JPH0717880B2 - NBR-based vulcanizing adhesive - Google Patents
NBR-based vulcanizing adhesiveInfo
- Publication number
- JPH0717880B2 JPH0717880B2 JP61047543A JP4754386A JPH0717880B2 JP H0717880 B2 JPH0717880 B2 JP H0717880B2 JP 61047543 A JP61047543 A JP 61047543A JP 4754386 A JP4754386 A JP 4754386A JP H0717880 B2 JPH0717880 B2 JP H0717880B2
- Authority
- JP
- Japan
- Prior art keywords
- nbr
- adhesive
- nitrile content
- low
- vulcanizing 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.)
- Expired - Lifetime
Links
- 239000000853 adhesive Substances 0.000 title claims description 26
- 230000001070 adhesive effect Effects 0.000 title claims description 26
- 150000002825 nitriles Chemical class 0.000 claims description 24
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 15
- 229910052751 metal Inorganic materials 0.000 claims description 12
- 239000002184 metal Substances 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 5
- 238000013329 compounding Methods 0.000 claims description 5
- 150000002576 ketones Chemical class 0.000 claims description 5
- 239000012046 mixed solvent Substances 0.000 claims description 3
- 229920000459 Nitrile rubber Polymers 0.000 description 36
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 7
- 229920001568 phenolic resin Polymers 0.000 description 7
- 239000005011 phenolic resin Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 238000004073 vulcanization Methods 0.000 description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 4
- 229910001209 Low-carbon steel Inorganic materials 0.000 description 4
- 230000003712 anti-aging effect Effects 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 229910001369 Brass Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- GQVCNZBQZKXBMX-UHFFFAOYSA-N butan-2-one;toluene Chemical compound CCC(C)=O.CC1=CC=CC=C1 GQVCNZBQZKXBMX-UHFFFAOYSA-N 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- -1 for example Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000012856 packing Methods 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
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Paints Or Removers (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、NBR系加硫接着剤に関する。更に詳しくは、
金属と低乃至中ニトリル含量NBRとの接着用NBR系加硫接
着剤に関する。TECHNICAL FIELD The present invention relates to an NBR-based vulcanizing adhesive. For more details,
The present invention relates to an NBR-based vulcanizing adhesive for adhering a metal to a low to medium nitrile content NBR.
〔従来の技術〕および〔発明が解決しようとする問題
点〕 従来、金属をNBKとの接着剤としては、一般にフェノー
ル系樹脂を用いたものが使用されているが、低乃至中ニ
トリル含量NBR（アクリロニトリル含量19〜32％）に対
しては殆んど接着性がみられなかった。[Prior Art] and [Problems to be Solved by the Invention] Conventionally, an adhesive using a phenolic resin is generally used as an adhesive with a metal NBK, but a low to medium nitrile content NBR ( Almost no adhesiveness was observed for acrylonitrile contents of 19-32%.
本発明者は、かかる現状に鑑み、低乃至中ニトリル含量
NBRに対しても良好な接着性を示す加硫接着剤を求めて
種々検討の結果、高ニトリル含量NBR（アクリロニトリ
ル含量34〜46％）の有機溶剤溶液が好適に使用されるこ
とおよび接着に際しては金属のプライマーとしてフェノ
ール系樹脂溶液を用いることが好ましいことを見出し
た。The present inventor, in view of the present situation, has a low to medium nitrile content.
As a result of various investigations for a vulcanized adhesive showing good adhesion to NBR, it was found that an organic solvent solution having a high nitrile content NBR (acrylonitrile content 34 to 46%) is preferably used It has been found that it is preferable to use a phenolic resin solution as the metal primer.
〔問題点を解決するための手段〕および〔作用〕 従って、本発明は金属と低乃至中ニトリル含量NBRとの
接着用NBR系加硫接着剤に係り、このNBR系加硫接着剤
は、加硫剤その他の配合剤を配合した高ニトリル含量NB
R配合をケトン、芳香族炭化水素またはこれらの混合物
よりなる溶剤中に溶解せしめてなる。[Means for Solving Problems] and [Action] Therefore, the present invention relates to an NBR-based vulcanizing adhesive for bonding a metal and a low to medium nitrile content NBR, and the NBR-based vulcanizing adhesive is High nitrile content NB containing sulfur and other compounding agents
The R compound is dissolved in a solvent composed of a ketone, an aromatic hydrocarbon or a mixture thereof.
