JPH05331342A - Acrylic rubber composition for gasket - Google Patents
Acrylic rubber composition for gasketInfo
- Publication number
- JPH05331342A JPH05331342A JP16202092A JP16202092A JPH05331342A JP H05331342 A JPH05331342 A JP H05331342A JP 16202092 A JP16202092 A JP 16202092A JP 16202092 A JP16202092 A JP 16202092A JP H05331342 A JPH05331342 A JP H05331342A
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- Japan
- Prior art keywords
- weight
- acrylic rubber
- group
- parts
- rubber composition
- 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.)
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- Gasket Seals (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は自動車部品に有用とされ
る耐熱性、耐劣化油性、圧縮永久歪及び油中圧縮永久歪
に優れた成形品を成形するためのアクリルゴム組成物に
関するものである。この組成物は自動車に使用するガス
ケットの成形用として好適である。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an acrylic rubber composition for molding a molded article which is useful for automobile parts and has excellent heat resistance, deterioration oil resistance, compression set and compression set in oil. is there. This composition is suitable for molding gaskets used in automobiles.
【０００２】[0002]
【従来の技術】従来、成形用のアクリルゴム組成物には
活性塩素基とかエポキシ基を導入したアクリル系ゴム重
合体が用いられ、耐熱性の良い成形品が得られていた
が、さらに耐熱性を向上したいというニーズに対処する
ため、ビニル基含有有機けい素基を導入する技術が提案
された（特開昭61-127711 号、特公平2-1859号各公報参
照）。しかし、これらの公報には劣化油に耐性のある材
料について何も開示されておらず、これを示唆する記述
もない。2. Description of the Related Art Conventionally, an acrylic rubber composition having an active chlorine group or an epoxy group introduced into an acrylic rubber composition for molding has been used to obtain a molded product having good heat resistance. In order to address the need to improve the properties, a technique for introducing a vinyl group-containing organic silicon group has been proposed (see JP-A 61-127711 and JP-B 2-1859). However, none of these publications disclose a material resistant to deteriorated oil, and there is no description suggesting this.
【０００３】[0003]
【発明が解決しようとする課題】このような状況から、
本発明は、耐熱性、耐劣化油性、圧縮永久歪及び油中圧
縮永久歪の特性の優れた成形品を与える成形用のアクリ
ル系ゴム組成物を提供するためになされたものである。From such a situation,
The present invention has been made to provide an acrylic rubber composition for molding, which gives a molded article excellent in heat resistance, deterioration oil resistance, compression set and compression set in oil.
【０００４】[0004]
【課題を解決するための手段】本発明者らは前記の課題
を解決するため鋭意検討の結果、アクリル酸ブチル単
位、アクリル酸エチル単位、アクリロニトリル単位、ビ
ニル基含有有機けい素基を有するエチレン性不飽和単量
体単位の各々が特定の組成範囲で含有されるゴム重合体
を使用すると前記の課題が解決される可能性のあること
を見出し、さらに検討を加えて本発明を完成させた。Means for Solving the Problems As a result of intensive studies for solving the above-mentioned problems, the present inventors have found that a butyl acrylate unit, an ethyl acrylate unit, an acrylonitrile unit, an ethylenic group having a vinyl group-containing organosilicon group. It was found that the above-mentioned problems could be solved by using a rubber polymer in which each of the unsaturated monomer units is contained in a specific composition range, and further studies were conducted to complete the present invention.
【０００５】すなわち、本発明は （１）イ）アクリル酸ブチル単位 ５５〜６５重量％ ロ）アクリル酸エチル単位 ３０〜４０重量％ ハ）アクリロニトリル単位 ３〜７重量％ ニ）ビニル基含有有機けい素基を有するエチレン性不飽和単量体単位 ０．１〜５重量％ （但し、イ）〜ニ）の合計は１００重量％） からなるビニル基含有有機けい素基を有するアクリル系ゴム重合体 １００重量部 （２）補強性充填剤 １０〜２００重量部 （３）有機過酸化物系加硫剤 ０．１〜１０重量部 からなることを特徴とする、自動車部品に用いられるガ
スケット用アクリルゴム組成物、を要旨とするものであ
る。That is, the present invention includes (1) a) butyl acrylate unit 55 to 65 wt% b) ethyl acrylate unit 30 to 40 wt% c) acrylonitrile unit 3 to 7 wt% d) vinyl group-containing organic silicon Acrylic rubber polymer having vinyl group-containing organosilicon group consisting of 0.1 to 5% by weight of ethylenically unsaturated monomer unit having a group (however, a) to d) is 100% by weight) Parts by weight (2) Reinforcing filler 10 to 200 parts by weight (3) Organic peroxide-based vulcanizing agent 0.1 to 10 parts by weight Acrylic rubber composition for gaskets used for automobile parts, characterized in that Things are the main points.
