DE2029899A1 - Verfahren zum Vernetzen von Füllstoffen enthaltendem natürlichem und synthetischem Kautschuk bzw. diese enthaltenden Mischungen - Google Patents
Verfahren zum Vernetzen von Füllstoffen enthaltendem natürlichem und synthetischem Kautschuk bzw. diese enthaltenden MischungenInfo
- Publication number
- DE2029899A1 DE2029899A1 DE19702029899 DE2029899A DE2029899A1 DE 2029899 A1 DE2029899 A1 DE 2029899A1 DE 19702029899 DE19702029899 DE 19702029899 DE 2029899 A DE2029899 A DE 2029899A DE 2029899 A1 DE2029899 A1 DE 2029899A1
- Authority
- DE
- Germany
- Prior art keywords
- carbon atoms
- radical
- crosslinking
- groups
- nitrogen atom
- 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
- 238000004132 cross linking Methods 0.000 title claims description 32
- 239000000203 mixture Substances 0.000 title claims description 27
- 239000000945 filler Substances 0.000 title claims description 12
- 238000000034 method Methods 0.000 title claims description 9
- 229920003052 natural elastomer Polymers 0.000 title description 5
- 229920001194 natural rubber Polymers 0.000 title description 5
- 229920003051 synthetic elastomer Polymers 0.000 title description 4
- 239000005061 synthetic rubber Substances 0.000 title description 4
- 239000003431 cross linking reagent Substances 0.000 claims description 22
- 229920001971 elastomer Polymers 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 239000005060 rubber Substances 0.000 claims description 14
- -1 alkyl radical Chemical class 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 10
- 150000003918 triazines Chemical class 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 150000003254 radicals Chemical class 0.000 claims description 4
- 125000006413 ring segment Chemical group 0.000 claims description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- VEQOALNAAJBPNY-UHFFFAOYSA-N antipyrine Chemical class CN1C(C)=CC(=O)N1C1=CC=CC=C1 VEQOALNAAJBPNY-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 238000004073 vulcanization Methods 0.000 description 18
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 17
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 14
- 229910052717 sulfur Inorganic materials 0.000 description 10
- 239000011593 sulfur Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical class C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 8
- 230000006855 networking Effects 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000005062 Polybutadiene Substances 0.000 description 6
- 229920002857 polybutadiene Polymers 0.000 description 6
- 238000011534 incubation Methods 0.000 description 5
- 229920003048 styrene butadiene rubber Polymers 0.000 description 5
- 239000004971 Cross linker Substances 0.000 description 4
- 239000002174 Styrene-butadiene Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 125000004434 sulfur atom Chemical group 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 3
- 244000043261 Hevea brasiliensis Species 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000004904 shortening Methods 0.000 description 2
- 238000010059 sulfur vulcanization Methods 0.000 description 2
- DGXAGETVRDOQFP-UHFFFAOYSA-N 2,6-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(O)=C1C=O DGXAGETVRDOQFP-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- LSAUHWRNBBMZIC-UHFFFAOYSA-N 4-sulfanyl-1h-triazine-6-thione Chemical class SC1=CC(=S)NN=N1 LSAUHWRNBBMZIC-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 description 1
- 101100446726 Caenorhabditis elegans flh-2 gene Proteins 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
- PYPQFOINVKFSJD-UHFFFAOYSA-N S[S] Chemical group S[S] PYPQFOINVKFSJD-UHFFFAOYSA-N 0.000 description 1
- XOCUXOWLYLLJLV-UHFFFAOYSA-N [O].[S] Chemical compound [O].[S] XOCUXOWLYLLJLV-UHFFFAOYSA-N 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical class B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 1
- 229910000085 borane Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- XOYLJNJLGBYDTH-UHFFFAOYSA-M chlorogallium Chemical compound [Ga]Cl XOYLJNJLGBYDTH-UHFFFAOYSA-M 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- PXJJSXABGXMUSU-UHFFFAOYSA-N disulfur dichloride Chemical compound ClSSCl PXJJSXABGXMUSU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000005842 heteroatom Chemical group 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
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001698 pyrogenic effect Effects 0.000 description 1
