[go: up one dir, main page]

WO1990007864A2 - Procede de liberation entretenue de glycyrrhizine dans de la gomme a macher et gomme ainsi obtenue - Google Patents

Procede de liberation entretenue de glycyrrhizine dans de la gomme a macher et gomme ainsi obtenue Download PDF

Info

Publication number
WO1990007864A2
WO1990007864A2 PCT/US1990/002255 US9002255W WO9007864A2 WO 1990007864 A2 WO1990007864 A2 WO 1990007864A2 US 9002255 W US9002255 W US 9002255W WO 9007864 A2 WO9007864 A2 WO 9007864A2
Authority
WO
WIPO (PCT)
Prior art keywords
glycyrrhizin
sweetener
gum
chewing gum
release
Prior art date
Application number
PCT/US1990/002255
Other languages
English (en)
Other versions
WO1990007864A3 (fr
Inventor
Robert J. Yatka
Original Assignee
Wm. Wrigley Jr. Company
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 Wm. Wrigley Jr. Company filed Critical Wm. Wrigley Jr. Company
Priority to PCT/US1990/002255 priority Critical patent/WO1990007864A2/fr
Publication of WO1990007864A2 publication Critical patent/WO1990007864A2/fr
Publication of WO1990007864A3 publication Critical patent/WO1990007864A3/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00—Chewing gum
    • A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
    • A23G4/10—Chewing gum characterised by the composition containing organic or inorganic compounds characterised by the carbohydrates used, e.g. polysaccharides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00—Chewing gum
    • A23G4/02—Apparatus specially adapted for manufacture or treatment of chewing gum
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00—Chewing gum
    • A23G4/18—Chewing gum characterised by shape, structure or physical form, e.g. aerated products
    • A23G4/20—Composite products, e.g. centre-filled, multi-layer, laminated

