WO2011094702A1 - Agglomérats de steviol glycoside et procédé de production - Google Patents

Agglomérats de steviol glycoside et procédé de production Download PDF

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Publication number
WO2011094702A1
WO2011094702A1 PCT/US2011/023207 US2011023207W WO2011094702A1 WO 2011094702 A1 WO2011094702 A1 WO 2011094702A1 US 2011023207 W US2011023207 W US 2011023207W WO 2011094702 A1 WO2011094702 A1 WO 2011094702A1
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Prior art keywords
steviol glycoside
agglomerate
powder
microns
steviol
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PCT/US2011/023207
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English (en)
Inventor
Bruce Furlano
Andrew Keith Ohmes
Troy Allen Rhonemus
Christopher Austin Tyler
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Cargill, Incorporated
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Publication of WO2011094702A1 publication Critical patent/WO2011094702A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/24—Condensed ring systems having three or more rings

Definitions

  • the present disclosure relates to steviol glycoside agglomerates and process for producing the agglomerates.
  • sweet glycosides that may be extracted from the species Stevia rebaudiana include the six rebaudiosides (i.e., rebaudioside A, B, C, D, E, F), stevioside (the predominant glycoside in extracts from wild type Stevia rebaudiana), and dulcosides (i.e., dulcoside A, B).
  • Sweeteners may be used for sweetening a variety of products, including drinks, dry powder mixes, tabletop sweeteners, foods, confectioneries, pastries, chewing gums, hygiene products and toiletries, as well as cosmetic, pharmaceutical, and veterinary products.
  • the usefulness of powder sweeteners to sweeten products depends on a number of desired properties. First, dusting of the product has to be minimal or entirely eliminated to avoid loss of product. Second, good flow behavior is desired for processing and ease of handling. Third, maintaining particle homogeneity is desired, particularly in a powder sweetener where the ability to mix well and remain mixed with other ingredients is important. And, fourth, a quick dissolution rate is a desired feature for tabletop and powder soft drink applications. These desired properties can be accomplished by agglomerating the powder sweeteners.
  • the sweetener agglomerates disclosed in the prior art are typically comprised of a high intensity sweetener with at least one additive, such as, a bulking agent or a carrier.
  • a premix solution of the N-[N-(3,3-dimethylbutyl)-L-a-aspartyl]-L-phenylalanine 1- methyl ester and a binding agent fluidizing a carrier, and applying the premix solution onto the fluidized carrier to form an agglomerate of the N-[N-(3,3-dimethylbutyl)-L-a-aspartyl]- L-phenylalanine 1 -methyl ester and the carrier.
  • U.S. Patent Number 6,365,217 a divisional of U.S. 6,180,157, further describes the agglomerate prepared by this process and also the agglomerate comprising an effective sweetener amount of N-[N-(3,3-dimethylbutyl)-L-a-aspartyl]-L-phenylalanine 1-methyl ester, a binding agent, and a carrier.
  • either the carrier or binding agent, or both plays an important role in the finished properties of the agglomerate.
  • a high intensity sweetener agglomerate without binding agents or carriers (a) to reduce product loss through dusting, for example, and (b) for ease of processing and handling.
  • the existence of a high intensity sweetener agglomerate without binding agents or carriers would meet consumer demand for reducing the number of ingredients in product formulations and to provide a natural sweetener.
  • steviol glycoside agglomerates Provided herein are steviol glycoside agglomerates and process for producing.
  • a process for producing a steviol glycoside agglomerate includes providing a steviol glycoside powder comprising from about 70 wt. % to about 99.5 wt. % rebaudioside A on a dry weight basis (preferably, about 80 wt. % to about 97 wt. % rebaudioside A on a dry weight basis), fluidizing the steviol glycoside powder, applying a solvent onto the fluidized steviol glycoside powder to form a steviol glycoside agglomerate, and drying the steviol glycoside agglomerate to about 2% to about 8% solvent.
  • the process of applying the solvent onto the fluidized steviol glycoside powder to form the steviol glycoside agglomerate and drying the steviol glycoside agglomerate are performed simultaneously.
  • the steviol glycoside powder includes no more than about 20 wt. % non-steviol glycosides on a dry weight basis.
  • the solvent is sprayed onto the fluidized steviol glycoside powder.
