公开(公告)号：US11591291B2

公开(公告)日：2023-02-28

申请号：US17551915

申请日：2021-12-15

Applicant: Saudi Arabian Oil Company

Inventor： Xuan Zhang ,  Ming Han ,  Jinxun Wang

IPC: C07C237/52 ,  C07C231/02 ,  C07C233/36 ,  C07C233/38 ,  C09K8/584

Abstract: Compositions that include cationic surfactants and methods of synthesizing compositions that include cationic surfactants. The surfactants include a quaternary amine and a saturated or unsaturated alkyl chain with 4 to 28 carbons. The surfactants can be generated by reacting a fatty acid modified with an amino alkyl group and an epihalohydrin in the presence of a base. The cationic surfactants can be generated by reacting a fatty acid modified with an amino alkyl group, an epihalohydrin, and a carboxylic acid. The cationic surfactants can be generated by reacting a carboxylic acid, an epihalohydrin, and a catalyst to afford a halo-substituted alkyl ester, followed by reacting the halo-substituted alky ester with a fatty acid modified with an amino alkyl group.

公开(公告)号：US20220025090A1

公开(公告)日：2022-01-27

申请号：US16935943

申请日：2020-07-22

Applicant: SAUDI ARABIAN OIL COMPANY

Inventor： Xuan Zhang ,  Ming Han ,  Limin Xu

IPC: C08F220/58 ,  C07C233/38 ,  C07C231/12 ,  C08F220/56 ,  C09K8/588 ,  C09K8/584 ,  E21B43/16

Abstract: Provided is a quaternary ammonium surfmer, that may have the following general formula (I): N+—R1R2R3R4 (X−), where: R1 and R2 may independently be H or a C1-C3 alkyl, R3 may be a C19+ amidoalkyl group, R4 may be a C3-C6 alkyl having a terminal olefin double bond group, and X may be a halogen. Further provided is a method for synthesizing the quaternary ammonium surfmer and a method for recovering hydrocarbons from a subterranean formation that may include injecting a treatment fluid comprising the quaternary ammonium surfmer into the subterranean formation.

公开(公告)号：US12049529B2

公开(公告)日：2024-07-30

申请号：US18325989

申请日：2023-05-30

Applicant: SAUDI ARABIAN OIL COMPANY

Inventor： Xuan Zhang ,  Ming Han ,  Limin Xu

IPC: E21B43/16 ,  C07C231/12 ,  C07C233/38 ,  C08F220/56 ,  C08F220/58 ,  C09K8/58 ,  C09K8/584 ,  C09K8/588

CPC classification number: C08F220/585 ,  C07C231/12 ,  C07C233/38 ,  C08F220/56 ,  C09K8/584 ,  C09K8/588 ,  E21B43/16

Abstract: Provided is a quaternary ammonium surfmer and copolymers thereof. The surfmer may have the following general formula (I): N+—R1R2R3R4 (X−), where: R1 and R2 may independently be H or a C1-C3 alkyl, R3 may be a C19+ amidoalkyl group, R4 may be a C3-C6 alkyl having a terminal olefin double bond group, and X may be a halogen. Further provided is a method for synthesizing the quaternary ammonium surfmer, copolymers thereof, and a method for recovering hydrocarbons from a subterranean formation that may include injecting a treatment fluid comprising the quaternary ammonium surfmer or copolymers thereof into the subterranean formation.

公开(公告)号：US20230348773A1

公开(公告)日：2023-11-02

申请号：US18351255

申请日：2023-07-12

Applicant: SAUDI ARABIAN OIL COMPANY

Inventor： Xuan Zhang ,  Jose I. Rueda ,  Ming Han ,  Mohammed Bataweel ,  Ziyuan Qi

IPC: C09K8/035 ,  C09K8/68

CPC classification number: C09K8/035 ,  C09K8/68

Abstract: A composition includes an ionic liquid monomer having the following structure:




where n is an integer from 1 to 5 and the ionic liquid monomer has a melting point less than 100° C. A method of making the ionic liquid includes providing a mixture comprising a sulfonic acid and a diamine in a solvent, and maintaining the mixture at a temperature ranging from 10 to 80° C. for a time ranging from 1 to 10 hours to form an ionic liquid monomer having a melting point less than 100° C. A method of making a polymer from the ionic liquid monomer is also provided.

公开(公告)号：US20230332036A1

公开(公告)日：2023-10-19

申请号：US17723835

申请日：2022-04-19

Applicant: SAUDI ARABIAN OIL COMPANY

Inventor： Jian Hou ,  Ming Han ,  Tao Chen ,  Mohammed A. Bataweel ,  Xuan Zhang

IPC: C09K8/528 ,  C09K8/84 ,  C09K8/584

CPC classification number: C09K8/528 ,  C09K8/584 ,  C09K8/84

Abstract: A scale inhibitor fluid includes 0.001 ppm to 100 ppm of a phosphonate compound, 20 ppm to 400 ppm of a cation-containing surfactant, and an aqueous fluid. The cation-containing surfactant includes at least one of a single positively charged cation-containing surfactant, a double positively charged cation-containing surfactant and a zwitterionic cation-containing surfactant. A method for inhibiting scale formation in a wellbore includes introducing a phosphonate compound, a cation-containing surfactant and an aqueous fluid to the wellbore to produce a scale inhibitor fluid.

