WO2012168723A1 - Dispersion of triglycerides - Google Patents
Dispersion of triglycerides Download PDFInfo
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- WO2012168723A1 WO2012168723A1 PCT/GB2012/051292 GB2012051292W WO2012168723A1 WO 2012168723 A1 WO2012168723 A1 WO 2012168723A1 GB 2012051292 W GB2012051292 W GB 2012051292W WO 2012168723 A1 WO2012168723 A1 WO 2012168723A1
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- WIPO (PCT)
- Prior art keywords
- dispersion
- triglyceride
- mono
- moringa
- butter
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
- A23D9/007—Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
- A23D9/013—Other fatty acid esters, e.g. phosphatides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
- A23D9/007—Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
Definitions
- the present invention relates to a dispersion of two triglycerides.
- the present invention relates to dispersion which may be consumed as a food or feed or which may be an ingredient in a food or feed.
- Dispersions consist of a stable mixture of two materials which are different to each other and in which small droplets or particles of one phase or materia! are dispersed uniformly throughout the other phase/material.
- a typical dispersion is a triglyceride dispersion in which a solid fat phase provides one of the continuous or dispersed phases and a liquid oil phase provides the other of the continuous or dispersed phases.
- Dispersions may be edible dispersions such as a liquid bread improver, a nut butter or shortening.
- Dispersions are typically stabilised by the addition of a surfactant and many effective surfactants are known.
- Many frequently used surfactants are mono or di esters of fatty acids and glycerol.
- providing a source of suitable fatty acids can be problematic.
- Fatty acids are typically provided from triglycerides and these are sourced from triglycerides oils of natural sources.
- Many well known sources of oils are plants, animals and fish.
- there is an increasing demand for certain of these oils, and many oils are becoming unacceptable to consumers for ethical or health reasons.
- the present invention provides a dispersion comprising (i) a triglyceride continuous phase; (ii) a triglyceride dispersed phase; and (iii) a mono or di ester of glycerol and Moringa oil.
- the present invention provides a process for preparing a dispersion comprising (i) a triglyceride continuous phase; (ii) a triglyceride dispersed phase; and (iii) a mono or di ester of glycerol and Moringa oil, the process comprising the steps of
- first triglyceride and second triglyceride are different
- step (c) contacting the first triglyceride and the second triglyceride either before step (b) or after step (b) with a mono or di ester of glycerol and Moringa oil.
- the present invention provides use of a mono or di ester of glycerol and Moringa oil to prepare or stabilise a dispersion comprising (i) a triglyceride continuous phase; and (ii) a triglyceride dispersed phase.
- oil from plants from the genus Moringa may be used in the preparation of mono or di esters of glycerol, commonly known to one skilled in the art as mono and di glycerides, which may be effective surfactant for use in food or feed.
- the Moringa plant is particularly advantageous as a source of oil to prepare the mono and di glycerides because the plant has been known as a source of edible materials for many years. Therefore the oil obtained from the plant may be regarded as safe for consumption.
- the use of mono and di glycerides prepared from Moringa oil has not previously been taught.
- Moringa is the sole genus in the flowering plant family Moringaceae.
- the 13 species it contains are from tropical and subtropical climates and range in size from tiny herbs to very large trees. Moringa may therefore be grown in many climates in which cash crops may not currently be cultivated. Moringa cultivation is promoted as a means to combat poverty and malnutrition and the plant grows quickly in many types of environments.
- Moringa species are drought-resistant and can grow in a wide variety of poor soils, even barren ground, with soil pH between 4.5 and 9.0. DETAILED DESCRIPTION
- the present invention provides a dispersion comprising (i) a triglyceride continuous phase; (ii) a triglyceride dispersed phase; and (iii) a mono or di ester of glycerol and Moringa oil.
- oleifera (the drumstick tree, horse radish tree, West Indian Ben) is a fast-growing, medium sized and drought-resistant tree distributed in the sub-Himalayan tracts of northern India (Singh et al. 2000; Hsu et al. 2006).
- the species of Moringa are further discussed in Bennet, R.N., Mellon, F.A., Foidl, N., Pratt, J.H., DuPont, M.S., Perkins, L.,and Kroon, P. A. (2003) "Profiling gluconsinolates and phenolics in vegetatitve and reproductive tissues of the multi-purpose trees, Moringa oleifera L.
