Patents by Inventor Benjamin G. Harvey
Benjamin G. Harvey 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: 12195484Abstract: A molecular complex including a cationic lanthanide metal, two anionic ligands bonded to the cationic lanthanide metal, and a non-coordinating anion. The two anionic ligands bonded to the cationic lanthanide metal selected from the group consisting of an anionic carbon ring ligand, an anionic monodentate ligand, an anionic polydentate ligand, and combinations thereof.Type: GrantFiled: October 9, 2020Date of Patent: January 14, 2025Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Kenneth R. McClain
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Publication number: 20240409833Abstract: The invention relation to an efficient, high-throughput method for converting isoprene and ?-olefins to sustainable fuels and fuel blendstocks. The method includes coupling biologically-derived isoprene and ?-olefins via hydrovinylation to generate heavier acyclic hydrocarbons, and hydrogenating the acyclic hydrocarbons to produce sustainable fuel and fuel blendstocks. The sustainable fuels and fuel blendstocks produced by this method have applications that include use as both aviation and diesel fuels and fuel blendstocks.Type: ApplicationFiled: June 6, 2024Publication date: December 12, 2024Inventors: Benjamin G. Harvey, Calvin Luke Keller
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Patent number: 12152003Abstract: The present invention provides a novel method for chemoselectively hydrogenating cyclic monoterpene precursors with reduced PtO2 at low temperatures, to yield products in which the alkene groups are saturated while the cyclopropane rings from the parent hydrocarbons are conserved.Type: GrantFiled: March 30, 2023Date of Patent: November 26, 2024Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Joseanne Dee Woodroffe
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Patent number: 11932724Abstract: A novel family of cycloalkanes compounds having one or more allylidene functionalities which can be used to create cross-linked thermosets and thermoplastics having thermal stability. An example heptacyclo [6.6.0.02,6.03,13.04,11.05,9.010,14] tetradecane (HCTD) complex with terminal allylidene groups at the 7- and 12-positions (HCTD-7,12-diallylidene) was generated from norbornadiene via an efficient six-step synthesis. Thermal polymerization at temperatures ranging from 160 to 240° C. yielded a robust cross-linked material with thermal stability up to 485° C. in air, a glass transition temperature of 377° C., and a char yield (600° C.) of 56% in air. Applications include heat resistant composites utilized in the aerospace, electronic, automotive and textile industries.Type: GrantFiled: April 1, 2021Date of Patent: March 19, 2024Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Kyle E. Rosenkoetter
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Patent number: 11926735Abstract: The invention relates to cyanate ester resin blends containing resveratrol-based cyanate esters. At room temperature, the cyanate ester resin blend offers improved processability by remaining a liquid or forming a solid that melts at less than 70° C. The cyanate ester resin blend includes a resveratrol-based cyanate ester and a flexible cyanate ester having a configuration different than that of the resveratrol-based cyanate ester, where the resveratrol-based cyanate ester is no more than 80% of the total mass of the cyanate esters in the cyanate ester resin blend. A composite product can include the cyanate ester resin blend and a support material. When making the composite product, the support material is combined with the cyanate resin blend and cured at temperatures ranging from about 100° C. to about 300° C.Type: GrantFiled: November 10, 2021Date of Patent: March 12, 2024Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Michael D. Garrison
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Patent number: 11919847Abstract: The invention relates to an efficient, high-throughput method of converting monoterpenes to high performance aviation fuel blendstocks. The method is a one pot, two-step process that includes a dehydration step followed by a hydrogenation step. Both steps can proceed without the use of solvents. Use of biosynthetically generated monoterpenes by this method produces sustainable aviation fuel blendstocks having applications that include use as a full-performance or an ultra-performance jet fuel blendstock.Type: GrantFiled: February 9, 2023Date of Patent: March 5, 2024Assignee: United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Karan R. Doppalapudi, Calvin Luke Keller
