Patents Assigned to Integrity Bio-Chemicals, LLC
  • Patent number: 11957777
    Abstract: Compositions comprising a reaction product of a saccharide polymer and a fatty ester may be obtained in an aqueous phase in the presence of a hydroxide base and a neutral surfactant, the saccharide polymer comprising a dextran, a dextrin compound, or any combination thereof. The compositions also comprise one or more alcohols originating from the fatty ester upon forming the reaction product of the saccharide polymer and the fatty ester. The reaction product of the saccharide polymer and the fatty ester may be present in the aqueous phase at a concentration effective to lower a surface tension of the neutral surfactant. The fatty ester may comprise one or more glycerol esters, such as one or more plant and/or animal oils and/or fats, and the one or more alcohols originating from the fatty ester may comprise glycerol. Fatty acids originating from the fatty ester may be substantially straight-chain fatty acids.
    Type: Grant
    Filed: October 26, 2022
    Date of Patent: April 16, 2024
    Assignee: INTEGRITY BIO-CHEMICALS, LLC
    Inventors: Christopher P. Gardner, Stephen William Almond
  • Publication number: 20240076540
    Abstract: Compositions comprising a neutral surfactant or a reaction product thereof and a reaction product of a saccharide polymer and a fatty acid may be obtained in the presence of water and a hydroxide base (optionally in the presence of the neutral surfactant), the saccharide polymer comprising a dextran, a dextrin compound, or any combination thereof. The reaction product of the saccharide polymer and the fatty acid may be present at a concentration effective to lower surface tension of the neutral surfactant. Depending on the fatty acid identity, among other factors, the compositions may promote emulsification or de-emulsification. In addition, the compositions may promote foam formation under appropriate conditions. Treatment fluids comprising the compositions, including foamed treatment fluids, may be introduced into a subterranean formation to perform a treatment operation in which fluid emulsification or de-emulsification may occur.
    Type: Application
    Filed: November 9, 2023
    Publication date: March 7, 2024
    Applicant: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. GARDNER, Stephen William ALMOND
  • Patent number: 11827846
    Abstract: Proppant embedment can sometimes be problematic during fracturing operations. A partially oxidized, amine-functionalized polysaccharide comprising a plurality of oxidatively opened monosaccharide units and bearing an amine moiety at one or more sites of oxidative opening may lessen the amount of proppant embedment that occurs. Fracturing methods may comprise providing a fracturing fluid comprising such a partially oxidized, amine-functionalized polysaccharide and a plurality of proppant particulates, introducing the fracturing fluid into a subterranean formation at a hydraulic pressure sufficient to create or extend one or more fractures therein, such that at least a portion of the plurality of proppant particulates become localized in the one or more fractures, and releasing the hydraulic pressure. Upon releasing the hydraulic pressure, embedment of the proppant particulates in a face of the one or more fractures is about 10% to about 40% of a grain size of the proppant particulates.
    Type: Grant
    Filed: June 9, 2020
    Date of Patent: November 28, 2023
    Assignee: INTEGRITY BIO-CHEMICALS, LLC
    Inventors: Charles R. Landis, Stephen William Almond
  • Patent number: 11827844
    Abstract: Compositions comprising a neutral surfactant or a reaction product thereof and a reaction product of a saccharide polymer and a fatty acid may be obtained in the presence of water and a hydroxide base (optionally in the presence of the neutral surfactant), the saccharide polymer comprising a dextran, a dextrin compound, or any combination thereof. The reaction product of the saccharide polymer and the fatty acid may be present at a concentration effective to lower surface tension of the neutral surfactant. Depending on the fatty acid identity, among other factors, the compositions may promote emulsification or de-emulsification. In addition, the compositions may promote foam formation under appropriate conditions. Treatment fluids comprising the compositions, including foamed treatment fluids, may be introduced into a subterranean formation to perform a treatment operation in which fluid emulsification or de-emulsification may occur.
