NL1015370C2 - Intensive carrier sweetener. - Google Patents

Description

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INTENSIVE SWEETENER ON CARRIER

The invention relates to a method for applying to an edible carrier material an α-L-aspartyl-L-phenylalanine methyl ester containing intensive sweetener with a particle size which is substantially smaller than 100 μπ by mixing said intensive in dry form. sweetener and carrier material. The invention also relates to the application of such a sweetener to the outside of chewing gum.

Such a method is known from EP-A-0800774. In said patent it is described that aspartame (aL-aspartyl-L-phenylalanine methyl ester; hereinafter also referred to as APM) with particles smaller than 100 μπ by mixing in dry form, also in amounts clearly above 10 wt.% applied to an edible carrier material when the 20 APM has a free bulk density of 350 kg / m3 or less, and is obtained by successively crystallization from an aqueous medium under forced convection, granulation and subsequent mechanical comminution, the mixing taking place in an inter-weight ratio of APM and carrier material not exceeding 1: 1, but not less than 1:30.

Although the compositions thus obtained have certainly improved properties over the prior art compositions in terms of dissolution time of the APM contained therein and in handling properties, those properties, in particular the clumping behavior and the homogeneity of the mixing in 1 0 1 53 7 (rt ri - 2 - the sweetener, as well as the stability of the mixture after mixing (sensitivity to segregation), certainly still room for improvement. For suitable application of the compositions it is also important that they exhibit a low dusting behavior The user and / or the processor will often judge the compositions and the products in which those compositions are incorporated as more or less suitable in terms of their appearance (both by evaluation with the naked eye and eg by microscopic examination). evaluation) The compositions known so far often leave much to be desired in this respect.

The appearance evaluation is particularly important when the compositions are mixed with colored edible carrier materials such as eg cocoa. Thus, the APM particles in the hitherto known mixtures with other components often tend to clump together to form agglomerated APM particles, which are also visible to the naked eye in those compositions, which is undesirable. Also in the resulting mixtures there is insufficient stability with respect to demixing, that is to say that demixing can occur too easily, so that the homogeneity of the composition is no longer guaranteed.

Moreover, it is a drawback of the method of EP-A-0800774 that it is limited to the use of APM, which is obtained via crystallization under forced convection. After all, much of the APM traded on the world market is obtained via static crystallization and is therefore unsuitable for those applications.

v. .. ···. · '/ Il T f - 3 - α-L-Aspartyl-L-phenylalanine methyl ester (aspartame; APM) is a dipeptide sweetener with a sweetness about 200x that of sugar. APM is widely used as a sweetener in a wide variety of edible products, soft drinks, confectionery, medicines, as well as in table sweets, etc. APM is often used in the form of dry mixtures, such as instant powder drinks, dessert products, etc. blends of APM with 10 other sweeteners, for example with acesulfame-K, have been used. Such blends are due in part to the differences in particle size of the constituent components, i.v.m. insufficient stability with regard to demixing, however, to a lesser extent suitable for interference with other edible components.

APM-containing intensive sweeteners have also been known for some time, in particular salts of APM with acids corresponding to another intensive sweetener, for example acesulfamic acid. In these salts, the good properties of APM appear to be combined with a number of other favorable properties such as low hygroscopicity and better stability at elevated temperature. See, for example, EP-A-0768041. It has already been described of such APM-containing intensive sweeteners that they can be surrounded with a coating, in order thereby to achieve special taste effects. It is not known, nor is it obvious, that those APM-containing intensive sweeteners, and in particular the salt of APM and acesulfamic acid, can themselves also be applied to a carrier. The salt of APM with acesulfamic acid is referred to as APM.Ace and has a very different crystal structure and composition than APM.

Therefore, there is still a need to provide APM containing compositions with good dissolution time properties of the APM contained therein and with improved handling properties of the composition. In this context, improved handling properties mean in particular that there is at the same time a low dusting behavior, no or very little clumping and no or very little segregation. Clumping is usually an expression of the formation of agglomerates under the influence of the occurrence of van der Waals forces, which are especially large in interactions between very small particles. In addition, as indicated earlier in this application, the appearance of the compositions obtained and of the products in which those compositions are incorporated is also important.

This is especially evident in compositions with 20 colored products, such as cocoa, for example. Therefore, there is a need for compositions with a suitable appearance.

