DE1745172B1 - Verfahren zur mischpolymerisation konjugierter diene mit vinylaromatischen verbindungen - Google Patents
Verfahren zur mischpolymerisation konjugierter diene mit vinylaromatischen verbindungenInfo
- Publication number
- DE1745172B1 DE1745172B1 DE19681745172 DE1745172A DE1745172B1 DE 1745172 B1 DE1745172 B1 DE 1745172B1 DE 19681745172 DE19681745172 DE 19681745172 DE 1745172 A DE1745172 A DE 1745172A DE 1745172 B1 DE1745172 B1 DE 1745172B1
- Authority
- DE
- Germany
- Prior art keywords
- styrene
- compound
- phase
- parts
- content
- 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
- 150000001875 compounds Chemical class 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 13
- 238000006116 polymerization reaction Methods 0.000 title claims description 9
- 230000015572 biosynthetic process Effects 0.000 claims description 14
- 150000002900 organolithium compounds Chemical class 0.000 claims description 11
- 150000001993 dienes Chemical class 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 7
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 7
- 239000012429 reaction media Substances 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- 238000007334 copolymerization reaction Methods 0.000 claims description 4
- -1 vinyl aromatic compounds Chemical class 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 150000003512 tertiary amines Chemical class 0.000 claims description 2
- 230000007704 transition Effects 0.000 claims description 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 claims 1
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 125000001979 organolithium group Chemical group 0.000 claims 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 77
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 28
- 239000000178 monomer Substances 0.000 description 26
- 238000006243 chemical reaction Methods 0.000 description 25
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 23
- 239000004793 Polystyrene Substances 0.000 description 11
- 229920002223 polystyrene Polymers 0.000 description 11
- 229920001577 copolymer Polymers 0.000 description 10
- 238000007792 addition Methods 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 6
- 230000003197 catalytic effect Effects 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 230000001186 cumulative effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 230000009089 cytolysis Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 125000002897 diene group Chemical group 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR95699A FR1519743A (fr) | 1967-02-20 | 1967-02-20 | Polymérisation et copolymérisation de diènes conjugués et de composés vinyl-aromatiques |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1745172B1 true DE1745172B1 (de) | 1971-07-29 |
Family
ID=8625598
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681745172 Pending DE1745172B1 (de) | 1967-02-20 | 1968-02-17 | Verfahren zur mischpolymerisation konjugierter diene mit vinylaromatischen verbindungen |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE710008A (enrdf_load_stackoverflow) |
| DE (1) | DE1745172B1 (enrdf_load_stackoverflow) |
| ES (1) | ES350700A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1519743A (enrdf_load_stackoverflow) |
| GB (1) | GB1212386A (enrdf_load_stackoverflow) |
| LU (1) | LU55509A1 (enrdf_load_stackoverflow) |
| NL (2) | NL6802318A (enrdf_load_stackoverflow) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE453298B (sv) * | 1980-03-07 | 1988-01-25 | Shell Int Research | Elastisk sampolymer lemplig for anvendning i deck och sett for framstellning derav |
| US4948849A (en) * | 1980-03-07 | 1990-08-14 | Shell Internationale Research Maatschappij B.V. | Process for making copolymers of aromatic vinyl compounds ADD conjugated diolefins having substantial increase in aromatic vinyl compound differential content |
| JPS6030562B2 (ja) | 1980-09-10 | 1985-07-17 | 株式会社ブリヂストン | 改良されたトレツドを有する空気入りタイヤ |
| JPS6030563B2 (ja) | 1980-09-20 | 1985-07-17 | 株式会社ブリヂストン | 改良されたトレツドを備えた空気入りタイヤ |
-
0
- NL NL134845D patent/NL134845C/xx active
-
1967
- 1967-02-20 FR FR95699A patent/FR1519743A/fr not_active Expired
-
1968
- 1968-01-29 BE BE710008D patent/BE710008A/xx not_active IP Right Cessation
- 1968-02-17 DE DE19681745172 patent/DE1745172B1/de active Pending
- 1968-02-19 GB GB801168A patent/GB1212386A/en not_active Expired
- 1968-02-19 NL NL6802318A patent/NL6802318A/xx unknown
- 1968-02-19 LU LU55509D patent/LU55509A1/xx unknown
- 1968-02-20 ES ES350700A patent/ES350700A1/es not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| NL134845C (enrdf_load_stackoverflow) | |
| BE710008A (enrdf_load_stackoverflow) | 1968-07-29 |
| GB1212386A (en) | 1970-11-18 |
| NL6802318A (enrdf_load_stackoverflow) | 1968-08-21 |
| ES350700A1 (es) | 1969-05-01 |
| FR1519743A (fr) | 1968-04-05 |
| LU55509A1 (enrdf_load_stackoverflow) | 1968-10-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 |