JPS59204647A - Fluorine-containing elastomer composition - Google Patents

Fluorine-containing elastomer composition

Info

Publication number
JPS59204647A
JPS59204647A JP7981083A JP7981083A JPS59204647A JP S59204647 A JPS59204647 A JP S59204647A JP 7981083 A JP7981083 A JP 7981083A JP 7981083 A JP7981083 A JP 7981083A JP S59204647 A JPS59204647 A JP S59204647A
Authority
JP
Japan
Prior art keywords
tetrafluoroethylene
propylene
vinyl ether
fluorine
terpolymer
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.)
Granted
Application number
JP7981083A
Other languages
Japanese (ja)
Other versions
JPS648666B2 (en
Inventor
Ikuo Seki
育雄 関
Hideki Yagyu
柳生 秀樹
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hitachi Cable Ltd
Original Assignee
Hitachi Cable Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Hitachi Cable Ltd filed Critical Hitachi Cable Ltd
Priority to JP7981083A priority Critical patent/JPS59204647A/en
Publication of JPS59204647A publication Critical patent/JPS59204647A/en
Publication of JPS648666B2 publication Critical patent/JPS648666B2/ja
Granted legal-status Critical Current

Links

Landscapes

  • Compositions Of Macromolecular Compounds (AREA)

Abstract

PURPOSE:To provide the titled composition having excellent tear resistance, by adding a hydroxyaromatic compound and a cyanoethyl-substituted imidazole as crosslinking agents to a tetrafluoroethylene-propylene-glycidyl vinyl ether terpolymer. CONSTITUTION:A hydroxyaromatic compound containing hydroxyl group in the molecule and a cyanoethyl-substituted imidazole compound (e.g. 1-cyanoethyl-2- methylimidazole) are added as crosslinking agents to a tetrafluoroethylene- propylene-glycidyl vinyl ether terpolymer. The molar ratio of tetrafluoroethylene/ propylene in the terpolymer is 90/10-55/45, preferably 60/40-50/50, and the content of glycidyl vinyl ether is 0.1-10mol%, preferably 1-5mol%. The amount of the components of the crosslinking agent is 0.1-10pts.wt. each per 100pts.wt. of the terpolymer.

Description

【発明の詳細な説明】 本発明は耐引裂き哲抗性に優れた成形体が得られる含フ
ツ素エラストマ組成物に関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a fluorine-containing elastomer composition from which a molded article having excellent tear resistance can be obtained.

テトラフルオロエチレン−プロピレン−グリシジルビニ
ルエーテル3元共重合体はフジ素ゴムのもつ優れた耐熱
性、耐油性、耐薬品性、耐スチーム性、難燃性を兼備し
ており、ホース、チューブ、0−リング、ガスケット等
の工業用拐料として期待されるものである。
Tetrafluoroethylene-propylene-glycidyl vinyl ether terpolymer has the excellent heat resistance, oil resistance, chemical resistance, steam resistance, and flame retardancy of Fuji Rubber, and is used for hoses, tubes, etc. It is expected to be used as an industrial coating material for rings, gaskets, etc.

かかる共重合体により架橋成形品を製造する場合の架橋
剤としては、従来トリエチルノアミン、ヘキサメチレン
ジアミンカルバメート、安息香酸アンモニウム、ジアル
キルジチオカルバミン酸の金属塩、さらに特開昭53−
75290号公報にあるよ゛うにベンジルジメチルアミ
ン、α−メチルベンジルツメチルアミン、ジメチルアミ
ンメチルフェノール、N−アミノエチルピペラジンのご
とき第3級アミン捷たけこれら第3級アミンとヒドロキ
シ化合物の組合せが用いられている。
When producing a crosslinked molded article using such a copolymer, conventional crosslinking agents include triethylnoamine, hexamethylenediamine carbamate, ammonium benzoate, and metal salts of dialkyldithiocarbamic acid, as well as JP-A-53-1999-1.
As disclosed in Japanese Patent Application No. 75290, tertiary amines such as benzyldimethylamine, α-methylbenzyltrimethylamine, dimethylaminemethylphenol, and N-aminoethylpiperazine are removed. Combinations of these tertiary amines and hydroxy compounds are used. ing.

しかしながら、得られる成形体の引裂き強きは不十分な
ものであり、実用化に当っては大きな障害となっている
However, the tear strength of the molded product obtained is insufficient, which is a major obstacle to its practical application.