  • the steviol glycoside powder includes amorphous, crystalline, and mixtures thereof.
  • the morphology of the steviol glycoside agglomerate is substantially similar to the morphology of the steviol glycoside powder.
  • the steviol glycoside powder has an average particle size of from about 1 micron to about 150 microns, preferably from about 20 microns to about 75 microns. In some embodiments, the steviol glycoside agglomerate has an average particle size of from about 50 microns to about 425 microns, preferably from about 75 microns to about 325 microns.
  • the solvent includes water, ethanol, isopropanol, methanol, and mixtures thereof, preferably water, where the water is from about 20 degrees C. to about 25 degrees C. and where the water is sprayed at a rate from about 2 g/min/kg to about 8 g/min/kg of steviol glycoside powder for about 15 minutes to about 300 minutes. In some embodiments, the water is sprayed at a rate from about 4 g/min/kg to about 6 g/min/kg of steviol glycoside powder for about 15 minutes to about 300 minutes. In some embodiments,
  • the water is sprayed at a rate from about 2 g/min/kg to about 8 g/min/kg of steviol glycoside powder for about 30 minutes to about 150 minutes. In some embodiments, the water is sprayed at a rate from about 4 g/min/kg to about 6 g/min/kg of steviol glycoside powder for about 30 minutes to about 150 minutes. In some embodiments, the process is performed using a batch fluid bed agglomerator. In some embodiments, the process is performed using a continuous fluid bed agglomerator.
  • a steviol glycoside agglomerate includes the agglomerate from about 70 wt. % to about 99.5 wt. % rebaudioside A (preferably about 80 wt. % to about 97 wt. % rebaudioside A) and no more than 20 wt. % non-steviol glycosides on a dry weight basis based upon the total amount of the agglomerate.
  • the steviol glycoside agglomerate includes particles, more than 20% of which are greater in size than 100 mesh and more than about 8% of which are greater than 60 mesh.
  • the steviol glycoside agglomerate includes particles, where more than about 40 percent are smaller in size than 200 mesh. In some embodiments, the steviol glycoside agglomerate includes particles, where at least 60% percent are between about 200 mesh and 60 mesh in size. In some embodiments, a steviol glycoside agglomerate includes the agglomerate having a particle size from about 50 microns to about 425 microns, preferably from about 75 microns to about 325 microns. In some embodiments, a steviol glycoside agglomerate includes the agglomerate having an average particle size greater than 100 microns that will dissolve 1 g per 99 g in water at a temperature of about 25 degrees C. for up to about 5 minutes.
  • a steviol glycoside agglomerate includes the agglomerate having a bulk density of from about 0.45 g per cc to about 0.7 g per cc, preferably from about 0.5 g per cc to about 0.6 g per cc.
  • the steviol glycoside agglomerate is in a food product including ice cream and frozen desserts, dry mixes, tabletop, cereals, baked goods, condiments, yogurt, dairy, jam, jellies and preserves, confectionery including chocolate, hard and soft candies, mints, gum and cough drops, meat, prepared mixes, meal replacement bars, savory bars, spreads, fruit fillings, dressings, soups, sauces, baby foods, and pudding.
  • the rebaudioside A agglomerate is in a beverage product including a carbonated beverage, a non-carbonated beverage, a powdered beverage, a ready- to-drink beverage, an alcoholic beverage, a non-alcoholic beverage, coffee, and tea.
  • the steviol glycoside agglomerate is in a flavored product.
  • the steviol glycoside agglomerate is in a flavor.
  • Figure 1 is a graph of the particle size distribution of the steviol glycoside powder and steviol glycoside agglomerate of Example 1.
  • Figure 2 is a graph of the particle size distribution of the steviol glycoside powder and steviol glycoside agglomerate of Example 2.
  • Figure 3 is a graph of the particle size distribution of the steviol glycoside powder and steviol glycoside agglomerate of Example 3.
  • steviol glycoside refers to any of the glycosides of the aglycone steviol (ent-13-hydroxykaur-16-en-19-oic acid) including, but not limited to stevioside, rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, rebaudisode E, rebaudisode F, dulcoside, rubusoside, steviolmonoside, steviolbioside, and 19- ⁇ - ⁇ glucopyranosol-steviol.
  • non-steviol glycoside refers to any compound from a leaf of the genus Stevia other than steviol glycosides.
  • the present disclosure provides a process for producing a steviol glycoside agglomerate.
  • a steviol glycoside agglomerate can be produced from a process that does not utilize binding agents or carriers.
  • the present disclosure provides a process for producing a steviol glycoside agglomerate where a steviol glycoside from about 70 wt. % to about 99.5 wt. % rebaudioside A, preferably about 80 wt. % to about 97 wt. % rebaudioside A, on a dry weight basis is fluidized and a solvent, preferably water, is sprayed onto the fluidized steviol glycoside powder to form a steviol glycoside agglomerate. The steviol glycoside agglomerate is then dried to about 2% to about 8% solvent.
  • Japanese Patent 63173531 describes a method of extracting sweet glycosides from the Stevia rebaudiana plant. This procedure isolates a mixture of sweet glycosides.
  • U.S. Patent Application No. 2006/0134292 reports a process for recovering sweet glycosides from Stevia rebaudiana plant material. Rebaudioside A with high purity is obtained after washing the crystals with 88-95% ethanol.
  • Other techniques include those reported in Japanese Publication Numbers 56121454, 56121455, 52062300, and 56121453 assigned to Ajinomoto Company, Inc., and in Chinese Publication Number 1243835 assigned to Hailin Stevia Rebaudium Sugar.
  • the steviol glycoside powder can be purchased from a commercial supplier, such as Cargill, Incorporated (Minneapolis, Minnesota).
  • the steviol glycoside powder used in the process of the present disclosure is composed of rebaudioside A, steviol glycosides other than rebaudioside A, and non-steviol glycosides, the sum of which equals 100%.
  • the non-steviol glycosides are extracted from the leaf of the genus Stevia as a result of the purification of the steviol glycosides from crude Stevia extracts.
  • no more than 20 wt. % non-steviol glycosides on a dry weight basis is present in a steviol glycoside powder having about 70 wt. % to about 99.5 wt.
  • % rebaudioside A on a dry weight basis.
  • no more than 20 wt. % non-steviol glycosides on a dry weight basis is present in a steviol glycoside powder having about 80 wt. % to about 97 wt. % rebaudioside A on a dry weight basis.
  • the steviol glycoside powder that is used in the present disclosure has either an amorphous or crystalline structure.
  • Several crystalline forms of a steviol glycoside powder for example, rebaudioside A, have been identified, for example, PCT Publication Number PCT/US2008/000700 assigned to Cargill, Incorporated. Each form has unique physical characteristics such as solubility in water. It is advantageous that the process of the present disclosure does not substantially alter the morphology of the steviol glycoside powder. That is, the morphology of the steviol glycoside agglomerate is
  • the steviol glycoside powder is substantially similar to the morphology of the steviol glycoside powder.
  • the steviol glycoside agglomerate will be amorphous, and if the steviol glycoside powder is a certain crystalline morphology, the steviol glycoside agglomerate will maintain the same crystal morphology. Maintaining the morphology maintains the dissolution rate of the steviol glycoside powder.
  • the steviol glycoside powder that is used in the process of the present disclosure has an average particle size of from about 1 micron to about 150 microns, preferably from about 20 microns to about 75 microns. In other embodiments, the steviol glycoside agglomerate has an average particle size of from about 50 microns to about 425 microns, preferably from about 75 microns to about 325 microns.
  • Fluidized Bed Agglomeration is well known in the art and is used to process materials into powdered agglomerates. The process is described in U.S. Patent Numbers 2,856,290; 3,251 ,695; and 3,433,644. Typically, in both continuous and batch fluid bed agglomeration processes, finely divided particles are sprayed onto a fluidized bed of particles under moisture and temperature conditions which promote formation of an agglomerate. Often, the process involves heating at least one of the components of the agglomerate to a temperature above its melting point.
  • the steviol glycoside powder is placed into a removable bowl of a fluid bed agglomerator.
  • the steviol glycoside powder is fluidized and heated as necessary by adjusting the inlet air temperature.
  • the temperature of the inlet air is maintained between 50° C. and 100° C.
  • the inlet air temperature may be adjusted to between 60° C. and 90° C. preferably.
  • the solvent is added in the form of a mist or spray so that the amount of solvent at any one time does not exceed 20 % by weight of the total amount of steviol glycoside powder in the agglomerating chamber.
  • the solvent is introduced into the
  • the solvent may comprise water, ethanol, isopropanol, methanol, and mixtures thereof.
  • the solvent is water, ethanol, and mixtures thereof.
  • the solvent is water.
  • the water is sprayed at a rate from about 2 g/min/kg of steviol glycoside powder to about 8 g/min/kg of steviol glycoside powder, or from about 4 g/min/kg of steviol glycoside powder to about 6 g/min/kg of steviol glycoside powder, for about 15 minutes to about 300 minutes.
  • the water is sprayed at a rate from about 2 g/min/kg of steviol glycoside powder to about 8 g/min kg of steviol glycoside powder, or from about 4 g/min/kg of steviol glycoside powder to about 6 g/min/kg of steviol glycoside powder, for about 30 minutes to about 150 minutes.
  • the temperature of the solvent is at ambient temperature, for example, about 20° C. to about 25° C. Following the application of a solvent onto the fluidized steviol glycoside powder, an agglomerate is formed.
  • the solvent may be heated to a temperature ranging from about 20° C. to about 75° C, more typically ranging from about 60° C. to about 75° C. It is understood that the higher the air temperature the faster is the evaporation time and the shorter is the time to agglomerate the steviol glycoside powder.
  • Temperature of the steviol glycoside powder can be controlled in three primary ways: (1) the heat source used to heat the fluidizing air can be adjusted up or down and thereby change the temperature of the steviol glycoside powder being fluidized; (2) by changing the spray rate of the solvent into the agglomerator, the temperature of the steviol glycoside powder can be changed. By increasing the spray rate, the additional solvent and evaporation will cool the steviol glycoside powder, and inversely by slowing down or stopping the spray, the system temperature is allowed to rebound and thereby increase the temperature of the steviol glycoside powder; and (3) in some batch or continuous agglomerators, heating blocks or coils can be in the stream of the steviol glycoside powder itself.
  • the temperature of the steviol glycoside powder can be affected.
  • the temperature of the steviol glycoside powder of the present disclosure is controlled by the heat source used to heat the fluidizing air, and by changing the spray rate of the solvent into the agglomerator.
  • a steviol glycoside agglomerate is formed following the application of the solvent onto the fluidized steviol glycoside powder.
  • Models GPCG 59 and LA- 910 manufactured by Glatt GmbH, Germany, are examples of fluid bed agglomerators used in the process of the present disclosure.
  • a continuous fluidized bed agglomerator may be used to produce the steviol glycoside agglomerates of the present disclosure.
  • a batch fluidized bed agglomerator is used to produce the steviol glycoside agglomerates.
  • Continuous System Agglomeration Another agglomeration technique is the use of a continuous system in which the steviol glycoside powder is placed on a conveyor belt surrounded by a closed chamber. Moisture, typically in the form of saturated steam is introduced in the first section of the belt. The steviol glycoside powder picks up this moisture. The fluidized steviol glycoside powder is being tumbled and agitated, as it is moving through the chamber on the conveyor belt. The moisture gained is released as the steviol glycoside agglomerate is dried by a flow of air.
  • Alternate Continuous System Agglomeration It is possible to agglomerate the steviol glycoside powder using a spray drier chamber. This technique may be considered as a combination of the fluidized bed and the conveyor belt system.
  • the steviol glycoside powder is introduced into the chamber from the top of the tower and it encounters moist air as it descends through the drier chamber.
  • the air may contain sufficient moisture to raise the moisture content of the steviol glycoside powder by about 5% by weight. The moisture is then lost as the steviol glycoside agglomerate is separated from the air in the cyclone.
  • Continuous Turbulent Flow Agglomeration An example of a continuous turbulent flow agglomerator is Schugi Flex-O-Mix and Turbulizer, Hosokawa Bepex Corp.,
  • the process of the present disclosure does not alter the chemical composition of the steviol glycoside agglomerate relative to the steviol glycoside powder, unlike prior art agglomerations of high intensity sweeteners.
  • the process increases the particle size in order to reduce or eliminate the disadvantages associated with working with small particle sizes below 75 micron, e.g., dusting.