Definitions

  • the present invention relates to methods for producing chewing gum. More particularly the invention relates to producing chewing gum containing high- potency sweeteners which have been treated to control their release and enhance shelf-life stability.
  • U.S. Patent No. 4,277,511 discloses ammoniated glycyrrhizin for use in foods, beverages and pharmaceuticals but not specifically in chewing gums.
  • U.S. Patent No. 2,185,674 discloses combina ⁇ tions of thaumatin and glycyrrhizin (among other ingredients) to stimulate growth of farm animals.
  • U.S. Patent No. 4,176,201 discloses a sweetening composition with lactose, sorbitol, potassium bitartrate, a 5' nucleotide, and glycyrrhizin.
  • U.S. Patent No. 4,254,154 dicloses a sweetening composition consisting of aspartame, sugar, sugar alcohol, glycyrrhizin and cream of tartar.
  • U.S. Patent No. 4,597,970 to Sharma et al. teaches a process for producing an agglom ⁇ erated sweetener wherein the sweetener is dispersed in a hydrophobic matrix consisting essentially of lecithin, a glyceride, and a fatty acid or wax having a melting point between 25°C and 100°C.
  • the method disclosed uses a spray-congealing step to form the sweetener- containing matrix into droplets, followed by a fluid-bed second coating on the agglomerated particles.
  • U.S. Patent No. 4,230,687 to Sair et al. teaches a process for encasing an active ingredient to achieve gradual release of the ingredient in a product such as chewing gum.
  • the method described involves adding the ingredient to an encapsulating material in the form of a viscous paste. High-shear mixing is used to achieve a homogeneous dispersion of the ingredient within the matrix, which is subsequently dried and ground.
  • U.S. Patent No. 4,139,639 to Bahoshy et al. teaches a process of "fixing" aspartame by co-drying (by spray drying or fluid-bed coating) a solution con ⁇ taining aspartame and an encapsulating agent, such as gum arabic, to thereby surround and protect the aspar ⁇ tame in the gum during storage.
  • U.S. Patent No. 4,384,004 to Cea et al. teaches a method of encapsulating aspartame with vari ⁇ ous solutions of encapsulating agents using various encapsulation techniques, such as spray drying, in order to increase the shelf-stability of the aspartame.
  • U.S. Patent No. 4,634,593 to Stroz et al. teaches a method for producing controlled release sweet ⁇ eners for confections, such as chewing gum.
  • the method taught therein involves the use of an insoluble fat material which is mix mulled with the sweetener.
  • the present invention includes a method for producing chewing gum with a modified high-potency sweetener, specifically glycyrrhizin, as well as the chewing gum so produced.
  • the delayed release high- potency sweetener is obtained by modifying the sweetener by encapsulation, partial encapsulation or partial coating, entrapment or absorption with low water-soluble materials or water-insoluble materials.
  • the procedures for modifying the sweetener include spray drying, spray chilling, fluid-bed coating, co- acervation, and other agglomerating and standard en ⁇ capsulating techniques.
  • the sweetener may also be ab ⁇ sorbed onto an inert or water-insoluble material.
  • the sweetener may be modified in a multiple step process comprising any of the processes or combination of pro ⁇ Deads noted.
  • the sweetener, glycyrrhizin may also be combined with other sweeteners including, but not limited to, sucrose, dextrose, fructose, maltose, malto- dextrin, xylose, palatinose, or others that are con ⁇ sidered bulk sweeteners, as well as sugar alcohols in ⁇ cluding but not limited to sorbitol, mannitol, xylitol, maltitol, lactitol, palatinit, and lycasin.
  • the high- potency sweetener glycyrrhizin may also be combined with other high-potency sweeteners including, but not limited to, thaumatin, aspartame, acesulfame K, sodium saccharin, sucralose, alitame, cyclamate, stevioside and dihydrochalcones.
  • This sweetener when modified according to the present invention, gives a chewing gum having a controlled-release sweetener.
  • a higher quantity of sweetener can be used without resulting in a high initial sweetness impact, but instead having a delayed sweetness release that is compatible with the delayed flavor release in chewing gum, giving a highly consumer-acceptable chewing gum product.
  • Glycyrrhizin is a high-potency sweetener which is about 50 times sweeter than sugar. The taste properties of glycyrrhizin are considered good. At concentrations usually used, glycyrrhizin has a rapidly perceptible sweet taste that does linger, but also has a licorice aftertaste.
  • glycyrrhizin As a food additive.
  • the manufacturer of glycyrrhizin is MacAndrews & Forbes Co. in Camden, New Jersey.
  • Glycyrrhizin is either ammoniated glycyrrhizin, monoammoniated glycyrrhizin, or glycyrrhizin acid.
  • the sweetener When glycyrrhizin is added to chewing gum at a level of about 0.02% to 2.0%, the sweetener gives chewing gum a fast, intense sweetness that leaves a strong licorice flavor character. It would be considered a significant improvement to a chewing gum to have the glycyrrhizin sweetener release its sweetness more slowly as the flavor in the gum is released, thus balancing the overall taste perception. This would also slow the release of the licorice aftertaste, so that more sweetener could be used without a noticeable licorice aftertaste.
  • Glycyrrhizin can be added as a powder, as an aqueous solution, or dissolved in glycerine, propylene glycol, corn syrup, hydrogenated starch hydrolygate, or any other compatible aqueous solutions.
  • an emulsifier can also be mixed in the solution with the glycyrrhizin sweetener and the mixture added to a chewing gum.
  • a flavor can also be added to the sweetener/emulsifier mixture.
  • the emulsion formed can be added to chewing gum.
  • Powdered glycyrrhizin may also be mixed into a molten chewing gum base during base manufacture or prior to manufacture of the gum. Glycyrrhizin may also be mixed with base ingredients during base manufacture.
  • glycyrrhizin usage levels of glycyrrhizin in water or aqueous solvent is limited to its solubility in the aqueous solvent.
  • solubility in water at 20°C is at least 20% (w/w) and increases with temperature, but glycyrrhizin forms a gel at high concentration levels.
  • the solubility of glycyrrhizin is less than in plain water.
  • Glycyrrhizin is also soluble in ethanol and methanol.
  • the amount of glycyrrhizin added to chewing gum of the present invention is about 0.02% to 2%.
  • the range of glycyrrhizin in gum is about 0.05% to about 0.5%.
  • glycyrrhizin releases relatively quickly from chewing gum during the early stages of mastication of the gum because of its high solubility in water. Physical modifications of the sweetener by encapsulation with another substrate will slow its * release in chewing gum by reducing the solubility or dissolution rate of glycyrrhizin.
  • Any standard technique which gives partial or full encapsulation of the glycyrrhizin sweetener can be used. These techniques include, but are not limited to, spray drying, spray chilling, fluid-bed coating and coacervation.
  • These encapsulation techniques that give partial encapsulation or full encapsulation can be used individually or in any combination in a single step process or multiple step process. Generally, delayed release of sweetener is obtained in multistep processes like spray drying the sweetener and then fluid-bed coating of the resultant powder.
  • the encapsulation techniques here described are standard coating techniques and generally give varying degrees of coating, from partial to full coat ⁇ ing, depending on the coating composition used in the process.
  • the coating compositions may be suscep ⁇ tible to water permeation to various degrees.
  • compositions that have high organic solubility, good film-forming properties and low water solubility give better delayed release of the sweetener.
  • Such compositions include acrylic polymers and copolymers, carboxyvinyl polymer, polyamides, polystyrene, poly- vinyl acetate, polyvinyl acetate phthalate, polyvinyl- pyrrolidone, and waxes.
  • glycyrrhizin sweetener Although all of these materials are possible for encapsulation of glycyrrhizin sweetener, only food-grade materials should be considered.
  • Two standard food-grade coating materials that are good film formers but not water soluble are shellac and Zein. Others which are more water soluble, but good film formers, are materials like agar, alginates, a wide range of cellulose deriva ⁇ tives like ethyl cellulose, methyl cellulose, sodium hydroxymethyl cellulose, and hydroxypropylmethyl cellulose, dextrin, gelatin, and modified starches. These ingredients, which are generally approved for food use, also give a delayed release when used as an encapsulant for glycyrrhizin. Other encapsulants like acacia or maltodextrin can also encapsulate glycyrrhizin, but give very little change in the release rate of glycyrrhizin in gum.