【０００６】以下に本発明について詳しく説明する。本
発明に用いる（１）成分のビニル基含有有機けい素基を
有するアクリル系ゴム重合体はイ）〜ニ）の単位に対応
した単量体を乳化重合、懸濁重合、溶液重合、塊状重合
などの公知の重合法により共重合させて得ることができ
るが、乳化重合、懸濁重合が好ましい方法である。ま
た、イ）〜ハ）の単位に対応した単量体と官能性基を有
する単量体とを公知の重合法により共重合させた後、こ
の官能性基と結合可能な基及びビニル基含有有機けい素
基を併有する化合物を反応させてビニル基含有有機けい
素基を導入することもできる。The present invention will be described in detail below. The acrylic rubber polymer having a vinyl group-containing organic silicon group, which is the component (1) used in the present invention, is obtained by emulsion-polymerizing, suspension-polymerizing, solution-polymerizing, or bulk-polymerizing a monomer corresponding to the units (a) to (d). It can be obtained by copolymerization by a known polymerization method such as, but emulsion polymerization and suspension polymerization are preferred methods. Further, after copolymerizing a monomer corresponding to the units a) to c) with a monomer having a functional group by a known polymerization method, a group capable of binding to the functional group and a vinyl group-containing group are contained. It is also possible to introduce a vinyl group-containing organosilicon group by reacting a compound having both an organosilicon group.
【０００７】イ）成分のアクリル酸ブチル単位は、耐寒
性、耐熱性、耐劣化油性の機能を付与する。ゴム重合体
中のこの成分の量が５５重量％未満では、本発明の目的
である耐劣化油性及び耐熱性が不十分となり、耐寒性も
損なわれるし、６５重量％を超えると、油中の体積増加
率が大きくなるので、５５〜６５重量％の範囲とされ
る。The butyl acrylate unit of component (a) imparts the functions of cold resistance, heat resistance, and deterioration oil resistance. If the amount of this component in the rubber polymer is less than 55% by weight, the deterioration oil resistance and heat resistance, which are the objects of the present invention, will be insufficient and the cold resistance will be impaired. Since the volume increase rate becomes large, the range is 55 to 65% by weight.
【０００８】ロ）成分のアクリル酸エチル単位は、機械
的強度、オイルに対する低膨潤化、耐熱性の機能を付与
する。ゴム重合体中のこの成分の量が３０重量％未満で
は強度が低下し、４０重量％を超えると耐寒性が損なわ
れるので、３０〜４０重量％の範囲とされる。The ethyl acrylate unit of component (b) imparts mechanical strength, low swelling to oil, and heat resistance. If the amount of this component in the rubber polymer is less than 30% by weight, the strength will decrease, and if it exceeds 40% by weight, the cold resistance will be impaired, so the range is 30-40% by weight.
【０００９】ハ）成分のアクリロニトリル単位は、強度
向上、オイルに対する低膨潤化の機能を付与する。ゴム
重合体中のこの成分の量が３重量％未満では耐油性、強
度が不十分となり、７重量％を超えると耐熱性、耐寒性
が損なわれるので、３〜７重量％の範囲とされる。The acrylonitrile unit as the component (c) imparts the function of improving strength and lowering swelling with respect to oil. If the amount of this component in the rubber polymer is less than 3% by weight, oil resistance and strength are insufficient, and if it exceeds 7% by weight, heat resistance and cold resistance are impaired, so the range is 3 to 7% by weight. ..
