JP2003113393A - Ceramide dispersion, method for producing the same, and application of the same - Google Patents

Ceramide dispersion, method for producing the same, and application of the same

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Publication number
JP2003113393A
JP2003113393A JP2001307228A JP2001307228A JP2003113393A JP 2003113393 A JP2003113393 A JP 2003113393A JP 2001307228 A JP2001307228 A JP 2001307228A JP 2001307228 A JP2001307228 A JP 2001307228A JP 2003113393 A JP2003113393 A JP 2003113393A
Authority
JP
Japan
Prior art keywords
ceramide
fatty acid
weight
polyglycerin
ester
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.)
Granted
Application number
JP2001307228A
Other languages
Japanese (ja)
Other versions
JP3870740B2 (en
Inventor
Atsuko Abe
敦子 阿部
Takefumi Segawa
丈史 瀬川
Koichi Iwanami
孝一 岩並
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.)
NOF Corp
Original Assignee
NOF Corp
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Filing date
Publication date
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Priority to JP2001307228A priority Critical patent/JP3870740B2/en
Publication of JP2003113393A publication Critical patent/JP2003113393A/en
Application granted granted Critical
Publication of JP3870740B2 publication Critical patent/JP3870740B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PROBLEM TO BE SOLVED: To provide a ceramide dispersion capable of being used in various fields, such as pharmaceutical, cosmetic, and dietary fields, by changing the ceramide slightly soluble in water into a water-soluble composition, scarcely causing isolation nor precipitation of the ceramide even when stored for a long period, capable of being kept in a uniformly and stably emulsified, dispersed or solubilized state, having excellent acid-resisting, salt-resisting and heat-resisting properties which are necessary when added to food and drink, capable of preventing the ceramide from depositing, precipitating, and floating in the food and drink and a cosmetic to which the dispersion is added, and having excellent transparency, to provide a method for producing the same, to provide the food and drink containing the same, and provide the cosmetic containing the same. SOLUTION: This ceramide dispersion is formed by dispersing the ceramide (A) in a water-based solvent, wherein an ester (B1) of a 8-10C fatty acid of a polyglycerol and another ester (B2) of a 12-18C fatty acid of the polyglycerol are combined to be used.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【発明の属する技術分野】本発明はセラミド分散液、及
び製造方法並びに、この分散液を含有することを特徴と
する飲食品及び化粧料に関する。さらに詳しくは、長期
間保存してもセラミドが沈殿または浮遊しないで均質な
乳化または分散または可溶化状態を保持しうる上、飲食
品に添加する際に必要とされる耐熱性、耐酸性、耐塩性
などに優れた、セラミド分散液及びそれの製造方法並び
に、この分散液を含有することを特徴とする飲食品、及
び化粧料に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a ceramide dispersion, a method for producing the same, and foods and drinks and cosmetics containing the dispersion. More specifically, ceramide can maintain a homogeneous emulsified or dispersed or solubilized state without being precipitated or suspended even when stored for a long period of time, and further, it has heat resistance, acid resistance, and salt resistance required when added to foods and drinks. TECHNICAL FIELD The present invention relates to a ceramide dispersion having excellent properties, a method for producing the same, and a food or drink containing the dispersion, and a cosmetic.

【0002】[0002]

【従来の技術】セラミドは、皮膚角質細胞間に存在する
脂質群の50%以上を占めるスフィンゴ脂質の1種で、
皮膚の保湿効果、表面保護作用(バリヤー効果)や、肌
荒れ防止・改善の効果を有するなど、その生体調節機能
が知られており、化粧品分野で広く用いられている。ま
た、食用としてはセラミドを経口摂取し、皮膚の保護作
用や肌荒れ防止の効果を有することが知られている(El
ian Lati, FRAGRANCE JOURNAL,23(1)81(1995))。他の
技術としては、例えば特開昭60−183032号公報
には、カゼインナトリウムなどの蛋白質を用いた乳化物
が開示されているが、耐酸性、耐熱性に劣るなど問題が
ある。また、特開平1−13010号公報には、ナトリ
ウム型ベントナイトを用いた技術が開示されているが、
これは食品には不向きなので食品への添加はできない。
さらにまた、特表平6−504265号公報には、乳化
剤でポリオキシエチレンラウリルエーテルを用いた乳化
物が開示されているが、食品への添加が許可されておら
ず、食品用途に展開できない。また、特開平4−299
940号公報には、ショ糖リシノール酸エステルと多価
アルコールエステルを用いて耐熱性乳化組成物を形成す
ることが提案されているが、酸性条件下でのレトルト条
件処理(一般的には125℃で20分間)のような加熱
条件が厳しい場合には、全く効果がないことが問題であ
った。特開平8−256729号公報には、ポリグリセ
リン脂肪酸エステルが単独で用いられているが、単独で
調製される水溶性組成物は保存安定性が悪く、セラミド
の析出が観察されるなど問題があった。特開2000−
139345号公報には、脂肪酸と重合度が3以下のグ
リセリンのエステルからなる活性剤が開示されている
が、この活性剤で調製される乳化組成物は、耐塩性に劣
り、食塩水に溶解した際に、セラミドの析出が生じるな
ど問題があった。よって、飲食品や化粧料に添加する際
に必要とされる性質である、透明性、耐酸性、耐塩性、
耐熱性がともに優れ、安定な乳化または分散または可溶
化状態を保つセラミド組成物として十分に満足できるも
のがなく、求められているのが現状であった。
Ceramide is a sphingolipid that accounts for 50% or more of the lipid group existing between skin keratinocytes.
It has a known bioregulatory function such as a skin moisturizing effect, a surface protecting effect (barrier effect), and an effect of preventing and improving rough skin, and is widely used in the cosmetic field. In addition, it is known that ceramide is orally ingested as an edible substance and has an effect of protecting the skin and preventing rough skin (El
ian Lati, FRAGRANCE JOURNAL, 23 (1) 81 (1995)). As another technique, for example, Japanese Patent Application Laid-Open No. 60-183032 discloses an emulsion using a protein such as sodium casein, but it has problems such as poor acid resistance and heat resistance. Further, JP-A-1-13010 discloses a technique using sodium bentonite,
It is not suitable for foods and cannot be added to foods.
Furthermore, Japanese Patent Publication No. 6-504265 discloses an emulsion using polyoxyethylene lauryl ether as an emulsifier, but it is not permitted to be added to foods and cannot be applied to foods. In addition, JP-A-4-299
Japanese Patent No. 940 proposes to form a heat-resistant emulsion composition by using sucrose ricinoleic acid ester and polyhydric alcohol ester, but treatment under retort conditions under acidic conditions (generally 125 ° C.). When the heating conditions such as 20 minutes) are severe, there is a problem that there is no effect at all. In JP-A-8-256729, a polyglycerin fatty acid ester is used alone, but a water-soluble composition prepared alone has problems such as poor storage stability and ceramide precipitation. It was JP 2000-
Japanese Patent No. 139345 discloses an activator consisting of a fatty acid and an ester of glycerin having a degree of polymerization of 3 or less. The emulsion composition prepared with this activator has poor salt resistance and is dissolved in saline. At that time, there was a problem such as precipitation of ceramide. Therefore, the properties required when added to foods and beverages and cosmetics, transparency, acid resistance, salt resistance,
At present, there is no ceramide composition that has excellent heat resistance and that maintains a stable emulsified or dispersed or solubilized state, and there is a demand for it.

【0003】[0003]

【発明が解決しようとする課題】本発明の目的は、上記
のような難溶性セラミドを水溶性組成物とすることで医
薬品、化粧料、食品などの幅広い分野での使用を可能に
し、長期間保存してもセラミドの遊離または沈殿を生じ
ることなく、均質で安定な乳化、分散、可溶化状態を保
持し、さらに、飲食品に添加する際に必要とされる性質
の耐酸性、耐塩性、耐熱性に優れ、該組成物を配合した
飲食品及び化粧料においても、セラミドの析出、沈澱、
浮上の起こらず、透明性に優れたセラミド分散液、及び
この分散液の製造方法、並びに、この分散液を含有する
飲食品及び化粧料を提供することにある。
The object of the present invention is to make it possible to use the sparingly soluble ceramide as a water-soluble composition in a wide range of fields such as pharmaceuticals, cosmetics and foods for a long period of time. Ceramide release or precipitation does not occur even when stored, maintaining a homogeneous and stable emulsification, dispersion, solubilized state, further, acid resistance of the properties required when added to food and drink, salt resistance, Excellent heat resistance, even in foods and drinks and cosmetics containing the composition, precipitation of ceramide, precipitation,
It is an object of the present invention to provide a ceramide dispersion liquid which does not float and is excellent in transparency, a method for producing the dispersion liquid, and foods and drinks and cosmetics containing the dispersion liquid.

【0004】[0004]

【課題を解決するための手段】本発明者らは上記課題解
決のため鋭意研究した結果、特定の2種のポリグリセリ
ン脂肪酸エステルを用いるとセラミドが可溶化状態とな
ることの知見を得て、本発明を完成するに至った。即ち
本発明は次の〔1〕〜
Means for Solving the Problems As a result of intensive studies for solving the above problems, the present inventors have found that ceramide is in a solubilized state when two specific types of polyglycerin fatty acid ester are used, The present invention has been completed. That is, the present invention includes the following [1]-

〔9〕である。 〔1〕 セラミド(A)を水系溶媒に分散してなる分散
液であって、炭素数8〜10の脂肪酸とポリグリセリン
のエステル(B1)と炭素数12〜18の脂肪酸とポリ
グリセリンのエステル(B2)とを組合せ用いることを
特徴とするセラミド分散液。 〔2〕 B1;炭素数8〜10の脂肪酸とポリグリセリ
ンのエステルが0.1〜20重量%、B2;炭素数12
〜18の脂肪酸とポリグリセリンのエステル、0.1〜
30重量%で、その配合比がB1/B2=1/300〜
1/0.005である前記〔1〕に記載のセラミド分散
液。
[9]. [1] A dispersion obtained by dispersing ceramide (A) in an aqueous solvent, which is an ester (B1) of a fatty acid having 8 to 10 carbon atoms and polyglycerin, an ester of a fatty acid having 12 to 18 carbon atoms and polyglycerin ( A ceramide dispersion characterized by being used in combination with B2). [2] B1; 0.1 to 20% by weight of ester of fatty acid having 8 to 10 carbon atoms and polyglycerin, B2; 12 carbon atoms
~ 18 fatty acid and polyglycerin ester, 0.1
30% by weight, the compounding ratio is B1 / B2 = 1/300 ~
The ceramide dispersion according to the above [1], which is 1 / 0.005.

【0005】〔3〕 セラミド/界面活性剤(前記のB
1+B2)=1/100〜1/0.004の配合比であ
る前記〔1〕または前記〔2〕記載のセラミド分散液。 〔4〕 セラミド分散液の平均粒径が150nm以下の
可溶化状態である前記〔1〕または前記〔2〕記載のセ
ラミド分散液。 〔5〕 A;セラミド0.5〜50重量%と、B1;炭
素数8〜10の脂肪酸とポリグリセリンのエステル0.
1〜20重量%と、B2;炭素数12〜18の脂肪酸と
ポリグリセリンのエステル0.1〜30重量%と、C;
有機酸またはその塩、0〜20重量%と、D;アルコー
ル、または水の1種または2種以上0.01〜99.3
重量%とからなることを特徴とするセラミド分散液。
[3] Ceramide / surfactant (the above B
The ceramide dispersion liquid according to the above [1] or [2], which has a compounding ratio of 1 + B2) = 1/100 to 1 / 0.004. [4] The ceramide dispersion according to the above [1] or [2], wherein the ceramide dispersion has an average particle diameter of 150 nm or less and is in a solubilized state. [5] A; 0.5 to 50% by weight of ceramide, B1; ester of fatty acid having 8 to 10 carbon atoms and polyglycerin 0.
1 to 20% by weight, B2; 0.1 to 30% by weight of an ester of a fatty acid having 12 to 18 carbon atoms and polyglycerin, and C;
Organic acid or its salt, 0 to 20% by weight, and D; alcohol, or one or more of water 0.01 to 99.3
A ceramide dispersion liquid, characterized in that

【0006】〔6〕 A;セラミド0.5〜50重量%
と、B1;炭素数8〜10の脂肪酸とポリグリセリンの
エステル0.1〜20重量%と、B2;炭素数12〜1
8の脂肪酸とポリグリセリンのエステル0.1〜30重
量%と、C;有機酸またはその塩、0〜20重量%と、
D;アルコール、または水の1種または2種以上0.0
1〜99.3重量%とを原料として秤取り、均一に混合
することを特徴とするセラミド分散液の製造方法。
[6] A: Ceramide 0.5 to 50% by weight
And B1; 0.1 to 20% by weight of an ester of a fatty acid having 8 to 10 carbon atoms and polyglycerin, and B2; 12 to 1 carbon atoms.
0.1 to 30% by weight of fatty acid ester of 8 and polyglycerin, C; organic acid or salt thereof, 0 to 20% by weight,
D; one or more of alcohol or water 0.0
A method for producing a ceramide dispersion, wherein 1 to 99.3% by weight is weighed out as a raw material and uniformly mixed.

【0007】〔7〕 所定量のセラミドとアルコール、
水を配合し、次いでB1の炭素数8〜10の脂肪酸とポ
リグリセリンのエステルと、B2の炭素数12〜18の
脂肪酸とポリグリセリンのエステルを加えて分散させ、
その後均質化処理をして平均粒子径150nm以下の可
溶化状態とすることを特徴とするセラミド分散液の製造
方法。 〔8〕 前記〔1〕〜〔6〕のいずれかに記載のセラミ
ド分散液を含んでなることを特徴とする飲食品。
[7] A predetermined amount of ceramide and alcohol,
Water is added, and then an ester of polyglycerin with a fatty acid having 8 to 10 carbon atoms of B1 and an ester of fatty acid having 12 to 18 carbon atoms of B2 and polyglycerin are added and dispersed,
A method for producing a ceramide dispersion, which is characterized in that a homogenization treatment is then performed to obtain a solubilized state having an average particle diameter of 150 nm or less. [8] A food or drink comprising the ceramide dispersion according to any one of [1] to [6].

〔9〕 前記〔1〕〜〔6〕のいずれかに記載のセラミ
ド分散液を含んでなることを特徴とする化粧料。
[9] A cosmetic comprising the ceramide dispersion according to any one of [1] to [6].