  • the amount of coating or encapsulating ma ⁇ terial on the sweetener glycyrrhizin also controls the length of time for its release from chewing gum. Generally, the higher the level of coating and the lower the amount of active glycyrrhizin, the slower the release of the sweetener during mastication. The re ⁇ lease is generally not instantaneous, but gradual over an extended period of time.
  • the encapsulant should be a minimum of about 20% of the coated sweetener.
  • the encapsulant should be a minimum of about 30% of the coated sweetener, and most preferably should be a minimum of about 40% of the coated sweetener.
  • a higher or lower amount of coating material may be needed to give the desired release of sweetener to balance sweetness release with flavor release.
  • Another method of giving a delayed release of the sweetener, glycyrrhizin is agglomeration of the sweetener with an agglomerating agent which partially coats the sweetener.
  • This method includes the step of mixing the sweetener and agglomerating agent with a small amount of water or solvent. The mixture is pre ⁇ pared in such a way as to have individual wet particles in contact with each other so that a partial coating can be applied. After the water or solvent is removed, the mixture is ground and used as a powdered, coated sweetener.
  • agglomerat ⁇ ing agent Materials that can be used as the agglomerat ⁇ ing agent are the same as those used in encapsulation procedures mentioned previously. However, since the coating is only a partial encapsulation, and the glycyrrhizin sweetener is very water soluble, some agglomerating agents are more effective in delaying the sweetener release than others. Some of the better agglomerating agents are the organic polymers like acrylic polymers and copolymers, polyvinyl acetate, polyvinylpyrrolidone, waxes, shellac, and Zein. Other agglomerating agents are not as effective in giving the sweetener a delayed release as are the polymers, waxes, shellac and Zein, but can be used to give some delayed release.
  • agglomerating agents include, but are not limited to, agar, alginates, a wide range of cellulose derivatives like ethyl cellulose, methyl cellulose, sodium hydroxymethyl cellulose, hydroxypropylmethyl cellulose, dextrin, gelatin, modified starches, and vegetable gums like guar gum, locust bean gum, and carrageenin. Even though the agglomerated sweetener is only partially coated, when the quantity of coating is increased compared to the quantity of glycyrrhizin sweetener, the release of the sweetener can be delayed for a longer time during mastication.
  • the level of coating used in the agglomerated product is a minimum of about 5%.
  • the coating level is a minimum of about 15% and more preferably about 20%.
  • a higher or lower amount of agent may be needed to give the desired release of sweetener to balance sweetness release with flavor release.
  • the glycyrrhizin sweetener may be coated in a two-step process or multiple step process.
  • the sweet ⁇ ener may be encapsulated with any of the materials as described previously and then the encapsulated sweet ⁇ ener can be agglomerated as described previously to obtain an encapsulated/agglomerated/sweetener product that could be used in chewing gum to give a delayed release of sweetener.
  • glycyrrhizin sweetener may be absorbed onto another component which is porous and become entrapped in the matrix of the porous component.
  • Common materials used for absorbing the sweetener include, but are not limited to, silicas, silicates, pharmasorb clay, spongelike beads or microbeads, amorphous sugars like spray-dried dextrose, sucrose, alditols, amorphous car ⁇ bonates and hydroxides, including aluminum and calcium lakes, vegetable gums and other spray dried materials.
  • the amount of glycyrrhizin sweetener that can be loaded onto the absorbant will vary. Generally materials like polymers or sponglike beads or microbeads, amorphous sugars and alditols and amorphous carbonates and hydroxides absorb an amount equal to about 10% to about 40% of the weight of the absorbant. Other materials like silicas and pharmasorb clays may be able to absorb about 20% to about 80% of the weight of the absorbant.
  • the general procedure for absorbing the sweet ⁇ ener onto the absorbent is as follows.
  • An absorbent like fumed silica powder can be mixed in a powder blender and an aqueous solution of the glycyrrhizin sweetener can be sprayed onto the powder as mixing con- tinues.
  • the aqueous solution can be about 5% to 20% glycyrrhizin solids, and higher solid levels may be used if temperatures up to 90°C are used.
  • water is the solvent, but other solvents like alcohol could also be used if approved for use in food.
  • the powder mixes the liquid is sprayed onto the powder. Spraying is stopped before the mix becomes damp.
  • the still free-flowing powder is removed from the mixer and dried to remove the water or other solvent, and then ground to a specific particle size.
  • the fixative/sweetener can be coated by encapsulation. Either full or partial encapsulation may be used, de ⁇ pending on the coating composition used in the process. Full encapsulation may be obtained by coating with a polymer as in spray drying, spray chilling, fluid-bed coating, coacervation, or any other standard technique. A partial encapsulation or coating can be obtained by agglomeration of the fixative/sweetener mixture using any of the materials discussed above.
  • the three methods of use to obtain a delayed release of glycyrrhizin sweetener are: (1) encapsulation by spray drying, fluid-bed coating, spray chilling and coacervation to give full or partial encapsulation, (2) agglomeration to give partial encapsulation and (3) fixation or entrapment/absorption which also gives partial encapsulation.
  • These three methods combined in any usable manner which physically isolates the glycyrrhizin sweetener, reduces its dissolvability or slows down the release of sweetener, are included in this invention.
  • the glycyrrhizin sweetener may be added to the liquid inside a liquid center gum product.
  • the center fill of a gum product may comprise one or more carbohydrate syrups, glycerin, thickeners, flavors, acidulants, colors, sugars and sugar alcohols in conventional amounts.
  • the ingredi ⁇ ents are combined in a conventional manner.
  • the glycyrrhizin sweetener is dissolved in the center-fill liquid and the amount of glycyrrhizin sweetener added to the center-fill liquid is about 100 ppm to about 5000 ppm by weight of the entire chewing gum formula.
  • This method of using glycyrrhizin sweetener in chewing gum can allow for a lower usage level of the sweetener, can give the sweetener a smooth release rate, and can reduce or eliminate any possible reaction of the sweet ⁇ ener with gum base, flavor components or other com ⁇ ponents, yielding improved shelf stability.
  • Another method of isolating glycyrrhizin sweetener from other chewing gum ingredients is to add glycyrrhizin to the dusting compound of a chewing gum.
  • a rolling or dusting compound is applied to the surface of chewing gum as it is formed. This rolling or dusting compound serves to reduce sticking to machinery as it is formed, reduces sticking of the product to machinery as it is wrapped, and sticking to its wrapper after it is wrapped and being stored.
  • the rolling com ⁇ pound comprises glycyrrhizin sweetener in combination with mannitol, sorbitol, sucrose, starch, calcium carbonate, talc, other orally acceptable substances or a combination thereof.
  • the rolling compound constitutes from about 0.25% to about 10.0%, but preferably about 1% to about 3% of weight of the chewing gum composition.
  • the amount of glycyrrhizin sweetener added to the rolling compound is about 0.05% to about 20% of the rolling compound or about 5 ppm to about 5,000 ppm of the chewing gum composition.
  • This method of using glycyrrhizin sweetener in the chewing gum can allow a lower usage level of the sweetener, can give the sweetener a more controlled release rate, and can reduce or eliminate any possible reaction of the sweetener with gum base, flavor components, or other components, yielding improved shelf stability.
  • Another method of isolating glycyrrhizin sweetener is to use it in the coating/panning of a pellet chewing gum.
  • Pellet or ball gum is prepared as conventional chewing gum, but formed into pellets that are pillow shaped, or into balls.
  • the pellets/balls can be then sugar coated or panned by conventional panning techniques to make a unique sugar coated pellet gum.
  • the glycyrrhizin sweetener is very stable and highly water soluble, and can be easily added to a sugar solution prepared for sugar panning.
  • Glycyrrhizin can also be added as a powder blended with other powders often used in some types of conventional panning procedures.
  • glycyrrhizin sweetener iso ⁇ lates the sweetener from other gum ingredients and modifies its release rate in chewing gum.
