DE1770733C3 - Zu Elastomeren härtbare Formmassen auf der Grundlage von im wesentlichen amorphen Polymerisaten des Bicycloheptene - Google Patents
Zu Elastomeren härtbare Formmassen auf der Grundlage von im wesentlichen amorphen Polymerisaten des BicyclohepteneInfo
- Publication number
- DE1770733C3 DE1770733C3 DE1770733A DE1770733A DE1770733C3 DE 1770733 C3 DE1770733 C3 DE 1770733C3 DE 1770733 A DE1770733 A DE 1770733A DE 1770733 A DE1770733 A DE 1770733A DE 1770733 C3 DE1770733 C3 DE 1770733C3
- Authority
- DE
- Germany
- Prior art keywords
- parts
- polymers
- bch
- bicyclo
- elongation
- 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
- 229920000642 polymer Polymers 0.000 title claims description 38
- 229920001971 elastomer Polymers 0.000 title claims description 14
- QYCGBAJADAGLLK-UHFFFAOYSA-N 1-(cyclohepten-1-yl)cycloheptene Chemical compound C1CCCCC=C1C1=CCCCCC1 QYCGBAJADAGLLK-UHFFFAOYSA-N 0.000 title claims description 4
- 239000000806 elastomer Substances 0.000 title claims description 4
- 238000000465 moulding Methods 0.000 title claims 2
- 239000000203 mixture Substances 0.000 title description 37
- 150000001875 compounds Chemical class 0.000 claims description 12
- 230000009477 glass transition Effects 0.000 description 18
- 239000003921 oil Substances 0.000 description 17
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 16
- 150000004702 methyl esters Chemical class 0.000 description 14
- 239000006229 carbon black Substances 0.000 description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 12
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 10
- 238000002844 melting Methods 0.000 description 10
- 230000008018 melting Effects 0.000 description 10
- 229910052717 sulfur Inorganic materials 0.000 description 10
- 239000011593 sulfur Substances 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 229930195733 hydrocarbon Natural products 0.000 description 9
- 150000002430 hydrocarbons Chemical class 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- 239000011787 zinc oxide Substances 0.000 description 8
- 239000010692 aromatic oil Substances 0.000 description 7
- 239000000945 filler Substances 0.000 description 7
- 239000000178 monomer Substances 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000000377 silicon dioxide Substances 0.000 description 6
- IIKINNWGZZVUPY-UHFFFAOYSA-N zinc;1,3-dihydrobenzimidazole-2-thione Chemical compound [Zn+2].C1=CC=C2NC(=S)NC2=C1 IIKINNWGZZVUPY-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 5
- 238000004073 vulcanization Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 4
- 229920006125 amorphous polymer Polymers 0.000 description 4
- 239000003708 ampul Substances 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- WDECIBYCCFPHNR-UHFFFAOYSA-N chrysene Chemical compound C1=CC=CC2=CC=C3C4=CC=CC=C4C=CC3=C21 WDECIBYCCFPHNR-UHFFFAOYSA-N 0.000 description 4
- 230000006835 compression Effects 0.000 description 4
- 238000007906 compression Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 4
- YBCAZPLXEGKKFM-UHFFFAOYSA-K ruthenium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Ru+3] YBCAZPLXEGKKFM-UHFFFAOYSA-K 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 238000007711 solidification Methods 0.000 description 3
- 230000008023 solidification Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000008961 swelling Effects 0.000 description 3
- 239000003039 volatile agent Substances 0.000 description 3
- 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 2
