WO2004056214A2 - Method of preparation of bioactive packaging materials - Google Patents

Method of preparation of bioactive packaging materials Download PDF

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Publication number
WO2004056214A2
WO2004056214A2 PCT/CZ2003/000072 CZ0300072W WO2004056214A2 WO 2004056214 A2 WO2004056214 A2 WO 2004056214A2 CZ 0300072 W CZ0300072 W CZ 0300072W WO 2004056214 A2 WO2004056214 A2 WO 2004056214A2
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WO
WIPO (PCT)
Prior art keywords
preparation
copolymers
preservatives
packaging materials
bioactive
Prior art date
Application number
PCT/CZ2003/000072
Other languages
French (fr)
Other versions
WO2004056214B1 (en
WO2004056214A3 (en
Inventor
Miroslav Marek
Eva Králová
Vìra STASTNÍKOVÁ
Jaroslav Dobiá
Michal VOLDØICH
Original Assignee
Institut Of Chemical Technology, Prague
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 Institut Of Chemical Technology, Prague filed Critical Institut Of Chemical Technology, Prague
Priority to DE10394103T priority Critical patent/DE10394103T5/en
Priority to AU2003303159A priority patent/AU2003303159A1/en
Publication of WO2004056214A2 publication Critical patent/WO2004056214A2/en
Publication of WO2004056214A3 publication Critical patent/WO2004056214A3/en
Publication of WO2004056214B1 publication Critical patent/WO2004056214B1/en

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
    • B65D81/00—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents
    • B65D81/24—Adaptations for preventing deterioration or decay of contents; Applications to the container or packaging material of food preservatives, fungicides, pesticides or animal repellants
    • B65D81/28—Applications of food preservatives, fungicides, pesticides or animal repellants

