B-containing Catalyst Patents (Class 585/525)
  • Patent number: 4429177
    Abstract: An alpha-olefin is oligomerized in the presence of a three-component catalyst comprising a particulate solid adsorbent, boron trifluoride and elemental oxygen. The process also activates the catalyst. For example, 1-decene is oligomerized to a product predominating in the trimer and tetramer using boron trifluoride, elemental oxygen and silica as the solid adsorbent.
    Type: Grant
    Filed: August 4, 1982
    Date of Patent: January 31, 1984
    Assignee: Gulf Research & Development Company
    Inventors: Neal E. Morganson, Paul G. Bercik
  • Patent number: 4420646
    Abstract: Novel feedstocks for the production of synthetic lubricant base oils are described. The feedstock is a blend of internal and alpha olefins with the internal olefins comprising more than 50 but less than 99 weight percent of the blend. The alpha olefins may be derived from ethylene polymerization or wax pyrolysis. The olefins may be oligomerized over a boron trifluoride catalyst and a promoter. When the oligomers are hydrogenated they provide a synthetic lubricant base stock having excellent properties.
    Type: Grant
    Filed: April 28, 1982
    Date of Patent: December 13, 1983
    Assignee: Texaco Inc.
    Inventors: Jerome W. Darden, Lewis W. Watts, Jr., Edward T. Marquis
  • Patent number: 4420647
    Abstract: A synthetic lubricating oil composition comprising a major portion of a synthetic lubricant component or a mixture of a synthetic lubricant component and a hydrocarbon mineral base oil and a minor portion of various additive components is described. The synthetic lubricant component is manufactured from internal olefins.The process for making the synthetic lubricant component utilizes boron trifluoride catalysis with a promoter to produce oligomer mixtures that have surprisingly low viscosities at low temperatures and surprisingly high viscosity indexes as compared with the oligomers found in other methods. It is important that internal olefins be used predominantly to make the oligomers. Alpha olefins make up the balance of the olefins.
    Type: Grant
    Filed: April 26, 1982
    Date of Patent: December 13, 1983
    Assignee: Texaco Inc.
    Inventors: Kenneth G. Hammond, Joseph C. Sendra, Lewis W. Watts, Jr., Edward T. Marquis, John M. Larkin
  • Patent number: 4417082
    Abstract: Alpha olefins may be oligomerized over a boron trifluoride catalyst and a protonic promoter, and then held at a temperature between 60.degree. and 150.degree. C. to increase the molecular weight of the oligomers. When the oligomers are hydrogenated they provide a synthetic lubricant base stock having excellent properties. The alpha olefins may be derived from ethylene polymerization or wax pyrolysis. An inert organic solvent may be present.
    Type: Grant
    Filed: June 18, 1982
    Date of Patent: November 22, 1983
    Assignee: Texaco Inc.
    Inventors: John M. Larkin, Lewis W. Watts, Jr.
  • Patent number: 4413156
    Abstract: An improved process for the manufacture of synthetic lubricant additives from olefins having two or three carbon atoms is described. The low molecular weight olefins are converted to internal olefins having 9 to 24 carbon atoms via isomerization and disproportionation. The process utilizes boron trifluoride catalysis with a promoter to produce from the C.sub.9 -C.sub.24 internal olefins oligomer mixtures that have surprisingly low viscosities at low temperatures and surprisingly high viscosity indexes as compared with the oligomers found in other methods. It is important that internal olefins be used almost exclusively in the second step of the method of this invention.
    Type: Grant
    Filed: April 26, 1982
    Date of Patent: November 1, 1983
    Assignee: Texaco Inc.
    Inventors: Lewis W. Watts, Jr., Edward T. Marquis
  • Patent number: 4409415
    Abstract: Olefin oligomers suitable as lubricants are prepared with a catalyst comprising boron trifluoride and a mixture of an alcohol, and a polyol. 1-Decene is oligomerized to a liquid product having an improved trimer to tetramer ratio using boron trifluoride and a mixture of n-butanol, and ethylene glycol.
    Type: Grant
    Filed: September 18, 1981
    Date of Patent: October 11, 1983
    Assignee: Gulf Research & Development Company
    Inventors: Neal E. Morganson, Adam V. Vayda
  • Patent number: 4400565
    Abstract: A method for oligomerizing olefins in the presence of boron trifluoride and a co-catalyst comprising a heterogeneous cationic ion exchange resin catalyst is described. While the resin catalyst cannot oligomerize olefins by itself at temperatures around 75.degree.-85.degree. C., when used together with boron trifluoride an oligomer mixture may be created which has improved properties over oligomers made over only boron trifluoride. If a resin catalyst is used, a protonic promoter is not required.