- SIXWIUJQBBANGK-UHFFFAOYSA-N 4-(4-fluorophenyl)-1h-pyrazol-5-amine Chemical compound N1N=CC(C=2C=CC(F)=CC=2)=C1N SIXWIUJQBBANGK-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- 150000002895 organic esters Chemical class 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000004071 soot Substances 0.000 description 2
- JXRBEVFHUDAJIT-UHFFFAOYSA-N 10,10-dimethyl-7-phenylpyrido[1,2-a]indole-6,8-dione Chemical compound O=C1N2C3=CC=CC=C3C(C)(C)C2=CC(=O)C1C1=CC=CC=C1 JXRBEVFHUDAJIT-UHFFFAOYSA-N 0.000 description 1
- ZQUHGGTWIHOWPS-UHFFFAOYSA-N 2-methylbicyclo[2.2.1]hept-4-ene Chemical compound C1C(C2)C(C)CC2=C1 ZQUHGGTWIHOWPS-UHFFFAOYSA-N 0.000 description 1
- FCNWGEAREUNXBO-UHFFFAOYSA-N 5-methylbicyclo[2.2.2]oct-1-ene Chemical compound CC1C2CC=C(C1)CC2 FCNWGEAREUNXBO-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920000034 Plastomer Polymers 0.000 description 1
- PXRCIOIWVGAZEP-UHFFFAOYSA-N Primaeres Camphenhydrat Natural products C1CC2C(O)(C)C(C)(C)C1C2 PXRCIOIWVGAZEP-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000003851 azoles Chemical class 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 229930006739 camphene Natural products 0.000 description 1
- ZYPYEBYNXWUCEA-UHFFFAOYSA-N camphenilone Natural products C1CC2C(=O)C(C)(C)C1C2 ZYPYEBYNXWUCEA-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 230000003763 resistance to breakage Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- WWNBZGLDODTKEM-UHFFFAOYSA-N sulfanylidenenickel Chemical compound [Ni]=S WWNBZGLDODTKEM-UHFFFAOYSA-N 0.000 description 1
- XCUPBHGRVHYPQC-UHFFFAOYSA-N sulfanylidenetungsten Chemical compound [W]=S XCUPBHGRVHYPQC-UHFFFAOYSA-N 0.000 description 1
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 230000017105 transposition Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003751 zinc Chemical class 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0016—Plasticisers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
- C08G61/04—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms
- C08G61/06—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds
- C08G61/08—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR112114A FR1536305A (fr) | 1967-06-27 | 1967-06-27 | Nouvelles compositions élastomères et leur procédé de fabrication |
| FR152120A FR94571E (fr) | 1967-06-27 | 1968-05-16 | Nouvelles compositions élastomeres et leur procédé de fabrication. |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1770733A1 DE1770733A1 (de) | 1972-04-13 |
| DE1770733B2 DE1770733B2 (de) | 1974-02-07 |
| DE1770733C3 true DE1770733C3 (de) | 1974-09-12 |
Family
ID=26177666
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1770733A Expired DE1770733C3 (de) | 1967-06-27 | 1968-06-27 | Zu Elastomeren härtbare Formmassen auf der Grundlage von im wesentlichen amorphen Polymerisaten des Bicycloheptene |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3676390A (cg-RX-API-DMAC10.html) |
| BE (1) | BE717186A (cg-RX-API-DMAC10.html) |
| DE (1) | DE1770733C3 (cg-RX-API-DMAC10.html) |
| FR (2) | FR1536305A (cg-RX-API-DMAC10.html) |
| GB (1) | GB1230597A (cg-RX-API-DMAC10.html) |
| LU (1) | LU56344A1 (cg-RX-API-DMAC10.html) |
| NL (1) | NL152288B (cg-RX-API-DMAC10.html) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4137210A (en) | 1975-02-27 | 1979-01-30 | Societe Chimique Des Charbonnages | Method of cold-shaping of mixtures comprising poly[2.2.1]bicyclo-2-heptene or its short-chain |
| IT1108824B (it) * | 1978-04-03 | 1985-12-09 | Massara Giacinto Vinicio | Mescola madre a base elastomerica comprendente un elevato contenuto di cariche ausiliarie |
| US4203884A (en) * | 1979-04-19 | 1980-05-20 | Monsanto Company | Thermoplastic compositions of polynorbornene and polyolefin resin |
| US4416710A (en) * | 1980-02-14 | 1983-11-22 | United Technologies Corporation | Polynorbornene-based combustible compositions and processes for the fabrication thereof |
| US4420931A (en) * | 1980-02-14 | 1983-12-20 | United Technologies Corporation | Method of generating combustion gases utilizing polynorborene-based combustible compositions |
| FR2488269A1 (fr) * | 1980-08-08 | 1982-02-12 | Charbonnages Ste Chimique | Procede de preparation de matieres elastomeres a base de polynorbornene et produit obtenu par ce procede |
| FR2593820B1 (fr) * | 1986-02-05 | 1988-09-09 | Hutchinson | Composition elastomere a base de polynorbornene absorbant les chocs et inserts pour chaussures de sport realises dans cette composition |
| JP2983623B2 (ja) * | 1989-04-17 | 1999-11-29 | エルフ アトケム ソシエテ アノニム | エチレン／アクリレート共重合体とポリノルボルネンとをベースとした熱可塑性エラストマー |
| JPH07108948B2 (ja) * | 1989-07-04 | 1995-11-22 | アトシェム | 熱安定性の優れたゴム状組成物およびポリノルボルネンベース熱可塑性エラストマー |
| FR2654433B1 (fr) * | 1989-11-16 | 1992-01-17 | Norsolor Sa | Compositions thermoplastiques a memoire elastique et leur procede de preparation. |
| US5981643A (en) * | 1997-10-09 | 1999-11-09 | Exxon Chemical Patents, Inc. | Depression of the glass transition temperature of polyolefins containing cyclic monomers |
| DE102008002599A1 (de) | 2008-06-24 | 2009-12-31 | Evonik Degussa Gmbh | Bauteil mit Deckschicht aus einer PA613-Formmasse |
| DE102011084269A1 (de) | 2011-10-11 | 2013-04-11 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Polymer-Nanopartikel-Compounds mittels einerNanopartikel-Dispersion |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3093621A (en) * | 1960-03-29 | 1963-06-11 | Du Pont | Sulfur-curable elastomeric copolymers of ethylene, alpha-olefins, and 5-methylene-2-norbornene |
| US3367924A (en) * | 1964-03-09 | 1968-02-06 | Uniroyal Inc | Polymerization of bicyclo[2.2.1]-hept-2-ene compounds in aqueous emulsion |
| US3336275A (en) * | 1964-09-08 | 1967-08-15 | Interchem Corp | Process for the polymerization of norbornene derivatives using salts of iridium, osmium or ruthenium |
| FR1543497A (fr) * | 1967-08-18 | 1968-10-25 | Charbonnages De France | Polymères dérivés du bicyclo [2, 2, 1] heptène-2 |
-
1967
- 1967-06-27 FR FR112114A patent/FR1536305A/fr not_active Expired
-
1968
- 1968-05-16 FR FR152120A patent/FR94571E/fr not_active Expired
- 1968-06-26 BE BE717186D patent/BE717186A/xx not_active IP Right Cessation
- 1968-06-26 LU LU56344D patent/LU56344A1/xx unknown
- 1968-06-26 GB GB1230597D patent/GB1230597A/en not_active Expired
- 1968-06-27 DE DE1770733A patent/DE1770733C3/de not_active Expired
- 1968-06-27 NL NL686809067A patent/NL152288B/xx not_active IP Right Cessation
-
1971
- 1971-01-20 US US107953A patent/US3676390A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE1770733A1 (de) | 1972-04-13 |
| FR94571E (fr) | 1969-09-12 |
| DE1770733B2 (de) | 1974-02-07 |
| BE717186A (cg-RX-API-DMAC10.html) | 1968-12-27 |
| US3676390A (en) | 1972-07-11 |
| LU56344A1 (cg-RX-API-DMAC10.html) | 1969-04-25 |
| NL152288B (nl) | 1977-02-15 |
| FR1536305A (fr) | 1968-08-10 |
| NL6809067A (cg-RX-API-DMAC10.html) | 1968-12-30 |
| GB1230597A (cg-RX-API-DMAC10.html) | 1971-05-05 |
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