  • Levels of use of glycyrrhizin may be about 100 ppm to about 10,000 ppm in the coating and about 50 ppm to about 5,000 ppm of the weight of the chewing gum product.
  • the weight of the coating may be about 20% to about 50% of the weight of the finished gum product.
  • panning modifiers including, but not limited to, gum arabic, maltodextrins, corn syrup, gela ⁇ tin, cellulose type materials like carboxymethyl cellu ⁇ lose or hydroxymethyl cellulose, starch and modified starches, vegetable gums like alginates, locust bean gum, guar gum, and gum tragacanth, insoluble carbonates like calcium carbonate or magnesium carbonate and talc.
  • Antitack agents may also be added as panning modifiers which allow the use of a variety of carbohydrates and sugar alcohols to be used in the development of new panned or coated gum products. Flavors may also be added with the sugar coating and with the glycyrrhizin sweetener to yield unique product characteristics.
  • pan coating would also iso ⁇ late the glycyrrhizin sweetener from the chewing gum ingredients.
  • This technique is referred to as film coating and is more common in pharmaceuticals than in chewing gum, but procedures are similar.
  • a film like shellac, Zein, or cellulose-type material is applied onto a pellet-type product forming a thin film on the surface of the product.
  • the film is applied by mixing the polymer, a plasticizer and a solvent (pigments are optional) and spraying the mixture onto the pellet sur ⁇ face. This is done in conventional type panning equip ⁇ ment, or in more advanced side-vended coating pans. When a solvent like alcohol is used, extra precautions are needed to prevent fires and explosions, and special ⁇ ized equipment must be used.
  • Some film polymers can use water as the sol ⁇ vent in film coating.
  • Recent advances in polymer re ⁇ search and in film coating technology eliminates the problem associated with the use of solvents in coating. These advances make it possible to apply aqueous films to a pellet or chewing gum product.
  • glycyrrhizin sweetener is highly water soluble, it can be added to this aqueous film solution and applied with the film to the pellet or chewing gum product.
  • the aqueous film or even the alcohol solvent film, in which glycyrrhizin is also highly soluble may also contain a flavor along with the polymer and plasticizer.
  • the sweetener By adding glycyrrhizin sweetener to the polymer/plasticizer/solvent system, either as an emulsion or solution, the sweetener can add sweetness to the flavor and a balanced flavor/ sweetness can be obtained.
  • the glycyrrhizin sweetener can also be dissolved in the aqueous solvent and coated on the surface with the aqueous film. This will give a unique sweetness release to a film coated product.
  • the previously described encapsulated, agglomerated, or absorbed high-potency sweetener may readily be incorporated into a chewing gum composition.
  • the remainder of the chewing gum ingredients are non- critical to the present invention. That is, the coated particles of high-potency sweetener can be incorporated into conventional chewing gum formulations in a con ⁇ ventional manner.
  • the preferred chewing gum formulation is a sugarless chewing gum.
  • the high-potency sweeteners may also be used in a sugar chewing gum to intensify and/or extend the sweetness thereof.
  • the coated high-potency sweetener may be used in either regular chewing gum or bubble gum.
  • a chewing gum composition typic ⁇ ally comprises a water-soluble bulk portion, a water- insoluble chewable gum base portion and typically water- insoluble flavoring agents.
  • the water-soluble portion dissipates with a portion of the flavoring agent over a period of time during chewing.
  • the gum base portion is retained in the mouth throughout the chew.
  • the insoluble gum base generally comprises elastomers, resins, fats and oils, waxes, softeners and inorganic fillers.
  • Elastomers may include polyisobuty- lene, isobutylene-isoprene copolymer and styrene buta ⁇ diene rubber, as well as natural latexes such as chicle.
  • Resins include polyvinylacetate and terpene resins.
  • Fats and oils may also be included in the gum base, including tallow, hydrogenated and partially hydrogen ⁇ ated vegetable oils, and cocoa butter. Commonly em ⁇ ployed waxes include paraffin, microcrystalline and natural waxes such as beeswax and carnauba.
  • the insoluble gum base constitutes between about 5 to about 95 percent by weight of the gum. More preferably the insoluble gum base comprises between 10 and 50 per ⁇ cent by weight of the gum and most preferably about 20 to about 35 percent by weight of the gum.
  • the gum base typically also includes a filler component.
  • the filler component may be calcium carbon ⁇ ate, magnesium carbonate, talc, dicalcium phosphate or the like.
  • the filler may constitute between about 5 and about 60 percent by weight of the gum base. Pre ⁇ ferably, the filler comprises about 5 to about 50 per ⁇ cent by weight of the gum base.
  • Gum bases typically also contain softeners, including glycerol monostearate and glycerol triace- tate. Further, gum bases may also contain optional ingredients such as antioxidants, colors, and emulsi- fiers. The present invention contemplates employing any commercially acceptable gum base.
  • the water-soluble portion of the chewing gum may further comprise softeners, sweeteners, flavoring agents and combinations thereof.
  • Softeners are added to the chewing gum in order to optimize the chewability and mouth feel of the gum.
  • Softeners also known in the art as plasticizers or plasticizing agents, gener ⁇ ally constitute between about 0.5 to about 15.0 percent by weight of the chewing gum.
  • Softeners contemplated by the present invention include glycerin, lecithin, and combinations thereof.
  • aqueous sweetener solutions such as those containing sorbitol, hydrogen ⁇ ated starch hydrolysates, corn syrup and combinations thereof may be used as softeners and binding agents in gum.
  • sugar sweeteners of the present invention will most likely be used in sugarless gum formulations.
  • formula ⁇ tions containing sugar are also within the scope of the invention.
  • Sugar sweeteners generally include saccha- ride- containing components commonly known in the chew ⁇ ing gum art which comprise, but are not limited to, sucrose, dextrose, maltose, dextrin, dried invert sugar, fructose, levulose, galactose, corn syrup solids and the like, alone or in any combination.
  • the coated high-potency sweeteners of the present invention can also be used in combination with other sugarless sweeteners.
  • sugarless sweet ⁇ eners include components with sweetening character ⁇ istics but which are devoid of the commonly known sugars and comprise, but are not limited to, sugar al ⁇ cohols such as sorbitol, mannitol, xylitol, hydrogen- ated starch hydrolysates, maltitol and the like, alone or in any combination.
  • coated high- potency sweeteners of the present invention can also be used in combination with uncoated high-potency sweet ⁇ eners or with high-potency sweeteners coated with other materials and by other techniques.
  • a flavoring agent may be present in the chew ⁇ ing gum in an amount within the range of from about 0.1 to about 10.0 weight percent and pre erably from about 0.5 to about 3.0 weight percent of the gum.
  • the flavor ⁇ ing agents may comprise essential oils, synthetic flavors, or mixture thereof including, but not limited to, oils derived from plants and fruits such as citrus oils, fruit essences, peppermint oil, spearmint oil, clove oil, oil of wintergreen, anise, and the like. Artificial flavoring components are also contemplated for use in gums of the present invention. Those skilled in the art will recognize that natural and arti ⁇ ficial flavoring agents may be combined in any sensor- ally acceptable blend. All such flavors and flavor blends are contemplated by the present invention.
  • Optional ingredients such as colors, emulsi- fiers and pharmaceutical agents may be added to the chewing gum.
  • chewing gum is manufactured by sequentially adding the various chewing gum ingredients to a commercially available mixer known in the art. After the ingredients have been thoroughly mixed, the gum mass is discharged from the mixer and shaped into the desired form such as by rolling into sheets and cutting into sticks, extruding into chunks or casting into pellets.
  • the ingredients are mixed by first melting the gum base and adding it to the running mixer. The base may also be melted in the mixer itself. Color or emulsifiers may also be added at this time. A soften ⁇ er such as glycerin may also be added at this time, along with syrup and a portion of the bulking agent. Further portions of the bulking agent may then be added to the mixer. A flavoring agent is typically added with the final portion of the bulking agent.
  • the coated sweetener of the present invention is preferably added after the final portion of bulking agent and flavor have been added.
