Amino and imino propionic acids, process of preparation and use

Patent metadata

Field	Value
Publication number	US-10035757-B2
Application number	US-201113151573-A
Country	US
Kind code	B2
Filing date	Jun 2, 2011
Priority date	Jun 3, 2010
Publication date	Jul 31, 2018
Grant date	Jul 31, 2018

Abstract

N-alkyl, N-alkenyl, N-cycloalkyl, N-aryl amino or imino propionic acids with an alkyl chain ranging from 6 to 18 carbons, or alkenyl chain from 8 to 30 carbons, are obtained from a reaction process in the absence of solvent at a temperature range from 30 to 180° C. and a time of 1 to 10 hours at atmospheric pressure. Formulations composed of N-alkyl or N-alkenyl or N-cycloalkyl or N-aryl amino or imino propionic acids, polyethers derived from propylene oxide or ethylene oxide or copolymer thereof and a solvent consisting of aromatic compounds such as toluene or xylene, diesel or gasoline or alcohols such as isopropanol and ethanol, or mixtures thereof, are obtained inhibit ferrous metal corrosion of pipelines and storage tanks and transport crude oil and liquid fuels. A method inhibiting corrosion of ferrous metals adds an effective amount of the corrosion inhibitor to a petroleum based material such as crude oil and liquid fuels such as gasoline, diesel fuel, and aviation fuel.

First claim

What is claimed is:

1. A method of inhibiting formation of emulsions and inhibiting corrosion of ferrous metals, comprising:
preparing a formulation of :
a) a liquid selected from the group consisting of, gasoline, jet fuel, MTBE, diesel fuel and alcohol;
b) a corrosion inhibitor of at least one compound of formula III or formula IV in an amount of 5 ppm to inhibit corrosion of ferrous metals in contact with said liquid; and
c) a polypropylene oxide or polyethylene oxide having a weight average molecule weight of 100-3000 g/mol;
wherein said compound of formula III is an amino propionic acid and said compound of formula IV is an imino propionic acid having the formula

where R is a linear alkyl or alkenyl chain having 1 to 30 carbon atoms or R 1 is —H or —CH 3 and R 2 is —H; and
contacting said formulation with said ferrous metal surface to inhibit corrosion of said ferrous metal surface.

2. A method of inhibiting formation of emulsions and inhibiting corrosion of ferrous metals, comprising:
preparing a formulation of :
a) a liquid selected from the group consisting of, gasoline, jet fuel, MTBE, diesel fuel and alcohol;
b) a corrosion inhibitor of at least one compound of formula III or formula IV in an amount to inhibit corrosion of ferrous metals in contact with said liquid; and
c) a polypropylene oxide or polyethylene oxide;
wherein said compound of formula III is an amino propionic acid and said compound of formula IV is an imino propionic acid having the formula

where R is a linear alkyl or alkenyl chain having 1 to 30 carbon atoms or R 1 is —H or —CH 3 and R 2 is —H; and
contacting said formulation with said ferrous metal surface to inhibit corrosion of said ferrous metal surface;
said zwitterionic corrosion inhibitor comprises a mixture of said compound of formula III and compound of formula IV, and where said polyethylene oxide or polypropylene oxide has a weight average molecular weight of 1100 g/mol.

3. The method of claim 2 , wherein
said compound of formula IV and compound of formula III are present in a ratio of 90:10 by weight.

4. The method of claim 3 , wherein said compound of formula IV and compound of formula III comprise a mixture of 3,3′-(octadec-9 enylazanediyl) dipropionic acid and 3-(octadec-9-enylaminio) propionic acid.

Assignees

• Hernandez Altamirano Raul
• Zamudio Rivera Luis Silvestre
• Mena Cervantes Violeta Yasmin
• Beltran Conde Hiram Isaac
• Dominguez Aguilar Marco Antonio
• Martinez Viramontes Jaquelin
• Estrada Buendia Aristeo
• Mexicano Inst Petrol

Inventors

• Hernández Altamirano Raúl
• Zamudio Rivera Luis Silvestre
• Mena Cervantes Violeta Yasmín
• Beltrán Conde Hiram Isaac
• Domínguez Aguilar Marco Antonio
• Martínez Viramontes Jaquelín
• Estrada Buendía Aristeo

Classifications

• C23F11/144 Primary

  Aminocarboxylic acids · CPC title

• C10L2200/0446

  Diesel · CPC title

• C10L2200/043

  Kerosene, jet fuel · CPC title

• C10L2200/0423

  Gasoline · CPC title

• C10L10/04

  for minimising corrosion or incrustation · CPC title