DE1569131A1 - Verfahren zum Vulkanisieren vulkanisierbarer Mischungen - Google Patents
Verfahren zum Vulkanisieren vulkanisierbarer MischungenInfo
- Publication number
- DE1569131A1 DE1569131A1 DE19631569131 DE1569131A DE1569131A1 DE 1569131 A1 DE1569131 A1 DE 1569131A1 DE 19631569131 DE19631569131 DE 19631569131 DE 1569131 A DE1569131 A DE 1569131A DE 1569131 A1 DE1569131 A1 DE 1569131A1
- Authority
- DE
- Germany
- Prior art keywords
- copolymer
- ethylene
- compound
- elongation
- furan
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 24
- 150000001875 compounds Chemical class 0.000 title claims description 11
- 230000008569 process Effects 0.000 title claims description 9
- 239000000203 mixture Substances 0.000 claims description 41
- 238000004073 vulcanization Methods 0.000 claims description 32
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 claims description 29
- 229920001577 copolymer Polymers 0.000 claims description 24
- 229920000642 polymer Polymers 0.000 claims description 17
- 150000003254 radicals Chemical class 0.000 claims description 17
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 claims description 15
- -1 furan compound Chemical class 0.000 claims description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 10
- 239000005977 Ethylene Substances 0.000 claims description 10
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
- 229920000098 polyolefin Polymers 0.000 claims description 7
- 229920000089 Cyclic olefin copolymer Polymers 0.000 claims description 6
- 150000001451 organic peroxides Chemical class 0.000 claims description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 6
- SXPUVBFQXJHYNS-UHFFFAOYSA-N α-furil Chemical compound C=1C=COC=1C(=O)C(=O)C1=CC=CO1 SXPUVBFQXJHYNS-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000003999 initiator Substances 0.000 claims description 4
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 claims description 3
- 150000002240 furans Chemical class 0.000 claims description 3
- 229920001155 polypropylene Polymers 0.000 claims description 3
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000004698 Polyethylene Substances 0.000 claims description 2
- 239000004743 Polypropylene Substances 0.000 claims description 2
- 150000005840 aryl radicals Chemical group 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- CYGDSXFTXXFMNI-OTYYAQKOSA-N hydrofuramide Chemical compound C=1C=COC=1/C=N/C(C=1OC=CC=1)\N=C\C1=CC=CO1 CYGDSXFTXXFMNI-OTYYAQKOSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229920001083 polybutene Polymers 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- WXCZUWHSJWOTRV-UHFFFAOYSA-N but-1-ene;ethene Chemical compound C=C.CCC=C WXCZUWHSJWOTRV-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000012763 reinforcing filler Substances 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 24
- 229910052717 sulfur Inorganic materials 0.000 description 22
- 239000011593 sulfur Substances 0.000 description 22
- 150000002978 peroxides Chemical class 0.000 description 20
- 239000000370 acceptor Substances 0.000 description 9
- 230000008961 swelling Effects 0.000 description 9
- 239000000047 product Substances 0.000 description 7
- 239000000654 additive Substances 0.000 description 5
- 239000007859 condensation product Substances 0.000 description 5
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 4
- 239000006229 carbon black Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000004071 soot Substances 0.000 description 3
- XOOFLVNFEPIPIW-UHFFFAOYSA-N 1,5-bis(furan-2-yl)penta-1,4-dien-3-one Chemical compound C=1C=COC=1C=CC(=O)C=CC1=CC=CO1 XOOFLVNFEPIPIW-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- 229910052770 Uranium Inorganic materials 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical compound CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- BLMWHISHMGJKFX-MKICQXMISA-N (e)-1-(furan-2-yl)-n-[(e)-furan-2-ylmethylideneamino]methanimine Chemical compound C=1C=COC=1/C=N/N=C/C1=CC=CO1 BLMWHISHMGJKFX-MKICQXMISA-N 0.000 description 1
- GBKGJMYPQZODMI-SNAWJCMRSA-N (e)-4-(furan-2-yl)but-3-en-2-one Chemical compound CC(=O)\C=C\C1=CC=CO1 GBKGJMYPQZODMI-SNAWJCMRSA-N 0.000 description 1
- 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 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 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 1