  • the process of the present disclosure does not significantly alter the sweetness intensity on a weight basis for the steviol glycoside agglomerate relative to the steviol glycoside powder.
  • the steviol glycoside agglomerate of the present disclosure is preferably dried to remove excess solvent. This drying step can occur simultaneous during agglomerate formation or thereafter in a later step or some combination thereof.
  • the solvent provides a means to adhere the individual powder particles together.
  • agglomerating solvent it is beneficial to remove the agglomerating solvent to below a level that will cause decomposition of the steviol glycoside agglomerate. Typically, this is achieved by drying to less than about 8% by weight of the agglomerate.
  • the inventors unexpectedly observed that over-drying can be detrimental to the friability of the agglomerate so a small amount of residual solvent is intentionally left in the agglomerate. Typically, this would be about no less than 2% by weight of the agglomerate.
  • the drying step of the present disclosure provides an added benefit.
  • the steviol glycoside agglomerate is prepared by individual particles adhering one to another to build up the steviol glycoside agglomerate.
  • the solvent that is sprayed onto the surface performs the function of providing a liquid surface on the individual particles allowing them to adhere one to the other.
  • the solvent is evaporated either simultaneous to the agglomeration process or thereafter leaving the composition of the steviol glycoside agglomerate unchanged.
  • no particles are dissolved and later coalesced on other particles (e.g., mass is not being transferred from one particle to another).
  • Methods to produce steviol glycoside powder typically utilize water and other organic solvents, such as C1 -C4 alcohols, typically methanol and ethanol.
  • the steviol glycoside powder thus produced contains residual quantities of the organic solvent or solvents up to 5000 ppm.
  • the inventors unexpectedly observed that the added benefit of the drying step is that the solvents used to isolate and purify the steviol glycoside powder can also be reduced during the process of the present disclosure. For example, ethanol can be reduced to levels below 200 ppm.
  • binding agents or carriers are used, the process for producing a steviol glycoside agglomerate of the present disclosure does not utilize binding agents or carriers. Binding agents facilitate the
  • binding agents include starch, starch derivatives such as maltodextrin and corn syrup, sucrose, hydrolyzed protein, glycerol, lecithin, soluble fiber such as inulin and polydextrose, gums such as xanthan gum, gum arabic, gellan gum, hydroxypropylmethyl cellulose (HPMC), and carboxymethyl cellulose (CMC), and mixtures thereof.
  • Exemplary carriers include dextrose, citric acid, maltodextrin, dextrose-maltodextrin blends, lactose, inulin, polyols such as erythritol, sorbitol, isomalt, and maltitol, protein such as casein, and mixtures thereof.
  • U.S. Patent Numbers 6,180,157 describes a process for preparing an agglomerate of N-pvf-(3,3-dimethylbutyl)-L- a-aspartyl]-L-phenylalanine 1 -methyl ester and a carrier.
  • U.S. Patent Number 7,179,488 reports a process of creating agglomerated particles containing an herbal extract comprising combining a wetted herbal extract with dry silicified microcrystalline cellulose in a spray dryer and spray during to form agglomerated particles.
  • steviol glycoside powders are typically available with small particle sizes, typically 20 to 50 microns. The small particle size can lead to product loss through dusting and inaccurate dosing of material into product formulations.
  • a steviol glycoside agglomerate without binding agents or carriers of the present disclosure is desirable to reduce product loss through dusting and to have consistent product formulation without diluting the sweetness of the steviol glycoside.
  • a steviol glycoside agglomerate without binding agents or carriers is desirable to meet consumer demand for reducing the number of ingredients in product formulations and to provide a natural sweetener.
  • the steviol glycoside agglomerate is essential homogeneous throughout the entire agglomerate.
  • the steviol glycoside agglomerate unexpectedly is not easily friable (e.g., it can withstand normal crushing forces) even without the need for binding agents or carriers.
  • Another added benefit is that the steviol glycoside agglomerate has a high surface area rendering it with the ability to rapidly dissolve in food formulations.
  • the taste profile of the agglomerate before or after dissolution is unchanged relative to the steviol glycoside powder. This is significant in order to maintain the clean taste profile of the steviol glycoside agglomerate.
  • the steviol glycoside agglomerate of the present disclosure reduces product loss through the reduction of dusting, for example, and provides ease of processing and handling compared to a steviol glycoside powder.
