WO2008019685A1 - Resin encapsulated high intensity sweetener - Google Patents

Resin encapsulated high intensity sweetener Download PDF

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Publication number
WO2008019685A1
WO2008019685A1 PCT/DK2006/000453 DK2006000453W WO2008019685A1 WO 2008019685 A1 WO2008019685 A1 WO 2008019685A1 DK 2006000453 W DK2006000453 W DK 2006000453W WO 2008019685 A1 WO2008019685 A1 WO 2008019685A1
Authority
WO
WIPO (PCT)
Prior art keywords
range
composition according
weight
confectionary
encapsulation delivery
Prior art date
Application number
PCT/DK2006/000453
Other languages
French (fr)
Inventor
Bitten Thorengaard
Original Assignee
Gumlink A/S
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Gumlink A/S filed Critical Gumlink A/S
Priority to ES06761864T priority Critical patent/ES2348675T3/en
Priority to JP2009524075A priority patent/JP4733210B2/en
Priority to CN2006800556177A priority patent/CN101505613B/en
Priority to MX2009001764A priority patent/MX2009001764A/en
Priority to PCT/DK2006/000453 priority patent/WO2008019685A1/en
Priority to BRPI0621974A priority patent/BRPI0621974B1/en
Priority to CA2660992A priority patent/CA2660992C/en
Priority to EP06761864A priority patent/EP2053929B1/en
Priority to DK06761864.5T priority patent/DK2053929T3/en
Priority to US12/377,469 priority patent/US20090246327A1/en
Priority to KR1020097004965A priority patent/KR101321452B1/en
Priority to AT06761864T priority patent/ATE468757T1/en
Priority to PL06761864T priority patent/PL2053929T3/en
Priority to DE602006014601T priority patent/DE602006014601D1/en
Publication of WO2008019685A1 publication Critical patent/WO2008019685A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/18Chewing gum characterised by shape, structure or physical form, e.g. aerated products
    • A23G4/20Composite products, e.g. centre-filled, multi-layer, laminated
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/36Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by the composition containing organic or inorganic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/50Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by shape, structure or physical form, e.g. products with supported structure
    • A23G3/54Composite products, e.g. layered, coated, filled
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/06Chewing gum characterised by the composition containing organic or inorganic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23PSHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P10/00Shaping or working of foodstuffs characterised by the products
    • A23P10/30Encapsulation of particles, e.g. foodstuff additives

Definitions

  • the present invention relates to confectionary compositions comprising one or more encapsulation delivery systems containing high intensity sweeteners and natural resins.
  • the invention furthermore relates to the encapsulation delivery system as such as well as to methods of preparing the encapsulation delivery system and the confectionary composition.
  • High intensity sweeteners have many important functions in confectionary products. One of these functions is that high intensity sweeteners may enhance the perception of other ingredients in the confectionary product. In particular, if high intensity sweeteners are present together with flavouring agents, the perception of the flavouring agents may be enhanced by the presence of high intensity sweeteners.
  • Delayed release of high intensity sweeteners has traditionally been accomplished by a method of encapsulating the high intensity sweeteners into an encapsulation material, and subsequently incorporating the encapsulation material in the chewable confectionary product as discrete encapsulations for delivery of the high intensity sweeteners upon chewing.
  • encapsulating high intensity sweeteners may buffer the high intensity sweeteners from other ingredients, and vice versa, which may be helpful in situations where the high intensity sweeteners and the ingredients may interact or react together in a manner that degrades the product if the high intensity sweetener is not encapsulated.
  • an encapsulation material has specific properties, the choice of encapsulation material may influence the texture or mouth feel of the final confectionary product.
  • one possibility is to modify the components of the confectionary base system or to modify the content of other confectionary ingredients.
  • the encapsulation material forms part of the final confectionary product, the final texture or mouth feel of the confectionary product is dependent on the choice of encapsulation material. Therefore it is desired to have encapsulation materi- als suited for the desired texture or mouth feel of the final confectionary product.
  • the incorporation of different sensation ingredients such as taste ingredients in the final confectionary product may highly interact with the confectionary base system or the other confectionary ingredients.
  • the addition of certain taste ingredients such as flavors may require modification of the confectionary base system or confectionary ingredients in order to achieve the desired final product.
  • the encapsulation material forms part of the final confectionary product, the final properties of the confectionary product are dependent on the choice of encapsulation material. Therefore it is desired to have encapsulation materials suited for the desired properties of the final confectionary product.
  • the encapsulation materials of the prior art limit the opportunity of designing confectionary products having customer acceptable release profiles of high intensity sweetener. In some applications it may be desired to have a rather delayed release of high intensity sweeteners in the confectionary product while in some other applications it may be desired to have another release profile of high intensity sweeteners dependent on the customer needs. Consequently, there is a need for alternative encapsulation materials, in particular to be able to control the release of high intensity sweeteners in accordance with customer demands.
  • High intensity sweeteners may compromise the shelf life of the confectionary product if special precautions are not taken.
  • High intensity sweeteners may reduce the stability of the confectionary product, e.g. by altering properties of the confectionary base, the coating (if the confectionery is coated), or of confectionary ingredients such as flavours.
  • a chewable confectionary composition having modified release.
  • the composition comprises a confectionary base, at least one confectionary ingredient, and one or more encapsulation delivery systems comprising at least one high intensity sweetener and at least one natural resin.
  • the encapsulation delivery system comprises at least one high intensity sweetener and at least one natural resin.
  • Yet other aspect of the invention relates to methods for preparing the encapsulation delivery system and the confectionary composition.
  • Figure l(A) is a schematic illustration of particles of an encapsulation delivery system and Figure l(B) is a schematic illustration of a cross section of a confectionary composition comprising particles of an encapsulation delivery system;
  • Figure 2 shows a Scanning Electron Microscopy picture of particles of an encapsulation delivery system;
  • Figure 3 shows in vivo chew out studies of Acesulfame K release.
  • the encapsulation system consisted of Polyterpen resin Piccolyte ® C115 and 10% elastomer;
  • Figure 4 shows in vivo chew out studies of Acesulfame K release.
  • the encapsulation delivery system consisted of polyterpene resin in combination with PVAc, microcrystalline wax and elastomers;
  • FIG. 5 shows sensory evaluation (Time Intensity test) of sweetness intensity of Acesulfame K.
  • Encapsulation delivery system 410 consisted of PVAc alone (high and low molecular weight) and microcrystalline wax and encapsulation delivery system 415 consisted of a combination of PVAc (high and low molecular weight) with polyterpene resin and microcrystalline wax;
  • FIG. 6 shows sensory evaluation (Time Intensity test) of sweetness intensity of Acesulfame K.
  • Encapsulation delivery system 424 consisted of PVAc alone (high and low molecular weight) together with elastomer and microcrystalline wax and encapsulation delivery system 425 consisted of PVAc (high and low molecular weight) together with polyterpene resin and microcrystalline wax;
  • FIG. 7 shows sensory evaluation (Time Intensity test) of sweetness intensity of Acesulfame K.
  • Encapsulation delivery system 358 consisted of polyterpene resin together with elastomer and microcrystalline wax and encapsulation delivery system 381 consisted of PVAc (high and low molecular weight) together with polyterpene resin, elastomer and microcrystalline wax;
  • the present invention is based on the finding that a chewable confectionary composition, which comprises one or more encapsulation delivery systems comprising at least one high intensity sweetener and at least one natural resin, has a modified release of high intensity sweetener when the confectionary composition is chewed.
  • An aspect of the invention relates to a chewable confectionary composition having modified release, said composition comprising a confectionary base, at least one confectionary in- gredient, and one or more encapsulation delivery systems comprising at least one high intensity sweetener and at least one natural resin.
  • the one or more encapsulation delivery sys- terns comprise an amount of the at least one natural resin in the range of 5-100% by weight, such as in the range of 10-90% by weight, preferably in the range of 20-80% by weight, and even more preferred in the range of 40-60% by weight.
  • the one or more encapsulation delivery systems may comprise an amount of the at least one natural resin in the range of 10-100% by weight, such as in the range of 15-100% by weight, preferably in the range of 20-100% by weight, such as range of 25-100% by weight, range of 30-100% by weight, in the range of 40-100% by weight, or in the range of 60-100% by weight.
  • the one or more encapsulation delivery systems may comprise an amount of the at least one natural resin in the range of 5-60% by weight, such as in the range of 5- 40% by weight, e.g. in the range of 5-20% by weight.
  • the one or more encapsulation delivery sys- terns comprise a total amount of natural resin in the range of 5-100% by weight, such as in the range of 10-90% by weight, preferably in the range of 20-80% by weight, and even more preferred in the range of 40-60% by weight.
  • the one or more encapsulation delivery systems may comprise a total amount of natural resin in the range of 10-100% by weight, such as in the range of 15- 100% by weight, preferably in the range of 20-100% by weight, such as in the range of 40-100% by weight, or in the range of 60-100% by weight.
  • the one or more encapsulation delivery systems may comprise a total amount of natural resin in the range of 5-60% by weight, such as in the range of 5-40% by weight, e.g. in the range of 5-20% by weight.
  • the at least one natural resin comprised in the one or more encapsulation delivery systems may comprise at least one polyterpene resin.
  • the at least one natural resin may comprise at least one hydrogenated resin.
  • the at least one natural resin may comprise at least one polymerised resin.
  • the natural resin may comprises mixtures of natural resins, such as at least one hydrogenated resin and at least one polyterpene resin; at least one polymerised resin and at least one polyterpene resin; at least one hydrogenated resin and at least one polymerised resin; or at least one hydro- genated resin, at least one polyterpene resin, and at least one polymerised resin.
  • Natural resins such as hydrogenated resins or polymerised resins are well-known to the person skilled in the art, and may e.g. be based on abietic acid.
  • the encapsulation delivery systems and the confectionary composition of the invention offer the encapsulated high intensity sweetener a barrier have an improved hydrophobicity.
  • the improved barrier efficiently protects the encapsulated high intensity sweetener against moisture and other components that may affect the stability of the high intensity sweetener and the resulting confectionary composition.
  • Another advantage of the encapsulation delivery systems of the invention is that natural resins are of similar chemical structure as some confectionary bases, such as gum bases, which make the encapsulation delivery systems easier to mix and easier to uniformly distribute in confectionary base.
  • the similarity in chemical structure has the additional effect that the encapsulation delivery systems bind easily to the confectionary base, such as gum bases.
  • an advantage of the encapsulation delivery systems of the invention is their ability to efficiently delay the release of the high intensity sweetener from the confectionary composition.
  • the one or more encapsulation delivery systems further comprise at least one texture modifying agent.
  • the one or more encapsulation delivery systems typically comprise the texture modifying agent in an amount in the range of 1-25% by weight, preferably in an amount in the range of 2-20% by weight, such as in an amount in the range of 5-15% by weight.
  • the texture modifying agent comprises an elastomer.
  • the texture modifying agent comprises a softening system, and in yet another embodiment of the invention, the texture modifying agent comprises both an elastomer and a softening system.
  • the one or more encapsulation delivery systems further comprise at least one elastomer.
  • the one or more encapsulation delivery systems furthermore comprise a softening system.
  • the softening system may e.g. be present in an amount of 3-10% by weight of the one or more encapsulation delivery systems.
  • the modified release of the confectionary composition relates to a modified release of high intensity sweetener when the confectionary composition is chewed.
  • a unique advantage of the one or more encapsulation delivery systems comprising natural resin and high intensity sweetener is that they may release the high intensity sweetener very slowly.
  • the encapsulation delivery system of the present invention may comprise at least one high intensity sweetener encapsulated in an encapsulation matrix.
  • the encapsulation matrix may comprise some or all of the high intensity sweetener.
  • the encapsulation matrix may comprise at least one natural resin.
  • the encapsulation matrix may furthermore comprise components such as a softening system as described herein and/or an elastomer as described herein.
  • the encapsulation matrix may comprise further materials and ingredients.
  • the encapsulation matrix may comprise further resinous or elastomeric components.
  • the encapsulation matrix may comprise non-high intensity sweetener ingredients, which will be known to the person skilled in the art such as for instance active ingredients.
  • An encapsulation delivery system is typically a particulate system, i.e. containing one or more particles comprising the encapsulation matrix encapsulating the at least one high intensity sweetener.
  • the one or more encapsulation delivery systems may be dispersed as particles throughout the confectionary composition as illustrated in Figure 1.
  • the confectionary composition according to the present invention has shown to have an increased stability and thus a longer shelf life relative to prior art confectionary compositions. Without being bound by theory, it is believed that the increased stability is due to the presence of the natural resin, and in particular polyterpene resin, which has lower water permeability than prior art encapsulation materials.
  • the at least one natural resin has a softening point (Sp.) of at most 200 0 C, preferably at most 130°, and even more preferably of at most 100 0 C.
  • the at least one natural resin has a softening point of at least 70 0 C, such as at least 80 0 C, preferably of at least 100°C, and even more preferably of at least HO 0 C, such as at least 120 0 C.
  • the at least one natural resin may have a softening point in the range of 70- 10 200 0 C, preferably in the range of 70-130°C°, and even more preferably in the range of 75- 95°C°.
  • the at least one polyterpene resin comprises polymerised monoterpenes. It is envisioned that the at least one polyterpene resin may 15 consist essentially of polymerised monoterpenes.
  • the at least one polyterpene resin comprises polymerised cyclic monoterpenes, and it envisioned that the at least one polyterpene resin may consist essentially of polymerised, cyclic monoterpenes.
  • the at least one polyterpene resin comprises polymerised limonene.
  • the at least one polyterpene resin may consist essentially of polymerised limonene.
  • the at least one polyterpene resin comprises polymerised alpha-pinene.
  • the at least one polyterpene resin consists essentially of polymerised alpha-pine ⁇ e.
  • the at least one polyterpene resin comprises 30 polymerised beta-pinene.
  • the at least one polyterpene resin may consist essentially of polymerised beta-pinene.
  • the at least one polyterpene resin may comprise styrenated polyterpene resin.
  • the one or more encapsulation delivery systems may comprise a combination of two or more polyterpene resins.
  • the encapsulation delivery system may comprise a combination of polymerised alpha-pinene and polymerised beta-pinene; a combination of polymerised alpha-pinene and polymerised limonene; a combination of polymerised alpha- pinene and styrenated polyterpene resin.
  • the at least one polyterpene resin comprises at least 50% by weight polymerised monoterpenes, preferably at least 75% by weight polymerised monoterpenes, even more preferably at least 95% by weight polymerised monoterpenes.
  • the at least one polyterpene resin comprises at least 50% by weight polymerised cyclic monoterpenes, preferably at least 75% by weight polymerised cyclic monoterpenes, even more preferably at least 95% by weight polymer ⁇ ised cyclic monoterpenes.
  • the elastomer may be or include one or more of the following: butyl rubber, polyisobutylen, isobutylene-isoprene copolymer, styrene-butadiene copolymer, styrene-isoprene-styrene copolymer, polyisoprene, polyethylene, vinyl acetate- vinyl laurate copolymer, and combinations thereof.
  • Useful synthetic elastomers include, but are not limited to, synthetic elastomers listed in U.S. Food and Drug Administration, CFR, Title 21, Section 172,615, the Masticatory Substances, Synthetic, the contents of which are incorporated herein by reference for all purposes) such as polyisobutylene. e.g. having a gas pressure chromatography (GPC) average molecular weight in the range of about 10,000 to 1,000,000 including the range of 50,000 to 80,000, isobutylene-isoprene copolymer (butyl elastomer), styrene- butadiene copolymers e.g.
  • GPC gas pressure chromatography
  • styrene-butadiene ratios of about 1:3 to 3: 1, polyisoprene, polyethylene, vinyl acetate-vinyl laurate copolymer e.g. having a vinyl laurate content of about 5 to 50% by weight such as 10 to 45% by weight of the copolymer, and combinations hereof.
  • synthetic elastomers having a high molecular weight and a synthetic elastomer having a low molecular weight elastomer.
  • synthetic elastomers include, but are not limited to, polyisobutylene and styrene- butadiene, polyisobutylene and polyisoprene, polyisobutylene and isobutylene-isoprene copolymer (butyl rubber) and a combination of polyisobutylene, styrene-butadiene copolymer and isobutylene isoprene copolymer, and all of the above individual synthetic polymers in admixture with polyvinyl acetate, vinyl acetate-vinyl laurate copolymers, respectively and mixtures thereof.
  • the presently preferred elastomers are butyl rubber and polyisobutylen, which e.g. may be used separately or in combination in the one or more encapsulation delivery systems.
  • the chewable confectionary composition comprises at least one confectionary ingredient.
  • the at least one confectionary ingredient of the confectionary composition may comprise at least one high intensity sweetener.
  • high intensity sweetener or “high potency sweetener” relates to sweeteners that have a more intense sweetness than sucrose.
  • Useful high intensity sweeteners may have a sweetness intensity which is at least 30 times higher than the sweetness intensity of sucrose, and preferably at least 50 times higher than the sweetness intensity of sucrose, such as at least 200 times higher than the sweetness intensity of sucrose, or at least 500 times higher than the sweetness intensity of sucrose.
  • the at least one high intensity sweetener is selected from the group consisting of sucralose, neotame, NEPH, aspartame, salts of acesulfame (such as acesulfame-K), alitame, saccharin and its salts, cyclamic acid and its salts, glycyrrhizin, dihydrochalcones, thaumatin, moneilin, stevioside, and mixtures thereof.
  • the at least one further high intensity sweetener of the confectionary composition may be the same as the at least one high intensity sweetener of the at least one encapsulation delivery system.
  • the at least one high intensity sweetener of the confectionary composition may be different from the at least one high intensity sweetener of the at least one encapsulation delivery system.
  • the at least one high intensity sweetener will typically be in a particulate form and may for example comprise a ground high intensity sweetener.
  • the average particle size of the at least one high intensity sweetener is in the range of 0.1-100 ⁇ m, preferably in the range of 1-50 ⁇ m.
  • the one or more encapsulation delivery systems may comprise an amount of polyterpene resin in the range of 5-100% by weight, preferably in the range of 20-80% by weight, and even more preferred in the range of 30-60% by weight.
  • the one or more encapsulation delivery systems may comprise an amount of the at least one polyterpene resin in the range of 5-100% by weight, preferably in the range of 20- 80% by weight, and even more preferred in the range of 30-60% by weight.
  • the one or more encapsulation delivery systems may contain a high content of polyter- pene resin, e.g. an amount of polyterpene resin in the range of 50-100% by weight of the encapsulation delivery system, e.g. in the range of 60-95% by weight, such as in the range of 65-80% by weight.
  • the one or more encapsulation delivery systems may also contain an amount of polyterpene resin in the range of 5-60% by weight of the encapsulation delivery system, e.g. in the range of 15-50% by weight, such as in the range of 25-40% by weight.
  • the one or more encapsulation delivery systems may e.g. comprise an amount of the at least one elastomer in the range of 0 -30% by weight, preferably in the range of 5-20% by weight, even more preferred in the range of 7-15% by weight.
  • the one or more encapsulation delivery systems could for example comprise an amount of the at least one high intensity sweetener in the range of 0.1-50% by weight, preferably in the range of 10-45% by weight, even more preferred in the range of 20-40% by weight.
  • the confectionary composition comprises an amount of the at least one high intensity sweetener in the range of 0.1-10% by weight, preferably in the range of 0.2-5% by weight, even more preferred in the range of 0.3-3% by weight.
  • the weight percentage of a component of the confectionary composition is described herein, the weight percentage is related to the uncoated confectionary composition unless stated otherwise.
  • the confectionary composition comprises a total amount of high intensity sweetener in the range of 0.1-10% by weight, preferably in the range of 0.5-5% by weight, even more preferred in the range of 1-3% by weight.
  • the one or more encapsulation delivery systems furthermore comprise at least one food acid.
  • the at least one confectionary ingredient comprises at least one food acid.
  • the term "food acid” pertains to acids that are safe to use in food products.
  • the food acids are typically mono-, di-, or tri-carboxylic acids.
  • the food acid that is, the at least one food acid may e.g. be selected from the group consisting of citric acid, tartaric acid, malic acid, fumaric acid, succinic acid, ascorbic acid, adipic acid and lactic acid, and mixtures thereof.
  • Phosphoric acid may also be a food acid according to the present invention.
  • the at least one food acid is typically selected from the group consisting of citric acid, tartaric acid, malic acid, fumaric acid, succinic acid, ascorbic acid, adipic acid and lactic acid, and mixtures thereof.
  • the one or more encapsulation delivery systems may comprise an amount of the at least one food acid in the range of 1-50% by weight, preferably in the range of 5-45% by weight, even more preferred in the range of 20-40% by weight.
  • the confectionary composition may comprise an amount of the at least one food acid in the range of 0.1-10% by weight, preferably in the range of 0.5-5% by weight, even more preferred in the range of 1-3% by weight.
  • the at least one food acid may e.g. comprise a ground food acid.
  • the confectionary composition may comprise an amount of the one or more encapsulation delivery systems in the range of 0.5-20% by weight, preferably in the range of 1-10% by weight, even more preferred in the range of 1.5-6% by weight.