- GTAKBAZBOLLVFR-UHFFFAOYSA-N 2-(furan-2-ylmethylidene)propanedioic acid Chemical compound OC(=O)C(C(O)=O)=CC1=CC=CO1 GTAKBAZBOLLVFR-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical compound CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 150000003997 cyclic ketones Chemical class 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 229920001198 elastomeric copolymer Polymers 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 125000005439 maleimidyl group Chemical class C1(C=CC(N1*)=O)=O 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- 150000002976 peresters Chemical class 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 150000003623 transition metal compounds 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
- C08K5/04—Oxygen-containing compounds
- C08K5/14—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
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/09—Polyolefin
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 (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1196862 | 1962-06-12 | ||
| IT387563 | 1963-02-26 | ||
| IT602963 | 1963-03-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1569131A1 true DE1569131A1 (de) | 1970-07-09 |
Family
ID=27272601
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19631569131 Pending DE1569131A1 (de) | 1962-06-12 | 1963-06-10 | Verfahren zum Vulkanisieren vulkanisierbarer Mischungen |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3301837A (en, 2012) |
| AT (1) | AT247600B (en, 2012) |
| BE (1) | BE633479A (en, 2012) |
| CH (1) | CH439720A (en, 2012) |
| DE (1) | DE1569131A1 (en, 2012) |
| DK (1) | DK102826C (en, 2012) |
| FI (1) | FI40581B (en, 2012) |
| GB (1) | GB1024038A (en, 2012) |
| LU (1) | LU43893A1 (en, 2012) |
| NL (1) | NL293710A (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0753529A3 (en) * | 1995-07-12 | 2000-11-22 | Montell North America Inc. | Cross-linked atactic or amorphous propylene polymers |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4056499A (en) * | 1971-12-08 | 1977-11-01 | Owens-Illinois, Inc. | Degradable polymeric composition |
| US4197381A (en) * | 1976-10-22 | 1980-04-08 | Alia Dominic A | Preparation of vulcanizable compositions by extruder mixing |
| US4180531A (en) * | 1976-11-16 | 1979-12-25 | Dominic Alia | Processible and vulcanizable polar polymers |
| US4810754A (en) * | 1983-12-02 | 1989-03-07 | Exxon Research & Engineering Company | High temperature peroxide induced telomerization processes for grafting vinyl nitrogen containing monomers onto olefin polymers |
| IT1227341B (it) * | 1988-09-13 | 1991-04-08 | Ausimont Spa | Composizioni poliolefiniche plasto-elastomeriche e procedimento per la loro preparazione con metodi di vulcanizzazione dinamica |
| IT1242305B (it) * | 1990-03-09 | 1994-03-04 | Ausimont Srl | Composizioni di polipropilene reticolato atte alla preparazione di materiali espansi |
| IT1319698B1 (it) * | 2000-12-19 | 2003-10-23 | Basell Poliolefine Spa | Esteri dell'acido 3-(2-furanil)-2-propenoico con dioli. |
| ITTO20030478A1 (it) * | 2003-06-25 | 2004-12-26 | Univ Pisa | Procedimento di funzionalizzazione radicalica controllata |
| KR102059982B1 (ko) | 2014-03-14 | 2019-12-27 | 밀리켄 앤드 캄파니 | 개질된 헤테로상 폴리올레핀 조성물 |
| WO2016085535A1 (en) | 2014-11-26 | 2016-06-02 | Milliken & Company | Modified heterophasic polyolefin composition |
| EP3256518B1 (en) | 2015-02-10 | 2021-05-05 | Milliken & Company | Thermoplastic polymer compositions |
| CN107406640B (zh) | 2015-03-05 | 2020-12-08 | 美利肯公司 | 改性的多相聚烯烃组合物 |
| JP7334042B2 (ja) | 2015-09-13 | 2023-08-28 | ミリケン・アンド・カンパニー | 異相ポリマー組成物を作製するための方法 |
| CN106397290B (zh) * | 2016-09-08 | 2018-06-22 | 沈阳化工大学 | 一种含有稠环结构的硫黄交联剂 |
-
0
- BE BE633479D patent/BE633479A/xx unknown
- NL NL293710D patent/NL293710A/xx unknown
-
1963
- 1963-06-07 AT AT461563A patent/AT247600B/de active
- 1963-06-07 US US286152A patent/US3301837A/en not_active Expired - Lifetime
- 1963-06-07 GB GB22834/63A patent/GB1024038A/en not_active Expired
- 1963-06-10 DE DE19631569131 patent/DE1569131A1/de active Pending
- 1963-06-10 DK DK274263AA patent/DK102826C/da active
- 1963-06-10 CH CH722963A patent/CH439720A/de unknown
- 1963-06-11 FI FI1183/63A patent/FI40581B/fi active
- 1963-06-12 LU LU43893D patent/LU43893A1/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0753529A3 (en) * | 1995-07-12 | 2000-11-22 | Montell North America Inc. | Cross-linked atactic or amorphous propylene polymers |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1024038A (en) | 1966-03-30 |
| NL293710A (en, 2012) | |
| US3301837A (en) | 1967-01-31 |
| DK102826C (da) | 1965-10-11 |
| FI40581B (en, 2012) | 1968-11-30 |
| AT247600B (de) | 1966-06-10 |
| CH439720A (de) | 1967-07-15 |
| LU43893A1 (en, 2012) | 1964-06-12 |
| BE633479A (en, 2012) |
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