IP Library Granted Patent US 12685311
Granted Patent B2
US 12685311 · App. 18/369,177 · Granted Jul 21, 2026

Environmentally friendly biocidal quaternized amine compound

Inventors: Brett L Geissler (Richmond, TX); Carlos M. Menendez (Houston, TX)
Assignee: Baker Hughes Oilfield Operations LLC
A01N37/44A01N33/12A01N37/34A01N59/26C02F1/50C07C227/02C07C229/12C09K8/605C02F2103/10C02F2103/365
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Quick Facts
Patent No.
US 12685311
App. No.
18/369,177
Granted
Jul 21, 2026
Kind
B2
Abstract

An environmentally friendly biocide is disclosed for managing microbe levels. The environmentally friendly biocide includes a quaternized amine of the structure: where X is chlorine, R 1 is a C 16 -C 18 group, R 2 is a C 16 -C 18 group, and n is within the range of 8 to 50. The environmentally friendly biocide optionally includes a solvent component. In one aspect, a method is disclosed for treating an oilfield system with an environmentally friendly biocide, where the method includes the steps of obtaining the environmentally friendly biocide and contacting the oilfield system with it. In yet another aspect, a method is disclosed for managing microbe levels in an oilfield system. The method involves obtaining an environmentally friendly biocide, introducing a first treatment of the environmentally friendly biocide into the oilfield system, and introducing a second treatment of the environmentally friendly biocide into the oilfield system.

Claims (36)

1 . An environmentally friendly biocide comprising:

a quaternized amine of the structure:

where X is chlorine, R 1 is a C 16 -C 18 group, R 2 is a C 16 -C 18 group, and n is within the range of 8 to 50;

a solvent; and

an aldehyde selected from the group consisting of glutaraldehyde, formaldehyde, cinnamaldehyde, ortho-phthalaldehyde, acraldehyde, and glyoxal.

2 . The environmentally friendly biocide of claim 1 , wherein the solvent is selected from the group consisting of isopropanol, ethanol, propylene carbonate, methanol, and polyethylene glycol.

3 . The environmentally friendly biocide of claim 1 , wherein the quaternized amine and the solvent are present in a ratio of between about 1:10 to about 8:1 (quaternized amine:solvent).

4 . The environmentally friendly biocide of claim 1 , wherein the quaternized amine and the solvent are present in a ratio of about 1:1.

5 . The environmentally friendly biocide of claim 1 further comprising:

at least one biocidal agent selected from the group consisting of 2,2-dibromo-3-nitrilopropionaminde, tetrakis(hydroxymethyl)phosphonium sulfate, and didecyldimethylammonium chloride.

6 . A method of treating an oilfield system with an environmentally friendly biocide, the method comprising the steps of:

obtaining the environmentally friendly biocide, wherein the environmentally friendly biocide comprises a quaternized amine of the structure:

where X is chlorine, R 1 is a C 16 -C 18 group, R 2 is a C 16 -C 18 group, and n is within the range of 8 to 50; and

contacting the oilfield system with the environmentally friendly biocide.

7 . The method of claim 6 , wherein the oilfield system is selected from an auxiliary water system, a wastewater system, an oilfield water flood system, a saltwater disposal system, and a fracturing fluid.

8 . The method of claim 6 , wherein the step of obtaining the environmentally friendly biocide further comprises the step of synthesizing the quaternized amine from a polyalkylene glycol, chloroacetic acid, and a tertiary fatty amine.

9 . The method of claim 6 , wherein the step of obtaining the environmentally friendly biocide further comprises the step of mixing the quaternized amine with an aldehyde selected from the group consisting of glutaraldehyde, formaldehyde, cinnamaldehyde, ortho-phthalaldehyde, acraldehyde, and glyoxal.

10 . The method of claim 6 , wherein the step of obtaining the environmentally friendly biocide further comprises the step of mixing the quaternized amine with a biocidal agent selected from the group consisting of tetrakis(hydroxymethyl)phosphonium sulfate, 2,2-dibromo-3-nitrilopropionaminde, and didecyldimethylammonium chloride.

11 . The method of claim 6 , wherein the step of contacting the environmentally friendly biocide with the oilfield system further comprises introducing an amount effective to reduce a microbe level in the oilfield system by at least 70%.

12 . The method of claim 6 , wherein the step of contacting the environmentally friendly biocide with the oilfield system further comprises introducing an effective amount of the environmentally friendly biocide at a point of uniform mixing.

13 . The method of claim 6 , wherein the step of contacting the environmentally friendly biocide with the oilfield system further comprises adding the environmentally friendly system to the system on a continuous basis.

14 . The method of claim 6 , wherein the step of contacting the environmentally friendly biocide with the oilfield system further comprises introducing an effective amount from about 5 ppm to about 1,000 ppm of the environmentally friendly biocide into the oilfield system.

15 . A method of managing microbe levels in an oilfield system, the method comprising the steps of:

obtaining an environmentally friendly biocide, wherein the environmentally friendly biocide comprises a quaternized amine of the structure:

where X is chlorine, R 1 is a C 16 -C 18 group, R 2 is a C 16 -C 18 group, and n is within the range of 8 to 50;

introducing a first treatment of the environmentally friendly biocide into the oilfield system; and

introducing a second treatment of the environmentally friendly biocide into the oilfield system.

16 . The method of claim 15 , wherein the step of obtaining the environmentally friendly biocide further comprises the step of mixing the quaternized amine with a solvent.

17 . The method of claim 15 , wherein the step of obtaining the environmentally friendly biocide further comprises the step of mixing the quaternized amine with an aldehyde selected from the group consisting of glutaraldehyde, formaldehyde, cinnamaldehyde, ortho-phthalaldehyde, acraldehyde, and glyoxal.

18 . The method of claim 15 , wherein the step of obtaining the environmentally friendly biocide further comprises the step of mixing the quaternized amine with a biocidal agent selected from the group consisting of tetrakis(hydroxymethyl)phosphonium sulfate, 2,2-dibromo-3-nitrilopropionaminde, and didecyldimethylammonium chloride.

19 . The method of claim 15 , wherein the first treatment comprises a higher concentration of the environmentally friendly biocide than the second treatment.

20 . An environmentally friendly biocide comprising:

a quaternized amine of the structure:

where X is chlorine, R 1 is a C 16 -C 18 group, R 2 is a C 16 -C 18 group, and n is within the range of 8 to 50;

a solvent; and

at least one biocidal agent selected from the group consisting of 2,2-dibromo-3-nitrilopropionaminde, tetrakis(hydroxymethyl)phosphonium sulfate, and didecyldimethylammonium chloride.