Abstract: Surfactant compositions useful for oil recovery comprise from 10 to 80 wt. % of a prapoxylated C12-C20 alcohol sulfate, from 10 to 80 wt. % of a C12-C20 internal olefin sulfonate, and from 0.1 to 10 wt. % of an ethoxylated C4-C12 alcohol sulfate. A minor proportion of the ethoxylated alcohol sulfate reduces or eliminates the need to rely on costly cosolvents for achieving good performance in enhanced oil recovery processes. Low interfaoial tensions and low microemulsion viscosities can be achieved when the ethoxylated alcohol sulfate accompanies the propoxytated alcohol sulfate and internal olefin sulfonate. Aqueous concentrates comprising water and the surfactant compositions described above are also disclosed. Dilution of the surfactant composition or aqueous concentrate with water or brine to the desired anionic actives level provides an injectable composition useful for EOR applications.

Abstract: Alkoxylated fatty ester compositions are disclosed. In one aspect, the compositions comprise a reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with one or more alkylene oxides in the presence of an insertion catalyst to give an alkoxylated fatty ester. In another aspect, the metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or its ester derivative is reacted with a glycol ether or a glycol ether alkoxylate, to give an alkoxylated fatty ester. In yet another aspect, the metathesis-derived C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is reacted with one or more alkylene oxides to give a fatty acid alkoxylate, followed by etherification of the fatty acid alkoxylate.

Abstract: Fatty amine compositions made from a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives are disclosed. In another aspect, fatty amidoamines made by reacting a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with an aminoalkyl-substituted tertiary amine are disclosed. The fatty amines or amidoamines are advantageously sulfonated, sulfitated, oxidized, or reduced. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin.

Abstract: A method for producing a polyester polyol is disclosed. The method comprises reacting phthalic anhydride with a diol selected from the group consisting of ethylene glycol, propylene glycol, 1,3-propanediol, 2-methyl-1,3-propanediol, neopentyl glycol, 1,6-hexanediol, polyethylene glycols having a number average molecular weight within the range of 200 g/mol to 600 g/mol, and mixtures thereof at a diol to phthalic anhydride molar ratio within the range of 1.1 to 1.6. The resulting o-phthalate polyester polyol has a hydroxyl value in the range of 18 to 400 mg KOH/g, an acid value in the range of 0.2 to 5.0 mg KOH/g, and 1 wt. % or less of cyclic esters.

Abstract: A film may be formed from film forming compositions which comprise at least one carboxamide based coalescing solvent. These coalescing solvents impart equivalent or improved wet-scrub resistance, block resistance, gloss, dirt pick-up resistance and leveling characteristics to the films on a substrate, without contributing to total VOC levels, when replacing conventional coalescing solvents. The present invention also includes a method for forming a film comprising applying a film forming composition comprising polyunsaturated reactive carboxamides to a substrate and curing the film under ambient conditions. The coalescing carboxamide solvents are suitable for paint, latex based caulk, adhesives and floor care applications.

Abstract: Low-viscosity liquid fabric softening compositions are disclosed that comprise a fabric softener active system that contains at least one ammonium fabric softener compound and less than 8% added solvent. The fabric softening compositions have a Dispersion Parameter that is less than 100, provided the fabric softening active system has a viscosity of less than 2000 cP at 80° C. and the fabric softening composition has an initial viscosity of less than 400 cP. A method of preparing the liquid fabric softening composition and a method of softening fabric articles with the liquid fabric softening composition are also disclosed.

Abstract: Polyester polyols containing adducts formed from Diels-Alder and Ene reactions are disclosed. Processes for making the polyester polyols and uses of the polyester polyols as polyurethane coatings, adhesives, sealants, elastomers, and foams are also disclosed. In some embodiments, the polyester polyols contain biorenewable adducts based on maleic anhydride and farnesene and have particular application in making rigid and flexible polyurethane or polyisocyanurate foams.

Abstract: Quaternary ammonium, betaine, or sulfobetaine compositions derived from fatty amines, wherein the fatty amine is made by reducing the amide reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives and a secondary amine, are disclosed. Quaternary ammonium, betaine, or sulfobetaine compositions derived from fatty amidoamines, wherein the amidoamine is made by reacting of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives and an aminoalkyl-substituted tertiary amine, are also disclosed. The quaternized compositions are advantageously sulfonated or sulfitated. In one aspect, the ester derivative of the C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is a lower alkyl ester. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin.

Abstract: Polyol acrylates are disclosed that are the reaction products of a modified polyol and a (meth)acrylic acid or derivative thereof. The modified polyols used in preparing the polyol acrylates are the reaction product of a natural oil or fatty carboxylic acid or derivative thereof with a polyol selected from the group consisting of polyester polyols, polyether polyols, polyester ether polyols and polyalcohols such that the natural oil or fatty carboxylic acid or derivative thereof is incorporated into the backbone of the polyol. The polyol acrylates are used to prepare pigment dispersions that are useful in formulating energy curable ink compositions.

Abstract: Laundry detergents useful for cold-water cleaning and boosted bargain detergents are disclosed. The detergents include a surfactant composition derived from a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives. For fatty alkyl ester sulfonate-containing detergents, the composition is selected from C10 betaines, C12 or C16 amidoamines, C12 ethanolamine amides, C16 amidoamine sulfonates, C18 diamidoamine dioxides, quaternized C18 diamidoamine betaines, sulfonated C18 low-EO fatty ester alkoxylates, C18 amidoamine carboxylates, and amidoamine oxides and sulfobetaines derived from cross-metathesis of palm or soybean oil. The bargain detergents include a performance booster selected from C12 low-EO fatty ester alkoxylate sulfonates, C18 amidoamine oxide esters, C18 amidoamine oxide carboxylates, and amidoamine sulfobetaines made from self metathesized palm or soybean oil.

