Selected Patents Relating to Oils and Fats 2016

The following list contains brief details of current patents, which appeared to the editor to be especially relevant. Inevitably, there is an element of subjectivity in the choice. Topics included in the list are based on the Divisions of the AOCS and the topical sessions held at the AOCS annual meetings. Patents are listed here at intervals as they are published in INFORM.

Human sebum mimetics derived from botanical sources and methods for making the same (Brown, J.S., et al., International Flora Technologies Ltd., US9289373, March 22, 2016)

Human sebum mimetics and methods for producing human sebum mimetics are provided. In one exemplary embodiment, a human sebum mimetic comprises a wax ester derived from interesterification of refined botanical oil comprising palmitoleic acid and refined jojoba oil, a phytosterol, and phytosqualene. A method for producing a human sebum mimetic comprises mixing refined macadamia oil and refined jojoba oil, interesterifying the refined macadamia oil and the refined jojoba oil, adding a phytosterol after the interesterifying, and adding phytosqualene after the interesterifying.

Curable and cured compositions (Campbell, C.J., et al., 3M Innovative Properties Co., US9290683, March 22)

Curable compositions, cured compositions, and articles that include the cured compositions are described. The curable composition contains a) an epoxy resin, b) a curing agent, c) a reactive liquid modifier, and d) a toughening agent. The reactive liquid modifier is an acetoacetate ester of a polyol that is a vegetable oil, that is prepared from a vegetable oil, or that is a mixture thereof. The cured compositions can be used as adhesives such as structural adhesives or as polymeric coatings.

Reducing astringency in compositions containing phenolic compounds (Bortlik, K. et al., Nestec S.A., US9265276, February 23, 2016 ).

The present invention in general relates to the field of taste. In particular it relates to the reduction of astringency. One embodiment of the present invention relates to the use of at least one phospholipid for the preparation of a phenol containing composition to reduce the astringency of the composition.

Epoxy acid thermoset resins and composites that can be hot-fashioned and recycled (Ludwik, L., et al., Arkema France, Centre Nat. Rech. Scient., US9266292, February 23, 2016 ).

Resins and thermoset composites comprising them, these materials being able to be hot-fashioned. These compositions resulting from placing at least one thermosetting resin precursor, this thermosetting resin precursor comprising hydroxyl functions and/or epoxy groups, and optionally ester functions, in contact with at least one hardener chosen from carboxylic acids, in the presence of at least one transesterification catalyst whose total molar amount is between 5% and 25% of the total molar amount of hydroxyl and epoxy contained in the thermosetting resin precursor. Process for manufacturing these materials, process for transforming, and process for recycling these materials. New solid forms of resins and of thermoset composites that may be used in the implementation of these processes.

Coating composition and method for the protection of complex metal structures and components used in submerged environments (Fink, T. G. and E. Hall, Oxifree Holdings Corp., US9267040, February 23, 2016 ).

A coating composition for application to a subsea component or structure has cellulose acetate an amount of approximately 47% by weight of the total composition, diisooctyl phthalate in an amount of approximately 17% by weight of the total composition, a fatty acid ester in an amount of approximately 23% by weight of the total composition, a vegetable oil in an amount of approximately 8% by weight of the total composition, a stabilizer and a silica amorphous in which the stabilizer and the silica amorphous are in amount of approximately 5% by weight of the total composition. The stabilizer can be either titanium dioxide or aluminum dioxide. The vegetable oil is canola oil.

Crystal growth inhibitor for fats and oils (Hiroyuki, K., et al., Taiyo Kagaku K.K., US9271512, March 1, 2016).

An inhibitor for crystal growth of fats and oils, containing a polyglycerol fatty acid ester, which is an esterified product formed between a polyglycerol and a fatty acid, the polyglycerol having a hydroxyl value of 850 mg KOH/g or less and a ratio of primary hydroxyl groups to all the hydroxyl groups of the polyglycerol of 50% or more, wherein the polyglycerol fatty acid ester has a hydroxyl value of 100 mg KOH/g or less. Since the inhibitor for crystal growth of fats and oils of the present invention can inhibit crystal growth of fats and oils by adding the inhibitor to fats and oils, storage property of the fats and oils in a refrigerator, cold climates, or the like, so that the inhibitor can be suitably used in liquid fats and oils such as salad oil for which transparency is important..

