Patents by Inventor Trevor L. Dzwiniel

Trevor L. Dzwiniel 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: 11999630
    Abstract: A process for forming cubic LLZO through the use of atomic mixing of metal salts used in an aerosol process. The cubic LLZO is formed at temperatures below 1000° C.
    Type: Grant
    Filed: June 15, 2020
    Date of Patent: June 4, 2024
    Assignee: UChicago Argonne, LLC
    Inventors: Joseph A. Libera, Yujia Liang, Trevor L. Dzwiniel, Krzysztof Pupek, Gregory K. Krumdick, Stephen Cotty
  • Publication number: 20240026156
    Abstract: Described herein are borate salts useful as additives, binders, and electrolyte salts for solid state lithium ion batteries. In particular, the borate salts of Formula (I), Formula (II) and Formula (III) as described herein: can be bound to an existing polymer to provide polymeric binders for ceramic solid state electrolytes that are themselves capable of ion transport independent of the ceramic.
    Type: Application
    Filed: February 24, 2023
    Publication date: January 25, 2024
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Chen Liao, Trevor L. Dzwiniel, Kewel Liu
  • Publication number: 20230406828
    Abstract: Disclosed herein are methods and continuous processes of preparing tricyanoimidazole (a compound of Formula (A)) or a salt (e.g., a potassium or lithium salt) thereof.
    Type: Application
    Filed: June 6, 2023
    Publication date: December 21, 2023
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Trevor L. Dzwiniel, Krzysztof Z. Pupek
  • Publication number: 20230406818
    Abstract: Provided herein is a process comprising reacting a metal salt of bis(fluorosulfonyl)imide with an effective amount of di(C1-3 alkyl) sulfate or di(C2-3 alkenyl) sulfate in a solvent substantially free of dioxane to provide an N—(C1-3 alkyl) or an N—(C2-3 alkenyl) bis(fluorosulfonyl)imide, wherein the metal salt is an alkali or alkaline earth metal salt, the effective amount ranges from a molar excess to 10 molar equivalents of di(C1-3 alkyl) or di(C2-3 alkenyl) sulfate, and the solvent is selected from acyclic C4-12 ethers and/or C4-12 esters.
    Type: Application
    Filed: June 2, 2023
    Publication date: December 21, 2023
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Trevor L. Dzwiniel, Krzysztof Z. Pupek, Amber Tabaka
  • Patent number: 11708345
    Abstract: In one embodiment, a continuous process for preparing organic carbonate solvent of Formula (I) as described herein comprises contacting a first reactant (an alcohol) with a reactive carbonyl source (carbonyldiimidazole (CDI) or an alkylchloroformate) in the presence of a catalyst in reaction stream flowing through a continuous flow reactor at temperature 20° C. to about 160° C. and at a flow rate providing a residence time in the range of about 0.1 minute to about 24 hours; collecting a reactor effluent exiting from the continuous flow reactor; recovering a crude product from the reactor effluent; and distilling the crude product to obtain the organic carbonate compound of Formula (I). In another embodiment, the first reactant is an epoxide and the carbonyl source is carbon dioxide.
    Type: Grant
    Filed: March 23, 2021
    Date of Patent: July 25, 2023
    Assignee: UCHICAGO ARGONNE, LLC
    Inventors: Trevor L. Dzwiniel, Krzysztof Pupek
  • Patent number: 11649358
    Abstract: Described herein are borate salts useful as additives, binders, and electrolyte salts for solid state lithium ion batteries. In particular, the borate salts of Formula (I), Formula (II) and Formula (III) as described herein: can be polymerized, or can be bound to an existing polymer, to provide polymeric binders for ceramic solid state electrolytes that are themselves capable of ion transport independent of the ceramic.
    Type: Grant
    Filed: September 11, 2019
    Date of Patent: May 16, 2023
    Assignee: UCHICAGO ARGONNE, LLC
    Inventors: Chen Liao, Trevor L. Dzwiniel, Kewel Liu
  • Publication number: 20230100910
    Abstract: An electrolyte for use in a lithium-ion or sodium-ion battery includes a salt such as a lithium salt, a sodium salt, or a mixture of any two or more thereof; and a solvent that includes a compound represented as Formula I, II, or a mixture of any two or more thereof: wherein: R1 is substituted or unsubstituted alkyl, substituted or unsubstituted haloalkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted polyether; R2 is F, a fluoroalkyl, fluorocycloalkyl; R3 is F, a fluoroalkyl, fluorocycloalkyl; and R4 is substituted or unsubstituted alkyl, substituted or unsubstituted haloalkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl, or substituted or unsubstituted polyether; and R5 is a fluoroalkyl or fluorocycloalkyl.
    Type: Application
    Filed: August 25, 2021
    Publication date: March 30, 2023
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Zhengcheng Zhang, Qian Liu, Krzysztof Pupek, Trevor L. Dzwiniel
  • Publication number: 20210276969
    Abstract: In one embodiment, a continuous process for preparing organic carbonate solvent of Formula (I) as described herein comprises contacting a first reactant (an alcohol) with a reactive carbonyl source (carbonyldiimidazole (CDI) or an alkylchloroformate) in the presence of a catalyst in reaction stream flowing through a continuous flow reactor at temperature 20° C. to about 160° C. and at a flow rate providing a residence time in the range of about 0.1 minute to about 24 hours; collecting a reactor effluent exiting from the continuous flow reactor; recovering a crude product from the reactor effluent; and distilling the crude product to obtain the organic carbonate compound of Formula (I). In another embodiment, the first reactant is an epoxide and the carbonyl source is carbon dioxide.
    Type: Application
    Filed: March 23, 2021
    Publication date: September 9, 2021
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Trevor L. DZWINIEL, Krzysztof PUPEK
  • Patent number: 11028065
    Abstract: In one embodiment, a continuous process for preparing organic carbonate solvent of Formula (I) as described herein comprises contacting a first reactant (an alcohol) with a reactive carbonyl source (carbonyldiimidazole (CDI) or an alkylchloroformate) in the presence of a catalyst in reaction stream flowing through a continuous flow reactor at temperature 20° C. to about 160° C. and at a flow rate providing a residence time in the range of about 0.1 minute to about 24 hours; collecting a reactor effluent exiting from the continuous flow reactor; recovering a crude product from the reactor effluent; and distilling the crude product to obtain the organic carbonate compound of Formula (I). In another embodiment, the first reactant is an epoxide and the carbonyl source is carbon dioxide.
    Type: Grant
    Filed: March 9, 2020
    Date of Patent: June 8, 2021
    Assignee: UCHICAGO ARGONNE, LLC
    Inventors: Trevor L. Dzwiniel, Krzysztof Pupek
  • Publication number: 20210094024
    Abstract: A method for synthesis of platinum nanoparticles by continuous flow using large flow segments. The nanoparticles are monodispersed and can undergo acid leaching to form platinum catalyst, such as PtNi or PtCo catalyst material.
    Type: Application
    Filed: September 30, 2019
    Publication date: April 1, 2021
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Rongyue Wang, Krzysztof Z. Pupek, Vojislav Stamenkovic, Trevor L. Dzwiniel
  • Publication number: 20210071000
    Abstract: Described herein are borate salts useful as additives, binders, and electrolyte salts for solid state lithium ion batteries. In particular, the borate salts of Formula (I), Formula (II) and Formula (f11) as described herein: can be polymerized, or can be bound to an existing polymer, to provide polymeric binders for ceramic solid state electrolytes that are themselves capable of ion transport independent of the ceramic.
    Type: Application
    Filed: September 11, 2019
    Publication date: March 11, 2021
    Inventors: Chen Liao, Trevor L. Dzwiniel, Kewel Liu
  • Publication number: 20200392014
    Abstract: A process for forming cubic LLZO through the use of atomic mixing of metal salts used in an aerosol process. The cubic LLZO is formed at temperatures below 1000° C.
    Type: Application
    Filed: June 15, 2020
    Publication date: December 17, 2020
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Joseph A. Libera, Yujia Liang, Trevor L. Dzwiniel, Krzysztof Pupek, Gregory K. Krumdick, Stephen Cotty
  • Patent number: 10680285
    Abstract: Methods for preparing electrolyte salts for alkaline earth metal-ion batteries (e.g., calcium and magnesium ion batteries) are described. The electrolyte salts comprise alkaline earth metal (e.g., Mg or Ca) salts of 3,4-dicyano-2-trifluoromethylimidazole (TDI). The methods comprise contacting TDI with an alkaline earth metal bis(trifluoroacetate) salt in trifluoroacetic acid.
    Type: Grant
    Filed: July 2, 2018
    Date of Patent: June 9, 2020
    Assignee: UCHICAGO ARGONNE, LLC
    Inventors: Chen Liao, Trevor L. Dzwiniel, Baofei Pan, Sang-Don Han, Anthony Burrell
  • Patent number: 10637072
    Abstract: A method for synthesis of PtNi nanocages by synthesizing Pt1Ni6 nanoparticles and acid leaching to form PtNi nanocages. The acid leaching removes nickel selectively from the core of the nanoparticle.
    Type: Grant
    Filed: June 12, 2018
    Date of Patent: April 28, 2020
    Assignee: UChicago Argonne, LLC
    Inventors: Vojislav Stamenkovic, Gregory K. Krumdick, Rongyue Wang, Nenad Markovic, Krzysztof Pupek, Trevor L. Dzwiniel
  • Patent number: 10622675
    Abstract: A solvent useful for lithium batteries comprises a compound of Formula (I): (R1)(R2)(R3)Si—R4—O—C(O)—[(O—R5)n—(O—C(O)]m—O—R6—X1. Each of R1 and R2 independently is alkyl; R3 is alkyl, —X2—Si(R7)(R8)(R9), or —CH2—O—C(O)—O—R10; X1 is H or —Si(R11)(R12)(R13); each of R4 and R6 independently is alkylene; each R5 independently is C2 to C6 alkylene; each of R7, R8, R9, and R10 independently is alkyl; X2 is O or alkylene; each of R11 and R12 independently is alkyl; R13 is alkyl or —X3—Si(R14)(R15)(R16); each of R14, R15, and R16 independently is alkyl; X3 is O or alkylene; m is 0 or 1, and n is 1-3; and when m is 0 and R3 is alkyl, X1 is —Si(R11)(R12)(R13). Also described is a method for manufacturing a compound of Formula (II): (R17)(R18)(R19)Si—CH2—O—C(O)—O—R20 where each R17, R18, R19, and R20 is alkyl.
