Use of substituted ureas or urethanes for improvement of the use properties of mineral and synthetic nonaqueous industrial fluids

Patent metadata

Field	Value
Publication number	US-9458401-B2
Application number	US-201313783708-A
Country	US
Kind code	B2
Filing date	Mar 4, 2013
Priority date	Mar 7, 2012
Publication date	Oct 4, 2016
Grant date	Oct 4, 2016

Abstract

The use of substituted diureas, polyureas, bisurethanes or polyurethanes of the formula R 1 X—CO—NR 3 R 4 in which X is R 2 N or O and R 1 to R 4 are each independently hydrogen, alkyl radicals, alkenyl radicals, cycloalkyl radicals, aryl radicals or arylalkyl radicals, where at least one variable must be a radical having at least 4 carbon atoms and where the urea or urethane functionality must be replicated via bridging members, for improvement of the use properties of mineral and synthetic nonaqueous industrial fluids.

First claim

The invention claimed is:

1. A method for improving use properties of a mineral or synthetic nonaqueous industrial fluid, comprising:
combining the mineral or synthetic nonaqueous industrial fluid with a substituted urea or urethane of general formula (I):
R 1 X—CO—NR 3 R 4   (I)

where:
X is R 2 N;
each of R 1 and R 3 is hydrogen;
R 4 is a C 4 - to C 30 -alkyl radical which may be interrupted by one or more oxygen atoms, a C 4 - to C 30 -alkenyl radical, a C 5 - to C 30 -cycloalkyl radical, a C 6 - to C 30 -aryl radical, or a C 7 - to C 30 -arylalkyl radical; and
R 2 is a radical of formula (Ia):
-A-(X′—CO-A′) n -X′—CO—NR 6 R 7   (Ia)

where:
A and each A′ are independently an aliphatic, cycloaliphatic, aromatic, or aliphatic-aromatic bridging element having 1 to 20 carbon atoms;
X′ is NR 5 or O;
n is an integer from 0 to 50;
each of R 5 and R 7 is hydrogen; and
R 6 is the same as R 4 .

2. The method of claim 1 , wherein A is 3,5,5-trimethylcyclohexan-1-ylene-3-methylene, 1,6-hexamethylene, 2,4-tolylene, 2,6-tolylene, dicyclohexylmethan-4,4′-ylene, or diphenylmethan-4,4′-ylene.

3. The method of claim 1 , comprising combining a mineral oil or crude oil with the substituted urea or urethane of general formula (I).

4. The method of claim 1 , comprising combining a fuel with the substituted urea or urethane of general formula (I).

5. The method of claim 4 , wherein the fuel is a fuel from which paraffin crystals have precipitated out.

6. The method of claim 4 , comprising combining the fuel, the substituted urea or urethane of general formula (I), and at least one organic compound selected from the group consisting of a copolymer of a C 2 - to C 40 -olefin with at least one further ethylenically unsaturated monomer, a comb polymer, a polyoxyalkylene, a polar nitrogen compound, a sulfocarboxylic acid, a sulfocarboxylic acid derivative, a sulfonic acid, a sulfonic acid derivative, and a poly(meth)acrylic ester.

7. The method of claim 1 , comprising combining a mineral or synthetic lubricant with the substituted urea or urethane of general formula (I).

8. A lubricant formulation obtained by the method of claim 7 .

9. A mixture, comprising:
(i) 1 to 99% by weight of a substituted urea or substituted urethane of formula (I):
R 1 X—CO—NR 3 R 4   (I)

where:
X is R 2 N;
each of R 1 and R 3 is hydrogen;
R 4 is a C 4 - to C 30 -alkyl radical which may be interrupted by one or more oxygen atoms, a C 4 - to C 30 -alkenyl radical, a C 5 - to C 30 -cycloalkyl radical, a C 6 - to C 30 -aryl radical, or a to C 7 -C 30 -arylalkyl radical; and
R 2 is a radical of formula (Ia):
-A-(X′—CO-A′) n —X′—CO—NR 6 R 7   (Ia)

where:
A and each A′ are independently an aliphatic, cycloaliphatic, aromatic, or aliphatic-aromatic bridging element having 1 to 20 carbon atoms;
X′ is NR 5 or O;
n is an integer from 0 to 50;
each of R 5 and R 7 is hydrogen; and
R 6 is the same as R 4 ;
(ii) 0 to 50% by weight of an organic compound suitable for dispersion or for promoting dispersion of paraffin crystals which precipitate out of mineral oils or crude oils under cold conditions; and
(iii) 1 to 99% by weight of an organic compound which improves cold flow characteristics of a mineral oil or a crude oil;
wherein components (i) to (iii) sum to 100% by weight.

10. A method, comprising combining the mixture of claim 9 and a fuel.

11. A fuel, comprising the mixture of claim 9 .

12. The fuel of claim 11 , further comprising at least one additive selected from the group consisting of a flow improver, a paraffin dispersant, a conductivity improver, an anticorrosion additive, a lubricity additive, an antioxidant, a metal deactivator, an antifoam, a demulsifier, a detergent, a cetane number improver, a solvent, a diluent, a dye, and a fragrance.

13. A fuel additive concentrate, comprising the mixture of claim 9 dissolved in a hydrocarbon solvent, wherein:
the mixture is present in an amount of 10 to 70% by weight based on a total weight of the concentrate.

14. The fuel additive concentrate of claim 13 , further comprising an additive selected from the group consisting of a flow improver, a paraffin dispersant, a conductivity improver, an anticorrosion additive, a lubricity additive, an antioxidant, a metal deactivator, an antifoam, a demulsifier, a detergent, a cetane number improver, a solvent, a diluent, a dye, and a fragrance.

15. The method of claim 4 , wherein the fuel is a middle distillate fuel.

16. The lubricant formulation of claim 8 , further comprising a lubricant additive.

17. The method of claim 10 , wherein the fuel is a middle distillate fuel.

18. A middle distillate fuel, comprising the mixture of claim 9 .

Assignees

• Basf Se

Inventors

• Strittmatter Jan
• Haeberle Karl
• Grabarse Wolfgang
• Garcia Castro Ivette
• Hansch Markus
• Troetsch-Schaller Irene
• Schenk Stephan
• Schroers Michael
• Lange Bernhard

Classifications

• C10L10/14 Primary

  for improving low temperature properties · CPC title

• C10M2203/1006

  used as base material · CPC title

• C10L1/2227

  urea; derivatives thereof; urethane (C10L1/221 takes precedence) · CPC title

• C10L2200/0438

  Middle or heavy distillates, heating oil, gasoil, marine fuels, residua · CPC title

• C10L1/22

  containing nitrogen · CPC title