Composition comprising a sucrose ester and a polyglycerol ester (Poletti Mickael, L’Oreal, US9272165 , March 1, 2016).

Composition containing an aqueous phase, a lipophilic compound and an emulsifying system containing a fatty acid ester of sucrose and a fatty acid ester of polyglycerol, and to its use in the cosmetics field, in particular for cleansing and/or for removing makeup from keratin materials.

Solvent-based coating compositions (Li, C., et al., Akzo Nobel Coatings Int. B.V., US9273226, March 1, 2016)

Coating compositions are disclosed. In some embodiments, the coating compositions are used to coat substrates such as packaging materials and the like for the storage of food and beverages. The coating compositions can be prepared by reacting an epoxidized vegetable oil and a hydroxyl functional material in the presence of an acid catalyst to form a hydroxyl functional oil polyol, mixing the hydroxyl functional oil polyol (with or without epoxidized polybutadiene) with a functional polyolefin copolymer to form a mixture, reacting the mixture with an ethylenically unsaturated monomer component in the presence of an initiator to form a graft copolymer, and crosslinking the graft copolymer with a crosslinker to form the coating composition.

Human breast milk lipid mimetic as dietary supplement (Meiri Bendek, I., et al., Enzymotec Ltd., US9282748, March 15, 2016 ).

Disclosed is an enzymatically prepared fat base composition comprising a mixture of vegetable-derived triglycerides, characterized in that it has a total palmitic acid residues content of at most 38% of the total fatty acid residues, and in that at least 60%, preferably 62% of the fatty acid moieties at the sn-2 position of the glycerol backbone are palmitic acid residues, at least 70% of the fatty acid moieties at the sn-1 and sn-3 positions of the glycerol backbone are unsaturated, at least 40%, preferably 40–60%, of the unsaturated fatty acid moieties at the sn-i and sn-3 positions are oleic acid moieties and at least 6%, preferably 6–17 percent, of the unsaturated fatty acid moieties at the sn-1 and sn-3 positions are linoleic acid moieties, its preparation and its various uses in the field of infant formulas.

Use of a fatty acid composition comprising at least one of EPA and DHA or any combinations thereof (Bryhn, M. and J. Kopecky, Pronova Biocare A. S; Pronova BioPharma Norge A.S., US9282760, March 15, 2016 ).

A method is disclosed for treatment and prevention of obesity, an overweight condition or for controlling body weight reduction, wherein an effective amount of a fatty acid composition comprising at least one of (all-Z omega-3)-5,8,11,14,17-eicosapentaenoic acid (EPA) and (all-Z omega-3)-4,7,10,13,16,19-docosahexaenoic acid (DHA) or any combinations thereof, is administered to a human or an animal. Additionally, a dietary product is disclosed, containing a fatty acid composition comprising at least one of EPA and DHA or any combinations thereof, for non-medical treatment of obesity, an overweight condition and/or for supporting and controlling body weight reduction. Finally, a method is disclosed for supplementing a dietary product with a fatty acid composition mentioned above.

Conveyor-based frying apparatus and methods of use (Hockett, W.T., et al., ConAgra Foods Lamb Weston Inc., US9282852, March 15, 2016

A fryer can include a base having a reservoir for receiving oil for frying a food product and a hood coupled to the base. The fryer can have an inlet at an upstream section and an outlet at a downstream section. At least one conveyor can move food product from the inlet to the outlet. A first baffle member and second baffle member can be positioned over the conveyor to define a frying chamber there between. The first and second baffle members can restrict air from flowing into the frying chamber from outside of the frying chamber.

Pharmaceutical compositions for local administration (Panzner, S., et al., Marina Biotech Inc., US9283186, March 15, 2016 ).

