GB1111978A - Process for the preparation of mixtures of isoprene polymers by polymerization with lithium hydrocarbyl compounds - Google Patents
Process for the preparation of mixtures of isoprene polymers by polymerization with lithium hydrocarbyl compoundsInfo
- Publication number
- GB1111978A GB1111978A GB1742867A GB1742867A GB1111978A GB 1111978 A GB1111978 A GB 1111978A GB 1742867 A GB1742867 A GB 1742867A GB 1742867 A GB1742867 A GB 1742867A GB 1111978 A GB1111978 A GB 1111978A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mixtures
- polymerization
- monomer conversion
- polymers
- average
- 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
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 title abstract 8
- 239000000203 mixture Substances 0.000 title abstract 5
- 229920000642 polymer Polymers 0.000 title abstract 4
- 229910052744 lithium Inorganic materials 0.000 title abstract 3
- 238000006116 polymerization reaction Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 3
- 239000000178 monomer Substances 0.000 abstract 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- -1 lithium hydrocarbyl compound Chemical class 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- 235000021355 Stearic acid Nutrition 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 abstract 1
- 229960003750 ethyl chloride Drugs 0.000 abstract 1
- 238000009472 formulation Methods 0.000 abstract 1
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical class CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- 229920002959 polymer blend Polymers 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 230000000630 rising effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000008117 stearic acid Substances 0.000 abstract 1
- 239000011787 zinc oxide Substances 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
- C08F136/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F136/02—Homopolymers 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
- C08F136/04—Homopolymers 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
- C08F136/08—Isoprene
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)
- Polymerisation Methods In General (AREA)
Abstract
Mixtures of isoprene polymers are made by solution polymerizing isoprene in the presence of a lithium hydrocarbyl compound at 15-70 DEG C. to a monomer conversion of more than 50% wherein the concentration of lithium per million parts by weight of total charge is between 0.0 and 0.3 when the polymerization starts and is subsequently increased to a value between 0.10 and 1.2 as long as the monomer conversion is below 50%, and is increased further to a value between 0.20 and 6.00 when the monomer conversion is rising from 50% upwards. The polymerization is carried out using conventional low-pressure techniques. The solvent may consist of n-pentane, n-heptane, isopentanes, amylenes, cyclohexane, and mixtures thereof. The reaction is preferably terminated with methanol, and an antioxidant added such as 2,4,6-tri(3,5-di-tert.-butyl-4-hydroxybenzyl) benzene. The mixture of isoprene polymers has the following properties, an average cis-1,4 content of at least 90%, an average Hoekstra plasticity of 40-85, an average intrinsic viscosity of 4-10 dl/g., a maximum content of 10% by weight of polymers with an I.V. below 0.9 dl/g., and a particular I.V. distribution pattern. The polymer mixture can be vulcanized, e.g. with the following formulation, stearic acid, sulphur, a reaction product of ethyl-chloride, HCHO and NH3, N-oxydiethylene - 2 - benzothiazole - sulphenamide, zinc oxide, and 2,2-methylene-bis (4-methyl-6-tert.-butylphenol).
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL154225D NL154225C (en) | 1967-04-17 | ||
| GB1742867A GB1111978A (en) | 1967-04-17 | 1967-04-17 | Process for the preparation of mixtures of isoprene polymers by polymerization with lithium hydrocarbyl compounds |
| FR1566842D FR1566842A (en) | 1967-04-17 | 1968-04-16 | |
| ES352794A ES352794A1 (en) | 1967-04-17 | 1968-04-16 | Process for the preparation of mixtures of isoprene polymers by polymerization with lithium hydrocarbyl compounds |
| NL6805311A NL154225B (en) | 1967-04-17 | 1968-04-16 | PROCESS FOR PREPARING MIXTURES OF ISOPRENE POLYMERS BY POLYMERIZATION WITH LITHIUM HYDROCARBYL COMPOUNDS. |
| DE19681770212 DE1770212C3 (en) | 1967-04-17 | 1968-04-16 | Isoprene polymer mixtures and process for their preparation |
| BE713731D BE713731A (en) | 1967-04-17 | 1968-04-16 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1742867A GB1111978A (en) | 1967-04-17 | 1967-04-17 | Process for the preparation of mixtures of isoprene polymers by polymerization with lithium hydrocarbyl compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1111978A true GB1111978A (en) | 1968-05-01 |
Family
ID=10095026
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1742867A Expired GB1111978A (en) | 1967-04-17 | 1967-04-17 | Process for the preparation of mixtures of isoprene polymers by polymerization with lithium hydrocarbyl compounds |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE713731A (en) |
| DE (1) | DE1770212C3 (en) |
| ES (1) | ES352794A1 (en) |
| FR (1) | FR1566842A (en) |
| GB (1) | GB1111978A (en) |
| NL (2) | NL154225B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4181635A (en) * | 1977-02-21 | 1980-01-01 | Kuraray Co., Ltd. | Pressure sensitive adhesive compositions |
| US4218349A (en) | 1978-12-19 | 1980-08-19 | Kuraray Co., Ltd. | Rubber composition |
-
0
- NL NL154225D patent/NL154225C/xx active
-
1967
- 1967-04-17 GB GB1742867A patent/GB1111978A/en not_active Expired
-
1968
- 1968-04-16 ES ES352794A patent/ES352794A1/en not_active Expired
- 1968-04-16 BE BE713731D patent/BE713731A/xx unknown
- 1968-04-16 DE DE19681770212 patent/DE1770212C3/en not_active Expired
- 1968-04-16 NL NL6805311A patent/NL154225B/en not_active IP Right Cessation
- 1968-04-16 FR FR1566842D patent/FR1566842A/fr not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4181635A (en) * | 1977-02-21 | 1980-01-01 | Kuraray Co., Ltd. | Pressure sensitive adhesive compositions |
| US4218349A (en) | 1978-12-19 | 1980-08-19 | Kuraray Co., Ltd. | Rubber composition |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1770212B2 (en) | 1981-06-04 |
| NL6805311A (en) | 1968-10-18 |
| ES352794A1 (en) | 1970-01-01 |
| NL154225B (en) | 1977-08-15 |
| DE1770212C3 (en) | 1982-03-25 |
| NL154225C (en) | |
| FR1566842A (en) | 1969-05-09 |
| BE713731A (en) | 1968-10-16 |
| DE1770212A1 (en) | 1971-10-07 |
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