JP3399116B2 - Rubber composition and laminate thereof - Google Patents
Rubber composition and laminate thereofInfo
- Publication number
- JP3399116B2 JP3399116B2 JP26795194A JP26795194A JP3399116B2 JP 3399116 B2 JP3399116 B2 JP 3399116B2 JP 26795194 A JP26795194 A JP 26795194A JP 26795194 A JP26795194 A JP 26795194A JP 3399116 B2 JP3399116 B2 JP 3399116B2
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- Prior art keywords
- rubber
- weight
- copolymer
- parts
- conjugated diene
- Prior art date
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- Compositions Of Macromolecular Compounds (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は、ゴム組成物およびその
積層体に関し、さらに詳しくは、機械的性質および耐油
性に優れ、しかも積層体にした場合の加硫接着性にも優
れたゴム組成物およびその積層体に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a rubber composition and a laminate thereof, and more specifically, a rubber composition having excellent mechanical properties and oil resistance, and also excellent vulcanization adhesion when formed into a laminate. And a laminate thereof.
【０００２】[0002]
【従来の技術】２種以上のエラストマーをブレンドする
ことにより、単一エラストマーでは得られない性能を引
き出す手法は、古くから実施されている。また新規な性
能を付与すること以外にも、加工性の向上や原材料費を
低減する目的にもブレンド手法が用いられている。代表
例として、タイヤのトレッド用素材としてのスチレン−
ブタジエンゴム（以下、ＳＢＲと略す）とポリブタジエ
ンゴム（以下、ＢＲと略す）とのブレンド組成物や、タ
イヤのサイドウォール用素材としてのＳＢＲとエチレン
−プロピレン−非共役ジエンゴム（以下、ＥＰＤＭと略
す）のブレンド組成物などが挙げられる。アクリロニト
リル−ブタジエンゴム（以下、ＮＢＲと略す）と極性の
低いゴムとのブレンドあるいはＥＰＤＭとジエン系ゴム
とのブレンドの場合、ブレンド物の機械的性質は、ブレ
ンドすることにより低下する傾向にあるのが一般的であ
った。2. Description of the Related Art The technique of blending two or more elastomers to bring out the performance not obtained by a single elastomer has been practiced for a long time. In addition to imparting new performance, blending methods are also used for the purpose of improving workability and reducing raw material costs. As a typical example, styrene as a material for tire tread
Blend composition of butadiene rubber (hereinafter abbreviated as SBR) and polybutadiene rubber (hereinafter abbreviated as BR), and SBR as a material for a sidewall of a tire and ethylene-propylene-non-conjugated diene rubber (hereinafter abbreviated as EPDM) And the like. In the case of blending an acrylonitrile-butadiene rubber (hereinafter abbreviated as NBR) with a rubber having a low polarity or a blend of EPDM and a diene rubber, the mechanical properties of the blend tend to be lowered by blending. It was common.
【０００３】このようなジエン系ゴムとＥＰＤＭとをブ
レンドする場合の欠点を改良するため、モリセリー(R.
T.Morrissery)はＥＤＰＭをハロゲン化する方法(Rubber
Chem.Technal.,44,1025(1971))を、またマストロマテ
オ(R.P.Mastromatteo)らは、長鎖のアルキル基を有する
ジアルキルジチオカーバメート塩やテトラアルキルチウ
ラムジスルフィドを加硫促進剤として用いる方法(Rubbe
r Chem.Technal.,44,1065(1971))を提案している。また
橋本らは、ＥＰＤＭと硫黄や加硫促進剤を反応させて、
ペンダント硫黄を有するＥＰＤＭとしたのち、他ゴムと
ブレンドする方法（日本ゴム協会誌、49,236,246(197
6)) を提案している。In order to improve the drawbacks in blending such a diene rubber and EPDM, moricellie (R.
T. Morrissery) is a method of halogenating EDPM (Rubber
Chem. Technal., 44, 1025 (1971)), and RP Mastromatteo et al., Using a dialkyldithiocarbamate salt having a long-chain alkyl group or a tetraalkylthiuram disulfide as a vulcanization accelerator (Rubbe
Chem. Technal., 44, 1065 (1971)). Hashimoto et al. React EPDM with sulfur and vulcanization accelerator,
Method of blending with other rubber after making EPDM with pendant sulfur (Japan Rubber Association, 49,236,246 (197
6)) is proposed.