A pharmaceutical composition for local application is disclosed, said composition comprising a nucleic acid as a therapeutic agent, an excipient and a pharmaceutically acceptable vehicle therefore, said excipient comprising a liposome. The excipient comprises an amphoteric liposome having an isoelectric point between 4 and 7.4 and said composition is formulated to have a pH in the range 3 to 5. The composition may administered in the form of a colloidal suspension and may be buffered to the lower pH at the time of use by the addition of a suitable acidifying means to a substantially neutral suspension of the nucleic acid and excipient that may be more suitable for long-term storage of the composition. Alternatively, the composition may be lyophilised at the lower pH for subsequent reconstitution just prior to use with a suitable aqueous medium, such for example as substantially unbuffered water or saline.

Methods and compositions for improving cognitive function (French, S., et al., Mars Inc., US9283203, March 15, 2016).

This invention relates to compositions, and methods of use thereof, for (i) enhancing executive cognitive function(s) (for example, decision making, planning, working memory, multitasking, judgment, numerical problem-solving, reading comprehension), and/or (ii) increasing blood flow in brain vasculature, comprising administering to a subject in need thereof, certain polyphenols such as flavanols, procyanidins, or pharmaceutically acceptable salts or derivatives thereof.

Thermal methods for treating a metathesis feedstock (Uptain, K.D., et al., Elevance Renewable Sciences, US9284515, March 15, 2016 ).

Various methods are provided for metathesizing a feedstock. In one aspect, a method includes providing a feedstock comprising a natural oil, heating the feedstock to a temperature greater than 100˚C in the absence of oxygen, holding the feedstock at the temperature for a time sufficient to diminish catalyst poisons in the feedstock, and, following the heating and holding, combining a metathesis catalyst with the feedstock under conditions sufficient to metathesize the feedstock.

Disinfectant detergent composition (Wakita, K. and M. Satoko, NOF Corp., US9288977, March 22, 2016).

A disinfectant detergent composition containing a food or food additive as a main component is provided. The disinfectant detergent composition contains the following components (a), (b), and (c). The sum [a+b] of the component (a) content and the component (b) content of the composition ranges from 0.1% to 30% by mass, the mass ratio [a/b] of the component (a) to the component (b) ranges from 1/2 to 4/1, and the component (c) content of the composition ranges from 60% to 99.5% by mass. (a) polyoxyethylene sorbitan monolaurate (b) a fatty acid glyceride in which the number of carbon atoms of its acyl group ranges from 8 to 12, the monoglyceride content of the component (b) being 85% by mass or more, the mass fraction of 1-monoglyceride relative to the total amount of monoglycerides being in the range of 0.9 to 1.0 (c) water and/or ethanol.

Human sebum mimetics derived from botanical sources and methods for making the same (Brown, J.S., et al., International Flora Technologies, Ltd., US9289373, March 22, 2016).

Human sebum mimetics and methods for producing human sebum mimetics are provided. In one exemplary embodiment, a human sebum mimetic comprises a wax ester derived from interesterification of refined botanical oil comprising palmitoleic acid and refined jojoba oil, a phytosterol, and phytosqualene. A method for producing a human sebum mimetic comprises mixing refined macadamia oil and refined jojoba oil, interesterifying the refined macadamia oil and the refined jojoba oil, adding a phytosterol after the interesterifying, and adding phytosqualene after the interesterifying.

Curable and cured compositions (Campbell, C.J. et al., 3M Innovative Properties Co., US9290683, March 22, 2016).

Curable compositions, cured compositions, and articles that include the cured compositions are described. The curable composition contains a) an epoxy resin, b) a curing agent, c) a reactive liquid modifier, and d) a toughening agent. The reactive liquid modifier is an acetoacetate ester of a polyol that is a vegetable oil, that is prepared from a vegetable oil, or that is a mixture thereof. The cured compositions can be used as adhesives such as structural adhesives or as polymeric coatings.

Substitute for fat within meat and the forming method thereof (Chang, H.W., et al., Food Industry Research and Development Institute, US9295277, March 29, 2016).

The invention provides a meat-fat substitute, the forming composition thereof including: at least one edible gum; at least one starch; and water, wherein the at least one edible gum is present in an amount of about 0.5–20 parts by weight, the at least one starch is present in an amount of about 0.5–10 parts by weight and the water is present in an amount of about 60–99 parts by weight.

Method for supercritical diesel combustion (Stone, C.S., WSC Three S.A., US9297299, March 29, 2016).

A method for superheated glycerin combustion (SGC) combines fumigation and SGC to effect greater fuel efficiency and reduce exhaust gas pollutants from a compression ignition engine such as a diesel engine. The invention utilizes the fumigant method by combining two gases (dimethyl ether and propane) which auto ignite prior to the injection of the liquid glycerin water solution (GWS) fuel. This pre-combustion of the fumigant gases combined with the engine’s compression of the combustion chamber gases is managed to attain a supercritical combustion chamber environment into which the liquid GWS fuel is injected. This targeted supercritical combustion chamber environment causes the GWS fuel to first vaporize the water which leaves the glycerin, prior to combustion, as highly dispersed monomers within the combustion chamber which auto ignite similar to a “homogenous charge compression ignition” (HCCI) event resulting in significantly greater efficiency and negligible exhaust gas pollutants.

Air flow cooking device (Payen, J. M., et al., SEB S.A. US9301644, April 5, 2016).

The invention relates to a household cooking appliance (1) comprising food-receiver (2) for receiving loose pieces of food (100), and heater means including generator means (3) for generating a flow of air (4), said household appliance being characterized in that the generator means (3) for generating the flow of air (4) include an air outlet (5) and an air inlet (6), the appliance (1) further comprising a screen (7) arranged relative to the air outlet (5) and to the air inlet (6) so that it forces the flow of air (4) to go around the screen (7) in order to reach the air inlet (6) from the food-receiver (2). Cooking appliances of the deep fryer type.

Liquid discharge recording apparatus and method for recovering liquid (Sugimoto, J., et al., Brother Ind. Ltd., US9302489, April 5, 2016).

A liquid discharge recording apparatus includes: a liquid; a liquid discharge head configured to discharge the liquid; an absorber configured to absorb the liquid discharged from the liquid discharge head; and unsaturated fatty acid of which specific gravity is smaller than that of the liquid and which is contained in the absorber.

Immobilization of enzymes (Mazeaud, I., et al., Novozymes A.S., US9303256, April 5, 2016).

The present invention relates to the immobilization of enzymes by adsorbing enzymes, a polyfunctional amine and a cross-linking agent onto a particulate porous carrier in a mixer apparatus or in a fluid bed apparatus.

Bioremediation of soil and groundwater (Archibald, J. and G.M. Birk, Tersus Environmental LLC, US9309136, April 12, 2016).

A composition for the bioremediation of soil or groundwater includes 35 to 60% by weight of an emulsifiable C4-C22 vegetable oil such as soybean or corn oil, about 60–35% by weight of a non-ionic surfactant/co-surfactant blend such as Tween 80(R)/Labrafil(R) mixed with Kolliphor EL(R)/Waglinol(R), and about 0–12% by weight water.

Biological effects of compositions comprising rosmarinic acid (Crespy, V., et al., Nestec S.A.; L’Oreal, US9314490, April 19, 2016).

The present invention relates to compositions of rosmarinic acid or its derivatives and to the use of a hydrolytic enzyme or of microorganism containing or producing hydrolytic enzymes in these compositions. The invention also pertains to methods for improving the biological effects of the rosemary extracts and for administering such compositions to a human or animal subject for improving the skin, coat, hair or health of the subject.

Bio-renewable plasticizers derived from vegetable oil (Kodali, D., et al., Regents of the University of Minnesota, US9315650, April 19, 2016).

A composition includes estolide esters of vegetable oil fatty acid alkyl esters where the vegetable oil has an unsaturation greater than 90 IV. The fatty acid alkyl esters include unsaturated and saturated fatty acid alkyl esters, and each unsaturated fatty acid alkyl ester has greater than one estolide ester functionality.

Dispersants having biobased compounds (Baseeth, S., et al., Archer Daniels Midland Co., US9315652, April 19, 2016).

The present disclosure is directed to compositions having lecithin and an organic acid and related methods. The disclosed compositions may also include one or more co-surfactants such as anionic surfactants and/or non-ionic surfactants, and may be used as a dispersant.

Green approach in metal nanoparticle-embedded antimicrobial coatings from vegetable oils and oil-based materials (John, G., et al., Research Foundation of the City University of New York, US9315676, April 19, 2016).

The present invention generally relates to a method of making nanoparticles and uses thereof. In particular, the invention relates to methods of making metal nanoparticles (MNPs). The invention also relates to antimicrobial uses of the nanoparticles.

Vegetable oil-based pressure sensitive adhesives (Li, K. and A. Li, Oregon State Univ., US9315704, April 19, 2016).

A pressure sensitive adhesive construct comprising: (a) a backing substrate; and (b) a pressure sensitive adhesive composition disposed on the backing substrate, wherein the pressure sensitive adhesive includes a product made from at least one epoxidized vegetable oil and at least one dibasic acid or anhydride, or a combination of a dibasic acid or anhydride and a monobasic acid or anhydride.

Method of processing phospholipid based lipid materials (Dasari, M.P.A. and A. Mahfuz, Kru Ltd., D/B/A Feed Energy Co., US9315764, April 19, 2016).

The present invention provides methods of processing lipid materials such as soapstock, wet gums, and dry gums. Enzymes are utilized to catalyze hydrolysis of the lipids materials to recover fatty acids. Addition of organic acids and/or polyols improved yield of fatty acids and reduced formation of emulsion. Lipid materials can be formulated with other agricultural products as new value-added animal fee products.

Solubilized phospholipids for stabilizing nucleic acid polymerases (Johnson, D. and T.C. Evans, New England Biolabs Inc., US9315797, April 19, 2016).

Compositions and methods are provided that relate to solubilized phospholipids and their use in stabilizing nucleic acid polymerases. For example, a phospholipid with a tail containing at least 8 carbons can be solubilized in the presence of an amphipathic molecule.

Composition with fat gradient (Van Baalen, A., et al., Nutricia NV, US9320294, April 26, 2016).

The present invention concerns infant formula having a fat gradient which can be established by a sufficient amount of fat droplets with a diameter of 5–25 micro m based on total weight of fat.

Methods and systems for bio-oil recovery and separation aids therefor  (Jenkins, D.G., et al., Buckman Labor Inc., US9328311, May 3, 2016).

A method and system for bio-oil recovery from biomass are provided which includes adding at least one separation aid to stillage that contains oil to form a treated stillage prior to centrifuging the stillage, and centrifuging the treated stillage in at least one centrifuge to separate at least a portion of the oil from the treated stillage. The separation aid can contain at least one lecithin and at least one oil and optionally at least one surfactant having an HLB value of at least 6. Treated stillage products are also provided which can contain the indicated separation aid and recovered oil.

Method for the purification of lecithin (Jirjis, B.F., et al., Cargill Inc., US9328314, May 3, 2016 ).

A method for the purification of lecithin, comprising the steps of: a. reducing the viscosity of lecithin to a viscosity of less than about 10 Pa·s; then b. mixing the lecithin with granulated active carbon; then c. separating the lecithin from the granulated active carbon and recover purified lecithin. Lecithin substantially free of poly-aromatic hydrocarbons, and a food or feed product comprising said lecithin.

Synthetic ester-based dielectric fluid compositions for enhanced thermal management (Han, S.J., et al., Dow Global Technologies Inc., US9330810, May 3, 2016).

A dielectric fluid composition for electrical apparatus comprises a functionalized methyl-12-carboxy methyl stearate having desirable properties, including a pour point less than -30˚C and a fire point greater than 250˚C. It may be prepared by a process wherein methyl-12-hydroxy methyl stearate is transesterified by reaction with a C3-C20 alcohol to form the hydroxy methyl ester, followed by reaction with a linear or branched C4-C20 carboxylic acid selected from free acid chlorides, fatty acids, carboxylic acid anhydrides, and combinations thereof. The second step serves to end-cap the hydroxyl groups, thereby producing the functionalized methyl-12-carboxy methyl stearate compound that exhibits improved thermoxidative stability and low temperature flowability, as well as increased fire point.

