GB1283327A - Process for the discontinuous copolymerization of conjugated dienes containing at most five carbon atoms, and vinylaromatic compounds - Google Patents
Process for the discontinuous copolymerization of conjugated dienes containing at most five carbon atoms, and vinylaromatic compoundsInfo
- Publication number
- GB1283327A GB1283327A GB2692071A GB2692071A GB1283327A GB 1283327 A GB1283327 A GB 1283327A GB 2692071 A GB2692071 A GB 2692071A GB 2692071 A GB2692071 A GB 2692071A GB 1283327 A GB1283327 A GB 1283327A
- Authority
- GB
- United Kingdom
- Prior art keywords
- copolymerization
- styrene
- lithium
- initiator
- monomer
- 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
- 238000007334 copolymerization reaction Methods 0.000 title abstract 5
- 150000001993 dienes Chemical class 0.000 title abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 6
- -1 alkenyl aromatic compounds Chemical class 0.000 abstract 5
- 239000000178 monomer Substances 0.000 abstract 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- 239000003085 diluting agent Substances 0.000 abstract 3
- 239000003999 initiator Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 abstract 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 abstract 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 2
- 229910052744 lithium Inorganic materials 0.000 abstract 2
- 239000005049 silicon tetrachloride Substances 0.000 abstract 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 abstract 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 abstract 1
- KXYAVSFOJVUIHT-UHFFFAOYSA-N 2-vinylnaphthalene Chemical compound C1=CC=CC2=CC(C=C)=CC=C21 KXYAVSFOJVUIHT-UHFFFAOYSA-N 0.000 abstract 1
- WKNIPOZMZRSXGI-UHFFFAOYSA-N C1=CC=C2C([Li])=CC=CC2=C1[Li] Chemical compound C1=CC=C2C([Li])=CC=CC2=C1[Li] WKNIPOZMZRSXGI-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- VIZORQUEIQEFRT-UHFFFAOYSA-N Diethyl adipate Chemical compound CCOC(=O)CCCCC(=O)OCC VIZORQUEIQEFRT-UHFFFAOYSA-N 0.000 abstract 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 abstract 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 abstract 1
- PYWOMDDOXZOOJZ-UHFFFAOYSA-N [Li]C1=CC=C([Li])C=C1 Chemical compound [Li]C1=CC=C([Li])C=C1 PYWOMDDOXZOOJZ-UHFFFAOYSA-N 0.000 abstract 1
- VOTZHAZMXFYESM-UHFFFAOYSA-N [Li]C1=CC=CC([Li])=C1 Chemical compound [Li]C1=CC=CC([Li])=C1 VOTZHAZMXFYESM-UHFFFAOYSA-N 0.000 abstract 1
- QQDSVXYDUMVTSQ-UHFFFAOYSA-N [Li]CCCCC[Li] Chemical compound [Li]CCCCC[Li] QQDSVXYDUMVTSQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000007822 coupling agent Substances 0.000 abstract 1
- 239000003431 cross linking reagent Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract 1
- FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 abstract 1
- NHKJPPKXDNZFBJ-UHFFFAOYSA-N phenyllithium Chemical compound [Li]C1=CC=CC=C1 NHKJPPKXDNZFBJ-UHFFFAOYSA-N 0.000 abstract 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 abstract 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
- 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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL7005520A NL145567B (nl) | 1970-04-16 | 1970-04-16 | Werkwijze voor de niet-continue copolymerisatie van geconjugeerde dienen met ten hoogste 5 c-atomen en vinylaromatische verbindingen. |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1283327A true GB1283327A (en) | 1972-07-26 |
Family
ID=19809870
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2692071A Expired GB1283327A (en) | 1970-04-16 | 1971-04-19 | Process for the discontinuous copolymerization of conjugated dienes containing at most five carbon atoms, and vinylaromatic compounds |
Country Status (9)
Country | Link |
---|---|
JP (1) | JPS4948188B1 (enrdf_load_stackoverflow) |
BE (1) | BE765465A (enrdf_load_stackoverflow) |
BR (1) | BR7102205D0 (enrdf_load_stackoverflow) |
CA (1) | CA981395A (enrdf_load_stackoverflow) |
DE (1) | DE2117995C2 (enrdf_load_stackoverflow) |
ES (1) | ES390165A1 (enrdf_load_stackoverflow) |
FR (1) | FR2089617A1 (enrdf_load_stackoverflow) |
GB (1) | GB1283327A (enrdf_load_stackoverflow) |
NL (1) | NL145567B (enrdf_load_stackoverflow) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4092375A (en) * | 1975-10-03 | 1978-05-30 | Shell Oil Company | Preparation of a non-linear elastomeric copolymer |
DE2948615A1 (de) * | 1978-12-04 | 1980-06-12 | Asahi Chemical Ind | Polymermassen auf basis von aromatischen alkenylharzen und deren verwendung zur herstellung von formteilen |