【０００４】[0004]
【発明が解決しようとする課題】しかし、これらの方法
は、ジエン系ゴムが、極性の低い天然ゴム、ＳＢＲ、Ｂ
Ｒの場合はかなりの効果を発揮しているが、極性の高い
ＮＢＲの場合はその効果が少なく、ブレンドゴムの機械
的性質の低下傾向が著しいため実用に供しえないもので
あった。However, in these methods, the diene rubber is a natural rubber having a low polarity, SBR or B.
In the case of R, a considerable effect was exhibited, but in the case of NBR having a high polarity, the effect was small and the blended rubber was not practically usable because the mechanical properties of the blended rubber tended to deteriorate remarkably.
【０００５】[0005]
【課題を解決するための手段】本発明者らは、これらの
点に鑑み、鋭意研究した結果、特定の官能基をポリマー
鎖中に有するＮＢＲ変性物とＥＰＤＭ、および、水添さ
れた共役ジエン系共重合体を特定の範囲でブレンドして
なるゴム組成物がきわめて良好な機械的性質を有する耐
油性ゴム組成物になり、また、このゴム組成物がＥＰＤ
Ｍゴム組成物との加硫接着性に優れていることを見出し
て本発明に至った。DISCLOSURE OF THE INVENTION In view of these points, the present inventors have earnestly studied, and as a result, as a result, NBR modified products having a specific functional group in the polymer chain, EPDM, and hydrogenated conjugated diene. A rubber composition prepared by blending a series copolymer in a specific range becomes an oil-resistant rubber composition having extremely good mechanical properties, and this rubber composition has an EPD.
The present invention has been completed by finding that the vulcanization adhesiveness with the M rubber composition is excellent.
【０００６】すなわち、本発明は、アクリル酸エステル
−不飽和ニトリル−共役ジエン共重合体（Ａ）（以下、
「共重合体（Ａ）」という。）２〜２０重量部と、エチ
レン−プロピレン−非共役ジエン共重合体ゴム（Ｂ）
（以下、「共重合体（Ｂ）」という。）６０〜９６重量
部と、水添された共役ジエン系共重合体（Ｃ）（以下、
「共重合体（Ｃ）」という。）２〜２０重量部とを混合
してなるゴム組成物、および該ゴム組成物のゴム層とエ
チレン−プロピレン系共重合体ゴムのゴム層とからなる
強固に加硫接着された積層体を提供する。That is, the present invention relates to an acrylic ester-unsaturated nitrile-conjugated diene copolymer (A) (hereinafter, referred to as
It is called "copolymer (A)". ) And 2 to 20 parts by weight, ethyl
Ren-propylene-non-conjugated diene copolymer rubber (B)
(Hereinafter, referred to as “copolymer (B)”) 60 to 96 parts by weight, and hydrogenated conjugated diene-based copolymer (C) (hereinafter, referred to as “copolymer (B)”)
It is called "copolymer (C)". ) 2 to 20 parts by weight of a rubber composition, and a strongly vulcanized and bonded laminate comprising a rubber layer of the rubber composition and a rubber layer of an ethylene-propylene copolymer rubber are provided. To do.
【０００７】共重合体（Ａ）のブレンド比率は２〜２０
重量部、好ましくは５〜１５重量部である。ブレンド比
率が２重量部未満では耐油性が不十分であり、また、２
０重量部を超えると耐候性が劣り、耐オゾン性が悪化す
る。共重合体（Ｂ）のブレンド比率は６０〜９６重量
部、好ましくは７０〜９０重量部である。ブレンド比率
が６０重量部未満では耐候性が劣り、９６重量部を超え
ると耐油性が悪化するため好ましくない。（Ｃ）成分の
ブレンド比率は、２〜２０重量部、好ましくは５〜１５
重量部である。ブレンド比率が２重量部未満では、機械
的強度、加硫接着性が改良されず、２０重量部を超える
と耐油性が悪化する。The blend ratio of the copolymer (A) is 2 to 20.
