CA1222345A - Vulcanizable compounds - Google Patents
Vulcanizable compoundsInfo
- Publication number
- CA1222345A CA1222345A CA000428996A CA428996A CA1222345A CA 1222345 A CA1222345 A CA 1222345A CA 000428996 A CA000428996 A CA 000428996A CA 428996 A CA428996 A CA 428996A CA 1222345 A CA1222345 A CA 1222345A
- Authority
- CA
- Canada
- Prior art keywords
- weight
- isoprene
- polymerization
- styrene
- polyisoprene
- 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
- 150000001875 compounds Chemical class 0.000 title claims abstract description 26
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 108
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 67
- 229920001971 elastomer Polymers 0.000 claims abstract description 43
- 239000005060 rubber Substances 0.000 claims abstract description 43
- 229920001577 copolymer Polymers 0.000 claims abstract description 30
- 229920001195 polyisoprene Polymers 0.000 claims abstract description 27
- 238000006116 polymerization reaction Methods 0.000 claims description 54
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 52
- 239000000203 mixture Substances 0.000 claims description 39
- 239000000178 monomer Substances 0.000 claims description 38
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims description 13
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 13
- 150000001993 dienes Chemical class 0.000 claims description 11
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 9
- 238000013016 damping Methods 0.000 claims description 6
- 238000007334 copolymerization reaction Methods 0.000 claims description 5
- 229940116441 divinylbenzene Drugs 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 230000009477 glass transition Effects 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 238000009826 distribution Methods 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 125000001979 organolithium group Chemical group 0.000 claims description 2
- 241001441571 Hiodontidae Species 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 claims 1
- 230000008961 swelling Effects 0.000 abstract description 10
- 229940044603 styrene Drugs 0.000 description 18
- 238000004519 manufacturing process Methods 0.000 description 12
- 239000000047 product Substances 0.000 description 11
- 229920000459 Nitrile rubber Polymers 0.000 description 9
- 230000000875 corresponding effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 229920005549 butyl rubber Polymers 0.000 description 4
- 229920002521 macromolecule Polymers 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 229920003048 styrene butadiene rubber Polymers 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- 229920002943 EPDM rubber Polymers 0.000 description 2
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 229920005557 bromobutyl Polymers 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 235000019241 carbon black Nutrition 0.000 description 2
- 229920005556 chlorobutyl Polymers 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 238000007493 shaping process Methods 0.000 description 2
- 238000003466 welding Methods 0.000 description 2
- PZYJEORJKYHYFL-UHFFFAOYSA-N 3-cyclohexyl-2h-1,3-benzothiazole-2-thiol Chemical compound SC1SC2=CC=CC=C2N1C1CCCCC1 PZYJEORJKYHYFL-UHFFFAOYSA-N 0.000 description 1
- YFZNTUOMAQXCQZ-UHFFFAOYSA-N 4-n-propan-2-ylbenzene-1,4-diamine Chemical compound CC(C)NC1=CC=C(N)C=C1 YFZNTUOMAQXCQZ-UHFFFAOYSA-N 0.000 description 1
- KJQMOGOKAYDMOR-UHFFFAOYSA-N CC(=C)C=C.CC(=C)C=C Chemical compound CC(=C)C=C.CC(=C)C=C KJQMOGOKAYDMOR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- 229920008712 Copo Polymers 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 235000010650 Hyssopus officinalis Nutrition 0.000 description 1
- 240000001812 Hyssopus officinalis Species 0.000 description 1
- 239000002879 Lewis base Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000006085 branching agent Substances 0.000 description 1
- -1 chalks Chemical class 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 239000002648 laminated material Substances 0.000 description 1