  • the formulas listed in Table 1 comprise vari ⁇ ous sugar-free formulas in which glycyrrhizin can be added to gum after it is dissolved in various aqueous type solvents.
  • Example 1 - glycyrrhizin powder can be added directly to the gum.
  • Example 2 A 7.5 g portion of glycyrrhizin can be dissolved in 45.0 g water, making a 10.0% solution, and added to gum.
  • Example 3 A 2.5 gram portion of glycyrrhizin can be dissolved in 97.5 grams of propylene glycol, making a 2.5% solution, and added to gum.
  • Example 4 A 2.5 gram portion of glycyrrhizin can be dissolved in 97.5 grams of glycerin, making a 2.5% solution, and added to gum.
  • Example 5 A 2.5 gram portion of glycyrrhizin can be dissolved in hot hydrogenated starch hydrolysates, making a 2.5% solution, and added to gum.
  • glycyrrhizin can be dissolved in water and emulsifiers can be added to the aqueous solution.
  • Example solutions can be prepared by dissolving 7.5 grams of glycyrrhizin in 77.5 grams water and adding 15 grams of emulsifiers of various hydrophilic-lipophilic balance (HLB) values to the solution. The mixtures can then be used in the following formulas.
  • HLB hydrophilic-lipophilic balance
  • Examples 12-16 The same as the formulations made in Examples 6-11, respectively, except that the flavor can be mixed together with the aqueous sweetener solution and emulsified before adding the mixture to the gum batch.
  • Glycyrrhizin sweetener can also be blended into various base ingredients.
  • a typical base formula is as follows:
  • the individual base components can be softened prior to their addition in the base manufacturing pro ⁇ cess.
  • glycyrrhizin can be added and mixed, and then the presoftened base/sweetener blend can be added to make the finished base.
  • glycyrrhizin can be mixed first with one of the base ingredients, and the mixed ingredient can then be used in making a base.
  • the ingredients blended with glycyrrhizin can then be used at the levels indicated in the typical base formul . above.
  • Example 17 The terpene resin used to make the base is 98% polyterpene resin and 2% glycyrrhizin.
  • Example 18 The polyvinyl acetate used to make the base is 98% low M.W. polyvinyl acetate and 2% glycyrrhizi .
  • Example 19 The paraffin wax used to make the base is 96% paraffin wax and 4% glycyrrhizin.
  • Glycyrrhizin may also be added to an otherwise complete gum base.
  • Example 20 - 0.5% glycyrrhizin can be mixed with 99.5% of a gum base having the above listed typical formula.
  • the glycyrrhizin can be added near the end of the process after all the other ingredients are added.
  • the samples of finished base made with glycyrrhizin added to different base components can then be evaluated in a sugar-type chewing gum formulated as follows:
  • the theoretical level of glycyrrhizin sweetener is 0.1% in the finished gum.
  • the solids level of an aqueous or alcoholic solution can be about 10-50%, but preferred levels are indicated in the examples listed.
  • Example 22 A 90% shellac, 10% active glycyrrhizin powder mixture is obtained by spray drying an alcohol/shellac/glycyrrhizin solution at total solids of 10%.
  • Example 23 A 50% shellac, 50% active glycyrrhizin powder mixture is obtained by spray drying an appropriate ratio alcohol/shellac/glycyrrhizin solution at 10% solids.
  • Example 24 A 70% Zein, 30% active glycyrrhizin powder mixture is obtained by spray drying an alcohol/Zein/glycyrrhizin solution at 10% solids.
  • Example 25 A 40% shellac, 60% active glycyrrhizin powder mixture is obtained by fluid-bed coating glycyrrhizin with an alcohol/shellac solution at 20% solids.
  • Example 26 A 60% shellac, 40% active glycyrrhizin powder mixture is obtained by fluid-bed coating glycyrrhizin with an alcohol/shellac solution of 20% solids.
  • Example 27 A 40% Zein, 60% active glycyrrhizin powder mixture is obtained by fluid-bed coating glycyrrhizin with an alcohol/Zein solution of 20% solids.
  • Example 28 An 85% wax, 15% active glycyrrhizin powder mixture is obtained by spray chilling a mixture of molten wax and glycyrrhizin.
  • Example 29 A 70% wax, 30% active glycyrrhizin powder mixture is obtained by spray chilling a mixture of molten wax and glycyrrhizin.
  • Example 30 A 70% Zein, 30% active glycyrrhizin powder mixture is obtained by spray drying an aqueous mixture of glycyrrhizin and Zein dispersed in an aqueous, high-pH (pH of 11.6-12.0) media at 10% solids.
  • Example 32 A 20% Zein, 20% shellac, 60% active glycyrrhizin powder mixture is obtained by spray drying an alcohol/shellac/glycyrrhizin mixture and then fluid-bed coating the spray dried product for a second coating of alcohol and Zein.
  • Example 22 to 32 would all give nearly com ⁇ plete encapsulation and would delay the release of glycyrrhizin sweetener when used in the sugarless gum formulation in Table 4.
  • the higher levels of coating would give a longer delayed release of sweetener than the lower levels of coating.
  • Example 33 An 80% gelatin, 20% active glycyrrhizin powder mixture is obtained by spray drying a gelatin/glycyrrhizin solution at 10% solids.
  • Example 34 A 30% hydroxypropylmethyl cellulose (HPMC) , 70% glycyrrhizin powder mixture is obtained by fluid-bed coating glycyrrhizin with an aqueous solution of HPMC at 10% solids.
  • HPMC hydroxypropylmethyl cellulose
  • Example 35 A 30% carboxymethyl cellulose, 70% active glycyrrhizin powder mixture is obtained by fluid bed coating glycyrrhizin with an aqueous solution of car- boxy methyl cellulose at 10% solids.
  • Example 36 A 50% maltodextrin, 50% active glycyrrhizin powder mixture is obtained by spray drying an aqueous solution of glycyrrhizin and maltodextrin at 20% solids.
  • Example 37 A 40% gum arabic, 60% active glycyrrhizin powder mixture is obtained by fluid-bed coat ⁇ ing glycyrrhizin with an aqueous solution of gum arabic at 20% solids.
  • the coated glycyrrhizin from Examples 33, 34 and 35, when used in the chewing gum formula in Table 4, would give a delayed release of sweetener. However, this delayed release would not be extended as much as in the previous examples (22-32), but would show some delayed release compared to the use of glycyrrhizin added directly to gum.
  • the product coated with maltodextrin and gum arabic in Examples 36 and 37, when used in the gum formula in Table 4, would show no delay in sweetener release in chewing gum compared to glycyrrhizin added di ⁇ rectly.
  • Glycyrrhizin could also be used in gum as an agglomerated sweetener to give delayed sweetness re ⁇ lease.
  • Agglomerated sweeteners can be prepared as in the following examples:
  • Example 38 A 15% hydroxypropylmethyl cel ⁇ lulose (HPMC), 85% active glycyrrhizin powder mixture is prepared by agglomerating glycyrrhizin and HPMC blended together, with water being added, and the resulting product being dried and ground.
  • HPMC hydroxypropylmethyl cel ⁇ lulose
  • Example 39 A 15% gelatin, 85% active glycyrrhizin powder mixture is made by agglomerating glycyrrhizin and gelatin blended together, with water being added, and the resulting product being dried and ground.
  • Example 40 - A 10% Zein, 90% active glycyrrhizin powder mixture is made by agglomerating glycyrrhizin with an alcohol solution containing 25% Zein, and drying and grinding the resulting product.
  • Example 41 - A 15% shellac, 85% active glycyrrhizin powder mixture is made by agglomerating glycyrrhizin with an alcohol solution containing 25% shellac, and drying and grinding the resulting product.
  • Example 42 A 20% HPMC, 80% active glycyrrhizin powder mixture is obtained by agglomerating an HPMC and glycyrrhizin mixture blended together, with water being added, and the resulting product being dried and ground.
  • Example 43 A 20% Zein, 80% active glycyrrhizin powder mixture is obtained by agglomerating glycyrrhizin and Zein dissolved in high-pH water (11.6-12.0) at 15% solids, with the resulting product being dried and ground.
  • Example 44 A 20% wax, 80% active glycyrrhizin powder mixture is obtained by agglomerating glycyrrhizin and molten wax, and cooling and grinding the resulting product.
  • Example 45 A 15% maltodextrin, 85% active glycyrrhizin powder mixture is obtained by agglomerating a blend of glycyrrhizin and maltodextrin, then adding water, drying and grinding. All of the above mixtures can be added to any of the following types of chewing gum formulas:
  • formulations may also contain sugar alcohols such as sorbitol, mannitol, xylitol, lactitol, maltitol, palatinit, and lycasin or combinations thereof.
  • Sugarless type gum formulations with partially coated or fully coated glycyrrhizin can also be made using various sugar alcohols, such as the following formulations H-P:
  • Example 46 - Glycyrrhizin is spray dried with maltodextrin at 10% solids to prepare a powder. This powder is then agglomerated with a hydroxypropylmethyl cellulose (HPMC) in a ratio of 85/15 powder/HPMC, wetted with water and dried. After grinding the resulting powder will contain about 68% active glycyrrhizin, 17% maltodextrin and 15% HPMC.
  • HPMC hydroxypropylmethyl cellulose
