EP2846647A1 - A composition comprising chlorophyllin as a green pigment - Google Patents

A composition comprising chlorophyllin as a green pigment

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Publication number
EP2846647A1
EP2846647A1 EP13722387.1A EP13722387A EP2846647A1 EP 2846647 A1 EP2846647 A1 EP 2846647A1 EP 13722387 A EP13722387 A EP 13722387A EP 2846647 A1 EP2846647 A1 EP 2846647A1
Authority
EP
European Patent Office
Prior art keywords
water
composition
product
green
dispersible
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.)
Withdrawn
Application number
EP13722387.1A
Other languages
German (de)
French (fr)
Inventor
Klaus Koehler
Lene Munch NIELSEN
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.)
Oterra AS
Original Assignee
Chr Hansen AS
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 Chr Hansen AS filed Critical Chr Hansen AS
Priority to EP13722387.1A priority Critical patent/EP2846647A1/en
Publication of EP2846647A1 publication Critical patent/EP2846647A1/en
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
    • A23L2/52—Adding ingredients
    • A23L2/58—Colouring agents
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/40—Colouring or decolouring of foods
    • A23L5/42—Addition of dyes or pigments, e.g. in combination with optical brighteners
    • A23L5/43—Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/006—Preparation of organic pigments
    • C09B67/0066—Aqueous dispersions of pigments containing only dispersing agents
    • C09B67/0067—Aqueous dispersions of phthalocyanine pigments containing only dispersing agents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0083—Solutions of dyes

Definitions

  • TITLE A composition comprising chlorophyllin as a green pigment
  • the present invention relates to a green coloring composition comprising copper chlorophyllin as a green pigment. It may be used in the manufacture of food and pharmaceutical products.
  • Copper chlorophyllin is today used commercially as a green pigment in different food products.
  • C-10.000P-WS-AP The commercially available acid stable (e.g . in soft drink) transparent natural green color product of Chr. Hansen A/S, Denmark termed "C-10.000P-WS-AP" comprises following ingredients: Sodium copper chlorophyllin (E 141(ii)), propylene glycol (E 1520) (69%), polysorbate 80 (E 433) (23%) - see e.g . the publicly available product information.
  • this natural green C-10.000P-WS-AP product is used in e.g . soft drinks (low pH around 3-4) a stable transparent green color is obtained .
  • chlorophyllin (green color) particles are very small in the suspension - i.e. very small chlorophyllin (green color) particles dispersed in the low pH water phase (e.g . soft drink).
  • Polysorbate 80 (Tween 80) is a detergent/emulsifier - herein alternatively expressed dispersing agent.
  • Polysorbate 80 (Tween 80) may be said to have an unwanted unpleasant taste.
  • CapColors®Green 100 Another natural green color product of Chr. Hansen A/S, Denmark is termed CapColors®Green 100 and it may be characterized as made by milling in order to create sufficient small chlorophyllin (green color) particles. According to the public available product information - for this product the color will look more or less opaque (i.e. one may say that it is less transparent than the C-10.000P-WS-AP product discussed above).
  • CapColors®Green product does not comprise Polysorbate 80 and may therefore be seen as a prior art solution to make a product without the unpleasant taste of Polysorbate 80 (Tween 80).
  • the compound quillaja is a known detergent/emulsifier.
  • WO2011/119290A1 and WO2011/154407A1 describe use of quillaja as emulsi- fier in an oil-in-water emulsion.
  • Claim 14 of WO2011/154407A1 relates to an oil-in-water emulsion comprising chlorophyll.
  • chlorophyll is soluble in oil/fat and not in water at any herein relevant pH range.
  • the herein relevant copper chlorophyllin green pigment is not soluble in oil/fat.
  • the problem to be solved by the present invention is to provide a green color- ing composition, giving a green transparent color in acid applications, comprising copper chlorophyllin as a green pigment, wherein the green coloring composition does not have a herein relevant unwanted unpleasant taste (i.e. is not comprising significant amounts of Polysorbate 80 (Tween 80)).
  • the solution is based on the fact that the present inventors has identified that a water-dispersible composition using quillaja as dispergent agent is very good in relation to use of copper chlorophyllin as a green pigment - see working examples herein for further details.
  • An advantage of quillaja is that it does not have a herein relevant unwanted unpleasant taste (i.e. like Polysorbate 80 (Tween 80)).
  • Polyglycerol and quillaja have both a relatively high Hydrophilic-lipophilic balance (HLB) value - however, even though Polyglycerol has a relatively high HLB value it is not working properly in the present context.
  • HLB Hydrophilic-lipophilic balance
  • a first aspect of the invention relates to a water-dispersible green composition
  • a water-dispersible green composition comprising from 0.5% to 70% (w/w on a water free basis) of copper chlorophyllin as a green pigment and from 1.0% to 80% (w/w on a water free basis) of quillaja.
