WO1993022586A1 - Gasket for automotive engine transmission - Google Patents
Gasket for automotive engine transmission Download PDFInfo
- Publication number
- WO1993022586A1 WO1993022586A1 PCT/JP1993/000571 JP9300571W WO9322586A1 WO 1993022586 A1 WO1993022586 A1 WO 1993022586A1 JP 9300571 W JP9300571 W JP 9300571W WO 9322586 A1 WO9322586 A1 WO 9322586A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- gasket
- monomer
- parts
- weight
- automobile engine
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/12—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/04—Polymer mixtures characterised by other features containing interpenetrating networks
Definitions
- the present invention relates to an automobile engine and a transmission gasket.
- Automotive gaskets are used in automotive internal combustion engines to seal the cover attached to the cylinder head, and can be used to clearly determine the suitability of the material due to the heat load and vibration generated during operation. is there. That is, the cold resistance of the engine at cold start and the heat resistance at high speed load are required.
- the temperature difference between the intake and exhaust sides or ⁇ depends on the mounting angle on the vehicle. If there is oil leakage, it is a high risk of fire due to dripping on the exhaust pipe.
- An object of the present invention is homogeneously disperse of f and fluoropolymer and acrylic elastomers primary, phase separation does not give a vulcanized rubber, taking advantage of the respective characteristics, heat resistance, mechanical strength during the heat and resistance to engine oil Paburingu
- Another object of the present invention is to provide a gasket for an automobile engine and a transmission which is excellent in quality.
- CS permanent distortion
- ATF Automatic Transmission
- LLC Long Life Coolant
- a filler is added to 100 parts by weight of a polymer obtained by dissolving or swelling an amorphous fluoropolymer in an acryl-based monomer and then subjecting the monomer to polymerization to obtain a polymer.
- a car engine and a transmission gasket obtained from a bridge composition containing L00 parts by weight and a crosslinking agent 0.1 to 10 parts by weight o
- the present inventors have conducted intensive studies in order to uniformly disperse the fluorine-containing polymer and acrylyl elastomer and to maintain the compatibility of the heat treatment for vulcanization. After dissolving or swelling in the swelling monomer, the polymer obtained by polymerizing the acrylyl monomer is blended with a filler and a crosslinking agent. In oil bubbling, it has been found that gaskets for automobile engines and transmissions with far superior performance that cannot be predicted from a simple blend of a fluoropolymer and an acrylyl elastomer can be obtained.
- gasket for an automobile engine and transmission according to the present invention has excellent permanent distortion, ATF resistance, LLC resistance, and durability.
- Examples of the amorphous fluorine-containing polymer capable of dissolving or swelling in the acryl monomer used in the present invention include, for example, vinylidenefluoridonehexaphenolylpropylene, vinylidenefluoride Ztetrafluoroethylenoxyhexafluoropropylene , Vinylidene fluoride copolymers such as vinylidene fluoride copolymers such as chlorofluoroethylene, tetrafluoroethylene Z propylene, hexafluoropropylene Z ethylene, phenolic (alkyl vinyl ether) (Including those containing a plurality of ether bonds) / olefin-based co-union, fluorine-containing silicone rubber, phenolic phosphazene rubber, and the like, and among these, vinylidenefluoride Z hexafluoro Propylene, vinylidene fluoride / Tetrafluoroethylene / hexafluoro
- the type of acrylic monomer is not limited, but includes mono- or polyfunctional ones, one or more types are used, and the polyfunctional monomer is preferably used in a small amount in combination with the monofunctional monomer.
- Preferred examples of these are, for example, methyl methacrylate (MMA :), ethyl methacrylate (EMA :), butyl methacrylate (BMA), 2-hydroxyethyl methacrylate (HEMA :), glycidyl methacrylate (GMA :), 2-Methoxyxetyl methacrylate (MEM A) 3- (Trimethoxysilyl) propyl methacrylate (MSPM), 2- (phenylphosphoryl) ethyl methacrylate (phenyl-P), 2-hydroxy-3- (S-naphthoxy) propyl Methacrylate (HNPM), N-phenyl N- (2-hydroxy-3-methacryloxy) propylglycine (NPG-GMA),
- CH 2 C (CH 3 ) COOCH 2 CF 3 (3FMA).
- CH 2 CFCOOCH 2 CF 2 CF 3 (5FFA).
- a small amount of acrylonitrile, 2-chloroethylvinyl ether, monochlorovinyl acetate, methylvinyldichlorosilane, or the like may be used in the monomer for the purpose of modification.
- the amount of the polyfunctional monomer is preferably 1 to 20 parts per 100 parts (parts by weight, hereinafter the same) of the monofunctional monomer.
- the ratio between the amorphous fluorine-containing polymer and the acryl monomer can be appropriately determined, but it is usually preferable to use the latter in the range of 5 to L000 parts per 100 parts of the former.