    Type: Grant
    Filed: April 28, 1982
    Date of Patent: August 23, 1983
    Assignee: Texaco Inc.
    Inventors: Jerome W. Darden, Edward T. Marquis, Lewis W. Watts, Jr.
  • Patent number: 4395578
    Abstract: Alpha olefins may be oligomerized over a boron trifluoride catalyst and a promoter containing a transition metal cation. When the oligomers are hydrogenated they provide a synthetic lubricant base stock having excellent properties. The alpha olefins may be derived from ethylene polymerization or wax pyrolysis. A protonic promoter and an inert organic solvent may be present.
    Type: Grant
    Filed: June 18, 1982
    Date of Patent: July 26, 1983
    Assignee: Texaco, Inc.
    Inventor: John M. Larkin
  • Patent number: 4386229
    Abstract: Internal olefins such as those obtained from a disproportionation of 1-olefins like 1-decene are dimerized over a promoted boron trifluoride catalyst to yield oils useful as lubricant basestock.
    Type: Grant
    Filed: October 1, 1981
    Date of Patent: May 31, 1983
    Assignee: Phillips Petroleum Company
    Inventors: Louis F. Heckelsberg, William T. Nelson, Sidney Schiff, Ernest A. Zuech
  • Patent number: 4384162
    Abstract: Boron trifluoride contaminant is removed from organic liquids by contacting the contaminated liquid with polyvinyl alcohol. For example, boron trifluoride catalyst is removed from 1-olefin oligomer product by passing the liquid oligomer through a bed of granular polyvinyl alcohol.
    Type: Grant
    Filed: July 8, 1982
    Date of Patent: May 17, 1983
    Assignee: Gulf Research & Development Company
    Inventors: Roger F. Vogel, Ajay M. Madgavkar, Harold E. Swift
  • Patent number: 4376222
    Abstract: A process for producing hexene-1 oligomer by a process which comprises oligomerizing hexene-1 in the presence of a Friedel-Crafts catalyst, such as boron trifluoride, and a promoter, such as water, the improvement comprising dissolving hexene-1 in a hydrocarbon solvent comprising 10-75% of the reaction mixture and conducting the oligomerizing in the hydrocarbon solvent. The hydrocarbon solvent has a minimum boiling point of 60.degree. C. There is an increase in both the reaction rate and trimer yield of product.
    Type: Grant
    Filed: December 19, 1980
    Date of Patent: March 8, 1983
    Assignee: Ethyl Corporation
    Inventors: Ronald L. Shubkin, Marguerite S. Baylerian
  • Patent number: 4365105
    Abstract: An alpha-olefin is oligomerized in the presence of a three-component catalyst comprising a particulate solid adsorbent, boron trifluoride and elemental oxygen. For example, 1-decene is oligomerized to a product predominating in the trimer and tetramer using boron trifluoride, elemental oxygen and silica as the solid adsorbent.
    Type: Grant
    Filed: December 22, 1981
    Date of Patent: December 21, 1982
    Assignee: Gulf Research & Development Company
    Inventors: Neal E. Morganson, Paul G. Bercik
  • Patent number: 4319064
    Abstract: Internal olefins such as those obtained from a disproportionation of 1-olefins like 1-decene are dimerized over a promoted boron trifluoride catalyst to yield oils useful as lubricant basestock.
    Type: Grant
    Filed: March 21, 1980
    Date of Patent: March 9, 1982
    Assignee: Phillips Petroleum Company
    Inventors: Louis F. Heckelsberg, William T. Nelson, Sidney Schiff, Ernest A. Zuech
  • Patent number: 4317948
    Abstract: A mixed olefin feedstock obtained from disproportionating C.sub.8 to C.sub.18 1-olefins can be used as such for a dimerization process to produce branched hydrocarbons that are useful as lubricating oils or greases.