Abstract: There are provided aromatic polyester polyol compositions comprising: (i) at least one aromatic acid component; (ii) at least one hydroxylated component; (iii) at least one functionalized natural oil component; and (iv) optionally at least one catalyst component for use in preparing foams. The aromatic polyester polyol compositions can be formed by esterification and/or transesterification. The present technology also provides a polyol blend for use in preparing foams wherein the polyol blend comprises (a) an aromatic polyester polyol formed by an interesterification reaction between (i) a phthalic acid based material; (ii) a hydroxylated material; and (iii) a hydrophobic material, wherein the hydrophobic material is present in an amount of from about 1% to about 50% by weight of the aromatic polyester polyol; and (b) a natural oil based polyol, wherein the hydrophobic material in the aromatic polyester polyol compatibilizes the natural oil based polyol to form a phase stable polyol blend.

Abstract: Aqueous hard surface cleaner compositions derived from metathesized natural oil feedstocks are disclosed. In one aspect, the compositions comprise at least one anionic surfactant derived from a metathesis-derived C10-C17 monounsaturated acid, 5 octadecene-1,18-dioic acid, or their ester derivatives. In another aspect, aqueous hard surface cleaners comprising at least one nonionic or amphoteric surfactant derived from a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives are disclosed. The aqueous cleaners noted above rival or outperform commercial baselines in a Gardner straight-line washability test. Industrial degreasers comprising a C10 or C12 amide solvent and derived from a metathesis-derived C10-C17 monounsaturated acid are superior to commercial standards.

Abstract: Light-duty liquid detergents derived from metathesized natural oil feedstocks are disclosed. The detergents comprise water, at least one anionic surfactant, and at least one secondary surfactant derived from a metathesis-derived C10-C17 monounsaturated acid or its ester derivatives. In particular, the secondary surfactant is selected from C10 amidoamines, quaternized C10 or C12 amidoamines, C12 amidoamine oxides, C12 sulfobetaines, C12 amidoamine sulfobetaines, and C12 alkanolamides. The detergents noted above rival or outperform commercial baselines in standard foam tests for liquid detergents, particularly those used for dishwashing.

Abstract: Laundry detergents useful for cold-water cleaning and boosted bargain detergents are disclosed. The detergents include a surfactant composition derived from a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives. For fatty alkyl ester sulfonate-containing detergents, the composition is selected from C10 betaines, C12 or C16 amidoamines, C12 ethanolamine amides, C16 amidoamine sulfonates, C18 diamidoamine dioxides, quaternized C18 diamidoamine betaines, sulfonated C18 low-EO fatty ester alkoxylates, C18 amidoamine carboxylates, and amidoamine oxides and sulfobetaines derived from cross-metathesis of palm or soybean oil. The bargain detergents include a performance booster selected from C12 low-EO fatty ester alkoxylate sulfonates, C18 amidoamine oxide esters, C18 amidoamine oxide carboxylates, and amidoamine sulfobetaines made from self metathesized palm or soybean oil.

Abstract: A method of improving the mechanical strength of polyurethane foams made from bio-based polyols, the polyol-containing compositions utilized in the method of the invention, and the polyurethane foams produced by the method of the invention are provided. The method of the invention involves the incorporation of aromatic polyester polyol in the polyol-containing composition used to manufacture the foams. In one embodiment, the aromatic polyester polyol is utilized in a polyol-containing composition which is employed in the manufacture of flexible polyurethane foam. In another embodiment, the aromatic polyester polyol transesterified with a natural oil-containing composition to form a transesterification reaction product that is utilized in a polyol-containing composition which is employed in the manufacture of flexible polyurethane foam.

Abstract: Quaternary ammonium, betaine, or sulfobetaine compositions derived from fatty amines, wherein the fatty amine is made by reducing the amide reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives and a secondary amine, are disclosed. Quaternary ammonium, betaine, or sulfobetaine compositions derived from fatty amidoamines, wherein the amidoamine is made by reacting of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives and an aminoalkyl-substituted tertiary amine, are also disclosed. The quaternized compositions are advantageously sulfonated or sulfated. In one aspect, the ester derivative of the C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is a lower alkyl ester. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin.

Abstract: Esteramine compositions and their derivatives are disclosed. The esteramines comprise a reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with a tertiary alkanolamine. Derivatives made by quaternizing, sulfonating, alkoxylating, sulfating, and/or sulfating the esteramines are also disclosed. In one aspect, the ester derivative of the C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is a lower alkyl ester. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin. The esteramines and derivatives are valuable for a wide variety of end uses, including cleaners, fabric treatment, hair conditioning, personal care (liquid cleansing products, conditioning bars, oral care products), antimicrobial compositions, agricultural uses, and oil field applications.

Abstract: Alkoxylated fatty ester compositions are disclosed. In one aspect, the compositions comprise a reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with one or more alkylene oxides in the presence of an insertion catalyst to give an alkoxylated fatty ester. In another aspect, the metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or its ester derivative is reacted with a glycol ether or a glycol ether alkoxylate, to give an alkoxylated fatty ester. In yet another aspect, the metathesis-derived C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is reacted with one or more alkylene oxides to give a fatty acid alkoxylate, followed by etherification of the fatty acid alkoxylate.

Abstract: Fatty amine compositions made from a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives are disclosed. In another aspect, fatty amidoamines made by reacting a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with an aminoalkyl-substituted tertiary amine are disclosed. The fatty amines or amidoamines are advantageously sulfonated, sulfitated, oxidized, or reduced. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin.

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.