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WO2025168596A1 - Procédé de production de solides - Google Patents

Procédé de production de solides

Info

Publication number
WO2025168596A1
WO2025168596A1 PCT/EP2025/052891 EP2025052891W WO2025168596A1 WO 2025168596 A1 WO2025168596 A1 WO 2025168596A1 EP 2025052891 W EP2025052891 W EP 2025052891W WO 2025168596 A1 WO2025168596 A1 WO 2025168596A1
Authority
WO
WIPO (PCT)
Prior art keywords
gas
liquid
allulose
solid
equal
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
PCT/EP2025/052891
Other languages
German (de)
English (en)
Inventor
Judith Winck
Markus Thommes
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Technische Universitaet Dortmund Koerperschaft Des Oeffentlichen Rechts
Original Assignee
Technische Universitaet Dortmund Koerperschaft Des Oeffentlichen Rechts
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 Technische Universitaet Dortmund Koerperschaft Des Oeffentlichen Rechts filed Critical Technische Universitaet Dortmund Koerperschaft Des Oeffentlichen Rechts
Publication of WO2025168596A1 publication Critical patent/WO2025168596A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2/00—Processes or devices for granulating materials, e.g. fertilisers in general; Rendering particulate materials free flowing in general, e.g. making them hydrophobic
    • B01J2/02—Processes or devices for granulating materials, e.g. fertilisers in general; Rendering particulate materials free flowing in general, e.g. making them hydrophobic by dividing the liquid material into drops, e.g. by spraying, and solidifying the drops
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30—Artificial sweetening agents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2/00—Processes or devices for granulating materials, e.g. fertilisers in general; Rendering particulate materials free flowing in general, e.g. making them hydrophobic
    • B01J2/20—Processes or devices for granulating materials, e.g. fertilisers in general; Rendering particulate materials free flowing in general, e.g. making them hydrophobic by expressing the material, e.g. through sieves and fragmenting the extruded length
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C07H1/06—Separation; Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • C07H3/02—Monosaccharides

Definitions

  • the present invention relates to a process for producing solids.
  • the present invention relates to a process by which solids, for example in crystalline or semi-crystalline form, can be produced from a liquid using simple process control.
  • the process described here enables the problem-free production of free-flowing, particularly crystalline or semi-crystalline, but also amorphous particles from a liquid or solution in a particularly advantageous manner.
  • the liquid is first mixed with a compressed gas under increased pressure to form a two-phase mixture.
  • rapid expansion of the compressed gas is initiated by pressure release, atomizing the solution.
  • Nucleation is initiated by the expansion of the material during atomization, and particle formation occurs primarily at the numerous interfaces between the solution and the gas bubbles.
  • This process is surprisingly well-defined and reliable when the mixed gas is not dissolved, but rather a two-phase mixture in which the gas exists in undissolved form in the liquid.
  • free-flowing solids can be formed even when this is not possible using prior art processes, or only with great effort, since the interfaces between gas and liquid are completely lacking when the gas is dissolved in the liquid, as is usual in the prior art.
  • the dry matter content present in process step ii) in the mixture before dispensing in process step iii) is greater than or equal to 90.0 wt.% and less than or equal to 99.0 wt.%.
  • the process according to the invention can lead to faster and more complete crystallizations, particularly in cases where the dry matter content in this stage is relatively high. This results in favorable viscosities and stable two-phase gas-liquid dispersions, which enable uniform discharge of the dispersion and a stable foam after discharge. These foams can be solidified quickly and are characterized by a high crystalline content.
  • the liquid in process step i) can be water.
  • the use of water as a liquid has proven particularly useful in the processing of sugars, for example in the form of allulose.
  • a mixture of water and sugar can be prepared in this process step, or such a mixture can be added. High degrees of crystallinity can be achieved for the sugars and allulose, and the resulting products are particularly suitable for use in the food or medical sectors.
  • step ii) prior to the addition of the inert gas to the mixture in the extruder, additional solid can be added.
  • the processing of a highly supersaturated mixture and the introduction of the inert gas into such a mixture has proven particularly suitable for rapid and complete solidification of the discharged material.
  • the additionally added solid can, for example, be added in amorphous or crystalline form.
  • a crystalline solid can be added.
  • This step can preferably be used to solidify allulose.
  • the amount of solid allulose added in this step can be greater than or equal to 5% and less than or equal to 20% based on the allulose content fed into the extruder. In these cases, very stable foams with very fast solidification kinetics and a high degree of crystallinity are obtained.
  • the inert gas can be added to the extruder at a distance of greater than or equal to 10% and less than or equal to 70%, based on the total internal length of the extruder, from the extruder discharge nozzle.
  • the gas addition point defined above has proven to be very suitable for obtaining a very homogeneous foam with a uniform bubble distribution of the inert gas in the foam.
  • the inert gas is therefore preferably added to the extruder at the earliest in the second half of the extruder. After the gas is added, the resulting dispersion is homogenized to a foam within an extruder length of 10%, based on the total internal length of the extruder.
  • This design provides the mixture with a sufficient inlet section for mechanical processing in the extruder. Furthermore, there is a sufficient distance in the extruder to allow the addition of further solids. This positioning also essentially prevents short-circuit gas flows through both the component inlet and the extruder nozzle.
  • This setup is particularly suitable for solidifying sugars, especially allulose. Highly homogeneous and stable foams with high solidification rates and a high degree of crystallinity are obtained. Furthermore, the distance can be greater than or equal to 15% and less than or equal to 50%.
  • the temperature in process step ii) can be greater than or equal to 20°C and less than or equal to 35°C.
  • the extruder within the specified temperature range has proven particularly suitable.
  • a wider range of solids contents of the mixture can be processed without the risk of an unsuitable viscosity range of the mixture.
  • Higher temperatures in the extruder can lead to a narrowing of the solids range window, as there is a risk of an unsuitably low viscosity of the mixture. This would prevent a homogeneous foam from exiting the extruder die.
  • Lower temperatures can also lead to a narrowing of the processing window, as the viscosity of the mixture can increase too much. This applies particularly to the processing of sugars, especially allulose.
  • the invention further describes the use of a method as described above for producing, in particular, crystalline or semi-crystalline solid particles.
  • the method is particularly suitable for producing solid particles, which are produced from a liquid containing them. These particles are particularly preferably crystalline or semi-crystalline, although amorphous particles are also encompassed by the invention.
  • the crystalline or semi-crystalline solid particles can be allulose foams or allulose particles.
  • the process can be a process for the crystallization of simple sugars.
  • the process according to the invention is particularly suitable for the reproducible and energy-efficient crystallization of simple sugars. Highly crystalline simple sugars are obtained with low energy consumption and rapid reaction times.
  • the process can be a process for the crystallization of ketohexoses.
  • the process according to the invention is particularly suitable for the reproducible and energy-efficient crystallization of ketohexoses. Highly crystalline ketohexoses are obtained with low energy consumption and rapid reaction times.
  • the process can be a process for the crystallization of allulose.
  • the process according to the invention is particularly suitable for the reproducible and energy-efficient crystallization of allulose. Highly crystalline allulose is obtained with low energy consumption and rapid reaction times.
  • allulose foams wherein the allulose foams were obtained by the process according to the invention.
  • allulose aggregates wherein the allulose aggregates are obtained by mechanical comminution from the allulose foams obtainable by the process according to the invention.
  • the allulose aggregates are particularly suitable as components in the production of tablets, chewing gum, or sprinkles.
  • the invention relates to allulose moldings, wherein the allulose moldings have a surface area determined via BET of greater than or equal to 0.25 m 2 /g and less than or equal to 0.8 m 2 /g.
  • the moldings can be in the form of foams, for example, or, alternatively, in the form of particles or aggregates obtained from the foams by mechanical comminution.
  • a number-average particle or aggregate size, obtained via laser light scattering, can preferably be greater than or equal to 1 ⁇ m and less than or equal to 250 ⁇ m. Due to the larger, accessible surface area, the aggregates or particles can exhibit improved properties with regard to wettability, dissolution, and compaction.
  • the aggregates obtainable according to the invention exhibit a high degree of crystallinity.
  • the solidification of allulose gas dispersions can, in particular, lead to the obtaining of allulose foams with a larger surface area compared to other processes known from the prior art. Due to the larger, accessible surface, the foams can have improved properties with respect to wettability, dissolution, and compaction. Furthermore, the foams of the invention exhibit a high degree of crystallinity.
  • the allulose moldings can preferably have a surface area, determined via BET, of greater than or equal to 0.28 m 2 /g and less than or equal to 0.4 m 2 /g. The BET measurement can be carried out in accordance with DIN ISO 9277:2014-01.
  • the moldings can be in the form of pourable particles, wherein the particles have an angle of repose determined according to DIN ISO 4324: 1983-12 of greater than or equal to 35° and less than or equal to 50°.
  • the particles can be converted from the allulose foams into pourable particles using the roller method described below. Due to the achievable high degree of crystallinity and based on the surface properties of the particles, these particles exhibit smaller angles of repose compared to particles obtainable by other manufacturing processes. The particles are more flowable and therefore easier to process.
  • the shaped bodies can be in the form of pourable particles, wherein the particles have a bulk density determined according to ISO 3923 (Pharmacopeia Apparatus Bulk Density Scott Volumeter) of greater than or equal to 400 kg/m 3 and less than or equal to 700 kg/m 3. Due to the (internal) structure of the particles, the bulk density can be significantly lower compared to crystals obtainable from cooling crystallization.
  • the moldings can have a fructose content of at most 5.0 wt.%, 4.5 wt.%, 4.0 wt.%, 3.5 wt.%, 3.0 wt.%, 2.5 wt.%, 2.0 wt.%, 1.5 wt.%, 1.0 wt.% or 0.5 wt.%.
  • the process according to the invention yields very pure allulose moldings with a high allulose content and a high content of crystalline allulose.
  • the fructose content in the moldings can be greater than or equal to 0 wt.% and less than or equal to 5.0 wt.%, whereby the limits set out above up to the lower limit of 0.5 wt.% can be used for the upper limit.
  • the lower concentration limit of fructose can preferably be greater than 0.01 wt.%, 0.05 wt.%, 0.1 wt.%, 0.2 wt.%, 0.3 wt.%, 0.4 wt.%, 0.5 wt.%, 0.6 wt.%, 0.7 wt.%, 0.8 wt.%, 0.9 wt.% or 1.0 wt.%.
  • the moldings can have a glucose content of at most 2.0 wt.%, 1.5 wt.%, 1.0 wt.%, or 0.5 wt.
  • the process according to the invention yields very pure allulose moldings with a high allulose content and a high crystalline allulose content.
  • the glucose content can preferably be greater than or equal to 0 wt.% and less than or equal to 2.0 wt.%, with the limits specified above being applicable for the upper limit, down to the lower limit of 0.5 wt.%.
  • the lower concentration limit of glucose can preferably be greater than 0.01 wt.%, 0.05 wt.%, 0.1 wt.%, 0.2 wt.%, 0.3 wt.%, 0.4 wt.%, 0.5 wt.%, 0.6 wt.%, 0.7 wt.%, 0.8 wt.%, 0.9 wt.% or 1.0 wt.%.
  • Small amounts of glucose in the allulose can improve the physical properties of the shaped body. This applies in particular in comparison to crystals produced by cooling crystallization and shaped bodies obtainable therefrom, which usually have low Contain glucose components.
  • Crystallization by cooling an allulose solution generally results in a different admixture profile, since crystal formation favors the formation of purer crystals.
  • These shaped bodies can be obtained in particular by the process according to the invention, the process according to the invention for producing crystalline solids, and the process according to the invention for producing crystalline solids using an extruder.
  • the shaped bodies can have a glucose content of greater than or equal to 0 wt.% and less than or equal to 2.0 wt.% and a fructose content of greater than or equal to 0 wt.% and less than or equal to 5.0 wt.%.
  • Small amounts of glucose and/or fructose in the allulose can improve the physical properties of the shaped body. This applies in particular in comparison to crystals produced by cooling crystallization and shaped bodies obtainable therefrom, which usually have low glucose and/or fructose contents. Crystallization by cooling an allulose solution generally results in a different admixture profile, since crystal formation favors the formation of purer crystals.
  • These shaped bodies can be obtained in particular by the process according to the invention, the process according to the invention for producing crystalline solids and the process according to the invention for producing crystalline solids using an extruder.
  • the moldings can have a content of other sugars apart from allulose, fructose, and glucose of greater than or equal to 0 wt.% and less than or equal to 1.0 wt.%.
  • the proportion of only small amounts of other sugars in the allulose can improve the physical properties of the molding.
  • the allulose molded body has a water content of at most 10 wt.%, preferably at most 8.0 wt.%, more preferably at most 6.0 wt.%, even more preferably at most 5.0 wt.%, in each case based on the total weight of the product allulose composition.
  • the molded body can have a residual water content of at least 0.1 wt.%; preferably at least 0.2 wt.%, more preferably at least 0.3 wt.%, even more preferably at least 0.4 wt.%, even more preferably at least 0.5 wt.%, even more preferably at least 0.75 wt.%, most preferably at least 1.0 wt.%, and in particular at least 1.5 wt.%, in each case based on the total weight of the molded body.
  • the water contents can be determined, for example, using Karl Fischer.
  • FIG. 1 schematically shows a diagram illustrating the method according to the present invention.
  • Figure 1 shows a diagram illustrating the method according to the invention.
  • the process is used to produce solids from a liquid containing the solid.
  • Step 10 is intended to represent the provision of a liquid containing the solid.
  • This liquid may, in particular, comprise the solid in dissolved form, with the solid preferably being present in the liquid in a supersaturated form.
  • Step 12 involves introducing a gas under elevated pressure. This gas is then dispersed in the liquid in step 14, creating a gas-liquid two-phase mixture.
  • This step can be carried out discontinuously, in particular in a pressure vessel equipped with a stirrer. Alternatively, this step can be carried out continuously, in particular using static mixers or an extruder.
  • step 16 the gas-liquid mixture is rapidly decompressed. This results in the solid being formed, particularly as free-flowing particles or as a foam. Whether a foam is formed instead of a free-flowing solid depends, among other things, on the solvent that may still be present.
  • the solid is then further processed. If a foam is present, it can be dried, i.e. the solvent is removed, to obtain free-flowing particles. This can generally be advantageous or necessary even for directly obtained particles in order to remove residual solvent.
  • the resulting free-flowing particles can be further comminuted. Since the solids are particularly porous particles, This can be achieved with a low energy input, for example by grinding, so that no amorphization occurs.
  • the process can be carried out by using an aqueous sugar solution or, in principle, an aqueous polymer solution as the starting solution, and dispersing continuously in a co-rotating twin-screw extruder. Pressure release can occur via the extruder die.
  • the process according to the invention is illustrated by the solidification and crystallization of allulose (D-psicose, (3A,4A,5A)-1,3,4,5,6-pentahydroxy-2-hexanone).
  • This sugar is relatively difficult to crystallize, and high degrees of crystallization can usually only be achieved with considerable equipment and energy expenditure.
  • Water is used as the liquid in the process according to the invention, and carbon dioxide is used as the gas.
  • the allulose usable in the process according to the invention can be obtained, for example, from D-fructose using an enzymatic process.
  • a possible production process for converting allulose from fructose is described, for example, in WO 2022/049307 A1. The process can comprise the following steps:
  • This process sequence can provide an allulose mixture with a D-fructose content of at most 5.0 wt.%, preferably at most 4.0 wt.%, preferably at most 3.0 wt.%, preferably at most 2.0 wt.%, preferably at most 1.0 wt.%, based in each case on the total weight of the liquid allulose composition.
  • This composition can preferably contain very low or no amounts of glucose or other sugars.
  • An aqueous allulose premix is prepared from the allulose mixture obtained in step I.
  • the dry matter content of the mixture is approximately 85% by weight.
  • the dry matter content can be measured, for example, using the Brix value, using the following calibration curve at a measurement temperature of 20 °C:
  • This aqueous allulose premix is concentrated in a batch cooker under heat to a dry matter content of greater than 90%. With these allulose contents, a supersaturated mixture is obtained.
  • This mixture is metered into an extruder, where it is further supersaturated by adding crystalline allulose in the extruder.
  • the addition of further allulose is optional.
  • the dry matter content of the mixture before the addition of the gas is approximately 93 wt.% due to the additional addition.
  • the level of the dry matter content and the overall residence time under shearing in the extruder can have a beneficial effect on the Solidification kinetics can also be affected. For example, shear rates in the range of greater than or equal to 100 l/s and less than or equal to 3000 l/s have proven particularly advantageous. Higher dry matter contents and longer residence times generally lead to a reduction in solidification times after exiting the extruder.
  • Carbon dioxide is added to the thus supersaturated mixture at a weight fraction of 1 wt.% based on the total mixture.
  • the inert gas is metered in at a distance from the discharge nozzle of approximately 1/3 of the total extruder length.
  • the use of the extruder mechanically circulates the mixture, creating a homogeneous two-phase liquid-gas dispersion upstream of the extruder nozzle.
  • the liquid-gas dispersion is pressed out of the extruder in the form of a coherent foam.
  • the foam is stable, and after a solidification time of 0.5 to 48 hours under ambient conditions, a dry-to-the-touch, solid, crystalline, and porous foam is obtained.
  • the degree of crystallinity of the solid, determined by PXRD, is 100%.
  • the foam can be easily broken down into smaller agglomerates by mechanical means, is non-hygroscopic, and is easily compacted.
  • the foam and aggregates exhibit a larger BET surface area compared to mold
  • Aggregates can be obtained from the foams, for example, using a roller mill (prototype roller cooler, BBA INNOVA AG, Strengelbach, Switzerland) with a large (diameter 500 mm) and a small (80 mm) roller, a gap distance of 2 mm, and a speed of the large roller of 3 revolutions per minute.
  • a roller mill prototype roller cooler, BBA INNOVA AG, Strengelbach, Switzerland

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Food Science & Technology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Polymers & Plastics (AREA)
  • Nutrition Science (AREA)
  • Saccharide Compounds (AREA)
  • Physical Or Chemical Processes And Apparatus (AREA)

Abstract

La présente invention concerne un procédé de production de solides à partir d'un liquide contenant le solide, caractérisé en ce que le procédé comprend les étapes consistant à : i) fournir un liquide contenant le solide ; ii) disperser un gaz dans le liquide sous pression accrue pour produire un mélange diphasique gaz-liquide ; iii) détendre le mélange diphasique gaz-liquide produit à l'étape ii). L'invention concerne également l'utilisation du procédé selon l'invention pour la production de particules solides cristallines ou partiellement cristallines, et des corps moulés d'allulose.
PCT/EP2025/052891 2024-02-05 2025-02-05 Procédé de production de solides Pending WO2025168596A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102024103134.4A DE102024103134A1 (de) 2024-02-05 2024-02-05 Verfahren zum Erzeugen von Feststoffen
DE102024103134.4 2024-02-05

Publications (1)

Publication Number Publication Date
WO2025168596A1 true WO2025168596A1 (fr) 2025-08-14

Family

ID=94536383

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2025/052891 Pending WO2025168596A1 (fr) 2024-02-05 2025-02-05 Procédé de production de solides

Country Status (2)

Country Link
DE (1) DE102024103134A1 (fr)
WO (1) WO2025168596A1 (fr)

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995021688A1 (fr) * 1994-02-15 1995-08-17 Eckhard Weidner Procede pour la fabrication de particules ou de poudres
EP1021241B1 (fr) 1997-10-06 2001-08-29 Adalbert-Raps-Stiftung Procede de production d'un produit sous forme de poudre a partir d'une substance liquide ou d'un melange de substances liquide
WO2017029244A1 (fr) * 2015-08-14 2017-02-23 Pfeifer & Langen GmbH & Co. KG Composition d'allulose en poudre
EP3363909A1 (fr) 2017-02-15 2018-08-22 Evonik Degussa GmbH Procédé pour la preparation d'un matériau solide contenant de cristaux d'isomaltulose et tréhalulose
WO2020011485A1 (fr) 2018-07-12 2020-01-16 Bayerische Motoren Werke Aktiengesellschaft Outil et procédé de compression d'un élément de jonction auxiliaire avec une pièce formée séparémment de l'élément de jonction auxiliaire, en particulier pour la fabrication d'un véhicule automobile
US20200040023A1 (en) * 2016-10-28 2020-02-06 Tate & Lyle Ingredients Americas Llc Method for producing allulose crystals
US20210077965A1 (en) * 2018-05-10 2021-03-18 Biomass Technologies Pty Ltd Method and apparatus for manufacture of dry powders
WO2022049307A1 (fr) 2020-09-07 2022-03-10 Savanna Ingredients Gmbh Procédé d'extrusion pour la préparation d'une composition d'allulose solide

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9313642D0 (en) 1993-07-01 1993-08-18 Glaxo Group Ltd Method and apparatus for the formation of particles
SE9804001D0 (sv) 1998-11-23 1998-11-23 Astra Ab New process

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995021688A1 (fr) * 1994-02-15 1995-08-17 Eckhard Weidner Procede pour la fabrication de particules ou de poudres
EP0744992B1 (fr) 1994-02-15 1997-10-15 Eckhard Weidner Procede pour la fabrication de particules ou de poudres
EP1021241B1 (fr) 1997-10-06 2001-08-29 Adalbert-Raps-Stiftung Procede de production d'un produit sous forme de poudre a partir d'une substance liquide ou d'un melange de substances liquide
WO2017029244A1 (fr) * 2015-08-14 2017-02-23 Pfeifer & Langen GmbH & Co. KG Composition d'allulose en poudre
US20200040023A1 (en) * 2016-10-28 2020-02-06 Tate & Lyle Ingredients Americas Llc Method for producing allulose crystals
EP3363909A1 (fr) 2017-02-15 2018-08-22 Evonik Degussa GmbH Procédé pour la preparation d'un matériau solide contenant de cristaux d'isomaltulose et tréhalulose
US20210077965A1 (en) * 2018-05-10 2021-03-18 Biomass Technologies Pty Ltd Method and apparatus for manufacture of dry powders
WO2020011485A1 (fr) 2018-07-12 2020-01-16 Bayerische Motoren Werke Aktiengesellschaft Outil et procédé de compression d'un élément de jonction auxiliaire avec une pièce formée séparémment de l'élément de jonction auxiliaire, en particulier pour la fabrication d'un véhicule automobile
WO2022049307A1 (fr) 2020-09-07 2022-03-10 Savanna Ingredients Gmbh Procédé d'extrusion pour la préparation d'une composition d'allulose solide

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ARTIKEL VON M. MALAMATARI ET AL.: "Spray Drying for the Preparation of Nanoparticlebased Drug Formulations as Dry Powders", PROCESSES, vol. 8, 2020, pages 788

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