【0008】[0008]

【発明の実施の形態】本発明で用いられるセラミドは、
セラミド及び類似構造をもつセラミド関連物質のことで
あり、動物由来あるいは植物由来、さらには微生物由来
などの起源に限定されるものでもなく、また天然物から
の抽出品や合成品などに限定されるものでもない。天然
品としては、例えば牛脳より抽出したもの、小麦、米、
米ぬか、大豆、黍、ホウレンソウ等の植物より抽出した
もの、などが挙げられる。前記のなかでも、本発明のセ
ラミド分散液は、飲食品や化粧料に主に用いられること
から、植物由来のセラミドが好ましい。とりわけ、小
麦、米ぬかよりの抽出物が入手性等の点から望ましい。
使用するセラミドの純度は、特に限定されないが、純度
の高いものが好ましいが、好ましくは、1%〜50%、
入手性から3〜10%が望ましい。本発明のセラミド分
散液において、セラミドは分散液に対して0.5〜50
重量%、好ましくは1〜30重量%、より好ましくは5
〜20重量%となるように配合するのが適当である。セ
ラミドの含有量が0.5重量%未満であれば、実用的な
価値を有する水溶性組成物を得ることができなく、50
重量%より多いと、セラミド分散液の乳化安定性が劣
り、好ましくない。
BEST MODE FOR CARRYING OUT THE INVENTION The ceramide used in the present invention is
It refers to ceramide and ceramide-related substances having a similar structure, and is not limited to sources of animal origin, plant origin, or microorganism origin, and is also limited to extracts from natural products or synthetic products. Not even a thing. Examples of natural products include those extracted from beef brain, wheat, rice,
Examples include those extracted from plants such as rice bran, soybeans, black mold and spinach. Among them, the ceramide dispersion of the present invention is preferably a plant-derived ceramide because it is mainly used in foods and drinks and cosmetics. Above all, extracts from wheat and rice bran are preferable from the viewpoint of availability.
The purity of the ceramide used is not particularly limited, but a highly pure one is preferable, but preferably 1% to 50%,
From the availability, 3 to 10% is desirable. In the ceramide dispersion of the present invention, the ceramide is 0.5 to 50 relative to the dispersion.
% By weight, preferably 1 to 30% by weight, more preferably 5
It is suitable to mix it so as to be about 20% by weight. If the content of ceramide is less than 0.5% by weight, a water-soluble composition having practical value cannot be obtained,
If it exceeds 5% by weight, the emulsion stability of the ceramide dispersion is poor, which is not preferable.

【0009】本発明に用いる炭素数8〜10の脂肪酸と
ポリグリセリンのエステル(B1とする)としては、重
合度が4以上の通常のポリグリセリンと炭素数が8〜1
0の脂肪酸とのエステルであり、前記の1種または2種
以上のものが使用できる。また、本発明に用いる炭素数
12〜18の脂肪酸とポリグリセリンのエステル(B2
とする)としては、重合度が4以上の通常のポリグリセ
リンと炭素数が12〜18の脂肪酸とのエステルで前記
の1種または2種以上のものが使用できる。また、前記
のポリグリセリンエステルの乳化剤は、蒸留などで高度
に精製されたものであることは必ずしも必要なく、反応
混合物であってもよい。本発明に用いるポリグリセリン
脂肪酸エステルB1、B2の合計の配合量は通常0.2
〜50重量%、好ましくは1〜30重量%、より好まし
くは5〜20重量%である。ポリグリセリン脂肪酸エス
テルB1、B2の合計の配合量が50重量%を超える
と、セラミド分散液を飲食物へ添加した際、親水性乳化
剤特有の味が飲食品の味へ影響し、好ましくない。前記
のB1、B2に相当する活性剤の市販品としては、例え
ば、B1相当として、モノ・ジカプリル酸ヘキサグリセ
リン[商品名:サンソフトQ−81F 太陽化学(株)
製]、[商品名:SYグリスターMCA−750 阪本
薬品工業(株)製]等が挙げられる。またB2相当とし
て、モノオレイン酸デカグリセリン[商品名:サンソフ
トQ−17UL 太陽化学(株)製]、モノオレイン酸
ヘキサグリセリン[商品名:SYグリスターMO−50
0 阪本薬品工業(株)製]、モノステアリン酸テトラ
グリセリン[商品名:ポエムJ−4081 理研ビタミ
ン(株)製]等が挙げられる。
As the ester of a fatty acid having 8 to 10 carbon atoms and polyglycerin (referred to as B1) used in the present invention, a normal polyglycerin having a degree of polymerization of 4 or more and an ester having 8 to 1 carbon atoms are used.
It is an ester with 0 fatty acid, and one or more of the above can be used. Further, an ester of a fatty acid having 12 to 18 carbon atoms and polyglycerin used in the present invention (B2
As the ester), an ester of an ordinary polyglycerin having a degree of polymerization of 4 or more and a fatty acid having 12 to 18 carbon atoms, and one or more of the above can be used. The polyglycerin ester emulsifier does not necessarily have to be highly purified by distillation or the like, and may be a reaction mixture. The total amount of polyglycerin fatty acid esters B1 and B2 used in the present invention is usually 0.2.
-50% by weight, preferably 1-30% by weight, more preferably 5-20% by weight. When the total content of the polyglycerin fatty acid esters B1 and B2 exceeds 50% by weight, when the ceramide dispersion is added to the food or drink, the taste peculiar to the hydrophilic emulsifier affects the taste of the food or drink, which is not preferable. Examples of commercially available activators corresponding to the above B1 and B2 include, for example, B1 equivalent to monoglyceryl dicaprylate [trade name: Sunsoft Q-81F Taiyo Kagaku Co., Ltd.
Manufactured by Sakamoto Yakuhin Kogyo Co., Ltd., and the like. Further, as B2 equivalent, decaglycerin monooleate [trade name: Sunsoft Q-17UL Taiyo Kagaku Co., Ltd.], hexaglycerin monooleate [trade name: SY Glister MO-50
0 Sakamoto Yakuhin Kogyo Co., Ltd., tetraglycerin monostearate [trade name: Poem J-4081 Riken Vitamin Co., Ltd.] and the like.

【0010】本発明では、上記のポリグリセリンエステ
ルの乳化剤に加え、本発明の効果を損なわない範囲にお
いて、その他の界面活性剤を混合して使用しても構わな
い。これらの界面活性剤としては、具体的には例えば、
ソルビタン脂肪酸エステル、グリセリン脂肪酸エステ
ル、プロピレングリコール脂肪酸エステル、ショ糖脂肪
酸エステル、レシチン、サポニン、ステロール、コール
酸、デオキシコール酸、ユッカ抽出物、陽イオン性界面
活性剤、陰イオン性界面活性剤、両性界面活性剤などが
ある。
In the present invention, in addition to the above-mentioned polyglycerin ester emulsifier, other surfactants may be mixed and used as long as the effects of the present invention are not impaired. As these surfactants, specifically, for example,
Sorbitan fatty acid ester, glycerin fatty acid ester, propylene glycol fatty acid ester, sucrose fatty acid ester, lecithin, saponin, sterol, cholic acid, deoxycholic acid, yucca extract, cationic surfactant, anionic surfactant, amphoteric There are surfactants.

【0011】本発明で使用する有機酸は、食品で使用で
きる有機酸であればいずれのものでも使用できる。例え
ば、クエン酸、リンゴ酸、酒石酸、酢酸、L−アスコル
ビン酸などが挙げられ、また、これらの塩も含まれる。
より好ましくは、クエン酸、クエン酸三ナトリウム、L
−アスコルビン酸ナトリウムが挙げられる。本発明で使
用する有機酸の配合量は、通常0〜20重量%、好まし
くは0.1〜10重量%、より好ましくは1〜5重量%
である。有機酸の配合量が、20重量%を越える場合に
は分散が安定とならず、好ましくない。
As the organic acid used in the present invention, any organic acid that can be used in foods can be used. Examples thereof include citric acid, malic acid, tartaric acid, acetic acid, L-ascorbic acid, and the salts thereof.
More preferably, citric acid, trisodium citrate, L
-Sodium ascorbate. The amount of the organic acid used in the present invention is usually 0 to 20% by weight, preferably 0.1 to 10% by weight, more preferably 1 to 5% by weight.
Is. If the content of the organic acid exceeds 20% by weight, the dispersion will not be stable, which is not preferable.

【0012】本発明で使用するアルコールは、食品に使
用できるアルコールであれば、いずれのものでも使用が
可能で、アルコール製剤なども使用できる。本発明で使
用するアルコールの配合量は、0.01〜20重量%、
好ましくは0.05〜10重量%、より好ましくは0.
1〜5重量%である。アルコールの配合量が0.01重
量%未満ではセラミドの分散性が劣り、好ましくない。
アルコールの配合量が20重量%を越える場合は、乳化
が不安定となり、好ましくない。
As the alcohol used in the present invention, any alcohol can be used as long as it can be used in foods, and alcohol preparations and the like can also be used. The amount of the alcohol used in the present invention is 0.01 to 20% by weight,
Preferably 0.05 to 10% by weight, more preferably 0.
It is 1 to 5% by weight. When the amount of alcohol blended is less than 0.01% by weight, the dispersibility of ceramide is poor, which is not preferable.
If the amount of alcohol blended exceeds 20% by weight, emulsification becomes unstable, which is not preferable.

