DE2102963C3 - Verfahren zur Herstellung härtbarer, amorpher Olefinmischpolymerisate - Google Patents
Verfahren zur Herstellung härtbarer, amorpher OlefinmischpolymerisateInfo
- Publication number
- DE2102963C3 DE2102963C3 DE2102963A DE2102963A DE2102963C3 DE 2102963 C3 DE2102963 C3 DE 2102963C3 DE 2102963 A DE2102963 A DE 2102963A DE 2102963 A DE2102963 A DE 2102963A DE 2102963 C3 DE2102963 C3 DE 2102963C3
- Authority
- DE
- Germany
- Prior art keywords
- norborn
- methyl
- enylidene
- dienyl
- hydrocarbon
- 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 5
- 229920000089 Cyclic olefin copolymer Polymers 0.000 title claims 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 26
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 14
- 239000005977 Ethylene Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 14
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- -1 cyclic polyene hydrocarbon Chemical class 0.000 claims description 12
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 229920001971 elastomer Polymers 0.000 claims description 5
- 150000002430 hydrocarbons Chemical class 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 4
- 239000000806 elastomer Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- 239000002879 Lewis base Substances 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 150000007527 lewis bases Chemical class 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- 229910052723 transition metal Inorganic materials 0.000 claims description 2
- 150000003624 transition metals Chemical class 0.000 claims description 2
- 239000004711 α-olefin Substances 0.000 claims description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 1
- 229920001897 terpolymer Polymers 0.000 description 16
- 238000004073 vulcanization Methods 0.000 description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 150000004291 polyenes Chemical class 0.000 description 7
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- HYIMSNHJOBLJNT-UHFFFAOYSA-N nifedipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+]([O-])=O HYIMSNHJOBLJNT-UHFFFAOYSA-N 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 2
- 101150065749 Churc1 gene Proteins 0.000 description 2
- 102100038239 Protein Churchill Human genes 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229920000034 Plastomer Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 210000003608 fece Anatomy 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- RYPKRALMXUUNKS-UHFFFAOYSA-N hex-2-ene Chemical class CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 1
- 125000004836 hexamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000010871 livestock manure Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 125000004817 pentamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 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
- 238000004448 titration Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- 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
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1965570 | 1970-01-22 | ||
| IT1965370 | 1970-01-22 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2102963A1 DE2102963A1 (de) | 1972-01-20 |
| DE2102963B2 DE2102963B2 (de) | 1974-05-16 |
| DE2102963C3 true DE2102963C3 (de) | 1975-01-02 |
Family
ID=26327245
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2102963A Expired DE2102963C3 (de) | 1970-01-22 | 1971-01-22 | Verfahren zur Herstellung härtbarer, amorpher Olefinmischpolymerisate |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US3764588A (OSRAM) |
| JP (1) | JPS5020598B1 (OSRAM) |
| AT (1) | AT312924B (OSRAM) |
| BE (1) | BE761742A (OSRAM) |
| CA (1) | CA978695A (OSRAM) |
| CH (1) | CH546797A (OSRAM) |
| CS (1) | CS176151B2 (OSRAM) |
| DE (1) | DE2102963C3 (OSRAM) |
| ES (1) | ES387788A1 (OSRAM) |
| FR (1) | FR2075707A5 (OSRAM) |
| GB (1) | GB1344844A (OSRAM) |
| HU (2) | HU164670B (OSRAM) |
| LU (1) | LU62462A1 (OSRAM) |
| NL (1) | NL165760C (OSRAM) |
| RO (1) | RO61395A (OSRAM) |
| SU (1) | SU622413A3 (OSRAM) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4055535A (en) * | 1971-07-31 | 1977-10-25 | Snam Progetti S.P.A. | Process for producing stabilized olefin terpolymers and stabilized olefin terpolymers produced according to said process |
| US4113694A (en) * | 1971-07-31 | 1978-09-12 | Snam Progetti, S.P.A. | Process for producing stabilized olefin terpolymers and stabilized olefin terpolymers produced according to said process |
| BE786619A (fr) * | 1971-07-31 | 1973-01-24 | Snam Progetti | Procede de fabrication de terpolymeres stabilises d'olefines, et terpolymeres ainsi obtenus |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1062542A (en) * | 1964-02-21 | 1967-03-22 | Montedison Spa | Olefin copolymers |
| NL6804816A (OSRAM) * | 1967-04-12 | 1968-10-14 |
-
1971
- 1971-01-08 CA CA102,473A patent/CA978695A/en not_active Expired
- 1971-01-15 CS CS311A patent/CS176151B2/cs unknown
- 1971-01-19 FR FR7101646A patent/FR2075707A5/fr not_active Expired
- 1971-01-19 BE BE761742A patent/BE761742A/xx not_active IP Right Cessation
- 1971-01-20 SU SU711608739A patent/SU622413A3/ru active
- 1971-01-20 ES ES387788A patent/ES387788A1/es not_active Expired
- 1971-01-21 HU HUSA2390A patent/HU164670B/hu unknown
- 1971-01-21 LU LU62462D patent/LU62462A1/xx unknown
- 1971-01-21 HU HUSA2164A patent/HU163776B/hu unknown
- 1971-01-22 NL NL7100920.A patent/NL165760C/xx not_active IP Right Cessation
- 1971-01-22 DE DE2102963A patent/DE2102963C3/de not_active Expired
- 1971-01-22 US US00109033A patent/US3764588A/en not_active Expired - Lifetime
- 1971-01-22 JP JP46001659A patent/JPS5020598B1/ja active Pending
- 1971-01-22 RO RO65684A patent/RO61395A/ro unknown
- 1971-01-22 CH CH103271A patent/CH546797A/fr not_active IP Right Cessation
- 1971-01-22 AT AT55871A patent/AT312924B/de not_active IP Right Cessation
- 1971-04-19 GB GB2041971A patent/GB1344844A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES387788A1 (es) | 1973-12-01 |
| RO61395A (OSRAM) | 1977-02-15 |
| HU163776B (OSRAM) | 1973-10-27 |
| HU164670B (OSRAM) | 1974-03-28 |
| SU622413A3 (ru) | 1978-08-30 |
| US3764588A (en) | 1973-10-09 |
| CH546797A (fr) | 1974-03-15 |
| CA978695A (en) | 1975-11-25 |
| NL165760C (nl) | 1981-05-15 |
| LU62462A1 (OSRAM) | 1971-09-01 |
| FR2075707A5 (OSRAM) | 1971-10-08 |
| BE761742A (fr) | 1971-07-01 |
| DE2102963B2 (de) | 1974-05-16 |
| CS176151B2 (OSRAM) | 1977-06-30 |
| JPS5020598B1 (OSRAM) | 1975-07-16 |
| NL165760B (nl) | 1980-12-15 |
| AT312924B (de) | 1974-01-25 |
| GB1344844A (en) | 1974-01-23 |
| NL7100920A (OSRAM) | 1971-07-26 |
| DE2102963A1 (de) | 1972-01-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |