Abstract: Sulfate and sulfonate derivatives of unsaturated fatty alcohols, processes for making them, and methods of using them are disclosed. In one aspect, a monounsaturated fatty alcohol composition is made by reducing a metathesis-derived monounsaturated alkyl ester. The fatty alcohol composition is then converted to a sulfate or sulfonate derivative by one or more of alkoxylation, sulfation, sulfonation, and sulfitation. Of particular interest are the sulfate and ether sulfate derivatives. Microscopy studies indicate that the unsaturated sodium sulfates in particular have a lamellar phase that should enable formulation at high actives levels. Sulfate compositions comprising 40 to 60 wt. % of a monounsaturated fatty primary alcohol sulfate and 40 to 60 wt. % of a secondary hydroxyalkyl primary alcohol sulfate are also disclosed.

Abstract: Flowback aid mixtures and oil-in-water microemulsions produced by combining an aqueous brine with the flowback aid mixtures are disclosed. The flowback aid mixture comprises an oil, a fatty alcohol ethoxylate, and a quaternized fatty amine ethoxylate. The amount of oil is less than or equal to 12 wt. % based on the amount of flowback aid mixture. The microemulsions have a surface tension at 25° C. less than 30 mN/m and a Z-average particle size as determined by dynamic light scattering at 25° C. of less than or equal to 10 nm. Also disclosed are processes that utilize the flowback aid mixtures. In one process, the mixture is introduced into a subterranean formation and is combined prior to or during its introduction into the formation with a formation brine, process water, or both to give the microemulsion. In one hydraulic fracturing process for recovering gas, oil, or both, a fracturing fluid and the flowback aid are co-injected into a subterranean formation to give the microemulsion.

Abstract: Sulfate and sulfonate derivatives of unsaturated fatty alcohols, processes for making them, and methods of using them are disclosed. In one aspect, a monounsaturated fatty alcohol composition is made by reducing a metathesis-derived monounsaturated alkyl ester. The fatty alcohol composition is then converted to a sulfate or sulfonate derivative by one or more of alkoxylation, sulfation, sulfonation, and sulfitation. Of particular interest are the sulfate and ether sulfate derivatives. Microscopy studies indicate that the unsaturated sodium sulfates in particular have a lamellar phase that should enable formulation at high actives levels. Sulfate compositions comprising 40 to 60 wt. % of a monounsaturated fatty primary alcohol sulfate and 40 to 60 wt. % of a secondary hydroxyalkyl primary alcohol sulfate are also disclosed.

Abstract: Flowback aid mixtures and oil-in-water microemulsions produced by combining an aqueous brine with the flowback aid mixtures are disclosed. The flowback aid mixture comprises an oil, a fatty alcohol ethoxylate, and a quaternized fatty amine ethoxylate. The amount of oil is less than or equal to 12 wt. % based on the amount of flowback aid mixture. The microemulsions have a surface tension at 25° C. less than 30 mN/m and a Z-average particle size as determined by dynamic light scattering at 25° C. of less than or equal to 10 nm. Also disclosed are processes that utilize the flowback aid mixtures. In one process, the mixture is introduced into a subterranean formation and is combined prior to or during its introduction into the formation with a formation brine, process water, or both to give the microemulsion. In one hydraulic fracturing process for recovering gas, oil, or both, a fracturing fluid and the flowback aid are co-injected into a subterranean formation to give the microemulsion.

Abstract: Sulfate and sulfonate derivatives of unsaturated fatty alcohols, processes for making them, and methods of using them are disclosed. In one aspect, a monounsaturated fatty alcohol composition is made by reducing a metathesis-derived monounsaturated alkyl ester. The fatty alcohol composition is then converted to a sulfate or sulfonate derivative by one or more of alkoxylation, sulfation, sulfonation, and sulfitation. Of particular interest are the sulfate and ether sulfate derivatives.

Abstract: Alkyl lactyllactate and alkoxylated alkyl lactyllactate compounds that are useful as solvents in a variety of applications are disclosed. The compounds are derived from a hydroxyl containing compound and a lactide or lactic acid source that has a specific chirality. The alkyl lactyllactate and alkoxylated alkyl lactyllactate compounds are particularly suitable for use as solvents in applications requiring cold tolerance performance without inclusion of additional volatile components.

Abstract: Sulfate and sulfonate derivatives of unsaturated fatty alcohols, processes for making them, and methods of using them are disclosed. In one aspect, a monounsaturated fatty alcohol composition is made by reducing a metathesis-derived monounsaturated alkyl ester. The fatty alcohol composition is then converted to a sulfate or sulfonate derivative by one or more of alkoxylation, sulfation, sulfonation, and sulfitation. Of particular interest are the sulfate and ether sulfate derivatives.

Abstract: A process for recovering oil from an oil-bearing formation comprises introducing into said formation an aqueous composition comprising at least one sulfonated derivative of one or more internal olefins, said internal olefins being characterized by having low amounts of tri-substitution on the olefin bond, said sulfonated derivative being obtained by sulfonating a composition comprising internal olefins of the formula: R1R2C?CR3R4 wherein R1, R2, R3 and R4 are the same or different and are hydrogen or straight- or branched-chain, saturated hydrocarbyl groups and the total number of carbon atoms of R1, R2, R3 and R4 is 6 to 44 with the proviso that at least about 96 mole percent of R1 and R3 are straight- or branched-chain, saturated hydrocarbyl groups and at least about 96 mole percent of R2 and R4 are hydrogen. Further provided are compositions for use in recovering oil from an oil bearing formation.

Abstract: A process for recovering oil from an oil-bearing formation comprises introducing into said formation an aqueous composition comprising at least one sulfonated derivative of one or more internal olefins, said internal olefins being characterized by having low amounts of tri-substitution on the olefin bond, said sulfonated derivative being obtained by sulfonating a composition comprising internal olefins of the formula: R1R2C?CR3R4 wherein R1, R2, R3 and R4 are the same or different and are hydrogen or straight- or branched-chain, saturated hydrocarbyl groups and the total number of carbon atoms of R1, R2, R3 and R4 is 6 to 44 with the proviso that at least about 96 mole percent of R1 and R3 are straight- or branched-chain, saturated hydrocarbyl groups and at least about 96 mole percent of R2 and R4 are hydrogen. Further provided are compositions for use in recovering oil from an oil bearing formation.

Abstract: A process for recovering oil from an oil-bearing formation comprises introducing into said formation an aqueous composition comprising at least one sulfonated derivative of one or more internal olefins, said internal olefins being characterized by having low amounts of tri-substitution on the olefin bond, said sulfonated derivative being obtained by sulfonating a composition comprising internal olefins of the formula: R1R2C?CR3R4 wherein R1, R2, R3 and R4 are the same or different and are hydrogen or straight- or branched-chain, saturated hydrocarbyl groups and the total number of carbon atoms of R1, R2, R3 and R4 is 6 to 44 with the proviso that at least about 96 mole percent of R1 and R3 are straight- or branched-chain, saturated hydrocarbyl groups and at least about 96 mole percent of R2 and R4 are hydrogen.

Abstract: A process for recovering oil from an oil-bearing formation comprises introducing into said formation an aqueous composition comprising at least one sulfonated derivative of one or more internal olefins, said internal olefins being characterized by having low amounts of tri-substitution on the olefin bond, said sulfonated derivative being obtained by sulfonating a composition comprising internal olefins of the formula: R1R2C?CR3R4 wherein R1, R2, R3 and R4 are the same or different and are hydrogen or straight- or branched-chain, saturated hydrocarbyl groups and the total number of carbon atoms of R1, R2, R3 and R4 is 6 to 44 with the proviso that at least about 96 mole percent of R1 and R3 are straight- or branched-chain, saturated hydrocarbyl groups and at least about 96 mole percent of R2 and R4 are hydrogen.

Abstract: Alkyl lactyllactate and alkoxylated alkyl lactyllactate compounds that are useful as solvents in a variety of applications are disclosed. The compounds are derived from a hydroxyl containing compound and a lactide or lactic acid source that has a specific chirality. The alkyl lactyllactate and alkoxylated alkyl lactyllactate compounds are particularly suitable for use as solvents in applications requiring cold tolerance performance without inclusion of additional volatile components.