EP0885265A1 - Mit chitin beschichtete mineralpigmentmikroteilchen - Google Patents

Mit chitin beschichtete mineralpigmentmikroteilchen

Info

Publication number
EP0885265A1
EP0885265A1 EP97947106A EP97947106A EP0885265A1 EP 0885265 A1 EP0885265 A1 EP 0885265A1 EP 97947106 A EP97947106 A EP 97947106A EP 97947106 A EP97947106 A EP 97947106A EP 0885265 A1 EP0885265 A1 EP 0885265A1
Authority
EP
European Patent Office
Prior art keywords
microparticles
chitin
chitosan
coated
pigments
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Withdrawn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
EP97947106A
Other languages
English (en)
French (fr)
Inventor
Bernard Grandmontagne
Bernard Brousse
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.)
Merck SA
Original Assignee
Merck SA
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 Merck SA filed Critical Merck SA
Publication of EP0885265A1 publication Critical patent/EP0885265A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01CPLANTING; SOWING; FERTILISING
    • A01C1/00Apparatus, or methods of use thereof, for testing or treating seed, roots, or the like, prior to sowing or planting
    • A01C1/06Coating or dressing seed
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11Encapsulated compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/736Chitin; Chitosan; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02Making microcapsules or microballoons
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/0015Pigments exhibiting interference colours, e.g. transparent platelets of appropriate thinness or flaky substrates, e.g. mica, bearing appropriate thin transparent coatings
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/0015Pigments exhibiting interference colours, e.g. transparent platelets of appropriate thinness or flaky substrates, e.g. mica, bearing appropriate thin transparent coatings
    • C09C1/0021Pigments exhibiting interference colours, e.g. transparent platelets of appropriate thinness or flaky substrates, e.g. mica, bearing appropriate thin transparent coatings comprising a core coated with only one layer having a high or low refractive index
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/10Treatment with macromolecular organic compounds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/02Printing inks
    • C09D11/03Printing inks characterised by features other than the chemical nature of the binder
    • C09D11/037Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/60Additives non-macromolecular
    • C09D7/61Additives non-macromolecular inorganic
    • C09D7/62Additives non-macromolecular inorganic modified by treatment with other compounds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/66Additives characterised by particle size
    • C09D7/69Particle size larger than 1000 nm
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42Colour properties
    • A61K2800/43Pigments; Dyes
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00Particle morphology
    • C01P2004/60Particles characterised by their size
    • C01P2004/61Micrometer sized, i.e. from 1-100 micrometer
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K9/00Use of pretreated ingredients
    • C08K9/08Ingredients agglomerated by treatment with a binding agent
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C2200/00Compositional and structural details of pigments exhibiting interference colours
    • C09C2200/40Interference pigments comprising an outermost surface coating
    • C09C2200/402Organic protective coating
    • C09C2200/405High molecular weight materials, e.g. polymers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C2220/00Methods of preparing the interference pigments
    • C09C2220/10Wet methods, e.g. co-precipitation