Definitions

  • p resentatives a re u sually a dded d irectiy t o t he w hole volume o f foods during their production.
  • An integral part of most foods is their packaging. Its prime functions include allowing the batching of products in rational quantities, allowing distribution or informing the customer on the composition of products, but also protection of these products against adverse effects of the surrounding environment as they most cause damage. Thanks to these properties, packaging represents a suitable carrier for the fixation of preservatives, which particularly in the area of touching packaging of packed goods may significantly contribute to its protection without their application to the whole volume of the packed products.
  • bioactive coating materials To prepare bioactive coating materials, a method of built-in antimicrobial agents in the internal structure of the packaging was described; in most cases, the agent was an additive to polymeric melt or the method consisted in dissolution followed by integration.
  • Thermal methods are used in adding thermally stable antimicrobial agents, e.g. zeolites substituted by silver.
  • the antimicrobial agents not resistant to high temperatures used in the production of polymers may be fixed on the packaging surface, whereas their adsorption may be improved by the addition of certain dissolvents or by modification of the polymer structure.
  • antimicrobial agents immobilise on the packaging surface through a covalent link as well.
  • This type of preparation of bioactive packaging requires the availability of functional groups on the packaging surface and also in the structure of the immobilized antimicrobial agents, which participate in the production of the relevant covalent link.
  • additives that participate in joining the packaging surface with antimicrobial agent should be used in some cases when immobilizing. These spacers allow adequate movement flexibility of the linked agent, allowing direct contact with the microorganisms on the surface of the packaged food.
  • the immobilization of the antimicrobial agents on the internal surface of the packaging using the covalent link is technically somewhat complex, however the only sorption is not sufficiently strong for most of the preservatives and building in these agents to the internal structure of the packaging in its full volume represents needlessly high consumption of preservatives, which is reflected in higher expenses.
  • the packaging material - based on synthetic polymers (polyethylene and its co-polymers, e.g. ionomers, polypropylene and its co-polymers, polyamide and its co-polymers, polyethyleneterephthalate etc.) as well as polymeric natural-resource materials (particularly polysaccharides -starch o r cellulose, proteins - collagen and homo- or heteropolymeric amino acids, glycoproteins, waxes etc.) - is coated with the polymer layer containing the immobilized preservative.
  • synthetic polymers polyethylene and its co-polymers, e.g. ionomers, polypropylene and its co-polymers, polyamide and its co-polymers, polyethyleneterephthalate etc.
  • polymeric natural-resource materials particularly polysaccharides -starch o r cellulose, proteins - collagen and homo- or heteropolymeric amino acids, glycoproteins, waxes etc.
  • a polymer is used based on polyethylene and its copolymers and/or polypropylene and its copolymers and/or polybutadiene and its copolymers and/or copolyamide and its copolymers and/or polyacrylate and its copolymers and/or polyvinylchloride and/or polyvinylacetate and/or polyesters and/or polymeric resins in the form of solutions or dispersions in water or organic solvent and mixtures thereof or in the form of disperse varnishes and dissolvent varnishes.
  • biologically degradable polymers such as copolyamide of amides of caproic and lauric acids.
  • the polymers and preservatives are applied on the surface of the packaging materials in the form of a solution in organic dissolvent by coating or spraying or submersing the whole packaging materials in the solution prepared in this way followed by evaporation of the organic solvent (e.g. ethanol) at temperatures from 10 to 120 °C.
  • organic solvent e.g. ethanol
  • aqueous emulsions based on vinylacetates, polyesters, acrylates, ethylene copolymers a nd polymeric resins for the a pplied varnish and the dissolution print varnishes depending on the type of preservative agent.
  • the application of these varnishes containing preservatives is carried out using flex or intaglio printing.
  • the preservative is selected from the group of microbicide and bacteriostatic preservatives and/or fungicides.
  • the preservatives may be based on antibiotics and/or compounds of silver and/or phenol derivatives and/or bacteriocins and/or esters of p-hydroxybenzoic acid and/or monoglycerides of fat acids and/or benzoic acid and/or sorbic acids and/or chitosane and/or (2,4,4-trichloro-2-hydroxydiphenylether) and/or lysozyme and/or nisine and/or hexamethylenetetramine.
  • preservatives legislatively approved for the preservation of foods should be used.
  • An advantage of the preparation of bioactive packaging materials as specified above, in addition to easy application and preparation of the polymers or varnishes coated containing the preserving agents, is the increased resistance level of the packaging against water, air humidity and mechanical stress, which is particularly important for packaging based on biodegradable polymers as their use is limited by high hydrophilic nature a nd low level of mechanical resistance. Their biological degradability remains unchanged.
  • the antimicrobial effect caused by the preservatives applied is determined by their concentration in the applied solution or dispersion, the quantity of the polymer or varnish coated, the temperature of evaporation of the organic dissolvent and the temperature of external environment.
  • the invention is documented by examples of its use without limiting thereof.
  • the dispersion of Ag-zeolites or of chitosan or of fungicides such as Benomyl or Imazalil or of hexamethylenetetramine in polyvinylacetate and/or polyethylene or polybutadiene and its copolymers or in polymeric resins is hot- coated onto the layered packaging material based on treated paper or layered packaging material followed by evaporation of the aqueous part in a flow of hot air.
  • a solution of esters of hydroxybenzoic acid or of anhydride of benzoic acid or of Triclosan (2,4,4-trichloro-2-hydroxydiphenylether) in organic solvent is added to the dispersive varnish and the disperse is applied on the packaging material based on polymeric films or of packaging materials of natural sources (e.g. expansion-modified starch or starch with cellulose or collagen or homo- or heteropolymeric amino acids or glycoproteins or waxes etc.) by spraying following evaporation of the solvent.
  • natural sources e.g. expansion-modified starch or starch with cellulose or collagen or homo- or heteropolymeric amino acids or glycoproteins or waxes etc.
  • Example 5 An aqueous solution of lysozyme or of nisine or of potassium sorbate and/or sodium benzoate or water-soluble fungicides or hexamethylenetetramine is added to an aqueous dispersion of polyethylene or polypropylene or polyvinylchloride or polyvinylacetate and this dispersion is used for dipping packaging materials based on paper or modified cellulose or synthetic polymers or layered packaging materials. Upon withdrawal, the dispersion applied on the packaging material is left to dry freely or in a flow of hot air.
  • bioactive packaging materials based on synthetic plastic materials or polymeric materials from natural sources
  • the method of preparation of bioactive packaging materials is applicable particularly for packaging foods and everywhere where there is a danger of microbial contamination or spoilage of packed substances through the activity of microorganisms.
  • An important advantage of the preparation of bioactive packaging materials is the fact that the activation of the packaging material does not limit the existing technology of the packaging material production as the polymer or varnish layer with the preservative is applied onto the finished packaging material.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Toxicology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Agronomy & Crop Science (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Wrappers (AREA)
  • Medicinal Preparation (AREA)
  • Packages (AREA)
  • Laminated Bodies (AREA)
  • Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
  • Paints Or Removers (AREA)
  • Materials For Medical Uses (AREA)

