compound OS(=O)(=O)OS(O)(=O)=O.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N GAMXOFKSAQTGLL-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- IUCJMVBFZDHPDX-UHFFFAOYSA-N tretamine Chemical compound C1CN1C1=NC(N2CC2)=NC(N2CC2)=N1 IUCJMVBFZDHPDX-UHFFFAOYSA-N 0.000 description 1
- 229950001353 tretamine Drugs 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Images
Landscapes
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
本発明は、封止用粘着剤、および封止用粘着テープに関する。 The present invention relates to a sealing adhesive and a sealing adhesive tape.
スマートフォンやタブレット、音楽プレイヤー等の携帯型電子機器は、内部筐体の貼り合わせに粘着テープが使用されているが、落下等による強い衝撃を吸収するための衝撃吸収性や、雨に濡れたり、水中に落としたりする事による、水の浸入を防止する為の封止性(防水性や止水性とも言う)も求められる。そのため、衝撃吸収性や封止性のある発泡体を芯材(基材とも言う)として用いた両面テープ(以下、発泡体両面テープ)が使用され、この発泡体両面テープの粘着剤には、封止用粘着剤が用いられた。 For portable electronic devices such as smartphones, tablets, music players, etc., adhesive tape is used to bond the internal housing, but shock absorption to absorb strong impact due to falling etc., wet with rain, A sealing property (also referred to as waterproofness or water-stopping property) is also required to prevent the intrusion of water by dropping it into water. Therefore, double-sided tape (hereinafter referred to as foam double-sided tape) using a foam having shock absorption and sealing properties as a core material (also referred to as a base material) is used. A sealing adhesive was used.
さらに近年では、上記携帯電子機器類は、薄型化の傾向から、発泡体両面テープにも薄膜化が求められ、また、ディスプレイ画面部分の大型化から、ディスプレイ周囲の額縁状の枠も狭くなり、それに伴い発泡体両面テープにも1mm以下の狭幅化が求められていた。そこで、衝撃吸収性や封止性に優れた封止用粘着剤を用いた発泡体両面テープとして、例えば特許文献1、特許文献2、特許文献3では特定の発泡体基材を用いた両面テープや、アクリル系粘着剤に対して特定の粘着付与樹脂を使用した両面テープが使用されていたが、近年求められる薄型化や狭幅化した場合でも、従来と変わらず衝撃吸収性や封止性に優れた封止用粘着剤を使用した発泡体両面テープは、見出されていなかった。
Furthermore, in recent years, due to the trend of thinning, the above-mentioned portable electronic devices are required to have a thin film on the double-sided foam tape. Also, due to the enlargement of the display screen part, the frame around the display is also narrowed. Along with this, a double-sided foam tape has also been required to have a width of 1 mm or less. Therefore, as a foam double-sided tape using a sealing adhesive excellent in shock absorption and sealing properties, for example, in Patent Document 1,
本発明は、薄型化や狭幅化しても、衝撃吸収性や封止性を損なう事なく、発泡体に対する高い密着性と保持力のバランスに優れた、封止用粘着剤および封止用粘着剤を用いた粘着シートを提供する事を目的とする。 The present invention provides an adhesive for sealing and an adhesive for sealing, which are excellent in the balance between the high adhesion to the foam and the holding force without impairing the impact absorbability and the sealing property even if the thickness is reduced or the width is reduced. It aims at providing the adhesive sheet using an agent.
本発明は、アクリル系共重合体(A)と、軟化点75〜150℃のテルペン樹脂(B)と、液状キシレン系樹脂(C)と、イソシアネート硬化剤(D)とを含む、封止用粘着剤に関する。 The present invention includes an acrylic copolymer (A), a terpene resin (B) having a softening point of 75 to 150 ° C., a liquid xylene resin (C), and an isocyanate curing agent (D). It relates to an adhesive.
また、本発明は、前記アクリル系共重合体(A)100重量部に対して、前記テルペン樹脂を10〜70重量部含む、前記封止用粘着剤に関する。 Moreover, this invention relates to the said adhesive for sealing containing 10-70 weight part of said terpene resins with respect to 100 weight part of said acrylic copolymers (A).
また、本発明は、前記液状キシレン系樹脂(B)が、キシレンホルムアルデヒド重縮合体である、前記封止用粘着剤に関する。 Moreover, this invention relates to the said adhesive for sealing whose said liquid xylene-type resin (B) is a xylene formaldehyde polycondensate.
また、本発明は、前記アクリル系共重合体(A)100重量部に対して、液状キシレン系樹脂(C)を1.0〜20重量部含む前記封止用粘着剤に関する。 Moreover, this invention relates to the said adhesive for sealing containing 1.0-20 weight part of liquid xylene-type resin (C) with respect to 100 weight part of said acrylic copolymers (A).
また、本発明は、粘着剤層および発泡体層を備え、前記粘着剤層が、前記封止用粘着剤から形成されてなることを特徴とする封止用粘着テープに関する。 The present invention also relates to a sealing adhesive tape comprising an adhesive layer and a foam layer, wherein the adhesive layer is formed from the sealing adhesive.
本発明によれば、上記構成の粘着剤を用いる事で、発泡体両面テープを薄型化するために、薄手の発泡体を使用しても、衝撃吸収性、封止性といった特性を低下させず、さらに粘着力や保持力に優れるため、従来では使用できなかった1mm以下のテープ幅でも使用できるようになり、スマートフォンやタブレット、音楽プレイヤー等の携帯型電子機器の額縁部分の幅を狭くすることができるようになった。 According to the present invention, by using the pressure-sensitive adhesive having the above-described structure, even if a thin foam is used to reduce the thickness of the double-sided foam tape, characteristics such as impact absorption and sealing properties are not deteriorated. In addition, because it has excellent adhesive strength and holding power, it can be used with tape widths of 1 mm or less, which could not be used in the past, and narrow the width of the frame part of portable electronic devices such as smartphones, tablets, music players, etc. Can now.
本発明の封止用粘着剤は、アクリル系共重合体(A)と、軟化点75〜150℃のテルペン樹脂(B)と液状キシレン系樹脂(C)と、イソシアネート硬化剤(D)とを含む封止用粘着剤である。本発明の封止用粘着剤は、塗布することで粘着剤層を形成し、基材を備えた粘着シートとして使用することができる。なお本発明で粘着シート、粘着テープ、粘着フィルムは同義語である。 The pressure-sensitive adhesive for sealing of the present invention comprises an acrylic copolymer (A), a terpene resin (B) having a softening point of 75 to 150 ° C., a liquid xylene resin (C), and an isocyanate curing agent (D). It is a pressure-sensitive adhesive for sealing. The pressure-sensitive adhesive for sealing of the present invention forms a pressure-sensitive adhesive layer by coating and can be used as a pressure-sensitive adhesive sheet provided with a substrate. In the present invention, an adhesive sheet, an adhesive tape, and an adhesive film are synonymous.
