JPS6357456B2 - - Google Patents
Info
- Publication number
- JPS6357456B2 JPS6357456B2 JP20721683A JP20721683A JPS6357456B2 JP S6357456 B2 JPS6357456 B2 JP S6357456B2 JP 20721683 A JP20721683 A JP 20721683A JP 20721683 A JP20721683 A JP 20721683A JP S6357456 B2 JPS6357456 B2 JP S6357456B2
- Authority
- JP
- Japan
- Prior art keywords
- resin
- adhesive
- release agent
- mold release
- resin molded
- 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
Links
- 230000001070 adhesive effect Effects 0.000 claims description 22
- 239000000853 adhesive Substances 0.000 claims description 21
- 239000006082 mold release agent Substances 0.000 claims description 16
- 229920005989 resin Polymers 0.000 claims description 16
- 239000011347 resin Substances 0.000 claims description 16
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 9
- 229920006122 polyamide resin Polymers 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 235000019445 benzyl alcohol Nutrition 0.000 claims description 4
- 239000004593 Epoxy Substances 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 2
- 230000000052 comparative effect Effects 0.000 description 11
- 239000003822 epoxy resin Substances 0.000 description 8
- 229920000647 polyepoxide Polymers 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 5
- -1 glycidyl ester Chemical class 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000013013 elastic material Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000006261 foam material Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
本発明は離型剤の付着した樹脂成形物の接着方
法に関する。ウレタン系やエポキシ系などの常温
で液状の熱硬化性樹脂及び液状ゴムなどを型枠に
注入し硬化させた弾性体や低発泡体をも含む樹脂
成形物の表面には、成形時に予め型枠表面に塗布
しておいたシリコーン系やワツクス系などの離型
剤が通常5〜20g/m2付着している。従来、これ
ら離型剤付着樹脂成形物を接着加工するには、通
常の接着剤では接着しないため溶剤などによる洗
浄、サンダー又は切削加工などの離型剤を取り除
く工程をへたのちの純枠な樹脂面に接着剤を塗布
する方法であつた。
本発明の目的は、樹脂成形物表面に離型剤が付
着していても接着可能な接着剤を開発し、離型剤
取り除き工程を省略できる樹脂成形物の接着方法
を提供することにある。
本発明は、エポキシ樹脂―ポリアミド樹脂を主
成分にベンジルアルコールを固形分重量換算値で
1〜20部添加した接着剤を用いる樹脂成形物の接
着方法である。
本発明で使用するエポキシ樹脂とは、グリシジ
ルエーテル型、グリシジルエステル型、グリシジ
ルアミン型、線状脂肪族エポキサイド型、脂環エ
ポキシサイド型など反応性に富む三員環のエポキ
シ基を1分子中に1個以上有するもの、及びウレ
タン樹脂との共重合体、アクリル樹脂との共重合
体などの単体及びこれらの混合物でアミン類と架
橋して硬化していくものを言うが、このうちでも
エピビス型のものが最適である。次にポリアミド
樹脂とは、乾性油、半乾性油、トール油等を熱重
合して得られるダイマー酸とエチレンジアミン、
ジエチレントリアミン、トリエチレンテトラミン
等のアルキレンポリアミンとを縮合して得られる
樹脂であり、エポキシ樹脂用硬化剤として従来よ
り使用されているものをいうが、このうちでもア
ミン価600以上の低分子量からなるポリアミドア
ミンが最適である。次にペベンジルアルコールと
は、揮発保留剤、塗料、溶剤、エステル製造の原
料として使用されている工業用のもので、本発明
ではその添加量が前記のエポキシ樹脂―ポリアミ
ド樹脂系混合物100部に対して1〜20部が有効で
ある。すなわち、1部以下では接着効果が認めら
れず、20部以上では接着層の凝集力が弱くなり充
分な接着強度が得られない。また必要に応じて硬
化促進剤、可塑剤、増量剤、充填材など公知の配
合剤を目的に応じて添加して変性された接着剤組
成物も含む。
本発明では、エポキシ樹脂の硬化剤成分である
ポリアミド樹脂、殊にアミン価600以上の低分子
量のポリアミドアミン、及びベンジルアルコール
が、樹脂成形物表面に付着している離型剤を溶解
して接着層中に吸収分散し、エポキシ樹脂本来の
密着性を接着界面で発揮するものと思われ、この
作用効果はポリアミド樹脂とベンジルアルコール
の共存状態において発揮するものであり、適用可
能な樹脂成形用離型剤としては、シリコーン系及
びワツクス系のいずれのものにも効果が認められ
る。
