# US 10,246,628 B2 · Multiple hydrophilic head corrosion inhibitors

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,246,628 B2
- Document ID: US10246628B2
- Status: Granted
- Kind: B2
- Application number: 15/465,787
- Filed: 2017-03-22
- Published: 2017-07-06
- Granted: 2019-04-02
- Earliest claimed: 2017-03-22
- Assignees: Multi-Chem Group, LLC
- Applicants: Multi-Chem Group, LLC
- Inventors: Liangwei Qu; Nathan Darrell Davis; Funian Zhao; Qiang Fu
- Web page: https://patentgrep.com/patent/US10246628B2

## CPC

- C09K 8/54: Compositions for in situ inhibition of corrosion in boreholes or wells
- C09K 8/035: Organic additives
- C09K 8/40: Spacer compositions, e.g. compositions used to separate well-drilling from cementing masses
- C23F 11/141: {Amines; Quaternary ammonium compounds}
- C23F 11/142: {Hydroxy amines}
- C23F 11/146: {containing a multiple nitrogen-to-carbon bond}
- C23F 11/167: Phosphorus-containing compounds
- F16L 58/04: Coatings characterised by the materials used (F16L58/16 takes precedence)
- C09K 2208/32: Anticorrosion additives
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C23F: NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE (working metal by laser beams B23K26/00; desurfacing by applying flames B23K7/00; working of metal by electro-erosion B23H; producing decorative effects by removing surface material, e.g. by engraving, by etching, B44C1/22; electrolytic etching or polishing C25F); INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- F16L: PIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL

## Abstract

Compounds comprising multiple hydrophilic heads and a lipophilic tail may be contacted with a metal or other surface so as to adhere to the surface and inhibit corrosion, among other things. Suitable hydrophilic heads may include quaternary ammonium cation moieties, phosphonium cation moieties, and combinations thereof. Such corrosion-inhibiting compounds may be introduced into a wellbore penetrating at least a portion of a subterranean formation, for instance in oil and/or gas recovery operations and the like, whereupon the compound may adhere to a metal or other surface downhole so as to inhibit corrosion of the surface. These compounds may be employed in various other environments, such as any metal or other surface that may be exposed to corrosive conditions.

## Claims

### Claim 1

A method of inhibiting corrosion, the method comprising:
introducing a composition comprising a hydrophilic solvent and a corrosion-inhibiting compound into a wellbore penetrating at least a portion of a subterranean formation; and
contacting a metal surface in the wellbore with the corrosion-inhibiting compound;
wherein the corrosion-inhibiting compound has the structural formula:
wherein each of R1 and R2 is CH3 and R3 is benzyl;
wherein each of M, M′, and M″ is nitrogen;
wherein R is a C1 to C30 hydrocarbon chain;
wherein J is selected from the group consisting of hydrogen, a C1 to C6 hydrocarbon chain, and combinations thereof; and
wherein each of X, X′, and X″ is an anion selected from the group consisting of halide, carboxylate, sulfate, organic sulfonate, hydroxide, and combinations thereof.

### Claim 2 (depends on 1)

The method of claim 1 further comprising increasing the hydrophobicity of the metal surface.

### Claim 3 (depends on 1)

The method of claim 1 wherein the corrosion-inhibiting compound is present in a concentration of from 1 ppm to 100 ppm.

### Claim 4 (depends on 1)

The method of claim 1 wherein the corrosion-inhibiting compound comprises the reaction product of a reaction process that comprises (i) a first reaction between a long-chain primary amine and an epihalohydrin, and (ii) a second reaction between the product of the first reaction with an amine selected from the group consisting of a secondary amine, a tertiary amine, and any combination thereof.

### Claim 5 (depends on 4)

The method of claim 4 wherein the reaction process occurs at a temperature in a range of from 20° C. to 80° C.

### Claim 6 (depends on 1)

The method of claim 1 wherein J is hydrogen.

### Claim 7 (depends on 1)

The method of claim 1 wherein J is a C1 to C6 hydrocarbon chain.

### Claim 8 (depends on 1)

The method of claim 1 wherein X is a halide.

### Claim 9 (depends on 1)

The method of claim 1 wherein X″ is a halide.