<アクリル系共重合体(A)>
本発明において、アクリル系共重合体(A)は、アクリルモノマーを用いて合成することが可能な(メタ)アクリル系重合体であり、アクリルモノマーとしては、例えば(メタ)アクリル酸メチル、(メタ)アクリル酸エチル、(メタ)アクリル酸ブチル、(メタ)アクリル酸プロピル、(メタ)アクリル酸ペンチル、(メタ)アクリル酸ヘキシル、(メタ)アクリル酸2−エチルヘキシル、(メタ)アクリル酸オクチル、(メタ)アクリル酸ノニル、(メタ)アクリル酸デシル、(メタ)アクリル酸ドデシル、(メタ)アクリル酸ラウリル、(メタ)アクリルアミド、酢酸ビニル、アクリロニトリル等が挙げられるが、これに限定するものではなく、単独で使用してもよいし、2種以上を組み合わせて使用してもよい。
合成する際は、溶液重合、乳化重合、塊状重合または紫外線照射による重合等の重合方法をとることができるが、本発明では、反応制御や物性コントロールが容易な溶液重合を用いることが好ましい。
<Acrylic copolymer (A)>
In the present invention, the acrylic copolymer (A) is a (meth) acrylic polymer that can be synthesized using an acrylic monomer, and examples of the acrylic monomer include methyl (meth) acrylate, ) Ethyl acrylate, butyl (meth) acrylate, propyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, octyl (meth) acrylate, ( Examples include, but are not limited to, nonyl methacrylate, decyl (meth) acrylate, dodecyl (meth) acrylate, lauryl (meth) acrylate, (meth) acrylamide, vinyl acetate, acrylonitrile, You may use individually and may be used in combination of 2 or more type.
In the synthesis, a polymerization method such as solution polymerization, emulsion polymerization, bulk polymerization, or polymerization by ultraviolet irradiation can be employed. In the present invention, it is preferable to use solution polymerization that allows easy reaction control and physical property control.
アクリル系共重合体(A)として、さらに好ましくは、カルボキシル基含有モノマーを含む事がよく、カルボキシル基含有モノマーは0.1〜10.0重量部を用いることが好ましく、0.5〜8.0重量部がより好ましい。0.1重量部以上であると、硬化剤との架橋密度が向上し、衝撃を受けても粘着剤層が変形しにくく剥がれにくい効果がある。一方、10.0重量部以下であると、硬化剤との架橋密度が過剰にならずに、発泡体や被着体に対する密着性が向上する。これにより、衝撃を受けても剥がれにくく、界面からも水が浸入しにくい。よって、上記範囲であると衝撃吸収性と封止性により優れている。 More preferably, the acrylic copolymer (A) preferably contains a carboxyl group-containing monomer, and 0.1 to 10.0 parts by weight of the carboxyl group-containing monomer is preferably used, and 0.5 to 8. 0 parts by weight is more preferred. When the amount is 0.1 part by weight or more, the crosslinking density with the curing agent is improved, and the pressure-sensitive adhesive layer is not easily deformed or peeled off even when subjected to an impact. On the other hand, if it is 10.0 parts by weight or less, the crosslink density with the curing agent does not become excessive, and the adhesion to the foam or adherend improves. Thereby, even if it receives an impact, it is hard to peel off and water does not penetrate easily from an interface. Therefore, it is more excellent in impact absorption and sealing properties in the above range.
カルボキシル基含有モノマーとしては、カルボキシル基を有するものであればよく、例えば(メタ)アクリル酸、イタコン酸、マレイン酸等が挙げられる。これらのモノマーは、単独で使用してもよいし、2種以上を組み合わせて使用してもよい。 The carboxyl group-containing monomer may be any monomer having a carboxyl group, and examples thereof include (meth) acrylic acid, itaconic acid, maleic acid and the like. These monomers may be used alone or in combination of two or more.
また、本アクリル系共重合体(A)として、さらに好ましくは、水酸基含有モノマーを含むことがよく、水酸基含有モノマーは、0.01〜1.5重量部を用いることが好ましく、0.05〜1.0重量部がより好ましい。0.01重量部以上であると、硬化剤との架橋密度が向上し、衝撃を受けても粘着剤層が変形しにくく剥がれにくい効果がある。一方、1.5重量部以下であると、硬化剤との架橋密度が過剰にならずに、発泡体や被着体に対する密着性が向上する。これにより、衝撃を受けても剥がれにくく、界面からも水が浸入しにくい。よって、上記範囲であると衝撃吸収性と封止性により優れている。 The acrylic copolymer (A) preferably further contains a hydroxyl group-containing monomer, and the hydroxyl group-containing monomer is preferably used in an amount of 0.01 to 1.5 parts by weight, 1.0 part by weight is more preferable. When the content is 0.01 parts by weight or more, the crosslinking density with the curing agent is improved, and the adhesive layer is less likely to be deformed and peeled off even when subjected to an impact. On the other hand, when it is 1.5 parts by weight or less, the crosslink density with the curing agent does not become excessive, and the adhesion to the foam or adherend improves. Thereby, even if it receives an impact, it is hard to peel off and water does not penetrate easily from an interface. Therefore, it is more excellent in impact absorption and sealing properties in the above range.
水酸基含有モノマーは、例えば、2−ヒドロキシエチル(メタ)アクリレート、3−ヒドロキシプロピル(メタ)アクリレート、4−ヒドロキシブチル(メタ)アクリレート、6−ヒドロキシヘキシル(メタ)アクリレート、グリセリンモノ(メタ)アクリレート、N−メチロールアクリルアミド等が挙げられる。これらの中でも硬化剤との適度な架橋性の観点から炭素数1〜3のアルキレン基を有する水酸基含有モノマーは、凝集力、耐熱性、密着性をより向上できるため好ましい。そして、2−ヒドロキシエチル(メタ)アクリレートがより好ましい。これらのモノマーは、単独で使用してもよいし、2種以上を組み合わせて使用してもよい。 Examples of the hydroxyl group-containing monomer include 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, glycerin mono (meth) acrylate, N-methylol acrylamide etc. are mentioned. Among these, a hydroxyl group-containing monomer having an alkylene group having 1 to 3 carbon atoms is preferable from the viewpoint of appropriate crosslinkability with a curing agent because the cohesion, heat resistance, and adhesion can be further improved. And 2-hydroxyethyl (meth) acrylate is more preferable. These monomers may be used alone or in combination of two or more.
本発明において共重合には、過酸化物系の重合開始剤やアゾビス系の重合開始剤等、従来公知の重合開始剤を使用することができる。有機過酸化物の重合開始剤としては、例えば、ベンゾイルパーオキサイド、ジ−t−ブチルパーオキサイド、クメンハイドロパーオキサイド、t−ブチルパーオキシベンゾエート、t−ブチルパーオキシネオデカノエート、t−ブチルパーオキシ2−エチルヘキサノエート等が挙げられ、アゾ系の重合開始剤としては、2,2’−アゾビスイソブチロニトリル、2,2’−アゾビス(2−アミジノプロパン)ジヒドロクロライド、2,2’−アゾビス[2−(5−メチル−2−イミダゾリン−2−イル)プロパン]ジヒドロクロライド、2,2’−アゾビス(2−メチルプロピオンアミジン)二硫酸塩、2,2’−アゾビス(N,N’−ジメチレンイソブチルアミジン)等が挙げられる。これら重合開始剤は単独で使用しても、2種類以上の併用で使用してもよい。 In the present invention, conventionally known polymerization initiators such as peroxide polymerization initiators and azobis polymerization initiators can be used for the copolymerization. Examples of the organic peroxide polymerization initiator include benzoyl peroxide, di-t-butyl peroxide, cumene hydroperoxide, t-butyl peroxybenzoate, t-butyl peroxyneodecanoate, and t-butyl. Peroxy 2-ethylhexanoate and the like. As the azo polymerization initiator, 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-amidinopropane) dihydrochloride, 2 , 2′-azobis [2- (5-methyl-2-imidazolin-2-yl) propane] dihydrochloride, 2,2′-azobis (2-methylpropionamidine) disulfate, 2,2′-azobis ( N, N′-dimethyleneisobutylamidine) and the like. These polymerization initiators may be used alone or in combination of two or more.