It has now surprisingly been found that it is very suitable to apply an aL-aspartyl-L-phenylalanine-25-methyl ester-containing intensive sweetener with a particle size substantially smaller than 100 μπ on an edible carrier material by mixing it with the carrier material in dry form if, as a L-aspartyl-L-phenylalanine methyl ester containing intensive sweetener, a salt of a L-aspartyl-L-phenylalanine methyl ester and acesulfamic acid is used

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(APM.Ace), which is obtained at least in part by reduction of primary particles from APM.Ace, has a d90 of less than 60 μχη and consists essentially, ie at least 60%, of non-primary particles 5, wherein said APM.Ace is contacted with particles of the edible carrier material in a weight ratio relative to the support material of at most 1.1: 1 under mixing conditions. In general, contacting 10 is sufficient for up to 15 minutes under mild mixing conditions. There are mild mixing conditions when, with the respective mixing, there is no or only very slight change in the particle size of the individual, loose components themselves, but only the application of particles of the one component (APM.Ace) to particles of the other (the carrier material). By suitable selection of the mixing equipment and its settings, the degree of mildness of the mixing can be adjusted.

For the purposes of this application, the application to an edible carrier material (carrier) means that the APM.Ace is bound wholly or substantially wholly, i.e. for at least 85% by weight, to the carrier material. Morphological examination, for example using microscopic techniques, makes it easy to determine whether the APM.Ace is wholly or almost completely bound to the carrier material. The adhesion of the APM.Ace to the support material, when applying the method according to the invention, is so good that the adhesion is not broken when the product is used under normal conditions of use. 6 - stored and / or subjected to a mild segregation test (shake gently). Segregation (segregation) can only occur during extremely long mixing (namely clearly longer than 15 minutes) and / or when subjected to very vigorous shaking or such operations.

A d90 value is understood to mean that 90% by weight of the particles of the product concerned (in this case APM.Ace) have a particle size smaller than the stated value. Those skilled in the art can easily determine that value using techniques available for that purpose. For products with a dgo value of approx. 80 ptm or greater, this can be done, for example, by determination using sieve techniques known to those skilled in the art. Products with lower d90 values will generally use optical techniques, for example laser diffraction.

For the purposes of this application, primary particles of APM.Ace are understood to be solid, intact particles (of APM.Ace) which have arisen by crystallization, i.e. via the formation of primary crystals. Primary particles of APM.Ace also remain after separation of those crystals from the medium in which they have been prepared and a possible subsequent drying step, when those crystals are not or hardly broken in those treatments. By reduction of APM.Ace consisting mainly of primary particles, APM.Ace is obtained, which consists essentially, i.e. at least 60%, of non-primary particles, for example broken crystals, chips and the like.

1015370 * - 7 -

Primary particles of APM.Ace are reduced as indicated above, non-primary particles are formed. Such comminution can take place in various ways, for example by grinding, for example in a pen mill, jet mill or ball mill. However, the reduction can also already occur when the primary shaped material is dried, sieved or sieved under the influence of mechanical forces. Whether there is any reduction can be easily ascertained from the presence of non-intact particles (recognizable as chips, fragments and broken crystals) in the APM.Ace product. In any case, the reduction should lead to an APM.Ace product with APM.Ace particles with a particle size substantially smaller than 100 μιη, namely with a d90 smaller than 60 μπι with at least 60% of the particles consists of non-primary particles, that is to say has been produced by comminution. For this purpose, it is possible to start from mainly APM.Ace consisting of primary particles with a particle size averaging above 100 µm, but also from mainly APM.Ace consisting of primary particles with a particle size smaller than 100 µm.

The APM.Ace and the carrier material meeting the aforementioned criteria are contacted under mixing conditions at a mutual weight ratio of at most 1.1: 1, preferably in a mutual weight ratio of 1: 3 to 1: 30, more particularly from 1: 5 to 1:25, and thereby mixed together. Mixing is often possible with mild mixing “* p '· ..... ·, · Ί R v ·„ - i ...

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- 8 - conditions are performed, ie under conditions and in equipment where there is no or only very slight change in the particle size of the individual, loose components themselves (which shows, for example, no more than 5-10% downward shift of the d50 ).

The type of mixer to be used is not critical here. For example, tumbler mixers can be used. Convective ribbon blenders (also known as ribbon blenders) are preferably used. In such mixers, mixing generally takes place under mild conditions. Little or no particle size reduction takes place to form dust, and the APM.Ace remains well adhered to the support material after the mixing process. On a laboratory scale, such a mixing process can easily be simulated by stirring the APM.Ace and the carrier material with a spatula, for example for 5 minutes.

