JPH0747722B2 - Curing agent for epoxy adhesive and epoxy adhesive - Google Patents
Curing agent for epoxy adhesive and epoxy adhesiveInfo
- Publication number
- JPH0747722B2 JPH0747722B2 JP2309069A JP30906990A JPH0747722B2 JP H0747722 B2 JPH0747722 B2 JP H0747722B2 JP 2309069 A JP2309069 A JP 2309069A JP 30906990 A JP30906990 A JP 30906990A JP H0747722 B2 JPH0747722 B2 JP H0747722B2
- Authority
- JP
- Japan
- Prior art keywords
- curing agent
- adhesive
- epoxy
- epoxy adhesive
- asbestos
- 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
- 239000003795 chemical substances by application Substances 0.000 title claims description 50
- 229920006332 epoxy adhesive Polymers 0.000 title claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 30
- 239000000853 adhesive Substances 0.000 claims description 26
- 230000001070 adhesive effect Effects 0.000 claims description 26
- 239000010425 asbestos Substances 0.000 claims description 13
- 229910052895 riebeckite Inorganic materials 0.000 claims description 13
- 239000004593 Epoxy Substances 0.000 claims description 12
- 229960000892 attapulgite Drugs 0.000 claims description 12
- 239000003822 epoxy resin Substances 0.000 claims description 12
- 229910052625 palygorskite Inorganic materials 0.000 claims description 12
- 229920000647 polyepoxide Polymers 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 8
- 229920000962 poly(amidoamine) Polymers 0.000 claims description 6
- 239000011256 inorganic filler Substances 0.000 claims description 4
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 4
- 239000000945 filler Substances 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 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 5
- 238000009408 flooring Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 230000007613 environmental effect Effects 0.000 description 4
- 238000001879 gelation Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 238000010276 construction Methods 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-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
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000004823 Reactive adhesive Substances 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Epoxy Resins (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
【発明の詳細な説明】 （産業上の利用分野） 本願発明は内装材、とくに床材の施工に適した接着剤に
関し、塗布作業性が良く、貯蔵安定性の良い接着剤を提
供する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to an adhesive suitable for construction of interior materials, especially flooring, and provides an adhesive having good coating workability and good storage stability.
（従来技術と問題点） 一般にエポキシ樹脂系溶剤型接着剤は、主にビスフェノ
ールＡ型エポキシ樹脂をバインダーとする主剤と、ポリ
アミン系硬化剤を含有した硬化剤からなり、その２液を
混合して反応硬化させることにより使用されている。(Prior Art and Problems) Generally, an epoxy resin-based solvent-based adhesive is composed of a main agent mainly containing a bisphenol A-type epoxy resin as a binder and a curing agent containing a polyamine-based curing agent. It is used by reaction curing.
主剤および硬化剤には、メタノール等の極性有機溶媒、
充填剤、その他の補助材料を配合して、用途に応じた接
着剤が製造される。For the main agent and the curing agent, a polar organic solvent such as methanol,
The filler and other auxiliary materials are blended to produce an adhesive suitable for the intended use.
しかし、エポキシ系などの反応性接着剤においては、充
填剤などの選択が困難で、接着剤の貯蔵時に、ゲル化を
起こし、またハードケーキを生じる。そこで、アスベス
トの極短繊維もしくはその粉末（以下単にアスベストと
いう）が充填剤として多用されており、貯蔵安定性の良
い接着剤が得られる。しかし、アスベストは労働安全衛
生法で有害な鉱物性粉塵に指定されており、製造時に作
業環境上重大な問題となり、アスベストに替えて他の無
害な充填剤を使用する溶剤型接着剤の開発が強く望まれ
ていた。However, in an epoxy-based reactive adhesive, it is difficult to select a filler and the like, and gelation occurs during storage of the adhesive, and a hard cake is produced. Therefore, ultra-short fibers of asbestos or powder thereof (hereinafter simply referred to as asbestos) is frequently used as a filler, and an adhesive having good storage stability can be obtained. However, asbestos is designated as a harmful mineral dust by the Industrial Safety and Health Act, which becomes a serious problem in the work environment during manufacturing, and the development of solvent-based adhesives that use other harmless fillers in place of asbestos It was strongly desired.
（問題点を解決する手段） 本願は、アスベストを用いることなく、エポキシ系接着
剤の貯蔵時に、ゲル化もハードケーキも生ずることな
く、貯蔵安定性の優れた硬化剤およびこれを用いた接着
剤を得ることを目的とし、メタノール、ポリアミドアミ
ン、アタパルジャイト、およびアスベストを除く無機充
填剤を含有することを特徴とするエポキシ系接着剤用硬
化剤を第１の発明とする。(Means for Solving Problems) The present application discloses a curing agent excellent in storage stability, which does not cause gelation or hard cake during storage of an epoxy adhesive without using asbestos, and an adhesive using the same. The first invention is a curing agent for an epoxy adhesive, which comprises an inorganic filler other than methanol, polyamidoamine, attapulgite, and asbestos for the purpose of obtaining
本願発明において、エポキシ系主剤は主としてビスフェ
ノールＡ型エポキシ樹脂であり、この樹脂がメタノール
溶剤に溶解されている。In the present invention, the epoxy main agent is mainly a bisphenol A type epoxy resin, and this resin is dissolved in a methanol solvent.
本願発明におけるエポキシ系硬化剤の主成分は、ポリア
ミドアミンである。室温硬化型のエポキシ樹脂用硬化剤
として使用される。本願発明に添加されるアタパルジャ
イトは末焼成である。The main component of the epoxy curing agent in the present invention is polyamidoamine. Used as a room-temperature curing type epoxy resin curing agent. The attapulgite added to the present invention is unfired.
本願発明においては、接着剤硬化剤中にアタパルジャイ
トを硬化剤100重量部に対して５〜100重量部添加するの
が好ましく、更に好ましくは10〜30重量部配合する。ア
タパルジャイト配合量が硬化剤に対して５重量部未満で
は、本願発明の効果が少なく、又100重量部以上になる
と、粘度が上がりすぎて好ましくない。In the present invention, attapulgite is preferably added to the adhesive curing agent in an amount of 5 to 100 parts by weight, more preferably 10 to 30 parts by weight, based on 100 parts by weight of the curing agent. If the compounding amount of attapulgite is less than 5 parts by weight with respect to the curing agent, the effect of the present invention is small, and if it is 100 parts by weight or more, the viscosity is too high, which is not preferable.
アタパルジャイト以外の充填剤としては、炭酸カルシウ
ム、タルク、クレー等、従来公知の充填剤が使用でき、
これらは無害な物質であり、必要に応じて１種もしくは
２種以上使用でき、使用する場合には、例えば硬化剤10
0重量部に対して通常50〜400部、好ましくは100〜300部
配合される。As the filler other than attapulgite, conventionally known fillers such as calcium carbonate, talc and clay can be used,
These are non-hazardous substances, and if necessary, one or more types can be used.
The amount is usually 50 to 400 parts, preferably 100 to 300 parts, relative to 0 parts by weight.
硬化剤に配合される溶剤は、メタノールである。The solvent blended with the curing agent is methanol.
上記硬化剤は、長期間保存してもゲル化せず、またハー
ドケーキも生じず、貯蔵安定性が良好な状態で使用でき
た。The above curing agent did not gel even when stored for a long period of time, did not cause hard cake, and could be used in a good storage stability state.
またこの硬化剤中にキシレン樹脂等の溶剤に可溶の樹脂
を10〜50部配合すると、初期タック性が上がり、施工性
が向上する。When 10 to 50 parts of a resin soluble in a solvent such as xylene resin is mixed in this curing agent, the initial tackiness is improved and the workability is improved.
得られたエポキシ系硬化剤は、いかなるエポキシ系接着
剤主剤とも混合反応して、優れた床用接着剤が得られ
る。The obtained epoxy-based curing agent is mixed and reacted with any epoxy-based adhesive base material to obtain an excellent floor adhesive.
本願第２の発明は、メタノールを溶剤とするエポキシ系
接着剤において、エポキシ樹脂とアタパルジャイトを含
有する主剤とメタノール、ポリアミドアミン、アタパル
ジャイト、およびアスベストを除く無機充填剤を含有す
る硬化剤とからなることを特徴とするエポキシ系接着剤
をその要旨とする。The second invention of the present application is an epoxy adhesive using methanol as a solvent, which comprises a main agent containing an epoxy resin and attapulgite and a curing agent containing methanol, polyamidoamine, attapulgite, and an inorganic filler other than asbestos. An epoxy adhesive characterized by
硬化剤はポリアミドアミンであり、アタパルジャイトを
硬化剤100重量部に対して、５〜100重量部添加したもの
が良い。The curing agent is polyamidoamine, and it is preferable that 5 to 100 parts by weight of attapulgite is added to 100 parts by weight of the curing agent.
前述の通り、本願の硬化剤は公知のエポキシ系主剤に配
合可能であるが、接着剤の主剤は、ビスフェノールＡ型
エポキシ樹脂をメタノール、エタノール等の低級アルコ
ールに溶解した組成物が好適で、適宣アスベスト以外の
充填剤を含有しても良い。As described above, the curing agent of the present application can be blended with a known epoxy-based base material, but the base material of the adhesive is preferably a composition prepared by dissolving a bisphenol A type epoxy resin in a lower alcohol such as methanol or ethanol. Fillers other than asbestos may be included.
特に本願発明では主剤中にもアタパルジャイトがエポキ
シ樹脂100重量部に対して、好ましくは10〜100部配合さ
れているので、接着剤の塗布作業性が向上し、特に床材
用等の大面積にわたって塗布しなければならない時は、
大いに施工能率が向上する。Particularly in the present invention, attapulgite is also mixed in the main agent with respect to 100 parts by weight of the epoxy resin, preferably 10 to 100 parts, so that the coating workability of the adhesive is improved, especially over a large area such as for flooring materials. When you have to apply,
The construction efficiency is greatly improved.
本願においては、接着剤主剤中にも硬化剤中にも溶剤に
可溶性のエポキシ樹脂以外の樹脂が添加され、好ましく
は硬化剤中にキシレン樹脂が添加され、エポキシ樹脂主
剤側には酢酸ビニル−アクリル系コポリマーがいずれも
エポキシ樹脂100重量部に対して10〜50重量部添加され
る。In the present application, a resin other than an epoxy resin soluble in a solvent is added to both the adhesive main agent and the curing agent, preferably a xylene resin is added to the curing agent, and a vinyl acetate-acrylic resin is added to the epoxy resin main agent side. Each of the copolymers is added in an amount of 10 to 50 parts by weight based on 100 parts by weight of the epoxy resin.
本発明におけるアクリル系とは、アクリル酸やメタクリ
ル酸のエステルおよびアミド、ならびにこれらの誘導体
である不飽和カルボン酸と、そのエステルおよびアミド
を意味する。The acrylic type in the present invention means esters and amides of acrylic acid and methacrylic acid, unsaturated carboxylic acids which are derivatives thereof, and esters and amides thereof.
（発明の効果） 本発明エポキシ系接着剤用硬化剤は、貯蔵安定性が
良く、ゲル化やハードケーキを生じなかった。(Effect of the Invention) The curing agent for an epoxy adhesive of the present invention has good storage stability and does not cause gelation or hard cake.
本発明硬化剤は、アスベストを添加しなくても良好
な結果が得られ、環境安全上良好であった。The curing agent of the present invention gave good results without the addition of asbestos, and was good in terms of environmental safety.
本願硬化剤は通常のあらゆるエポキシ系接着剤主剤
と混合することができ、良好な接着力が得られ、可使時
間、初期タック力、塗布作業性も良好であった。The curing agent of the present invention can be mixed with any ordinary epoxy-based adhesive main agent, and good adhesive strength was obtained, and pot life, initial tack strength, and coating workability were also good.
前記硬化剤とエポキシ樹脂とアタパルジャイトを含
有した主剤とを組み合わせたエポキシ系接着剤は、環境
安全上良好で、ゲル化やハードケーキを生じず、さらに
塗布作業性が優れ、長時間床材の施工を行っても疲れな
かった。The epoxy adhesive that combines the curing agent, the epoxy resin, and the main agent containing attapulgite is good in terms of environmental safety, does not cause gelation or hard cake, and has excellent coating workability and long-term flooring construction. I didn't get tired.
さらに主剤に酢酸ビニル−アクリル系コポリマーを
添加し、硬化剤中にキシレン樹脂を添加することによ
り、初期のタック力が優れ、施工性が向上した。Furthermore, by adding a vinyl acetate-acrylic copolymer to the main agent and adding a xylene resin to the curing agent, the initial tack strength was excellent and the workability was improved.
（実施例及び比較例） 第１表に示される実施例１・２、比較例１〜３の硬化剤
を製造し、その状態を第３表に示した。また、実施例１
の硬化剤と、第２表の配合１〜３に示される主剤を1:2
の割合で混合し、塩ビ床材を施工した。その結果を第４
表に示した。(Examples and Comparative Examples) Curing agents of Examples 1 and 2 and Comparative Examples 1 to 3 shown in Table 1 were produced, and the state thereof is shown in Table 3. In addition, Example 1
1: 2 of the curing agent and the main agent shown in Formulas 1 to 3 of Table 2.
Was mixed at a ratio of, and a PVC flooring was applied. The result is the fourth
Shown in the table.
