Use of hydrophobically modified polyalkanolamines as wax inhibitors, pour point depressant and additive for lubricants

Patent metadata

Field	Value
Publication number	US-11274180-B2
Application number	US-201816491674-A
Country	US
Kind code	B2
Filing date	Mar 5, 2018
Priority date	Mar 9, 2017
Publication date	Mar 15, 2022
Grant date	Mar 15, 2022

Abstract

Use of hydrophobically modified polyalkanolamines obtainable by condensing at least one trialkanolamine and optionally further condensable monomers and reacting at least one of the terminal OH groups with suitable reactants capable of reacting with OH groups and comprising long chain hydrocarbon groups as wax inhibitor, pour point depressant and additive for lubricants.

First claim

The invention claimed is:

1. A method of preventing wax deposits on surfaces in contact with crude oil, mineral oil and/or mineral oil products, comprising adding at least one hydrophobically modified, branched polyalkanolamine (III) to the crude oil, mineral oil and/or mineral oil products, wherein the at least one hydrophobically modified, branched polyalkanolamines (III) is obtained by the following process
(A) condensing at least one trialkanolamine of the general formula N(R 1 —OH) 3 (Ia) thereby obtaining branched polyalkanolamines (II) comprising terminal OH groups, wherein the R 1 moieties are each independently divalent, linear or branched aliphatic hydrocarbon moieties having from 2 to 6 carbon atoms, and
(B) reacting at least one of the terminal OH groups of the branched polyalkanolamines (II) with a reagent R 6 —X (IV), wherein R 6 is an aliphatic, linear or branched, saturated or unsaturated hydrocarbon group having 8 to 100 carbon atoms and X is a functional group capable of reacting with OH-groups;
wherein in stage (B) at least 50% of the terminal OH groups are reacted with a reagent R 6 —X (IV).

2. The method according to claim 1 , wherein (Ia) is at least one trialkanolamine selected from the group consisting of triethanolamine, triisopropanolamine and tributan-2-olamine.

3. The method according to claim 1 , wherein besides the trialkanolamines (Ia) at least one additional monomer selected from monomers (Ib) and (Ic) is used in course of step (A), wherein
(Ib) are dialkanolamines having the general formula R 2 —N(R 1 —OH) 2 (Ib), wherein R 2 is hydrogen and/or linear or branched aliphatic, cycloaliphatic and/or aromatic hydrocarbon radicals having from 1 to 30 carbon atoms, and
(Ic) are monomers different from (Ia) and (Ib) and having at least two hydroxyl and/or amino groups may be used for the polycondensation.

4. The method according to claim 1 , wherein the amount of trialkanolamines (Ia) is at least 50% by weight relating to all monomers used for the polycondensation.

5. The method according to claim 1 , wherein R 6 has 10 to 32 carbon atoms.

6. The method according to claim 1 , wherein the reactant R 6 —X (IV) is a carboxylic acid or an activated carboxylic acid derivative.

7. The method according to claim 1 , wherein the hydrophobically modified, branched polyalkanolamines (III) are added as formulation in a suitable solvent.

8. The method according to claim 1 , wherein the groups R 6 comprise linear, aliphatic saturated hydrocarbon groups R 6a .

9. The method according to claim 1 , wherein at least 50% of the groups R 6 are linear, aliphatic saturated hydrocarbon groups R 6a .

10. The method according to claim 1 , wherein the formulation used additionally comprises at least one wax dispersant.

11. The method according to claim 1 , wherein the amount added is 50 to 1500 ppm of the hydrophobically modified, branched polyalkanolamines (III) based on the crude oil, mineral oil and/or mineral oil products.

12. The method according to claim 10 , wherein the oil is crude oil.

13. The method according to claim 12 , wherein a formulation comprising a hydrophobically modified, branched polyalkanolamine (III) and a suitable solvent is injected into a crude oil pipeline.

14. The method according to claim 12 , wherein a formulation comprising a hydrophobically modified, branched polyalkanolamine (III) and a suitable solvent is injected into a production well.

15. The method according to claim 13 , wherein the injection is effected on an offshore platform.

16. A method comprising adding a pour point depressant to crude oil, mineral oil and/or mineral oil products, wherein the pour point depressant is at least one hydrophobically modified, branched polyalkanolamine (III) obtained by the following process
(A) condensing at least one trialkanolamine of the general formula N(R 1 —OH) 3 (Ia) thereby obtaining branched polyalkanolamines (II) comprising terminal OH groups, wherein the R 1 moieties are each independently divalent, linear or branched aliphatic hydrocarbon moieties having from 2 to 6 carbon atoms, and
(B) reacting at least one of the terminal OH groups with a reagent R 6 —X (IV), wherein R 6 is an aliphatic, linear or branched, saturated or unsaturated hydrocarbon group having 8 to 100 carbon atoms and X is a functional group capable of reacting with OH-groups; wherein in stage (B) at least 50% of the terminal OH groups are reacted with a reagent R 6 —X (IV).

17. A method of making a lubricating oil composition comprising mixing at least
(a) one base oil component,
(b) at least one hydrophobically modified polyalkanolamine (III), and
(c) additives;

wherein the at least one hydrophobically modified polyalkanolamine (III) is obtained by the following process
(A) condensing at least one trialkanolamine of the general formula N(R 1 —OH) 3 (Ia) thereby obtaining branched polyalkanolamines (II) comprising terminal OH groups, wherein the R 1 moieties are each independently divalent, linear or branched aliphatic hydrocarbon moieties having from 2 to 6 carbon atoms, and
(B) reacting at least one of the terminal OH groups with a reagent R 6 —X (IV), wherein R 6 is an aliphatic, linear or branched, saturated or unsaturated hydrocarbon group having 8 to 100 carbon atoms and X is a functional group capable of reacting with OH-groups; wherein in stage (B) at least 50% of the terminal OH groups are reacted with a reagent R 6 —X (IV).

18. The method according to claim 17 , wherein the lubricating oil composition comprises
(a) 0.1 to 30% by wt. of the at least one hydrophobically modified polyalkanolamine (III),
(b) 70 to 99.9% by wt. base oil, and
(c) 0.05 to 20% by wt. of additives.

19. The method according to claim 17 , wherein the lubricating oil composition comprises at least one additive selected from the group consisting of antioxidants, oxidation inhibitors, corrosion inhibitors, friction modifiers, metal passivators, rust inhibitors, anti-foamants, viscosity index enhancers, additional pour-point depressants, dispersants, detergents, further extreme-pressure agents and/or anti-wear agents.

Assignees

• Basf Se

Inventors

• Mueller-Cristadoro Anna Maria
• Frenzel Stefan
• Fies Matthias
• Bohres Edward
• Csihony Szilard
• Fu Xiao

Classifications

• C10G75/00

  Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general (C10G7/10, C10G9/16 take precedence) · CPC title

• C10L1/2387

  Polyoxyalkyleneamines {(poly)oxyalkylene amines and derivatives thereof (substituted by a macromolecular group containing 30C) (C10L1/221 takes precedence)} · CPC title

• C10N2030/08

  Resistance to extreme temperature · CPC title

• C10M2215/042

  containing hydroxy groups; Alkoxylated derivatives thereof · CPC title

• C10M149/14

  a condensation reaction being involved · CPC title