本発明において、アクリル系共重合体(A)の重合平均分子量は、30万〜200万が好ましく、60万〜150万がより好ましい。30万以上であると、凝集力が向上し、衝撃を受けても粘着剤層が変形しにくく剥がれにくい効果がある。一方、200万以下であると、凝集力が高くなりすぎずに発泡体や被着体に対する密着性が向上する。これにより、衝撃を受けても剥がれにくく、界面からも水が浸入しにくい。よって、上記範囲であると衝撃吸収性と封止性により優れている。なお本発明において重量平均分子量とはGPC測定で求めたポリスチレン換算の重量平均分子量であり、GPC測定条件は以下のとおりである。装置:SHIMADZU Prominence((株)島津製作所製)カラム:TOSOH TSK−GEL GMHXL(東ソー(株)製)を使用。溶媒:テトラヒドロフラン、流速:0.5mL/min、温度:40℃、試料濃度:0.1wt%、試料注入量:100μL。 In the present invention, the polymerization average molecular weight of the acrylic copolymer (A) is preferably 300,000 to 2,000,000, more preferably 600,000 to 1,500,000. When it is 300,000 or more, the cohesive force is improved, and even when subjected to an impact, the pressure-sensitive adhesive layer is hardly deformed and is not easily peeled off. On the other hand, when it is 2 million or less, the cohesive force does not become too high, and the adhesion to the foam or adherend improves. Thereby, even if it receives an impact, it is hard to peel off and water does not penetrate easily from an interface. Therefore, it is more excellent in impact absorption and sealing properties in the above range. In addition, in this invention, a weight average molecular weight is a weight average molecular weight of polystyrene conversion calculated | required by GPC measurement, and GPC measurement conditions are as follows. Apparatus: SHIMADZU Prominence (manufactured by Shimadzu Corporation) Column: TOSOH TSK-GEL GMHXL (manufactured by Tosoh Corporation) is used. Solvent: tetrahydrofuran, flow rate: 0.5 mL / min, temperature: 40 ° C., sample concentration: 0.1 wt%, sample injection amount: 100 μL.
<テルペン樹脂(B)>
本発明において、テルペン樹脂(B)は、テルペンモノマーを重合した、軟化点75〜150℃の樹脂であれば特に限定されず、例えば、テルペンフェノール樹脂、ジペンテン樹脂、芳香族変性テルペン樹脂、水添テルペン樹脂、酸変性テルペン樹脂、スチレン化テルペン樹脂などのテルペン系樹脂であるが、好ましくはテルペンモノマーとフェノールを共重合したテルペンフェノール樹脂である。
<Terpene resin (B)>
In the present invention, the terpene resin (B) is not particularly limited as long as it is a resin having a softening point of 75 to 150 ° C. obtained by polymerizing a terpene monomer. For example, terpene phenol resin, dipentene resin, aromatic modified terpene resin, hydrogenated Terpene resins such as terpene resins, acid-modified terpene resins, and styrenated terpene resins are preferable, and terpene phenol resins obtained by copolymerizing a terpene monomer and phenol are preferable.
テルペンフェノール樹脂として好ましいものとして例えば、YSポリスターU130(ヤスハラケミカル社製、軟化点130±5℃)、YSポリスターU115(ヤスハラケミカル社製、軟化点115±5℃)、YSポリスターT145(ヤスハラケミカル社製、軟化点145±5℃)、YSポリスターT130(ヤスハラケミカル社製、軟化点130±5℃)、YSポリスターT115(ヤスハラケミカル社製、軟化点115±5℃)、YSポリスターT100(ヤスハラケミカル社製、軟化点100±5℃)、YSポリスターT80(ヤスハラケミカル社製、軟化点80±5℃)、YSポリスターS145(ヤスハラケミカル社製、軟化点145±5℃)、YSポリスターG125(ヤスハラケミカル社製、軟化点125±5℃)、YSポリスターN125(ヤスハラケミカル社製、軟化点125±5℃)、YSポリスターK140(ヤスハラケミカル社製、軟化点140±5℃)、YSポリスターK125(ヤスハラケミカル社製、軟化点125±5℃)、YSポリスターTH130(ヤスハラケミカル社製、軟化点130±5℃)、などを例示することができるが、軟化点75〜150℃のテルペンフェノール樹脂であれば、これらに限定するものではない。 Preferred examples of the terpene phenol resin include YS polystar U130 (manufactured by Yasuhara Chemical Co., softening point 130 ± 5 ° C.), YS polystar U115 (manufactured by Yashara Chemical Co., softening point 115 ± 5 ° C.), YS polystar T145 (manufactured by Yashara Chemical Co., softening). YS polystar T130 (manufactured by Yasuhara Chemical Co., softening point 115 ± 5 ° C), YS polystar T115 (manufactured by Yasuhara Chemical Co., softening point 115 ± 5 ° C), YS polystar T100 (manufactured by Yasuhara Chemical Co., softening point 100) ± 5 ° C.), YS Polystar T80 (manufactured by Yasuhara Chemical Co., softening point 80 ± 5 ° C.), YS polystar S145 (manufactured by Yashara Chemical Co., softening point 145 ± 5 ° C.), YS polystar G125 (manufactured by Yasuhara Chemical Co., softening point 125 ± 5) ° C), YS polystar -N125 (Yasuhara Chemical Co., softening point 125 ± 5 ° C), YS Polystar K140 (Yasuhara Chemical Co., softening point 140 ± 5 ° C), YS Polystar K125 (Yasuhara Chemical Co., softening point 125 ± 5 ° C), YS Polystar TH130 (Yasuhara Chemical Co., Ltd., softening point 130 ± 5 ° C.) can be exemplified, but the terpene phenol resin having a softening point of 75 to 150 ° C. is not limited thereto.
テルペン樹脂(B)は、粘着付与樹脂としての機能を有し、これらは単独で使用しても良いし、2種以上を組み合わせて使用しても良い。テルペン樹脂を用いる事で、ポリオレフィン系発泡体に対する密着性を向上させる事ができるが、軟化点が75℃未満の場合、耐熱性が低いため、耐熱用途では使用できない。一方、軟化点が150℃を超えると、粘着剤層のタックがなくなり、密着性が低下、衝撃に耐えられず剥がれたり、密着しない界面から水が浸入、すなわち衝撃吸収性と封止性が低下する恐れがある。軟化点として、さらに好ましくは110〜140℃である。なお、テルペン樹脂(B)の軟化点はJIS K2207に準じて測定した値である。 The terpene resin (B) has a function as a tackifier resin, and these may be used alone or in combination of two or more. By using a terpene resin, it is possible to improve adhesion to a polyolefin-based foam, but when the softening point is less than 75 ° C., the heat resistance is low, so it cannot be used in heat-resistant applications. On the other hand, when the softening point exceeds 150 ° C., the tackiness of the pressure-sensitive adhesive layer is lost, the adhesiveness is lowered, the film cannot be withstood and peeled off, or water enters from the non-adhesive interface, that is, the shock absorption and sealing properties are lowered. There is a fear. The softening point is more preferably 110 to 140 ° C. The softening point of the terpene resin (B) is a value measured according to JIS K2207.
テルペン樹脂(B)の水酸基価は特に限定されないが、25〜210mgKOH/gが好ましく、50〜80mgKOH/gがより好ましい。上記範囲であると、衝撃吸収性と封止性により優れている。 Although the hydroxyl value of terpene resin (B) is not specifically limited, 25-210 mgKOH / g is preferable and 50-80 mgKOH / g is more preferable. Within the above range, the impact absorption and sealing properties are excellent.
