EP3953433A1 - Method for lowering the oxidising power of a liquid or semi-liquid organic composition - Google Patents
Method for lowering the oxidising power of a liquid or semi-liquid organic compositionInfo
- Publication number
- EP3953433A1 EP3953433A1 EP20717877.3A EP20717877A EP3953433A1 EP 3953433 A1 EP3953433 A1 EP 3953433A1 EP 20717877 A EP20717877 A EP 20717877A EP 3953433 A1 EP3953433 A1 EP 3953433A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- liquid
- organic
- polymer
- semi
- 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.)
- Pending
Links
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Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0085—Substances of natural origin of unknown constitution, f.i. plant extracts
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- A—HUMAN NECESSITIES
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/733—Alginic acid; Salts thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/06—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0021—Preserving by using additives, e.g. anti-oxidants containing oxygen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/522—Antioxidants; Radical scavengers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
Definitions
- the invention relates to a process for lowering the oxidizing power of a liquid or semi-liquid organic composition, as well as to the so-called free organic composition that can be obtained by this process.
- Antioxidants are widely used as additives in the food industry to delay or even prevent the oxidation of certain molecules, responsible for food spoilage.
- Antioxidants make it possible to control the oxidation of the organic molecules contained in the composition by limiting or even avoiding this oxidation.
- organic molecules can be cited: polyphenols, proteins, lipids, vitamins, carotenoids, hormones,
- Adenosine Triphosphate (ATP) etc.
- antioxidant such as SO2, organic acids, vitamins such as vitamin C or vitamin E, etc.
- SO2 sulfur dioxide
- organic acids such as ED2, organic acids, vitamins such as vitamin C or vitamin E, etc.
- antioxidants are products subject to controversy as to their use in common commercial products.
- Vitamin C or ascorbic acid eventually oxidizes, especially in the presence of pro-oxidant cations, and itself becomes susceptible to oxidation.
- Acids especially citric acid or benzoic acid, slow down oxidation because they act on polyphenol oxidase, inactive at acidic pH, which catalyzes oxidation reactions. This action is however limited in time because the acids solubilize the pro-oxidant cations present in the composition and therefore do not completely stop the oxidation.
- the pro-oxidant cations present in the composition end up oxidizing them, following which they lose their antioxidant power. The same goes for carotenoids, ubiquinone, green tea, etc.
- Application WO 2011/073941 A1 describes the use of a particular polymer capable of developing antioxidant properties in a composition under specific polymerization conditions. This polymer improves the antioxidant and anti-free radical power of the composition. However, while it slows down the conditions causing oxidation, it does not completely block them. In the end, the pro-oxidant cations present in the composition end up oxidizing the polymer.
- the aim of the invention is to overcome the problems of the state of the art in the case of a liquid or semi-liquid organic composition.
- Said composition comprises at least pro-oxidant cations and molecules sensitive to oxidation.
- a first object of the invention is a process for lowering the oxidizing power of a liquid or semi-liquid organic composition, said composition being aqueous, hydro-alcoholic or oily, said process comprising the following successive steps:
- the pro-oxidant cations chosen from divalent and / or trivalent cations present in the composition which promote the oxidation of the organic molecules present in said composition, attach to said charged organic polymer
- the polymer to which the pro-oxidant cations present in the composition are attached is separated from the
- the process according to the invention is based in particular on a new use of a negatively charged insoluble organic polymer on which the pro-oxidant cations present in the composition are attached, which makes them insoluble and, thus, not available for intervention in the oxidation of organic molecules present in said composition.
- a second object of the invention is a free organic composition
- a third object of the invention is a food, cosmetic or chemical composition comprising at least one free organic composition according to the invention.
- a fourth subject of the invention is a pharmaceutical composition comprising at least one free organic composition according to the invention, in particular for its use as a medicament.
- organic is meant according to the invention containing carbon
- negatively charged organic polymer is meant according to the invention a macromolecular organic acid with a molecular weight greater than 5000 Dalton chosen from pectic acid and / or alginic acid. It is a polymer which adsorbs cations.
- pectic acid is meant according to the invention a pectic acid
- degree of methylation preferably in its acid form, generally with a degree of methylation preferably less than 5%, in particular strictly less than 5%.
- degree of methylation is meant the percentage of carboxyl groups of pectic acid which are in the form of - C (0) OCH 3 groups.
- composition is meant according to the invention a product composed of at least one chemical species, or component.
- plant origin is meant according to the invention any product derived from plants (cultivated or wild) such as, for example, fruits, vegetables, seeds, aromatic plants and / or lignocellulosic plants.
- This product is generally in solid or liquid form. It can be, for example, either used in its crude form, or suspended in an aqueous, hydro-alcoholic or oily composition after grinding. This product can be intended for animal or human consumption, or for the fields of cosmetics, chemicals and pharmacy.
- liquid composition is understood to mean an essentially liquid composition not comprising any solid element visible to the naked eye, that is to say of size greater than approximately 0.2 mm when the element is located at 20 -25 cm from the observer.
- liquid composition a composition consisting of the mixture of a liquid component and a solid component, the solid component generally being in the form of particles visible to the naked eye.
- oxidizing power is meant according to the invention the ability to oxidize organic molecules contained in a composition.
- the oxidizing power is generally quantified by measuring the
- the conductivity is usually measured at room temperature, which is generally 20 ° C but which may be between 15 ° C and 27 ° C, especially 18 ° C to 25 ° C, using a conductimeter, such as 'a laboratory conductivity meter.
- the measurement kinetics depend on the type of composition (biomass or other product) used during the process. The measurement kinetics can thus vary from a few hours to a few days, or even a few weeks depending on the composition used. For the majority of the compositions, it is sufficient to follow the kinetics over a few days, for example a week, or even over a single day, given that it reaches a plateau and does not change much after these periods. It is considered that the oxidation is stopped when the kinetics of the conductivity has reached a plateau as mentioned above.
- a color of organic composition turning brown / black is also an indicator of oxidation.
- the oxidizing power of the organic molecules contained in the free organic composition decreases, relative to the oxidizing power of the liquid or semi-organic composition. - original liquid.
- the oxidizing power decreases by at least 50%, preferably at least 80%, even more preferably at least 90%.
- pro-oxidant cations cations, in particular divalent and / or trivalent cations, present in a liquid or semi-liquid composition which promote the oxidation of organic molecules present in said composition.
- promoting oxidation is meant that said divalent and / or trivalent cations participate in the oxidation reactions of organic molecules in the presence of oxygen.
- oil composition a preferably liquid composition comprising at least 50% (by volume) of oil (s).
- a composition may be in the form of a solution, that is to say of a liquid containing a dissolved substance, or of an emulsion, that is to say a liquid preparation containing in suspension an oily or resinous substance.
- contacting means according to the invention an incorporation of the negatively charged organic polymer into the organic composition, generally by adding the polymer to the organic composition or else by passing the composition through a bed of polymer placed in the organic composition. a column type container.
- negatively charged insoluble organic polymer is meant according to the invention any negatively charged organic polymer which cannot dissolve in its medium, namely, for example, an aqueous or hydroalcoholic solution or an oily emulsion, whatever the quantity. added at room temperature, that is to say between 15 ° C and 27 ° C, and in particular between 18 ° C and 25 ° C.
- composition resulting from the process of the invention is a composition resulting from the process of the invention. According to the invention, this
- composition is such that most, that is to say at least 50%, in particular at least 80%, in particular at least 90% of the pro-oxidant cations present in said initial composition have been eliminated by binding with the organic polymer negatively charged and separated from said free organic composition.
- the method according to the invention makes it possible to:
- the process of the invention makes it possible to insolubilize the divalent and / or trivalent pro-oxidant cations present in the organic composition thanks to the negatively charged insoluble organic polymer which will fix and therefore insolubilize these cations. In this way, these cations will no longer be pro-oxidants.
- microbial development is also limited because the divalent and / or trivalent cations necessary for their development are no longer available in the composition.
- the pro-oxidant cations according to the invention are generally chosen from the group of divalent or trivalent cations of heavy metals such as, for example, iron or copper having several positive charges, capable of changing valence.
- heavy metals such as, for example, iron or copper having several positive charges, capable of changing valence.
- pro-oxidant cations within the meaning of the invention mention may be made, for example, of metals such as iron, copper, calcium, magnesium, zinc, nickel, manganese, aluminum, which may be, in particular, present in the biomasses, or even other cations metals such as barium, bismuth, mercury, lead, cadmium, cobalt, chromium, or even silicon.
- the insoluble negatively charged organic polymer is selected from the group formed by pectic acid (or polygalacturonic acid) and alginic acids, preferably pectic acid.
- Pectic acid which is a water-insoluble polymeric organic acid of galacturonic acid, is generally a product of the degradation of pectin by a pectinase. It is a plant polymer rich in free, negatively charged carboxylic functions.
- pectic acids are characterized in particular by a degree of methylation or a degree of methylation (MD) which corresponds to the ratio of the carboxylic acid functions of esterified (methylated) galacturonic acids to the total of the carboxylic acid functions of galacturonic acids.
- MD degree of methylation or a degree of methylation
- the preferred insoluble negatively charged organic polymer is pectic acid having a methylation level of less than 5%.
- Pectic acid is usually found in powder form. It can therefore be used both fixed on a column and stirred in a tank ("batch").