【００１０】ニ）成分のビニル基含有有機けい素基を有
するエチレン性不飽和単量体単位は、有機過酸化物加硫
における架橋基を与える成分であり、この単位に対応し
た単量体としてビニルジメチルシリルメチルアクリレー
ト、ビニルメチルフェニルシリルプロピルアクリレー
ト、ビニルジメチルシリルプロピルメタクリレートなど
のようなビニルシリルアルキル基を有する（メタ）アク
リレートが例示され、The ethylenically unsaturated monomer unit having a vinyl group-containing organosilicon group of the component (d) is a component which provides a crosslinking group in organic peroxide vulcanization, and as a monomer corresponding to this unit. Examples of (meth) acrylates having a vinylsilylalkyl group such as vinyldimethylsilylmethyl acrylate, vinylmethylphenylsilylpropyl acrylate, vinyldimethylsilylpropyl methacrylate, and the like,
【００１１】さらに、式Further, the equation
【化１】 （ここにＲ1 〜Ｒ4 は同種又は異種の非置換又は置換の
一価炭化水素基、Ｒ5 は水素原子又はメチル基）で示さ
れる化合物も例示されるが、上記の最後の式で示される
ものの例として、式[Chemical 1] (Wherein R 1 to R 4 are the same or different, unsubstituted or substituted monovalent hydrocarbon groups, and R 5 is a hydrogen atom or a methyl group) are also exemplified, but are represented by the last formula above. As an example of what is
【化２】 で示される化合物［信越化学工業（株）から商品名ＡＶ
−１００で市販］が挙げられる。このニ）成分に対応し
た単量体は、１種類のみでなく必要に応じて２種類以上
を用いることができる。[Chemical 2] [Compound name AV from Shin-Etsu Chemical Co., Ltd.
-100 commercially available]. The monomer corresponding to the component (d) can be used not only in one kind but also in two or more kinds as necessary.
【００１２】また、変法として、例えばカルボキシル基
を有するアクリル酸、メタクリル酸、マレイン酸、フマ
ル酸、イタコン酸などの単量体を予め共重合しておき、
エポキシ基のごときカルボキシル基と結合する基及びビ
ニル基含有有機けい素基を併有する化合物を後反応させ
ることによりビニル基含有有機けい素基を導入すること
もできる。As a modified method, for example, monomers having a carboxyl group such as acrylic acid, methacrylic acid, maleic acid, fumaric acid and itaconic acid are previously copolymerized,
It is also possible to introduce a vinyl group-containing organic silicon group by post-reacting a compound having both a group that binds to a carboxyl group such as an epoxy group and a vinyl group-containing organic silicon group.
【００１３】このニ）成分のゴム重合体中の量が０．１
重量％未満では架橋密度が低くなりすぎ、５重量％を超
えると架橋密度が高くなりすぎ、いずれにしても機械的
強度が低下するので０．１〜５重量％の範囲とされる。The amount of the component (d) in the rubber polymer is 0.1.
If it is less than 5% by weight, the crosslink density is too low, and if it exceeds 5% by weight, the crosslink density is too high, and the mechanical strength is reduced in any case, so the range is 0.1 to 5% by weight.
【００１４】次に、（２）成分の補強性充填剤として
は、カーボンブラック、乾式法による煙霧質シリカ、ア
ルキルシリケートやけい酸ソーダから湿式法で合成され
る沈降性シリカ、けい酸マグネシウム、けい酸カルシウ
ム、アルコキシシランやヘキサメチルジシラザン等の有
機けい素化合物とか高級脂肪酸等で処理された疎水性シ
リカなどが例示される。Next, as the reinforcing filler as the component (2), carbon black, fumed silica by a dry method, precipitated silica synthesized from an alkyl silicate or sodium silicate by a wet method, magnesium silicate, and silica. Examples thereof include calcium oxide, organosilane compounds such as alkoxysilane and hexamethyldisilazane, and hydrophobic silica treated with higher fatty acids.
【００１５】この補強性充填剤の配合量は、（１）成分
のアクリル系ゴム重合体１００重量部に対し１０〜２０
０重量部とされるが、好ましくは２０〜１００重量部で
ある。配合量が１０重量部未満では補強効果が不十分で
実用的な機械的強度が得られず、２００重量部を超える
とその配合が困難となり、良好な成形加工性が得られな
くなる。The amount of the reinforcing filler compounded is 10 to 20 with respect to 100 parts by weight of the acrylic rubber polymer as the component (1).
The amount is 0 parts by weight, preferably 20 to 100 parts by weight. If the blending amount is less than 10 parts by weight, the reinforcing effect is insufficient and practical mechanical strength cannot be obtained, and if it exceeds 200 parts by weight, the blending becomes difficult and good moldability cannot be obtained.
