Hydroxyalkyl hydroxy-aromatic condensation products as fuel and lubricant additives
AssigneeThe Lubrizol Corporation
InventorCharles P. Bryant
Life of this patent
Estimating the term…
Loading patent…
AssigneeThe Lubrizol Corporation
InventorCharles P. Bryant
Estimating the term…
Condensation products made by reacting an .alpha.-hydroxyalkyl hydroxy-aromatic compound also having at least one non-fused hydrocarbyl substituent with at least one olefinic nitrile, carboxylic acid or carboxylic acid derivative are useful as additives for fuels and lubricants. The total number of carbon atoms in the non-fused hydrocarbyl substituents is at least about 7 while the .alpha.-hydroxyalkyl group contains from 1 to about 36 carbons and the olefinic acid or nitrile reactant usually contains 2 to about 40 carbon atoms. Products made from hydroxymethyl alkyl-substituted phenols and .alpha.,.beta.-olefinic acid derivatives such as maleic anhydride are particularly useful. Similarly useful post-treated products can be made from these condensation products by further reaction with alcohols, amines, metal salts or metals.
A post-treated product made by a process which comprises reacting a mono- or polyhydric alcohol, an epoxide, a C.sub.1 -.sub.30 monoamine, or a polyamine of the formula ##STR19## wherein each A is independently a hydrogen atom, a hydrocarbyl group of up to 30 carbon atoms or a hydroxy-substituted hydrocarbyl group of up to about ten carbon atoms containing one or two hydroxy groups, "Alkylene" is a divalent alkylene group of about one to ten carbon atoms and a is an average of integers between one and ten, and mixtures thereof, with a condensation product made by the process comprising reacting (A) at least one alpha hydroxy aromatic compound of the general formula ##STR20## wherein Ar is a hydrocarbyl aromatic nucleus of 6 to about 30 carbon atoms, or an analog of such an aromatic nucleus substituted with 1 to 3 lower alkoxy, lower alkylthio, chloro, or nitro substituents, each R is a nonfused hydrocarbyl group of about 25 to about 700 carbon atoms, each R' is independently a hydrogen atom, an alkyl group of 1 to 36 carbon atoms, or a halogen-substituted alkyl group of 1 to about 36 carbon atoms, n is 1 to 3 and m is 1 to 5 with the provisos that (i) the total number of carbon atoms in the R' groups does not exceed 36 and (ii) where m exceeds 1, one of the R groups can also be a ##STR21## group, with (B) at least one hydrocarbyl, alpha-beta olefinically unsaturated compound selected from the group consisting of C.sub.2 -.sub.40 nitriles, C.sub.2 -.sub.40 carboxylic acids and anhydrides, esters, amides and ammonium and metal salts of said C.sub.2 -.sub.40 carboxylic acids, the reaction of (A) with (B) resulting in the formation of carbon-to-carbon bond, said bond including the carbon of at least one ##STR22## group.
Dependencies are inferred from the claim text.