DE2616613C2 - Vulkanisierbare Kautschukmasse - Google Patents
Vulkanisierbare KautschukmasseInfo
- Publication number
- DE2616613C2 DE2616613C2 DE2616613A DE2616613A DE2616613C2 DE 2616613 C2 DE2616613 C2 DE 2616613C2 DE 2616613 A DE2616613 A DE 2616613A DE 2616613 A DE2616613 A DE 2616613A DE 2616613 C2 DE2616613 C2 DE 2616613C2
- Authority
- DE
- Germany
- Prior art keywords
- rubber
- see
- hydroxybenzoate
- cobalt
- rubber compound
- 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.)
- Expired
Links
- 229920001971 elastomer Polymers 0.000 title claims description 33
- 239000005060 rubber Substances 0.000 title claims description 33
- 150000001875 compounds Chemical class 0.000 title claims description 16
- 239000007769 metal material Substances 0.000 claims description 10
- 229910000831 Steel Inorganic materials 0.000 claims description 9
- 239000010959 steel Substances 0.000 claims description 9
- 238000004073 vulcanization Methods 0.000 claims description 9
- 244000043261 Hevea brasiliensis Species 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 229920003052 natural elastomer Polymers 0.000 claims description 6
- 229920001194 natural rubber Polymers 0.000 claims description 6
- 239000004636 vulcanized rubber Substances 0.000 claims description 6
- PVOKDGNFKZFMQG-UHFFFAOYSA-L 4-carboxyphenolate;cobalt(2+) Chemical compound [Co+2].OC(=O)C1=CC=C([O-])C=C1.OC(=O)C1=CC=C([O-])C=C1 PVOKDGNFKZFMQG-UHFFFAOYSA-L 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 4
- 150000001868 cobalt Chemical class 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 229910000881 Cu alloy Inorganic materials 0.000 claims description 2
- -1 cobalt salt Carboxylic acid Chemical class 0.000 claims description 2
- 229920003244 diene elastomer Polymers 0.000 claims description 2
- 230000032683 aging Effects 0.000 description 14
- 230000001070 adhesive effect Effects 0.000 description 13
- 239000000203 mixture Substances 0.000 description 10
- 239000000853 adhesive Substances 0.000 description 9
- 230000000704 physical effect Effects 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 230000014759 maintenance of location Effects 0.000 description 6
- 239000003921 oil Substances 0.000 description 5
- 235000021355 Stearic acid Nutrition 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000010941 cobalt Substances 0.000 description 4
- 229910017052 cobalt Inorganic materials 0.000 description 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 4
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- 235000014692 zinc oxide Nutrition 0.000 description 4
- FOUQLSBYBRTDKN-UHFFFAOYSA-L 2-carboxyphenolate;cobalt(2+) Chemical compound [Co+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O FOUQLSBYBRTDKN-UHFFFAOYSA-L 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- 229910001369 Brass Inorganic materials 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 239000010951 brass Substances 0.000 description 3
- 230000001771 impaired effect Effects 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- YHBDBFNCIVJPTB-UHFFFAOYSA-L 4-carboxyphenolate;iron(2+) Chemical compound [Fe+2].OC(=O)C1=CC=C([O-])C=C1.OC(=O)C1=CC=C([O-])C=C1 YHBDBFNCIVJPTB-UHFFFAOYSA-L 0.000 description 2
- YLZPSOACSJYVHC-UHFFFAOYSA-L 4-carboxyphenolate;nickel(2+) Chemical compound [Ni+2].OC(=O)C1=CC=C([O-])C=C1.OC(=O)C1=CC=C([O-])C=C1 YLZPSOACSJYVHC-UHFFFAOYSA-L 0.000 description 2
- 229910000906 Bronze Inorganic materials 0.000 description 2
- 229910001335 Galvanized steel Inorganic materials 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000010974 bronze Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000008397 galvanized steel Substances 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- INZBJLUDKCDISM-UHFFFAOYSA-L magnesium 4-hydroxybenzoic acid 4-oxidobenzoate Chemical compound [Mg++].Oc1ccc(cc1)C([O-])=O.Oc1ccc(cc1)C([O-])=O INZBJLUDKCDISM-UHFFFAOYSA-L 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000004071 soot Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- MCJUKSDGOUYTFB-UHFFFAOYSA-L zinc;4-carboxyphenolate Chemical compound [Zn+2].OC1=CC=C(C([O-])=O)C=C1.OC1=CC=C(C([O-])=O)C=C1 MCJUKSDGOUYTFB-UHFFFAOYSA-L 0.000 description 2
- RNWHGQJWIACOKP-UHFFFAOYSA-N zinc;oxygen(2-) Chemical class [O-2].[Zn+2] RNWHGQJWIACOKP-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 244000000231 Sesamum indicum Species 0.000 description 1
- 235000003434 Sesamum indicum Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 230000009189 diving Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007586 pull-out test Methods 0.000 description 1
- AQHBWWRHIPVRBT-UHFFFAOYSA-N s-(1,3-thiazol-2-yl)thiohydroxylamine Chemical compound NSC1=NC=CS1 AQHBWWRHIPVRBT-UHFFFAOYSA-N 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- ZLVSYODPTJZFMK-UHFFFAOYSA-M sodium 4-hydroxybenzoate Chemical compound [Na+].OC1=CC=C(C([O-])=O)C=C1 ZLVSYODPTJZFMK-UHFFFAOYSA-M 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 1