- M. oleifera locally called shobhanjana, murungai, soanjna, shajna, sainjna
- shobhanjana murungai
- soanjna murungai
- shajna soanjna
- sainjna sainjna
- Moringa arborea Verde. (Kenya), Moringa borziana Mattei, Moringa concanensis Nimmo, Moringa drouhardii Jum. - Bottle Tree (southwestern Madagascar), Moringa hildebrandtii Engl. - Hildebrandt's Moringa (southwestern Madagascar), Moringa longituba Engl., Moringa oleifera Lam. (syn. M.
- Moringa is a plant of the species Moringa oleifera.
- Mono- and diglycerides are generally produced by interesterification (giycerolysis) of triglycerides with glycerol, see fig. below:
- glycero! is removed from the mixture above by e.g. distillation, the resulting mixture of monoglycerides, diglycerides and triglycerides is often sold as a "mono-diglyceride" and used as such. Distilled monoglyceride may be separated from the mono-diglyceride by molecular or short path distillation.
- the dispersion comprises (i) a triglyceride continuous phase; (ii) a triglyceride dispersed phase; and (iii) a mono or di ester of glycerol and Moringa oil.
- the triglyceride continuous phase is a solid triglyceride.
- the triglyceride continuous phase is a liquid triglyceride.
- the triglyceride dispersed phase is a solid triglyceride.
- the triglyceride dispersed phase is a liquid triglyceride.
- the triglyceride continuous phase is selected from hard or soft oils.
- the triglyceride continuous phase is selected from palm oil, rape seed oil, sunflower oil, fish oils, soybean oils, coconut oils, ricebran oils, dag oils, beef tallow, allanblackia oils and shea fat.
- the triglyceride dispersed phase is selected from hard or soft oils.
- the triglyceride dispersed phase is selected from palm oil, rape seed oil, sunflower oil, fish oils, soybean oils, coconut oils, ricebran oils, dag oils, beef tallow, allanblackia oils and shea fat.
- the triglyceride dispersed phase is selected from bio-reactor derived algae oils. These materials may be used in dispersion preferably for non-human feed.
- a dispersion which contains a triglyceride does not typically contain water. If water is present and the dispersion contains a dispersed phase and a continuous phase, one of which is triglyceride and one of which is water, this is typically referred to as an emulsion. Thus in one aspect the dispersion is free of water. By free of water it is meant the dispersion contains water In an amount of less than 1 wt.% based on the total dispersion.
- the dispersion contains water in an amount of less than 0.8 wt.% based on the total dispersion, such as in an amount of less than 0.6 wt.% based on the total dispersion, such as in an amount of less than 0.5 wt.% based on the total dispersion, such as in an amount of less than 0.4 wt.% based on the total dispersion, such as in an amount of less than 0.3 wt.% based on the total dispersion, such as in an amount of less than 0.2 wt.% based on the total dispersion, such as in an amount of less than 0.1 wt.% based on the total dispersion, such as in an amount of less than 0.05 wt.% based on the total dispersion, such as in an amount of less than 0.02 wt.% based on the total dispersion, such as in an amount of less than 0.01 wt.% based on the total dispersion, such as in an amount of less than less than
- the dispersion of the present invention may be a food or feed.
- the dispersion of the present invention may be a food additive or food ingredient suitable for addition to a foodstuff to provide a food or feed.
- the mono or di ester of glycerol and Moringa oil may be provided in the dispersion in the desired amount to achieve the desired function of the mono or di ester of glycerol and Moringa oil.
- the dispersion is a food or feed or is added to a food or feed
- the mono or di ester of glycerol and Moringa oil may be provided in the dispersion in the desired amount to achieved the desired function of the mono or di ester of glycerol and Moringa oil in the dispersion or in the food or feed to which the dispersion is added.
- mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 0.01 % w/w based on the total weight of the dispersion. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 0.02% w w based on the total weight of the dispersion. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 0.05% w/w based on the total weight of the dispersion.
- mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 0.1 % w/w based on the total weight of the dispersion, in one embodiment, mono or di ester of glycero! and Moringa oil is present in the dispersion in an amount of at least about 0.2% w/w based on the totai 'weight of the dispersion, in one embodiment, mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 0.5% w/w based on the total weight of the dispersion.
- mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 1.0% w/w based on the total weight of the dispersion. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 2.0% w/w based on the total weight of the dispersion. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 3.0% w/w based on the total weight of the dispersion.
- mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 5.0% w/w based on the total weight of the dispersion. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the dispersion in an amount of at least about 10.0% w/w based on the total weight of the dispersion.
- mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of at least about 0.01 % w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of at least about 0.02% w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of at least about 0.05% w/w based on the totai weight of the food or feed.
- mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of at least about 0.1 % w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of at least about 0.2% w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of at least about 0.5% w/w based on the total weight of the food or feed.
- mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of at least about 1.0% w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of at least about 1.2% w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of at least about 1.5% w/w based on the total weight of the food or feed.
- mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 0.01 to about 2.0% w/w based on the total weight of the food or feed, !n one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 0.02 to about 2.0% w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 0.05 to about 2.0% w/w based on the total weight of the food or feed.
- mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 0.1 to about 2.0% w/w based on the total weight of the food or feed, in one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 0.2 to about 2.0% w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 0.5 to about 2.0% w/w based on the total weight of the food or feed.
- mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 0.5 to about 1.5% w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 0.8 to about 1.5% w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 1.0 to about 1.5% w/w based on the total weight of the food or feed. In one embodiment, mono or di ester of glycerol and Moringa oil is present in the food or feed in an amount of from about 1.0 to about 1.2% w/w based on the total weight of the food or feed.
- the present invention provides a process for preparing the dispersion, in one aspect, the present invention provides a process for preparing a dispersion comprising (i) a triglyceride continuous phase; (ii) a triglyceride dispersed phase; and (iii) a mono or di ester of glycerol and Moringa oil,
- first triglyceride and second triglyceride are different (b) forming a dispersion wherein the first triglyceride provides a continuous phase and wherein the second triglyceride provides a dispersed phase;
- step (c) contacting the first triglyceride and the second triglyceride either before step (b) or after step (b) with a mono or di ester of glycerol and Moringa oil.
- the present invention provides a process for preparing the food or feed containing the dispersion.
- a process for preparing a food or feed comprising as defined herein, comprising the steps of contacting (a) a foodstuff and (b) a dispersion comprising (i) a triglyceride continuous phase; (ii) a triglyceride dispersed phase; and (iii) a mono or di ester of glycerol and Moringa oil.
- the present invention provides use of a dispersion comprising (i) a triglyceride continuous phase; (ii) a triglyceride dispersed phase; and (iii) a mono or di ester of glycerol and Moringa oil to prepare a food or feed.
- “food” refers to an edible material suitable for human consumption.
- “feed” refers to an edible material suitable for non-human animal consumption.
- the food or feed is a food.
- the food or feed is a feed.
- the foodstuff may be solid or liquid. In some cases, the foodstuff may transform during cooking from a solid to a liquid. Furthermore, foodstuffs comprising a combination of liquid and solid components are also encompassed by the present invention.
- Examples of foodstuffs in which the present invention may be employed include, but are not limited to tahini(a), ghee, vanaspati, peanut butter and peanut paste, praline and hazelnut spread.
- the dispersion of the present invention may be a food selected from, or may be a food additive or food ingredient to be added to a food selected from, nut butters, seed butters, shortenings and liquid bread improvers.
- the nut butter or seed butter is selected from almond butter, cashew butter, hazelnut butter, macadamia nut butter, peanut butter, pecan butter, pistachio butter, walnut butter, pumpkin seed butter, sesame seed butter (tahini), soybean butter and sunflower seed butter.
- the dispersion is a food suitable for human consumption.
- the food is selected from candy bars, whipable fillings, protein drinks, beverage hiteners, milk shake concentrates and savoury flavourings.
- the dispersion is a feed suitable for animal consumption.
- the feed is selected from poultry feed, aqua culture feed, bovine feed and porcine feed.
- a preferred feed is a feed pellet for fish.
- the food additive or food ingredient may be added to foodstuff selected from the group consisting of spreads, bakery margarine, cake margarine, chocolate, compound chocolate, ice cream, liquid bread improvers. More preferably the foodstuff is selected from chocolate and compound chocolate. In one preferred aspect the foodstuff is selected from whipped frozen desserts. A particularly preferred_whipped frozen dessert is an ice cream.
- the food or feed is selected from a combination of one or more foodstuffs.
- the present inventors have further identified that the presence of a monoglyceride of a saturated C16 to C26 fatty acid may be advantageous to the effects achieved in the dispersion of the present invention.
- the present invention further provides
- first triglyceride and second triglyceride are different
- step (c) contacting the first triglyceride and the second triglyceride either before step (b) or after step (b) with a mono or di ester of glycerol and Moringa oil and with a monogiyceride of a saturated CI 6 to C26 fatty acid.
- the saturated fatty acid of the monogiyceride may have a carbon chain length of from 16 to 26 carbon atoms. In one aspect the saturated fatty acid of the monogiyceride may have a carbon chain length of from 16 to 24 carbon atoms. In one aspect the saturated fatty acid of the monogiyceride may have a carbon chain length of from 16 to 22 carbon atoms. In one aspect the saturated fatty acid of the monogiyceride may have a carbon chain length of from 18 to 22 carbon atoms. In one aspect the saturated fatty acid is C16 saturated fatty acid. In one aspect the saturated fatty acid is C18 saturated fatty acid. In one aspect the saturated fatty acid is C20 saturated fatty acid. In one aspect the saturated fatty acid is C22 saturated fatty acid. In one aspect the saturated fatty acid is C24 saturated fatty acid. In one aspect the saturated fatty acid is C26 saturated fatty acid.
- the saturated fatty acid of the monogiyceride has a carbon chain length of from 18 to 22 carbon atoms.
- the saturated fatty acid of the monogiyceride has a carbon chain length of 18 carbon atoms.
- the saturated fatty acid of the monogiyceride has a carbon chain length of 22 carbon atoms.
- the monogiyceride of a saturated C16 to C26 fatty acid is present in the dispersion in an amount of at least about 0.01 % w/w based on the total weight of the dispersion. In one embodiment, the monogiyceride of a saturated C15 to C26 fatty acid is present in the dispersion in an amount of at least about 0.02% w/w based on the total weight of the dispersion. In one embodiment, the monogiyceride of a saturated C16 to C26 fatty acid is present in the dispersion in an amount of at least about 0.05% w/w based on the total weight of the dispersion.
- the monoglyceride of a saturated C18 to C26 fatty acid is present in the dispersion in an amount of at least about 0.1 % w/w based on the total weight of the dispersion. In one embodiment, the monoglyceride of a saturated CI 6 to C26 fatty acid is present in the dispersion in an amount of at least about 0.2% w/w based on the total weight of the dispersion. In one embodiment, the monoglyceride of a saturated C16 to C26 fatty acid is present in the dispersion in an amount of at least about 0.5% w/w based on the total weight of the dispersion.
- the monoglyceride of a saturated C16 to C26 fatty acid is present in the dispersion in an amount of at least about 1.0% w/w based on the total weight of the dispersion. In one embodiment, the monoglyceride of a saturated C16 to C26 fatty acid is present in the dispersion in an amount of at least about 2.0% w/w based on the total weight of the dispersion. In one embodiment, the monoglyceride of a saturated C16 to C26 fatty acid is present in the dispersion in an amount of at least about 3.0% w/w based on the total weight of the dispersion.
- the monoglyceride of a saturated C16 to C26 fatty acid is present in the dispersion in an amount of at least about 5.0% w/w based on the total weight of the dispersion. In one embodiment, the monoglyceride of a saturated C16 to C26 fatty acid is present in the dispersion in an amount of at least about 10.0% w/w based on the total weight of the dispersion.
- the present inventors have identified that the mono or di ester of glycerol and oringa oil has a significant number of emulsifying properties similar to that of polyglycerol polyricinoleic acid. These are discussed in detail herein. Therefore in aspects of the invention the present emulsifier may be used to replace PGPR in applications where PGPR is typically used. This replacement may be complete replacement or partial replacement. In respect of partial replacement, in that aspect the present invention provides a food or feed as defined herein further comprising polyglycerol polyricinoleic acid.
- the present invention provides a food or feed comprising (i) a foodstuff; (ii) an emulsifier composition comprising (a) polyglycerol polyricinoleic acid, and (b) a mono or di ester of glycerol and Moringa oil.
- an emulsifier composition comprising (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil.
