Organic Compound Patents (Class 203/57)
  • Patent number: 5772909
    Abstract: Vanillin is difficult to separate from second organic chemicals produced therewith such as parahydroxybenzaldehyde by conventional distillation or rectification because of the proximity of their boiling points. Vanillin can now be readily separated from such second organic chemicals by azeotropic distillation using as an effective azeotropic distillation agent, dibenzyl ether.
    Type: Grant
    Filed: November 2, 1995
    Date of Patent: June 30, 1998
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Thomas Jones, Jeffrey L. Finnan, Joseph Arvizzigno
  • Patent number: 5763695
    Abstract: 3-Methyl-1-butanol cannot be separated from 1-pentanol by distillation or rectification because of the closeness of their boiling points. 3-Methyl-1-butanol is readily separated from 1-pentanol by extractive distillation. Effective agents are butyl benzoate, 2-undecanone and diethylene glycol methyl ether.
    Type: Grant
    Filed: July 14, 1997
    Date of Patent: June 9, 1998
    Inventor: Lloyd Berg
  • Patent number: 5763694
    Abstract: 3-Methyl-1-butanol cannot be separated from 1-pentanol by distillation or rectification because of the closeness of their boiling points. 3-Methyl-1-butanol is readily separated from 1-pentanol by azeotropic distillation. Effective agents are methylcyclohexane, methyl formate and tetrahydrofuran.
    Type: Grant
    Filed: July 14, 1997
    Date of Patent: June 9, 1998
    Inventor: Lloyd Berg
  • Patent number: 5759506
    Abstract: The invention relates to a process for preparing modified SiO.sub.2 gels, in which the gel is aged using a solution of a condensable alkyl and/or aryl orthosilicate, or using an aqueous silicic acid solution, in order to strengthen the structure of the gel.
    Type: Grant
    Filed: May 1, 1997
    Date of Patent: June 2, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rolf-Michael Jansen, Andreas Zimmermann
  • Patent number: 5759359
    Abstract: 2-Butanol cannot be separated from t-amyl alcohol by distillation or rectification because of the closeness of their boiling points. 2-Butanol is readily separated from t-amyl alcohol by azeotropic distillation. Effective agents are methyl acetate, ethyl propionate and octane.
    Type: Grant
    Filed: September 8, 1997
    Date of Patent: June 2, 1998
    Inventor: Lloyd Berg
  • Patent number: 5738763
    Abstract: 2-Methyl-1-propanol is difficult to separate from 2-methyl-1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be readily separated from 2-methyl-1-butanol by extractive distillation. Effective agents are hexyl formate, 2-heptanone and dipropyl amine.
    Type: Grant
    Filed: July 8, 1996
    Date of Patent: April 14, 1998
    Inventor: Lloyd Berg
  • Patent number: 5738764
    Abstract: T-Amyl alcohol is difficult to separate from 2-methyl-1-propanol by conventional distillation or rectification because of the proximity of their boiling points. T-Amyl alcohol can be easily separated from 2-methyl-1-propanol by azeotropic distillation. Effective agents are triethyl amine, ethyl ether and acetone.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: April 14, 1998
    Inventor: Lloyd Berg
  • Patent number: 5723024
    Abstract: 2-Methyl-1-propanol is difficult to separate from 1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be readily separated from 1-butanol by extractive distillation. Effective agents are ethyl benzene, amyl acetate and propoxypropanol.
    Type: Grant
    Filed: August 26, 1996
    Date of Patent: March 3, 1998
    Inventor: Lloyd Berg
  • Patent number: 5723025
    Abstract: 2-Methyl-1-propanol is difficult to separate from 2-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be readily separated from 2-butanol by extractive distillation. Effective agents are hexyl acetate, dimethyl phthalate and p-xylene.
    Type: Grant
    Filed: September 19, 1996
    Date of Patent: March 3, 1998
    Inventor: Lloyd Berg
  • Patent number: 5720857
    Abstract: 1,2,4-Trimethylbenzene is difficult to sepparate from 1,2,3-trimethylbenzene because of the proximity of their boiling points. They are readily separated by azeotropic distillation. Effective agents are 1-propanol, methyl formate and 1-nitropropane.
    Type: Grant
    Filed: January 2, 1997
    Date of Patent: February 24, 1998
    Inventor: Lloyd Berg
  • Patent number: 5718809
    Abstract: T-Amyl alcohol and 2-methyl-1-propanol are difficult to separate by conventional distillation or rectification because of the proximity of their boiling points. T-Amyl alcohol can be easily separated from 2-methyl-1-propanol by extractive distillation. Effective agents are N,N-dimethylacetamide, cyclohexyl amine and glycerol.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: February 17, 1998
    Inventor: Lloyd Berg
  • Patent number: 5716499
    Abstract: 2-Methyl-1-propanol is difficult to separate from 1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be easily separated from 1-butanol by azeotropic distillation. Effective agents are isobutyl acetate, methyl cyclohexane and 2-nitropropane.
    Type: Grant
    Filed: August 12, 1996
    Date of Patent: February 10, 1998
    Inventor: Lloyd Berg
  • Patent number: 5709781
    Abstract: 1-Butanol is difficult to separate from 2-pentanol by conventional distillation or rectification because of the proximity of their boiling points. 1-Butanol can be easily separated from 2-pentanol by extractive distillation. Effective agents are anisole, ethyl nonanate and butyl ether.
    Type: Grant
    Filed: February 11, 1997
    Date of Patent: January 20, 1998
    Inventor: Lloyd Berg
  • Patent number: 5705038
    Abstract: Phellandrene is difficult to separate from limonene by conventional distillation or rectification because of the proximity of their boiling points. Phellandreneecan be readily separated from limonene by extractive distillation. Effective agents are o-cresol, tripropylene glycol and isophorone.
    Type: Grant
    Filed: November 25, 1996
    Date of Patent: January 6, 1998
    Inventor: Lloyd Berg
  • Patent number: 5698080
    Abstract: Phellandrene is difficult to separate from limonene because of the proximity of their boiling points. They are readily separated by azeotropic distillation. Effective agents are ethanol, dioxolane and acetonitrile.
    Type: Grant
    Filed: November 22, 1996
    Date of Patent: December 16, 1997
    Inventor: Lloyd Berg
  • Patent number: 5693194
    Abstract: Butyraldehyde cannot be separated from ethanol by conventional distillation or rectification because they form a minimum boiling azeotrope. Butyraldehyde can be readily separated from ethanol by extractive distillation. Effective agents are 2-propanol, m-xylene and dimethylsulfoxide.
    Type: Grant
    Filed: November 25, 1996
    Date of Patent: December 2, 1997
    Inventor: Lloyd Berg
  • Patent number: 5658436
    Abstract: 2-Methyl-1-butanol is impossible to separate from 3-methyl-l-butanol because they both boil at 130.degree. C. 2-Methyl-1-butanol can be readily separated from 3-methyl-1-butanol by extractive distillation. Effective agents are o-xylene, 3-carene and 1-methoxy-2-propanol.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: August 19, 1997
    Inventor: Lloyd Berg
  • Patent number: 5658435
    Abstract: 2-Methyl-1-propanol is difficult to separate from 2-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be easily separated from 2-butanol by azeotropic distillation. Effective agents are sulfolane, acetonitrile and acetal.
    Type: Grant
    Filed: September 17, 1996
    Date of Patent: August 19, 1997
    Inventor: Lloyd Berg
  • Patent number: 5647962
    Abstract: The invention relates to modified SiO.sub.2 gels (xerogels), the preparation thereof and the use thereof as thermal insulators. The xerogels are prepared by acidifying an aqueous waterglass solution, polycondensing the silicic acid produced thereby, by adding a base, to an SiO.sub.2 gel, removing the water from the resulting gel by extractive distillation with an organic solvent which forms with water an azeotrope which separates on cooling into two phases, reacting the gel with a silylating agent, and then drying at pressures and temperatures which are below the critical pressure and/or the critical temperature of the organic solvent used for removing the water.
