JP2005170883A - Method for preparing emulsion and emulsion - Google Patents
Method for preparing emulsion and emulsion Download PDFInfo
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- JP2005170883A JP2005170883A JP2003414858A JP2003414858A JP2005170883A JP 2005170883 A JP2005170883 A JP 2005170883A JP 2003414858 A JP2003414858 A JP 2003414858A JP 2003414858 A JP2003414858 A JP 2003414858A JP 2005170883 A JP2005170883 A JP 2005170883A
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- 239000000839 emulsion Substances 0.000 title claims abstract description 36
- 238000000034 method Methods 0.000 title claims abstract description 12
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 36
- 239000002245 particle Substances 0.000 claims abstract description 25
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 23
- 239000000194 fatty acid Substances 0.000 claims abstract description 23
- 229930195729 fatty acid Natural products 0.000 claims abstract description 23
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000007864 aqueous solution Substances 0.000 claims abstract description 12
- 238000001816 cooling Methods 0.000 claims abstract description 4
- 239000003921 oil Substances 0.000 claims description 31
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 239000003925 fat Substances 0.000 claims description 9
- 239000012875 nonionic emulsifier Substances 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000010685 fatty oil Substances 0.000 claims 3
- 239000006185 dispersion Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 abstract 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 229920001213 Polysorbate 20 Polymers 0.000 description 3
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 3
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- OAIJSZIZWZSQBC-GYZMGTAESA-N lycopene Chemical compound CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C OAIJSZIZWZSQBC-GYZMGTAESA-N 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000005373 porous glass Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
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- Colloid Chemistry (AREA)
Abstract
Description
本発明は、脂肪酸、高級アルコールまたは油脂（脂肪酸とグリセンリンとのトリエステル、即ちトリグリセリドを主成分とする物質）を分散相、水を連続相とするエマルションの作製方法とこの作製方法によって得られた分散相粒子径が微細なエマルションに関する。 The present invention was obtained by a method for preparing an emulsion having a dispersed phase of fatty acid, higher alcohol, or fat (triester of fatty acid and glycerin, that is, a substance mainly composed of triglyceride) and water as a continuous phase, and obtained by this manufacturing method. The present invention relates to an emulsion having a fine dispersed phase particle size.
エマルションの製法としては、ミキサー、コロイドミル、ホモジナイザー等を用いる方法や超音波等で分散させる方法が一般的である（非特許文献１）。しかしながら、ホモジナイザー等を方法では、連続相中の分散相粒子（Ｏ／Ｗ型エマルションの場合は油滴）の粒径分布の幅が大きいという欠点がある。 As a method for producing an emulsion, a method using a mixer, a colloid mill, a homogenizer, or the like, or a method of dispersing with an ultrasonic wave or the like is common (Non-patent Document 1). However, the method using a homogenizer or the like has a drawback that the particle size distribution of dispersed phase particles (oil droplets in the case of an O / W emulsion) in the continuous phase is large.
一般的なエマルションの作製方法の代わりに、均一な細孔を持つ多孔質ガラス膜を通して連続相に送り込み均質なエマルションを製造する方法が提案されている（特許文献１）。 Instead of a general method for producing an emulsion, a method for producing a homogeneous emulsion by sending it into a continuous phase through a porous glass membrane having uniform pores has been proposed (Patent Document 1).
更に上記特許文献よりも分散相粒子の粒径の均一性を高めるため、基板（例えばシリコン基板）によって連続相と分散相とを隔離するとともに、当該基板に形成した貫通孔を通して分散相を連続相中に送り込む方法が提案されている（特許文献２）。
上述した従来の作製方法によって得られるエマルションの分散相粒子の粒径はせいぜい１００ｎｍ程度であり、これ以下の粒径の分散相粒子を得るのは理論的には可能であるが、実際には困難である。 The particle size of the dispersed phase particles of the emulsion obtained by the conventional production method described above is at most about 100 nm, and it is theoretically possible to obtain dispersed phase particles having a particle size smaller than this, but it is actually difficult. It is.
例えば、特許文献２に開示される装置は本発明者らが開発したものであるが、分散相粒子の粒径を貫通孔の径よりも小さくすることはできず、ｎｍ単位の分散相粒子を得るには貫通孔の径をそれ以下にしなければならず、基板の作製が極めて難しくなる。 For example, although the apparatus disclosed in Patent Document 2 was developed by the present inventors, the particle size of the dispersed phase particles cannot be made smaller than the diameter of the through-holes, In order to obtain it, the diameter of the through hole must be smaller than that, which makes it very difficult to produce the substrate.
また、本発明者らは高温高圧下で水と脂肪酸とを接触させると、脂肪酸が水に溶解することの知見は得ているが、この水溶液を室温に戻すと脂肪酸は塊になってそのまま析出することも判明している。 In addition, the present inventors have obtained knowledge that when water and fatty acid are brought into contact under high temperature and high pressure, the fatty acid dissolves in water. However, when the aqueous solution is returned to room temperature, the fatty acid is agglomerated and precipitated as it is. It is also known to do.
以上の問題点を解決するため本発明に係るエマルションの作製方法は、脂肪酸、高級アルコールまたは油脂と水とを高温高圧下で接触せしめることで水に脂肪酸または油脂を溶解せしめ、この脂肪酸または油脂を溶解した水溶液に乳化剤を共存させるとともに当該水溶液を冷却（放冷または強制冷却）することで、分散相を脂肪酸または油脂とし連続相を水としたエマルションとする。 In order to solve the above problems, the emulsion production method according to the present invention involves dissolving fatty acid or fat in water by bringing the fatty acid, higher alcohol or fat and oil into contact with water under high temperature and high pressure, and An emulsifier is allowed to coexist in the dissolved aqueous solution and the aqueous solution is cooled (cooled or forcedly cooled) to form an emulsion in which the dispersed phase is fatty acid or fat and the continuous phase is water.
前記油脂としては各種の機能性油脂、例えばＥＰＡ、ＤＨＡ、カトテイノイドなどが挙げられ、特にトマトのリコピンは熱安定性に優れるため本発明方法が好適に適用される。 Examples of the fats and oils include various functional fats and oils such as EPA, DHA, and catatoinoids. Particularly, tomato lycopene is excellent in thermal stability, and therefore the method of the present invention is suitably applied.
上記高温高圧とは、例えば、温度は１７０℃以上、圧力は１ＭＰａ以上とすることが好ましい。また、用いる乳化剤としてはイオン性乳化剤よりも非イオン性乳化剤の方が分散相粒子径を小さくできることが実験の結果判明している。 The high temperature and high pressure are preferably, for example, a temperature of 170 ° C. or higher and a pressure of 1 MPa or higher. In addition, as an experimental result, it has been found that the non-ionic emulsifier can reduce the particle size of the dispersed phase as compared with the ionic emulsifier.
また、前記乳化剤の添加時期としては、脂肪酸と接触する前の水に乳化剤を加えておいてもよいが、脂肪酸または油脂を溶解せしめた後の水溶液に添加する方が効率的である。 The emulsifier may be added to the water before contacting with the fatty acid, but it is more efficient to add the emulsifier to the aqueous solution after dissolving the fatty acid or fat.
上記の方法によれば、分散相粒子（油滴）の平均メディアン径が１００ｎｍ以下のエマルションを得ることができる。油滴が１００ｎｍで均一なものは従来実質的に得られておらず、医薬品、食品、化粧品などの分野で極めて有効である。 According to said method, the emulsion whose average median diameter of a dispersed phase particle (oil droplet) is 100 nm or less can be obtained. Oil droplets that are uniform at 100 nm have not been obtained substantially in the past, and are extremely effective in fields such as pharmaceuticals, foods, and cosmetics.
本発明に係るエマルションの作製方法によれば、脂肪酸、高級アルコールまたは油脂が溶解した水溶液を、極めて低い乳化剤濃度で、微細で均一な分散相粒子が含まれるエマルションに変換することができる。 According to the method for producing an emulsion according to the present invention, an aqueous solution in which a fatty acid, a higher alcohol, or an oil and fat is dissolved can be converted into an emulsion containing fine and uniform dispersed phase particles at a very low emulsifier concentration.
以下に本発明の実施の形態を添付図面に基づいて説明する。図１は本発明に係るエマルションの作製に用いる装置の概略図であり、図中１は恒温装置であり、この恒温装置１内にガラスビーズ（直径約３ｍｍ）を入れた耐圧製容器２が配置され、この耐圧製容器２内には脂肪酸（例えばオクタン酸）、高級アルコールまたは油脂が満たされている。 Embodiments of the present invention will be described below with reference to the accompanying drawings. FIG. 1 is a schematic view of an apparatus used for producing an emulsion according to the present invention, in which 1 is a thermostatic apparatus, and a pressure-resistant container 2 in which glass beads (diameter of about 3 mm) are placed in the thermostatic apparatus 1 is disposed. The pressure-resistant container 2 is filled with fatty acid (for example, octanoic acid), higher alcohol, or oil.
また恒温装置１外には、水を貯留する容器３、乳化剤水溶液を貯留する容器４が配置され、容器３内の水はポンプ５、配管６および予熱コイル７を介して耐圧製容器２内に送り込まれ、耐圧製容器２内の脂肪酸、高級アルコールまたは油脂と接触する。尚、耐圧製容器２内では下層が水（５ｍｌ）、上層が脂肪酸（１１ｍｌ）に分離する。 In addition, a container 3 for storing water and a container 4 for storing an aqueous emulsifier solution are disposed outside the thermostat 1, and the water in the container 3 is placed in the pressure-resistant container 2 via the pump 5, the pipe 6 and the preheating coil 7. It is fed and comes into contact with fatty acids, higher alcohols or oils in the pressure-resistant container 2. In the pressure-resistant container 2, the lower layer is separated into water (5 ml) and the upper layer is separated into fatty acids (11 ml).
耐圧製容器２からの配管８は恒温装置１外の三方弁９につながり、この三方弁９には前記乳化剤水溶液を貯留する容器４からの配管１０がつながり、ポンプ１１によって三方弁９に乳化剤水溶液が送り込まれる。また三方弁９の出口ポートからの配管１２は背圧弁１３を介して試料回収容器１４につながっている。尚、背圧弁１３によって系の圧力は１５ＭＰａに保たれる。 A pipe 8 from the pressure-resistant container 2 is connected to a three-way valve 9 outside the thermostatic device 1, and a pipe 10 from the container 4 storing the emulsifier aqueous solution is connected to the three-way valve 9, and an emulsifier aqueous solution is connected to the three-way valve 9 by a pump 11. Is sent. A pipe 12 from the outlet port of the three-way valve 9 is connected to a sample collection container 14 via a back pressure valve 13. The system pressure is maintained at 15 MPa by the back pressure valve 13.
前記耐圧製容器２に送り込まれた水には高温高圧下で脂肪酸等が溶解し、更にこの水溶液は配管８を介して耐圧製容器２から導出され、三方弁９において乳化剤と混合され、更に室温程度まで放冷によって冷却される。この冷却の過程でサブミクロン単位の微細な分散相粒子が析出しエマルションが作製される。 Fatty acids and the like are dissolved in the water fed into the pressure-resistant container 2 under high temperature and high pressure, and this aqueous solution is led out from the pressure-resistant container 2 through the pipe 8, mixed with an emulsifier in the three-way valve 9, and further at room temperature. It is cooled by cooling to the extent. In the course of this cooling, fine dispersed phase particles of submicron units are deposited to produce an emulsion.
上記の装置を用いて行った具体的な実施例について説明する。
（実施例１）
非イオン性乳化剤としてＭＬ−７５０を用いエマルションを調製した。得られたエマルション中の油滴のメディアン径（体積基準；ｄｐ）と乳化剤濃度との関係、及び油分濃度と乳化剤濃度との関係を図２（ａ）、（ｂ）に示す。尚、（ａ）は温度２２０℃、圧力１５ＭＰａ、（ｂ）は温度２３０℃、圧力１５ＭＰａの条件で行った。ここで、エマルション中の油滴径分布はレーザ回折式粒度分布測定装置を用い、油分濃度はガスクロマトグラフィーを用いて測定した。
A specific example performed using the above apparatus will be described.
(Example 1)
An emulsion was prepared using ML-750 as the nonionic emulsifier. 2A and 2B show the relationship between the median diameter (volume basis; dp) of the oil droplets in the obtained emulsion and the emulsifier concentration, and the relationship between the oil concentration and the emulsifier concentration. (A) was performed under the conditions of a temperature of 220 ° C. and a pressure of 15 MPa, and (b) was performed under conditions of a temperature of 230 ° C. and a pressure of 15 MPa. Here, the oil droplet size distribution in the emulsion was measured using a laser diffraction particle size distribution measuring device, and the oil content concentration was measured using gas chromatography.
図２（ａ）、（ｂ）から明らかなように、ロータ／ステータ型ホモジナイザーを用いた従来の方法に比べ、本発明方法によれば乳化剤濃度を低くしても、メディアン径ｄｐが９０ｎｍ程度の極めて均質なエマルションが得ることができる。 As apparent from FIGS. 2 (a) and 2 (b), the median diameter dp is about 90 nm even if the emulsifier concentration is lowered according to the method of the present invention, compared with the conventional method using the rotor / stator type homogenizer. A very homogeneous emulsion can be obtained.
また、油分濃度（ＯＣ）は乳化剤濃度に依存し、乳化剤濃度が高いほど油分濃度（ＯＣ）が高くなることが分る。 The oil concentration (OC) depends on the emulsifier concentration, and it can be seen that the higher the emulsifier concentration, the higher the oil concentration (OC).
更に図３は、乳化剤としてＭＬ−７５０（０．５％）を用いた場合とホモジナイザーを用いた場合の分散相粒子（油滴）のメディアン径分布を示すグラフであり、このグラフから本発明方法により得られたエマルションの油滴は従来法に比べ１桁以上微細になっていることが分る。
（実施例２）
非イオン性乳化剤としてＴｗｅｅｎ２０を用いエマルションを調製した。得られたエマルション中の油滴のメディアン径（体積基準；ｄｐ）と乳化剤濃度との関係、及び油分濃度と乳化剤濃度との関係を図４に示す。この図４から前記実施例１と同様に、低乳化剤濃度でメディアン径ｄｐが９０ｎｍ程度の極めて均質なエマルションが得られることが分る。前記実施例と異なるのはＴｗｅｅｎ２０の濃度が濃くなると、ｄｐが大きくなる点であるが、原因は不明である。
（実施例３）
イオン性乳化剤としてＳＤＳ（ドデシル硫酸ナトリウム）を用いエマルションを調製した。得られたエマルション中の油滴のメディアン径（体積基準；ｄｐ）と乳化剤濃度との関係、及び油分濃度と乳化剤濃度との関係を図５に示す。この図５から明らかなように、イオン性乳化剤を用いた場合には何れの濃度においても非イオン性乳化剤を用いた場合と比較してｄｐは数〜２０μｍと大きくなってしまうことが分る。
FIG. 3 is a graph showing the median diameter distribution of dispersed phase particles (oil droplets) when ML-750 (0.5%) is used as an emulsifier and when a homogenizer is used. It can be seen that the oil droplets of the emulsion obtained by the above are finer by one digit or more than the conventional method.
(Example 2)
An emulsion was prepared using Tween 20 as the nonionic emulsifier. FIG. 4 shows the relationship between the median diameter (volume basis; dp) of the oil droplets in the obtained emulsion and the emulsifier concentration, and the relationship between the oil concentration and the emulsifier concentration. As can be seen from FIG. 4, as in Example 1, a very homogeneous emulsion having a low emulsifier concentration and a median diameter dp of about 90 nm can be obtained. The difference from the above example is that the dp increases as the concentration of Tween 20 increases, but the cause is unknown.
(Example 3)
An emulsion was prepared using SDS (sodium dodecyl sulfate) as an ionic emulsifier. FIG. 5 shows the relationship between the median diameter (volume basis; dp) of the oil droplets in the obtained emulsion and the emulsifier concentration, and the relationship between the oil concentration and the emulsifier concentration. As is clear from FIG. 5, it can be seen that when the ionic emulsifier is used, dp becomes as large as several to 20 μm at any concentration as compared with the case where the nonionic emulsifier is used.
したがって、油滴の微細化を図るには非イオン性乳化剤の方が優れていると言える。 Therefore, it can be said that the nonionic emulsifier is superior for reducing the size of the oil droplets.
分散相粒子径が１００ｎｍ以下の微細なエマルションは生体利用（ＤＤＳのキャリヤ手段等）が高まり、また連続相が水であるので食品分野での有効利用を図ることができる。 A fine emulsion having a dispersed phase particle size of 100 nm or less is highly bioavailable (DDS carrier means, etc.), and since the continuous phase is water, it can be effectively used in the food field.
１…恒温装置、２…耐圧製容器、３…水を貯留する容器、４…乳化剤水溶液を貯留する容器、５…ポンプ、６…配管、７…予熱コイル、８…配管、９…三方弁、１０…配管、１１…ポンプ、１２…配管、１３…背圧弁、１４…試料回収容器。 DESCRIPTION OF SYMBOLS 1 ... Constant temperature apparatus, 2 ... Pressure-resistant container, 3 ... Container which stores water, 4 ... Container which stores emulsifier aqueous solution, 5 ... Pump, 6 ... Pipe, 7 ... Preheating coil, 8 ... Pipe, 9 ... Three-way valve, DESCRIPTION OF SYMBOLS 10 ... Piping, 11 ... Pump, 12 ... Piping, 13 ... Back pressure valve, 14 ... Sample collection container.
Claims (5)
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009075258A1 (en) * | 2007-12-10 | 2009-06-18 | Cosmed Pharmaceutical Co., Ltd. | Transdermally absorptive preparation |
| EP2248580A1 (en) * | 2008-02-25 | 2010-11-10 | Hodogaya Chemical Co., Ltd. | Method for preparation of aqueous emulsion using interfacially active organic compound as emulsifying agent |
| WO2013027465A1 (en) * | 2011-08-19 | 2013-02-28 | 独立行政法人海洋研究開発機構 | Method for producing emulsion |
| JP2016187807A (en) * | 2016-05-20 | 2016-11-04 | 国立研究開発法人海洋研究開発機構 | Production method of emulsion |
-
2003
- 2003-12-12 JP JP2003414858A patent/JP4139896B2/en not_active Expired - Lifetime
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009075258A1 (en) * | 2007-12-10 | 2009-06-18 | Cosmed Pharmaceutical Co., Ltd. | Transdermally absorptive preparation |
| JP5328672B2 (en) * | 2007-12-10 | 2013-10-30 | コスメディ製薬株式会社 | Transdermal absorption preparation |
| EP2248580A1 (en) * | 2008-02-25 | 2010-11-10 | Hodogaya Chemical Co., Ltd. | Method for preparation of aqueous emulsion using interfacially active organic compound as emulsifying agent |
| EP2248580A4 (en) * | 2008-02-25 | 2014-03-05 | Hodogaya Chemical Co Ltd | Method for preparation of aqueous emulsion using interfacially active organic compound as emulsifying agent |
| WO2013027465A1 (en) * | 2011-08-19 | 2013-02-28 | 独立行政法人海洋研究開発機構 | Method for producing emulsion |
| JP2013039547A (en) * | 2011-08-19 | 2013-02-28 | Japan Agengy For Marine-Earth Science & Technology | Method of producing emulsion |
| US10058827B2 (en) | 2011-08-19 | 2018-08-28 | Japan Agency For Marine-Earth Science And Technology | Method for manufacturing emulsion |
| US10967336B2 (en) | 2011-08-19 | 2021-04-06 | Japan Agency For Marine-Earth Science And Technology | Method for producing emulsion |
| JP2016187807A (en) * | 2016-05-20 | 2016-11-04 | 国立研究開発法人海洋研究開発機構 | Production method of emulsion |
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