- Pectic acid can be easily removed in step 2) by solid-liquid separation. Thus, it is first introduced directly into the liquid or semi-liquid organic composition to be treated, then after having fixed pro-oxidant cations of said composition, it is withdrawn from the latter at the end of the process.
- the liquid or semi-liquid composition is preferably chosen from aqueous solutions, hydroalcoholic solutions, oily emulsions and semi-liquid compositions containing at least one biomass.
- biomass is meant a mass of living matter remaining in equilibrium on a given surface of the terrestrial globe.
- the biomass is preferably of plant origin. It may have undergone one or more extractions of products of interest before being processed using the process of the present invention.
- the preferred liquid or semi-liquid organic compositions according to the invention are those containing naturally occurring organic molecules. oxidizable in the presence of oxygen dissolved in the liquid or semi-liquid composition.
- the biomass in solid form as mentioned above can undergo a treatment such as grinding, crushing, trituration or grating, before or concomitantly with its dissolution, so that a liquid or semi-liquid organic composition is obtained, said composition being aqueous, hydro-alcoholic or oily.
- a treatment such as grinding, crushing, trituration or grating, before or concomitantly with its dissolution, so that a liquid or semi-liquid organic composition is obtained, said composition being aqueous, hydro-alcoholic or oily.
- Steps 1) and 2 are preferably carried out at a temperature in the range of 15 to 70 ° C, preferably in the range of 20 to 25 ° C.
- the pH of the composition before the treatment with said organic polymer is generally between the values of 5 and 8.
- Step 1) of contacting is preferably carried out by at least one of the following actions: mixing, suspending, grinding, crushing, trituration, and grating, as is known to those skilled in the art.
- said composition to be treated according to the present invention contains a biomass which is ground using any means known to those skilled in the art, preferably mechanical means.
- the contacting of the polymer with the liquid or semi-liquid organic composition according to step 1) can be done in a column or in a tank ("batch", preferably with stirring).
- the preparation obtained at the end of step 1) can optionally be mixed.
- the negatively charged insoluble organic polymer is present in the preparation resulting from step 1) or from step 2) at a content in the range from 1 to 30 g / l, in particular from 1 to 15 g / L, in particular from 1 to 5 g / l, of preparation. This is true whether the preparation has been mixed or not.
- the separation of the negatively charged insoluble organic polymer from step 2) can be carried out by any common means, such as by centrifugation or filtration, as is known to those skilled in the art.
- the process according to the invention is advantageously used in any industry in which the manufacturer is confronted with the problem of the unwanted oxidation of a liquid or semi-liquid organic composition, for example when the latter comprises dissolved oxygen. in water.
- compositions can be treated:
- agrifood sector for example, green sugar juice; starch / gluten extraction juice, pectin extraction juice, rice parboiling water, cutting and bleaching water and more generally process water in fruit and / or vegetable treatment processes , fruit or vegetable juices, whether or not fermented;
- the products in solid form treated according to the present invention can undergo a treatment such as grinding, crushing, trituration or grating before or concomitantly with their dissolution so that a liquid organic composition is obtained or semi-liquid, said composition being aqueous, hydro-alcoholic or oily.
- Figure 1 shows the change in conductivity (C, in mS / cm) as a function of time (in days, J) according to two embodiments
- FIG. 2 represents the evolution of the conductivity (C, in mS / cm) as a function of the duration (in Days, J) according to two exemplary embodiments
- Example 1 composition obtained from potato treated with pectic acid
- Potato contains chlorogenic acid, which is an oxidation-sensitive polyphenol. This tuber is therefore one of the excellent examples of an oxidation test.
- TEST 1 biomass without addition of negatively charged insoluble polymer (for comparison)
- the blender / grinder has the advantage of creating the conditions for maximum oxidization, as it allows air to be added to the mash while foaming the proteins. After 10 minutes of mixing at speed 1, at a temperature of 20 ° C, the mixing was stopped and a liquid-solid separation was carried out by centrifugation. The resulting extraction liquid was rusty / brown in color, typical of an oxidized product.
- TEST 2 biomass treated with addition of negatively charged insoluble polymer according to the invention
- Example 2 composition of sunflower cake treated with pectic acid
- Sunflower meal de-oiled by pressing at 60 ° C contains chlorogenic acid, which is another polyphenol sensitive to oxidation.
- TEST 1 biomass without addition of negatively charged insoluble polymer (for comparison)
- TEST 2 biomass treated with addition of negatively charged insoluble polymer according to the invention 50 g of sunflower cake deoiled by pressing at 60 ° C were mixed using a magnetic stirrer in 1000 g of water to which 12 g of pectic acid at 25 ° C had been added. After one hour of stirring, a solid-liquid separation was carried out by filtration. The color of the supernatant remained pale yellow even for several days after separation, demonstrating that the polyphenol had not oxidized.
- Example 3 composition of apple juice treated with pectic acid
- Apple juice contains chlorogenic acid, which is an oxidation-sensitive polyphenol.
- the conductivity was measured to determine the oxidizing power of the composition treated compared to that not treated by the addition of pectic acid.
- TEST 1 biomass without addition of negatively charged insoluble polymer (for comparison)
- TEST 2 biomass treated with addition of negatively charged insoluble polymer according to the invention
- the evolution of the oxidation is followed by measuring the conductivity (in mS / cm) of the extraction liquid as a function of time (in days), using a conductivity meter (Sanxin SX713) at 20 ° vs.
- Bacterial concentration measurements were also carried out at T0 and at T + 5 days.
- a bacterial concentration (enterobacteria) is observed on D + 5 of 120,000 CFU / g for the juice not treated with pectic acid, compared with ⁇ 100 CFU / day for the juice treated with pectic acid according to the invention. This result clearly shows a very reduced bacterial contamination when the apple juice has been treated with pectic acid.
- Example 4 composition of sunflower cake treated with alginic acid
- a sunflower meal deoiled by pressing at 60 ° C contains chlorogenic acid, which is an oxidation-sensitive polyphenol.
- TEST 1 biomass without addition of negatively charged insoluble polymer (for comparison)
- TEST 2 biomass treated with addition of negatively charged insoluble polymer according to the invention
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Abstract
The invention relates to a method for lowering the oxidising power of a liquid or semi-liquid organic composition, as well as of the so-called free organic composition that can be obtained by this method. It also relates to a free organic composition that can be obtained by the method of the invention, as well as to a food, cosmetic or chemical composition or a pharmaceutical composition containing said composition treated by said method.
Description
Procédé d’abaissement du pouvoir oxydant d’une composition organique liquide ou semi-liquide Process for lowering the oxidizing power of a liquid or semi-liquid organic composition
Domaine technique Technical area
L’invention concerne un procédé d’abaissement du pouvoir oxydant d’une composition organique liquide ou semi-liquide, ainsi que de la composition organique dite libre susceptible d’être obtenue par ce procédé. The invention relates to a process for lowering the oxidizing power of a liquid or semi-liquid organic composition, as well as to the so-called free organic composition that can be obtained by this process.
Technique antérieure Prior art
La majorité des molécules organiques naturelles sont oxydables en présence d’oxygène. Les antioxydants sont largement utilisés comme additifs dans l’industrie alimentaire pour retarder voire empêcher l’oxydation de certaines molécules, responsable de l’altération des aliments. The majority of natural organic molecules are oxidizable in the presence of oxygen. Antioxidants are widely used as additives in the food industry to delay or even prevent the oxidation of certain molecules, responsible for food spoilage.
Ils sont également utilisés dans de nombreux autres domaines tels que le raffinage des végétaux, la chimie, la cosmétique et la pharmacie. Les antioxydants permettent de contrôler l’oxydation des molécules organiques contenues dans la composition en limitant voire en évitant cette oxydation. On peut citer comme exemple de molécules organiques : les polyphénols, les protéines, les lipides, les vitamines, les caroténoïdes, les hormones, They are also used in many other fields such as plant refining, chemistry, cosmetics and pharmacy. Antioxidants make it possible to control the oxidation of the organic molecules contained in the composition by limiting or even avoiding this oxidation. Examples of organic molecules can be cited: polyphenols, proteins, lipids, vitamins, carotenoids, hormones,
l’Adénosine Triphosphate (ATP) etc. Adenosine Triphosphate (ATP) etc.
En effet, à partir du moment où, dans un procédé de fabrication d’aliment, on commence à rompre l’intégrité d’une graine, d’un fruit ou d’un légume, par exemple en le coupant, en le blanchissant ou en le broyant, pour le mettre en suspension dans une solution aqueuse, les processus d’oxydation et de détérioration par voie enzymatique et/ou chimique se mettent en oeuvre, conduisant à l’altération des produits et co-produits. Dans le domaine alimentaire, l’oxydation conduit généralement à une dégradation des molécules organiques, se manifestant par exemple par l’apparition de couleurs Indeed, from the moment when, in a food manufacturing process, one begins to break the integrity of a seed, a fruit or a vegetable, for example by cutting it, by blanching it or by grinding it, in order to suspend it in an aqueous solution, the processes of oxidation and deterioration by enzymatic and / or chemical means are implemented, leading to the deterioration of the products and co-products. In the food industry, oxidation generally leads to a degradation of organic molecules, manifested for example by the appearance of colors
indésirables (typiquement marron ou noir), l’altération du goût et/ou la transformation de composés actifs en composés inactifs. unwanted (typically brown or black), taste alteration and / or transformation of active compounds into inactive compounds.
