JPS6356584A - Bonding of organic polymer - Google Patents
Bonding of organic polymerInfo
- Publication number
- JPS6356584A JPS6356584A JP20084886A JP20084886A JPS6356584A JP S6356584 A JPS6356584 A JP S6356584A JP 20084886 A JP20084886 A JP 20084886A JP 20084886 A JP20084886 A JP 20084886A JP S6356584 A JPS6356584 A JP S6356584A
- Authority
- JP
- Japan
- Prior art keywords
- bonding
- aminosilane
- organic polymer
- cyanoacrylate
- adhesive
- 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.)
- Pending
Links
- 229920000620 organic polymer Polymers 0.000 title claims abstract description 25
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920000098 polyolefin Polymers 0.000 claims abstract description 12
- 239000004830 Super Glue Substances 0.000 claims abstract description 9
- FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229930182556 Polyacetal Natural products 0.000 claims abstract description 3
- 229920006324 polyoxymethylene Polymers 0.000 claims abstract description 3
- 239000000853 adhesive Substances 0.000 claims description 13
- 230000001070 adhesive effect Effects 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- -1 methyl alpha-cyanoacrylate Chemical compound 0.000 abstract description 5
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 229920001651 Cyanoacrylate Polymers 0.000 description 3
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000004927 fusion Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-UHFFFAOYSA-N 0.000 description 1
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000002431 hydrogen Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007788 roughening Methods 0.000 description 1
- 238000005488 sandblasting Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野〕
本発明は、有機高分子の接着方法に関し、特にポリオレ
フィンなど、従来から接着が困難とされてきた有機高分
子の接着に好適な接着方法に関する。Detailed Description of the Invention (Field of Industrial Application) The present invention relates to a method for adhering organic polymers, and in particular to an adhesion method suitable for adhering organic polymers such as polyolefin, which have traditionally been difficult to adhere. .
有機高分子、特にポリオレフィンの如き汎用樹脂は、フ
ィルム、シート、パイプ、ロッドあるいはその他種々の
成形品として各方面に多量に使用されており、またそれ
ら成形品同士の接着が必要となる場合が多い。Organic polymers, especially general-purpose resins such as polyolefins, are used in large quantities in various fields as films, sheets, pipes, rods, and other various molded products, and it is often necessary to bond these molded products together. .
ところで、ポリオレフィンは、周知の通りその低極性の
故に接着剤による接着が極めて困難であることに鑑みて
、過去種々の接着方法が提案されて来た。たとえば接着
剤塗布に先立ってポリオレフィンの表面を火炎や強酸化
剤により酸化処理して活性化する方法、サンドブラスト
により表面を粗面化する方法などはその一例であるが、
それらいずれの方法も接着剤塗布前の処理が簡単ではな
く、あるいは接着力が充分でないなどの問題があった。By the way, in view of the fact that, as is well known, it is extremely difficult to bond polyolefins with adhesives due to their low polarity, various bonding methods have been proposed in the past. Examples include a method of oxidizing and activating the surface of polyolefin with flame or a strong oxidizing agent prior to applying adhesive, and a method of roughening the surface by sandblasting.
All of these methods have problems such as the processing before applying the adhesive is not easy or the adhesive strength is not sufficient.
ポリオレフィン物品同士は融着により確実に接続するこ
とが出来るが、この方法は融着のために加熱を必要とし
、ポリオレフィン物品によっては加熱ができない場合が
あるために通用範囲が限定される欠点がある。Polyolefin articles can be reliably connected to each other by fusion bonding, but this method requires heating for fusion, and heating may not be possible depending on the polyolefin article, which has the disadvantage of limiting its range of application. .
ポリオレフィン物品についての従来の接着方法が上記し
た通りの状況であるために、又更に今日における接着要
求の増大のために、それら物品を可及的簡単でしかも常
温で接着する技術の開発が強く要望されている。Because of the above-mentioned situation with conventional bonding methods for polyolefin articles, and also because of the increasing demands for bonding these days, there is a strong demand for the development of a technique for bonding these articles as simply as possible and at room temperature. has been done.