- Moringa mcnoglycerides in food applications could lead to significant benefits for the customer if these monoglycerides can be used to partially or completely replace polyglycerol polyricinoleic acid (PGPR) based products.
- Such benefits would likely include; improved production yield (attributed to less down time), allow re-work to occur more easily, and potentially enable the removal of E476 from labelling. It is not clear which of these benefits is most attractive to the customer, but each represents a significant advantage.
- Mono or di ester of glycerol and Moringa oil may be prepared at concentrations which are suitable for use in foodstuffs according to recommended daily guidelines. Alternatively, they may be prepared at higher concentrations and subsequently diluted to a concentration which is suitable for use in foodstuffs according to recommended daily guidelines. Where the composition is prepared at the higher concentration, the composition may comprise (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil in a combined amount of at least 10wt. %.
- the composition comprises (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil in a combined amount of at least 20wt. %. In one embodiment, the composition comprises (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil in a combined amount of at least 30wt. %. In one embodiment, the composition comprises (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil in a combined amount of at least 40wt. %.
- the composition comprises (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil in a combined amount of at least 50 wt. %. In one embodiment, the composition comprises (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil in a combined amount of at least 60 wt. %. In one embodiment, the composition comprises (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil in a combined amount of at least 70wt. %.
- the composition comprises (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil in a combined amount of at least 80wt. %. In one embodiment, the composition comprises (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil in a combined amount of at least 90wt. %. In one embodiment, the composition consists essentially of (a) polyglycerol polyricinoleic acid; and (b) a mono or di ester of glycerol and Moringa oil.
- Polyglycerols are substances consisting of oligomer ethers of glycerol. Polyglycerols are usually prepared from an alkaline polymerisation of glycerol at elevated temperatures.
- polyglycerol is typically a mixture of polyglycerols of varying degrees of polymerisation.
- the polyglycerol used to form the polyglycerol ester of a polymerised fatty acid is a mixture of polyglycerols selected from diglycerol, triglycerol, tetraglycerol, pentaglycerol, hexaglycerol, heptaglycerol, octaglycerol, nonaglycerol and decaglycerol.
- triglycerol is the most abundant polyglycerol in the mixture of polygiycerols.
- tetraglycerol is the most abundant polyglycerol in the mixture of polygiycerols.
- the mixture of polygiycerols contains triglycerol in an amount of 30-50 wt.% based on the total weight of polygiycerols and contains tetraglycerol in an amount of 10-30 wt.% based on the total weight of polygiycerols.
- the polyglycerol is considered to be a diglycerol. In one embodiment, the polyglycerol is considered to be a triglycerol. In one embodiment, the polyglycerol is considered to be a tetraglycerol. In one embodiment, the polyglycerol is considered to be a pentaglycerol. In one embodiment, the polyglycerol is considered to be a hexaglycerol. in one embodiment, the polyglycerol is considered to be a heptaglycerol. In one embodiment, the polyglycerol is considered to be an octaglycerol. In one embodiment, the polyglycerol is considered to be a nonaglycerol. In one embodiment, the polyglycerol is considered to be a decaglycerol.
- the polyglycerol is considered to be a triglycerol.
- the polyglycerol is considered to be a tetraglycerol.
- the polyglycerol moiety shall be composed of not less than 75% of di-, tri- and tetraglycerols and shall contain no more than 10% of polygiycerols equal to or higher than heptaglycerol.
- Polygiycerols may be linear, branched or cyclic in structure. Typically, all three types of polyglycerol structure are present in the composition of the present invention.
- Fatty acids are well known in the art. They typically comprise an “acid moiety” and a "fatty chain". The properties of the fatty acid can vary depending on the length of the fatty chain, its degree of saturation, and the presence of any substituents on the fatty chain. Examples of fatty acids are palmitic acid, stearic acid, oleic acid, and ricinoleic acid.
- the fatty acid used according to this aspect of the present invention is ricinoleic acid.
- Ricinoleic acid is a chiral molecule. Two steric representations of ricinoleic acid are given below:
- Ricinoleic acid Ricinoleic acid (R)-12-hydroxy-(Z)-9-octadecenoic acid (R)-12-hydroxy-(Z)-9-octadecenoic acid
- the ricinoleic acid used in the present invention may be prepared by any suitable means known to the person skilled in the art. Typically, fatty acids are produced from a parent oil via hydrolyzation and distillation.