Il en va de même dans les procédés d’extraction ou de raffinage de biomasse, lorsque l’on ajoute une solution aqueuse acide ou basique, avec ou sans
enzyme, pour solubiliser des molécules d’intérêt contenues dans la biomasse afin de les extraire avant purification. It is the same in the processes of extraction or refining of biomass, when one adds an acidic or basic aqueous solution, with or without enzyme, to dissolve molecules of interest contained in the biomass in order to extract them before purification.
Le même phénomène se produit également dans des compositions aqueuses, hydroalcooliques ou huileuses. The same phenomenon also occurs in aqueous, hydroalcoholic or oily compositions.
Pour pallier ce problème d’oxydation dans l’industrie, il est usuellement procédé à l’ajout d’antioxydant(s) tels que du SO2, des acides organiques, des vitamines telles que la vitamine C ou la vitamine E, etc. Le problème est que les antioxydants subsistent dans la composition, ce qui peut poser des problèmes sanitaires, par exemple parce qu’ils génèrent des intolérances. En outre les antioxydants sont des produits sujets à des controverses quant à leur emploi dans les produits courants du commerce. To overcome this oxidation problem in industry, it is usually done with the addition of antioxidant (s) such as SO2, organic acids, vitamins such as vitamin C or vitamin E, etc. The problem is that the antioxidants remain in the composition, which can cause health problems, for example because they generate intolerances. In addition, antioxidants are products subject to controversy as to their use in common commercial products.
Parmi les divers mécanismes de lutte contre l’oxydation d’une composition qui sont couramment utilisés de nos jours, on peut citer les suivants : Among the various mechanisms for combating the oxidation of a composition that are commonly used today, the following may be mentioned:
- Fixation ou blocage de l’oxygène. C’est le mécanisme d’action des sulfites, du glutathion ou de l’acide ascorbique. Les sulfites suscitent de nombreuses controverses. La vitamine C (ou acide ascorbique) finit par s’oxyder, surtout en présence de cations pro-oxydants, et devient elle-même sensible à l’oxydation. - Binding or blocking of oxygen. This is the mechanism of action of sulfites, glutathione or ascorbic acid. Sulphites are the subject of much controversy. Vitamin C (or ascorbic acid) eventually oxidizes, especially in the presence of pro-oxidant cations, and itself becomes susceptible to oxidation.
Il en va de même avec le glutathion. The same goes with glutathione.
- Blocage de la chaîne radicalaire. C’est le mode d’action de la vitamine E (ou tocophérol) et de ses dérivés. Malheureusement, cette action est également limitée dans le temps car cette molécule instable finit par s’oxyder. - Blocking of the radical chain. This is how vitamin E (or tocopherol) and its derivatives work. Unfortunately, this action is also limited in time because this unstable molecule eventually oxidizes.
Les acides, en particulier l’acide citrique ou l’acide benzoïque, permettent de ralentir l’oxydation, car ils ont une action sur la polyphénol-oxydase, inactive à pH acide, qui catalyse des réactions d’oxydation. Cette action est cependant limitée dans le temps car les acides solubilisent les cations pro-oxydants présents dans la composition et ne stoppent donc pas totalement l’oxydation. Acids, especially citric acid or benzoic acid, slow down oxidation because they act on polyphenol oxidase, inactive at acidic pH, which catalyzes oxidation reactions. This action is however limited in time because the acids solubilize the pro-oxidant cations present in the composition and therefore do not completely stop the oxidation.
- Les polyphénols antioxydants. Les cations pro-oxydants présents dans la composition finissent par les oxyder, suite à quoi ils perdent leur pouvoir antioxydant. Il en va de même avec les caroténoïdes, l’ubiquinone, le thé vert, etc. - Antioxidant polyphenols. The pro-oxidant cations present in the composition end up oxidizing them, following which they lose their antioxidant power. The same goes for carotenoids, ubiquinone, green tea, etc.
La demande WO 2011/073941 A1 décrit l’utilisation d’un polymère particulier capable de développer des propriétés antioxydantes dans une composition
dans des conditions spécifiques de polymérisation. Ce polymère améliore le pouvoir antioxydant et anti-radicalaire de la composition. Cependant, s’il ralentit les conditions provoquant l’oxydation, il ne les bloque pas complètement. Au final, les cations pro-oxydants présents dans la composition finissent par oxyder le polymère. Application WO 2011/073941 A1 describes the use of a particular polymer capable of developing antioxidant properties in a composition under specific polymerization conditions. This polymer improves the antioxidant and anti-free radical power of the composition. However, while it slows down the conditions causing oxidation, it does not completely block them. In the end, the pro-oxidant cations present in the composition end up oxidizing the polymer.
La demande WO 2015/067871 décrit l’utilisation de l’acide pectique et/ou ses sels sous forme soluble pour créer un complexe avec une macromolécule possédant des groupes chargés positivement, ledit complexe étant rendu insoluble en milieu aqueux et à pH acide. Cette demande ne concerne pas les phénomènes d’oxydation dans une composition organique. De plus, l’acide pectique est mis en œuvre dans le milieu sous forme soluble. Application WO 2015/067871 describes the use of pectic acid and / or its salts in soluble form to create a complex with a macromolecule having positively charged groups, said complex being made insoluble in aqueous medium and at acidic pH. This application does not relate to oxidation phenomena in an organic composition. In addition, pectic acid is implemented in the medium in soluble form.
Par conséquent, les solutions de l’état de la technique ne parviennent pas à résoudre de façon satisfaisante les problèmes liés à l’emploi d’antioxydants. Therefore, the solutions of the state of the art fail to satisfactorily solve the problems associated with the use of antioxidants.
Il demeure un besoin pour un nouveau mode opératoire pour lutter contre l’oxydation ne présentant pas les inconvénients précités. There remains a need for a new procedure for combating oxidation which does not have the aforementioned drawbacks.
Exposé de l’invention Disclosure of the invention
L’invention a pour but de pallier les problèmes de l’état de la technique dans le cas d’une composition organique liquide ou semi-liquide. Ladite composition comprend au moins des cations pro-oxydants et des molécules sensibles à l’oxydation. The aim of the invention is to overcome the problems of the state of the art in the case of a liquid or semi-liquid organic composition. Said composition comprises at least pro-oxidant cations and molecules sensitive to oxidation.
La solution innovante est décrite ci-après. The innovative solution is described below.
Un premier objet de l’invention est un procédé d’abaissement du pouvoir oxydant d’une composition organique liquide ou semi-liquide, ladite composition étant aqueuse, hydro-alcoolique ou huileuse, ledit procédé comprenant les étapes successives suivantes : A first object of the invention is a process for lowering the oxidizing power of a liquid or semi-liquid organic composition, said composition being aqueous, hydro-alcoholic or oily, said process comprising the following successive steps:
1 ) mise en contact d’au moins un polymère organique chargé négativement avec la composition organique, ledit polymère étant insoluble dans ladite composition, ledit polymère organique chargé négativement insoluble étant choisi parmi l’acide pectique et l’acide alginique, de façon à obtenir une préparation ; 1) bringing at least one negatively charged organic polymer into contact with the organic composition, said polymer being insoluble in said composition, said negatively charged insoluble organic polymer being chosen from pectic acid and alginic acid, so as to obtain a preparation ;
2) séparation dudit polymère sur lequel se sont fixés les cations pro-oxydants
présents dans la composition organique liquide ou semi-liquide, permettant la récupération de la composition organique libre. 2) separation of said polymer on which the pro-oxidant cations are attached present in the liquid or semi-liquid organic composition, allowing the recovery of the free organic composition.
Avantageusement, au cours de ladite mise en contact, les cations pro-oxydants, choisis parmi les cations divalents et/ou trivalents présents dans la composition qui favorisent l’oxydation des molécules organiques présentes dans ladite composition, viennent se fixer sur ledit polymère organique chargé Advantageously, during said contacting, the pro-oxidant cations, chosen from divalent and / or trivalent cations present in the composition which promote the oxidation of the organic molecules present in said composition, attach to said charged organic polymer
négativement insoluble. negatively insoluble.
Au cours de l’étape de séparation, le polymère sur lequel se sont fixés les cations pro-oxydants présents dans la composition est séparé de la During the separation step, the polymer to which the pro-oxidant cations present in the composition are attached is separated from the
composition organique libre. free organic composition.
Le procédé selon l’invention se base notamment sur une nouvelle utilisation d’un polymère organique chargé négativement insoluble sur lequel viennent se fixer les cations pro-oxydants présents dans la composition, ce qui les rend insolubles et, ainsi, non disponibles pour intervenir dans l’oxydation des molécules organiques présentes dans ladite composition. The process according to the invention is based in particular on a new use of a negatively charged insoluble organic polymer on which the pro-oxidant cations present in the composition are attached, which makes them insoluble and, thus, not available for intervention in the oxidation of organic molecules present in said composition.
Un deuxième objet de l’invention est une composition organique libre A second object of the invention is a free organic composition
susceptible d’être obtenue selon le procédé de l’invention. capable of being obtained by the process of the invention.
