Compositions for corrosion inhibition

Patent metadata

Field	Value
Publication number	US-9771657-B2
Application number	US-201715488091-A
Country	US
Kind code	B2
Filing date	Apr 14, 2017
Priority date	Oct 28, 2014
Publication date	Sep 26, 2017
Grant date	Sep 26, 2017

Abstract

Compounds and methods of inhibiting corrosion of mild steel. Compounds disclosed herein are cationic and contain multiple functional motifs such as propargyl, cinnamaldehyde, isoxazolidine and hydrophobe. These compounds are found to be effective in inhibiting mild steel corrosion in HCl, H 2 SO 4 , NaCl and CO 2 -saturated environments.

First claim

The invention claimed is:

1. A composition for inhibiting corrosion of mild steel, comprising
at least one acid selected from the group consisting of HCl, H 2 SO 4 , and HNO 3 , and
a compound having the following Formulas I or II:

wherein:
R 1 is selected from the group consisting of hydrogen, substituted or unsubstituted C 1-12 alkyl, substituted or unsubstituted C 1-12 haloalkyl, substituted or unsubstituted C 2-12 alkenyl, substituted or unsubstituted C 2-12 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted arylalkyl, substituted or unsubstituted heteroarylalkyl, substituted or unsubstituted cycloalkyl, and substituted or unsubstituted heterocycloalkyl;
R 2 is selected from the group consisting of substituted or unsubstituted, branched or linear, C 1-22 alkyl, substituted or unsubstituted C 1-22 haloalkyl, substituted or unsubstituted C 2-22 alkenyl and substituted or unsubstituted C 2-22 alkynyl;
R 3 is selected from the group consisting of substituted or unsubstituted C 1-12 aldehyde, substituted or unsubstituted acrylic acid, substituted or unsubstituted propanol and substituted or unsubstituted propenal;
R 4 is selected from the group consisting of substituted or unsubstituted, branched or linear, C 2-22 alkynyl; and
X is selected from the group consisting of fluoride, chloride, bromide and iodide.

2. The composition of claim 1 , wherein the compound is selected from the group consisting of:
p-9-(2-methylisoxazolidin-5-yl)undec-1-yloxybenzaldehyde;
p-9-(2-methylisoxazolidin-5-yl)non-1-yloxycinnamaldehyde; and
p-9-[2-methyl-2-(2-popyn-1-yl) isoxazolidinium-5-yl]non-1-yloxycinnamaldehyde chloride.

3. The composition of claim 1 , further comprising at least one selected from the group consisting of CO 2 and HS.

4. The composition of claim 1 , wherein the compound is present in the composition at a concentration of 10 to 1000 parts by the total weight of the composition.

5. A method of inhibiting the corrosion of mild steel, comprising:
contacting the mild steel with a composition comprising at least one acid selected from the group consisting of HCl, H 2 SO 4 and HNO 3 , and
a compound having the following Formulas I or II:

wherein:
R 1 is selected from the group consisting of hydrogen, substituted or unsubstituted C 1-12 alkyl, substituted or unsubstituted C 1-12 haloalkyl, substituted or unsubstituted C 2-12 alkenyl, substituted or unsubstituted C 2-12 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted arylalkyl, substituted or unsubstituted heteroarylalkyl, substituted or unsubstituted cycloalkyl, and substituted or unsubstituted heterocycloalkyl;
R 2 is selected from the group consisting of substituted or unsubstituted, branched or linear C 1-22 alkyl, substituted or unsubstituted C 1-22 haloalkyl, substituted or unsubstituted C 2-22 alkenyl and substituted or unsubstituted C 2-22 alkynyl;
R 3 is selected from the group consisting of substituted or unsubstituted C 1-12 aldehyde, substituted or unsubstituted acrylic acid, substituted or unsubstituted propanol and substituted or unsubstituted propenal;
R 4 is selected from the group consisting of substituted or unsubstituted, branched or linear, C 2-22 alkynyl; and
X is selected from the group consisting of fluoride, chloride, bromide and iodide.

6. The method of claim 1 , wherein the compound is selected from the group consisting of:
p-9-(2-methylisoxazolidin-5-yl)undec-1-yloxybenzaldehyde;
p-9-(2-methylisoxazolidin-5-yl)non-1-yloxycinnamaldehyde; and
p-9-[2-methyl-2-(2-popyn-1-yl) isoxazolidinium-5-yl]non-1-yloxycinnamaldehyde chloride.

7. The method of claim 5 , wherein the mild steel is contacted with the composition at a temperature greater than 140° C.

8. The method of claim 5 , wherein the mild steel is contacted with the composition at a pressure of 700-1,000 bar.

Assignees

• Univ King Fahd Pet & Minerals

Inventors

• Ali Shaikh Asrof
• Jafar Mazumder Mohammad Abu
• Al-Muallem Hasan Ali

Classifications

• C23F11/149

  Heterocyclic compounds containing nitrogen as hetero atom · CPC title

• C07C45/71

  being hydroxy groups · CPC title

• C23F11/04 Primary

  in markedly acid liquids · CPC title

• C09K2208/32

  Anticorrosion additives · CPC title

• C07D261/02

  not condensed with other rings · CPC title