JP3874622B2 - Adhesive composition for vulcanization adhesion - Google Patents
Adhesive composition for vulcanization adhesion Download PDFInfo
- Publication number
- JP3874622B2 JP3874622B2 JP2001111077A JP2001111077A JP3874622B2 JP 3874622 B2 JP3874622 B2 JP 3874622B2 JP 2001111077 A JP2001111077 A JP 2001111077A JP 2001111077 A JP2001111077 A JP 2001111077A JP 3874622 B2 JP3874622 B2 JP 3874622B2
- Authority
- JP
- Japan
- Prior art keywords
- adhesive composition
- water
- vulcanization adhesion
- adhesive
- ethylene glycol
- 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
- 239000000853 adhesive Substances 0.000 title claims description 24
- 230000001070 adhesive effect Effects 0.000 title claims description 24
- 239000000203 mixture Substances 0.000 title claims description 15
- 238000004073 vulcanization Methods 0.000 title claims description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- -1 alkylene glycol monoalkyl ether Chemical class 0.000 claims description 7
- 239000010680 novolac-type phenolic resin Substances 0.000 claims description 2
- 239000011134 resol-type phenolic resin Substances 0.000 claims description 2
- 239000003021 water soluble solvent Substances 0.000 claims 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 239000005011 phenolic resin Substances 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 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 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 4
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 229920000459 Nitrile rubber Polymers 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229920003986 novolac Polymers 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 229920003987 resole Polymers 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229920001967 Metal rubber Polymers 0.000 description 2
- 229920000800 acrylic rubber Polymers 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Description
【0001】
【産業上の利用分野】
本発明は、加硫接着用接着剤組成物に関する。更に詳しくは、金属とニトリルゴム或いはアクリルゴムとの接着に優れ、水ベースであることを特徴とする加硫接着用接着剤組成物に関する。
【0002】
【従来の技術】
従来、金属とニトリルゴム或いはアクリルゴムとの加硫接着用接着剤としては、樹脂、硬化剤、ゴム等をシンナー、アルコール、メチルエチルケトン等有機溶剤を用いて溶解させた溶剤型接着剤が用いられる。これは、接着剤の原料が溶剤にのみ溶解することに起因する。
しかしながら、近年、これらの溶剤の揮散による環境汚染が深刻な問題としてクローズアップされるようになり、環境にやさしい水性塗料や無溶剤型接着剤の開発の必要性が高まってきている。
具体的な対策として、水溶性樹脂やエマルジョン型樹脂等の開発がなされているが、水溶性樹脂やエマルジョン型樹脂には界面活性剤等、接着を阻害する成分が少なからず含まれる事もあり、接着性能が現行より劣るのが現状である。
【0003】
【発明が解決しようとする課題】
本発明の目的は、レゾール型フェノール樹脂とノボラック型フェノール樹脂を接着成分とし、不揮発性で水との相溶性が良く、BTXを排除した溶剤と水を溶媒として使用した水系の加硫接着剤組成物を得ることであり、更には、従来の接着性能を維持し、かつ環境面、作業場での衛生安全面上悪影響を与えないものを提供することにある。
【0004】
【課題を解決するための手段】
本発明の目的は、接着成分として下層にレゾール型フェノール樹脂、上層にノボラック型フェノール樹脂、溶剤としてエチレングリコールモノアルキルエーテル、水からなる加硫接着用接着剤組成物によって達成される。
【0005】
【発明実施の形態】
本発明である加硫接着剤組成物の接着成分として用いられるレゾール型フェノール樹脂は、以下の化1のような一般式で表され、これは、アルカリ金属等塩基性触媒下、フェノール類とホルムアルデヒドを反応させることにより得られる。ここで、フェノール類の例としては、m-及びp-クレゾール、これらの混合物、フェノール、ビスフェノールA等が挙げられ、フェノール性水酸基に対してo-或いはp-位に2個または3個の置換可能な核水素原子を有する物であれば使用可能である。
レゾール系フェノール樹脂としては、全100重量部に対し1−10重量部使用する。
【0006】
【化1】
【0007】