【0013】本発明で使用する水は、飲食品に配合でき
る水であれば特に制限はなく、水のみであっても、その
他に食品添加物を加えた水であってもよい。食品添加物
としては、乳化剤、安定剤、調味料、酸及び塩等が挙げ
られる。
The water used in the present invention is not particularly limited as long as it can be mixed with foods and drinks, and may be water alone or water containing other food additives. Examples of food additives include emulsifiers, stabilizers, seasonings, acids and salts.

【0014】さらに、本発明の液中には、安定剤を添加
することができる。本発明に用いる安定剤としては、ガ
ム質や糖アルコール、糖類などが挙げられる。具体的に
は例えば、アラビアガム、キサンタンガム、トラガント
ガム、グアガム、ジェランガム、ローカストビーンガ
ム、エチレングリコール、プロピレングリコール、グリ
セリン、マルチトール、還元水あめ、ラクチトール、パ
ラチニット、エリスリトール、ソルビトール、マンニト
ール、ブドウ糖果糖液糖、デキストリン、乳糖などが挙
げられ、これらの安定剤は、1種単独で、あるいは2種
以上混合して使用することができる。
Further, a stabilizer may be added to the liquid of the present invention. Examples of the stabilizer used in the present invention include gums, sugar alcohols and sugars. Specifically, for example, gum arabic, xanthan gum, tragacanth gum, guar gum, gellan gum, locust bean gum, ethylene glycol, propylene glycol, glycerin, maltitol, reduced starch syrup, lactitol, palatinit, erythritol, sorbitol, mannitol, glucose fructose syrup, Examples thereof include dextrin and lactose. These stabilizers can be used alone or in combination of two or more.

【0015】本発明のセラミド分散液の製造方法は、前
記の各種成分を秤取り、乳化、分散もしくは可溶化安定
性を高めるために、コロイドミル、高圧ホモジナイザ
ー、超高圧ホモジナイザー、超音波乳化機などの均質化
処理機やホモミキサーなどを使用して、これにより均一
な液状のセラミド分散液を得ることができる。特に、セ
ラミドとアルコール、水を配合して均一とし、さらに前
記の炭素数8〜10の脂肪酸とポリグリセリンのエステ
ル(B1)と炭素数12〜18の脂肪酸とポリグリセリ
ンのエステル(B2)加えて、分散してから均一化処理
することが望ましい。セラミド分散液をより安定化させ
るために、この均質化処理を2回以上行ってもよい。ま
た、均質化処理は前記の均質化処理機以外にも、転相乳
化法、液晶乳化法、D相乳化法及びPIT乳化法なども
利用してもよい。
In the method for producing a ceramide dispersion of the present invention, a colloid mill, a high-pressure homogenizer, an ultra-high pressure homogenizer, an ultrasonic emulsifier, etc. are used in order to weigh the above-mentioned various components and enhance the stability of emulsification, dispersion or solubilization. Using a homogenizer and a homomixer, it is possible to obtain a uniform liquid ceramide dispersion. In particular, ceramide, alcohol, and water are blended to make the mixture uniform, and further the above-mentioned fatty acid having 8 to 10 carbon atoms and polyglycerin ester (B1) and fatty acid having 12 to 18 carbon atoms and polyglycerin ester (B2) are added. It is desirable to disperse and homogenize. This homogenization treatment may be performed twice or more in order to further stabilize the ceramide dispersion. Further, the homogenization treatment may use a phase inversion emulsification method, a liquid crystal emulsification method, a D phase emulsification method, a PIT emulsification method, or the like, in addition to the above homogenization treatment machine.

【0016】本発明のセラミド分散液は、そのまま摂取
したり、あるいは主に、スポーツ飲料、炭酸飲料、栄養
飲料などの飲料やパン、めん、菓子類、乳肉製品、調味
料などの食品にセラミドを添加するための配合原料とし
て使用することができる。その用途としては、特に制限
はなく、あらゆる種類の飲食品に適用することができ
る。
The ceramide dispersion of the present invention is taken as it is, or is mainly used for beverages such as sports drinks, carbonated drinks and nutritional drinks and foods such as bread, noodles, confectionery, dairy products and seasonings. It can be used as a compounding raw material for addition. The use is not particularly limited and can be applied to all kinds of food and drink.

【0017】本発明のセラミド分散液を含有する食品と
しては、例えば、パン、ビスケット、キャンディー、ゼ
リーなどのパン・菓子類や、ヨーグルト、ハムなどの乳
肉加工食品や味噌、ソース、タレ、ドレッシングなどの
調味料や豆腐、めん類などの加工食品やマーガリン、フ
ァットスプレッド、ショートニングなどの油脂加工食品
や粉末飲料、粉末スープなどの粉末食品などやカプセル
状、タブレット状、粉末状、顆粒状などにした健康食品
などを挙げることができる。
Examples of foods containing the ceramide dispersion of the present invention include breads and confectioneries such as bread, biscuits, candies and jellies, processed meat products such as yogurt and ham, and miso, sauces, sauces and dressings. Health foods such as seasonings, processed foods such as tofu and noodles, processed oils such as margarine, fat spread, shortening, powdered beverages such as powdered soup, powdered foods such as soups, capsules, tablets, powders and granules Foods etc. can be mentioned.

【0018】本発明のセラミド分散液を含有する飲料と
しては、食塩などのミネラル、酸味料、甘味料、アルコ
ール、ビタミン、フレーバー及び果汁の中から少なくと
も1種を含む飲料、例えばスポーツ飲料、果汁飲料、乳
酸菌飲料、アルコール飲料、ビタミン・ミネラル飲料な
どが挙げられる。さらに、加工乳、豆乳、体質改善のた
めの飲料、生理効果を期待できる天然素材をセラミドと
組合わせた飲料などを挙げることができる。
Beverages containing the ceramide dispersion of the present invention include beverages containing at least one of minerals such as salt, acidulants, sweeteners, alcohols, vitamins, flavors and fruit juices, such as sports drinks and fruit juice drinks. , Lactic acid bacteria drinks, alcoholic drinks, vitamin / mineral drinks, and the like. Furthermore, processed milk, soy milk, beverages for improving physical constitution, beverages in which natural materials expected to have physiological effects are combined with ceramide, and the like can be mentioned.

【0019】また、本発明のセラミド分散液は、食品以
外に化粧料や医薬品にも使用できる。化粧料としては、
例えば、クリーム、ローション、シャンプーなどの化粧
料が挙げられ、医薬品等にもセラミドを添加するための
配合原料として使用することができ、その範囲は特に制
限はなく、あらゆる種類の化粧料及び医薬品に適用する
ことができる。
The ceramide dispersion of the present invention can be used for cosmetics and pharmaceuticals as well as foods. As cosmetics,
For example, cosmetics such as creams, lotions, shampoos, etc. can be used as a blending raw material for adding ceramide to pharmaceuticals and the like, and the range is not particularly limited, and it can be used for all types of cosmetics and pharmaceuticals. Can be applied.

【0020】[0020]

【発明の効果】本発明のセラミド分散液は、長期間保存
してもセラミドが沈殿あるいは浮遊することなく、均質
で安定な状態を保つことができる。また、耐酸性、耐塩
性、耐熱性にも優れ、食品及び食品添加物に使用される
酸及び塩を配合しても安定性を保つことができ、60〜
100℃で殺菌処理または必要に応じて100〜150
℃の高温殺菌または滅菌処理することができ、この際の
加熱に対しても安定であり、また、長期間保存しても均
一な状態を保つことができる。さらに本発明のセラミド
分散液の製造方法は、セラミドを均一に分散でき、容易
に150nm以下の可溶化状態とすることができる方法
である。このセラミド分散液は、そのまま食品として摂
取でき、さらに各種飲食品の製造に際して配合すること
によりセラミドを含有する飲食品を得ることができる。
またさらに、本発明のセラミド分散液は、化粧料にも配
合することができ、塩や酸と併用したり、熱処理した場
合にも安定性を有することから有用である。
The ceramide dispersion of the present invention can maintain a homogeneous and stable state without precipitation or suspension of ceramide even when stored for a long period of time. In addition, it has excellent acid resistance, salt resistance, and heat resistance, and can maintain stability even if it is mixed with acids and salts used in foods and food additives.
Sterilization at 100 ° C or 100 to 150 as required
It can be sterilized at a high temperature of ℃ or sterilized, is stable against heating at this time, and can maintain a uniform state even after being stored for a long period of time. Furthermore, the method for producing a ceramide dispersion liquid of the present invention is a method which can uniformly disperse ceramide and easily bring the ceramide into a solubilized state of 150 nm or less. This ceramide dispersion can be ingested as a food as it is, and by further mixing it in the production of various foods and drinks, foods and drinks containing ceramide can be obtained.
Furthermore, the ceramide dispersion of the present invention is useful because it can be incorporated into cosmetics and is stable even when used in combination with salt or acid or when heat-treated.

【0021】[0021]

【実施例】次に、実施例に基づいて本発明をさらに詳細
に説明する。次に用いた試験方法、評価方法を示す。 1.保存安定性試験 実施例及び比較例で得たセラミド分散液を試料として用
い、100mLサンプルビンにいれ、調製直後、及び4
0℃での30日静置保存後の外観状態を目視により評価
した。 評価 ○:状態良好、 △:状態がやや悪い、 ×:状態が悪く、浮遊・沈殿物が発生、 −:未測定。 2.耐熱試験 精製水にセラミド分散液を1%添加し、常温でのセラミ
ド分散液の水溶液の外観状態を目視により評価した。さ
らに、この水溶液の耐熱性を確認するため、この水溶液
を湯煎にかけ液温が85℃に達温した時点より30分間
加熱処理を行った。これらの水溶液を室温にて放冷した
後、外観状態を目視により評価し、セラミド分散液の水
溶液の耐熱性を確認した。 評価 ○:状態良好、 △:状態がやや悪い、 ×:状態が悪く、浮遊・沈殿物が発生、 −:未測定。 3.乳化分散液の平均粒径の測定 乳化分散液の平均粒径の測定には、サブミクロン粒子分
析装置(COULTER N4SD)を用いた。 4.1 耐酸・耐熱試験 クエン酸にてpHを3以下に調整した精製水にセラミド
分散液を1%添加し、常温での外観状態を目視により評
価し、セラミド分散液の耐酸性を確認した。さらに、こ
の酸性条件での耐熱性を確認するため、この分散液含有
酸性水溶液を湯煎にかけ液温が85℃に達温した時点よ
り30分間加熱処理を行った。これらの分散液含有酸性
水溶液を室温にて放冷した後、外観状態を目視により評
価し、セラミド分散液の耐酸・耐熱性を確認した。 評価 ○:状態良好、 △:状態がやや悪い、 ×:状態が悪く、浮遊・沈殿物が発生、 −:未測定。 4.2 耐酸保存安定性試験前記の耐酸・耐熱試験を行
った試験溶液の40℃静置保存試験を実施し、30 日静置保存後の外観状態を目視により評価した。 評価 ○:状態良好、 △:状態がやや悪い、 ×:状態が悪く、浮遊・沈殿物が発生、 −:未測定。 5.1 耐塩・耐熱試験同様に、食塩を3%含有する精
製水にセラミド分散液を1%添加し、常温での外観状態
を目視により評価し、セラミド分散液の耐塩性を確認し
た。さらに、この高塩濃度条件での耐熱性を確認するた
め、この分散液含有食塩水を湯煎にかけ、液温が85℃
に達温した時点より30分間加熱処理を行った。これら
の分散液含有食塩水の外観状態を目視により評価し、セ
ラミド分散液の耐塩・耐熱性を確認した。 評価 ○:状態良好、 △:状態がやや悪い、 ×:状態が悪く、浮遊・沈殿物が発生、 −:未測定。 5.2 耐塩保存安定性試験 前記の耐塩・耐熱試験を行った試験溶液の40℃静置保
存試験を実施し、30日静置保存後の外観状態を目視に
より評価した。 評価 ○:状態良好、 △:状態がやや悪い、 ×:状態が悪く、浮遊・沈殿物が発生、 −:未測定。
EXAMPLES Next, the present invention will be described in more detail based on examples. The test methods and evaluation methods used are shown below. 1. Storage stability test Using the ceramide dispersions obtained in Examples and Comparative Examples as a sample, put in a 100 mL sample bottle, immediately after preparation, and 4
The appearance state after 30-day static storage at 0 ° C. was visually evaluated. Evaluation ◯: Good condition, Δ: Slightly bad condition, X: Bad condition, floating / precipitates were generated, −: Not measured. 2. Heat resistance test 1% of a ceramide dispersion was added to purified water, and the appearance state of an aqueous solution of the ceramide dispersion at room temperature was visually evaluated. Further, in order to confirm the heat resistance of this aqueous solution, this aqueous solution was placed in a hot water bath and heat-treated for 30 minutes from the time when the liquid temperature reached 85 ° C. After cooling these aqueous solutions at room temperature, the appearance state was visually evaluated to confirm the heat resistance of the aqueous solution of the ceramide dispersion. Evaluation ◯: Good condition, Δ: Slightly bad condition, X: Bad condition, floating / precipitates were generated, −: Not measured. 3. Measurement of Average Particle Size of Emulsified Dispersion A submicron particle analyzer (COULTER N4SD) was used to measure the average particle size of the emulsified dispersion. 4.1 Acid resistance / heat resistance test 1% of a ceramide dispersion was added to purified water whose pH was adjusted to 3 or less with citric acid, and the appearance state at room temperature was visually evaluated to confirm the acid resistance of the ceramide dispersion. . Further, in order to confirm the heat resistance under this acidic condition, this dispersion-containing acidic aqueous solution was placed in a hot water bath and heat-treated for 30 minutes from the time when the liquid temperature reached 85 ° C. After cooling the acidic aqueous solution containing these dispersions at room temperature, the appearance state was visually evaluated to confirm the acid resistance and heat resistance of the ceramide dispersion. Evaluation ◯: Good condition, Δ: Slightly bad condition, X: Bad condition, floating / precipitates were generated, −: Not measured. 4.2 Acid-resistant storage stability test A 40 ° C static storage test of the test solution subjected to the acid resistance / heat resistance test was carried out, and the appearance state after static storage for 30 days was visually evaluated. Evaluation ◯: Good condition, Δ: Slightly bad condition, X: Bad condition, floating / precipitates were generated, −: Not measured. 5.1 Salt Resistance / Heat Resistance Test Similar to the salt resistance / heat resistance test, 1% of the ceramide dispersion was added to purified water containing 3% of salt, and the appearance state at room temperature was visually evaluated to confirm the salt resistance of the ceramide dispersion. Further, in order to confirm the heat resistance under this high salt concentration condition, the salt solution containing this dispersion liquid was put in a hot water bath and the liquid temperature was changed to 85 ° C.
Heat treatment was performed for 30 minutes after reaching the temperature. The appearance state of the saline solution containing these dispersion liquids was visually evaluated to confirm the salt resistance and heat resistance of the ceramide dispersion liquid. Evaluation ◯: Good condition, Δ: Slightly bad condition, X: Bad condition, floating / precipitates were generated, −: Not measured. 5.2 Salt-Resistant Storage Stability Test A 40 ° C. static storage test of the test solution subjected to the salt resistance / heat resistance test was carried out, and the appearance state after static storage for 30 days was visually evaluated. Evaluation ◯: Good condition, Δ: Slightly bad condition, X: Bad condition, floating / precipitates were generated, −: Not measured.

