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US 12,241,034 B2Granted
Synthetic lubricity additives for hydrocarbon fuels
AssigneeEcolab USA Inc.
InventorsAshish Dhawan, Nestor U. Soriano, Jr., Karina Eureste
Life of this patent
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Abstract
Lubricity additives for fuels compositions are provided which are hydrocarbyl-containing oxygenated polyamines according to Formula I: wherein one or more of —R1, —R2, —R3, and —R4 is a carbon- and oxygen-containing group including a hydrophobic hydrocarbyl portion.
Claims20
A method for improving the lubricity of a fuel composition comprising:
- adding a composition comprising a compound of Formula I:
- to a fuel composition,
- wherein —R1, —R2, —R3, and —R4, are independently selected from—H, —OH, alkyl, aryl, alkyl aryl, and aryl alkyl, optionally substituted, —(CH2)xNR5R6, and a carbon- and oxygen-containing group including one or more oxygen atoms in the form of (i) a hydroxyl group, (ii) an ether group, (iii) an ester group, or more than one of (i)-(iii), wherein at least one of R1-R4 is the carbon- and oxygen-containing group, and the carbon- and oxygen-containing group has a C6-C30 linear, branched, cyclic alkyl, aryl, alkyl-aryl, or aryl-alkyl terminal portion, wherein x is an integer in the range of 1-4, wherein y is an integer in the range of 1-11, and wherein R5 and R6 have the same meaning as any one of R1-R4, optionally wherein the compound has a number of carbon atoms that is three times or greater than a number of nitrogen atoms in the compound,
- wherein the compound improves lubricity of the fuel composition.
1 more element
A fuel composition comprising a compound of Formula I:
- wherein —R1, —R2, and —R3 are independently selected from —H, —OH, alkyl, aryl, alkyl aryl, and aryl alkyl, optionally substituted, —(CH2)xNR5R6, and a carbon- and oxygen-containing group including one or more oxygen atoms in the form of (i) a hydroxyl group, (ii) an ether group, (iii) an ester group, or more than one of (i)-(iii), and the carbon- and oxygen-containing group has a C6-C30 linear, branched, cyclic alkyl, aryl, alkyl-aryl, or aryl-alkyl terminal portion, wherein at least one of R1-R4 is the carbon- and oxygen-containing group, and wherein —R4 is —(CH2)xNR5R6, wherein x is an integer in the range of 1-4, wherein y is an integer in the range of 1-11, and wherein R5 and R6 have the same meaning as any one of R1-R4, optionally wherein the compound has a number of carbon atoms that is three times or greater than a number of nitrogen atoms in the compound.
A method for making an oxygenated polyamine fuel lubricity additive comprising:
- reacting a polyamine of Formula III:
- wherein —R12, —R13, —R14, and —R15, are independently selected from —H, —OH, alkyl, aryl, alkyl aryl, and aryl alkyl, optionally substituted, wherein at least one of R12-R15 is —H, wherein x is an integer in the range of 1-4, wherein y is an integer in the range of 1-11, with
- an epoxide-containing compound having a number of carbons in the range of 6-30,
- to provide the oxygenated polyamine,
- optionally wherein the polyamine and the epoxide-containing compound are present in a molar ratio in the range of 1:1 to 1:6,
- optionally wherein the epoxide-containing compound has a single epoxide group or the epoxide-containing compound is a glycidyl ether compound,
- optionally wherein the epoxide-containing compound is of Formula IV:
- wherein R16 is —(CH2)— or —(CH2CH2)—, wherein R17 is a hydrocarbyl group, wherein R17 optionally has a number of carbons in the range of 6-28,
- optionally wherein the epoxide-containing compound is of Formula V:
- wherein R18 is —(CH2)— or —(CH2CH2)—, wherein R19 is —(CH2)w—, wherein w is an integer in the range of 1-3, optionally wherein R20 is a linear or branched alkyl group of having a number of carbons in the range of 6-24.
7 more elements
Dependencies are inferred from the claim text.