    Type: Grant
    Filed: November 28, 2022
    Date of Patent: November 28, 2023
    Assignee: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. Gardner, Stephen William Almond
  • Publication number: 20230270654
    Abstract: Compositions comprising a reaction product of a saccharide polymer and a fatty ester may be obtained in an aqueous phase in the presence of a hydroxide base and a neutral surfactant, the saccharide polymer comprising a dextran, a dextrin compound, or any combination thereof. The compositions also comprise one or more alcohols originating from the fatty ester upon forming the reaction product of the saccharide polymer and the fatty ester. The reaction product of the saccharide polymer and the fatty ester may be present in the aqueous phase at a concentration effective to lower a surface tension of the neutral surfactant. The fatty ester may comprise one or more glycerol esters, such as one or more plant and/or animal oils and/or fats, and the one or more alcohols originating from the fatty ester may comprise glycerol. Fatty acids originating from the fatty ester may be substantially straight-chain fatty acids.
    Type: Application
    Filed: October 26, 2022
    Publication date: August 31, 2023
    Applicant: INTEGRITY BIO-CHEMICALS, LLC
    Inventors: Christopher P. GARDNER, Stephen William ALMOND
  • Publication number: 20230272122
    Abstract: Fluid contaminants may be prevalent in many industries, such as the mining industry. Functionalized saccharide polymers comprising two or more monosaccharide units linked by glycosidic bonds and having a portion of the monosaccharide units oxidatively opened and functionalized with at least one aminocarboxylic acid covalently bound through nitrogen at a site of oxidative opening may be utilized in conjunction with fluid remediation processes, such as froth flotation. In non-limiting examples, the functionalized saccharide polymers may also be useful for promoting dust control, particulate coating, clay stabilization, and various subterranean treatment operations. Glycine represents one example of an aminocarboxylic acid that may be covalently bonded through nitrogen at a site of oxidative opening.
    Type: Application
    Filed: October 14, 2022
    Publication date: August 31, 2023
    Applicant: INTEGRITY BIO-CHEMICALS, LLC
    Inventors: Christopher P. GARDNER, Stephen William ALMOND
  • Patent number: 11725134
    Abstract: Proppant embedment can sometimes be problematic during fracturing operations. A partially oxidized, amine-functionalized polysaccharide comprising a plurality of oxidatively opened monosaccharide units and bearing an amine moiety at one or more sites of oxidative opening may lessen the amount of proppant embedment that occurs. Fracturing methods may comprise providing a fracturing fluid comprising such a partially oxidized, amine-functionalized polysaccharide and a plurality of proppant particulates, introducing the fracturing fluid into a subterranean formation at a hydraulic pressure sufficient to create or extend one or more fractures therein, such that at least a portion of the plurality of proppant particulates become localized in the one or more fractures, and releasing the hydraulic pressure. Upon releasing the hydraulic pressure, embedment of the proppant particulates in a face of the one or more fractures is about 10% to about 40% of a grain size of the proppant particulates.
    Type: Grant
    Filed: January 19, 2021
    Date of Patent: August 15, 2023
    Assignee: Integrity Bio-Chemicals, LLC
    Inventors: Charles R. Landis, Stephen William Almond
  • Patent number: 11634604
    Abstract: Loose particulate materials can be problematic in various aspects. For example, loose particulate materials may generate dust or be difficult to consolidate together. Fines in loose particulate materials may also be an issue. Coated particulates may alleviate some of the foregoing issues. Suitable coated particulates may comprise a particulate material comprising sand or a ceramic, and a polysaccharide composition coated upon the particulate material, the polysaccharide composition comprising a functionalized polysaccharide. Other particulate materials such as wood chips and animal litter particulates may be coated with functionalized polysaccharides to achieve similar advantages.
    Type: Grant
    Filed: March 7, 2018
    Date of Patent: April 25, 2023
    Assignee: Integrity Bio-Chemicals, LLC
    Inventors: Ashoka V. R. Madduri, Christopher P. Gardner, Sanket Gandhi, Matthew B. Blackmon, Charles R. Landis, Curtis J. Rodencal
  • Publication number: 20230111955
    Abstract: Compositions comprising a neutral surfactant or a reaction product thereof and a reaction product of a saccharide polymer and a fatty acid may be obtained in the presence of water and a hydroxide base (optionally in the presence of the neutral surfactant), the saccharide polymer comprising a dextran, a dextrin compound, or any combination thereof. The reaction product of the saccharide polymer and the fatty acid may be present at a concentration effective to lower surface tension of the neutral surfactant. Depending on the fatty acid identity, among other factors, the compositions may promote emulsification or de-emulsification. In addition, the compositions may promote foam formation under appropriate conditions. Treatment fluids comprising the compositions, including foamed treatment fluids, may be introduced into a subterranean formation to perform a treatment operation in which fluid emulsification or de-emulsification may occur.
    Type: Application
    Filed: November 28, 2022
    Publication date: April 13, 2023
    Applicant: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. GARDNER, Stephen William ALMOND
  • Patent number: 11542429
    Abstract: Compositions comprising a neutral surfactant or a reaction product thereof and a reaction product of a saccharide polymer and a fatty acid may be obtained in the presence of water and a hydroxide base (optionally in the presence of the neutral surfactant), the saccharide polymer comprising a dextran, a dextrin compound, or any combination thereof. The reaction product of the saccharide polymer and the fatty acid may be present at a concentration effective to lower surface tension of the neutral surfactant. Depending on the fatty acid identity, among other factors, the compositions may promote emulsification or de-emulsification. In addition, the compositions may promote foam formation under appropriate conditions. Treatment fluids comprising the compositions, including foamed treatment fluids, may be introduced into a subterranean formation to perform a treatment operation in which fluid emulsification or de-emulsification may occur.
    Type: Grant
    Filed: February 21, 2022
    Date of Patent: January 3, 2023
    Assignee: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. Gardner, Stephen William Almond
  • Publication number: 20220389123
    Abstract: Amine-functionalized saccharide polymers, including oligosaccharides and polysaccharides, may be effective for promoting clay stabilization in subterranean formations. Oxidative synthesis of amine-functionalized saccharide polymers using sodium hypochlorite pentahydrate as an oxidation reagent may afford a different distribution and type of sites of oxidative opening as compared to other types of oxidation reagents. Amine-functionalized saccharide polymers may be prepared by exposing a saccharide polymer comprising a trans-vicinal diol to an oxidation reagent comprising sodium hypochlorite pentahydrate, reacting the trans-vicinal diol to form a site of oxidative opening bearing at least one aldehyde, exposing the at least one aldehyde to an amine to form an imine intermediate at the site of oxidative opening, and reducing the imine intermediate into a secondary or tertiary amine at the site of oxidative opening.
    Type: Application
    Filed: July 16, 2020
    Publication date: December 8, 2022
    Applicant: INTEGRITY BIO-CHEMICALS, LLC
    Inventors: Ashoka V.R. MADDURI, Matthew B. BLACKMON, Christopher P. GARDNER
  • Publication number: 20220220364
    Abstract: Proppant embedment can sometimes be problematic during fracturing operations. A partially oxidized, amine-functionalized polysaccharide comprising a plurality of oxidatively opened monosaccharide units and bearing an amine moiety at one or more sites of oxidative opening may lessen the amount of proppant embedment that occurs. Fracturing methods may comprise providing a fracturing fluid comprising such a partially oxidized, amine-functionalized polysaccharide and a plurality of proppant particulates, introducing the fracturing fluid into a subterranean formation at a hydraulic pressure sufficient to create or extend one or more fractures therein, such that at least a portion of the plurality of proppant particulates become localized in the one or more fractures, and releasing the hydraulic pressure. Upon releasing the hydraulic pressure, embedment of the proppant particulates in a face of the one or more fractures is about 10% to about 40% of a grain size of the proppant particulates.
    Type: Application
    Filed: June 9, 2020
    Publication date: July 14, 2022
    Applicant: INTEGRITY BIO-CHEMICALS, LLC
    Inventors: Charles R. LANDIS, Stephen William ALMOND
  • Publication number: 20220177772
    Abstract: Compositions comprising a neutral surfactant or a reaction product thereof and a reaction product of a saccharide polymer and a fatty acid may be obtained in the presence of water and a hydroxide base (optionally in the presence of the neutral surfactant), the saccharide polymer comprising a dextran, a dextrin compound, or any combination thereof. The reaction product of the saccharide polymer and the fatty acid may be present at a concentration effective to lower surface tension of the neutral surfactant. Depending on the fatty acid identity, among other factors, the compositions may promote emulsification or de-emulsification. In addition, the compositions may promote foam formation under appropriate conditions. Treatment fluids comprising the compositions, including foamed treatment fluids, may be introduced into a subterranean formation to perform a treatment operation in which fluid emulsification or de-emulsification may occur.
    Type: Application
    Filed: February 21, 2022
    Publication date: June 9, 2022
    Applicant: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. GARDNER, Stephen William ALMOND
  • Publication number: 20220127384
    Abstract: Metal contaminants may be problematic in a number of industries, particularly in the mining industry. Fines production and dust control may be similarly problematic in many industries, including the mining industry. Reaction products formed from a saccharide polymer and diallyldimethylammonium chloride (DADMAC) under room temperature to heating conditions in the presence of a hydroxide base or a radical initiator may be effective for promoting removal of metal contaminants from clay-containing substances, such as through froth flotation. The reaction products may also be effective for mitigating fines production and providing dust control by forming a coating upon a plurality of particulates.
    Type: Application
    Filed: February 10, 2020
    Publication date: April 28, 2022
    Applicant: Integrity Bio-Chemicals, LLC
    Inventors: Ashoka V.R. Madduri, Laura Benavides, Sameer Vhora, William Gibbs, Matthew B. Blackmon
  • Patent number: 11299667
    Abstract: Compositions comprising a neutral surfactant or a reaction product thereof and a reaction product of a saccharide polymer and a fatty acid may be obtained in the presence of water and a hydroxide base (optionally in the presence of the neutral surfactant), the saccharide polymer comprising a dextran, a dextrin compound, or any combination thereof. The reaction product of the saccharide polymer and the fatty acid may be present at a concentration effective to lower surface tension of the neutral surfactant. Depending on the fatty acid identity, among other factors, the compositions may promote emulsification or de-emulsification. In addition, the compositions may promote foam formation under appropriate conditions. Treatment fluids comprising the compositions, including foamed treatment fluids, may be introduced into a subterranean formation to perform a treatment operation in which fluid emulsification or de-emulsification may occur.
    Type: Grant
    Filed: June 9, 2021
    Date of Patent: April 12, 2022
    Assignee: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. Gardner, Stephen William Almond
  • Publication number: 20210340429
    Abstract: Compositions comprising a neutral surfactant or a reaction product thereof and a reaction product of a saccharide polymer and a fatty acid may be obtained in the presence of water and a hydroxide base (optionally in the presence of the neutral surfactant), the saccharide polymer comprising a dextran, a dextrin compound, or any combination thereof. The reaction product of the saccharide polymer and the fatty acid may be present at a concentration effective to lower surface tension of the neutral surfactant. Depending on the fatty acid identity, among other factors, the compositions may promote emulsification or de-emulsification. In addition, the compositions may promote foam formation under appropriate conditions. Treatment fluids comprising the compositions, including foamed treatment fluids, may be introduced into a subterranean formation to perform a treatment operation in which fluid emulsification or de-emulsification may occur.
    Type: Application
    Filed: June 9, 2021
    Publication date: November 4, 2021
    Applicant: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. Gardner, Stephen William Almond
  • Patent number: 11130905
    Abstract: Interactions between aqueous fluids and clay-containing subterranean formations may be problematic due to issues associated with clay destabilization and migration. Functionalized dextrin compounds that are partially oxidized and bear at least one amine group at an oxidation site may promote clay stabilization for more effective treatment of a subterranean formation. Subterranean treatment methods may comprise: providing a clay stabilizing composition comprising an amine-functionalized dextrin compound, the amine-functionalized dextrin compound comprising 2 to about 20 glucose units linked together with ?(1,4) glycosidic bonds, and a portion of the glucose units being oxidatively opened and functionalized with at least one amine group at a site of oxidative opening; introducing the clay stabilizing composition into a subterranean formation bearing a clay-containing mineral; and interacting the amine-functionalized dextrin compound with the clay-containing mineral to affect stabilization thereof.
    Type: Grant
    Filed: July 11, 2019
    Date of Patent: September 28, 2021
    Assignee: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. Gardner, Kristopher Megahan, Curtis J. Rodencal, Charles R. Landis, Ashoka V. R. Madduri
  • Patent number: 11028314
    Abstract: Interactions between aqueous fluids and clay-containing subterranean formations may be problematic due to issues associated with clay destabilization and migration. Subterranean treatment methods may comprise: providing a clay stabilizing composition comprising an amine-functionalized dextrin compound having 2 to about 20 glucose units linked together with ?(1,4) glycosidic bonds, and an amine-functionalized dextran polymer having a plurality of glucose units linked together with ?(1,6) glycosidic bonds; introducing the clay stabilizing composition into a subterranean formation bearing a clay-containing mineral; and interacting the amine-functionalized dextrin compound and the amine-functionalized dextran polymer with the clay-containing mineral to affect stabilization thereof. A portion of the glucose units are oxidatively opened and functionalized with at least one amine group at a site of oxidative opening in both the amine-functionalized dextrin compound and the amine-functionalized dextran polymer.
    Type: Grant
    Filed: July 11, 2019
    Date of Patent: June 8, 2021
    Assignee: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. Gardner, Kristopher Megahan, Curtis J. Rodencal, Charles R. Landis, Ashoka V. R. Madduri
  • Publication number: 20210139766
    Abstract: Proppant embedment can sometimes be problematic during fracturing operations. A partially oxidized, amine-functionalized polysaccharide comprising a plurality of oxidatively opened monosaccharide units and bearing an amine moiety at one or more sites of oxidative opening may lessen the amount of proppant embedment that occurs. Fracturing methods may comprise providing a fracturing fluid comprising such a partially oxidized, amine-functionalized polysaccharide and a plurality of proppant particulates, introducing the fracturing fluid into a subterranean formation at a hydraulic pressure sufficient to create or extend one or more fractures therein, such that at least a portion of the plurality of proppant particulates become localized in the one or more fractures, and releasing the hydraulic pressure. Upon releasing the hydraulic pressure, embedment of the proppant particulates in a face of the one or more fractures is about 10% to about 40% of a grain size of the proppant particulates.
    Type: Application
    Filed: January 19, 2021
    Publication date: May 13, 2021
    Applicant: Integrity Bio-Chemicals, LLC
    Inventors: Charles R. Landis, Stephen William Almond
  • Publication number: 20210108126
    Abstract: Interactions between aqueous fluids and clay-containing subterranean formations may be problematic due to issues associated with clay destabilization and migration. Subterranean treatment methods may comprise: providing a clay stabilizing composition comprising an amine-functionalized dextrin compound having 2 to about 20 glucose units linked together with ?(1,4) glycosidic bonds, and an amine-functionalized dextran polymer having a plurality of glucose units linked together with ?(1,6) glycosidic bonds; introducing the clay stabilizing composition into a subterranean formation bearing a clay-containing mineral; and interacting the amine-functionalized dextrin compound and the amine-functionalized dextran polymer with the clay-containing mineral to affect stabilization thereof. A portion of the glucose units are oxidatively opened and functionalized with at least one amine group at a site of oxidative opening in both the amine-functionalized dextrin compound and the amine-functionalized dextran polymer.
    Type: Application
    Filed: July 11, 2019
    Publication date: April 15, 2021
    Applicant: Integrity Bio-Chemicals, LLC
    Inventors: Christopher P. Gardner, Kristopher Megahan, Curtis J. Rodencal, Charles R. Landis, Ashoka V.R. Madduri