Compositions and methods of dispergating paraffins in sulphur-low fuel oils

Patent metadata

Field	Value
Publication number	US-11993756-B2
Application number	US-202117913755-A
Country	US
Kind code	B2
Filing date	Jan 15, 2021
Priority date	Mar 24, 2020
Publication date	May 28, 2024
Grant date	May 28, 2024

Abstract

The present invention relates to a low-temperature additive for fuel oils having a sulfur content of less than 50 ppm, comprising
i) at least one oil-soluble amide-ammonium salt of a polycarboxylic acid with a mono- and/or dialkylamine (A) and ii) 5-100% by weight, based on the amount of amide-ammonium salt (A), of an oil-soluble amine (B), and iii) 0.1 to 10 parts by weight, based on the amount of amide-ammonium salt (A), of a resin formed from at least one aromatic compound bearing an alkyl radical and an aldehyde and/or ketone (D).

First claim

The invention claimed is:

1. A method of improving the low-temperature properties of a fuel oil having a sulfur content of less than 50 ppm, and comprising a lubricity additive (C), wherein the method comprises the step of adding a low-temperature additive to the fuel oil, the low-temperature additive comprising
i) at least one oil-soluble amide-ammonium salt of a polycarboxylic acid with a mono- and/or dialkylamine (A),
ii) 5-100% by weight, based on the amount of amide-ammonium salt (A), of an oil-soluble amine (B), and
iii) 0.1 to 10 parts by weight, based on the amount of amide-ammonium salt (A), of a resin formed from at least one aromatic compound bearing an alkyl radical and an aldehyde and/or ketone (D),
wherein the fuel oil contains between 50 and 1000 ppm of a lubricity additive (C) selected from the group consisting of fatty acids, oligomers of unsaturated fatty acids, alk(en)ylsuccinic acids, partial esters of polyols with fatty acids, oligomers of unsaturated fatty acids, alk(en)ylsuccinic acids, fatty acid amides of alkanolamines and mixtures thereof.

2. The method as claimed in claim 1 , in which the lubricity additive (C) is a fatty acid.

3. The method as claimed in claim 1 , wherein the polycarboxylic acid is selected from the group consisting of monomeric dicarboxylic acids, monomeric polycarboxylic acids and copolymerized dicarboxylic acids.

4. The method as claimed in claim 1 , wherein the low-temperature additive contains 1% to 95% by weight of amide-ammonium salt (A).

5. The method as claimed in claim 1 , in which the oil-soluble amine (B) has the formula (1)

in which
R 4 is an alkyl radical having 8 to 22 carbon atoms or a group of the formula —(CH 2 ) n —[NR 7 —(CH 2 ) n ] m —NH 2 ,
R 5 is hydrogen, an alkyl radical having 1 to 22 carbon atoms or a group of the formula —(CH 2 ) n —[NR 7 —(CH 2 ) n ] m —NH 2 ,
R 6 is hydrogen or an alkyl radical having 1 to 22 carbon atoms,
R 7 is hydrogen or an alkyl radical having 1 to 22 carbon atoms,
n is 2 or 3 and
m is 0 to 10.

6. The method as claimed in claim 1 , wherein the low-temperature additive contains 15% to 70% by weight of oil-soluble amine (B) based on the amount of amide-ammonium salt (A).

7. The method as claimed in claim 1 , wherein the oil-soluble amine (B) is a primary, secondary or tertiary fatty amine.

8. The method as claimed in claim 5 , in which, in formula (1),
R 4 is an alkyl radical having 8 to 22 carbon atoms,
R 5 is hydrogen or an alkyl radical having 1 to 22 carbon atoms and
R 6 is hydrogen or an alkyl radical having 1 to 22 carbon atoms.

9. The method as claimed in claim 1 , wherein the oil-soluble amine (B) has at least one alkyl radical having 10 to 22 carbon atoms.

10. The method as claimed in claim 1 , wherein the oil-soluble amine (B) is a polyamine.

11. The method as claimed in claim 1 , wherein constituent iii) is an alkylphenol resin or a hydroxybenzoate resin.

12. The method as claimed in claim 1 , wherein the low-temperature additive additionally comprises a polyoxyalkylene compound (E).

13. The method as claimed in claim 1 , wherein the low-temperature additive additionally comprises a comb polymer (F).

14. The method as claimed in claim 1 , wherein the low-temperature additive additionally comprises an ethylene copolymer (G).

