Wax anti-settling additive composition for use in diesel fuels

Patent metadata

Field	Value
Publication number	US-12012565-B2
Application number	US-202017787539-A
Country	US
Kind code	B2
Filing date	Oct 1, 2020
Priority date	Dec 19, 2019
Publication date	Jun 18, 2024
Grant date	Jun 18, 2024

Abstract

A composition comprising at least one fuel that is a diesel fuel, a biodiesel fuel, or combinations thereof and less than 100 ppm, less than 50 ppm (or less than 25 ppm, less than 10 ppm, 1 to 7 ppm, or 5 to 7 ppm) of an alkylene-coupled C10 to C60 (or C10 to C40, C14 to C32 or C24 to C28) alkylphenol; 25 to 500 ppm (or 50 to 500 ppm, or 150 to 450 ppm or 250 to 450 ppm, or 250 to 400 ppm) of a terpolymer; and 5 to 90 ppm, (or 10 to 70 ppm, to 60 ppm, or 10 to 55 ppm) of hydrocarbyl-substituted amine detergent having at least one tertiary amino group.Methods of reducing the cold filter plugging point (“CFPP”) of a fuel, said method comprising adding the following components: less than 100 ppm, less than 50 ppm (or less than 25 ppm; less than 10 ppm, 1 to 7 ppm, or 5 to 7 ppm) of an alkylene-coupled C10 to C60 (or C10 to C40, C14 to C32 or C24 to C28) alkylphenol; 25 to 500 ppm (or 50 to 500 ppm, or 150 to 450 ppm or 250 to 450 ppm, or 250 to 400 ppm) of a terpolymer; and 5 to 90 ppm, (or 10 to 70 ppm, to 60 ppm, or 10 to 55 ppm) of hydrocarbyl-substituted amine detergent having at least one tertiary amino group.Uses of a fuel additive composition to reduce the cold filter plugging point (“CFPP”) of a fuel, wherein the fuel additive composition comprises: 0.2 to 3 wt % of an alkylene-coupled C10 to C60 (or C10 to C40, C14 to C32 or C24 to C28) alkylphenol; 10 to 50 wt % of a terpolymer; and 2 to 10 wt % of hydrocarbyl-substituted amine detergent having at least one tertiary amino group; and an optional solvent.

First claim

What is claimed is:

1. A composition comprising:
a. at least one fuel that is a diesel fuel, a biodiesel fuel, or combinations thereof;
b. less than 100 ppmof an alkylene-coupled C 10 to C 60 alkylphenol;
c. 25 to 500 ppm of a terpolymer formed from ethylene, propylene, and vinyl acetate; and
d. 5 to 90 ppm of hydrocarbyl-substituted amine detergent having at least one tertiary amino group

wherein the fuel has a total normal paraffin content of at least 5 to 30 wt %, based on a total weight of the fuel and wherein the normal paraffin distribution is between C 5 to C 44 as measured by gas chromatography (ASTM D2887).

2. The composition of claim 1 , wherein the alkylene-coupled alkylphenol is an alkylene-coupled C 24 to C 28 alkylphenol.

3. The composition of claim 2 , wherein the alkylene-coupled C 24 to C 28 alkylphenol is an aldehyde-coupled phenolic resin.

4. The composition of claim 1 , wherein the hydrocarbyl-substituted amine detergent is the reaction product of
a. a hydrocarbyl-substituted acylating agent; and
b. a nitrogen-containing compound having a nitrogen atom capable of reacting with the hydrocarbyl-substituted acylating agent.

5. The composition of claim 4 , wherein the hydrocarbyl-substituted acylating agent is a hydrocarbyl-substituted succinic anhydride or hydrocarbyl-substituted succinic acid.

6. The composition of claim 5 , wherein the hydrocarbyl-substituent is dodecenylene, hexadecenylene, butylene, isobutylene, polyisobutylene, or combinations thereof.

7. The composition of claim 6 , wherein the hydrocarbyl-substituent is a polyisobutylene having a number average molecular weight ranging from 100 to 2300.

8. The composition of claim 1 , wherein the hydrocarbyl-substituted amine detergent having at least one tertiary amino group (d.) is quaternized.

9. The composition of claim 8 , wherein the hydrocarbyl-substituted amine detergent is quaternized with a quaternizing agent comprising at least one dialkyl sulfate, alkyl halide, hydrocarbyl substituted carbonate, hydrocarbyl epoxide, carboxylate, alkyl ester or combinations thereof.

10. The composition of claim 1 , further having at least one other additive comprising a detergent, a dispersant, a demulsifier, a foam inhibitor, a lubricity agent, a cold flow improver, an antioxidant, a corrosion inhibitor, a cetane improver, a metal deactivator, a solvent, or a mixture thereof.

11. The composition of claim 1 , further comprising an ethoxylated alkyl amine.

12. The composition of claim 1 , wherein the fuel has a total normal paraffin content of at least 7 to 30 wt %, based on a total weight of the fuel and wherein the normal paraffin distribution is between C 11 to C 28 as measured by gas chromatography (ASTM D2887).

13. The composition of claim 1 , wherein the cloud point temperature (“CP”) of the fuel ranges from −17° C. to 14° C. as measured using ASTM test method D5773.

14. The composition of claim 1 , wherein the cold filter plugging point (“CFPP”) of the composition is at least 5° C. lower than the CFPP of the fuel as measured using ASTM D6371.

15. A method of reducing the cold filter plugging point (“CFPP”) of a fuel, said method comprising adding the following components to said fuel:
a. less than 100 ppmof an alkylene-coupled C 10 to C 60 alkylphenol;
b. 25 to 500 ppm of a terpolymer formed from ethylene, propylene, and vinyl acetate; and
c. 5 to 90 ppm, of a hydrocarbyl-substituted amine detergent having at least one tertiary amino group

wherein the fuel has a total normal paraffin content of at least 5 to 30 wt %, based on a total weight of the fuel and wherein the normal paraffin distribution is between C 5 to C 44 as measured by gas chromatography (ASTM D2887).

16. The method of claim 15 , wherein said fuel comprises at least one fuel that is a diesel fuel, a biodiesel fuel, or combinations thereof.

17. The method of claim 15 , wherein the fuel has a total normal paraffin content of at least 7 to 30 wt %, based on a total weight of the fuel and wherein the normal paraffin distribution is between C 11 to C 28 as measured by gas chromatography (ASTM D2887).

18. The method of claim 15 , wherein the cold filter plugging point (“CFPP”) of the fuel with the components is at least 5° C. lower than the CFPP of the fuel without the components, as measured using ASTM D6371.

Assignees

• Lubrizol Corp

Inventors

• Kocsis Jody A
• Capitosti Scott
• Corrigan Thomas S
• Aaserud David J
• Mathes Gregory
• Frank Anthony R
• Schiferl Elizabeth A
• Ray James C

Classifications

• C10L2270/026

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

• C10L2200/0476

  Biodiesel, i.e. defined lower alkyl esters of fatty acids first generation biodiesel · CPC title

• C10L2200/0446

  Diesel · CPC title

• C10L10/14

  for improving low temperature properties · CPC title

• C10L1/2387

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