Parts by weight, preferably 5 to 15 parts by weight. If the blending ratio is less than 2 parts by weight, the oil resistance is insufficient.
If it exceeds 0 parts by weight, the weather resistance is poor and the ozone resistance is deteriorated. The blend ratio of the copolymer (B) is 60 to 96 parts by weight, preferably 70 to 90 parts by weight. When the blending ratio is less than 60 parts by weight, the weather resistance is poor, and when it exceeds 96 parts by weight, the oil resistance is deteriorated, which is not preferable. The blending ratio of the component (C) is 2 to 20 parts by weight, preferably 5 to 15 parts.
Parts by weight. When the blending ratio is less than 2 parts by weight, the mechanical strength and vulcanization adhesion are not improved, and when it exceeds 20 parts by weight, the oil resistance is deteriorated.
【０００８】共重合体（Ａ）の組成は、不飽和ニトリル
重合単位１０〜４０重量％、共役ジエン重合単位２０〜
５０重量％、アクリル酸エステルモノマー重合単位２５
〜５５重量％であることが好ましく、特に不飽和ニトリ
ル重合単位２０〜３０重量％、共役ジエン重合単位３０
〜４０重量％、アクリル酸エステルモノマー重合単位３
５〜４５重量％が好ましい。不飽和ニトリル含量が１０
重量％未満では、耐油性が劣り、また４０重量％を超え
ると、エチレン−プロピレン系共重合体とのブレンド性
が悪く、機械的物性が低下する。共役ジエン含量が２０
重量％未満ではエチレン−プロピレン系共重合体とのブ
レンド性が悪くなり、５０重量％を超えると耐油性が悪
くなる。アクリル酸エステルの含量が２５重量％未満で
は十分な機械的強度が得られず、また５５重量％を超え
ると、破断伸びが低下して、実用上好ましくない。The copolymer (A) has a composition of 10 to 40% by weight of unsaturated nitrile polymerized units and 20 to 20% of conjugated diene polymerized units.
50% by weight, acrylic acid ester monomer polymerized unit 25
Is preferably 55 to 55% by weight, particularly preferably 20 to 30% by weight of unsaturated nitrile polymerized units and 30 of conjugated diene polymerized units.
-40 wt%, acrylic acid ester monomer polymerized unit 3
5 to 45% by weight is preferable. Unsaturated nitrile content is 10
If it is less than wt%, the oil resistance will be poor, and if it exceeds 40 wt%, the blendability with the ethylene-propylene copolymer will be poor and the mechanical properties will be reduced. Conjugated diene content is 20
If it is less than 50% by weight, the blending property with the ethylene-propylene copolymer will be poor, and if it exceeds 50% by weight, the oil resistance will be poor. If the acrylic ester content is less than 25% by weight, sufficient mechanical strength cannot be obtained, and if it exceeds 55% by weight, the elongation at break is lowered, which is not preferable in practice.
【０００９】共重合体（Ａ）のモノマーとして用いられ
る不飽和ニトリルとしては、アクリロニトリル、メタク
リロニトリルなどが挙げられる。共役ジエンとしては、
ブタジエン、イソプレンなどが挙げられる。アクリル酸
エステルとしては、エチルアクリレート、ｎ−プロピル
アクリレート、イソプロピルアクリレート、ｎ−ブチル
アクリレート、イソブチルアクリレート、ｎ−ペンチル
アクリレート、イソペンチルアクリレートなどが挙げら
れ、好ましくは、炭素数２〜５のアルキル基からなるア
クリル酸エステルである。共重合体（Ａ）としては、特
に、アクリロニトリル−ブタジエン−ｎ−ブチルアクリ
レート共重合体が好ましい。Examples of the unsaturated nitrile used as the monomer of the copolymer (A) include acrylonitrile and methacrylonitrile. As a conjugated diene,
Examples thereof include butadiene and isoprene. Examples of the acrylate ester include ethyl acrylate, n-propyl acrylate, isopropyl acrylate, n-butyl acrylate, isobutyl acrylate, n-pentyl acrylate, isopentyl acrylate, and the like, and preferably from an alkyl group having 2 to 5 carbon atoms. It is an acrylic acid ester. As the copolymer (A), an acrylonitrile-butadiene-n-butyl acrylate copolymer is particularly preferable.