  • composition of the first aspect is shown in working Example 1 herein - wherein the composition comprises 8.2% (w/w on a water free basis) of copper chlorophyllin and 26.2% (w/w on a water free basis) of quillaja.
  • Example 1 The rest of the material/substance of the composition/suspension of Example 1 herein was Propylene glycol : 65.6% (w/w on a water free basis) and around 50-52% water.
  • the water-dispersible green composition of the first aspect comprises less than 90% (w/w) of water.
  • water-dispersible composition as described herein may advantageously be used for green coloring of a herein relevant edible, drinkable or pharmaceutical product - such as in particular a product with a herein relevant not alkaline pH value.
  • a stable transparent green solid-in-water dispersion product e.g . a soft drink or a wine gum product
  • a stable transparent green soft drink product was made.
  • a second aspect of the invention relates to a transparent green solid-in-water dispersion product comprising copper chlorophyllin particles as a green pigment and quillaja as dispergent agent and wherein the pH of the dispersion is from pH 1 to pH 8 and wherein the ratio (w/w) of copper chlorophyl- lin and quillaja is a ratio from 0.01 to 10.
  • a third aspect of the invention relates to a method for preparing the water- dispersible composition of the first aspect, wherein method comprises the following steps:
  • a fourth aspect of the invention relates to a method for making a transparent green solid-in-water dispersion product of the second aspect, wherein the method comprises dispersing the water-dispersible composition of the first aspect into a water based product with a pH 1 to pH 8 to thereby obtain the transparent green solid-in-water dispersion product of the second aspect.
  • a fifth aspect of the invention relates use of the water-dispersible composition as described herein to green coloring of an edible, a drinkable or a pharmaceutical product.
  • pigment relates to a material that changes the color of light it reflects as the result of selective color absorption. This physical process differs from fluorescence, phosphorescence, and other forms of luminescence, in which the material itself emits light.
  • green pigment simply relates to a pigment that gives a green color.
  • copper chlorophyllin will always give a green color and the term "green” in relation to use of copper chlorophyl- lin as described herein may therefore be seen as merely descriptive - i.e. not a limiting term.
  • green coloring in relation to the use of the water-dispersible composition as described herein simply relates to the fact that the copper chloro- phyllin pigment gives a green color.
  • solid-in-water dispersion should be understood as the skilled person would understand it in the present context. For instance, in relation to a transparent green solid-in-water dispersion product as discussed herein - cop- per chlorophyllin particles are solid particles dispersed in the water phase of the solid-in-water dispersion.
  • Beside the copper chlorophyllin (as a green pigment) and the quillaja the water-dispersible composition as described herein may of course comprise other herein relevant material/substances.
  • the water-dispersible composition comprise another emulsifi- er (dispergent agent) than quillaja.
  • emulsifi- er dispenser agent
  • relevant percentage e.g . copper chlorophyllin (as a green pigment) and e.g . quillaja the sum of such percentages can of course not exceed 100% in the water- dispersible composition as described herein.
  • Copper chlorophyllin is as such a well known green pigment - it has the common E-number E141(ii) (see EU food additive legislation).
  • the copper chlorophyllin may e.g. be potassium copper chlorophyllin or sodium copper chlorophyllin.
  • An example of a herein suitable quillaja product is a to 20% in water diluted quillaja product that has the common E-number E999 (see EU food additive legislation)
  • the Merck Index Twelfth Edition mentions examples of herein suitable quillaja product/sources - such as e.g . Merck Index number 8222 (Quillaja, from bark) and Merck Index 8223 (Quillaja, Saponin).
  • a relative concentrated wa- ter-dispersible green composition as described herein - e.g . in order to have a concentrated color product, wherein one e.g . only has to add a few drops to e.g . a soft drink product in order to get a soft drink with a herein relevant suitable green color.
  • the water-dispersible green composition as described herein comprises less than 70% (w/w) of water, more preferably less than 50% (w/w) of water and even more preferably less than 40% (w/w) of water.
  • the water-dispersible composition comprises from 2% to 95% (w/w on a water free basis) of a solvent, such as e.g . propylene glycol as a solvent.
  • a solvent such as e.g . propylene glycol as a solvent.
  • a preferred composition comprising 65.6 % propylene glycol (w/w on a water free basis) as a solvent is described .
  • the water-dispersible composition comprises from 15% to 85% (w/w on a water free basis) of a solvent, such as e.g. propylene glycol as a solvent.
  • a solvent such as e.g. propylene glycol as a solvent.
  • the water-dispersible composition may be a liquid composition, in particular wherein the liquid composition is a liquid solution.
  • composition of working Example 1 herein is an example of a liquid solution.
  • the water-dispersible composition may be a dry powder composition.
  • the water-dispersible green composition as described herein comprising from 2% to 40% (w/w on a water free basis) of copper chlorophyllin as a green pigment and from 5% to 60% (w/w on a water free basis) of quillaja; more preferably the water-dispersible green composition as described herein comprising from 3% to 20% (w/w on a water free basis) of copper chlorophyllin as a green pigment and from 15% to 35% (w/w on a water free basis) of quillaja.
  • an example of a herein relevant transparent green solid- in-water dispersion of the second aspect could e.g . be a soft drink or wine gum.
  • a herein relevant advantage of water-dispersible composition as described herein it that it may be used obtain a stable transparent green solid-in-water dispersion product (e.g . a soft drink or a wine gum product) - see e.g . working Example 2 herein, where a stable transparent green soft drink product was made.
  • a second aspect of the invention relates to a transparent green solid-in-water dispersion product comprising copper chloro- phyllin particles as a green pigment and quillaja as dispergent agent and wherein the pH of the dispersion is from pH 1 to pH 8 and wherein the ratio (w/w) of copper chlorophyllin and quillaja is a ratio from 0.01 to 10.
  • quillaja works as dispergent agent in the sense that it stably disperses the copper chlorophyllin particles so there is not unwanted sedimentation of the copper chlorophyllin parti- cles.
  • quillaja work as a dispergent agent in the sense that it is involved in getting copper chlorophyllin particles of a relatively small size.
  • the copper chlorophyllin particles are too big in size then will the product (e.g . a soft drink) not be properly transparent.
  • a further advantage of such small particles is that they have very little tendency of sedimentation.
  • the transparency is related to the size of the copper chlo- rophyllin particles and this is related to the ratio (w/w) of copper chlorophyllin and quillaja in the transparent product of interest.
  • the transparent green solid-in-water dispersion as described herein is a dispersion, wherein the ratio (w/w) of copper chlorophyllin and quillaja is a ratio from 0.03 to 5; more preferably a ratio from 0.05 to 2 and even more preferably a ratio from 0.1 to 1.
  • the transparent green solid-in-water dispersion as described herein is a dispersion, wherein the copper chlorophyllin particles are having an average particle diameter of less than 5 prn, more preferably the copper chlorophyllin particles are having an average particle diameter of less than 2 pm, even more preferably the copper chlorophyllin particles are having an average particle diameter of less than 1 pm and most preferably the copper chlorophyllin particles are having an average particle diameter of less than 200 nm.
  • a transparent green solid-in-water dispersion as described herein may be a dispersion, wherein the pH of the dispersion is from pH 1 to pH 6 or wherein the pH of the dispersion is from pH 1 to pH 5.
  • the pH of a soft drink may be around pH 3.
  • a transparent green solid-in-water dispersion may be a herein relevant edible, drinkable or pharmaceutical product.
  • transparent green solid-in-water dispersion is a food product or a beverage product - preferably for human use.
  • Preferred examples of edible or drinkable product may be a soft drink or wine gum.
  • a method for preparing the water-dispersible composition may be a soft drink or wine gum.
  • the third aspect of the invention relates to a method for preparing the water-dispersible composition of the first aspect, wherein meth- od comprises the following steps:
  • step (ii) adding the solution of step (i) to a solution of quillaja under stirring to thereby obtain the water-dispersible composition of the first aspect.
  • a herein suitable solvent may propylene glycol - in working Example 1 herein was used propylene glycol as solvent.
  • water at a suitable pH could also maybe be used as a suitable solvent.
  • Propylene glycol is liquid at room temperature - accordingly, if propylene glycol is used as a solvent one may directly get a liquid composition.
  • an example of a herein suitable quillaja product is a to 20% in water diluted quillaja product - if such water containing quillaja product is used one may directly get a liquid composition.
  • the method may comprise the further step of drying .
  • the fourth aspect of the invention relates to a method a method for making a transparent green solid-in-water dispersion product of the second aspect, wherein the method comprises dispersing the water- dispersible composition of the first aspect into a water based product with a pH 1 to pH 8 to thereby obtain the transparent green solid-in-water dispersion product of the second aspect.
  • this method may be seen as routine work for the skilled person and it may therefore not be described in great details herein.
  • the fifth aspect of the invention relates to use of the water-dispersible composition as described herein to green coloring of an edible, a drinkable or a pharmaceutical product.
  • compositions are used for coloring of a herein relevant edible or pharmaceutical product - the skilled person knows how to use it in relation to obtainment of specif- ic objectives (e.g. degree of coloring) of interest.
