Use of a mixture of a complex ester with a monocarboxylic acid to reduce friction
US-10927319-B2 · Feb 23, 2021 · US
US10030206B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10030206-B2 |
| Application number | US-201415031114-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 20, 2014 |
| Priority date | Oct 24, 2013 |
| Publication date | Jul 24, 2018 |
| Grant date | Jul 24, 2018 |
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The use of a complex ester obtainable by esterification reaction between aliphatic linear or branched C 2 - to C 12 -dicarboxylic acids, aliphatic linear or branched polyhydroxy alcohols with 3 to 6 hydroxyl groups, and, as chain stopping agents, aliphatic linear or branched C 1 - to C 30 -monocarboxylic acids or aliphatic linear or branched monobasic Ci- to C 30 -alcohols, as an additive in a fuel.
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The invention claimed is: 1. A method of reducing fuel consumption in the operation of an internal combustion engine, consisting of adding to a fuel a complex ester obtained by an esterification reaction between (A) at least one aliphatic linear or branched C 2 - to C 12 -dicarboxylic acid, (B) at least one aliphatic linear or branched polyhydroxy alcohol with 3 to 6 hydroxyl groups, wherein (A) and (B) are present in a ratio of at least 2 molecule units of component (A) and at least 3 molecule units of component (B), and (C) as a chain stopping agent (C1) at least one aliphatic linear or branched C 1 - to C 30 -monocarboxylic acid in case of an excess of component (B), or (C2) at least one aliphatic linear or branched monobasic C 1 - to C 30 -alcohol in case of an excess of component (A); wherein (C) is present in an amount of molecular units sufficient to partly or completely cap remaining free hydroxyl groups of component (B). 2. The method of claim 1 , wherein component (A) is at least one selected from the group consisting of aliphatic linear C 6 - to C 10 -dicarboxylic acids. 3. The method of claim 1 , wherein component (B) is at least one selected from the group consisting of glycerin, trimethylolpropane and pentaerythritol. 4. The method of claim 1 , wherein component (C) is at least one selected from the group consisting of (C1) aliphatic linear or branched C 8 - to C 18 -monocarboxylic acids, and (C2) linear or branched C 8 - to C 18 -alkanols. 5. The method of claim 1 , wherein the complex ester is composed of from 2 to 9 molecule units of component (A) and of from 3 to 10 molecule units of component (B), component (B) being in excess compared with component (A), with remaining free hydroxyl groups of (B) being completely or partly capped with a corresponding number of molecule units of component (C1). 6. A fuel composition consisting of, in a major amount, a gasoline fuel and, in a minor amount, at least one complex ester obtained by an esterification reaction between (A) at least one aliphatic linear or branched C 2 - to C 12 -dicarboxylic acid, (B) at least one aliphatic linear or branched polyhydroxy alcohol with 3 to 6 hydroxyl groups, wherein (A) and (B) are present in a ratio of at least 2 molecule units of component (A) and at least 3 molecule units of component (B), and (C) as a chain stopping agent (C1) at least one aliphatic linear or branched C 1 - to C 30 -monocarboxylic acid in case of an excess of component (B), or (C2) at least one aliphatic linear or branched monobasic C 1 - to C 30 -alcohol in case of an excess of component (A); wherein (C) is present in an amount of molecular units sufficient to partly or completely cap remaining free hydroxyl groups of component (B), and at least one fuel additive which is different from the complex ester and has detergent action, optionally containing one or more of at least one carrier oil or at least one tertiary hydrocarbyl amine of formula NR 1 R 2 R 3 wherein R 1 , R 2 and R 3 are the same or different C 1 - to C 20 -hydrocarbyl residues with the proviso that the overall number of carbon atoms in formula NR 1 R 2 R 3 does not exceed 30. 7. The fuel composition according to claim 6 wherein the fuel additive which is different from the complex ester and has detergent action, consists of at least one representative (D) selected from the group consisting of: (Da) mono- or polyamino groups having up to 6 nitrogen atoms, at least one nitrogen atom having basic properties; (Db) nitro groups, optionally in combination with hydroxyl groups; (Dc) hydroxyl groups in combination with mono- or polyamino groups, at least one nitrogen atom having basic properties; (Dd) carboxyl groups or their alkali metal or alkaline earth metal salts; (De) sulfonic acid groups or their alkali metal or alkaline earth metal salts; (Df) polyoxy-C 2 -C 4 -alkylene moieties terminated by hydroxyl groups, mono- or polyamino groups, at least one nitrogen atom having basic properties, or by carbamate groups; (Dg) carboxylic ester groups; (Dh) moieties derived from succinic anhydride and having hydroxyl and/or amino and/or amido and/or imido groups; and (Di) moieties obtained by Mannich reaction of substituted phenols with aldehydes and mono- or polyamines. 8. The fuel composition according to claim 6 , additionally containing, as a further fuel additive in a minor amount, the at least one carrier oil. 9. The fuel composition according to claim 6 , additionally containing, as a further fuel additive in a minor amount, the at least one tertiary hydrocarbyl amine of formula NR 1 R 2 R 3 wherein R 1 , R 2 and R 3 are the same or different C 1 - to C 20 -hydrocarbyl residues with the proviso that the overall number of carbon atoms in formula NR 1 R 2 R 3 does not exceed 30. 10. The fuel composition according to claim 7 , wherein the at least one representative (D) is one or more (Da) polyisobutene monoamines or polyisobutene poly-amines having M n =300 to 5000, having at least 50 mol-% of vinylidene double bonds and having been prepared by hydroformylation of the respective polyiso-butene and subsequent reductive amination with ammonia, monoamines or poly-amines, in combination with at least one mineral or synthetic carrier oil. 11. An additive concentrate consisting of at least one complex ester obtained by an esterification reaction between (A) at least one aliphatic linear or branched C 2 - to C 12 -dicarboxylic acid, (B) at least one aliphatic linear or branched polyhydroxy alcohol with 3 to 6 hydroxyl groups, wherein (A) and (B) are present in a ratio of at least 2 molecule units of component (A) and at least 3 molecule units of component (B), and (C) as a chain stopping agent (C1) at least one aliphatic linear or branched C 1 - to C 30 -monocarboxylic acid in case of an excess of component (B), or (C2) at least one aliphatic linear or branched monobasic C 1 - to C 30 -alcohol in case of an excess of component (A); wherein (C) is present in an amount of molecular units sufficient to partly or completely cap remaining free hydroxyl groups of component (B), and at least one fuel additive which is different from the complex ester and has detergent action. 12. The additive concentrate according to claim 11 , further comprising one or more (Da) polyisobutene monoamines or polyisobutene poly-amines having M n =300 to 5000, having at least 50 mol-% of vinylidene double bonds and having been prepared by hydroformylation of the respective polyiso-butene and subsequent reductive amination with ammonia, monoamines or poly-amines, and further comprising at least one mineral or synthetic carrier oil. 13. The method of claim 1 , wherein components (A), (B), and (C) are used in amounts sufficient to provide the final composition with an acid number below 5 mg KOH/g. 14. The fuel composition of claim 6 , wherein components (A), (B), and (C) are used in amounts sufficient to provide the final composition with an acid number below 5 mg KOH/g. 15. The additive concentrate of claim 11 , wherein components (A), (B), and (C) are used in amounts sufficient to provide the final composition with an acid number below 5 mg KOH/g.
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