Patents by Inventor Darryl D. DesMarteau

Darryl D. DesMarteau 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).

  • Patent number: 8802301
    Abstract: An electrolyte for a lithium ion battery includes a vitreous eutectic mixture represented by the formula AxBy, where A is a salt chosen from a lithium fluoroalkylsulfonimide or a lithium fluoroarylsulfonimide, B is a solvent chosen from an alkylsulfonamide or an arylsulfonamide, and x and y are the mole fractions of A and B, respectively.
    Type: Grant
    Filed: October 11, 2010
    Date of Patent: August 12, 2014
    Assignee: GM Global Technology Operations LLC
    Inventors: Ion C. Halalay, Damon R. Frisch, Olt E. Geiculescu, Darryl D Desmarteau, Stephen E Creager, Changqing Lu
  • Patent number: 8394539
    Abstract: Lithium salts with fluorinated chelated orthoborate anions are prepared and used as electrolytes or electrolyte additives in lithium-ion batteries. The lithium salts have two chelate rings formed by the coordination of two bidentate ligands to a single boron atom. In addition, each chelate ring has two oxygen atoms bonded to one boron atom, methylene groups bonded to the two oxygen atoms, and one or more fluorinated carbon atoms bonded to and forming a cyclic bridge between the methylene groups.
    Type: Grant
    Filed: June 21, 2012
    Date of Patent: March 12, 2013
    Assignee: GM Global Technology Operations LLC
    Inventors: Olt E. Geiculescu, Ion C. Halalay, Darryl D. Desmarteau, Stephen E. Creager
  • Publication number: 20120328938
    Abstract: Lithium salts with fluorinated chelated orthoborate anions are prepared and used as electrolytes or electrolyte additives in lithium-ion batteries. The lithium salts have two chelate rings formed by the coordination of two bidentate ligands to a single boron atom. In addition, each chelate ring has two oxygen atoms bonded to one boron atom, methylene groups bonded to the two oxygen atoms, and one or more fluorinated carbon atoms bonded to and forming a cyclic bridge between the methylene groups.
    Type: Application
    Filed: June 21, 2012
    Publication date: December 27, 2012
    Applicants: Clemson University, GM GLOBAL TECHNOLOGY OPERATIONS LLC
    Inventors: Olt E. Geiculescu, Ion C. Halalay, Darryl D. Desmarteau, Stephen E. Creager
  • Publication number: 20110111308
    Abstract: An electrolyte for a lithium ion battery includes a vitreous eutectic mixture represented by the formula AxBy, where A is a salt chosen from a lithium fluoroalkylsulfonimide or a lithium fluoroarylsulfonimide, B is a solvent chosen from an alkylsulfonamide or an arylsulfonamide, and x and y are the mole fractions of A and B, respectively.
    Type: Application
    Filed: October 11, 2010
    Publication date: May 12, 2011
    Applicant: GM GLOBAL TECHNOLOGY OPERATIONS, INC.
    Inventors: Ion C. Halalay, Damon R. Frisch, Olt E. Geiculescu, Darryl D. Desmarteau, Stephen E. Creager, Changqing Lu
  • Patent number: 6574973
    Abstract: Refrigerant compositions include mixtures of at least three different components, including a fluorinated ether with at least one of a second fluorinated ether, an ether and a fluorinated hydrocarbon. Also, methods for cooling a body include compressing such a refrigerant composition and bringing the body into heat transfer relation to it. The disclosed refrigerant compounds have refrigerant-significant properties similar to those of R-22, and they can be employed in place of or as drop-in substitutes in refrigeration apparatus designed for R-22 application.
    Type: Grant
    Filed: May 19, 2000
    Date of Patent: June 10, 2003
    Assignee: Electric Power Research Institute, Inc.
    Inventors: Darryl D. DesMarteau, Adolph L. Beyerlein, Ismail Kul
  • Patent number: 6546740
    Abstract: Refrigerant compositions include mixtures of at least three different components, including a fluorinated sulfur-containing compound with at least one of a fluorinated ether or a fluorinated hydrocarbon. Also, methods for cooling a body include compressing such a refrigerant composition and bringing the body into heat transfer relation to it. The disclosed refrigerant compounds have refrigerant-significant properties similar to those of R-22, and they can be employed as drop-in substitutes in refrigeration apparatus designed for R-22 application.
