Oxazoline derivatives as additives useful in oleaginous compositions
AssigneeExxon Research & Engineering Co.
InventorsJack Ryer, James Zielinski, Harold N. Miller, Stanley J. Brois
Life of this patent
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Abstract
Derivatives of Oxazoline reaction products of hydrocarbon substituted dicarboxylic acid, ester, or anhydride, for example octadecenylsuccinic anhydride and polyisobutenylsuccinic anhydride with 2,2-disubstituted-2-amino-1-alkanols, such as tris-hydroxymethylaminomethane (THAM) are useful additives in oleaginous compositions, such as sludge dispersants for lubricating oil, or anti-rust agents for gasoline.
Claims10
A composition comprising a major amount of a liquid hydrocarbon of the class consisting essentially of fuels and lubricating oils and a minor but dispersing amount of a liquid hydrocarbon soluble derivative of the oxazoline reaction product of a substantially saturated aliphatic hydrocarbyl substituted C.sub.4 -C.sub.10 mono-unsaturated dicarboxylic acid material selected from the group consisting of acids, acid anhydrides and esters having at least about 8 carbon atoms in said hydrocarbyl group with from at least 1 to about 2 mole equivalent, per moel equivalent of said dicarboxylic acid material, of a 2,2-disubstituted-2-amino-1-alkanol having 2 to 3 hydroxy groups and containing a total of 4 to 8 carbons, and which is represented by the formula:
- ##STR7## wherein X is an alkyl or hydroxyl alkyl group, with at least one of the X substituents being a hydroxyl alkyl group of the structure --(CH.sub.2).sub.n OH wherein n is 1 to 3, said reaction conditions being at a temperature of from about 140.degree. to 240.degree. C. for from 1/2 to 24 hours whereby at least one carboxylic acyl group is converted into an oxazoline ring, said reaction product being derivatized by reaction with a member of the group consisting of:
- a. an aliphatic, saturated amine containing 2 to 60 carbon atoms and 1 to 12 nitrogen atoms and of the general formulae:
- ##STR8## wherein R, R' and R" are independently selected from the group consisting of hydrogen;
- C.sub.1 to C.sub.12 straight or branched chain alkyl radicals;
- C.sub.1 to C.sub.12 alkoxy substituted C.sub.2 to C.sub.6 alkylene radicals;
- C.sub.2 to C.sub.12 hydroxy or amino alkylene radicals;
- and C.sub.1 to C.sub.12 alkylamino substituted C.sub.2 to C.sub.6 alkylene radicals;
- s is 2 to 6 and, t is 0 to 10;
- and,
- b. a polyol selected from the group consisting of diethylene glycol, pentaerythritol, trimethylol propane, ethylene glycol, propylene glycol, glycol ethyl ether and diethylene glycol ethyl ether.
A composition comprising a major amount of a liquid hydrocarbon of the class consisting essentially of fuels and lubricating oils and a minor but dispersing amount of a liquid hydrocarbon soluble derivative of the oxazoline reaction product of a polyisobutylene substituted C.sub.4 -C.sub.10 mono-unsaturated dicarboxylic acid material selected from the group consisting of acids, acid anhydrides and esters with from at least 1 to about 2 mole equivalent, per mole equivalent of said dicarboxylic acid material, of a 2,2-disubstituted-2-amino-1-alkanol having 2 to 3 hydroxy groups and containing a total of 4 to 8 carbons, and which is represented by the formula:
- ##STR9## wherein X is an alkyl or hydroxyl alkyl group, with at least one of the X substituents being a hydroxyl alkyl group of the structure --(CH.sub.2).sub.n OH wherein n is 1 to 3, said reaction conditions being at a temperature of from about 140.degree. C. to 240.degree. C. for from 1/2 to 24 hours whereby at least one carboxylic acyl group is converted into an oxazoline ring, said reaction product being derivatized by reaction with an alkylene polyamine containing 2 to 12 nitrogen atoms and wherein pairs of nitrogen atoms are joined by alkylene groups of 2 to 4 carbon atoms, said polyisobutylene substituent having a molecular weight of from 900 to 3000.
Dependencies are inferred from the claim text.