  • Example 47 - Glycyrrhizin is agglomerated with HPMC in a ratio of 85/15 sweetener/HPMC. After drying and grinding, the resulting powder is fluid-bed coated with an alcohol/shellac solution at about 20% solids to give a final product containing about 60% active glycyrrhizin, 10% HPMC, and about 30% shellac.
  • Example 48 - Glycyrrhizin is agglomerated with HPMC in a ratio of 85/15 Sweetener/HPMC. After drying and grinding, the resulting powder is agglomer ⁇ ated with a 15% solids, high-pH, aqueous solution of Zein to give a final product containing about 60% active glycyrrhizin, 10% HPMC, and 30% Zein.
  • Example 49 - Glycyrrhizin is spray dried with a 20% solution of gelatin.
  • the spray dried product is then agglomerated with a 15% solids, high-pH, aqueous solution of Zein.
  • the final product will contain about 50% active glycyrrhizin, 20% gelatin, and 30% Zein.
  • Example 50 - Glycyrrhizin is agglomerated with molten wax in a ratio of 85/15 sweetener/wax. When the mixture cools and is ground, it is fluid-bed coated with a 20% Zein - 80% alcohol solution, giving a final product containing 60% active glycyrrhizin, 10% wax and 30% Zein.
  • These examples 46-50 when used in any of the formulations noted in Tables 5, 6, and 7 above, give glycyrrhizin a delayed release and delayed sweetness. These multiple step procedures can actually give more delayed release then the single step processes. Multiple step processes of more than two steps may give even longer delayed release times, but may generally become less cost effective and less efficient.
  • Pre ⁇ ferably spray drying can be the first step, with addi ⁇ tional steps of fluid-bed coating, spray chilling and agglomeration being part of the latter steps.
  • delayed release of glycyrrhizin sweetener is dependent on the type of ab ⁇ sorbing material. Most materials like silicas, sili ⁇ cates, cellulose, carbonates, and hydroxides would be expected to give a more delayed release than amorphous sugar and sugar alcohols.
  • Example 51 A hot 25% solution of glycyrrhizin is sprayed onto a precipitated silica to absorb the sweetener. The mixture is dried and coated with a fumed silica. The final product is about 50% active glycyrrhizin.
  • Example 52 A hot 25% solution of glycyrrhizin is sprayed onto a pharmasorb clay to absorb the sweetener. The mixture is dried and ground and gives a final product of about 80% clay and 20% active glycyrrhizin.
  • Example 53 A 10% solution of glycyrrhizin is sprayed onto a microcrystalline cellulose powder to absorb the sweetener. The mixture is dried and ground and gives a product that is about 70% microcrystalline cellulose and 30%. active glycyrrhizin.
  • Example 54 A 10% solution of glycyrrhizin is sprayed onto a high absorption starch to absorb the sweetener. The mixture is dried and ground and gives a product that is about 80% starch and 20% active glycyrrhizin.
  • Example 55 A 10% solution of glycyrrhizin is sprayed onto a calcium carbonate powder to absorb the sweetener. The mixture is dried and ground and gives a product of about 90% calcium carbonate and 10% active glycyrrhizin.
  • Example 56 A hot 25% solution of glycyrrhizin is sprayed onto a highly absorptive dextrose material to absorb the sweetener. The mixture is dried and ground and gives a product of about 80% dextrose and 20% active glycyrrhizin.
  • Example 57 A hot 25% solution of glycyrrhizin is sprayed onto a sorbitol powder to absorb the material. The mixture is dried and ground and gives a product of about 90% sorbitol and 10% active glycyrrhizin.
  • the samples prepared in examples 51-57 can be used in gum formulations as noted in Tables 5, 6, and 7. Those preparations which have glycyrrhizin absorbed onto a material that is not water soluble are expected to give a delayed release of glycyrrhizin sweetener.
  • Another modification or absorption technique is to dry the glycyrrhizin together with a sugar or sugar alcohol, or resolidify the sweetener with sugar or sugar alcohol after both are mixed together in a molten state.
  • Example 58 - Glycyrrhizin is added to molten sorbitol in a ratio of 90 parts sorbitol to 10 parts glycyrrhizin. After mixing, the blend is cooled and ground.
  • Example 59 - Glycyrrhizin is added to molten dextrose in a ratio of 90 parts dextrose to 10 parts glycyrrhizin. After mixing, the blend is cooled and ground.
  • Example 60 - 4% Glycyrrhizin is dissolved in 96% high fructose corn syrup. The mixture is evaporated to a low moisture and ground.
  • examples 58-60 may be added to the gum formulations shown in Tables 5, 6 and 7.
  • glycyrrhizin sweetener may be obtained by combining the various processes of encapsulation, agglomeration, ab ⁇ sorption, and entrapment.
  • Any of the preparations made in Examples 51-60 can be further treated in fluid-bed coating, spray chilling, or coacervation processes to encapsulate the product, and can be agglomerated with various materials and procedures in a variety of multiple step processes.
  • the glycyrrhizin sweetener may also be used with a variety of other high-intensity sweeteners and blended together before encapsulation, agglomeration, absorption, and entrapment. Some examples are:
  • Example 61 - Glycyrrhizin and aspartame are blended together in a 5/1 ratio as a powder. This mixture is then spray chilled with wax in a ratio of 60/40 mixture/wax to obtain a powder containing 50% glycyrrhizin, 10% aspartame, and 40% wax.
  • Example 62 - Glycyrrhizin and thaumatin in a 24/1 ratio are dissolved in water with a 10% solution of gelatin and spray dried. This spray dried powder is then agglomerated with a high-pH aqueous 15% Zein solu ⁇ tion. The mixture is dried and ground and gives a pro ⁇ duct containing 48% glycyrrhizin, 2% thaumatin, 35% gelatin, and 15% Zein.
  • Example 63 - Glycyrrhizin and alitame in a 9/1 ratio are prepared in a hot 10% solution. This solution is sprayed onto a high absorption silica powder. The mixture is dried, ground and fluid-bed coated with an alcohol/shellac mixture, giving a product that contains 36% glycyrrhizin, 4% alitame, 40% silica, and 20% shellac.
  • Example 64 Glycyrrhizin and sodium cyclamate in a 1/1 ratio are blended together as a powder and then agglomerated with water and hydroxypropylmethyl cellulose (HPMC) . This blend is dried, ground and agglomerated further with a high-pH, aqueous 15% solution of Zein to obtain a product containing 34% sodium cyclamate, 34% glycyrrhizin, 12% HPMC and 20% Zein.
  • HPMC hydroxypropylmethyl cellulose
  • Example 65 Sucralose and glycyrrhizin in a 1/5 ratio are blended together as a powder and fluid-bed coated with a solution of 25% shellac in alcohol.
  • the coated product is agglomerated further with water and hydroxypropylmethyl cellulose (HPMC) to obtain a product containing 10% sucralose, 50% glycyrrhizin, 25% shellac, and 15% HPMC.
  • HPMC hydroxypropylmethyl cellulose
  • Example 66 - Glycyrrhizin and sodium saccharin in a ratio of 5/1 are blended together as a powder and fluid bed coated ith a solution of 25% shellac in alcohol.
  • the coated product is agglomerated further with water and hydroxypropylmethyl cellulose (HPMC) to obtain a product containing 50% glycyrrhizin, 10% sodium saccharin, 25% shellac, and 15% HPMC.
  • HPMC hydroxypropylmethyl cellulose
  • Glycyrrhizin may also be combined with other high intensity sweetener without encapsulation, agglom ⁇ eration, or absorption and used in chewing gum, as in the following examples:
  • Example 67 A combination of glycyrrhizin and aspartame can be used in the formulas listed in Tables 5, 6, and 7 by adjusting the formulas to contain 0.25% glycyrrhizin and 0,05% aspartame.
  • Example 68 - A combination of glycyrrhizin and thaumatin can be used in the formulas listed in Tables 5, 6, and 7 by adjusting the formulas to contain 0.24% glycyrrhizin and 0.01% thaumatin.
  • Example 69 - A combination of glycyrrhizin and sodium cyclamate can be used in the formulas listed in Tables 5, 6, and 7 by adjusting the formulas to contain 0.25% glycyrrhizin and 0.25% sodium cyclamate.
  • Example 70 - A combination of glycyrrhizin and acesulfame K can be used in the formulas listed in Tables 5, 6, and 7 by adjusting the formulas to contain 0.25% glycyrrhizin and 0,05% acesulfame K.
  • Example 71 - A combination of sucralose and glycyrrhizin can be used in the formulas listed in Tables 5, 6, and 7 by adjusting the formulas to contain 0.05% sucralose and 0.25% glycyrrhizin.
  • Example 72 A combination of glycyrrhizin and sodium saccharin can be used in the formulas listed in Tables 5, 6 and 7 by adjusting the formulas to contain 0.25% glycyrrhizin and 0.05% sodium saccharin.
  • the formulations of Examples 68-72 do not give a delayed release action except for those sweet ⁇ eners which normally have a slow release. Some of these sweetener combinations may be synergistic, in which case less total sweetener may be needed to give the same sweetness level as a single sweetener.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Inorganic Chemistry (AREA)
  • Confectionery (AREA)

