Hydroxy Aromatic (e.g., Phenol) Patents (Class 203/65)
  • Patent number: 5277766
    Abstract: Heptane cannot be removed from heptane-vinyl acetate mixtures by distillation because of the minimum boiling azeotrope. Heptane can be readily removed from vinyl acetate by extractive distillation. Typical effective agents are dimethylsulfoxide, phenol, diisobutyl ketone and hexyl acetate.
    Type: Grant
    Filed: March 30, 1993
    Date of Patent: January 11, 1994
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5262015
    Abstract: Octene-1 is difficult to separate from several of its isomers by conventional distillation or rectification because of the closeness of their boiling points. Octene-1 can be readily separated from its close boiling isomers by azeotropic or extractive distillation. Effective agents are: for azeotropic distillation, t-amyl methyl ether; for extractive distillation, isophorone.
    Type: Grant
    Filed: February 26, 1993
    Date of Patent: November 16, 1993
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Randi W. Wytcherley
  • Patent number: 5240567
    Abstract: The separation of vinyl acetate from methyl acrylate by distillation is difficult because of the closeness of their boiling points. Vinyl acetate can be readily removed from methyl acrylate by extractive distillation. Typical effective agents are phenol, methoxyethanol and isobutyl vinyl ether.
    Type: Grant
    Filed: April 2, 1993
    Date of Patent: August 31, 1993
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Randi W. Wytcherley
  • Patent number: 5240568
    Abstract: A process for separating phenol obtained by the decomposition of cumene hydroperoxide from high boiling impurities, includes the following steps:a) feeding phenol rectification bottoms comprising phenol, acetophenone, cumylphenol, alpha-methylstyrene dimers and high boiler residues to a first phenol freeing distillation column A;b) feeding concentrated bottoms with substantially reduced phenol content from column A to a second residue concentration distillation column B;c) withdrawing a stream rich in compounds boiling between phenol and residue, particularly cumylphenol, from said column B from a point below the feed and returning at least a portion of said stream to said column A at a point above the feed;d) recovering overheads from column A comprising at least 95 weight percent phenol; ande) recovering acetophenone-rich overheads from column B comprising at least 70 weight percent acetophenone.
    Type: Grant
    Filed: August 29, 1991
    Date of Patent: August 31, 1993
    Assignee: Allied-Signal Inc.
    Inventors: Chong H. Chan, Lamberto Crescentini, Everett H. Hinton, Jr., Laszlo J. Balint, deceased
  • Patent number: 5236559
    Abstract: Hexane cannot be removed from hexane--vinyl acetate--methyl acrylate mixtures because of the ternary azeotrope. Hexane can be readily removed from hexane--vinyl acetate--methyl acrylate mixtures by extractive distillation. Typical effective agents are phenol, diethylene glycol methyl ether and 2-nitropropane.
    Type: Grant
    Filed: January 22, 1993
    Date of Patent: August 17, 1993
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Randi W. Wytcherley
  • Patent number: 5225050
    Abstract: Hexane cannot be removed from hexane - vinyl acetate mixtures by distillation because of the minimum boiling azeotrope. Hexane can be readily removed from vinyl acetate by extractive distillation. Typical effective agents are phenol, 1-nitropropane and benzyl alcohol.
    Type: Grant
    Filed: December 15, 1992
    Date of Patent: July 6, 1993
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Randi W. Wytcherley
  • Patent number: 5173156
    Abstract: Formic acid cannot be completely removed from formic acid--water mixtures by distillation because of the presence of the maximum azeotrope. Formic acid can be readily removed from mixtures containing it and water by using extractive distillation in which the extractive distillation agent is cyclohexanone, isophorone or a mixture of these with certain organic compounds. Typical examples of effective agents are cyclohexanone; isophorone; cyclohexanone and neodecanoic acid; isophorone and diisobutyl ketone.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: December 22, 1992
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Kraig M. Wendt, Rudolph J. Szabados
  • Patent number: 5160585
    Abstract: Tetracholorethylene cannot be completely separated from n-butanol, isobutanol or 2-butanol by conventional distillation or rectification because of minimum boiling azeotropes. Tetrachloroethylene can be readily separated from n-butanol, isobutanol or 2-butanol by extractive distillatiion. Typical effective agents are: for n-butanol, dipropylene glycol methyl ether; for isobutanol, dimethylsulfoxide and isobutyl butyrate; for 2-butanol, ethylene glycol methyl ether and isobornyl acetate.
