DE1569149C3 - Vulkanisieren von Copolymeren aus Äthylen und höheren alpha-Olefinen. Ausscheidung aus: 1219485 - Google Patents
Vulkanisieren von Copolymeren aus Äthylen und höheren alpha-Olefinen. Ausscheidung aus: 1219485Info
- Publication number
- DE1569149C3 DE1569149C3 DE19611569149 DE1569149A DE1569149C3 DE 1569149 C3 DE1569149 C3 DE 1569149C3 DE 19611569149 DE19611569149 DE 19611569149 DE 1569149 A DE1569149 A DE 1569149A DE 1569149 C3 DE1569149 C3 DE 1569149C3
- Authority
- DE
- Germany
- Prior art keywords
- vulcanization
- ethylene
- diperoxides
- copolymers
- radicals
- 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
- 229920001577 copolymer Polymers 0.000 title claims description 29
- 238000004073 vulcanization Methods 0.000 title claims description 23
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims description 7
- 239000005977 Ethylene Substances 0.000 title claims description 7
- 239000004711 α-olefin Substances 0.000 title claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 16
- 229910052717 sulfur Inorganic materials 0.000 claims description 15
- 239000011593 sulfur Substances 0.000 claims description 15
- 150000002978 peroxides Chemical class 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 6
- -1 phenylene, diphenylene Chemical group 0.000 claims description 6
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000004604 Blowing Agent Substances 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000012744 reinforcing agent Substances 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- 239000003431 cross linking reagent Substances 0.000 claims 1
- 239000003999 initiator Substances 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 229920001059 synthetic polymer Polymers 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 25
- 239000006229 carbon black Substances 0.000 description 10
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- KOKMYZKLAHHICP-UHFFFAOYSA-N 1-(2-phenylpropan-2-ylperoxy)-2,3-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC(OOC(C)(C)C=2C=CC=CC=2)=C1C(C)C KOKMYZKLAHHICP-UHFFFAOYSA-N 0.000 description 4
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 239000005060 rubber Substances 0.000 description 4
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 3
- 125000002081 peroxide group Chemical group 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000012360 testing method Methods 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
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 2
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical compound CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
- VFTWMPNBHNNMAV-UHFFFAOYSA-N 2-tert-butylperoxy-1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C(OOC(C)(C)C)=C1 VFTWMPNBHNNMAV-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WMVSVUVZSYRWIY-UHFFFAOYSA-N [(4-benzoyloxyiminocyclohexa-2,5-dien-1-ylidene)amino] benzoate Chemical compound C=1C=CC=CC=1C(=O)ON=C(C=C1)C=CC1=NOC(=O)C1=CC=CC=C1 WMVSVUVZSYRWIY-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
- 229920005677 ethylene-propylene-butene terpolymer Polymers 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 150000004053 quinones Chemical class 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- UNEATYXSUBPPKP-UHFFFAOYSA-N 1,3-Diisopropylbenzene Chemical compound CC(C)C1=CC=CC(C(C)C)=C1 UNEATYXSUBPPKP-UHFFFAOYSA-N 0.000 description 1
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- SPPWGCYEYAMHDT-UHFFFAOYSA-N 1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C=C1 SPPWGCYEYAMHDT-UHFFFAOYSA-N 0.000 description 1
- JSTCPNFNKICNNO-UHFFFAOYSA-N 4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1 JSTCPNFNKICNNO-UHFFFAOYSA-N 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- SPAGIJMPHSUYSE-UHFFFAOYSA-N Magnesium peroxide Chemical compound [Mg+2].[O-][O-] SPAGIJMPHSUYSE-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 229910052736 halogen Chemical group 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000000051 modifying effect Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- QRMPKOFEUHIBNM-UHFFFAOYSA-N p-dimethylcyclohexane Natural products CC1CCC(C)CC1 QRMPKOFEUHIBNM-UHFFFAOYSA-N 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 235000013547 stew Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 238000007669 thermal treatment 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/16—Peroxy compounds the —O—O— group being bound between two carbon atoms not further substituted by oxygen atoms, i.e. peroxides
-
- 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
- C08K5/14—Peroxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2194960 | 1960-12-22 | ||
| IT1735861 | 1961-09-27 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1569149A1 DE1569149A1 (de) | 1969-12-18 |
| DE1569149B2 DE1569149B2 (de) | 1973-07-12 |
| DE1569149C3 true DE1569149C3 (de) | 1974-02-14 |
Family
ID=26326931
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19611569149 Expired DE1569149C3 (de) | 1960-12-22 | 1961-12-19 | Vulkanisieren von Copolymeren aus Äthylen und höheren alpha-Olefinen. Ausscheidung aus: 1219485 |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE611834A (en, 2012) |
| CH (1) | CH446325A (en, 2012) |
| DE (1) | DE1569149C3 (en, 2012) |
| DK (2) | DK130789B (en, 2012) |
| GB (1) | GB1002643A (en, 2012) |
| LU (1) | LU40997A1 (en, 2012) |
| NL (2) | NL272390A (en, 2012) |
| SE (1) | SE368711B (en, 2012) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL284315A (en, 2012) * | 1962-10-12 | |||
| JPS497058B1 (en, 2012) * | 1970-12-30 | 1974-02-18 | ||
| DE3342309A1 (de) * | 1983-11-23 | 1985-05-30 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung eines vernetzten nitrilkautschuks |
| CN103102472B (zh) * | 2013-01-09 | 2015-05-20 | 河北科技大学 | 氯甲基化聚苯乙烯树脂1%dvb交联骨架与1,4-萘醌共聚物的合成及应用 |
-
0
- NL NL134335D patent/NL134335C/xx active
- BE BE611834D patent/BE611834A/xx unknown
- NL NL272390D patent/NL272390A/xx unknown
-
1961
- 1961-11-23 GB GB4052461A patent/GB1002643A/en not_active Expired
- 1961-12-19 DE DE19611569149 patent/DE1569149C3/de not_active Expired
- 1961-12-21 CH CH1475161A patent/CH446325A/de unknown
- 1961-12-21 SE SE51870A patent/SE368711B/xx unknown
- 1961-12-22 LU LU40997D patent/LU40997A1/xx unknown
- 1961-12-22 DK DK517561A patent/DK130789B/da unknown
-
1965
- 1965-09-23 DK DK488565A patent/DK114864B/da unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL272390A (en, 2012) | |
| NL134335C (en, 2012) | |
| DE1569149A1 (de) | 1969-12-18 |
| GB1002643A (en) | 1965-08-25 |
| DK130789C (en, 2012) | 1975-09-15 |
| DK114864B (da) | 1969-08-11 |
| LU40997A1 (en, 2012) | 1962-12-22 |
| CH446325A (de) | 1967-11-15 |
| BE611834A (en, 2012) | |
| SE368711B (en, 2012) | 1974-07-15 |
| DE1569149B2 (de) | 1973-07-12 |
| DK130789B (da) | 1975-04-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1134198B (de) | Verfahren zur Herstellung von vulkanisierten Elastomeren | |
| DE1260135B (de) | Schlagfeste thermoplastische Formmassen | |
| DE69702694T2 (de) | Verfahren zur Hemmung der Depolymerisation von Polymethylmethacryat auf Propylenpolymeren gepfropft | |
| DE69401882T2 (de) | Frei-radikalisch gehärteter Kautschuk | |
| DE1911741B2 (de) | Heißvulkanisierbare Masse | |
| DE69329235T2 (de) | Thermoplastische Elastomere und Verfahren zu ihrer Herstellung | |
| DE69121005T2 (de) | Zusammensetzung zur Vernetzung von Äthylenpolymeren, Verfahren zur Vernetzung von Äthylenpolymeren und vernetzbare Zusammensetzung | |
| DE1247012B (de) | Verfahren zum Vulkanisieren von AEthylen-Propylen-Copolymerisaten mit Peroxyden | |
| DE3021372A1 (de) | Vernetzungsmittel und vernetzbare mischungen | |
| DE1569149C3 (de) | Vulkanisieren von Copolymeren aus Äthylen und höheren alpha-Olefinen. Ausscheidung aus: 1219485 | |
| DE1208486B (de) | Thermoplastische Formmassen aus einem Styrolpolymerisat, einem Polyolefin und einem Polydiolefin | |
| DE69911297T2 (de) | Verbesserung der Wärmebeständigkeit gepfropfter Polyolefine mit Zink-Merkaptoverbindungen | |
| DE68920719T2 (de) | Anwendung von Oligomeren als Hilfsmittel von mit Alkenylgruppen substituierten aromatischen Verbindungen. | |
| DE1142060B (de) | Verfahren zum Vulkanisieren von im wesentlichen amorphen hochmolekularen Mischpolymerisaten aus ª‡-Olefinen miteinander und/oder mit AEthylen | |
| DE1569168C3 (de) | Wärmehärtbare Massen | |
| DE2821652A1 (de) | Flammbestaendige, durch vernetzen gehaertete polyolefinmasse | |
| DE69921083T2 (de) | Polypropylen/acryl pfropfpolymere, die stabil gegen thermische oxidation sind und verfahren zu ihrer herstellung | |
| DE1296797B (de) | Vulkanisierbare Formmassen | |
| DE1285733B (de) | Vulkanisierbare Formmassen auf der Grundlage von AEthylen-ª‡-Olefin-Mischpolymerisaten | |
| DE1569181C3 (en, 2012) | ||
| DE1952073B2 (de) | Verfahren zum vernetzen von polyolefinen und olefincopolymerisaten | |
| AT212015B (de) | Verfahren zur Herstellung von vulkanisierten Produkten | |
| DE1569198C3 (de) | Vulkanisierbare Formmassen | |
| AT212012B (de) | Verfahren zur Herstellung von im wesentlichen gesättigten Elastomeren | |
| DE1494197C3 (de) | Vulkanisierbare Formmassen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SH | Request for examination between 03.10.1968 and 22.04.1971 | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee |