WO1995035157A1 - Procede de fabrication d'emulsion et emulsificateur - Google Patents
Procede de fabrication d'emulsion et emulsificateur Download PDFInfo
- Publication number
- WO1995035157A1 WO1995035157A1 PCT/JP1995/001209 JP9501209W WO9535157A1 WO 1995035157 A1 WO1995035157 A1 WO 1995035157A1 JP 9501209 W JP9501209 W JP 9501209W WO 9535157 A1 WO9535157 A1 WO 9535157A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- pressure
- emulsion
- emulsifier
- back pressure
- emulsification
- Prior art date
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/40—Static mixers
- B01F25/44—Mixers in which the components are pressed through slits
- B01F25/441—Mixers in which the components are pressed through slits characterised by the configuration of the surfaces forming the slits
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F23/00—Mixing according to the phases to be mixed, e.g. dispersing or emulsifying
- B01F23/40—Mixing liquids with liquids; Emulsifying
- B01F23/41—Emulsifying
- B01F23/4105—Methods of emulsifying
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/20—Jet mixers, i.e. mixers using high-speed fluid streams
- B01F25/23—Mixing by intersecting jets
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/20—Jet mixers, i.e. mixers using high-speed fluid streams
- B01F25/25—Mixing by jets impinging against collision plates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/40—Static mixers
- B01F25/42—Static mixers in which the mixing is affected by moving the components jointly in changing directions, e.g. in tubes provided with baffles or obstructions
- B01F25/43—Mixing tubes, e.g. wherein the material is moved in a radial or partly reversed direction
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/40—Static mixers
- B01F25/42—Static mixers in which the mixing is affected by moving the components jointly in changing directions, e.g. in tubes provided with baffles or obstructions
- B01F25/43—Mixing tubes, e.g. wherein the material is moved in a radial or partly reversed direction
- B01F25/433—Mixing tubes wherein the shape of the tube influences the mixing, e.g. mixing tubes with varying cross-section or provided with inwardly extending profiles
- B01F25/4331—Mixers with bended, curved, coiled, wounded mixing tubes or comprising elements for bending the flow
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/40—Static mixers
- B01F25/42—Static mixers in which the mixing is affected by moving the components jointly in changing directions, e.g. in tubes provided with baffles or obstructions
- B01F25/43—Mixing tubes, e.g. wherein the material is moved in a radial or partly reversed direction
- B01F25/433—Mixing tubes wherein the shape of the tube influences the mixing, e.g. mixing tubes with varying cross-section or provided with inwardly extending profiles
- B01F25/4332—Mixers with a strong change of direction in the conduit for homogenizing the flow
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/40—Static mixers
- B01F25/42—Static mixers in which the mixing is affected by moving the components jointly in changing directions, e.g. in tubes provided with baffles or obstructions
- B01F25/43—Mixing tubes, e.g. wherein the material is moved in a radial or partly reversed direction
- B01F25/433—Mixing tubes wherein the shape of the tube influences the mixing, e.g. mixing tubes with varying cross-section or provided with inwardly extending profiles
- B01F25/4334—Mixers with a converging cross-section
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/40—Static mixers
- B01F25/44—Mixers in which the components are pressed through slits
- B01F25/442—Mixers in which the components are pressed through slits characterised by the relative position of the surfaces during operation
- B01F25/4422—Mixers in which the components are pressed through slits characterised by the relative position of the surfaces during operation the surfaces being maintained in a fixed but adjustable position, spaced from each other, therefore allowing the slit spacing to be varied
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/922—Colloid systems having specified particle size, range, or distribution, e.g. bimodal particle distribution
- Y10S516/923—Emulsion
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/924—Significant dispersive or manipulative operation or step in making or stabilizing colloid system
- Y10S516/928—Mixing combined with non-mixing operation or step, successively or simultaneously, e.g. heating, cooling, ph change, ageing, milling
Definitions
- the present invention relates to a method for producing an emulsion using a high-pressure emulsifier. Specifically, the present invention provides a method for producing an emulsion using a high-pressure emulsifying machine, wherein a back pressure of 0.2% or more and less than 5% is applied to the pressure applied to the high-pressure emulsifying action point of the high-pressure emulsifying section. It concerns the manufacturing method.
- DDS preparations with a special function called DDS
- One of them is an emulsion composed of fine emulsion grains.
- Microemulsion particles with a particle size of 100 nm or less are not easily taken up by tissues with developed reticuloendothelial system (RES) such as liver and spleen, and selectively leak into diseased tissues with enhanced vascular permeability. be able to. Therefore, the drug contained in the microemulsion particles is effectively guided to the affected area, and thus the emulsion composed of the microemulsion particles containing the drug is composed of an antitumor agent, an anti-inflammatory agent, an antiviral agent, It is extremely useful as an analgesic, antiallergic, antiulcer, chemotherapeutic, etc.
- RES reticuloendothelial system
- microemulsion particles with a particle size larger than 100 nm are easily incorporated into tissues with developed RES, so emulsions composed of emulsion particles with an average particle size of about 200 nm are used for nutritional supplementation as high calorie infusions. Already used for medical care (Latest Medicine, 40, 1806-1813 (1980)).
- the above emulsion is industrially generally produced using a high-pressure emulsifier for the purpose of efficiently crushing, dispersing, and emulsifying.
- the conventional high-pressure emulsifier does not apply any pressure (back pressure) in the direction opposite to the direction of the flow of the emulsification liquid at the discharge section of the high-pressure emulsifier, or the pressure applied to the high-pressure emulsification processing point of the high-pressure emulsification processing section 20-25% back pressure.
- Emulsions can be produced using such an emulsifier, but in order to produce an emulsion composed of fine emulsion particles having a particle size of several tens to several hundreds of nm, the emulsification action point of the high-pressure emulsification treatment section must be determined.
- An object of the present invention is to easily obtain an emulsion composed of fine emulsion grains at a lower energy and a lower energy (short processing time or low pressure) than conventional ones.
- An object of the present invention is to provide a method for producing an emulsion.
- the present inventors have conducted intensive studies and as a result, when producing an emulsion with a high-pressure emulsifier, the pressure applied to the high-pressure emulsification action point of the high-pressure emulsification processing section (hereinafter referred to as ⁇ processing pressure j) was 0.2%.
- the inventors of the present invention have found that the above object can be achieved by a simple method such as applying a back pressure of less than 5%, and have completed the present invention.
- the gist of the present invention is to focus on the back pressure applied to the discharge section of the high-pressure emulsifier.
- the present invention can be carried out, for example, by a high-pressure emulsifier (see FIG. 1) provided with a device capable of applying back pressure to the discharge section of an existing high-pressure emulsifier.
- Existing high-pressure emulsifiers include, for example, liquid-liquid collision type high-pressure emulsifiers (for example, Microfluidizer (trade name, manufactured by Microfluidics Co., Ltd.), and Nanomizer-1 (trade name, manufactured by Nanomizer One Co., Ltd.) , Artimaiser (trade name, manufactured by Tau Technology Co., Ltd.), and a Manton-Gaulin type high-pressure homogenizer.
- liquid-liquid collision type high-pressure emulsifiers for example, Microfluidizer (trade name, manufactured by Microfluidics Co., Ltd.), and Nanomizer-1 (trade name, manufactured by Nanomizer One Co., Ltd.)
- Artimaiser trade name, manufactured by Tau Technology Co., Ltd.
- Manton-Gaulin type high-pressure homogenizer for example, liquid-liquid collision type high-pressure emulsifiers (for example, Microfluidizer (trade name, manufactured by Microfluidics Co., Ltd.),
- the back pressure can be obtained by applying a load to the flow of the emulsified liquid at the outlet.
- the load can be applied by the following method.
- Examples of the apparatus to which the back pressure can be applied include an apparatus to which the above method is applied or an apparatus in which some of the above methods are combined.
- a device with a small piping see Fig. 21
- a device with a regulating valve that can narrow the passage of the emulsified liquid see Fig. 22
- a structure in which the piping once branches and converges again Device see Figure 23
- Z-shaped, Devices with inverted Y-shaped or T-shaped piping see Figure 24
- devices with long coiled piping see Figure 25
- the material of the main part of the device is not particularly limited as long as it can withstand back pressure and is hardly corroded. For example, stainless steel, glass, sintered diamond, ceramics, etc. And the like.
- the device to which the back pressure can be applied can be directly mounted on the outlet side of the high-pressure emulsification processing unit, or can be mounted on the outlet side pipe by welding, shochu pressure joint, or the like.
- the magnitude of the back pressure is preferably 0.2% or more and less than 5% with respect to the processing pressure, but is preferably 0.94% or more and 3.75% or less. More preferably, it is 2 mm.
- the back pressure is lower than 0.2%, sufficient effect cannot be obtained, and when the back pressure is higher than 5%, the effect is adverse, and the emulsion composed of the target fine emulsion particles cannot be obtained even after long-time processing. There is a risk.
- There is no particular limitation on the magnitude of the processing pressure but 4.300 ps i or more is appropriate, 7,300 to 29, lOOps i is preferable, and 10,000 to 22, OOOps i is more preferable. .
- a high-pressure emulsifier provided with a device capable of applying a back pressure to the discharge portion within the above range can also be included in the present invention.
- the method of the present invention is the same as the conventional method except that a back pressure of 0.2% to less than 5% is applied to the processing pressure.
- the emulsifier of the present invention applies the above back pressure to the discharge section. Since it is the same as a conventional high-pressure emulsifier except that a device capable of producing the emulsion is provided, an emulsion can be produced in the same manner as in the conventional method using a high-pressure emulsifier. For example, adding water to the emulsion components In addition, an emulsion can be produced by subjecting a crude emulsion to a homogenizer or the like in advance and emulsifying the emulsion according to the mechanism of each emulsifier.
- the emulsion that can be produced using the method of the present invention and the emulsifier of the present invention.
- simple lipids for example, simple lipids and triolein derived from refined soybean oil
- surfactants for example, those that are derived from egg yolk and soybeans
- the surface layer E.g., phospholipids
- the emulsion has a core component ratio of 0.1 to 50% (w / v) and a surface layer component ratio of less than 0.1 to 50% (w / v).
- Emulsions of from 01 to 40% ⁇ / ⁇ ) can be mentioned.
- liposome preparations disclosed in “Ribosomes” (Nankodo, 1988) and the like can also be produced by the method of the present invention (the emulsifier of the present invention).
- the emulsifier of the present invention an emulsion containing a drug in fine emulsion particles and an emulsion not containing the drug can be produced.
- the method of the present invention is particularly suitable for producing an emulsion composed of microemulsion particles which are not ribosomes and have an average particle size of 5 nm to 100 nm, and the average particle size ⁇ ⁇ ! It is more suitable for producing emulsions composed of fine emulsion grains of 5050 nm.
- simple lipids such as refined soybean oil-derived simple lipids and triolein are the main components of the core of the microemulsion particles, and egg yolk-derived lecithin Orchid 7 6 strokes
- Phospholipids and other surfactants as the main component of the surface of the fine emulsion particles. It is suitable for producing an emulsion composed of microemulsion particles of ⁇ 100 nm.Simple lipid such as triiolein, a simple lipid derived from refined soybean oil, is the main component of the core of the microemulsion, and is derived from egg yolk. It is more suitable for preparing an emulsion composed of microemulsions having an average particle size of 10 nm to 50 nra, in which a surfactant such as lecithin (phospholipid) is a major component of the calendar of microemulsion particles. In particular, it is suitable for producing emulsions composed of fine emulsion particles having an average particle diameter of 40 nm or less.
- the grain size / shape of the emulsion particles produced by the method of the present invention can be easily confirmed by means of a dying microscope, a light scattering type absorptive diameter analyzer or the like.
- an emulsion composed of microemulsion particles can be obtained with lower energy and lower energy than before. That is, an emulsion can be produced in a shorter time than before.
- the conventional dispersing and emulsifying processes that required 80 minutes can be dispersed and emulsified in 40 minutes using the same energy (see Test Example I).
- an emulsion composed of fine emulsion particles can be obtained with low and low energy, foreign matter can be reduced from the seals of the high-pressure emulsifier and the components present in the high-pressure emulsification processing section.
- the particle size distribution is broader than the conventional emulsion (particle size distribution). It is possible to easily obtain an emulsion composed of uniform fine emulsion grains having a small particle size.
- the present invention will be described in more detail with reference to Examples and Test Examples.
- the particle size distribution and particle size are measured using a light scattering particle size analyzer (DL
- the average particle diameter (d) was determined by the cumulant method.
- the back pressure of 80 ps i can be obtained by attaching a coil made of stainless steel piping (see Fig. 25) with a length of 5 m, an inner diameter of 6.35 mm, to the discharge part of the microfluidizer used. Obtained.
- a back pressure of 365 psi was obtained by attaching a coiled stainless steel pipe (see Figure 2 ⁇ ) with a length of 28.5 m and an inner diameter of 6.35 to the discharge part of the microfluidizer used.
- a back pressure of 320 psi was obtained by installing a device with a needle-type pressure control valve (see Fig. 22) at the outlet of the microfluidizer used and adjusting it.
- the back pressure of 320 psi was obtained by installing a device with a needle type pressure control valve (see Fig. 22) at the discharge part of the microfluidizer used and adjusting it.
- the back pressure of 510 psi was obtained by installing a device with a needle-type pressure control valve (see Fig. 22) at the discharge part of the microfluidizer used and adjusting it.
- a back pressure of 320 ps i is needed at the outlet of the microfluidizer used. This was obtained by installing a device a with a dollar-type pressure regulating valve (see Fig. 22) and adjusting this.
- a back pressure of 320 psi was obtained by installing a device equipped with a needle type pressure control valve (see Fig. 2 ⁇ ) at the outlet of the microfluidizer used and adjusting it.
- Example 3 The same crude dispersion as in Example 3 was emulsified under water cooling with a microfluidizer having a processing pressure of 16,000 psi and a back pressure of 0 psi (0% with respect to the processing pressure) for 20 to 90 minutes to obtain an emulsion.
- Example 3 The same crude dispersion as in Example 3 was emulsified with a microfluidizer with a processing pressure of 16,000 psi and a back pressure of 3,200 psi (20% of the processing pressure) under water cooling for 20 to 90 minutes to obtain an emulsion.
- a microfluidizer with a processing pressure of 16,000 psi and a back pressure of 3,200 psi (20% of the processing pressure) under water cooling for 20 to 90 minutes to obtain an emulsion.
- Example 4 The same crude dispersion as in Example 4 was cooled in a water-cooled microfluidizer with a processing pressure of 16,000 psi and a back pressure of 3,200 psi (20% of the processing pressure). After emulsification for one minute, an emulsion was obtained.
- Example 3 The particle diameters of the fine emulsion particles of the emulsions produced in Example 3 (the method of the present invention) and Comparative Examples 1 and 2 (the comparative method) were measured over time. The results are shown in Table 1.
- the method of the present invention produced microemulsion grains in a shorter time than the comparative method, and an emulsion composed of microemulsion particles having an average particle diameter of 30 nm, which was not obtained by the comparative method, was obtained. .
- Example 4 The particle size distribution of the fine emulsion particles of the emulsions produced in Example 4 (the method of the present invention) and Comparative Example 3 (the comparative method) was measured.
- Figure 3 shows the results.
- the particle size distribution according to the method of the present invention was present at a place where the diameter of the abalone was smaller than that of the comparative method.
- the half-value width of the particle size distribution was 18 nm in the llnnu comparison method according to the present invention, which was smaller than that in the method according to the present invention, and the method according to the present invention exhibited a narrower particle size distribution range (good uniformity) than the comparative method.
- Example 4 The same crude dispersion as in Example 4 was cooled with water at a processing pressure of 16.000 psi, a back pressure of 0 psi, 150 psi, 250 psi, 320 psi, 500 psi, 600 psi, 800 psi, or 3,200 psi (03 ⁇ 4, 0.943 ⁇ 4, respectively, for the treatment pressure). , 1.56%, 2.00%, 3.13%, 3.75%, 53 ⁇ 4.20%) And emulsified for 90 minutes to obtain an emulsion.
- Each back pressure was obtained by installing a device with a needle type pressure control valve (see Fig. 22) at the discharge part of the used microfluidizer and adjusting it.
- Figure 1 shows a schematic diagram of a high-pressure emulsifier.
- the arrow indicates the direction of the flow of the emulsified liquid.
- reference numeral 1 denotes a raw material supply tank
- reference numeral 2 denotes a pump
- reference numeral 3 denotes a high-pressure emulsification processing unit
- reference numeral 4 denotes a device capable of applying back pressure
- reference numeral 5 denotes a high-pressure emulsification action point of the high-pressure emulsification processing unit.
- Reference numeral 6 denotes a pressure meter for measuring the pressure applied to the back pressure.
- FIG. 2 shows a schematic diagram of the main part of the device capable of applying back pressure. Arrows indicate the direction of the flow of the emulsification liquid and the peripheral area where back pressure is generated.
- Figure 3 shows the particle size distribution.
- ⁇ indicates the distribution of the fine emulsion grains in the emulsion produced in Example 4 (the method of the present invention), and ⁇ indicates the distribution of the fine emulsion grains in the emulsion produced in Comparative Example 3 (the comparative method).
- the vertical axis represents the distribution ratio (%), and the horizontal axis represents the particle diameter (nm).
- Figure 4 shows the relationship between back pressure and average particle size.
- the horizontal axis shows the back pressure (96, percentage of the processing pressure), and the vertical axis shows the average particle diameter (nm).
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP95921981A EP0770422B1 (en) | 1994-06-20 | 1995-06-19 | Emulsion manufacturing method of emulsifier |
JP7526249A JP2976526B2 (ja) | 1994-06-20 | 1995-06-19 | 乳剤の製法及び乳化機 |
DE69528062T DE69528062T2 (de) | 1994-06-20 | 1995-06-19 | Verfahren zum herstellen von emulsionen aus einem emulgator |
US08/765,486 US5843334A (en) | 1994-06-20 | 1995-06-19 | Method of producing emulsions and an emulsification apparatus |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6/137054 | 1994-06-20 | ||
JP13705494 | 1994-06-20 |
Publications (1)
Publication Number | Publication Date |
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WO1995035157A1 true WO1995035157A1 (fr) | 1995-12-28 |
Family
ID=15189808
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP1995/001209 WO1995035157A1 (fr) | 1994-06-20 | 1995-06-19 | Procede de fabrication d'emulsion et emulsificateur |
Country Status (4)
Country | Link |
---|---|
US (1) | US5843334A (ja) |
EP (1) | EP0770422B1 (ja) |
DE (1) | DE69528062T2 (ja) |
WO (1) | WO1995035157A1 (ja) |
Cited By (9)
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US5927852A (en) * | 1997-12-01 | 1999-07-27 | Minnesota Mining And Manfacturing Company | Process for production of heat sensitive dispersions or emulsions |
US6764213B2 (en) * | 1994-10-28 | 2004-07-20 | B.E.E. International | Forming emulsions |
JP5801974B1 (ja) * | 2015-02-12 | 2015-10-28 | 株式会社Nextコロイド分散凝集技術研究所 | 多層エマルションの製造方法、及びカプセルの製造方法 |
US9486409B2 (en) | 2006-12-01 | 2016-11-08 | Anterios, Inc. | Peptide nanoparticles and uses therefor |
WO2017085508A1 (en) | 2015-11-19 | 2017-05-26 | Sofia University "St. Kliment Ohridski" | A method for the preparation of particles with controlled shape and/or size |
US9724299B2 (en) | 2006-12-01 | 2017-08-08 | Anterios, Inc. | Amphiphilic entity nanoparticles |
US10016451B2 (en) | 2007-05-31 | 2018-07-10 | Anterios, Inc. | Nucleic acid nanoparticles and uses therefor |
US10532019B2 (en) | 2005-12-01 | 2020-01-14 | University Of Massachusetts Lowell | Botulinum nanoemulsions |
US11311496B2 (en) | 2016-11-21 | 2022-04-26 | Eirion Therapeutics, Inc. | Transdermal delivery of large agents |
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SK57199A3 (en) * | 1996-10-29 | 1999-12-10 | Unilever Nv | Method for the preparation of a foodstuff |
US6207719B1 (en) * | 1998-08-19 | 2001-03-27 | Dennis G. Pardikes | Method and system for preparing ASA emulsion |
US6106145A (en) * | 1999-03-31 | 2000-08-22 | Baker Hughes Incorporated | Adjustable homogenizer device |
JP4649689B2 (ja) * | 1999-07-09 | 2011-03-16 | ダイキン工業株式会社 | ポリフルオロアルキルエステル類の製造方法およびこのエステルを用いる含フッ素アクリル共重合体の製造方法 |
EP1702607B1 (en) * | 2004-01-06 | 2017-04-05 | Shiseido Company, Ltd. | Monophase microemulsion composition, o/w ultrafine emulsion external formulation and process for producing the same |
AU2006346369B2 (en) | 2005-07-18 | 2013-02-21 | University Of Massachusetts Lowell | Compositions and methods for making and using nanoemulsions |
WO2008045107A2 (en) | 2005-12-01 | 2008-04-17 | University Of Massachusetts Lowell | Botulinum nanoemulsions |
US9445975B2 (en) | 2008-10-03 | 2016-09-20 | Access Business Group International, Llc | Composition and method for preparing stable unilamellar liposomal suspension |
DE102009056884B4 (de) | 2009-12-03 | 2021-03-18 | Novartis Ag | Impfstoff-Adjuvantien und verbesserte Verfahren zur Herstellung derselben |
CL2012001399A1 (es) | 2009-12-03 | 2013-03-08 | Novartis Ag | Metodo para fabricar adyuvante para vacuna (emulsion aceite/agua con escualeno, polisorbato 80 y trioleato de sorbitan), que comprende (i) formar primera emulsion en homogenizador desde un contendor a otro para formar segunda emulsion, (ii) y microfluidizar primera emulsion para formar segunda emulsion. |
EP2506832B1 (en) | 2009-12-03 | 2014-02-26 | Novartis AG | Hydrophilic filtration during manufacture of vaccine adjuvants |
US8895629B2 (en) | 2009-12-03 | 2014-11-25 | Novartis Ag | Circulation of components during homogenization of emulsions |
DE102009056883B4 (de) | 2009-12-03 | 2012-08-16 | Novartis Ag | Impfstoff-Adjuvantien und verbesserte Verfahren zur Herstellung derselben |
DE102009056871A1 (de) | 2009-12-03 | 2011-06-22 | Novartis AG, 4056 | Impfstoff-Adjuvantien und verbesserte Verfahren zur Herstellung derselben |
MX340263B (es) † | 2009-12-03 | 2016-07-04 | Novartis Ag * | Disposicion de camaras de interaccion y contrapresion para la microfluidizacion. |
ES2764971T3 (es) * | 2009-12-22 | 2020-06-05 | Evonik Corp | Proceso basado en emulsión para la preparación de micropartículas y conjunto de cabezal de trabajo para su uso con el mismo |
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- 1995-06-19 DE DE69528062T patent/DE69528062T2/de not_active Expired - Fee Related
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Cited By (14)
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US6764213B2 (en) * | 1994-10-28 | 2004-07-20 | B.E.E. International | Forming emulsions |
US5927852A (en) * | 1997-12-01 | 1999-07-27 | Minnesota Mining And Manfacturing Company | Process for production of heat sensitive dispersions or emulsions |
US10576034B2 (en) | 2005-12-01 | 2020-03-03 | University Of Massachusetts Lowell | Botulinum nanoemulsions |
US10532019B2 (en) | 2005-12-01 | 2020-01-14 | University Of Massachusetts Lowell | Botulinum nanoemulsions |
US9724299B2 (en) | 2006-12-01 | 2017-08-08 | Anterios, Inc. | Amphiphilic entity nanoparticles |
US9486409B2 (en) | 2006-12-01 | 2016-11-08 | Anterios, Inc. | Peptide nanoparticles and uses therefor |
US10285941B2 (en) | 2006-12-01 | 2019-05-14 | Anterios, Inc. | Amphiphilic entity nanoparticles |
US10758485B2 (en) | 2006-12-01 | 2020-09-01 | Anterios, Inc. | Amphiphilic entity nanoparticles |
US10905637B2 (en) | 2006-12-01 | 2021-02-02 | Anterios, Inc. | Peptide nanoparticles and uses therefor |
US10016451B2 (en) | 2007-05-31 | 2018-07-10 | Anterios, Inc. | Nucleic acid nanoparticles and uses therefor |
JP2016147233A (ja) * | 2015-02-12 | 2016-08-18 | 株式会社Nextコロイド分散凝集技術研究所 | 多層エマルションの製造方法、及びカプセルの製造方法 |
JP5801974B1 (ja) * | 2015-02-12 | 2015-10-28 | 株式会社Nextコロイド分散凝集技術研究所 | 多層エマルションの製造方法、及びカプセルの製造方法 |
WO2017085508A1 (en) | 2015-11-19 | 2017-05-26 | Sofia University "St. Kliment Ohridski" | A method for the preparation of particles with controlled shape and/or size |
US11311496B2 (en) | 2016-11-21 | 2022-04-26 | Eirion Therapeutics, Inc. | Transdermal delivery of large agents |
Also Published As
Publication number | Publication date |
---|---|
EP0770422A1 (en) | 1997-05-02 |
DE69528062D1 (de) | 2002-10-10 |
DE69528062T2 (de) | 2003-04-30 |
EP0770422A4 (en) | 1998-03-25 |
US5843334A (en) | 1998-12-01 |
EP0770422B1 (en) | 2002-09-04 |
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