- Figures 1 to 7 show graphs.
- Moringa monoglyceride and distilled Moringa monoglyceride were prepared in several batches in accordance with the processes described below.
- moringa oil (Code: 126089, Batch Nr: DEO5040243, EO Ref: SO4903823/1 , from Earth Oil Plantations Limited). 2550g.
- the moringa oil was extracted from Moringa oieifera (also known as Moringa pterygosperma). 1 ?
- the temperature was raised to 240°C under stirring and nitrogen blanketing.
- the mixture was heated at 240°C until it became clear. When clear, the mixture was heated for further 30 min.
- the mixture was deodorised in order to remove the free glycerol.
- the set-up around the 3- necked flask was therefore changed to look like the below example of a deodorisation setup:
- the filtered mono-diglyceride can be protected with antioxidants if the mono- diglyceride is the end product.
- Antioxidants were added and the mixture stirred for 5-30 min under nitrogen blanketing at 80-90°C.
- the mono-diglyceride was filtered through filteraid (Clarcell) and paper filter (AGF 165- 1 10). 2472/191 : DSstiB3 ⁇ 4@d mortogiyceride based on moringa oil.
- the mono-diglyceride was distilled on a short path distillation apparatus.
- the distillation temperature was 210°C.
- Table 1 composition of monoglyceride based on moringa oil
- Table 2 Fatty acid composition of moringa oil and the resulting monoglyceride.
- Moringa oil contains 10-12% of saturated fatty acids above C18.
- the distillation temperature had to be chosen sufficiently high such that these at least were distilled. As can be seen from the above table this was accomplished. Transferring the highest boiling monoglyceride components however results in the monoglyceride as such having a higher content of diglyceride than is usually seen with distilled monoglycerides, but that is merely a consequence of the broad fatty acid composition in the moringa oil, and that the heavier monoglycerides were prioritised due to their also higher melting points.
- the mixture was neutralised with 1.04g H 3 P0 4 (85%) at 240°C. After neutralisation the mixture was cooled to about 90°C and the mixture was deodorised and filtered as for above interesterification (2472/173).
- Table 3 Composition of mono-diglyceride based on moringa oil
- Table 4 Composition of mono-diglyceride based on moringa oil
- 2558/104 Distilled monoglyceride based on moringa oil.
- the mono-diglyceride was distilled on a short path distillation apparatus as above (2472/191).
- the distillation temperature was 200-210°C.
- Tabie 5 Composition of monoglyceride based on moringa oii
- Grindox 349 1 .12g 2558/132: Distilled roos ocjiyceritie based ora roorisiesa oSS.
- Table 6 Composition of mono-diglyceride used as raw material for distillation.
- the mono-diglyceride was distilled on a short path distillation apparatus as above (2472/191 ).
- the distillation temperature was 210°C.
- Table 7 Composition of monogiyceride based on moringa oil
- Table 8 Composition of mono-diglyceride used as raw material for distillation.
- the mono-diglyceride was distilled on a short path distillation apparatus as above (2472/191 ).
- the distillation temperature was 185°C.
- Table 9 Composition of monogiyceride based on moringa oil.
- the mixture was neutralised with 5.65g H 3 P0 4 (10%) in glycerol at 240°C. After neutralisation the mixture was cooled to about 90°C and the mixture was deodorised and filtered as for above interesterification (2472/173).
- Table 3 Composition of mono-diglyceride based on moringa oil
- the mono-diglycerides 2461/206 + 2461/208 was distilled on a short path distillation apparatus as above (2472/191 ).
- the distillation temperature was 210X.
- Table 5 Composition of monoglyceride based on moringa oil The distilled monoglyceride was protected with antioxidant:
- Samples containing 1 .5% stabiliser had the following composition
- Evaluation may include the following characteristics:
- Samples were measured for firmness by way of a penetrometer with cone probe and 50 g weight. Drop lever was pressed for 5 seconds and the distance (mm) traveled by probe was measured. Maximum distance was 30.5 mm. Appearance of peanut butter in jar was observed, noting shininess or dullness, oiling off, cracking and pull away. Consistency and texture were also observed by spreading peanut butter on cardboard, noting ease of spread and oiling off.