Definitions

  • the present invention relates to new microparticles of mineral pigments coated with a layer of chitin or of chitin derivatives and a process for the preparation of microparticles of mineral pigments coated with a layer of chitin or of derivatives of chitin.
  • microparticles of coated mineral pigments obtained in particular by said process and the use of these microparticles of coated mineral pigments as a film-forming substance or for the granulation of various products.
  • It relates in particular to new aggregated or compacted forms obtained from these microparticles, with rapid disintegration and with high load capacity, in particular useful for conveying active substances, for example phytosanitary.
  • Mineral pigments are an important part of the dye industry. Directly derived from oxide chemistry, they provide color and are easy to access. Nevertheless, they sometimes suffer from formulation difficulties and are then replaced by organic pigments having other processing qualities. The deposition of an organic surface film could in some cases overcome the difficulty and be economically or technically a more attractive solution.
  • the coating of the pigments can be carried out by various techniques. For the vast majority of them, it involves depositing on the surface of a pigmentary particle, a polymer in the course of drying, condensation or polycondensation. This mode of action is used in particular to coat the pigments with polysaccharides.
  • Japanese document JP-A-63027501 describes nanoparticles of titanium oxide superfine powder embedded in a chitin or chitosan gel. It is a gel-like structure which does not lead to the formation of coated and individualized nanoparticles.
  • Japanese document JP-A-62223108 describes cosmetic pigments coated with a layer of chitosan. Such a document does not describe a process for the preparation of pigments coated with a layer of chitin.
  • Chitin is the structural polymer of arthropods, crustaceans and insects and is part of the membrane of certain fungi. It maintains the endoskeleton of the cephalopods. It is in the animal world the counterpart of what is cellulose in the vegetable kingdom.
  • Patent application EP-A-0 021 750 describes a process for the preparation of chitin by acetylation of deacetylated chitin in the presence of an organic acid anhydride and a suspending agent such as a sorbitan monoester.
  • Patent application EP-A-0 026 618 describes a material comprising a mixture of two or more etherified chitin derivatives obtained by the same acetylation process indicated for the two aforementioned documents.
  • the spherical materials obtained can be used in particular as ion exchange resins.
  • the transformation of chitosan into chitin is a reaction which requires the simultaneous presence of two solvents.
  • Water ensures the solvation of chitosan salts at a pH below 6.5.
  • the chitosan salts are in particular the organic acid salts such as acetic acid or oxalic acid, mineral acid salts such as hydrochloric acid, in sufficient concentration to obtain the chitosan in salified form.
  • the second solvent is a water-soluble organic derivative such as alcohol, tetrahydrofuran, dioxane in an amount sufficient to allow the dissolution of an organic anhydride of acetylated type and whose role is the acetylation of the amino groups of chitosan. Used in the presence of chitosan, this reaction results, if the anhydride is acetic, in chitin.
  • the method according to the invention therefore allows the coating of particles and not the solidification due to the formation of gel.
  • the inventors have observed that the new microparticles, which are new in themselves, lead to aggregated or compacted forms having remarkable properties with regard to their disintegration capacity in solution, their high load capacity and therefore their ability to transport particularly toxic substances such as phytosanitary products.
  • the invention relates to a process for the preparation of microparticles of mineral pigments coated with a layer of chitin or derivatives of chitin, characterized in that: a) microparticles of mineral pigments in suspension are brought into contact with a solution of salified chitosan or of salified chitosan derivatives so as to cause the deposition of salified chitosan or salified chitosan derivatives around the pigment microparticles, b) the pigment microparticles coated with chitosan or salified chitosan derivatives are then subjected to a reaction acetylation using organic acid anhydride.
  • Chitosan is a polymer of D-glucosamine with a ⁇ , 1-4 chain as shown in the single figure appended to the present description.
  • R represents at least one group chosen from the carboxyalkyl group of 2 to 4 carbon atoms, a hydroxyethyl group, a hydroxypropyl group, a dihydroxypropyl group or an alkyl group of 1 to 3 carbon atoms, x_ being a number between 0.1 and 1, y being equal to 1, 0 - x, a is a number between 0.1 and 1 and b being equal to 1, 0 - a where a salified form of these compounds.
  • Chitin or poly N-acetyl-D-glucosamine is a polysaccharide whose units are linked together by ⁇ -1, 4 glycosidic bridges. It is therefore distinguished from chitosan which is an N-deacetylated chitin. When the deacetylation is complete, a singular chitosan is obtained, the polyglucosamine.
  • Chitin is naturally deacetylated above 5% and more.
  • the term chitosan is reserved for derivatives which, having undergone deacetylation, become soluble in an acidic aqueous medium. This requires a degree of deacetylation at least greater than 65%. This rate will influence the physical properties of chitosan, solubility and viscosity, but also on its biochemical behavior.
  • the concentration of salified chitosan or salified chitosan derivatives in the solution is such that it is lower than the critical miscellar concentration.
  • this concentration which is necessarily low, depends on the agitation applied of the particles used, on their interaction with chitosan or chitosan derivatives, and on the concentration of the particles themselves.
