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US 2006/0079412 A1Published application
Power transmission fluids with enhanced antishudder durability and handling characteristics
AssigneeAfton Chemical Corporation
InventorNubar Ozbalik
Life of this patent
Estimating the term…
Abstract
A finished power transmitting fluid having enhanced friction durability and improved μ/v characteristics on paper, steel and advanced friction materials such as carbon fiber, and which may provide a lubricant composition that carries minimal concern for skin sensitization and related health, safety, and environmental issues, can contain lubricating base oil, a friction modifier produced by reacting a polyamine with an aliphatic mono acid such as oleic or isostearic acid under conditions to form a mixture of 1,2-disubstituted imidazoline containing components, wherein further acylation of residual active nitrogens with mono or diacids or anhydrides affords friction modifier compositions having enhanced frictional and handling characteristics.
Claims51
A fluid composition, comprising:
- (1) a major amount of a base oil, and
- (2) a minor amount of an additive comprising:
- (i) a reaction product of an aliphatic carboxylic acid and a polyamine obtained under conditions sufficient to produce a mixture containing one or more compounds represented by formula I and/or II;
- (ii) a reaction product obtained by (a) reacting an aliphatic carboxylic acid and a polyamine under conditions sufficient to produce a mixture of 1,2-disubstituted imidazolines containing one or more compounds represented by formula I and/or II, and then (b) treating under conditions to produce a further mixture containing one or more compounds represented by formula III, IV, V and/or VI;
- or (iii) a mixture containing at least one compound represented by formula I and/or II and at least one compound from among the compounds represented by formulas III to VI, wherein said formulas are:
- wherein R1 and R2 are independent of one another and represent C3 to C30 straight or branched alkyl, alkenyl or aryl or heteroatom derivatives thereof, such as an alkyl having heteroatoms, as one example;
- R3 and R4 are independent of one another and are selected from the group consisting of H, —OH, —OR, —COOH, —SH, —SR, straight chain, branched alkyl, alkenyl radicals and hydrocarbyl groups in oligomeric or polymeric form that are derived from propylene, isobutylene and higher olefins having terminal, internal and vinylidene double bonds, R represents an alkyl or alkenyl group having up to 30 carbon atoms in linear, branched or cyclic form and n is a value from 0 to 5.
4 more elements
A method for producing friction modifier compounds comprising:
- (a) reacting a molar excess of at least one carboxylic acid R1COOH with a linear polyamine represented by the formula H2N—(CH2CH2NH)x—CH2, where x represents an integer of 1 to 10 at a temperature in a range of about 120° C. to about 180° C. for about 5 to about 20 hours, said compounds being represented by formula I and II
- wherein R1 represents a C3 to C30 straight or branched alkyl, alkenyl or aryl or heteroatom derivative thereof, and n is a value from 0 to 5.
A method for providing improved durability of friction characteristics in a lubricated power transmitting apparatus comprising:
- 1) adding a fluid to an power transmitting apparatus, said fluid comprising (a) a base oil, and (b) a friction modifier comprising (i) a reaction product of an aliphatic carboxylic acid and a polyamine, said reaction product obtained under conditions sufficient to produce a mixture of 1,2-disubstituted imidazolines, said mixture containing one or more compounds represented by formula I and/or II, (ii) a reaction product obtained by (a) reacting an aliphatic carboxylic acid and a polyamine, said reaction product obtained under conditions sufficient to produce a mixture of 1,2-disubstituted imidazolines, said mixture containing one or more compounds represented by formula I and/or II, and then (b) treating under conditions to provide at least one or more compounds represented by formula III, IV, V and/or VI;
- or (iii) a mixture containing at least one compound represented by formula I or II and at least one compound from among the compounds represented by formula III, IV, V or VI:
- wherein R1 and R2 are independent of one another and are represent C3 to C30 straight or branched alkyl, alkenyl or aryl or heteroatom derivatives thereof;
- R3 and R4 are independent of one another and are selected from the group consisting of H, —OH, —OR, —COOH, —SH, —SR, straight chain, beta branched alkyl, alkenyl radicals and hydrocarbyl groups in oligomeric or polymeric form that are derived from propylene, isobutylene and higher olefins having terminal, internal and vinylidene double bonds, R represents an organic group having up to 30 carbon atoms, and n is a value from 0 to 5;
- and
- 2) operating the fluid in the power transmitting apparatus, wherein the duration of stability against oxidation of said fluid as a power transmission fluid is improved relative to the performance of a transmission without said fluid.
3 more elements
An additive composition comprising:
- (1) (i) a reaction product of an aliphatic carboxylic acid and a polyamine obtained under conditions sufficient to produce a mixture containing one or more compounds represented by formula I and/or II;
- (ii) a reaction product obtained by (a) reacting an aliphatic carboxylic acid and a polyamine under conditions sufficient to produce a mixture of 1,2-disubstituted imidazolines containing one or more compounds represented by formulas I and/or II, and then (b) treating under conditions to produce a further mixture containing one or more compounds represented by formula III, IV, V and/or VI;
- or (iii) a mixture containing at least one compound represented by formula I and/or II and at least one compound from among the compounds represented by formulas III to VI, wherein said formulas are:
- wherein R1 and R2 are independent of one another and represent C3 to C30 straight or branched alkyl, alkenyl or aryl or heteroatom derivatives thereof;
- R3 and R4 are independent of one another and are selected from the group consisting of H, —OH, —OR, —COOH, —SH, —SR, straight chain, beta branched alkyl, alkenyl radicals and hydrocarbyl groups in oligomeric or polymeric form that are derived from propylene, isobutylene and higher olefins having terminal, internal and vinylidene double bonds, R represents an organic group having up to 30 carbon atoms and n is a value from 0 to 5.
2 more elements
A fluid composition, comprising:
- (1) a major amount of a base oil, and
- (2) a minor amount of an additive comprising:
- (i) a mixture containing one or more compounds represented by formula I and/or II;
- or
- (ii) a mixture containing at least one compound represented by formula I and/or II and at least one compound from among the compounds represented by formulas III to VI, wherein said formulas are:
- wherein R1 and R2 are independent of one another and represent C3 to C30 straight or branched alkyl, alkenyl or aryl or heteroatom derivatives thereof, such as an alkyl having heteroatoms, as one example;
- R3 and R4 are independent of one another and are selected from the group consisting of H, —OH, —OR, —COOH, —SH, —SR, straight chain, branched alkyl, alkenyl radicals and hydrocarbyl groups in oligomeric or polymeric form that are derived from propylene, isobutylene and higher olefins having terminal, internal and vinylidene double bonds, R represents an alkyl or alkenyl group having up to 30 carbon atoms in linear, branched or cyclic form and n is a value from 0 to 5.
4 more elements
An additive composition comprising
- (1) a mixture containing one or more compounds represented by formula I and/or II;
- or
- (2) a mixture containing at least one compound represented by formula I and/or II and at least one compound from among the compounds represented by formulas III to VI, wherein said formulas are:
- wherein R1 and R2 are independent of one another and represent C3 to C30 straight or branched alkyl, alkenyl or aryl or heteroatom derivatives thereof;
- R3 and R4 are independent of one another and are selected from the group consisting of H, —OH, —OR, —COOH, —SH, —SR, straight chain, beta branched alkyl, alkenyl radicals and hydrocarbyl groups in oligomeric or polymeric form that are derived from propylene, isobutylene and higher olefins having terminal, internal and vinylidene double bonds, R represents an organic group having up to 30 carbon atoms and n is a value from 0 to 5.
2 more elements
A material resulting from the combination of an aliphatic carboxylic acid and a polyamine.
Dependencies are inferred from the claim text.