かかるNBR系加硫接着剤を用いての接着は、金属にプラ
イマーとしてフェノール系樹脂溶液を下塗りした後、加
硫剤その他の配合剤を配合した高ニトリル含量NBR配合
物をケトン、芳香族炭化水素またはこれらの混合物より
なる溶剤中に溶解せしめたNBR系加硫接着剤を用い、低
乃至中ニトリル含量NBRを金属に接着させることにより
行われる。Adhesion using such an NBR-based vulcanizing adhesive is carried out by subbing a phenol-based resin solution as a primer on a metal, and then using a high nitrile content NBR compounded with a vulcanizing agent and other compounding agents as a ketone or an aromatic hydrocarbon. Alternatively, it is carried out by adhering NBR having a low to medium nitrile content to a metal using an NBR-based vulcanizing adhesive dissolved in a solvent consisting of a mixture thereof.
NBR系加硫接着剤の接着性成分となる高ニトリル含量NBR
配合物は、加硫剤を始めとして一般にNBRに配合されて
いる各種の配合剤、例えばカーボンブラック、ホワイト
カーボンなどの充填剤、亜鉛華、可塑剤、老化防止剤、
加硫促進剤などを適宜必要に応じて配合したものであ
り、かかる配合物を溶解させるケトン、芳香族炭化水素
またはこれらの混合物よりなる溶剤中に、固型分濃度が
約５〜15％になるように溶解せしめた溶液として用いら
れる。High nitrile content NBR as an adhesive component of NBR vulcanized adhesive
The compound is various compounding agents generally compounded in NBR including a vulcanizing agent, for example, fillers such as carbon black and white carbon, zinc white, a plasticizer, an antiaging agent,
A vulcanization accelerator or the like is appropriately blended as necessary, and the solid content concentration is about 5 to 15% in a solvent composed of a ketone, an aromatic hydrocarbon or a mixture thereof in which such a blend is dissolved. It is used as a solution in which
ケトンとしてはメチルエチルケトンなどが、また芳香族
炭化水素としてはトルエン、ベンゼンなどが用いられる
が、好ましくはメチルエチルケトンとそれに対して重量
比１以上のトルエンとの混合溶剤が用いられる。メチル
エチルケトンがこれより多い割合で用いられると、調製
された加硫接着剤溶液がゲル化し易い傾向がみられ、ま
たメチルエチルケトンの沸点が比較的低いため、気泡を
生じ易いという傾向がみられる。一方、トルエンのみを
用いた場合には、高ニトリル含量NBR配合物が完全に溶
解しきれないことがある。このような観点から、メチル
エチルケトンは約５〜50重量％、好ましくは約10重量％
の割合で、またトルエンは約95〜50重量％、好ましくは
約90重量％の割合で用いられる。Methyl ethyl ketone or the like is used as the ketone, and toluene, benzene or the like is used as the aromatic hydrocarbon, and a mixed solvent of methyl ethyl ketone and toluene in a weight ratio of 1 or more is preferably used. When methyl ethyl ketone is used in a higher proportion than this, the prepared vulcanized adhesive solution tends to gel, and since methyl ethyl ketone has a relatively low boiling point, bubbles tend to occur. On the other hand, when only toluene is used, the NBR compound having a high nitrile content may not be completely dissolved. From this viewpoint, methyl ethyl ketone is about 5 to 50% by weight, preferably about 10% by weight.
And toluene is used in a proportion of about 95-50% by weight, preferably about 90% by weight.
このようにして調製された加硫接着剤溶液を用いての接
着に際しては、まず金属にプライマーとしてのフェノー
ル系樹脂溶液の下塗りが行われる。金属としては、軟
鋼、ステンレススチール、アルミニウム、アルミニウム
ダイキャスト、黄銅、亜鉛などが用いられ、そこに従来
NBRとの接着に用いられていたフェノール系樹脂がプラ
イマー溶液として塗布される。In the adhesion using the vulcanized adhesive solution thus prepared, the metal is first undercoated with a phenolic resin solution as a primer. As the metal, mild steel, stainless steel, aluminum, aluminum die cast, brass, zinc, etc. are used, and there are conventional
The phenolic resin used for adhesion with NBR is applied as a primer solution.
プライマー塗布後、室温乃至約180℃で約５〜30分間溶
剤乾燥を行なった後、加硫金型を用いてやはり配合物の
形で一般に用いられる低乃至中ニトリル含量NBRと同時
に接触させ、約140〜180℃で約３〜30分間加熱すること
により、金属を低乃至中ニロリル含量NBRとの加硫接着
を行なう。After applying the primer, solvent drying is performed at room temperature to about 180 ° C for about 5 to 30 minutes, and then contacted at the same time with the NBR having a low to medium nitrile content, which is also generally used in the form of a compound, by using a vulcanization mold, Vulcanization adhesion of metals to low to medium niloryl content NBR is accomplished by heating at 140-180 ° C for about 3-30 minutes.