The lower limit of the amount of APM.Ace 20 relative to the carrier material is not critical in this respect, and ratios of, for example, 1: 100 are also possible with good results. Mixing will generally become slightly more critical the higher the average particle size of the APM.Ace, or the lower the percentage of non-primary particles therein. As the average particle size of the APM.Ace is smaller, or the higher the percentage of non-primary particles therein, the application of the 30 APM.Ace to the support material is generally simpler and with less risk for subsequent use - 9 - occurrence of segregation. There is also less risk of "overmixing".

Thus, APM containing compositions are obtained with excellent properties as regards dissolution time of the APM contained therein, good handling properties and suitable appearance of the obtained compositions. Depending on the chosen carrier material, they can contain up to about 53% by weight of the APM-containing intensive sweetener on the carrier. This is all the more surprising because the sweetener acesulfame-K (the potassium salt of acesulfamic acid; Ace-K), even when used in a finely ground state, does not have a high loading degree, for example of more than 25% by weight, at 15 edible carrier materials can be applied.

It should also be noted that Ace-K itself is also difficult to grind, ie the energy input required for shrinking Ace-K is significantly higher than for shrinking other 20 products, such as APM or APM .Ace, and therefore, if desired, a more intensive grinding device, e.g. a jet mill, will be used. Likewise, it has proved difficult in practice to properly adhere APM obtained by static crystallization to a support material by mixing under mild conditions.

The APM-containing compositions of the invention show little or no tendency to segregate. The homogeneity of the obtained compositions, in particular also with regard to the distribution of the sweetener therein, makes the compositions well applicable as a reproducible product with, with given composition, very small fluctuations in properties of on samples drawn from that composition at various places.

Although, in the context of the invention, segregation is of course primarily intended in the context of the segregation between the sweetener component and the edible carrier material, it is also mentioned here for the sake of completeness that - unlike with products using a blend or mixture of sweeteners - Nor does segregation of the components of the sweetener occur.

Preferably, the APM.Ace used in the context of the invention has a d90 of less than 40 µl, even more preferably less than 25 µl, in particular less than 15 µl.

Very suitable results are obtained when the APM.Ace consists of at least 80% non-primary particles.

Preferably, such APM.Ace 20 is contacted under mild mixing conditions with particles of the edible carrier material for less than 10, especially less than 5 minutes.

It is a particular advantage of the present method that it can also be used in very dry conditions, for example in case of low relative humidity (eg <70% or even at 40% or lower) or when using non- or slightly hygroscopic carrier materials, leading to excellent compositions in which high levels of APM 30 containing intensive sweetener, in particular APM.Ace, are wholly or substantially bound to the carrier material.

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It should also be noted as an advantage of the present process that the mixing operation according to the invention, because of the mild conditions used therein, presents few risks for so-called over-mixing, provided that the mixing time is not chosen much longer than, for example, 15 minutes. Overmixing is understood to mean the phenomenon that re-mixing of an already well mixed composition occurs when the actual mixing time would be longer than strictly necessary for mixing for some reason or another. Powder compositions that tend to re-mix at longer mixing times are also referred to as segregation powders. When no segregation occurs, one also speaks of cohesive powders. The compositions obtained according to the method of the invention can be regarded as cohesive powders. For further information regarding the behavior of cohesive and segregation powders, reference is also made here to N. Harnby et al., In "Mixing in the Process 20 Industries", 2nd Ed. 1992, pages 10-16, Butterworth & Heinemann Ltd, Oxford.

The APM-containing intensive sweetener uses the salt of APM and acesulfamic acid (APM.Ace) in the process according to the invention. This salt can be obtained both from APM, which has been recovered as a solid product via static crystallization, and from APM, which has been obtained as a solid product by stirring crystallization. Suitable preparation methods for the salt of APM and acesulfamic acid are described in detail in eg EP-A-0786041 and EP-A-0986575. Particularly suitable within the scope of the present invention is APM.Ace obtained by crystallization in aqueous medium.

As carrier material in the method according to the invention use can be made of a wide group of known solid food ingredients or mixtures thereof, for instance in the form of so-called master batches, which are used, for example as a bulk substance, in combination with intensive sweeteners.

