Quaternized ammonium salts of hydrocarbyl epoxides and use thereof as additives in fuels and lubricants
US-2019084922-A1 · Mar 21, 2019 · US
US11634654B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11634654-B2 |
| Application number | US-202117212025-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 25, 2021 |
| Priority date | Jan 29, 2014 |
| Publication date | Apr 25, 2023 |
| Grant date | Apr 25, 2023 |
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An olefin-carboxylic acid copolymer, containing at least one free carboxylic acid side group, or a nitrogen compound quaternized with epoxide in the presence of an olefin-carboxylic acid copolymer, containing at least one free carboxylic acid side group, can be used as a fuel additive or lubricant additive. Processes can be used for preparing additives of this kind and fuels and lubricants additized therewith, such as a detergent additive. These additives, fuels, and lubricants can be used for reduction or prevention of deposits in injection systems of direct injection diesel engines, especially in common rail injection systems; for reduction of fuel consumption of direct injection diesel engines, especially of diesel engines with common rail injection systems; and for minimization of power loss in direct injection diesel engines, especially in diesel engines with common rail injection systems. The additives can also be used for gasoline fuels, especially for operation of DISI engines.
Opening claim text (preview).
The invention claimed is: 1. A method, comprising: operating a direct injection diesel engine with a fuel comprising an additive, wherein the presence of the additive reduces power loss in a direct injection diesel engine, wherein the additive comprises: a copolymer comprising units of an olefin and units of an olefin-polymerizable carboxylic acid, wherein the copolymer comprises at least one free carboxylic acid side group, wherein the olefin-polymerizable carboxylic acid is a polymerizable mono- or polycarboxylic acid, wherein the additive is present in an effective content range of 25 to 1000 ppm by weight based on a total amount of the fuel, wherein the additive does not comprise quaternized nitrogen compounds, and wherein the power loss is reduced as a result of injecting the fuel comprising the additive. 2. The method according to claim 1 , wherein the copolymer is obtained by a method comprising: (1) copolymerizing a) at least one ethylenically unsaturated, polymerizable polycarboxylic anhydride with b) at least one polymerizable olefin, thereby producing a copolymer; and (2) derivatizing the copolymer from (1) by partial or complete reaction of anhydride radicals of the copolymer from said copolymerizing in (1) with water, at least one hydroxyl compound, at least one primary or secondary amine, or mixtures thereof; to form a copolymer derivative containing carboxyl groups. 3. The method according to claim 1 , wherein the copolymer is obtained by a method comprising: (1) copolymerizing a) at least one ethylenically unsaturated, polymerizable mono- or polycarboxylic acid with b) at least one polymerizable olefin, thereby producing a copolymer; and (2) derivatizing the copolymer from (1) by partial reaction of carboxyl radicals of the copolymer with at least one hydroxyl compound, at least one primary or secondary amine, or mixtures thereof; to form a copolymer derivative having a reduced content of free carboxyl groups. 4. The method according to claim 1 , wherein the copolymer is obtained by a method comprising: copolymerizing a) at least one ethylenically unsaturated, polymerizable mono- or polycarboxylic acid with b) at least one polymerizable olefin, to form a hydrolysis product. 5. The method according to claim 1 , wherein the olefin-polymerizable carboxylic acid is an ethylenically unsaturated polycarboxylic anhydride. 6. The method according to claim 1 , wherein the olefin comprises at least one of: a C 4 -C 40 -α-olefin; and a polymer formed from C 2 -C 40 -α-olefin units having at least one polymerizable double bond and having are Mw in the range from 56 to 10000. 7. The method according to claim 1 , wherein the olefin-polymerizable carboxylic acid is an ethylenically unsaturated C 3 -C 40 -monocarboxylic acid. 8. The method according to claim 1 , wherein the copolymer is hydrolyzed to at least 95 mol %. 9. The method according to claim 1 , wherein a molar ratio of olefin monomer(s) to olefin-polymerizable carboxylic acid monomer(s) is from 0.5:0.5 to 0.7:0.3. 10. The method according to claim 1 , wherein the power loss is reduced in a diesel engine with a common rail injection system. 11. The method according to claim 1 , wherein the power loss is power loss caused by K, Zn, Ca or Na. 12. The method according to claim 1 , wherein the direct injection diesel engine comprises a common rail injection system.
use of detergents or dispersants for purposes not provided for in groups C10L10/02 - C10L10/16 · CPC title
for facilitating soot removal · CPC title
for minimising corrosion or incrustation · CPC title
homo- or copolymers derived from unsaturated compounds containing amine groups (C10L1/221 takes precedence) · CPC title
compounds of uncertain formula; reaction products where mixtures of compounds are obtained · CPC title
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