【００１０】共重合体（Ｂ）の組成は、エチレンが５０
〜６０重量％、プロピレンが３０〜４０重量％、非共役
ジエンが５〜１５重量％である。共重合体（Ｂ）とは、
エチレンとプロピレンとの共重合ゴムに加えて、エチリ
デンノルボルネン、シクロペンタジエン、１，４−ヘキ
サジエン、ビニルノルボルネン、４，７，８，９−テト
ラヒドロインデンのうち１種または２種以上を非共役ジ
エンとして含むエチレン−プロピレン−非共役ジエン共
重合体ゴムをいう。The composition of the copolymer (B) is such that ethylene is 50
-60% by weight, propylene 30-40% by weight, non-conjugated dienes 5-15% by weight. With the copolymer (B),
In addition to a copolymer rubber of ethylene and propylene, one or more of ethylidene norbornene, cyclopentadiene, 1,4-hexadiene, vinyl norbornene, 4,7,8,9-tetrahydroindene is used as a non-conjugated diene. It refers to an ethylene-propylene-non-conjugated diene copolymer rubber containing.
【００１１】共重合体（Ｃ）は、共役ジエン重合体、若
しくは、スチレンと共役ジエンの共重合体を水素添加し
たものである。共重合体（Ｃ）の水添前の組成は、スチ
レンが０〜４０重量％、共役ジエンが６０〜１００重量
％である。共役ジエンとしては、ブタジエン、イソプレ
ンが挙げられる。共重合体（Ｃ）は例えば、Ａをスチレ
ン重合体、Ｂをスチレン−ブタジエンランダム共重合体
又はビニル結合を多く有したブタジエン重合体、Ｃをｃ
ｉｓ−１，４結合を多く有したブタジエン重合体とする
と、ＡＢ，ＡＢＡ，ＡＢＣ，ＣＢＣなどからなる共重合
体の水添物が挙げられる。このうち特に、ＡＢＡからな
る共重合体の水添物が好ましい。The copolymer (C) is a hydrogenated product of a conjugated diene polymer or a copolymer of styrene and a conjugated diene. The composition of the copolymer (C) before hydrogenation is 0 to 40% by weight of styrene and 60 to 100% by weight of conjugated diene. Examples of the conjugated diene include butadiene and isoprene. The copolymer (C) is, for example, A for a styrene polymer, B for a styrene-butadiene random copolymer or a butadiene polymer having many vinyl bonds, and C for c.
When the butadiene polymer having a large number of is-1,4 bonds is used, a hydrogenated product of a copolymer composed of AB, ABA, ABC, CBC and the like can be mentioned. Of these, a hydrogenated product of a copolymer composed of ABA is particularly preferable.
【００１２】水添することにより、共重合体（Ａ）、共
重合体（Ｂ）及び共重合体（Ｃ）の共加硫性が増し、機
械的強度、及びＥＰＤＭゴム配合物との加硫接着性が改
良される。水添率は９０〜１００％であり、好ましくは
９５〜１００％である。Hydrogenation increases the co-vulcanizability of the copolymer (A), the copolymer (B) and the copolymer (C), mechanical strength, and vulcanization with an EPDM rubber compound. Adhesion is improved. The hydrogenation rate is 90 to 100%, preferably 95 to 100%.
【００１３】本発明の組成物は、上記（Ａ）、（Ｂ）、
（Ｃ）成分以外にカーボンブラック、イオウ、可塑剤、
プロセスオイル、加硫促進剤、老化防止剤などの通常の
ゴム配合剤を加えて、ロール、バンバリーミキサーなど
の通常の混合機によって均一に混合されたもの、および
その加硫成形物とすることができる。このようにして得
られる本発明のゴム組成物のゴム層と、ＥＰＤＭゴム組
成物のゴム層とを、常法により圧着加硫することによ
り、本発明の積層体が得られる。この際通常、各ゴムを
各々シート状となし、シート同士を重ね合わせて１６０
℃で加硫が行なわれる。次に本発明の実施例を示すが、
本発明はその要旨をこえない限り、これらの実施例に限
定されるものではない。The composition of the present invention comprises the above (A), (B),
In addition to component (C), carbon black, sulfur, plasticizer,
It can be made into a product obtained by adding a normal rubber compounding agent such as a process oil, a vulcanization accelerator, an anti-aging agent, etc., uniformly by a normal mixer such as a roll or a Banbury mixer, and a vulcanized molded product thereof. it can. The rubber layer of the rubber composition of the present invention thus obtained and the rubber layer of the EPDM rubber composition are pressure-bonded and vulcanized by a conventional method to obtain the laminate of the present invention. At this time, normally, each rubber is formed into a sheet shape, and the sheets are overlapped with each other to 160
Vulcanization is carried out at ° C. Next, examples of the present invention will be described.