- 150000007527 lewis bases Chemical class 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000011185 multilayer composite material Substances 0.000 description 1
- 238000009828 non-uniform distribution Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 125000005624 silicic acid group Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F36/08—Isoprene
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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Sealing Material Composition (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3220151 | 1982-05-28 | ||
| DEP3220151.6 | 1982-05-28 | ||
| DEP3310118.3 | 1983-03-21 | ||
| DE19833310118 DE3310118A1 (de) | 1982-05-28 | 1983-03-21 | Vulkanisierbare massen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1222345A true CA1222345A (en) | 1987-05-26 |
Family
ID=25802083
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000428996A Expired CA1222345A (en) | 1982-05-28 | 1983-05-26 | Vulcanizable compounds |
Country Status (4)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2346887A (en) * | 1999-02-12 | 2000-08-23 | Goodyear Tire & Rubber | Liquid isoprene-butadiene rubber |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3424732C1 (de) * | 1984-07-05 | 1985-11-21 | Hüls AG, 4370 Marl | In der Waerme vulkanisierbare Laufstreifen fuer die Herstellung der Laufflaechen von Kraftfahrzeug-Luftreifen |
| DE3707434A1 (de) * | 1986-05-31 | 1987-12-03 | Huels Chemische Werke Ag | Polyisoprene mit einem hohen anteil von 1,2- und 3,4-struktureinheiten, verfahren zu ihrer herstellung und ihre verwendung |
| DE3705761A1 (de) * | 1987-02-24 | 1988-09-01 | Uniroyal Englebert Gmbh | Schlauchloser fahrzeugluftreifen |
| US5047483A (en) * | 1988-06-29 | 1991-09-10 | The Goodyear Tire & Rubber Company | Pneumatic tire with tread of styrene, isoprene, butadiene rubber |
| US5191021A (en) * | 1988-06-29 | 1993-03-02 | The Goodyear Tire & Rubber Company | Tire with tread containing styrene, isoprene, butadiene terpolymer rubber |
| US5254653A (en) * | 1989-12-28 | 1993-10-19 | The Goodyear Tire & Rubber Company | Terpolymer rubber of styrene, isoprene and butadiene |
| US5159020A (en) * | 1989-12-28 | 1992-10-27 | The Goodyear Tire & Rubber Company | Tire with tread comprising styrene, isoprene, butadiene terpolymer rubber |
| US5231153A (en) * | 1992-04-06 | 1993-07-27 | The Goodyear Tire & Rubber Company | Anionic polymerization of conjugated dienes modified with alkyltetrahydrofurfuryl ethers |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1958650A1 (de) * | 1969-11-22 | 1971-05-27 | Huels Chemische Werke Ag | Verfahren zum Polymerisieren von Butadien-(1,3) mit lithiumorganischen Verbindungen sowie danach erhaltene Polybutadiene |
| DE2158575C3 (de) * | 1971-11-26 | 1981-03-12 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung von Blockhomopolymerisaten des Butadiens-(1.3) |
| FR2255313B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1973-12-20 | 1976-10-08 | Gole Jean | |
| GB1604395A (en) * | 1977-10-08 | 1981-12-09 | Dunlop Ltd | Elastomer compositions and tyre treads comprising them |
-
1983
- 1983-03-21 DE DE19833310118 patent/DE3310118A1/de active Granted
- 1983-05-13 DE DE8383104740T patent/DE3371350D1/de not_active Expired
- 1983-05-13 EP EP83104740A patent/EP0095629B1/de not_active Expired
- 1983-05-26 CA CA000428996A patent/CA1222345A/en not_active Expired
- 1983-05-27 ES ES522755A patent/ES8500629A1/es not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2346887A (en) * | 1999-02-12 | 2000-08-23 | Goodyear Tire & Rubber | Liquid isoprene-butadiene rubber |
| GB2346887B (en) * | 1999-02-12 | 2003-01-15 | Goodyear Tire & Rubber | Liquid isoprene-butadiene rubber |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3371350D1 (en) | 1987-06-11 |
| DE3310118A1 (de) | 1983-12-01 |
| ES522755A0 (es) | 1984-03-16 |
| EP0095629A3 (en) | 1984-03-28 |
| EP0095629B1 (de) | 1987-05-06 |
| EP0095629A2 (de) | 1983-12-07 |
| ES8500629A1 (es) | 1984-03-16 |
| DE3310118C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-08-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |