JP6954272B2 - 積層体用組成物 - Google Patents
積層体用組成物 Download PDFInfo
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- JP6954272B2 JP6954272B2 JP2018514705A JP2018514705A JP6954272B2 JP 6954272 B2 JP6954272 B2 JP 6954272B2 JP 2018514705 A JP2018514705 A JP 2018514705A JP 2018514705 A JP2018514705 A JP 2018514705A JP 6954272 B2 JP6954272 B2 JP 6954272B2
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- Prior art keywords
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- composition
- acid
- diazabicyclo
- laminate
- Prior art date
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- 239000003795 chemical substances by application Substances 0.000 claims description 82
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- 150000001875 compounds Chemical class 0.000 claims description 47
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 36
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical class C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 claims description 31
- 150000003839 salts Chemical class 0.000 claims description 22
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- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 14
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- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 3
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 7
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- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920006350 polyacrylonitrile resin Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 150000003329 sebacic acid derivatives Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- TYFQFVWCELRYAO-UHFFFAOYSA-L suberate(2-) Chemical compound [O-]C(=O)CCCCCCC([O-])=O TYFQFVWCELRYAO-UHFFFAOYSA-L 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ADXGNEYLLLSOAR-UHFFFAOYSA-N tasosartan Chemical compound C12=NC(C)=NC(C)=C2CCC(=O)N1CC(C=C1)=CC=C1C1=CC=CC=C1C=1N=NNN=1 ADXGNEYLLLSOAR-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical group 0.000 description 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
- 230000005068 transpiration Effects 0.000 description 1
- 125000005208 trialkylammonium group Chemical group 0.000 description 1
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- PLCFYBDYBCOLSP-UHFFFAOYSA-N tris(prop-2-enyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound C=CCOC(=O)CC(O)(CC(=O)OCC=C)C(=O)OCC=C PLCFYBDYBCOLSP-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
- C08L71/03—Polyepihalohydrins
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/04—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
- C08G59/06—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols
- C08G59/063—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols with epihalohydrins
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B1/00—Layered products having a non-planar shape
- B32B1/08—Tubular products
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/40—Layered products comprising a layer of synthetic resin comprising polyurethanes
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60K—ARRANGEMENT OR MOUNTING OF PROPULSION UNITS OR OF TRANSMISSIONS IN VEHICLES; ARRANGEMENT OR MOUNTING OF PLURAL DIVERSE PRIME-MOVERS IN VEHICLES; AUXILIARY DRIVES FOR VEHICLES; INSTRUMENTATION OR DASHBOARDS FOR VEHICLES; ARRANGEMENTS IN CONNECTION WITH COOLING, AIR INTAKE, GAS EXHAUST OR FUEL SUPPLY OF PROPULSION UNITS IN VEHICLES
- B60K15/00—Arrangement in connection with fuel supply of combustion engines or other fuel consuming energy converters, e.g. fuel cells; Mounting or construction of fuel tanks
- B60K15/01—Arrangement of fuel conduits
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