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Patent number: 11898082Abstract: This invention describes resins with phosphate cores and a simple, three-step process for their synthesis. Preferred resins are cyanate ester resins with bridging phosphate groups. These resins can be cured to produce thermoset polymers having Tgs of between 131 and >360° C. depending on the number of cyanate ester groups per phosphate and the substitution pattern of the aromatic rings. The high char yields of these resins, up to about 67%, coupled with the phosphate core means that these materials will have applications as fire-resistant polymers. Additionally, these materials can potentially be blended with conventional cyanate esters or other compatible thermosetting resins to improve the fire resistance of composite materials. Other applications may include use in fire-resistant circuit boards, or as surface coatings to reduce flammability of conventional composite materials or thermoplastics.Type: GrantFiled: October 7, 2020Date of Patent: February 13, 2024Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Andrew P. Chafin, Michael D. Garrison
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Patent number: 11667737Abstract: A method for making thermosetting polyimides from resveratrol including converting resveratrol to trisaniline, reacting trisaniline with one or more dianhydride and thermosetting endcap to form amic acid, thermally imidizing amic acid to form polyimide oligomer, and cross-linking polyimide oligomer with heat and pressure to generate polyimide thermoset.Type: GrantFiled: October 28, 2021Date of Patent: June 6, 2023Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Andrew Chafin, Matthew C. Davis
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Patent number: 11479486Abstract: A method for making crown ether functionalized substrates, which includes modifying crown ether-based molecules by reacting with carboxylic acid functionalize chains. The crown ether-based molecules are then attached to substrates, thereby forming crown ether functionalized substrates.Type: GrantFiled: May 7, 2021Date of Patent: October 25, 2022Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Gregory Stephen Ostrom, Benjamin G. Harvey
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Patent number: 11220645Abstract: A biodiesel fuel consisting of a dioxolane with one to three alkyl groups, a (CH2)nCH3 alkyl group where n ranges from 6 to 14, and the dioxolane has a total number of carbons that is equal to or less than 24 carbons.Type: GrantFiled: November 6, 2019Date of Patent: January 11, 2022Assignee: The United States of America as Represented by the Secretary of the NavyInventor: Benjamin G. Harvey
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Patent number: 11203726Abstract: A diamondoid fuel comprising a cage structure including 10, 14, 18, or 22 carbons. The diamondoid fuel also includes one of one to four cyclopropyl groups bonded to the cage structure or two to four functional groups bonded to the cage structure where the functional groups are an alkyl group, an allyl group, a cyclopropyl group, or combinations thereof. Additionally, at least one functional group is an allyl group and at least one functional group is a cyclopropyl group.Type: GrantFiled: March 31, 2020Date of Patent: December 21, 2021Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Matthew C. Davis
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Patent number: 11192967Abstract: A method for making thermosetting polyimides from resveratrol including converting resveratrol to trisaniline, reacting trisaniline with one or more dianhydride and thermosetting endcap to form amic acid, thermally imidizing amic acid to form polyimide oligomer, and cross-linking polyimide oligomer with heat and pressure to generate polyimide thermoset.Type: GrantFiled: June 5, 2019Date of Patent: December 7, 2021Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Andrew Chafin, Matthew C. Davis
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Patent number: 11117847Abstract: In the present method a reaction mixture is comprised of a source of adamantane, mixed with an alkane or cycloalkane. A Lewis acid catalyst is added to the reaction mixture which is heated and then purified. The resulting alkyl diamondoid mixtures have significantly higher densities and volumetric net heats of combustion while maintaining low viscosities which allow for use at low temperature.Type: GrantFiled: March 29, 2019Date of Patent: September 14, 2021Assignee: The United States of America, as Represented by the Secretary of the NavyInventor: Benjamin G. Harvey
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Patent number: 11118124Abstract: A diamondoid fuel comprising a cage structure including 10, 14, 18, or 22 carbons. The diamondoid fuel also includes one of one to four cyclopropyl groups bonded to the cage structure or two to four functional groups bonded to the cage structure where the functional groups are an alkyl group, an allyl group, a cyclopropyl group, or combinations thereof. Additionally, at least one functional group is an allyl group and at least one functional group is a cyclopropyl group.Type: GrantFiled: October 7, 2019Date of Patent: September 14, 2021Assignee: The United States of America, as Represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Matthew C. Davis