  • a range of different particle sizes of the one or more encapsulation delivery systems are envisioned.
  • the average particle size of the one or more encapsulation delivery systems is normally in the range of 100-2000 ⁇ m, preferably in the range of 100-1000 ⁇ m, and even more preferred in the range of 100-800 ⁇ m.
  • the size of a particle is measured as the length of the longest dimension of the particle.
  • the one or more encapsulation delivery systems comprise polyvinyl acetate.
  • polyvinyl acetate may e.g. have a GPC average molecular weight in the range of 2,000 to 90,000 such as the range of 3,000 to 80,000 including the range of 30,000 to 50,000.
  • the one or more encapsulation delivery systems may e.g. comprise at least one polyterpene resin and at least one polyvinyl acetate.
  • the at least one polyvinyl acetate has a molar weight in the range of 5,000-40,000 g/mol, preferably in the range of 7,500 - 20,000 g/mol, and even more preferably in the range of 10,000 - 15,000 g/mol.
  • the molar weights of polymers mentioned herein are weight average molar weights unless stated otherwise.
  • the at least one polyvinyl acetate has a molar weight (M w ) in the range of 40,000-100,000 g/mol, preferably in the range of 45,000 - 85,000 g/mol, and even more preferably in the range of 50,000 - 70,000 g/mol.
  • the at least one polyvinyl acetate comprises a first polyvinyl acetate having a molar weight (M w ) in the range of 5,000-40,000 g/mol and a second polyvinyl acetate having a molar weight (M w ) in the range of 40,000-100,000 g/mol.
  • the at least one polyvinyl acetate comprises a first polyvinyl acetate having a molar weight (M w ) in the range of 7,500-30,000 g/mol and a second polyvinyl acetate having a molar weight (M w ) in the range of 45,000-85,000 g/mol.
  • the at least one polyvinyl acetate comprises a first polyvinyl acetate having a molar weight (M w ) in the range of 10,000- 15,000 g/mol and a second polyvinyl acetate having a molar weight (M w ) in the range of 50,000-70,000 g/mol.
  • the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 5-80% by weight and polyvinyl acetate in an amount in the range of 5-80% by weight.
  • the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 20-40% by weight and polyvinyl acetate in an amount in the range of 20-40% by weight.
  • the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 25-35% by weight and polyvinyl acetate in an amount in the range of 25-35% by weight.
  • the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 10-30% by weight, the first polyvinyl acetate in an amount in the range of 10-30% by weight, and the second polyvinyl acetate in an amount in the range of 10-30% by weight.
  • the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 15-25% by weight, the first polyvinyl acetate in an amount in the range of 15-25% by weight, and the second polyvinyl acetate in an amount in the range of 15-25% by weight.
  • the polyterpene resin has a softening point in the range of 70-100 degrees C, preferably in the range of 75-95 degrees C, and even more preferably in the range 80-90 degrees C.
  • the one or more encapsulation delivery systems may comprise polyvinyl acetate in an amount in the range of 10-90% by weight of the one or more encapsulation delivery systems.
  • the one or more encapsulation delivery systems may comprise polyvinyl acetate in an amount in the range of 15-85% by weight of the one or more encapsulation delivery systems, in the range of 20-80% by weight, in the range of 25-75% by weight, in the range of 30-70% by weight, in the range of 35- 65% by weight, or in the range of 40-60% by weight, such as in the range of 45-55% by weight.
  • the one or more encapsulation delivery systems comprise polyvinyl acetate in an amount in the range of 10-90% by weight of the one or more encapsulation delivery systems and natural resin in an amount in the range of 10- 90% by weight of the one or more encapsulation delivery systems.
  • the one or more encapsulation delivery systems may comprise polyvinyl acetate in an amount in the range of 15-60% by weight of the one or more encapsulation delivery systems and natural resin in an amount in the range of 15-50% by weight of the one or more encapsulation delivery systems.
  • the one or more encapsulation delivery systems comprise polyvinyl acetate in an amount in the range of 10-90% by weight of the one or more encapsulation delivery systems and polyterpene resin in an amount in the range of 10-90% by weight of the one or more encapsulation delivery systems.
  • the one or more encapsulation delivery systems may e.g. comprise polyvinyl acetate in an amount in the range of 15-60% by weight of the one or more encapsulation delivery systems and natural resin in an amount in the range of 15-50% by weight of the one or more encapsulation delivery systems.
  • the one or more encapsulation delivery systems comprise
  • At least one polyterpene resin having a softening point in the range of 75-95 degrees C in an amount in the range of 10-30% by weight
  • a first polyvinyl acetate having a molar weight (M w ) in the range of 7,500-30,000 g/mol in an amount in the range of 10-30% by weight
  • the one or more encapsulation delivery systems comprise
  • a texture modifying agent preferably a wax, in an amount in the range of 1-15% by weight.
  • the one or more encapsulation delivery systems comprise
  • At least one polyterpene resin having a softening point in the range of 75-95 degrees C in an amount in the range of 20-40% by weight
  • a polyvinyl acetate having a molar weight (M w ) in the range of 45,000-85,000 g/mol in an amount in the range of 20-40% by weight
  • the one or more encapsulation delivery systems comprise
  • At least one polyterpene resin having a softening point in the range of 105-125 degrees C in an amount in the range of 20-40% by weight
  • a polyvinyl acetate having a molar weight (M w ) in the range of 45,000-85,000 g/mol in an amount in the range of 20-40% by weight
  • M w molar weight
  • the one or more encapsulation delivery systems comprise
  • At least one polyterpene resin having a softening point in the range of 105-125 degrees C in an amount in the range of 20-40% by weight
  • a polyvinyl acetate having a molar weight (M w ) in the range of 45,000-85,000 g/mol in an amount in the range of 20-40% by weight
  • M w molar weight
  • the one or more encapsulation delivery systems comprise
  • a polyvinyl acetate having a molar weight (M w ) in the range of 45,000-85,000 g/mol in an amount in the range of 20-40% by weight, - an elastomer in an amount in the range of 1-15% by weight, and
  • the one or more encapsulation delivery systems comprise - at least one polyterpene resin having a softening point in the range of 105-125 degrees C in an amount in the range of 20-40% by weight,
  • an elastomer in an amount in the range of 1-15% by weight
  • a wax in an amount in the range of 1-15% by weight
  • Natural resins comprised in the encapsulation delivery system may include, but are not limited to, natural rosin esters, often referred to as ester gums including as examples glycerol esters of partially hydrogenated rosins, glycerol esters of polymerised rosins, glycerol esters of partially dimerised rosins, glycerol esters of tally oil rosins, pentaerythritol esters of partially hydrogenated rosins, methyl esters of rosins, partially hydrogenated methyl esters of rosins and pentaerythritol esters of rosins.
  • natural rosin esters often referred to as ester gums including as examples glycerol esters of partially hydrogenated rosins, glycerol esters of polymerised rosins, glycerol esters of partially dimerised rosins, glycerol esters of tally oil rosins, pen
  • the confectionary composition comprises two or more encapsulation delivery systems, such as three or more encapsulation delivery systems.
  • the different encapsulation delivery systems preferably have different release characteristics.
  • the encapsulation delivery systems according to the invention further comprise at least one encapsulation delivery system comprising at least one high intensity sweetener and at least one polyvinyl acetate.
  • the encapsulation delivery systems may comprise at least a first encapsulation delivery system comprising the at least one polyterpene resin and at least a second encapsulation delivery system comprising the at least one polyvinyl acetate.
  • the encapsulation delivery systems may comprise at least a first encapsulation deliv- ery system comprising the at least one hydrogenated resin and at least a second encapsulation delivery system comprising the at least one polyvinyl acetate.
  • the encapsulation delivery systems may comprise at least a first encapsulation delivery system comprising the at least one polymerised resin and at least a second encapsulation delivery system comprising the at least one polyvinyl acetate.
  • said encapsulation delivery systems if more than one, provide different release properties.
  • the one or more encapsulation delivery systems comprise at least one delayed release encapsulation delivery system releasing at least 25% of its high intensity sweetener during the period from 6 minutes to 15 minutes of chewing the confectionary composition.
  • the one or more encapsulation delivery systems comprise at least one delayed release encapsulation delivery system releasing at least 30% of its high intensity sweetener, preferably at least 30%, such as at least 35% or at least 40%, and even more preferred at least 50% such as at least 60%, during the period from 6 minutes to 15 minutes of chewing the confectionary composition.
  • the release is preferably measured according to the method described in Example 3.1.
  • the softening system comprised in the one or more encapsulation delivery systems may comprise an emulsifier.
  • emulsifiers may be used in the encapsulation delivery systems. For example, anionic, cationic, amphoteric or non-ionic emulsifiers can be used.
  • Suitable emulsifiers include lecithins, polyoxyethylene stearate, polyoxyethylene sorbitan fatty acid esters, fatty acid salts, mono and diacetyl tartaric acid esters of mono and diglycerides of edible fatty acids, citric acid esters of mono and diglycerides of edible fatty acids, saccharose esters of fatty acids, polyglycerol esters of fatty acids, polyglycerol esters of inter- esterified castor oil acid (E476), sodium stearoyllatylate, sodium lauryl sulfate and sorbitan esters of fatty acids and polyoxyethylated hydrogenated castor oil (e.g.
  • CREMOPHOR block copolymers of ethylene oxide and propylene oxide (e.g. products sold under trade names PLURONIC and POLOXAMER), polyoxyethylene fatty alcohol ethers, polyoxyethylene sorbitan fatty acid esters, sorbitan esters of fatty acids and polyoxyethylene steraric acid esters.
  • the presently preferred emulsifiers comprised in the encapsulation delivery systems are selected from the group consisting of mono-diglyderide, lecithin, and triacetin.
  • the softening system comprised in the one or more encapsulation delivery systems may comprise a wax.
  • the wax may be selected from the group consisting paraffin wax, beeswax, vegetable wax, candelilla wax, canauba wax, petroleum waxes, and the like, and mixtures thereof.
  • the wax has a high melting point e.g. a melting point in the range 70-100 0 C.
  • the wax is a microcrystalline wax.
  • the softening system comprised in the one or more encapsulation delivery systems may comprise a fat.
  • the fat is preferably a high melting fat, e.g. having a melting point in the range 30-100 0 C.
  • the fat may e.g. include partially or fully hydrogenated vegetable or animal fats, such as partially or fully hydrogenated coconut oil, partially or fully hydrogenated palm oil, partially or fully hydrogenated palm kernel oil, partially or fully hydrogenated rapeseed oil, partially or fully hydrogenated castor oil, partially or fully hydrogenated maize oil, partially or fully hydrogenated cottonseed oil, partially or fully hydrogenated olive oil, partially or fully hydrogenated sunflower oil, partially or fully hydrogenated safflower oil, partially or fully hydrogenated sesame oil, partially or fully hydrogenated soybean oil, beef tallow, partially or fully hydrogenated beef tallow, lard, and partially or fully hydrogenated lard, and any mixture thereof and any derivative thereof.
  • the one or more encapsulation delivery systems may furthermore comprise a detackifier, for example if elastomer is present.
  • the detackifier may e.g. be selected from the group consisting of talc powder, calcium carbonate, starches, such as corn starch; and mineral fillers, such as titanium dioxide.
  • the one or more encapsulation delivery systems comprise: - a first encapsulation delivery system comprising a first high intensity sweetener, and - a second encapsulation delivery system comprising a second high intensity sweetener, which second high intensity sweetener is different from the first high intensity sweetener.
  • the one or more encapsulation delivery systems comprise an encapsulation delivery system comprising a first high intensity sweetener and a second high intensity sweetener, which second high intensity sweetener is different from the first high intensity sweetener.
  • the first high intensity sweetener is aspartame and the second high intensity sweetener is a salt of acesulfame, such as acesulfame-K.
  • the confectionary composition may be a chewing gum, a toffee, a caramel, a gummy candy, or a jelly candy, and combinations thereof.
  • the confectionary compositions are not limited to these specific compositions.
  • the confectionary composition is a chewing gum.
  • Chewy candies include caramel, taffies and toffee type candies. These are dairy based products and frequently contain fresh cream, but also may be made from skim or fresh whole milk, unsweetened evaporated milk, sweetened condensed milk or reconstituted milk solids. Toffees are basically high-cooked caramels.
  • Gummy and jelly candies typically are prepared from a boiled mixture of mixed sugars which is then blended with a gelling agent and processed into any of a wide range of shapes by depositing into starch moulds.
  • a number of gelling agents may be utilized among which are starch, gelatin, pectin, gum arabic and agar. The foregoing is known as a Mogul process.
  • the candies can also be extruded or simply cast onto a slab or cast into rubber moulds. The pieces are then held to set and dry.
  • Lees and Jackson Sugar Confectionary and Chocolate Manufacture; 1973 (ISBN 0249 44120 9); pages 226-268, which is incorporated by reference herein for all uses.
  • Lozenges comprise a sugar dough which as been flavoured, cut to shape and subsequently dried to remove added water.
  • the dough normally contains a mucilage, or binder, usually a solution of gum and gelatines, which is added to assist in retention of shape.
  • candies are typically prepared employing a simple process which involves mixing the gum and gelatine mucilage with powdered sugar and flavouring agent, followed by air drying.
  • Liquorice is a confection manufactured from a paste, which usually includes treacle, wheat flour, liquorice extract and caramel, along with many other optional ingredients.
  • Treacle is a dark, viscous liquid with a distinctive bitter back-taste. It comprises cane molasses to which sugar syrups have been added.
  • the wheat flour acts as a bulking and gelling agent.
  • Licorice is typically prepared by pre-mixing the ingredients and then cooking at 120° C- 145° C in a cooker such as a scrape surface heat exchanger. The cooked liquorice may then be extruded as ropes and cut into cylinders.
  • Panned candies are typically cold-processed in unheated or moderately heated revolving pans. Included in this category are jelly eggs, jelly beans, marshmallows and coated chewing gums.
  • the confectionary composition may furthermore comprise a coating, e.g. a hard coating, a soft coating, or a film coating.
  • a coating e.g. a hard coating, a soft coating, or a film coating.
  • the confectionary composition comprises the coating in an amount in the range of 1-80% by weight, such as in an amount in the range of 10-50%, or 15-45% by weight of the coated confectionary composition.
  • the confectionary composition comprises the coating in an amount in the range of 20-40% by weight of the coated confectionary composition.
  • the coating may be a hard coating, which term is used in the conventional meaning of that term including sugar coatings and sugar-free (or sugarless) coatings and combinations thereof.
  • the objects of hard coating are to obtain a sweet, crunchy layer, which is appreciated by the consumer, and to protect the mixture for various reasons.
  • a typical process of providing the mixture with a protective sugar coating the confectionary centers are successively treated in suitable coating equipment with aqueous solutions of crystallizable sugar such as sucrose or dextrose, which, depending on the stage of coating reached, may contain other functional ingredients, e.g. fillers, colours, etc.
  • the sugar coating may contain further functional or active compounds including flavouring agents, pharmaceutically active compounds and/or polymer degrading substances.
  • confectionary compositions it may, however, be preferred to replace the cariogenic sugar compounds in the coating by other, preferably crystallizable, sweetening compounds that do not have a cariogenic effect.
  • such coating is generally referred to as sugarless or sugar-free coatings.
  • Presently preferred non- cariogenic hard coating substances include polyols, e.g.
  • sorbitol, maltitol, mannitol, xylitol, erythritol, lac- titol, isomalt and tagatose which are obtained by industrial methods by hydrogenation of D-glucose, maltose, fructose or levulose, xylose, erythrose, lactose, isomaltulose and D- galactose, respectively.
  • a syrup containing crystallizable sugar and/or polyol is applied onto the confectionary compositions and the water it contains is evaporated off by blowing with warm, dry air. This cycle may be repeated several times, typically 10 to 80 times, in order to reach the swelling required.
  • swelling refers to the increase in weight of the products, as considered at the end of the coating operation by comparison with the beginning, and in relation to the final weight of the coated confectionary composition.
  • Coated confectionaries include jelly eggs, jelly beans, marshmallows, and coated chewing gums.
  • the coating may be a soft coating.
  • a soft coating is applied using conventional methods and may advantageously consist of a mixture of a sugar or any of the above non-cariogenic, sugar-less sweetening compounds and a starch hydrolysate.
  • the coating may be a film coating.
  • the film coating may be obtained by subjecting the mixture to a film coating process and which therefore comprises one or more film-forming polymeric agents and optionally one or more auxiliary compounds, e.g. plasticizers, pigments and opacifiers.
  • a film coating is a thin polymer-based coating applied to a confectionary composition of any of the above forms. The thickness of such a film coating is usu- ally between 20 and 100 ⁇ m.
  • the film coating is obtained by passing the confectionary composition through a spray zone with atomized droplets of the coating materials in a suitable aqueous or organic solvent vehicle, after which the material adhering to the confectionary composition is dried before the next portion of coating is received. This cycle is repeated until the coating is complete.
  • suitable film-coating polymers include edible cellulose derivatives such as cellulose ethers including methylcellulose (MC), hydroxyethyl cellulose (HEC), hy- droxypropyl cellulose (HPC) and hydroxypropyl methylcellulose (HPMC).
  • Other useful film- coating agents are acrylic polymers and copolymers, e.g. methylacrylate aminoester copolymer or mixtures of cellulose derivatives and acrylic polymers.
  • a particular group of film-coating polymers also referred to, as functional polymers are polymers that, in addition to its film-forming characteristics, confer a modified release performance with respect to active components of the chewing gum formulation.
  • Such release modifying polymers include methylacrylate ester copolymers, ethylcellulose (EC) and enteric polymers designed to resist the acidic stomach environment, yet dissolve readily in the duodenum.
  • the latter group of polymers includes: cellulose acetate phtalate (CAP), polyvinyl acetate phtalate (PVAP), shellac, metacrylic acid copolymers, cellulose acetate trimellitate (CAT) and HPMC.
  • CAP cellulose acetate phtalate
  • PVAP polyvinyl acetate phtalate
  • shellac metacrylic acid copolymers
  • CAT cellulose acetate trimellitate
  • HPMC HPMC
  • the film-coating layer of the confectionary composition comprise a plasticizing agent having the capacity to alter the physical properties of a polymer to render it more useful in performing its function as a film forming material.
  • plasticizers will be to make the polymer softer and more pliable as the plasticizer molecules interpose themselves between the individual polymer strands thus breaking down polymer-polymer interactions.
  • Most plasticizers used in film coating are either amorphous or have very little crystallinity.
  • suitable plasticizers include polyols such as glycerol, propylene glycol, polyethylene glycol, e.g. the 200-6000 grades hereof, organic esters such as phtalate esters, dibutyl sebacate, citrate esters and thiacetin, oils/glycerides including castor oil, acetylated monoglycerides and fractionated coconut oil.
  • polyols such as glycerol, propylene glycol, polyethylene glycol, e.g. the 200-6000 grades hereof
  • organic esters such as phtalate esters, dibutyl sebacate, citrate esters and thiacetin
  • oils/glycerides including castor oil, acetylated monoglycerides and fractionated coconut oil.
  • film-forming polymer(s) and plasticizing agent(s) for the film coating of the mixture is made with due consideration for achieving the best possible barrier properties of the coating in respect of dissolution and diffusion across the film of moisture and gasses.
  • the film coating of the mixture may also contain one or more colourants or opacifiers.
  • Suitable colourants/opacifiers include organic dyes and their lakes, inorganic colouring agents, e.g. titanium oxide and natural colours such as e.g. beta-carotene.
  • film coatings may contain one or several auxiliary substances such as flavouring agents and waxes or saccharide compounds such as polydextrose, dextrins including maltodextrin, lactose, modified starch, a protein such as gelatine or zein, a vege- table gum and any combination thereof.
  • the coating typically comprises one or more layers.
  • the number of layers of the coating may be in the range of 1-100 layers, such as 3-75 layers, 10-60 layers, and 20-40 layers.
  • the coating may comprise a wax layer.
  • the outermost layer of the coating is a wax layer.
  • the chewing gum does not comprise a coating.
  • the confectionary composition is a chewing gum.
  • a chewing gum may comprise a gum base.
  • the gum base typically comprises an elastomer. Also, the gum base typically comprises a resin.
  • the gum base of the mixture normally comprises an elastomer.
  • useful synthetic elastomers include, but are not limited to, synthetic elastomers listed in U.S. Food and Drug Administration, CFR, Title 21, Section 172,615, the Masticatory Substances, Synthetic, the contents of which are incorporated herein by reference for all purposes) such as polyiso- butylene. e.g. having a gas pressure chromatography (GPC) average molecular weight in the range of about 10,000 to 1,000,000 including the range of 50,000 to 80,000, isobutyl- ene-isoprene copolymer (butyl elastomer), styrene- butadiene copolymers e.g.
  • GPC gas pressure chromatography
  • polystyrene-butadiene ratios of about 1:3 to 3:1, polyisoprene, polyethylene, vinyl acetate-vi- nyl laurate copolymer e.g. having a vinyl laurate content of about 5 to 50% by weight such as 10 to 45% by weight of the copolymer, and combinations hereof.
  • synthetic elastomers include, but are not limited to, polyisobutylene and styrene-butadiene, polyisobutylene and polyisoprene, polyisobutylene and isobutylene-isoprene copolymer (butyl rubber) and a combination of polyisobutylene, styrene-butadiene copolymer and isobutylene isoprene copolymer, and all of the above individual synthetic polymers in admixture with polyvinyl acetate, vinyl acetate-vinyl laurate copolymers, respectively and mixtures thereof.
  • the gum base comprises at least one elastomer in an amount in the range of 3- 80% by weight of the gum base, preferably in an amount in the range of 4-60% by weight of the gum base, and even more preferred in the range of 5-40% by weight of the gum base, such as in the range of 8-20% by weight of the gum base.
  • the gum base may comprise one or more resins contributing to obtain the desired masti- catory properties and acting as plasticizers for the elastomers of the gum base.
  • useful resins include, but are not limited to, natural rosin esters, often referred to as ester gums including as examples glycerol esters of partially hydrogenated rosins, glycerol esters of polymerised rosins, glycerol esters of partially dimerised rosins, glycerol esters of tally oil rosins, pentaerythritol esters of partially hydrogenated rosins, methyl esters of rosins, partially hydrogenated methyl esters of rosins and pentaerythritol esters of rosins, polyvinyl acetate, e.g.
  • resinous compounds having a GPC average molecular weight in the range of 2,000 to 90,000 such as the range of 3,000 to 80,000 including the range of 30,000 to 50,000, where the higher molecular weight polyvinyl acetates are typically used in bubble gum base,.
  • Other useful resinous compounds include synthetic resins such as terpene resins derived from alpha-pinene, beta-pinene, and/or d-limonene, natural ter- pene resins; and any suitable combinations of the foregoing. The choice of resins will vary depending on the specific application, and on the type of elastomer(s) being used.
  • the gum base comprises at least one resin in an amount in the range of 10-90% by weight of the gum base, preferably in the range of 20-80% by weight, even more preferred in the range of 30-70% by weight of the gum base, such as in the range of 40-60% by weight of the gum base.
  • the gum base may furthermore comprise a wax.
  • a wax When a wax is present in the gum base, it softens the polymeric elastomer mixture and improves the elasticity of the gum base.
  • the waxes employed will have a melting point below about 6O 0 C, and preferably between about 45°C and about 55°C.
  • the low melting wax may be a paraffin wax.
  • the wax may be present in the gum base in an amount from about 6% to about 10%, and preferably from about 7% to about 9.5%, by weight of the gum base.
  • waxes having a higher melting point may be used in the gum base in amounts up to about 5%, by weight of the gum base.
  • high melting waxes include beeswax, vegetable wax, candelilla wax, canauba wax, most petroleum waxes, and the like, and mixtures thereof.
  • the gum base may include a variety of other components, such as components selected from elastomer solvents, emulsifiers, plasticiz- ers, fillers, and mixtures thereof.
  • the gum base may also include emulsifiers, which aid in dispersing any immiscible components into a single stable system.
  • the emulsifiers useful in this invention include glyceryl monostearate, lecithin, fatty acid monoglycerides, diglycerides, propylene glycol monostearate, and the like, and mixtures thereof.
  • the emulsifier may be employed in amounts from about 2% to about 15%, and more specifically, from about 7% to about 1%, by weight of the gum base.
  • the gum base may also include plasticizers or softeners to provide a variety of desirable textures and consistency properties. Because of the low molecular weight of these compo- nents, the plasticizers and softeners are able to penetrate the fundamental structure of the gum base making it plastic and less viscous.
  • Useful plasticizers and softeners include lanolin, palmitic acid, oleic acid, stearic acid, sodium stearate, potassium stearate, glyceryl triacetate, glyceryl lecithin, glyceryl monostearate, propylene glycol monostearate, acety- lated monoglyceride, glycerine, and the like, and mixtures thereof.
  • Waxes for example, natural and synthetic waxes, hydrogenated vegetable oils, petroleum waxes such as poly- urethane waxes, polyethylene waxes, paraffin waxes, microcrystalline waxes, fatty waxes, sorbitan monostearate, tallow, propylene glycol, mixtures thereof, and the like, may also be incorporated into the gum base.
  • the plasticizers and softeners are generally employed in the gum base in amounts up to about 20% by weight of the gum base, and more spe- cifically in amounts from about 9% to about 17%, by weight of the gum base.
  • Plasticizers also include are the hydrogenated vegetable oils and include soybean oil and cottonseed oil which may be employed alone or in combination. These plasticizers provide the gum base with good texture and soft chew characteristics. These plasticizers and sof- teners are generally employed in amounts from about 5% to about 14%, and more specifically in amounts from about 5% to about 13.5%, by weight of the gum base.
  • Anhydrous glycerin may also be employed as a softening agent, such as the commercially available United States Pharmacopeia (USP) grade.
  • Glycerin is a syrupy liquid with a sweet warm taste and has a sweetness of about 60% of that of cane sugar. Because glycerin is hygroscopic, the anhydrous glycerin may be maintained under anhydrous conditions throughout the preparation of the chewing gum composition.
  • softeners may be present to modify the texture of the gum composition, they may be present in reduced amounts as compared to typical gum compositions. For example, they may be present from about 0.5 to about 10% by weight based on the total weight of the composition, or they may not be present in the composition, since a surfactant active can act as a softener.
  • the gum base of this invention may also include effective amounts of bulking agents such as mineral adjuvants, which may serve as fillers and textural agents.
  • mineral adjuvants include calcium carbonate, magnesium carbonate, alumina, aluminum hydroxide, aluminum silicate, talc, tricalcium phosphate, dicalcium phosphate, calcium sulfate and the like, and mixtures thereof.
  • These fillers or adjuvants may be used in the gum base compositions in various amounts.
  • the amount of filler, when used will be present in an amount from about 15% to about 40%, and desirably from about 20% to about 30%, by weight of the gum base.
  • the composition comprises an amount of gum base in the range of 10-90% by weight, preferably in the range of 20-70% by weight, even more preferred in the range of 40-60 by weight.
  • the at least one confectionary ingredient of the confectionary composition is selected from the group consisting of a bulk sweetener, a high intensity sweetener, a flavouring agent, a cooling agent, a warming agent, a softener, an emulsifier, a colouring agent, a binding agent, an acidulant, a filler, an antioxidant.
  • flavouring agents are important for the organoleptic properties of the confectionary composition. Acids may prolong the perceived flavour of flavouring agents and in particular of fruit flavouring agents.
  • the slow release of high intensity sweetener which may be obtained when using the one or more encapsulation delivery systems of the present invention in a confectionary composition, appears to be particularly useful for prolonging the flavour sensation of flavouring agents, such as fruit flavouring agents.
  • the confectionary composition comprises a flavouring agent, e.g. a fruit flavouring agent.
  • flavouring agents which may be used include those flavouring agents known to the skilled artisan, such as natural and artificial flavouring agents. These flavouring agents may be chosen from synthetic flavour oils and flavouring aromatics and/or oils, oleoresins and extracts derived from plants, leaves, flowers, fruits, and so forth, and combinations thereof.
  • Nonlimiting representative flavour oils include spearmint oil, cinnamon oil, oil of wintergreen (methyl salicylate), peppermint oil, clove oil, bay oil, anise oil, eucalyptus oil, thyme oil, cedar leaf oil, oil of nutmeg, allspice, oil of sage, mace, oil of bitter almonds, and cassia oil.
  • flavouring agents are artificial, natural and synthetic fruit flavours such as vanilla, and citrus oils including lemon, orange, lime, grapefruit, and fruit essences including apple, pear, peach, grape, strawberry, raspberry, cherry, plum, pineapple, apricot and so forth. These flavouring agents may be used in liquid or solid form and may be used individually or in admixture. Commonly used flavouring agents include mints such as peppermint, menthol, spearmint, artificial vanilla, cinnamon derivatives, and various fruit flavouring agents, whether employed individually or in admixture.
  • flavouring agents include aldehydes and esters such as cinnamyl acetate, cin- namaldehyde, citral diethylacetal, dihydrocarvyl acetate, eugenyl formate, p-methylamisol, and so forth may be used.
  • any flavouring agent or food additive such as those described in Chemicals Used in Food Processing, publication 1274, pages 63-258, by the National Academy of Sciences, may be used. This publication is incorporated herein by reference.
  • aldehyde flavouring agents include but are not limited to acetaldehyde (apple), benzaldehyde (cherry, almond), , citral, i.e., alpha-citral (lemon, lime), neral, i.e., beta-citral (lemon, lime), decanal (orange, lemon), ethyl vanillin (vanilla, cream), heliotrope, i.e., piperonal (vanilla, cream), vanillin (vanilla, cream), alpha-amyl cinnamaldehyde (spicy fruity flavours), butyraldehyde (butter, cheese), valeraldehyde (butter, cheese), citronellal (modifies, many types), decanal (citrus fruits), aldehyde C-8 (citrus fruits), al- dehyde C-9 (citrus fruits), aldehyde C-12 (citrus fruits), 2-ethy
  • the flavouring agent may be employed in either liquid form and/or dried form.
  • suitable drying means such as spray drying the oil may be used.
  • the flavouring agent may be absorbed onto water soluble materials, such as cellulose, starch, sugar, maltodextrin, gum arabic and so forth or may be encapsulated. The actual techniques for preparing such dried forms are well- known.
  • the flavouring agents may be used in many distinct physical forms well-known in the art to provide an initial burst of flavour and/or a prolonged sensation of flavour.
  • such physical forms include free forms, such as spray dried, powdered, beaded forms, encapsulated forms, and mixtures thereof.
  • the amount of flavouring agent employed herein may be a matter of preference subject to such factors as the type of final chewing gum composition, the individual flavour, the gum base employed, and the strength of flavour desired. Thus, the amount of flavouring may be varied in order to obtain the result desired in the final product and such variations are within the capabilities of those skilled in the art without the need for undue experimentation.
  • the flavouring agent is generally present in amounts from about 0.02% to about 5%, and more specifically from about 0.1% to about 2%, and even more specifically, from about 0.8% to about 1.8%, by weight of the chewing gum composition.
  • Colouring agents may be used in amounts effective to produce the desired colour.
  • the col- ouring agents may include pigments, which may be incorporated in amounts up to about 6%, by weight of the gum composition.
  • titanium dioxide may be incorporated in amounts up to about 2%, and preferably less than about 1%, by weight of the gum composition.
  • the colourants may also include natural food colours and dyes suitable for food, drug and cosmetic applications. These colourants are known as F.D.& C. dyes and lakes.
  • the materials acceptable for the foregoing uses are preferably water-soluble.
  • Illustrative nonlimiting examples include the indigoid dye known as F.D.& C. Blue No. 2, which is the disodium salt of 5,5-indigotindisulfonic acid.
  • the dye known as F.D.& C. Green No. 1 comprises a triphenylmethane dye and is the monosodium salt of 4-[4-(N- ethyl-p-sulfoniumbenzylamino) diphenylmethylene]-[l-(N-ethyl-N-p— sulfoniumbenzyl)- delta-2,5-cyclohexadieneimine].
  • F.D.& C. colourants and their corresponding chemical structures may be found in the Kirk-Othmer Encyclopedia of Chemical Technology, 3rd Edition, in volume 5 at pages 857-884, which text is incorporated herein by reference.
  • the at least one confectionary ingredient may comprise a bulk sweetener.
  • the bulk sweetener may be selected from the group consisting of monosaccharides, disac- charides, polysaccharides, sugar alcohols, and mixtures thereof; randomly bonded glucose polymers such as those polymers distributed under the tradename POLYDEXTROSE by Pfizer, Inc., Groton, Conn.; isomalt, such as isomalt ST or isomalt GS, maltodextrins; hydrogenated starch hydrolysates; hydrogenated hexoses; and hydrogenated disaccharides.
  • the bulk sweetener may be selected from the group consisting of dextrose, sucrose, lactose, hydrogenated starch hydrolysates, xylitol, mannitol, sorbitol, maltitol, isomalt, erythritol, lactitol, and maltodextrin.
  • the confectionary composition normally comprises the bulk sweetener in an amount in the range of 5-95% by weight, such as in an amount in the range of 10-80% by weight.
  • the confectionary composition may comprise the bulk sweetener in an amount in the range of 30-70% by weight, such as in the range of 40-55% by weight, or in the range of 30-50% by weight.
  • the high intensity sweetener comprised by said at least one confectionary ingredient may be selected from the group consisting of sucralose, neotame, NEPH, aspartame, salts of acesulfame, alitame, saccharin and its salts, cyclamic acid and its salts, glycyrrhizin, dihy- drochalcones, thaumatin, monellin, stevioside, and combinations thereof.
  • cooling agents a variety of well known cooling agents may be employed.
  • the useful cooling agents are included menthol, xylitol, menthane, menthone, menthyl acetate, menthyl salicylate, N,2,3-trimethyl-2-isopropyl butanamide (WS-23), N-ethyl-p-menthane-3-carboxamide (WS-3), menthyl succinate, 3,1- menthoxypropane 1,2-diol, among others.
  • menthol xylitol
  • menthane menthone
  • menthyl acetate menthyl salicylate
  • WS-23 N,2,3-trimethyl-2-isopropyl butanamide
  • WS-3 N-ethyl-p-menthane-3-carboxamide
  • menthyl succinate 3,1- menthoxypropane 1,2-diol, among others.
  • the cooling agents are typically present in amounts of about 0.001 to about 10% by weight of the total confectionary composition.
  • Warming components may be selected from a wide variety of compounds known to provide the sensory signal of warming to the user. These compounds offer the perceived sen- sation of warmth, particularly in the oral cavity, and often enhance the perception of flavours, sweeteners and other organoleptic components.
  • vanillyl alcohol n-butylether supplied by Takasago Perfu- mary Company Limited, Tokyo, Japan
  • vanillyl alcohol n-propylether vanillyl alcohol iso- propylether
  • vanillyl alcohol isobutylether vanillyl alcohol n-aminoether
  • vanillyl alcohol isoamyleather vanillyl alcohol n-hexyleather
  • vanillyl alcohol methylether vanillyl alcohol ethyleather
  • gingerol, shogaol, paradol, zingerone capsaicin, dihydrocapsaicin, nordihy- drocapsaicin, homocapsaicin, homodihydrocapsaicin, ethanol, isopropol alcohol, iso-amy- lalcohol, benzyl alcohol, glycerine, and combinations thereof.
  • TK-1000 vanillyl alcohol n-butyl
  • the confectionary composition may be processed into in a number of different shapes such as a stick, a core, a tablet, a slab, a bead, a pellet, a tape, or a ball.
  • a confectionary composition according to the present invention has typically a weight in the range of 0.1-100 g, such as in the range of 0.5-5 g or in the range of 0.75-2.5 g, preferably in the range of 0.8-2 g, and even more preferred in the range of 1-1.5 g.
  • Center filled confectionary composition normally have weights in the range of 0.5-5 g, preferably in the range of 1-4 g, and even more preferred in the range of 2-3 g.
  • Typical weights for bead shaped confectionary composition are in the range of 0.1-0.6 g, preferably in the range of 0.2-0.5 g, and even more preferred in the range of 0.3-0.4 g.
  • Another aspect of the present invention relates to a confectionary encapsulation delivery system essentially consisting of the encapsulation delivery system as described herein.
  • a further aspect of the invention relates to method of preparing a confectionary composition, the method comprising the step of mixing one or more encapsulation delivery systems with a confectionary base.
  • Such confectionary compositions may be a chewing gum, a toffee, a caramel, a gummy candy, or a jelly candy.
  • a further aspect of the invention relates to a method of preparing a particulate encapsulation delivery system comprising at least one high intensity sweetener and at least one natural resin.
  • the encapsulation delivery system may be prepared by first melting the natural resin of the encapsulation delivery system, e.g. in a high shear mixer. A softening system may then be added to the molten polymer. The high intensity sweetener may then be added to the resulting mixture and mixed, e.g. under high shear.
  • the resulting filled polymer melt is then cooled and formed to a suitable size, e.g. by means such as chopping, pulverizing, milling or grinding.
  • the encapsulation delivery system may be stored in an air tight container with low humidity until it is to be employed in a confectionary composition.
  • the method comprising the step of: a) mixing the at least one high intensity sweetener with at least one natural resin, b) converting the mixture of step a) to particles, thus obtaining the encapsulation delivery system.
  • Step a) may also involve mixing components such as a softening system and/or at least one elastomer with the at least one high intensity sweetener and the at least one natural resin.
  • step a) is preferably performed at or above the softening point of the at least one natural resin, e.g. 0-10 0 C above the softening point of the at least one natural resin.
  • Step b) typically comprises a step of cooling the mixture of step a) prior to the converting the mixture into particles.
  • the cooling may e.g. be performed by means of air, gas or liquid.
  • the method of preparing a particulate encapsulation delivery system may furthermore comprise an extrusion process and/or a cutting process as described in U.S. patent No. 5,789,002, the contents of which are incorporated herein by reference for all purposed.
  • the object of the studies described in the following examples was to test different encapsulation delivery systems comprising combinations of high intensity sweeteners, encapsulation materials, softening systems, elastomers and other ingredients.
  • Example 1 Preparation of encapsulation delivery systems
  • Piccoiyte® A115 a polyterpene resin of alpha-pinene (Sp. 112 - 118°C) o Piccolyte® HM115, styrenated polyterpene resin (Sp. 112 - 118°C) o Piccolyte® S125, a polyterpene resin of beta - pinene (Sp. 122 - 128 0 C) o Polymerized resin, Glycerol ester of polymerized gum rosin (Sp. 95 - 105 0 C) o Hydrogenerized resin, Glycerol ester of partially hydrogenated gum rosin (Sp. 77 - 81°C)
  • butyl rubber was used as the elastomer and talc powder was used as anti-caking agent.
  • the encapsulation delivery systems were prepared by first adding elastomer and talc powder to a Z-blade mixer at 90 -120 0 C. Subsequently, polyterpene resin (Piccolyte®) was added slowly, to ensure that the elastomer was mixed thoroughly. Following this, the softening system was added to the mixer, and finally high intensity sweetener was added. The admixture was taken out of the kneading kettle and by rolling and scoring divided until small pieces. The admixture was stored at room temperature until grinding.
  • the small pieces were cooled down with carbon dioxide for at least 2 hours.
  • the small pieces were grinded through a 3 mm sieve in the granulator. During the grinding process, a little dry ice was added. The carbon dioxide was added to avoid that the pieces became hot and sticky during the grinding process.
  • Tables 1.1 - 1.5 below show the combinations high intensity sweeteners, encapsulation materials, softening systems, elastomers and other ingredients in different encapsulation delivery systems.
  • compositions comprising the above described encapsulation delivery systems were prepared, including the standard composition with ground Acesulfame-K.
  • high intensity sweetener, encapsulation materials and softening systems different particle sizes of the encapsulation delivery system were tested.
  • All chewing gum compositions contained gum base, sorbitol (bulk sweetener), maltitol syrup, food acids, lemon flavour, and encapsulated high intensity sweetener delivery systems or ground high intensity sweeteners.
  • the Acesulfame - K was added as non-encapsulated, ground high intensity sweetener, whereas the high intensity sweetener in the test compositions were added as encapsulated, ground high intensity sweetener, i.e. encapsulation delivery system.
  • the theoretical amount of high intensity sweetener in the chewing gum composition was 0.7 % (W/W).
  • the theoretical value of 0.7 % (W/W) implies that the overall percentage of high intensity sweetener is 2.33 % (W/W) since the content of acid in the encapsulation is 30% (W/W).
  • the chewing gum compositions were prepared as follows.
  • the chewing gum components were mixed in kneading kettles (mixers) with strong horizontally placed Z-shaped arms, which processes the raw materials and produces a homogeneous chewing gum mass.
  • the kneading kettles were heated to a temperature of approx. 45°C.
  • the gum base and the bulk sweetener were mixed for about 6-7 minutes.
  • Maltitol syrup were added and mixed, and after those food acids, lemon flavour and the encapsulated delivery system were added.
  • the admixture was kneaded for 15 minutes.
  • the chewing gum composition was taken out. After cooling, the chewing gum was formed by rolling and scoring into chewing gum centers (cores).
  • Tables 2.2 - 2.11 below show the combinations of high intensity sweeteners, particle size of the encapsulation delivery systems, and batch no. of the encapsulation delivery system (corresponding to the batch numbers in above tables 1.1-1.5) used different chewing gum compositions.
  • Acesulfame - K 0.30 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00
  • Particle size 500- 500- 500- 500- 180- 500- 500- micron 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000
  • the above chewing gum compositions were examined for release of sweetener in vivo. Two healthy, non smoking test persons, chewed one chewing gum composition for 0, 3, 6,10 and 15 minutes. The test persons were not allowed to drink or eat for 10 minutes prior to chewing and during chewing. The test persons were instructed to chew once pr. second and had a watch for their disposal during the chew test. The rest amount high intensity sweetener in the chewing gum was quantitatively analyzed by use of HPLC. The percentage release high intensity sweetener was calculated.
  • Aim The aim of a time-intensity test is to describe a product in detail with regard to sweetness.
  • the intensities of the sweetness are evaluated semi-continuously (i.e. typically with an interval of 15-25 seconds).
  • Panel training and calibration involves intensity training with regard to the chosen attributes using a 15 cm uni-polar unstructured scale with anchor points 10% from each end of the scale. With regard to references, preferably gums with extreme characteristics (either max or min) with regard to sweetness are applied to help the panel comprehend/recognize the sweetness intensity. In certain cases, other substances can be applied, e.g. chemical solutions or foodstuff. Discussion of the intensities takes places and the assessors preferably come to a consensus. The objective behind the set-up is unknown for the panel.
  • Test set-up A panel leader sets up the tailor-made test.
  • a sensory profiling is typically performed using 8-12 external trained assessors. Testing is performed in booths with daylight bulbs and a computer with the Fizz® for Windows version 2.10 A, copyright ⁇ 1994-2005 BIOSYSTEMES, France as data acquisition tool.
  • One piece of chewing gum is tested at a time, and samples marked with a three-digit code are served in a balanced order.
  • the samples are evaluated semi-continuously (typically 15- 25 seconds interval) with respect to the sweetness intensity.
  • the intensity scale is the 15 cm uni-polar unstructured scale.
  • the samples are tested for 10-30 min and all samples are replicated. The same panel typically evaluates all replicates.
  • the results are subjected to further analysis.
  • the analysis is based on the ANOVA using Duncan 5% level to discriminate the products. Mean results and level of significance are illustrated in graphs and tables.
  • ANOVA is supplemented with multivariate analysis in order to obtain a clearer overview of the differences and similarities between samples.
  • a softening system was incorporated in the encapsulation acid delivery system, in particular to provide a better mouth feel of the final chewing gum.
  • Table 4.1 and Fig.3 show the effect of different softening systems.
  • Example 5 Effect of polvterpene resins alone and in combination with PVAc.
  • Acesulfame-K is in particular delayed for the combination of PVAc with Piccolyte® C85 or Piccolyte® Cl 15 after 10 and 15 minutes with the particular softening system with or without elastomer.
  • Chewing gum 410 contains delivery system No. 398 which comprises high intensity sweetener encapsulated in a combination of PVAc having high and low molecular weight and wax.
  • Chewing gum 415 contains delivery system No. 403 which comprises high intensity sweetener encapsulated in a combination polyterpene resin, PVAc having both high and low molecular weight, and wax.
  • Chewing gum 424 contains delivery system No. 347 which comprises high intensity sweetener encapsulated in a combination of PVAc having high and low molecular weight, wax, and elastomer.
  • Chewing gum 425 contains delivery system No. 403 which comprises high intensity sweetener encapsulated in a combination polyterpene resin, PVAc having both high and low molecular weight, and wax.
  • Chewing gum 358 contains delivery system No. 242 which comprises high intensity sweetener encapsulated in polyterpene, wax, and elastomer.
  • Chewing gum 381 contains delivery system No. 373 which comprises high intensity sweetener encapsulated in polyterpene resin, a high molecular weight PVAc, wax, and elastomer.

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Abstract

The present invention relates to confectionary compositions comprising one or more encapsulation delivery systems containing high intensity sweeteners and natural resins. The invention furthermore relates to the encapsulation delivery system as such as well as to methods of preparing the encapsulation delivery system and the confectionary composition.

Description

RESIN ENCAPSULATED HIGH INTENSITY SWEETENER
FIELD OF THE INVENTION
The present invention relates to confectionary compositions comprising one or more encapsulation delivery systems containing high intensity sweeteners and natural resins. The invention furthermore relates to the encapsulation delivery system as such as well as to methods of preparing the encapsulation delivery system and the confectionary composition.
TECHNICAL BACKGROUND OF THE INVENTION
High intensity sweeteners have many important functions in confectionary products. One of these functions is that high intensity sweeteners may enhance the perception of other ingredients in the confectionary product. In particular, if high intensity sweeteners are present together with flavouring agents, the perception of the flavouring agents may be enhanced by the presence of high intensity sweeteners.
In relation to various chewable confectionary products, however, the release of high intensity sweeteners and other ingredients such as flavouring agents does not strictly follow the same release profile upon chewing. Usually high intensity sweeteners tend to release rather quickly from the confectionary product upon chewing, while certain other ingredients such as flavouring agents tend to retain in the confectionary product for a longer period. Consequently, if high intensity sweeteners are released from the confectionary product rather quickly, the perception of the other ingredients in the confectionary base may be significantly reduced.
Following this observation several attempts have been suggested in the prior art in order to delay the release of high intensity sweeteners in chewable confectionary products. Delayed release of high intensity sweeteners has traditionally been accomplished by a method of encapsulating the high intensity sweeteners into an encapsulation material, and subsequently incorporating the encapsulation material in the chewable confectionary product as discrete encapsulations for delivery of the high intensity sweeteners upon chewing. Besides the function of delaying the release of high intensity sweeteners, another advantage of encapsulating high intensity sweeteners is that it may buffer the high intensity sweeteners from other ingredients, and vice versa, which may be helpful in situations where the high intensity sweeteners and the ingredients may interact or react together in a manner that degrades the product if the high intensity sweetener is not encapsulated.
A limited number of different encapsulation materials, such as polyvinyl acetate (PVAc) or zein, have been suggested in the prior art. Despite the effects reported in the prior art, several problems arise in relation to the applicability of these encapsulation materials in chewable confectionary products such as chewing gums.
Since an encapsulation material has specific properties, the choice of encapsulation material may influence the texture or mouth feel of the final confectionary product. To obtain a desired texture or mouth feel of the final confectionary product, one possibility is to modify the components of the confectionary base system or to modify the content of other confectionary ingredients. Since the encapsulation material forms part of the final confectionary product, the final texture or mouth feel of the confectionary product is dependent on the choice of encapsulation material. Therefore it is desired to have encapsulation materi- als suited for the desired texture or mouth feel of the final confectionary product. In addition, it is desired to have encapsulation materials, which require reduced modification of the confectionary base system or other confectionary ingredients in order to obtain the desired texture or mouth feel of the final product.
Similarly, the incorporation of different sensation ingredients such as taste ingredients in the final confectionary product may highly interact with the confectionary base system or the other confectionary ingredients. For example, the addition of certain taste ingredients such as flavors may require modification of the confectionary base system or confectionary ingredients in order to achieve the desired final product. In turn, since the encapsulation material forms part of the final confectionary product, the final properties of the confectionary product are dependent on the choice of encapsulation material. Therefore it is desired to have encapsulation materials suited for the desired properties of the final confectionary product. In addition, it is desired to have encapsulation materials which require reduced modification of the confectionary base system or other confectionary ingredients in order to obtain the desired sensation of the final product.
Furthermore, the encapsulation materials of the prior art limit the opportunity of designing confectionary products having customer acceptable release profiles of high intensity sweetener. In some applications it may be desired to have a rather delayed release of high intensity sweeteners in the confectionary product while in some other applications it may be desired to have another release profile of high intensity sweeteners dependent on the customer needs. Consequently, there is a need for alternative encapsulation materials, in particular to be able to control the release of high intensity sweeteners in accordance with customer demands.
Additionally, the use of high intensity sweeteners in confectionary products may compromise the shelf life of the confectionary product if special precautions are not taken. High intensity sweeteners may reduce the stability of the confectionary product, e.g. by altering properties of the confectionary base, the coating (if the confectionery is coated), or of confectionary ingredients such as flavours.
SUMMARY OF THE INVENTION
Accordingly, in one aspect of the present invention there is provided a chewable confectionary composition having modified release. The composition comprises a confectionary base, at least one confectionary ingredient, and one or more encapsulation delivery systems comprising at least one high intensity sweetener and at least one natural resin.
Another aspect of the present invention related to the encapsulation delivery system as such. The encapsulation delivery system comprises at least one high intensity sweetener and at least one natural resin.
Yet other aspect of the invention relates to methods for preparing the encapsulation delivery system and the confectionary composition.
BRIEF DESCRIPTION OF THE FIGURES
In the following some embodiments of the present invention will be described with reference to the figures, wherein
Figure l(A) is a schematic illustration of particles of an encapsulation delivery system and Figure l(B) is a schematic illustration of a cross section of a confectionary composition comprising particles of an encapsulation delivery system; Figure 2 shows a Scanning Electron Microscopy picture of particles of an encapsulation delivery system;
Figure 3 shows in vivo chew out studies of Acesulfame K release. The encapsulation system consisted of Polyterpen resin Piccolyte®C115 and 10% elastomer;
Figure 4 shows in vivo chew out studies of Acesulfame K release. The encapsulation delivery system consisted of polyterpene resin in combination with PVAc, microcrystalline wax and elastomers;
Figure 5 shows sensory evaluation (Time Intensity test) of sweetness intensity of Acesulfame K. Encapsulation delivery system 410 consisted of PVAc alone (high and low molecular weight) and microcrystalline wax and encapsulation delivery system 415 consisted of a combination of PVAc (high and low molecular weight) with polyterpene resin and microcrystalline wax;
Figure 6 shows sensory evaluation (Time Intensity test) of sweetness intensity of Acesulfame K. Encapsulation delivery system 424 consisted of PVAc alone (high and low molecular weight) together with elastomer and microcrystalline wax and encapsulation delivery system 425 consisted of PVAc (high and low molecular weight) together with polyterpene resin and microcrystalline wax;
Figure 7 shows sensory evaluation (Time Intensity test) of sweetness intensity of Acesulfame K. Encapsulation delivery system 358 consisted of polyterpene resin together with elastomer and microcrystalline wax and encapsulation delivery system 381 consisted of PVAc (high and low molecular weight) together with polyterpene resin, elastomer and microcrystalline wax;
DETAILED DESCRIPTION OF THE INVENTION
The present invention is based on the finding that a chewable confectionary composition, which comprises one or more encapsulation delivery systems comprising at least one high intensity sweetener and at least one natural resin, has a modified release of high intensity sweetener when the confectionary composition is chewed.
An aspect of the invention relates to a chewable confectionary composition having modified release, said composition comprising a confectionary base, at least one confectionary in- gredient, and one or more encapsulation delivery systems comprising at least one high intensity sweetener and at least one natural resin.
In a preferred embodiment of the invention, the one or more encapsulation delivery sys- terns comprise an amount of the at least one natural resin in the range of 5-100% by weight, such as in the range of 10-90% by weight, preferably in the range of 20-80% by weight, and even more preferred in the range of 40-60% by weight.
It is envisioned that the one or more encapsulation delivery systems may comprise an amount of the at least one natural resin in the range of 10-100% by weight, such as in the range of 15-100% by weight, preferably in the range of 20-100% by weight, such as range of 25-100% by weight, range of 30-100% by weight, in the range of 40-100% by weight, or in the range of 60-100% by weight.
Alternatively, the one or more encapsulation delivery systems may comprise an amount of the at least one natural resin in the range of 5-60% by weight, such as in the range of 5- 40% by weight, e.g. in the range of 5-20% by weight.
In a preferred embodiment of the invention, the one or more encapsulation delivery sys- terns comprise a total amount of natural resin in the range of 5-100% by weight, such as in the range of 10-90% by weight, preferably in the range of 20-80% by weight, and even more preferred in the range of 40-60% by weight.
For example that the one or more encapsulation delivery systems may comprise a total amount of natural resin in the range of 10-100% by weight, such as in the range of 15- 100% by weight, preferably in the range of 20-100% by weight, such as in the range of 40-100% by weight, or in the range of 60-100% by weight.
Alternatively, the one or more encapsulation delivery systems may comprise a total amount of natural resin in the range of 5-60% by weight, such as in the range of 5-40% by weight, e.g. in the range of 5-20% by weight.
The at least one natural resin comprised in the one or more encapsulation delivery systems may comprise at least one polyterpene resin. Alternatively, the at least one natural resin may comprise at least one hydrogenated resin. Also, the at least one natural resin may comprise at least one polymerised resin. It is also envisioned that the natural resin may comprises mixtures of natural resins, such as at least one hydrogenated resin and at least one polyterpene resin; at least one polymerised resin and at least one polyterpene resin; at least one hydrogenated resin and at least one polymerised resin; or at least one hydro- genated resin, at least one polyterpene resin, and at least one polymerised resin.
Natural resins such as hydrogenated resins or polymerised resins are well-known to the person skilled in the art, and may e.g. be based on abietic acid.
The encapsulation delivery systems and the confectionary composition of the invention offer the encapsulated high intensity sweetener a barrier have an improved hydrophobicity. The improved barrier efficiently protects the encapsulated high intensity sweetener against moisture and other components that may affect the stability of the high intensity sweetener and the resulting confectionary composition.
Another advantage of the encapsulation delivery systems of the invention is that natural resins are of similar chemical structure as some confectionary bases, such as gum bases, which make the encapsulation delivery systems easier to mix and easier to uniformly distribute in confectionary base. The similarity in chemical structure has the additional effect that the encapsulation delivery systems bind easily to the confectionary base, such as gum bases.
Both uniform distribution of the encapsulation delivery systems and efficient binding to the confectionary base are believed to contribute to an improved the coherency and an improved mouth feel of the resulting confectionary composition.
Yet an advantage of the encapsulation delivery systems of the invention is their ability to efficiently delay the release of the high intensity sweetener from the confectionary composition.
In an embodiment of the invention, the one or more encapsulation delivery systems further comprise at least one texture modifying agent.
The one or more encapsulation delivery systems typically comprise the texture modifying agent in an amount in the range of 1-25% by weight, preferably in an amount in the range of 2-20% by weight, such as in an amount in the range of 5-15% by weight.
In an embodiment of the invention, the texture modifying agent comprises an elastomer. In another embodiment of the invention, the texture modifying agent comprises a softening system, and in yet another embodiment of the invention, the texture modifying agent comprises both an elastomer and a softening system. Thus, in a preferred embodiment of the invention, the one or more encapsulation delivery systems further comprise at least one elastomer.
In another embodiment of the invention, the one or more encapsulation delivery systems furthermore comprise a softening system.
The softening system may e.g. be present in an amount of 3-10% by weight of the one or more encapsulation delivery systems.
The modified release of the confectionary composition relates to a modified release of high intensity sweetener when the confectionary composition is chewed. A unique advantage of the one or more encapsulation delivery systems comprising natural resin and high intensity sweetener is that they may release the high intensity sweetener very slowly.
The encapsulation delivery system of the present invention may comprise at least one high intensity sweetener encapsulated in an encapsulation matrix. In some embodiments, the encapsulation matrix may comprise some or all of the high intensity sweetener. The encapsulation matrix may comprise at least one natural resin. The encapsulation matrix may furthermore comprise components such as a softening system as described herein and/or an elastomer as described herein. In some embodiments, the encapsulation matrix may comprise further materials and ingredients. In particular the encapsulation matrix may comprise further resinous or elastomeric components. In addition, the encapsulation matrix may comprise non-high intensity sweetener ingredients, which will be known to the person skilled in the art such as for instance active ingredients.
An encapsulation delivery system is typically a particulate system, i.e. containing one or more particles comprising the encapsulation matrix encapsulating the at least one high intensity sweetener. When present in the confectionary composition, the one or more encapsulation delivery systems may be dispersed as particles throughout the confectionary composition as illustrated in Figure 1.
The confectionary composition according to the present invention has shown to have an increased stability and thus a longer shelf life relative to prior art confectionary compositions. Without being bound by theory, it is believed that the increased stability is due to the presence of the natural resin, and in particular polyterpene resin, which has lower water permeability than prior art encapsulation materials. In an embodiment of the invention, the at least one natural resin has a softening point (Sp.) of at most 2000C, preferably at most 130°, and even more preferably of at most 1000C.
5 In another embodiment of the invention, the at least one natural resin has a softening point of at least 700C, such as at least 800C, preferably of at least 100°C, and even more preferably of at least HO0C, such as at least 1200C.
For example, the at least one natural resin may have a softening point in the range of 70- 10 2000C, preferably in the range of 70-130°C°, and even more preferably in the range of 75- 95°C°.
In a preferred embodiment of the invention, the at least one polyterpene resin comprises polymerised monoterpenes. It is envisioned that the at least one polyterpene resin may 15 consist essentially of polymerised monoterpenes.
In a further preferred embodiment of the invention, the at least one polyterpene resin comprises polymerised cyclic monoterpenes, and it envisioned that the at least one polyterpene resin may consist essentially of polymerised, cyclic monoterpenes. 20
In a preferred embodiment of the invention, the at least one polyterpene resin comprises polymerised limonene. The at least one polyterpene resin may consist essentially of polymerised limonene.
25 In a preferred embodiment of the invention the at least one polyterpene resin comprises polymerised alpha-pinene. The at least one polyterpene resin consists essentially of polymerised alpha-pineήe.
In a preferred embodiment of the invention, the at least one polyterpene resin comprises 30 polymerised beta-pinene. The at least one polyterpene resin may consist essentially of polymerised beta-pinene.
Also, the at least one polyterpene resin may comprise styrenated polyterpene resin.
35 The one or more encapsulation delivery systems may comprise a combination of two or more polyterpene resins. For example the encapsulation delivery system may comprise a combination of polymerised alpha-pinene and polymerised beta-pinene; a combination of polymerised alpha-pinene and polymerised limonene; a combination of polymerised alpha- pinene and styrenated polyterpene resin. In an embodiment of the invention, the at least one polyterpene resin comprises at least 50% by weight polymerised monoterpenes, preferably at least 75% by weight polymerised monoterpenes, even more preferably at least 95% by weight polymerised monoterpenes.
In another embodiment of the invention, the at least one polyterpene resin comprises at least 50% by weight polymerised cyclic monoterpenes, preferably at least 75% by weight polymerised cyclic monoterpenes, even more preferably at least 95% by weight polymer¬ ised cyclic monoterpenes.
In some embodiments, the elastomer may be or include one or more of the following: butyl rubber, polyisobutylen, isobutylene-isoprene copolymer, styrene-butadiene copolymer, styrene-isoprene-styrene copolymer, polyisoprene, polyethylene, vinyl acetate- vinyl laurate copolymer, and combinations thereof.
Useful synthetic elastomers include, but are not limited to, synthetic elastomers listed in U.S. Food and Drug Administration, CFR, Title 21, Section 172,615, the Masticatory Substances, Synthetic, the contents of which are incorporated herein by reference for all purposes) such as polyisobutylene. e.g. having a gas pressure chromatography (GPC) average molecular weight in the range of about 10,000 to 1,000,000 including the range of 50,000 to 80,000, isobutylene-isoprene copolymer (butyl elastomer), styrene- butadiene copolymers e.g. having styrene-butadiene ratios of about 1:3 to 3: 1, polyisoprene, polyethylene, vinyl acetate-vinyl laurate copolymer e.g. having a vinyl laurate content of about 5 to 50% by weight such as 10 to 45% by weight of the copolymer, and combinations hereof.
It is possible to combine a synthetic elastomer having a high molecular weight and a synthetic elastomer having a low molecular weight elastomer. Presently preferred combinations of synthetic elastomers include, but are not limited to, polyisobutylene and styrene- butadiene, polyisobutylene and polyisoprene, polyisobutylene and isobutylene-isoprene copolymer (butyl rubber) and a combination of polyisobutylene, styrene-butadiene copolymer and isobutylene isoprene copolymer, and all of the above individual synthetic polymers in admixture with polyvinyl acetate, vinyl acetate-vinyl laurate copolymers, respectively and mixtures thereof.
The presently preferred elastomers are butyl rubber and polyisobutylen, which e.g. may be used separately or in combination in the one or more encapsulation delivery systems.
In accordance with the present invention the chewable confectionary composition comprises at least one confectionary ingredient. In a useful embodiment, the at least one confectionary ingredient of the confectionary composition may comprise at least one high intensity sweetener.
In the context of the present invention, the term "high intensity sweetener" or "high potency sweetener" relates to sweeteners that have a more intense sweetness than sucrose.
Useful high intensity sweeteners may have a sweetness intensity which is at least 30 times higher than the sweetness intensity of sucrose, and preferably at least 50 times higher than the sweetness intensity of sucrose, such as at least 200 times higher than the sweetness intensity of sucrose, or at least 500 times higher than the sweetness intensity of sucrose.
In a preferred embodiment of the invention, the at least one high intensity sweetener is selected from the group consisting of sucralose, neotame, NEPH, aspartame, salts of acesulfame (such as acesulfame-K), alitame, saccharin and its salts, cyclamic acid and its salts, glycyrrhizin, dihydrochalcones, thaumatin, moneilin, stevioside, and mixtures thereof.
The at least one further high intensity sweetener of the confectionary composition may be the same as the at least one high intensity sweetener of the at least one encapsulation delivery system. Alternatively, the at least one high intensity sweetener of the confectionary composition may be different from the at least one high intensity sweetener of the at least one encapsulation delivery system.
The at least one high intensity sweetener will typically be in a particulate form and may for example comprise a ground high intensity sweetener.
In a preferred embodiment of the invention, the average particle size of the at least one high intensity sweetener is in the range of 0.1-100 μm, preferably in the range of 1-50 μm.
