Patents Assigned to Integrity Bio-Chemicals, LLC
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Patent number: 11957777Abstract: 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: GrantFiled: October 26, 2022Date of Patent: April 16, 2024Assignee: INTEGRITY BIO-CHEMICALS, LLCInventors: Christopher P. Gardner, Stephen William Almond
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Publication number: 20240076540Abstract: 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: ApplicationFiled: November 9, 2023Publication date: March 7, 2024Applicant: Integrity Bio-Chemicals, LLCInventors: Christopher P. GARDNER, Stephen William ALMOND
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Patent number: 11827846Abstract: 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: GrantFiled: June 9, 2020Date of Patent: November 28, 2023Assignee: INTEGRITY BIO-CHEMICALS, LLCInventors: Charles R. Landis, Stephen William Almond
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Patent number: 11827844Abstract: 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: GrantFiled: November 28, 2022Date of Patent: November 28, 2023Assignee: Integrity Bio-Chemicals, LLCInventors: Christopher P. Gardner, Stephen William Almond
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Publication number: 20230270654Abstract: 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: ApplicationFiled: October 26, 2022Publication date: August 31, 2023Applicant: INTEGRITY BIO-CHEMICALS, LLCInventors: Christopher P. GARDNER, Stephen William ALMOND
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Publication number: 20230272122Abstract: 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: ApplicationFiled: October 14, 2022Publication date: August 31, 2023Applicant: INTEGRITY BIO-CHEMICALS, LLCInventors: Christopher P. GARDNER, Stephen William ALMOND
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Patent number: 11725134Abstract: 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: GrantFiled: January 19, 2021Date of Patent: August 15, 2023Assignee: Integrity Bio-Chemicals, LLCInventors: Charles R. Landis, Stephen William Almond
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Patent number: 11634604Abstract: 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: GrantFiled: March 7, 2018Date of Patent: April 25, 2023Assignee: Integrity Bio-Chemicals, LLCInventors: Ashoka V. R. Madduri, Christopher P. Gardner, Sanket Gandhi, Matthew B. Blackmon, Charles R. Landis, Curtis J. Rodencal
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Publication number: 20230111955Abstract: 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: ApplicationFiled: November 28, 2022Publication date: April 13, 2023Applicant: Integrity Bio-Chemicals, LLCInventors: Christopher P. GARDNER, Stephen William ALMOND
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Patent number: 11542429Abstract: 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: GrantFiled: February 21, 2022Date of Patent: January 3, 2023Assignee: Integrity Bio-Chemicals, LLCInventors: Christopher P. Gardner, Stephen William Almond
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Publication number: 20220389123Abstract: 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: ApplicationFiled: July 16, 2020Publication date: December 8, 2022Applicant: INTEGRITY BIO-CHEMICALS, LLCInventors: Ashoka V.R. MADDURI, Matthew B. BLACKMON, Christopher P. GARDNER
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Publication number: 20220220364Abstract: 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: ApplicationFiled: June 9, 2020Publication date: July 14, 2022Applicant: INTEGRITY BIO-CHEMICALS, LLCInventors: Charles R. LANDIS, Stephen William ALMOND
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Publication number: 20220177772Abstract: 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: ApplicationFiled: February 21, 2022Publication date: June 9, 2022Applicant: Integrity Bio-Chemicals, LLCInventors: Christopher P. GARDNER, Stephen William ALMOND
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Publication number: 20220127384Abstract: 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: ApplicationFiled: February 10, 2020Publication date: April 28, 2022Applicant: Integrity Bio-Chemicals, LLCInventors: Ashoka V.R. Madduri, Laura Benavides, Sameer Vhora, William Gibbs, Matthew B. Blackmon
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Patent number: 11299667Abstract: 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: GrantFiled: June 9, 2021Date of Patent: April 12, 2022Assignee: Integrity Bio-Chemicals, LLCInventors: Christopher P. Gardner, Stephen William Almond
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Publication number: 20210340429Abstract: 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: ApplicationFiled: June 9, 2021Publication date: November 4, 2021Applicant: Integrity Bio-Chemicals, LLCInventors: Christopher P. Gardner, Stephen William Almond
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Patent number: 11130905Abstract: 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: GrantFiled: July 11, 2019Date of Patent: September 28, 2021Assignee: Integrity Bio-Chemicals, LLCInventors: Christopher P. Gardner, Kristopher Megahan, Curtis J. Rodencal, Charles R. Landis, Ashoka V. R. Madduri
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Compositions comprising aminated dextrin compounds and subterranean treatment methods using the same
Patent number: 11028314Abstract: 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: GrantFiled: July 11, 2019Date of Patent: June 8, 2021Assignee: Integrity Bio-Chemicals, LLCInventors: Christopher P. Gardner, Kristopher Megahan, Curtis J. Rodencal, Charles R. Landis, Ashoka V. R. Madduri -
Publication number: 20210139766Abstract: 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: ApplicationFiled: January 19, 2021Publication date: May 13, 2021Applicant: Integrity Bio-Chemicals, LLCInventors: Charles R. Landis, Stephen William Almond
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COMPOSITIONS COMPRISING AMINATED DEXTRIN COMPOUNDS AND SUBTERRANEAN TREATMENT METHODS USING THE SAME
Publication number: 20210108126Abstract: 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: ApplicationFiled: July 11, 2019Publication date: April 15, 2021Applicant: Integrity Bio-Chemicals, LLCInventors: Christopher P. Gardner, Kristopher Megahan, Curtis J. Rodencal, Charles R. Landis, Ashoka V.R. Madduri