以上の如く、本発明では特殊な接着剤を用いる
ことにより、離型剤が付着している樹脂成形物を
接着可能にし、離型剤を取り除く工程を省略でき
る。従つて該樹脂成形物と金属、ガラス、木材な
ど他被着体との接着加工による複合化を簡略化で
きるのでその工業的価値は大きい。
次に本発明を実施例により説明する。部とある
は重量部を示す。
実施例1,2,3及び比較例1
エポキシ当量約190のビスフエノールA型エポ
キシ樹脂、アミン価約900のポリアミド樹脂及び
ベンジルアルコール、更に重質炭酸カルシウムを
それぞれ配合混合し、第1表の如き接着剤を作成
し実施例1,2,3及び比較例1の接着剤とし
た。
次にシリコン系離型剤約10g/m2及びワツクス
系離型剤約30g/m2塗布された厚さ4mmの硬質ウ
レタン樹脂成形物と厚さ0.3mmの亜鉛鉄板とを、
接着層の厚み1mmになる様にスペーサーを挟んで
貼り合わせ、60℃にて20分間硬化させた後の常温
における引張剪断接着力を測定した結果を第2表
に示す。
比較例 2
実施例2にて、ベンジルアルコールの代りに、
離型剤の溶剤となりうるキシロールを使用して比
較例2の接着剤とした。
比較例 3
実施例2にて、ベンジルアルコールの代りに、
離型剤の溶剤となりうるミネラルスピリツトを使
用して比較例3の接着剤とした。
比較例 4
実施例2にて、ベンジルアルコールの代りに、
離型剤及びエポキシ樹脂とポリアミド樹脂のいず
れの溶剤となりうるメチルエチルケトンを使用し
て比較例4の接着剤とした。
比較例 5
実施例2にて、ベンジルアルコールの代りに、
離型剤及びエポキシ樹脂とポリアミド樹脂のいず
れの溶剤となりうるトリクロルエチレンを使用し
て比較例5の接着剤とした。
次に、上記実施例1と同様の試験片と試験方法
で、比較例2,3,4,5の各接着剤の接着力を
測定したが、いずれも樹脂成形物からの界面剥離
で接着しなかつた。
The present invention relates to a method for adhering resin molded articles to which a mold release agent is attached. The surface of resin molded products, including elastic materials and low-foam materials made by injecting thermosetting resins and liquid rubbers that are liquid at room temperature such as urethane and epoxy resins into molds, and hardening them, is coated with molds in advance during molding. Usually, 5 to 20 g/m 2 of a silicone-based or wax-based mold release agent is applied to the surface. Conventionally, in order to bond these resin molded products with a mold release agent attached, a pure frame was used after the process of removing the mold release agent, such as washing with a solvent, sanding, or cutting, since ordinary adhesives do not bond. The method involved applying adhesive to the resin surface. An object of the present invention is to develop an adhesive that can adhere even if a mold release agent is attached to the surface of a resin molded product, and to provide a method for bonding resin molded products that can omit the step of removing the mold release agent. The present invention is a method for bonding resin molded articles using an adhesive containing an epoxy resin-polyamide resin as a main component and 1 to 20 parts of benzyl alcohol added in terms of solid content weight. The epoxy resin used in the present invention has a highly reactive three-membered ring epoxy group in one molecule, such as glycidyl ether type, glycidyl ester type, glycidyl amine type, linear aliphatic epoxide type, and alicyclic epoxide type. It refers to those that have one or more amines, single substances such as copolymers with urethane resins, copolymers with acrylic resins, etc., and those that cure by crosslinking with amines, but among these, epibis type is the best. Next, polyamide resin consists of dimer acid and ethylenediamine obtained by thermally polymerizing drying oil, semi-drying oil, tall oil, etc.