軟化点75〜150℃のテルペン樹脂は、アクリル系共重合体(A)100重量部に対し、10〜70重量部用いることが好ましく、20〜60重量部がより好ましい。10重量部以上であると、発泡体に対する密着性が向上し、衝撃を受けても剥がれにくく界面からも水が浸入しにくい。一方、70重量部以下であると、粘着剤層のタックにより発泡体に対する密着性が向上する。これにより、衝撃を受けても剥がれにくく、界面からも水が浸入しにくい。よって、上記範囲であると衝撃吸収性と封止性により優れている。 The terpene resin having a softening point of 75 to 150 ° C is preferably used in an amount of 10 to 70 parts by weight, and more preferably 20 to 60 parts by weight with respect to 100 parts by weight of the acrylic copolymer (A). When the amount is 10 parts by weight or more, the adhesion to the foam is improved, and even when subjected to an impact, it is difficult to peel off and water does not easily enter from the interface. On the other hand, when it is 70 parts by weight or less, the adhesiveness to the foam is improved by the tackiness of the pressure-sensitive adhesive layer. Thereby, even if it receives an impact, it is hard to peel off and water does not penetrate easily from an interface. Therefore, it is more excellent in impact absorption and sealing properties in the above range.
<液状キシレン系樹脂(C)>
本発明において、液状キシレン系樹脂(C)は粘着付与樹脂としての機能を有する。また本明細書において液状とは、25℃における粘度が10〜30000mPa・sであることを示し、粘度は、試料を適量計量し25℃の温度に合わせた後、東機産業社製TVB-10M形粘度計を用いて測定する粘度に合わせてローターと回転数を適宜選択し、測定開始してから1分後の値である。
<Liquid xylene resin (C)>
In the present invention, the liquid xylene-based resin (C) has a function as a tackifying resin. In this specification, liquid means that the viscosity at 25 ° C. is 10 to 30000 mPa · s. The viscosity is measured by adjusting a sample to a temperature of 25 ° C. and then TVB-10M manufactured by Toki Sangyo Co., Ltd. The value is one minute after the start of measurement by appropriately selecting the rotor and the number of rotations according to the viscosity measured using a viscometer.
液状キシレン系樹脂(C)は特に限定されないが、好ましくは、キシレンホルムアルデヒド重縮合体であり、例えば、ニカノールY-50(フドー社製、数平均分子量250、粘度50mPa・s、水酸基価20mgKOH/g)、ニカノールY-100(フドー社製、数平均分子量270、粘度100mPa・s、水酸基価25mgKOH/g)、ニカノールY-1000(フドー社製、数平均分子量330、粘度1000mPa・s、水酸基価21mgKOH/g)、ニカノールLLL(フドー社製、数平均分子量340、粘度2500mPa・s、水酸基価36mgKOH/g)、ニカノールLL(フドー社製、数平均分子量365、粘度4700mPa・s、水酸基価40mgKOH/g)、ニカノールL(フドー社製、数平均分子量400、粘度12600mPa・s、水酸基価32mgKOH/g)、などを例示することができる。粘度は3000〜15000mPa・sであるとより好ましい。液状キシレン系樹脂(C)は、単独で使用しても良いし、2種以上を組み合わせて使用しても良い。 The liquid xylene-based resin (C) is not particularly limited, but is preferably a xylene formaldehyde polycondensate, for example, Nikanol Y-50 (manufactured by Fudou, number average molecular weight 250, viscosity 50 mPa · s, hydroxyl value 20 mgKOH / g). ), Nikanol Y-100 (manufactured by Fudou, number average molecular weight 270, viscosity 100 mPa · s, hydroxyl value 25 mgKOH / g), Nikanol Y-1000 (manufactured by Hudo, number average molecular weight 330, viscosity 1000 mPa · s, hydroxyl value 21 mgKOH) / G), Nikanol LLL (manufactured by Fudou, number average molecular weight 340, viscosity 2500 mPa · s, hydroxyl value 36 mgKOH / g), Nikanol LL (manufactured by Hudo, number average molecular weight 365, viscosity 4700 mPa · s, hydroxyl value 40 mgKOH / g) ), Nikanol L (manufactured by Fudou, number average molecular weight 4) 0, a viscosity 12600mPa · s, a hydroxyl value 32 mgKOH / g), and the like can be exemplified. The viscosity is more preferably 3000 to 15000 mPa · s. A liquid xylene-type resin (C) may be used independently, and may be used in combination of 2 or more type.
液状キシレン系樹脂(C)の数平均分子量は、100〜500が好ましく、350〜450がより好ましい。また、水酸基価10〜50mgKOH/gが好ましく、30〜45mgKOH/gであることが更に好ましい。上記範囲であると衝撃吸収性と封止性により優れている。 The number average molecular weight of the liquid xylene-based resin (C) is preferably 100 to 500, and more preferably 350 to 450. The hydroxyl value is preferably 10 to 50 mgKOH / g, and more preferably 30 to 45 mgKOH / g. Within the above range, the impact absorption and sealing properties are excellent.
液状キシレン系樹脂(C)は、アクリル系共重合体(A)100重量部に対し、1.0〜20重量部用いることが好ましく、3.0〜15.0重量部がより好ましい。1.0重量部以上であると、発泡体や被着体に対する密着性が向上し、衝撃を受けても剥がれにくく界面からも水が浸入しにくい。一方、20重量部以下であると、液状粘着付与樹脂を起因とした凝集力の低下が起こらず粘着剤層が変形しにくく剥がれにくい効果がある。よって、上記範囲であると衝撃吸収性と封止性により優れている。 The liquid xylene-based resin (C) is preferably used in an amount of 1.0 to 20 parts by weight, and more preferably 3.0 to 15.0 parts by weight with respect to 100 parts by weight of the acrylic copolymer (A). When the amount is 1.0 part by weight or more, adhesion to the foam or adherend is improved, and even when subjected to an impact, it is difficult to peel off, and water does not easily enter from the interface. On the other hand, when it is 20 parts by weight or less, there is an effect that the cohesive force is not lowered due to the liquid tackifying resin, and the pressure-sensitive adhesive layer is hardly deformed and peeled off. Therefore, it is more excellent in impact absorption and sealing properties in the above range.
<その他の粘着付与樹脂>
上記以外の粘着付与樹脂も、求められる性能を損なわない範囲で、必要に応じて使用することができる。例えば、ロジンエステル、重合ロジン、水添ロジン、不均化ロジン、マレイン酸変性ロジン、フマル酸変性ロジン、ロジンフェノール樹脂などのロジン系樹脂;、α−ピネン樹脂、β−ピネン樹脂、さらにはクマロン−インデン樹脂、スチレン系樹脂、アルキルフェノール樹脂や、石油樹脂またはその共重合体が挙げられる。これらは、2種以上を組み合わせて使用してもよい。
<Other tackifying resins>
Tackifying resins other than those described above can also be used as necessary as long as the required performance is not impaired. For example, rosin resins such as rosin ester, polymerized rosin, hydrogenated rosin, disproportionated rosin, maleic acid modified rosin, fumaric acid modified rosin, rosin phenol resin; α-pinene resin, β-pinene resin, and coumarone -Indene resins, styrene resins, alkylphenol resins, petroleum resins or copolymers thereof. You may use these in combination of 2 or more type.
