Low molecular weight amide/ester containing quaternary ammonium salts

Patent metadata

Field	Value
Publication number	US-11820957-B2
Application number	US-202117212627-A
Country	US
Kind code	B2
Filing date	Mar 25, 2021
Priority date	May 30, 2014
Publication date	Nov 21, 2023
Grant date	Nov 21, 2023

Abstract

The present technology is related to amide or ester containing quaternary ammonium salts having a hydrocarbyl substituent of number average molecular weight ranging from 300 to 750, and the use of such quaternary ammonium salts in fuel compositions to improve the water shedding performance of the fuel composition.

First claim

What we claim:

1. A diesel fuel composition comprising 5 to 60 ppm of an amide containing quaternary ammonium salt (“amide quat”), wherein the amide quat comprises the reaction product of:
a) a quaternizable compound that is the reaction product of:
i) a hydrocarbyl-substituted acylating agent, wherein the hydrocarbyl-substituent has a number average molecular weight ranging from 400 to 600, and comprises at least one polyisobutenyl succinic anhydride or polyisobutenyl succinic acid; and
ii) a nitrogen containing compound comprising dimethylaminopropylamine, N,N-dimethyl-aminopropylamine, N,N-diethyl-aminopropylamine, N,N-dimethyl-aminoethylamine, or mixtures thereof; and

b) a quaternizing agent that is propylene oxide,
wherein the water shedding performance of the diesel fuel is improved as compared to the same diesel fuel comprising an amide quat prepared from a hydrocarbyl-substituted acylating agent with a hydrocarbyl-substituent having a number average molecular weight outside the range of 400 to 600.

2. The composition of claim 1 , wherein the diesel fuel composition further comprises a demulsifier that is selected from 1) an alkylphenol or its salt, 2) a phenol alkoxylate, 3) the reaction product of an alkylphenol and an aldehyde, or 4) combinations thereof.

3. The composition of claim 1 , further comprising at least one other additive that is a detergent, dispersant, lubricity agent, cold flow improver, antioxidant, or a mixture thereof.

4. A method of improving water shedding performance of a fuel composition comprising employing a composition comprising adding to the fuel composition 5 to 60 ppm of an amide containing quaternary ammonium salt (“amide quat”), wherein the amide quat comprises the reaction product of:
a) a quaternizable compound that is the reaction product of:
i) a hydrocarbyl-substituted acylating agent, wherein the hydrocarbyl-substituent has a number average molecular weight ranging from 400 to 600, and comprises at least one polyisobutenyl succinic anhydride or polyisobutenyl succinic acid; and
ii) a nitrogen containing compound comprising dimethylaminopropylamine, N,N-dimethyl-aminopropylamine, N,N-diethyl-aminopropylamine, N,N-dimethyl-aminoethylamine, or mixtures thereof; and

b) a quaternizing agent that is propylene oxide,
wherein the water shedding performance of the diesel fuel is improved as compared to the same diesel fuel comprising an amide quat prepared from a hydrocarbyl-substituted acylating agent with a hydrocarbyl-substituent having a number average molecular weight outside the range of 400 to 600.

5. A method of reducing and/or preventing injector deposits in a diesel engine by operating the engine using the diesel fuel composition of claim 1 .

Assignees

• Lubrizol Corp

Inventors

• Moreton David J
• Stevenson Paul R
• Greenfield Hannah
• Arters David C
• Bush James H
• Adams Paul E

Classifications

• C10M159/02 Primary

  Natural products · CPC title

• C10L1/18

  containing oxygen · CPC title

• C10L1/22

  containing nitrogen · CPC title

• C10L1/2383 Primary

  Polyamines or polyimines, or derivatives thereof {(poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C) (C10L1/221 takes precedence)} · CPC title

• C10L1/2437

  Sulfonic acids; Derivatives thereof, e.g. sulfonamides, sulfosuccinic acid esters · CPC title