DE3310118A1 - Vulkanisierbare massen - Google Patents
Vulkanisierbare massenInfo
- Publication number
- DE3310118A1 DE3310118A1 DE19833310118 DE3310118A DE3310118A1 DE 3310118 A1 DE3310118 A1 DE 3310118A1 DE 19833310118 DE19833310118 DE 19833310118 DE 3310118 A DE3310118 A DE 3310118A DE 3310118 A1 DE3310118 A1 DE 3310118A1
- Authority
- DE
- Germany
- Prior art keywords
- mass
- polymerization
- isoprene
- styrene
- butadiene
- 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.)
- Granted
Links
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 42
- 229920001971 elastomer Polymers 0.000 claims description 31
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 28
- 238000006116 polymerization reaction Methods 0.000 claims description 28
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 27
- 239000000806 elastomer Substances 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 20
- 238000004519 manufacturing process Methods 0.000 claims description 19
- 239000000178 monomer Substances 0.000 claims description 13
- 229920001577 copolymer Polymers 0.000 claims description 10
- 229920001195 polyisoprene Polymers 0.000 claims description 9
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 7
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 7
- 239000000654 additive Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 238000013016 damping Methods 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 150000001993 dienes Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 125000001979 organolithium group Chemical group 0.000 claims description 2
- 241000551547 Dione <red algae> Species 0.000 claims 1
- 229920006328 Styrofoam Polymers 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 230000009477 glass transition Effects 0.000 claims 1
- 230000010355 oscillation Effects 0.000 claims 1
- 239000008261 styrofoam Substances 0.000 claims 1
- 125000001302 tertiary amino group Chemical group 0.000 claims 1
- 239000005060 rubber Substances 0.000 description 11
- 239000007789 gas Substances 0.000 description 10
- 238000012360 testing method Methods 0.000 description 9
- 230000008961 swelling Effects 0.000 description 8
- 238000004073 vulcanization Methods 0.000 description 7
- 229920000459 Nitrile rubber Polymers 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000010276 construction Methods 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 229920002521 macromolecule Polymers 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- -1 also chlorinated Polymers 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000000694 effects Effects 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
- 230000008569 process Effects 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- 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
- 229940126062 Compound A Drugs 0.000 description 2
- 229920002943 EPDM rubber Polymers 0.000 description 2
- 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 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 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
- 239000002131 composite material Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 238000003466 welding Methods 0.000 description 2
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- PZYJEORJKYHYFL-UHFFFAOYSA-N 3-cyclohexyl-2h-1,3-benzothiazole-2-thiol Chemical compound SC1SC2=CC=CC=C2N1C1CCCCC1 PZYJEORJKYHYFL-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
- 239000002879 Lewis base Substances 0.000 description 1
- 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 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- RRDGKBOYQLLJSW-UHFFFAOYSA-N bis(2-ethylhexyl) 7-oxabicyclo[4.1.0]heptane-3,4-dicarboxylate Chemical compound C1C(C(=O)OCC(CC)CCCC)C(C(=O)OCC(CC)CCCC)CC2OC21 RRDGKBOYQLLJSW-UHFFFAOYSA-N 0.000 description 1
- 239000006085 branching agent Substances 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000010348 incorporation Methods 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
- 150000007527 lewis bases Chemical class 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N methyl monoether Natural products COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 230000006855 networking Effects 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
- 239000003921 oil Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 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
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)
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19833310118 DE3310118A1 (de) | 1982-05-28 | 1983-03-21 | Vulkanisierbare massen |
DE8383104740T DE3371350D1 (en) | 1982-05-28 | 1983-05-13 | Process of preparation of materials and construction elements for sealing against unpolar media |
AT83104740T ATE26991T1 (de) | 1982-05-28 | 1983-05-13 | Verfahren zur herstellung von materialien und konstruktionselementen, die zum abdichten gegen unpolare, organische medien geeignet sind. |
EP83104740A EP0095629B1 (de) | 1982-05-28 | 1983-05-13 | Verfahren zur Herstellung von Materialien und Konstruktionselementen, die zum Abdichten gegen unpolare, organische Medien geeignet sind |
CA000428996A CA1222345A (en) | 1982-05-28 | 1983-05-26 | Vulcanizable compounds |
ES522755A ES8500629A1 (es) | 1982-05-28 | 1983-05-27 | "procedimiento para la preparacion de masas vulcanizables" |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3220151 | 1982-05-28 | ||
DE19833310118 DE3310118A1 (de) | 1982-05-28 | 1983-03-21 | Vulkanisierbare massen |
Publications (2)
Publication Number | Publication Date |
---|---|
DE3310118A1 true DE3310118A1 (de) | 1983-12-01 |
DE3310118C2 DE3310118C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-08-02 |
Family
ID=25802083
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19833310118 Granted DE3310118A1 (de) | 1982-05-28 | 1983-03-21 | Vulkanisierbare massen |
DE8383104740T Expired DE3371350D1 (en) | 1982-05-28 | 1983-05-13 | Process of preparation of materials and construction elements for sealing against unpolar media |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE8383104740T Expired DE3371350D1 (en) | 1982-05-28 | 1983-05-13 | Process of preparation of materials and construction elements for sealing against unpolar media |
Country Status (4)
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5047483A (en) * | 1988-06-29 | 1991-09-10 | The Goodyear Tire & Rubber Company | Pneumatic tire with tread of styrene, isoprene, butadiene rubber |
US5159020A (en) * | 1989-12-28 | 1992-10-27 | The Goodyear Tire & Rubber Company | Tire with tread comprising styrene, isoprene, butadiene terpolymer 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 |
Families Citing this family (5)
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 |
US5231153A (en) * | 1992-04-06 | 1993-07-27 | The Goodyear Tire & Rubber Company | Anionic polymerization of conjugated dienes modified with alkyltetrahydrofurfuryl ethers |
US6204320B1 (en) * | 1999-02-12 | 2001-03-20 | The Goodyear Tire & Rubber Company | Liquid isoprene-butadiene rubber |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2459357A1 (de) * | 1973-12-20 | 1975-07-03 | Gole Jean | Schwingungsdaempfende materialien |
DE2843794A1 (de) * | 1977-10-08 | 1979-04-19 | Dunlop Ltd | Reifen |
DE2158575C3 (de) * | 1971-11-26 | 1981-03-12 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung von Blockhomopolymerisaten des Butadiens-(1.3) |
Family Cites Families (1)
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 |
-
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
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2158575C3 (de) * | 1971-11-26 | 1981-03-12 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung von Blockhomopolymerisaten des Butadiens-(1.3) |
DE2459357A1 (de) * | 1973-12-20 | 1975-07-03 | Gole Jean | Schwingungsdaempfende materialien |
DE2843794A1 (de) * | 1977-10-08 | 1979-04-19 | Dunlop Ltd | Reifen |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
US5159020A (en) * | 1989-12-28 | 1992-10-27 | The Goodyear Tire & Rubber Company | Tire with tread comprising 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 |
Also Published As
Publication number | Publication date |
---|---|
EP0095629A3 (en) | 1984-03-28 |
ES522755A0 (es) | 1984-03-16 |
DE3310118C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-08-02 |
ES8500629A1 (es) | 1984-03-16 |
EP0095629B1 (de) | 1987-05-06 |
CA1222345A (en) | 1987-05-26 |
EP0095629A2 (de) | 1983-12-07 |
DE3371350D1 (en) | 1987-06-11 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8127 | New person/name/address of the applicant |
Owner name: HUELS AG, 4370 MARL, DE |
|
8110 | Request for examination paragraph 44 | ||
D2 | Grant after examination | ||
8364 | No opposition during term of opposition | ||
8339 | Ceased/non-payment of the annual fee |