IP Library › Granted Patent US 7,915,203

Granted Patent B2

US 7,915,203 · App. 12/510,101 · Granted Mar 29, 2011

Secondary emulsifiers for inverted emulsion fluids and methods for making and using same

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Quick Facts

Patent No.: US 7,915,203
App. No.: 12/510,101
Granted: Mar 29, 2011
Kind: B2

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Abstract

A new class of secondary emulsifying agents for use in inverted mud and other inverted system is disclosed and method for making and using same.

Claims (44)

1. An inverted emulsion drilling fluid composition comprising:

a continuous phase comprising an organic liquid base,

a discontinuous phase comprising an aqueous liquid,

an emulsifying system,

a weight material, and

a viscosifying agent,

where the emulsifying system comprises a primary emulsifier or a plurality of primary emulsifiers, and a secondary emulsifier or a plurality of secondary emulsifiers, where the secondary emulsifiers comprise alkyl, aryl esters, where the alkyl group, designated R 1 , is a carbyl group having between about 10 and about 40 carbon atoms and the aryl group includes one or more substituents, where the substituents include a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, OPO 3 R 3 group, NHR 2 group, SiH 2 R 2 group, PHR 2 group, SR 2 group or OR 2 group, where R is a carbyl group having between about 1 and about 40 carbon atoms, R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 or R 3 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 or R 3 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and where R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 or R 3 .

2. The composition of claim 1 , wherein the secondary emulsifiers are compounds of the general formula (I):

where (a) A is an aryl group having between 5 and 20 carbon atoms, (b) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (c) Z 1 is a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, or OPO 3 R 3 group, where R is a carbyl group having between about 1 and about 40 carbon atoms and R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, and (d) Z 2 is a hydrogen atom, NHR 2 group, SiH 2 R 2 group, PHR 2 group, SR 2 group or OR 2 group, where R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in A, R, R 1 , R 2 or R 3 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 or R 3 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and where R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for A, R, R 1 , R 2 or R 3 .

3. The composition of claim 2 , wherein the secondary emulsifiers are compounds of the general formulas (II-VI):

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) Z 1 is a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, or OPO 3 R 3 group, where R is a carbyl group having between about 1 and about 40 carbon atoms and where R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, (c) Z 2 is a hydrogen atom, NHR 2 group, OR 2 group, SiH 2 R 2 group, PHR 2 group, or SR 2 group, where R 2 is a carbyl group having between about 1 and 40 carbon atoms, (d) R 5 is a hydrogen atom or a carbyl group, (e) R 6 is a hydrogen atom or a carbyl group, and (f) R 7 is a hydrogen atom or a carbyl group, where the carbyl group have between 1 carbon atoms and about 10 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 , R 5 , R 6 , or R 7 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 , R 5 , R 6 , or R 7 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and where R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 , R 5 , R 6 , or R 7 ;

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) Z 1 is a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, or OPO 3 R 3 group, where R is a carbyl group having between about 1 and about 40 carbon atoms and where R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, and (c) Z 2 is a hydrogen atom, NHR 2 group, OR 2 group, SiH 2 R 2 group, PHR 2 group, or SR 2 group, where R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 or R 3 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 or R 3 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and where R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 and R 3 ;

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) Z 1 is a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, or OPO 3 R 3 group, where R is a carbyl group having between about 1 and about 40 carbon atoms and where R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, (c) R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 or R 3 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 or R 3 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 and R 3 ;

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R 1 or R 2 can be replaced by B, N, O, Si, P, S, Ge, and/or mixtures thereof and where one or more of the hydrogen atoms in R 1 or R 2 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R 1 or R 2 ; or

where R 1 is a carbyl group having between about 10 and about 40 carbon atoms and where one or more of the carbon atoms in R 1 can be replaced by B, N, O, Si, P, S, Ge, and/or mixtures thereof and one or more of the hydrogen atoms in R 1 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and where R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R 1 .

4. The composition of claim 1 , wherein the organic liquid base is selected from the group consisting of diesel oil, mineral oil, ester, poly-alpha-olefin, mono-ether, di-ether, linear alkyl benzene and mixtures thereof.

5. A method of drilling a subterranean well with an invert emulsion drilling fluid comprising:

formulating the invert emulsion drilling fluid comprising:

a continuous phase comprising an organic liquid base,

a discontinuous phase comprising an aqueous liquid,

an emulsifying system,

a weight material, and

a viscosifying agent,

drilling the well with the invert emulsion drilling fluid.

