WO2021209075A1 - 一种超细的高性能微晶纤维素产品及其制备方法 - Google Patents

一种超细的高性能微晶纤维素产品及其制备方法 Download PDF

Info

Publication number
WO2021209075A1
WO2021209075A1 PCT/CN2021/099143 CN2021099143W WO2021209075A1 WO 2021209075 A1 WO2021209075 A1 WO 2021209075A1 CN 2021099143 W CN2021099143 W CN 2021099143W WO 2021209075 A1 WO2021209075 A1 WO 2021209075A1
Authority
WO
WIPO (PCT)
Prior art keywords
microcrystalline cellulose
shear
pulp
particle size
product
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.)
Ceased
Application number
PCT/CN2021/099143
Other languages
English (en)
French (fr)
Chinese (zh)
Inventor
尹丽敏
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.)
Mudanjiang Linrun Pharma Excipients LLC
Original Assignee
Mudanjiang Linrun Pharma Excipients LLC
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 Mudanjiang Linrun Pharma Excipients LLC filed Critical Mudanjiang Linrun Pharma Excipients LLC
Priority to EP21788975.7A priority Critical patent/EP4137531B1/en
Priority to FIEP21788975.7T priority patent/FI4137531T3/fi
Priority to JP2022546694A priority patent/JP7763492B2/ja
Priority to ES21788975T priority patent/ES3008941T3/es
Priority to NZ788987A priority patent/NZ788987A/en
Priority to AU2021256240A priority patent/AU2021256240B2/en
Publication of WO2021209075A1 publication Critical patent/WO2021209075A1/zh
Anticipated expiration legal-status Critical
Priority to JP2024174156A priority patent/JP2025016394A/ja
Ceased legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
    • C08L1/02—Cellulose; Modified cellulose
    • C08L1/04—Oxycellulose; Hydrocellulose, e.g. microcrystalline cellulose
    • 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
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
    • A23L29/206—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of vegetable origin
    • A23L29/262—Cellulose; Derivatives thereof, e.g. ethers
    • 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
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/20—Reducing nutritive value; Dietetic products with reduced nutritive value
    • A23L33/21—Addition of substantially indigestible substances, e.g. dietary fibres
    • A23L33/24—Cellulose or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
    • C08B15/02—Oxycellulose; Hydrocellulose; Cellulosehydrate, e.g. microcrystalline cellulose
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/12—Powdering or granulating
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/12—Powdering or granulating
    • C08J3/122—Pulverisation by spraying
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2301/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
    • C08J2301/04—Oxycellulose; Hydrocellulose