    Type: Grant
    Filed: July 23, 1991
    Date of Patent: November 3, 1992
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5118392
    Abstract: Trichloroethylene cannot be completely separated from n-butanol, isobutanol, 2-butanol or t-butanol by conventional distillation or rectification because of the minimum boiling azeotropes. Trichloroethylene can be readily separated from n-butanol, isobutanol, 2-butanol or t-butanol by extractive distillation. Typical effective agents are: for n-butanol, dimethylsulfoxide; for isobutanol, n-octanol; for 2-butanol, 2-methyl-1-pentanol and for t-butanol, n-butyl acetate.
    Type: Grant
    Filed: July 25, 1991
    Date of Patent: June 2, 1992
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5094723
    Abstract: m-Xylene is difficult to separate from p-xylene or o-xylene by conventional distillation or rectification because of the close proximity of their boiling points. m-Xylene can be readily separated from p-xylene or o-xylene by using extractive distillation in which the agent is an alcohol. Typical examples of effective agents are: for m-xylene from o-xylene, 1-octanol and cyclododecanol; for p-xylene from m-xylene, diisobutyl carbinol and cyclododecanolphenethyl alcohol mixture.
    Type: Grant
    Filed: January 2, 1991
    Date of Patent: March 10, 1992
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5055162
    Abstract: Cycloalkanes, preferably cyclohexane and/or cyclopentane, are separated from close-boiling alkanes by extractive distillation employing as solvent a mixture of (a) at least one N-hydroxyalkyl-2-pyrrolidone, preferably N-(.beta.-hydroxyethyl)-2-pyrrolidone, and (b) at least one saturated C.sub.5 -C.sub.9 alcohol, preferably cyclohexanol.
    Type: Grant
    Filed: May 21, 1990
    Date of Patent: October 8, 1991
    Assignee: Phillips Petroleum Company
    Inventors: Ronald E. Brown, Fu M. Lee, Michael S. Matson
  • Patent number: 4994151
    Abstract: 4-Methyl-2-pentanone cannot be easily separated from formic acid by distillation because of the closeness of their boiling points. 4-Methyl-2-pentanone can be readily removed from formic acid by extractive distillation using dimethylamides. Typical effective agents are dimethylformamide; dimethylacetamide and acetyl salicyclic acid; dimethylacetamide, heptanoic acid and methyl benzoate.
    Type: Grant
    Filed: July 14, 1989
    Date of Patent: February 19, 1991
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, George Bentu
  • Patent number: 4975157
    Abstract: The lower lactate esters are difficult to separate one from another by conventional distillation or rectification because of the close proximity of their boiling points. Lactate esters can be readily separated from each other by extractive distillation. Typical examples of effective agents are: for methyl lactate from ethyl lactate, ethylene glycol; ethyl lactate from isopropyl lactate, diethylene glycol; isopropyl lactate from n-propyl lactate, isophorone; n-propyl lactate from butyl lactate, 2-hydroxyacetophenone.
    Type: Grant
    Filed: July 12, 1990
    Date of Patent: December 4, 1990
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 4969977
    Abstract: 2-Methyl butanol-1 cannot be completely removed from 2-methyl butanol-1-pentanol-1 mixtures by distillation because of the proximity of their boiling points. 2-methyl butanol-1 can be readily removed from mixtures of these alcohols by using extractive distillation in which the extractive agent is a mixture of aromatic carboxylic acids or aromatic carboxylic esters. Typical examples of effective agents are: benzoic acid, ethyl salicylate and salicylic acid; methyl benzoate, methyl p-hydroxy benzoate and phenyl salicylate.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: November 13, 1990
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 4957595
    Abstract: 3-Methyl-2-butanone cannot be separated from formic acid by distillation because of the presence of the maximum boiling azotrope. 3-Methol-2-butanoe can be readily removed from formic acid by extractive distillation using sulfolane. Typical effective agents are: sulfolane and ethylene glycol diacetate; sulfolane, m-toluic acid and anisole.