Un troisième objet de l’invention est une composition alimentaire, cosmétique ou chimique comprenant au moins une composition organique libre selon l’invention. A third object of the invention is a food, cosmetic or chemical composition comprising at least one free organic composition according to the invention.
Un quatrième objet de l’invention est une composition pharmaceutique comprenant au moins une composition organique libre selon l’invention, notamment pour son utilisation en tant que médicament. A fourth subject of the invention is a pharmaceutical composition comprising at least one free organic composition according to the invention, in particular for its use as a medicament.
Définitions Definitions
Par « organique », on entend selon l’invention contenant du carbone By "organic" is meant according to the invention containing carbon
naturellement ou après synthèse. naturally or after synthesis.
Par « polymère organique chargé négativement », on entend selon l’invention un acide organique macromoléculaire, d'un poids moléculaire supérieur à 5000 Dalton choisi parmi l'acide pectique et/ou l'acide alginique. C’est un polymère qui adsorbe les cations.
Par « acide pectique », on entend selon l’invention un acide pectique By “negatively charged organic polymer” is meant according to the invention a macromolecular organic acid with a molecular weight greater than 5000 Dalton chosen from pectic acid and / or alginic acid. It is a polymer which adsorbs cations. By “pectic acid” is meant according to the invention a pectic acid
préférentiellement sous sa forme acide, généralement avec un degré de méthylation de préférence inférieur à 5%, en particulier strictement inférieur à 5%. Par « degré de méthylation », on entend le pourcentage de groupements carboxyles de l’acide pectique qui se trouvent sous forme de groupements - C(0)OCH3. preferably in its acid form, generally with a degree of methylation preferably less than 5%, in particular strictly less than 5%. By “degree of methylation” is meant the percentage of carboxyl groups of pectic acid which are in the form of - C (0) OCH 3 groups.
Par « compris dans l’intervalle de Xà Y », on entend selon l’invention pouvant prendre toute valeur de X à Y, X et Y inclus. By "included in the interval from X to Y" is meant according to the invention which can take any value from X to Y, X and Y inclusive.
Par « composition », on entend selon l’invention un produit composé d’au moins une espèce chimique, ou composant. By "composition" is meant according to the invention a product composed of at least one chemical species, or component.
Par « origine végétale », on entend selon l’invention tout produit dérivé de plantes (cultivées ou sauvages) telles que par exemple les fruits, légumes, graines, plantes aromatiques et/ou plantes ligno-cellulosiques. Ce produit est généralement sous forme solide ou liquide. Il peut être, par exemple, soit utilisé sous sa forme brute, soit mis en suspension dans une composition aqueuse, hydro-alcoolique ou huileuse après broyage. Ce produit peut être destiné à l’alimentation animale ou humaine, ou aux domaines de la cosmétique, la chimie et de la pharmacie. By "plant origin" is meant according to the invention any product derived from plants (cultivated or wild) such as, for example, fruits, vegetables, seeds, aromatic plants and / or lignocellulosic plants. This product is generally in solid or liquid form. It can be, for example, either used in its crude form, or suspended in an aqueous, hydro-alcoholic or oily composition after grinding. This product can be intended for animal or human consumption, or for the fields of cosmetics, chemicals and pharmacy.
Par « composition liquide », on entend une composition essentiellement liquide ne comportant pas d’élément solide visible à l’œil nu, c’est-à-dire de taille supérieure à environ 0,2 mm lorsque l’élément est situé à 20-25 cm de l’observateur. The term “liquid composition” is understood to mean an essentially liquid composition not comprising any solid element visible to the naked eye, that is to say of size greater than approximately 0.2 mm when the element is located at 20 -25 cm from the observer.
Par « composition semi-liquide », on entend une composition constituée du mélange d’un composant liquide et d’un composant solide, le composant solide étant généralement sous forme de particules visibles à l’œil nu. By "semi-liquid composition" is meant a composition consisting of the mixture of a liquid component and a solid component, the solid component generally being in the form of particles visible to the naked eye.
Par « pouvoir oxydant », on entend selon l’invention la capacité à s’oxyder des molécules organiques contenues dans une composition. By "oxidizing power" is meant according to the invention the ability to oxidize organic molecules contained in a composition.
Le pouvoir oxydant est généralement quantifié par une mesure de la The oxidizing power is generally quantified by measuring the
conductivité. La conductivité est mesurée de manière usuelle à la température ambiante, qui est généralement de 20°C mais qui peut être située entre 15°C et 27°C, notamment de 18°C à 25°C, en utilisant un conductimètre, tel qu’un conductimètre de laboratoire. La cinétique de mesure dépend du type de
composition (biomasse ou autre produit) mis en oeuvre lors du procédé. La cinétique de mesure peut ainsi varier de quelques heures à quelques jours, voire quelques semaines en fonction de la composition mise en œuvre. Pour la majorité des compositions, il est suffisant de suivre la cinétique sur quelques jours, par exemple une semaine, voire même sur une seule journée, étant donné qu’elle atteint un palier et n’évolue plus beaucoup après ces durées. On considère que l’oxydation est stoppée lorsque la cinétique de la conductivité a atteint un palier tel qu’évoqué précédemment. Une couleur de composition organique virant sur le marron/noir est également un indicateur d’oxydation.conductivity. The conductivity is usually measured at room temperature, which is generally 20 ° C but which may be between 15 ° C and 27 ° C, especially 18 ° C to 25 ° C, using a conductimeter, such as 'a laboratory conductivity meter. The measurement kinetics depend on the type of composition (biomass or other product) used during the process. The measurement kinetics can thus vary from a few hours to a few days, or even a few weeks depending on the composition used. For the majority of the compositions, it is sufficient to follow the kinetics over a few days, for example a week, or even over a single day, given that it reaches a plateau and does not change much after these periods. It is considered that the oxidation is stopped when the kinetics of the conductivity has reached a plateau as mentioned above. A color of organic composition turning brown / black is also an indicator of oxidation.
Par « abaissement du pouvoir oxydant », on entend selon l’invention que, sur l’intervalle de temps considéré, le pouvoir oxydant des molécules organiques contenues dans la composition organique libre diminue, par rapport au pouvoir oxydant de la composition organique liquide ou semi-liquide d’origine. De préférence, le pouvoir oxydant diminue d’au moins 50%, de préférence d’au moins 80%, de façon encore plus préférée d’au moins 90 %. By “lowering of the oxidizing power” is meant according to the invention that, over the time interval considered, the oxidizing power of the organic molecules contained in the free organic composition decreases, relative to the oxidizing power of the liquid or semi-organic composition. - original liquid. Preferably, the oxidizing power decreases by at least 50%, preferably at least 80%, even more preferably at least 90%.
Par « cations pro-oxydants » on entend selon l’invention les cations, en particulier les cations divalents et/ou trivalents, présents dans une composition liquide ou semi-liquide qui favorisent l’oxydation de molécules organiques présentes dans ladite composition. Par « favoriser l’oxydation », on entend que lesdits cations divalents et/ou trivalents participent aux réactions d’oxydation des molécules organiques en présence d’oxygène. By "pro-oxidant cations" is meant according to the invention cations, in particular divalent and / or trivalent cations, present in a liquid or semi-liquid composition which promote the oxidation of organic molecules present in said composition. By "promoting oxidation" is meant that said divalent and / or trivalent cations participate in the oxidation reactions of organic molecules in the presence of oxygen.
Par « composition huileuse », on entend selon l’invention une composition de préférence liquide comprenant au moins 50% (volumique) d’huile(s). Une telle composition peut être sous forme de solution, c’est-à-dire d’un liquide contenant un corps dissout, ou d’émulsion, c’est-à-dire une préparation liquide contenant en suspension une substance huileuse ou résineuse. By "oily composition" is meant according to the invention a preferably liquid composition comprising at least 50% (by volume) of oil (s). Such a composition may be in the form of a solution, that is to say of a liquid containing a dissolved substance, or of an emulsion, that is to say a liquid preparation containing in suspension an oily or resinous substance.
Par « mise en contact », on entend selon l’invention une incorporation du polymère organique chargé négativement dans la composition organique, généralement par ajout du polymère dans la composition organique ou bien par un passage de la composition à travers un lit de polymère placé dans un contenant de type colonne.
Par « polymère organique chargé négativement insoluble », on entend selon l’invention tout polymère organique chargé négativement qui ne peut se dissoudre dans son milieu, à savoir, par exemple, une solution aqueuse ou hydroalcoolique ou une émulsion huileuse, quelle que soit la quantité ajoutée à température ambiante, c’est-à-dire comprise entre 15°C et 27°C, et notamment entre 18°C et 25°C. The term “contacting” means according to the invention an incorporation of the negatively charged organic polymer into the organic composition, generally by adding the polymer to the organic composition or else by passing the composition through a bed of polymer placed in the organic composition. a column type container. By “negatively charged insoluble organic polymer” is meant according to the invention any negatively charged organic polymer which cannot dissolve in its medium, namely, for example, an aqueous or hydroalcoholic solution or an oily emulsion, whatever the quantity. added at room temperature, that is to say between 15 ° C and 27 ° C, and in particular between 18 ° C and 25 ° C.
Par « composition organique libre », on entend selon l’invention une By "free organic composition" is meant according to the invention a
composition issue du procédé de l’invention. Selon l’invention, cette composition resulting from the process of the invention. According to the invention, this
composition est telle que la plupart, c’est-à-dire au moins 50%, en particulier au moins 80%, notamment au moins 90% des cations pro-oxydants présents dans ladite composition initiale ont été éliminés par liaison avec le polymère organique chargé négativement et séparés de ladite composition organique libre. composition is such that most, that is to say at least 50%, in particular at least 80%, in particular at least 90% of the pro-oxidant cations present in said initial composition have been eliminated by binding with the organic polymer negatively charged and separated from said free organic composition.
Avantageusement, le procédé selon l’invention permet de : Advantageously, the method according to the invention makes it possible to:
- bloquer sensiblement l’oxydation des molécules organiques sensibles à l’oxydation présents dans la composition grâce à l’ajout dans ladite composition du polymère organique chargé négativement insoluble ; - substantially block the oxidation of the oxidation-sensitive organic molecules present in the composition by adding to said composition the negatively charged insoluble organic polymer;
- réduire le niveau de contamination microbienne - reduce the level of microbial contamination
En effet, le procédé de l’invention permet d’insolubiliser les cations divalents et/ou trivalents pro-oxydants présents dans la composition organique grâce au polymère organique chargé négativement insoluble qui va fixer et donc insolubiliser ces cations. Par ce biais, ces cations ne seront alors plus pro oxydants. Parallèlement, le développement microbien est également limité car les cations divalents et/ou trivalents nécessaires à leur développement ne sont plus disponibles dans la composition. Indeed, the process of the invention makes it possible to insolubilize the divalent and / or trivalent pro-oxidant cations present in the organic composition thanks to the negatively charged insoluble organic polymer which will fix and therefore insolubilize these cations. In this way, these cations will no longer be pro-oxidants. At the same time, microbial development is also limited because the divalent and / or trivalent cations necessary for their development are no longer available in the composition.
Les cations pro-oxydants selon l’invention sont généralement choisis dans le groupe des cations divalents ou trivalents de métaux lourds tels que, par exemple, le fer ou le cuivre ayant plusieurs charges positives, susceptibles de changer de valence. A titre de cations pro-oxydants au sens de l’invention, on peut citer, par exemple, des métaux tels que le fer, le cuivre, le calcium, le magnésium, le zinc, le nickel, le manganèse, l’aluminium, qui peuvent être, notamment, présents dans les biomasses, ou encore d’autres cations
métalliques tels que le baryum, le bismuth, le mercure, le plomb, le cadmium, le cobalt, le chrome, ou encore le silicium. The pro-oxidant cations according to the invention are generally chosen from the group of divalent or trivalent cations of heavy metals such as, for example, iron or copper having several positive charges, capable of changing valence. As pro-oxidant cations within the meaning of the invention, mention may be made, for example, of metals such as iron, copper, calcium, magnesium, zinc, nickel, manganese, aluminum, which may be, in particular, present in the biomasses, or even other cations metals such as barium, bismuth, mercury, lead, cadmium, cobalt, chromium, or even silicon.
Le polymère organique chargé négativement insoluble est choisi dans le groupe formé par l’acide pectique (ou acide polygalacturonique) et les acides alginiques, de préférence l’acide pectique. The insoluble negatively charged organic polymer is selected from the group formed by pectic acid (or polygalacturonic acid) and alginic acids, preferably pectic acid.
L’acide pectique, qui est un acide organique polymère non hydrosoluble de l’acide galacturonique, est généralement un produit de la dégradation de la pectine par une pectinase. C’est un polymère végétal riche en fonctions carboxyliques libres chargées négativement. Pectic acid, which is a water-insoluble polymeric organic acid of galacturonic acid, is generally a product of the degradation of pectin by a pectinase. It is a plant polymer rich in free, negatively charged carboxylic functions.
Comme pour les pectines, les acides pectiques sont caractérisés notamment par un taux de méthylation ou un degré de méthylation (DM) qui correspond au rapport des fonctions acides carboxyliques des acides galacturoniques estérifiés (méthylés) sur le total des fonctions acides carboxyliques des acides galacturoniques. As for pectins, pectic acids are characterized in particular by a degree of methylation or a degree of methylation (MD) which corresponds to the ratio of the carboxylic acid functions of esterified (methylated) galacturonic acids to the total of the carboxylic acid functions of galacturonic acids.
Selon l’invention, le polymère organique chargé négativement insoluble préféré est l’acide pectique ayant un taux de méthylation inférieur à 5%. According to the invention, the preferred insoluble negatively charged organic polymer is pectic acid having a methylation level of less than 5%.
L’acide pectique se trouve généralement sous forme de poudre. Il peut donc être utilisé aussi bien fixé sur une colonne qu’agité en cuve {« batch »). Pectic acid is usually found in powder form. It can therefore be used both fixed on a column and stirred in a tank ("batch").
L’acide pectique peut être facilement retiré lors de l’étape 2) par séparation solide-liquide. Ainsi, il est d’abord introduit directement dans la composition organique liquide ou semi-liquide à traiter, puis après avoir fixé des cations pro oxydants de ladite composition, il est retiré de celle-ci-en fin de procédé. Pectic acid can be easily removed in step 2) by solid-liquid separation. Thus, it is first introduced directly into the liquid or semi-liquid organic composition to be treated, then after having fixed pro-oxidant cations of said composition, it is withdrawn from the latter at the end of the process.
La composition liquide ou semi-liquide est de préférence choisie parmi les solutions aqueuses, les solutions hydroalcooliques, les émulsions huileuses et les compositions semi-liquides contenant au moins une biomasse. The liquid or semi-liquid composition is preferably chosen from aqueous solutions, hydroalcoholic solutions, oily emulsions and semi-liquid compositions containing at least one biomass.
Par « biomasse », on entend une masse de matière vivante subsistant en équilibre sur une surface donnée du globe terrestre. By “biomass” is meant a mass of living matter remaining in equilibrium on a given surface of the terrestrial globe.
La biomasse est de préférence d’origine végétale. Elle peut avoir subi une ou plusieurs extractions de produits d’intérêt avant d’être traitée en utilisant le procédé de la présente invention. The biomass is preferably of plant origin. It may have undergone one or more extractions of products of interest before being processed using the process of the present invention.
Les compositions organiques liquides ou semi-liquides préférées selon l’invention sont celles contenant des molécules organiques naturellement
oxydables en présence d’oxygène dissous dans la composition liquide ou semi- liquide. On peut citer par exemple : des tourteaux de tournesol, des tourteaux de colza, des solutions de plantes aromatiques, des drêches et peaux de fruits et légumes, des jus de fruits ou de légumes, du vin, des eaux de blanchiment, des eaux de coupe, des huiles végétales, des préparations cosmétiques ou pharmaceutiques liquides. Conformément à l’invention, préalablement à sa mise en contact avec un polymère organique chargé négativement insoluble tel que l’acide pectique ou l’acide alginique, la biomasse sous forme solide telle mentionnée précédemment peut subir un traitement tel que le broyage, foulage, trituration ou le râpage, avant ou concomitamment à sa mise en solution, de façon à que l’on obtienne une composition organique liquide ou semi-liquide, ladite composition étant aqueuse, hydro-alcoolique ou huileuse. The preferred liquid or semi-liquid organic compositions according to the invention are those containing naturally occurring organic molecules. oxidizable in the presence of oxygen dissolved in the liquid or semi-liquid composition. We can cite for example: sunflower cake, rapeseed cake, solutions of aromatic plants, fruit and vegetable grains and skins, fruit or vegetable juices, wine, bleaching water, cutting, vegetable oils, cosmetic or pharmaceutical liquid preparations. In accordance with the invention, prior to its bringing into contact with a negatively insoluble charged organic polymer such as pectic acid or alginic acid, the biomass in solid form as mentioned above can undergo a treatment such as grinding, crushing, trituration or grating, before or concomitantly with its dissolution, so that a liquid or semi-liquid organic composition is obtained, said composition being aqueous, hydro-alcoholic or oily.
Les étapes 1 ) et 2 sont de préférence effectuées à une température comprise dans l’intervalle de 15 à 70°C, de préférence comprise dans l’intervalle de 20 à 25°C. Le pH de la composition avant le traitement avec ledit polymère organique est généralement compris entre les valeurs de 5 et de 8. Steps 1) and 2 are preferably carried out at a temperature in the range of 15 to 70 ° C, preferably in the range of 20 to 25 ° C. The pH of the composition before the treatment with said organic polymer is generally between the values of 5 and 8.
L’étape 1 ) de mise en contact est de préférence effectuée par au moins l’une des actions suivantes : mélange, mise en suspension, broyage, foulage, trituration, et râpage, comme cela est connu de l’homme du métier. Step 1) of contacting is preferably carried out by at least one of the following actions: mixing, suspending, grinding, crushing, trituration, and grating, as is known to those skilled in the art.
Selon un mode de réalisation préféré, ladite composition à traiter selon la présente invention contient une biomasse qui est broyée en utilisant tout moyen connu par l’homme du métier, de préférence un moyen mécanique. According to a preferred embodiment, said composition to be treated according to the present invention contains a biomass which is ground using any means known to those skilled in the art, preferably mechanical means.