    Type: Grant
    Filed: June 28, 1995
    Date of Patent: July 15, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rolf-Michael Jansen, Andreas Zimmermann
  • Patent number: 5645695
    Abstract: 2-Methyl-1-propanol is difficult to separate from 2-methyl-1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be readily separated from 2-methyl-1-butanol by azeotropic distillation. Effective agents are tetrahydrofuran, methyl acetate and toluene.
    Type: Grant
    Filed: July 8, 1996
    Date of Patent: July 8, 1997
    Inventor: Lloyd Berg
  • Patent number: 5602294
    Abstract: o-Xylene cannot be separated from p-xylene and m-xylene by conventional distillation or rectification because of the proximity of their boiling points. o-Xylene can be readily separated from mixtures of p-xylene and m-xylene by extractive distillation. Effective agents are o-cresol, dichloroacetic acid, methyl salicylate and 1-tetradecanol.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: February 11, 1997
    Inventor: Lloyd Berg
  • Patent number: 5597455
    Abstract: 3-Carene and limonene cannot be separated from each other by rectification because of the closeness of their boiling points. They are readily separated by extractive distillation. Effective agents are: diethylene glycol phenyl ether, nonyl phenol, tripropylene glycol methyl ether, ethyl salicylate, 4-ethylphenol and 2-phenoxyethanol.
    Type: Grant
    Filed: January 16, 1996
    Date of Patent: January 28, 1997
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5582693
    Abstract: 3-Carene and limonene cannot be separated from each other by rectification because of the closeness of their boiling points. They are readily separated by azeotropic distillation. Effective agents are: cyclopentanol, 2-nitropropane, ethyl formate amyl acetate dimethyl carbonate, tetrahydrofuran, acetic acid and 2-amino-amethyl-1-propanol.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: December 10, 1996
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5580427
    Abstract: Butyraldehyde cannot be separated from ethanol by conventional distillation or rectification because they form a minimum boiling azeotrope. Butyraldehyde can be readily separated from ethanol by azeotropic distillation. Effective agents are ethyl formate, hexane and isopropyl ether.
    Type: Grant
    Filed: November 7, 1995
    Date of Patent: December 3, 1996
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5470443
    Abstract: Isopropanol is difficult to separate from 2-butanone by conventional distillation or rectification because of the proximity of their boiling points. Isopropanol can be readily separated from 2-butanone by extractive distillation. Effective agents are o-cresol, ethylene glycol and nitroethane.
    Type: Grant
    Filed: January 10, 1995
    Date of Patent: November 28, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5466345
    Abstract: o-Xylene cannot be separated from p-xylene and m-xylene by conventional distillation or rectification because of the proximity of their boiling points. o-Xylene can be readily separated from mixtures of p-xylene and m-xylene by azeotropic distillation. Effective agents are 3-methyl-1-butanol, methyl propionate and 3-pentanone.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: November 14, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5458741
    Abstract: Benzene is difficult to separate from cyclohexane or cyclohexene by conventional distillation or rectification because of the close proximity of their boiling points. Benzene can be readily separated from cyclohexane or cyclohexene by using extractive distillation. Effective agents are: for benzene from cyclohexane, methyl acetoacetate; for benzene from cyclohexene, ethyl acetoacetate.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: October 17, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5453167
    Abstract: p-Xylene cannot be separated from m-xylene by distillation or rectification because of the proximity of their boiling points. p-Xylene can be separated from m-xylene by means of extractive distillation. Effective agents are 3-ethylphenol and isopropyl palmitate. Effective agents for separating mixtures of p-xylene, m-xylene and o-xylene are 2-butoxyethyl acetate and 1,1,1-trichloroethane.
    Type: Grant
    Filed: April 7, 1995
    Date of Patent: September 26, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5453166
    Abstract: Ethanol is impossible to separate from 2-butanone by conventional distillation or rectification because of the minimum boiling azeotrope between these two. Ethanol can be readily separated from 2-butanone by extractive distillation. Effective agents are dipromyl amine, phenol and dimethylsulfoxide.
