JP2000007558A - Capsule preparation excellent in long-term preservation stability - Google Patents
Capsule preparation excellent in long-term preservation stabilityInfo
- Publication number
- JP2000007558A JP2000007558A JP10169898A JP16989898A JP2000007558A JP 2000007558 A JP2000007558 A JP 2000007558A JP 10169898 A JP10169898 A JP 10169898A JP 16989898 A JP16989898 A JP 16989898A JP 2000007558 A JP2000007558 A JP 2000007558A
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- Prior art keywords
- capsule
- silicone oil
- content
- weight
- vitamin
- Prior art date
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- Medical Preparation Storing Or Oral Administration Devices (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、カプセル皮膜を通
して浸透する界面活性剤やアルカリ、酸等の侵食性物質
から内容物を保護することができるカプセル製剤に関す
るものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a capsule preparation capable of protecting the contents from a corrosive substance such as a surfactant, an alkali or an acid which penetrates through a capsule film.
【０００２】[0002]
【従来の技術】シャンプーやボディシャンプー等の中に
機能性物質、例えば種々のビタミン類等を配合して、シ
ャンプーやボディシャンプーとしての性能以外の機能を
付与して付加価値を上げる検討がなされている。例え
ば、ビタミンＥは過酸化脂質による皮膚の老化を抑制す
る機能を有しているので、皮膚の弾力低下の防止、皮脂
腺作用減退の防止、保水能減少の防止、過剰色素沈着の
防止等の効果が期待できる。2. Description of the Related Art It has been studied to increase the added value by adding a function other than the performance as a shampoo or a body shampoo by adding a functional substance, for example, various vitamins, to a shampoo or a body shampoo. I have. For example, since vitamin E has a function of suppressing skin aging due to lipid peroxide, effects such as prevention of decrease in skin elasticity, prevention of decrease in sebaceous gland action, prevention of decrease in water retention ability, prevention of excessive pigmentation, etc. Can be expected.
【０００３】ところが、ビタミンＥはアルカリに弱く、
すぐに分解する。シャンプーやボディシャンプー等の中
でも洗浄力の高いものはpＨが８以上と高くアルカリ性
であり、ビタミンＥを直接シャンプーやボディシャンプ
ー内に混入することは、分解や変質を起こし好ましくな
い。また、ビタミンＥ等の機能性物質を直接配合した場
合は、それらの物質が希釈された状態で存在し、効能の
発現能力が低下する。機能性物質の濃度を高めること
は、洗浄力の減少を招き、かつコストアップにつなが
る。However, vitamin E is vulnerable to alkali,
Decompose immediately. Among shampoos and body shampoos, those having a high detergency have a high pH of 8 or more and are alkaline, and mixing vitamin E directly into a shampoo or a body shampoo is not preferable because it causes decomposition and deterioration. Further, when a functional substance such as vitamin E is directly blended, the substance exists in a diluted state, and the ability to express the effect is reduced. Increasing the concentration of the functional substance leads to a decrease in detergency and an increase in cost.
【０００４】これらの問題を解決するために、直径0.3
〜８mm程度の寒天皮膜のカプセル内に機能性物質を封入
し、このカプセルをシャンプーやボディシャンプー内に
配合することが提案されている。カプセル皮膜により、
シャンプー基剤から機能性物質が隔離されている上に、
皮膚表面でカプセルが割れて高い濃度で皮膚に接触する
ことから、非常に有効である。In order to solve these problems, a diameter of 0.3 mm is required.
It has been proposed to encapsulate a functional substance in an agar film capsule of about 〜8 mm and blend this capsule in a shampoo or body shampoo. Capsule coating
While the functional substance is isolated from the shampoo base,
It is very effective because the capsules crack on the skin surface and come into contact with the skin at a high concentration.
【０００５】しかしながら、ビタミンＥを内容物とする
カプセルの場合、シャンプー基剤である界面活性剤やそ
の他のアルカリ成分が、カプセル皮膜を浸透してカプセ
ル内容物と接触し、徐々に分解や変質が進行する。However, in the case of a capsule containing vitamin E as a content, a surfactant or other alkali component as a shampoo base penetrates the capsule film and comes into contact with the contents of the capsule, and gradually decomposes or deteriorates. proceed.
【０００６】[0006]
【発明が解決しようとする課題】カプセル皮膜を取り巻
く環境が、どのようなものであっても、カプセル内容物
を長期的かつ安定に保護し得るカプセル製剤が求められ
ている。Whatever the environment surrounding the capsule film, there is a need for a capsule formulation that can protect the contents of the capsule for a long time and stably.
【０００７】[0007]
【課題を解決するための手段】本発明者らは上記目的を
達成すべく鋭意研究の結果、カプセル皮膜を通して界面
活性剤や酸またはアルカリが浸透しても、シリコーンオ
イル中に機能性物質を溶解または懸濁させるか、または
シリコーンオイルをカプセル皮膜と内容物との間に保護
層として用いることにより、界面活性剤や酸またはアル
カリから内容物を長期間安定して保護できることを見い
出し、本発明を完成するに至った。Means for Solving the Problems The inventors of the present invention have conducted intensive studies to achieve the above object, and as a result, even if a surfactant, an acid or an alkali penetrates through the capsule film, the functional substance is dissolved in the silicone oil. It has been found that by suspending or using silicone oil as a protective layer between the capsule film and the contents, the contents can be stably protected from surfactants or acids or alkalis for a long period of time. It was completed.
【０００８】即ち、本発明は、機能性物質をシリコーン
オイル中に溶解または懸濁したものを内容物(1)とし、
カプセル皮膜(2)で被覆した長期保存安定性に優れたカ
プセル製剤に関する。That is, the present invention provides a content (1) in which a functional substance is dissolved or suspended in silicone oil,
The present invention relates to a capsule preparation coated with a capsule film (2) and having excellent long-term storage stability.
【０００９】また、本発明は、機能性物質(21)をシリコ
ーンオイル(22)を介してカプセル皮膜(23)で被覆した長
期保存安定性に優れたカプセル製剤に関する。[0009] The present invention also relates to a capsule preparation excellent in long-term storage stability in which a functional substance (21) is coated with a capsule film (23) via a silicone oil (22).
【００１０】更に、本発明は、第１内容物(3)と該第１
内容物を被覆する第１カプセル皮膜(4)から成る第１カ
プセル(7)が、第２内容物(5)と該第２内容物を被覆する
第２カプセル皮膜(6)から成る第２カプセル(8)の第２内
容物(3)中に含まれ、第１内容物(3)が機能性物質であ
り、かつ第２内容物(5)がシリコーンオイルである長期
保存安定性に優れたカプセル製剤に関する。Further, the present invention relates to a first content (3) and the first content (3).
A first capsule (7) comprising a first capsule coating (4) covering the contents is a second capsule comprising a second content (5) and a second capsule coating (6) covering the second contents. It is contained in the second content (3) of (8), the first content (3) is a functional substance, and the second content (5) is silicone oil, and has excellent long-term storage stability. It relates to a capsule formulation.
【００１１】以下、本発明のカプセル製剤を、図１〜図
６を用いて更に詳しく説明する。図１は、本発明の２層
構造のカプセル製剤の模式的な断面図である。図２は、
本発明の３層構造のカプセル製剤の模式的な断面図であ
る。図３は、本発明の４層構造のカプセル製剤の模式的
な断面図である。図４は、本発明の２層構造のカプセル
製剤を製造するのに好適な製造装置のノズル部の１つの
態様の模式的な縦断面図である。図５は、本発明の３層
構造のカプセル製剤を製造するのに好適な製造装置のノ
ズル部の１つの態様の模式的な縦断面図である。図６
は、本発明の４層構造のカプセル製剤を製造するのに好
適な製造装置のノズル部の１つの態様の模式的な縦断面
図である。図１に示すように、２層構造のカプセル製剤
の場合、機能性物質をシリコーンオイル中に溶解または
懸濁した内容物(1)と、該内容物を被覆するカプセル皮
膜(2)から成る。また、図２に示すように、３層構造の
カプセル製剤の場合には、機能性物質(21)と該機能性物
質を被覆するシリコーンオイル(22)の層、および該シリ
コーンオイル層を被覆するカプセル皮膜(23)から成る。
更に、図３に示すように、４層構造のカプセル製剤の場
合には、機能性物質を内容物基剤中に溶解または懸濁し
た第１内容物(3)と該第１内容物を被覆する第１カプセ
ル皮膜(4)とから成る第１カプセル(7)、該第１カプセル
を被覆するシリコーンオイルから成る第２内容物(5)お
よび該第２内容物を被覆する第２カプセル皮膜(6)から
成る。Hereinafter, the capsule preparation of the present invention will be described in more detail with reference to FIGS. FIG. 1 is a schematic sectional view of a two-layered capsule preparation of the present invention. FIG.
FIG. 1 is a schematic cross-sectional view of a capsule preparation having a three-layer structure of the present invention. FIG. 3 is a schematic sectional view of a capsule preparation having a four-layer structure of the present invention. FIG. 4 is a schematic longitudinal sectional view of one embodiment of a nozzle portion of a manufacturing apparatus suitable for manufacturing a capsule preparation having a two-layer structure of the present invention. FIG. 5 is a schematic longitudinal sectional view of one embodiment of a nozzle portion of a production apparatus suitable for producing a capsule preparation having a three-layer structure of the present invention. FIG.
FIG. 1 is a schematic longitudinal sectional view of one embodiment of a nozzle portion of a production apparatus suitable for producing a capsule preparation having a four-layer structure of the present invention. As shown in FIG. 1, in the case of a capsule preparation having a two-layer structure, it comprises a content (1) in which a functional substance is dissolved or suspended in silicone oil, and a capsule film (2) covering the content. Further, as shown in FIG. 2, in the case of a capsule preparation having a three-layer structure, the functional substance (21), a layer of the silicone oil (22) covering the functional substance, and the silicone oil layer are covered. Consists of a capsule shell (23).
Further, as shown in FIG. 3, in the case of a capsule preparation having a four-layer structure, a first content (3) in which a functional substance is dissolved or suspended in a content base and the first content is coated. A first capsule (7) comprising a first capsule coating (4), a second content (5) comprising silicone oil coating the first capsule, and a second capsule coating (5) coating the second content. 6).
【００１２】本発明の２層構造のカプセル製剤は、機能
性物質をシリコーンオイル中に溶解または懸濁した内容
物(1)と、該内容物を被覆するカプセル皮膜(2)から成
る。機能性物質としては、d-α-トコフェロール、d-β-
トコフェロール、d-γ-トコフェロール、d-δ-トコフェ
ロール、d-α-トコトリエノール、d-β-トコトリエノー
ル、d-γ-トコトリエノール、d-δ-トコトリエノール、
酢酸d-α-トコフェロール、dl-α-トコフェロール、酢
酸dl-α-トコフェロール等のビタミンＥ、ビタミンＡ、
ビタミンＢ群（ビタミンＢ1、Ｂ2、Ｂ6、Ｈおよびニコ
チン酸、パントテン酸）、ビタミンＣ、植物抽出エキス
（ヘチマ、カミツレ、アロエ、アズレン、ヒノキチオー
ル、グリチルリチン等）、動物抽出エキス（胎盤抽出液
等）が挙げられる。The two-layer capsule preparation of the present invention comprises a content (1) in which a functional substance is dissolved or suspended in silicone oil, and a capsule film (2) covering the content. Functional substances include d-α-tocopherol, d-β-
Tocopherol, d-γ-tocopherol, d-δ-tocopherol, d-α-tocotrienol, d-β-tocotrienol, d-γ-tocotrienol, d-δ-tocotrienol,
Vitamin E such as d-α-tocopherol acetate, dl-α-tocopherol, dl-α-tocopherol acetate, vitamin A,
Vitamin B group (vitamin B 1 , B 2 , B 6 , H and nicotinic acid, pantothenic acid), vitamin C, plant extract (loofah, chamomile, aloe, azulene, hinokitiol, glycyrrhizin, etc.), animal extract (placental extract) Liquid etc.).
【００１３】本発明の２層構造のカプセル製剤に用いら
れるシリコーンオイルとしては、オクタメチルトリシロ
キサン、デカメチルテトラシロキサン、ポリメチルシロ
キサン、ポリメチルフェニルシロキサンおよびトリメチ
ルシロキシケイ酸を含有したシリコーンオイルもしくは
これらの混合物等が挙げられる。上記シリコーンオイル
の配合量は、内容物100重量部に対して50〜99.5重量
部、好ましくは60〜90重量部である。上記シリコーンオ
イルの配合量が、50重量部より少ないと保存安定性が低
下し、99.5重量部を越えると機能性物質の含有率が低く
なるため好ましくない。The silicone oil used in the capsule preparation having a two-layer structure of the present invention includes silicone oil containing octamethyltrisiloxane, decamethyltetrasiloxane, polymethylsiloxane, polymethylphenylsiloxane and trimethylsiloxysilicic acid, or silicone oil containing these. And the like. The amount of the silicone oil is 50 to 99.5 parts by weight, preferably 60 to 90 parts by weight, based on 100 parts by weight of the content. If the amount of the silicone oil is less than 50 parts by weight, the storage stability decreases, and if it exceeds 99.5 parts by weight, the content of the functional substance becomes low, which is not preferable.
【００１４】本発明の２層構造のカプセル製剤のカプセ
ル皮膜(2)を形成するための基材としては、例えば、ゼ
ラチン、寒天、またはこれらの混合物が挙げられるが、
カプセル皮膜を形成できるものであれば、特にこれらに
限定されない。本発明の２層構造のカプセル製剤のカプ
セル皮膜(2)には、上記カプセル皮膜形成基材の外に、
所望により、水溶性多価アルコール（例えば、ソルビト
−ル、グリセリン、ポリエチレングリコール等）、また
はアルギン酸ナトリウムもしくは低メトキシルペクチ
ン、あるいはアルギン酸ナトリウムの水溶液もしくは低
メトキシルペクチンを２価以上の多価金属塩、特にアル
ギン酸ナトリウムの水溶液の場合は、水溶液カルシウム
塩、例えば塩化カルシウム、リン酸カルシウム等、低メ
トキシルペクチンの場合は、カルシウム、マグネシウム
等の水溶液塩類を適宜使用すればよい。The base material for forming the capsule film (2) of the capsule preparation having a two-layer structure of the present invention includes, for example, gelatin, agar, and a mixture thereof.
The material is not particularly limited as long as it can form a capsule film. The capsule coating (2) of the capsule preparation having a two-layer structure of the present invention, in addition to the capsule coating forming base material,
If desired, a water-soluble polyhydric alcohol (eg, sorbitol, glycerin, polyethylene glycol, etc.), or sodium alginate or low methoxyl pectin, or an aqueous solution of sodium alginate or low methoxyl pectin can be converted into a divalent or higher polyvalent metal salt, particularly In the case of an aqueous solution of sodium alginate, an aqueous solution calcium salt such as calcium chloride and calcium phosphate may be used, and in the case of low methoxyl pectin, an aqueous solution salt of calcium and magnesium may be appropriately used.
【００１５】上記のカプセル皮膜には、更に、防腐剤
（パラオキシ安息香酸メチル、パラオキシ安息香酸ブチ
ル等）、色素（二酸化チタン、βカロチン等）等の添加
剤を含有してもよい。The capsule coating may further contain additives such as preservatives (methyl paraoxybenzoate, butyl paraoxybenzoate, etc.) and pigments (titanium dioxide, β-carotene, etc.).
【００１６】本発明のカプセル製剤の製造方法として
は、(a)カプセル皮膜用シートを作製し、これを用いて
カプセル皮膜を形成し、充填機で内容物を封入する継ぎ
目を有するカプセル製剤の製造方法、(b)特開昭59-1313
55号公報に開示の同芯多重ノズルを用いるシームレスカ
プセル製剤の製造方法等が挙げられるが、後者の方法
(b)が好ましい。The method for producing the capsule preparation of the present invention comprises the steps of (a) producing a sheet for a capsule coating, forming a capsule coating using the sheet, and producing a capsule preparation having a seam for enclosing the contents with a filling machine. Method, (b) JP-A-59-1313
No. 55, a method for producing a seamless capsule formulation using a concentric multiple nozzle disclosed in JP-A-55, and the latter method
(b) is preferred.
【００１７】本発明の２層構造のカプセル製剤の製造方
法としては、図４に示すように、シリコーンオイルに機
能性物質を混合した内容物充填液および、例えば寒天等
をカプセル皮膜基剤とするカプセル皮膜液を予め調製す
る。同芯二重ノズルを用いて、内容物充填液(9’)をＢ
方向から内側ノズル(9)へ、カプセル皮膜液(10’)をＡ
方向から外側ノズル(10)へそれぞれ供給し、各環状孔先
端部から同時に押出し、この２相複合ジェットを冷却液
(15)中へ放出することにより、本発明による２層構造の
カプセル製剤(20)を得る。As shown in FIG. 4, the method for producing a capsule preparation having a two-layered structure according to the present invention uses, as a capsule film base, a content filling liquid in which a functional substance is mixed with silicone oil and, for example, agar. Prepare capsule capsule liquid in advance. Using a concentric double nozzle, fill the contents filling liquid (9 ') into B
Capsule coating liquid (10 ') from the direction to the inner nozzle (9)
From the direction to the outer nozzle (10), and simultaneously extrude from the tip of each annular hole.
By releasing into (15), a capsule preparation (20) having a two-layer structure according to the present invention is obtained.
【００１８】本発明の２層構造のカプセル製剤は、直径
0.3〜８mm、好ましくは２〜３mm、および皮膜率（＝カ
プセル重量に対するカプセル皮膜重量の割合）１〜90
％、好ましくは10〜50％の範囲内でそれぞれ成形するこ
とができる。The two-layer capsule preparation of the present invention has a diameter of
0.3 to 8 mm, preferably 2 to 3 mm, and the coating ratio (= the ratio of the capsule coating weight to the capsule weight) 1 to 90
%, Preferably in the range of 10 to 50%.
【００１９】次に、本発明の３層構造のカプセル製剤
は、機能性物質(21)と該機能性物質を被覆するシリコー
ンオイル(22)の層、および該シリコーンオイル層を被覆
するカプセル皮膜(23)から成る。機能性物質、２層構造
のカプセル製剤に用いられるものと同様である。Next, the capsule preparation having a three-layer structure of the present invention comprises a functional substance (21), a layer of a silicone oil (22) covering the functional substance, and a capsule film (22) covering the silicone oil layer. 23). Functional substances are the same as those used for a two-layer capsule preparation.
【００２０】本発明の３層構造のカプセル製剤に用いら
れるシリコーンオイルは、２層構造のカプセル製剤に用
いられるものと同様であり、機能性物質100重量部に対
して80〜100重量部、好ましくは100重量部である。上記
シリコーンオイルの配合量が、80重量部より少ないと保
存安定性が低下する。The silicone oil used in the three-layer capsule preparation of the present invention is the same as that used in the two-layer capsule preparation, and is preferably 80 to 100 parts by weight, preferably 100 to 100 parts by weight, of the functional substance. Is 100 parts by weight. If the amount of the silicone oil is less than 80 parts by weight, the storage stability will decrease.
【００２１】本発明の３層構造のカプセル製剤のカプセ
ル皮膜は、上記の２層構造のカプセル製剤のカプセル皮
膜と同様の材料から成る。The capsule coating of the three-layer capsule preparation of the present invention is made of the same material as the capsule coating of the two-layer capsule preparation described above.
【００２２】本発明の３層構造のカプセル製剤の製造方
法としては、予め、例えば寒天等をカプセル皮膜基材と
するカプセル皮膜液を調製する。図５に示すように、ノ
ズル部に送給された機能性物質(21)を内ノズル(24)か
ら、シリコーンオイル(22)を中間ノズル(25)の環状孔先
端部から、更にカプセル皮膜液(23’)を外ノズル(26)の
環状孔先端部から同時に押し出し、この３相複合ジェッ
トを冷却液(15)中に放出することにより、本発明による
３層構造のカプセル製剤(30)を得る。In the method for producing a capsule preparation having a three-layer structure of the present invention, a capsule shell liquid using, for example, agar as a capsule shell base material is prepared in advance. As shown in FIG. 5, the functional substance (21) fed to the nozzle portion is supplied from the inner nozzle (24), and the silicone oil (22) is supplied from the tip of the annular hole of the intermediate nozzle (25) to the capsule coating liquid. (23 ′) is simultaneously extruded from the tip of the annular hole of the outer nozzle (26), and this three-phase composite jet is discharged into the cooling liquid (15), whereby the three-layer capsule preparation (30) according to the present invention is obtained. obtain.
【００２３】本発明の３層構造のカプセル製剤は、直径
0.3〜８mm、好ましくは２〜３mm、および皮膜率１〜90
％、好ましくは10〜50％の範囲内でそれぞれ成形するこ
とができる。The three-layer capsule preparation of the present invention has a diameter of
0.3 to 8 mm, preferably 2 to 3 mm, and a coating rate of 1 to 90
%, Preferably in the range of 10 to 50%.
【００２４】尚、本発明の３層構造のカプセル製剤にお
いて、機能性物質(21)がシリコーンオイル(22)と混和性
を有さない物質である場合には、シリコーンオイル(22)
はカプセル製造時には、前述のように機能性物質(21)と
カプセル皮膜(23)の間に介在するが、一旦カプセルがで
きあがった後には必ずしも機能性物質(21)とカプセル皮
膜(23)の間に存在する必要はなく、カプセル皮膜内で分
離した状態で存在してもよい。その場合には、２層構造
のカプセル製剤と同様の構成となる。また、機能性物質
(21)がシリコーンオイル(22)と混和性を有する物質であ
る場合には、両者はカプセル皮膜中で混和し、２層構造
のカプセル製剤と同様の構成となる。In the case of the three-layered capsule preparation of the present invention, when the functional substance (21) is a substance which is not miscible with the silicone oil (22), the silicone oil (22)
During the production of capsules, it is interposed between the functional substance (21) and the capsule coating (23) as described above, but once the capsule is completed, it is not necessarily between the functional substance (21) and the capsule coating (23). Need not be present in the capsule shell, and may be present in the capsule shell in a separated state. In that case, the composition is the same as that of the capsule preparation having a two-layer structure. Also, functional substances
When (21) is a substance that is miscible with the silicone oil (22), they are mixed in the capsule film and have the same structure as a two-layered capsule preparation.
【００２５】更に、本発明の４層構造のカプセル製剤
は、機能性物質を内容物基剤中に溶解または懸濁した第
１内容物(3)と該第１内容物を被覆する第１カプセル皮
膜(4)とから成る第１カプセル(7)、該第１カプセルを被
覆するシリコーンオイルから成る第２内容物(5)および
該第２内容物を被覆する第２カプセル皮膜(6)から成
る。機能性物質は、２層構造のカプセル製剤に用いられ
るものと同様である。Further, the capsule preparation having a four-layer structure of the present invention comprises a first content (3) in which a functional substance is dissolved or suspended in a content base, and a first capsule which covers the first content. A first capsule (7) comprising a coating (4), a second content (5) comprising silicone oil covering the first capsule, and a second capsule coating (6) covering the second content. . The functional substance is the same as that used for a capsule preparation having a two-layer structure.
【００２６】本発明の４層構造のカプセル製剤に用いら
れる内容物基剤としては、それらに限定されるものでは
ないが、食用植物油、例えばヤシ油、ヒマワリ油、ベニ
バナ油、ゴマ油、ナタネ油、グレープ種子油、またはそ
れらの混合物等が挙げられる。上記内容物基剤の配合量
は、第１内容物100重量部に対して、1〜100重量部、好
ましくは30〜80重量部である。Examples of the content base used in the four-layered capsule preparation of the present invention include, but are not limited to, edible vegetable oils such as coconut oil, sunflower oil, safflower oil, sesame oil, rapeseed oil, Grape seed oil or mixtures thereof. The content of the content base is 1 to 100 parts by weight, preferably 30 to 80 parts by weight, based on 100 parts by weight of the first content.
【００２７】本発明の４層構造のカプセル製剤の第２内
容物(5)として用いられるシリコーンオイルは、２層構
造のカプセル製剤に用いられるものと同様であり、第１
内容物100重量部に対して80〜100重量部、好ましくは10
0重量部である。上記シリコーンオイルの配合量が、80
重量部より少ないと保存安定性が低下する。The silicone oil used as the second content (5) of the capsule preparation having a four-layer structure of the present invention is the same as that used for the capsule preparation having a two-layer structure.
80 to 100 parts by weight, preferably 10 to 100 parts by weight of the contents
0 parts by weight. If the blending amount of the above silicone oil is 80
If the amount is less than parts by weight, the storage stability will decrease.
【００２８】本発明の４層構造のカプセル製剤の第１カ
プセル皮膜(4)および第２カプセル皮膜(6)は、上記の２
層構造のカプセル製剤のカプセル皮膜と同様の材料から
成る。The first capsule coating (4) and the second capsule coating (6) of the capsule preparation having a four-layer structure of the present invention are formed by the above-mentioned two capsule coatings.
It is made of the same material as the capsule coating of the layered capsule preparation.
【００２９】本発明の４層構造のカプセル製剤の製造方
法としては、予め、機能性物質を内容物基剤中に混合し
た内容物充填液、例えば寒天等をカプセル皮膜基材とす
る第１カプセル皮膜液および第２カプセル皮膜液を調製
する。第２内容物液はシリコーンオイルである。図４に
示すように、内容物充填液(11’)をＣ方向から第１ノズ
ル(11)へ供給し、第１カプセル皮膜液(12’)をＤ方向か
ら第２ノズル(12)へ供給し、第２内容物液(13’)をＡ方
向から第３ノズル(13)へ、更にカプセル皮膜液(14’)を
Ｂ方向から最も外側の第４ノズル(14)へそれぞれ供給し
て、各環状孔先端部から同時に押し出し、この４相複合
ジェットを冷却液(15)中に放出することにより、本発明
による４層構造のカプセル製剤(30)を得る。The method for producing a capsule preparation having a four-layer structure according to the present invention includes a method in which a content-filling liquid in which a functional substance is previously mixed into a content base, for example, agar or the like is used as a first capsule base material. A coating liquid and a second capsule coating liquid are prepared. The second content liquid is a silicone oil. As shown in FIG. 4, the content filling liquid (11 ') is supplied from the direction C to the first nozzle (11), and the first capsule coating liquid (12') is supplied from the direction D to the second nozzle (12). Then, the second content liquid (13 ') is supplied from the direction A to the third nozzle (13), and the capsule coating liquid (14') is further supplied from the direction B to the outermost fourth nozzle (14). The four-phase composite jet is simultaneously extruded from the tip of each annular hole, and the four-phase composite jet is discharged into the cooling liquid (15) to obtain a capsule preparation (30) having a four-layer structure according to the present invention.
【００３０】本発明の４層構造のカプセル製剤におい
て、第１カプセル(7)は直径0.3〜７mm、好ましくは１〜
３mm、および皮膜率１〜90％、好ましくは10〜50％の範
囲内に、また、第２カプセル(8)は、直径0.5〜８mm、好
ましくは２〜５mm、および皮膜率１〜70％、好ましくは
10〜50の範囲内でそれぞれ成形することができる。In the capsule preparation having a four-layer structure of the present invention, the first capsule (7) has a diameter of 0.3 to 7 mm, preferably 1 to 7 mm.
The second capsule (8) has a diameter of 0.5 to 8 mm, preferably 2 to 5 mm, and a coating ratio of 1 to 70%, and a coating ratio of 1 to 90%, preferably 10 to 50%. Preferably
Each can be molded in the range of 10 to 50.
【００３１】上記の２層、３層および４層構造のカプセ
ル製剤の製造方法において、充填物は共に液状であるた
め、振動手段を用いて複合ジェット流に適度な振動を与
えることによってジェット流の切れを良くしてカプセル
化を容易にし、それによって粒径を均一にすることもで
きる。In the above two-layer, three-layer and four-layer capsule manufacturing method, since the filler is liquid, both of the jets are formed by applying appropriate vibration to the composite jet using a vibrating means. It can also cut well to facilitate encapsulation and thereby make the particle size uniform.
【００３２】本発明において、最終カプセル製品は、上
記製造方法によって成形されたカプセルを乾燥処理した
状態であることがより好ましい。In the present invention, the final capsule product is more preferably in a state where the capsule formed by the above-mentioned production method is subjected to a drying treatment.
【００３３】本発明のカプセル製剤は、２層、３層、４
層構造に限定されず、５層以上の構造を有してもよく、
その場合には内容物の最外層または該最外層とカプセル
皮膜との間の少なくとも１つの層にシリコーンオイルを
含有すればよい。The capsule preparation of the present invention comprises two layers, three layers,
It is not limited to a layer structure, and may have a structure of five or more layers,
In that case, the outermost layer of the content or at least one layer between the outermost layer and the capsule coating may contain silicone oil.
【００３４】[0034]
【実施例】本発明を以下の実施例により更に詳細に説明
する。但し、本発明はこれらの実施例に限定されるもの
ではない。The present invention will be described in more detail with reference to the following examples. However, the present invention is not limited to these examples.
【００３５】（実施例１）シリコーンオイルにビタミン
Ｅを混合して内容物を調製し、寒天を皮膜基材とした皮
膜でこの内容物を包んでシ−ムレスカプセルを製造し
た。まず、シリコーンオイル（ポリメチルフェニルシロ
キサン：信越シリコーン(株)製の商品名ＫＦ56）82重量
部にビタミンＥ（酢酸dl-α-トコフェロ−ル）18重量部
を混合することで100重量部とした内容物充填液を調製
した。次いで、内容物100重量部に対して、寒天1.5重量
部、グリセリン38.5重量部、精製水60重量部を均一混合
して加熱溶解することにより皮膜液を調製した。上記２
種類の調製液を同芯二重ノズルを用いて内側ノズルから
内容物充填液、外側ノズルからは皮膜液の順に２層ジェ
ットとし、10℃に冷却した植物油（ヤシ油）中に同時に
射出することにより粒径２mmを有する２層構造のシ−ム
レスカプセルを得た。得られたシ−ムレスカプセルを未
乾燥状態でpＨ10の既存の液体洗浄剤に分散浸漬してガ
ラス瓶に密栓し、50℃で４週間放置し、カプセルの内容
物の機能性物質であるビタミンＥの初期重量を100重量
％とした残存重量％により、保存安定性を評価した。そ
の結果を表１に示す。Example 1 A content was prepared by mixing vitamin E with silicone oil, and the content was wrapped with a film using agar as a film base material to produce a seamless capsule. First, vitamin E (dl-α-tocopherol acetate) (18 parts by weight) was mixed with 82 parts by weight of silicone oil (polymethylphenylsiloxane: trade name KF56 manufactured by Shin-Etsu Silicone Co., Ltd.) to make 100 parts by weight. A contents filling liquid was prepared. Next, 1.5 parts by weight of agar, 38.5 parts by weight of glycerin, and 60 parts by weight of purified water were uniformly mixed with 100 parts by weight of the contents and dissolved by heating to prepare a coating solution. 2 above
Using a concentric double nozzle, use a concentric double nozzle to form a two-layer jet in the order of the filling liquid from the inner nozzle and the coating liquid from the outer nozzle, and simultaneously inject it into vegetable oil (coconut oil) cooled to 10 ° C. As a result, a two-layer seamless capsule having a particle size of 2 mm was obtained. The obtained seamless capsules were dispersed and immersed in an undried state in an existing liquid detergent having a pH of 10 and sealed in a glass bottle, and allowed to stand at 50 ° C. for 4 weeks. The contents of the capsules contained vitamin E as a functional substance. The storage stability was evaluated based on the residual weight% with the initial weight being 100% by weight. Table 1 shows the results.
【００３６】（比較例１）シリコーンオイルにかえてＭ
ＣＴ（中鎖脂肪酸トリグリセライド）を用いた以外は実
施例１と同様にして、シ−ムレスカプセルを製造した。
得られたシ−ムレスカプセルを実施例１と同様にして保
存安定性について評価した。その結果を表１に示す。(Comparative Example 1) M instead of silicone oil
A seamless capsule was produced in the same manner as in Example 1 except that CT (medium chain fatty acid triglyceride) was used.
The obtained seamless capsules were evaluated for storage stability in the same manner as in Example 1. Table 1 shows the results.
【００３７】（比較例２）皮膜液を、内容物100重量部
に対して寒天1.5重量部、精製水98.5重量部を均一混合
し、加熱溶解して調製すること以外は比較例１と同様に
してシ−ムレスカプセルを製造した。得られたシ−ムレ
スカプセルを実施例１と同様にして保存安定性について
評価した。その結果を表１に示す。(Comparative Example 2) A coating solution was prepared in the same manner as in Comparative Example 1 except that 1.5 parts by weight of agar and 98.5 parts by weight of purified water were uniformly mixed with 100 parts by weight of the content, and then heated and dissolved. To produce a seamless capsule. The obtained seamless capsules were evaluated for storage stability in the same manner as in Example 1. Table 1 shows the results.
【００３８】（実施例２）ＭＣＴ（中鎖脂肪酸トリグリ
セライド）にビタミンＥを混合して内容物充填液を調製
し、寒天を基材とした第１カプセル皮膜でこの内容物充
填液を包含する。これをシリコーンオイルを第２内容物
として被覆し、更に寒天を基材としたカプセル皮膜で包
み込んで４層構造のシ−ムレスカプセルを製造した。ま
ず、ＭＣＴ82重量部にビタミンＥ（酢酸dl-α-トコフェ
ロ−ル）18重量部を混合し100重量部とした内容物充填
液（Ｉ液）を調製した。次に、内容物100重量部に対し
て、寒天1.5重量部、グリセリン38.5重量部、精製水60
重量部を均一混合して加熱溶解することにより第１カプ
セル皮膜液（II液）とカプセル皮膜液（IV液）を調製し
た。更に、内容物100重量部に対して、シリコーンオイ
ル（メチルポリシロキサン：東芝シリコーン(株)製の商
品名ＴＳＦ４５）100重量部を第２内容物液（III液）と
した。上記４種類の調製液を同芯四重ノズルを用いて第
１ノズルからＩ液、II液、III液、IV液の順に４層ジェ
ットとし、10℃に冷却した植物油（ヤシ油）中に同時に
射出することにより、粒径３mmの４層構造のシ−ムレス
カプセルを得た。Example 2 A content filling solution is prepared by mixing vitamin E with MCT (medium chain fatty acid triglyceride), and the content filling solution is included in a first capsule film based on agar. This was coated with silicone oil as the second content, and further wrapped with a capsule film based on agar to produce a four-layered seamless capsule. First, 18 parts by weight of vitamin E (dl-α-tocopherol acetate) was mixed with 82 parts by weight of MCT to prepare a content-filling liquid (solution I) having a weight of 100 parts by weight. Next, 1.5 parts by weight of agar, 38.5 parts by weight of glycerin, and 60 parts of purified water with respect to 100 parts by weight of the contents.
The first capsule coating liquid (II liquid) and the capsule coating liquid (IV liquid) were prepared by uniformly mixing and heating and dissolving parts by weight. Further, 100 parts by weight of silicone oil (methyl polysiloxane: trade name TSF45 manufactured by Toshiba Silicone Co., Ltd.) was used as 100% by weight of the second content liquid (liquid III). Using a concentric quadruple nozzle, the above four types of preparation liquids were jetted from the first nozzle in the order of liquid I, liquid II, liquid III and liquid IV into a four-layer jet, and simultaneously poured into vegetable oil (coconut oil) cooled to 10 ° C. By injection, a seamless capsule having a particle size of 3 mm and a four-layer structure was obtained.
【００３９】製造方法について、図４に基づいて更に詳
しく示す。図４に示すように、Ｉ液(11’)をＣ方向から
第１ノズル(11)へ供給し、II液(12’)をＤ方向から第２
ノズル(12)へ供給し、III液(13’)をＡ方向から第３ノ
ズル(13)へ、更にIV液(14’)をＢ方向から最も外側の第
４ノズル(14)へそれぞれ供給して、各環状孔先端部から
同時に冷却オイル(15)中に射出し、本発明による４層構
造のカプセル製剤(30)を得た。得られたカプセルを実施
例１と同様にして保存安定性について評価した。その結
果を表１に示す。The manufacturing method will be described in more detail with reference to FIG. As shown in FIG. 4, the liquid I (11 ') is supplied to the first nozzle (11) from the direction C, and the liquid II (12') is supplied to the second nozzle from the direction D.
The liquid III (13 ') is supplied from the direction A to the third nozzle (13), and the liquid IV (14') is supplied from the direction B to the outermost fourth nozzle (14). Then, injection was simultaneously made into the cooling oil (15) from the tip of each annular hole to obtain a four-layered capsule preparation (30) according to the present invention. The obtained capsules were evaluated for storage stability in the same manner as in Example 1. Table 1 shows the results.
【００４０】[0040]
【表１】 サンプルＮo． １週間後 ２週間後 ３週間後 ４週間後 実施例１ 97重量％ 94重量％ 90重量％ 84重量％ 実施例２ 100重量％ 99重量％ 97重量％ 95重量％ 比較例１ 84重量％ 65重量％ 49重量％ 22重量％ 比較例２ 18重量％ 3重量％ 0重量％ 0重量％ [Table 1] Sample No. After 1 week After 2 weeks After 3 weeks After 4 weeks Example 1 97% by weight 94% by weight 90% by weight 84% by weight Example 2 100% by weight 99% by weight 97% by weight 95% by weight Comparative example 1 84% by weight 65% by weight % 49% by weight 22% by weight Comparative Example 2 18% by weight 3% by weight 0% by weight 0% by weight
【００４１】表１の結果から明らかなように、実施例１
および２の本発明のカプセル製剤は、シリコーンオイル
を含有しない比較例１および比較例２のカプセルに比較
して、非常に保存安定性に優れる。また、実施例の中で
も、シリコーンオイル中に内容物の機能性物質を溶解ま
たは懸濁させた実施例１のカプセル製剤より、シリコー
ンオイルをカプセル皮膜と内容物との間に保護層として
用いる実施例２のカプセル製剤は更に保存安定性に優れ
る。As is clear from the results in Table 1, Example 1
The capsule preparations of the present invention of Nos. 2 and 2 have extremely excellent storage stability as compared with the capsules of Comparative Examples 1 and 2 containing no silicone oil. Further, among the examples, the examples in which the silicone oil is used as a protective layer between the capsule film and the contents from the capsule preparation of Example 1 in which the functional substance of the contents is dissolved or suspended in the silicone oil. The capsule preparation of No. 2 is further excellent in storage stability.
【００４２】比較例１は、シリコーンオイルを含有せず
ＭＣＴ（中鎖脂肪酸トリグリセライド）を用いているた
め、保存安定性が悪い。比較例２は、シリコーンオイル
を含有せずＭＣＴ（中鎖脂肪酸トリグリセライド）を用
い、更にカプセル被膜にグリセリンを含有しないため、
保存安定性が非常に悪い。In Comparative Example 1, storage stability was poor because MCT (medium chain fatty acid triglyceride) was used without containing silicone oil. Comparative Example 2 used MCT (medium chain fatty acid triglyceride) without containing silicone oil, and further did not contain glycerin in the capsule coating.
Very poor storage stability.
【００４３】[0043]
【発明の効果】本発明によれば、内容物の侵食による分
解変質を防止して、長期間保存安定性に優れたカプセル
製剤を提供することができる。According to the present invention, it is possible to provide a capsule preparation excellent in storage stability for a long period of time by preventing degradation of the contents due to erosion of the contents.
【図１】 本発明のカプセル製剤（２層構造）の模式的
な断面図である。FIG. 1 is a schematic sectional view of a capsule preparation (two-layer structure) of the present invention.
【図２】 本発明のカプセル製剤（３層構造）の模式的
な断面図である。FIG. 2 is a schematic sectional view of a capsule preparation (three-layer structure) of the present invention.
【図３】 本発明のカプセル製剤（４層構造）の模式的
な断面図である。FIG. 3 is a schematic sectional view of a capsule preparation (four-layer structure) of the present invention.
【図４】 本発明のカプセル製剤（２層構造）の製造装
置のノズル部の１つの態様を示す模式的縦断面図を示
す。FIG. 4 is a schematic longitudinal sectional view showing one embodiment of a nozzle portion of the apparatus for producing a capsule preparation (two-layer structure) of the present invention.
【図５】 本発明のカプセル製剤の製造装置（３層構
造）のノズル部の１つの態様を示す模式的縦断面図を示
す。FIG. 5 is a schematic longitudinal sectional view showing one embodiment of a nozzle portion of the capsule preparation manufacturing apparatus (three-layer structure) of the present invention.
【図６】 本発明のカプセル製剤の製造装置（４層構
造）のノズル部の１つの態様を示す模式的縦断面図を示
す。FIG. 6 is a schematic longitudinal sectional view showing one embodiment of a nozzle portion of the capsule preparation manufacturing apparatus (four-layer structure) of the present invention.
【符号の説明】 １ … 内容物 ２、23 … カプセル皮膜 ３ … 第１内容物 ４ … 第１カプセル皮膜 ５ … 第２内容物 ６ … 第２カプセル皮膜 ７ … 第１カプセル ８ … 第２カプセル ９ … 内側ノズル 10 … 外側ノズル 11 … 第１ノズル 12 … 第２ノズル 13 … 第３ノズル 14 … 第４ノズル ９’、11’ … 内容物充填液 10’ … カプセル皮膜液 12’ … 第１カプセル皮膜液 13’ … 第２内容物液 14’ … 第２カプセル皮膜液 15 … 冷却液 20 … カプセル製剤（２層構造） 30 … カプセル製剤（３層構造） 40 … カプセル製剤（４層構造） 21 … 機能性物質 22 … シリコーンオイル 24 … 内ノズル 25 … 中間ノズル 26 … 外ノズル[Description of Signs] 1 ... contents 2, 23 ... capsule film 3 ... first contents 4 ... 1st capsule film 5 ... 2nd contents 6 ... 2nd capsule film 7 ... 1st capsule 8 ... 2nd capsule 9 ... Inner nozzle 10 ... Outer nozzle 11 ... First nozzle 12 ... Second nozzle 13 ... Third nozzle 14 ... Fourth nozzle 9 ', 11' ... Contents filling liquid 10 '... Capsule coating liquid 12' ... First capsule coating Liquid 13 '... second contents liquid 14' ... second capsule coating liquid 15 ... cooling liquid 20 ... capsule preparation (two-layer structure) 30 ... capsule preparation (three-layer structure) 40 ... capsule preparation (four-layer structure) 21 ... Functional substance 22… Silicone oil 24… Inner nozzle 25… Intermediate nozzle 26… Outer nozzle
───────────────────────────────────────────────────── フロントページの続き (72)発明者 波多野 由美 大阪府大阪市中央区玉造１丁目１番30号 森下仁丹株式会社内 (72)発明者 西川 昌志 大阪府大阪市中央区玉造１丁目１番30号 森下仁丹株式会社内 Ｆターム(参考） 4C076 AA55 AA56 AA57 AA58 AA60 BB31 CC18 CC22 CC23 CC24 CC50 DD38 DD38H EE27E EE30H EE42H FF63 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Yumi Hatano 1-1-30 Tamazuki, Chuo-ku, Osaka-shi, Osaka Inside Morishita Jintan Co., Ltd. No. 30 Morishita Jintan Co., Ltd. F-term (reference) 4C076 AA55 AA56 AA57 AA58 AA60 BB31 CC18 CC22 CC23 CC24 CC50 DD38 DD38H EE27E EE30H EE42H FF63
Claims (6)
または懸濁したものを内容物(1)とし、カプセル皮膜(2)
で被覆した長期保存安定性に優れたカプセル製剤。What is claimed is: 1. A material obtained by dissolving or suspending a functional substance in silicone oil as a content (1), and a capsule coating (2).
Capsule formulation with excellent long-term storage stability coated with.
トリシロキサン、デカメチルテトラシロキサン、ポリメ
チルシロキサン、ポリメチルフェニルシロキサンおよび
トリメチルシロキシケイ酸を含有したシリコーンオイル
もしくはこれらの混合物である請求項１記載のカプセル
製剤。2. The capsule according to claim 1, wherein the silicone oil is a silicone oil containing octamethyltrisiloxane, decamethyltetrasiloxane, polymethylsiloxane, polymethylphenylsiloxane and trimethylsiloxysilicic acid, or a mixture thereof. Formulation.
を介してカプセル皮膜(23)で被覆した長期保存安定性に
優れたカプセル製剤。3. The functional substance (21) is replaced with a silicone oil (22).
A capsule preparation excellent in long-term storage stability coated with a capsule film (23) through the capsule.
トリシロキサン、デカメチルテトラシロキサン、ポリメ
チルシロキサン、ポリメチルフェニルシロキサンおよび
トリメチルシロキシケイ酸を含有したシリコーンオイル
もしくはこれらの混合物である請求項３記載のカプセル
製剤。4. The capsule according to claim 3, wherein the silicone oil is a silicone oil containing octamethyltrisiloxane, decamethyltetrasiloxane, polymethylsiloxane, polymethylphenylsiloxane and trimethylsiloxysilicic acid, or a mixture thereof. Formulation.
る第１カプセル皮膜(4)から成る第１カプセル(7)が、第
２内容物(5)と該第２内容物を被覆する第２カプセル皮
膜(6)から成る第２カプセル(8)の第２内容物(5)中に含
まれ、第１内容物(3)が機能性物質であり、かつ第２内
容物(5)がシリコーンオイルである長期保存安定性に優
れたカプセル製剤。5. A first capsule (7) comprising a first content (3) and a first capsule coating (4) covering the first content is provided with a second content (5) and the second content. Contained in the second content (5) of a second capsule (8) comprising a second capsule coating (6) covering the object, wherein the first content (3) is a functional substance, and A capsule preparation having excellent long-term storage stability, wherein the product (5) is a silicone oil.
トリシロキサン、デカメチルテトラシロキサン、ポリメ
チルシロキサン、ポリメチルフェニルシロキサンおよび
トリメチルシロキシケイ酸を含有したシリコーンオイル
もしくはこれらの混合物である請求項５記載のカプセル
製剤。6. The capsule according to claim 5, wherein said silicone oil is a silicone oil containing octamethyltrisiloxane, decamethyltetrasiloxane, polymethylsiloxane, polymethylphenylsiloxane, and trimethylsiloxysilicic acid, or a mixture thereof. Formulation.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16989898A JP4472035B2 (en) | 1998-06-17 | 1998-06-17 | Capsule formulation with excellent long-term storage stability |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16989898A JP4472035B2 (en) | 1998-06-17 | 1998-06-17 | Capsule formulation with excellent long-term storage stability |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000007558A true JP2000007558A (en) | 2000-01-11 |
| JP4472035B2 JP4472035B2 (en) | 2010-06-02 |
Family
ID=15895022
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16989898A Expired - Fee Related JP4472035B2 (en) | 1998-06-17 | 1998-06-17 | Capsule formulation with excellent long-term storage stability |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP4472035B2 (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100432282B1 (en) * | 2000-07-14 | 2004-05-20 | 주식회사 오리온 | Method for microcapsulating α-tocopherol and improving the storage stability thereof |
| KR101457912B1 (en) * | 2012-03-26 | 2014-11-06 | (주)바이오제닉스 | Cosmetic composition having stabilized fat soluble active material and method for fabricating the same |
| CN104905967A (en) * | 2015-05-23 | 2015-09-16 | 浙江益立胶囊股份有限公司 | Production mold for double-layer enteric hollow capsule |
| JP2021527684A (en) * | 2018-06-29 | 2021-10-14 | ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ | Two-phase product |
| US11571375B2 (en) | 2018-06-29 | 2023-02-07 | The Procter & Gamble Company | Dual phase products |
| US11730993B2 (en) | 2019-01-17 | 2023-08-22 | Lg Energy Solution, Ltd. | Extinguishing composition, method for preparing the same, secondary battery and battery pack |
| US11889912B2 (en) | 2018-06-29 | 2024-02-06 | The Procter & Gamble Company | Dual phase products |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100432282B1 (en) * | 2000-07-14 | 2004-05-20 | 주식회사 오리온 | Method for microcapsulating α-tocopherol and improving the storage stability thereof |
| KR101457912B1 (en) * | 2012-03-26 | 2014-11-06 | (주)바이오제닉스 | Cosmetic composition having stabilized fat soluble active material and method for fabricating the same |
| CN104905967A (en) * | 2015-05-23 | 2015-09-16 | 浙江益立胶囊股份有限公司 | Production mold for double-layer enteric hollow capsule |
| JP2021527684A (en) * | 2018-06-29 | 2021-10-14 | ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ | Two-phase product |
| JP7208267B2 (en) | 2018-06-29 | 2023-01-18 | ザ プロクター アンド ギャンブル カンパニー | Two-phase product |
| US11571375B2 (en) | 2018-06-29 | 2023-02-07 | The Procter & Gamble Company | Dual phase products |
| US11583479B2 (en) | 2018-06-29 | 2023-02-21 | The Procter & Gamble Company | Dual phase products |
| US11889912B2 (en) | 2018-06-29 | 2024-02-06 | The Procter & Gamble Company | Dual phase products |
| US11730993B2 (en) | 2019-01-17 | 2023-08-22 | Lg Energy Solution, Ltd. | Extinguishing composition, method for preparing the same, secondary battery and battery pack |
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| Publication number | Publication date |
|---|---|
| JP4472035B2 (en) | 2010-06-02 |
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