Definitions

  • the invention relates to the field of microcrystalline cellulose, in particular to an ultrafine high-performance microcrystalline cellulose product and a preparation method thereof.
  • Microcrystalline cellulose is a free-flowing fine powdery particle that is hydrolyzed by dilute acid from natural cellulose to the limit of polymerization (LODP). Its color is white or nearly white, odorless and tasteless, and its limit degree of polymerization (LODP) is usually 100-350; it is insoluble in water, dilute acids, organic solvents and oils, and partially dissolves and swells in dilute alkali solutions. Microcrystalline cellulose has stable properties under high temperature, high humidity, and strong light exposure, and is widely used in various industries such as medicine, food, daily chemicals, and light industry.
  • Microcrystalline cellulose is widely used in the pharmaceutical industry as a pharmaceutical excipient. It is mainly used as a binder, disintegrant and filler in the pharmaceutical industry. It is mainly used in the tableting process. It can be used not only for wet granulation but also for dry granulation and direct compression. It has good compression resistance. Plays the role of disintegration and lubrication, and is an important pharmaceutical excipient. Because of its unique porous structure, microcrystalline cellulose can also play a sustained role in drug release. Microcrystalline cellulose can be used as an important functional food base material-dietary fiber in the food industry. It is an ideal food additive and can be used as a fat substitute.
  • PH101 average particle size of 40-60 ⁇ m, bulk density of 0.26-0.32g/ml
  • PH102 average particle size of 70-100 ⁇ m, bulk density of 0.28- 0.33g/ml
  • PH103 average particle size of 45-75um, bulk density of 0.26-0.34g/ml
  • PH112 average particle size of 90-140um, bulk density of 0.28-0.37g/ml
  • higher density PH 301 average particle size is 40-60 ⁇ m, bulk density is 0.34-0.45g/ml
  • PH302 average particle size is 90-140um, bulk density is 0.35-0.50g/ml
  • small The particle size is PH105 (average particle size is 20-40 ⁇ m, bulk density is 0.2-0.3g/ml) and so on.
  • Microcrystalline cellulose products with different particle sizes or densities have different application properties.
  • the smaller the particle size of microcrystalline cellulose the better it is to mix with other ingredients such as medicines. It is suitable for materials with small particle sizes and Mix materials with low active ingredient content to improve the uniformity of the content.
  • the traditional small particle size microcrystalline cellulose also has a unique advantage.
  • the smaller the particle size the higher the tablet strength performance.
  • the smaller the particle size the worse the fluidity, which is not conducive to the process of direct compression and other preparations, which greatly limits its application in medicines and foods.
  • microcrystalline cellulose products with small particle diameters can be produced by dry powder grinding, sieving or ball milling, especially in the presence of grinding aids.
  • Chinese invention patent CN101481424B discloses that microcrystalline cellulose 60 Co- ⁇ is irradiated to degrade and ultrafine, and then mechanically pulverized or/and chemically degraded to obtain ultrafine microcrystalline cellulose with a particle size of ⁇ 10 ⁇ m.
  • the density of microcrystalline cellulose products produced by these methods has not been significantly increased.
  • Commercially available small particle size microcrystalline cellulose products generally have an average particle size D50 of about 15-30 ⁇ m, and a bulk density of 0.2-0.3 g/ml. Therefore, the smaller the particle size, the worse the fluidity of the product. Greatly restrict its application in industry.
  • Chinese invention patent CN109666078A discloses a method for preparing microcrystalline cellulose by acid hydrolysis after high-shear mechanical pretreatment.
  • the high-shear mechanical force cuts off the fiber, which improves the accessibility of the acid liquid to the cellulose, increases the rate at which the acid liquid penetrates into the cellulose, and increases the acid liquid to the amorphous area of the cellulose.
  • Hydrolysis rate reduce the amount of chemicals or shorten the reaction time.
  • the microcrystalline cellulose prepared by this method has no increase in density, and the average particle size of the microcrystalline cellulose product is still above 38.7 ⁇ m.
  • Chinese invention patent CN110229239A discloses a high bulk density microcrystalline cellulose and its production process.
  • the filter cake obtained by acid hydrolysis is kneaded by a kneader and spray dried.
  • the bulk density of the microcrystalline cellulose product obtained is 0.6-0.65g/cm 3 , however, the product particle size is also larger, with an average particle size D50 of 45-50 ⁇ m.
  • Chinese invention patents CN103726378A, CN103526624A, and CN1671743A also respectively disclose methods for preparing microcrystalline cellulose.
  • the particle size range and bulk density of the microcrystalline cellulose products produced by these methods are not within the scope of the present invention, for example, the particle size is above 25 ⁇ m, or the bulk density is much lower than 0.5 g/ml.
  • the present invention provides a microcrystalline cellulose product with ultra-fine particle size and extremely high density and a manufacturing method thereof, so that it has better performance and wider application. field.
  • the present invention provides a microcrystalline cellulose particle, which is characterized in that its average particle size D50 is 1-25 ⁇ m, and the bulk density is 0.50-0.80 g/ml; preferably, the average particle size D50 of the microcrystalline cellulose particle It is 1-25 ⁇ m, and the bulk density is 0.52-0.75 g/ml; more preferably, the average particle size D50 of the microcrystalline cellulose particles is 10-20 ⁇ m, and the bulk density is 0.55-0.75 g/ml.
  • the above-mentioned microcrystalline cellulose particles are made of ordinary microcrystalline cellulose through high-shear mechanical action, and the solid content of ordinary microcrystalline cellulose during high-shear mechanical action is 15%-60%; wherein, more preferably, the solid content of ordinary microcrystalline cellulose during high-shear mechanical action is 30%-50%.
  • the above-mentioned microcrystalline cellulose particles wherein the high-shear mechanical action is to use a high-shear equipment with a torque greater than 20 Newton ⁇ m; more preferably, the high-shear mechanical
  • the function is to use high-shear equipment with a torque greater than 50 Newton ⁇ m.
  • the high-shearing equipment is preferably a high-strength and high-shearing screw extrusion equipment, such as a screw extruder, a screw extruder, a screw kneader, or a screw extrusion kneader.