  • the particle size distribution of the steviol glycoside agglomerate may be determined by sifting the agglomerate through the screens of various sizes.
  • the steviol glycoside agglomerate may be sifted with screens ranging in size from 10 mesh to 200 mesh or higher.
  • at least about 80% of the particles of the steviol glycoside agglomerate will pass through a 40 mesh screen and less than about 40% of the steviol glycoside agglomerate particles will pass through 100 mesh screen.
  • less than about 65% of the particles of the steviol glycoside agglomerate will pass through a 60 mesh screen and less than about 10% of the steviol glycoside agglomerate particles will pass through a 200 mesh screen.
  • at least 70% of the particles of the steviol glycoside agglomerate are between about 40 mesh and 200 mesh in size.
  • the steviol glycoside agglomerate has from about 80 wt. % to about 97 wt. % steviol glycoside and no more than 20 wt. % non-steviol glycosides on a dry weight basis based upon the total amount of the agglomerate. In another aspect, the steviol glycoside agglomerate has about 97 wt. % steviol glycoside on a dry weight basis based upon the total amount of the agglomerate.
  • the steviol glycoside agglomerate is comprised of particles, more than 20% of which are greater in size than 100 mesh and more than about 8% of which are greater than 60 mesh, or wherein more than about 40 percent are smaller in size than 200 mesh, or wherein at least 60% percent are between about 200 mesh and 60 mesh in size.
  • the steviol glycoside agglomerate has an average particle size of from about 50 microns to about 425 microns. In another embodiment, the steviol glycoside agglomerate has an average particle size of from about 75 microns to about 325 microns.
  • the steviol glycoside agglomerate may be screened to produce a narrower particle size distribution, if desired.
  • a 16 mesh screen may be used to remove large particles and produce a product of especially good appearance.
  • Particles smaller than 200 mesh may be removed to obtain an agglomerate with improved flow properties.
  • a narrower particle size distribution may be obtained if desired for particular applications.
  • the particle size distribution of the steviol glycoside agglomerate may be controlled by a variety of factors, including the spray rate of the solvent, temperature, and time. Those skilled in the art will appreciate that a desired particle size distribution may be obtained by varying one or more of the aforementioned factors. For example, increasing the spray rate is known to increase the average particle size.
  • a steviol glycoside agglomerate has an average particle size greater than 100 microns that will dissolve 1 g per 99 g in water at a temperature of about 25° C. for up to about 5 minutes.
  • a steviol glycoside agglomerate has an average particle size greater than 100 microns that will dissolve 1 g per 99 g in water at a temperature of about 25° C. for up to about 5 minutes.
  • agglomerate has a bulk density of from about 0.45 g per cc to about 0.7 g per cc,
  • the steviol glycoside agglomerate can be used in any food and beverage applications, for example, ice cream and frozen desserts, dry mixes, tabletop, cereals, baked goods, condiments, yogurt, dairy, jam, jellies and preserves, confectionery including chocolate, hard and soft candies, mints, gum and cough drops, meat, prepared mixes, meal replacement bars, savory bars, spreads, fruit fillings, dressings, soups, sauces, baby foods, pudding, carbonated beverages, non-carbonated beverages, powdered beverages, ready-to-drink beverages, alcoholic beverages, nonalcoholic beverages, coffee, and tea.
  • the steviol glycoside agglomerate can be also used in a flavored product and in flavors.
  • Dissolution of the samples in Examples 1 and 2 is measured according to the following procedure: 0.5 gram is weighed and added into a 70 ml culture tube. 50 grams of water are added to create a 1 % sample to solvent (wt/wt). The sample is mixed at a temperature of about 25° C. on a vortex or shaker system for 30 seconds but no longer than 5 minutes. The mixing continues until the sample is completely dissolved or 5 minutes has expired. The sample is "soluble” if it dissolves completely before 5 minutes has expired; the sample is "insoluble” if the sample is cloudy or is not clear as water after 5 minutes of mixing.
  • turbidity meter (Thermo Scientific Orion Turbidimeter AQ4500, Thermo Fisher Scientific Inc., Beverly, Massachusetts) was used to measure the turbidity of the samples and calibrated between 0-1000 ntu following the manufacturer's user guide.
  • a crystalline steviol glycoside powder comprising about 80 wt. % rebaudioside A having an average particle size of 21 microns, 1.6 wt. % moisture, and 823 ppm ethanol (Product 09201 , obtained from Cargill, Incorporated, Minneapolis, Minnesota) was charged into a removable bowl of a batch fluid bed agglomeration unit (Model GPCG 59, Glatt GmbH, Germany).
  • the steviol glycoside powder was fluidized and heated to 40° C. by adjusting the inlet air temperature of the agglomeration unit to between 60° C. and 75° C. Water, at ambient temperature, was sprayed into the fluid bed at a spray rate and for a time as specified in Table 1.
  • the water spray rate for each of the trials was adjusted during each trial in order to maintain the temperature of the crystalline steviol glycoside agglomerate to about 40° C.
  • the average particle size of the steviol glycoside agglomerate is shown in Table 2 as measured by mesh sieves and the particle size distribution in Figure 1 , as measured by a laser scattering particle size distribution analyzer (Model LA- 910, Horiba, Ltd., Japan).
  • crystalline steviol glycoside powders at purity levels ranging from about 98.0 to about 99.5% rebaudioside A having an average particle size, moisture content, and ethanol content as shown in Table 4 (obtained from Cargill, Incorporated, Minneapolis, Minnesota), were charged into a removable bowl of a batch fluid bed agglomeration unit (Model GPCG 300, Glatt, GmbH, Germany). Each crystalline steviol glycoside powder was fluidized and heated to 40° C by adjusting the inlet air temperature of the agglomeration unit to between 70° C and 90° C. Water, at ambient temperature, was sprayed into the fluid bed at a certain spray rate for a period of time as specified in Table 5.
  • the water spray rate for each of the trials was adjusted during each trial in order to maintain the temperature of the crystalline steviol glycoside agglomerate to about 40° C.
  • the water was turned off and the fluid bed was heated to 45° C for 45 minutes to 100 minutes to dry the resulting crystalline steviol glycoside agglomerate.
  • the crystalline steviol glycoside agglomerate contained less than 200 ppm ethanol when 350 kilograms of the steviol glycoside powder was used.
  • the average particle size of the crystalline steviol glycoside agglomerate is shown in Table 6 as measured by mesh sieves and the particle size distribution in Figure 2 as measured by laser scattering particle size distribution analyzer (Model LA-910, Horiba, Ltd., Japan).
  • This example demonstrates that the process of the present disclosure produces a crystalline steviol glycoside agglomerate where the majority (greater than 50%) is larger than 150 microns (equivalent to 100 mesh).
  • the agglomeration process produced crystalline steviol glycoside agglomerates with about 5x increase in average particle size and a significant decrease in the size of the distribution.
  • the example also demonstrates that the water flow rate and time of agglomeration can be manipulated to produce a specific average particle size in the crystalline steviol glycoside agglomerate and to reduce the residual solvent level to a desired level in the crystalline steviol glycoside agglomerate.
  • Raw materials A-C and Trials A-F were soluble.
  • amorphous steviol glycoside powder comprising about 80 wt. % rebaudioside A (see Table 7) having an average particle size of 56 microns, 4.2 wt. % moisture, and 3267 ppm ethanol (Product 09251, obtained from Cargill, Incorporated, Minneapolis,
  • amorphous steviol glycoside powder was fluidized and heated to 36° C. by adjusting the inlet air temperature of the agglomeration unit to between 60° C. and 75° C. Water, at ambient temperature, was sprayed into the fluid bed at a spray rate and for a time as specified in Table 8. The water spray rate in Trial i was adjusted in order to maintain the temperature of the amorphous steviol glycoside agglomerate to about 40° C.
  • the average particle size of the amorphous steviol glycoside agglomerate is shown in Table 9 as measured by mesh sieves and the particle size distribution in Figure 3 as measured by a laser scattering particle size distribution analyzer (Model LA-910, Horiba, Ltd., Japan).
  • Tables 8 and 9 show that the average particle size of the amorphous steviol glycoside agglomerates can be increased from about two to about 4 times compared to the average particle size of the amorphous steviol glycoside powder. Both trials i and ii produce amorphous steviol glycoside agglomerates with the majority of their particles ranging from about 74 microns to about 149 microns (corresponding to 200 to 100 mesh).
  • Example 3 demonstrates that the time and/or amount of water sprayed on the amorphous steviol glycoside powder affected the average particle size and ethanol levels. It appears that increasing the processing and drying times of water sprayed onto the amorphous steviol glycoside powder can increase the average particle size and reduce ethanol levels in the amorphous steviol glycoside agglomerate. The amorphous steviol glycoside powder and Trials i and ii were soluble.

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Abstract

La présente invention concerne des compositions à base d'agglomérats de steviol glycoside qui ne contiennent pas d'agents de liaison ou de véhicules.
PCT/US2011/023207 2010-01-29 2011-01-31 Agglomérats de steviol glycoside et procédé de production WO2011094702A1 (fr)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013026151A1 (fr) * 2011-08-19 2013-02-28 Justbio Inc. Extrait amélioré de stevia rebaudiana, préparation et utilisations associées
WO2015116785A1 (fr) * 2014-01-29 2015-08-06 Cargill, Incorporated Suspension stable d'un glycoside de stéviol dans un sirop concentré
WO2020020755A1 (fr) * 2018-07-24 2020-01-30 Dsm Ip Assets B.V. Agrégats de glycosides de stéviol ayant une distribution de tailles de particules spécifique

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US4997659A (en) * 1989-03-28 1991-03-05 The Wm. Wrigley Jr. Company Alitame stability in chewing gum by encapsulation
US5496487A (en) * 1994-08-26 1996-03-05 The Procter & Gamble Company Agglomeration process for making a detergent composition utilizing existing spray drying towers for conditioning detergent agglomerates
US20070116800A1 (en) * 2005-11-23 2007-05-24 The Coca-Cola Company Chewing Gum with High-Potency Sweetener
US20070116829A1 (en) * 2005-11-23 2007-05-24 The Coca-Cola Company Pharmaceutical Composition with High-Potency Sweetener
US20090162500A1 (en) * 2007-12-21 2009-06-25 The Quaker Oats Company Grain products having a potent natural sweetener
US7582154B2 (en) * 2003-01-29 2009-09-01 Corn Products International, Inc. Compositions of polyol granules and processes of manufacture

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Publication number Priority date Publication date Assignee Title
US4997659A (en) * 1989-03-28 1991-03-05 The Wm. Wrigley Jr. Company Alitame stability in chewing gum by encapsulation
US5496487A (en) * 1994-08-26 1996-03-05 The Procter & Gamble Company Agglomeration process for making a detergent composition utilizing existing spray drying towers for conditioning detergent agglomerates
US7582154B2 (en) * 2003-01-29 2009-09-01 Corn Products International, Inc. Compositions of polyol granules and processes of manufacture
US20070116800A1 (en) * 2005-11-23 2007-05-24 The Coca-Cola Company Chewing Gum with High-Potency Sweetener
US20070116829A1 (en) * 2005-11-23 2007-05-24 The Coca-Cola Company Pharmaceutical Composition with High-Potency Sweetener
US20090162500A1 (en) * 2007-12-21 2009-06-25 The Quaker Oats Company Grain products having a potent natural sweetener

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013026151A1 (fr) * 2011-08-19 2013-02-28 Justbio Inc. Extrait amélioré de stevia rebaudiana, préparation et utilisations associées
WO2015116785A1 (fr) * 2014-01-29 2015-08-06 Cargill, Incorporated Suspension stable d'un glycoside de stéviol dans un sirop concentré
CN106068083A (zh) * 2014-01-29 2016-11-02 嘉吉公司 甜菊醇糖苷在浓缩糖浆中的稳定悬浮液
EP3099185A4 (fr) * 2014-01-29 2017-11-01 Cargill, Incorporated Suspension stable d'un glycoside de stéviol dans un sirop concentré
WO2020020755A1 (fr) * 2018-07-24 2020-01-30 Dsm Ip Assets B.V. Agrégats de glycosides de stéviol ayant une distribution de tailles de particules spécifique
CN112533489A (zh) * 2018-07-24 2021-03-19 帝斯曼知识产权资产管理有限公司 具有特定粒径分布的甜菊糖苷聚集体
US20210244058A1 (en) * 2018-07-24 2021-08-12 Dsm Ip Assets B.V. Steviol glycoside aggregates with specific particle size distribution

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