EP4573161A1 - Mehrschichtige effektpigmente aus biologisch abbaubaren polymeren - Google Patents

Mehrschichtige effektpigmente aus biologisch abbaubaren polymeren

Info

Publication number
EP4573161A1
EP4573161A1 EP23755394.6A EP23755394A EP4573161A1 EP 4573161 A1 EP4573161 A1 EP 4573161A1 EP 23755394 A EP23755394 A EP 23755394A EP 4573161 A1 EP4573161 A1 EP 4573161A1
Authority
EP
European Patent Office
Prior art keywords
polymer
layers
effect pigment
particularly preferably
polymers
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
Application number
EP23755394.6A
Other languages
German (de)
English (en)
French (fr)
Inventor
Carsten Plueg
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.)
SUSONITY Commercial GmbH
Original Assignee
Merck Patent GmbH
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 Patent GmbH filed Critical Merck Patent GmbH
Publication of EP4573161A1 publication Critical patent/EP4573161A1/de
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/006Preparation of organic pigments
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/022Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the choice of material
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/03Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
    • B29C48/07Flat, e.g. panels
    • B29C48/08Flat, e.g. panels flexible, e.g. films
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/16Articles comprising two or more components, e.g. co-extruded layers
    • B29C48/18Articles comprising two or more components, e.g. co-extruded layers the components being layers
    • B29C48/21Articles comprising two or more components, e.g. co-extruded layers the components being layers the layers being joined at their surfaces
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/06Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/36Layered products comprising a layer of synthetic resin comprising polyesters
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0097Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00Dyes not provided for by a single group of this subclass
    • C09B69/10Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/03Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
    • B29C48/09Articles with cross-sections having partially or fully enclosed cavities, e.g. pipes or channels
    • B29C48/10Articles with cross-sections having partially or fully enclosed cavities, e.g. pipes or channels flexible, e.g. blown foils
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/16Articles comprising two or more components, e.g. co-extruded layers
    • B29C48/18Articles comprising two or more components, e.g. co-extruded layers the components being layers
    • B29C48/185Articles comprising two or more components, e.g. co-extruded layers the components being layers comprising six or more components, i.e. each component being counted once for each time it is present, e.g. in a layer
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2250/00Layers arrangement
    • B32B2250/022 layers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2250/00Layers arrangement
    • B32B2250/055 or more layers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/40Properties of the layers or laminate having particular optical properties
    • B32B2307/412Transparent
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/70Other properties
    • B32B2307/732Dimensional properties
    • B32B2307/737Dimensions, e.g. volume or area
    • B32B2307/7375Linear, e.g. length, distance or width
    • B32B2307/7376Thickness
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2451/00Decorative or ornamental articles
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2553/00Packaging equipment or accessories not otherwise provided for