本発明は前記した従来技術の欠点を改良するものであり
、得られる成形体の引裂き強さを大幅に向上できる含フ
ツ素エラストマ組成物の提供を目的とするものである。
The present invention is intended to improve the drawbacks of the prior art described above, and aims to provide a fluorine-containing elastomer composition that can significantly improve the tear strength of the resulting molded product.

すなわち、本発明の含フツ素エラストマ組成物はテトラ
フルオロエチレン−プロピレン−グリ7ジルビニル工−
テル3元共重合体に、架橋剤として分子中に水厳基を有
するヒドロキシ芳香族化合物およびンアノエチル桿簡換
イミダゾールを添加してなるものである。
That is, the fluorine-containing elastomer composition of the present invention comprises tetrafluoroethylene-propylene-gly7ylvinyl-
It is made by adding a hydroxy aromatic compound having a hydrophilic group in the molecule and an anoethyl-converted imidazole to a tertiary copolymer as a crosslinking agent.

上記共重合体において、テトラフルオロエチレン/プロ
ピレンの含有モル比90/10〜55/45、好ましく
は’6 o/40〜50150の範囲から選定すること
が耐熱性、成形性等の面から好ましい。まだ、グリシジ
ルビニルエーテルは01〜10モル係、好まり、 <は
1〜5モル係の範囲から選定することが好ましく、含有
量が少なすぎると成形体の引裂き強さが不十分となり、
多すぎると耐熱性が損われる。
In the above copolymer, it is preferable to select a molar ratio of tetrafluoroethylene/propylene from the range of 90/10 to 55/45, preferably from '6 o/40 to 50,150 in terms of heat resistance, moldability, etc. However, glycidyl vinyl ether is preferably selected from a range of 01 to 10 molar ratios, and < is preferably selected from a range of 1 to 5 molar ratios; if the content is too small, the tear strength of the molded product will be insufficient;
If it is too large, heat resistance will be impaired.

また、テトラフルオロエチレン、プロピレン、グリシノ
ルビニルエーテルの主成分の他に、これらと共重合可能
な成分、例えばエチレン、インブチレン、フッ化ビニル
、フッ化ビニリデン、六フッ化フロピレン、フルオロビ
ニルエーテル、アルキルビニルエーテル1.クロロトリ
フルオロエチレンなどを共重合させてもよく、これらの
含有量は15モルチ以下の範囲から選定することか好ま
しい。
In addition to the main components of tetrafluoroethylene, propylene, and glycinol vinyl ether, there are also components copolymerizable with these, such as ethylene, imbutylene, vinyl fluoride, vinylidene fluoride, fluoropylene hexafluoride, fluorovinyl ether, and alkyl vinyl ether. 1. Chlorotrifluoroethylene or the like may be copolymerized, and the content thereof is preferably selected from a range of 15 molti or less.

かかる共重合体の数平均分子量は3カ〜10万の範囲か
ら選定することが好ましく、太きすぎると成形体にクラ
ックが発生したり、表面平滑性が失われ、小さすぎると
成形体の引裂き強さが不十分となる。
The number average molecular weight of such a copolymer is preferably selected from the range of 3 to 100,000; if it is too thick, the molded product may crack or lose surface smoothness, and if it is too small, the molded product may tear. strength is insufficient.

本発明においては、上記共重合体の架橋剤として(イ)
分子中に水酸基を含有するヒドロキシ芳香族化合物およ
び(ロ)シアノエチル基置換イミダゾールの双方を併用
す2ることか重要であり、これによって成形体の引裂き
強さを大幅に向上できる。
In the present invention, as a crosslinking agent for the above copolymer, (a)
It is important to use both a hydroxy aromatic compound containing a hydroxyl group in the molecule and a (b) cyanoethyl group-substituted imidazole, as this can significantly improve the tear strength of the molded article.

架橋剤の添加量は、共重合体100重量部に対[7て(
イ)、(ロ)それぞれ01重量部以上とし、(イ)+(
ロ)が10重量部を上限とした範囲から適宜選定される
The amount of crosslinking agent added is 7 parts by weight per 100 parts by weight of the copolymer.
A) and (b) each should be 01 parts by weight or more, and (a) + (
b) is appropriately selected from a range with an upper limit of 10 parts by weight.

