JP2895088B2 - Surfactants and their use - Google Patents
Surfactants and their useInfo
- Publication number
- JP2895088B2 JP2895088B2 JP1078381A JP7838189A JP2895088B2 JP 2895088 B2 JP2895088 B2 JP 2895088B2 JP 1078381 A JP1078381 A JP 1078381A JP 7838189 A JP7838189 A JP 7838189A JP 2895088 B2 JP2895088 B2 JP 2895088B2
- Authority
- JP
- Japan
- Prior art keywords
- added
- soybean saponin
- phase
- saponin
- saponins
- 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.)
- Expired - Lifetime
Links
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- Grain Derivatives (AREA)
- General Preparation And Processing Of Foods (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Colloid Chemistry (AREA)
Description
【発明の詳細な説明】 （産業上の利用分野） 本発明はホスファチジルコリン（Phosphatidylcholin
e:以下、PCという）、又はホスファチジルエタノールア
ミン（Phosphatidylethanolamine:以下PEという）、と
サポニン類を組合せて併用する界面活性剤に関するもの
である。The present invention relates to phosphatidylcholine (Phosphatidylcholin).
e: hereinafter referred to as PC) or a surfactant which is used in combination with phosphatidylethanolamine (hereinafter referred to as PE) and saponins.
本発明の界面活性剤は、PC、PE、サポニン類がいずれ
も天然物由来のものであるところから食品、医薬、化粧
品等において重用されるものである。The surfactant of the present invention is used in foods, medicines, cosmetics, and the like because PC, PE, and saponins are all derived from natural products.
（従来技術及び問題点） 従来、水中油型乳化組成物を製造する際にサポニン類
とレシチンを組合せて使用することは特開昭63−157934
号公報に示されて公知である。(Prior art and problems) Conventionally, when producing an oil-in-water emulsion composition, the use of a combination of saponins and lecithin is disclosed in JP-A-63-157934.
It is publicly known as shown in Japanese Patent Publication No.
しかしながら、特開昭63−157934号公報10頁の第１表
の比較例にも示されるように、サポニン類とレシチンの
組合せは乳化力が弱く、良好な乳化状態とするには、更
に結晶セルロースを添加して三者併用が必要とされてい
る。However, as shown in the comparative example of Table 1 on page 10 of JP-A-63-157934, the combination of saponins and lecithin has a weak emulsifying power, and to obtain a good emulsified state, it is necessary to further prepare crystalline cellulose. Is required to be used in combination of the three.
従って、天然物由来ですぐれた乳化剤が待望されてい
るのである。Therefore, an excellent emulsifier derived from natural products is expected.
（問題点を解決するための手段） 本発明者らは、天然物由来ですぐれた乳化力を有する
乳化剤を得るために鋭意研究した結果、レシチンから単
離したPC又はPEをサポニン類と組合せることによって、
乳化力を高めることに成功したものである。(Means for Solving the Problems) The present inventors have conducted intensive studies to obtain an emulsifier having excellent emulsifying power derived from a natural product, and as a result, have combined PC or PE isolated from lecithin with saponins. By
It succeeded in increasing the emulsifying power.
本発明は、PC又はPE、とサポニン類を組合せてなる界
面活性剤である。The present invention is a surfactant comprising a combination of PC or PE and saponins.
従来、PC、PE、PI（ホスファチジルイノシトール）な
どの混合物であるレシチンとサポニンを併用し、更に結
晶セルロースを添加して乳化したものは知られている
が、PC又はPEとサポニン類の併用によって乳化したこと
は知られていない。Conventionally, a mixture of lecithin and saponin, which is a mixture of PC, PE, PI (phosphatidylinositol), and emulsified by adding crystalline cellulose, is known. It is not known what has been done.
本発明において、PC又はPE:サポニン類は1:100〜100:
1程度の範囲で組合せて使用することができる。In the present invention, PC or PE: saponins are 1: 100 to 100:
It can be used in combination in the range of about one.
本発明の界面活性剤を使用するに際しては最初からPC
又はPEをサポニン類と混合しておいて使用してもよい
が、PC又はPEを油相に添加し、サポニン類を水相に添加
して、両者を混合する方法で使用することができる。When using the surfactant of the present invention, PC
Alternatively, PE may be used after being mixed with saponins, but it may be used by adding PC or PE to an oil phase, adding saponins to an aqueous phase, and mixing both.
本発明に用いられるサポニン類はキャラサポニン、大
豆サポニン、茶サポニン、甘草サポニン、セネガサポニ
ンなどがあるが、大豆サポニンが好ましい。The saponins used in the present invention include character saponin, soybean saponin, tea saponin, licorice saponin, senega saponin and the like, with soybean saponin being preferred.
PE及びPCの精製法は次の通りである。 The purification method of PE and PC is as follows.
即ち、粉末レシチンを、エタノールに溶解し、不溶部
と可溶部に分け、可溶部を、活性アルミナカラムを用い
た95％エタノールで溶出し、さらにシリカゲルカラムを
用いて、クロロホルム：メタノール：水＝65:25:2によ
り溶出し、純粋なPCを集めてロータリーエバポレーター
により乾固する。That is, powdered lecithin is dissolved in ethanol, divided into an insoluble portion and a soluble portion, the soluble portion is eluted with 95% ethanol using an activated alumina column, and further, chloroform: methanol: water using a silica gel column. = 65: 25: 2, pure PC is collected and evaporated to dryness on a rotary evaporator.
不溶部をクロロホルムに溶解し、エタノールを加える
ことにより沈殿を生じさせ、上澄み液と沈殿を分離す
る。The insoluble part is dissolved in chloroform, and ethanol is added to cause precipitation, and the supernatant and the precipitate are separated.
粗PCを多く含む上澄み液をシリカゲルカラムによりク
ロロホルム、アセトン、クロロホルム：メタノール：水
＝60:30:2により順次溶出を行い、PEの含まれている溶
出液を集めて乾固させ、さらにシリカゲルカラムによ
り、クロロホルム：メタノール：アンモニア水＝75:25:
2により溶出を行い、純粋なPEを得る。The supernatant containing a large amount of crude PC is eluted sequentially using a silica gel column with chloroform, acetone, chloroform: methanol: water = 60: 30: 2, and the eluate containing PE is collected and dried to dryness. Thus, chloroform: methanol: aqueous ammonia = 75: 25:
Perform elution with 2 to obtain pure PE.
本発明で使用するPC、PE、サポニン類はいずれも天然
物由来のものであり、PC又はPEとサポニン類を組合せる
ことによって安定性にすぐれた乳化物を得ることができ
るものである。PC, PE, and saponins used in the present invention are all derived from natural products, and an emulsion having excellent stability can be obtained by combining PC or PE with saponins.
次に本発明の試験例及び実施例を示す。 Next, Test Examples and Examples of the present invention will be described.
試験例１ ケロシンにPCを0.1％添加して油相６部を作り、一方
水に大豆サポニンをそれぞれ１×10-5Ｍ、３×10-5Ｍ、
５×10-5Ｍ、１×10-4Ｍ、３×10-4Ｍ、５×10-5Ｍづつ
添加して水相６部を作り、次の組合せとした。Test Example 1 0.1% of PC was added to kerosene to make 6 parts of an oil phase, while 1 × 10 −5 M and 3 × 10 −5 M of soybean saponin were added to water, respectively.
An aqueous phase was prepared by adding 5 × 10 −5 M, 1 × 10 −4 M, 3 × 10 −4 M and 5 × 10 −5 M each to obtain the following combination.
1.PC0.1％添加油相：水＝1:1 2.PC0.1％添加油相：大豆サポニン１×10-5Ｍ添加水相
＝1:1 3.PC0.1％添加油相：大豆サポニン３×10-5Ｍ添加水相
＝1:1 4.PC0.1％添加油相：大豆サポニン５×10-5Ｍ添加水相
＝1:1 5.PC0.1％添加油相：大豆サポニン１×10-4Ｍ添加水相
＝1:1 6.PC0.1％添加油相：大豆サポニン３×10-4Ｍ添加水相
＝1:1 7.ケロシンのみからなる油相：大豆サポニン５×10-5Ｍ
添加水相＝1:1 上記の組合せの各混合液（全量10g）を、内径28mm、
高さ70mm標本管層に入れ、西ドイツHANSEN社製TD型ULTR
A Turrax高性能ディスパーサー（10N二重円筒式15000rp
m）で、１分間、激しく攪拌し、エマルション（O/W型）
を生成させた。1. Oil phase with PC 0.1% added: water = 1: 1 2. Oil phase with PC 0.1% added: Soybean saponin 1 × 10 -5 M added water phase = 1: 1 3. Oil phase with PC 0.1% added: Soybean saponin 3 × 10 -5 M added water phase = 1: 1 4.PC 0.1% added oil phase: Soybean saponin 5 × 10 -5 M added water phase = 1: 1 5.PC 0.1% added oil phase: Soybean saponin 1 × 10 -4 M added aqueous phase = 1: 1 6.PC 0.1% added oil phase: Soybean saponin 3 × 10 -4 M added aqueous phase = 1: 1 7. Oil phase consisting only of kerosene: soybean Saponin 5 × 10 -5 M
Aqueous phase = 1: 1 Each mixture of the above combination (total amount 10 g) was
TD type ULTR manufactured by HANSEN, West Germany
A Turrax high performance disperser (10N double cylindrical 15000rp
m), stir vigorously for 1 minute, emulsion (O / W type)
Was generated.
生成したエマルションを、内径8mm、高さ77mmの標本
管に移し、アルミ又はパラフィルムにより密封し25℃の
恒温槽中で静置し、クリーミングにより分離した水層及
びエマルションの油滴の合一により分離した油層の高さ
を経時的に24時間まで測定し、全量に対する体積分率
（％）で表わした。The resulting emulsion was transferred to a sample tube having an inner diameter of 8 mm and a height of 77 mm, sealed with aluminum or parafilm, and allowed to stand in a constant temperature bath at 25 ° C. Then, the water layer separated by creaming and the oil droplets of the emulsion were combined. The height of the separated oil layer was measured over time up to 24 hours and expressed as a volume fraction (%) based on the total amount.
その結果は第１図に示される。第１図における１〜７
は前記１〜７の組合せのものを示している。The result is shown in FIG. 1 to 7 in FIG.
Indicates a combination of the above 1 to 7.
第１図は、PCエマルションのクリーミングに対する大
豆サポニンの影響を示した。PC単独及び大豆サポニン単
独のものでは、最初の１時間の間に分離が終り分離が速
いが、PCに大豆サポニンを混合したものは、時間、濃度
の増加とともに分離速度が遅くなっているのが分かる。FIG. 1 shows the effect of soybean saponin on creaming of PC emulsion. In the case of PC alone and that of soybean saponin alone, the separation was completed during the first hour and the separation was fast, but in the case of soybean saponin mixed with PC, the separation speed became slower as the time and concentration increased. I understand.
試験例２ ケロシンにPEを0.1％添加して油相６部を作り、一方
水に大豆サポニンをそれぞれ１×10-5Ｍ、３×10-5Ｍ、
５×10-5Ｍ、１×10-4Ｍ、３×10-4Ｍ、５×10-5Ｍづつ
添加して水相６部を作り、次の組合せとした。Test Example 2 0.1% of PE was added to kerosene to make 6 parts of oil phase, while 1 × 10 −5 M and 3 × 10 −5 M of soybean saponin were added to water, respectively.
An aqueous phase was prepared by adding 5 × 10 −5 M, 1 × 10 −4 M, 3 × 10 −4 M and 5 × 10 −5 M each to obtain the following combination.
1.PE0.1％添加油相：水＝1:1 2.PE0.1％添加油相：大豆サポニン１×10-5Ｍ添加水相
＝1:1 3.PE0.1％添加油相：大豆サポニン３×10-5Ｍ添加水相
＝1:1 4.PE0.1％添加油相：大豆サポニン５×10-5Ｍ添加水相
＝1:1 5.PE0.1％添加油相：大豆サポニン１×10-4Ｍ添加水相
＝1:1 6.PE0.1％添加油相：大豆サポニン３×10-4Ｍ添加水相
＝1:1 7.ケロシンのみからなる油相：大豆サポニン５×10-5Ｍ
添加水相＝1:1 上記の組合せの各混合液（全量10g）を、内径28mm、
高さ70mm標本管層に入れ、西ドイツHANSEN社製TD型ULTR
A Turrax高性能ディスパーサー（10N二重円筒式15000rp
m）で、１分間、激しく攪拌し、エマルション（O/W型）
を生成させた。1. Oil phase with 0.1% PE added: water = 1: 1 2. Oil phase with 0.1% PE added: Water phase with 1 × 10 -5 M soybean saponin = 1: 1 3. Oil phase with 0.1% PE added: Soybean saponin 3 × 10 -5 M added water phase = 1: 1 4.PE 0.1% added oil phase: Soybean saponin 5 × 10 -5 M added water phase = 1: 1 5.PE 0.1% added oil phase: Soybean saponin 1 × 10 -4 M added water phase = 1: 1 6.PE 0.1% added oil phase: Soybean saponin 3 × 10 -4 M added water phase = 1: 1 7. Oil phase consisting of kerosene only: soybean Saponin 5 × 10 -5 M
Aqueous phase = 1: 1 Each mixture of the above combination (total amount 10 g) was
TD type ULTR manufactured by HANSEN, West Germany
A Turrax high performance disperser (10N double cylindrical 15000rp
m), stir vigorously for 1 minute, emulsion (O / W type)
Was generated.
生成したエマルションを、内径8mm、高さ77mmの標本
管に移し、アルミ又はパラフィルムにより密封し25℃の
恒温槽中で静置し、クリーミングにより分離した水層及
びエマルションの油滴の合一により分離した油層の高さ
を経時的に24時間まで測定し、全量に対する体積分率
（％）で表わした。The resulting emulsion was transferred to a sample tube having an inner diameter of 8 mm and a height of 77 mm, sealed with aluminum or parafilm, and allowed to stand in a constant temperature bath at 25 ° C. Then, the water layer separated by creaming and the oil droplets of the emulsion were combined. The height of the separated oil layer was measured over time up to 24 hours and expressed as a volume fraction (%) based on the total amount.
その結果は第２図に示される。第２図における１〜７
は前記１〜７の組合せのものを示している。The result is shown in FIG. 1 to 7 in FIG.
Indicates a combination of the above 1 to 7.
第２図は、PEエマルションのクリーミングに対する大
豆サポニンの影響を示した。PE単独及び大豆サポニン単
独のものでは、最初の１時間の間に分離が終り分離が速
いが、PEに大豆サポニンを混合したものは、時間、濃度
の増加とともに分離速度が遅くなっているのが分かる。FIG. 2 shows the effect of soybean saponin on creaming of PE emulsion. In the case of PE alone and that of soybean saponin alone, the separation is completed during the first hour and the separation is fast, but in the case of soybean saponin mixed with PE, the separation speed decreases with increasing time and concentration. I understand.
比較例 Ａ、水:0.1％レシチン添加ケロシン＝1:1 Ｂ、大豆サポニン５×10-4Ｍ添加水溶液:0.1％ レシチン添加ケロシン＝1:1 上記の組合せの各混合液（全量10g）を、試験例１と
同様に激しく攪拌し、エマルションを生成させた。Comparative Example A, water: 0.1% lecithin-added kerosene = 1: 1 B, soybean saponin 5 × 10 −4 M aqueous solution: 0.1% lecithin-added kerosene = 1: 1 Each mixture of the above combination (total amount 10 g) The mixture was stirred vigorously as in Test Example 1 to form an emulsion.
生成したエマルションを、試験例１と同様にして水層
分離率をみた。The resulting emulsion was examined for water layer separation in the same manner as in Test Example 1.
その結果は第３図に示される。第３図におけるＡ、Ｂ
は前記Ａ、Ｂの組合せのものを示している。The results are shown in FIG. A, B in FIG.
Indicates a combination of the above A and B.
第３図からレシチンのみを用いたものは水層分離率が
高く、大豆サポニン５×10-4Ｍを併用した場合は、水層
分離率がかなり低くなるのが分る。From FIG. 3, it can be seen that the use of lecithin alone has a high water layer separation rate, and the use of soybean saponin 5 × 10 −4 M results in a considerably low water layer separation rate.
しかしながら、第３図を第１図、第２図と比較した場
合、同じ大豆サポニン５×10-4Ｍを併用したとき、PC、
PEの場合の方がレシチンより水層分離率がかなり低くな
っているのが分る。However, when FIG. 3 is compared with FIG. 1 and FIG. 2, when the same soybean saponin 5 × 10 −4 M is used in combination, PC,
It can be seen that the separation rate of the aqueous layer is considerably lower in the case of PE than in the case of lecithin.
実施例１ 大豆硬化油（35℃）300gにPCを0.3％添加し、一方、
脱脂乳700gに大豆サポニン0.1％添加し、ミルクフレー
バー0.1％を添加して、60℃でホモミキサー（特殊機化
製）にて予備乳化後、均質機（三和機械製）にて100kg/
cm2の圧力で均質化処理を行ない、殺菌し、５℃に冷却
し、食用のクリーム液を得た。Example 1 0.3 g of PC was added to 300 g of hardened soybean oil (35 ° C.),
Add soybean saponin 0.1% to skim milk 700g, add milk flavor 0.1%, pre-emulsify with homomixer (manufactured by Tokushu Kika) at 60 ° C, then 100kg /
The mixture was homogenized at a pressure of 2 cm2, sterilized, and cooled to 5 ° C to obtain an edible cream.
実施例２ 大豆硬化油（35℃）300gにPEを0.3％添加し、一方、
脱脂乳700gに大豆サポニン0.1％添加し、ミルクフレー
バー0.1％を添加して、60℃でホモミキサー（特殊機化
製）にて予備乳化後、均質機（三和機械製）にて100kg/
cm2の圧力で均質化処理を行ない、殺菌し、５℃に冷却
し、食用のクリーム液を得た。Example 2 To 300 g of hardened soybean oil (35 ° C.) was added 0.3% of PE,
Add soybean saponin 0.1% to skim milk 700g, add milk flavor 0.1%, pre-emulsify with homomixer (manufactured by Tokushu Kika) at 60 ° C, then 100kg /
The mixture was homogenized at a pressure of 2 cm2, sterilized, and cooled to 5 ° C to obtain an edible cream.
第１図は試験例１において各混合液の水層分離率をみた
図で、第２図は試験例２において各混合液の水層分離率
をみた図で、第３図は比較例においてレシチン混合液の
水層分離率をみた図である。FIG. 1 is a diagram showing the aqueous layer separation ratio of each mixed solution in Test Example 1, FIG. 2 is a diagram showing the aqueous layer separation ratio of each mixed solution in Test Example 2, and FIG. It is the figure which looked at the aqueous layer separation rate of the liquid mixture.
Claims (2)
エタノールアミン、とサポニン類を組合せてなる界面活
性剤。1. A surfactant comprising a combination of phosphatidylcholine or phosphatidylethanolamine and saponins.
エタノールアミンを油相に添加し、サポニン類を水相に
添加して、混合乳化することを特徴とする乳化方法。2. An emulsification method comprising adding phosphatidylcholine or phosphatidylethanolamine to an oil phase and adding saponins to an aqueous phase to carry out mixing and emulsification.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1078381A JP2895088B2 (en) | 1989-03-31 | 1989-03-31 | Surfactants and their use |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1078381A JP2895088B2 (en) | 1989-03-31 | 1989-03-31 | Surfactants and their use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02258044A JPH02258044A (en) | 1990-10-18 |
| JP2895088B2 true JP2895088B2 (en) | 1999-05-24 |
Family
ID=13660438
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1078381A Expired - Lifetime JP2895088B2 (en) | 1989-03-31 | 1989-03-31 | Surfactants and their use |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2895088B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8318233B2 (en) | 2010-03-26 | 2012-11-27 | Corn Products Development Inc | Emulsions useful in beverages |
| CN106693830B (en) * | 2017-01-09 | 2018-11-27 | 青田中科植物科技有限公司 | The preparation method and product of the modified Surface Activity of Tea Saponin agent of benzyloxymethyl ether type |
-
1989
- 1989-03-31 JP JP1078381A patent/JP2895088B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH02258044A (en) | 1990-10-18 |
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