Patents by Inventor Brian T. Keen

Brian T. Keen has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20210269378
    Abstract: The present invention relates to free radical reaction methods in which low molecular weight, C2 to C6, unsaturated organic compounds such as ethylene and/or propylene are reacted with low molecular weight, C1 to C15, preferably C1 to C10 saturated organic compounds to form low molecular weight, linear or branched C3 to C24, preferably C3 to C 12 organic compounds. The present invention is based at least in part upon the concept of carrying out the free radical reaction in the presence of a typically low concentrations of the unsaturated reactant(s) in the reaction zone(s). By doing this, chain transfer mechanisms are more favored while chain extension mechanisms are less favored. In some embodiments, principles of the present invention are helpful to create conditions under which chain transfer to form more stable, secondary or tertiary branched radicals is favored over olefin addition via chain extension.
    Type: Application
    Filed: July 15, 2019
    Publication date: September 2, 2021
    Inventor: Brian T. Keen
  • Patent number: 10155710
    Abstract: The present invention relates to integrated processes for using hydroformylation reaction strategies to efficiently convert ethylene in ethylene feed mixtures into C3 products (i.e., products comprising 3 carbon atoms) such as propionaldehyde, 1-propanol, propylene, propanoic acid, and the like. An aspect of the present invention is to partially purify a feed comprising an ethane/ethylene mixture rather than to attempt more complete purification. In contrast to substantially complete purification of ethylene, partial purification is technically and economically feasible at lower cost and allows hydroformylation to be practiced at high productivity and with a lower hydrogen and CO requirement. The lower volumes of such syngas used in the hydroformylation reaction, as well as a more favorable profile of leftover reactants in following hydroformylation makes recycle strategies much easier to practice.
    Type: Grant
    Filed: November 22, 2017
    Date of Patent: December 18, 2018
    Assignee: DP&PL LLC SERIES B
    Inventors: Brian T. Keen, Peter M. Loggenberg, Donald C. Power
  • Patent number: 10023513
    Abstract: The principles of the present invention are useful in telomerization reactions in which ethylene and/or propylene taxogen is used in free radical reactions to make telomers of limited molecular weight, e.g., those in which a major portion of the telomer products are telomers incorporating 1 to 12 moles of ethylene and/or propylene per mole of telogen (i.e., a major portion of the telomer products incorporate telomers for which n is 1 to 12). The present invention is based at least in part upon the discovery that using a very large stoichiometric excess of C1 to C12 telogen(s) (i.e., telogens incorporating 1 to 12 carbon atoms per molecule) in combination with using very low concentrations of initiator provides telomerization reactions that are selective for producing lower molecular weight telomers.
    Type: Grant
    Filed: August 19, 2016
    Date of Patent: July 17, 2018
    Inventor: Brian T. Keen
  • Patent number: 9856198
    Abstract: The present invention relates to integrated processes for using hydroformylation reaction strategies to efficiently convert ethylene in ethylene feed mixtures into C3 products (i.e., products comprising 3 carbon atoms) such as propionaldehyde, 1-propanol, propylene, propanoic acid, and the like. An aspect of the present invention is to partially purify a feed comprising an ethane/ethylene mixture rather than to attempt more complete purification. In contrast to substantially complete purification of ethylene, partial purification is technically and economically feasible at lower cost and allows hydroformylation to be practiced at high productivity and with a lower hydrogen and CO requirement. The lower volumes of such syngas used in the hydroformylation reaction, as well as a more favorable profile of leftover reactants in following hydroformylation makes recycle strategies much easier to practice.
    Type: Grant
    Filed: December 8, 2015
    Date of Patent: January 2, 2018
    Inventors: Brian T. Keen, Peter M. Loggenberg, Donald C. Power
  • Patent number: 9464030
    Abstract: Processes that, make nitrogen-containing compounds include converting succinic acid (SA) or monoammonium succinate (MAS) derived from a diammoniurn succinate (DAS)- or MAS-containing fermentation broth to produce such compounds Including diammobmane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN), succinamide (DAM), and related polymers.
    Type: Grant
    Filed: August 30, 2011
    Date of Patent: October 11, 2016
    Assignee: BIOAMBER INC.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Patent number: 9115080
    Abstract: Processes for producing caprolactam (CL) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).
    Type: Grant
    Filed: June 10, 2011
    Date of Patent: August 25, 2015
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Patent number: 8937147
    Abstract: Processes that make nitrogen-containing compounds include converting succinic acid (SA) or monoammonium succinate (MAS) derived from a diammonium succinate (DAS)- or MAS-containing fermentation broth to produce such compounds including diaminobutane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN), succinamide (DAM), and related polymers.
    Type: Grant
    Filed: May 18, 2011
    Date of Patent: January 20, 2015
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Patent number: 8895779
    Abstract: A process for making MAA from a clarified DAA-containing fermentation broth includes (a) distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes MAA, at least some DAA, and at least about 20 wt. % water; (b) cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a DAA-containing liquid portion in contact with a MAA-containing solid portion that is substantially free of DAA; (c) separating the solid portion from the liquid portion; and (d) recovering the solid portion.
    Type: Grant
    Filed: April 14, 2011
    Date of Patent: November 25, 2014
    Assignee: BioAmber Inc.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Patent number: 8846205
    Abstract: Hybrid strategies generally involve treating biodegradable substrates with preservative compositions having at least two phases in which the metal biocide is distributed among at least the two phases and via equilibrium reactions moves between the two phases. Both phases are caused to contact the substrate in a manner so that the phases are in contact with each other during at least a portion of the treatment. In illustrative embodiments, the first phase is a liquid phase comprising complexed metal biocide dissolved in a liquid carrier, while the second phase comprises particles comprising the metal biocide, often precipitated and/or colloidal particles. The strategies and related compositions, processes, and treatments are hybrid in the sense that the strategies include both heterogeneous (insoluble) and homogeneous metal biocide constituents. Unlike heterogeneous strategies, hybrid strategies are less sensitive to particle size constraints and may use biocide particles with a wider range of particle sizes.