【００１６】次に、（３）成分の有機過酸化物系加硫剤
としては、過酸化−p-クロロベンゾイル、過酸化−o-ク
ロロベンゾイル、過酸化ジクロロベンゾイル、過酸化ベ
ンゾイル、ジクミルパーオキサイド、2,5-ジメチル−2,
5-ジ（t-ブチルパーオキシ）ヘキサン、ジ−t-ブチルパ
ーオキサイド、t-ブチルパーベンゾエート、1,1-ジ（t-
ブチルパーオキシ）−3,3,5-トリメチルシクロヘキサ
ン、1,3-ビス（t-ブチルパーオキシイソプロピル）ベン
ゼン、t-ブチルパーオキシイソプロピルカーボネートな
どが例示される。Next, as the organic peroxide-based vulcanizing agent as the component (3), peroxide-p-chlorobenzoyl peroxide, -o-chlorobenzoyl peroxide, dichlorobenzoyl peroxide, benzoyl peroxide and dicumylper are used. Oxide, 2,5-dimethyl-2,
5-di (t-butylperoxy) hexane, di-t-butylperoxide, t-butylperbenzoate, 1,1-di (t-
Examples thereof include butylperoxy) -3,3,5-trimethylcyclohexane, 1,3-bis (t-butylperoxyisopropyl) benzene and t-butylperoxyisopropyl carbonate.
【００１７】この有機過酸化物系加硫剤の使用量は、
（１）成分のアクリル系ゴム重合体１００重量部に対し
０．１〜１０重量部とされる。０．１重量部未満では本
発明のゴム組成物を良好に加硫させることができず、１
０重量部を超えると得られる加硫物が硬く脆いものにな
り、所望の特性が得られないThe amount of the organic peroxide vulcanizing agent used is
The amount is 0.1 to 10 parts by weight with respect to 100 parts by weight of the acrylic rubber polymer as the component (1). If the amount is less than 0.1 parts by weight, the rubber composition of the present invention cannot be vulcanized well, and
If it exceeds 0 parts by weight, the obtained vulcanized product becomes hard and brittle, and desired properties cannot be obtained.
【００１８】また、必要に応じてエチレンジメタクリレ
ート、トリアリルイソシアヌレート、トリアリルシアヌ
レート、N,N'−m-フェニレンビスマレイミド等の架橋助
剤を併用して架橋効率を高め、物性の改善をはかること
ができる。Further, if necessary, a crosslinking aid such as ethylene dimethacrylate, triallyl isocyanurate, triallyl cyanurate and N, N'-m-phenylene bismaleimide is used together to enhance the crosslinking efficiency and improve the physical properties. Can be measured.
【００１９】上記（１）〜（３）成分からなる組成物
は、各成分の所定量を一般のゴム混練用に使用されるバ
ンバリーミキサー、ニーダー、インターミキサー、二本
ロール等の混合機にて混練することにより容易に得られ
る。The composition comprising the above-mentioned components (1) to (3) is mixed in a prescribed amount of each component with a mixer such as a Banbury mixer, a kneader, an intermixer or a two-roll mill used for general rubber kneading. It can be easily obtained by kneading.
【００２０】本発明のゴム組成物には、必要に応じて通
常ゴム工業で用いられている充填剤、可塑剤、老化防止
剤、難燃剤、加工助剤などを適宜添加することができ
る。To the rubber composition of the present invention, if necessary, a filler, a plasticizer, an antiaging agent, a flame retardant, a processing aid and the like usually used in the rubber industry can be appropriately added.
【００２１】このようにして得られたゴム組成物は目的
に応じた形状に成形され、加硫されて成形品となる。加
硫温度としては通常１２０℃以上の温度が適しており、
好ましくは１４０〜１８０℃であり、この温度において
１〜１５分間程度加硫が行われる。また、必要に応じて
約１５０〜１８０℃の温度で１〜２４時間程度の後加硫
を行い、物性の改善をはかることができる。The rubber composition thus obtained is molded into a shape suitable for the purpose and vulcanized to obtain a molded product. A vulcanization temperature of 120 ° C. or higher is usually suitable,
The temperature is preferably 140 to 180 ° C., and vulcanization is performed at this temperature for about 1 to 15 minutes. Further, if necessary, post-vulcanization may be performed at a temperature of about 150 to 180 ° C. for about 1 to 24 hours to improve the physical properties.