本発明は、上記の問題点を解決することを目的として、
接着すべき有機高分子の表面をアミノシランにより処理
し、次いでシアノアクリレート系接着剤を用いて接着す
ることを特徴とする有機高分子の接着方法をＨｇする。The present invention aims to solve the above problems.
Hg is a method for bonding organic polymers, which is characterized in that the surface of organic polymers to be bonded is treated with aminosilane, and then bonded using a cyanoacrylate adhesive.
接着すべき有機高分子の表面をアミノシランにより処理
すると、当該表面が予想外に活性化し、しかもこの活性
状態はシアノアクリレート系接着剤に対して特に顕著で
ある。従ってアミノシラン処理のあと上記接着剤を用い
ると良好な接着が達成される。When the surface of the organic polymer to be bonded is treated with aminosilane, the surface is unexpectedly activated, and this activation state is particularly pronounced for cyanoacrylate adhesives. Therefore, good adhesion is achieved when the above adhesive is used after aminosilane treatment.
本発明に依れば、多くの有機高分子物品につき上記した
通りの節噴な前処理を施すのみで、しかも常温で接着が
可能となる。According to the present invention, it is possible to bond many organic polymer articles at room temperature by simply subjecting them to the above-mentioned economical pretreatment.
本発明においては、熱可塑性有機高分子や熱硬化性有機
高分子等分子中に多忙の炭素鎖を有する各種の有機高分
子が接着対象となり得るが、就中ポリエチレン、ポリプ
ロピレン、ポリブテン−１、ポリ−４−メチルペンテン
−１等のポリオレフィン類あるいはそれらの架橋物やポ
リアセタール等の従来から難接着性とされてきた熱可塑
性有機高分子の１種間士または２種間の接着に適用して
頗る効果がある。In the present invention, various organic polymers having a busy carbon chain in the molecule, such as thermoplastic organic polymers and thermosetting organic polymers, can be bonded. Among them, polyethylene, polypropylene, polybutene-1, and -Applicable to adhesion between one or two types of thermoplastic organic polymers that have traditionally been considered difficult to adhere to, such as polyolefins such as 4-methylpentene-1, their crosslinked products, and polyacetal. effective.
接着対象となる有機高分子表面の接着個所表面は、まず
アミノシランにより処理される。この処理は、後記する
アミノシランの少なくとも１種を用いてたとえば常温で
有機高分子物品の接着個所表面とアミノシランとを接触
させることにより達成される。たとえば、有機高分子物
品をアミノシランの液体浴中に浸漬する、アミノシラン
華独またはその有機溶媒溶液をハケ塗りやスプレイング
等により塗布する等の方法で行うことが出来る。The surface of the organic polymer surface to be bonded is first treated with aminosilane. This treatment is achieved by using at least one type of aminosilane to be described later and bringing the surface of the bonded part of the organic polymer article into contact with the aminosilane at room temperature. For example, the organic polymer article can be immersed in a liquid bath of aminosilane, or aminosilane or an organic solvent solution thereof can be applied by brushing, spraying, or the like.
アミノソランによる有機高分子表面の活性化のためには
特に時間を要しないが、接着界面の余剰アミノシランの
残留は接着強度を低下させることがあるので、接着に先
立って拭き取るなどして除去することが好ましい。また
、アミノシランの有機溶媒／８液を塗布した場合には、
数分〜数時間放置して風乾させて溶媒を飛散させること
が好ましい。Activation of the organic polymer surface with aminosolane does not require any particular time, but excess aminosilane remaining on the adhesive interface may reduce adhesive strength, so it is recommended to remove it by wiping it off prior to adhesion. preferable. In addition, when applying aminosilane organic solvent/8 liquid,
It is preferable to leave it for several minutes to several hours and air dry it to scatter the solvent.