架橋剤(イ)の具体例としては、フェノール、ヒP口キ
ノン、カテコール、レゾルシノール、1,3.5−トリ
ヒドロキシベンゼン、ジヒドロキシナフタレン、2−メ
チルレゾルシノール、トリメチロールアリルオキ7フエ
ノールなどがあげられる。
Specific examples of the crosslinking agent (a) include phenol, hypoquinone, catechol, resorcinol, 1,3.5-trihydroxybenzene, dihydroxynaphthalene, 2-methylresorcinol, trimethylolallylic 7-phenol, and the like. .

架橋剤(ロ)の具体例としては、1−ンアノエチル=2
−エチルー4−メチルイ老タソール、1−シアンエチル
−2−メチルイミダゾール、1−シアンエチル−2−フ
ェニルイミダゾール、1−シアンエチル−2−15デシ
ルイミダゾールなどがあけられる。
Specific examples of the crosslinking agent (b) include 1-one anoethyl=2
-Ethyl-4-methyl-esterol, 1-cyanoethyl-2-methylimidazole, 1-cyanoethyl-2-phenylimidazole, 1-cyanoethyl-2-15decylimidazole, etc.

上記リグ)の配合成分として、特性を低下させない範囲
でカーボンブランクやファインシリカなどの充てん剤お
よびステアリン酸などの滑剤があげられ、その細分散剤
、加工助剤、安定剤などを添加してもよい。
The ingredients of the above rig include fillers such as carbon blank and fine silica, and lubricants such as stearic acid, and fine dispersants, processing aids, stabilizers, etc. may be added as long as the properties are not deteriorated. .

以下、本発明の実施例を比較例と共に説明する。Examples of the present invention will be described below along with comparative examples.

テトラフルオロエチレン/プロピレン/グリシジルビニ
ルエーテルの含有モル比が55/43/2であり、数平
均分子ゼ°が5万であるテトラフルオロエチレン−プロ
ピレン−グリシジルビニルエーテル3元共重合体100
重量部、MTカー昶ン20重量部、ステアリン酸1重量
部、ならびに架橋剤−として第1表に示す各種成分を所
定量配合したものを60℃に設定した6インチロールに
て混練し、その後、150℃に設定したプレスにl O
OI<g/cJの圧力で30分間保持することにより1
5 an×12 cn+で厚さ2wnのシートを成形し
た。
Tetrafluoroethylene-propylene-glycidyl vinyl ether ternary copolymer 100 in which the molar ratio of tetrafluoroethylene/propylene/glycidyl vinyl ether is 55/43/2 and the number average molecular weight is 50,000
Parts by weight, 20 parts by weight of MT Karsho, 1 part by weight of stearic acid, and predetermined amounts of various components shown in Table 1 as a crosslinking agent were kneaded using a 6-inch roll set at 60°C, and then , lO in a press set at 150°C.
1 by holding for 30 minutes at a pressure of OI<g/cJ.
A sheet with a thickness of 2wn was molded using 5 an x 12 cn+.

かくして得られた/−トについてASTMD470に基
いて引裂き強さの測定を行なった結果を第1表の下欄に
示す。
The tear strength of the thus obtained /-t was measured based on ASTM D470, and the results are shown in the lower column of Table 1.

(以下余白) 第1表からも明らかな通り、本発明で規定する2種の架
橋剤を併用した笑事j例1〜5ではいずれも高い引裂き
強さを有する。
(The following is a blank space) As is clear from Table 1, Examples 1 to 5 in which two types of crosslinking agents defined in the present invention were used in combination all have high tear strength.

これに対し、本発明で規定する架橋剤の一方のみを使用
した比較例1、並びに従来知られている架橋剤との組合
せである比較例2.3では殆んど架橋が行われないか、
架橋が行われても極めて小さい引裂き強さしか得られな
い。
On the other hand, in Comparative Example 1 in which only one of the crosslinking agents specified in the present invention was used, and in Comparative Examples 2 and 3 in which a combination with a conventionally known crosslinking agent was used, almost no crosslinking occurred.
Even if crosslinking occurs, only very low tear strengths are obtained.

以上説明してきた通り、本発明によればテトラフルオロ
エチレンーゾロビレンークリシジルビニルエーテル3元
共重合体の有する耐熱、耐油、耐薬品性等の種々の特性
を生かし、しかも引裂き強さに優れた成形体を得られる
ことになる。
As explained above, the present invention takes advantage of the various properties of the tetrafluoroethylene-zolobylene-cricidyl vinyl ether terpolymer, such as heat resistance, oil resistance, and chemical resistance, and also has excellent tear strength. A molded body will be obtained.