- 238000010059 sulfur vulcanization Methods 0.000 description 1
- 150000003557 thiazoles Chemical class 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
- C08J5/10—Reinforcing macromolecular compounds with loose or coherent fibrous material characterised by the additives used in the polymer mixture
-
- 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
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
-
- 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
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/098—Metal salts of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2321/00—Characterised by the use of unspecified rubbers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249924—Noninterengaged fiber-containing paper-free web or sheet which is not of specified porosity
- Y10T428/249933—Fiber embedded in or on the surface of a natural or synthetic rubber matrix
- Y10T428/249934—Fibers are aligned substantially parallel
Landscapes
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Engineering & Computer Science (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Tires In General (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Reinforced Plastic Materials (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6019975A JPS51136734A (en) | 1975-05-22 | 1975-05-22 | Rubber composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2616613A1 DE2616613A1 (de) | 1976-12-09 |
| DE2616613C2 true DE2616613C2 (de) | 1982-09-16 |
Family
ID=13135232
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2616613A Expired DE2616613C2 (de) | 1975-05-22 | 1976-04-15 | Vulkanisierbare Kautschukmasse |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4082909A (index.php) |
| JP (1) | JPS51136734A (index.php) |
| CA (1) | CA1056972A (index.php) |
| DE (1) | DE2616613C2 (index.php) |
| FR (1) | FR2311797A1 (index.php) |
| NL (1) | NL7603561A (index.php) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4137359A (en) * | 1977-10-31 | 1979-01-30 | Mooney Chemicals, Inc. | Elastomers with improved metal adhesion |
| US4154911A (en) * | 1978-06-12 | 1979-05-15 | Mooney Chemicals, Inc. | Elastomers with improved metal adhesion |
| EP0009000A1 (de) * | 1978-08-25 | 1980-03-19 | Ciba-Geigy Ag | Metallsalzkomplexe; ihre Verwendung als Haftvermittler von vulkanisierbaren Elastomeren auf Metalloberflächen |
| US4239663A (en) * | 1978-11-30 | 1980-12-16 | The Firestone Tire & Rubber Company | Method, composition and product with improved adhesion between a metal member and a contiguous rubber skim stock |
| FR2501700B1 (fr) * | 1981-03-16 | 1985-08-09 | Michelin & Cie | Compositions a base de caoutchoucs vulcanisables au soufre |
| DE3240396A1 (de) * | 1982-11-02 | 1984-05-03 | Hoechst Ag, 6230 Frankfurt | Kontaktklebstoffe und deren verwendung |
| US4632954A (en) * | 1985-06-27 | 1986-12-30 | Calgon Corporation | Halogen-containing rubbers and a method for their manufacture |
| US5624764A (en) * | 1987-11-07 | 1997-04-29 | Sumitomo Rubber Industries, Ltd. | Composite material of metal and rubber for use in industrial rubber articles |
| US5534578A (en) * | 1994-09-06 | 1996-07-09 | The Goodyear Tire & Rubber Company | Silica reinforced rubber composition containing salts of salicylic acid |
| JP2002371156A (ja) * | 2001-04-10 | 2002-12-26 | Yokohama Rubber Co Ltd:The | ゴム組成物 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1088370A (en) * | 1965-04-27 | 1967-10-25 | Pirelli | Improvements in or relating to the bonding of elastomeric materials to metal and composite structures so obtained |
| FR1495774A (fr) * | 1965-10-04 | 1967-09-22 | Pirelli | Procédé pour lier des matières polymères à des métaux |
| JPS5226275B2 (index.php) * | 1973-03-27 | 1977-07-13 | ||
| US3878150A (en) * | 1973-04-16 | 1975-04-15 | Firestone Tire & Rubber Co | Stabilized polybutadiene resins |
| JPS5817234B2 (ja) * | 1973-06-07 | 1983-04-05 | 日石三菱株式会社 | ジヨウオンコウカアツヌリトリヨウソセイブツ |
-
1975
- 1975-05-22 JP JP6019975A patent/JPS51136734A/ja active Granted
-
1976
- 1976-03-26 US US05/670,758 patent/US4082909A/en not_active Expired - Lifetime
- 1976-04-06 NL NL7603561A patent/NL7603561A/xx not_active Application Discontinuation
- 1976-04-12 FR FR7610643A patent/FR2311797A1/fr active Granted
- 1976-04-15 DE DE2616613A patent/DE2616613C2/de not_active Expired
- 1976-04-15 CA CA250,408A patent/CA1056972A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2311797B1 (index.php) | 1980-05-09 |
| FR2311797A1 (fr) | 1976-12-17 |
| JPS51136734A (en) | 1976-11-26 |
| US4082909A (en) | 1978-04-04 |
| NL7603561A (nl) | 1976-11-24 |
| CA1056972A (en) | 1979-06-19 |
| JPS5720330B2 (index.php) | 1982-04-28 |
| DE2616613A1 (de) | 1976-12-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| D2 | Grant after examination | ||
| 8363 | Opposition against the patent | ||
| 8339 | Ceased/non-payment of the annual fee |