【００２２】[0022]
【実施例】以下にアクリル系ゴム重合体の合成例及びこ
れを用いた実施例をあげて本発明をさらに具体的に説明
する。なお、例中の部及び％はそれぞれ重量部及び重量
％を示す。EXAMPLES The present invention will be described in more detail with reference to synthetic examples of acrylic rubber polymers and examples using the same. In addition, part and% in an example show a weight part and weight%, respectively.
【００２３】合成例１（アクリル系ゴム重合体Ｐ−１の
合成） 窒素置換した攪拌機付密閉型反応器に、水２００部及び
ラウリル硫酸ナトリウム２部を仕込んで反応器内を３０
℃に調整したのち、過硫酸アンモニウム０．１部、酸性
亜硫酸ナトリウム０．１部及び硫酸第１鉄０．００１部
を添加し、ついでアクリル酸ブチル５７部、アクリル酸
エチル３８部、アクリロニトリル４部及びＡＶ−１００
（前出）１部の単量体混合物を３時間かけて滴下した。
反応器内を３０℃に維持したまま更に１時間攪拌を続け
反応を完結させた。上記乳化重合により得られた乳白色
のエマルジョンを塩化カルシウム水溶液にて塩析させ、
水洗乾燥して、９９．０％の収率でアクリル系ゴム重合
体Ｐ−１を得た。このゴム重合体の組成を分析し、結果
を表１に示した。Synthesis Example 1 (Synthesis of Acrylic Rubber Polymer P-1) A closed reactor equipped with a stirrer, which had been purged with nitrogen, was charged with 200 parts of water and 2 parts of sodium lauryl sulfate to prepare 30 reactors.
After adjusting the temperature to 0.1 ° C., 0.1 part of ammonium persulfate, 0.1 part of sodium acid sulfite and 0.001 part of ferrous sulfate are added, and then 57 parts of butyl acrylate, 38 parts of ethyl acrylate, 4 parts of acrylonitrile and AV-100
(Previously described) 1 part of the monomer mixture was added dropwise over 3 hours.
While maintaining the inside of the reactor at 30 ° C., stirring was continued for another 1 hour to complete the reaction. The milky white emulsion obtained by the emulsion polymerization is salted out with an aqueous calcium chloride solution,
After washing with water and drying, an acrylic rubber polymer P-1 was obtained with a yield of 99.0%. The composition of this rubber polymer was analyzed, and the results are shown in Table 1.
【００２４】合成例２〜６（アクリル系ゴム重合体Ｐ−
２〜Ｐ−６の合成） 合成例１と同様にして、表１に示される組成のアクリル
系ゴム重合体Ｐ−２〜Ｐ−６を得た。Synthesis Examples 2 to 6 (acrylic rubber polymer P-
Synthesis of 2 to P-6) In the same manner as in Synthesis Example 1, acrylic rubber polymers P-2 to P-6 having the compositions shown in Table 1 were obtained.
【００２５】[0025]
【表１】 [Table 1]
【００２６】実施例１、２、比較例１〜４ 合成例１〜６で得られたアクリル系ゴム重合体Ｐ−１〜
Ｐ−６を用い、表２に示される配合量で組成物を調製し
た。得られた組成物を表２に示す加硫条件で加硫し、Ｊ
ＩＳ Ｋ６３０１に準じて加硫物の諸物性を測定し、結
果を表３〜４に示した。Examples 1 and 2, Comparative Examples 1 to 4 Acrylic rubber polymers P-1 to P-1 obtained in Synthesis Examples 1 to 6
A composition was prepared using P-6 in the blending amounts shown in Table 2. The obtained composition was vulcanized under the vulcanization conditions shown in Table 2,
Various physical properties of the vulcanized product were measured according to IS K6301, and the results are shown in Tables 3 and 4.
