JP2732411B2 - Acrylic adhesive - Google Patents
Acrylic adhesiveInfo
- Publication number
- JP2732411B2 JP2732411B2 JP1156625A JP15662589A JP2732411B2 JP 2732411 B2 JP2732411 B2 JP 2732411B2 JP 1156625 A JP1156625 A JP 1156625A JP 15662589 A JP15662589 A JP 15662589A JP 2732411 B2 JP2732411 B2 JP 2732411B2
- Authority
- JP
- Japan
- Prior art keywords
- adhesive
- weight
- acrylic copolymer
- acrylic
- except
- 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.)
- Expired - Fee Related
Links
- 239000003522 acrylic cement Substances 0.000 title description 4
- 229920006243 acrylic copolymer Polymers 0.000 claims description 15
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 13
- 239000003973 paint Substances 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000003431 cross linking reagent Substances 0.000 claims description 2
- 239000005056 polyisocyanate Substances 0.000 claims description 2
- 229920001228 polyisocyanate Polymers 0.000 claims description 2
- 239000000853 adhesive Substances 0.000 description 19
- 230000001070 adhesive effect Effects 0.000 description 19
- 239000002313 adhesive film Substances 0.000 description 17
- 230000000052 comparative effect Effects 0.000 description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000013464 silicone adhesive Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 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 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
【発明の詳細な説明】 ［産業上の利用分野］ 本発明はアクリル系接着剤に関し、特にフツ素樹脂系
表面及び塗料の塗膜面に高接着性のアクリル系粘着剤に
関する。Description: TECHNICAL FIELD The present invention relates to an acrylic adhesive, and more particularly, to an acrylic adhesive having high adhesion to a fluorine resin surface and a paint film surface.
［従来の技術］ 従来、フツ素系樹脂塗料塗膜面やフツ素樹脂表面に対
して強固に接着するアクリル系粘着剤はなく、一部シリ
コン系粘着剤が使用されたが接着力が不十分であつた。
ラベル、ステツカー、ストライプ等の内外装用装飾フイ
ルム（粘着剤付き）又は粘着テープをフツ素樹脂系表面
及び塗料の塗膜上に貼りつける場合に、粘着剤に、接着
力や凝集力が不足することは商品価値や実用性を甚だ低
下させる原因となつた。また一部には初期粘着性は強い
が、経時的に接着力、凝集力共に低下するアクリル系又
はシリコン系の粘着剤が止むを得ず用いられていた。又
フツ素樹脂系表面等のみならず通常の基材に対してもア
クリル系粘着剤においては低温時には接着力の低いもの
が多かつた。[Prior art] Conventionally, there is no acrylic adhesive that firmly adheres to the fluororesin paint film surface or fluororesin surface, and some silicone adhesives were used, but the adhesive strength was insufficient. It was.
Insufficient adhesive or cohesive strength of the adhesive when sticking decorative films (with adhesive) or adhesive tapes for interior / exterior such as labels, stickers, stripes, etc., on fluororesin-based surfaces and paint films Has greatly reduced the commercial value and practicality. In addition, an acrylic or silicone-based pressure-sensitive adhesive, which has a strong initial tackiness but has a decrease in both adhesive strength and cohesive strength over time, has been unavoidably used. In addition, many acrylic pressure-sensitive adhesives having low adhesive strength at low temperatures were used not only for fluororesin-based surfaces and the like but also for ordinary substrates.
［発明が解決しようとする問題点］ 本発明は上述のような欠陥を克服して、通常の接着剤
では十分な接着力を得ることができなかつた、フツ素塗
料塗膜又は被覆面に対しても強力な接着性を発揮し、低
温時たとえば５℃の時でも通常の基材に対してのみなら
ずフツ素樹脂系表面等にも強接着力、粘着力、凝集力を
発揮しうるアクリル系粘着剤を提供しようとするもので
ある。[Problems to be Solved by the Invention] The present invention overcomes the above-described deficiencies and cannot provide a sufficient adhesive strength with a normal adhesive. Acrylic that exhibits strong adhesion even at low temperatures, for example, at 5 ° C, and can exhibit strong adhesion, adhesion, and cohesion not only to ordinary substrates but also to fluororesin-based surfaces, etc. It is intended to provide a system-based pressure-sensitive adhesive.