- DSC Differential scanning calorimetry
- GR!NDSTED® PS 105 is a triglyceride prepared from Kosher approved blend of edible, refined, fully hydrogenated rapeseed, cottonseed and soybean oils, available from Danisco A/S, Denmark
- GRINDSTED® PGPR 90 is a polyglycerol polyricinoleic acid available from Danisco A/S, Denmark. It is polyglycerol ester of polycondensed fatty acids from castor oil.
- GRINDSTED® PS 209 is a blend of mono- and triglycerides based on edible, fully hydrogenated rapeseed oil.
- the samples were measured under three separate conditions to obtain their viscosity versus shear stress profiles using a controlled stress rheometer (Haake RS 150).
- the first measurement took place on unstirred samples, which had been allowed to stand for two hours.
- the second set of measurements took place on stirred samples after standing for two hours and the third set was done on the stirred sample to which powders had been added.
- the first two sets of measurements were performed with a cup-bob geometry of 20mm diameter and run over a stress ramp from 0.1 to 100Pa over a time range of 240 seconds. 200 data points were gathered in a logarithmic distribution at 23°C.
- the samples with the powder had the same running conditions, but the measurement geometry was changed to a serrated set of parallel plates due to the powder inclusion.
- the relative size of the low stress Newtonian plateau similarly is influenced by concentration, stretching longer in the MM sample of highest concentration.
- the last sample where GRINDSTED® PS 209 at 1 % is combined with MM at 3% is very similar in profile shape to that of GRINDSED® PS 209 alone, but is slightly lower in viscosity.
- the MM gave a profile that was similar to the reference in the non-stirred sample, but lower viscosity thereafter.
- the power containing samples with MM were low in viscosity.
- the GRINDSTED® PS 209 / MM sample with powders was higher in viscosity.
- the results demonstrate that ail liquid bread improver samples show reducing viscosity with increasing stress.
- the samples with MM have the lowest viscosity throughout.
- the sample of MM and GRINDSTED® PS 209 combined shows similar profiies to that of GR!NDSTED® PS 209 alone, albeit at lower viscosity values.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Edible Oils And Fats (AREA)
- Fats And Perfumes (AREA)
- Fodder In General (AREA)
- Colloid Chemistry (AREA)
Abstract
Description
Claims
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2012266042A AU2012266042A1 (en) | 2011-06-09 | 2012-06-08 | Dispersion of triglycerides |
| CN201280025799.9A CN103596444A (en) | 2011-06-09 | 2012-06-08 | Dispersions of triglycerides |
| CA2834308A CA2834308A1 (en) | 2011-06-09 | 2012-06-08 | Dispersion of triglycerides |
| NZ616381A NZ616381B2 (en) | 2011-06-09 | 2012-06-08 | Dispersion of triglycerides |
| US14/124,877 US20140127387A1 (en) | 2011-06-09 | 2012-06-08 | Dispersion of triglycerides |
| JP2014514151A JP2014518637A (en) | 2011-06-09 | 2012-06-08 | Triglyceride dispersion |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1109653.4 | 2011-06-09 | ||
| GBGB1109653.4A GB201109653D0 (en) | 2011-06-09 | 2011-06-09 | Dispersion |
| US201161497732P | 2011-06-16 | 2011-06-16 | |
| US61/497,732 | 2011-06-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2012168723A1 true WO2012168723A1 (en) | 2012-12-13 |
Family
ID=44357455
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/GB2012/051292 Ceased WO2012168723A1 (en) | 2011-06-09 | 2012-06-08 | Dispersion of triglycerides |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20140127387A1 (en) |
| JP (1) | JP2014518637A (en) |
| CN (1) | CN103596444A (en) |
| AU (1) | AU2012266042A1 (en) |
| CA (1) | CA2834308A1 (en) |