US4396741A (en) | 1982-03-30 | 1983-08-02 | Shell Oil Company | Photometer-controlled anionic polymerization |
US5036138A (en) * | 1987-10-19 | 1991-07-30 | Shell Oil Company | Elastomeric compositions, process for the preparation thereof and tires containing them |
EP0210677B1 (en) * | 1985-07-23 | 1993-09-08 | Shell Internationale Researchmaatschappij B.V. | Process for the anionic polymerization of monomers |
US5336737A (en) * | 1989-08-16 | 1994-08-09 | Shell Oil Company | Process for the preparation of random copolymers of conjugated dienes and vinyl aromatic compounds |
US6255421B1 (en) * | 1997-12-10 | 2001-07-03 | Isp Investments Inc. | Non-aqueous, heterogeneous polymerization process and reaction product obtained thereby |
US6300442B1 (en) * | 1997-12-10 | 2001-10-09 | Isp Investments Inc. | Process for making a cosmetically or pharmaceutically-acceptable emulsion or gel composition |
USH2030H1 (en) * | 1993-06-29 | 2002-06-04 | Shell Oil Company | Process for the preparation of random copolymers of conjugated dienes and vinyl aromatic compounds |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50156487A (enrdf_load_stackoverflow) * | 1974-06-05 | 1975-12-17 | ||
JPS5323284U (enrdf_load_stackoverflow) * | 1976-08-05 | 1978-02-27 | ||
JPS53166493U (enrdf_load_stackoverflow) * | 1978-06-08 | 1978-12-27 | ||
JPH02109248U (enrdf_load_stackoverflow) * | 1989-02-20 | 1990-08-31 | ||
DE19801101A1 (de) * | 1998-01-15 | 1999-07-22 | Basf Ag | Verfahren zur Herstellung von statistischen Styrol-Butadien-Copolymeren |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3094512A (en) * | 1959-12-31 | 1963-06-18 | Phillips Petroleum Co | Process for the preparation of low vinyl low trans content random copolymer |
NL295247A (enrdf_load_stackoverflow) * | 1962-07-13 |
-
1970
- 1970-04-16 NL NL7005520A patent/NL145567B/xx not_active IP Right Cessation
-
1971
- 1971-04-08 BE BE765465A patent/BE765465A/nl not_active IP Right Cessation
- 1971-04-14 DE DE19712117995 patent/DE2117995C2/de not_active Expired
- 1971-04-14 JP JP46023185A patent/JPS4948188B1/ja active Pending
- 1971-04-14 ES ES390165A patent/ES390165A1/es not_active Expired
- 1971-04-14 FR FR7113086A patent/FR2089617A1/fr active Pending
- 1971-04-14 BR BR220571A patent/BR7102205D0/pt unknown
- 1971-04-14 CA CA110,336A patent/CA981395A/en not_active Expired
- 1971-04-19 GB GB2692071A patent/GB1283327A/en not_active Expired
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4092375A (en) * | 1975-10-03 | 1978-05-30 | Shell Oil Company | Preparation of a non-linear elastomeric copolymer |
DE2948615A1 (de) * | 1978-12-04 | 1980-06-12 | Asahi Chemical Ind | Polymermassen auf basis von aromatischen alkenylharzen und deren verwendung zur herstellung von formteilen |
US4396741A (en) | 1982-03-30 | 1983-08-02 | Shell Oil Company | Photometer-controlled anionic polymerization |
EP0210677B1 (en) * | 1985-07-23 | 1993-09-08 | Shell Internationale Researchmaatschappij B.V. | Process for the anionic polymerization of monomers |
US5036138A (en) * | 1987-10-19 | 1991-07-30 | Shell Oil Company | Elastomeric compositions, process for the preparation thereof and tires containing them |
US5064905A (en) * | 1987-10-19 | 1991-11-12 | Shell Oil Company | Elastomeric compositions, process for the preparation thereof and tires containing them |
US5336737A (en) * | 1989-08-16 | 1994-08-09 | Shell Oil Company | Process for the preparation of random copolymers of conjugated dienes and vinyl aromatic compounds |
USH2030H1 (en) * | 1993-06-29 | 2002-06-04 | Shell Oil Company | Process for the preparation of random copolymers of conjugated dienes and vinyl aromatic compounds |
US6255421B1 (en) * | 1997-12-10 | 2001-07-03 | Isp Investments Inc. | Non-aqueous, heterogeneous polymerization process and reaction product obtained thereby |
US6300442B1 (en) * | 1997-12-10 | 2001-10-09 | Isp Investments Inc. | Process for making a cosmetically or pharmaceutically-acceptable emulsion or gel composition |
Also Published As
Publication number | Publication date |
---|---|
BR7102205D0 (pt) | 1973-04-10 |
ES390165A1 (es) | 1974-05-16 |
FR2089617A1 (enrdf_load_stackoverflow) | 1972-01-07 |
DE2117995C2 (de) | 1983-11-03 |
JPS4948188B1 (enrdf_load_stackoverflow) | 1974-12-19 |
NL7005520A (enrdf_load_stackoverflow) | 1971-10-19 |
NL145567B (nl) | 1975-04-15 |
BE765465A (nl) | 1971-10-08 |
CA981395A (en) | 1976-01-06 |
DE2117995A1 (de) | 1971-10-28 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PE20 | Patent expired after termination of 20 years |