実施例１、実施例２において硬化剤は、貯蔵安定性が優
れており、いかなる主剤と組み合わせても、良好な強度
・可使時間・初期タック力・塗布性が得られた。比較例
１、２の硬化剤は貯蔵安定性が非常に悪く、ハードケー
キを生じ、接着剤として使用不可能であった。 In Examples 1 and 2, the curing agent was excellent in storage stability, and good strength, pot life, initial tack force, and coatability were obtained even when combined with any main agent. The curing agents of Comparative Examples 1 and 2 had very poor storage stability, formed a hard cake, and could not be used as an adhesive.
比較例３の硬化剤は良好な貯蔵安定性が得られるが、ア
スベストを含んでいるため、環境安全性が悪かった。The curing agent of Comparative Example 3 provided good storage stability, but had poor environmental safety because it contained asbestos.
実施例１の硬化剤と第２表１〜３の欄の主剤を混合した
エポキシ系接着剤を用いて塩ビ床材を施工した結果、常
態接着強度は14Kg/cm2以上、耐水接着強度は10Kg/cm2以
上で優れた接着強度を示し、可使時間が長く、初期タッ
ク力、塗布作業性が優れた。As a result of applying a vinyl chloride flooring material using an epoxy-based adhesive obtained by mixing the curing agent of Example 1 and the main ingredients in the columns of Tables 2 to 3, the normal adhesive strength is 14 kg / cm 2 or more, and the water resistant adhesive strength is 10 kg. Excellent adhesive strength at / cm 2 or more, long pot life, excellent initial tack and coating workability.
さらに、実施例１の硬化剤と配合１の主剤を組合せたエ
ポキシ系接着剤は、他のエポキシ系接着剤と比較して、
とくに塗布作業性が優れ、疲労度がきわめて少なかっ
た。Furthermore, the epoxy-based adhesive obtained by combining the curing agent of Example 1 and the main component of Formulation 1 was compared with other epoxy-based adhesives,
In particular, the coating workability was excellent and the fatigue level was extremely low.
上記の結果、本発明エポキシ系接着剤用硬化剤は、貯蔵
安定性に優れ、いかなる主剤と組み合わせても良好な強
度が得られ、アスベストを使用することのない環境安全
性の良い接着剤が得られた。As a result of the above, the curing agent for an epoxy-based adhesive of the present invention has excellent storage stability, good strength can be obtained even in combination with any main agent, and an adhesive with good environmental safety that does not use asbestos can be obtained. Was given.
Claims (2)
ジャイト、およびアスベストを除く無機充填剤を含有す
ることを特徴とするエポキシ系接着用硬化剤。1. An epoxy-based curing agent for adhesives containing an inorganic filler other than methanol, polyamidoamine, attapulgite, and asbestos.
において、エポキシ樹脂とアタバルジャイトを含有する
主剤、ならびにメタノール、ポリアミドアミン、アタパ
ルジャイト、およびアスベストを除く無機充填剤を含有
する硬化剤とからなることを特徴とするエポキシ系接着
剤。2. An epoxy adhesive using methanol as a solvent, which comprises a main agent containing an epoxy resin and attavalgite, and a curing agent containing an inorganic filler other than methanol, polyamidoamine, attapulgite, and asbestos. Characteristic epoxy adhesive.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2309069A JPH0747722B2 (en) | 1990-11-14 | 1990-11-14 | Curing agent for epoxy adhesive and epoxy adhesive |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2309069A JPH0747722B2 (en) | 1990-11-14 | 1990-11-14 | Curing agent for epoxy adhesive and epoxy adhesive |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04180983A JPH04180983A (en) | 1992-06-29 |
| JPH0747722B2 true JPH0747722B2 (en) | 1995-05-24 |
Family
ID=17988511
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2309069A Expired - Fee Related JPH0747722B2 (en) | 1990-11-14 | 1990-11-14 | Curing agent for epoxy adhesive and epoxy adhesive |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0747722B2 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2003239588A1 (en) * | 2002-05-22 | 2003-12-12 | Armstrong World Industries, Inc. | Method of seaming linoleum sheets and the resulting visually seamless linoleum flooring system |
| CN102352212B (en) * | 2011-09-06 | 2013-08-21 | 蚌埠市立群电子有限公司 | High-strength metal adhesive and preparation method thereof |
| CN102329591A (en) * | 2011-09-06 | 2012-01-25 | 蚌埠市立群电子有限公司 | Metal binder and preparation method thereof |
| CN102702688B (en) * | 2012-06-28 | 2014-04-23 | 哈尔滨工业大学 | Preparation method of bisphenol-A epoxy resin/attapulgite nano composite material |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6178884A (en) * | 1984-09-27 | 1986-04-22 | Toyota Central Res & Dev Lab Inc | anti-corrosion adhesive |
-
1990
- 1990-11-14 JP JP2309069A patent/JPH0747722B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH04180983A (en) | 1992-06-29 |
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