DE2125344C2 - Verfahren zur Herstellung eines nichtlinearen Blockcopolymerisats und seine Verwendung - Google Patents
Verfahren zur Herstellung eines nichtlinearen Blockcopolymerisats und seine VerwendungInfo
- Publication number
- DE2125344C2 DE2125344C2 DE2125344A DE2125344A DE2125344C2 DE 2125344 C2 DE2125344 C2 DE 2125344C2 DE 2125344 A DE2125344 A DE 2125344A DE 2125344 A DE2125344 A DE 2125344A DE 2125344 C2 DE2125344 C2 DE 2125344C2
- Authority
- DE
- Germany
- Prior art keywords
- polymer
- blocks
- block
- hydrocarbon
- coupling agent
- 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
- 229920001400 block copolymer Polymers 0.000 title claims description 34
- 238000000034 method Methods 0.000 title claims description 15
- 238000002360 preparation method Methods 0.000 title claims 2
- 229920000642 polymer Polymers 0.000 claims description 49
- 239000007822 coupling agent Substances 0.000 claims description 20
- 238000006116 polymerization reaction Methods 0.000 claims description 17
- 229930195733 hydrocarbon Natural products 0.000 claims description 13
- 239000004215 Carbon black (E152) Substances 0.000 claims description 12
- -1 lithium hydrocarbon compounds Chemical class 0.000 claims description 12
- 150000002430 hydrocarbons Chemical class 0.000 claims description 11
- 239000003999 initiator Substances 0.000 claims description 11
- 238000005859 coupling reaction Methods 0.000 claims description 9
- 229910052744 lithium Inorganic materials 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- 230000008878 coupling Effects 0.000 claims description 7
- 238000010168 coupling process Methods 0.000 claims description 7
- 239000000853 adhesive Substances 0.000 claims description 6
- 230000001070 adhesive effect Effects 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 4
- 150000005690 diesters Chemical class 0.000 claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 150000004703 alkoxides Chemical class 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 150000007942 carboxylates Chemical class 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 238000000465 moulding Methods 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 239000003505 polymerization initiator Substances 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- ZCYXFITUYVYSJW-UHFFFAOYSA-N 1-ethenylisoquinoline Chemical compound C1=CC=C2C(C=C)=NC=CC2=C1 ZCYXFITUYVYSJW-UHFFFAOYSA-N 0.000 claims 1
- XUGNJOCQALIQFG-UHFFFAOYSA-N 2-ethenylquinoline Chemical compound C1=CC=CC2=NC(C=C)=CC=C21 XUGNJOCQALIQFG-UHFFFAOYSA-N 0.000 claims 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
- 239000005062 Polybutadiene Substances 0.000 description 17
- 229920002857 polybutadiene Polymers 0.000 description 17
- 239000000178 monomer Substances 0.000 description 14
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 11
- 239000004793 Polystyrene Substances 0.000 description 9
- 229920002223 polystyrene Polymers 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 150000001993 dienes Chemical class 0.000 description 6
- 229920001519 homopolymer Polymers 0.000 description 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- 229920001195 polyisoprene Polymers 0.000 description 5
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 description 1
- VIZORQUEIQEFRT-UHFFFAOYSA-N Diethyl adipate Chemical compound CCOC(=O)CCCCC(=O)OCC VIZORQUEIQEFRT-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical class CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 229920001744 Polyaldehyde Polymers 0.000 description 1
- 229920002732 Polyanhydride Polymers 0.000 description 1
- 239000004840 adhesive resin Substances 0.000 description 1
- 229920006223 adhesive resin Polymers 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920005605 branched copolymer Polymers 0.000 description 1