Abstract

Procédé de production d'une gomme à mâcher avec un édulcorant en glycyrrhizine à libération entretenue et gomme à mâcher ainsi obtenue. L'édulcorant en glycyrrhizine à libération entretenue est obtenu en modifiant physiquement par enrobage et par séchage les propriétés de la glycyrrhizine. L'édulcorant en glycyrrhizine est enrobé par encapsulage, partiellement enrobé par agglomération, capté par absorption ou traité par des étapes multiples de capsulage, d'agglomération et d'absorption. L'édulcorant enrobé est ensuite séché et granulé en même temps afin de produire un édulcorant de haute intensité en glycyrrhizine à libération modifiée. Lorsque ces particules sont incorporées dans une gomme à mâcher, elles améliorent la stabilité de stockage de l'édulcorant et/ou permettent d'obtenir une libération entretenue lorsque l'on mâche la gomme.
PCT/US1990/002255 1990-04-25 1990-04-25 Procede de liberation entretenue de glycyrrhizine dans de la gomme a macher et gomme ainsi obtenue WO1990007864A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/US1990/002255 WO1990007864A2 (fr) 1990-04-25 1990-04-25 Procede de liberation entretenue de glycyrrhizine dans de la gomme a macher et gomme ainsi obtenue

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1990/002255 WO1990007864A2 (fr) 1990-04-25 1990-04-25 Procede de liberation entretenue de glycyrrhizine dans de la gomme a macher et gomme ainsi obtenue

Publications (2)

Publication Number Publication Date
WO1990007864A2 true WO1990007864A2 (fr) 1990-07-26
WO1990007864A3 WO1990007864A3 (fr) 1990-12-13

Family

ID=22220816

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1990/002255 WO1990007864A2 (fr) 1990-04-25 1990-04-25 Procede de liberation entretenue de glycyrrhizine dans de la gomme a macher et gomme ainsi obtenue

Country Status (1)

Country Link
WO (1) WO1990007864A2 (fr)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5112625A (en) * 1989-02-15 1992-05-12 Wm. Wrigley Jr. Company Aqueous zein coated sweeteners and other ingredients for chewing gum
US5139798A (en) * 1990-11-21 1992-08-18 Wm. Wrigley Jr. Company Polyvinyl acetate encapsulation of codried sucralose for use in chewing gum
US5154939A (en) * 1989-04-19 1992-10-13 Wm. Wrigley Jr. Company Use of salt to improve extrusion encapsulation of chewing gum ingredients
US5165944A (en) * 1989-04-19 1992-11-24 Wm. Wrigley Jr. Company Gradual release structures for chewing gum
US5192563A (en) * 1986-10-22 1993-03-09 Wm. Wrigley, Jr. Company Strongly mint-flavored chewing gums with reduced bitterness and harshness
US5198251A (en) * 1989-04-19 1993-03-30 Wm. Wrigley Jr. Company Gradual release structures for chewing gum
US5270061A (en) * 1992-03-26 1993-12-14 Wm. Wrigley Jr. Company Dual composition hard coated gum with improved shelf life
US5286502A (en) * 1992-04-21 1994-02-15 Wm. Wrigley Jr. Company Use of edible film to prolong chewing gum shelf life
US5364627A (en) * 1989-10-10 1994-11-15 Wm. Wrigley Jr. Company Gradual release structures made from fiber spinning techniques
EP0722274A4 (fr) * 1993-09-30 1997-03-05 Wrigley W M Jun Co Chewing-gum contenant de faibles taux de maltitol et un edulcorant puissant
US5665406A (en) * 1992-03-23 1997-09-09 Wm. Wrigley Jr. Company Polyol coated chewing gum having improved shelf life and method of making
EP1241949A4 (fr) * 1999-12-30 2004-12-08 Wrigley W M Jun Co Chewing gum a liberation de principes actifs lipophiles
EP1210880A4 (fr) * 1998-10-28 2005-03-11 San Ei Gen Ffi Inc Compositions contenant la sucralose et leur utilisation
EP1906746A4 (fr) * 2005-05-23 2011-09-21 Cadbury Adams Usa Llc Composition de gomme a macher a fourrage liquide

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2154482A (en) * 1937-01-30 1939-04-18 Prolamine Products Inc Chewing gum base
US4277511A (en) * 1977-04-20 1981-07-07 Alberto-Culver Company Sweetener and flavoring compositions and method of producing same
US4230687A (en) * 1978-05-30 1980-10-28 Griffith Laboratories U.S.A., Inc. Encapsulation of active agents as microdispersions in homogeneous natural polymeric matrices
US4254154A (en) * 1978-10-30 1981-03-03 Cumberland Packing Corp. Dipeptide sweetener compositions
US4393200A (en) * 1980-01-09 1983-07-12 Maruzen Kasei Kabushiki Kaisha 18 α-Glycyrrhizinic acid and salt thereof
US4384004A (en) * 1981-06-02 1983-05-17 Warner-Lambert Company Encapsulated APM and method of preparation
US4386106A (en) * 1981-12-01 1983-05-31 Borden, Inc. Process for preparing a time delayed release flavorant and an improved flavored chewing gum composition
US4515769A (en) * 1981-12-01 1985-05-07 Borden, Inc. Encapsulated flavorant material, method for its preparation, and food and other compositions incorporating same
US4597970A (en) * 1984-10-05 1986-07-01 Warner-Lambert Company Chewing gum compositions containing novel sweetener delivery systems and method of preparation
US4634593A (en) * 1985-07-31 1987-01-06 Nabisco Brands, Inc. Composition and method for providing controlled release of sweetener in confections
US4919941A (en) * 1987-12-18 1990-04-24 Wm. Wrigley Jr. Company Chewing gum containing delayed release protein sweetener and method