Examples of edible carrier materials suitable in the context of this invention are monosaccharides, such as, for example, glucose, also referred to as dextrose or dextrose, and fructose; disaccharides, such as, for example, sucrose, which is also referred to as cane or beet sugar, lactose and maltose in addition to sucrose; oligosaccharides such as, for example, stachyose or raffinose; polysaccharides, such as, for example, starch, maltodextrins, cyclodextrins, fructans, including, for example, inulin (polyfructose), and polydextrose; sugar alcohols, such as, for example, sorbitol, mannitol, maltitol, lactitol, xylitol and isomalt; as well as other carbohydrates and polyols; several of said products are also available in hydrated form, for example dextrose monohydrate; food acids such as lactic acid, citric acid, ascorbic acid or malic acid may also be used as the carrier material, or salts of such food acids, or protein hydrolysates and other dry nutrients such as vanilla, cocoa and the like.

The solid support material used in the process of the invention has 1 '; *? ! t χ

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- generally a surface sufficient to absorb the concentration of intensive sweetener to be used thereon. The carrier material will often have a relatively narrow spread in particle size, for instance a maximum difference between the dio and d90 of approximately 500 μπι, within a total range of 20 to 2000 μπι. Carrier material in which at least 90% by weight of the product falls in the range of 20 to 700 μπι is most preferred. Depending on the nature of the carrier material, products with such a particle size are already available as such in commercially available products, or can simply be separated from commercially available products as particle size fraction by methods known to the person skilled in the art, for example by sieves, optionally preceded by a grinding operation, or formulated as a particle size fraction. It is, however, also possible for various carrier materials, for example for maltodextrins or citric acid, to use the carrier material with a particle size greater than 500 µ, for example from about 1200 to about 2000 µ.

Incidentally, a mixture of different carrier materials can also be used as carrier material. The carrier material, before it is used in the method according to the invention, may already be mixed with the total amount or with a part of one or more coloring or flavoring agents sweetened in a desired end product containing the APM-containing intensive sweetener. must be present. Depending on the chosen carrier material, for example as regards 1015370¾ - 14 - its hygroscopicity, and any additives to be used, such as coloring and flavoring agents, minor adjustments in the formulation may be required during processing into the APM-containing intensive sweetener applied to the carrier. to be. Those skilled in the art can easily find such minor adjustments through the correct choice of ingredients and their order of dosing, but process conditions and equipment can also have some influence. A good impression of the hygroscopicity of used carrier materials can be obtained in accordance with Pharmeuropa, Vol. 4 (3), p. 228-230, 1992 proposed classification and testing method. According to this classification, materials in which the moisture absorption upon exposure, at 25 ° C, to air with 79% relative humidity ("r.h.") is more than 15% (wt) are called particularly hygroscopic materials. Although such materials can be used as carrier material in the context of the present invention, it is assumed that in such cases adhesion to the carrier material takes place to a large extent under the influence of moisture present, ie in fact comparable to that of the prior art. known methods using wetting.

The materials with a moisture absorption of 2 to 15% are called hygroscopic; those with a moisture absorption of less than 0.2% non-hygroscopic. With a moisture absorption of 0.2-2% (at 25 ° C, 79% r.h.), one speaks of a light hygroscopic character. The advantages of the present invention are best manifested as the carrier material is less hygroscopic and / or at relatively low rh, for instance lower than 5 V .., .., - / - 15 - 70%. worked. I.h.a. incidentally, particularly hygroscopic carrier materials are already less suitable for so-called "dry matter" applications, such as in instant powder drinks, etc., so that in practice not using such materials does not impose any real limitations on the applicability of the invention. Suitable carrier materials are in any case materials with a hygroscopicity such as that of citric acid, sorbitol or lower, such as, for example, but by no means exhaustive, xylitol, maltitol, sucrose, isomalt, and lactitol.

As a further advantage of the method of the invention it has been found that the (originally) obtained compositions with relatively high contents of APM-containing intensive sweetener (APM.Ace) bound to carrier material via one or more further simple and low-energy mixing operation ( and) with additional carrier material - whether or not in the presence of additional dyes, flavors and / or other ingredients that are required for specifically desired end products - can be further easily converted into homogeneous compositions with lower, or even very low, e.g. 0.5 to 5% by weight, contents of APM-containing intensive sweetener, said sweetener being bound to the carrier material and having no negative effects on the properties of the composition in terms of flow and dissolution behavior, as well as in terms of dust and dust-free character, etc.