本発明において用いるアミノシランとしては、たとえば
次の一般式（１）で示されるものが用いられる。As the aminosilane used in the present invention, for example, one represented by the following general formula (1) is used.
（Ｒ＋Ｏ）ｚ −５ｉ−Ｙ−ＮＨＲｚ ・
・ ・ ・ ・（１）ここに、Ｒ１はアルキル基特にメ
チル基、エチル基、プロピル基であり、Ｚはアルコキシ
基または水！２基であり、Ｒ２は水素、フェニル基、＋
ＣＨ２）Ｉｌ−Ｎｌｌｚであり、Ｙは＋ＣＨ、ｔ＋、
、−ｆ ＣｔｌＲ＋ 、、＋ＣＨ２）、ＮｔｌＣＱ＋（
Ｒは１〜６の整数）である。(R+O)z -5i-Y-NHRz ・
・ ・ ・ ・(1) Here, R1 is an alkyl group, especially a methyl group, an ethyl group, or a propyl group, and Z is an alkoxy group or water! 2 groups, R2 is hydrogen, phenyl group, +
CH2) Il-Nllz, Y is +CH, t+,
, -f CtlR+ , , +CH2), NtlCQ+(
R is an integer from 1 to 6).
たとえば、Ｎ−β（アミノエチル）−γ−アミノプロピ
ルトリメトキンシラン、Ｎ−β（アミノエチル）−γ−
アミノプロピルメチルジメトキシシラン、Ｔ−アミノプ
ロピルトリエトキシシラン、Ｎ−フェニル−γ−アミノ
プロピルトリメトキンシラン、Ｔ−ウレイドブロピルト
リエトキシノランなどが例示される。For example, N-β(aminoethyl)-γ-aminopropyltrimethquine silane, N-β(aminoethyl)-γ-
Examples include aminopropylmethyldimethoxysilane, T-aminopropyltriethoxysilane, N-phenyl-γ-aminopropyltrimethoxysilane, and T-ureidobropyltriethoxynolane.
シアノアクリレート系接着剤としては、メチルα−シア
ノアクリレート、エチルα−シアノアクリレートなどの
アルキルα−シアノアクリレ−トムどからなる、あるい
はそれらを主成分とするものが例示され、また市販のシ
アノアクリレート系瞬間接着剤類も使用できる。Examples of cyanoacrylate adhesives include those consisting of or having alkyl α-cyanoacrylate toms such as methyl α-cyanoacrylate and ethyl α-cyanoacrylate as their main components, and commercially available cyanoacrylate adhesives. Adhesives can also be used.
実施例１〜９、比較例１〜２
接着対象する有機高分子につき、プレス成形法により２
１１厚１０Ｃ１１角のシートを作成し、アミノシランの
アセトン溶液を２枚のシートの各接着すべき面に塗布し
、約６０分間放置してアセトンを込発除去し、次いでシ
アノ７クリレート系接着剤を塗布して鉄板の間に挾み、
約５ｋｇの荷重をかけて接着した。Examples 1 to 9, Comparative Examples 1 to 2 For the organic polymer to be bonded, 2
11 thickness 10C11 square sheets were prepared, an acetone solution of aminosilane was applied to each surface of the two sheets to be bonded, and the acetone was removed by leaving for about 60 minutes, and then a cyano 7 acrylate adhesive was applied. Apply it and put it between iron plates,
The adhesive was applied with a load of approximately 5 kg.
次表に接着対象となった有機高分子、前処理に用いたア
ミノシラン、およびシアノアクリレート系接着剤の各種
類、並びに接着強度の測定結果を示す。参考のためにア
ミノンラン前処理を施していないケースを比較例として
示した。The following table shows the organic polymers to be bonded, the aminosilane used for pretreatment, the types of cyanoacrylate adhesives, and the measurement results of adhesive strength. For reference, a case without aminorane pretreatment is shown as a comparative example.