    Type: Grant
    Filed: November 7, 1994
    Date of Patent: September 26, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5447608
    Abstract: 3-Methyl-2-butanol, 2-pentanol and 1-butanol are difficult to separate by conventional distillation or rectification because of the proximity of their boiling points. Mixtures of these three can be readily separated from each other by azeotropic distillation. Effective agents are hexyl acetate, hexane and 3-methyl pentane.
    Type: Grant
    Filed: August 1, 1994
    Date of Patent: September 5, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5445716
    Abstract: Ethanol is difficult to separate from isopropanol by conventional distillation or rectification because of the proximity of their boiling points. Ethanol can be readily separated from isopropanol by extractive distillation. Effective agents are dipentene, anisole and ethyl benzene.
    Type: Grant
    Filed: October 18, 1994
    Date of Patent: August 29, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5445715
    Abstract: m-Xylene is very difficult to separate from mixtures of p-xylene and o-xylene by conventional distillation or rectification because of the proximity of their boiling points. m-Xylene can be readily separated from p-xylene and mixtures of p-xylene and o-xylene by azeotropic distillation. An effective agent is tetraethyl ortho silicate.
    Type: Grant
    Filed: March 27, 1995
    Date of Patent: August 29, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5443697
    Abstract: Heptane is difficult to separate from 1-heptene by conventional distillation or rectification because of the proximity of their boiling points. Heptane can be readily separated from 1-heptene by extractive distillation. Effective agents are diacetone alcohol, ethyl butyrate and dimethylsulfoxide.
    Type: Grant
    Filed: May 19, 1994
    Date of Patent: August 22, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5441608
    Abstract: p-Xylene cannot be separated from m-xylene by distillation or rectification because of the proximity of their boiling points. p-Xylene can be separated from m-xylene by means of extractive distillation. Effective agents are 3-ethylphenol and 1,1,2-trichloroethane. Effective agents for separating mixtures of p-xylene, m-xylene and o-xylene are 2-butoxyethyl acetate and 1,1,1-trichloroethane.
    Type: Grant
    Filed: May 23, 1994
    Date of Patent: August 15, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5437770
    Abstract: Ethanol is difficult to separate from isopropanol by conventional distillation or rectification because of the proximity of their boiling points. Ethanol can be readily separated from isopropanol by azeotropic distillation. Effective agents are sec. butyl acetate, hexene-1 and 1,3-dioxolane.
    Type: Grant
    Filed: September 13, 1994
    Date of Patent: August 1, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5425854
    Abstract: Methylene chloride is difficult to separate from tetrahydrofuran by conventional distillation or rectification because of the proximity of their vapor pressures. Methylene chloride can be readily separated from tetrahydrofuran by extractive distillation. Effective agents are 1-pentanol, 1,2-butanediol and 3-nitrotoluene.
    Type: Grant
    Filed: January 17, 1995
    Date of Patent: June 20, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5425853
    Abstract: Propylene glycol is difficult to separate from ethylene glycol by conventional distillation or rectification because of the proximity of their boiling points. Propylene glycol can be readily separated from ethlene glycol by azeotropic distillation. Effective agens are m-diisopropyl benzene, 1-octene, 3-carene and myrcene.
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: June 20, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5407540
    Abstract: 3-Methyl-2-butanol is difficult to separate from 1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 3-Methyl-2-butanol can be readily separated from 1-butanol by extractive distillation. Effective agents are ethyl n-valerate, dimethylacetamide and dimethylsulfoxide.
    Type: Grant
    Filed: September 23, 1994
    Date of Patent: April 18, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5405504
    Abstract: 1-Decene is impossible to separate from 2-octanone by conventional distillation or rectification because the two compounds form a minimum boiling azeotrope. 1-Decene can be readily separated from 2-octanone by azeotropic distillation. Effective agents are 1-propanol, 2-ethoxyethanol, and methanol.
    Type: Grant
    Filed: January 31, 1994
    Date of Patent: April 11, 1995
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Randy W. Wytcherley
  • Patent number: 5401366
    Abstract: 1-Butanol is difficult to separate from 2-pentanol by conventional distillation or rectification because of the proximity of their boiling points. 1-Butanol can be readily separated from 2-pentanol by extractive distillation. Effective agents are ethyl benzene, d-limonene and terpinolene.