  • the high shear force equipment can be continuous or intermittent, and can also be divided into multiple stages, multiple or repeated processing methods.
  • a method for preparing the aforementioned microcrystalline cellulose particles which includes the step of passing ordinary microcrystalline cellulose through the high shear force mechanical action of a high shear force device, and said Ordinary microcrystalline cellulose has a solid content of 15%-60% during high-shear mechanical action; among them, more preferably, ordinary microcrystalline cellulose has a solid content of 30% during high-shear mechanical action -50%; wherein the high shear force mechanical action is to use a high shear force equipment with a torque greater than 20 Newton ⁇ m; more preferably, the high shear force mechanical action is to use a torque greater than 50 Newton ⁇ m High shear equipment.
  • the "ordinary microcrystalline cellulose” mentioned above refers to a microcrystalline cellulose product with an average particle size D50 and/or bulk density that is different from the average particle size D50 and bulk density of the present invention, and its average particle size D50 exceeds 25 ⁇ m and/or bulk density is lower than 0.50g/ml.
  • the raw materials for preparing microcrystalline cellulose are microcrystalline cellulose products prepared by conventional methods in the art.
  • natural cellulose pulp undergoes a conventional hydrolysis method (for example, it can be made from cellulose
  • the pulp is filtered through acid hydrolysis at a temperature of 110-170°C and an acid concentration of 0.03-0.35mol/L to prepare a filter cake) or electron beam radiation (for example, by electron beam radiation, with a radiation dose of 0.2Mrad-10Mrad)
  • a conventional hydrolysis method for example, it can be made from cellulose
  • the pulp is filtered through acid hydrolysis at a temperature of 110-170°C and an acid concentration of 0.03-0.35mol/L to prepare a filter cake
  • electron beam radiation for example, by electron beam radiation, with a radiation dose of 0.2Mrad-10Mrad
  • the material source of the natural cellulose pulp is not particularly limited, and it may be a material commonly used in the field for the production of microcrystalline cellulose, such as including but not limited to the following raw materials or pulp: wood pulp, hemp pulp, bamboo pulp, cotton, cotton linters, straw, reed, straw pulp, bagasse, algae, bacteria and microorganisms, etc.
  • the existing commercially available microcrystalline cellulose products include but are not limited to microcrystalline cellulose products coded as PH101, PH102, PH112, PH301, PH302, PH105 or PH103.
  • the material processed by the high-shearing device further optionally includes the steps of dilution and dispersion, drying, sieving and/or fine grinding to obtain the microcrystalline cellulose particles.
  • microcrystalline cellulose particles as an auxiliary material or carrier in the pharmaceutical, health care, food, industrial, light industry, daily chemical, petroleum, personal care, agricultural chemical and other industries is provided the use of.
  • particles can also be understood as “powders” and the like, which refer to granular or powdered particles with an average particle size D50 of 1-25 ⁇ m and a bulk density of 0.50-0.80 g/ml Microcrystalline cellulose products.
  • the high-shearing force device used in the present invention can reduce the particle size of particles through mechanical actions such as extremely high shearing force, pressure or frictional force.
  • the present invention does not use solid grinding aids and grinding agents, nor does it use water-soluble grinding aids such as salts during the high shear process.
  • the high shear force device of the present invention can be a continuous or intermittent device, and can also be processed repeatedly in multiple times. Under normal circumstances, if screw devices such as extruders, kneaders, and extruders are used, the torque should be >20 Newton ⁇ m.
  • the torque used in the embodiment of the present invention can be >50 Newton ⁇ m, and the control torque is between 50-150. Between Newton meters. In the actual extrusion operation, the torque is a variable. At the beginning, the torque is low, for example, about 50 Newton ⁇ m, the later the torque will increase, the torque reaches more than 100 Newton ⁇ m, the resulting microcrystalline cellulose product All can reach the particle size and density range of the present invention.
  • the solid content of the material is generally between 15-60%, preferably between 30-50%. If the processed material is hydrolyzed microcrystalline cellulose filter cake, if the solid content is too high, you can add an appropriate amount of water before or during processing until it reaches the appropriate solid content; if the solid content is too low, perform high-shear processing Before or during the process, the material can be dehydrated.
  • the dehydration method can be centrifugation, filtration, pressing, infrared radiation, hot air blowing, air blowing, etc., or a combination thereof. It can also be obtained by adding microcrystalline cellulose dry powder or high solid content.
  • the hydrolyzed microcrystalline cellulose filter cake makes the final mixture reach a suitable solid content.
  • the processed material is the existing microcrystalline cellulose powder
  • an appropriate amount of water can be added before or during processing until the appropriate solid content is reached.
  • the solid microcrystalline cellulose powder can be factory-made microcrystalline cellulose powder or existing products on the market, such as but not limited to PH101, PH102, PH112, PH301, PH302, PH105, PH103, etc.
  • the method of the present invention reduces the particle size while significantly increasing the density of microcrystalline cellulose by controlling the steps of high-shearing mechanical action, so as to obtain A high-performance microcrystalline cellulose product with small particle size and high density.
  • the material processed by the high-shear device can be further diluted and dispersed according to an appropriate amount of water, and the general solid content during the dispersion process can be controlled at 1%-25%.
  • the dispersing device used includes, but is not limited to, any high-shear dispersing device, such as a high-shear mixer, a homogenizer, and a homogenizing pump.
  • the diluted and dispersed materials can be further dried, and the drying can be spray drying, fluidized bed drying, airflow drying, flash drying, etc. According to needs, the dried material can be further sieved or finely ground.
  • any pulp and source can be used.
  • These raw materials or pulps include but are not limited to wood pulp, hemp pulp, bamboo pulp, cotton, cotton short Wool, straw, reed, straw pulp, bagasse, algae, bacteria and microorganisms, etc.
  • the ultra-fine high-density microcrystalline cellulose product manufactured by the present invention can be applied to any known application fields of microcrystalline cellulose, and can also be applied to any potential or emerging application fields. These fields include pharmaceuticals, health products, Food, industry, light industry, daily chemical, petroleum, personal care, agricultural chemistry and other industries. In the pharmaceutical field, its application can be used as, but not limited to, adhesives, disintegrants, excipients, taste masking agents, dispersants, adsorbents, etc.
  • the product of the present invention can be used in any formulation process, including but not limited to wet granulation, dry granulation, direct compression, extrusion spheronization, spray drying, pellets, microtablets, coatings, liquid formulations , Creams and creams, injections, sprays, etc.
  • Medicinal applications also include traditional Chinese medicine, Chinese patent medicine and so on.
  • the application of the fine microcrystalline cellulose powder of the present invention in the food field is also extremely wide. For example, it can be applied to various dairy products, milk beverages, solid beverages, coffee and tea beverages, carbonated beverages, meat products, jams, condiments, soups, frozen foods, yogurt, fermented milk, cheese, biscuits, and so on.
  • ultrafine microcrystalline cellulose of the present invention can also be used in some new fields.
  • ultrafine microcrystalline cellulose can be used as a carrier of flavor substances, pigments or other nutrients due to its unique delicate taste and taste masking or taste adjustment function, and is especially suitable for tableting candies.
  • These superior functions add Its very good fluidity greatly improves the quality and performance of tableted candies, and can also reduce or replace the use of sugar alcohols.
  • examples of other applications include, but are not limited to, as an embedding agent, as an excipient for active microorganisms in spray drying or tableting.
  • the microcrystalline cellulose product of the present invention has a small particle size and high bulk density at the same time, and enhances the fluidity and compressibility of the product, so that it has a wider range of applications; in particular, the product of the present invention
  • the microcrystalline cellulose product has a unique particle morphology, which is spherical or quasi-spherical particles, while the existing microcrystalline cellulose on the market is a fibrous product segment by segment, and there are no spherical particles; moreover, the microcrystalline cellulose of the present invention
  • the angle of repose of the cellulose product is also smaller than that of the microcrystalline cellulose product UF-702, which has the smallest angle of repose on the market.
  • microcrystalline cellulose product of the present invention not only has good fluidity and strong compressibility properties, and is very suitable for the tableting process, but also has a small particle size, spherical or approximately spherical fine shape, which gives the product a good taste and fineness. , And masking peculiar smell, etc., suitable for medicine and food molding.
  • Figure 1 The particle structure of the product of Example 1 under a 32x optical microscope
  • Figure 2 The particle structure of the product of Example 1 under a 63X optical microscope
  • Figure 3 Particle structure diagram of AVICEL PH101 products on the market under a 32x optical microscope
  • the particle size, density, angle of repose and microscopic measurement of the present invention are as follows:
  • Particle size distribution measured by Malvern 2000 laser particle size analyzer.
  • the method of measuring the tap density Place the measuring cylinder containing the material for measuring the loose density on the tap, vibrate 500 times, read the volume V (ml), and convert it to density m/v (g/ml) ).
  • Optical microscope Take a small amount of microcrystalline cellulose powder on the glass slide, add a small amount of absolute ethanol to make the dispersion more uniform, and then place it under the microscope to observe, adjust the appropriate magnification, and make the picture clearer through fine-tuning.
  • the torque is a variable.
  • the torque is low, for example, about 50 Newton ⁇ m, and the torque will increase later, generally reaching 100-150 Newton ⁇ m, and reaching the equipment when it exceeds 150 Newton ⁇ m The limit.
  • the torque reaches 100 Newton ⁇ m or more, the prepared microcrystalline cellulose product can reach the particle size and density range of the present invention.
  • the microcrystalline cellulose particle product prepared above has a loose density of 0.670g/ml, a tap density of 0.807g/ml, and a particle size distribution: D10 of 8.721 ⁇ m, D50 of 19.776 ⁇ m, D90 is 48.369 ⁇ m; the angle of repose is 27.8°.
  • microcrystalline cellulose particle products prepared above were observed the particle morphology under an optical microscope at 32x and 63x respectively. The results are shown in Figure 1 and Figure 2. It can be seen that the product has a unique particle morphology, which is spherical or quasi-spherical. particle.
  • Vivapur PH102 microcrystalline cellulose powder Take the commercially available Vivapur PH102 microcrystalline cellulose powder with a limit polymerization degree of 225.
  • the bulk density is 0.32g/ml
  • the tap density is 0.44g/ml
  • the particle size distribution D10 is 29.623 ⁇ m.
  • D50 is 104.997 ⁇ m
  • D90 is 227.668 ⁇ m.
  • the microcrystalline cellulose product prepared above has a bulk density of 0.598g/ml, a tap density of 0.738g/ml, a particle size distribution of D10 of 8.629 ⁇ m, D50 of 18.649 ⁇ m, and D90 of 36.61 ⁇ m.
  • the microcrystalline cellulose product prepared above has a bulk density of 0.624g/ml, a tap density of 0.811g/ml, a particle size distribution D10 of 5.613 ⁇ m, D50 of 12.221 ⁇ m, and D90 of 31.201 ⁇ m.
  • the microcrystalline cellulose product prepared above has a bulk density of 0.619g/ml, a tap density of 0.774g/ml, a particle size distribution D10 of 6.665 ⁇ m, D50 of 14.447 ⁇ m, and D90 of 30.297 ⁇ m.
  • the loose density of the microcrystalline cellulose particles prepared above is 0.600g/ml
  • the tap density is 0.730g/ml
  • the particle size distribution: D10 is 8.773 ⁇ m
  • D50 is 21.459 ⁇ m
  • D90 is 48.528 ⁇ m
  • the angle of repose is 30.5°.
  • the particle size and density of the microcrystalline cellulose particles prepared above have a loose density of 0.487g/ml, a tap density of 0.574g/ml, and a particle size distribution: D10 is 11.598 ⁇ m, D50 is 37.001 ⁇ m, and D90 is 87.476 ⁇ m.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Dispersion Chemistry (AREA)
  • Mycology (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
PCT/CN2021/099143 2020-04-13 2021-06-09 一种超细的高性能微晶纤维素产品及其制备方法 Ceased WO2021209075A1 (zh)

