GB453854A - Process for the manufacture of polymerisation products from olefines - Google Patents
Process for the manufacture of polymerisation products from olefinesInfo
- Publication number
- GB453854A GB453854A GB844535A GB844535A GB453854A GB 453854 A GB453854 A GB 453854A GB 844535 A GB844535 A GB 844535A GB 844535 A GB844535 A GB 844535A GB 453854 A GB453854 A GB 453854A
- Authority
- GB
- United Kingdom
- Prior art keywords
- boron fluoride
- dihydrate
- treated
- atmospheres
- propylene
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- MJCYPBSRKLJZTB-UHFFFAOYSA-N trifluoroborane;dihydrate Chemical compound O.O.FB(F)F MJCYPBSRKLJZTB-UHFFFAOYSA-N 0.000 abstract 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 4
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical class FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 229910015900 BF3 Inorganic materials 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005977 Ethylene Substances 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 1
- COTMJGCQSLZICX-UHFFFAOYSA-N acetic acid;trifluoroborane Chemical compound CC(O)=O.CC(O)=O.FB(F)F COTMJGCQSLZICX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- YMPJDEMLDRISTK-UHFFFAOYSA-N boron;dihydrate Chemical compound [B].O.O YMPJDEMLDRISTK-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000004683 dihydrates Chemical class 0.000 abstract 1
- 238000010494 dissociation reaction Methods 0.000 abstract 1
- 230000005593 dissociations Effects 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000012263 liquid product Substances 0.000 abstract 1
- -1 pentadecylenes Chemical class 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/38—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of dienes or alkynes
- C07C2/40—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of dienes or alkynes of conjugated dienes
- C07C2/403—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C2/20—Acids of halogen; Salts thereof ; Complexes thereof with organic compounds
-
- 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
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/08—Halides
- C07C2527/12—Fluorides
- C07C2527/1213—Boron fluoride
Abstract
The polymerization of olefines (including butadiene) is effected above about 50 DEG C. by the action of boron fluoride compounds containing at least one atom of hydrogen capable of removal by dissociation. Suitable catalysts are compounds of boron fluoride with water, alcohols, and acids such as the dihydrate, dialcoholate, and the compound of boron fluoride with acetic acid. In some cases at low temperatures a different reaction may occur; thus boron dihydrate converts propylene to di-isopropyl ether at ordinary temperature. In examples: (1) propylene is treated with boron fluoride diacetate at 100--120 DEG C. and 15--20 atmospheres, a liquid product being obtained probably containing pentadecylenes and octodecylenes; (2) propylene is treated with boron fluoride dihydrate at 80 DEG C. and 15--20 atmospheres; (3) a and b butylenes are treated with boron fluoride dihydrate at 60 DEG C.; (4) ethylene is treated with boron fluoride dihydrate at 110 DEG C. and 30 atmospheres; (5) isobutylene is treated with boron fluoride dihydrate at 100 DEG C. and 5--10 atmospheres; (6) butadiene is treated with boron fluoride dihydrate at 60 DEG C. and 5 atmospheres yielding a viscous oil and an elastic to brittle resin. The Provisional Specification describes the use of the compound of boron fluoride with phosphoric acid described in Specification 451,359, [Group III], for the polymerization of propylene and ethylene.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE453854X | 1934-12-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB453854A true GB453854A (en) | 1936-09-18 |
Family
ID=9852629
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB844535A Expired GB453854A (en) | 1934-12-08 | 1935-03-18 | Process for the manufacture of polymerisation products from olefines |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE410804A (en) |
| FR (1) | FR793226A (en) |
| GB (1) | GB453854A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2436238A (en) * | 1944-11-04 | 1948-02-17 | Standard Oil Dev Co | Interpolymerization of olefins |
| US2488752A (en) * | 1945-10-31 | 1949-11-22 | Universal Oil Prod Co | Process for conversion of olefins using the reaction product of oxygen, boron trifluoride, and a hydrocarbon as catalyst |
| US2540580A (en) * | 1947-09-11 | 1951-02-06 | Standard Oil Dev Co | Quality of olefin polymer lubricants |
| US2559576A (en) * | 1947-06-25 | 1951-07-03 | Universal Oil Prod Co | Process for polymerization with tetraborohypophosphoric acid catalyst |
| DE947967C (en) * | 1952-08-20 | 1956-08-23 | Standard Oil Dev Co | Process for olefin polymerization with boron fluoride-phosphoric acid catalysts |
| GB2156377A (en) * | 1984-03-26 | 1985-10-09 | Chevron Res | Co-oligomerization of olefins |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2446897A (en) * | 1942-12-24 | 1948-08-10 | Standard Oil Dev Co | Process for polymerizing olefinic compounds with metal halide-organic acid double salts |
| US2415172A (en) * | 1944-07-25 | 1947-02-04 | Standard Oil Dev Co | Production of polymers from alcohols using a boron fluoride-acetic acid complex catalyst |
| DE1135872B (en) * | 1959-04-17 | 1962-09-06 | Universal Oil Prod Co | Process for the alkylation of benzene with C 1-4 olefins in the presence of sulfuric acid |
| CN114192192B (en) * | 2021-12-28 | 2022-09-09 | 卫星化学股份有限公司 | Catalyst composition for ethylene oligomerization and preparation method and application thereof |
-
1935
- 1935-03-18 GB GB844535A patent/GB453854A/en not_active Expired
- 1935-08-01 FR FR793226D patent/FR793226A/en not_active Expired
- 1935-08-09 BE BE410804D patent/BE410804A/xx unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2436238A (en) * | 1944-11-04 | 1948-02-17 | Standard Oil Dev Co | Interpolymerization of olefins |
| US2488752A (en) * | 1945-10-31 | 1949-11-22 | Universal Oil Prod Co | Process for conversion of olefins using the reaction product of oxygen, boron trifluoride, and a hydrocarbon as catalyst |
| US2559576A (en) * | 1947-06-25 | 1951-07-03 | Universal Oil Prod Co | Process for polymerization with tetraborohypophosphoric acid catalyst |
| US2540580A (en) * | 1947-09-11 | 1951-02-06 | Standard Oil Dev Co | Quality of olefin polymer lubricants |
| DE947967C (en) * | 1952-08-20 | 1956-08-23 | Standard Oil Dev Co | Process for olefin polymerization with boron fluoride-phosphoric acid catalysts |
| GB2156377A (en) * | 1984-03-26 | 1985-10-09 | Chevron Res | Co-oligomerization of olefins |
Also Published As
| Publication number | Publication date |
|---|---|
| BE410804A (en) | 1935-09-30 |
| FR793226A (en) | 1936-01-20 |
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