- C08G59/4246—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof polymers with carboxylic terminal groups
- C08G59/4261—Macromolecular compounds obtained by reactions involving only unsaturated carbon-to-carbon bindings
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- 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
-
- 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
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
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- 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
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- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
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- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3462—Six-membered rings
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- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/39—Thiocarbamic acids; Derivatives thereof, e.g. dithiocarbamates
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16L—PIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
- F16L11/00—Hoses, i.e. flexible pipes
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16L—PIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
- F16L11/00—Hoses, i.e. flexible pipes
- F16L11/04—Hoses, i.e. flexible pipes made of rubber or flexible plastics
- F16L11/10—Hoses, i.e. flexible pipes made of rubber or flexible plastics with reinforcements not embedded in the wall
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- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
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- C08K2003/3063—Magnesium sulfate
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- Sustainable Energy (AREA)
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- Compositions Of Macromolecular Compounds (AREA)
- Rigid Pipes And Flexible Pipes (AREA)
Description
項1 エピクロロヒドリン系重合体(a)とビニル基を有する化合物(b)、1,8−ジアザビシクロ(5.4.0)ウンデセン−7塩、1,5−ジアザビシクロ(4.3.0)−ノネン−5塩、1,8−ジアザビシクロ(5.4.0)ウンデセン−7、及び、1,5−ジアザビシクロ(4.3.0)−ノネン−5からなる群より選択される少なくとも1種の化合物(c)と、金属塩水和物(d)とを含有することを特徴とする積層体用組成物。
項2 化合物(b)が分子内に2以上のビニル基を有することを特徴とする項1に記載の積層体用組成物。
項3 化合物(d)は、エピクロロヒドリン系重合体(a)100重量部に対して0.1〜10重量部である項1または2いずれかに記載の積層体用組成物。
項4 エポキシ樹脂(e)を含有する項1〜3いずれかに記載の積層体用組成物。
項5 銅塩(f)を含有する項1〜4いずれかに記載の積層体用組成物。
項6 加硫剤(g)を含有する項1〜5いずれかに記載の積層体用組成物。
項7 加硫剤(g)は、キノキサリン系加硫剤、チオウレア系加硫剤、メルカプトトリアジン系加硫剤、ビスフェノール系加硫剤、硫黄系加硫剤、パーオキサイド系加硫剤から選択される少なくとも一種の加硫剤を含有する項6に記載の積層体用組成物。
項8 化合物(c)は、エピクロロヒドリン系重合体100重量部に対して0.3〜3.0重量部である項1〜7いずれかに記載の積層体用組成物。
項9 項1〜8いずれかに記載の積層体用組成物を用いてなる積層体。
項10 項9記載の積層体からなるチューブ又はホース。
項11 項10記載のチューブ又はホースからなる自動車用燃料配管。
塩素含有量はJIS K7229に記載の方法に従い、電位差滴定法によって測定する。得られた塩素含有量からエピクロロヒドリンに基づく構成単位のモル分率を算出する。
ヨウ素価はJIS K6235に準じた方法で測定する。得られたヨウ素価からアリルグリシジルエーテルに基づく構成単位のモル分率を算出する。
エチレンオキサイドに基づく構成単位のモル分率は、エピクロロヒドリンに基づく構成単位のモル分率、アリルグリシジルエーテルに基づく構成単位のモル分率より算出する。
エポキシ樹脂(e)としては、たとえば、ビスフェノールA型エポキシ樹脂、ビスフェノールF型エポキシ樹脂、フェノールノボラック型エポキシ樹脂、o−クレゾールノボラック型エポキシ樹脂、アミン型エポキシ樹脂、水添ビスフェノールA型エポキシ樹脂、及び多官能エポキシ樹脂からなる群より選択される少なくとも1種の樹脂が好ましい。これらのうちビスフェノールA型エポキシ樹脂が耐薬品性、接着性が良好な点から好ましく、さらに式(1):
CH2=CX1(CF2)nX2
(式中、X1はHまたはF、X2はH、FまたはCl、nは1〜10の整数である)
で示される単量体、エチレン、プロピレン、1−ブテン、2−ブテン、塩化ビニル、及び、塩化ビニリデンからなる群より選択される少なくとも1種の単量体に由来する共重合単位と、を含むことが好ましい。また、CTFE共重合体としては、パーハロ重合体であることがより好ましい。
表1に示される配合で各材料をニーダーおよびオープンロールで混練し、厚さ2〜2.5mmのシート状の積層体用組成物(i)を得た。
上記シート(i)及び厚さ0.3〜0.5mmの低ガス透過性ポリマー層(ii)を貼り合わせ、貼り合わせ体を170℃、20〜25kg/cm2で15分間加圧し、厚さ2.0〜2.5mmのゴム−樹脂積層体を得た。
上記加硫積層体を1.0×10cmの短冊状に切断して接着試験用試験片を作製し、25℃において50mm/minの引張速度でT剥離試験を行い、剥離状態を目視にて観察した。剥離試験の結果は表2に示す。
上記短冊状接着試験用試験片をJISK6257に準拠し、125℃72時間のギヤー式オーブンで老化試験を行ったのち、25℃において50mm/minの引張速度でT剥離試験を行い、剥離状態を目視にて観察した。剥離試験の結果は表2に示す。
上記短冊状接着試験用試験片をJISK6258に準拠して作成された試験用燃料Cに40℃72時間浸漬させたのち、25℃において50mm/minの引張速度でT剥離試験を行い、剥離状態を目視にて観察した。剥離試験の結果は表2に示す。試験用燃料Cはイソオクタンとトルエンが体積比で50:50である。