The present invention is not limited to these examples unless it exceeds the gist.
【００１４】[0014]
【実施例】以下の実施例におけるゴム組成物の試験方法
は、ＪＩＳ Ｋ ６３０１に準じて実施した。
実施例１〜２、比較例１〜４
表１に示す配合処方に従って、加硫系以外のポリマー配
合剤をバンバリーミキサーで混合し、排出後ロール機で
加硫系を添加した。バンバリーミキサーから排出したと
きのコンパウンドの温度は１７０℃であった。得られた
ゴム配合物（１）を１６０℃で２０分間加硫し、加硫物
の物性を評価した。結果を表１に示す。EXAMPLES The test methods for rubber compositions in the following examples were carried out according to JIS K6301. Examples 1 and 2 and Comparative Examples 1 to 4 According to the formulation shown in Table 1, polymer compounding agents other than the vulcanizing system were mixed with a Banbury mixer, and after discharging, the vulcanizing system was added with a roll machine. The temperature of the compound when discharged from the Banbury mixer was 170 ° C. The obtained rubber compound (1) was vulcanized at 160 ° C. for 20 minutes, and the physical properties of the vulcanized product were evaluated. The results are shown in Table 1.
【００１５】[0015]
【表１】
＊１：日本合成ゴム株式会社製 ＥＰＤＭ（エチレン５
５重量％、プロピレン３５重量％、エチリデンノルボル
ネン１０重量％）
＊２：日本合成ゴム株式会社製 ＡＢＡタイプの水添Ｓ
ＢＲ（ＤＹＮＡＲＯＮ １３２０Ｐ）
＊３：日本合成ゴム株式会社製 ＳＢＲ（結合スチレン
量２３．５％）
＊４：日本合成ゴム株式会社製 アクリロニトリル−ブ
タジエン−ｎ−ブチルアクリレート共重合体（アクリロ
ニトリル２５重量％、ブタジエン３５重量％、ｎ−ブチ
ルアクリレート４０重量％）
＊５：日本合成ゴム株式会社製 ＮＢＲ（結合ニトリル
量４８％）
＊６：ＪＩＳ＃３ oil １００℃×７０ｈｒｓ
＊７：ＥＰＤＭゴム配合物（２）との接着性を試験し
た。[Table 1] * 1: EPDM manufactured by Japan Synthetic Rubber Co., Ltd. (Ethylene 5
5% by weight, 35% by weight of propylene, 10% by weight of ethylidene norbornene) * 2: ABA type hydrogenation S manufactured by Japan Synthetic Rubber Co., Ltd.
BR (DYNARON 1320P) * 3: manufactured by Japan Synthetic Rubber Co., Ltd. SBR (bound styrene content 23.5%) * 4: manufactured by Japan Synthetic Rubber Co., Ltd. acrylonitrile-butadiene-n-butyl acrylate copolymer (25% by weight acrylonitrile, Butadiene 35% by weight, n-butyl acrylate 40% by weight) * 5: NBR made by Nippon Synthetic Rubber Co., Ltd. (bound nitrile amount 48%) * 6: JIS # 3 oil 100 ° C x 70 hours * 7: EPDM rubber compound (2 ) Was tested.
【００１６】上記ゴム配合物との加硫接着性を評価する
ため、表２に示す配合処方に従って、ＥＰＤＭゴム配合
物（２）を得た。In order to evaluate the vulcanization adhesion with the above rubber compound, EPDM rubber compound (2) was obtained according to the compounding formula shown in Table 2.
