N-alkyl-N′-poly(oxyalkyl)hexahydropyrimidine-quaternary ammonium salts and the use thereof as corrosion inhibitors

Patent metadata

Field	Value
Publication number	US-9334243-B2
Application number	US-201314055644-A
Country	US
Kind code	B2
Filing date	Oct 16, 2013
Priority date	Oct 16, 2013
Publication date	May 10, 2016
Grant date	May 10, 2016

Abstract

This invention relates to N-alkyl-N′-poly(oxyalkyl)hexapyrimidine-quaternary ammonium salts of the formulae (Ia)-(Ic) and mixtures thereof

in which
R 1 is C 8 -C 30 -alkyl or C 8 -C 30 -alkenyl, R 2 is hydrogen, C 1 -C 3 -alkyl, —COOH or a group selected from the formulae

wherein
the bonding occurs via the valence containing the B residue, B is a single bond or a C 1 to C 3 alkylene group R 3 is C 1 -C 4 -alkyl, vinyl or allyl, X − is methylsulfate or iodide, A is a 1,2-alkylene group having from 2 to 10 carbon atoms, and p is a number from 1 to 50.

First claim

The invention claimed is:

1. N-alkyl-N′-poly(oxyalkyl)hexahydropyrimidine-quaternary ammonium salts of the formulae (Ia)-(Ic)

in which
R 1 is C 8 -C 30 -alkyl or C 8 -C 30 -alkenyl,
R 2 is hydrogen, C 1 -C 3 -alkyl, —COOH or a group selected from the formulae

wherein
the bonding occurs via the valence containing the B residue,
B is a single bond or a C 1 to C 3 alkylene group
R 3 is C 1 -C 4 -alkyl, vinyl, allyl or benzyl,
X − is a counterion,
A is a 1,2-alkylene group having from 2 to 10 carbon atoms and
p is a number from 1 to 50.

2. A compound according to claim 1 , wherein R 1 is C 9 -C 24 -alkyl, or C 9 -C 24 -alkenyl.

3. A compound according to claim 1 , wherein R 3 is methyl.

4. A compound according to claim 1 , wherein R 2 is hydrogen.

5. A compound as claimed in claim 1 , wherein A is ethylene.

6. A compound as claimed in claim 1 , wherein the degree of alkoxylation p is between 5 to 15 on average.

7. A compound according to claim 1 , comprising compounds of formula (Ia) and (Ib) and wherein the ratio of compounds (Ia) and (Ib) is from 1:1.9 to 1.9:1 by weight.

8. A corrosion inhibitor formulation comprising at least one compound according to claim 1 .

9. A process for inhibiting corrosion of metal, the process comprising bringing the metal into contact with at least one compound comprising N-alkyl-N′-poly(oxyalkyl)hexahydropyrimidine-quaternary ammonium salts of the formulae (Ia)-(Ic)

in which
R 1 is C 8 -C 30 -alkyl or C 8 -C 30 -alkenyl,
R 2 is hydrogen, C 1 -C 3 -alkyl, —COOH or a radical selected from the formulae

wherein
the bonding occurs via the valence containing the B residue,
B is a single bond or a C 1 to C 3 alkylene group
R 3 is C 1 -C 4 -alkyl, vinyl, allyl or benzyl,
X − is a counterion,
A is a 1,2-alkylene group having from 2 to 10 carbon atoms and
p is a number from 1 to 50.

10. The process of claim 9 , wherein the metal is in contact with sour gas during crude oil or natural gas production or processing.

Assignees

• Leinweber Dirk
• Benson Hannah
• Obeyesekere Nihal
• Ariyaratna Thenuka
• Clariant Int Ltd

Inventors

• Leinweber Dirk
• Benson Hannah
• Obeyesekere Nihal
• Ariyaratna Thenuka

Classifications

• C09K8/54

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

• C23F11/141

  Amines; Quaternary ammonium compounds · CPC title

• C09K2208/32

  Anticorrosion additives · CPC title

• C07D239/04 Primary

  having no double bonds between ring members or between ring members and non-ring members · CPC title