本発明の、イソシアネート硬化剤(D)は架橋剤としての機能を有し、例えば、トリレンジイソシアネート、キシレンジイソシアネート、ヘキサメチレンジイソシアネート等のイソシアネート化合物と、トリメチロールプロパンなどのポリオールとのアダクト体などが挙げられるが特に限定されない。アダクト体としては、イソシアネート化合物はトリレンジイソシアネートが好ましく、ポリオールはトリメチロールプロパンが好ましい。上記架橋剤は単独で使用しても、2種類以上を併用してもよい。 The isocyanate curing agent (D) of the present invention has a function as a crosslinking agent, for example, an adduct of an isocyanate compound such as tolylene diisocyanate, xylene diisocyanate, hexamethylene diisocyanate and a polyol such as trimethylolpropane. Although it is mentioned, it is not specifically limited. As an adduct, the isocyanate compound is preferably tolylene diisocyanate, and the polyol is preferably trimethylolpropane. The above crosslinking agents may be used alone or in combination of two or more.
本発明の粘着剤は、求められる性能を損なわない範囲で、必要に応じてイソシアネート硬化剤(D)以外の架橋剤を含むことも可能である。イソシアネート硬化剤(D)以外の硬化剤としては、例えば、エポキシ化合物、金属キレート化合物、アジリジン化合物などが挙げられる。エポキシ系化合物では、エチレングリコールジグリシジルエーテル、トリグリシジルエーテル、トリメチロールプロパントリグリシジルエーテル、グリセリンジグリシジルエーテルなどが挙げられ、金属キレート化合物では、例えば、アルミニウム、亜鉛、鉄、スズ、チタン、アンチモン、マグネシウム、バナジウムなどの多価金属がアセチルアセトンやアセト酢酸エチルに廃位した化合物が挙げられ、アジリジン系化合物では、例えば、N,N’−トルエン−2,4−ビス(1−アジリジンカルボキサイド)、N,N’−ジフェニルメタン-4,4’−ビス(1−アジリジンカルボキサイド)トリエチレンメラミン、ビスイソプロタロイル−1−(2−メチルアジリジン)、またはトリ−1−アジリジニルホスフィンオキサイドなどが挙げられ、上記架橋剤は、2種類以上を併用してもよい。 The pressure-sensitive adhesive of the present invention can contain a crosslinking agent other than the isocyanate curing agent (D) as required, as long as the required performance is not impaired. Examples of the curing agent other than the isocyanate curing agent (D) include an epoxy compound, a metal chelate compound, and an aziridine compound. Examples of the epoxy compound include ethylene glycol diglycidyl ether, triglycidyl ether, trimethylolpropane triglycidyl ether, glycerin diglycidyl ether and the like, and metal chelate compounds include, for example, aluminum, zinc, iron, tin, titanium, antimony, Examples include compounds in which polyvalent metals such as magnesium and vanadium are discarded in acetylacetone and ethyl acetoacetate. Examples of aziridine compounds include N, N′-toluene-2,4-bis (1-aziridinecarboxide), N , N′-diphenylmethane-4,4′-bis (1-aziridinecarboxide) triethylenemelamine, bisisoprotaloyl-1- (2-methylaziridine), or tri-1-aziridinylphosphine oxide Et The crosslinking agent may be used in combination of two or more.
イソシアネート硬化剤(D)を含む架橋剤は、アクリル系共重合体(A)100重量部に対し、合計で0.5〜10.0重量部が好ましく、1.0〜7.0重量部がより好ましい。0.5重量部以上であると、架橋密度が向上し、衝撃を受けても粘着剤層が変形しにくく剥がれにくい効果がある。一方、10重量部以下であると、架橋密度が過剰にならずに、発泡体や被着体に対する密着性が向上する。これにより、衝撃を受けても剥がれにくく、界面からも水が浸入しにくい。よって、上記範囲であると衝撃吸収性と封止性により優れている。 The total amount of the crosslinking agent including the isocyanate curing agent (D) is preferably 0.5 to 10.0 parts by weight, and 1.0 to 7.0 parts by weight with respect to 100 parts by weight of the acrylic copolymer (A). More preferred. When the content is 0.5 parts by weight or more, the crosslinking density is improved, and the adhesive layer is less likely to be deformed and hardly peeled even when subjected to an impact. On the other hand, when it is 10 parts by weight or less, the crosslink density does not become excessive, and the adhesion to the foam or adherend is improved. Thereby, even if it receives an impact, it is hard to peel off and water does not penetrate easily from an interface. Therefore, it is more excellent in impact absorption and sealing properties in the above range.
<その他添加剤>
本発明の粘着剤には、必要に応じて公知の粘着剤組成物に配合される充填剤、顔料、染料、希釈剤、老化防止剤、重合禁止剤、紫外線吸収剤、紫外線安定剤、カップリング剤等、各種添加剤を含んでもよく、また、2種類以上を用いてもよい。また、添加剤の添加量は、必要な物性が得られる量とすればよく、特に限定されるものではない。
<Other additives>
In the pressure-sensitive adhesive of the present invention, fillers, pigments, dyes, diluents, anti-aging agents, polymerization inhibitors, UV absorbers, UV stabilizers, couplings, which are blended in known pressure-sensitive adhesive compositions as necessary. Various additives such as an agent may be included, and two or more kinds may be used. Moreover, the addition amount of an additive should just be taken as the quantity from which a required physical property is obtained, and is not specifically limited.
<粘着シートの構成>
本発明の粘着シートは、基材と、上記の粘着剤を塗工することで形成した粘着剤層とを含むことができる。構成としては、基材の両面に粘着層を有する両面粘着シートとすることが好ましい。
<Configuration of adhesive sheet>
The pressure-sensitive adhesive sheet of the present invention can include a base material and a pressure-sensitive adhesive layer formed by applying the above pressure-sensitive adhesive. As a structure, it is preferable to set it as the double-sided adhesive sheet which has an adhesive layer on both surfaces of a base material.
本発明で基材とは、薄型化や狭幅化しても、近年求められる衝撃吸収性や封止性を損なわない範囲で、例えば、ポリオレフェイン(例えば、ポリエチレン、ポリプロピレン等)、ポリエステル(例えば、ポリエチレンテレフタレート等)、ポリスチレン、ポリ塩化ビニル、ポリカーボネート、ポリウレタン、セロファン等のプラスチック、また、上質紙、クラフト紙、クレープ紙、グラシン紙等の紙、また、織布、不織布等の布、ポリオレフィン系発泡体、ウレタン発泡体、EPDM(エチレン・プロピレン・ジエンゴム)発泡体等の発泡体が挙げられ、特にこれらに限定させるものではないが、好ましくは厚み10〜200μのポリオレフィン系発泡体や、10〜200μのポリエステルフィルムである。 The base material in the present invention is, for example, polyolefine (for example, polyethylene, polypropylene, etc.), polyester (for example, polyester, , Polyethylene terephthalate, etc.), polystyrene, polyvinyl chloride, polycarbonate, polyurethane, cellophane, etc., high quality paper, kraft paper, crepe paper, glassine paper, etc., woven fabric, non-woven fabric, polyolefin-based Examples include foams such as foams, urethane foams, and EPDM (ethylene / propylene / diene rubber) foams, and are not particularly limited to these, but are preferably polyolefin foams having a thickness of 10 to 200 μm, It is a 200 μm polyester film.