［問題点を解決するための手段］ 本発明によれば、２−エチルヘキシルアクリレート4
7.5〜49重量％、ブチルアクリレート47.5〜49重量％及
びα，β−エチレン系不飽和カルボン酸２〜５重量％を
反応させて得られるアクリル共重合体であつて重量平均
分子量が50万以上であるアクリル共重合体100重量部
に、天然又は合成粘着剤15〜25重量部と、架橋剤として
ポリイソシアネート化合物とを含有してなるアクリル系
粘着剤であつて、常温のみならず低温においてもフツ素
樹脂系表面及び塗料塗膜面への接着に適し、接着力、凝
集力、粘着性がバランスよく優れた粘着剤を提供するこ
とにより上述の問題点を解決することができた。[Means for Solving the Problems] According to the present invention, 2-ethylhexyl acrylate 4
An acrylic copolymer obtained by reacting 7.5 to 49% by weight, 47.5 to 49% by weight of butyl acrylate and 2 to 5% by weight of an α, β-ethylenically unsaturated carboxylic acid and having a weight average molecular weight of 500,000 or more. An acrylic pressure-sensitive adhesive containing 100 to 25 parts by weight of an acrylic copolymer, 15 to 25 parts by weight of a natural or synthetic pressure-sensitive adhesive, and a polyisocyanate compound as a cross-linking agent. The above-mentioned problems could be solved by providing a pressure-sensitive adhesive which is suitable for bonding to a resin-based surface and a paint film surface and has excellent balance of adhesion, cohesion, and tackiness.
［実施例］ 以下に本発明の実施態様を実施例により説明する。[Examples] Hereinafter, embodiments of the present invention will be described with reference to Examples.
実施例中、BAはブチル アクリレート、2EHAは２−エ
チルヘキシルアクリレート、AAはα，β−エチレン系不
飽和カルボン酸、IOAはイソオクチルアクリレートをそ
れぞれ示す。In the examples, BA is butyl acrylate, 2EHA is 2-ethylhexyl acrylate, AA is α, β-ethylenically unsaturated carboxylic acid, and IOA is isooctyl acrylate.
実施例１ BA/2EHA/AA＝48.5/48.5/3で重合された重量平均分子
量（ｗ）52万のアクリル共重合体（固形分31％）を含
有する酢酸エチル溶液100重量部に対し粘着付与剤（荒
川化学（株）製ロジンエステルKE−311）6.2重量部添加
しよく撹拌したもの100重量部に対しコロネートＬ（日
本ポリウレタン（株）製）を0.26重量部添加しよく撹拌
しシリコン塗布剥離紙SCW106（住友スリーエム（株）
製）上に35μ dryになる様に塗布し100℃×２分で乾燥
させ50μ軟質塩ビフイルム（住友スリーエム（株）製）
をラミネートして粘着フイルムを作成した。Example 1 Adhesion to 100 parts by weight of an ethyl acetate solution containing an acrylic copolymer (solid content: 31%) having a weight average molecular weight (w) of 520,000 polymerized at BA / 2EHA / AA = 48.5 / 48.5 / 3 6.2 parts by weight of an agent (Rosin ester KE-311 manufactured by Arakawa Chemical Co., Ltd.) was added and stirred well. To 100 parts by weight, 0.26 part by weight of Coronate L (manufactured by Nippon Polyurethanes Co., Ltd.) was added. Paper SCW106 (Sumitomo 3M Limited)
Co., Ltd.) to a dryness of 35μ dry and dried at 100 ℃ for 2 minutes to make 50μ soft salt bifilm (Sumitomo 3M)
Was laminated to form an adhesive film.
