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).
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Patent number: 8802301Abstract: 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: GrantFiled: October 11, 2010Date of Patent: August 12, 2014Assignee: GM Global Technology Operations LLCInventors: Ion C. Halalay, Damon R. Frisch, Olt E. Geiculescu, Darryl D Desmarteau, Stephen E Creager, Changqing Lu
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Patent number: 8394539Abstract: 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: GrantFiled: June 21, 2012Date of Patent: March 12, 2013Assignee: GM Global Technology Operations LLCInventors: Olt E. Geiculescu, Ion C. Halalay, Darryl D. Desmarteau, Stephen E. Creager
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Publication number: 20120328938Abstract: 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: ApplicationFiled: June 21, 2012Publication date: December 27, 2012Applicants: Clemson University, GM GLOBAL TECHNOLOGY OPERATIONS LLCInventors: Olt E. Geiculescu, Ion C. Halalay, Darryl D. Desmarteau, Stephen E. Creager
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Publication number: 20110111308Abstract: 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: ApplicationFiled: October 11, 2010Publication date: May 12, 2011Applicant: GM GLOBAL TECHNOLOGY OPERATIONS, INC.Inventors: Ion C. Halalay, Damon R. Frisch, Olt E. Geiculescu, Darryl D. Desmarteau, Stephen E. Creager, Changqing Lu
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Patent number: 6574973Abstract: 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: GrantFiled: May 19, 2000Date of Patent: June 10, 2003Assignee: Electric Power Research Institute, Inc.Inventors: Darryl D. DesMarteau, Adolph L. Beyerlein, Ismail Kul
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Patent number: 6546740Abstract: 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: GrantFiled: May 19, 2000Date of Patent: April 15, 2003Assignee: Clemson UniversityInventors: Darryl D. DesMarteau, Adolph L. Beyerlein, Ismail Kul
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Patent number: 6384167Abstract: 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: GrantFiled: April 6, 2001Date of Patent: May 7, 2002Assignee: 3M Innovative Properties CompanyInventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
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Publication number: 20020007083Abstract: The present invention provides a monomer having the formula A-B, wherein A is represented by Formula I: 1Type: ApplicationFiled: April 6, 2001Publication date: January 17, 2002Applicant: 3M Innovative Properties CompanyInventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
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Patent number: 6268532Abstract: 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: GrantFiled: June 5, 2000Date of Patent: July 31, 2001Assignee: 3M Innovative Properties CompanyInventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
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Patent number: 5463005Abstract: 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: GrantFiled: August 11, 1993Date of Patent: October 31, 1995Assignee: Gas Research InstituteInventor: Darryl D. Desmarteau
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Patent number: 5264629Abstract: 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: GrantFiled: March 27, 1991Date of Patent: November 23, 1993Assignee: Ausimont S.r.l.Inventors: Darryl D. DesMarteau, Stefan P. Kotun, Alessandro Malacrida
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Patent number: 5241079Abstract: 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: GrantFiled: January 23, 1992Date of Patent: August 31, 1993Assignee: Ausimont, S.p.A.Inventors: Viatcheslav A. Petrov, Darryl D. Desmarteau, Letanzio Bragante
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Patent number: 5229525Abstract: 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: GrantFiled: January 23, 1992Date of Patent: July 20, 1993Assignee: Ausimont S.p.A.Inventors: Viatcheslav A. Petrov, Darryl D. Desmarteau, Walter Navarrini
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Patent number: 5210238Abstract: 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: GrantFiled: January 23, 1992Date of Patent: May 11, 1993Assignee: Ausimont S.p.A.Inventors: John D. Anderson, Darryl D. Desmarteau, Walter Navarrini
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Patent number: 5196595Abstract: 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: GrantFiled: April 28, 1992Date of Patent: March 23, 1993Assignee: Ausimont S.R.L.Inventors: Walter Navarrini, Darryl D. Desmarteau
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Patent number: 5177272Abstract: 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: GrantFiled: January 23, 1992Date of Patent: January 5, 1993Assignee: Ausimont S.p.A.Inventors: Vittorio Montanari, Darryl D. Desmarteau, Walter Navarrini
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Patent number: 5118844Abstract: 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: GrantFiled: March 29, 1991Date of Patent: June 2, 1992Assignee: Ausimont S.r.L.Inventors: Darryl D. Desmarteau, Stefan P. Kotun
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Patent number: 5103049Abstract: 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: GrantFiled: April 26, 1990Date of Patent: April 7, 1992Assignee: Ausimont S.r.l.Inventors: Walter Navarrini, Darryl D. DesMarteau
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Patent number: 5081299Abstract: 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: GrantFiled: April 26, 1991Date of Patent: January 14, 1992Assignee: Ausimont S.r.l.Inventors: Darryl D. DesMarteau, Stefan P. Kotun
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Patent number: 5023377Abstract: 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: GrantFiled: August 1, 1989Date of Patent: June 11, 1991Assignee: Ausimont, S.r.l.Inventors: Darryl D. Desmarteau, Stefan P. Kotun, Alessandro Malacrida