    Type: Grant
    Filed: November 7, 1989
    Date of Patent: September 18, 1990
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, George Bentu
  • Patent number: 4954224
    Abstract: Cycloalkanes (preferably cyclopentane and/or cyclohexane) are separated from close-boiling alkanes by extractive distillation employing as solvent a mixture of (a) at least one N-mercaptoalkyl-2-pyrrolidone (preferably N-mercaptoethyl-2-pyrrolidone) and (b1) at least one N-alkyl-2-pyrrolidone (preferably N-methyl-2-pyrrolidone) and/or (b2) at least one saturated C.sub.5 -C.sub.9 alcohol (preferably cyclohexanol).
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: September 4, 1990
    Inventors: Ronald E. Brown, Fu M. Lee
  • Patent number: 4944849
    Abstract: A mixture of (a) at least one saturated C5-C9 alcohol (preferably cyclohexanol) and (b) at least one sulfolane (preferably unsubstituted sulfolane, cyclotetramethylene sulfone) is used as solvent in the extractive distillation of a feed mixture of cycloalkane(s) in particular cyclohexane) and close-boiling alkane(s). A novel composition of matter contains (a) and (b), as defined above, and optionally also (c) water.
    Type: Grant
    Filed: July 12, 1989
    Date of Patent: July 31, 1990
    Assignee: Phillips Petroleum Company
    Inventor: Fu Ming Lee
  • Patent number: 4944847
    Abstract: A method of inhibiting fouling in distillation towers, overhead lines, reflux lines, and condensers operating in a process to manufacture and purify epichlorohydrin. This method resides in treating process streams entering or exiting such towers, lines and condensers, including feed streams, reflux streams, gaseous or liquid overhead streams, with an effective antifouling amount of a C.sub.3 -C.sub.9 linear or branched alkyl substituted catechol, or mixtures thereof.
    Type: Grant
    Filed: June 12, 1989
    Date of Patent: July 31, 1990
    Assignee: Nalco Chemical Company
    Inventor: Karis W. Snow
  • Patent number: 4935103
    Abstract: n-Propanol and t-amyl alcohol cannot be separated from each other by distillation because of the proximity of their boiling points. n-Propanol can be readily separated from t-amyl alcohol by using extractive distillation in which the extractive agent is a higher boiling organic compound or a mixture of two or more of these. Typical examples of effective agents are: methyl salicylate; benzyl benzoate and hexahydrophthalic anhydride; methyl salicylate, benzoic acid and hexahydrophthalic anhydride.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: June 19, 1990
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Robert W. Christensen
  • Patent number: 4935100
    Abstract: Formic acid cannot be completely removed from formic acid and water mixtures by distillation because of the presence of the maximum azeotrope. Formic acid can be readily removed from formic acid - water mixtures by extractive distillation in which the extractive agent is a benzoic acid derivative mixed with certain higher boiling organic compounds. Examples of effective agents are: o-toluic acid and heptanoic acid; 2-benzoylbenzoic acid and methyl salicylate; p-hydroxybenzoic acid, pelargonic acid and 2-hydroxyacetophenone.
    Type: Grant
    Filed: May 30, 1989
    Date of Patent: June 19, 1990
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Kraig M. Wendt, Rudolph J. Szabados
  • Patent number: 4921581
    Abstract: An extractive distillation process for separating at least one cycloalkane from at least one close-boiling alkane employs as solvent a mixture of (a) at least one saturated C5-C9 alcohol (preferably cyclohexanol) and (b) at least one glycol compound (preferably tetraethylene glycol).
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: May 1, 1990
    Assignee: Phillips Petroleum Company
    Inventors: Fu M. Lee, Ronald E. Brown
  • Patent number: 4909907
    Abstract: Formic acid cannot be easily removed from acetic acid by distillation because of the closeness of their vapor pressures. Formic acid can be readily removed from acetic acid by extractive distillation. Typical extractive distillation agents are acetyl salicylic acid and butyl benzoate; acetyl salicylic acid and ethylene carbonate.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: March 20, 1990
    Assignee: Hoechst Celanese Chemical Co.