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5192563A (en) * 1986-10-22 1993-03-09 Wm. Wrigley, Jr. Company Strongly mint-flavored chewing gums with reduced bitterness and harshness
US5112625A (en) * 1989-02-15 1992-05-12 Wm. Wrigley Jr. Company Aqueous zein coated sweeteners and other ingredients for chewing gum
US5198251A (en) * 1989-04-19 1993-03-30 Wm. Wrigley Jr. Company Gradual release structures for chewing gum
US5154939A (en) * 1989-04-19 1992-10-13 Wm. Wrigley Jr. Company Use of salt to improve extrusion encapsulation of chewing gum ingredients
US5165944A (en) * 1989-04-19 1992-11-24 Wm. Wrigley Jr. Company Gradual release structures for chewing gum
US5364627A (en) * 1989-10-10 1994-11-15 Wm. Wrigley Jr. Company Gradual release structures made from fiber spinning techniques
US5139798A (en) * 1990-11-21 1992-08-18 Wm. Wrigley Jr. Company Polyvinyl acetate encapsulation of codried sucralose for use in chewing gum
US5665406A (en) * 1992-03-23 1997-09-09 Wm. Wrigley Jr. Company Polyol coated chewing gum having improved shelf life and method of making
US5270061A (en) * 1992-03-26 1993-12-14 Wm. Wrigley Jr. Company Dual composition hard coated gum with improved shelf life
US5286502A (en) * 1992-04-21 1994-02-15 Wm. Wrigley Jr. Company Use of edible film to prolong chewing gum shelf life
US5376388A (en) * 1992-04-21 1994-12-27 The Wm. Wrigley Jr. Company Use of edible film to improve the packaging of chewing gum
US5409715A (en) * 1992-04-21 1995-04-25 Wm. Wrigley Jr. Company Use of edible film to prolong chewing gum shelf life
US5433960A (en) * 1992-04-21 1995-07-18 Wm. Wrigley Jr. Company Chewing gum including agent containing edible film
EP0722274A4 (fr) * 1993-09-30 1997-03-05 Wrigley W M Jun Co Chewing-gum contenant de faibles taux de maltitol et un edulcorant puissant
EP1210880A4 (fr) * 1998-10-28 2005-03-11 San Ei Gen Ffi Inc Compositions contenant la sucralose et leur utilisation
US7229658B1 (en) 1998-10-28 2007-06-12 San-Ei Gen F.F.I., Inc Compositions containing sucralose and application thereof
EP1241949A4 (fr) * 1999-12-30 2004-12-08 Wrigley W M Jun Co Chewing gum a liberation de principes actifs lipophiles
EP1906746A4 (fr) * 2005-05-23 2011-09-21 Cadbury Adams Usa Llc Composition de gomme a macher a fourrage liquide

Also Published As

Publication number Publication date
WO1990007864A3 (fr) 1990-12-13

Similar Documents

Publication Publication Date Title
US7416751B2 (en) Method of controlling release of N-substituted derivatives of aspartame in chewing gum and gum produced thereby
US4997659A (en) Alitame stability in chewing gum by encapsulation
WO1990007859A2 (fr) Procede de regulation de liberation de sucralose dans une gomme a macher et gomme ainsi produite
EP0979039B1 (fr) Procede permettant de reguler la liberation d'agents moderateurs d'amertume dans de la gomme a macher et gomme ainsi produite
US6165516A (en) Method of controlling release of caffeine in chewing gum
US20020004083A1 (en) Controlled release perillartine in chewing gum
US6472000B1 (en) Method of controlling release of bitterness inhibitors in chewing gum and gum produced thereby
AU618508B2 (en) Alitame stability in chewing gum by encapsulation
WO1989011212A2 (fr) Procede de regulation de la liberation de cyclamate dans des gommes a macher ainsi produites
WO1991003147A2 (fr) Procede de regulation de la liberation de stevioside dans de la gomme a macher et gomme ainsi produite
WO1990013994A2 (fr) Procede de regulation de la liberation de dihydrochalcones dans de la gomme a macher et gomme a macher ainsi produite
WO1989003170A2 (fr) Procede de regulation de liberation d'acesulfame k dans du chewing-gum et chewing-gum ainsi produit
CA2334385C (fr) Procede pour moduler la liberation de derives n-substitues d'aspartame dans une gomme a macher et gomme ainsi produite
WO1990007864A2 (fr) Procede de liberation entretenue de glycyrrhizine dans de la gomme a macher et gomme ainsi obtenue
WO1990006061A1 (fr) Procede de regulation de la liberation d'alitame dans du chewing-gum et gomme a mâcher ainsi obtenue
WO1995008926A1 (fr) Chewing-gum contenant de l'isomaltulose hydrogenee
WO1996020608A1 (fr) Chewing-gum contenant des combinaisons encaspulees d'aspartame et d'acesulfame k
WO1997022263A1 (fr) Chewing-gum contenant du d-tagatose
AU2006200212B2 (en) Method of controlling release of N-substituted derivatives of aspartame in chewing gum and gum produced thereby
AU2003213469B2 (en) Method of Controlling Release of N-substituted Derivatives of Aspartame in Chewing Gum and Gum Produced Thereby
AU2006203624B2 (en) Method of controlling release of N-substituted derivatives of aspartame in chewing gum and gum produced thereby
CA2431848C (fr) Procede permettant de reguler la liberation de cafeine dans de la gomme a macher et gomme ainsi produite
WO1994016574A1 (fr) Chewing-gum contenant du lactitol
WO1997010722A1 (fr) Gomme a macher contenant de la leucrose
AU2319702A (en) Method of controlling release of bitterness inhibitors in chewing gum and gum produced thereby

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AU CA FI JP NO US

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): AT BE CH DE DK ES FR GB IT LU NL SE

CFP Corrected version of a pamphlet front page
CR1 Correction of entry in section i

Free format text: IN PAT.BUL.17/90,UNDER INID (54) TITLE REPLACE "METHOD OF CONTROLLING RELEASE OF CLYCYRRHIZIN IN CHEWING GUM AND GUM PRODUCED THEREBY" BY "METHOD OF CONTROLLING RELEASE OF GLYCYRRHIZIN IN CHEWING GUM AND GUM PRODUCED THEREBY

AK Designated states

Kind code of ref document: A3

Designated state(s): AU CA FI JP NO US

AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): AT BE CH DE DK ES FR GB IT LU NL SE

NENP Non-entry into the national phase

Ref country code: CA