6. The method of claim 5 , wherein the secondary emulsifiers are compounds of the general formula (I):

7. The method of claim 6 , wherein the secondary emulsifiers are compounds of the general formulas (II-VI):

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) Z 1 is a halogen atom, R group, SO 3 12 3 group, OPO 2 R 3 group, or OPO 3 R 3 group, where R is a carbyl group having between about 1 and about 40 carbon atoms and where R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, (c) Z 2 is a hydrogen atom, NHR 2 group, OR 2 group, SiH 2 R 2 group, PHR 2 group, or SR 2 group, where R 2 is a carbyl group having between about 1 and 40 carbon atoms, (d) R 5 is a hydrogen atom or a carbyl group, (e) R 6 is a hydrogen atom or a carbyl group, and (f) R 7 is a hydrogen atom or a carbyl group, where the carbyl group have between 1 carbon atoms and about 10 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 , R 5 , R 6 , or R 7 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 , R 5 , R 6 , or R 7 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and where R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 , R 5 , R 6 , or R 7 ;

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) Z 1 is a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, or OPO 3 R 3 group, where R is a carbyl group having between about 1 and about 40 carbon atoms and where R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, and (c) Z 2 is a hydrogen atom, NHR 2 group, OR 2 group, SiH 2 R 2 group, PHR 2 group, or SR 2 group, where R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 or R 3 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 or R 3 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and where R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 and R 3 ;

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) Z 1 is a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, or OPO 3 R 3 group, where R is a carbyl group having between about 1 and about 40 carbon atoms and where R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, (c) R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 or R 3 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 or R 3 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 and R 3 ;

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R 1 or R 2 can be replaced by B, N, O, Si, P, S, Ge, and/or mixtures thereof and where one or more of the hydrgeon atoms in R 1 or R 2 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R 1 or R 2 ;

8. The method of claim 5 , wherein the organic liquid base is selected from the group consisting of diesel oil, mineral oil, ester, poly-alpha-olefin, mono-ether, di-ether, linear alkyl benzene and mixtures thereof.

9. A secondary emulsifier composition comprising:

one or a plurality of a secondary emulsifier or a plurality of secondary emulsifiers, where the secondary emulsifiers comprise alkyl, aryl esters, where the alkyl group, designated R 1 , is a carbyl group having between about 10 and about 40 carbon atoms and the aryl group includes one or more substituents, where the substituents include a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, OPO 3 R 3 group, NHR 2 group, SiH 2 R 2 group, PHR 2 group, SR 2 group or OR 2 group, where R is a carbyl group having between about 1 and about 40 carbon atoms, R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 or R 3 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 or R 3 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and where R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 or R 3 .

10. The composition of claim 9 , wherein the secondary emulsifiers are compounds of the general formula (I):

11. The composition of claim 10 , wherein the secondary emulsifiers are compounds of the general formulas (II-VI):

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) Z 1 is a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, or OPO 3 R 3 group, where R is a carbyl group having between about 1 and about 40 carbon atoms and where R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, and (c) Z 2 is a hydrogen atom, NHR 2 group, OR 2 group, SiH 2 R 2 group, PHR 2 group, or SR 2 group, where R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 or R 3 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 or R 3 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and where R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 and R 3 ;

where (a) R 1 is a carbyl group having between about 10 and about 40 carbon atoms, (b) Z 1 is a halogen atom, R group, SO 3 R 3 group, OPO 2 R 3 group, or OPO 3 R 3 group, where R is a carbyl group having between about 1 and about 40 carbon atoms and where R 3 is a hydrogen atom or a carbyl group having between 1 and 12 carbon atoms, (c) R 2 is a carbyl group having between about 1 and 40 carbon atoms, and where one or more of the carbon atoms in R, R 1 , R 2 or R 3 can be replaced by B, N, O, Si, P, S, Ge and/or mixtures thereof and one or more of the hydrogen atoms in R, R 1 , R 2 or R 3 can be replaced by F, Cl, Br, I, CONR 2 4 , COOR 4 , OR 4 , NR 2 4 , SR 4 , PR 2 4 , and/or mixtures thereof and R 4 can be a alkyl, aryl, alkylaryl or arylalkyl group having between 1-20 carbon atoms where one or more carbon or hydrogen atom can be replaced as set forth for R, R 1 , R 2 and R 3 ;

Assignments (2)

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 9, 2015

From: CLEARWATER INTERNATIONAL, L.L.C.

To: LUBRIZOL OILFIELD SOLUTIONS, INC.

Reel/Frame 036822/0379 →

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 13, 2010

From: FALANA, OLUSEGUN MATTHEW; GILMER, ARTHUR T.; MARSHALL, EDWARD

To: CLEARWATER INTERNATIONAL, LLC

Reel/Frame 024676/0056 →