  • the concentration of particles in the suspension as well as the concentration of salified chitosan or salified chitosan derivatives in the solution must be such that a deposit of chitosan or chitosan derivatives is produced by adsorption on the surface of the particles. particles unlike the formation of a gel which leads to non-individualized particles.
  • the particle size of the mineral pigment particles is micrometric generally between 1 and 200 ⁇ m, generally 1 to 100 ⁇ m, preferably greater than 5 ⁇ m, advantageously 5 to 60 ⁇ m although these limits do not limit the scope of the present invention.
  • the concentration of pigments in suspension is generally between 0.4 and 40 g / l.
  • mineral pigments mention will preferably be made of titanium mica or metal oxides, in particular pearlescent pigments of the Iriodine®, Florapearl® 10 and 12 type and pigments of the Iriodione® range.
  • the salified forms of chitosan or derivatives of chitosan there may be mentioned in particular the organic acid salts such as acetic acid or oxalic acid and the mineral acid salts such as hydrochloric acid.
  • organic acid salts such as acetic acid or oxalic acid
  • mineral acid salts such as hydrochloric acid.
  • chitosan acetate or the acetates of chitosan derivatives Preferably, mention is made of chitosan acetate or the acetates of chitosan derivatives.
  • the microparticles of mineral pigments are suspended in a hydroalcoholic solution.
  • the suspension is maintained by stirring.
  • the water: alcohol mixture can vary within wide proportions such that the water: alcohol ratio is between 0.25 and 4 or even 20/80 and 80/20.
  • the alcohol may be a saturated or unsaturated mono or polyalcohol, although it is desirable that the alcohol chosen is among the least reactive with respect to the organic anhydride in order to avoid any parasitic reaction.
  • secondary alcohols of the isopropanol or isobutanol type are chosen.
  • the suspension is first carried out with agitation of pigmentary particles in the hydroalcoholic phase, leaving the suspension in the state sufficient time to allow the boiling then the chitosan solution or salified chitosan derivatives are added thereto.
  • the pH of the solution of salified chitosan or derivatives of salified chitosan is generally between 2 and 6 depending on the salified form chosen. In the case of chitosan acetate or acetate of chitosan derivatives, the pH is generally between 4 and 4.5.
  • the concentration of chitosan or salified chitosan derivatives is between 0.005 and 0.5 g / l, advantageously between 0.01 and 0.1 g / l.
  • the solution is left under stirring for a sufficient time for adsorption or for the initial inking of the chitosan chains or chitosan derivatives on the surface of the pigments and in the case of pigments coated with titanium mica to the fixing of chitosan to titanium either by chelation, or by complexation.
  • the acetylation reaction is carried out by adding a solution of an organic acid anhydride in an alcohol.
  • the alcohol will preferably be a secondary alcohol such as isopropanol or isobutanol.
  • acetic anhydride is preferably chosen.
  • the concentration of organic acid anhydride, in particular acetic anhydride, is between 0.1 and 10 g / l, preferably between 0.5 and 5 g / l.
  • the quantity of the different reagents involved is given below, it being understood that this variant is given only for information and cannot in any way limit the method according to the invention. from to preferably
  • step a) is carried out in the presence of one or more compounds of organic interest such as an active molecule, which will allow a controlled release of this molecule (delay effect) when the microcapsules of mineral pigments obtained have been included in an appropriate medium.
  • active molecules mention may be made of pharmaceutical molecules, phytosanitary molecules, various saturated or unsaturated fatty acids, branched or not, such as octylcarboxylic acid.
  • these molecules are included in the chitin wall in small quantities so as not to interfere with the cohesion of the chitin film.
  • the invention also relates to new microparticles of mineral pigments characterized in that they are coated with a layer of chitin or derivatives of chitin, said layer possibly comprising one or more organic substances. Said coated microparticles are capable of being obtained by the method according to the invention.
  • coated microparticles have a particle size which of course depends on the particle size of the microparticles of the suspended mineral pigments.
  • coated microparticles according to the invention have surface film-forming properties. Therefore, the particles can form on the one hand dry films without providing viscosity to the processing solution.
  • the pigments can serve as a support skeleton for any formulation and allow it to be molded in the most diverse forms (granulation).
  • microparticles according to the invention therefore have the advantage of being able to be used in an extremely wide manner, in particular as a film-forming substance or for the granulation of products such as toxic products or bacteria.
  • the chitin layer comprises organic molecules, for example pharmaceutical, phytosanitary, cosmetic, etc.
  • the film-forming applications the following are cited: the coating of seeds, the coating of pebbles or tablets, for example tablets made effervescent, the use of microparticles in various printing ink formulations, in particular in the OFFSET process, in heliography or flexography.
  • microparticles As another film-forming application, mention is made of the use of these microparticles in paint formulations, in particular vinyl, acrylic, but also glycerophthalic.
  • the addition of such microparticles leads to film deposits with increased covering effect.
  • One of the particularly remarkable and unexpected characteristics of the present invention therefore lies in the fact that these coated microparticles make it possible to obtain new compacted or aggregated forms with rapid disintegration.