    Type: Grant
    Filed: May 19, 2000
    Date of Patent: April 15, 2003
    Assignee: Clemson University
    Inventors: Darryl D. DesMarteau, Adolph L. Beyerlein, Ismail Kul
  • Patent number: 6384167
    Abstract: The present invention provides a monomer having the formula A-B, wherein A is represented by Formula I: wherein B is selected from —OCF═CF2 and —A; wherein, when B is—OCF═CF2, the orientation of B is meta or para to the trifluorovinyloxy group of A; wherein, when B is A, the bond joining the A groups is para to the trifluorovinyloxy group of each A; and wherein each Z is independently selected from —SO2F, —SO2Cl, —SO3H, —SO2—N(M)—SO2CF3, and —SO2—N(M)—SO2Rf; wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group. The present invention also provides a monomer according to Formula II: wherein X is F, Cl, or N(M)SO2Rf, wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group.
    Type: Grant
    Filed: April 6, 2001
    Date of Patent: May 7, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
  • Publication number: 20020007083
    Abstract: The present invention provides a monomer having the formula A-B, wherein A is represented by Formula I: 1
    Type: Application
    Filed: April 6, 2001
    Publication date: January 17, 2002
    Applicant: 3M Innovative Properties Company
    Inventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
  • Patent number: 6268532
    Abstract: The present invention provides a monomer having the formula A—B, wherein A is represented by Formula I: wherein B is selected from —OCF═CF2 and —A; wherein, when B is —OCF═CF2, the orientation of B is meta or para to the trifluorovinyloxy group of A; wherein, when B is A, the bond joining the A groups is para to the trifluorovinyloxy group of each A; and wherein each Z is independently selected from —SO2F, —SO2Cl, —SO3H, —SO2—N(M)—SO2CF3, and —SO2—N(M)—SO2Rf; wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group. The present invention also provides a monomer according to Formula II: wherein X is F, Cl, or N(M)SO2Rf, wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group.
    Type: Grant
    Filed: June 5, 2000
    Date of Patent: July 31, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
  • Patent number: 5463005
    Abstract: Novel perfluorinated sulfonyl monomers and polymers and membranes made therefrom are provided. The fluorocarbon monomers have the general formula: ##STR1## wherein X is CH or N, I is H, K, Na, or a Group I or II metal, R.sub.f is one or more fluorocarbon group, including fluorocarbon ethers and/or sulfonyl groups and/or perfluoro-non-oxy acid groups, R.sub.f, is C.sub.n F.sub.2n+1 (n=0,1,2, . . .), Y is C.sub.n F.sub.2n+1 (n=0,1,2, . . .) and m is 0 or 1. The monomers are made from the non-oxy superacid groups ##STR2## Copolymers of the above monomers with other monomeric material such as tetrafluoroethylene are also provided. These copolymers may then be cast into ionomer membranes and other structures for use in electrochemical processing.
    Type: Grant
    Filed: August 11, 1993
    Date of Patent: October 31, 1995
    Assignee: Gas Research Institute
    Inventor: Darryl D. Desmarteau
  • Patent number: 5264629
    Abstract: A process for preparing fluorinated compounds belonging to the classes:XH--Y--CZ.sub.1 Z.sub.2 --(CF.sub.2).sub.n F (I)andYH--X--(CF.sub.2).sub.n --CZ.sub.1 Z.sub.2 F (II)wherein:X is NR.sub.x, O, S, CFR.sub.x, C(R.sub.x).sub.2, or CF.sub.2 ;Y is NR.sub.x, O, S, CFR.sub.x, C(R.sub.x).sub.2, or CF.sub.2 ;X is different from Y;R.sub.x is a perhalogenated alkyl group, containing from 1 to 4 carbon atoms;n is either 0 or 1;Z.sub.1 and Z.sub.2, which may be either equal to, or different from, each other, represent F, Cl, Br, H or R.sub.x.The process is characterized in that a fluorinated cyclic compound of the formula: ##STR1## is reacted, at a temperature within the range of from -80.degree. to +300.degree., with HF in the presence of a Lewis acid. Some of the so-obtained compounds per se are novel.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: November 23, 1993
    Assignee: Ausimont S.r.l.