Priority Applications (7)

Application Number Priority Date Filing Date Title
EP21788975.7A EP4137531B1 (en) 2020-04-13 2021-06-09 Ultra-fine high-performance microcrystalline cellulose product and preparation method therefor
FIEP21788975.7T FI4137531T3 (fi) 2020-04-13 2021-06-09 Erittäin hieno korkean suorituskyvyn mikrokiteinen selluloosatuote ja sen valmistusmenetelmä
JP2022546694A JP7763492B2 (ja) 2020-04-13 2021-06-09 超微細で高性能な微結晶セルロース製品およびその調製方法
ES21788975T ES3008941T3 (en) 2020-04-13 2021-06-09 Ultra-fine high-performance microcrystalline cellulose product and preparation method therefor
NZ788987A NZ788987A (en) 2020-04-13 2021-06-09 Ultra-fine high-performance microcrystalline cellulose product and preparation method therefor
AU2021256240A AU2021256240B2 (en) 2020-04-13 2021-06-09 Ultra-fine high-performance microcrystalline cellulose product and preparation method therefor
JP2024174156A JP2025016394A (ja) 2020-04-13 2024-10-03 超微細で高性能な微結晶セルロース製品およびその調製方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN202010284261.6 2020-04-13
CN202010284261.6A CN111333875B (zh) 2020-04-13 2020-04-13 一种超细的高性能微晶纤维素产品及其制备方法