実施例２ 実施例１においてBA/2EHA/AA＝47.5/47.5/5で重合さ
れたアクリル共重合体（ｗ＝52万）を使用する以外す
べて実施例１と同様にし粘着フイルムを作成した。Example 2 An adhesive film was prepared in the same manner as in Example 1 except that the acrylic copolymer (w = 520,000) polymerized at BA / 2EHA / AA = 47.5 / 47.5 / 5 was used.
実施例３ 実施例１に於て粘着付与剤をテルペルフエノール共重
合体 安原油脂工業製YSポリスター＃2130を6.2重量部
添加する以外すべて実施例１と同様にし粘着フイルムを
作成した。Example 3 An adhesive film was prepared in the same manner as in Example 1 except that 6.2 parts by weight of terperphenol copolymer YS polystar # 2130 manufactured by Yasuhara Yushi Kogyo was added as the tackifier in Example 1.
比較例１ 実施例１に於てアクリル共重合体の重合平均分子量を
40.5万とした以外はすべて実施例１と同様にし粘着フイ
ルムを作成した。Comparative Example 1 The polymerization average molecular weight of the acrylic copolymer in Example 1 was
An adhesive film was prepared in the same manner as in Example 1 except that the value was changed to 405,000.
比較例２ 実施例１に於てアクリル共重合体の重量平均分子量を
40万とした以外はすべて実施例１と同様にし粘着フイル
ムを作成した。Comparative Example 2 The weight average molecular weight of the acrylic copolymer in Example 1 was
An adhesive film was prepared in the same manner as in Example 1 except that the pressure was changed to 400,000.
比較例３ 実施例１に於て粘着付与剤を添加しなかつた以外はす
べて実施例１と同様にし粘着フイルムを作成した。Comparative Example 3 An adhesive film was prepared in the same manner as in Example 1 except that no tackifier was added.
比較例４ 実施例１に於てBA/2EHA/AA＝50/47/3で重合されたア
クリル共重合体（ｗ＝56万）を使用する以外すべて実
施例１と同様にし粘着フイルムを作成した。Comparative Example 4 An adhesive film was prepared in the same manner as in Example 1 except that the acrylic copolymer (w = 560,000) polymerized at BA / 2EHA / AA = 50/47/3 was used. .
比較例５ 実施例１に於てBA/2EHA/AA＝47/47/6で重合されたア
クリル共重合体（ｗ＝51万）を使用する以外すべて実
施例１と同様にし粘着フイルムを作成した。Comparative Example 5 An adhesive film was prepared in the same manner as in Example 1 except that the acrylic copolymer (w = 510,000) polymerized at BA / 2EHA / AA = 47/47/6 in Example 1 was used. .
比較例６ 実施例１に於てBA/2EHA/AA＝49.5/49.5/1で重合され
たアクリル共重合体（ｗ＝52万）を使用する以外すべ
て実施例１と同様にし粘着フイルムを作成した。Comparative Example 6 An adhesive film was prepared in the same manner as in Example 1 except that the acrylic copolymer (w = 520,000) polymerized at BA / 2EHA / AA = 49.5 / 49.5 / 1 in Example 1 was used. .
比較例７ 実施例１に於てBA/2EHA/AA＝9/88/3で重合されたアク
リル共重合体（ｗ＝53万）を使用する以外すべて実施
例１と同様にし粘着フイルムを作成した。Comparative Example 7 An adhesive film was prepared in the same manner as in Example 1 except that the acrylic copolymer (w = 530,000) polymerized at BA / 2EHA / AA = 9/88/3 was used. .
比較例８ 実施例１に於て粘着付与剤の添加量を9.3重量部にす
る以外すべて実施例１と同様にし粘着フイルムを作成し
た。Comparative Example 8 An adhesive film was prepared in the same manner as in Example 1 except that the amount of the tackifier was changed to 9.3 parts by weight.
比較例９ 実施例１に於てIOA/AA＝90/10で重合されたアクリル
共重合体（ｗ＝50万）を使用し粘着付与剤を使用しな
い以外すべて実施例１と同様にし粘着フイルムを作成し
た。Comparative Example 9 An adhesive film was prepared in the same manner as in Example 1 except that the acrylic copolymer (w = 500,000) polymerized at IOA / AA = 90/10 in Example 1 was used and no tackifier was used. Created.