The one or more encapsulation delivery systems may comprise an amount of polyterpene resin in the range of 5-100% by weight, preferably in the range of 20-80% by weight, and even more preferred in the range of 30-60% by weight.
The one or more encapsulation delivery systems may comprise an amount of the at least one polyterpene resin in the range of 5-100% by weight, preferably in the range of 20- 80% by weight, and even more preferred in the range of 30-60% by weight. The one or more encapsulation delivery systems may contain a high content of polyter- pene resin, e.g. an amount of polyterpene resin in the range of 50-100% by weight of the encapsulation delivery system, e.g. in the range of 60-95% by weight, such as in the range of 65-80% by weight.
The one or more encapsulation delivery systems may also contain an amount of polyterpene resin in the range of 5-60% by weight of the encapsulation delivery system, e.g. in the range of 15-50% by weight, such as in the range of 25-40% by weight.
The one or more encapsulation delivery systems may e.g. comprise an amount of the at least one elastomer in the range of 0 -30% by weight, preferably in the range of 5-20% by weight, even more preferred in the range of 7-15% by weight.
The one or more encapsulation delivery systems could for example comprise an amount of the at least one high intensity sweetener in the range of 0.1-50% by weight, preferably in the range of 10-45% by weight, even more preferred in the range of 20-40% by weight.
Normally, the confectionary composition comprises an amount of the at least one high intensity sweetener in the range of 0.1-10% by weight, preferably in the range of 0.2-5% by weight, even more preferred in the range of 0.3-3% by weight.
When the weight percentage of a component of the confectionary composition is described herein, the weight percentage is related to the uncoated confectionary composition unless stated otherwise.
In an embodiment of the invention, the confectionary composition comprises a total amount of high intensity sweetener in the range of 0.1-10% by weight, preferably in the range of 0.5-5% by weight, even more preferred in the range of 1-3% by weight.
In an embodiment of the invention, the one or more encapsulation delivery systems furthermore comprise at least one food acid.
In another embodiment of the invention, the at least one confectionary ingredient comprises at least one food acid.
In the context of the present invention, the term "food acid" pertains to acids that are safe to use in food products. The food acids are typically mono-, di-, or tri-carboxylic acids. The food acid, that is, the at least one food acid may e.g. be selected from the group consisting of citric acid, tartaric acid, malic acid, fumaric acid, succinic acid, ascorbic acid, adipic acid and lactic acid, and mixtures thereof. Phosphoric acid may also be a food acid according to the present invention.
The at least one food acid is typically selected from the group consisting of citric acid, tartaric acid, malic acid, fumaric acid, succinic acid, ascorbic acid, adipic acid and lactic acid, and mixtures thereof.
The one or more encapsulation delivery systems may comprise an amount of the at least one food acid in the range of 1-50% by weight, preferably in the range of 5-45% by weight, even more preferred in the range of 20-40% by weight.
It is envisioned that the confectionary composition may comprise an amount of the at least one food acid in the range of 0.1-10% by weight, preferably in the range of 0.5-5% by weight, even more preferred in the range of 1-3% by weight.
The at least one food acid may e.g. comprise a ground food acid.
The confectionary composition may comprise an amount of the one or more encapsulation delivery systems in the range of 0.5-20% by weight, preferably in the range of 1-10% by weight, even more preferred in the range of 1.5-6% by weight.
A range of different particle sizes of the one or more encapsulation delivery systems are envisioned. However, the average particle size of the one or more encapsulation delivery systems is normally in the range of 100-2000 μm, preferably in the range of 100-1000 μm, and even more preferred in the range of 100-800 μm. The size of a particle is measured as the length of the longest dimension of the particle.
In preferred embodiments of the invention, the one or more encapsulation delivery systems comprise polyvinyl acetate. In some embodiments, polyvinyl acetate may e.g. have a GPC average molecular weight in the range of 2,000 to 90,000 such as the range of 3,000 to 80,000 including the range of 30,000 to 50,000.
The one or more encapsulation delivery systems may e.g. comprise at least one polyterpene resin and at least one polyvinyl acetate.
In some embodiments of the invention, the at least one polyvinyl acetate has a molar weight in the range of 5,000-40,000 g/mol, preferably in the range of 7,500 - 20,000 g/mol, and even more preferably in the range of 10,000 - 15,000 g/mol. The molar weights of polymers mentioned herein are weight average molar weights unless stated otherwise.
In other embodiments of the invention, the at least one polyvinyl acetate has a molar weight (Mw) in the range of 40,000-100,000 g/mol, preferably in the range of 45,000 - 85,000 g/mol, and even more preferably in the range of 50,000 - 70,000 g/mol.
In an embodiment of the invention, the at least one polyvinyl acetate comprises a first polyvinyl acetate having a molar weight (Mw) in the range of 5,000-40,000 g/mol and a second polyvinyl acetate having a molar weight (Mw) in the range of 40,000-100,000 g/mol.
In a preferred embodiment of the invention, the at least one polyvinyl acetate comprises a first polyvinyl acetate having a molar weight (Mw) in the range of 7,500-30,000 g/mol and a second polyvinyl acetate having a molar weight (Mw) in the range of 45,000-85,000 g/mol.
In an even more preferred embodiment of the invention, the at least one polyvinyl acetate comprises a first polyvinyl acetate having a molar weight (Mw) in the range of 10,000- 15,000 g/mol and a second polyvinyl acetate having a molar weight (Mw) in the range of 50,000-70,000 g/mol.
In a preferred embodiment of the invention, the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 5-80% by weight and polyvinyl acetate in an amount in the range of 5-80% by weight.
In another preferred embodiment of the invention, the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 20-40% by weight and polyvinyl acetate in an amount in the range of 20-40% by weight.
In yet another preferred embodiment of the invention, the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 25-35% by weight and polyvinyl acetate in an amount in the range of 25-35% by weight.
In a preferred embodiment of the invention, the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 10-30% by weight, the first polyvinyl acetate in an amount in the range of 10-30% by weight, and the second polyvinyl acetate in an amount in the range of 10-30% by weight. In another preferred embodiment of the invention, the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 15-25% by weight, the first polyvinyl acetate in an amount in the range of 15-25% by weight, and the second polyvinyl acetate in an amount in the range of 15-25% by weight.
For some of these embodiments it may be preferred that the polyterpene resin has a softening point in the range of 70-100 degrees C, preferably in the range of 75-95 degrees C, and even more preferably in the range 80-90 degrees C.
Generally it is envisioned that the one or more encapsulation delivery systems may comprise polyvinyl acetate in an amount in the range of 10-90% by weight of the one or more encapsulation delivery systems. For example, the one or more encapsulation delivery systems may comprise polyvinyl acetate in an amount in the range of 15-85% by weight of the one or more encapsulation delivery systems, in the range of 20-80% by weight, in the range of 25-75% by weight, in the range of 30-70% by weight, in the range of 35- 65% by weight, or in the range of 40-60% by weight, such as in the range of 45-55% by weight.
In an embodiment of the invention, the one or more encapsulation delivery systems comprise polyvinyl acetate in an amount in the range of 10-90% by weight of the one or more encapsulation delivery systems and natural resin in an amount in the range of 10- 90% by weight of the one or more encapsulation delivery systems. For example, the one or more encapsulation delivery systems may comprise polyvinyl acetate in an amount in the range of 15-60% by weight of the one or more encapsulation delivery systems and natural resin in an amount in the range of 15-50% by weight of the one or more encapsulation delivery systems.
In another embodiment of the invention, the one or more encapsulation delivery systems comprise polyvinyl acetate in an amount in the range of 10-90% by weight of the one or more encapsulation delivery systems and polyterpene resin in an amount in the range of 10-90% by weight of the one or more encapsulation delivery systems. The one or more encapsulation delivery systems may e.g. comprise polyvinyl acetate in an amount in the range of 15-60% by weight of the one or more encapsulation delivery systems and natural resin in an amount in the range of 15-50% by weight of the one or more encapsulation delivery systems. In an embodiment of the invention, the one or more encapsulation delivery systems comprise
- at least one polyterpene resin having a softening point in the range of 75-95 degrees C in an amount in the range of 10-30% by weight, - a first polyvinyl acetate having a molar weight (Mw) in the range of 7,500-30,000 g/mol in an amount in the range of 10-30% by weight, and
- a second polyvinyl acetate having a molar weight (Mw) in the range of 45,000-85,000 g/mol in an amount in the range of 10-30% by weight.
In another embodiment of the invention, the one or more encapsulation delivery systems comprise
- at least one polyterpene resin having a softening point in the range of 105-125 degrees C in an amount in the range of 10-30% by weight,
- a first polyvinyl acetate having a molar weight (Mw) in the range of 7,500-30,000 g/mol in an amount in the range of 10-30% by weight,
- a second polyvinyl acetate having a molar weight (Mw) in the range of 45,000-85,000 g/mo! in an amount in the range of 10-30% by weight, and
- a texture modifying agent, preferably a wax, in an amount in the range of 1-15% by weight.
In yet another embodiment of the invention, the one or more encapsulation delivery systems comprise
- at least one polyterpene resin having a softening point in the range of 75-95 degrees C in an amount in the range of 20-40% by weight, - a polyvinyl acetate having a molar weight (Mw) in the range of 45,000-85,000 g/mol in an amount in the range of 20-40% by weight,
- an elastomer in an amount in the range of 1-15% by weight, and
- a softening system in an amount in the range of 1-15% by weight.
In a further embodiment of the invention, the one or more encapsulation delivery systems comprise
- at least one polyterpene resin having a softening point in the range of 105-125 degrees C in an amount in the range of 20-40% by weight, - a polyvinyl acetate having a molar weight (Mw) in the range of 45,000-85,000 g/mol in an amount in the range of 20-40% by weight, and
- an elastomer in an amount in the range of 1-15% by weight, and
- a softening system in an amount in the range of 1-15% by weight. In an additional embodiment of the invention, the one or more encapsulation delivery systems comprise
- at least one polyterpene resin having a softening point in the range of 105-125 degrees C in an amount in the range of 20-40% by weight, - a polyvinyl acetate having a molar weight (Mw) in the range of 45,000-85,000 g/mol in an amount in the range of 20-40% by weight, and
- a modifying system in an amount in the range of 1-15% by weight.
In another embodiment of the invention, the one or more encapsulation delivery systems comprise
- at least one polyterpene resin having a softening point in the range of 105-125 degrees C in an amount in the range of 20-40% by weight,
- a polyvinyl acetate having a molar weight (Mw) in the range of 45,000-85,000 g/mol in an amount in the range of 20-40% by weight, - an elastomer in an amount in the range of 1-15% by weight, and
- a softening system in an amount in the range of 1-15% by weight.
In still another embodiment of the invention, the one or more encapsulation delivery systems comprise - at least one polyterpene resin having a softening point in the range of 105-125 degrees C in an amount in the range of 20-40% by weight,
- a polyvinyl acetate having a molar weight (Mw) in the range of 45,000-85,000 g/mol in an amount in the range of 20-40% by weight, and
- an elastomer in an amount in the range of 1-15% by weight, and - a wax in an amount in the range of 1-15% by weight.
Natural resins comprised in the encapsulation delivery system may include, but are not limited to, natural rosin esters, often referred to as ester gums including as examples glycerol esters of partially hydrogenated rosins, glycerol esters of polymerised rosins, glycerol esters of partially dimerised rosins, glycerol esters of tally oil rosins, pentaerythritol esters of partially hydrogenated rosins, methyl esters of rosins, partially hydrogenated methyl esters of rosins and pentaerythritol esters of rosins.
In a preferred embodiment of the invention, the confectionary composition comprises two or more encapsulation delivery systems, such as three or more encapsulation delivery systems. The different encapsulation delivery systems preferably have different release characteristics. In one embodiment, the encapsulation delivery systems according to the invention further comprise at least one encapsulation delivery system comprising at least one high intensity sweetener and at least one polyvinyl acetate.
For example, the encapsulation delivery systems may comprise at least a first encapsulation delivery system comprising the at least one polyterpene resin and at least a second encapsulation delivery system comprising the at least one polyvinyl acetate.
Also, the encapsulation delivery systems may comprise at least a first encapsulation deliv- ery system comprising the at least one hydrogenated resin and at least a second encapsulation delivery system comprising the at least one polyvinyl acetate.
Alternatively, the encapsulation delivery systems may comprise at least a first encapsulation delivery system comprising the at least one polymerised resin and at least a second encapsulation delivery system comprising the at least one polyvinyl acetate.
Useful encapsulation delivery systems comprising polyvinyl acetate are disclosed in the U.S. patent application with the publication No. 2005/0 260 266, the contents of which are incorporated herein by reference for all purposed.
It is preferred that said encapsulation delivery systems, if more than one, provide different release properties.
In a preferred embodiment of the invention, the one or more encapsulation delivery systems comprise at least one delayed release encapsulation delivery system releasing at least 25% of its high intensity sweetener during the period from 6 minutes to 15 minutes of chewing the confectionary composition.
In another preferred embodiment of the invention, the one or more encapsulation delivery systems comprise at least one delayed release encapsulation delivery system releasing at least 30% of its high intensity sweetener, preferably at least 30%, such as at least 35% or at least 40%, and even more preferred at least 50% such as at least 60%, during the period from 6 minutes to 15 minutes of chewing the confectionary composition.
The release is preferably measured according to the method described in Example 3.1.
The softening system comprised in the one or more encapsulation delivery systems may comprise an emulsifier. A number of different emulsifiers may be used in the encapsulation delivery systems. For example, anionic, cationic, amphoteric or non-ionic emulsifiers can be used. Suitable emulsifiers include lecithins, polyoxyethylene stearate, polyoxyethylene sorbitan fatty acid esters, fatty acid salts, mono and diacetyl tartaric acid esters of mono and diglycerides of edible fatty acids, citric acid esters of mono and diglycerides of edible fatty acids, saccharose esters of fatty acids, polyglycerol esters of fatty acids, polyglycerol esters of inter- esterified castor oil acid (E476), sodium stearoyllatylate, sodium lauryl sulfate and sorbitan esters of fatty acids and polyoxyethylated hydrogenated castor oil (e.g. the product sold under the trade name CREMOPHOR), block copolymers of ethylene oxide and propylene oxide (e.g. products sold under trade names PLURONIC and POLOXAMER), polyoxyethylene fatty alcohol ethers, polyoxyethylene sorbitan fatty acid esters, sorbitan esters of fatty acids and polyoxyethylene steraric acid esters.
The presently preferred emulsifiers comprised in the encapsulation delivery systems are selected from the group consisting of mono-diglyderide, lecithin, and triacetin.
The softening system comprised in the one or more encapsulation delivery systems may comprise a wax.
The wax may be selected from the group consisting paraffin wax, beeswax, vegetable wax, candelilla wax, canauba wax, petroleum waxes, and the like, and mixtures thereof.
In a preferred embodiment of the invention, the wax has a high melting point e.g. a melting point in the range 70-1000C. Preferably, the wax is a microcrystalline wax.
The softening system comprised in the one or more encapsulation delivery systems may comprise a fat.
The fat is preferably a high melting fat, e.g. having a melting point in the range 30-1000C.
The fat may e.g. include partially or fully hydrogenated vegetable or animal fats, such as partially or fully hydrogenated coconut oil, partially or fully hydrogenated palm oil, partially or fully hydrogenated palm kernel oil, partially or fully hydrogenated rapeseed oil, partially or fully hydrogenated castor oil, partially or fully hydrogenated maize oil, partially or fully hydrogenated cottonseed oil, partially or fully hydrogenated olive oil, partially or fully hydrogenated sunflower oil, partially or fully hydrogenated safflower oil, partially or fully hydrogenated sesame oil, partially or fully hydrogenated soybean oil, beef tallow, partially or fully hydrogenated beef tallow, lard, and partially or fully hydrogenated lard, and any mixture thereof and any derivative thereof. The one or more encapsulation delivery systems may furthermore comprise a detackifier, for example if elastomer is present.
The detackifier may e.g. be selected from the group consisting of talc powder, calcium carbonate, starches, such as corn starch; and mineral fillers, such as titanium dioxide.
In an embodiment of the invention, the one or more encapsulation delivery systems comprise: - a first encapsulation delivery system comprising a first high intensity sweetener, and - a second encapsulation delivery system comprising a second high intensity sweetener, which second high intensity sweetener is different from the first high intensity sweetener.
In another embodiment of the invention, the one or more encapsulation delivery systems comprise an encapsulation delivery system comprising a first high intensity sweetener and a second high intensity sweetener, which second high intensity sweetener is different from the first high intensity sweetener.
In yet an embodiment of the invention, the first high intensity sweetener is aspartame and the second high intensity sweetener is a salt of acesulfame, such as acesulfame-K.
The confectionary composition may be a chewing gum, a toffee, a caramel, a gummy candy, or a jelly candy, and combinations thereof. In the present context, the confectionary compositions are not limited to these specific compositions.
In a preferred embodiment of the invention, the confectionary composition is a chewing gum.
Chewy candies include caramel, taffies and toffee type candies. These are dairy based products and frequently contain fresh cream, but also may be made from skim or fresh whole milk, unsweetened evaporated milk, sweetened condensed milk or reconstituted milk solids. Toffees are basically high-cooked caramels.
Gummy and jelly candies typically are prepared from a boiled mixture of mixed sugars which is then blended with a gelling agent and processed into any of a wide range of shapes by depositing into starch moulds. A number of gelling agents may be utilized among which are starch, gelatin, pectin, gum arabic and agar. The foregoing is known as a Mogul process. The candies can also be extruded or simply cast onto a slab or cast into rubber moulds. The pieces are then held to set and dry. For a general description of this type of process, see Lees and Jackson; Sugar Confectionary and Chocolate Manufacture; 1973 (ISBN 0249 44120 9); pages 226-268, which is incorporated by reference herein for all uses.
Lozenges comprise a sugar dough which as been flavoured, cut to shape and subsequently dried to remove added water. The dough normally contains a mucilage, or binder, usually a solution of gum and gelatines, which is added to assist in retention of shape.
These candies are typically prepared employing a simple process which involves mixing the gum and gelatine mucilage with powdered sugar and flavouring agent, followed by air drying.
Liquorice is a confection manufactured from a paste, which usually includes treacle, wheat flour, liquorice extract and caramel, along with many other optional ingredients. Treacle is a dark, viscous liquid with a distinctive bitter back-taste. It comprises cane molasses to which sugar syrups have been added. The wheat flour acts as a bulking and gelling agent. Licorice is typically prepared by pre-mixing the ingredients and then cooking at 120° C- 145° C in a cooker such as a scrape surface heat exchanger. The cooked liquorice may then be extruded as ropes and cut into cylinders.
Panned candies are typically cold-processed in unheated or moderately heated revolving pans. Included in this category are jelly eggs, jelly beans, marshmallows and coated chewing gums.
The confectionary composition may furthermore comprise a coating, e.g. a hard coating, a soft coating, or a film coating.
Typically the confectionary composition comprises the coating in an amount in the range of 1-80% by weight, such as in an amount in the range of 10-50%, or 15-45% by weight of the coated confectionary composition. Preferably, the confectionary composition comprises the coating in an amount in the range of 20-40% by weight of the coated confectionary composition.
The coating may be a hard coating, which term is used in the conventional meaning of that term including sugar coatings and sugar-free (or sugarless) coatings and combinations thereof. The objects of hard coating are to obtain a sweet, crunchy layer, which is appreciated by the consumer, and to protect the mixture for various reasons. In a typical process of providing the mixture with a protective sugar coating the confectionary centers are successively treated in suitable coating equipment with aqueous solutions of crystallizable sugar such as sucrose or dextrose, which, depending on the stage of coating reached, may contain other functional ingredients, e.g. fillers, colours, etc. In the present context, the sugar coating may contain further functional or active compounds including flavouring agents, pharmaceutically active compounds and/or polymer degrading substances.
In the production of confectionary compositions it may, however, be preferred to replace the cariogenic sugar compounds in the coating by other, preferably crystallizable, sweetening compounds that do not have a cariogenic effect. In the art such coating is generally referred to as sugarless or sugar-free coatings. Presently preferred non- cariogenic hard coating substances include polyols, e.g. sorbitol, maltitol, mannitol, xylitol, erythritol, lac- titol, isomalt and tagatose which are obtained by industrial methods by hydrogenation of D-glucose, maltose, fructose or levulose, xylose, erythrose, lactose, isomaltulose and D- galactose, respectively.
In a typical hard coating process, a syrup containing crystallizable sugar and/or polyol is applied onto the confectionary compositions and the water it contains is evaporated off by blowing with warm, dry air. This cycle may be repeated several times, typically 10 to 80 times, in order to reach the swelling required. The term "swelling" refers to the increase in weight of the products, as considered at the end of the coating operation by comparison with the beginning, and in relation to the final weight of the coated confectionary composition.
Coated confectionaries include jelly eggs, jelly beans, marshmallows, and coated chewing gums.
Alternatively, the coating may be a soft coating. Such a soft coating is applied using conventional methods and may advantageously consist of a mixture of a sugar or any of the above non-cariogenic, sugar-less sweetening compounds and a starch hydrolysate.