Abstract

The method of preparation of bioactive packaging materials consists in surface activation of packaging materials based on synthetic polymers or polymeric materials of natural sources by thin-layer polymer coating containing an immobilized conservation substance.

Description

Method of preparation of bioactive packaging materials
Field of technology The expanding centralization of activities and internationalization of large markets resulting in increasing distribution distances increases the demand for products with a longer shelf life. The production technology itself, such as thermal processing, does not know how to reliably resolve this request without adverse effects on organoleptic properties. Hence, producers are required to use preservatives allowing the required shelf life to be attained in combination with technological processing. This contradicts the increasing requirements for healthy nourishment promoting natural foods where preservatives are eliminated. In addition, there is an appreciable percentage of our population suffering from excessive sensitivity to these substances. In relation with this issue, attention h as been paid to minimum application of preservatives a nd using other methods than to the overall volume of foods during their production, however with the present efficiency being retained.
Current status of technology At p resent, p resentatives a re u sually a dded d irectiy t o t he w hole volume o f foods during their production. An integral part of most foods is their packaging. Its prime functions include allowing the batching of products in rational quantities, allowing distribution or informing the customer on the composition of products, but also protection of these products against adverse effects of the surrounding environment as they most cause damage. Thanks to these properties, packaging represents a suitable carrier for the fixation of preservatives, which particularly in the area of touching packaging of packed goods may significantly contribute to its protection without their application to the whole volume of the packed products.
To prepare bioactive coating materials, a method of built-in antimicrobial agents in the internal structure of the packaging was described; in most cases, the agent was an additive to polymeric melt or the method consisted in dissolution followed by integration. Thermal methods are used in adding thermally stable antimicrobial agents, e.g. zeolites substituted by silver. The antimicrobial agents not resistant to high temperatures used in the production of polymers may be fixed on the packaging surface, whereas their adsorption may be improved by the addition of certain dissolvents or by modification of the polymer structure. In addition to pure adsorption, antimicrobial agents immobilise on the packaging surface through a covalent link as well. This type of preparation of bioactive packaging requires the availability of functional groups on the packaging surface and also in the structure of the immobilized antimicrobial agents, which participate in the production of the relevant covalent link. In addition to the requirement specified above, additives that participate in joining the packaging surface with antimicrobial agent should be used in some cases when immobilizing. These spacers allow adequate movement flexibility of the linked agent, allowing direct contact with the microorganisms on the surface of the packaged food. The immobilization of the antimicrobial agents on the internal surface of the packaging using the covalent link is technically somewhat complex, however the only sorption is not sufficiently strong for most of the preservatives and building in these agents to the internal structure of the packaging in its full volume represents needlessly high consumption of preservatives, which is reflected in higher expenses.
Summary of the invention
The above-mentioned drawbacks are resolved by the method of preparing the bioactive preservatives depending on the invention consisting in the fact that the packaging material - based on synthetic polymers (polyethylene and its co-polymers, e.g. ionomers, polypropylene and its co-polymers, polyamide and its co-polymers, polyethyleneterephthalate etc.) as well as polymeric natural-resource materials (particularly polysaccharides -starch o r cellulose, proteins - collagen and homo- or heteropolymeric amino acids, glycoproteins, waxes etc.) - is coated with the polymer layer containing the immobilized preservative. To coat the substances, a polymer is used based on polyethylene and its copolymers and/or polypropylene and its copolymers and/or polybutadiene and its copolymers and/or copolyamide and its copolymers and/or polyacrylate and its copolymers and/or polyvinylchloride and/or polyvinylacetate and/or polyesters and/or polymeric resins in the form of solutions or dispersions in water or organic solvent and mixtures thereof or in the form of disperse varnishes and dissolvent varnishes.