  • These compacted forms have a density much less than 1, in particular of the order of about 0.2 and can be in the form of rollers. They can contain a significant charge of active substance, in particular phytosanitary substances, such as imidachloprid.
  • the compacts can be obtained from pigments coated with chitin or these derivatives as already described.
  • the coating can be from 0.1 to 10% of chitin but preferably from 0.3 to 3%. The characteristics of the compacts obtained for these concentrations are similar and described in the following table.
  • a compacting technique consists in hydrating the microparticles of coated pigments with an amount of water less than the amount necessary for their resuspension in liquid. This amount is of the order of twice the weight of the microparticles of dry coated pigments. This system during drying aggregates without significant variations in volume. If other compounds are added to the aqueous phase, these are trapped during drying in the structure of the three-dimensional network of pearlescent pigments.
  • microparticles of mineral pigments according to the invention can also be used in the granulation of various products in aggregated or compacted form: the toxic products mixed with the microparticles according to the invention, after drying, form a pebble which limits the toxic effect of powdery treatment product.
  • This roller can then be used by simple mixing with water or it disintegrates without viscosing the medium.
  • the granulation of bacteria in microparticles according to the invention is also an easy solution to the difficulties which are generally encountered in the use of bacterial systems in biotechnological applications. We know indeed the difficulties of conservation of the strains in their transport and in their implementation.
  • microparticles according to the invention in which the chitin layer comprises one or more active substances can be released in a controlled manner.
  • the release factors are generally the humidity of the medium, the pH, the biodegradation of the system.
  • Other uses can also be envisaged such as the compacting of dyes, pigments or even perfumes.
  • the pleasant touch of the microparticles according to the invention allows their use in the dry formulation of the cosmetic industries (foundation).
  • the mixture is stirred for two hours for maximum adsorption of the chitosan on the pigments.
  • Example 2 Coating of Iriodine® 111 pearlescent pigments (particle size 1 to 15 ⁇ m)
  • Example 1 The operating conditions of Example 1 are reproduced and lead to the corresponding pigments.
  • a corn coating solution is produced by mixing 30 parts by weight of pigments from Example 1 previously coated with 1% chitin, 60 parts of conventional plant protection products and 90 parts of water to ensure wetting.
  • This solution commonly called porridge is stirred in the presence of corn or sprayed on it at the rate of 2 kg per 100 kg of corn.
  • the absorption of water by corn seeds causes the deposition of porridge which is deposited on the surface of the seed.
  • the film-forming maintenance of the formula is ensured by the coated pigments.
  • a part of coated pigments, hydrated beforehand, at 20% is sprinkled on 100 parts of a composition having the form of pebbles or tablets made effervescent in water by their emission of CO 2 .
  • the coated pigments are deposited to form a protective film on the surface of the tablets.
  • a preparation with 30 parts of pigments in a paint formulation leads in vinyl solvent, acrylic but also in glycerophatic medium to film deposits with increased covering effect.
  • the compacting technique consists in hydrating the coated pigments with an amount of water less than the amount necessary for their resuspension in liquid. This amount is of the order of twice the weight of the microparticles of dry coated pigments. This system during drying aggregates without significant variations in volume. If other compounds are added to the aqueous phase, these are trapped during drying in the structure of the three-dimensional network of pearlescent pigments.
  • coated florapearl 12® are mixed with 50 of phytosanitary product.
  • the dried whole forms a pebble which limits the powdery toxic effect of the treatment product.
  • This roller can then be used by simple mixing with water where it disintegrates without viscosing the medium.
  • Florapearl 12® is Iriodine®, micatitane reference Iriodine® 120, called Florapearl® for its application in seeds.
  • Rhizobium Bacteria A culture of Rhizobium is carried out beforehand. It is directly mixed in equal proportion with coated pigments previously sterilized by irradiation. After drying by an appropriate method, in molds, the rollers obtained are kept in a sterile environment and then tested for their ability to cause nodulations after 1, 2, 6, 9, 12 months and successfully compared with controls fixed on various other media.
  • a culture of Azospirillium and a culture of Speudomonas could be preserved by the same methods to promote biological control. Their application is made in granules at the direct periphery of the treated plants.
  • the pigment microparticles can be coated with a more or less high content of chitin.
  • a number of parameters will depend on this quantity.
  • an active molecule comprising binding sites sensitive to hydrogen bonds such as most conventional organic molecules is trapped in the nascent chitin or in the granules in formation, their release in time can be mastered.
  • the release factors will then be the humidity of the medium, the pH, the biodegradation of the system. This technique has been used on various saturated or unsaturated fatty acids, branched or not.
  • octylcarboxylic acid trapped at 1% in a pebble 5 cm in diameter and 1 cm thick and kept under running water, completely releases (loss of spectrographic signal) in three weeks.
  • Compaction can be used to maintain dyes, pigments or even perfumes. Its pleasant touch allows it to be used in the dry formulation of the cosmetic industries (foundation, etc.).
  • the attached single figure is a microscopic photograph of a titanium oxide mica pigment coated with chitin (length of the pigment approximately 50 ⁇ r ⁇ ).

