Glycerol derivatives and methods of making same
AssigneeGlobal Agritech, Inc.
InventorDharma R. Kodali
Life of this patent
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Abstract
Symmetrical polyols, polyol esters, polyesters, polyurethanes, triazoles, and polyvinylethers derived from glycerol and methods of making the symmetrical polyols, polyesters, polyurethanes, polyhydroxyvinylethers and triazoles are discussed. Also provided is a method of making serinol.
Claims49
A mono or diester comprising:
- wherein F1A and F2A are each independently a fatty acid residue or a hydrogen atom, but not both hydrogen atoms;
- and
- R1 is an alkyl group or alkylene ether containing ester.
A lubricant composition comprising:
- a mono or diester comprising:
- wherein F1A and F2A are each independently a fatty acid residue or a hydrogen atom, but not both hydrogen atoms;
- and
- R1 is an alkyl group or alkylene ether containing ester.
A lubricant composition comprising the formula
- wherein R8 is a methyl, ethyl, propyl, butyl, pentyl or hexyl group;
- and
- at least one additive comprising viscosity-index improvers, pour point depressants, oxidation inhibitors, anti-wear agents, anti-foam additives, corrosion inhibitors, dispersants, detergents, acid neutralizers, rust inhibitors or combinations thereof.
A method to prepare
- (compound I, serinol) comprising the steps:
- converting the hydroxyl of compound (II)
- to a leaving group (L) to afford compound (III);
- treating compound (III) under conditions wherein L is replaced by an azide to afford compound (IV)
- subjecting compound (IV) to a reducing agent to reduce the azide of compound (IV) to an amine compound (V)
- subjecting compound (V) to conditions suitable to afford compound (I);
- wherein R2 is an alky or aryl group;
- and
- L is a leaving group.
A compound having the formula:
- wherein R3, R4, R5, R6 are each independently a hydrogen, an alkyl, a —C(═O)R18 group or combinations thereof, provided when one or more R3, R4, R5, R6 is —C(═O)R18, then each R18 independently is an alkyl group;
- and wherein n is 1 to 16.
A polyester which is the condensation product of one or more of a diacid, a diacid halide, or a diester, and
- wherein R8 is an alkyl group.
A crosslinked polyester which is the condensation product of one or more of a diacid, a diacid halide, or a diester with a tetrol having the formula:
- wherein n is 1 to 16.
A crosslinked polyester which is a condensation product of one or more of a diacid, a diacid halide, or a diester, with a tetrol having the formula
- wherein n is 1 to 16;
- and a diol.
A polyurethane which is the condensation product of a diisocyanate and
- wherein R7 is an alkyl, substituted alkyl, aryl or substituted aryl group.
A crosslinked polyurethane which is the condensation product of a diisocyanate and a tetrol having the formula
- wherein n is 1 to 16.
A crosslinked polyurethane which is a condensation product of diisocyanate and a tetrol having the formula
- wherein n is 1 to 16;
- and a diol.
A compound comprising the formula:
- wherein R9 and R10 are each independently a hydrogen, an alkyl group or an aryl group;
- and
- R11 is an alkyl group, an aryl group or combinations thereof.
A compound having the formula:
- wherein R12, R13, R14, R15 are each independently a methacrylate, acrylate, vinyl ether or combinations thereof;
- and wherein n is 1 to 16.
A compound comprising the formula:
- wherein n is greater than 10;
- and
- wherein X is —O—, —O—CH2CH2—O—, —CONH— or —COO—.
A fuel composition comprising:
- gasoline, diesel fuel or biodiesel used in internal combustion engine and at least one glycerol ether comprising the formula:
- wherein R16 and R17 are each independently a hydrogen or —C(═O)R18 group, provided when one or more R16, R17 is —C(═O)R18, then each R18 independently is an alkyl group;
- and R8 is an alkyl group.
Dependencies are inferred from the claim text.