【００２７】[0027]
【表２】 [Table 2]
【００２８】[0028]
【表３】 [Table 3]
【００２９】[0029]
【表４】 [Table 4]
【００３０】実施例と比較例の対比からも明らかなよう
に、本発明の組成物の加硫品は前記のような優れた特性
を有し、比較例３、４の組成物の加硫品に比べ耐熱性、
耐劣化油性、圧縮永久歪及び油中圧縮永久歪に優れ、ま
た、比較例１、２の組成物の加硫品に比べ耐劣化油性試
験において特にクラックの発生がない。ガスケット材料
におけるクラック発生は亀裂成長につながり大幅にシー
ル性を低下させる恐れがあるので、このクラック発生の
抑制は不可欠な特性である。As is clear from the comparison between the examples and the comparative examples, the vulcanized products of the compositions of the present invention have the excellent properties as described above, and the vulcanized products of the compositions of comparative examples 3 and 4 are as follows. Heat resistance compared to
It is excellent in deterioration oil resistance, compression set and compression set in oil, and does not cause cracks in the deterioration oil resistance test as compared with the vulcanized products of the compositions of Comparative Examples 1 and 2. The occurrence of cracks in the gasket material may lead to crack growth and may significantly reduce the sealability, so suppression of the occurrence of cracks is an essential property.
【００３１】[0031]
【発明の効果】本発明の新規なアクリルゴム組成物は、
これから得られる成形品が一般のアクリルゴム成形品に
比べ耐熱性、耐劣化油性、圧縮永久歪及び油中圧縮永久
歪特性に優れているので、自動車用ガスケットの成形材
料として極めて有用である。The novel acrylic rubber composition of the present invention is
The molded product obtained from this is excellent in heat resistance, deterioration oil resistance, compression set and compression set in oil as compared with general acrylic rubber molded products, and is therefore extremely useful as a molding material for automobile gaskets.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 奥田 治和 福井県武生市北府２丁目17番33号 日信化 学工業株式会社内 (72)発明者 近藤 孝夫 愛知県西春日井郡春日町大字落合字長畑１ 番地 豊田合成株式会社内 (72)発明者 市川 昌好 愛知県西春日井郡春日町大字落合字長畑１ 番地 豊田合成株式会社内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Haruka Kazuda 2-17-33 Kitafu, Takefu City, Fukui Prefecture Nisshin Kagaku Kogyo Co., Ltd. (72) Inventor Takao Kondo Kasuga-cho, Nishikasugai-gun, Aichi Ochiai Nagahata No. 1 Toyoda Gosei Co., Ltd. (72) Inventor Masayoshi Ichikawa Kasuga-cho, Nishikasugai-gun, Aichi Ochiai letter Nagahata No. 1 Toyoda Gosei Co., Ltd.
Claims (1)
スケット用アクリルゴム組成物。(1) a) butyl acrylate unit 55 to 65 wt% b) ethyl acrylate unit 30 to 40 wt% c) acrylonitrile unit 3 to 7 wt% d) vinyl group-containing organosilicon group 100 parts by weight of an acrylic rubber polymer having a vinyl group-containing organosilicon group, which is composed of 0.1 to 5% by weight of ethylenically unsaturated monomer units (however, a) to d) is 100% by weight). 2) Reinforcing filler 10 to 200 parts by weight (3) Organic peroxide-based vulcanizing agent 0.1 to 10 parts by weight An acrylic rubber composition for gaskets used in automobile parts, characterized in that:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16202092A JPH05331342A (en) | 1992-05-28 | 1992-05-28 | Acrylic rubber composition for gasket |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16202092A JPH05331342A (en) | 1992-05-28 | 1992-05-28 | Acrylic rubber composition for gasket |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH05331342A true JPH05331342A (en) | 1993-12-14 |
Family
ID=15746540
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16202092A Pending JPH05331342A (en) | 1992-05-28 | 1992-05-28 | Acrylic rubber composition for gasket |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH05331342A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPWO2002068482A1 (en) * | 2001-02-28 | 2004-06-24 | 鐘淵化学工業株式会社 | New polymer and liquid gasket for in-situ molding |
-
1992
- 1992-05-28 JP JP16202092A patent/JPH05331342A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPWO2002068482A1 (en) * | 2001-02-28 | 2004-06-24 | 鐘淵化学工業株式会社 | New polymer and liquid gasket for in-situ molding |
| US7511102B2 (en) | 2001-02-28 | 2009-03-31 | Kaneka Corporation | Polymer and liquid gasket for In-Place forming |
| JP4851058B2 (en) * | 2001-02-28 | 2012-01-11 | 株式会社カネカ | New polymer and liquid gasket for on-site molding |
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