本発明の含フツ素エラストマ組成物はチューブ、ホース
、0−リング、ノ8レキン、ガスケット、複写機用ヒー
)o−ル等に極めて有用であるといえる0
It can be said that the fluorine-containing elastomer composition of the present invention is extremely useful for tubes, hoses, O-rings, gaskets, heat rollers for copying machines, etc.

Claims (2)

【特許請求の範囲】[Claims] (1)テトラフルオロエチレン−プロピレン−グリシジ
ルビニルエーテル3元共重合体に、架橋剤として分子中
に水酸基を有するヒドロキシ芳香族化合物およびシアン
エチル基置換イミダゾールを添加してなることを特徴と
する含フツ素エラストマ組成物。
(1) A fluorine-containing product made by adding a hydroxy aromatic compound having a hydroxyl group in the molecule and a cyanethyl group-substituted imidazole as a crosslinking agent to a tetrafluoroethylene-propylene-glycidyl vinyl ether ternary copolymer. Elastomeric composition.
(2)上記共重合体のテトラフルオロエチレン/プロピ
レンのモル比は90/10〜55/45であシ、かつグ
リシ・ノルビニルエーテルは0.1〜10モル係含有さ
れていることを特徴とする特許請求の範囲第1埴記載の
含フツ素エラストマ組成物。
(2) The above copolymer is characterized in that the molar ratio of tetrafluoroethylene/propylene is 90/10 to 55/45, and that the glycynorvinyl ether is contained in a molar ratio of 0.1 to 10. A fluorine-containing elastomer composition according to claim 1.
JP7981083A 1983-05-07 1983-05-07 Fluorine-containing elastomer composition Granted JPS59204647A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP7981083A JPS59204647A (en) 1983-05-07 1983-05-07 Fluorine-containing elastomer composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP7981083A JPS59204647A (en) 1983-05-07 1983-05-07 Fluorine-containing elastomer composition

Publications (2)

Publication Number Publication Date
JPS59204647A true JPS59204647A (en) 1984-11-20
JPS648666B2 JPS648666B2 (en) 1989-02-14

Family

ID=13700561

Family Applications (1)

Application Number Title Priority Date Filing Date
JP7981083A Granted JPS59204647A (en) 1983-05-07 1983-05-07 Fluorine-containing elastomer composition

Country Status (1)

Country Link
JP (1) JPS59204647A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0251760A2 (en) * 1986-07-01 1988-01-07 Bridgestone Corporation Rubber composition

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0251760A2 (en) * 1986-07-01 1988-01-07 Bridgestone Corporation Rubber composition

Also Published As

Publication number Publication date
JPS648666B2 (en) 1989-02-14

Similar Documents

Publication Publication Date Title
US5700879A (en) Fluorine-containing elastomer composition
US4250278A (en) Fluorinated rubber composition
EP0105433B1 (en) Fluoroelastomere composition
EP1090050B1 (en) Thermally stable perfluoroelastomer composition
US4188352A (en) Elastomeric composition comprising fluoroelastomer and epicholorohydrin elastomer
US4603175A (en) Thermoplastic fluoroelastomer composition
US5637648A (en) Fluorine-containing elastomer composition
EP1587784B1 (en) Bisaminophenyl-based curatives and amidine-based curatives and cure accelerators for perfluoroelastomeric compositions
JP2517248B2 (en) Vulcanizable composition of fluoroelastomer having improved processability and chemical stability properties
KR920004894B1 (en) Fluoroelastomer composition containing fluoroaliphatic sulfonamides as curing agents
EP0168033A2 (en) Fluoroelastomer composition
JPS59204647A (en) Fluorine-containing elastomer composition
JPS6123812B2 (en)
DE69828103T2 (en) Crosslinkable fluoroelastomer compositions
EP1000966B1 (en) Chlorinated vinyl chloride resin composition
US5141991A (en) Process for preparing fluororubber graft copolymer
US4108924A (en) Stabilized chlorine-containing resin composition
JPS5946538B2 (en) Fluoroelastomer composition
JP2974341B2 (en) Hard vinyl chloride resin composition
JPH0784548B2 (en) Chlorosulfonated polyethylene composition
JP2512569B2 (en) Hard vinyl chloride resin composition
JPH01315449A (en) Fluororubber composition
JPH0653831B2 (en) Fluorine-containing elastomer composition
JPS5846264B2 (en) Water resistant halogenated butyl rubber composition
JPS595211B2 (en) stabilized rubber composition