Patent number: 9562186
Abstract: Crosslinked gelling agents employed during subterranean operations use electronically-modified boronic acids to enable higher operating temperatures while allowing reduced gelling agent loadings; the boronic acids having Formula I: wherein X1 and X2 are independently selected from the group consisting of O, CH2, CH2O, OCH2, bond, and null and wherein either X1 or X2 is null, Y1 and Y2 are independently N or C, Ar is phenyl; m is 1 or 2, n is 0, 1, 2, or 3, and each Z is independently an electron withdrawing group selected from nitro, ester, carboxylic acids, carboxylates, halogen, cyano, amide, acyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, CF3, a quaternary ammonium salt, polyhaloalkyl, and carbamate, with the proviso that when n is 0, the link L between M1 and Ar includes an electron withdrawing group attached to Ar, and introducing the treatment fluids into subterranean formations.
Type:
Grant
Filed:
April 9, 2015
Date of Patent:
February 7, 2017
Assignee:
Halliburton Energy Services, Inc.
Inventors:
James William Ogle, Jeremy Holtsclaw, David Loveless
Publication number: 20150210918
Abstract: Crosslinked gelling agents employed during subterranean operations use electronically-modified boronic acids to enable higher operating temperatures while allowing reduced gelling agent loadings; the boronic acids having Formula I: wherein X1 and X2 are independently selected from the group consisting of O, CH2, CH2O, OCH2, bond, and null and wherein either X1 or X2 is null, Y1 and Y2 are independently N or C, Ar is phenyl; m is 1 or 2, n is 0, 1, 2, or 3, and each Z is independently an electron withdrawing group selected from nitro, ester, carboxylic acids, carboxylates, halogen, cyano, amide, acyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, CF3, a quaternary ammonium salt, polyhaloalkyl, and carbamate, with the proviso that when n is 0, the link L between M1 and Ar includes an electron withdrawing group attached to Ar, and introducing the treatment fluids into subterranean formations.
Type:
Application
Filed:
April 9, 2015
Publication date:
July 30, 2015
Applicant:
Halliburton Energy Services, Inc.
Inventors:
James William Ogle, Jeremy Holtsclaw, David Loveless
Patent number: 9027644
Abstract: Crosslinked gelling agents employed during subterranean operations use electronically-modified boronic acids to enable higher operating temperatures while allowing reduced gelling agent loadings; the boronic acids having Formula I: X1 and X2 are independently selected from O, CH2, CH2O, OCH2, bond, and null, Y1 and Y2 are independently N or C, Ar is a 5- or 6-membered ring aryl or heteroaryl group with a link L to monomer unit M1, m is 1 or 2, n is 0, 1, 2, or 3, and each Z is independently an electron withdrawing group selected from nitro, ester, carboxylic acids, carboxylates, halogen, cyano, amide, acyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, CF3, a quaternary ammonium salt, polyhaloalkyl, and carbamate, with the proviso that when n is 0, the link L between M1 and Ar includes an electron withdrawing group attached to Ar, and introducing the treatment fluids into subterranean formations.
Type:
Grant
Filed:
February 25, 2014
Date of Patent:
May 12, 2015
Assignee:
Halliburton Energy Services, Inc.
Inventors:
James William Ogle, Jeremy Holtsclaw, David Loveless