GB432310A - Manufacture of polymerization products from unsaturated hydrocarbons - Google Patents
Manufacture of polymerization products from unsaturated hydrocarbonsInfo
- Publication number
- GB432310A GB432310A GB14134/34A GB1413434A GB432310A GB 432310 A GB432310 A GB 432310A GB 14134/34 A GB14134/34 A GB 14134/34A GB 1413434 A GB1413434 A GB 1413434A GB 432310 A GB432310 A GB 432310A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polymerization
- oils
- products
- halide
- cracked
- 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
- 238000006116 polymerization reaction Methods 0.000 title abstract 11
- 238000004519 manufacturing process Methods 0.000 title 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 title 1
- 150000004820 halides Chemical class 0.000 abstract 7
- 239000003921 oil Substances 0.000 abstract 6
- 239000003795 chemical substances by application Substances 0.000 abstract 4
- 239000010687 lubricating oil Substances 0.000 abstract 3
- 239000011541 reaction mixture Substances 0.000 abstract 3
- 229910015900 BF3 Inorganic materials 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 2
- 238000013019 agitation Methods 0.000 abstract 2
- 239000005030 aluminium foil Substances 0.000 abstract 2
- 238000009835 boiling Methods 0.000 abstract 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 2
- 239000003575 carbonaceous material Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000011248 coating agent Substances 0.000 abstract 2
- 238000000576 coating method Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000005336 cracking Methods 0.000 abstract 2
- 230000001066 destructive effect Effects 0.000 abstract 2
- 239000000446 fuel Substances 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 2
- 238000005984 hydrogenation reaction Methods 0.000 abstract 2
- 239000012442 inert solvent Substances 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000012188 paraffin wax Substances 0.000 abstract 2
- 239000003208 petroleum Substances 0.000 abstract 2
- 239000004033 plastic Substances 0.000 abstract 2
- 238000000197 pyrolysis Methods 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- ODNBVEIAQAZNNM-UHFFFAOYSA-N 1-(6-chloroimidazo[1,2-b]pyridazin-3-yl)ethanone Chemical compound C1=CC(Cl)=NN2C(C(=O)C)=CN=C21 ODNBVEIAQAZNNM-UHFFFAOYSA-N 0.000 abstract 1
- ZQXCQTAELHSNAT-UHFFFAOYSA-N 1-chloro-3-nitro-5-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(Cl)=CC(C(F)(F)F)=C1 ZQXCQTAELHSNAT-UHFFFAOYSA-N 0.000 abstract 1
- GUNJVIDCYZYFGV-UHFFFAOYSA-K Antimony trifluoride Inorganic materials F[Sb](F)F GUNJVIDCYZYFGV-UHFFFAOYSA-K 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
- C10M143/06—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing butene
-
- 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
- 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
- C07C2/22—Metal halides; 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
-
- 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
- C07C2527/133—Compounds comprising a halogen and vanadium, niobium, tantalium, antimonium or bismuth
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/026—Butene
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/02—Pour-point; Viscosity index
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Lubricants (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
High molecular weight polymerization products ranging from viscous oils to plastic solids are obtained from fractions boiling below 120 DEG F. of hydrocarbon oils produced by cracking, destructive distillation or destructive hydrogenation of carbonaceous materials, by subjecting the fractions to polymerization in the presence of an active halide polymerizing-agent at a temperature below 100 DEG F., and then separating the polymerization product from the reaction mixture. The starting material is preferably a fraction of a cracked petroleum oil, conveniently one that contains isobutylene and that boils between 70 DEG F. and -40 DEG F., preferably between 15 DEG F. and -5 DEG F.; and it is usually treated in the liquid phase, preferably with vigorous agitation. The polymerizing-agents may be a volatile halide such as boron fluoride and antinomy trifluoride; it may be prepared in the course of the reaction as by treating aluminium foil with hydrogen chloride; and the halide may be employed in the form of a double compound or in solution in an inert solvent. The polymerization is preferably carried out at a temperature below 32 DEG F., for example, at -80 DEG F. The polymerization products are particularly adapted for improving lubricating-oils; they may be used as an addition to motor fuels, to medicinal and white oils, to paraffin wax, &c., and in coating and impregnating compositions. The relatively low molecular weight products may be cracked, and the cracked products re-polymerized.ALSO:High molecular-weight polymerization products ranging from viscous oils to plastic solids and particularly adapted for improving the viscosity-temperature characteristics of lubricating-oils, are obtained from fractions boiling below 120 DEG F. of hydrocarbon oils produced by cracking, destructive distillation or destructive hydrogenation of carbonaceous materials, by subjecting the fractions to polymerization in the presence of an active halide polymerizing - agent at a temperature below 100 DEG F., and then separating the polymerization product from the reaction mixture. The fraction treated is preferably a fraction of a cracked petroleum oil, conveniently one that contains isobutylene and that boils between 70 DEG F., and -40 DEG F., preferably between 15 DEG F. and -5 DEG F.; and it is usually treated in the liquid phase. The active halide polymerizing-agent may be a volatile halide particularly boron fluoride and antimony trifluoride; it may be prepared in the course of the reaction as by treating aluminium foil with hydrogen chloride; and the halide may be employed in the form of a double compound, or in solution in an inert solvent. The polymerization is preferably carried out at a temperature below 32 DEG F., for example, at -80 DEG F.; and it is advantageously conducted with vigorous agitation of the reaction mixture. As previously mentioned, the polymerization products are particularly adapted for improving lubricating oils, an addition of \ba1/2\be--5 per cent being sufficient, they may also be used as an addition to motor fuels, to medicinal and white oils, to paraffin wax &c., and in coating and impregnating compositions. The relatively low molecular weight products may be cracked, and the cracked products re-polymerized. Specifications 141,753, [Class 91], 340,001, [Group IV], 358,068; and 401,297, [Group IV], are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US432310XA | 1933-06-06 | 1933-06-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB432310A true GB432310A (en) | 1935-07-24 |
Family
ID=21926156
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB14134/34A Expired GB432310A (en) | 1933-06-06 | 1934-05-10 | Manufacture of polymerization products from unsaturated hydrocarbons |
GB15488/35A Expired GB437934A (en) | 1933-06-06 | 1934-05-10 | Improved hydrocarbon compositions |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB15488/35A Expired GB437934A (en) | 1933-06-06 | 1934-05-10 | Improved hydrocarbon compositions |
Country Status (2)
Country | Link |
---|---|
FR (1) | FR771272A (en) |
GB (2) | GB432310A (en) |
-
1934
- 1934-04-06 FR FR771272D patent/FR771272A/en not_active Expired
- 1934-05-10 GB GB14134/34A patent/GB432310A/en not_active Expired
- 1934-05-10 GB GB15488/35A patent/GB437934A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR771272A (en) | 1934-10-04 |
GB437934A (en) | 1935-11-07 |
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