本発明に係るNBR系加硫接着剤は、金属にプライマーと
してのフェノール系樹脂溶液を塗布し、このフェノール
系樹脂に対して良好な接着性を有する高ニトリル含量NB
Rの配合物として、それの溶液の形で用いることによ
り、低乃至中ニトリル含量NBRとの良好な接着性を確保
させる。The NBR-based vulcanizing adhesive according to the present invention is obtained by applying a phenolic resin solution as a primer to a metal, and having a high nitrile content NB having good adhesiveness to the phenolic resin.
As a formulation of R, its use in the form of a solution ensures good adhesion with low to medium nitrile contents NBR.
更に、従来低乃至中ニトリル含量NBRの接着剤として用
いられてきた塩化ゴム系接着剤のように、含ハロゲン物
質特有の金属腐食や耐水接着性の低下などといった問題
もあまりみられない。Further, unlike the chlorinated rubber-based adhesives that have been conventionally used as an adhesive having a low to medium nitrile content NBR, there are not many problems such as metal corrosion peculiar to halogen-containing substances and reduction in water-resistant adhesiveness.
従って、本発明に係るNBR系加硫接着剤は、各種工業用
ゴム部品、例えばオイルシール、ガスケット、パッキン
など、特に低温雰囲気中でも使用されるものを製造する
際に、金属材料と低温性のよい低乃至中ニトリル含量NB
Rとを接着させる加硫接着剤として有効に使用すること
ができる。Therefore, the NBR-based vulcanizing adhesive according to the present invention has various low-temperature properties with a metal material in the production of various industrial rubber parts, such as oil seals, gaskets, and packings, especially those used even in a low-temperature atmosphere. Low to medium nitrile content NB
It can be effectively used as a vulcanizing adhesive for adhering to R.
次に、実施例について本発明を説明する。なお、部は、
重量部である。Next, the present invention will be described with reference to examples. The section is
Parts by weight.
実施例 高ニトリル含量NBR（日本ゼオン製品ハイカー1040）100
部 SRFカーボンブラック 60 亜鉛華 10 ステアリン酸 １ 可塑剤（DOP） ５ 加硫促進剤（テトラメチルチウラムジスルフィド） 1.5
同（Ｎ−シクロヘキシルー２ーベンゾチアジルスルフェ
ンアミド） 1.5 老化防止剤［ポリ（2,2,4−トリメチル−1,2−ジヒドロ
キノリン）］ １ イオウ 0.5 以上の各配合成分よりなる高ニトリル含量NBR配合物10
部およびメチルエチルケトン−トルエン（10重量％:90
重量％）混合溶剤90部よりなるNBR系加硫接着剤を調整
した。Example High nitrile content NBR (Nippon Zeon Hiker 1040) 100
Part SRF carbon black 60 zinc white 10 stearic acid 1 plasticizer (DOP) 5 vulcanization accelerator (tetramethylthiuram disulfide) 1.5
Same (N-cyclohexyl-2-benzothiazyl sulfenamide) 1.5 Anti-aging agent [Poly (2,2,4-trimethyl-1,2-dihydroquinoline)] 1 Sulfur 0.5 High nitrile consisting of each compounding component of 0.5 or more Content NBR Blend 10
Parts and methyl ethyl ketone-toluene (10% by weight: 90
An NBR-based vulcanizing adhesive consisting of 90 parts by weight of a mixed solvent was prepared.
溶剤による脱脂処理およびシヨットプラスト処理による
表面粗化処理した軟鋼板上に、フェノール樹脂系プライ
マー（アンカーケミカル社製品タイプライBN）を塗布し
た。このプライマー層の上に、上記NBR系加硫接着剤を
塗布し、150℃で10分間乾燥させた。A phenolic resin-based primer (type line BN manufactured by Anchor Chemical Co., Ltd.) was applied onto a mild steel plate that had been subjected to degreasing treatment with a solvent and surface roughening treatment using Sheythoplast treatment. The NBR-based vulcanizing adhesive was applied onto the primer layer and dried at 150 ° C. for 10 minutes.