The coating may be a film coating. The film coating may be obtained by subjecting the mixture to a film coating process and which therefore comprises one or more film-forming polymeric agents and optionally one or more auxiliary compounds, e.g. plasticizers, pigments and opacifiers. A film coating is a thin polymer-based coating applied to a confectionary composition of any of the above forms. The thickness of such a film coating is usu- ally between 20 and 100 μm. Generally, the film coating is obtained by passing the confectionary composition through a spray zone with atomized droplets of the coating materials in a suitable aqueous or organic solvent vehicle, after which the material adhering to the confectionary composition is dried before the next portion of coating is received. This cycle is repeated until the coating is complete. In the present context, suitable film-coating polymers include edible cellulose derivatives such as cellulose ethers including methylcellulose (MC), hydroxyethyl cellulose (HEC), hy- droxypropyl cellulose (HPC) and hydroxypropyl methylcellulose (HPMC). Other useful film- coating agents are acrylic polymers and copolymers, e.g. methylacrylate aminoester copolymer or mixtures of cellulose derivatives and acrylic polymers. A particular group of film-coating polymers also referred to, as functional polymers are polymers that, in addition to its film-forming characteristics, confer a modified release performance with respect to active components of the chewing gum formulation. Such release modifying polymers include methylacrylate ester copolymers, ethylcellulose (EC) and enteric polymers designed to resist the acidic stomach environment, yet dissolve readily in the duodenum. The latter group of polymers includes: cellulose acetate phtalate (CAP), polyvinyl acetate phtalate (PVAP), shellac, metacrylic acid copolymers, cellulose acetate trimellitate (CAT) and HPMC. It will be appreciated that the outer film coating according to the present in- vention may comprise any combination of the above film-coating polymers.
In other embodiments of the invention, the film-coating layer of the confectionary composition comprise a plasticizing agent having the capacity to alter the physical properties of a polymer to render it more useful in performing its function as a film forming material. In general, the effect of plasticizers will be to make the polymer softer and more pliable as the plasticizer molecules interpose themselves between the individual polymer strands thus breaking down polymer-polymer interactions. Most plasticizers used in film coating are either amorphous or have very little crystallinity.
In the present context, suitable plasticizers include polyols such as glycerol, propylene glycol, polyethylene glycol, e.g. the 200-6000 grades hereof, organic esters such as phtalate esters, dibutyl sebacate, citrate esters and thiacetin, oils/glycerides including castor oil, acetylated monoglycerides and fractionated coconut oil.
The choice of film-forming polymer(s) and plasticizing agent(s) for the film coating of the mixture is made with due consideration for achieving the best possible barrier properties of the coating in respect of dissolution and diffusion across the film of moisture and gasses.
The film coating of the mixture may also contain one or more colourants or opacifiers. In addition to providing a desired colour hue, such agents may contribute to protecting the confectionary composition against pre-chewing reactions, in particular by forming a barrier against moisture and gasses. Suitable colourants/opacifiers include organic dyes and their lakes, inorganic colouring agents, e.g. titanium oxide and natural colours such as e.g. beta-carotene. Additionally, film coatings may contain one or several auxiliary substances such as flavouring agents and waxes or saccharide compounds such as polydextrose, dextrins including maltodextrin, lactose, modified starch, a protein such as gelatine or zein, a vege- table gum and any combination thereof.
The coating, in general, typically comprises one or more layers. For example the number of layers of the coating may be in the range of 1-100 layers, such as 3-75 layers, 10-60 layers, and 20-40 layers.
The coating may comprise a wax layer. In an embodiment of the invention, the outermost layer of the coating is a wax layer.
In one embodiment, the chewing gum does not comprise a coating.
In a preferred embodiment of the invention, the confectionary composition is a chewing gum. A chewing gum may comprise a gum base.
The gum base typically comprises an elastomer. Also, the gum base typically comprises a resin.
The gum base of the mixture normally comprises an elastomer. Useful synthetic elastomers include, but are not limited to, synthetic elastomers listed in U.S. Food and Drug Administration, CFR, Title 21, Section 172,615, the Masticatory Substances, Synthetic, the contents of which are incorporated herein by reference for all purposes) such as polyiso- butylene. e.g. having a gas pressure chromatography (GPC) average molecular weight in the range of about 10,000 to 1,000,000 including the range of 50,000 to 80,000, isobutyl- ene-isoprene copolymer (butyl elastomer), styrene- butadiene copolymers e.g. having styrene-butadiene ratios of about 1:3 to 3:1, polyisoprene, polyethylene, vinyl acetate-vi- nyl laurate copolymer e.g. having a vinyl laurate content of about 5 to 50% by weight such as 10 to 45% by weight of the copolymer, and combinations hereof.
It is possible to combine a synthetic elastomer having a high molecular weight and a synthetic elastomer having a low molecular weight elastomer in a gum base. Presently pre- ferred combinations of synthetic elastomers include, but are not limited to, polyisobutylene and styrene-butadiene, polyisobutylene and polyisoprene, polyisobutylene and isobutylene-isoprene copolymer (butyl rubber) and a combination of polyisobutylene, styrene-butadiene copolymer and isobutylene isoprene copolymer, and all of the above individual synthetic polymers in admixture with polyvinyl acetate, vinyl acetate-vinyl laurate copolymers, respectively and mixtures thereof.
Typically, the gum base comprises at least one elastomer in an amount in the range of 3- 80% by weight of the gum base, preferably in an amount in the range of 4-60% by weight of the gum base, and even more preferred in the range of 5-40% by weight of the gum base, such as in the range of 8-20% by weight of the gum base.
The gum base may comprise one or more resins contributing to obtain the desired masti- catory properties and acting as plasticizers for the elastomers of the gum base. In the present context, useful resins include, but are not limited to, natural rosin esters, often referred to as ester gums including as examples glycerol esters of partially hydrogenated rosins, glycerol esters of polymerised rosins, glycerol esters of partially dimerised rosins, glycerol esters of tally oil rosins, pentaerythritol esters of partially hydrogenated rosins, methyl esters of rosins, partially hydrogenated methyl esters of rosins and pentaerythritol esters of rosins, polyvinyl acetate, e.g. having a GPC average molecular weight in the range of 2,000 to 90,000 such as the range of 3,000 to 80,000 including the range of 30,000 to 50,000, where the higher molecular weight polyvinyl acetates are typically used in bubble gum base,. Other useful resinous compounds include synthetic resins such as terpene resins derived from alpha-pinene, beta-pinene, and/or d-limonene, natural ter- pene resins; and any suitable combinations of the foregoing. The choice of resins will vary depending on the specific application, and on the type of elastomer(s) being used.
Usually, the gum base comprises at least one resin in an amount in the range of 10-90% by weight of the gum base, preferably in the range of 20-80% by weight, even more preferred in the range of 30-70% by weight of the gum base, such as in the range of 40-60% by weight of the gum base.
The gum base may furthermore comprise a wax. When a wax is present in the gum base, it softens the polymeric elastomer mixture and improves the elasticity of the gum base. The waxes employed will have a melting point below about 6O0C, and preferably between about 45°C and about 55°C. The low melting wax may be a paraffin wax. The wax may be present in the gum base in an amount from about 6% to about 10%, and preferably from about 7% to about 9.5%, by weight of the gum base.
In addition to the low melting point waxes, waxes having a higher melting point may be used in the gum base in amounts up to about 5%, by weight of the gum base. Such high melting waxes include beeswax, vegetable wax, candelilla wax, canauba wax, most petroleum waxes, and the like, and mixtures thereof. In addition to the components set out above, the gum base may include a variety of other components, such as components selected from elastomer solvents, emulsifiers, plasticiz- ers, fillers, and mixtures thereof.
The gum base may also include emulsifiers, which aid in dispersing any immiscible components into a single stable system. The emulsifiers useful in this invention include glyceryl monostearate, lecithin, fatty acid monoglycerides, diglycerides, propylene glycol monostearate, and the like, and mixtures thereof. The emulsifier may be employed in amounts from about 2% to about 15%, and more specifically, from about 7% to about 1%, by weight of the gum base.
The gum base may also include plasticizers or softeners to provide a variety of desirable textures and consistency properties. Because of the low molecular weight of these compo- nents, the plasticizers and softeners are able to penetrate the fundamental structure of the gum base making it plastic and less viscous. Useful plasticizers and softeners include lanolin, palmitic acid, oleic acid, stearic acid, sodium stearate, potassium stearate, glyceryl triacetate, glyceryl lecithin, glyceryl monostearate, propylene glycol monostearate, acety- lated monoglyceride, glycerine, and the like, and mixtures thereof. Waxes, for example, natural and synthetic waxes, hydrogenated vegetable oils, petroleum waxes such as poly- urethane waxes, polyethylene waxes, paraffin waxes, microcrystalline waxes, fatty waxes, sorbitan monostearate, tallow, propylene glycol, mixtures thereof, and the like, may also be incorporated into the gum base. The plasticizers and softeners are generally employed in the gum base in amounts up to about 20% by weight of the gum base, and more spe- cifically in amounts from about 9% to about 17%, by weight of the gum base.
Plasticizers also include are the hydrogenated vegetable oils and include soybean oil and cottonseed oil which may be employed alone or in combination. These plasticizers provide the gum base with good texture and soft chew characteristics. These plasticizers and sof- teners are generally employed in amounts from about 5% to about 14%, and more specifically in amounts from about 5% to about 13.5%, by weight of the gum base.
Anhydrous glycerin may also be employed as a softening agent, such as the commercially available United States Pharmacopeia (USP) grade. Glycerin is a syrupy liquid with a sweet warm taste and has a sweetness of about 60% of that of cane sugar. Because glycerin is hygroscopic, the anhydrous glycerin may be maintained under anhydrous conditions throughout the preparation of the chewing gum composition.
Although softeners may be present to modify the texture of the gum composition, they may be present in reduced amounts as compared to typical gum compositions. For example, they may be present from about 0.5 to about 10% by weight based on the total weight of the composition, or they may not be present in the composition, since a surfactant active can act as a softener.
The gum base of this invention may also include effective amounts of bulking agents such as mineral adjuvants, which may serve as fillers and textural agents. Useful mineral adjuvants include calcium carbonate, magnesium carbonate, alumina, aluminum hydroxide, aluminum silicate, talc, tricalcium phosphate, dicalcium phosphate, calcium sulfate and the like, and mixtures thereof. These fillers or adjuvants may be used in the gum base compositions in various amounts. Preferably the amount of filler, when used, will be present in an amount from about 15% to about 40%, and desirably from about 20% to about 30%, by weight of the gum base.
In an embodiment of the invention, the composition comprises an amount of gum base in the range of 10-90% by weight, preferably in the range of 20-70% by weight, even more preferred in the range of 40-60 by weight.
The at least one confectionary ingredient of the confectionary composition is selected from the group consisting of a bulk sweetener, a high intensity sweetener, a flavouring agent, a cooling agent, a warming agent, a softener, an emulsifier, a colouring agent, a binding agent, an acidulant, a filler, an antioxidant.
The flavouring agents are important for the organoleptic properties of the confectionary composition. Acids may prolong the perceived flavour of flavouring agents and in particular of fruit flavouring agents. The slow release of high intensity sweetener, which may be obtained when using the one or more encapsulation delivery systems of the present invention in a confectionary composition, appears to be particularly useful for prolonging the flavour sensation of flavouring agents, such as fruit flavouring agents.
Thus, in a preferred embodiment of the invention, the confectionary composition comprises a flavouring agent, e.g. a fruit flavouring agent.
The flavouring agents which may be used include those flavouring agents known to the skilled artisan, such as natural and artificial flavouring agents. These flavouring agents may be chosen from synthetic flavour oils and flavouring aromatics and/or oils, oleoresins and extracts derived from plants, leaves, flowers, fruits, and so forth, and combinations thereof. Nonlimiting representative flavour oils include spearmint oil, cinnamon oil, oil of wintergreen (methyl salicylate), peppermint oil, clove oil, bay oil, anise oil, eucalyptus oil, thyme oil, cedar leaf oil, oil of nutmeg, allspice, oil of sage, mace, oil of bitter almonds, and cassia oil. Also useful flavouring agents are artificial, natural and synthetic fruit flavours such as vanilla, and citrus oils including lemon, orange, lime, grapefruit, and fruit essences including apple, pear, peach, grape, strawberry, raspberry, cherry, plum, pineapple, apricot and so forth. These flavouring agents may be used in liquid or solid form and may be used individually or in admixture. Commonly used flavouring agents include mints such as peppermint, menthol, spearmint, artificial vanilla, cinnamon derivatives, and various fruit flavouring agents, whether employed individually or in admixture.
Other useful flavouring agents include aldehydes and esters such as cinnamyl acetate, cin- namaldehyde, citral diethylacetal, dihydrocarvyl acetate, eugenyl formate, p-methylamisol, and so forth may be used. Generally any flavouring agent or food additive such as those described in Chemicals Used in Food Processing, publication 1274, pages 63-258, by the National Academy of Sciences, may be used. This publication is incorporated herein by reference.
Further examples of aldehyde flavouring agents include but are not limited to acetaldehyde (apple), benzaldehyde (cherry, almond), , citral, i.e., alpha-citral (lemon, lime), neral, i.e., beta-citral (lemon, lime), decanal (orange, lemon), ethyl vanillin (vanilla, cream), heliotrope, i.e., piperonal (vanilla, cream), vanillin (vanilla, cream), alpha-amyl cinnamaldehyde (spicy fruity flavours), butyraldehyde (butter, cheese), valeraldehyde (butter, cheese), citronellal (modifies, many types), decanal (citrus fruits), aldehyde C-8 (citrus fruits), al- dehyde C-9 (citrus fruits), aldehyde C-12 (citrus fruits), 2-ethyl butyraldehyde (berry fruits), hexenal, i.e., trans-2 (berry fruits), tolyl aldehyde (cherry, almond), veratralde- hyde (vanilla), 2,6-dimethyl-5-heptenal, i.e., melonal (melon), 2,6-dimethyloctanal (green fruit), and 2-dodecenal (citrus, mandarin), cherry, grape, strawberry shortcake, and mixtures thereof.
In some embodiments, the flavouring agent may be employed in either liquid form and/or dried form. When employed in the latter form, suitable drying means such as spray drying the oil may be used. Alternatively, the flavouring agent may be absorbed onto water soluble materials, such as cellulose, starch, sugar, maltodextrin, gum arabic and so forth or may be encapsulated. The actual techniques for preparing such dried forms are well- known.
In some embodiments, the flavouring agents may be used in many distinct physical forms well-known in the art to provide an initial burst of flavour and/or a prolonged sensation of flavour. Without being limited thereto, such physical forms include free forms, such as spray dried, powdered, beaded forms, encapsulated forms, and mixtures thereof.
The amount of flavouring agent employed herein may be a matter of preference subject to such factors as the type of final chewing gum composition, the individual flavour, the gum base employed, and the strength of flavour desired. Thus, the amount of flavouring may be varied in order to obtain the result desired in the final product and such variations are within the capabilities of those skilled in the art without the need for undue experimentation. In chewing gum compositions, the flavouring agent is generally present in amounts from about 0.02% to about 5%, and more specifically from about 0.1% to about 2%, and even more specifically, from about 0.8% to about 1.8%, by weight of the chewing gum composition.
Colouring agents may be used in amounts effective to produce the desired colour. The col- ouring agents may include pigments, which may be incorporated in amounts up to about 6%, by weight of the gum composition. For example, titanium dioxide may be incorporated in amounts up to about 2%, and preferably less than about 1%, by weight of the gum composition. The colourants may also include natural food colours and dyes suitable for food, drug and cosmetic applications. These colourants are known as F.D.& C. dyes and lakes. The materials acceptable for the foregoing uses are preferably water-soluble. Illustrative nonlimiting examples include the indigoid dye known as F.D.& C. Blue No. 2, which is the disodium salt of 5,5-indigotindisulfonic acid. Similarly, the dye known as F.D.& C. Green No. 1 comprises a triphenylmethane dye and is the monosodium salt of 4-[4-(N- ethyl-p-sulfoniumbenzylamino) diphenylmethylene]-[l-(N-ethyl-N-p— sulfoniumbenzyl)- delta-2,5-cyclohexadieneimine]. A full recitation of all F.D.& C. colourants and their corresponding chemical structures may be found in the Kirk-Othmer Encyclopedia of Chemical Technology, 3rd Edition, in volume 5 at pages 857-884, which text is incorporated herein by reference.
The at least one confectionary ingredient may comprise a bulk sweetener.
The bulk sweetener may be selected from the group consisting of monosaccharides, disac- charides, polysaccharides, sugar alcohols, and mixtures thereof; randomly bonded glucose polymers such as those polymers distributed under the tradename POLYDEXTROSE by Pfizer, Inc., Groton, Conn.; isomalt, such as isomalt ST or isomalt GS, maltodextrins; hydrogenated starch hydrolysates; hydrogenated hexoses; and hydrogenated disaccharides. For example the bulk sweetener may be selected from the group consisting of dextrose, sucrose, lactose, hydrogenated starch hydrolysates, xylitol, mannitol, sorbitol, maltitol, isomalt, erythritol, lactitol, and maltodextrin.
The confectionary composition normally comprises the bulk sweetener in an amount in the range of 5-95% by weight, such as in an amount in the range of 10-80% by weight.
The confectionary composition may comprise the bulk sweetener in an amount in the range of 30-70% by weight, such as in the range of 40-55% by weight, or in the range of 30-50% by weight.
The high intensity sweetener comprised by said at least one confectionary ingredient may be selected from the group consisting of sucralose, neotame, NEPH, aspartame, salts of acesulfame, alitame, saccharin and its salts, cyclamic acid and its salts, glycyrrhizin, dihy- drochalcones, thaumatin, monellin, stevioside, and combinations thereof.
With respect to cooling agents, a variety of well known cooling agents may be employed. For example, among the useful cooling agents are included menthol, xylitol, menthane, menthone, menthyl acetate, menthyl salicylate, N,2,3-trimethyl-2-isopropyl butanamide (WS-23), N-ethyl-p-menthane-3-carboxamide (WS-3), menthyl succinate, 3,1- menthoxypropane 1,2-diol, among others. These and other suitable cooling agents are further described in the following U.S. patents, all of which are incorporated in their entirety by reference hereto: U.S. Pat. Nos. 4,230,688 and 4,032,661 to Rowsell et al.; 4,459,425 to Amano et al.; 4,136,163 to Watson et al.; and 5,266,592 to Grub et al. The cooling agents are typically present in amounts of about 0.001 to about 10% by weight of the total confectionary composition.
Warming components may be selected from a wide variety of compounds known to provide the sensory signal of warming to the user. These compounds offer the perceived sen- sation of warmth, particularly in the oral cavity, and often enhance the perception of flavours, sweeteners and other organoleptic components. Among the useful warming compounds included are vanillyl alcohol n-butylether (TK-1000) supplied by Takasago Perfu- mary Company Limited, Tokyo, Japan, vanillyl alcohol n-propylether, vanillyl alcohol iso- propylether, vanillyl alcohol isobutylether, vanillyl alcohol n-aminoether, vanillyl alcohol isoamyleather, vanillyl alcohol n-hexyleather, vanillyl alcohol methylether, vanillyl alcohol ethyleather, gingerol, shogaol, paradol, zingerone, capsaicin, dihydrocapsaicin, nordihy- drocapsaicin, homocapsaicin, homodihydrocapsaicin, ethanol, isopropol alcohol, iso-amy- lalcohol, benzyl alcohol, glycerine, and combinations thereof. In an embodiment of the invention, the confectionary composition comprises a center filling.
The confectionary composition may be processed into in a number of different shapes such as a stick, a core, a tablet, a slab, a bead, a pellet, a tape, or a ball.
A confectionary composition according to the present invention, has typically a weight in the range of 0.1-100 g, such as in the range of 0.5-5 g or in the range of 0.75-2.5 g, preferably in the range of 0.8-2 g, and even more preferred in the range of 1-1.5 g. Center filled confectionary composition normally have weights in the range of 0.5-5 g, preferably in the range of 1-4 g, and even more preferred in the range of 2-3 g. Typical weights for bead shaped confectionary composition are in the range of 0.1-0.6 g, preferably in the range of 0.2-0.5 g, and even more preferred in the range of 0.3-0.4 g.
It should be understood that any embodiments and/or feature discussed above in connection with the chewable confectionary composition according to the invention apply by analogy to the below aspects of the present invention.
Another aspect of the present invention relates to a confectionary encapsulation delivery system essentially consisting of the encapsulation delivery system as described herein.
A further aspect of the invention relates to method of preparing a confectionary composition, the method comprising the step of mixing one or more encapsulation delivery systems with a confectionary base. Such confectionary compositions may be a chewing gum, a toffee, a caramel, a gummy candy, or a jelly candy.
Yet a further aspect of the invention relates to a method of preparing a particulate encapsulation delivery system comprising at least one high intensity sweetener and at least one natural resin. The encapsulation delivery system may be prepared by first melting the natural resin of the encapsulation delivery system, e.g. in a high shear mixer. A softening system may then be added to the molten polymer. The high intensity sweetener may then be added to the resulting mixture and mixed, e.g. under high shear.