- the above-mentioned fluoropolymer is dissolved or swelled in an acryl monomer, and then is subjected to polymerization to polymerize it.
- the polymerization is carried out in the presence of a polymerization initiation source, and further, a polymerization inhibitor is used.
- a polymerization inhibitor is used.
- Initiation sources include light and heat, as well as polymerization of benzoyl baroxide, azoisobutyronitrile (AIBN), camphorquinone (CQ), 91-fluorenone, tributylborane (TBB), benzophenone, etc.
- Initiators include reducing agents such as dimethylaminoethyl methacrylate (DMAEMA) and dimethyl-p-toluidine (DMPT), polymerization inhibitors such as hydroquinone and hydroquinone methyl ester, and transfer agents such as lauryl menoleic butane. Can be.
- DMAEMA dimethylaminoethyl methacrylate
- DMPT dimethyl-p-toluidine
- transfer agents such as lauryl menoleic butane.
- transfer agents such as lauryl menoleic butane.
- IPN Inter-penetrating Polymer Network
- a polymer substance is polymerized in advance, and a monomer for forming a guest polymer is injected into the polymer substance, or the polymer is immersed in a solution containing the monomer and injected, and thereafter, heating or light irradiation or the like is performed.
- Other methods are also used:
- Examples of the filler used in the present invention include reinforcing materials such as carbon black, silica, clay, diatomaceous earth, talc, and calcium carbonate.
- the amount of the filler is preferably 0.1 to 100 parts by weight based on 100 parts by weight of the polymer. If the amount is less than 0.1 part by weight, a sufficient reinforcing effect cannot be obtained. If the amount exceeds 100 parts by weight, rubber-like properties are lost.
- examples of the crosslinking agent used in the present invention include, for example, peroxides, polyols, polyamines, and the like used for crosslinking vinylidene fluoride-based fluororubber.
- Perhexa 2.5B manufactured by NOF CORPORATION, Peroxide
- triaryl isocyanurate TA IC
- bisphenol AF bisphenol AF
- N.N'-dicinnamylidene-1,6-hexadiamine and the like.
- the crosslinking agent is preferably used in an amount of 0.1 to 10 parts by weight based on 100 parts by weight of the polymer. If the amount is less than 0.1 part by weight, the degree of crosslinking is insufficient, and if it exceeds 10 parts by weight, the rubber-like properties tend to be lost.
- a compound containing a vinyl group or an aryl group can be used.
- compounding agents such as antioxidants, processing aids, scorch inhibitors, ozone deterioration inhibitors, ultraviolet absorbers, flame retardants, and plasticizers may be used as necessary.
- a gasket for an automobile engine or transmission obtained by dissolving or swelling a fluorinated polymer in an acrylic monomer and then polymerizing this monomer is obtained from a simple blend of a fluorinated polymer and an acrylyl elastomer. Compared with those, it has superior performance in heat resistance, mechanical strength during heat, and engine oil bubbling far beyond prediction.
- gasket for an automobile engine and transmission according to the present invention has a permanent set, Excellent in ATF, LLC resistance and durability.
- composition used in the present invention has a slightly higher viscosity than ordinary simple blend rubber-based materials.
- low-temperature decomposable (50 to 130 ° C) peroxide and a polyfunctional compound (referred to as a co-crosslinking agent) The composition thus prepared can be applied on-site for a gasket and vulcanized in a hot air atmosphere of 60 to 150.
- Parts and% indicate parts by weight and% by weight, respectively.
- An automotive gasket was prepared from a composition comprising the components shown in Table 1 below.
- a gasket for an automobile was prepared in the same manner as in Example 1 using a composition obtained by blending each composition of Comparative Example 2 and Comparative Example 3 at a weight ratio of 50:50.
- G702 manufactured by Daikin Industries, vinylidene fluoride Z hexafluoropropylene copolymer, FAU-014 Y: copolymer of G702 / nBuAc / l, 6-HXA (70/27/3) NBuAc: n-butyl acrylate, 1,6-HXA: 1,6-hexanediol diacrylate.
- Nowgard 445 is an antioxidant from Uniroyal Chem.
- Tb Tensile strength
- the gasket for an automobile engine and transmission according to the present invention has excellent heat resistance, mechanical strength when heated, and engine oil pub Vung. Further, the gasket for an automobile engine and transmission according to the present invention is excellent in permanent distortion, ATF resistance, LLC resistance, and durability.
Abstract
Description
Claims
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP9393911954A EP0592691A4 (en) | 1992-04-30 | 1993-04-28 | Gasket for automotive engine transmission |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4139872A JPH06172743A (en) | 1992-04-30 | 1992-04-30 | Gasket for automotive engine and transmission |
JP4/139872 | 1992-04-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1993022586A1 true WO1993022586A1 (en) | 1993-11-11 |
Family
ID=15255530
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP1993/000571 WO1993022586A1 (en) | 1992-04-30 | 1993-04-28 | Gasket for automotive engine transmission |
Country Status (2)
Country | Link |
---|---|
JP (1) | JPH06172743A (en) |
WO (1) | WO1993022586A1 (en) |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6317983A (en) * | 1986-07-09 | 1988-01-25 | Nippon Reinz Co Ltd | Gasket |
JPH02245046A (en) * | 1989-03-17 | 1990-09-28 | Nok Corp | Rubber composition |
JPH02276809A (en) * | 1988-09-06 | 1990-11-13 | Daikin Ind Ltd | Solid polymeric substance, its production and use thereof |
JPH02308841A (en) * | 1989-05-24 | 1990-12-21 | Japan Synthetic Rubber Co Ltd | Fluororubber composition |
JPH0356771A (en) * | 1989-07-25 | 1991-03-12 | Nippon Reinz Co Ltd | Gasket for engine |
-
1992
- 1992-04-30 JP JP4139872A patent/JPH06172743A/en active Pending
-
1993
- 1993-04-28 WO PCT/JP1993/000571 patent/WO1993022586A1/en not_active Application Discontinuation
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6317983A (en) * | 1986-07-09 | 1988-01-25 | Nippon Reinz Co Ltd | Gasket |
JPH02276809A (en) * | 1988-09-06 | 1990-11-13 | Daikin Ind Ltd | Solid polymeric substance, its production and use thereof |
JPH02245046A (en) * | 1989-03-17 | 1990-09-28 | Nok Corp | Rubber composition |
JPH02308841A (en) * | 1989-05-24 | 1990-12-21 | Japan Synthetic Rubber Co Ltd | Fluororubber composition |
JPH0356771A (en) * | 1989-07-25 | 1991-03-12 | Nippon Reinz Co Ltd | Gasket for engine |
Non-Patent Citations (1)
Title |
---|
See also references of EP0592691A4 * |
Also Published As
Publication number | Publication date |
---|---|
JPH06172743A (en) | 1994-06-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
TWI457351B (en) | Acrylic rubber | |
KR102092287B1 (en) | Curable elastomer compositions with low temperature sealing capability | |
WO1998036901A1 (en) | Rubber laminate and uses thereof | |
JP7363769B2 (en) | Acrylic rubber, acrylic rubber composition, crosslinked acrylic rubber, sealing material, and hose material | |
CN105705569A (en) | Nitrile group-containing highly-saturated copolymer rubber composition and crosslinked rubber | |
WO1996017890A1 (en) | Low compression-set rubber composition | |
US20180346706A1 (en) | Heat Curable Sealant for Fuel Cells | |
EP0785233B1 (en) | Peroxide-cured blends of polyacrylate and partially hydrogenated nitrile rubbers | |
JPH06116464A (en) | Low-hardness fluororubber composition | |
WO1993022586A1 (en) | Gasket for automotive engine transmission | |
JP2000072902A (en) | Rubber molding irradiated with ionizing radiation and its preparation | |
US6846889B1 (en) | Copolymer, vibration damper, vibration-damping part, and copolymer composition | |
CN110402195A (en) | Rubber laminated body | |
EP0592691A1 (en) | Gasket for automotive engine transmission | |
EP0481372A2 (en) | Crosslinkable composition | |
JP4255608B2 (en) | Acrylic rubber and composition thereof | |
JPH0598116A (en) | Composition for crosslinking | |
JPH04363352A (en) | Composition for crosslinking | |
JP2005120124A (en) | Ethylene-acrylic rubber composition | |
JP2004091506A (en) | Polymer alloy, cross-linked material and fuel hose | |
JP3256971B2 (en) | Crosslinking composition | |
JP7276322B2 (en) | Acrylic rubber, acrylic rubber composition, cross-linked acrylic rubber, sealing material, and hose material | |
JP2003119455A (en) | Fluororubber seal | |
JPH09202809A (en) | Curing of acrylate polymer, acrylate polymer curable by peroxide and curable acrylate polymer composition | |
JPH07331016A (en) | Acrylic rubber composition for sealing material |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): US |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE |
|
ENP | Entry into the national phase |
Ref country code: US Ref document number: 1993 170235 Date of ref document: 19931228 Kind code of ref document: A Format of ref document f/p: F |
|
WWE | Wipo information: entry into national phase |
Ref document number: 1993911954 Country of ref document: EP |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
WWP | Wipo information: published in national office |
Ref document number: 1993911954 Country of ref document: EP |
|
WWW | Wipo information: withdrawn in national office |
Ref document number: 1993911954 Country of ref document: EP |