    Inventors: Darryl D. DesMarteau, Stefan P. Kotun, Alessandro Malacrida
  • Patent number: 5241079
    Abstract: A process for preparing perfluoro-oxyaziridines of formula: ##STR1## where R.sub.x and R.sub.y, like or different from each other, are F or a C.sub.1 -C.sub.10, perfluoroalkyl group, R.sub.z is a C.sub.1 -C.sub.10 -perfluoroalkyl group. The process consists in reacting the corresponding perfluoroimine with a perfluoroalkyl fluoroformyl peroxide R.sub.f OOC(O)F, in the presence of an alkali metal fluoride MF, at a temperature ranging from -40.degree. to +50.degree. C.
    Type: Grant
    Filed: January 23, 1992
    Date of Patent: August 31, 1993
    Assignee: Ausimont, S.p.A.
    Inventors: Viatcheslav A. Petrov, Darryl D. Desmarteau, Letanzio Bragante
  • Patent number: 5229525
    Abstract: A process for preparing perfluoro-oxyaziridines of formula: ##STR1## where R.sub.x is F, a C.sub.1 -C.sub.10 perfluoroalkyl group or a --NR.sup.f.sub.2 group in which R.sup.f is a C.sub.1 -C.sub.10 perfluoroalkyl group, R.sub.y is F or a C.sub.1 -C.sub.10 perfluoroalkyl group and R.sub.z is a C.sub.1 -C.sub.10 perfluoroalkyl group. The process consists in reacting the corresponding perfluoroimine with an aromatic peroxyacid having a benzenic nucleus, in an aprotic solvent, at a temperature ranging from -50.degree. to +100.degree. C.
    Type: Grant
    Filed: January 23, 1992
    Date of Patent: July 20, 1993
    Assignee: Ausimont S.p.A.
    Inventors: Viatcheslav A. Petrov, Darryl D. Desmarteau, Walter Navarrini
  • Patent number: 5210238
    Abstract: Perfluorinated cyclic hemiketals of formula: ##STR1## where n=1-6, m=2-3, and their corresponding perfluoridiketones. The latter are prepared by means of perfluoroalkylation reaction of diacyl fluorides with perfluoroalkyl-trialkyl silanes. The perfluorodiketones can be then reacted with H.sub.2 O in order to obtain said cyclic hemiketals.
    Type: Grant
    Filed: January 23, 1992
    Date of Patent: May 11, 1993
    Assignee: Ausimont S.p.A.
    Inventors: John D. Anderson, Darryl D. Desmarteau, Walter Navarrini
  • Patent number: 5196595
    Abstract: New perfluoroaminoether polymers and a process for preparing them which comprises copolymerizing fluorinated olefins with oxaziridines in the presence of ultra-violet radiations or of chemical initiators.
    Type: Grant
    Filed: April 28, 1992
    Date of Patent: March 23, 1993
    Assignee: Ausimont S.R.L.
    Inventors: Walter Navarrini, Darryl D. Desmarteau
  • Patent number: 5177272
    Abstract: The invention relates to a process for preparing perhalogenated olefins which comprises reacting a perhalogenated alkane, having at least one atom of a halogen different from fluorine, with a tris-dialkylamino phosphine at temperature not higher than 60.degree. C.
    Type: Grant
    Filed: January 23, 1992
    Date of Patent: January 5, 1993
    Assignee: Ausimont S.p.A.
    Inventors: Vittorio Montanari, Darryl D. Desmarteau, Walter Navarrini
  • Patent number: 5118844
    Abstract: The present invention relates to novel fluorinated alkoxyimines having the formula:R.sub.x --CF.dbd.N--O--CZ.sub.1 Z.sub.2 --CF.sub.3 (I)wherein:R.sub.x is either F or a perhalogenated alkyl group containing from 1 to 3 carbon atoms, andZ.sub.1 and Z.sub.2, either equal to, or different from, each other, are F, Cl, Br, H or a perfluorinated alkyl group containing from 1 to 3 carbon atoms.They are prepared by reacting a fluorinated alkoxyamine haivng the formula:R.sub.x --CF.sub.2 --NH--O--CZ.sub.1 Z.sub.2 --CF.sub.3 (V)with KF at a temperature comprised within the range of from 0.degree. C. to 100.degree. C.The present invention relates furthermore to the N-chloro- and N-bromo-derivatives of said fluorinated alkoxyimines (I), which derivatives have the formulae:R.sub.x --CF.sub.2 --NCl--O--CZ.sub.1 Z.sub.2 CF.sub.3 (VII)andR.sub.x --CF.sub.2 --NBr--O--CZ.sub.1 Z.sub.2 --CF.sub.3 (VIII).