- 235000013844 butane Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000004817 pentamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001470 polyketone Polymers 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- AIFMYMZGQVTROK-UHFFFAOYSA-N silicon tetrabromide Chemical compound Br[Si](Br)(Br)Br AIFMYMZGQVTROK-UHFFFAOYSA-N 0.000 description 1
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
Classifications
-
- 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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G81/021—Block or graft polymers containing only sequences of polymers of C08C or C08F
- C08G81/022—Block or graft polymers containing only sequences of polymers of C08C or C08F containing sequences of polymers of conjugated dienes and of polymers of alkenyl aromatic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic 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 |
|---|---|---|---|
| US3991870A | 1970-05-22 | 1970-05-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2125344A1 DE2125344A1 (de) | 1971-12-02 |
| DE2125344C2 true DE2125344C2 (de) | 1982-02-04 |
Family
ID=21908046
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2125344A Expired DE2125344C2 (de) | 1970-05-22 | 1971-05-21 | Verfahren zur Herstellung eines nichtlinearen Blockcopolymerisats und seine Verwendung |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5530005B1 (enExample) |
| BE (1) | BE767474A (enExample) |
| BR (1) | BR7103148D0 (enExample) |
| CA (1) | CA997889A (enExample) |
| DE (1) | DE2125344C2 (enExample) |
| ES (1) | ES391391A1 (enExample) |
| FR (1) | FR2093581A5 (enExample) |
| GB (1) | GB1312854A (enExample) |
| NL (1) | NL162935C (enExample) |
| SE (1) | SE392108B (enExample) |
| ZA (1) | ZA713278B (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3428400A1 (de) * | 1983-08-04 | 1985-02-21 | Shell Internationale Research Maatschappij B.V., Den Haag | Verfahren zur herstellung eines oelloeslichen, sternfoermig strukturierten hydrierten modifizierten polymers und seine verwendung als oelzusatzstoff |
| DE3428402A1 (de) * | 1983-08-04 | 1985-02-21 | Shell Internationale Research Maatschappij B.V., Den Haag | Verfahren zur herstellung eines oelloeslichen sternfoermig strukturierten hydrierten modifizierten polymers und seine verwendung als oelzusatzstoff |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4163764A (en) | 1977-06-23 | 1979-08-07 | Phillips Petroleum Company | Coupled block copolymers with improved tack for adhesives |
| US4148771A (en) | 1977-06-23 | 1979-04-10 | Phillips Petroleum Company | Method of making novel rubbery block copolymers and pressure-sensitive adhesives |
| DE3260590D1 (en) * | 1981-02-20 | 1984-09-27 | Asahi Chemical Ind | A film, sheet or tube of a block copolymer or a composition containing the same |
| US4877836A (en) * | 1988-05-24 | 1989-10-31 | Shell Oil Company | Viscosity index improver and composition containing same |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1162080A (en) * | 1915-03-08 | 1915-11-30 | Charlie Allen Walker | Vehicle-wheel. |
| US3149182A (en) * | 1957-10-28 | 1964-09-15 | Shell Oil Co | Process for preparing block copolymers utilizing organolithium catalysts |
| US3507934A (en) * | 1965-12-20 | 1970-04-21 | Shell Oil Co | Block copolymer compositions having improved processability |
-
1971
- 1971-05-19 NL NL7106861.A patent/NL162935C/xx not_active IP Right Cessation
- 1971-05-21 ES ES391391A patent/ES391391A1/es not_active Expired
- 1971-05-21 BR BR3148/71A patent/BR7103148D0/pt unknown
- 1971-05-21 GB GB1626371A patent/GB1312854A/en not_active Expired
- 1971-05-21 JP JP3415871A patent/JPS5530005B1/ja active Pending
- 1971-05-21 CA CA113,681A patent/CA997889A/en not_active Expired
- 1971-05-21 FR FR7118442A patent/FR2093581A5/fr not_active Expired
- 1971-05-21 ZA ZA713278A patent/ZA713278B/xx unknown
- 1971-05-21 SE SE7106579A patent/SE392108B/xx unknown
- 1971-05-21 DE DE2125344A patent/DE2125344C2/de not_active Expired