    Inventor: Lloyd Berg
  • Patent number: 4874473
    Abstract: Diastereomers can be separated with good industrial success with the aid of extractive distillation. The separation process is characterized in that an auxiliary which changes the partial pressure of the various diastereomers to be separated to a different degree and thus allows easier separation of the diastereomers by distillation is added during the distillation. Using the present process diastereomic cis/trans-permetric acid methyl esters and mixtures of menthol and isomenthol can be separated with isolation of 99% pure product.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: October 17, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dieter Arlt, Ulrich Schwartz, Hans-Walter Brandt, Wolfgang Arlt, Andreas Nickel
  • Patent number: 4806209
    Abstract: Dioxane cannot be completely removed from dioxane and formic acid mixtures by distillation because of the presence of the maximum azeotrope. Dioxane can be readily removed from dioxane - formic acid mixtures by extractive distillation in which the extractive agent is dimethylsulfoxide, either alone or admixed with certain high boiling organic compounds. Examples of effective agents are dimethylsulfoxide; DMSO and octanoic acid; DMSO, neodecanoic acid and methyl salicylate.
    Type: Grant
    Filed: April 25, 1988
    Date of Patent: February 21, 1989
    Inventors: Lloyd Berg, Rudolph J. Szabados
  • Patent number: 4801357
    Abstract: Dioxane cannot be completely removed from dioxane and acetic acid mixtures by distillation because of the presence of the maximum azeotrope. Dioxane can be readily removed from dioxane-acetic acid mixtures by extractive distillation in which the extractive agent is dimethylsulfoxide, either alone or mixed with certain high boiling organic compounds. Examples of effective agents are dimethylsulfoxide; DMSO and octanoic acid; DMSO, hexanoic acid and isophorone.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: January 31, 1989
    Inventors: Lloyd Berg, Rudolph J. Szabados
  • Patent number: 4793901
    Abstract: 2-Pentanone cannot be completely removed from 2-pentanone and formic acid mixtures by distillation because of the presence of the maximum azeotrope. 2-Pentanone can be readily removed from 2-pentanone formic acid mixtures by extractive distillation in which the extractive agent is dimethylsulfoxide, either alone or mixed with certain high boiling organic compounds. Examples of effective agents are dimethylsulfoxide; DMSO and octanoic acid; DMSO, hexanoic acid and isophorone.
    Type: Grant
    Filed: April 11, 1988
    Date of Patent: December 27, 1988
    Assignee: Hoechst Celanese Chemical Co.
    Inventors: Lloyd Berg, Rudolph J. Szabados
  • Patent number: 4786370
    Abstract: Formic acid cannot be completely removed from formic acid and water mixtures by distillation because of the presence of the maximum azeotrope. Formic acid can be readily removed from formic acid - water mixtures by extractive distillation in which the extractive agent is ethylene carbonate or propylene carbonate, either alone or mixed with certain high boiling organic compounds. Examples of effective agents are ethylene carbonate and heptanoic acid; propylene carbonate, benzoic acid and isophorone; propylene carbonate, heptanoic acid and 2-hydroxyacetophenone.
    Type: Grant
    Filed: January 4, 1988
    Date of Patent: November 22, 1988
    Inventor: Lloyd Berg
  • Patent number: 4738755
    Abstract: m-Xylene is difficult to separate from o-xylene by conventional rectification or distillation because of the close proximity of their boiling points. m-Xylene can be readily separated from o-xylene by using extractive distillation in which the extractive agent is ethyl-2-hydroxybenzoate; methyl benzoate plus benzophenone; methyl benzoate, butyl benzoate and dimethylsulfoxide.
    Type: Grant
    Filed: March 10, 1987
    Date of Patent: April 19, 1988
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4735690
    Abstract: Impure formic acid cannot be completely removed from formic acid-water-impurity mixtures by distillation because of the presence of the maximum azeotrope between formic acid and water. Formic acid can be readily removed from mixtures containing it, water and impurities of the ether, ester, ketone or diketone type by using extractive distillation in which the extractive agent is a higher boiling oxygenated, nitrogenous or sulfur containing organic compound or a mixture of these. Examples of effective agents are adiponitrile; sulfolane and salicyclic acid; dimethylformamide, N,N-dimethylacetamide and ethylene glycol ethyl ether acetate.
    Type: Grant
    Filed: April 28, 1986
    Date of Patent: April 5, 1988
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4710275
    Abstract: Isopropanol and t-butanol cannot be separated from each other by distillation because of the proximity of their boiling points. Isopropanol can be readily separated from t-butanol by using extractive distillation in which the extractive agent is a higher boiling oxygenated organic compound or a mixture of two or more of these. Typical examples of effective agents are: methyl benzoate; methyl benzoate and hexahydrophthalic anhydride; phthalic anhydride, hexahydrophthalic anhydride and methyl benzoate.