| GB (2) | GB201109653D0 (en) |
| WO (1) | WO2012168723A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021158852A1 (en) * | 2020-02-07 | 2021-08-12 | General Mills, Inc. | High protein food |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1166639A1 (en) * | 1999-03-30 | 2002-01-02 | Fuji Oil Company, Ltd. | Foamed chocolate and process for producing the same |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1557090A4 (en) * | 2002-10-31 | 2006-09-27 | Nisshin Oillio Group Ltd | Fat composition for spread |
| CN100471396C (en) * | 2006-01-27 | 2009-03-25 | 山西农业大学 | Artificial fat and its production process |
-
2011
- 2011-06-09 GB GBGB1109653.4A patent/GB201109653D0/en not_active Ceased
-
2012
- 2012-06-08 US US14/124,877 patent/US20140127387A1/en not_active Abandoned
- 2012-06-08 CN CN201280025799.9A patent/CN103596444A/en active Pending
- 2012-06-08 AU AU2012266042A patent/AU2012266042A1/en not_active Abandoned
- 2012-06-08 GB GB1322344.1A patent/GB2505830A/en not_active Withdrawn
- 2012-06-08 WO PCT/GB2012/051292 patent/WO2012168723A1/en not_active Ceased
- 2012-06-08 JP JP2014514151A patent/JP2014518637A/en active Pending
- 2012-06-08 CA CA2834308A patent/CA2834308A1/en not_active Abandoned
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1166639A1 (en) * | 1999-03-30 | 2002-01-02 | Fuji Oil Company, Ltd. | Foamed chocolate and process for producing the same |
Non-Patent Citations (9)
| Title |
|---|
| "Emulsifiers in Food Technology", BLACKWELL PUBLISHING, pages: 110 - 130 |
| "Emulsifiers in Food Technology", BLACKWELL PUBLISHING, pages: 40 - 58 |
| A SENGUPTA & S BASU: "Polyol Surfactants Derived from Moringa Seed Oil for Potential Use in the Pharmaceutical Industry", J APPL CHEM BIOTECHNOL, vol. 26, 1976, pages 140 - 144, XP002681480 * |
| BENNET, R.N.; MELLON, F.A.; FOIDL, N.; PRATT, J.H.; DUPONT, M.S.; PERKINS, L.; KROON, P.A.: "Profiling gluconsinolates and phenolics in vegetatitve and reproductive tissues of the multi-purpose trees, Moringa oleifera L. (horseradish tree) and Moringa stenopetalia L", JOURNAL OF AGRICULURAL AND FOOD CHEMISTRY, vol. 51, no. 12, 2003, pages 3546 - 3553 |
| FEREIDOON SHAHIDI: "Bailey's Industrial Oil and Fat Products", vol. 6, part Chapter 8 2005, JOHN WILEY & SONS, INC., article CLYDE E. STAUFFER: "Emulsifiers for the Food Industry", pages: 229 - 267, XP002681481 * |
| MULLIN, J.W.: "Crystallisation,3rd Ed.", 1993, BUTTERWORTH - HEINEMANN, pages: 292 - 293 |
| PANDEY A.; PRADHEEP, K.; GUPTA,R.; ROSHINI NAYAR, E.; BHANDARI, D.C.: "Genetic Resources and Crop Evolution", 2010, SPRINGER, article "Drumstick tree, Moringa oleifera Lam, a multipurpose potential species in India" |
| PERNETTI ET AL: "Structuring of edible oils by alternatives to crystalline fat", CURRENT OPINION IN COLLOID AND INTERFACE SCIENCE, LONDON, GB, vol. 12, no. 4-5, 2007, pages 221 - 231, XP022266054, ISSN: 1359-0294, DOI: 10.1016/J.COCIS.2007.07.002 * |
| SINGH S P ET AL: "Biodiesel production through the use of different sources and characterization of oils and their esters as the substitute of diesel: A review", RENEWABLE AND SUSTAINABLE ENERGY REVIEWS, ELSEVIERS SCIENCE, NEW YORK, NY, US, vol. 14, no. 1, 1 January 2010 (2010-01-01), pages 200 - 216, XP026670593, ISSN: 1364-0321, [retrieved on 20090803], DOI: 10.1016/J.RSER.2009.07.017 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103596444A (en) | 2014-02-19 |
| GB201322344D0 (en) | 2014-02-05 |
| JP2014518637A (en) | 2014-08-07 |
| GB2505830A (en) | 2014-03-12 |
| AU2012266042A1 (en) | 2013-10-24 |
| NZ616381A (en) | 2015-04-24 |
| CA2834308A1 (en) | 2012-12-13 |
| GB201109653D0 (en) | 2011-07-27 |
| US20140127387A1 (en) | 2014-05-08 |
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