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Environmental Sciences (AREA)
  • Soil Sciences (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nanotechnology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)
  • Cosmetics (AREA)
EP97947106A 1996-11-21 1997-11-20 Mit chitin beschichtete mineralpigmentmikroteilchen Withdrawn EP0885265A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9614216 1996-11-21
FR9614216A FR2755972B1 (fr) 1996-11-21 1996-11-21 Procede de preparation de microparticules de pigments mineraux enrobees d'une couche de chitine, microparticules obtenues et utilisation de ces microparticules
PCT/FR1997/002096 WO1998022540A1 (fr) 1996-11-21 1997-11-20 Microparticules de pigments mineraux enrobees d'une couche de chitine

Publications (1)

Publication Number Publication Date
EP0885265A1 true EP0885265A1 (de) 1998-12-23

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP97947106A Withdrawn EP0885265A1 (de) 1996-11-21 1997-11-20 Mit chitin beschichtete mineralpigmentmikroteilchen

Country Status (6)

Country Link
EP (1) EP0885265A1 (de)
CN (1) CN1212004A (de)
AU (1) AU5227598A (de)
FR (1) FR2755972B1 (de)
IL (1) IL125362A0 (de)
WO (1) WO1998022540A1 (de)

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DE19962348A1 (de) * 1999-12-23 2001-07-05 Henkel Kgaa Pigmentierte Chitosan-Kapseln
DE19962350A1 (de) * 1999-12-23 2001-06-28 Henkel Kgaa Gefärbte Chitosan-Kapseln
DE10140247A1 (de) * 2001-08-09 2003-03-06 Forsch Pigmente Und Lacke E V Verfahren zum Beschichten von Substratoberflächen
DE10140246A1 (de) 2001-08-09 2003-03-06 Forsch Pigmente Und Lacke E V Verfahren zur Behandlung von Oberflächen von Substraten
US20070207927A1 (en) * 2006-03-01 2007-09-06 Rosa Fred C Polymer based seed coating
EP3653674A1 (de) * 2018-11-15 2020-05-20 Commissariat à l'Énergie Atomique et aux Énergies Alternatives Verfahren zur herstellung von omnidirektionalen kosmetischen pigmenten

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JPS62223108A (ja) * 1986-03-25 1987-10-01 Daito Kasei Kogyo Kk キトサンで被覆した化粧用顔料およびその製造方法
JPS6327501A (ja) * 1986-07-22 1988-02-05 Fuji Boseki Kk 極微粉末無機質含有キチン・キトサン微小粒状体
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IL125362A0 (en) 1999-03-12
AU5227598A (en) 1998-06-10
CN1212004A (zh) 1999-03-24
FR2755972A1 (fr) 1998-05-22
WO1998022540A1 (fr) 1998-05-28
FR2755972B1 (fr) 2004-04-02

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