It is advantageous to use biologically degradable polymers such as copolyamide of amides of caproic and lauric acids. The polymers and preservatives are applied on the surface of the packaging materials in the form of a solution in organic dissolvent by coating or spraying or submersing the whole packaging materials in the solution prepared in this way followed by evaporation of the organic solvent (e.g. ethanol) at temperatures from 10 to 120 °C. In case of application of preservatives built-in to the applied varnish, it is advantageous to use aqueous emulsions based on vinylacetates, polyesters, acrylates, ethylene copolymers a nd polymeric resins for the a pplied varnish and the dissolution print varnishes depending on the type of preservative agent. The application of these varnishes containing preservatives is carried out using flex or intaglio printing.
The preservative is selected from the group of microbicide and bacteriostatic preservatives and/or fungicides. The preservatives may be based on antibiotics and/or compounds of silver and/or phenol derivatives and/or bacteriocins and/or esters of p-hydroxybenzoic acid and/or monoglycerides of fat acids and/or benzoic acid and/or sorbic acids and/or chitosane and/or (2,4,4-trichloro-2-hydroxydiphenylether) and/or lysozyme and/or nisine and/or hexamethylenetetramine. For food purposes, preservatives legislatively approved for the preservation of foods should be used.
An advantage of the preparation of bioactive packaging materials as specified above, in addition to easy application and preparation of the polymers or varnishes coated containing the preserving agents, is the increased resistance level of the packaging against water, air humidity and mechanical stress, which is particularly important for packaging based on biodegradable polymers as their use is limited by high hydrophilic nature a nd low level of mechanical resistance. Their biological degradability remains unchanged.
The antimicrobial effect caused by the preservatives applied is determined by their concentration in the applied solution or dispersion, the quantity of the polymer or varnish coated, the temperature of evaporation of the organic dissolvent and the temperature of external environment.
Examples of the invention design
The invention is documented by examples of its use without limiting thereof.
Example 1
Solution of nisine or esters of hydroxybenzoic acid or of anhydride of benzoic acid or Triclosan (2,4,4- trichloro-2-hydroxydiphenyIether) in ethanol is brought almost to the boil, adding copolyamide 6/12 formed by polymerization of a starter consisting of 59 mol. % hexane-6-lactam, 40 mol. % dodecane-12- lactam and 1 mol. % of the initiation mixture (1 mol. % of non-aqueous hexane-6-lactam and phosphoric acid in proportion 1 :1 ) in such a quantity to create 3 - 9% solution. Packaging material based on starch prepared by thermal expansion or based on polymeric films or layered packaging material is surface coated by dipping it in a prepared hot ethanol solution of copolyamide followed by evaporation of the solvent in a flow of hot air.
Example 2
To a solution of monolaurine (monoglyceride of lauric acid) or of fungicides such a s B enomyl ( methyl(1-(butylcarbamoyl)-2-benzimidazole carbamate) o r Imazalil (1-[2(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl]-1 H-imidazole) or permethrine . (3-phenoxybenzyl(1 RS)-cis,trans-3-(2,2-dichlorovinyl)-2,2- dimethylcyclopropanecarboxylate) in organic solvent, flex or intaglio printing, dissolvent varnish is added and the solution is applied to the packaging based on polymeric films or layered packaging material in the form of flex or intaglio printing. Example 3
The dispersion of Ag-zeolites or of chitosan or of fungicides such as Benomyl or Imazalil or of hexamethylenetetramine in polyvinylacetate and/or polyethylene or polybutadiene and its copolymers or in polymeric resins is hot- coated onto the layered packaging material based on treated paper or layered packaging material followed by evaporation of the aqueous part in a flow of hot air.
Example 4
A solution of esters of hydroxybenzoic acid or of anhydride of benzoic acid or of Triclosan (2,4,4-trichloro-2-hydroxydiphenylether) in organic solvent is added to the dispersive varnish and the disperse is applied on the packaging material based on polymeric films or of packaging materials of natural sources (e.g. expansion-modified starch or starch with cellulose or collagen or homo- or heteropolymeric amino acids or glycoproteins or waxes etc.) by spraying following evaporation of the solvent.
Example 5 An aqueous solution of lysozyme or of nisine or of potassium sorbate and/or sodium benzoate or water-soluble fungicides or hexamethylenetetramine is added to an aqueous dispersion of polyethylene or polypropylene or polyvinylchloride or polyvinylacetate and this dispersion is used for dipping packaging materials based on paper or modified cellulose or synthetic polymers or layered packaging materials. Upon withdrawal, the dispersion applied on the packaging material is left to dry freely or in a flow of hot air.
Industrial application
The method of preparation of bioactive packaging materials based on synthetic plastic materials or polymeric materials from natural sources is applicable particularly for packaging foods and everywhere where there is a danger of microbial contamination or spoilage of packed substances through the activity of microorganisms. An important advantage of the preparation of bioactive packaging materials is the fact that the activation of the packaging material does not limit the existing technology of the packaging material production as the polymer or varnish layer with the preservative is applied onto the finished packaging material.

Claims

PATENT CLAIMS
1. The preparation of bioactive packaging materials based on synthetic polymers or polymeric materials of natural sources is characterised by coating of packaging material with a thin layer of polymer containing immobilized preservatives.
2. The method of preparation of bioactive packaging materials according to claim 1 is characterised by using a polymer based on polyethylene and its copolymers and/or polypropylene and its copolymers and/or polybutadiene and its copolymers and/or copolyamide and its copolymers and/or polyacrylate and its copolymers and/or polyvinylchloride and/or polyvinylacetate and/or polyesters and/or polymeric resins in the form of solutions or dispersions in water or organic solvents and mixtures thereof or in the form of disperse varnishes and dissolvent varnishes.
3. The method of preparation of bioactive packaging materials according to claims 1 and 2 characterised by an application of a solution or dispersion of a polymer with preservatives on packaging material by spraying and/or coating and/or submersing the packaging material in such solution or dispersion and/or flex or intaglio printing followed by evaporation of the solvent under room or increased temperature.
4. The method of preparation of bioactive packaging materials according to claim 1 is characterised by the preservative selected from the group of microbicide and/or bacteriostatic preservatives and/or fungicides; the preservatives are antibiotics based and/or silver compounds and/or phenol derivatives and/or bacteriocins and/or esters of p- hydroxybenzoic acid and/or monoglycerides of fat acids and/or benzoic acid and/or sorbic acid and/or chitosan and/or (2,4,4-trichloro-2- hydroxydiphenylether and/or lysozyme and/or nisine and/or hexamethylenetetramine.
PCT/CZ2003/000072 2002-12-23 2003-12-15 Method of preparation of bioactive packaging materials WO2004056214A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE10394103T DE10394103T5 (en) 2002-12-23 2003-12-15 Process for the preparation of bioactive packaging materials
AU2003303159A AU2003303159A1 (en) 2002-12-23 2003-12-15 Method of preparation of bioactive packaging materials

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CZPV2002-4247 2002-12-23
CZ20024247A CZ20024247A3 (en) 2002-12-23 2002-12-23 Process for preparing biologically active packaging means

Publications (3)

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WO2004056214A2 true WO2004056214A2 (en) 2004-07-08
WO2004056214A3 WO2004056214A3 (en) 2004-08-19
WO2004056214B1 WO2004056214B1 (en) 2004-10-07

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AU (1) AU2003303159A1 (en)
CZ (1) CZ20024247A3 (en)
DE (1) DE10394103T5 (en)
WO (1) WO2004056214A2 (en)

Cited By (7)

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WO2008014889A2 (en) * 2006-07-29 2008-02-07 Lanxess Deutschland Gmbh Preservatives based on carboxylic anhydrides
ES2320618A1 (en) * 2007-11-23 2009-05-25 Nanobiomatters S.L. Method of manufacturing passive packaging with improved active, intelligent and bioactive properties through the incorporation of polymers obtained by electrospinning techniques
ITMI20082064A1 (en) * 2008-11-20 2010-05-21 Consiglio Naz Delle Ricerche 16 67 METHOD FOR THE PRODUCTION OF A THERMOPLASTIC FILM CONTAINING A SUBSTANCE WITH ANTI-MICROBIAL ACTIVITY AND USE OF SUCH A FILM IN THE PRODUCTION OF FOOD PACKAGES
WO2013149356A1 (en) 2012-04-02 2013-10-10 Universidad De Santiago De Chile Packaging container that extends the shelf life of food contained therein, particularly berries, by means of the incorporation of an antifungal agent in the surface thereof, preparation method and uses of same
CN103497456A (en) * 2013-09-02 2014-01-08 吴江市物华五金制品有限公司 Modified pvdc film material and preparation method thereof
US20220056643A1 (en) * 2020-08-21 2022-02-24 Meredian Bioplastics, Inc. Antimicrobial biodegradable compositions for food contact articles
US12123144B2 (en) * 2021-03-11 2024-10-22 Danimer Ipco, Llc Antimicrobial biodegradable compositions for food contact articles

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Cited By (15)

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Publication number Priority date Publication date Assignee Title
US8207224B2 (en) 2006-07-29 2012-06-26 Lanxess Deutchland Gmbh Preservatives based on carboxylic anhydrides
WO2008014889A3 (en) * 2006-07-29 2008-07-24 Lanxess Deutschland Gmbh Preservatives based on carboxylic anhydrides
US8440719B2 (en) 2006-07-29 2013-05-14 Lanxess Deutschland Gmbh Preservatives based on carboxylic anhydrides
WO2008014889A2 (en) * 2006-07-29 2008-02-07 Lanxess Deutschland Gmbh Preservatives based on carboxylic anhydrides
CN101494977B (en) * 2006-07-29 2012-08-15 朗盛德国有限责任公司 Preservatives based on carboxylic anhydrides
WO2009065983A1 (en) 2007-11-23 2009-05-28 Nanobiomatter, S.L. Method of manufacturing passive packaging with improved active, intelligent and bioactive properties through the incorporation of polymers obtained by electrospinning techniques
ES2320618A1 (en) * 2007-11-23 2009-05-25 Nanobiomatters S.L. Method of manufacturing passive packaging with improved active, intelligent and bioactive properties through the incorporation of polymers obtained by electrospinning techniques
WO2010057658A3 (en) * 2008-11-20 2010-07-15 Università Degli Studi Di Foggia Method for producing a packaging antimicrobial film of thermoplastic material
WO2010057658A2 (en) * 2008-11-20 2010-05-27 Università Degli Studi Di Foggia Method for producing a film of thermoplastic material containing a substance with antimicrobial activity and use of this film in the production of packaging for food
ITMI20082064A1 (en) * 2008-11-20 2010-05-21 Consiglio Naz Delle Ricerche 16 67 METHOD FOR THE PRODUCTION OF A THERMOPLASTIC FILM CONTAINING A SUBSTANCE WITH ANTI-MICROBIAL ACTIVITY AND USE OF SUCH A FILM IN THE PRODUCTION OF FOOD PACKAGES
WO2013149356A1 (en) 2012-04-02 2013-10-10 Universidad De Santiago De Chile Packaging container that extends the shelf life of food contained therein, particularly berries, by means of the incorporation of an antifungal agent in the surface thereof, preparation method and uses of same
US9763439B2 (en) 2012-04-02 2017-09-19 Universidad De Santiago De Chile Method of packaging food
CN103497456A (en) * 2013-09-02 2014-01-08 吴江市物华五金制品有限公司 Modified pvdc film material and preparation method thereof
US20220056643A1 (en) * 2020-08-21 2022-02-24 Meredian Bioplastics, Inc. Antimicrobial biodegradable compositions for food contact articles
US12123144B2 (en) * 2021-03-11 2024-10-22 Danimer Ipco, Llc Antimicrobial biodegradable compositions for food contact articles

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Publication number Publication date
CZ293987B6 (en) 2004-09-15
WO2004056214B1 (en) 2004-10-07
CZ20024247A3 (en) 2004-09-15
AU2003303159A8 (en) 2004-07-14
WO2004056214A3 (en) 2004-08-19
DE10394103T5 (en) 2006-05-11
AU2003303159A1 (en) 2004-07-14

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