【表２】
＊１：日本合成ゴム株式会社製 ＥＰＤＭ（エチレン６
５重量％、プロピレン３０重量％、ブタジエン５重量
％）
＊２：ナフテン系オイル[Table 2] * 1: EPDM manufactured by Japan Synthetic Rubber Co., Ltd. (Ethylene 6
5% by weight, 30% by weight of propylene, 5% by weight of butadiene) * 2: naphthenic oil
【００１７】ゴム配合物（１）と、ＥＰＤＭゴム配合物
（２）とを各々ロール機で厚さ２ｍｍ程度の平滑なシー
トに形成し、得られたシート同士を重ね合わせ、１６０
℃で２０分間加硫し積層体を得た。剥離試験は、１８０
℃剥離試験をオートグラフを用いて実施することにより
行なった。これらの結果も表１に示す。Each of the rubber compound (1) and the EPDM rubber compound (2) was formed into a smooth sheet having a thickness of about 2 mm by a roll machine, and the obtained sheets were superposed on each other.
It was vulcanized at 20 ° C. for 20 minutes to obtain a laminate. Peel test is 180
The ℃ peeling test was performed by using an autograph. These results are also shown in Table 1.
【００１８】[0018]
【発明の効果】本発明にかかるゴム組成物は、機械的性
質および耐油性に優れており、さらに、エチレン−プロ
ピレン系共重合体ゴムのゴム層との積層体にした場合に
加硫接着性に優れる。The rubber composition according to the present invention has excellent mechanical properties and oil resistance, and further has a vulcanization adhesiveness when formed into a laminate with a rubber layer of an ethylene-propylene copolymer rubber. Excellent in.
───────────────────────────────────────────────────── フロントページの続き (58)調査した分野(Int.Cl.7，ＤＢ名) C08L 1/00 - 101/16 B32B 25/00 - 25/20 ─────────────────────────────────────────────────── ─── Continuation of the front page (58) Fields surveyed (Int.Cl. 7 , DB name) C08L 1/00-101/16 B32B 25/00-25/20
Claims (2)
役ジエン共重合体（Ａ）２〜２０重量部と、エチレン−
プロピレン−非共役ジエン共重合体ゴム（Ｂ）６０〜９
６重量部と、水添された共役ジエン系共重合体（Ｃ）２
〜２０重量部とを混合してなるゴム組成物。1. An acrylic acid ester-unsaturated nitrile-conjugated diene copolymer (A) in an amount of 2 to 20 parts by weight and ethylene-
Propylene-non-conjugated diene copolymer rubber (B) 60-9
6 parts by weight of hydrogenated conjugated diene copolymer (C) 2
A rubber composition obtained by mixing 20 to 20 parts by weight.
チレン−プロピレン系共重合体ゴムのゴム層とからなる
強固に加硫接着された積層体。2. A strongly vulcanized and laminated body comprising a rubber layer of the rubber composition according to claim 1 and a rubber layer of an ethylene-propylene copolymer rubber.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26795194A JP3399116B2 (en) | 1994-11-01 | 1994-11-01 | Rubber composition and laminate thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26795194A JP3399116B2 (en) | 1994-11-01 | 1994-11-01 | Rubber composition and laminate thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH08127682A JPH08127682A (en) | 1996-05-21 |
| JP3399116B2 true JP3399116B2 (en) | 2003-04-21 |
Family
ID=17451870
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP26795194A Expired - Fee Related JP3399116B2 (en) | 1994-11-01 | 1994-11-01 | Rubber composition and laminate thereof |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3399116B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001279034A (en) * | 2000-03-31 | 2001-10-10 | Jsr Corp | Oil-resistant and weather-resistant rubber composition and oil-resistant and weather-resistant vulcanized rubber composition |
| JP4259131B2 (en) * | 2003-02-05 | 2009-04-30 | Ｊｓｒ株式会社 | Flame retardant rubber composition, rubber product and wire coating material |
| JP6182962B2 (en) * | 2013-04-30 | 2017-08-23 | 横浜ゴム株式会社 | Laminate, vulcanized rubber product, conveyor belt, and method for producing vulcanized rubber product |
-
1994
- 1994-11-01 JP JP26795194A patent/JP3399116B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH08127682A (en) | 1996-05-21 |
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