US 12,077,504 B2
Tracers for petroleum reservoirs
Hooisweng Ow, Woburn, MA (US); Rena Shi, Cambridge, MA (US); Jason R. Cox, Ashland, MA (US); and Sehoon Chang, Cambridge, MA (US)
Assigned to Saudi Arabian Oil Company, Dhahran (SA)
Filed by Saudi Arabian Oil Company, Dhahran (SA)
Filed on Jan. 31, 2023, as Appl. No. 18/162,495.
Application 18/162,495 is a division of application No. 17/551,598, filed on Dec. 15, 2021, abandoned.
Application 17/551,598 is a division of application No. 16/252,228, filed on Jan. 18, 2019, granted, now 11,230,919, issued on Jan. 25, 2022.
Claims priority of provisional application 62/758,046, filed on Nov. 9, 2018.
Claims priority of provisional application 62/619,000, filed on Jan. 18, 2018.
Prior Publication US 2023/0184099 A1, Jun. 15, 2023
Int. Cl. C09K 11/07 (2006.01); C07D 203/04 (2006.01); C07D 213/55 (2006.01); C07D 213/79 (2006.01); C07D 213/89 (2006.01); C07D 401/04 (2006.01); C07D 403/02 (2006.01); C07D 471/04 (2006.01); C09K 8/03 (2006.01); E21B 43/16 (2006.01); E21B 47/11 (2012.01); E21B 49/08 (2006.01); G01N 21/64 (2006.01)
CPC C07D 213/55 (2013.01) [C07D 213/79 (2013.01); C07D 213/89 (2013.01); C07D 401/04 (2013.01); C07D 471/04 (2013.01); C09K 8/03 (2013.01); C09K 11/07 (2013.01); E21B 43/16 (2013.01); E21B 47/11 (2020.05); E21B 49/08 (2013.01); G01N 21/6408 (2013.01); G01N 21/643 (2013.01); C09K 2211/1018 (2013.01); C09K 2211/182 (2013.01); E21B 49/0875 (2020.05); G01N 2021/641 (2013.01); G01N 2201/129 (2013.01)] 18 Claims
OG exemplary drawing
 
1. A complexing agent of Formula (I), or an anion or salt thereof:

OG Complex Work Unit Chemistry
wherein:
X is present or absent, and when present, is selected from the group consisting of: C1-10 alkylene, C2-10 alkenylene, and C2-10 alkynylene, wherein each C1-10 alkylene, C2-10 alkenylene, and C2-10 alkynylene is optionally interrupted by one O, S, or NH;
R is -heteroaryl including from 5-10 ring atoms, wherein from 1-4 ring atoms are each independently selected from the group consisting of N, NH, O, and S, wherein the heteroaryl is optionally substituted with from 1-3 Rb;
each occurrence of Rb is independently selected from the group consisting of:
(i) halo;
(ii) cyano;
(iii) C1-6 alkyl;
(iv) C2-6 alkenyl;
(v) C2-6 alkynyl;
(vi) C1-4 haloalkyl;
(vii) C1-4 alkoxy;
(viii) C1-4 haloalkoxy;
(ix) —(C0-3 alkylene)—C3-6 cycloalkyl optionally substituted with from 1-4 independently selected C1-4 alkyl;
(x) —(C0-3 alkylene)-heterocyclyl including from 3-10 ring atoms, wherein from 1-3 ring atoms are each independently selected from the group consisting of NH, O, and S, wherein the heterocyclyl is optionally substituted with from 1-4 independently selected C1-4 alkyl;
(xi) —(C0-3 alkylene)-phenyl;
(xii) —(C0-3 alkylene)-heteroaryl including from 5-10 ring atoms, wherein from 1-4 ring atoms are each independently selected from the group consisting of N, NH, O, and S;
(xiii) —S(O)1-2(C1-4 alkyl); and
(xiv) —NR′R″;
(xv) —OH;
(xvi) —S(O)1-2(NR′R″);
(xvii) C1-4 thioalkoxy;
(xviii) —NO2;
(xix) —N(R′)(C(═O)C1-3 alkyl);
(xx) —C(═O)(C1-4 alkyl);
(xxi) —C(═O)O(C1-4 alkyl);
(xxii) —C(═O)OH, and
(xxiii) —C(═O)N(R′)(R″),
(xxiv) —(C1-6 alkyl)SO3; and
each occurrence of R′ and R″ is independently selected from the group consisting of: H and C1-4 alkyl; or, if R′ and R″ are bonded to the same atom, R′ and R″ together with the atom to which each is attached forms a ring including from 3-8 ring atoms, wherein the ring includes:
(a) from 1-7 ring carbon atoms; and (b) from 0-3 ring heteroatoms (in addition to the atom attached to R′ and R″), which are each independently selected from the group consisting of N, NH, O, and S.