- 1971-05-21 BE BE767474A patent/BE767474A/xx not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3428400A1 (de) * | 1983-08-04 | 1985-02-21 | Shell Internationale Research Maatschappij B.V., Den Haag | Verfahren zur herstellung eines oelloeslichen, sternfoermig strukturierten hydrierten modifizierten polymers und seine verwendung als oelzusatzstoff |
| DE3428402A1 (de) * | 1983-08-04 | 1985-02-21 | Shell Internationale Research Maatschappij B.V., Den Haag | Verfahren zur herstellung eines oelloeslichen sternfoermig strukturierten hydrierten modifizierten polymers und seine verwendung als oelzusatzstoff |
Also Published As
| Publication number | Publication date |
|---|---|
| BR7103148D0 (pt) | 1973-04-12 |
| NL162935B (nl) | 1980-02-15 |
| NL7106861A (enExample) | 1971-11-24 |
| GB1312854A (en) | 1973-04-11 |
| ZA713278B (en) | 1972-01-26 |
| FR2093581A5 (enExample) | 1972-01-28 |
| BE767474A (fr) | 1971-11-22 |
| DE2125344A1 (de) | 1971-12-02 |
| JPS5530005B1 (enExample) | 1980-08-07 |
| NL162935C (nl) | 1980-07-15 |
| SE392108B (sv) | 1977-03-14 |
| CA997889A (en) | 1976-09-28 |
| ES391391A1 (es) | 1973-07-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2550226C2 (de) | Verzweigte Blockcopolymerisate und Verfahren zu ihrer Herstellung | |
| DE69405983T2 (de) | Verfahren zur herstellung von einer blockcopolymerzusammensetzung | |
| EP0026916B1 (de) | Verfahren zur Herstellung von Mischungen linearer Dreiblockcopolymerisate sowie Formteile aus diesen | |
| DE2541511C2 (de) | Verfahren zur Herstellung eines Blockcopolymerengemisches | |
| DE69119440T2 (de) | Härtbares flüssiges Copolymer | |
| DE3032832A1 (de) | Verfahren zur herstellung von verzweigten blockcopolymerisaten, verwendung derselben und formteile aus diesen | |
| DE69406014T2 (de) | Blockcopolymere mit verbesserter kombination von eigenschaften | |
| DE1795766B2 (de) | Thermoplastische elastomerenmischung auf der basis von butadien-copolymerisaten und paraffin | |
| DE69219852T2 (de) | Verfahren zur Herstellung von asymmetrischen radialen Polymeren | |
| DE2314136C2 (de) | Kunststoffmassen bestehend aus einem hydrierten Blockcopolymeren und einem Kohlenwasserstoff-Polymeren und Verfahren zu deren Herstellung | |
| DE2449299C3 (de) | Dreiblockpolymerisat aus Polystyrol-, Polybutadien- und Bly-2-vinylpyridin-blöcken | |
| DE69628020T2 (de) | Thermoplastische elastomere blockcopolymere und verfahren zu ihrer herstellung | |
| DE2829795A1 (de) | Harzartige, radiale-lineare copolymerisatmischungen mit bloecken mit einem hetereogenitaetsindex im bereich von 2,5 - 4 | |
| DE2550227C2 (de) | Verzweigte Blockcopolymerisate und Verfahren zu ihrer Herstellung | |
| EP0927210A1 (de) | Thermoplastische elastomere | |
| DE2125344C2 (de) | Verfahren zur Herstellung eines nichtlinearen Blockcopolymerisats und seine Verwendung | |
| DE3735403A1 (de) | Verzweigte copolymerisate und verfahren zu ihrer herstellung | |
| DE60036387T2 (de) | Butadien/isopren/aromatisches vinylkohlenwasserstoff-siebenblock-copolymer und dessen herstellungsverfahren | |
| DE69124869T2 (de) | Hydriertes und verzweigtes Blockcopolymer und Verfahren zur Herstellung | |
| DE69711168T2 (de) | Verfahren zur Herstellung einer elastomeren Copolymerzusammensetzung aus monovinylaromatischen Kohlenwasserstoffen und konjugierten Dienen | |
| DE2610068C2 (de) | Transparente schlagfeste Polymermischungen | |
| DE3707434A1 (de) | Polyisoprene mit einem hohen anteil von 1,2- und 3,4-struktureinheiten, verfahren zu ihrer herstellung und ihre verwendung | |
| EP0423571B1 (de) | Verzweigte Copolymerisate | |
| DE60024880T2 (de) | Multiblockcopolymer und sein herstellungsverfahren | |
| DE2143363B2 (de) | Verfahren zur Erhöhung des Molkulargewichts von Polymerisaten mit mindestens einem endständigen Lithiumatom |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| D2 | Grant after examination | ||
| 8339 | Ceased/non-payment of the annual fee |