La mise en contact du polymère avec la composition organique liquide ou semi- liquide selon l’étape 1 ) peut se faire en colonne ou en cuve (« batch », de préférence sous agitation). The contacting of the polymer with the liquid or semi-liquid organic composition according to step 1) can be done in a column or in a tank ("batch", preferably with stirring).
La préparation obtenue à l’issue de l’étape 1 ) peut être, éventuellement, mélangée. The preparation obtained at the end of step 1) can optionally be mixed.
De préférence, le polymère organique chargé négativement insoluble est présent dans la préparation issue de l’étape 1 ) ou de l'étape 2) à une teneur comprise dans l’intervalle de 1 à 30 g/l, en particulier de 1 à 15 g/L, notamment de 1 à 5 g/l, de préparation. Ceci est vrai que la préparation ait été mélangée ou non.
La séparation du polymère organique chargé négativement insoluble de l’étape 2) peut être effectuée par tout moyen courant, tel que par centrifugation ou filtration, comme cela est connu de l’homme du métier. Preferably, the negatively charged insoluble organic polymer is present in the preparation resulting from step 1) or from step 2) at a content in the range from 1 to 30 g / l, in particular from 1 to 15 g / L, in particular from 1 to 5 g / l, of preparation. This is true whether the preparation has been mixed or not. The separation of the negatively charged insoluble organic polymer from step 2) can be carried out by any common means, such as by centrifugation or filtration, as is known to those skilled in the art.
Le procédé selon l’invention est avantageusement utilisé dans toute industrie dans laquelle l’industriel est confronté au problème de l’oxydation non désirée d’une composition organique liquide ou semi-liquide, par exemple lorsque celle-ci comprend de l’oxygène dissous dans l’eau. The process according to the invention is advantageously used in any industry in which the manufacturer is confronted with the problem of the unwanted oxidation of a liquid or semi-liquid organic composition, for example when the latter comprises dissolved oxygen. in water.
On peut ainsi citer les industries agroalimentaires, le raffinage de végétaux, la cosmétique, la chimie et la pharmacie. Plus précisément les compositions suivantes peuvent être traitées : Mention may thus be made of the agro-food industries, the refining of plants, cosmetics, chemicals and pharmacy. More precisely, the following compositions can be treated:
- dans le domaine agroalimentaire : par exemple, du jus vert de sucrerie ; du jus d’extraction amidon/gluten, du jus d’extraction de pectine, des eaux d’étuvage de riz, des eaux de coupe et de blanchiment et plus généralement des eaux de process dans des procédés de traitement de fruits et/ou légumes, des jus de fruits ou de légumes fermentés ou non ; - in the agrifood sector: for example, green sugar juice; starch / gluten extraction juice, pectin extraction juice, rice parboiling water, cutting and bleaching water and more generally process water in fruit and / or vegetable treatment processes , fruit or vegetable juices, whether or not fermented;
- tout liquide d’extraction (lorsque le traitement se fait après séparation de la biomasse du liquide) ; - any extraction liquid (when the treatment is carried out after separation of the biomass from the liquid);
- des produits de raffinage (ou « biocracking » en anglais) de végétaux ; - products of refining (or "biocracking" in English) of plants;
- dans le domaine cosmétique : des émulsions eau/huile ou huile/eau ; - in the cosmetics field: water / oil or oil / water emulsions;
- toute composition pharmaceutique. - any pharmaceutical composition.
Comme précédemment indiqué, les produits sous forme solide traités selon la présente invention peuvent subir un traitement tel que le broyage, foulage, trituration ou le râpage avant ou concomitamment à leur mise en solution de façon à que l’on obtienne une composition organique liquide ou semi-liquide, ladite composition étant aqueuse, hydro-alcoolique ou huileuse. As previously indicated, the products in solid form treated according to the present invention can undergo a treatment such as grinding, crushing, trituration or grating before or concomitantly with their dissolution so that a liquid organic composition is obtained or semi-liquid, said composition being aqueous, hydro-alcoholic or oily.
Brève description des dessins Brief description of the drawings
[Fig. 1 ] La figure 1 représente l’évolution de la conductivité (C, en mS/cm) en fonction de la durée (en Jours, J) selon deux exemples de réalisation [Fig. 1] Figure 1 shows the change in conductivity (C, in mS / cm) as a function of time (in days, J) according to two embodiments
(comparatif et selon l’invention) illustrant l’exemple 1.
[Fig. 2] La figure 2 représente l’évolution de la conductivité (C, en mS/cm) en fonction de la durée (en Jours, J) selon deux exemples de réalisation (comparative and according to the invention) illustrating Example 1. [Fig. 2] FIG. 2 represents the evolution of the conductivity (C, in mS / cm) as a function of the duration (in Days, J) according to two exemplary embodiments
(comparatif et selon l’invention) illustrant l’exemple 2. (comparative and according to the invention) illustrating Example 2.
Les figures 1 et 2 seront commentées ci-après dans les exemples 1 et 3. Figures 1 and 2 will be commented on below in Examples 1 and 3.
Exemples Examples
Exemple 1 : composition issue de la pomme de terre traitée par l’acide pectique Example 1: composition obtained from potato treated with pectic acid
La pomme de terre contient de l’acide chlorogénique, qui est un polyphénol sensible à l’oxydation. Ce tubercule fait donc partie des excellents exemples de test d’oxydation. Potato contains chlorogenic acid, which is an oxidation-sensitive polyphenol. This tuber is therefore one of the excellent examples of an oxidation test.
ESSAI 1 : biomasse sans ajout de polymère chargé négativement insoluble (pour comparaison) TEST 1: biomass without addition of negatively charged insoluble polymer (for comparison)
500 g de pomme de terre ont été broyés dans 500 g d’eau dans un 500 g of potato were crushed in 500 g of water in a
mélangeur/broyeur à couteaux. Le mélangeur/broyeur présente l’avantage de créer les conditions d’oxydabilité maximales, car il permet d’ajouter de l’air dans le broyât en faisant mousser les protéines. Après 10 minutes de mélange à vitesse 1 , à une température de 20°C, le mélange a été arrêté et il a été procédé à une séparation liquide - solide par centrifugation. Le liquide d’extraction ainsi obtenu était de couleur rouille/marron, typique d’un produit oxydé. knife mixer / mill. The blender / grinder has the advantage of creating the conditions for maximum oxidization, as it allows air to be added to the mash while foaming the proteins. After 10 minutes of mixing at speed 1, at a temperature of 20 ° C, the mixing was stopped and a liquid-solid separation was carried out by centrifugation. The resulting extraction liquid was rusty / brown in color, typical of an oxidized product.
L’évolution de la conductivité (C, en mS/cm) du liquide d’extraction a été mesurée en fonction de la durée (en Jours, J) avec un conductimètre The change in the conductivity (C, in mS / cm) of the extraction liquid was measured as a function of the time (in Days, D) with a conductivity meter
(Sanxin SX713) à 20°C, tel que représenté sur la courbe 2 de la figure 1. (Sanxin SX713) at 20 ° C, as shown on curve 2 in Figure 1.
ESSAI 2 : biomasse traitée avec ajout de polymère chargé négativement insoluble selon l’invention TEST 2: biomass treated with addition of negatively charged insoluble polymer according to the invention
500 g de pomme de terre ont été broyés dans 500 g d’eau dans lesquelles on a ajouté 15 g d’acide pectique dans le même mélangeur que dans l’essais 1.
Après 10 minutes de mélange à vitesse 1 , à une température de 20°C, le mélange a été arrêté et il a été procédé à une séparation liquide - solide par centrifugation. Le liquide d’extraction ainsi obtenu était de couleur jaune. Cette couleur jaune, qui est demeurée stable plusieurs jours après la séparation, a démontré l’absence d’oxydation. 500 g of potato were ground in 500 g of water in which 15 g of pectic acid were added in the same mixer as in test 1. After 10 minutes of mixing at speed 1, at a temperature of 20 ° C, the mixing was stopped and a liquid-solid separation was carried out by centrifugation. The extraction liquid thus obtained was yellow in color. This yellow color, which remained stable for several days after separation, demonstrated the absence of oxidation.
L’évolution de la conductivité (C, en mS/cm) du liquide d’extraction a été mesurée comme dans l’ESSAI 1 en fonction de la durée (en Jours, J), tel que représenté sur la courbe 1 de la figure 1. The change in the conductivity (C, in mS / cm) of the extraction liquid was measured as in TEST 1 as a function of the duration (in Days, D), as shown on curve 1 in figure 1.
Contrairement à la courbe 2 de la figure 1 correspondant à l’ESSAI 1 Unlike curve 2 in Figure 1 corresponding to TEST 1
comparatif, on voit sur la courbe 1 de la figure 1 que le produit traité par le procédé de l’invention présente une asymptote à environ 5,2 mS/cm, ce qui a démontré l’efficacité du procédé selon l’invention puisqu’au-delà de 3 jours et jusqu’à 7 jours l’oxydation du produit n’avait pas évolué. comparison, it can be seen from curve 1 of FIG. 1 that the product treated by the process of the invention exhibits an asymptote at approximately 5.2 mS / cm, which has demonstrated the effectiveness of the process according to the invention since beyond 3 days and up to 7 days the oxidation of the product had not changed.