    Type: Grant
    Filed: May 4, 2018
    Date of Patent: April 14, 2020
    Assignee: UCHICAGO ARGONNE, LLC
    Inventors: Trevor L. Dzwiniel, Krzysztof Pupek, Gregory K. Krumdick
  • Patent number: 10556917
    Abstract: Carbonate esters of Formula (I): (R1)(R2)(R3)Si—R4—O—C(?O)—O—R4—Si(R1)(R2)(R3) are prepared by reaction of a silyl-substituted alcohol of Formula (II): (R1)(R2)(R3)Si—R4—OH with an activated carbonyl compound of Formula (III): C(?O)Z2 in the presence of a catalyst (e.g., an bicyclic amidine, a bicyclic guanidine, or a phosphazene) in an aprotic solvent. In Formulas (I) and (II) each of R1 and R2 independently is alkyl; R3 is alkyl or —X1—Si(R5)(R6)(R7); X1 is O or alkylene; R4 is alkylene; and each R5, R6, and R7 independently is alkyl. In Formula (III), Z is 1-N-imidazolyl or 1-N-succinimidyl. In some embodiments, the catalyst used in the methods described herein comprises at least one base selected from the group consisting of a bicyclic amidine and a bicyclic guanidine. The reaction proceeds readily under both bulk and continuous flow reactor conditions.
    Type: Grant
    Filed: July 11, 2019
    Date of Patent: February 11, 2020
    Assignee: UCHICAGO ARGONNE, LLC
    Inventors: Trevor L. Dzwiniel, Krzysztof Pupek
  • Publication number: 20190379059
    Abstract: A method for synthesis of PtNi nanocages by synthesizing Pt1Ni6 nanoparticles and acid leaching to form PtNi nanocages. The acid leaching removes nickel selectively from the core of the nanoparticle.
    Type: Application
    Filed: June 12, 2018
    Publication date: December 12, 2019
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Vojislav Stamenkovic, Gregory K. Krumdick, Rongyue Wang, Nenad Markovic, Krzysztof Pupek, Trevor L. Dzwiniel
  • Publication number: 20190341653
    Abstract: A solvent useful for lithium batteries comprises a compound of Formula (I): (R1)(R2)(R3)Si—R4—O—C(O)—[(O—R5)n—(O—C(O)]m—O—R6—X1. Each of R1 and R2 independently is alkyl; R3 is alkyl, —X2—Si(R7)(R8)(R9), or —CH2—O—C(O)—O—R10; X1 is H or —Si(R11)(R12)(R13); each of R4 and R6 independently is alkylene; each R5 independently is C2 to C6 alkylene; each of R7, R8, R9, and R10 independently is alkyl; X2 is O or alkylene; each of R11 and R12 independently is alkyl; R13 is alkyl or —X3—Si(R14)(R15)(R16); each of R14, R15, and R16 independently is alkyl; X3 is O or alkylene; m is 0 or 1, and n is 1-3; and when m is 0 and R3 is alkyl, X1 is —Si(R11)(R12)(R13). Also described is a method for manufacturing a compound of Formula (II): (R17)(R18)(R19)Si—CH2—O—C(O)—O—R20 where each R17, R18, R19, and R20 is alkyl.
    Type: Application
    Filed: May 4, 2018
    Publication date: November 7, 2019
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Trevor L. DZWINIEL, Krzysztof PUPEK, Gregory K. KRUMDICK
  • Patent number: 10294189
    Abstract: The invention provides a method for producing halogenated carbonates, the method comprising reacting a halogenated alcohol or diol with a solid source of carbonyl moiety as a base in an ether.
    Type: Grant
    Filed: September 20, 2016
    Date of Patent: May 21, 2019
    Assignee: UCHICAGO ARGONNE, LLC
    Inventors: Trevor L. Dzwiniel, Krzysztof Pupek, Gregory K. Krumdick
  • Publication number: 20180316060
    Abstract: Methods for preparing electrolyte salts for alkaline earth metal-ion batteries (e.g., calcium and magnesium ion batteries) are described. The electrolyte salts comprise alkaline earth metal (e.g., Mg or Ca) salts of 3,4-dicyano-2-trifluoromethylimidazole (TDI). The methods comprise contacting TDI with an alkaline earth metal bis(trifluoroacetate) salt in trifluoroacetic acid.
    Type: Application
    Filed: July 2, 2018
    Publication date: November 1, 2018
    Applicant: UCHICAGO ARGONNE, LLC
    Inventors: Chen LIAO, Trevor L. DZWINIEL, Baofei PAN, Sang-Don HAN, Anthony BURRELL