【0022】実施例1 2000mL容ステンレス製ビーカーに、セラミド[商
品名:ニッサンN−セラミド 日本油脂(株)製、セラ
ミド純度4%]100g、食品用アルコール製剤[商品
名:コーヘルシン 三菱化学フーズ(株)製]5g、水
745gの順に入れ、かき混ぜながら80℃に加温し
た。これにさらに、アスコルビン酸50g、モノオレイ
ン酸(C18)デカグリセリン(G10)[商品名:サ
ンソフトQ−17S 太陽化学(株)製]50g、モノ
・ジカプリル酸(C8)ヘキサグリセリン(G6)[商
品名:サンソフトQ−81F 太陽化学(株)製]50
gを添加して、完全にセラミドを分散した。次いで高圧
ホモジナイザーにて均質化処理を行い、平均粒径が90
nmのセラミド分散液を得た。(ポリグリセリン脂肪酸
エステルB1/ポリグリセリン脂肪酸エステルB2=1
/1、セラミド/界面活性剤=1/1)
Example 1 In a 2000 mL stainless steel beaker, 100 g of ceramide [trade name: Nissan N-Ceramide Nippon Oil & Fats Co., Ltd., ceramide purity 4%], food alcohol preparation [trade name: KOCHELSIN Mitsubishi Kagaku Foods Co., Ltd. 5) and 745 g of water were added in this order, and the mixture was heated to 80 ° C. with stirring. Furthermore, 50 g of ascorbic acid, monooleic acid (C18) decaglycerin (G10) [trade name: Sunsoft Q-17S Taiyo Kagaku Co., Ltd.] 50 g, mono-dicaprylic acid (C8) hexaglycerin (G6) [ Product name: Sunsoft Q-81F Taiyo Kagaku Co., Ltd.] 50
g was added to completely disperse the ceramide. Then, homogenize with a high pressure homogenizer to obtain an average particle size of 90.
A ceramide dispersion liquid of nm was obtained. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 1
/ 1, ceramide / surfactant = 1/1)

【0023】比較例1 モノオレイン酸デカグリセリン及びモノ・ジカプリル酸
ヘキサグリセリンの合計100gをモノ・ジカプリル酸
ヘキサグリセリン100gとした以外は、実施例1と全
く同じ操作を行い、平均粒径が160nmのセラミド分
散液を得た。(ポリグリセリン脂肪酸エステルB1/ポ
リグリセリン脂肪酸エステルB2=1/0、セラミド/
界面活性剤=1/1)
COMPARATIVE EXAMPLE 1 The procedure of Example 1 was repeated except that the total amount of decaglycerin monooleate and hexaglycerin mono-dicaprylate was 100 g, and the total amount of hexaglycerin mono-dicaprylate was 100 g. A ceramide dispersion was obtained. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 1/0, ceramide /
Surfactant = 1/1)

【0024】比較例2 モノオレイン酸デカグリセリン及びモノ・ジカプリル酸
ヘキサグリセリンの合計100gをモノオレイン酸デカ
グリセリン100gとした以外は、実施例1と全く同じ
操作を行い、平均粒径が170nmのセラミド分散液を
得た。(ポリグリセリン脂肪酸エステルB1/ポリグリ
セリン脂肪酸エステルB2=1/0、セラミド/界面活
性剤=1/1)
Comparative Example 2 Ceramide having an average particle size of 170 nm was carried out in the same manner as in Example 1 except that 100 g of decaglycerin monooleate and hexaglycerin mono-dicaprylate was changed to 100 g. A dispersion was obtained. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 1/0, ceramide / surfactant = 1/1)

【0025】比較例3 モノオレイン酸デカグリセリン及びモノ・ジカプリル酸
ヘキサグリセリンの合計100gをモノミリスチン酸ト
リグリセリン100gとした以外は、実施例1と全く同
じ操作を行い、平均粒径が168nmのセラミド分散液
を得た。(ポリグリセリン脂肪酸エステルB1/ポリグ
リセリン脂肪酸エステルB2=0/1、セラミド/界面
活性剤=1/1)
Comparative Example 3 Ceramide having an average particle size of 168 nm was carried out in the same manner as in Example 1 except that 100 g of decaglycerin monooleate and hexaglycerin mono-dicaprylate were changed to 100 g of triglycerin monomyristate. A dispersion was obtained. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 0/1, ceramide / surfactant = 1/1)

【0026】[0026]

【表1】 [Table 1]

【0027】以上の結果から、比較例1は耐塩・耐熱試
験溶液及び耐酸・耐熱試験溶液の40℃30日間静置保
存における安定性で劣っている、比較例2は耐熱、耐
塩、耐酸性が共に劣っており、セラミド分散液の40℃
30日間静置保存後はセラミドの浮上が観察され、保存
安定性でも劣っている、比較例3は耐塩性が著しく劣っ
ているのに対して、実施例1は耐熱、耐塩、耐酸性が共
に優れ、それぞれの試験溶液の40℃30日間静置保存
後も安定であることがわかる。
From the above results, Comparative Example 1 is inferior in the stability of the salt / heat resistance test solution and the acid / heat resistance test solution in storage at 40 ° C. for 30 days, and Comparative Example 2 is inferior in heat resistance, salt resistance and acid resistance. Both are inferior, 40 ° C of ceramide dispersion
Floating of ceramide was observed after storage for 30 days, and storage stability was also inferior. Comparative Example 3 had markedly poor salt resistance, whereas Example 1 had both heat resistance, salt resistance and acid resistance. It can be seen that each of the test solutions is excellent and stable even after being stored at 40 ° C. for 30 days.

【0028】実施例2 2000mL容ステンレス製ビーカーに、セラミド10
0g、無水エタノール5g、水245gの順に入れ、か
き混ぜながら70℃に加温した。これにさらに、L−ア
スコルビン酸ナトリウム30g、モノオレイン酸(C1
8)デカグリセリン(G10)[商品名:ポエムJ−0
381 理研ビタミン(株)製]70g、モノカプリル
酸(8)デカグリセリン(G10)[商品名:SYグリス
ターMCA−750 阪本薬品工業(株)製]30g、
還元水あめ[商品名:エスイー58 日研化学(株)
製]520gを添加して完全に分散した。次いで高圧ホ
モジナイザーにて均質化処理を行い、平均粒径が75n
mのセラミド分散液を得た。(ポリグリセリン脂肪酸エ
ステルB1/ポリグリセリン脂肪酸エステルB2=3/
7、セラミド/界面活性剤=1/1)
Example 2 Ceramide 10 was added to a 2000 mL stainless beaker.
0 g, absolute ethanol 5 g, and water 245 g were added in that order, and the mixture was heated to 70 ° C. with stirring. Furthermore, 30 g of sodium L-ascorbate and monooleic acid (C1
8) Decaglycerin (G10) [trade name: Poem J-0
381 manufactured by Riken Vitamin Co., Ltd.] 70 g, monocaprylic acid (8) decaglycerin (G10) [trade name: SY Glister MCA-750 manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.] 30 g,
Reduced water candy [Product name: S58 Nikken Chemical Co., Ltd.]
[Production] 520 g was added and completely dispersed. Then, homogenize with a high pressure homogenizer to obtain an average particle size of 75n.
A ceramide dispersion of m was obtained. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 3 /
7, ceramide / surfactant = 1/1)