The resulting filled polymer melt is then cooled and formed to a suitable size, e.g. by means such as chopping, pulverizing, milling or grinding. The encapsulation delivery system may be stored in an air tight container with low humidity until it is to be employed in a confectionary composition.
In other words, the method comprising the step of: a) mixing the at least one high intensity sweetener with at least one natural resin, b) converting the mixture of step a) to particles, thus obtaining the encapsulation delivery system.
Step a) may also involve mixing components such as a softening system and/or at least one elastomer with the at least one high intensity sweetener and the at least one natural resin.
The mixing of step a) is preferably performed at or above the softening point of the at least one natural resin, e.g. 0-100C above the softening point of the at least one natural resin.
Step b) typically comprises a step of cooling the mixture of step a) prior to the converting the mixture into particles. The cooling may e.g. be performed by means of air, gas or liquid.
The method of preparing a particulate encapsulation delivery system may furthermore comprise an extrusion process and/or a cutting process as described in U.S. patent No. 5,789,002, the contents of which are incorporated herein by reference for all purposed.
Other methods of preparing an encapsulation delivery system may be found in the U.S. patent application with the publication No. 2005/0 260 266, the contents of which are incorporated herein by reference for all purposed.
It should be noted that, according to the present invention, embodiments and features described in the context of one of the aspects of the present invention also apply to the other aspects of the invention unless stated otherwise.
The following examples are included to demonstrate particular embodiments of the inven- tion. However, those of skill in the art should, in view of the present disclosure, appreciate that many changes can be made in the specific embodiments which are disclosed and still obtain a like or similar result without departing from the spirit and scope of the invention. The following examples are offered by way of illustration and are not intended to limit the invention in any way. The invention will now be described in further details in the following non-limiting examples. EXAMPLES
The object of the studies described in the following examples was to test different encapsulation delivery systems comprising combinations of high intensity sweeteners, encapsulation materials, softening systems, elastomers and other ingredients.
Furthermore, it was an object of these studies to test a simple chewing gum composition comprising different encapsulation delivery systems and different particle sizes of the encapsulation delivery systems.
Example 1: Preparation of encapsulation delivery systems
For the preparation of the different encapsulation delivery systems, the following materials were used:
Table 1.0: Softening systems
Raw material name Melting point
Lecithin Solid - _,,
Sunflower Lecithin Liquid
Mono-diglyceride 60 - 65°C
Glyceryl triacetat Liquid
Microcrystalline wax A 72 - 84°C
Microcrystalline wax B 88 - 1020C
Hydrogenated Vegetable oils 69 - 73°C
Partially Hydrogenated vegetable oils 42 - 500C
Hydrogenated rapeseed oil 62 - 65°C
Acetylated mono-diglyceride 38 - 410C Encapsulation materials:
o PVAc with a low Mw, 10,000 - 15,000 o PVAc with a high Mw, 50,000 - 70,000 o Piccolyte® C 85, a polyterpene resin of delta - Limonene (Sp. 82 - 88°C) o Piccolyte® C115, a polyterpene resin of delta - Limonene (Sp. 112 -
118°C) o Piccolyte® C135, a polyterpene resin of delta - Limonene (Sp. 133 -
138°C) o Piccoiyte® A115, a polyterpene resin of alpha-pinene (Sp. 112 - 118°C) o Piccolyte® HM115, styrenated polyterpene resin (Sp. 112 - 118°C) o Piccolyte® S125, a polyterpene resin of beta - pinene (Sp. 122 - 1280C) o Polymerized resin, Glycerol ester of polymerized gum rosin (Sp. 95 - 1050C) o Hydrogenerized resin, Glycerol ester of partially hydrogenated gum rosin (Sp. 77 - 81°C)
Furthermore, in some encapsulation delivery systems, butyl rubber was used as the elastomer and talc powder was used as anti-caking agent.
The following three High intensity sweeteners were used in the encapsulation delivery system: Acesulfame - K, Aspartame and Sucralose.
The encapsulation delivery systems were prepared by first adding elastomer and talc powder to a Z-blade mixer at 90 -1200C. Subsequently, polyterpene resin (Piccolyte®) was added slowly, to ensure that the elastomer was mixed thoroughly. Following this, the softening system was added to the mixer, and finally high intensity sweetener was added. The admixture was taken out of the kneading kettle and by rolling and scoring divided until small pieces. The admixture was stored at room temperature until grinding.
Before grinding, the small pieces were cooled down with carbon dioxide for at least 2 hours.
The small pieces were grinded through a 3 mm sieve in the granulator. During the grinding process, a little dry ice was added. The carbon dioxide was added to avoid that the pieces became hot and sticky during the grinding process.
Tables 1.1 - 1.5 below show the combinations high intensity sweeteners, encapsulation materials, softening systems, elastomers and other ingredients in different encapsulation delivery systems. Table 1.1: Encapsulated delivery system
Batch no. 234 235 236 237 238 239 240 241 242
High intensity sweetner
Acesulfame -K 30 30 30 30 30 30 30 30 30
Encaps. Material
Resin
PVAc ( low Mw) PVAc (high Mw) 48 Piccolyte C85
Piccolyte C115 45 50 48 43 43 39 40 40
Softening system Lecithin (Sunflower) Microcystalline Wax B 10 Microcystalline Wax A 10 Mono-diglycerid 10
Hydrogenated vegetable oil 12 10 Acetylated mono- diglycerid 33 12 Elastomer
Butyl 10 10 10 10 10 10 10 10 10
Polyisobutylen 5 5 5 Other Talc 5 5 5 5 5 3 5 5
Table 1.2: Encapsulated delivery system
Batch no. 284 285 286 287 288 289 290 291 346
High intensity sweetner
Acesulfame-K 30 30 30 30 30 30 30 30 30
Encaps. Material
Resin
PiccolyteC85 - - _ _ _ . . . 52.5
PiccolyteC115 50 24 24 48 - 50 50 -
PVAc high Mw - 24 24 - 48 - - 50 -
Softening system
Triacetin - - 7 7 7 - - - -
Microcrystallic wax B - 7 _ . _ . _ . 75
Hydrogenated vegetable oil 5 - _ _ _ _ _ _ _
Hydrogenated
Rapeseed oil - 5
Carnaubawax - - - - - - 5 5 -
Elastomer
Butyl 10 10 10 10 10 10 10 10 10
Polyisobutylen
Other
Talc 5 5 5 5 5 5 5 5 5
Table 1.3: Encapsulated delivery system
Batch no. 347 367 368 369 370 371 372 373 374
High intensity sweetener
Acesulfame - K 30 30 30 30 30 30 30 30 30
Encaps. Material
Resin
Piccolyte C85 - - - - - - 45 23.75 50
Piccolyte C115 - - - 45 23.75 - - - -
PVAc high Mw 26.25 45 50 - 23.75 50 - 23.75 -
PVAc low Mw 26.25 - - - - - - - -
Softening system
Microcystalline Wax B 7.5 10 5 10 7.5 5 10 7.5 5
Elastomer
Butyl 5 10 10 10 10 10 10 10 10
Other
Talc 5 5 5 5 5 5 5 5 5
Table 1.4: Encapsulated delivery system
Batch no. 397 398 399 400 401 402 403
High intensity sweetener
Acesulfame - K 30 30 30 30 30 30 30 Encaps. Material Resin
Piccolyte C85 - 30 - - - 20 Piccolyte C115 - - 30 - - - PVAc high Mw 60 30 30 30 - 55 20 PVAc low Mw 30 _ _ 60 20 Softening system Microcystalline Wax B 60 10 10 10 10 10 10 10 Elastomer Polyisobutylen Table 1.5: Encapsulated delivery system
Batch no. 718 7Ϊ9 720 721 722 723 724 725 726 High intensity Sweetener
Acesulfame - K 30 30 15 15 - 30 15 10
Aspartame - - 15 15 30 - 15 20
Sucralose . . _ _ . . . 30
Encaps. Material Resin
Piccolyte C85 30 - 30 - 16.25 16.25 16.25 16.25 16.25
PVAc high Mw 35 65 35 65 48.75 48.75 48.75 48.75 48.75
PVAc low Mw
Softening system
Microcystalline Wax B 5 5 5 5 5 5 5 5 5
Example 2: Preparation of chewing gum compositions
Different chewing gum compositions comprising the above described encapsulation delivery systems were prepared, including the standard composition with ground Acesulfame-K. In addition to the different combinations of high intensity sweetener, encapsulation materials and softening systems, different particle sizes of the encapsulation delivery system were tested.
All chewing gum compositions contained gum base, sorbitol (bulk sweetener), maltitol syrup, food acids, lemon flavour, and encapsulated high intensity sweetener delivery systems or ground high intensity sweeteners.
Table 2.1: Simple chewing gum composition
Without encap. High intensity With encap. High intensity
Raw material sweetner sweetner
Content, % by weight
Gum base 40 40
Sorbitol 51.2 49.8
Maltitol syrup 6 6
Lemon flavour 1.5 1.5
High intensity sweetner 0.7 2.3
Malic acid 0.3 0.3
Citric acid 0.3 0.3
In the standard composition (reference), i.e. batch 257, 349 and 422, the Acesulfame - K was added as non-encapsulated, ground high intensity sweetener, whereas the high intensity sweetener in the test compositions were added as encapsulated, ground high intensity sweetener, i.e. encapsulation delivery system. The theoretical amount of high intensity sweetener in the chewing gum composition was 0.7 % (W/W). In the present context, the theoretical value of 0.7 % (W/W) implies that the overall percentage of high intensity sweetener is 2.33 % (W/W) since the content of acid in the encapsulation is 30% (W/W).
The chewing gum compositions were prepared as follows. The chewing gum components were mixed in kneading kettles (mixers) with strong horizontally placed Z-shaped arms, which processes the raw materials and produces a homogeneous chewing gum mass.
The kneading kettles were heated to a temperature of approx. 45°C. The gum base and the bulk sweetener were mixed for about 6-7 minutes. Subsequently, Maltitol syrup were added and mixed, and after those food acids, lemon flavour and the encapsulated delivery system were added. The admixture was kneaded for 15 minutes.
After the kneading was completed, the chewing gum composition was taken out. After cooling, the chewing gum was formed by rolling and scoring into chewing gum centers (cores).
Tables 2.2 - 2.11 below show the combinations of high intensity sweeteners, particle size of the encapsulation delivery systems, and batch no. of the encapsulation delivery system (corresponding to the batch numbers in above tables 1.1-1.5) used different chewing gum compositions.
Table 2.2: Chewing gum compositions
Batch no. 257 258 259 260 261 262 263 264
Flavour Lemon Lemon Lemon Lemon Lemon Lemon Lemon Lemon
High intensity sweetner
Acesulfame - K 0.30 1.00 1.00 1.00 1.00 1.00 1.00 1.00
Particle size, 500- 500- 500- 500- 180- 500- 500- micron 1000 1000 1000 1000 1000 1000 1000
Batch no. Delivery system Ref. 234 235 236 237 237 238 239
Table 2.3: Chewing gum compositions
Batch no. 265 266 267 292 293 294 295 296
Flavour Lemon Lemon Lemon Lemon Lemon Lemon Lemon Lemon
High intensity sweetener
Acesulfame - K 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00
500- 500- 500- 500- 500- 500- 500- 500-
Particle size 1000 1000 1000 1000 1000 1000 1000 1000
Batch no. Delivery system 240 241 242 284 285 286 287 288
Table 2.4: Chewing gum compositions
Batch no. 297 298 299
Flavour Lemon Lemon Lemon
High intensity sweetener
Acesulfame - K 1.00 1.00 1.00
500- 500- 500-
Particle size 1000 1000 1000
Batch no. Delivery system 289 290 291
Table 2.5: Chewing gum compositions
Batch no. 349 350 351 352 353 354 355 356
Flavour Lemon Lemon Lemon Lemon Lemon Lemon Lemon Lemon
High intensity sweetener
Acesulfame - K 0.70 2.33 2.33 2.33 2.33 2.33 2.33 2.33
500- 500- 500- 500- 500- 500- 500- 500-
Particle size 1000 1000 1000 1000 1000 1000 1000 1000
Batch no. Delivery system Ref. 234 235 236 237 238 239 240
Table 2.6 Chewing gum composition
Batch no. 357 358 359 360 361 362 363 364
Flavour Lemon Lemon Lemon Lemon Lemon Lemon Lemon Lemon
High intensity sweetener
Acesulfame - K 2.33 2.33 2.33 2.33 2.33 2.33 2.33 2.33
500- 500- 500- 500- 500- 500- 500- 500-
Particle size 1000 1000 1000 1000 1000 1000 1000 1000
Batch no. Delivery system 241 242 284 285 287 289 290 291 Table 2.7 Chewing gum composition
Batch no. 365 366 375 376 377 378 379 380
Flavour Lemon Lemon Lemon Lemon Lemon Lemon Lemon Lemon
High intensity sweetener
Acesulfame - K 2.33 2.33 2.33 2.33 2.33 2.33 2.33 2.33
500- 500- 180- 180- 180- 180- 180- 180-
Particle size 1000 1000 1000 1000 1000 1000 1000 1000
Batch no. Delivery system 346 347 367 368 369 370 371 372
Table 2.8 Chewing gum composition
Batch no. 381 382 409 410 411 412 413 414
Flavour Lemon Lemon Lemon Lemon Lemon Lemon Lemon Lemon
High intensity sweetener
Acesulfame - K 2.33 2.33 2.33 2.33 2.33 2.33 2.33 2.33
180- 180- 500- 500- 500- 500- 500- 500-
Particle size 1000 1000 1000 1000 1000 1000 1000 1000
Batch no. Delivery system 373 374 397 398 399 400 401 402
Table 2.9 Chewing gum composition
Batch no. 415 421 422 423 424 425 426 427
Flavour Lemon Lemon Pep. Pep. Pep. Pep. Pep. Pep.
High intensity sweetener
Acesulfame - K 2.33 0.70 0.70 2.33 2.33 2.33 2.33 2.33
180- 180- 500- 500- 180- 500-
Particle size 1000 - - 1000 1000 1000 1000 1000
Batch no. Delivery system 403 Ref. Ref. 368 347 403 373 399 Table 2.10 Chewing gum composition
Batch no. 428 429 430 431 434 435 436 437
Flavour Pep. Pep. Pep. Pep. Lemon Lemon Lemon Lemon
High intensity sweetener
Aspartame - - - 0.35 1.17 - 1.17
Acesulfame - K 2.33 0.70 - - 0.35 1.17 - 1.17
Acesulfame - K :
Aspartame 1 :1 - 2.33 2.33 _ _ 2.33 _
180- 500- 180- 500- 500- 180- 500-
Particle size 1000 1000 1000 1000 1000 1000 1000
Batch no. Delivery 722+ 722+ system 718 719 720 721 Ref. 723 724 723
Table 2.11 Chewing gum composition
Batch no. 438 439 440 441
Flavour LLeemmoon Lemon Lemon Lemon
High intensity sweetener
Aspartame 0.47
Acesulfame - K 0.23
Acesulfame -
K:Aspartame 1 :2 - 2.33
Sucralose - - 0.35 1.17
Particle size, 500- 500- micron - 1000 _ 1000
Batch no. Delivery system Ref. 725 Ref. 726 Example 3: Release experiments and analysis
3.1 HPLC analysis
The above chewing gum compositions were examined for release of sweetener in vivo. Two healthy, non smoking test persons, chewed one chewing gum composition for 0, 3, 6,10 and 15 minutes. The test persons were not allowed to drink or eat for 10 minutes prior to chewing and during chewing. The test persons were instructed to chew once pr. second and had a watch for their disposal during the chew test. The rest amount high intensity sweetener in the chewing gum was quantitatively analyzed by use of HPLC. The percentage release high intensity sweetener was calculated.
3.2 Sensory evaluation (Time Intensity test)
Time-Intensity, Test procedure:
Aim: The aim of a time-intensity test is to describe a product in detail with regard to sweetness. The intensities of the sweetness are evaluated semi-continuously (i.e. typically with an interval of 15-25 seconds).
Panel training and calibration: Panel training involves intensity training with regard to the chosen attributes using a 15 cm uni-polar unstructured scale with anchor points 10% from each end of the scale. With regard to references, preferably gums with extreme characteristics (either max or min) with regard to sweetness are applied to help the panel comprehend/recognize the sweetness intensity. In certain cases, other substances can be applied, e.g. chemical solutions or foodstuff. Discussion of the intensities takes places and the assessors preferably come to a consensus. The objective behind the set-up is unknown for the panel.
Test set-up: A panel leader sets up the tailor-made test.
Testing protocol of a Sensory Profiling
A sensory profiling is typically performed using 8-12 external trained assessors. Testing is performed in booths with daylight bulbs and a computer with the Fizz® for Windows version 2.10 A, copyright© 1994-2005 BIOSYSTEMES, France as data acquisition tool.
One piece of chewing gum is tested at a time, and samples marked with a three-digit code are served in a balanced order. The samples are evaluated semi-continuously (typically 15- 25 seconds interval) with respect to the sweetness intensity. The intensity scale is the 15 cm uni-polar unstructured scale.
There is a 3-min break between two samples and approx. a 10 min break after two or three samples depending on the gum strength having influence on the sensory fatigue. The assessors clean their pallets between every sample with tasteless biscuits, cucumber, thin hibiscus tea, room-temperature diluted cocoa milk and water.
The samples are tested for 10-30 min and all samples are replicated. The same panel typically evaluates all replicates.
Analysis
If the assessor performance is accepted, the results are subjected to further analysis. In tests, containing less than 8-10 samples, the analysis is based on the ANOVA using Duncan 5% level to discriminate the products. Mean results and level of significance are illustrated in graphs and tables. In tests containing more than 8-10 samples, ANOVA is supplemented with multivariate analysis in order to obtain a clearer overview of the differences and similarities between samples.
Example 4: Effect of softener system
In this example a softening system was incorporated in the encapsulation acid delivery system, in particular to provide a better mouth feel of the final chewing gum.
Table 4.1 and Fig.3 show the effect of different softening systems.
All encapsulations were made with Piccolyte® Cl 15 and 10% (W/W) elastomer.
Table 4.1: In vivo chew out studies, % Release of Acesulfame-K, different softening system, Piccolyte ®C115. HPLC analysis Chewing gum Softener
No. _ . . . . .. . 0 min lmin 3min 6min lOmin Encapsulated delivery system
349 Std. ground Acesulfame - K 0 68 84 92
258 10% Mono-diglycerid (234) 0 9 43 59 78
259 5% Wax A (235) 0 12 27 41 49
260 7% Wax B (236) 0 18 41 48
261 12% Hydrogenated vegetable oil (237) 0 30 53 74 85 263 12% Acetylated Mono-diglycerid (238) 0 25 56 71 83 295 7% Triacetin (287) 0 37 63 83 88
297 5% Hydrogenated rapeseed oil (289) 0 9 44 51 55
298 5% Carnaubawax (290) 0 31 46 54 60
As disclosed in Table 4.1 and Fig 3, the release of Acesulfame-K is dependent on the softening system. After 10 minutes of chewing, sample no. 259 and 260 (encapsulated delivery system batch no. 235 and 236) released about 50% of the sweetener whereas the release of sweetener where mono-diglycerid was present was about 80% after 10 minutes of chewing.
Example 5: Effect of polvterpene resins alone and in combination with PVAc.
Different molecular weigh of polyterpene resins were tested alone or in combination with PVAc in the presence of 5-10 % Wax B (softening system) and for some of the samples butyl rubber.
Table 5.1: In vivo chew out studies, % Release of Acesulfame-K, different resin systems, Wax B as a softener. HPLC analysis
Chewing Chew out mm. gum Resins combination O 3 6 10 15 No.
349 Std. ground Acesulfame-K 0 68 84 92 97
355 PVAc + 10% Butyl + 7% Wax B (239) 0 26 42 66 76
366 PVAc high Mw : Low Mw 1: 1 (347) 0 27 44 57 87
375 PVAc high Mw + 10% Butyl (367) 0 27 27 51 77
378 Cl 15 : PVAc high Mw 1: 1 + 10% butyl 0 24 40 51 84
(370)
381 C85:PVAc high Mw 1: 1 + 10% Butyl (373) 0 13 20 26 53
412 C115:PVAc high Mw 1:1 (400) 0 21 32 42 65
414 PVAc high Mw + 5 % PIB (402) 0 17 30 46 57
415 C85:PVAc high Mw: PVAc low Mw 1:1: 1 0 5 13 49 74 (403)
As disclosed in Table 5.1 and Fig. 4, the release of Acesulfame-K is in particular delayed for the combination of PVAc with Piccolyte® C85 or Piccolyte® Cl 15 after 10 and 15 minutes with the particular softening system with or without elastomer.