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- QQOWHRYOXYEMTL-UHFFFAOYSA-N triazin-4-amine Chemical compound N=C1C=CN=NN1 QQOWHRYOXYEMTL-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/378—Thiols containing heterocyclic rings
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)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702029899 DE2029899A1 (de) | 1970-06-18 | 1970-06-18 | Verfahren zum Vernetzen von Füllstoffen enthaltendem natürlichem und synthetischem Kautschuk bzw. diese enthaltenden Mischungen |
| NLAANVRAGE7107232,A NL174645C (nl) | 1970-06-18 | 1971-05-26 | Werkwijze voor het bereiden van een verknoopt, vulstof bevattend rubbermateriaal; werkwijze voor het bereiden van een zwavelhoudend triazine-derivaat; gevormd voortbrengsel. |
| US00153472A US3775366A (en) | 1970-06-18 | 1971-06-16 | Process for cross-linking of natural and synthetic rubber containing fillers |
| BE768684A BE768684A (fr) | 1970-06-18 | 1971-06-17 | Agents de reticulation du caoutchouc naturel ou synthetique et procede de reticulation de celui-ci |
| GB2868771A GB1353532A (en) | 1970-06-18 | 1971-06-18 | Triazine compounds and process for crosslinking rubber |
| FR7122236A FR2101496A5 (enExample) | 1970-06-18 | 1971-06-18 | |
| JP46043896A JPS5033708B1 (enExample) | 1970-06-18 | 1971-06-18 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702029899 DE2029899A1 (de) | 1970-06-18 | 1970-06-18 | Verfahren zum Vernetzen von Füllstoffen enthaltendem natürlichem und synthetischem Kautschuk bzw. diese enthaltenden Mischungen |
| US15347271A | 1971-06-16 | 1971-06-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2029899A1 true DE2029899A1 (de) | 1971-12-30 |
Family
ID=25759302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702029899 Pending DE2029899A1 (de) | 1970-06-18 | 1970-06-18 | Verfahren zum Vernetzen von Füllstoffen enthaltendem natürlichem und synthetischem Kautschuk bzw. diese enthaltenden Mischungen |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3775366A (enExample) |
| BE (1) | BE768684A (enExample) |
| DE (1) | DE2029899A1 (enExample) |
| FR (1) | FR2101496A5 (enExample) |
| GB (1) | GB1353532A (enExample) |
| NL (1) | NL174645C (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR72790B (enExample) * | 1977-12-19 | 1983-12-05 | American Cyanamid Co | |
| DE2819638C3 (de) * | 1978-05-05 | 1986-11-13 | Degussa Ag, 6000 Frankfurt | Vulkanisierbare Halogenkautschuk-Mischungen |
| DE2933345C2 (de) | 1979-08-17 | 1983-01-20 | Degussa Ag, 6000 Frankfurt | Vulkanisierbare Kautschuk-Mischung auf Basis von halogenfreien Kautschuken und Verfahren zum Vulkanisieren dieser Kautschukmischungen |
| US5206304A (en) * | 1988-06-22 | 1993-04-27 | Degussa Aktiengesellschaft | Vulcanizable rubber mixtures containing bis-(2,4-organylthio-triazine-6-yl) polysulfides |
| US7028687B1 (en) | 1999-08-26 | 2006-04-18 | Precious Life, Llc | Escape hood |
| US6267914B1 (en) | 1999-11-02 | 2001-07-31 | Omniglow Corporation | Variable chemiluminescent process and product |
| CA2478567A1 (en) | 2002-03-15 | 2003-09-25 | Brian Zelickson | A device and method for treatment of external surfaces of a body utilizing a light-emitting container |
| US7553326B2 (en) | 2003-11-24 | 2009-06-30 | Sweet Richard M | Method and apparatus for preventing dialysis graft intimal hyperplasia |
| US20090289237A1 (en) * | 2006-04-07 | 2009-11-26 | Earl Cranor | Chemiluminescent process and product |
| WO2012125915A1 (en) | 2011-03-17 | 2012-09-20 | Earl Cranor | Degradable chemiluminescent device |
| US10005931B2 (en) * | 2013-10-16 | 2018-06-26 | Abdulaziz Nasser Alsoryai | Adhesive formulations for carpets |
-
1970
- 1970-06-18 DE DE19702029899 patent/DE2029899A1/de active Pending
-
1971
- 1971-05-26 NL NLAANVRAGE7107232,A patent/NL174645C/xx not_active IP Right Cessation
- 1971-06-16 US US00153472A patent/US3775366A/en not_active Expired - Lifetime
- 1971-06-17 BE BE768684A patent/BE768684A/xx unknown
- 1971-06-18 GB GB2868771A patent/GB1353532A/en not_active Expired
- 1971-06-18 FR FR7122236A patent/FR2101496A5/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1353532A (en) | 1974-05-22 |
| US3775366A (en) | 1973-11-27 |
| BE768684A (fr) | 1971-11-03 |
| FR2101496A5 (enExample) | 1972-03-31 |
| NL174645B (nl) | 1984-02-16 |
| NL174645C (nl) | 1984-07-16 |
| NL7107232A (enExample) | 1971-12-21 |
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