【0029】比較例4 モノカプリル酸デカグリセリンをモノラウリン酸ヘキサ
グリセリン[商品名:SYグリスターML−500 阪
本薬品工業(株)製]とした以外は、実施例2と全く同
じ操作を行い、平均粒径が180nmのセラミド分散液
を得た。(ポリグリセリン脂肪酸エステルB1/ポリグ
リセリン脂肪酸エステルB2=0/1、セラミド/界面
活性剤=1/1)
Comparative Example 4 Average particle size was the same as in Example 2 except that monocaprylic decaglycerin was changed to hexaglycerin monolaurate [trade name: SY Glister ML-500 manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.]. A ceramide dispersion liquid having a diameter of 180 nm was obtained. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 0/1, ceramide / surfactant = 1/1)

【0030】比較例5 モノカプリル酸デカグリセリンをモノオレイン酸ペンタ
グリセリン[商品名:サンソフトA−171E 太陽化
学(株)製]とした以外は、実施例2と全く同じ操作を
行い、平均粒径が165nmのセラミド分散液を得た。
(ポリグリセリン脂肪酸エステルB1/ポリグリセリン
脂肪酸エステルB2=0/1、セラミド/界面活性剤=
1/1)
Comparative Example 5 Average particle size was the same as in Example 2 except that monocaprylic acid decaglycerin was changed to pentaglycerin monooleate [trade name: Sunsoft A-171E manufactured by Taiyo Kagaku Co., Ltd.]. A ceramide dispersion having a diameter of 165 nm was obtained.
(Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 0/1, ceramide / surfactant =
1/1)

【0031】[0031]

【表2】 [Table 2]

【0032】以上の結果から、比較例4は、耐塩・耐熱
試験、耐酸・耐熱試験における保存安定性が劣ってい
る、比較例5は、耐塩・耐熱性試験における保存安定性
が劣っているのに対して、実施例2は、耐塩・耐熱試験
溶液の40℃30日間静置保存後において、わずかなセ
ラミドの析出が観察されたが、熱、酸に対する安定性は
実施例1と同等であり優れていることがわかる。
From the above results, Comparative Example 4 is inferior in storage stability in salt resistance / heat resistance test and acid resistance / heat resistance test, and Comparative Example 5 is inferior in storage stability in salt resistance / heat resistance test. On the other hand, in Example 2, slight precipitation of ceramide was observed after the salt / heat resistance test solution was stored at 40 ° C. for 30 days, but the stability against heat and acid was the same as in Example 1. It turns out to be excellent.

【0033】実施例3 2000mL容ステンレス製ビーカーに、セラミド20
0g、無水エタノール10g、水350gの順に入れ、
かき混ぜながら70℃に加温した。これにさらに、クエ
ン酸100g、モノオレイン酸ヘキサグリセリン[商品
名:SYグリスターMO500 阪本薬品工業(株)
製]70g、モノカプリル酸デカグリセリン[商品名:
SYグリスターMCA−750 阪本薬品工業(株)
製]30g、グリセリン[商品名:食添用グリセリン
日本油脂(株)製]240gを添加して、完全にセラミ
ドを分散した。次いで高圧ホモジナイザーにて均質化処
理を行い、平均粒径が80nmの均一なセラミド分散液
を得た。(ポリグリセリン脂肪酸エステルB1/ポリグ
リセリン脂肪酸エステルB2=3/7、セラミド/界面
活性剤=2/1)
Example 3 Ceramide 20 was added to a 2000 mL stainless steel beaker.
0g, absolute ethanol 10g, water 350g in this order,
The mixture was heated to 70 ° C with stirring. In addition to this, 100 g of citric acid and hexaglycerin monooleate [trade name: SY Glister MO500 Sakamoto Yakuhin Kogyo Co., Ltd.]
Made] 70 g, monocaprylic acid decaglycerin [Product name:
SY Glister MCA-750 Sakamoto Yakuhin Kogyo Co., Ltd.
Made] 30 g, glycerin [trade name: glycerin for food additives]
240 g of Nippon Oil & Fats Co., Ltd. was added to completely disperse the ceramide. Then, homogenization treatment was performed with a high pressure homogenizer to obtain a uniform ceramide dispersion liquid having an average particle diameter of 80 nm. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 3/7, ceramide / surfactant = 2/1)

【0034】実施例4 実施例3の水350g及びグリセリン240gを水59
0gとした以外は、実施例3と全く同じ操作を行い、平
均粒径が92nmの均一なセラミド分散液を得た。(ポ
リグリセリン脂肪酸エステルB1/ポリグリセリン脂肪
酸エステルB2=3/7、セラミド/界面活性剤=2/
1)
Example 4 350 g of the water of Example 3 and 240 g of glycerin were added to 59 parts of water.
The same operation as in Example 3 was carried out except that the amount was 0 g to obtain a uniform ceramide dispersion liquid having an average particle diameter of 92 nm. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 3/7, ceramide / surfactant = 2 /
1)

【0035】実施例5 実施例3の水及び無水エタノールの合計360gを水3
60gとした以外は、実施例3と全く同じ操作を行い、
平均粒径が85nmのセラミド分散液を得た。(ポリグ
リセリン脂肪酸エステルB1/ポリグリセリン脂肪酸エ
ステルB2=3/7、セラミド/界面活性剤=2/1)
Example 5 A total of 360 g of water and absolute ethanol of Example 3 was added to water 3
Except for 60 g, the same operation as in Example 3 was carried out,
A ceramide dispersion liquid having an average particle diameter of 85 nm was obtained. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 3/7, ceramide / surfactant = 2/1)

【0036】実施例6 実施例3のクエン酸及びグリセリンの合計340gをグ
リセリン340gとした以外は、実施例3と全く同じ操
作を行い、平均粒径が96nmのセラミド分散液を得
た。(ポリグリセリン脂肪酸エステルB1/ポリグリセ
リン脂肪酸エステルB2=3/7、セラミド/界面活性
剤=2/1)
Example 6 The same operation as in Example 3 was carried out except that 340 g of citric acid and glycerin in Example 3 was replaced with 340 g of glycerin, to obtain a ceramide dispersion liquid having an average particle size of 96 nm. (Polyglycerin fatty acid ester B1 / Polyglycerin fatty acid ester B2 = 3/7, ceramide / surfactant = 2/1)

【0037】実施例7 実施例3の水、無水エタノール、クエン酸及びグリセリ
ンの合計700gを水700gとした以外は、実施例3
と全く同じ操作を行い、平均粒径が110nmのセラミ
ド分散液を得た。(ポリグリセリン脂肪酸エステルB1
/ポリグリセリン脂肪酸エステルB2=3/7、セラミ
ド/界面活性剤=2/1)
Example 7 Example 3 was repeated except that the total of 700 g of water, anhydrous ethanol, citric acid and glycerin of Example 3 was changed to 700 g of water.
The same operation as above was performed to obtain a ceramide dispersion liquid having an average particle diameter of 110 nm. (Polyglycerin fatty acid ester B1
/ Polyglycerin fatty acid ester B2 = 3/7, ceramide / surfactant = 2/1)

【0038】[0038]

【表3】 [Table 3]

【0039】以上の結果から、実施例3は、耐塩、耐酸
性が共に優れ、40℃30日間静置保存後も安定であ
り、また、実施例4〜7は、セラミド分散液、耐塩・耐
熱試験溶液、耐酸・耐熱試験溶液の40℃30日間静置
保存において、安定性で若干劣っていたが使用できない
ほどではなかった。
From the above results, Example 3 has both excellent salt resistance and acid resistance, and is stable even after standing at 40 ° C. for 30 days, and Examples 4 to 7 show ceramide dispersion, salt resistance and heat resistance. When the test solution and the acid / heat resistance test solution were allowed to stand at 40 ° C. for 30 days, the stability was slightly inferior, but it was not unusable.

【0040】実施例8 実施例2のセラミド分散液を用いて、第7表の組成で飲
料を調製し、100mL容ビンに充填し密封した。この
飲料を95℃で15分間加熱殺菌し、飲料を調製した。
このようにして得られた飲料を40℃の恒温槽に30日
間静置保存した後、分散安定性を評価したところ、セラ
ミドの析出は全く認められず、分散状態は安定であっ
た。
Example 8 Using the ceramide dispersion of Example 2, a beverage having the composition shown in Table 7 was prepared, filled in a 100 mL bottle and sealed. This beverage was heat-sterilized at 95 ° C. for 15 minutes to prepare a beverage.
The beverage thus obtained was allowed to stand for 30 days in a constant temperature bath at 40 ° C., and the dispersion stability was evaluated. As a result, precipitation of ceramide was not observed at all, and the dispersion state was stable.

【0041】比較例6 第7表の配合材料中、実施例2のセラミド分散液を比較
例5のセラミド分散液に代えた以外は実施例5と同様に
して飲料を調製した。このようにして得られた飲料を4
0℃の恒温槽に30日間静置保存した後、分散安定性を
評価したところ、セラミドの析出が認められ、分散状態
は不安定であった。
Comparative Example 6 A beverage was prepared in the same manner as in Example 5 except that the ceramide dispersion liquid of Example 2 was replaced with the ceramide dispersion liquid of Comparative Example 5 in the ingredients shown in Table 7. 4 drinks thus obtained
After storage for 30 days in a constant temperature bath at 0 ° C., the dispersion stability was evaluated. Precipitation of ceramide was observed and the dispersion state was unstable.

【0042】[0042]

【表4】 [Table 4]

【0043】なお、表4中の結果の評価基準は、次のと
おりとした。 評価 ○:安定性良好、 ×:安定性不良。
The evaluation criteria for the results in Table 4 are as follows. Evaluation ◯: Good stability, ×: Poor stability.

【0044】以上の結果から、実際の飲料に配合した本
発明の実施例8は、耐酸性、耐塩性、耐熱性等に優れて
いるのに対して、比較例6が耐酸性、耐塩性、耐熱性等
に劣っていることがわかる。以上の結果から、本発明の
実施例のものが、比較例に比べて、耐酸性、耐塩性、耐
熱性等に優れていることがわかる。
From the above results, Example 8 of the present invention blended in an actual beverage is excellent in acid resistance, salt resistance, heat resistance, etc., while Comparative Example 6 has acid resistance, salt resistance, It can be seen that the heat resistance is inferior. From the above results, it can be seen that the examples of the present invention are more excellent in acid resistance, salt resistance, heat resistance and the like than the comparative examples.

───────────────────────────────────────────────────── フロントページの続き Fターム(参考) 4B018 MD07 ME14 4C083 AC421 AC641 AD111 CC01 DD39 EE01 4H059 BA34 BA83 BA90 BB02 BB03 DA24 EA11    ─────────────────────────────────────────────────── ─── Continued front page    F-term (reference) 4B018 MD07 ME14                 4C083 AC421 AC641 AD111 CC01                       DD39 EE01                 4H059 BA34 BA83 BA90 BB02 BB03                       DA24 EA11

Claims (9)

【特許請求の範囲】[Claims] 【請求項1】セラミド(A)を水系溶媒に分散してなる
分散液であって、炭素数8〜10の脂肪酸とポリグリセ
リンのエステル(B1)と炭素数12〜18の脂肪酸と
ポリグリセリンのエステル(B2)とを組合せ用いるこ
とを特徴とするセラミド分散液。
1. A dispersion obtained by dispersing ceramide (A) in an aqueous solvent, which comprises an ester (B1) of a fatty acid having 8 to 10 carbon atoms and polyglycerin, a fatty acid having 12 to 18 carbon atoms, and polyglycerin. A ceramide dispersion characterized by being used in combination with an ester (B2).
【請求項2】B1;炭素数8〜10の脂肪酸とポリグリ
セリンのエステルが0.1〜20重量%、B2;炭素数
12〜18の脂肪酸とポリグリセリンのエステル、0.
1〜30重量%で、その配合比がB1/B2=1/30
0〜1/0.005である請求項1に記載のセラミド分
散液。
2. B1; 0.1 to 20% by weight of an ester of a fatty acid having 8 to 10 carbon atoms and polyglycerin; B2; an ester of a fatty acid having 12 to 18 carbon atoms and polyglycerin;
1 to 30% by weight, and the compounding ratio is B1 / B2 = 1/30
The ceramide dispersion liquid according to claim 1, which is 0 to 1 / 0.005.
【請求項3】セラミド/界面活性剤(前記のB1+B
2)=1/100〜1/0.004の配合比である請求
項1または請求項2記載のセラミド分散液。
3. A ceramide / surfactant (the above B1 + B
2) The ceramide dispersion liquid according to claim 1 or 2, which has a compounding ratio of 1/100 to 1 / 0.004.
【請求項4】セラミド分散液の平均粒径が150nm以
下の可溶化状態である請求項1または請求項2記載のセ
ラミド分散液。
4. The ceramide dispersion according to claim 1, which is in a solubilized state having an average particle diameter of 150 nm or less.
【請求項5】A;セラミド0.5〜50重量%と、B
1;炭素数8〜10の脂肪酸とポリグリセリンのエステ
ル0.1〜20重量%と、B2;炭素数12〜18の脂
肪酸とポリグリセリンのエステル0.1〜30重量%
と、C;有機酸またはその塩、0〜20重量%と、D;
アルコール、または水の1種または2種以上0.01〜
99.3重量%からなることを特徴とするセラミド分散
液。
5. A; 0.5 to 50% by weight of ceramide, and B
1; 0.1 to 20% by weight of a fatty acid having 8 to 10 carbon atoms and polyglycerin; and B2: 0.1 to 30% by weight of an ester of fatty acid having 12 to 18 carbon atoms and polyglycerin.
And C; organic acid or salt thereof, 0 to 20% by weight, D;
Alcohol or water 1 type or 2 types or more 0.01-
A ceramide dispersion liquid comprising 99.3% by weight.
【請求項6】A;セラミド0.5〜50重量%と、B
1;炭素数8〜10の脂肪酸とポリグリセリンのエステ
ル0.1〜20重量%と、B2;炭素数12〜18の脂
肪酸とポリグリセリンのエステル0.1〜30重量%
と、C;有機酸またはその塩、0〜20重量%と、D;
アルコール、または水の1種または2種以上0.01〜
99.3重量%とを原料として秤取り、均一に混合する
ことを特徴とするセラミド分散液の製造方法。
6. A; 0.5 to 50% by weight of ceramide, and B
1; 0.1 to 20% by weight of a fatty acid having 8 to 10 carbon atoms and polyglycerin; and B2: 0.1 to 30% by weight of an ester of fatty acid having 12 to 18 carbon atoms and polyglycerin.
And C; organic acid or salt thereof, 0 to 20% by weight, D;
Alcohol or water 1 type or 2 types or more 0.01-
A method for producing a ceramide dispersion, which comprises weighing 99.3% by weight as a raw material and uniformly mixing them.
【請求項7】所定量のセラミドとアルコール、水を配合
し、次いでB1の炭素数8〜10の脂肪酸とポリグリセ
リンのエステルと、B2の炭素数12〜18の脂肪酸と
ポリグリセリンのエステルを加えて分散させ、その後均
質化処理をして平均粒子径150nm以下の可溶化状態
とすることを特徴とするセラミド分散液の製造方法。
7. A predetermined amount of ceramide, alcohol, and water are blended, and then an ester of B1 fatty acid having 8 to 10 carbon atoms and polyglycerin and an ester of B2 fatty acid having 12 to 18 carbon atoms and polyglycerin are added. And a homogenizing treatment to obtain a solubilized state having an average particle diameter of 150 nm or less.
【請求項8】請求項1〜6のいずれか1項に記載のセラ
ミド分散液を含んでなることを特徴とする飲食品。
8. A food or drink comprising the ceramide dispersion liquid according to any one of claims 1 to 6.
【請求項9】請求項1〜6のいずれか1項に記載のセラ
ミド分散液を含んでなることを特徴とする化粧料。
9. A cosmetic comprising the ceramide dispersion according to any one of claims 1 to 6.
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