15. A fuel oil having a sulfur content of less than 50 ppm, comprising a lubricity additive (C) and a low-temperature additive, the low-temperature additive comprising
i) at least one oil-soluble amide-ammonium salt of a polycarboxylic acid with a mono- and/or dialkylamine (A),
ii) 5-100% by weight, based on the amount of amide-ammonium salt (A), of an oil-soluble amine (B), and
iii) 0.1 to 10 parts by weight, based on the amount of amide-ammonium salt (A), of a resin formed from at least one aromatic compound bearing an alkyl radical and an aldehyde and/or ketone (D), wherein the lubricity additive (C) is selected from the group consisting of fatty acids, oligomers of unsaturated fatty acids, alk(en)ylsuccinic acids, partial esters of polyols with fatty acids, oligomers of unsaturated fatty acids and/or alk(en)ylsuccinic acids, fatty acid amides of alkanolamines, and mixtures thereof.

16. The fuel oil as claimed in claim 15 , in which the sulfur content of the fuel is less than 20 ppm.

17. The fuel oil as claimed in claim 15 , wherein the fuel oil contains 50 to 1500 ppm (m/m) of the low-temperature additive (A).

18. The fuel oil as claimed in claim 15 , wherein the fuel oil is of mineral origin.

19. The fuel oil as claimed in claim 15 , wherein the fuel oil comprises synthetic fuel.

20. The fuel oil as claimed in claim 15 , wherein the fuel oil is a middle distillate.

21. The fuel oil as claimed in claim 15 , wherein the fuel oil is diesel oil or heating oil.

22. The fuel oil as claimed in claim 15 , wherein the polycarboxylic acid is selected from the group consisting of monomeric dicarboxylic acids, monomeric polycarboxylic acids and copolymerized dicarboxylic acids.

23. The fuel oil as claimed in claim 15 , wherein the low temperature additive contains 1% to 95% by weight of amide-ammonium salt (A).

24. The fuel oil as claimed in claim 15 , in which the oil-soluble amine (B) has the formula (1)

in which
R 4 is an alkyl radical having 8 to 22 carbon atoms or a group of the formula —(CH 2 ) n —[NR 7 —(CH 2 ) n ] m —NH 2 ,
R 5 is hydrogen, an alkyl radical having 1 to 22 carbon atoms or a group of the formula —(CH 2 ) n —[NR 7 —(CH 2 ) n ] m —NH 2 ,
R 6 is hydrogen or an alkyl radical having 1 to 22 carbon atoms,
R 7 is hydrogen or an alkyl radical having 1 to 22 carbon atoms,
n is 2 or 3 and
m is 0 to 10.

25. The fuel oil as claimed in claim 15 , wherein the low-temperature additive contains 15% to 70% by weight of oil-soluble amine (B) based on the amount of amide-ammonium (A).

26. The fuel oil as claimed in claim 15 , wherein the oil-soluble amine (B) is a primary, secondary or tertiary fatty amine.

27. The fuel oil as claimed in claim 24 , in which, in formula (1),
R 4 is an alkyl radical having 8 to 22 carbon atoms,
R 5 is hydrogen or an alkyl radical having 1 to 22 carbon atoms and
R 6 is hydrogen or an alkyl radical having 1 to 22 carbon atoms.

28. The fuel oil as claimed in claim 15 , wherein the oil-soluble amine (B) has at least one alkyl radical having 10 to 22 carbon atoms.

29. The fuel oil as claimed in claim 15 , wherein the oil-soluble amine (B) is a polyamine.

30. The fuel oil as claimed in claim 15 , wherein constituent iii) is an alkylphenol resin or a hydroxybenzoate resin.

31. The fuel oil as claimed in claim 15 , wherein the low-temperature additive additionally comprises a polyoxyalkylene compound (E).

32. The fuel oil as claimed in claim 15 , wherein the low-temperature additive additionally comprises a comb polymer (F).

33. The fuel oil as claimed in claim 15 , wherein the low-temperature additive additionally comprises an ethylene copolymer (G).

Assignees

• Clariant Int Ltd

Inventors

• Krull Matthias
• Müller Kerstin
• Hackländer Simone
• Hubert Oliver
• Burmistrov Sergey
• Abramova Lydmila
• Utkin Alexander

Classifications

• C10L2300/20

  Mixture of two components · CPC title

• C10L2270/026

  for diesel engines, e.g. automobiles, stationary, marine · CPC title

• C10L1/1966

  poly-carboxylic · CPC title

• C10L1/1641

  from compounds containing aliphatic monomers · CPC title

• C10L10/08 Primary

  for improving lubricity; for reducing wear · CPC title