公开(公告)号：US20230303744A1

公开(公告)日：2023-09-28

申请号：US18325989

申请日：2023-05-30

Applicant: SAUDI ARABIAN OIL COMPANY

Inventor： Xuan Zhang ,  Ming Han ,  Limin Xu

IPC: C08F220/58 ,  C07C231/12 ,  C07C233/38 ,  C08F220/56 ,  C09K8/584 ,  C09K8/588 ,  E21B43/16

CPC classification number: C08F220/585 ,  C07C231/12 ,  C07C233/38 ,  C08F220/56 ,  C09K8/584 ,  C09K8/588 ,  E21B43/16

Abstract: Provided is a quaternary ammonium surfmer and copolymers thereof. The surfmer may have the following general formula (I): N+—R1R2R3R4 (X−), where: R1 and R2 may independently be H or a C1-C3 alkyl, R3 may be a C19+ amidoalkyl group, R4 may be a C3-C6 alkyl having a terminal olefin double bond group, and X may be a halogen. Further provided is a method for synthesizing the quaternary ammonium surfmer, copolymers thereof, and a method for recovering hydrocarbons from a subterranean formation that may include injecting a treatment fluid comprising the quaternary ammonium surfmer or copolymers thereof into the subterranean formation.

公开(公告)号：US20220106262A1

公开(公告)日：2022-04-07

申请号：US17552073

申请日：2021-12-15

Applicant: Saudi Arabian Oil Company

Inventor： Xuan Zhang ,  Ming Han ,  Jinxun Wang

IPC: C07C237/52 ,  C09K8/584 ,  C07C233/38 ,  C07C233/36 ,  C07C231/02

Abstract: Compositions that include cationic surfactants and methods of synthesizing compositions that include cationic surfactants. The surfactants include a quaternary amine and a saturated or unsaturated alkyl chain with 4 to 28 carbons. The surfactants can be generated by reacting a fatty acid modified with an amino alkyl group and an epihalohydrin in the presence of a base. The cationic surfactants can be generated by reacting a fatty acid modified with an amino alkyl group, an epihalohydrin, and a carboxylic acid. The cationic surfactants can be generated by reacting a carboxylic acid, an epihalohydrin, and a catalyst to afford a halo-substituted alkyl ester, followed by reacting the halo-substituted alky ester with a fatty acid modified with an amino alkyl group.

公开(公告)号：US20220106261A1

公开(公告)日：2022-04-07

申请号：US17551945

申请日：2021-12-15

Applicant: Saudi Arabian Oil Company

Inventor： Xuan Zhang ,  Ming Han ,  Jinxun Wang

IPC: C07C237/52 ,  C09K8/584 ,  C07C233/38 ,  C07C233/36 ,  C07C231/02

Abstract: Compositions that include cationic surfactants and methods of synthesizing compositions that include cationic surfactants. The surfactants include a quaternary amine and a saturated or unsaturated alkyl chain with 4 to 28 carbons. The surfactants can be generated by reacting a fatty acid modified with an amino alkyl group and an epihalohydrin in the presence of a base. The cationic surfactants can be generated by reacting a fatty acid modified with an amino alkyl group, an epihalohydrin, and a carboxylic acid. The cationic surfactants can be generated by reacting a carboxylic acid, an epihalohydrin, and a catalyst to afford a halo-substituted alkyl ester, followed by reacting the halo-substituted alky ester with a fatty acid modified with an amino alkyl group.

公开(公告)号：US20240409804A1

公开(公告)日：2024-12-12

申请号：US18809629

申请日：2024-08-20

Applicant: SAUDI ARABIAN OIL COMPANY

Inventor： Jian Hou ,  Ming Han ,  Tao Chen ,  Mohammed A. Bataweel ,  Xuan Zhang

IPC: C09K8/528 ,  C09K8/584 ,  C09K8/84

Abstract: A scale inhibitor fluid includes 0.001 ppm to 100 ppm of a phosphonate compound, 20 ppm to 400 ppm of a cation-containing surfactant, and an aqueous fluid. The cation-containing surfactant includes at least one of a single positively charged cation-containing surfactant, a double positively charged cation-containing surfactant and a zwitterionic cation-containing surfactant. A method for inhibiting scale formation in a wellbore includes introducing a phosphonate compound, a cation-containing surfactant and an aqueous fluid to the wellbore to produce a scale inhibitor fluid.

公开(公告)号：US11993553B2

公开(公告)日：2024-05-28

申请号：US17552073

申请日：2021-12-15

Applicant: Saudi Arabian Oil Company

Inventor： Xuan Zhang ,  Ming Han ,  Jinxun Wang

IPC: C07C237/52 ,  C07C231/02 ,  C07C233/36 ,  C07C233/38 ,  C09K8/584

CPC classification number: C07C237/52 ,  C07C231/02 ,  C07C233/36 ,  C07C233/38 ,  C09K8/584

Abstract: Compositions that include cationic surfactants and methods of synthesizing compositions that include cationic surfactants. The surfactants include a quaternary amine and a saturated or unsaturated alkyl chain with 4 to 28 carbons. The surfactants can be generated by reacting a fatty acid modified with an amino alkyl group and an epihalohydrin in the presence of a base. The cationic surfactants can be generated by reacting a fatty acid modified with an amino alkyl group, an epihalohydrin, and a carboxylic acid. The cationic surfactants can be generated by reacting a carboxylic acid, an epihalohydrin, and a catalyst to afford a halo-substituted alkyl ester, followed by reacting the halo-substituted alky ester with a fatty acid modified with an amino alkyl group.