比較例10 実施例１に於てBA/AA＝98/2で重合されたアクリル共
重合体（ｗ＝62万）を使用する以外すべて実施例１と
同様にし粘着フイルムを作成した。Comparative Example 10 An adhesive film was prepared in the same manner as in Example 1 except that the acrylic copolymer (w = 620,000) polymerized at BA / AA = 98/2 was used.
比較例11 実施例１に於て粘着付与剤の添加量を3.1重量部にす
る以外すべて実施例１と同様にし粘着フイルムを作成し
た。Comparative Example 11 An adhesive film was prepared in the same manner as in Example 1 except that the amount of the tackifier was changed to 3.1 parts by weight.
比較例12 実施例１に於てBA/2EHA/AA＝88/9/3で重合されたアク
リル共重合体（ｗ＝58万）を使用する以外すべて実施
例１と同様にし粘着フイルムを作成した。Comparative Example 12 An adhesive film was prepared in the same manner as in Example 1 except that the acrylic copolymer (w = 580,000) polymerized at BA / 2EHA / AA = 88/9/3 in Example 1 was used. .
〈性能試験〉 この粘着フイルム（40℃で３日放置後のものを使用）
の、フツ素樹脂系表面及び塗料塗膜面に対する接着力
（初期接着力、常態接着力）及び凝集力（保持力として
測定）の試験を以下の方法で行つた。すなわち、この粘
着フイルムをフツ素ルミフロンLF−300（旭ガラス
（株）製）を塗布した焼付塗装鋼板1mm上に貼り付け、
１時間後の接着力、24時間後の接着力 （JIS−Ｚ−1522に準拠）、保持力（垂直に立てた上記
フツ素塗板に貼り合わせ面積20×20mmとなるように接着
し40℃の乾燥器内に30分放置後1Kgの荷重をかけずれ落
ちる時間をチエツクし60分以後は60分経過時点でのずれ
た距離を表示）を測定した。それらの結果を第１表にま
とめて示す。<Performance test> This adhesive film (after leaving at 40 ° C for 3 days)
The test for the adhesive strength (initial adhesive strength, normal adhesive strength) and the cohesive strength (measured as holding power) of the fluororesin-based surface and the paint film surface was carried out by the following methods. That is, this adhesive film was stuck on a baked steel plate 1 mm coated with Fluoro-Lumiflon LF-300 (manufactured by Asahi Glass Co., Ltd.),
Adhesive force after 1 hour, Adhesive force after 24 hours (according to JIS-Z-1522), Holding force After leaving it in the dryer for 30 minutes, a load of 1 kg was applied to check the time required for falling, and after 60 minutes, the shifted distance at the time of 60 minutes was displayed). The results are summarized in Table 1.
上記第１表の実施例と比較例とを比較すれば、本発明
の粘着剤の初期粘着力、常態接着力及び、保持力の物性
において本発明の粘着剤がすぐれていることは明らかで
ある。Comparing the examples of Table 1 with the comparative examples, it is clear that the pressure-sensitive adhesive of the present invention is superior in the initial adhesive strength, normal-state adhesive strength, and physical properties of holding power of the pressure-sensitive adhesive of the present invention. .
すなわち、実施例に係る粘着剤はいずれもこの種の粘
着剤に実用上要求される初期接着力（1.2）、常態接着
力（2.0）及び保持力（60分−0.2mm以内）のすべてを満
足し、粘着剤として優れていることがわかる。In other words, the pressure-sensitive adhesives according to the examples all satisfy the initial adhesive force (1.2), normal-state adhesive force (2.0), and holding power (within 60 minutes-0.2 mm) required for practical use of this type of pressure-sensitive adhesive. It can be seen that the adhesive is excellent.