  • the product is a food product or a beverage product - preferably for human use.
  • Preferred examples of edible or drinkable product may be a soft drink or wine gum.
  • the copper chlorophyllin was dissolved in the solvent propylene glycol - while stirring and heating to 60°C.
  • Example 1 In the laboratory the product produced as described in Example 1 was tested as follows.
  • the soft drink medium corresponds to a standard commercially available soft drink media.
  • This example is a comparative example using polyglycerol ester as a dispersing agent.
  • polyglycerol ester as a dispersing agent.
  • the comparative polyglycerol containing composition was tested as in Example 2.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Non-Alcoholic Beverages (AREA)

Abstract

A green coloring composition comprising copper chlorophyllin as a green pigment. It may be used in the manufacture of food and pharmaceutical products.

Description

TITLE: A composition comprising chlorophyllin as a green pigment
FIELD OF THE INVENTION The present invention relates to a green coloring composition comprising copper chlorophyllin as a green pigment. It may be used in the manufacture of food and pharmaceutical products.
BACKGROUND ART
Copper chlorophyllin is today used commercially as a green pigment in different food products.
The commercially available acid stable (e.g . in soft drink) transparent natural green color product of Chr. Hansen A/S, Denmark termed "C-10.000P-WS-AP" comprises following ingredients: Sodium copper chlorophyllin (E 141(ii)), propylene glycol (E 1520) (69%), polysorbate 80 (E 433) (23%) - see e.g . the publicly available product information. When this natural green C-10.000P-WS-AP product is used in e.g . soft drinks (low pH around 3-4) a stable transparent green color is obtained .
It is transparent due to the fact that the chlorophyllin (green color) particles are very small in the suspension - i.e. very small chlorophyllin (green color) particles dispersed in the low pH water phase (e.g . soft drink).
One may term this a solid-in-water dispersion - which, as known to the skilled person, is different from e.g. an oil-in-water emulsion.
As known in the art Polysorbate 80 (Tween 80) is a detergent/emulsifier - herein alternatively expressed dispersing agent.
As known in the art Polysorbate 80 (Tween 80) may be said to have an unwanted unpleasant taste.
Another natural green color product of Chr. Hansen A/S, Denmark is termed CapColors®Green 100 and it may be characterized as made by milling in order to create sufficient small chlorophyllin (green color) particles. According to the public available product information - for this product the color will look more or less opaque (i.e. one may say that it is less transparent than the C-10.000P-WS-AP product discussed above).
The CapColors®Green product does not comprise Polysorbate 80 and may therefore be seen as a prior art solution to make a product without the unpleasant taste of Polysorbate 80 (Tween 80).
The compound quillaja is a known detergent/emulsifier. WO2011/119290A1 and WO2011/154407A1 describe use of quillaja as emulsi- fier in an oil-in-water emulsion.
Claim 14 of WO2011/154407A1 relates to an oil-in-water emulsion comprising chlorophyll.
As known in the art - chlorophyll is soluble in oil/fat and not in water at any herein relevant pH range.
As known in the art, the herein relevant copper chlorophyllin green pigment is not soluble in oil/fat.
The two WO documents do not describe use of quillaja in a herein relevant sol- id-in-water dispersion (such as e.g . a soft drink).
SUMMARY OF THE INVENTION
The problem to be solved by the present invention is to provide a green color- ing composition, giving a green transparent color in acid applications, comprising copper chlorophyllin as a green pigment, wherein the green coloring composition does not have a herein relevant unwanted unpleasant taste (i.e. is not comprising significant amounts of Polysorbate 80 (Tween 80)). The solution is based on the fact that the present inventors has identified that a water-dispersible composition using quillaja as dispergent agent is very good in relation to use of copper chlorophyllin as a green pigment - see working examples herein for further details. An advantage of quillaja is that it does not have a herein relevant unwanted unpleasant taste (i.e. like Polysorbate 80 (Tween 80)).
As can be seen in reference Example 3 herein - for instance polyglycerol is NOT working satisfactory for copper chlorophyllin - i.e. one may say that quillaja works surprisingly better.
Polyglycerol and quillaja have both a relatively high Hydrophilic-lipophilic balance (HLB) value - however, even though Polyglycerol has a relatively high HLB value it is not working properly in the present context.
Accordingly, a first aspect of the invention relates to a water-dispersible green composition comprising from 0.5% to 70% (w/w on a water free basis) of copper chlorophyllin as a green pigment and from 1.0% to 80% (w/w on a water free basis) of quillaja.
An example of a composition of the first aspect is shown in working Example 1 herein - wherein the composition comprises 8.2% (w/w on a water free basis) of copper chlorophyllin and 26.2% (w/w on a water free basis) of quillaja.
The rest of the material/substance of the composition/suspension of Example 1 herein was Propylene glycol : 65.6% (w/w on a water free basis) and around 50-52% water.
Preferably, the water-dispersible green composition of the first aspect comprises less than 90% (w/w) of water.
As known in the art - copper chlorophyllin is soluble in water at alkaline pH and relatively insoluble at lower pH ranges - such as at pH around pH 3, which is roughly the pH value of e.g. commercially relevant soft drink products. The water-dispersible composition as described herein may advantageously be used for green coloring of a herein relevant edible, drinkable or pharmaceutical product - such as in particular a product with a herein relevant not alkaline pH value. By using water-dispersible composition as described herein for green coloring it is possible to obtain a stable transparent green solid-in-water dispersion product (e.g . a soft drink or a wine gum product) - see e.g . working Example 2 herein, where a stable transparent green soft drink product was made.
Accordingly, a second aspect of the invention relates to a transparent green solid-in-water dispersion product comprising copper chlorophyllin particles as a green pigment and quillaja as dispergent agent and wherein the pH of the dispersion is from pH 1 to pH 8 and wherein the ratio (w/w) of copper chlorophyl- lin and quillaja is a ratio from 0.01 to 10.
A third aspect of the invention relates to a method for preparing the water- dispersible composition of the first aspect, wherein method comprises the following steps:
(i) : dissolving adequate amount of copper chlorophyllin in a solvent to get a solution;
(ii) : adding the solution of step (i) to a solution of quillaja under stirring to thereby obtain the water-dispersible composition of the first aspect. A fourth aspect of the invention relates to a method for making a transparent green solid-in-water dispersion product of the second aspect, wherein the method comprises dispersing the water-dispersible composition of the first aspect into a water based product with a pH 1 to pH 8 to thereby obtain the transparent green solid-in-water dispersion product of the second aspect.
A fifth aspect of the invention relates use of the water-dispersible composition as described herein to green coloring of an edible, a drinkable or a pharmaceutical product.
DEFINITIONS
All definitions of herein relevant terms are in accordance of what would be understood by the skilled person in relation to the herein relevant technical context. The term "pigment" relates to a material that changes the color of light it reflects as the result of selective color absorption. This physical process differs from fluorescence, phosphorescence, and other forms of luminescence, in which the material itself emits light.
The term "green pigment" simply relates to a pigment that gives a green color. When used as a pigment as described herein copper chlorophyllin will always give a green color and the term "green" in relation to use of copper chlorophyl- lin as described herein may therefore be seen as merely descriptive - i.e. not a limiting term.
The term "green coloring" in relation to the use of the water-dispersible composition as described herein simply relates to the fact that the copper chloro- phyllin pigment gives a green color.
The term "solid-in-water dispersion" should be understood as the skilled person would understand it in the present context. For instance, in relation to a transparent green solid-in-water dispersion product as discussed herein - cop- per chlorophyllin particles are solid particles dispersed in the water phase of the solid-in-water dispersion.
Embodiment of the present invention is described below, by way of examples only.
DETAILED DESCRIPTION OF THE INVENTION
Water-dispersible composition
Beside the copper chlorophyllin (as a green pigment) and the quillaja the water-dispersible composition as described herein may of course comprise other herein relevant material/substances.
For instance may the water-dispersible composition comprise another emulsifi- er (dispergent agent) than quillaja. As evident to the skilled person, when there herein is described relevant percentage (%) of e.g . copper chlorophyllin (as a green pigment) and e.g . quillaja the sum of such percentages can of course not exceed 100% in the water- dispersible composition as described herein.
Copper chlorophyllin is as such a well known green pigment - it has the common E-number E141(ii) (see EU food additive legislation).
The copper chlorophyllin may e.g. be potassium copper chlorophyllin or sodium copper chlorophyllin.
Quillaja is as such known to the skilled person.
An example of a herein suitable quillaja product is a to 20% in water diluted quillaja product that has the common E-number E999 (see EU food additive legislation)
In working Example 1 herein the commercially available product Q-Naturale® from National Starch, UK was used .
The Merck Index, Twelfth Edition mentions examples of herein suitable quillaja product/sources - such as e.g . Merck Index number 8222 (Quillaja, from bark) and Merck Index 8223 (Quillaja, Saponin).
In the present context it may be preferred to have a relative concentrated wa- ter-dispersible green composition as described herein - e.g . in order to have a concentrated color product, wherein one e.g . only has to add a few drops to e.g . a soft drink product in order to get a soft drink with a herein relevant suitable green color.
Accordingly, it may be preferred that the water-dispersible green composition as described herein comprises less than 70% (w/w) of water, more preferably less than 50% (w/w) of water and even more preferably less than 40% (w/w) of water.