前記塗工は、剥離性シートに粘着剤を塗工して粘着剤層を形成した後、基材へ粘着剤層を転写する転写法、または基材に直接粘着剤を塗工し粘着剤層を形成する直接塗工法が一般的である。塗工装置としては、例えばリバースロールコーター、エアーナイフコーター、ナイフコータ-、コンマコーター、ダイコーター、グラビアコーターなどが用いられるが、特にこれに限定されるものではない。粘着剤層の厚さは、基材片面に塗布する厚みとしては、5〜150μmが好ましく、さらに好ましくは、15〜100μmであり、基材両面に塗布する厚みの合計としては、10〜300μmが好ましく、さらに好ましくは、30〜200μmである。 The coating may be performed by applying a pressure-sensitive adhesive to the peelable sheet to form a pressure-sensitive adhesive layer, and then transferring the pressure-sensitive adhesive layer to the base material, or by directly applying the pressure-sensitive adhesive to the base material. A direct coating method is generally used to form the film. As the coating apparatus, for example, a reverse roll coater, an air knife coater, a knife coater, a comma coater, a die coater, a gravure coater and the like are used, but not particularly limited thereto. The thickness of the pressure-sensitive adhesive layer is preferably 5 to 150 μm, more preferably 15 to 100 μm, as the thickness applied to one side of the substrate, and the total thickness applied to both sides of the substrate is 10 to 300 μm. More preferably, it is 30-200 micrometers.
以下、実施例により、本発明を具体的に説明するが、本発明は以下の例によって限定されるものではない。なお、実施例中の部及び%は、それぞれ重量部および重量%を示している。 EXAMPLES Hereinafter, although an Example demonstrates this invention concretely, this invention is not limited by the following examples. In addition, the part and% in an Example have shown the weight part and weight%, respectively.
(重量平均分子量の測定)
明細書に記載の方法と同様にして測定した。
(粘度の測定方法)
明細書に記載の方法と同様にして測定した。
(水酸基価の測定方法)
水酸基価はJIS K 5601-2-1に準じて測定した値である。
(Measurement of weight average molecular weight)
Measurement was performed in the same manner as described in the specification.
(Measurement method of viscosity)
Measurement was performed in the same manner as described in the specification.
(Measurement method of hydroxyl value)
The hydroxyl value is a value measured according to JIS K 5601-2-1.
<実施例1>
撹拌機、還流冷却管、窒素導入管、温度計、滴下管を備えた反応装置を使用して、窒素雰囲気下で、表1の各モノマーの合計量の50重量%、開始剤としてアゾビスイソブチロニトリルを0.03部、溶剤として酢酸エチル55部を反応槽に仕込み、残りのモノマーの全量、および酢酸エチル30部、アゾビスイソブチロニトリルを0.07部添加して混合した溶液を滴下管に仕込んだ。反応槽を加熱し還流を確認後、モノマー混合物を滴下管から約1時間かけて滴下し、その後約80℃にて反応を継続した。反応終了後、冷却、酢酸エチルで希釈し、アクリル系共重合体溶液を得た。アクリル系共重合体の不揮発分は48.5%、粘度は12500mPa・s、重量平均分子量=880000であった
得られたアクリル系共重合体100重量部に対して、表1の実施例1記載の粘着付与樹脂であるテルペン樹脂40.0部、液状キシレン系樹脂7.0部、イソシアネート硬化剤(トリレンジイソシアネートトリメチロールプロパンアダクト体の不揮発分37.5%酢酸エチル溶液)を不揮発分換算で2.5重量部、酢酸エチル適量を配合し不揮発分40%の粘着剤を得た。なお、表1の数値は部を表す。
<Example 1>
Using a reactor equipped with a stirrer, a reflux condenser, a nitrogen inlet tube, a thermometer, and a dropping tube, 50% by weight of the total amount of each monomer shown in Table 1 under the nitrogen atmosphere, azobisiso as an initiator A solution prepared by charging 0.03 parts of butyronitrile and 55 parts of ethyl acetate as a solvent into the reaction vessel, adding the total amount of the remaining monomers, 30 parts of ethyl acetate, and 0.07 parts of azobisisobutyronitrile. Was charged into the dropping tube. After the reaction vessel was heated and reflux was confirmed, the monomer mixture was dropped from the dropping tube over about 1 hour, and then the reaction was continued at about 80 ° C. After completion of the reaction, the mixture was cooled and diluted with ethyl acetate to obtain an acrylic copolymer solution. The non-volatile content of the acrylic copolymer was 48.5%, the viscosity was 12500 mPa · s, and the weight average molecular weight was 880000. Terpene resin 40.0 parts, liquid xylene-based resin 7.0 parts, isocyanate curing agent (37.5% ethyl acetate solution of tolylene diisocyanate trimethylolpropane adduct) in terms of nonvolatile content A pressure-sensitive adhesive having a nonvolatile content of 40% was obtained by blending 2.5 parts by weight and an appropriate amount of ethyl acetate. In addition, the numerical value of Table 1 represents a part.
<実施例1〜19、比較例1〜6>
表1〜表2に示すように、共重合体溶液の種類、粘着付与樹脂及び硬化剤の種類、配合量を変更した以外は実施例1と同様にして、粘着剤を得た。共重合体の分子量を下記に示す。
・実施例17の重量平均分子量:830000
・実施例18の重量平均分子量:910000
・実施例19の重量平均分子量:860000
・実施例20の重量平均分子量:880000
<Examples 1-19, Comparative Examples 1-6>
As shown in Tables 1 and 2, a pressure-sensitive adhesive was obtained in the same manner as in Example 1 except that the type of copolymer solution, the type of tackifier resin and the curing agent, and the blending amount were changed. The molecular weight of the copolymer is shown below.
-Weight average molecular weight of Example 17: 830000
-Weight average molecular weight of Example 18: 910000
-Weight average molecular weight of Example 19: 860000
-Weight average molecular weight of Example 20: 880000
表中、単量体の種類を下記の略号で示した。
BA:ブチルアクリレート
2EHA:2−エチルヘキシルアクリレート
EA:エチルアクリレート
AA:アクリル酸
HEA:2−ヒドロキシエチルアクリレート
イソシアネート化合物:トリレンジイソシアネートトリメチロールプロパンアダクト体の不揮発分37.5%酢酸エチル溶液の不揮発分換算量
また、表中記載の液状粘着付与樹脂の説明を下記に示した。
(テルペン樹脂(B))
YSポリスターT145(ヤスハラケミカル社製、軟化点145±5℃、水酸基価約65mgKOH/g)
YSポリスターT130(ヤスハラケミカル社製、軟化点130±5℃、水酸基価約65mgKOH/g)
YSポリスターT115(ヤスハラケミカル社製、軟化点115±5℃、水酸基価約65mgKOH/g)
YSポリスターT100(ヤスハラケミカル社製、軟化点100±5℃、水酸基価約65mgKOH/g)
YSポリスターT80(ヤスハラケミカル社製、軟化点80±5℃、水酸基価約65mgKOH/g)
YSポリスターU115(ヤスハラケミカル社製、軟化点115±5℃、水酸基価約25mgKOH/g)
YSポリスターK125(ヤスハラケミカル社製、軟化点125±5℃、水酸基価約200mgKOH/g)
(液状キシレン系樹脂(C))
ニカノールY-1000(フドー社製、数平均分子量330、粘度1000mPa・s、水酸基価21mgKOH/g)
ニカノールY-100(フドー社製、数平均分子量270、粘度100mPa・s、水酸基価25mgKOH/g)
ニカノールY-50(フドー社製、数平均分子量250、粘度50mPa・s、水酸基価20mgKOH/g)
ニカノールL(フドー社製、数平均分子量400、粘度12600mPa・s、水酸基価32mgKOH/g)
ニカノールLL(フドー社製、数平均分子量365、粘度4700mPa・s、水酸基価40mgKOH/g)
ニカノールLLL(フドー社製、数平均分子量340、粘度2500mPa・s、水酸基価36mgKOH/g)
(その他のキシレン系樹脂)
ニカノールH80:(フドー社製、トルエン希釈前粘度100000mPa・s以上、水酸基価29)
ニカノールH:(フドー社製、粘度100000mPa・s以上、水酸基価33mgKOH/g)
ニカノールG:(フドー社製、粘度100000mPa・s以上、水酸基価36mgKOH/g)
(ロジンエステル樹脂)
ペンセルD-125(荒川化学社製、軟化点125℃)
ペンセルD-135(荒川化学社製、軟化点135℃)
In the table, the types of monomers are indicated by the following abbreviations.