次に、低ニトリル含量NBR配合物〔前記高ニトリル含量N
BR配合物において、NBRとしてアクリロニトリル含量18
％の日本ゼオン製品ニポールDN401を、また老化防止剤
としてポリ（2,2,4−シクロヘキシル−２−ベンゾチア
ジルスルフェンアミド）をそれぞれ同量用いた配合物〕
または中ニトリル含量NBR配合物〔前記高ニトリル含量N
BR配合物において、NBRとしてアクリロニトリル含量28
％の日本ゼオン製品ニポールDN302を、また老化防止剤
としてポリ（2,2,4−シクロヘキシル−２−ベンゾチア
ジルスルフェンアミド）をそれぞれ同量用いた配合物〕
を用い、JIS K−6301 8.3項90°剥離接着試験法に従っ
て、前記NBR系加硫接着剤塗布軟鋼板への加硫接着を、1
80℃、60kg/cm2、４分間の条件下で行なった。Next, a low nitrile content NBR compound [the high nitrile content N
Acrylonitrile content of 18 as NBR in BR formulations
% Nippon Zeon product Nipol DN401 and the same amount of poly (2,2,4-cyclohexyl-2-benzothiazyl sulfenamide) as an antiaging agent.
Or medium nitrile content NBR compound [high nitrile content N
In BR formulations, acrylonitrile content of 28 as NBR
% Nippon Zeon product Nipol DN302 and poly (2,2,4-cyclohexyl-2-benzothiazylsulfenamide) as an anti-aging agent in the same amount]
Vulcanization adhesion to the NBR-based vulcanization adhesive-coated mild steel sheet according to JIS K-6301 Section 8.3 90 ° Peel Adhesion Test Method.
It was carried out under the conditions of 80 ° C., 60 kg / cm 2 , and 4 minutes.
比較例 実施例において、NBR系加硫接着剤の塗布が行われなか
った。Comparative Example In the examples, the NBR-based vulcanizing adhesive was not applied.
以上の実施例および比較例でそれぞれ得られた軟鋼板お
よび低または中ニトリル含量NBRとの接着物について、
オートグラフを用い、90°方向、200m/分の速度で剥離
試験を行なった。得られた結果は、次の表に示される。For adhesives with mild steel plate and low or medium nitrile content NBR obtained in the above examples and comparative examples, respectively,
Using an autograph, a peeling test was conducted at a speed of 200 m / min in the 90 ° direction. The results obtained are shown in the following table.
Claims (2)
ル含量NBR配合物をケトン、芳香族炭化水素またはこれ
らの混合物よりなる溶剤中に溶解せしめた、金属と低乃
至中ニトリル含量NBRとの接着用NBR系加硫接着剤。1. A high nitrile content NBR compounded with a vulcanizing agent and other compounding agents is dissolved in a solvent consisting of a ketone, an aromatic hydrocarbon or a mixture thereof to obtain a metal and a low to medium nitrile content NBR. NBR-based vulcanizing adhesive for bonding.
れに対して重量比１以上のトルエンとの混合溶剤である
特許請求の範囲第１項記載のNBR系加硫接着剤。2. The NBR vulcanizing adhesive according to claim 1, wherein the solvent used is a mixed solvent of methyl ethyl ketone and toluene having a weight ratio of 1 or more.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61047543A JPH0717880B2 (en) | 1986-03-05 | 1986-03-05 | NBR-based vulcanizing adhesive |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61047543A JPH0717880B2 (en) | 1986-03-05 | 1986-03-05 | NBR-based vulcanizing adhesive |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62205177A JPS62205177A (en) | 1987-09-09 |
| JPH0717880B2 true JPH0717880B2 (en) | 1995-03-01 |
Family
ID=12778059
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61047543A Expired - Lifetime JPH0717880B2 (en) | 1986-03-05 | 1986-03-05 | NBR-based vulcanizing adhesive |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0717880B2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998046687A1 (en) * | 1997-04-11 | 1998-10-22 | Hi-Shear Corporation | Strongly adherent film forming compositions with low coefficient of friction |
| US6635703B1 (en) | 1998-07-30 | 2003-10-21 | Premark Rwp Holdings, Inc. | Very high solids adhesive |
| US6345775B1 (en) | 1998-07-30 | 2002-02-12 | Wilsoart International, Inc. | Very high solid content aerosol delivery system |
| JP6127389B2 (en) * | 2012-06-14 | 2017-05-17 | 横浜ゴム株式会社 | Cement composition and rubber bonding method |
| JP6932952B2 (en) * | 2017-03-10 | 2021-09-08 | 日本ゼオン株式会社 | Complex |
| CN110982454A (en) * | 2019-12-18 | 2020-04-10 | 湖南省和祥润新材料有限公司 | Environment-friendly waterproof sealant and preparation method thereof |
-
1986
- 1986-03-05 JP JP61047543A patent/JPH0717880B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62205177A (en) | 1987-09-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |