JPS62244370A - Oil-in-water type coloring emulsion - Google Patents

Oil-in-water type coloring emulsion

Info

Publication number
JPS62244370A
JPS62244370A JP61086660A JP8666086A JPS62244370A JP S62244370 A JPS62244370 A JP S62244370A JP 61086660 A JP61086660 A JP 61086660A JP 8666086 A JP8666086 A JP 8666086A JP S62244370 A JPS62244370 A JP S62244370A
Authority
JP
Japan
Prior art keywords
oil
water
emulsion
coloring emulsion
coloring
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
JP61086660A
Other languages
Japanese (ja)
Other versions
JPH0697973B2 (en
Inventor
Hiroshi Sekioda
弘 関小田
Kazuyuki Fujii
和之 藤井
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.)
San Ei Kagaku Co Ltd
Sanei Kagaku Kogyo KK
Original Assignee
San Ei Kagaku Co Ltd
Sanei Kagaku Kogyo KK
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by San Ei Kagaku Co Ltd, Sanei Kagaku Kogyo KK filed Critical San Ei Kagaku Co Ltd
Priority to JP61086660A priority Critical patent/JPH0697973B2/en
Publication of JPS62244370A publication Critical patent/JPS62244370A/en
Publication of JPH0697973B2 publication Critical patent/JPH0697973B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42Colour properties
    • A61K2800/43Pigments; Dyes

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dispersion Chemistry (AREA)
  • Dermatology (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Medicinal Preparation (AREA)
  • Cosmetics (AREA)

Abstract

PURPOSE:An essential oil extracted from citrus fruit peels is used as the oil phase and an aqueous solution containing water-soluble and oil-insoluble pigments is used as the aqueous phase to form an oil-in-water type coloring emulsion whereby coloring in its real color becomes stably possible with industrial advantage. CONSTITUTION:An essential oil extracted from citrus fruit peels is used as the oil phase and an aqueous solution containing water-soluble but oil-insoluble pigments is used as the aqueous phase to form an oil-in-water-type coloring emulsion. Water and an emulsifier are added to the coloring emulsion to effect emulsification to give a water-oil-water type coloring emulsion. The above- mentioned water-oil type coloring emulsion is formed by adding the pigment aqueous solution to the essential oil, adding a surface active agent to the mixture and emulsifying the resultant mixture by stirring. At this time, the amount of the essential oil is less than 20wt% based on the objective coloring emulsion. The coloring emulsion is used in food, medicines, cosmetics, etc.

Description

【発明の詳細な説明】 (所属産業の分野) この発明は、着色料液、乳化液に係るものである。[Detailed description of the invention] (Field of industry you belong to) The present invention relates to a colorant liquid and an emulsion.

この発明の目的物は、食品、医薬品、医薬部外品、化粧
品その他のものの着色を目的とするものであり、色素の
所属は、水溶前不溶色素である。
The object of this invention is to color foods, medicines, quasi-drugs, cosmetics, and other things, and the category of pigments is pre-water-insoluble pigments.

(従来技術とその欠点) 水溶前不溶色素は、pHの変化に従ってその本来の色相
が変化するという一般的欠点がある。例えば、アントシ
アン系色素は、食品例えば、カマボコ、飲料その他ある
いは医槃品例えば、錠剤、粉剤等を紅ないし紅葉色に着
色する著名な色素であるが、このものは次のような欠点
をもっている。
(Prior Art and Its Disadvantages) Pre-water-insoluble dyes have a general drawback that their original hue changes as the pH changes. For example, anthocyanic pigments are well-known pigments that color foods, such as fish cakes, drinks, and other products, and medical products, such as tablets, powders, etc., red or autumnal colors, but they have the following drawbacks.

適用可能な食品その他のI)Hについて、酸性度合が大
きい程即ち数字が小さくなるほど紅色をうずくすると同
時に赤色を増す。またアルカリ性側においては、そのp
Hはアルカリ度が大きくなるに従って即ち数字が大きく
なるに従って緑色になシ、更に、中性においては青色を
示す。
Regarding applicable foods and other I)Hs, the higher the acidity, that is, the lower the number, the more the red color tingles and the red color increases. Also, on the alkaline side, its p
As the alkalinity increases, that is, as the number increases, H becomes greener and becomes bluer when it is neutral.

従って、水溶前不溶色素を使用してしかもそのf!3素
本来の色相(中性ないし弱酸性基準)に着色するために
は、その適用の食品その他のもののpHを中性ないし弱
酸性側に所望に調節するかあるいは該色素そのものを田
から絶縁することが必要となる。
Therefore, even if a water-insoluble dye is used, the f! In order to color the color to the original hue of the three elements (neutral or weakly acidic standards), the pH of the food or other item to which it is applied is adjusted to the neutral or weakly acidic side as desired, or the dye itself is insulated from the rice. This is necessary.

前者の要求に応えるためには、食品その他のものの性質
を変えてしまったものについて、その色素を適用しなく
てはならないことが多いから、工業的要求に応えること
が回灯である。従って、工業的要求に応するためには、
後者の方法によらざるを得ないこととなる。この発明は
、後者の分野に属するものである。
In order to meet the former requirement, it is often necessary to apply the dye to food or other materials whose properties have been changed, so turning lamps meet industrial requirements. Therefore, in order to meet industrial requirements,
The latter method will have to be used. This invention belongs to the latter field.

このような要求に応えるものとして多くの試みが知られ
ている。例えば、特開昭60−41453同昭59−6
2840、同昭60−203139その他が知られてい
る。しかしながら、これらの方法によっても工業的に有
利にその色素の本来の色に着色することは困難である。
Many attempts are known to meet such demands. For example, JP-A-60-41453, JP-A-59-6
2840, 1986-203139, and others are known. However, even with these methods, it is difficult to industrially advantageously color the pigment to its original color.

(発明の構成) この発明は、上記のような欠点のないものであって、工
業的に有利Kかつ安定にその色素本来の色に着色するこ
とができるものである。以下に、この発明の詳細な説明
する。
(Structure of the Invention) The present invention is free from the above-mentioned drawbacks and can be industrially advantageous and stably colored to the original color of the dye. The present invention will be explained in detail below.

この発明において採用する色素は、水溶油不溶色素一般
であり、このような色素としては、アントシアン系、カ
ルコン系、フラボン系、アントラキノン糸、その他のも
のがあげられる。また、その色素の起源は、どのような
ものでもよく、天然糸のものであればよい。例えば、ア
ントシアン系色素は、紫トウモロコシ、紮キャベツ、紫
ブドウ果皮、紫シソ、紫タマネギ、べり一果実等から採
取したアントシアン系色素即ち紅紫色(マンセル色票中
7.5 P〜2,5Rであって、その中心がはマ5RP
の色相)の色素その他があげられる。
The pigments employed in this invention are generally water-soluble and oil-insoluble pigments, and examples of such pigments include anthocyanic, chalcone, flavone, anthraquinone threads, and others. Moreover, the origin of the pigment may be of any origin, as long as it is of natural yarn. For example, anthocyanic pigments include anthocyanic pigments collected from purple corn, cabbage, purple grape skin, purple perilla, purple onion, beriichi fruit, etc. Well, the center of that is Hama5RP.
(hue) and other pigments.

この発明の目的収得物は、油(0)を媒体とし、それに
多数の水滴(Mを乳化分散させ、乳化分散した水滴の内
部に水沼油不溶色素を溶解保持させてなる乳化着色料(
W−0型)である。
The objective product of the present invention is an emulsified coloring agent (made by using oil (0) as a medium, emulsifying and dispersing a large number of water droplets (M) therein, and dissolving and retaining a water swamp oil-insoluble coloring matter inside the emulsified and dispersed water droplets.
W-0 type).

目的収得物の製造方法は、次の通シである。The method for producing the desired product is as follows.

採用する油は、特定のものに限定される。詳しくは、脂
肪油であってはならず、柑橘類の果実の皮から抽出した
いわゆる柑橘精油でなければならない。
The oils used are limited to specific ones. Specifically, it must not be a fatty oil, but must be a so-called citrus essential oil extracted from the peel of citrus fruits.

前記の色素水溶液を柑橘精油に添加し、これに界面活性
剤を加え攪拌して乳化系を作る。この精油の使用量は、
収得目的物の約20%(重量以下同じ)以下量でよい。
The above dye aqueous solution is added to citrus essential oil, a surfactant is added thereto, and the mixture is stirred to form an emulsion system. The amount of this essential oil used is
The amount may be about 20% (the same below weight) of the target product to be obtained.

この際、採用する界面活性剤としては、この型の乳化液
の製造に使用される一般の界面活性剤が採用される。こ
のようなものとしては例えば、グリセリン脂肪酸エヌテ
ル、シB糖脂肪酸エステルその他があげられる。その脂
肪酸は、炭素数について、任意のものを採用することが
できるが、多くの場合約18個以下のもの側光ば、ステ
アリン酸、オレイン酸、パルミ’f−ン酸、リシルイン
酸、リノール酸、リシルイン酸その他のものがあげられ
る。そしてその使用量は対油50%以下量でよい。これ
らは、単種であるいは2種以上併せて使用される。攪拌
の態様は、常法に従う。
At this time, the surfactant used is a general surfactant used in the production of this type of emulsion. Examples of such substances include glycerol fatty acid ester, SiB sugar fatty acid ester, and the like. The fatty acid can have any number of carbon atoms, but in most cases it has about 18 or less carbon atoms, such as stearic acid, oleic acid, palmic acid, lysyllic acid, linoleic acid. , lysyllic acid and others. The amount used may be 50% or less of oil. These may be used alone or in combination of two or more. The stirring method follows a conventional method.

このようにして収得したものが、この発明の目的物であ
る。
What was obtained in this way is the object of this invention.

この収得物から水−油一水型乳化着色液を収得すること
ができる。このためには、収得した乳化液を水中に乳化
分散させる。そしてそのためには、さきに収得した水−
油乳化着色液を水に乳化分散させることが必要となる。
A water-oil-one-water emulsion colored liquid can be obtained from this obtained product. For this purpose, the obtained emulsion is emulsified and dispersed in water. And in order to do that, we need the water we acquired earlier.
It is necessary to emulsify and disperse the oil emulsion colored liquid in water.

詳しくは、その乳化着色液と水とからなる混合糸に乳化
剤を添加する。
Specifically, an emulsifier is added to the mixed thread consisting of the emulsified colored liquid and water.

採用することのできる乳化剤としては、特別の限定はな
くこの種の乳化液の製造に当って採用されるものであれ
ばよいが、多くの場合植物性ガム類(例えばアラビアガ
ム、グアーガムその他)、脂肪酸エステル類(例えばシ
ジ糖脂肪酸エヌテル、ポリオキシエチレンソルビタン脂
肪酸エステルその他)、澱粉類(例えば、ワキシーヌタ
ーチ、加工コーンスターチその他)、蛋白質類(例えば
、カゼイン、大豆蛋白質その他)の単種あるいは2柿以
上の併用があげられる。このものの使用量は、水相にた
いして50%以下量でよい。この糸を乳化する。そのた
めには、攪拌、振とうその他任意の方法が採用される。
There are no particular limitations on the emulsifier that can be used as long as it can be used in the production of this type of emulsion, but in most cases vegetable gums (e.g. gum arabic, guar gum, etc.), A single type of fatty acid ester (e.g., sidi-sugar fatty acid entel, polyoxyethylene sorbitan fatty acid ester, etc.), starch (e.g., waxy tart, modified corn starch, etc.), protein (e.g., casein, soybean protein, etc.) or two or more persimmons. Can be used in combination. The amount of this substance used may be 50% or less of the amount of the aqueous phase. Emulsify this thread. For this purpose, stirring, shaking, or any other method may be used.

この発明の作用及び効果の若干を説明すると、目的収得
物は、酸性全領域において、所期の紫ないし紅紫色を確
実に発色させる。このことを次の実験例によシ詳しく説
明する。
To explain some of the functions and effects of the present invention, the target product reliably develops the desired purple to magenta color in the entire acidic range. This will be explained in detail using the following experimental example.

(実験例) 赤キヤベツ色素液(10%E=400 )s o yに
5096フイチン酸水202を加え混合した。別にオレ
ンジテルペン95Fにグリセリン脂肪酸エスチル51を
加え攪拌して均一にし、これに前記色素液を加え攪拌し
、水−油量乳化液を得た。次いで、この乳化液をアラビ
アガム25%水溶液8002に添加し、均一に混合して
目的の収得物を、得た(下記の本発明)。
(Experimental Example) 202 ml of 5096 phytic acid water was added to a red cabbage dye solution (10% E=400) and mixed. Separately, glycerin fatty acid ester 51 was added to orange terpene 95F and stirred to make it homogeneous, and the above coloring liquid was added and stirred to obtain a water-oil emulsion. Next, this emulsion was added to 25% gum arabic aqueous solution 8002 and mixed uniformly to obtain the desired product (the present invention described below).

このものの効果をみるために、赤キヤベツ色素gf、(
10%E=400 )80 Fに50%フィチン酸水2
o1及び水900?を加え均一に混合し対照1とした。
To see the effect of this, red cabbage dye gf, (
10%E=400) 50% phytic acid water 2 at 80F
o1 and water 900? was added and mixed uniformly to prepare Control 1.

さらに前記実験例(本発明)のオレンジテルペンを大豆
硬化油に置き換え既述実験例本発明と同一の方法で対照
2を調製した。なお、この際(硬化油であるため)系を
加温(60°C)して調製した。
Furthermore, a control 2 was prepared in the same manner as in the previous experimental example (invention), except that the orange terpene in the experimental example (invention) was replaced with hydrogenated soybean oil. At this time, the system was prepared by heating (60°C) (because it is a hydrogenated oil).

効果は、これらの試料をpI(2,2,3,6,70の
各緩衝溶液の夫々に0.2%添加し、室温に1日間放置
した後、その色相を測定してあられした。即ち色差計(
日本市色製ND−504AA型)を用い、ハンタ一式色
度(L、a、b)  を求め、その結果を擬似マンセル
表色法の色相(HU E )に変換した。
The effect was determined by adding 0.2% of these samples to pI (2, 2, 3, 6, and 70 buffer solutions) and measuring the hue after leaving them at room temperature for 1 day. Color difference meter (
Hunter complete chromaticity (L, a, b) was determined using a ND-504AA model manufactured by Nippon Ichishoku Co., Ltd., and the results were converted to hue (HUE) according to the pseudo Munsell color system.

その結果は、以下のjTiりであった。The result was the following jTi.

以下に、この発明を実施例により説明する。This invention will be explained below with reference to Examples.

(実施例−1) 赤キヤベツ色素液(10%E−400)40rに50%
クエン酸水1o?を加え混合した。この混合液をオレン
ジテルペン油971とグリセリン脂肪酸エステル31を
均一混合した油相に添加、攪拌シた後、ホモジナイザー
乳化機(マントン・ゴーリン(株)、米・製)(圧力1
20k(j/ tJ )を用いて乳化物を得た。この乳
化物をアラビアガム25%溶液8502に添加、攪拌し
た後ホモミキサー(400Orpm )を用いて均質化
し目的の乳化着色液を得た。
(Example-1) Red cabbage color solution (10% E-400) 50% in 40r
1 o of citric acid water? was added and mixed. This mixed solution was added to an oil phase in which orange terpene oil 971 and glycerin fatty acid ester 31 were uniformly mixed, and after stirring, the mixture was added to a homogenizer emulsifier (manufactured by Manton Gaulin Co., Ltd., USA) (pressure 1
An emulsion was obtained using 20k(j/tJ). This emulsion was added to 25% gum arabic solution 8502, stirred, and then homogenized using a homomixer (400 rpm) to obtain the desired emulsified colored liquid.

この着色液を用いてpH8の酸糖液(クエン酸0.2%
+しょ糖12%)を着色したところ紫赤色(前記実験例
において使用した色差計を用いて測定したところ色相2
.3Rであった)に着色することができた。
This colored solution was used to create an acid-sugar solution with a pH of 8 (citric acid 0.2%).
+ 12% sucrose) was colored purple red (hue 2 when measured using the color difference meter used in the above experimental example)
.. 3R).

(実施例2) 紫トウモロコシ色素液(10%E=100)49 Pに
50%フィチン酸水1lを加え攪拌した。この収得液を
レモンテルペン油75?とシコ糖脂肪酸x ヌテ/l/
 (HL B = 2 ) 15 Fとグリセリン脂肪
酸エステ/I/(HLB=4)10Fからなる均−物の
油相に入れホモミキサー(8000rpm)を用いて撹
拌、均質にして乳化物を得た。
(Example 2) 1 liter of 50% phytic acid water was added to purple corn pigment liquid (10% E=100) 49 P and stirred. This obtained liquid is lemon terpene oil 75? and sucrose fatty acid x Nute/l/
A homogenized product consisting of (HL B = 2) 15 F and glycerin fatty acid ester/I/(HLB = 4) 10 F was added to an oil phase and stirred to homogenize using a homomixer (8000 rpm) to obtain an emulsion.

収得した乳化物をジグ糖脂肪酸エステ/v(HLB−1
5)20F、水830?の均−系に添加し、ホモミキサ
ー(4ooorpm)を用いて均質にして目的の乳化着
色液を得た。
The obtained emulsion was treated with digucrose fatty acid ester/v (HLB-1
5) 20F, water 830? The mixture was added to a homogeneous system and homogenized using a homo mixer (4ooorpm) to obtain the desired emulsified colored liquid.

この着色液を用いてpH3の酸糖液に着色したところ紫
赤色(前記実験例において使用した色差計を用いて測定
したところ色相5.6Rであった)に着色するこ、とが
できた。
When this coloring liquid was used to color an acid-sugar solution at pH 3, it was possible to color it purple-red (hue was 5.6R when measured using the color difference meter used in the above experimental example).

Claims (2)

【特許請求の範囲】[Claims] (1)柑橘類の果実の皮から抽出した精油を油相とし水
溶油不溶色素水溶液を水相とする水−油型乳化着色液。
(1) A water-oil type emulsified coloring liquid in which the oil phase is an essential oil extracted from the peel of a citrus fruit, and the water phase is an aqueous solution of a water-soluble and oil-insoluble dye.
(2)柑橘類の果実の皮から抽出した精油を油相とし水
溶油不溶色素水溶液を水相とする水−油型乳化着色液に
水と乳化剤とを加え乳化することを特徴とする水−油−
水型乳化着色液の製法。
(2) A water-oil type emulsion coloring liquid in which the oil phase is an essential oil extracted from the peel of a citrus fruit and an aqueous solution of a water-soluble oil-insoluble dye is added to the water and an emulsifier to emulsify the coloring liquid. −
Method for producing water-based emulsified coloring liquid.
JP61086660A 1986-04-15 1986-04-15 Water-oil type emulsion coloring liquid Expired - Lifetime JPH0697973B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP61086660A JPH0697973B2 (en) 1986-04-15 1986-04-15 Water-oil type emulsion coloring liquid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP61086660A JPH0697973B2 (en) 1986-04-15 1986-04-15 Water-oil type emulsion coloring liquid

Publications (2)

Publication Number Publication Date
JPS62244370A true JPS62244370A (en) 1987-10-24
JPH0697973B2 JPH0697973B2 (en) 1994-12-07

Family

ID=13893186

Family Applications (1)

Application Number Title Priority Date Filing Date
JP61086660A Expired - Lifetime JPH0697973B2 (en) 1986-04-15 1986-04-15 Water-oil type emulsion coloring liquid

Country Status (1)

Country Link
JP (1) JPH0697973B2 (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0221939A (en) * 1988-03-14 1990-01-24 Rhone Poulenc Chim Water emulsion with stable refined oil
EP0625552A1 (en) * 1993-05-18 1994-11-23 Morton International, Inc. Water-reducible dye compositions
US5746815A (en) * 1996-07-31 1998-05-05 Morton International, Inc. Stable oil-in-water ink emulsions based upon water-reducible nigrosine dyes for ink-jet printers and felt-tip and roller-ball pens
US5837753A (en) * 1996-07-31 1998-11-17 Morton International, Inc. Stable oil-in-water ink emulsions based upon water-reducible solvent dyes for ink-jet printers and felt-tip and roller-ball pens
JP2008063476A (en) * 2006-09-08 2008-03-21 T Hasegawa Co Ltd Water-dispersible oil-soluble pigment crystal formulation
WO2012059590A1 (en) 2010-11-05 2012-05-10 Chr. Hansen A/S Multiple emulsions for colorants
CN106810901A (en) * 2015-12-02 2017-06-09 上海统益生物科技有限公司 A kind of preparation method and application of the W/O/W type compound emulsion colouring agents for embedding alkermes

Cited By (10)

* Cited by examiner, † Cited by third party
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JPH0221939A (en) * 1988-03-14 1990-01-24 Rhone Poulenc Chim Water emulsion with stable refined oil
EP0625552A1 (en) * 1993-05-18 1994-11-23 Morton International, Inc. Water-reducible dye compositions
US5746815A (en) * 1996-07-31 1998-05-05 Morton International, Inc. Stable oil-in-water ink emulsions based upon water-reducible nigrosine dyes for ink-jet printers and felt-tip and roller-ball pens
US5837753A (en) * 1996-07-31 1998-11-17 Morton International, Inc. Stable oil-in-water ink emulsions based upon water-reducible solvent dyes for ink-jet printers and felt-tip and roller-ball pens
JP2008063476A (en) * 2006-09-08 2008-03-21 T Hasegawa Co Ltd Water-dispersible oil-soluble pigment crystal formulation
JP4673273B2 (en) * 2006-09-08 2011-04-20 長谷川香料株式会社 Water-dispersible oil-soluble dye crystal formulation
WO2012059590A1 (en) 2010-11-05 2012-05-10 Chr. Hansen A/S Multiple emulsions for colorants
EA023010B1 (en) * 2010-11-05 2016-04-29 Кр. Хансен Нэйчурал Колорс А/С Multiple emulsions for colorants
US9427007B2 (en) 2010-11-05 2016-08-30 Chr. Hansen Natural Colors A/S Multiple emulsions for colorants
CN106810901A (en) * 2015-12-02 2017-06-09 上海统益生物科技有限公司 A kind of preparation method and application of the W/O/W type compound emulsion colouring agents for embedding alkermes

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