DE2607915C3 - Verfahren zur Härtung von natürlichem Kautschuk oder synthetischen Dienkautschuken - Google Patents
Verfahren zur Härtung von natürlichem Kautschuk oder synthetischen DienkautschukenInfo
- Publication number
- DE2607915C3 DE2607915C3 DE2607915A DE2607915A DE2607915C3 DE 2607915 C3 DE2607915 C3 DE 2607915C3 DE 2607915 A DE2607915 A DE 2607915A DE 2607915 A DE2607915 A DE 2607915A DE 2607915 C3 DE2607915 C3 DE 2607915C3
- Authority
- DE
- Germany
- Prior art keywords
- rubber
- volatile
- alcohol
- curing
- titanate ester
- 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
- 238000000034 method Methods 0.000 title claims description 9
- 229920003244 diene elastomer Polymers 0.000 title claims description 6
- 229920001971 elastomer Polymers 0.000 claims description 42
- 239000005060 rubber Substances 0.000 claims description 42
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 28
- -1 Titanate ester Chemical class 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 16
- 238000001704 evaporation Methods 0.000 claims description 13
- 230000008020 evaporation Effects 0.000 claims description 13
- 150000002440 hydroxy compounds Chemical class 0.000 claims description 8
- 229920003052 natural elastomer Polymers 0.000 claims description 6
- 229920001194 natural rubber Polymers 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 244000043261 Hevea brasiliensis Species 0.000 claims description 4
- 239000012298 atmosphere Substances 0.000 claims description 4
- 235000019441 ethanol Nutrition 0.000 description 28
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical class [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000011550 stock solution Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 5
- 230000001070 adhesive effect Effects 0.000 description 5
- 238000001879 gelation Methods 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 230000002401 inhibitory effect Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920002943 EPDM rubber Polymers 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 2
- 238000003490 calendering Methods 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 238000005189 flocculation Methods 0.000 description 2
- 230000016615 flocculation Effects 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920001195 polyisoprene Polymers 0.000 description 2
- 230000002028 premature Effects 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- 239000005061 synthetic rubber Substances 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000000853 cresyl group Chemical group C1(=CC=C(C=C1)C)* 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000009740 moulding (composite fabrication) Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
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
- C08K5/0091—Complexes with metal-heteroatom-bonds
-
- 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
- C08K5/05—Alcohols; Metal alcoholates
-
- 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
- C08K5/05—Alcohols; Metal alcoholates
- C08K5/057—Metal alcoholates
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Laminated Bodies (AREA)
- Diaphragms For Electromechanical Transducers (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/557,712 US4012567A (en) | 1975-03-12 | 1975-03-12 | Titanate ester cure of unsaturated elastomers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2607915A1 DE2607915A1 (de) | 1976-09-23 |
| DE2607915B2 DE2607915B2 (de) | 1979-10-04 |
| DE2607915C3 true DE2607915C3 (de) | 1980-06-19 |
Family
ID=24226593
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2607915A Expired DE2607915C3 (de) | 1975-03-12 | 1976-02-26 | Verfahren zur Härtung von natürlichem Kautschuk oder synthetischen Dienkautschuken |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4012567A (enExample) |
| JP (1) | JPS51114448A (enExample) |
| AT (1) | AT354077B (enExample) |
| AU (1) | AU498300B2 (enExample) |
| BE (1) | BE839450A (enExample) |
| BR (1) | BR7601440A (enExample) |
| CA (1) | CA1061943A (enExample) |
| DE (1) | DE2607915C3 (enExample) |
| FR (1) | FR2303827A1 (enExample) |
| GB (1) | GB1538116A (enExample) |
| IE (1) | IE43025B1 (enExample) |
| IT (1) | IT1057724B (enExample) |
| LU (1) | LU74544A1 (enExample) |
| MX (1) | MX3423E (enExample) |
| NL (1) | NL183466C (enExample) |
| NO (1) | NO147720C (enExample) |
| SE (1) | SE409874B (enExample) |
| TR (1) | TR19008A (enExample) |
| ZA (1) | ZA761101B (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4351926A (en) * | 1979-12-26 | 1982-09-28 | Union Carbide Corporation | Heat curable polymer |
| US4444957A (en) * | 1979-12-26 | 1984-04-24 | Union Carbide Corporation | Reaction products of a difunctional compound and an organo titanate and the use thereof in the preparation of cured products based on alkylene-alkyl acrylate copolymers |
| US4544760A (en) * | 1979-12-26 | 1985-10-01 | Union Carbide Corporation | Reaction products of a difunctional compound and an organo titanate |
| LU82286A1 (fr) * | 1980-03-21 | 1981-10-30 | Unibra Sa | Procede de preparation de produits contenant des chaines polymeres et utilisations de ces produits |
| US4524201A (en) * | 1981-12-28 | 1985-06-18 | Union Carbide Corporation | Reactive organo titanate catalysts |
| US4415710A (en) * | 1981-12-28 | 1983-11-15 | Union Carbide Corporation | Curable compositions, based on alkylene-alkyl acrylate copolymers, containing preformed, reactive organo titanate catalysts |
| US4579913A (en) * | 1983-09-23 | 1986-04-01 | Union Carbide Corporation | Composition of a relatively stable polymer of an olefinic monomer and an unsaturated silane, and an organo titanate |
| US4946593A (en) * | 1987-03-31 | 1990-08-07 | Acushnet Company | Rubber composition for use with potable water |
| FR2656619B1 (fr) * | 1989-12-28 | 1994-03-04 | Centre Nal Recherc Scientifique | Procede de reticulation de (co)polymeres, compositions reticulables, applications et objets conformes. |
| DE4039899A1 (de) * | 1990-12-14 | 1992-06-17 | Henkel Kgaa | Lyo-gel, seine herstellung und verwendung zum dichten |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1074180B (de) * | 1960-01-28 | Pirmasens Edmund Schneider (Pfalz) | Klebstoff aus natürlichem oder künstlichem Kautschuk auf der Basis von Polydienen | |
| GB848455A (en) * | 1955-11-15 | 1960-09-14 | Guy Joseph Crocker | Adhesives |
| BE576682A (enExample) * | 1957-05-17 | |||
| GB1198880A (en) * | 1968-11-18 | 1970-07-15 | Leuna Werke Veb | Process for the Production of Foams from Olefin-Vinyl Ester Copolymers |
| FR2059168A5 (en) * | 1970-03-05 | 1971-05-28 | Leuna Werke W Ulbr | Cross-linking of ester-contg polymerisates |
-
1975
- 1975-03-12 US US05/557,712 patent/US4012567A/en not_active Expired - Lifetime
-
1976
- 1976-02-23 IE IE356/76A patent/IE43025B1/en unknown
- 1976-02-24 ZA ZA761101A patent/ZA761101B/xx unknown
- 1976-02-26 DE DE2607915A patent/DE2607915C3/de not_active Expired
- 1976-02-27 CA CA246,706A patent/CA1061943A/en not_active Expired
- 1976-02-27 SE SE7602793A patent/SE409874B/xx not_active IP Right Cessation
- 1976-03-03 AT AT157476A patent/AT354077B/de not_active IP Right Cessation
- 1976-03-08 AU AU11761/76A patent/AU498300B2/en not_active Expired
- 1976-03-10 FR FR7606869A patent/FR2303827A1/fr active Granted
- 1976-03-10 BR BR7601440A patent/BR7601440A/pt unknown
- 1976-03-10 NO NO760832A patent/NO147720C/no unknown
- 1976-03-11 IT IT67593/76A patent/IT1057724B/it active
- 1976-03-11 NL NLAANVRAGE7602543,A patent/NL183466C/xx not_active IP Right Cessation
- 1976-03-11 GB GB9746/76A patent/GB1538116A/en not_active Expired
- 1976-03-11 TR TR19008A patent/TR19008A/xx unknown
- 1976-03-11 BE BE165068A patent/BE839450A/xx not_active IP Right Cessation
- 1976-03-11 JP JP51026613A patent/JPS51114448A/ja active Granted
- 1976-03-12 MX MX000069U patent/MX3423E/es unknown
- 1976-03-12 LU LU74544A patent/LU74544A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2607915B2 (de) | 1979-10-04 |
| SE7602793L (sv) | 1976-10-13 |
| LU74544A1 (enExample) | 1976-09-01 |
| SE409874B (sv) | 1979-09-10 |
| IE43025L (en) | 1976-09-12 |
| NO147720C (no) | 1983-06-01 |
| GB1538116A (en) | 1979-01-10 |
| NO147720B (no) | 1983-02-21 |
| DE2607915A1 (de) | 1976-09-23 |
| AT354077B (de) | 1979-12-27 |
| IT1057724B (it) | 1982-03-30 |
| US4012567A (en) | 1977-03-15 |
| NO760832L (enExample) | 1976-09-14 |
| IE43025B1 (en) | 1980-12-03 |
| FR2303827B1 (enExample) | 1979-01-19 |
| MX3423E (es) | 1980-11-17 |
| AU1176176A (en) | 1977-09-15 |
| BR7601440A (pt) | 1976-09-14 |
| NL183466B (nl) | 1988-06-01 |
| ZA761101B (en) | 1977-02-23 |
| JPS5615739B2 (enExample) | 1981-04-11 |
| NL7602543A (nl) | 1976-09-14 |
| TR19008A (tr) | 1978-02-27 |
| CA1061943A (en) | 1979-09-04 |
| AU498300B2 (en) | 1979-03-01 |
| ATA157476A (de) | 1979-05-15 |
| NL183466C (nl) | 1988-11-01 |
| JPS51114448A (en) | 1976-10-08 |
| BE839450A (fr) | 1976-09-13 |
| FR2303827A1 (fr) | 1976-10-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) |