〈低温接着性試験〉 さらに５℃、15℃、23℃、及び30℃の温度状況下で、
接着性の試験を行いその結果を第２表に示す。<Low-temperature adhesion test> Further, under the temperature conditions of 5 ° C, 15 ° C, 23 ° C, and 30 ° C,
An adhesion test was performed and the results are shown in Table 2.
この表からわかるように実施例１に係る粘着剤は、５
℃という低温においても、通常の基材（被着体Ｂ）のみ
ならずフツ素樹脂系塗料の塗装焼付面（被着体Ａ）に対
しても、実用可能な接着性を有することがわかる。As can be seen from this table, the pressure-sensitive adhesive according to Example 1 was 5
It can be seen that, even at a low temperature of ℃, not only the usual base material (the adherend B) but also the baked surface of the fluororesin-based paint (the adherend A) has practically applicable adhesiveness.
［効果］ 以上説明したように本発明に係るアクリル系粘着剤は
強力な接着力と凝集力を有しかつ低温においても、その
物性を維持し、通常の基材のみならず、従来困難とされ
てきたフツ素樹脂系表面及び塗料塗膜面に対しても接着
を可能とするという大きな効果を発揮する。 [Effects] As described above, the acrylic pressure-sensitive adhesive according to the present invention has a strong adhesive force and a cohesive force, and maintains its physical properties even at a low temperature. It has a great effect of enabling adhesion to the fluororesin-based surface and the paint film surface.
Claims (1)
重量％、ブチルアクリレート47.5〜49重量％及びα，β
−エチレン系不飽和カルボン酸２〜５重量％を反応させ
て得られるアクリル共重合体であつて、重量平均分子量
が50万以上であるアクリル共重合体100重量部に、天然
又は合成の粘着付与剤15〜25重量部と、架橋剤としてポ
リイソシアネートとを含有してなる、フツ素樹脂系表面
及び塗料塗膜面用アクリル系粘着剤。(1) 2-ethylhexyl acrylate 47.5-49
Wt%, butyl acrylate 47.5-49 wt% and α, β
An acrylic copolymer obtained by reacting 2 to 5% by weight of an ethylenically unsaturated carboxylic acid, wherein natural or synthetic tackiness is applied to 100 parts by weight of an acrylic copolymer having a weight average molecular weight of 500,000 or more. An acrylic pressure-sensitive adhesive for a fluororesin-based surface and a paint film surface, comprising 15 to 25 parts by weight of an agent and a polyisocyanate as a crosslinking agent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1156625A JP2732411B2 (en) | 1989-06-19 | 1989-06-19 | Acrylic adhesive |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1156625A JP2732411B2 (en) | 1989-06-19 | 1989-06-19 | Acrylic adhesive |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0326776A JPH0326776A (en) | 1991-02-05 |
| JP2732411B2 true JP2732411B2 (en) | 1998-03-30 |
Family
ID=15631791
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1156625A Expired - Fee Related JP2732411B2 (en) | 1989-06-19 | 1989-06-19 | Acrylic adhesive |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2732411B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008111287A1 (en) | 2007-03-12 | 2008-09-18 | Nitto Denko Corporation | Acrylic pressure-sensitive adhesive tape or sheet and process for producing the same |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4738989B2 (en) * | 2005-11-17 | 2011-08-03 | 花王株式会社 | Double dispenser |
| JP4878011B2 (en) * | 2007-07-31 | 2012-02-15 | 株式会社吉野工業所 | Double type dispenser |
| JP6850182B2 (en) * | 2017-04-07 | 2021-03-31 | 綜研化学株式会社 | Adhesive composition and adhesive sheet |
-
1989
- 1989-06-19 JP JP1156625A patent/JP2732411B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008111287A1 (en) | 2007-03-12 | 2008-09-18 | Nitto Denko Corporation | Acrylic pressure-sensitive adhesive tape or sheet and process for producing the same |
| EP2366749A1 (en) | 2007-03-12 | 2011-09-21 | Nitto Denko Corporation | Acrylic pressure-sensitive adhesive tape or sheet and process for producing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0326776A (en) | 1991-02-05 |
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