Human milk fat substitutes (Shulman, A., et al., Enzymotec Ltd., US9332771, May 10, 2016).

Disclosed are human milk fat (HMF) substitutes, processes for their preparation, uses thereof and fat blends and infants formulae containing them. A fat base composition of the invention comprises a mixture of vegetable-derived triglycerides, with less than 50% of the fatty acid residues bonded at the sn-2 position being saturated; and/or with the amount of saturated fatty acid residues bonded at the sn-2 position of the glycerol backbone less than about 43.5% of the total amount of saturated fatty acid residues. Typically, substantially all of the saturated fatty acids bonded at the sn-2 position of the glycerol backbone are palmitic acid residues. Also disclosed are substitute HMF compositions comprising a blend of at least 25% or at least 30% of the said fat base composition of the invention with up to 75%, or respectively up to 70%, of at least one vegetable oil. Processes for preparing the fat base compositions and blend are also disclosed. Further disclosed are infant formulas comprising the fat base composition or substitute human milk fat composition.

Anti-boil-over compositions and methods for microwave oven cooking of dry pasta (Flaherty, J.D., et al., Kraft Foods Global Brands LLC, US9332773, May 10, 2016).

Anti-boil-over compositions and methods are provided that significantly reduce boil-over during microwave oven cooking of pasta relative similar pasta and water mixtures such that oversized containers are not required. Thus, when prepared using limited volume container, the container of cooked pasta appears full.

Microencapsulated oil product and method of making same (Nakhasi, D.K., Bunge Oils Inc., POS Pilot Plant Corp., US9332774, May 10, 2016).

A microencapsulated product comprises a core, a first shell comprising a protein and being substantially carbohydrate-free, and a second shell comprising a carbohydrate and being substantially protein-free. The double shell structure provides a strong shell that makes the microcapsule suitable for use in food products. The core can be a lipid, and in particular a structured lipid with nutritional benefits, such that the nutritional benefits can be passed on to the consumer. The microcapsules of the present invention can be used in making foods products, beverage products, and mixes for making such food and beverage products.

Metal-complexing aroma compounds for use in aroma stabilization (Degenhardt, A., et al., Symrise AG., US9332783, May 10, 2016).

The present invention relates to the use of one or more compounds of the formulae and/or pharmaceutically acceptable salts thereof for inhibiting the oxidation of fatty acids and/or triacylglycerols; and/or the rancidification of products that includes one or more of fatty acids and/or one or a plurality of triacylglycerols; and/or chemical and/or sensory changes of products that includes one or more of fatty acids and/or one or a plurality of triacylglycerols, caused by the action of the oxygen of the air. Corresponding mixtures and orally consumable preparations and methods are also described.

Cosmetic composition having pomace olive oil (Johnson, P.A., US9333164, May 10, 2016).

A cosmetic composition is provided. The cosmetic composition may include pomace olive oil and a first moisturizing oil. The first moisturizing oil may be safflower oil, mango butter, or hemp seed oil. A second oil can also be included and may be coconut oil or grape seed oil. A bacterial control oil can also be present and may be sweet orange oil or lemongrass oil.

Nanocapsules with a liquid lipid core charged with water-soluble or water-dispersible active agents (Saulnier, P., et al., Univ. Angers, US9333180, May 10, 2016).

The invention relates to nanocapsules with a liquid lipidic core and a solid lipidic shell, the lipidic core being loaded with at least one water-soluble or water-dispersible ingredient, said ingredient being present in the form of a reverse micellar system.

Brassica plants yielding oils with a low total saturated fatty acid content (Zheng, H.G., et al., Cargill Inc., US9334483, May 10, 2016).

Brassica plants producing oils with a low total saturated fatty acid content and methods for producing such plants are described. The oils have a low total saturated fatty acid in combination with a low, mid, or high oleic acid content.

Automatic detergent dishwashing composition (Dirr, P.S., et al., The Procter and Gamble Company, US9334484, May 10, 2016).

An automatic dishwashing detergent composition in unit dose form wherein the composition comprises at least about 0.2 mg of active starch degrading enzyme per gram of composition and wherein the weight of the composition is less than about 25 g.