Exemple 2 : composition de tourteau de tournesol traitée par l’acide pectique Example 2: composition of sunflower cake treated with pectic acid
Un tourteau de tournesol déshuilé par pressage à 60°C contient de l’acide chlorogénique, qui est un autre polyphénol sensible à l’oxydation. Sunflower meal de-oiled by pressing at 60 ° C contains chlorogenic acid, which is another polyphenol sensitive to oxidation.
ESSAI 1 : biomasse sans ajout de polymère chargé négativement insoluble (pour comparaison) TEST 1: biomass without addition of negatively charged insoluble polymer (for comparison)
50 g de tourteau de tournesol déshuilé par pressage à 60°C ont été mélangés à l’aide d’un agitateur magnétique dans 1000 g d’eau, à 25°C. Après une heure d’agitation, il a été procédé à une séparation solide-liquide par filtration. La couleur du surnageant a commencé à noircir une heure après la séparation, ce qui a démontré une oxydation. 50 g of sunflower meal deoiled by pressing at 60 ° C were mixed with the aid of a magnetic stirrer in 1000 g of water at 25 ° C. After one hour of stirring, a solid-liquid separation was carried out by filtration. The color of the supernatant began to darken one hour after separation, demonstrating oxidation.
ESSAI 2 : biomasse traitée avec ajout de polymère chargé négativement insoluble selon l’invention
50 g de tourteau de tournesol déshuilé par pressage à 60°C ont été mélangés à l’aide d’un agitateur magnétique dans 1000 g d’eau dans laquelle avaient été ajoutés 12 g d’acide pectique à 25°C. Après une heure d’agitation, il a été procédé à une séparation solide-liquide par filtration. La couleur du surnageant est demeurée jaune pâle même plusieurs jours après la séparation, ce qui a démontré que le polyphénol ne s’était pas oxydé. TEST 2: biomass treated with addition of negatively charged insoluble polymer according to the invention 50 g of sunflower cake deoiled by pressing at 60 ° C were mixed using a magnetic stirrer in 1000 g of water to which 12 g of pectic acid at 25 ° C had been added. After one hour of stirring, a solid-liquid separation was carried out by filtration. The color of the supernatant remained pale yellow even for several days after separation, demonstrating that the polyphenol had not oxidized.
Cela a démontré l’efficacité du procédé selon l’invention, par rapport au résultat de l’essai 1 comparatif. This demonstrated the effectiveness of the method according to the invention, compared to the result of comparative test 1.
Exemple 3 : composition de jus de pomme traitée par l’acide pectique Example 3: composition of apple juice treated with pectic acid
Le jus de pomme contient de l’acide chlorogénique, qui est un polyphénol sensible à l’oxydation. Apple juice contains chlorogenic acid, which is an oxidation-sensitive polyphenol.
La conductivité a été mesurée pour déterminer le pouvoir oxydant de la composition traitée par rapport à celle non traitée par l’ajout de l’acide pectique. The conductivity was measured to determine the oxidizing power of the composition treated compared to that not treated by the addition of pectic acid.
ESSAI 1 : biomasse sans ajout de polymère chargé négativement insoluble (pour comparaison) TEST 1: biomass without addition of negatively charged insoluble polymer (for comparison)
A partir de pommes, 1 L de jus a été extrait à température ambiante à l’aide d’un extracteur de jus ménager. Le jus de pomme obtenu a été filtré pour éliminer les grosses particules solides, puis pasteurisé par chauffage à 70°C pendant 30 minutes. From apples, 1 L of juice was extracted at room temperature using a household juice extractor. The obtained apple juice was filtered to remove large solid particles and then pasteurized by heating at 70 ° C for 30 minutes.
ESSAI 2 : : biomasse traitée avec ajout de polymère chargé négativement insoluble selon l’invention TEST 2: biomass treated with addition of negatively charged insoluble polymer according to the invention
A partir de pommes, 1 L de jus a été extrait à température ambiante, à l’aide d’un extracteur de jus ménager. Le jus de pomme obtenu a été mélangé avec 10 g/L d’acide pectique insoluble pour obtenir un pH de 3,5. La composition obtenue a ensuite été filtrée pour éliminer les grosses particules solides puis pasteurisée par chauffage à 70°C pendant 30 minutes. From apples, 1 L of juice was extracted at room temperature, using a household juice extractor. The apple juice obtained was mixed with 10 g / L of insoluble pectic acid to obtain a pH of 3.5. The resulting composition was then filtered to remove large solid particles and then pasteurized by heating at 70 ° C for 30 minutes.
Pour les ESSAIS 1 et 2, on a effectué les mesures suivantes :
- Mesure de la conductivité For TESTS 1 and 2, the following measurements were carried out: - Conductivity measurement
L’évolution de l’oxydation est suivie par la mesure de la conductivité (en mS/cm) du liquide d’extraction en fonction du temps (en jours), à l’aide d’un conductimètre (Sanxin SX713) à 20°C. The evolution of the oxidation is followed by measuring the conductivity (in mS / cm) of the extraction liquid as a function of time (in days), using a conductivity meter (Sanxin SX713) at 20 ° vs.
- Mesure de la contamination bactérienne : - Measurement of bacterial contamination:
Des mesures de concentrations bactériennes (entérobactéries) ont également été réalisées à T0 et à T + 5 jours. Bacterial concentration measurements (enterobacteria) were also carried out at T0 and at T + 5 days.
Lors de ce test, la méthode française selon la norme NF V08-054-04/2009 a été utilisée pour dénombrer des entérobactéries présumées par comptage des colonies obtenues à 30 °C ou 37 °C, dans les produits destinés à la During this test, the French method according to the NF V08-054-04 / 2009 standard was used to enumerate presumed enterobacteria by counting the colonies obtained at 30 ° C or 37 ° C, in products intended for
consommation humaine ou à l'alimentation animale. human consumption or animal feed.
Les résultats sont rapportés sur la figure 2 : The results are reported in Figure 2:
Conductivité : Conductivity:
Pour l’échantillon non traité par l’acide pectique (courbe « sans acide For the sample not treated with pectic acid (curve "without acid
pectique ») on note que la conductivité augmente très rapidement et très fortement durant le premier jour en partant d’une valeur initiale de 2 mS/cm jusqu’à 2,8 mS/cm, pour ensuite progressivement augmenter jusqu’à la valeur de 3 mS/cm pendant plus de 30 jours supplémentaires. pectic ”) we note that the conductivity increases very quickly and very strongly during the first day, starting from an initial value of 2 mS / cm up to 2.8 mS / cm, and then gradually increasing to the value of 3 mS / cm for more than an additional 30 days.
En revanche, pour l’échantillon traité par l’acide pectique, selon le procédé de l’invention (courbe « avec acide pectique »), on note une quasi stabilité de la conductivité à la valeur initiale (2 mS/cm) et cela, pendant toute la période du test (30 jours). On the other hand, for the sample treated with pectic acid, according to the method of the invention (curve "with pectic acid"), one notes a quasi stability of the conductivity at the initial value (2 mS / cm) and that , throughout the test period (30 days).
Ces résultats montrent très clairement que dans le cas de l’échantillon de jus de pomme traité par l’acide pectique, selon l’invention, l’oxydation a été bloquée. These results show very clearly that in the case of the apple juice sample treated with pectic acid, according to the invention, the oxidation was blocked.
Contamination bactérienne Bacterial contamination
On constate une concentration bactérienne (entérobactéries) à J+5 de 120000 UFC/g pour le jus non traité par l’acide pectique, par rapport à < 100 UFC/j pour le jus traité par l’acide pectique selon l’invention.
Ce résultat montre nettement une contamination bactérienne très réduite lorsque le jus de pomme a été traité par l’acide pectique. A bacterial concentration (enterobacteria) is observed on D + 5 of 120,000 CFU / g for the juice not treated with pectic acid, compared with <100 CFU / day for the juice treated with pectic acid according to the invention. This result clearly shows a very reduced bacterial contamination when the apple juice has been treated with pectic acid.
Exemple 4: composition de tourteau de tournesol traité par l’acide alginique Example 4: composition of sunflower cake treated with alginic acid
Un tourteau de tournesol déshuilé par pressage à 60°C contient de l’acide chlorogénique, qui est un polyphénol sensible à l’oxydation. A sunflower meal deoiled by pressing at 60 ° C contains chlorogenic acid, which is an oxidation-sensitive polyphenol.
ESSAI 1 : biomasse sans ajout de polymère chargé négativement insoluble (pour comparaison) TEST 1: biomass without addition of negatively charged insoluble polymer (for comparison)
50 g de tourteau de tournesol ont été mélangés à l’aide d’un agitateur magnétique dans 1000 g d’eau, à 25°C. Après une heure d’agitation, il a été procédé à une séparation solide-liquide par filtration. La couleur du surnageant a commencé à noircir une heure après la séparation, ce qui a démontré une oxydation. 50 g of sunflower meal were mixed with the aid of a magnetic stirrer in 1000 g of water at 25 ° C. After one hour of stirring, a solid-liquid separation was carried out by filtration. The color of the supernatant began to darken one hour after separation, demonstrating oxidation.
ESSAI 2 : biomasse traitée avec ajout de polymère chargé négativement insoluble selon l’invention TEST 2: biomass treated with addition of negatively charged insoluble polymer according to the invention
50 g de tourteau de tournesol ont été mélangés à l’aide d’un agitateur magnétique dans 1000 g d’eau dans laquelle avaient été ajoutés 25 g d’acide alginique à 25°C. Après une heure d’agitation, il a été procédé à une séparation solide-liquide par filtration. La couleur du surnageant est demeurée jaune pâle même plusieurs jours après la séparation, ce qui a démontré que le polyphénol ne s’était pas oxydé. 50 g of sunflower meal were mixed using a magnetic stirrer in 1000 g of water to which had been added 25 g of alginic acid at 25 ° C. After one hour of stirring, a solid-liquid separation was carried out by filtration. The color of the supernatant remained pale yellow even for several days after separation, demonstrating that the polyphenol had not oxidized.
Cela a démontré l’efficacité du procédé selon l’invention, par rapport au résultat de l’essai 1 comparatif.
This demonstrated the effectiveness of the method according to the invention, compared to the result of comparative test 1.
Claims
1. Procédé d’abaissement du pouvoir oxydant d’une composition organique liquide ou semi-liquide, ladite composition étant aqueuse, hydro-alcoolique ou huileuse et comprenant au moins des cations pro-oxydants et des molécules sensibles à l’oxydation, ledit procédé comprenant les étapes successives suivantes : 1. Process for lowering the oxidizing power of a liquid or semi-liquid organic composition, said composition being aqueous, hydro-alcoholic or oily and comprising at least pro-oxidant cations and molecules sensitive to oxidation, said process comprising the following successive steps:
1 ) mise en contact d’au moins un polymère organique chargé négativement avec la composition organique, ledit polymère étant insoluble dans ladite composition, ledit polymère organique chargé négativement insoluble étant choisi parmi l’acide pectique et l’acide alginique, de façon à obtenir une préparation ; 1) bringing at least one negatively charged organic polymer into contact with the organic composition, said polymer being insoluble in said composition, said negatively charged insoluble organic polymer being chosen from pectic acid and alginic acid, so as to obtain a preparation ;
2) séparation dudit polymère sur lequel se sont fixés les cations pro-oxydants présents dans la composition organique liquide ou semi-liquide, permettant la récupération de la composition organique libre. 2) separation of said polymer to which the pro-oxidant cations present in the liquid or semi-liquid organic composition are attached, allowing the recovery of the free organic composition.
2. Procédé selon la revendication 1 , dans laquelle, au cours de mise en contact de l’étape 1 ), les cations pro-oxydants, choisis parmi les cations divalents et/ou trivalents présents dans la composition qui favorisent l’oxydation des molécules organiques présentes dans ladite composition, viennent se fixer sur ledit polymère organique chargé négativement insoluble. 2. Method according to claim 1, in which, during the contacting of step 1), the pro-oxidant cations, chosen from divalent and / or trivalent cations present in the composition which promote the oxidation of the molecules. organic present in said composition, bind to said negatively charged insoluble organic polymer.
3. Procédé selon la revendication 1 , dans lequel la préparation obtenue à l’issue de l’étape 1 ) est mélangée. 3. The method of claim 1, wherein the preparation obtained at the end of step 1) is mixed.
4. Procédé selon l’une des revendications 1 à 3, caractérisé en ce que l’acide pectique a un taux de méthylation inférieur à 5%. 4. Method according to one of claims 1 to 3, characterized in that the pectic acid has a methylation rate of less than 5%.
5. Procédé selon l’une quelconque des revendications 1 à 4, caractérisée en ce que la composition organique liquide ou semi-liquide contient au moins une biomasse, de préférence d’origine végétale. 5. Method according to any one of claims 1 to 4, characterized in that the liquid or semi-liquid organic composition contains at least one biomass, preferably of plant origin.
6. Procédé selon l’une quelconque des revendications 1 à 5, caractérisée en ce que la biomasse est broyée avant son ajout dans la composition. 6. Method according to any one of claims 1 to 5, characterized in that the biomass is crushed before its addition to the composition.
7. Procédé selon l’une quelconque des revendications 1 à 6, caractérisée en ce que chacune des étapes 1 ) et 2) est effectuée à une température comprise
dans l’intervalle de 15 à 70 °C, de préférence comprise dans l’intervalle de 20 à 25°C. 7. Method according to any one of claims 1 to 6, characterized in that each of steps 1) and 2) is carried out at a temperature between in the range of 15 to 70 ° C, preferably in the range of 20 to 25 ° C.
8. Procédé selon l’une quelconque des revendications 1 à 7, caractérisé en ce que l’étape 1 ) de mise en contact est effectuée par au moins l’une des actions suivantes : mélange, mise en suspension, broyage, foulage, trituration ou râpage. 8. Method according to any one of claims 1 to 7, characterized in that step 1) of bringing into contact is carried out by at least one of the following actions: mixing, suspending, grinding, crushing, trituration or grating.
9. Procédé selon l’une quelconque des revendications 1 à 8, caractérisé en ce que, lors de l’étape 2), l’acide pectique ou l’acide alginique est retiré par séparation solide-liquide. 9. A method according to any one of claims 1 to 8, characterized in that, in step 2), pectic acid or alginic acid is removed by solid-liquid separation.
10. Procédé selon l’une quelconque des revendications 1 à 9, caractérisé en ce que le polymère organique chargé négativement insoluble, qui est l’acide pectique ou l’acide alginique, est présent dans la préparation à une teneur comprise dans l’intervalle de 1 à 30 g/l, en particulier de 1 à 15 g/L, notamment de 1 à 5 g/l de préparation. 10. A method according to any one of claims 1 to 9, characterized in that the negatively charged insoluble organic polymer, which is pectic acid or alginic acid, is present in the preparation at a content within the range from 1 to 30 g / l, in particular from 1 to 15 g / L, in particular from 1 to 5 g / l of preparation.
11. Procédé selon l’une quelconque des revendications 1 à 10, caractérisé en ce que l’étape 2) de séparation est effectuée par centrifugation ou filtration. 11. Method according to any one of claims 1 to 10, characterized in that step 2) of separation is carried out by centrifugation or filtration.
12. Procédé selon l’une quelconque des revendications 1 à 11 caractérisé en ce que le polymère organique chargé négativement insoluble, qui est l’acide pectique ou l’acide alginique est fixé sur une colonne. 12. Method according to any one of claims 1 to 11, characterized in that the negatively charged insoluble organic polymer, which is pectic acid or alginic acid, is fixed on a column.
13. Procédé selon l’une quelconque des revendications 1 à 10, caractérisé en ce que le pouvoir oxydant des molécules organiques contenues dans la composition organique libre est diminué d’au moins 50%, de préférence d’au moins 80%, de façon encore plus préférée d’au moins 90%, par rapport à la composition organique liquide ou semi-liquide mise en œuvre à l’étape 1 ). 13. Method according to any one of claims 1 to 10, characterized in that the oxidizing power of the organic molecules contained in the free organic composition is reduced by at least 50%, preferably by at least 80%, so even more preferred of at least 90%, relative to the liquid or semi-liquid organic composition used in step 1).
14. Composition organique libre ayant un pouvoir oxydant abaissé susceptible d’être obtenue selon l’une quelconque des revendications 1 à 13. 14. Free organic composition having a reduced oxidizing power obtainable according to any one of claims 1 to 13.
15. Composition alimentaire, cosmétique ou chimique comprenant au moins une composition organique libre selon la revendication 14.
15. A food, cosmetic or chemical composition comprising at least one free organic composition according to claim 14.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1903842A FR3094981B1 (en) | 2019-04-10 | 2019-04-10 | Process for lowering the oxidizing power of a liquid or semi-liquid organic composition |
| PCT/EP2020/060289 WO2020208210A1 (en) | 2019-04-10 | 2020-04-09 | Method for lowering the oxidising power of a liquid or semi-liquid organic composition |
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| EP3953433A1 true EP3953433A1 (en) | 2022-02-16 |
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| EP20717877.3A Pending EP3953433A1 (en) | 2019-04-10 | 2020-04-09 | Method for lowering the oxidising power of a liquid or semi-liquid organic composition |
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| Country | Link |
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| US (1) | US20220213407A1 (en) |
| EP (1) | EP3953433A1 (en) |
| FR (1) | FR3094981B1 (en) |
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| JP3517697B2 (en) * | 1999-05-07 | 2004-04-12 | 独立行政法人産業技術総合研究所 | Method and remover for removing heavy metal ions |
| FR2954144B1 (en) | 2009-12-18 | 2012-01-27 | Oreal | USE OF A POLYMER AS ANTIOXIDANT AGENT |
| KR101292524B1 (en) * | 2011-03-31 | 2013-08-09 | 연세대학교 원주산학협력단 | Preparation Method of complex comprising a porous alginic acid gel |
| WO2013090794A1 (en) * | 2011-12-14 | 2013-06-20 | University Of Massachusetts | Ion sequestering active packaging materials |
| FR3012810B1 (en) | 2013-11-05 | 2019-10-18 | Changexplorer Production | PROCESS FOR FORMING A CHROMATOGRAPHIC COMPLEX BETWEEN A PECTICAL ACID AND / OR ITS SALTS, AND MOLECULES AND / OR CELLS HAVING ONE OR MORE POSITIVE LOAD GROUPS |
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| FR3094981A1 (en) | 2020-10-16 |
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