    Type: Grant
    Filed: September 20, 1985
    Date of Patent: December 1, 1987
    Inventors: Lloyd Berg, Mark G. Vosburgh
  • Patent number: 4710274
    Abstract: Ethanol and isopropanol cannot be separated from each other by distillation because of the proximity of their boiling points. Ethanol can be readily separated from isopropanol by using extractive distillation in which the extractive agent is a higher boiling oxygenated organic compound or a mixture of two or more of these. Typical examples of effective agents are: methyl salicylate; salicylic acid and hexahydrophthalic anhydride; salicylic acid, hexahydrophthalic anhydride and methyl benzoate.
    Type: Grant
    Filed: August 4, 1986
    Date of Patent: December 1, 1987
    Inventors: Lloyd Berg, Mark G. Vosburgh
  • Patent number: 4676875
    Abstract: m-Xylene is difficult to separate from o-xylene by conventional rectification or distillation because of the close proximity of their boiling points. m-Xylene can be readily separated from o-xylene by using extractive distillation in which the extractive agent is dimethylformamide; dimethylformamide and 1,4-butanediol; dimethylformamide, adiponitrile and dihexyl phthalate.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: June 30, 1987
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4676872
    Abstract: m-Xylene is difficult to separate from o-xylene by conventional distillation or rectification because of the close proximity of their boiling points. m-Xylene can be readily separated from o-xylene by using extractive distillation in which the extractive agent is adiponitrile or a mixture of it with certain high boiling organic compounds. Typical examples of effective agents are: adiponitrile; adiponitrile and 1,4-butanediol; adiponitrile, ethylene carbonate and benzyl alcohol.
    Type: Grant
    Filed: April 21, 1986
    Date of Patent: June 30, 1987
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4673466
    Abstract: n-Hexyl alcohol cannot be completely removed from n-hexyl acetate- n-hexyl alcohol - water mixtures by distillation because of the presence of the minimum ternary azeotrope. n-Hexyl alcohol can be readily removed from mixtures containing it, n-hexyl acetate and water by using extractive distillation in which the extractive distillation agent is a benzoate or a mixture of benzoates with higher boiling organic compounds. Typical examples of effective agents are benzyl benzoate; methyl benzoate and adiponitrile; ethyl benzoate, benzyl benzoate and methyl salicylate.
    Type: Grant
    Filed: January 27, 1986
    Date of Patent: June 16, 1987
    Inventor: Lloyd Berg
  • Patent number: 4673465
    Abstract: m-Xylene is difficult to separate from o-xylene by conventional distillation or rectification because of the close proximity of their boiling points. m-Xylene can be readily separated from o-xylene by using extractive distillation in which the extractive agent is a mixture polychloro aromatic compounds. Typical examples of effective agents are 2,3,4,6-tetrachlorophenol and p-dichlorobenzene; dimethyltetrachloroterephthalate, 2,3,4,6-tetrachlorophenol and 1,2,4,5-tetrachlorobenzene; 2,4,5-trichlorophenol, benzene hexachloride, o-dichlorobenzene and dioctyl phthalate.
    Type: Grant
    Filed: April 21, 1986
    Date of Patent: June 16, 1987
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4666560
    Abstract: Isopropanol cannot be completely removed from isopropanol - isopropyl acetate - water mixtures by distillation because of the presence of the minimum ternary azeoptrope. Isopropanol can be readily removed from mixtures containing it, isopropyl acetate and water by using extractive distillation in which the extractive agent is a higher boiling benzoate or nitro paraffin. Typical examples are methyl benzoate; methyl benzoate and nitromethane; butyl benzoate, nitromethane and nitroethane.
    Type: Grant
    Filed: October 11, 1985
    Date of Patent: May 19, 1987
    Inventors: Lloyd Berg, Mark G. Vosburgh
  • Patent number: 4654123
    Abstract: Water cannot be completely removed from ethanol by distillation because of the presence of the minimum azeotrope. Ethanol can be readily dehydrated by using extractive distillation in which the water is removed as overhead product and the ethanol and extractive agent as bottoms and subsequently separated by conventional rectification. Typical examples of suitable extractive agents are hexahydrophthalic anhydride; methyl tetrahydrophthalic anhydride and pentanol-1; trimellitic anhydride, ethyl salicylate and resorcinol.