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Patent number: 11078139Abstract: A method for making cyclopentadiene fuels comprising producing cyclopent-2-en-1-one or a mixture of cyclopent-2-en-1-one from a bio-based source. The cyclopent-2-en-1-one or the mixture of cyclopent-2-en-1-one is hydrogenated, thereby forming cyclopent-2-en-1-ol or a mixture of cyclopent-2-en-1-ol. The cyclopent-2-en-1-ol or the mixture of cyclopent-2-en-1-ol is dehydrated with a dehydrating agent, thereby forming cyclopentadiene or a mixture of cyclopentadiene. The cyclopentadiene or mixture of cyclopentadiene is converted to dicyclopentadiene or dihydrodicyclopentadiene. The dicyclopentadiene or dihydrodicyclopentadiene is hydrogenated, thereby forming tetrahydrodicyclopentadiene. The tetrahydrodicyclopentadiene is isomerized, thereby forming exo-tetrahydrodicyclopentadiene.Type: GrantFiled: September 4, 2019Date of Patent: August 3, 2021Assignee: The United States of America, as represented by the Secretary of the NavyInventor: Benjamin G. Harvey
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Patent number: 11027996Abstract: A method for making crown ether functionalized substrates, which includes modifying crown ether-based molecules by reacting with carboxylic acid functionalize chains. The crown ether-based molecules are then attached to substrates, thereby forming crown ether functionalized substrates.Type: GrantFiled: January 23, 2019Date of Patent: June 8, 2021Assignee: The United States of America, as Represented by the Secretary of the NavyInventors: Gregory Stephen Ostrom, Benjamin G Harvey
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Patent number: 10981846Abstract: A method for making a fuel includes reacting a conjugated diene or a mixture of conjugated dienes with a catalyst selected from the group consisting of a low valent iron catalyst stabilized with a pyridineimine ligand, an iron precatalyst coordinated to the pyridineimine ligand that is activated with a reducing agent, a low oxidation state Fe complex stabilized with a pyridineimine ligand and a coordinating ligand, and combinations thereof, thereby forming a substituted cyclooctadiene. The substituted cyclooctadiene is then hydrogenated, thereby forming cyclooctane fuel.Type: GrantFiled: August 16, 2019Date of Patent: April 20, 2021Assignees: The United States of America, as Represented by the Secretary of the Navy, The Trustees of Princeton UniversityInventors: Benjamin G. Harvey, Kyle E. Rosenkoetter, Paul Chirik, C. Rose Kennedy
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Patent number: 10913898Abstract: This invention describes resins with phosphate cores and a simple, three-step process for their synthesis. Preferred resins are cyanate ester resins with bridging phosphate groups. These resins can be cured to produce thermoset polymers having Tgs of between 131 and >360° C. depending on the number of cyanate ester groups per phosphate and the substitution pattern of the aromatic rings. The high char yields of these resins, up to about 67%, coupled with the phosphate core means that these materials will have applications as fire-resistant polymers. Additionally, these materials can potentially be blended with conventional cyanate esters or other compatible thermosetting resins to improve the fire resistance of composite materials. Other applications may include use in fire-resistant circuit boards, or as surface coatings to reduce flammability of conventional composite materials or thermoplastics.Type: GrantFiled: November 1, 2018Date of Patent: February 9, 2021Assignee: The United States of America as Represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Andrew P. Chafin, Michael D. Garrison
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Patent number: 10711215Abstract: A method to generate dioxolanes from renewable feedstocks, and more specifically, these oxygenated hydrocarbons can be used as gasoline-range fuels and diesel additives.Type: GrantFiled: August 24, 2015Date of Patent: July 14, 2020Assignee: The Government of the United States of America as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Heather A. Meylemans
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Patent number: 10710941Abstract: A diamondoid fuel comprising a cage structure including 10, 14, 18, or 22 carbons. The diamondoid fuel also includes one of one to four cyclopropyl groups bonded to the cage structure or two to four functional groups bonded to the cage structure where the functional groups are an alkyl group, an allyl group, a cyclopropyl group, or combinations thereof. Additionally, at least one functional group is an allyl group and at least one functional group is a cyclopropyl group.Type: GrantFiled: November 1, 2018Date of Patent: July 14, 2020Assignee: The United States of America, as represented by the Secretary of the NavyInventors: Benjamin G. Harvey, Matthew C. Davis