◎:強固に接着しており、層間はゴム破壊を起こしている。
○:材料破壊ではないが接着
×:全く接着しておらず、界面での剥離が生じている。
*1 株式会社大阪ソーダ製 「エピクロマーCG」
*2 東海カーボン株式会社製「シーストSO」
*3 バーゲスピグメント社製「バーゲス#30」
*4 株式会社ADEKA製「アデカサイザーRS−107」
*5 花王株式会社製「スプレンダーR−300」
*6 大内新興化学株式会社製「ノクラックNBC」
*7 大内新興化学株式会社製「ノクセラーTTCu」
*8 協和化学工業株式会社製「キョーワマグ#150」
*9 協和化学工業株式会社製「DHT−4A」
*10 三菱化学株式会社製「JER828」
*11 サンアプロ株式会社製「U−CAT SA−1」
*12 大内新興化学株式会社製「リターダーCTP」
*13 株式会社大阪ソーダ製 「DAISONET XL21−S」
*14 株式会社大阪ソーダ製 「ダイソーダップモノマー」
Claims (11)
- エピクロロヒドリン系重合体(a)とビニル基を有する化合物(b)、1,8−ジアザビシクロ(5.4.0)ウンデセン−7塩、1,5−ジアザビシクロ(4.3.0)−ノネン−5塩、1,8−ジアザビシクロ(5.4.0)ウンデセン−7、及び、1,5−ジアザビシクロ(4.3.0)−ノネン−5からなる群より選択される少なくとも1種の化合物(c)と、金属塩水和物(d)とを含有し、
金属塩水和物(d)が、金属の硫酸塩および酢酸塩の水和物からなる群より選択される少なくとも一種であり、前記金属はアルミニウム、ナトリウム、カルシウム、亜鉛、マンガン、ランタン、チタン、ジルコニウム、鉄、コバルト、ニッケル、マグネシウムおよび銅からなる群より選択される少なくとも一種であることを特徴とする積層体用組成物。 - 化合物(b)が分子内に2以上のビニル基を有することを特徴とする請求項1に記載の積層体用組成物。
- 金属塩水和物(d)は、エピクロロヒドリン系重合体(a)100重量部に対して0.1〜80重量部である請求項1または2いずれかに記載の積層体用組成物。
- エポキシ樹脂(e)を含有する請求項1〜3いずれかに記載の積層体用組成物。
- 銅塩(f)を含有する請求項1〜4いずれかに記載の積層体用組成物。
- 加硫剤(g)を含有する請求項1〜5いずれかに記載の積層体用組成物。
- 加硫剤(g)は、キノキサリン系加硫剤、チオウレア系加硫剤、メルカプトトリアジン系加硫剤、ビスフェノール系加硫剤、硫黄系加硫剤、パーオキサイド系加硫剤から選択される少なくとも一種の加硫剤を含有する請求項6に記載の積層体用組成物。
- 化合物(c)は、エピクロロヒドリン系重合体100重量部に対して0.3〜3.0重量部である請求項1〜7いずれかに記載の積層体用組成物。
- 請求項1〜8いずれかに記載の積層体用組成物を用いてなる積層体。
- 請求項9記載の積層体からなるチューブ又はホース。
- 請求項10記載のチューブ又はホースからなる自動車用燃料配管。
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PCT/JP2017/016745 WO2017188384A1 (ja) | 2016-04-28 | 2017-04-27 | 積層体用組成物 |
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EP (1) | EP3450503B1 (ja) |
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JPS5818169B2 (ja) | 1974-09-19 | 1983-04-12 | 三菱電機株式会社 | デンカイカコウキ ノ ツウデンソウチ |
JPS6411180A (en) | 1987-07-03 | 1989-01-13 | Daiso Co Ltd | Rubber composition having excellent adhesive property to fluororubber |
JP2810429B2 (ja) * | 1989-08-04 | 1998-10-15 | 倉敷化工株式会社 | 耐油ホース用ゴム組成物 |
US5344881A (en) * | 1991-11-21 | 1994-09-06 | Sumitomo Chemical Company, Limited | Rubber compositions and vulcanized rubber compositions |
JPH05295214A (ja) * | 1991-11-21 | 1993-11-09 | Sumitomo Chem Co Ltd | ゴム組成物及び加硫ゴム組成物 |
JP3106925B2 (ja) | 1995-09-21 | 2000-11-06 | ダイソー株式会社 | 加硫ゴム積層体 |
JP2004143255A (ja) * | 2002-10-23 | 2004-05-20 | Kureha Elastomer Co Ltd | 耐熱ゴム用ゴム組成物 |
EP1704994B1 (en) * | 2005-03-25 | 2008-12-31 | Daiso Co., Ltd. | Vulcanized rubber laminate |
JP5431666B2 (ja) * | 2007-03-27 | 2014-03-05 | 東海ゴム工業株式会社 | ヒドリンゴム組成物 |
EP1975196B1 (en) * | 2007-03-27 | 2009-11-25 | Tokai Rubber Industries, Ltd. | Hydrin rubber composition and heat-resistant hose using the same as material |
KR101509486B1 (ko) * | 2010-11-12 | 2015-04-07 | 다이낑 고오교 가부시키가이샤 | 적층체 |
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JP5622100B2 (ja) * | 2010-12-14 | 2014-11-12 | ダイソー株式会社 | 加硫ゴム積層体 |
JP2012126015A (ja) * | 2010-12-15 | 2012-07-05 | Daikin Industries Ltd | 積層体 |
US20130345344A1 (en) * | 2012-06-22 | 2013-12-26 | Zeon Chemicals L.P. | Adhesion promoting curative and stabilizer system for elastomer composition |
JP2014031449A (ja) * | 2012-08-03 | 2014-02-20 | Daiso Co Ltd | 加硫特性と保存安定性に優れたエピクロルヒドリン系ゴム加硫用組成物 |
CN103978751B (zh) * | 2013-02-08 | 2018-02-09 | 大金工业株式会社 | 层积体 |
EP3029109B1 (en) * | 2013-10-15 | 2018-01-31 | Osaka Soda Co., Ltd. | Crosslinking composition exhibiting excellent storage stability |
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JPWO2017188384A1 (ja) | 2019-03-07 |
US20190136042A1 (en) | 2019-05-09 |
KR102231662B1 (ko) | 2021-03-24 |
KR20190003537A (ko) | 2019-01-09 |
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CN109071936A (zh) | 2018-12-21 |
ES2911022T3 (es) | 2022-05-17 |
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