    Type: Grant
    Filed: July 11, 1994
    Date of Patent: March 28, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5399244
    Abstract: Benzene and other aromatics are separated from a stream of mixed hydrocarbons containing both aromatics and non-aromatics by extractive distillation with a solvent system containing dimethyl sulfoxide and optionally a co-solvent, preferably water, followed by distillation stripping of the aromatics from the enriched solvent system, and recycle of the lean solvent system to the extractive distillation step.
    Type: Grant
    Filed: December 6, 1993
    Date of Patent: March 21, 1995
    Assignee: Glitsch, Inc.
    Inventors: Joseph C. Gentry, Lloyd Berg, John C. McIntyre, Randa W. Wytcherley
  • Patent number: 5397441
    Abstract: Ethyl benzene is difficult to separate from o-xylene by conventional distillation or rectification because of the closeness of their boiling points. Ethyl benzene can be readily separated from o-xylene by extractive distillation. Effective agents are phenol, cresols, nitrotoluenes and cyclododecanol.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: March 14, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5393385
    Abstract: Hexane is difficult to separate from vinyl acetate and/or methyl acrylate by conventional distillation or rectification because of the closeness of their boiling points. Hexane can be readily separated from vinyl acetate and/or methyl acrylate by extractive distillation. Effective agents are dimethylsulfoxide and dimethylformamide.
    Type: Grant
    Filed: March 14, 1994
    Date of Patent: February 28, 1995
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Randi W. Wytcherley
  • Patent number: 5391264
    Abstract: alpha-Phellandrene is difficult to separate from d-limonene by conventional distillation or rectification because of the proximity of their boiling points. alpha-Phellandrene can be readily separated from d-limonene by azeotropic distillation. Effective agents are n-butyl acetate and sulfolane.
    Type: Grant
    Filed: March 14, 1994
    Date of Patent: February 21, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5380405
    Abstract: alpha-Phellandrene is difficult to separate from 3-carene by conventional distillation or rectification because of the proximity of their boiling points. alpha-phellandrene can be readily separated from 3-carene by azeotropic distillation. Effective agents are methyl formate, nitroethane and acetal.
    Type: Grant
    Filed: January 24, 1994
    Date of Patent: January 10, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5360520
    Abstract: 2-Butanol is difficult to separate from t-amyl alcohol by conventional distillation or rectification because of the proximity of their boiling points. 2-Butanol can be readily separated from t-amyl alcohol by extractive distillation. Effective agents are methyl caproate, adiponitrile and cyclopentanone.
    Type: Grant
    Filed: January 18, 1994
    Date of Patent: November 1, 1994
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5358608
    Abstract: 1-Propanol is difficult to separate from 2-butanol by conventional distillation or rectification because of the proximity of their boiling points. 1-Propanol can be readily separated from 2-butanol by extractive distillation. Effective agents are isobutyl acetate, isobornyl methyl acetate and ethyl butyrate.
    Type: Grant
    Filed: January 18, 1994
    Date of Patent: October 25, 1994
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5348625
    Abstract: Ethanol is difficult to separate from isopropanol by conventional distillation or rectification because of the proximity of their boiling points. Ethanol can be readily separated from isopropanol by extractive distillation. Effective agents are methyl caproate, cyclopentane and isobutyl acetate.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: September 20, 1994
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5338410
    Abstract: 2-Butanol is difficult to separate from t-amyl alcohol by conventional distillation or rectification because of the proximity of their boiling points. 2-Butanol can be readily separated from t-amyl alcohol by azeotropic distillation. Effective agents are ethyl acetoacetate, nitroethane and 3-pentanone.
    Type: Grant
    Filed: January 18, 1994
    Date of Patent: August 16, 1994
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5320715
    Abstract: 1-Pentanol is difficult to separate from cyclopentanol by conventional distillation or rectification because of the closeness of their boiling points. 1-Pentanol can be readily separated from cyclopentanol by extractive distillation. Effective agents are ethylene glycol and sulfolane.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: June 14, 1994
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg