# US 2011/0034351 A1 · Hydrophobically and Cationically Modified Relative Permeability Modifiers and Associated Methods > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2011/0034351 A1 - Document ID: US20110034351A1 - Status: Published application - Kind: A1 - Application number: 12/538,203 - Filed: 2009-08-10 - Published: 2011-02-10 - Earliest claimed: 2009-08-10 - Assignees: Halliburton Energy Services, Inc. - Inventors: Larry S. Eoff; B. Raghava Reddy; Eldon D. Dalrymple - Web page: https://patentgrep.com/patent/US20110034351A1 ## CPC - C09K 8/508: macromolecular compounds {(C09K8/512 takes precedence)} - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE ## Abstract Methods and compositions including a method comprising introducing a hydrophobically and cationically modified relative permeability modifier into a portion of a subterranean formation, wherein the hydrophobically and cationically modified relative permeability modifier comprises a hydrophilic polymer backbone with a hydrophobic modification and a cationic modification. ## Claims ### Claim 1 A method comprising: introducing a hydrophobically and cationically modified relative permeability modifier into a portion of a subterranean formation, wherein the hydrophobically and cationically modified relative permeability modifier comprises a hydrophilic polymer backbone with a hydrophobic modification and a cationic modification. ### Claim 2 (depends on 1) The method of claim 1, wherein the hydrophilic polymer backbone comprises polar heteroatoms. ### Claim 3 (depends on 1) The method of claim 1, wherein the hydrophilic polymer backbone comprises amine groups. ### Claim 4 (depends on 1) The method of claim 1, wherein the hydrophobically and cationically modified relative permeability modifier comprises a reaction product of a hydrophilic polymer with a hydrophobic compound and a cationic compound, wherein the hydrophilic polymer comprises at least one hydrophilic polymer selected from the group consisting of: a polyacrylamide; a polyvinylamine; a poly(vinylamine/vinyl alcohol); an alkyl acrylate polymer; cellulose; chitosan; a polyamide; a polyetheramine; a polyethyleneimine; a polyhydroxyetheramine; a polylysine; a polysulfone; a gum; a starch; and a combination thereof, wherein the hydrophobic compound comprises at least one hydrophobic compound comprising an alkyl chain length of from about 4 to about 22 carbons selected from the group consisting of: an alkyl halide; a sulfonate; a sulfate; an organic acid; an organic acid derivative; and a combination thereof, and wherein the cationic compound comprises at least one cationic compound comprising an alkyl chain length of from about 1 to 3 carbons selected from the group consisting of: an alkyl halide; a sulfone; a sulfate; an organic acid; an organic acid derivative, and a combination thereof. ### Claim 5 (depends on 1) The method of claim 1, wherein the hydrophobically and cationically modified relative permeability modifier comprises a polymerization reaction product of a hydrophilic monomer with a hydrophobically modified hydrophilic monomer and a cationic compound, wherein the hydrophilic monomer comprises at least one hydrophilic monomer selected from the group consisting of: acrylamide; 2-acrylamido-2-methyl propane sulfonic acid; N,N-dimethylacrylamide; vinyl pyrrolidone; dimethylaminoethyl methacrylate; acrylic acid; dimethylaminopropylmethacrylamide; vinyl amine; vinyl acetate; trimethylammoniumethyl methacrylate chloride; methacrylamide; hydroxyethyl acrylate; vinyl sulfonic acid; vinyl phosphonic acid; methacrylic acid; vinyl caprolactam; N-vinylformamide; N,N-diallylacetamide; dimethyldiallyl ammonium halide; itaconic acid; styrene sulfonic acid; methacrylamidoethyltrimethyl ammonium halide; a quaternary salt derivative of acrylamide; a quaternary salt derivative of acrylic acid, and a combination thereof, wherein the hydrophobically modified hydrophilic monomer comprises at least one hydrophobically modified hydrophilic monomer selected from the group consisting of: an alkyl acrylate; an alkyl methacrylate; an alkyl acrylamide; an alkyl methacrylamide; an alkyl dimethylammoniumethyl methacrylate halide; an alkyl dimethylammoniumpropyl methacrylamide halide; and a combination thereof, and wherein the cationic compound comprises at least one cationic compound comprising an alkyl chain length of from about 1 to 3 carbons selected from the group consisting of: an alkyl halide; a sulfone; a sulfate; an organic acid; an organic acid derivative, and a combination thereof. ### Claim 6 (depends on 1) The method of claim 1, wherein the hydrophobically and cationically modified relative permeability modifier comprises a mole ratio of cationic groups to hydrophobic groups in an amount in the range of from about 1:20 to about 50:1. ### Claim 7 (depends on 3) The method of claim 3, wherein about 1% to about 20% of the amine groups present in the hydrophilic polymer have been quaternized by a cationic compound. ### Claim 8 (depends on 3) The method of claim 3, wherein about 1% to about 5% of the amine groups present in the hydrophilic polymer have been quaternized by a hydrophobic compound. ### Claim 9 (depends on 1) The method of claim 1, wherein the hydrophobically and cationically modified relative permeability modifier comprises a reaction product of a hydrophilic polymer with a hydrophobic compound and a cationic compound or a polymerization reaction product of a hydrophilic monomer with a hydrophobically modified hydrophilic monomer and a cationic compound. ### Claim 10 A method r comprising: providing a relative permeability modifier that comprises a hydrophilic polymer backbone with a hydrophobic modification; and incorporating at least one cationic compound onto the hydrophilic polymer backbone to form a hydrophobically and cationically modified relative permeability modifier. ### Claim 11 (depends on 10) The method of claim 10, wherein the hydrophilic polymer backbone comprises polar heteroatoms. ### Claim 12 (depends on 10) The method of claim 10, wherein the hydrophilic polymer backbone comprises amine groups. ### Claim 13 (depends on 12) The method of claim 12, wherein 1% to 20% of the amine groups present in the hydrophilic polymer have been quatemized by the cationic compound. ### Claim 14 (depends on 12) The method of claim 12, wherein 1% to 5% of the amine groups present in the hydrophilic polymer have been quatemized by a hydrophobic compound. ### Claim 15 (depends on 10) The method of claim 10 wherein the relative permeability modifier comprises a reaction product of a hydrophilic polymer with a hydrophobic compound or a polymerization reaction product of a hydrophilic monomer and a hydrophobically modified hydrophilic monomer. ### Claim 16 (depends on 10) The method of claim 10, wherein the relative permeability modifier comprises a reaction product of a hydrophilic polymer with a hydrophobic compound, wherein the hydrophilic polymer comprises at least one hydrophilic polymer selected from the group consisting of: a polyacrylamide; a polyvinylamine; a poly(vinylamine/vinyl alcohol); an alkyl acrylate polymer; cellulose; chitosan; a polyamide; a polyetheramine; a polyethyleneimine; a polyhydroxyetheramine; a polylysine; a polysulfone; a gum; a starch; and a combination thereof, and wherein the hydrophobic compound comprises at least one hydrophobic compound selected from the group consisting of: an alkyl halide; a sulfonate; a sulfate; an organic acid; an organic acid derivative; and a combination thereof. ### Claim 17 (depends on 10) The method of claim 10, wherein the relative permeability modifier comprises a polymerization reaction product of a hydrophilic monomer with a hydrophobically modified hydrophilic monomer, wherein the hydrophilic monomer comprises at least one hydrophilic monomer selected from the group consisting of: acrylamide; 2-acrylamido-2-methyl propane sulfonic acid; N,N-dimethylacrylamide; vinyl pyrrolidone; dimethylaminoethyl methacrylate; acrylic acid; dimethylaminopropylmethacrylamide; vinyl amine; vinyl acetate; trimethylammoniumethyl methacrylate chloride; methacrylamide; hydroxyethyl acrylate; vinyl sulfonic acid; vinyl phosphonic acid; methacrylic acid; vinyl caprolactam; N-vinylformamide; N,N-diallylacetamide; dimethyldiallyl ammonium halide; itaconic acid; styrene sulfonic acid; methacrylamidoethyltrimethyl ammonium halide; a quaternary salt derivative of acrylamide; a quaternary salt derivative of acrylic acid, and a combination thereof, and wherein the hydrophobically modified hydrophilic monomer comprises at least one hydrophobically modified hydrophilic monomer selected from the group consisting of: an alkyl acrylate; an alkyl methacrylate; an alkyl acrylamide; an alkyl methacrylamide; an alkyl dimethylammoniumethyl methacrylate halide; an alkyl dimethylammoniumpropyl methacrylamide halide; and a combination thereof. ### Claim 18 (depends on 10) The method of claim 10, wherein the hydrophobically and cationically modified relative permeability modifier comprises a mole ratio of cationic groups to hydrophobic groups in an amount in the range of from about 1:20 to about 50:1. ### Claim 19 (depends on 10) The method of claim 10, wherein the cationic compound comprises at least one cationic compound comprising an alkyl chain length of from about 1 to 3 carbons selected from the group consisting of: an alkyl halide; a sulfone; a sulfate; an organic acid; an organic acid derivative, and a combination thereof. ### Claim 20 A treatment fluid comprising a hydrophobically and cationically modified relative permeability modifier that comprises a hydrophilic polymer backbone with a hydrophobic modification and a cationic modification.