同様に、本接着成分として使用されるノボラック系フェノール樹脂は以下の化2のような一般式で表され、これは、塩酸、しゅう酸等の酸性触媒下、フェノール類とホルムアルデヒドをモル比約0.1−1.0で反応させることにより得られる。ここで、フェノール類の例としては、m-及びp-クレゾール、これらの混合物、フェノール、ビスフェノールA等が挙げられ、フェノール性水酸基に対してo-或いはp-位に2個または3個の置換可能な核水素原子を有する物であれば使用可能である。
ノボラック系フェノール樹脂としては、全100重量部に対し1−10重量部使用する。
【0008】
【化2】
【0009】
本発明である加硫接着剤組成物の溶剤として使用されるエチレングリコールモノアルキルエーテルは以下の化3のような一般式で表される。
【0010】
【化3】
ここで、Rはアルキル基を示す。エチレングリコールモノアルキルエーテルの具体例としては、エチレングリコールモノブチルエーテル、エチレングリコールモノイソプロピルエーテル等が挙げられる。
エチレングリコールモノアルキルエーテルとしては、全100重量部に対し5−99重量部、好ましくは10−50重量部使用する。エチレングリコールモノアルキルエーテルの割合がこの範囲以下になると樹脂が溶解し難く、また、水との混合性も悪くなる。エチレングリコールモノアルキルエーテルの割合が多いほど溶液としての安定性は優れる。
【0011】
【実施例】
本発明の実施例について以下に述べる。
【表1】
【0012】
表1に示す各成分からなる加硫接着用接着剤組成物を化成処理を行ったSPCC板状に塗布、室温下5min乾燥後、150℃−200℃で焼付け処理を行った。ここで、乾燥、焼付け処理は各層塗布ごとに必要である。
上記の処理済み金属板上に、硫黄加硫ニトリルゴムを190℃、1.5minでプレス加硫を行った。
以上の実施例及び比較例で得られた加硫接着物について、社内規格に基づき、初期、熱水(95℃)浸漬試験後のゴム剥離試験を行った。結果を表2に示す。
【0013】
【表2】
【0014】
【発明の効果】
上記、各実施例、比較例より明らかなように、本発明で得られた2コートからなる加硫接着用接着剤組成物を用いることで、環境面、作業場での衛生安全面に負荷を与えることなく、従来通りの接着性能を維持できるようになった。[0001]
[Industrial application fields]
The present invention relates to an adhesive composition for vulcanization adhesion. More specifically, the present invention relates to an adhesive composition for vulcanization adhesion, which is excellent in adhesion between metal and nitrile rubber or acrylic rubber and is water-based.
[0002]
[Prior art]
Conventionally, as an adhesive for vulcanization adhesion between a metal and nitrile rubber or acrylic rubber, a solvent-type adhesive in which a resin, a curing agent, rubber or the like is dissolved using an organic solvent such as thinner, alcohol, or methyl ethyl ketone is used. This is due to the fact that the raw material of the adhesive dissolves only in the solvent.
However, in recent years, environmental pollution due to the volatilization of these solvents has become a serious problem, and the need for the development of environmentally friendly water-based paints and solventless adhesives has increased.
As specific countermeasures, water-soluble resins and emulsion-type resins have been developed, but water-soluble resins and emulsion-type resins sometimes contain not a few components that inhibit adhesion, such as surfactants. The current situation is that the adhesive performance is inferior to the current one.
[0003]
[Problems to be solved by the invention]
The object of the present invention is to use a resol type phenolic resin and a novolac type phenolic resin as an adhesive component, which is non-volatile and has good compatibility with water, and a water-based vulcanized adhesive composition using a solvent excluding BTX and water as a solvent It is another object of the present invention to provide a product that maintains the conventional adhesive performance and does not adversely affect the environment and the health and safety of the workplace.
[0004]
[Means for Solving the Problems]
The object of the present invention is achieved by an adhesive composition for vulcanization adhesion comprising a resol type phenol resin as a lower layer as an adhesive component , a novolac type phenol resin as an upper layer, ethylene glycol monoalkyl ether as a solvent, and water.