    Type: Grant
    Filed: January 2, 1986
    Date of Patent: March 31, 1987
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4631115
    Abstract: Water cannot be completely removed from ethanol by distillation because of the presence of the minimum azeotrope. Ethanol can be readily dehydrated by using extractive distillation in which the water is removed as overhead product and the ethanol and extractive agent as bottoms and subsequently separated by conventional rectification. Typical examples of suitable extractive agents are methyl benzoate; trimellitic anhydride and methyl benzoate; dipropylene glycol dibenzoate, ethyl salicylate and resorcinol.
    Type: Grant
    Filed: December 23, 1985
    Date of Patent: December 23, 1986
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4514262
    Abstract: Benzene is virtually impossible to separate from similar close boiling non-aromatic hydrocarbons by conventional rectification or distillation. Benzene can be readily separated from similar boiling non-aromatic hydrocarbons by using extractive distillation in which the extractive agent is a mixture of benzoic acid, maleic anhydride and/or phthalic anhydride plus a suitable solvent. A typical mixture comprises phthalic anhydride, maleic anhydride and adiponitrile.
    Type: Grant
    Filed: August 2, 1982
    Date of Patent: April 30, 1985
    Inventor: Lloyd Berg
  • Patent number: 4488937
    Abstract: m-Xylene is difficult to separate from o-xylene by conventional rectification or distillation because of the close proximity of their boiling points. m-Xylene can be readily separated from o-xylene by using extractive distillation in which the extractive agent is ethyl-2-hydroxybenzoate; propoxypropanol puls 1,4-butanediol; sulfolane plus dimethylsulfoxide plus ethyl benzoate.
    Type: Grant
    Filed: April 11, 1984
    Date of Patent: December 18, 1984
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4474646
    Abstract: This invention is directed to the use of mixtures of a polymerization inhibitor in the distillation of readily polymerizable vinyl aromatic monomers and more specifically to the use of mixtures containing 2,6-dinitro-4-halophenols as polymerization inhibitors for vinyl aromatic monomers such as styrene and vinyl benzenes. The invention comprises the process of subjecting the vinyl aromatic monomers to distillation temperatures in the presence of mixtures containing 2,6-dinitro-4-halophenols to inhibit polymerization.
    Type: Grant
    Filed: June 28, 1982
    Date of Patent: October 2, 1984
    Assignee: The Sherwin-Williams Company
    Inventors: John C. Grivas, Myong-Gi A. Park
  • Patent number: 4470881
    Abstract: A method for separating ethyl acetate from methyl ethyl ketone is described including distilling in an anhydrous condition a mixture of ethyl acetate-methyl ethyl ketone in a plate column in the presence of an effective amount of an organic extractive solvent which has the following properties: (1) is soluble in a boiling ethyl acetate-methyl ethyl ketone mixture; (2) does not form an azeotrope with ethyl acetate or methyl ethyl ketone; (3) boils higher than ethyl acetate and methyl ethyl ketone and (4) in combination with the ethyl acetate-methyl ethyl ketone mixture, results in a relative volatility of ethyl acetate to methyl ethyl ketone greater than 1.20.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: September 11, 1984
    Assignee: Celanese Corporation
    Inventor: Lloyd Berg
  • Patent number: 4469558
    Abstract: Disclosed is a process for the distillation of readily polymerizable vinyl aromatic compounds and a new polymerization inhibitor therefor. The process comprises subjecting a vinyl aromatic compound to elevated temperatures in a distillation system in the presence of a new polymerization inhibitor comprising 2,6-dinitro-p-cresol. Also disclosed is a distillation method and apparatus for use with this inhibitor.
    Type: Grant
    Filed: January 8, 1981
    Date of Patent: September 4, 1984
    Assignee: Cosden Technology, Inc.