    Type: Grant
    Filed: March 29, 1991
    Date of Patent: June 2, 1992
    Assignee: Ausimont S.r.L.
    Inventors: Darryl D. Desmarteau, Stefan P. Kotun
  • Patent number: 5103049
    Abstract: Process for the synthesis of perfluoroalkenyl-sulfonyl fluorides of formula:R.sub.f --CF.dbd.CF--SO.sub.2 Fwherein:R.sub.f is F or a perfluoroalkyl of from 1 to 9 carbon atoms, consisting in bringing a perfluoroalkyl-(sulfonyl fluoride) monofluoroacetyl-fluride of formula R.sub.f --CF.sub.2 --CF(COF)SO.sub.2 F into contact with a reactant constituted by a carbonate of a metal belonging to Groups IA, IIA and IIB of the Periodical Table of the Elements at a temperature comprised within the range of from 150.degree. to 400.degree. C., and then recovering the desired product.The process is run in continuous.
    Type: Grant
    Filed: April 26, 1990
    Date of Patent: April 7, 1992
    Assignee: Ausimont S.r.l.
    Inventors: Walter Navarrini, Darryl D. DesMarteau
  • Patent number: 5081299
    Abstract: Novel fluorinated alkoxy imines having the formula:R.sub.x --CF.dbd.N--O--CZ.sub.1 Z.sub.2 --CF.sub.3 (I)wherein:R.sub.x is either F or a perhalogenated alkyl group containing from 1 to 3 carbon atoms, andZ.sub.1 and Z.sub.2, either equal to, or different from, each other, are F, C1, Br, H or a perfluorinated alkyl group containing 1 to 3 carbon atoms. They are prepared by reacting a fluorinated alkoxy-amine having the formula:R.sub.x --CF.sub.2 --NH--O--CZ.sub.1 Z.sub.2 --CF.sub.3 (V)with Kf at a temperature within the range of from 0.degree. to 100.degree. C. Furthermore, N-chloro- and N-bromo-derivatives of said fluorinated alkoxy-imines (I) are provided, which derivatives have the formulae:R.sub.x --CF.sub.2 --NCl--O--CZ.sub.1 Z.sub.2 --CF.sub.3 (VII)andR.sub.x --CF.sub.2 --NBr--O--CZ.sub.1 Z.sub.2 --CF.sub.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: January 14, 1992
    Assignee: Ausimont S.r.l.
    Inventors: Darryl D. DesMarteau, Stefan P. Kotun
  • Patent number: 5023377
    Abstract: A process for preparing fluorinated compounds belonging to the classes:XH--Y--CZ.sub.1 Z.sub.2 -(CF.sub.2).sub.n F (I)andYH--X--(CF.sub.2).sub.n --CZ.sub.1 Z.sub.2 F (II)wherein:X is NR.sub.x, O, S, CFR.sub.x, C(R.sub.x).sub.2, or CF.sub.2 ;Y is NR.sub.x, O, S, CFR.sub.x, C(R.sub.x).sub.2, or CF.sub.2 ;X is different from Y;R.sub.x is a perhalogenated alkyl group, containing from 1 to 4 carbon atoms;n is either 0 or 1;Z.sub.1 and Z.sub.2, which may be either equal to, or different from, each other, represent F, Cl, Br, H or R.sub.x.The process is characterized in that a fluorinated cyclic compound of the formula: ##STR1## is reacted, at a temperature within the range of from -80.degree. to +300.degree., with HF in the presence of a Lewis acid. Some of the so-obtained compounds per se are novel.
    Type: Grant
    Filed: August 1, 1989
    Date of Patent: June 11, 1991
    Assignee: Ausimont, S.r.l.
    Inventors: Darryl D. Desmarteau, Stefan P. Kotun, Alessandro Malacrida