    Type: Grant
    Filed: March 21, 1980
    Date of Patent: March 2, 1982
    Assignee: Phillips Petroleum Company
    Inventor: Louis F. Heckelsberg
  • Patent number: 4308414
    Abstract: An alpha-olefin is oligomerized in the presence of a three-component catalyst comprising a particulate solid adsorbent having boron trifluoride and water adsorbed on the solid adsorbent. For example, 1-decene is oligomerized to a product predominating in the trimer and tetramer using silica as the solid adsorbent.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: December 29, 1981
    Assignee: Gulf Research & Development Company
    Inventors: Ajay M. Madgavkar, Harold E. Swift
  • Patent number: 4300006
    Abstract: A mixed olefin feedstock obtained from disproportionating C.sub.8 -C.sub.10 1-olefins can be used as such, i.e. without removal of 1-olefins in a boron trifluoride catalyzed dimerization step to produce synthetic lubricating oils. The results achieved are as good as those achieved using a feedstock from which the undisproportionated 1-olefins have been removed so that this feedstock contains only internal olefins for the dimerization.
    Type: Grant
    Filed: March 21, 1980
    Date of Patent: November 10, 1981
    Assignee: Philips Petroleum Company
    Inventor: William T. Nelson
  • Patent number: 4284837
    Abstract: An improved technique is described for the recovery of aliphatic diol reaction solvent in a process wherein ethylene is oligomerized at elevated temperature and pressure by contact with a solution of a nickel complex catalyst in an aliphatic diol solvent to afford a reaction product made up of (a) a liquid solvent phase containing dissolved catalyst, (b) a liquid hydrocarbon phase comprising ethylene oligomers containing dissolved ethylene, catalyst and diol solvent and (c) gaseous ethylene, said reaction product being passed to a series of phase separation zones whereby gaseous ethylene and a substantial portion of the diol reaction solvent containing dissolved catalyst are separated and recycled to the oligomerization reaction zone with a minor portion of the separated reaction solvent being passed to a fractionation zone for removal of light ends and spent catalyst prior to reuse in the process. With this improved process, the formation of diol solvent degradation products, e.g.
    Type: Grant
    Filed: April 29, 1980
    Date of Patent: August 18, 1981
    Assignee: Shell Oil Company
    Inventor: Eugene F. Lutz
  • Patent number: 4282392
    Abstract: An alpha-olefin oligomer synthetic lubricant having an improved viscosity-volatility relationship is prepared from an alpha-olefin such as 1-decene.
    Type: Grant
    Filed: June 19, 1978
    Date of Patent: August 4, 1981
    Assignee: Gulf Research & Development Company
    Inventors: Barrett L. Cupples, William J. Heilman
  • Patent number: 4263467
    Abstract: A method for recovering dissolved boron trifluoride from a hydrocarbon liquid in a vacuum column at moderate temperatures by trickling the hydrocarbon over metallic or ceramic packing in the column. Dissolved boron trifluoride catalyst is recovered from the crude oligomer reaction product resulting from the oligomerization of 1-decene.
    Type: Grant
    Filed: November 29, 1979
    Date of Patent: April 21, 1981
    Assignee: Gulf Research & Development Company
    Inventors: Ajay M. Madgavkar, Robert Bartek
  • Patent number: 4260844
    Abstract: Ethylene is oligomerized to even numbered alpha-monoolefins principally in the C.sub.4 to C.sub.40 range with minimal concomittant production of high molecular weight polyethylene by reacting ethylene in a diol solvent in an oligomerization reaction zone at elevated pressure with a nickel complex catalyst composition produced by combining in the reaction zone, (a) a stable preformed complex of nickel, ethylene and hydride in a diol solvent, said complex being prepared by contacting in a diol solvent and in the presence of ethylene, a nickel salt, a base and a boron hydride transfer agent and (b) a suitable bidentate ligand; the stable nickel complex solution and the bidentate ligand being added in separate portions to the reaction zone. These stable complexes of nickel, ethylene and hydride in diol solution are considered to be novel oligomerization catalyst precursor compositions.
    Type: Grant
    Filed: January 30, 1980
    Date of Patent: April 7, 1981
    Assignee: Shell Oil Company
    Inventors: Albert E. O'Donnell, Clarence Gum
  • Patent number: 4254294
    Abstract: Process for polymerizing olefinic hydrocarbons at a temperature from 0.degree. to 90.degree. C., preferably from 20.degree. to 80.degree. C. in the presence of a catalyst containing aluminum oxide and, per part by weight thereof, boron oxide in a proportion of 0.01 to 1, preferably 0.07 to 0.15 part by weight and halogen in a proportion of 0.5 to 20%, preferably 4 to 12%, said catalyst resulting from the reaction of an aluminum compound of formula AlX.sub.y R.sub.(3-y) where X is halogen, R is a hydrocarbon radical and y is selected from 1, 3/2, 2 and 3, with a carrier containing aluminum oxide and boron oxide in a proportion to aluminum oxide from 1 to 100%.