    Inventor: James M. Watson
  • Patent number: 4457806
    Abstract: This invention is directed to the use of a polymerization inhibitor in the distillation of readily polymerizable vinyl aromatic monomers and more specifically to the use of mixtures of 2,6-dinitro-4-ethyl-phenol as a polymerization inhibitor for vinyl aromatic monomers such as styrene and vinyl benzenes. The invention comprises the process of subjecting the vinyl aromatic monomers to distillation temperatures in the presence of mixtures of 2,6-dinitro-4-ethyl-phenol and 2,6-dinitro-paracresol to prevent polymerization.
    Type: Grant
    Filed: June 28, 1982
    Date of Patent: July 3, 1984
    Assignee: The Sherwin-Williams Company
    Inventors: John C. Grivas, Myong-Gi A. Park
  • Patent number: 4439278
    Abstract: The present invention provides an improvement in methods for preparing and processing ethylenically unsaturated aromatic monomer. The improvement comprises employing 3,5-dinitrosalicylic acid or a derivative or isomer thereof as a process inhibitor. The process inhibitor is present in a concentration of about 50 to 3000 ppm, preferably about 250 to 2,000 ppm, and most preferably about 500 to 1,000 ppm.
    Type: Grant
    Filed: April 28, 1983
    Date of Patent: March 27, 1984
    Assignee: Eastman Kodak Company
    Inventors: Ted L. Douglas, Ambrose J. Clonce, Glenn C. Jones
  • Patent number: 4428798
    Abstract: A process is disclosed for separating low molecular weight alcohols, especially ethanol, from aqueous mixtures. The process involves subjecting alcohol-water mixtures to extraction and/or extractive distillation procedures. Extractive solvents useful for the process of this invention include phenols having at least six carbon atoms and a boiling point between about 180.degree. C. and about 350.degree. C.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: January 31, 1984
    Assignee: Allied Corporation
    Inventors: David Zudkevitch, Stephen E. Belsky, Preston D. Krautheim
  • Patent number: 4415409
    Abstract: An extractive distillation process is provided for the separation of phenol and/or cresol from mixtures with high boiling oxygenated compounds such as alkanols, alkanones, cycloalkanones, cycloalkanols, aryl alcohols, aryl ketones or mixtures thereof that have a boiling point of at least about 175.degree. C. The process involves distilling the phenol and/or cresol-high boiling oxygenated compound mixture in the presence of at least one extractive solvent comprising a substituted phenol and/or substituted cresol that has a boiling point between about 195.degree. C. and about 400.degree. C.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: November 15, 1983
    Assignee: Allied Corporation
    Inventors: David Zudkevitch, Stephen E. Belsky
  • Patent number: 4389285
    Abstract: The present invention provides an improvement in methods for preparing and processing ethylenically unsaturated aromatic monomer. The improvement comprises employing 3,5-dinitrosalicylic acid as a process inhibitor. The DNSA is present in a concentration of about 50 to 3000 ppm, preferably about 250 to 2000 ppm, and most preferably about 500 to 1000 ppm.
    Type: Grant
    Filed: June 21, 1982
    Date of Patent: June 21, 1983
    Assignee: Eastman Kodak Company
    Inventors: Ted L. Douglas, Ambrose J. Clonce, Jr., Glenn C. Jones
  • Patent number: 4379028
    Abstract: Ethyl acetate cannot be completely removed from ethanol and water mixtures by distillation because of the presence of the minimum ternary azeotrope. Ethyl acetate can be readily removed from mixtures containing it, ethanol and water by using extractive distillation in which the extractive distillation agent is a higher boiling oxygenated of nitrogenous organic compound or a mixture of these. Typical examples of effective agents are: dimethylsulfoxide, glycerine and diethylene glycol, 1-naphthol, hydroquinone and N,N-dimethylformamide.
    Type: Grant
    Filed: March 30, 1982
    Date of Patent: April 5, 1983
    Inventors: Lloyd Berg, Pisant Ratanapupech
  • Patent number: 4376678
    Abstract: Disclosed is a method of distilling readily polymerizable vinyl aromatic compounds such as styrene, .alpha.-methyl styrene, vinyl toluenes and divinylbenzenes wherein 2,2-bis(3,5-dinitro-4-hydroxy-phenyl)propane is used as a polymerization inhibitor. The invention is particularly useful for the distillation of divinylbenzene.
    Type: Grant
    Filed: July 29, 1982
    Date of Patent: March 15, 1983
    Assignee: American Hoechst Corporation
    Inventor: Richard D. Partos