Preferably, the water-dispersible composition comprises from 2% to 95% (w/w on a water free basis) of a solvent, such as e.g . propylene glycol as a solvent. In working Example 1 herein a preferred composition comprising 65.6 % propylene glycol (w/w on a water free basis) as a solvent is described .
Preferably, the water-dispersible composition comprises from 15% to 85% (w/w on a water free basis) of a solvent, such as e.g. propylene glycol as a solvent.
The water-dispersible composition may be a liquid composition, in particular wherein the liquid composition is a liquid solution.
The composition of working Example 1 herein is an example of a liquid solution.
Alternatively, the water-dispersible composition may be a dry powder composition.
Preferably, the water-dispersible green composition as described herein comprising from 2% to 40% (w/w on a water free basis) of copper chlorophyllin as a green pigment and from 5% to 60% (w/w on a water free basis) of quillaja; more preferably the water-dispersible green composition as described herein comprising from 3% to 20% (w/w on a water free basis) of copper chlorophyllin as a green pigment and from 15% to 35% (w/w on a water free basis) of quillaja.
A transparent green solid-in-water dispersion
As discussed above - an example of a herein relevant transparent green solid- in-water dispersion of the second aspect could e.g . be a soft drink or wine gum. As discussed above - a herein relevant advantage of water-dispersible composition as described herein it that it may be used obtain a stable transparent green solid-in-water dispersion product (e.g . a soft drink or a wine gum product) - see e.g . working Example 2 herein, where a stable transparent green soft drink product was made. Accordingly, as discussed above - a second aspect of the invention relates to a transparent green solid-in-water dispersion product comprising copper chloro- phyllin particles as a green pigment and quillaja as dispergent agent and wherein the pH of the dispersion is from pH 1 to pH 8 and wherein the ratio (w/w) of copper chlorophyllin and quillaja is a ratio from 0.01 to 10.
Without being limited to theory - it is believed that quillaja works as dispergent agent in the sense that it stably disperses the copper chlorophyllin particles so there is not unwanted sedimentation of the copper chlorophyllin parti- cles.
As known to the skilled person - when there is unwanted sedimentation of the copper chlorophyllin particles the herein relevant green color will be lost.
Further - it is believed that quillaja work as a dispergent agent in the sense that it is involved in getting copper chlorophyllin particles of a relatively small size.
As known to the skilled person - if the copper chlorophyllin particles are too big in size then will the product (e.g . a soft drink) not be properly transparent. A further advantage of such small particles is that they have very little tendency of sedimentation.
In the present context - the skilled person knows whether a herein relevant product is properly transparent or not and this will generally depend on the specific product of interest (e.g . if it is e.g . a soft drink or e.g. wine gum).
The term "transparent" of the second aspect should be understood in this context - i.e. as the skilled person will understand it in the present context.
As discussed above - the transparency is related to the size of the copper chlo- rophyllin particles and this is related to the ratio (w/w) of copper chlorophyllin and quillaja in the transparent product of interest.
As evident to the skilled person in the present context - if there is an indefinitely small amount of quillaja present as compared to the amount of copper chlorophyllin then will the effect of the quillaja be very limited and one would then get e.g . too big size copper chlorophyllin particles (i.e. bad transparency) or sedimentation of the copper chlorophyllin (i.e. green color is lost).
Preferably, the transparent green solid-in-water dispersion as described herein is a dispersion, wherein the ratio (w/w) of copper chlorophyllin and quillaja is a ratio from 0.03 to 5; more preferably a ratio from 0.05 to 2 and even more preferably a ratio from 0.1 to 1.
Economically quillaja may be seen as a production cost herein (it is not as such giving the green color).
Accordingly, overall one may say that it is herein preferred to use a minimum amount of quillaja - but still enough to get the herein relevant stable transparent green color. Preferably, the transparent green solid-in-water dispersion as described herein is a dispersion, wherein the copper chlorophyllin particles are having an average particle diameter of less than 5 prn, more preferably the copper chlorophyllin particles are having an average particle diameter of less than 2 pm, even more preferably the copper chlorophyllin particles are having an average particle diameter of less than 1 pm and most preferably the copper chlorophyllin particles are having an average particle diameter of less than 200 nm.
A transparent green solid-in-water dispersion as described herein may be a dispersion, wherein the pH of the dispersion is from pH 1 to pH 6 or wherein the pH of the dispersion is from pH 1 to pH 5.
As discussed above - the pH of a soft drink may be around pH 3.
A transparent green solid-in-water dispersion may be a herein relevant edible, drinkable or pharmaceutical product.
Preferably, transparent green solid-in-water dispersion is a food product or a beverage product - preferably for human use.
Preferred examples of edible or drinkable product may be a soft drink or wine gum. A method for preparing the water-dispersible composition
As discussed above, the third aspect of the invention relates to a method for preparing the water-dispersible composition of the first aspect, wherein meth- od comprises the following steps:
(i) : dissolving adequate amount of copper chlorophyllin in a solvent to get a solution;
(ii) : adding the solution of step (i) to a solution of quillaja under stirring to thereby obtain the water-dispersible composition of the first aspect.
As evident to the skilled person one may make adequate adjustments of the method in order to get a specific water-dispersible composition of interest.
A herein suitable solvent may propylene glycol - in working Example 1 herein was used propylene glycol as solvent.
Without being limited to theory - quillaja as such could maybe be used as a suitable solvent.
Further, water at a suitable pH could also maybe be used as a suitable solvent.
Propylene glycol is liquid at room temperature - accordingly, if propylene glycol is used as a solvent one may directly get a liquid composition.
As discussed above - an example of a herein suitable quillaja product is a to 20% in water diluted quillaja product - if such water containing quillaja product is used one may directly get a liquid composition.
Further, if one e.g . wants a dry powder composition the method may comprise the further step of drying .
A method for making a transparent green solid-in-water dispersion
As discussed above, the fourth aspect of the invention relates to a method a method for making a transparent green solid-in-water dispersion product of the second aspect, wherein the method comprises dispersing the water- dispersible composition of the first aspect into a water based product with a pH 1 to pH 8 to thereby obtain the transparent green solid-in-water dispersion product of the second aspect. In the present context may this method be seen as routine work for the skilled person and it may therefore not be described in great details herein.
Use of the water-dispersible composition As discussed above, the fifth aspect of the invention relates to use of the water-dispersible composition as described herein to green coloring of an edible, a drinkable or a pharmaceutical product.
Essentially, this use may herein be seen as corresponding to know prior art uses of water-dispersible compositions comprising herein relevant coloring pigments.
Accordingly, it is herein not required in details to describe how such compositions are used for coloring of a herein relevant edible or pharmaceutical product - the skilled person knows how to use it in relation to obtainment of specif- ic objectives (e.g. degree of coloring) of interest.
Preferably, the product is a food product or a beverage product - preferably for human use. Preferred examples of edible or drinkable product may be a soft drink or wine gum.
EXAMPLES
EXAMPLE 1 :
In the laboratory a product according to the invention was produced :
The copper chlorophyllin was dissolved in the solvent propylene glycol - while stirring and heating to 60°C.
When the copper chlorophyllin had dissolved the solution was cooled to room temperature and added to the quillaja solution under stirring.
A dark green liquid solution was obtained.
EXAMPLE 2 :
In the laboratory the product produced as described in Example 1 was tested as follows.
A few drops of the water water-dispersible green composition of example 1 were added to a standard soft drink medium with pH of 3.
A nice transparent green color was obtained.
The soft drink medium corresponds to a standard commercially available soft drink media.
The result was a transparent green solid-in-water soft drink dispersion that was stable in the sense that it was still green and transparent and showed no sedimentation after two days storage at room temperature. EXAMPLE 3:
This example is a comparative example using polyglycerol ester as a dispersing agent. In this example was used the same ingredients in approximately the same amounts as in Example 1 - except polyglycerol ester had replaced the quillaja - i.e. a true comparative example.
The comparative polyglycerol containing composition was tested as in Example 2.
The result was a soft drink dispersion that was not stable in the sense that after two days storage at room temperature there was a significant sedimentation of green pigment - i.e. the soft drink had lost its green color. Accordingly, the results of this comparative example clearly demonstrated that quillaja works significantly better than polyglycerol.
REFERENCES
1 : Publicly available product information - natural green color product of Chr. Hansen A/S, Denmark termed "C-10.000P-WS-AP"
2 : Publicly available product information - natural green color product of Chr. Hansen A/S, Denmark is termed "CapColors®Green 100".
3 : WO2011/119290A1 4: WO2011/154407A1

Claims

1. A water-dispersible green composition comprising from 0.5% to 70% (w/w on a water free basis) of copper chlorophyllin as a green pigment and from 1.0 % to 80% (w/w on a water free basis) of quillaja.
2. The water-dispersible green composition of claim 1, wherein the copper chlorophyllin is potassium copper chlorophyllin or sodium copper chlorophyllin.
3. The water-dispersible green composition of any of the preceding claims, wherein the composition comprises from 2% to 95% (w/w on a water free basis) of a solvent, wherein propylene glycol is the solvent.
4. The water-dispersible green composition of any of the preceding claims, wherein the composition is a liquid solution.
5. The water-dispersible green composition of any of the preceding claims, wherein the composition comprises from 3% to 20% (w/w on a water free basis) of copper chlorophyllin as a green pigment and from 15% to 35% (w/w on a water free basis) of quillaja.
6. A transparent green solid-in-water dispersion product comprising copper chlorophyllin particles as a green pigment and quillaja as dispergent agent and wherein the pH of the dispersion is from pH 1 to pH 8 and wherein the ratio (w/w) of copper chlorophyllin and quillaja is a ratio from 0.01 to 10.
7. The transparent green solid-in-water dispersion product of claim 6, wherein the ratio (w/w) of copper chlorophyllin and quillaja is a ratio from 0.1 to 1.
8. The transparent green solid-in-water dispersion product of any of claims 6 to 7, wherein the copper chlorophyllin particles are having an average particle diameter of less than 1 pm.
9. The transparent green solid-in-water dispersion product of any of claims 6 to 8, wherein the pH of the dispersion is from pH 1 to pH 5.
10. The transparent green solid-in-water dispersion product of any of claims 6 to 9, wherein the dispersion product is a food product or a beverage product.
11. The transparent green solid-in-water dispersion product of claim 10, wherein the product is a soft drink or wine gum.
12. A method for preparing the water-dispersible composition of any of claims 1 to 5, wherein method comprises the following steps:
(i) : dissolving adequate amount of copper chlorophyllin in a solvent to get a solution;
(ii) : adding the solution of step (i) to a solution of quillaja under stirring to thereby obtain the water-dispersible composition of any of claims 1 to 5.
13. The method for preparing the water-dispersible composition of claim 12, wherein the solvent is propylene glycol.
14. A method for making a transparent green solid-in-water dispersion product of any of claims 6 to 11, wherein the method comprises dispersing the water- dispersible composition of any of claims 1 to 5 into a water based product with a pH 1 to pH 8 to thereby obtain the transparent green solid-in-water dispersion product of any of claims 6 to 11.
15. Use of the water-dispersible composition of any of claims 1 to 5 to green coloring of an edible, a drinkable or a pharmaceutical product, in particular wherein the product is a food product or a beverage product - such as e.g. a soft drink or wine gum.
16. The water-dispersible green composition of any of claims 1 to 5, wherein the composition comprises less than 90% (w/w) of water.
17. The water-dispersible green composition of claim 16, wherein the composition comprises less than 50% (w/w) of water.
EP13722387.1A 2012-05-11 2013-05-08 A composition comprising chlorophyllin as a green pigment Withdrawn EP2846647A1 (en)

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EP13722387.1A EP2846647A1 (en) 2012-05-11 2013-05-08 A composition comprising chlorophyllin as a green pigment

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EP12167668 2012-05-11
EP12172377 2012-06-18
PCT/EP2013/059563 WO2013167644A1 (en) 2012-05-11 2013-05-08 A composition comprising chlorophyllin as a green pigment
EP13722387.1A EP2846647A1 (en) 2012-05-11 2013-05-08 A composition comprising chlorophyllin as a green pigment

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DE202013104338U1 (en) * 2013-09-23 2013-10-29 Papa Türk GbR, (vertretungsberechtigte Gesellschafter: Roman Will, 28203 Bremen und Jan Plewinski, 28207 Bremen) Drink and use for this
EP3132088B1 (en) * 2014-03-25 2020-03-11 Hinoman Ltd Biocompatible and biodegradable natural disperse dyes for dyeing polyester fabrics
DK3288397T3 (en) 2015-04-28 2019-09-23 Chr Hansen Natural Colors As Water dispersible dye preparation
BR112019003319B8 (en) 2016-08-31 2023-01-24 Chr Hansen Natural Colors As COLORING COMPOSITIONS DISPERSIBLE IN WATER, THEIR USE, THEIR METHOD OF PREPARATION AND THE EDIBLE PRODUCT

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JPH0790188A (en) * 1993-09-24 1995-04-04 Sanei Gen F F I Inc Method for producing red colorant
US5993880A (en) * 1998-10-01 1999-11-30 Kraft Foods Inc. Non-staining, acid-stable, cold-water-soluble, edible green color and compositions for preparing acidic foods and beverages
US20090018186A1 (en) * 2006-09-06 2009-01-15 The Coca-Cola Company Stable beverage products comprising polyunsaturated fatty acid emulsions
WO2008032006A1 (en) * 2006-09-11 2008-03-20 Overseal Natural Ingredients Ltd. Naturally derived colours with bioactive compounds
WO2010051814A1 (en) * 2008-11-10 2010-05-14 Chr. Hansen A/S Natural antioxidative feed additive based on elements from berries
US8318233B2 (en) 2010-03-26 2012-11-27 Corn Products Development Inc Emulsions useful in beverages
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