    Type: Grant
    Filed: November 21, 1979
    Date of Patent: March 3, 1981
    Assignee: Institut Francais du Petrole
    Inventors: Bernard Juguin, Jean-Pierre Franck, Jean-Francois Le Page, Gabriel de Gaudemaris
  • Patent number: 4239930
    Abstract: Alpha-olefins are oligomerized to a product useful as a synthetic lubricant in a continuous process utilizing a promoted boron trifluoride catalyst. The oligomerization is carried out in a system comprising a plurality of loop recycle reactors arranged in series, the reaction being preferably carried out such that:(A) The total residence time of alpha-olefin monomer/oligomerization product in the system is from about 1 to about 2 hours; and(B) The flow rate through each of the plurality of loop recycle reactors effects a turnover of reactor contents of each reactor at least once every 5 minutes.
    Type: Grant
    Filed: May 17, 1979
    Date of Patent: December 16, 1980
    Assignee: Pearsall Chemical Company
    Inventors: N. Lee Allphin, Fred S. Valentine, Gary W. Grams
  • Patent number: 4227027
    Abstract: When saturated with boron trifluoride, certain polyhydric alcohols form adducts which catalyze hydrocarbon alkyl transfer reactions for which boron trifluoride is catalytic. The adduct is recovered from the reaction mixture and recycled, greatly reducing boron and fluoride values in the product and in any effluent. Examples include propylation of toluene in the presence of a recycled adduct of boron trifluoride with mannitol or sorbitol, and the oligomerization of decene by a recycled adduct of boron trifluoride with mannitol or butanediol. Some of the catalysts become viscous on cooling and are thus more easily separated from the reaction products which remain in a separate liquid phase.
    Type: Grant
    Filed: November 23, 1979
    Date of Patent: October 7, 1980
    Assignee: Allied Chemical Corporation
    Inventors: Robert E. Booth, Francis E. Evans, Richard E. Eibeck, Martin A. Robinson
  • Patent number: 4225739
    Abstract: Polymer oils having reduced viscosity and increased viscosity index are produced by oligomerizing a mixture of short chain 1-olefins and long chain 1-olefins in the presence of water or alcohol promoted boron trifluoride catalyst and low-boiling recycle from a previous oligomerization run.
    Type: Grant
    Filed: March 19, 1979
    Date of Patent: September 30, 1980
    Assignee: Mobil Oil Corporation
    Inventors: Richard N. Nipe, John W. Schick, Robert M. Gemmill, Jr.
  • Patent number: 4213001
    Abstract: A method of homopolymerizing a 1-olefin to a product including the trimer and tetramer by utilizing boron trifluoride under pressure in the presence of a suspended particulate adsorbent material. For example, 1-decene is homopolymerized at a temperature of about 25.degree. C. in the presence of a suspension of about two weight percent silica and boron trifluoride at a pressure of 125 psi.
    Type: Grant
    Filed: October 27, 1978
    Date of Patent: July 15, 1980
    Assignee: Gulf Research & Development Company
    Inventors: Ajay M. Madgavkar, Harold E. Swift, Barrett L. Cupples
  • Patent number: 4209654
    Abstract: When saturated with boron trifluoride, certain polyhydric alcohols form adducts which catalyze reactions for which boron trifluoride is catalytic. The adduct is recovered from the reaction mixture and recycled, greatly reducing boron and fluoride values in the product and in any effluent. Examples include propylation of toluene in the presence of a recycled adduct of boron trifluoride with mannitol or sorbitol.
    Type: Grant
    Filed: October 16, 1978
    Date of Patent: June 24, 1980
    Assignee: Allied Chemical Corporation
    Inventors: Robert E. Booth, Francis E. Evans, Richard E. Eibeck, Martin A. Robinson
  • Patent number: 4152499
    Abstract: Isobutene polymers having a mean degree of polymerization P of from 10 to 100 and a proportion E of double bonds, capable of reaction with maleic anhydride, of from 60 to 90%, where E=100% corresponds to the calculated theoretical value for the case where each molecule of the isobutene polymer contains such a reactive double bond.
    Type: Grant
    Filed: December 23, 1977
    Date of Patent: May 1, 1979
    Assignee: BASF Aktiengesellschaft
    Inventors: Paul Boerzel, Klaus Bronstert, Friedrich Hovemann