BA: butyl acrylate 2EHA: 2-ethylhexyl acrylate EA: ethyl acrylate AA: acrylic acid HEA: 2-hydroxyethyl acrylate isocyanate compound: non-volatile content of tolylene diisocyanate trimethylolpropane adduct non-volatile content of 37.5% ethyl acetate solution The amount of the liquid tackifying resin described in the table is described below.
(Terpene resin (B))
YS Polystar T145 (manufactured by Yasuhara Chemical Co., Ltd., softening point 145 ± 5 ° C., hydroxyl value about 65 mgKOH / g)
YS Polystar T130 (manufactured by Yasuhara Chemical Co., Ltd., softening point 130 ± 5 ° C., hydroxyl value about 65 mgKOH / g)
YS Polystar T115 (manufactured by Yashara Chemical Co., Ltd., softening point 115 ± 5 ° C., hydroxyl value about 65 mgKOH / g)
YS Polystar T100 (manufactured by Yashara Chemical Co., Ltd., softening point 100 ± 5 ° C., hydroxyl value about 65 mgKOH / g)
YS Polystar T80 (manufactured by Yasuhara Chemical Co., Ltd., softening point 80 ± 5 ° C., hydroxyl value about 65 mgKOH / g)
YS Polystar U115 (manufactured by Yasuhara Chemical Co., Ltd., softening point 115 ± 5 ° C., hydroxyl value about 25 mgKOH / g)
YS Polystar K125 (manufactured by Yasuhara Chemical Co., Ltd., softening point 125 ± 5 ° C., hydroxyl value about 200 mgKOH / g)
(Liquid xylene resin (C))
Nikanol Y-1000 (manufactured by Fudou, number average molecular weight 330, viscosity 1000 mPa · s, hydroxyl value 21 mgKOH / g)
Nicanol Y-100 (manufactured by Fudo, number average molecular weight 270, viscosity 100 mPa · s, hydroxyl value 25 mgKOH / g)
Nicanol Y-50 (manufactured by Fudou, number average molecular weight 250, viscosity 50 mPa · s, hydroxyl value 20 mgKOH / g)
Nikanol L (manufactured by Fudou, number average molecular weight 400, viscosity 12600 mPa · s, hydroxyl value 32 mgKOH / g)
Nikanol LL (manufactured by Fudou, number average molecular weight 365, viscosity 4700 mPa · s, hydroxyl value 40 mgKOH / g)
Nikanol LLL (manufactured by Fudou, number average molecular weight 340, viscosity 2500 mPa · s, hydroxyl value 36 mgKOH / g)
(Other xylene-based resins)
Nikanol H80: (Fudo Co., Ltd., viscosity before toluene dilution of 100,000 mPa · s or more, hydroxyl value 29)
Nikanol H: (Fudo Co., Ltd., viscosity 100000 mPa · s or more, hydroxyl value 33 mgKOH / g)
Nikanol G: (Fudo Co., Ltd., viscosity 100000 mPa · s or more, hydroxyl value 36 mgKOH / g)
(Rosin ester resin)
Pencel D-125 (Arakawa Chemical Industries, softening point 125 ° C)
Pencel D-135 (Arakawa Chemical Co., Ltd., softening point 135 ° C)
<粘着シートの作成>
得られた粘着剤をコンマコーターを用いて市販の剥離性シート上に粘着剤層の乾燥後の厚さが50μmになるよう塗工し、乾燥オーブンで100℃−2分間乾燥し溶剤を除去した後に、厚み100μの市販のポリオレフィン系発泡体の片面に貼り合せ、同様に市販の剥離性シート上に粘着剤層の乾燥後の厚さが50μmになるよう、再度塗工し、粘着剤の貼り合せされていない、もう一方の面に貼り合せることで総厚200μの発泡体両面シートを得た。得られた粘着シートを用いて以下の物性評価を行った。結果を表に示す。
<Creation of adhesive sheet>
The obtained pressure-sensitive adhesive was coated on a commercially available peelable sheet using a comma coater so that the thickness after drying of the pressure-sensitive adhesive layer was 50 μm, and dried in a drying oven at 100 ° C. for 2 minutes to remove the solvent. Later, it was pasted on one side of a commercially available polyolefin foam having a thickness of 100 μm, and coated again on the commercially available peelable sheet so that the thickness after drying of the pressure sensitive adhesive layer was 50 μm. A foam double-sided sheet having a total thickness of 200 μm was obtained by bonding to the other side that was not combined. The following physical property evaluation was performed using the obtained adhesive sheet. The results are shown in the table.
<対SUS 90度粘着力>
23℃−50%RHの雰囲気下で長さ10mm×幅25mmの粘着シートをステンレス板へ貼着し、2kgロールで1往復圧着し、23℃−50%RHの雰囲気下で20分および24時間放置した。その後、23℃−50%RHの雰囲気下でJISZ1528の測定方法に準拠して、引っ張り試験を用いて剥離速度300mm/minで粘着力を測定した。値が大きいほど粘着力に優れる。
<リワーク性試験>
23℃−50%RHの雰囲気下で長さ10mm×幅25mmの粘着シートをステンレス板へ貼着し、2kgロールで1往復圧着した直後、23℃−50%RHの雰囲気下でJISZ1528の測定方法に準拠して、引っ張り試験を用いて剥離速度300mm/minで90度剥離を行い粘着力を測定した。また、剥離試験後に、ステンレス板表面に粘着剤が残らないか確認した。ステンレス板表面に粘着剤が残らないとリワーク性に優れる。
〇:粘着剤がステンレス板に残らなかった。
×:粘着剤がステンレス板に残っていた。
<90 degree adhesion to SUS>
Adhesive sheet of 10mm length x 25mm width is pasted on a stainless steel plate in an atmosphere of 23 ° C-50% RH, press-fitted once with a 2kg roll, 20 minutes and 24 hours in an atmosphere of 23 ° C-50% RH I left it alone. Thereafter, the adhesive strength was measured at a peeling rate of 300 mm / min using a tensile test in accordance with the measurement method of JISZ1528 in an atmosphere of 23 ° C.-50% RH. The larger the value, the better the adhesive strength.
<Reworkability test>
A measuring method of JISZ1528 in an atmosphere of 23 ° C.-50% RH immediately after a pressure sensitive adhesive sheet having a length of 10 mm × width 25 mm is pasted on a stainless steel plate in a 23 ° C.-50% RH atmosphere and subjected to one reciprocal pressure bonding with a 2 kg roll. In accordance with the above, 90 degree peeling was performed at a peeling speed of 300 mm / min using a tensile test, and the adhesive strength was measured. Moreover, after the peeling test, it was confirmed whether an adhesive remained on the stainless steel plate surface. If the adhesive does not remain on the surface of the stainless steel plate, it will have excellent reworkability.
○: No adhesive remained on the stainless steel plate.
X: The adhesive remained on the stainless steel plate.