The originally obtained compositions with relatively high levels of APM-containing intensive sweetener bound to carrier material can, as it were, act as a kind of master in these follow-up operations.

- 16 - batch "or" pre-mix "of sweetener-on-carrier are considered. The mutual weight ratio of the initially obtained composition to the further carrier material is preferably 1: 1 to 5 1:20.

Incidentally, it has also been found by the inventors that the APM.Ace, which is obtained at least in part by reduction of primary particles of APM.Ace 10, has a d90 of less than 60 µm and substantially, ie at least for 60 %, consisting of non-primary particles, can also be suitably applied to the outside of chewing gums, in particular of chewing gum strips, by spraying over the chewing gums with or without other components. That APM.Ace adheres well to the surface of the chewing gum. Of course, the skilled person will choose the concentration of the APM.Ace thus applied to the outside of chewing gums such that a suitable taste sensation is created for the consumer of the chewing gum when taking the chewing gum.

The invention will be explained below, without being in any way limited thereby, by means of a few examples and comparative experiments. Where applicable, the following techniques, methods and equipment were used:

Mixing Methods In the examples and comparative experiments, APM.Ace and carrier material - in mixing ratios (w / w) as indicated - were mixed together 101b3. This was done at room temperature and an r.h. of 40-50%, by either stirring (a) for 5 minutes (or 1 minute for mixtures with cocoa) with a spatula in a polyethylene sample bottle, or (b) mixing for 5 or 15 minutes in a 2-liter laboratory ribbon blender (Pfleiderer) at 40 rpm.

No significant differences in the properties of the formed mixtures attributable to the mixing method were found in these mixing modes.

Visual assessments 15 Estimated results achieved in applying APM.Ace to support material, including in appearance of the compositions obtained, was made by morphological analysis under a Moritex inspection microscope (a video microscope equipped with a 20-step zoom lens) with monitor). The resulting compositions were examined at magnifications of resp. 100x and 210x; the samples were studied using oblique incident halogen light. The images 25 at 100x and 210x respectively give a good detail picture and an impression of the smallest particles. On the basis of such recordings, it is easy to estimate whether more than about 85% of the APM.Ace is bound to the carrier material, or to what extent 30 loose APM.Ace particles are still present. It was thus also possible, by comparison with the starting materials, to determine whether and to what extent a change in particle size occurred during the mixing operation.

In the "Partial Visibility Test", always done in compositions with cocoa as a carrier material, the assessment was always carried out visually, with the naked eye and / or under a microscope. It is often already possible to determine with the naked eye whether there is clumping. In this case, the particles of APM or APM.Ace are visible as white particles in cocoa. When examined under a microscope, a good indication of the degree of clotting occurring can also be obtained.

Dissolution Time Determination Dissolution time of APM (as present in the composition) was determined using a Beckman UV spectrophotometer: the change in UV absorbance at 254 nm was monitored over time until a stable level was reached. The samples of the composition were added each time to stirred (400 rpm), dust and particle-free demineralized water (pH 7 / temperature 23 ° C) in such an amount that the solution reached 0.1% (w / w) APM derived from APM.Ace. The dissolution time was determined in minutes (until reaching the maximum absorption level).

As a simple alternative to this test, the dissolution time was also visually assessed in a number of cases by determining the time when less than 5 particles are visible in 500 ml of the solution to be prepared. At that point, the affected sample is considered completely dissolved.

1015370 «- 19 -

When comparing the dissolution times of different samples, one of the above methods was always used.

Results of the dissolution tests and visual assessments are shown in Table 1.

Determination of segregation; variation coefficients

Segregation tests were performed by two methods, so that different forms of segregation could be investigated: (a) "vibration cylinder" method of determining the segregation under the influence of vibrations on a vibration plate. Thereby, each time after 15 minutes, (to determine the composition) samples were taken at six predetermined different heights in the cylinder (500 ml; diameter 50 mm; initial filling level 600 ml; subjected to a vibration frequency of 50 Hz at a vertical amplitude of 1 mm); for example, this test 20 gives a good indication of segregation during transport; (b) "Mosby test" via a 2-dimensional segregation tester (see page 67-69 from the thesis of J. Mosby, Telemark College 25 Department of Technology, 9/13/1996: "Investigations of the Segregation of Particulate Solids with Emphasis on the Use of Segregation Testers) to determine the effect of segregation due to pouring out (of a homogeneous mixture) into a heap, also referred to as "rolling segregation." In this test, 9 samples each from the various segments l '' J t 'J' - -. · -, »- 20 - of the mixture that flows out along an inclined plane and bounded between two side walls.

In both cases, the degree of segregation per component can be expressed in a so-called "Variation Coefficient" (VC). The VC represents (in%) the ratio between the calculated standard deviation in the concentration of such a component (in the various samples taken from the material subjected to one segregation test) and the concentration of that component in the (homogeneous) starting mixture.

The results of the VC determinations are summarized in Table 2.

15 Materials

In the examples and comparative experiments, the following starting materials were used: [A] APM.Ace, obtained by crystallization from an aqueous medium, dried and ground, at 18,000 rpm, in an Alpine 100 ÜPZ pin mill to a product with a d90 of 22 μπι ; this product consisted of at least 85% non-primary particles [B1] APM.Ace, obtained by crystallization from an aqueous medium, dried and separated as a sieve fraction (less than 100 μπι) with a d90 of 94 μπι; this product consisted of less than 50% non-primary particles [B2] APM.Ace, obtained by crystallization from aqueous medium, dried, after which it became as a sieve fraction 0-250 μπι, with a d90 of 163 μπι, * - 21 - separated; this product also consisted of less than 50% non-primary particles [B3] APM.Ace, obtained by crystallization from an aqueous medium, dried, after which it was separated as a sieve fraction of 100-250 µl, with a d90 of 204 µl; this product also consisted of less than 50% non-primary particles [C] Maltodextrin (Cerestar MD 01910), with a particle size distribution of 63 to 400 μπι 10 [D] Cocoa powder (low-fat ADM Dll Asol grade; alkalized grade with lecithin), with a particle size distribution of 1 to 25 μπι [El] Citric acid (Roche), with a particle size distribution of 125 to 400 μπι 15 [E2] Citric acid (Roche), with a particle size distribution of 300 to 800 μπι [F] Citric Acid (Jungbunzlauer), with a particle size distribution of 125 to 600 μπι [Gl] Mix for a lemon lemonade with [El] and [C]; Content of [E1] 47% by weight; remainder [C] [G2] Mix for a lemon lemonade with [F] and [C]; content of [F] 47% by weight; rest tc] [G3] Mix for a lemon lemonade with [E2] and [C]; content of [E2] 47% by weight; remainder [C] 25 [H] Mix for a lemon tea with [E2] and [C]; [E2] content 11 wt%, remainder [C] and a small amount of "tea flavor" [X] APM obtained by stirring crystallization from aqueous medium, dried and ground in a pin mill to a product with a d90 of 20 μπι 1015370 «- 22 - [Y] Acesulfame-K, ground in a pin mill to a product with a d90 of 54 μνη (and a d50 of 21 μτη) [Z] Blend of Acesulfame-K (d50 = 310 μιη; d90 = 7 0 0 μιη) 5 and APM obtained by static crystallization (d50 = 15 μιη; d90 = 57 μιη).

The results of a number of representative examples and 10 comparison experiments are shown in Table 1. In Table 1, the meanings of some of the ratings are as follows: * dissolution behavior 15 ++ dissolution time APM in the composition is much shorter (0.5x or less) than for APM [X]; no clumping + dissolution time APM in the composition is shorter (0.5-0.9x) than for APM [X]; barely 20 clotting +/- dissolution time APM in the composition is equal (0.9-1.1x) than for APM [X]; observable clumping dissolution time APM in the composition is longer (1.1-2x) than for APM [X]; clearly perceptible clumping dissolution time APM in the composition is much longer (2x or more) than for APM [X]; strong clumping 30 - 23 - * partial visibility ++ in the composition are not visible to the naked eye agglomerated particles of the used sweetener 5 + in the composition are not visible to the naked eye agglomerated particles of the used sweetener, but the color of the composition becomes slightly lighter +/- in the composition are visible to the naked eye 10 small agglomerated particles of the used sweetener visible in the composition are relatively large agglomerated particles of the used sweetener visible to the naked eye 15 - in the composition are with many large clumped particles of the sweetener used are visible to the naked eye

Table 2 gives a picture of the 20 Variation coefficients found (partly determined by the vibration cylinder method and partly by the Mosby test). The lower the values in that table, when comparing the VC values (determined according to one of the methods), it can be concluded that segregation occurs to a lesser extent. Conversely, higher values indicate stronger segregation.

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From all these results it can be concluded that only by using the method according to the invention mixtures are obtained that meet all the requirements to be set for their properties.

It has been abundantly shown that segregation does not occur in any of the compositions of the invention, while segregation occurs significantly in almost all cases in the comparative experiments, which is undesirable.

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Claims (11)

Method for applying an intensive sweetener containing aL-aspartyl-L-phenylalanine methyl ester to an edible carrier material 5 with a particle size substantially smaller than 100 μπη by mixing it with the carrier material in dry form, characterized in , That as a L-aspartyl-L-phenylalanine methyl ester containing intensive sweetener, a salt of aL-aspartyl-L-phenylalanine methyl ester and acesulfamic acid (APM.Ace) is used, which is at least partly reduced by primary particles of APM .Ace is obtained, has a d90 of less than 60 μπι and consists essentially, ie at least 60%, of non-primary particles, said APM.Ace being in a weight ratio with the carrier material of at most 1, 1: 1 contacts with particles of the edible carrier material under mixing conditions. 2. A method according to claim 1, characterized in that the APM.Ace used has a d9o of less than 25 μπι, more particularly less than 25 μπι and most particularly less than 15 μιη. Method according to either of Claims 1 and 2, characterized in that the APM.Ace consists of at least 80% non-primary particles. - 30 - 4. Method according to any one of claims 1-3, characterized in that the APM.Ace and the support material are in a weight ratio of 1: 3 to 1:30, more in particular from 1: 5 to 1:25, be brought into contact with each other. Process according to any one of claims 1 to 4, characterized in that the APM.Ace is contacted with particles of the edible carrier material for less than 15, in particular for less than 5 minutes, under mild mixing conditions. 6. A method according to any one of claims 1-5, characterized in that the APM.Ace is obtained via crystallization in an aqueous medium. A method according to any one of claims 1-6, characterized in that a carrier material is used, wherein at least 90% by weight of the carrier material has a particle size in the range of 20 to 700 μπι. A method according to any one of claims 1-7, characterized in that the carrier material has a hygroscopicity less than or corresponding to that of citric acid or sorbitol. 9. A method according to any one of claims 1-8, characterized in that the obtained APM.Ace on a product containing edible carrier material is further converted in one or more further mixing operation (s) with additional carrier material to homogeneous compositions with lower, or even with very low, e.g. 0.5 to 5% by weight, levels of APM containing intensive sweetener. *> V - 31 - Method according to claim 9, characterized in that the mutual weight ratio of the composition initially obtained to the further carrier material is 1: 1 to 1: 20. 11. A method for applying an a-L-aspartyl-L-phenylalanine methyl ester containing intensive sweetener to an edible carrier material with a particle size substantially smaller than 10 μπι, characterized in that the edible carrier material is a chewing gum or chewing gum strip and spraying over the chewing gum (strip) an appropriate amount of a salt of aL-aspartyl-L-phenylalanine methyl ester and acesulfamic acid (APM.Ace) obtained at least in part by comminution of primary particles of APM.Ace , has a d90 of less than 60 μπι and consists mainly of non-primary particles. 20 COOPERATION TREATY (PCT) REPORT ON NEWNESS RESEARCH OF INTERNATIONAL TYPE OF IDENTIFICATION OF THE NATIONAL APPLICATION Characteristic of the applicant or of the authorized representative 4206 NL Dutch application no. Filing date 1015370 31 May 2000 Priority date claimed Applicant (Name) Holland Sweeter Company VoF an international type study Awarded by the International Research Authority USA) to the request for an international type study No. SN 35240 EN I. SUBJECT CLASSIFICATION (where different classifications apply, indicate all classification symbols) Follow International classification (IPC) lnt.CI.7: A23L1 / 236 C07K5 / 06 II. FIELDS OF TECHNIQUE EXAMINED Minimum documentation examined Classification system _Classification symbols lnt.CI.7: A23L C07K C07D Examined »documentation other than minimum documentation insofar as such documents are included in the areas examined III. [^] NO RESEARCH CAN BE FOR CERTAIN CONCLUSIONS (comments on supplementary sheet) IV. LACK OF UNITY OF INVENTION (Comments on Supplementary Sheet! F »CT / ISA / 201 (a) 07.1979