Publications (1)

Publication Number Publication Date
WO2021209075A1 true WO2021209075A1 (zh) 2021-10-21

Family

ID=71180905

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2021/099143 Ceased WO2021209075A1 (zh) 2020-04-13 2021-06-09 一种超细的高性能微晶纤维素产品及其制备方法

Country Status (8)

Country Link
EP (1) EP4137531B1 (cg-RX-API-DMAC7.html)
JP (2) JP7763492B2 (cg-RX-API-DMAC7.html)
CN (1) CN111333875B (cg-RX-API-DMAC7.html)
AU (1) AU2021256240B2 (cg-RX-API-DMAC7.html)
ES (1) ES3008941T3 (cg-RX-API-DMAC7.html)
FI (1) FI4137531T3 (cg-RX-API-DMAC7.html)
NZ (1) NZ788987A (cg-RX-API-DMAC7.html)
WO (1) WO2021209075A1 (cg-RX-API-DMAC7.html)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20230011081A1 (en) * 2021-07-08 2023-01-12 Korea Institute Of Science And Technology Cellulose composite material, 3d printing material and 3d printing structure including the same, and method of manufacturing the 3d printing structure using the same
WO2024004466A1 (ja) * 2022-07-01 2024-01-04 フタムラ化学株式会社 未修飾セルロースビーズ及びその製造方法
JP7411852B1 (ja) 2023-03-29 2024-01-11 日本製紙株式会社 アニオン変性セルロースナノファイバー含有粉末

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111333875B (zh) * 2020-04-13 2023-02-07 牡丹江霖润药用辅料有限责任公司 一种超细的高性能微晶纤维素产品及其制备方法
FI20215507A1 (en) * 2021-04-30 2022-10-31 Andritz Oy System and method for producing microcrystalline cellulose
FI20215509A1 (en) * 2021-04-30 2022-10-31 Andritz Oy Microcrystalline cellulose product
CN117304346B (zh) * 2023-09-28 2025-11-04 齐鲁工业大学(山东省科学院) 一种棉短绒纤维制备微晶纤维素的方法及其应用

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1671743A (zh) 2002-07-26 2005-09-21 Fmc有限公司 微晶纤维素的制造
CN101481424A (zh) 2009-02-06 2009-07-15 北京大学 一种超细微晶纤维素及其制备方法
CN103526624A (zh) 2013-10-22 2014-01-22 湖州市菱湖新望化学有限公司 一种微晶纤维素生产方法及其反应设备
CN103726378A (zh) 2013-12-26 2014-04-16 湖北葛店人福药用辅料有限责任公司 低温下制备微晶纤维素的方法
CN109666078A (zh) 2019-02-25 2019-04-23 陕西科技大学 一种高剪切机械预处理后酸水解制备微晶纤维素的方法
CN110229239A (zh) 2019-07-30 2019-09-13 珠海市东辰制药有限公司 一种高堆积密度的微晶纤维素及其生产工艺
EP3622966A1 (en) * 2018-09-17 2020-03-18 Omya International AG High performance excipient comprising co-processed microcrystalline cellulose and surface-reacted calcium carbonate
WO2020058252A1 (en) * 2018-09-17 2020-03-26 Omya International Ag High performance excipient comprising co-processed microcrystalline cellulose and surface-reacted calcium carbonate
CN111333875A (zh) * 2020-04-13 2020-06-26 牡丹江霖润药用辅料有限责任公司 一种超细的高性能微晶纤维素产品及其制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0661934A4 (en) * 1992-09-22 1996-07-24 Fmc Corp PRODUCT AND METHOD FOR MICROCRYSTAL INCELLULOSE.
JP2011209221A (ja) * 2010-03-30 2011-10-20 Rikkyo Gakuin セルロース粒子の製造方法
CN102727393A (zh) * 2012-07-10 2012-10-17 中国国旅贸易有限责任公司 一种超细微晶纤维素爽身粉及其制备方法
CN103265711A (zh) * 2013-06-03 2013-08-28 徐季亮 胶态级微晶纤维素(mcc)的制备方法
CN106062055A (zh) * 2014-03-12 2016-10-26 富士胶片株式会社 纤维素多孔质粒子的制造方法及纤维素多孔质粒子
CN105688223B (zh) * 2016-01-26 2018-11-23 珠海市东辰制药有限公司 一种小粒径微晶纤维素丸芯的制备工艺

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1671743A (zh) 2002-07-26 2005-09-21 Fmc有限公司 微晶纤维素的制造
CN101481424A (zh) 2009-02-06 2009-07-15 北京大学 一种超细微晶纤维素及其制备方法
CN103526624A (zh) 2013-10-22 2014-01-22 湖州市菱湖新望化学有限公司 一种微晶纤维素生产方法及其反应设备
CN103726378A (zh) 2013-12-26 2014-04-16 湖北葛店人福药用辅料有限责任公司 低温下制备微晶纤维素的方法
EP3622966A1 (en) * 2018-09-17 2020-03-18 Omya International AG High performance excipient comprising co-processed microcrystalline cellulose and surface-reacted calcium carbonate
WO2020058252A1 (en) * 2018-09-17 2020-03-26 Omya International Ag High performance excipient comprising co-processed microcrystalline cellulose and surface-reacted calcium carbonate
CN109666078A (zh) 2019-02-25 2019-04-23 陕西科技大学 一种高剪切机械预处理后酸水解制备微晶纤维素的方法
CN110229239A (zh) 2019-07-30 2019-09-13 珠海市东辰制药有限公司 一种高堆积密度的微晶纤维素及其生产工艺
CN111333875A (zh) * 2020-04-13 2020-06-26 牡丹江霖润药用辅料有限责任公司 一种超细的高性能微晶纤维素产品及其制备方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP4137531A4

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20230011081A1 (en) * 2021-07-08 2023-01-12 Korea Institute Of Science And Technology Cellulose composite material, 3d printing material and 3d printing structure including the same, and method of manufacturing the 3d printing structure using the same
WO2024004466A1 (ja) * 2022-07-01 2024-01-04 フタムラ化学株式会社 未修飾セルロースビーズ及びその製造方法
JP2024006410A (ja) * 2022-07-01 2024-01-17 フタムラ化学株式会社 Ｉｉ型未修飾セルロースビーズ及びその製造方法
JP7448590B2 (ja) 2022-07-01 2024-03-12 フタムラ化学株式会社 Ｉｉ型未修飾セルロースビーズ及びその製造方法
GB2636641A (en) * 2022-07-01 2025-06-25 Futamura Kagaku Kk Unmodified cellulose beads and method for manufacturing same
EP4549471A4 (en) * 2022-07-01 2026-01-07 Futamura Kagaku Kk UNMODIFIED CELLULOSE BEADS AND THEIR MANUFACTURING PROCESS
JP7411852B1 (ja) 2023-03-29 2024-01-11 日本製紙株式会社 アニオン変性セルロースナノファイバー含有粉末
WO2024202690A1 (ja) * 2023-03-29 2024-10-03 日本製紙株式会社 アニオン変性セルロースナノファイバー含有粉末
JP2024144025A (ja) * 2023-03-29 2024-10-11 日本製紙株式会社 アニオン変性セルロースナノファイバー含有粉末

Also Published As

Publication number Publication date
AU2021256240B2 (en) 2025-01-16
JP2023524612A (ja) 2023-06-13
CN111333875B (zh) 2023-02-07
AU2021256240A1 (en) 2022-06-23
EP4137531A4 (en) 2023-11-22
ES3008941T3 (en) 2025-03-25
NZ788987A (en) 2026-01-30
JP2025016394A (ja) 2025-01-31
EP4137531A1 (en) 2023-02-22
EP4137531B1 (en) 2024-11-06
FI4137531T3 (fi) 2025-01-29
JP7763492B2 (ja) 2025-11-04
CN111333875A (zh) 2020-06-26

Similar Documents

Publication Publication Date Title
WO2021209075A1 (zh) 一种超细的高性能微晶纤维素产品及其制备方法
US8771742B2 (en) Porous cellulose aggregate and molding composition thereof
JP5439366B2 (ja) 偏析防止効果に優れるセルロース粉末及びその組成物
CN100465214C (zh) 纤维素粉末
CN100402585C (zh) 多孔纤维素聚集体以及包含这种聚集体的组合物成形品
JP7332549B2 (ja) マウントの発生を抑制する方法
CN105535546A (zh) 一种含有环糊精的石斛微粉组合物及其制备方法和制剂
Hartini et al. Solubility enhancement of curcumin via fast-dissolving electrospun nanofibrous mats comprising jelly fig polysaccharides and Pullulan
JP2005232260A (ja) セルロース無機化合物多孔質複合粒子
EA048107B1 (ru) Продукт тонкодисперсной и высокоэффективной микрокристаллической целлюлозы и способ получения мкц
JP2020180073A (ja) 錠剤及びその製造方法
CN116763748A (zh) 一种布瓦西坦的药物口服制剂及其制备方法
Azubuike et al. Investigation into some physico-technical and tableting properties of low-crystallinity powdered cellulose prepared from corn residues
JP2005255616A (ja) 液状、半固形状活性成分および多孔質セルロース凝集体粒子含有固形製剤組成物
CN120859965A (zh) 一种硫辛酸片剂及其制备方法
WO2025036402A1 (zh) 一种防潮L-α-甘油磷脂酰胆碱
CN116983420A (zh) 一种交联酯化改性微晶纤维素与无水磷酸氢钙共处理物及其制备方法
CN121941725A (zh) 纤维素粉末及成形体
JP2004290158A (ja) ハナビラタケ顆粒およびその製造方法
JP2016121078A (ja) 固形医薬組成物及びその製造方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 21788975

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2021256240

Country of ref document: AU

Date of ref document: 20210609

Kind code of ref document: A

ENP Entry into the national phase

Ref document number: 2022546694

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 2021788975

Country of ref document: EP

Effective date: 20221114