<貼り直し性試験>
23℃−50%RHの雰囲気下で長さ10mm×幅25mmの粘着シートをステンレス板へ貼着し、2kgロールで1往復圧着した直後、23℃−50%RHの雰囲気下でJISZ1528の測定方法に準拠して、引っ張り試験機を用いて剥離速度300mm/minで90度剥離をし、剥離した直後すぐに再度ステンレス版へ貼着し、2kgロールで1往復圧着した後24時間放置した。その後、23℃−50%RHの雰囲気下でJISZ1528の測定方法に準拠して、引っ張り試験を用いて剥離速度300mm/minで粘着力を測定した。粘着力の値が大きいほど貼り直し性に優れる。
<Re-stickability test>
A measuring method of JISZ1528 in an atmosphere of 23 ° C.-50% RH immediately after a pressure sensitive adhesive sheet having a length of 10 mm × width 25 mm is pasted on a stainless steel plate in a 23 ° C.-50% RH atmosphere and subjected to one reciprocal pressure bonding with a 2 kg roll. In accordance with the above, it was peeled 90 degrees using a tensile tester at a peeling speed of 300 mm / min, and immediately after peeling, it was again attached to a stainless steel plate, pressed once with a 2 kg roll, and left for 24 hours. Thereafter, the adhesive strength was measured at a peeling rate of 300 mm / min using a tensile test in accordance with the measurement method of JISZ1528 in an atmosphere of 23 ° C.-50% RH. The greater the value of the adhesive strength, the better the re-stickability.
<保持力>
23℃−50%RHの雰囲気下で長さ100mm×幅25mmの粘着積層体の長さ25mm×幅25mmの粘着シートをステンレス板へそれぞれ貼着し、2kgロールで1往復圧着し、23℃−50%RHの雰囲気下で20分間放置した。その後、80℃の雰囲気下で1kgの重りを付け180度の方向に力が加わるようセットし、1時間後および24時間後に粘着シートが被着体から何ミリメートルずれているかを測定した。ずれ幅が小さいほど保持力に優れる。
<Retention force>
In an atmosphere of 23 ° C.-50% RH, adhesive sheets of length 100 mm × width 25 mm of adhesive laminates of length 25 mm × width 25 mm were each attached to a stainless steel plate, and one-way reciprocating with a 2 kg roll, 23 ° C.- It was left for 20 minutes in an atmosphere of 50% RH. Thereafter, a weight of 1 kg was applied under an atmosphere of 80 ° C. and set so that a force was applied in the direction of 180 °, and how many millimeters the adhesive sheet was displaced from the adherend after 1 hour and 24 hours was measured. The smaller the deviation, the better the holding power.
<衝撃吸収性試験>
23℃−50%RHの雰囲気下で、厚さ3mm、横80mm、縦130mmのアクリル板(1)に、横40mm、縦90mmで、中心部に横38mm、縦88mmの穴のある試料1(発泡体粘着テープの実質の幅1mm)を中心部に貼り合せた後、試料の上から、横50mm、縦100mmのアクリル板(2)を貼り合せ、2kgロールで1往復圧着し、23℃−50%の雰囲気下で24時間放置した。横40mm、縦90mmで、中心部に横38.5mm、縦88.5mmの穴のある試料2(発泡体粘着テープの実質の幅0.75mm)、横40mm、縦90mmで、中心部に横39mm、縦89mmの穴のある試料3(発泡体粘着テープの実質の幅0.5mm)についても同様に作製した。その後、23℃−50%RHの雰囲気下で、300gの錘を、高さ20cmから、アクリル板(1)面の中央部に落下させ、アクリル板(2)のハガレ具合を測定した。下記の基準に従って評価した。
〇:テープのハガレが発生しなかった。
△:テープのハガレが少し発生した。(実用上問題なし)
×:テープのハガレが発生した。
<Shock absorption test>
Sample 1 with a 3 mm thick, 80 mm wide, 130 mm long acrylic plate (1), a 40 mm wide, 90 mm long, 38 mm wide, 88 mm long hole in the center in an atmosphere of 23 ° C.-50% RH After bonding the foam adhesive tape with the actual width of 1 mm) to the center, an acrylic plate (2) with a width of 50 mm and a length of 100 mm is bonded from the top of the sample, and one-way reciprocation with a 2 kg roll is performed. It was left for 24 hours in a 50% atmosphere.
◯: Tape peeling did not occur.
Δ: Some peeling of the tape occurred. (No problem in practical use)
X: Tape peeling occurred.
<封止性試験>
23℃−50%RHの雰囲気下で、横50mm、縦100mmのアクリル板に、横40mm、縦90mmで、中心部に横38mm、縦88mmの穴のある試料1(発泡体粘着テープの実質の幅1mm)を中心部に貼り合せた後、試料の上から、横50mm、縦100mmのアクリル板を貼り合せ、2kgロールで1往復圧着し、23℃−50%RHの雰囲気下で24時間放置した。横40mm、縦90mmで、中心部に横38.5mm、縦88.5mmの穴のある試料2(発泡体粘着テープの実質の幅0.75mm)、横40mm、縦90mmで、中心部に横39mm、縦89mmの穴のある試料3(発泡体粘着テープの実質の幅0.5mm)についても同様に作製した。その後、直径17cm、高さ2.0mの筒に1.5mまで水を満たし、その中に作成した試料を投入し、更に24時間放置した。その後、水中からサンプルを取り出し、貼り合せた試料の内部に、水が浸透しているか目視にて確認した。下記の基準に従って評価した。
〇:試料の中心部に水が浸透しなかった。
×:試料の中心部に水が浸透していた。
<Sealing test>
In an atmosphere of 23 ° C. and 50% RH, Sample 1 (substantially the foam adhesive tape having a hole of 40 mm in width and 90 mm in length, 38 mm in width and 88 mm in length in the center on an acrylic plate having a width of 50 mm and a length of 100 mm. 1mm width) at the center, then an acrylic plate with a width of 50mm and a length of 100mm is pasted from above the sample, and it is pressed once with a 2kg roll, and left in an atmosphere of 23 ° C-50% RH for 24 hours. did.
○: Water did not penetrate into the center of the sample.
X: Water penetrated into the center of the sample.
以上のように、本発明の粘着剤を用いた粘着シートは、衝撃吸収性と封止性に優れ、発泡体に対する高い密着性と保持力のバランスに優れ、貼り直し性やリワーク性にも優れていることが示された。 As described above, the pressure-sensitive adhesive sheet using the pressure-sensitive adhesive of the present invention is excellent in shock absorption and sealing properties, excellent in the balance between high adhesion to foam and holding power, and excellent in re-sticking and reworkability. It was shown that.
1 1.0mm幅の両面粘着テープ
2 0.75mm幅の両面粘着テープ
3 0.5mm幅の両面粘着テープ
4 アクリル板
5 アクリル板
6 両面粘着テープ
7 落下衝撃用錘
8 錘をあてる場所
9 試料
DESCRIPTION OF SYMBOLS 1 Double-sided adhesive tape of 1.0
Claims (5)
A pressure-sensitive adhesive tape comprising a pressure-sensitive adhesive layer and a foam layer, wherein the pressure-sensitive adhesive layer is formed from the pressure-sensitive adhesive for sealing according to claim 1.
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JP2015062800A JP6471573B2 (en) | 2015-03-25 | 2015-03-25 | Sealing adhesive and sealing adhesive tape |
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JP2016183210A JP2016183210A (en) | 2016-10-20 |
JP2016183210A5 JP2016183210A5 (en) | 2018-02-08 |
JP6471573B2 true JP6471573B2 (en) | 2019-02-20 |
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