Quaternary ammonium salts for corrosion inhibition

Patent metadata

Field	Value
Publication number	US-11634623-B2
Application number	US-201916954475-A
Country	US
Kind code	B2
Filing date	Aug 8, 2019
Priority date	Aug 10, 2018
Publication date	Apr 25, 2023
Grant date	Apr 25, 2023

Abstract

The present disclosure provides a bis-quaternary ammonium salt of Formula I

wherein A is selected from O, NH, S, C(O), C(NH) or C(S); R 1 and R 2 are independently selected from C 1-3 alkyl or H; R 3 is C 1-16 alkyl, C 13-20 aralkyl or C 2-16 allyl; X − is selected from chloro, bromo, iodo, hydroxide, nitrate or sulphate; and n and m are independently 1 to 6. Furthermore, a corrosion inhibition formulation comprising said bis-quaternary ammonium salt is revealed. Also, convenient processes for the preparation of the salt of Formula I and the formulation are provided.

First claim

We claim:

1. A corrosion inhibition formulation comprising:
a) a bis-quaternary ammonium salt of Formula I

wherein A is selected from O, NH, C(O), C(NH) or C(S); R 1 and R 2 are independently selected from C 1-3 alkyl or H; R 3 is C 1-16 alkyl, C 13-20 aralkyl or C 2-16 allyl; X − is selected from chloro, bromo, iodo, hydroxide, nitrate or sulphate; and n and m are independently 1 to 6
b) alkyldimethylbenzylammonium chloride;
c) at least one fatty acid methyl ester;
d) at least one viscosity reducing agent; and
e) at least one solubilizing agent,
wherein the bis-quaternary ammonium salt of Formula I to the at least one fatty acid methyl ester weight ratio is in a range of 1:3.7-1:5.7.

2. The corrosion inhibitor formulation as claimed in claim 1 , wherein the bis-quaternary ammonium salt of Formula I to the alkyldimethylbenzylammonium chloride weight ratio is in a range of 1:3-1:5.

3. The corrosion inhibitor formulation as claimed in claim 1 , wherein the at least one fatty acid methyl ester is selected from the group consisting of soyabean oil methyl ester, bio-oil derived fatty acid methyl ester, palmitic acid methyl ester, stearic acid methyl ester, oleic acid methyl ester, linoleic acid methyl ester, rapeseed oil methyl ester, and combinations thereof.

4. The corrosion inhibitor formulation as claimed in claim 1 , wherein the at least one viscosity reducing agent is selected from the group consisting of isopropanol, propanol, ethanol, toluene, benzene, hexane, kerosene, diesel, propargyl alcohol, and combinations thereof.

5. The corrosion inhibitor formulation as claimed in claim 1 , wherein the at least one solubilizing agent is selected from the group consisting of acetic acid, hydroxyacetic acid, tannic acid, 2,6-pyridine dicarboxylic acid, lactic acid, glucono 6-lactone (gluconic acid), 2-puroic acid, thiophene-2-carboxylic acid, 2,3-pyridine dicarboxylic acid, phosphonoacetic acid, thiophene-2-acetic acid, mercapto acetic acid, propionic acid, butanoic acid, pentanoic acid, benzoic acid, and combinations thereof.

6. The corrosion inhibitor formulation as claimed in claim 1 , comprises:
a) the bis-quaternary ammonium salt of Formula I wherein A is selected from O, NH, C(O), C(NH) or C(S); R 1 and R 2 are independently selected from C 1-3 alkyl or H; R 3 is C 1-16 alkyl, C 13-20 aralkyl or C 2-16 allyl; X − is selected from chloro, bromo, iodo, hydroxide, nitrate or sulphate; and n and m are independently 1 to 6 having a weight percentage in a range of 8-12% with respect to the formulation;
b) alkyldimethylbenzylammonium chloride having a weight percentage in a range of 30-50% with respect to the formulation;
c) at least one fatty acid methyl ester having a weight percentage in a range of 37-57% with respect to the formulation;
d) at least one viscosity reducing agent having a weight percentage in a range of 0.1-0.8% with respect to the formulation; and
e) at least one solubilizing agent having a weight percentage in a range of 1.5-3.5% with respect to the formulation.

7. The corrosion inhibitor formulation as claimed in claim 1 , wherein the corrosion inhibitor formulation has a dosage in a range of 10-30 ppm.

8. A process for the preparation of the corrosion inhibitor formulation as claimed in claim 1 , said process comprising:
a) obtaining bis-quaternary ammonium salt of Formula I by a process as comprising:
a) i) obtaining at least one alkyl halide;
ii) obtaining at least one amine;
iii) contacting the at least one alkyl halide and at least one amine in the presence of at least one solvent to obtain the bis-quaternary ammonium salt of Formula I;
b) obtaining the alkyldimethylbenzylammonium chloride;
c) obtaining the at least one fatty acid methyl ester;
d) obtaining the at least one viscosity reducing agent;
e) obtaining the at least one solubilizing agent; and
f) contacting the bis-quaternary ammonium salt of Formula I, alkyldimethylbenzylammonium chloride, the at least one fatty acid methyl ester, the at least one solubilizing agent, and the at least one viscosity reducing agent to obtain the corrosion inhibitor formulation.

9. A process for preparing the corrosion inhibitor formulation as claimed in claim 8 , wherein contacting the bis-quaternary ammonium salt of Formula I, alkyldimethylbenzylammonium chloride, the at least one fatty acid methyl ester, the at least one solubilizing agent, and the at least one viscosity reducing agent is carried out at a temperature in a range of 25-70° C. for a period in a range of 10-60 minutes to obtain the corrosion inhibitor formulation.

10. The corrosion inhibitor formulation as claimed in claim 1 , wherein the corrosion inhibitor formulation is characterized to inhibit corrosion and/or remove hydrocarbonaceous deposits in oil and gas applications.

11. The corrosion inhibitor formulation as claimed in claim 10 , wherein the corrosion inhibitor formulation is characterized to prevent corrosion of metallurgies comprising carbon steel, copper, brass, lead and zinc involved in fuel pipelines, fuel storage tanks, vehicles fuel tanks during transportation, and fuel distribution systems.

12. The corrosion inhibitor formulation as claimed in claim 11 , wherein the corrosion inhibitor formulation has an inhibition efficiency of 97 to 99% for metallurgies selected from the group consisting of carbon steel, copper, mild steel, stainless steel, chromium steel alloys and brass, at an operating temperature in a range of 0-100° C.

Assignees

• Hindustan Petroleum Corp Ltd

Inventors

• Kanala Raghava Krishna
• Kottari Naresh
• Ganagalla Srinivasa Rao
• Mangala Ramkumar
• Bojja Ramachandrarao
• Venkat Chalapathi Rao Peddy
• Venkateswarlu Choudary Nettem
• Sriganesh Gandham

Classifications

• C09K2208/32

  Anticorrosion additives · CPC title

• C23F11/141 Primary

  Amines; Quaternary ammonium compounds · CPC title

• C09K8/54 Primary

  Compositions for in situ inhibition of corrosion in boreholes or wells · CPC title

• C10G75/02

  by addition of corrosion inhibitors · CPC title

• C07C211/63

  having quaternised nitrogen atoms bound to acyclic carbon atoms · CPC title