なお、用いたアミノシランおよびシアノアクリレート系
接着剤の内容は下記の通りである。The contents of the aminosilane and cyanoacrylate adhesive used are as follows.
アミノシラン−１：Ｎ−β（アミノエチル）−Ｔ−アミ
ノプロピルトリメトキシシラン、
アミノシラン−２二Ｎ−β（アミノエチル）−Ｔ−アミ
ノプロピルメチルジメトキシシラン、７ミノシランー３
：Ｔ−アミノプロピルトリエトキシシラン、
シアノアクリレート系接着剤−ｌニアロンアルファ２３
２ （東亜合成化学社製）、
シアノアクリレート系接着剤−２ニアロンアルフア２０
３ （東亜合成化学社製）、
シアノアクリレート系接着剤−３ニアロンアルフア２５
３ （東亜合成化学社製）。Aminosilane-1: N-β(aminoethyl)-T-aminopropyltrimethoxysilane, Aminosilane-22N-β(aminoethyl)-T-aminopropylmethyldimethoxysilane, 7minosilane-3
: T-aminopropyltriethoxysilane, cyanoacrylate adhesive-l Nialon Alpha 23
2 (manufactured by Toagosei Kagaku Co., Ltd.), Cyanoacrylate adhesive-2 Nearon Alpha 20
3 (manufactured by Toagosei Kagaku Co., Ltd.), Cyanoacrylate adhesive-3 Nearon Alpha 25
3 (manufactured by Toagosei Kagaku Co., Ltd.).
接着強度は、ＪＩＳ Ｋ６８５４に従ってＴ−剥離を
行い、２５關幅あたりの２ＩＩ離に要する力（ｋｇ）を
測定した。The adhesive strength was determined by performing T-peeling according to JIS K6854, and measuring the force (kg) required for 2II peeling per 25 mm width.
（以下、余白）(Hereafter, margin)
Claims (3)
り処理し、次いでシアノアクリレート系接着剤を用いて
接着することを特徴とする有機高分子の接着方法。(1) A method for bonding organic polymers, which comprises treating the surface of organic polymers to be bonded with aminosilane, and then bonding using a cyanoacrylate adhesive.
る特許請求の範囲第１項に記載の接着方法。(2) The bonding method according to claim 1, wherein the organic polymer to be bonded is a difficult-to-bond organic polymer.
オレフィン、またはポリアセタールである特許請求の範
囲第１項または第２項に記載の接着方法。(3) The adhesion method according to claim 1 or 2, wherein the poorly adhesive organic polymer is polyolefin, crosslinked polyolefin, or polyacetal.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20084886A JPS6356584A (en) | 1986-08-27 | 1986-08-27 | Bonding of organic polymer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20084886A JPS6356584A (en) | 1986-08-27 | 1986-08-27 | Bonding of organic polymer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6356584A true JPS6356584A (en) | 1988-03-11 |
Family
ID=16431225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20084886A Pending JPS6356584A (en) | 1986-08-27 | 1986-08-27 | Bonding of organic polymer |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6356584A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010121077A (en) * | 2008-11-21 | 2010-06-03 | Shin-Etsu Chemical Co Ltd | Primer composition for cyanoacrylate-based instantaneous adhesive |
| EP2993211A1 (en) * | 2014-09-02 | 2016-03-09 | Plasto-Sac Ltd. | Security envelope and method |
-
1986
- 1986-08-27 JP JP20084886A patent/JPS6356584A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010121077A (en) * | 2008-11-21 | 2010-06-03 | Shin-Etsu Chemical Co Ltd | Primer composition for cyanoacrylate-based instantaneous adhesive |
| EP2993211A1 (en) * | 2014-09-02 | 2016-03-09 | Plasto-Sac Ltd. | Security envelope and method |
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