    Type: Grant
    Filed: March 12, 2009
    Date of Patent: September 30, 2014
    Inventors: Brian T. Keen, Kimberly S. Hayson, William C. Hoffman, Albert F. Joseph
  • Publication number: 20140228595
    Abstract: Processes include producing hexanediol (HDO), hexamethylenediamine (HMD), adiponitrile (ADN), adipamide (ADM) and derivatives thereof from fermentation broths containing diammonium adipate (DAA), monoammonium adipate (MAA) and/or adipic acid (AA).
    Type: Application
    Filed: September 12, 2011
    Publication date: August 14, 2014
    Applicant: BioAmber S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Patent number: 8742060
    Abstract: Processes for producing nitrogen containing compounds include producing hexamethylenediamine (HMD), adiponitrile (ADN), adipamide (ADM) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).
    Type: Grant
    Filed: June 10, 2011
    Date of Patent: June 3, 2014
    Assignee: BioAmber Inc.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20140135471
    Abstract: Processes that, make nitrogen-containing compounds include converting succinic acid (SA) or monoammonium succinate (MAS) derived from a diammoniurn succinate (DAS)- or MAS-containing fermentation broth to produce such compounds Including diammobmane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN), succinamide (DAM), and related polymers.
    Type: Application
    Filed: August 30, 2011
    Publication date: May 15, 2014
    Applicant: BIOAMBER S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Patent number: 8703900
    Abstract: Processes for making caprolactam (CL) from monoammonium adipate (MAA) and/or adipic acid (AA) obtained from a clarified diammonium adipate-containing (DAA-containing) fermentation broth or MAA-containing fermentation broth and converting the MAA or AA to the CL with hydrogen in the presence of a catalyst at selected temperatures and pressures.
    Type: Grant
    Filed: June 10, 2011
    Date of Patent: April 22, 2014
    Assignee: BioAmber Inc.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Patent number: 8624059
    Abstract: Processes for making monoammonium succinate (MAS) and/or succinic acid (SA) from either a clarified diammonium succinate (DAS)-containing fermentation broth or a clarified MAS-containing fermentation broth include (a) distilling the broth to form an overhead that includes water and optionally ammonia and a liquid bottoms that includes MAS or SA; (b) cooling and/or evaporating the bottoms and optionally adding an antisolvent to the bottoms to attain a temperature and composition sufficient to cause the bottoms to produce a solid portion that contains MAS or SA in contact with a liquid portion; (c) separating the solid portion from the liquid portion; and (d) recovering the solid portion.
    Type: Grant
    Filed: March 18, 2011
    Date of Patent: January 7, 2014
    Assignee: BioAmber S.A.S.
    Inventors: Olan S. Fruchey, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Dilum Dunuwila, Bernard D. Dombek
  • Publication number: 20130324694
    Abstract: Processes for producing nitrogen containing compounds include producing hexamethylenediamine (HMD), adiponitrile (ADN), adipamide (ADM) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).
    Type: Application
    Filed: June 10, 2011
    Publication date: December 5, 2013
    Applicant: BIOAMBER S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20130184492
    Abstract: A process for making HOOC—R—COOH compound acid from a clarified NH4+?OOC—R—COO?NH4+ compound-containing fermentation broth including distilling the broth under super atmospheric pressure at a temperature of >I00° C. to about 250° C. to form an overhead that comprises water and ammonia, and a liquid bottoms that Includes HOOC—R—COOH compound acid, and at least about 20 wt %. water; cooling the. bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure HOOC—R—COOH compound acid; separating the solid portion from the liquid portion; and recovering the solid portion.
    Type: Application
    Filed: April 15, 2011
    Publication date: July 18, 2013
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20130178637
    Abstract: Processes for making pyrrolidones include providing a clarified diammonium succinate (DAS)-containing and/or monoammonium succinate (MAS)-containing fermentation broth; distilling the broth under super atmospheric pressure at a temperature of greater than 100° C. to about 300° C. to form an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling and/or evaporating the bottoms to attain a temperature and composition sufficient to cause the bottoms to separate into a liquid portion and a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; and converting the solid SA portion to pyrrolidones.
    Type: Application
    Filed: May 17, 2011
    Publication date: July 11, 2013
    Applicant: BIOAMBER S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20130172519
    Abstract: Processes that make nitrogen-containing compounds include converting succinic acid (SA) or monoammonium succinate (MAS) derived from a diammonium succinate (DAS)- or MAS-containing fermentation broth to produce such compounds including diaminobutane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN), succinamide (DAM), and related polymers.
    Type: Application
    Filed: May 18, 2011
    Publication date: July 4, 2013
    Applicant: BIOAMBER S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20130158229
    Abstract: A process for making a hydrogenated product comprising caprolactone (CLO) and 1,6-hexanediol (HDO) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).
    Type: Application
    Filed: June 10, 2011
    Publication date: June 20, 2013
    Applicant: BIOAMBER S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20130150551
    Abstract: Processes for making hydrogenated products including caprolactame (CL) caprolactone (CLO) or 1,6-hexanediol (HDO) and derivative thereof from monoammonium adipate (MAA) and/or adipic acid (AA) obtained from a clarified diammonium adipate-containing (DAA-containing) fermentation broth or monoammonium adipate-containing (MAA-containing) fermentation broth.
    Type: Application
    Filed: June 10, 2011
    Publication date: June 13, 2013
    Applicant: BIOAMBER S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek