DE2422724A1 - Verfahren zur herstellung von a-b-ablockpolymeren aus poly-alpha-methylstyrol und dem polymeren eines konjugierten diens - Google Patents
Verfahren zur herstellung von a-b-ablockpolymeren aus poly-alpha-methylstyrol und dem polymeren eines konjugierten diensInfo
- Publication number
- DE2422724A1 DE2422724A1 DE19742422724 DE2422724A DE2422724A1 DE 2422724 A1 DE2422724 A1 DE 2422724A1 DE 19742422724 DE19742422724 DE 19742422724 DE 2422724 A DE2422724 A DE 2422724A DE 2422724 A1 DE2422724 A1 DE 2422724A1
- Authority
- DE
- Germany
- Prior art keywords
- methylstyrene
- polymer
- poly
- conjugated diene
- polymerization
- 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.)
- Withdrawn
Links
- 229920000642 polymer Polymers 0.000 title claims description 37
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 title claims description 34
- 238000000034 method Methods 0.000 title claims description 12
- 238000002360 preparation method Methods 0.000 title description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 28
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 13
- 150000001993 dienes Chemical class 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 11
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 5
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 4
- AHAREKHAZNPPMI-AATRIKPKSA-N (3e)-hexa-1,3-diene Chemical compound CC\C=C\C=C AHAREKHAZNPPMI-AATRIKPKSA-N 0.000 claims description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 claims description 2
- CJSBUWDGPXGFGA-UHFFFAOYSA-N dimethyl-butadiene Natural products CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 claims description 2
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 2
- QWFRFVPEFDDMQD-UHFFFAOYSA-N [Li]CCCCCCCCCC[Li] Chemical compound [Li]CCCCCCCCCC[Li] QWFRFVPEFDDMQD-UHFFFAOYSA-N 0.000 claims 1
- SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical compound [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- 239000004793 Polystyrene Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 229920002223 polystyrene Polymers 0.000 description 6
- 239000003999 initiator Substances 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229920001400 block copolymer Polymers 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 230000000977 initiatory effect Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000002530 phenolic antioxidant Substances 0.000 description 3
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- -1 diene anion Chemical class 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- BZEZSORUWZUMNU-UHFFFAOYSA-N [Li]CCCC[Li] Chemical compound [Li]CCCC[Li] BZEZSORUWZUMNU-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 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
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
- C08F297/04—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising vinyl aromatic monomers and conjugated dienes
- C08F297/042—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising vinyl aromatic monomers and conjugated dienes using a polyfunctional initiator
-
- 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
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—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
- C08F236/04—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
- C08F236/10—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 with vinyl-aromatic monomers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US36136773A | 1973-05-17 | 1973-05-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2422724A1 true DE2422724A1 (de) | 1974-12-05 |
Family
ID=23421753
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19742422724 Withdrawn DE2422724A1 (de) | 1973-05-17 | 1974-05-10 | Verfahren zur herstellung von a-b-ablockpolymeren aus poly-alpha-methylstyrol und dem polymeren eines konjugierten diens |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5118477B2 (enrdf_load_stackoverflow) |
| BE (1) | BE815017A (enrdf_load_stackoverflow) |
| BR (1) | BR7403851D0 (enrdf_load_stackoverflow) |
| CA (1) | CA1041693A (enrdf_load_stackoverflow) |
| DE (1) | DE2422724A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2229710B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1444680A (enrdf_load_stackoverflow) |
| IT (1) | IT1013153B (enrdf_load_stackoverflow) |
| NL (1) | NL173756C (enrdf_load_stackoverflow) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55118241U (enrdf_load_stackoverflow) * | 1979-02-13 | 1980-08-21 | ||
| JPS55159442A (en) * | 1979-05-31 | 1980-12-11 | Toppan Printing Co Ltd | Automatic cutter and punch of roll film |
| US4260694A (en) * | 1979-11-29 | 1981-04-07 | Mobil Oil Corporation | p-Methylstyrene diene block copolymers |
| CA1248672A (en) * | 1983-08-22 | 1989-01-10 | The Dow Chemical Company | Process for preparation of copolymers of isopropenyl aromatic monomer and vinyl aromatic monomer |
| DE3527909A1 (de) * | 1985-08-03 | 1987-02-12 | Basf Ag | Polymerisate mit aminogruppen, deren herstellung und verwendung |
| DE3639569A1 (de) * | 1986-11-20 | 1988-06-01 | Basf Ag | Am kettenende funktionalisierte polymere und verfahren zu ihrer herstellung |
| JPH0444647U (enrdf_load_stackoverflow) * | 1990-08-18 | 1992-04-15 | ||
| JP3001216U (ja) * | 1994-02-18 | 1994-08-23 | 施設工業株式会社 | 火葬炉 |
| KR20180067332A (ko) | 2016-12-12 | 2018-06-20 | 에스엘 주식회사 | 차량용 램프 |
| KR20180067325A (ko) | 2016-12-12 | 2018-06-20 | 에스엘 주식회사 | 차량용 램프 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1191605A (en) * | 1967-04-01 | 1970-05-13 | Polymer Corp | Block Copolymers and their Preparation. |
-
1974
- 1974-04-24 CA CA198,014A patent/CA1041693A/en not_active Expired
- 1974-04-29 GB GB1856774A patent/GB1444680A/en not_active Expired
- 1974-05-10 DE DE19742422724 patent/DE2422724A1/de not_active Withdrawn
- 1974-05-13 IT IT5096074A patent/IT1013153B/it active
- 1974-05-13 FR FR7416478A patent/FR2229710B1/fr not_active Expired
- 1974-05-13 BR BR385174A patent/BR7403851D0/pt unknown
- 1974-05-14 BE BE144306A patent/BE815017A/xx not_active IP Right Cessation
- 1974-05-14 NL NL7406473A patent/NL173756C/xx not_active IP Right Cessation
- 1974-05-17 JP JP49054650A patent/JPS5118477B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2229710A1 (enrdf_load_stackoverflow) | 1974-12-13 |
| BE815017A (fr) | 1974-09-02 |
| BR7403851D0 (pt) | 1974-12-24 |
| JPS5118477B2 (enrdf_load_stackoverflow) | 1976-06-10 |
| CA1041693A (en) | 1978-10-31 |
| NL7406473A (enrdf_load_stackoverflow) | 1974-11-19 |
| NL173756C (nl) | 1984-03-01 |
| AU6840174A (en) | 1975-10-30 |
| NL173756B (nl) | 1983-10-03 |
| FR2229710B1 (enrdf_load_stackoverflow) | 1978-01-27 |
| JPS5021089A (enrdf_load_stackoverflow) | 1975-03-06 |
| IT1013153B (it) | 1977-03-30 |
| GB1444680A (en) | 1976-08-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| 8130 | Withdrawal |