[0005]
DETAILED DESCRIPTION OF THE INVENTION
The resol type phenol resin used as an adhesive component of the vulcanized adhesive composition of the present invention is represented by the general formula as shown in the following chemical formula 1, which is based on phenols and formaldehyde under a basic catalyst such as an alkali metal. It is obtained by reacting. Here, examples of phenols include m- and p-cresol, mixtures thereof, phenol, bisphenol A, etc., and 2 or 3 substitutions at the o- or p-position with respect to the phenolic hydroxyl group. Any material having a possible nuclear hydrogen atom can be used.
As resol type phenol resin, 1-10 weight part is used with respect to 100 weight part in total.
[0006]
[Chemical 1]
[0007]
Similarly, the novolak phenol resin used as the adhesive component is represented by the general formula as shown in the following chemical formula 2. This is a molar ratio of phenol and formaldehyde in an acid catalyst such as hydrochloric acid and oxalic acid of about 0.1. Obtained by reacting at -1.0. Here, examples of phenols include m- and p-cresol, mixtures thereof, phenol, bisphenol A, etc., and 2 or 3 substitutions at the o- or p-position with respect to the phenolic hydroxyl group. Any material having a possible nuclear hydrogen atom can be used.
The novolac phenol resin is used in an amount of 1 to 10 parts by weight based on 100 parts by weight.
[0008]
[Chemical 2]
[0009]
The ethylene glycol monoalkyl ether used as a solvent for the vulcanized adhesive composition of the present invention is represented by the following general formula.
[0010]
[Chemical 3]
Here, R represents an alkyl group. Specific examples of the ethylene glycol monoalkyl ether include ethylene glycol monobutyl ether and ethylene glycol monoisopropyl ether.
The ethylene glycol monoalkyl ether is used in an amount of 5-99 parts by weight, preferably 10-50 parts by weight, based on 100 parts by weight. If the proportion of ethylene glycol monoalkyl ether is below this range, the resin is difficult to dissolve and the miscibility with water also deteriorates. The greater the proportion of ethylene glycol monoalkyl ether, the better the stability as a solution.
[0011]
【Example】
Examples of the present invention will be described below.
[Table 1]
[0012]
The adhesive composition for vulcanization adhesion composed of each component shown in Table 1 was applied to an SPCC plate subjected to chemical conversion treatment, dried at room temperature for 5 minutes, and then baked at 150 ° C. to 200 ° C. Here, drying and baking processes are necessary for each layer application.
On the treated metal plate, sulfur vulcanized nitrile rubber was press vulcanized at 190 ° C. for 1.5 minutes.
The vulcanized adhesives obtained in the above Examples and Comparative Examples were initially subjected to a rubber peeling test after a hot water (95 ° C.) immersion test based on in-house standards. The results are shown in Table 2.
[0013]
[Table 2]
[0014]
【The invention's effect】
As is clear from the above examples and comparative examples, the use of the two-coat adhesive composition for vulcanization adhesion obtained in the present invention gives a load to the environment and the sanitary safety in the workplace. Therefore, the conventional adhesion performance can be maintained.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001111077A JP3874622B2 (en) | 2001-04-10 | 2001-04-10 | Adhesive composition for vulcanization adhesion |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001111077A JP3874622B2 (en) | 2001-04-10 | 2001-04-10 | Adhesive composition for vulcanization adhesion |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002309214A JP2002309214A (en) | 2002-10-23 |
| JP3874622B2 true JP3874622B2 (en) | 2007-01-31 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001111077A Expired - Fee Related JP3874622B2 (en) | 2001-04-10 | 2001-04-10 | Adhesive composition for vulcanization adhesion |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3874622B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110305537A (en) * | 2019-07-25 | 2019-10-08 | 威倍智能科技有限公司 | A kind of ring network cabinet |
| JP2024052040A (en) * | 2022-09-30 | 2024-04-11 | 内山工業株式会社 | Vulcanizable adhesive composition |
-
2001
- 2001-04-10 JP JP2001111077A patent/JP3874622B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2002309214A (en) | 2002-10-23 |
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