It is a resin obtained by condensing alkylene polyamines such as diethylenetriamine and triethylenetetramine, and is traditionally used as a curing agent for epoxy resins.Among these, low molecular weight polyamides with an amine value of 600 or more Amines are the best. Next, pbenzyl alcohol is an industrial product used as a volatile retention agent, paint, solvent, and raw material for ester production. 1 to 20 copies are effective. That is, if it is less than 1 part, no adhesive effect is observed, and if it is more than 20 parts, the cohesive force of the adhesive layer becomes weak and sufficient adhesive strength cannot be obtained. It also includes adhesive compositions modified by adding known compounding agents such as curing accelerators, plasticizers, extenders, fillers, etc. according to the purpose, if necessary. In the present invention, a polyamide resin, which is a curing agent component of an epoxy resin, in particular a low molecular weight polyamide amine with an amine value of 600 or more, and benzyl alcohol dissolve the mold release agent adhering to the surface of the resin molded product and bond it. It is thought that it is absorbed and dispersed in the layer and exhibits the inherent adhesion of epoxy resin at the adhesive interface, and this effect is exhibited in the coexistence of polyamide resin and benzyl alcohol. As molding agents, both silicone-based and wax-based molding agents are found to be effective. As described above, in the present invention, by using a special adhesive, resin molded articles to which a mold release agent is attached can be bonded, and the step of removing the mold release agent can be omitted. Therefore, it is of great industrial value since it is possible to simplify the process of combining the resin molded product with other adherends such as metal, glass, wood, etc. by adhesive processing. Next, the present invention will be explained by examples. Parts indicate parts by weight. Examples 1, 2, 3 and Comparative Example 1 A bisphenol A type epoxy resin with an epoxy equivalent of about 190, a polyamide resin with an amine value of about 900, benzyl alcohol, and heavy calcium carbonate were mixed and prepared as shown in Table 1. Adhesives were prepared and used as adhesives for Examples 1, 2, and 3 and Comparative Example 1. Next, a 4 mm thick hard urethane resin molding coated with a silicone mold release agent of approximately 10 g/m 2 and a wax type mold release agent of approximately 30 g/m 2 was applied to a 0.3 mm thick galvanized iron plate.
Table 2 shows the results of measuring the tensile shear adhesive strength at room temperature after bonding with a spacer interposed so that the thickness of the adhesive layer was 1 mm and curing at 60° C. for 20 minutes. Comparative Example 2 In Example 2, instead of benzyl alcohol,
An adhesive of Comparative Example 2 was prepared using xylene, which can serve as a solvent for a mold release agent. Comparative Example 3 In Example 2, instead of benzyl alcohol,
An adhesive of Comparative Example 3 was prepared using mineral spirits that can be used as a solvent for a mold release agent. Comparative Example 4 In Example 2, instead of benzyl alcohol,
An adhesive of Comparative Example 4 was prepared using methyl ethyl ketone, which can serve as a mold release agent and a solvent for either epoxy resin or polyamide resin. Comparative Example 5 In Example 2, instead of benzyl alcohol,
An adhesive of Comparative Example 5 was prepared using trichlorethylene, which can serve as a mold release agent and a solvent for both epoxy resins and polyamide resins. Next, the adhesive strength of each adhesive of Comparative Examples 2, 3, 4, and 5 was measured using the same test piece and test method as in Example 1, but in all cases, the adhesive strength was determined by interfacial peeling from the resin molded product. Nakatsuta.
【表】【table】
【表】
*印はウレタン樹脂より破断
[Table] *marked is broken from urethane resin
Claims (1)
するに際し、エポキシ樹脂―ポリアミド樹脂を主
成分にベンジルアルコールを固型分重量換算値で
1〜20部添加した接着剤を用いることを特徴とす
る樹脂成形物の接着方法。 2 ポリアミド樹脂が、アミン価600以上の低分
子量からなるポリアミドアミンである特許請求の
範囲第1項記載の樹脂成形物の接着方法。[Scope of Claims] 1. When bonding a resin molded product to which a mold release agent is attached, an adhesive made of an epoxy resin-polyamide resin as a main component with 1 to 20 parts of benzyl alcohol added in terms of solid content weight. A method for adhering resin molded articles, characterized by using an adhesive. 2. The method for bonding resin molded articles according to claim 1, wherein the polyamide resin is a low molecular weight polyamide amine with an amine value of 600 or more.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20721683A JPS6099137A (en) | 1983-11-04 | 1983-11-04 | Bonding of molded resin article |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20721683A JPS6099137A (en) | 1983-11-04 | 1983-11-04 | Bonding of molded resin article |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6099137A JPS6099137A (en) | 1985-06-03 |
| JPS6357456B2 true JPS6357456B2 (en) | 1988-11-11 |
Family
ID=16536162
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20721683A Granted JPS6099137A (en) | 1983-11-04 | 1983-11-04 | Bonding of molded resin article |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6099137A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6964428B2 (en) * | 2017-03-31 | 2021-11-10 | ソマール株式会社 | Epoxy resin adhesive |
-
1983
- 1983-11-04 JP JP20721683A patent/JPS6099137A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6099137A (en) | 1985-06-03 |
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