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Thiol-formyl hemiacetal corrosion inhibitors

a technology of thiol-formyl hemiacetal and corrosion inhibitor, which is applied in the direction of chemistry apparatus and processes, organic chemistry, borehole/well accessories, etc., can solve the problems of accelerated internal pipeline corrosion, and internal metallurgy of process equipment, etc., to achieve the effect of inhibiting corrosion at the surfa

Active Publication Date: 2018-12-06
CHAMPIONX USA INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent text describes a method of inhibiting corrosion at a surface by using a specific compound, called a compound of formula (I), (IA), (IB), (II), (III), or (IV). These compounds can be used alone or in combination with other compounds to create an anti-corrosion composition. The compounds have certain properties that make them effective at preventing corrosion. The method can be used to inhibit corrosion in various hydrocarbon fluids by contacting them with the anti-corrosion composition. The use of the compound can also reduce the amount of hydrogen sulfide or mercaptans in the fluid. Overall, the patent provides a way to protect surfaces from corrosion in various situations.

Problems solved by technology

One of the greatest risks to oil and gas production infrastructure is accelerated internal pipeline corrosion, particularly as a field ages and water cut rises.
The production of oil and gas reservoirs present corrosive environments that place the internal metallurgy of process equipment (e.g., transport pipelines, flow lines, separation equipment), often constructed of mild carbon steel, at risk for failure.
In some instances, however, such thiol based formulations can degrade at elevated temperatures (e.g., during storage at elevated temperatures) to release volatile sulfur-containing vapor / gases (e.g., mercaptans, sulfur dioxide, hydrogen sulfide, and / or carbonyl sulfide).
This decomposition is a source of environmental and safety problems making the corrosion inhibitors including such sulfur compounds difficult to handle and use.

Method used

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  • Thiol-formyl hemiacetal corrosion inhibitors
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  • Thiol-formyl hemiacetal corrosion inhibitors

Examples

Experimental program
Comparison scheme
Effect test

example 1

of Mercaptoethanol with Paraformaldehyde

[0191]Under normal atmospheric conditions, 2-mercaptoethanol (1 mol) is added to solid paraformaldehyde (1 mol) and catalytic triethanolamine (0.0064 mol) charged to a suitable volume round bottom flask equipped with a reflux condenser and a magnetic stir bar. The slurry was heated to 80° C. under stirring for 4 h at which time the mixture became homogeneous. In some instances an amine is added to the solution and allowed to react for an additional 2 hours. The solution was allowed to cool to ambient temperature before submitting for NMR analysis to determine the extent of reaction.

example 2

Tests

[0192]Table 1 details exemplary sulfide formyl derivatives of Formula (IA) that can be prepared by the method of Example 1 and used as corrosion inhibitors

TABLE 1Examples of thio-hemiformyl productsThiol-hemiformyl examplesReferenceCpd.Thiol componentAldehydeTGA (comparative)thioglycolic acidN / A2ME (comparative)2-mercaptoethanolN / AEx. A2-mercaptoethanolformaldehydeEx. B2-mercaptoethanolformaldehyde (1.5 eq.)Ex. C2-mercaptoethanolformaldehyde (2 eq.)Ex. D2-mercaptoethanolformaldehyde (3 eq.)Ex. E2-mercaptoethanolformaldehyde (4 eq.)Ex. Fcyclohexyl thiolformaldehydeEx. GMercaptohexanolformaldehydeEx. Hisopropyl thiolformaldehydeEx. IDodecylthiolformaldehydeEx. JThioglycerolformaldehydeEx. Kmercaptosuccinnic acidformaldehydeEx. L2-ethylhexylformaldehydemercaptopropioateEx. Mmercaptopropionic acidformaldehydeEx. N2-mercaptoethanolformaldehyde (0.95 eq.)Ex. O2-mercaptoethanolformaldehyde (0.90 eq.)Ex. P2-mercaptoethanolformaldehyde (0.75 eq.)Ex. Q2-mercaptoethanolformaldehyde (0.50 ...

example 3

Tests

[0206]In order to illustrate the added benefit of sulfide formyl derivatives of improving the evolution of volatile sulfur containing degradation components, headspace measurements were performed on example corrosion inhibitor formulations. The headspace measurements were performed in accordance with the standard ASTM-D 5705 method. Briefly, the method used for this screening is to place 40 g of the formulated corrosion inhibitor into an 8 ounce glass jar sealed with a cap containing a hole fitted with a rubber stopper which is used for sampling. The samples were subsequently aged in a 50° C. oven over a period of 7 days before sampling. Samples were analyzed by removal of the rubber stopper and the headspace was subsequently sampled using GasTec sulfur detection tubes.

[0207]Two sets of test were performed with samples formulated in different solvents. In one example, a sulfide formyl derivative was dissolved at 5% wt. in heavy aromatic naphtha (identified hereinafter as HAN). ...

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Abstract

The present invention generally relates to compositions and methods for inhibiting corrosion at a surface in the production, transportation, storage, and separation of crude oil and natural gas.

Description

CROSS REFERENCE TO RELATED APPLICATIONS[0001]This application claims the benefit of U.S. Provisional Patent Application Ser. No. 62 / 429,507 filed on Dec. 2, 2016, the disclosure of which is incorporated herein by reference in its entirety.STATEMENT REGARDING FEDERALLY SPONSORED RESEARCH OR DEVELOPMENT[0002]Not applicable.THE NAMES OF PARTIES TO A JOINT RESEARCH AGREEMENT[0003]Not applicable.REFERENCE TO A SEQUENCE LISTING, TABLE, OR COMPUTER PROGRAM LISTING APPENDIX SUBMITTED ON A COMPACT DISC AND AN INCORPORATION-BY-REFERENCE OF THE MATERIAL ON A COMPACT DISC[0004]Not applicable.STATEMENT REGARDING PRIOR DISCLOSURES BY THE INVENTOR OR JOINT INVENTORS[0005]Not applicable.FIELD OF THE INVENTION[0006]Compositions for inhibiting corrosion are provided, as well as their preparation and use in methods for inhibiting corrosion at a surface in the production, transportation, storage, and separation of crude oil and natural gas.BACKGROUND OF THE INVENTION[0007]One of the greatest risks to o...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C09K8/54C09K15/12C07C323/12C07C323/52C07C323/25
CPCC09K8/54C09K15/12C07C323/25C07C323/52C07C323/12C09K2208/32
Inventor LAURENT, BOYD ANTHONYANANTANENI, PRAKASA RAOHARRINGTON, RYAN MATTHEWDE, SUBHASIS
Owner CHAMPIONX USA INC