Example 6 Sensory evaluation, Time Intensity test
The results of a sensory evaluation of chewing gum 349, 410, and 415 are presented in Table 6.1 and in Fig. 5. Chewing gum 410 contains delivery system No. 398 which comprises high intensity sweetener encapsulated in a combination of PVAc having high and low molecular weight and wax. Chewing gum 415 contains delivery system No. 403 which comprises high intensity sweetener encapsulated in a combination polyterpene resin, PVAc having both high and low molecular weight, and wax.
Table 6.1 Sweetness intensity as a function of time. The numbers in brackets refer to the used delivery systems.
Time Sweetness of chewing gum no. (sec.) 349 Ref. 410-Q98) 415-(403)
15 6.6 6.0 5.9
45 7.7 6.9 7.4
75 8.2 7.4 7.8
105 7.7 7.3 7.7
135 7.2 6.9 7.4
165 6.8 6.6 7.2
315 5.8 5.4 6.0
345 5.5 5.3 5.6
375 5.0 5.2 5.5
405 4.8 4.9 5.3
555 4.4 4.8 4.9
585 4.2 4.6 5.0
615 4.0 4.2 4.6
645 3.8 4.1 4.7
795 3.2 3.8 4.5
825 3.1 3.6 4.2
855 2.8 3.4 3.9
885 2.6 3.3 3.8
1065 2.4 3.2 3.5
1095 2.3 3.1 3.3
1125 2.2 2.7 3.0
1155 2.1 2.5 2.8
1185 2.1 2.3 2.7
1215 2.0 2.2 2.6 Example 7 Sensory evaluation. Time Intensity test
The results of a sensory evaluation of chewing gum 422, 424, and 425 are presented in Table 7.1 and in Fig. 6. Chewing gum 424 contains delivery system No. 347 which comprises high intensity sweetener encapsulated in a combination of PVAc having high and low molecular weight, wax, and elastomer. Chewing gum 425 contains delivery system No. 403 which comprises high intensity sweetener encapsulated in a combination polyterpene resin, PVAc having both high and low molecular weight, and wax.
Table 7.1 Sweetness intensity as a function of time. The numbers in brackets refer to the used delivery systems.
Sweetness of chewing gum no.
Time (sec.) 422
Ref. 424-(347) 425-(403)
15 6.5 5.4 6.1
45 7.3 6.4 6.9
75 8.1 6.8 7.5
105 8.2 6.9 7.6
135 8.0 7.0 7.4
165 8.1 6.7 7.3
315 6.6 5.5 6.1
345 6.1 4.9 5.7
375 5.7 4.7 5.5
405 5.3 4.5 5.3
555 4.1 4.1 5.3
585 3.8 4.2 5.1
615 3.6 4.0 5.0
645 3.4 4.0 5.0
795 2.8 3.3 4.1
825 2.6 3.3 3.9
855 2.5 3.1 3.7
885 2.3 3.1 3.6
1065 1.7 2.5 3.0
1095 1.5 2.2 2.9
1125 1.4 2.0 2.7
1155 1.4 2.0 2.5
1185 1.3 2.0 2.3
1215 1.2 2.0 2.1 Example 8 Sensory evaluation. Time Intensity test
The results of a sensory evaluation of chewing gum 349, 358, and 381 are presented in Table 8.1 and in Fig. 7. Chewing gum 358 contains delivery system No. 242 which comprises high intensity sweetener encapsulated in polyterpene, wax, and elastomer. Chewing gum 381 contains delivery system No. 373 which comprises high intensity sweetener encapsulated in polyterpene resin, a high molecular weight PVAc, wax, and elastomer.
Table 8.1 Sweetness intensity as a function of time. The numbers in brackets refer to the used delivery systems.
Sweetness of chewing gum no.
349 358 -(242) 381-(373)
Time (Sec.) Ref.
15 6.5 6.0 5.4
45 7.4 6.2 6.0
75 7.7 6.4 6.8
105 7.5 6.3 6.9
135 7.0 6.1 6.4
165 6.6 5.7 6.3
315 5.4 4.8 5.1
345 5.2 4.7 4.9
375 4.9 4.6 4.7
405 4.7 4.4 4.4
555 3.8 4.0 4.1
585 3.5 3.9 3.7
615 3.3 3.8 3.6
645 3.2 3.7 3.7
795 2.6 3.2 3.4
825 2.6 3.0 3.3
855 2.5 2.8 3.2
885 2.2 2.8 3.2
1065 1.8 2.5 3.1
1095 1.6 2.5 3.0
1125 1.6 2.5 2.8
1155 1.5 2.4 2.7
1185 1.4 2.3 2.6
1215 1.3 2.2 2.6

Claims

1. A chewable confectionary composition having modified release, said composition comprising - a confectionary base,
- at least one confectionary ingredient, and
- one or more encapsulation delivery systems comprising at least one high intensity sweetener and at least one natural resin, said one or more encapsulation delivery systems comprising a total amount of natural resin in the range of 5-100% by weight.
2. The confectionary composition according to claim 1, wherein the one or more encapsulation delivery systems comprise a total amount of natural resin in the range of 20-100% by weight.
3. The confectionary composition according to claim 1 or 2, wherein the at least one natural resin comprised in the one or more encapsulation delivery systems comprises at least one polyterpene resin.
4. The confectionary composition according to any of the preceding claims, wherein the at least one natural resin comprised in the one or more encapsulation delivery systems comprises at least one hydrogenated resin.
5. The confectionary composition according to any of the preceding claims, wherein the at least one natural resin comprised in the one or more encapsulation delivery systems comprises at least one polymerised resin.
6. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems further comprise at least one texture modifying agent.
7. The confectionary composition according to claim 6, wherein the texture modifying agent comprises an elastomer.
8. The confectionary composition according claim 6 or 7, wherein the texture modifying agent comprises a softening system.
9. The confectionary composition according to claim 8, wherein the softening system is present in an amount of 3-10% by weight of the one or more encapsulation delivery systems.
5 10. The confectionary composition according to claim 6, wherein the one or more encapsulation delivery systems comprise the texture modifying agent in an amount in the range of 1-25% by weight, preferably in an amount in the range of 2-20% by weight, such as in an amount in the range of 5-15% by weight.
10 11. The confectionary composition according to any of the preceding claims, wherein the at least one natural resin has a softening point of at most 2000C, preferably at most 130°, and even more preferably of at most 90°C.
12. The confectionary composition according to any of the preceding claims, wherein the at 15 least one natural resin has a softening point of at least 70°C, such as at least 80°C, preferably of at least 1000C, and even more preferably of at least 110°C, such as at least 1200C.
13. The confectionary composition according to any of the preceding claims, wherein the at 20 least one natural resin has a softening point in the range of 70-200°C, preferably in the range of 70-130°C°, and even more preferably in the range of 75-95°C°.
14. The confectionary composition according to any of the preceding claims, wherein the at least one polyterpene resin comprises polymerised monoterpenes.
25
15. The confectionary composition according to any of the preceding claims, wherein the at least one polyterpene resin comprises polymerised cyclic monoterpenes.
16. The confectionary composition according to any of the preceding claims, wherein the at 30 least one polyterpene resin comprises polymerised limonene.
17. The confectionary composition according to any of the preceding claims, wherein the at least one polyterpene resin comprises polymerised alpha-pinene.
35 18. The confectionary composition according to any of the preceding claims, wherein the at least one polyterpene resin comprises polymerised beta-pinene.
19. The confectionary composition according to any of the preceding claims, wherein the at least one polyterpene resin comprises styrenated polyterpene resin.
20. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems comprise a combination of two or more polyterpene resins.
5
21. The confectionary composition according to any of the preceding claims, wherein the at least one polyterpene resin comprises at least 50% by weight polymerised monoterpenes, preferably at least 75% by weight polymerised monoterpenes, even more preferably at least 95% by weight polymerised monoterpenes.
10
22. The confectionary composition according to any of the preceding claims, wherein the at least one polyterpene resin comprises at least 50% by weight polymerised cyclic monoterpenes, preferably at least 75% by weight polymerised cyclic monoterpenes, even more preferably at least 95% by weight polymerised cyclic monoterpenes.
15
23. The confectionary composition according to any of the preceding claims, wherein the elastomer comprised in the one or more encapsulation delivery systems is selected from the group consisting of butyl rubber, polyisobutylen, isobutylene-isoprene copolymer, styrene-butadiene copolymer, styrene-isoprene-styrene copolymer, polyisoprene,
20 polyethylene, vinyl acetate-vinyl laurate copolymer, and combinations thereof.
24. The confectionary composition according to any of the preceding claims, wherein the at least one confectionary ingredient comprises at least one high intensity sweetener.
25
25. The confectionary composition according to any of the preceding claims, wherein the at least one high intensity sweetener is selected from the group consisting of sucralose, neotame, NEPH, aspartame, salts of acesulfame (acesulfame-K), alitame, saccharin and its salts, cyclamic acid and its salts, glycyrrhizin, dihydrochalcones, thaumatin, monellin,
30 stevioside, and mixtures thereof.
26. The confectionary composition according to any of the preceding claims, wherein the at least one high intensity sweetener comprises a ground high intensity sweetener.
35 27. The confectionary composition according to any of the preceding claims, wherein the average particle size of the at least one high intensity sweetener is in the range of 0.1-100 μtm, preferably in the range of 1-50 μm.
28. The confectionary composition according to any of claims 7-25, wherein the one or more encapsulation delivery systems comprise an amount of the at least one elastomer in the range of 0 -30% by weight, preferably in the range of 5-20% by weight, even more preferred in the range of 5-10% by weight.
29. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems comprise an amount of the at least one high intensity sweetener in the range of 0.1-50% by weight, preferably in the range of 10-45% by weight, even more preferred in the range of 20-40% by weight.
30. The confectionary composition according to any of the preceding claims, wherein the composition comprises an amount of the at least one high intensity sweetener in the range of 0.1-10% by weight, preferably in the range of 0.5-5% by weight, even more preferred in the range of 1-3% by weight.
31. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems furthermore comprises at least one food acid.
32. The confectionary composition according to any of the preceding claims, wherein the at least one confectionary ingredient comprises at least one food acid.
33. The confectionary composition according to claim 31 or 32, wherein the at least one food acid is selected from the group consisting of citric acid, tartaric acid, malic acid, fumaric acid, succinic acid, ascorbic acid, adipic acid and lactic acid, and mixtures thereof.
34. The confectionary composition according to any of the preceding claims, wherein said composition comprises an amount of the one or more encapsulation delivery systems in the range of 0.5-20% by weight, preferably in the range of 1-10% by weight, even more preferred in the range of 1.5-6% by weight.
35. The confectionary composition according to any of the preceding claims, wherein the average particle size of the one or more encapsulation delivery systems is in the range of 100-2000 μm, preferably in the range of 100-1000 μm, and even more preferred in the range of 100-800 μm.
36. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems comprise at least one polyterpene resin and at least one hydrogenated resin.
37. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems comprise at least one polyterpene resin and at least one polymerised resin.
5 38. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems further comprise at least one polyvinyl acetate.
39. The confectionary composition according to any of the preceding claims, wherein the 10 one or more encapsulation delivery systems comprise at least one polyterpene resin and at least one polyvinyl acetate.
40. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems comprise polyvinyl acetate in an amount in
15 the range of 10-90% by weight of the one or more encapsulation delivery systems.
41. The confectionary composition according to any of the preceding claims, wherein the polyvinyl acetate has a molar weight (Mw) in the range of 5,000-40,000 g/mol, preferably in the range of 7,500 - 20,000 g/mol, and even more preferably in the range of 10,000 -
20 15,000 g/mol.
42. The confectionary composition according to any of the preceding claims, wherein the polyvinyl acetate has a molar weight (Mw) in the range of 40,000-100,000 g/mol, preferably in the range of 45,000 - 85,000 g/mol, and even more preferably in the range
25 of 50,000 - 70,000 g/mol.
43. The confectionary composition according to any of the preceding claims, wherein the at least one polyvinyl acetate comprises a first polyvinyl acetate having a molar weight (Mw) in the range of 5,000-40,000 g/mol and a second polyvinyl acetate having a molar weight
30 (Mw) in the range of 40,000-100,000 g/mol.
44. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems comprise polyterpene resin in an amount in the range of 10-30% by weight, the first polyvinyl acetate in an amount in the range of
35 10-30% by weight, and the second polyvinyl acetate in an amount in the range of 10-30% by weight.
45. The confectionary composition according to claim any of the preceding claims, comprising two or more encapsulation delivery systems.
46. The confectionary composition according to claim 45, comprising three or more encapsulation delivery systems.
5 47. The confectionary composition according to claim 45 or 46, wherein said encapsulation delivery systems comprise at least a first encapsulation delivery system comprising the at least one polyterpene resin and at least a second encapsulation delivery system comprising the at least one polyvinyl acetate.
10 48. The confectionary composition according to claim 45 or 46, wherein said encapsulation delivery systems comprise at least a first encapsulation delivery system comprising the at least one hydrogenated resin and at least a second encapsulation delivery system comprising the at least one polyvinyl acetate.
15 49. The confectionary composition according to claim 45 or 46, wherein said encapsulation delivery systems comprise at least a first encapsulation delivery system comprising the at least one polymerised resin and at least a second encapsulation delivery system comprising the at least one polyvinyl acetate.
20 50. The confectionary composition according to any of claims 45-49, wherein said encapsulation delivery systems provide different release properties.
51. The confectionary composition according to any of the preceding claims, wherein said encapsulation delivery systems comprise at least one delayed release encapsulation
25 delivery system releasing at least 25% of its high intensity sweetener during the period from 6 minutes to 15 minutes of chewing the confectionary composition.
52. The confectionary composition according to any of the preceding claims, wherein said encapsulation delivery systems comprise at least one delayed release encapsulation
30 delivery system releasing at least 30% of its high intensity sweetener, preferably at least 30%, such as at least 35% or at least 40%, and even more preferred at least 50% such as at least 60%, during the period from 6 minutes to 15 minutes of chewing the confectionary composition.
35 53. The confectionary composition according to any of the claims 8-52, wherein the softening system comprised in the one or more encapsulation delivery systems comprises an emulsifier.
54. The confectionary composition according to claim 53, wherein the softening system comprised in the one or more encapsulation delivery systems comprises a wax.
55. The confectionary composition according to claim 53, wherein the softening system 5 comprised in the one or more encapsulation delivery systems comprises a fat.
56. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems comprise:
- a first encapsulation delivery system comprising a first high intensity sweetener, and 10 - a second encapsulation delivery system comprising a second high intensity sweetener, which second high intensity sweetener is different from the first high intensity sweetener.
57. The confectionary composition according to any of the preceding claims, wherein the one or more encapsulation delivery systems comprise an encapsulation delivery system
15 comprising a first high intensity sweetener and a second high intensity sweetener, which second high intensity sweetener is different from the first high intensity sweetener.
58. The confectionary composition according to claim 56 or 57, wherein the first high intensity sweetener is aspartame and the second high intensity sweetener is an salt of
20 acesulfame, such as acesulfame-K.
59. The confectionary composition according to any of the preceding claims, wherein the confectionary base is selected from the group consisting of a gum base, a toffee base, a caramel base, a gummy candy base and a jelly candy base.
25
60. The confectionary composition according to any of the preceding claims, wherein the confectionary composition is in the form of a chewing gum, a toffee, a caramel, a gummy candy, or a jelly candy.
30 61. The confectionary composition according to any of the preceding claims, wherein the composition furthermore comprises a coating.
62. The confectionary composition according to claim 61, wherein the coating is a hard coating.
35
63. The confectionary composition according to any of the claims 62, wherein the coating is a soft coating.
64. The confectionary composition according to claim 62, wherein the coating is a film coating.
65. The confectionary composition according to any of the preceding claims, wherein the 5 gum base comprises an elastomer.
66. The confectionary composition according to any of the preceding claims, wherein the gum base comprises a resin.
10 67. The confectionary composition according to any of the preceding claims, wherein the composition comprises an amount of gum base in the range of 10-90% by weight, preferably in the range of 20-70% by weight, even more preferred in the range of 40-60 by weight.
15 68. The confectionary composition according to any of the preceding claims, wherein the at least one confectionary ingredient is selected from the group consisting of a bulk sweetener, a high intensity sweetener, a flavouring agent, a cooling agent, a warming agent, a softener, an emulsifier, a colouring agent, a binding agent, an acidulant, a filler, an antioxidant.
20
69. The confectionary composition according to claim 68, wherein the at least one confectionary ingredient is a bulk sweetener.
70. The confectionary composition according to claim 69, wherein the bulk sweetener is 25 selected from the group consisting of dextrose, sucrose, lactose, hydrogenated starch hydrolysates, xylitol, mannitol, sorbitol, maltitol, isomalt, erythritol, lactitol, and maltodextrin.
71. The confectionary composition according to claim 69 or 70, wherein the composition 30 comprises the bulk sweetener in an amount in the range of 5-95% by weight.
72. The confectionary composition according to claim 70 or 71, wherein the composition comprises the bulk sweetener in an amount in the range of 10-80% by weight.
35 73. A confectionary encapsulation delivery system comprising at least one high intensity sweetener and at least one natural resin, said encapsulation delivery system comprising a total amount of natural resin in the range of 5-100% by weight.
74. The encapsulation delivery system according to claim 73 comprising a total amount of natural resin in the range of 20-100% by weight.
75. The encapsulation delivery system according to claim 73 or 74, wherein the at least 5 one natural resin comprises at least one polyterpene resin.
76. The encapsulation delivery system according to any of the claims 73-75, further comprising at least one texture modifying agent.
10 77. The encapsulation delivery system according to any of claims 73-76, wherein the encapsulation delivery system comprise an amount of the at least one high intensity sweetener in the range of 0.1-50% by weight, preferably in the range of 10-45% by weight, even more preferred in the range of 20-40% by weight.
15 78. The encapsulation delivery system according to any of claims 73-77 , wherein the average particle size of the encapsulation delivery system is in the range of 100-2000 μm, preferably in the range of 100-1000 μm, and even more preferred in the range of 100-800 μm.
20 79. A method of preparing a confectionary composition according to any of claims 1-72, the method comprising the step of mixing the one or more encapsulation delivery systems with the confectionary base.
80. A method of preparing a particulate encapsulation delivery system according to any of 25 claims 73-78, said a particulate encapsulation delivery system comprising at least one high intensity sweetener and at least one natural resin, the method comprising the step of: a) mixing the at least one high intensity sweetener with the at least one natural resin, b) converting the mixture of step a) to particles, thus obtaining the encapsulation 30 delivery system.
PCT/DK2006/000453 2006-08-17 2006-08-17 Resin encapsulated high intensity sweetener WO2008019685A1 (en)

Priority Applications (14)

Application Number Priority Date Filing Date Title
ES06761864T ES2348675T3 (en) 2006-08-17 2006-08-17 HIGH INTENSITY EDULCORANT ENCAPSULATED IN RESIN.
JP2009524075A JP4733210B2 (en) 2006-08-17 2006-08-17 Resin-encapsulated high-intensity sweetener
CN2006800556177A CN101505613B (en) 2006-08-17 2006-08-17 Resin encapsulated high intensity sweetener
MX2009001764A MX2009001764A (en) 2006-08-17 2006-08-17 Resin encapsulated high intensity sweetener.
PCT/DK2006/000453 WO2008019685A1 (en) 2006-08-17 2006-08-17 Resin encapsulated high intensity sweetener
BRPI0621974A BRPI0621974B1 (en) 2006-08-17 2006-08-17 resin encapsulated high intensity sweetener.
CA2660992A CA2660992C (en) 2006-08-17 2006-08-17 Resin encapsulated high intensity sweetener
EP06761864A EP2053929B1 (en) 2006-08-17 2006-08-17 Resin encapsulated high intensity sweetener
DK06761864.5T DK2053929T3 (en) 2006-08-17 2006-08-17 Resin-encapsulated high-intensity sweetener
US12/377,469 US20090246327A1 (en) 2006-08-17 2006-08-17 Resin encapsulated high intensity sweetener
KR1020097004965A KR101321452B1 (en) 2006-08-17 2006-08-17 Resin encapsulated high intensity sweetener
AT06761864T ATE468757T1 (en) 2006-08-17 2006-08-17 RESIN ENCAPSULATED INTENSIVE SWEETENER
PL06761864T PL2053929T3 (en) 2006-08-17 2006-08-17 Resin encapsulated high intensity sweetener
DE602006014601T DE602006014601D1 (en) 2006-08-17 2006-08-17 RESIN-CABINED INTENSIVE WASTE

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ES2348675T3 (en) 2010-12-10
US20090246327A1 (en) 2009-10-01
CN101505613B (en) 2012-07-18
DE602006014601D1 (en) 2010-07-08
BRPI0621974B1 (en) 2015-12-29
ATE468757T1 (en) 2010-06-15
CA2660992A1 (en) 2008-02-21
KR101321452B1 (en) 2013-10-30
CA2660992C (en) 2014-10-14
EP2053929B1 (en) 2010-05-26
KR20090039839A (en) 2009-04-22
JP2010500873A (en) 2010-01-14
JP4733210B2 (en) 2011-07-27
CN101505613A (en) 2009-08-12
MX2009001764A (en) 2009-02-25

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