Definitions

  • the present invention relates to effect pigments and multilayer films made of two or more biodegradable polymer layers with different refractive indexes and in alternating sequence, processes for their production, and their use, among other things, in cosmetic products, rinse-off products, packaging materials, decorative films, varnishes, printing inks and plastics.
  • Conventional decorative or effect films often consist of uni- or biaxially stretched polyester films, which consist, for example, of alternating polymer layers such as PET (polyethylene terephthalate) and PBT (polybutylene terephthalate). Stretching the multilayer films results in a different degree of orientation and therefore a different degree of refraction in the alternating layers, resulting in an angle-dependent color effect. By additionally coloring the films, e.g. with solvent dyes, an individual color can be adjusted.
  • a barrier effect in combination with a reflective effect can be achieved by applying a metal layer, usually aluminum. Films of this type are used as packaging materials, for example for gifts, flowers and food. Derived from such films, glitter particles can be produced, for example by grinding, cutting or punching, which are used in cosmetics, rinse-off products such as shower gel or in toys.
  • polyesters with an aromatic dicarboxylic acid in particular terephthalic acid, as a monomer component.
  • aromatic dicarboxylic acid in particular terephthalic acid
  • the object of the present invention is therefore to produce biodegradable effect pigments and multilayer films from sustainable raw materials (ie consisting of a proportion of more than >50% bio-based raw materials) which consist of biodegradable polymers, but without to contribute to the further increase of microplastics in the environment, which preferably require neither metallic nor inorganic layers, and which can be produced in a simple and cost-effective process from commercially available starting materials in a wide variety of colors.
  • sustainable raw materials ie consisting of a proportion of more than >50% bio-based raw materials
  • biodegradable polymers consist of biodegradable polymers
  • This object was achieved according to the invention by effect pigments and multilayer films as described and claimed in the present application.
  • this problem can be solved by obtaining pigments from a multilayer film, which consists of a large number, for example 64 to 256, alternating, optically active individual layers made of only two polymers with different refractive indexes, which are commercially available and are preferably accessible from natural sources and are biodegradable.
  • the polymer layers can be extruded, cut and stacked at the same time, do not have to be stretched afterwards, and show very good adhesion without any additional auxiliary materials and, depending on the layer thickness and the refractive index, a metallic-looking color effect caused by interference.
  • These multilayer films can be comminuted into particles of a suitable size, for example by grinding, cutting or punching, which can then be used as effect pigments.
  • US6299979 describes a polymeric color effect pigment containing a plurality of layers of thermoplastic organic materials with different refractive indexes. However, biodegradable materials are not mentioned.
  • US 2007/014977 A1 describes multilayer, iridescent films which consist of alternating, biodegradable polylactic acid layers and non-biodegradable polyterephthalate layers. The films are produced by co-extrusion of the two polymers and then preferably stretched in order to increase the refractive index difference and obtain a more intense color. It is also described that the films can also be shredded to produce glitter particles.
  • the polyterephthalate films used are not biodegradable and cannot be obtained from renewable raw material sources in an economically viable manner. Furthermore, the additional process step of stretching the films means a higher expenditure of time and money for the manufacturing process.
  • this lower limit of the individual layer thickness severely limits the available parameter space for achieving further, different color tones.
  • the additional process step of stretching the films means that the manufacturing process requires more time and money.
  • the effect pigments and multilayer films according to the invention and the advantages achieved thereby were neither described in the prior art nor suggested by it.
  • One object of the present invention is therefore an effect pigment, containing, preferably consisting of, two or more transparent layers of a first polymer and two or more transparent layers of a second polymer, the two polymers having a different refractive index and the Layers of the first polymer and the layers of the second polymer are arranged in alternating sequence, and wherein the two polymers are selected from biodegradable polymers.
  • a further subject of the invention is a process for producing an effect pigment as described above and below, characterized in that the first and second polymers are each coextruded, preferably at elevated temperature, placed on top of each other, optionally cut, stacked and passed through a film die, preferably at elevated temperature, are brought into a multilayer film structure, whereby the steps described above can also be repeated several times, and where the polymer films are preferably not stretched or stretched after extrusion, the multilayer film thus obtained is punched into particles, ground, cut or in another way is crushed and the particles are optionally classified according to size.
  • a further subject of the invention is a multilayer film containing, preferably consisting of, two or more transparent layers of a first polymer and two or more transparent layers of a second polymer as described above and below, the two polymers having a different one Have refractive index and the layers of the first polymer and the layers of the second polymer are arranged in alternating sequence, the two polymers are selected from biodegradable polymers, and the average individual layer thickness of all polymer layers is ⁇ 130 nm.
  • a further subject of the invention is a method for producing a multilayer film as described above and below, characterized in that the first and second polymers are each coextruded, preferably at elevated temperature, placed on top of each other, optionally cut, stacked and passed through a film die, preferably at elevated temperature, are brought into a multilayer film structure, whereby the steps described above can also be repeated several times, and whereby the polymer films are preferably not stretched or stretched after extrusion.
  • a further subject of the invention is a formulation containing one or more effect pigments according to the invention, in particular for use in the products and uses described above and below.
  • a further subject of the invention is the use of the effect pigments, multilayer films and formulations according to the invention as described above and below, preferably in products selected from the group consisting of cosmetic products, rinse-off products, packaging materials, decorative films, varnishes, printing inks and plastics.
  • a further subject of the invention are products containing one or more effect pigments according to the invention, a formulation according to the invention or a multilayer film according to the invention as described above and below, in particular selected from the group consisting of cosmetic products, rinse-off products, packaging materials, decorative films, varnishes, printing inks and plastics.
  • biodegradable polymers/plastics refers, according to the EPA network (European Network of Environmental Protection Agency Plastics Interest Group Leads, Working Paper Nov. 2018*), to materials that are produced by biological activity (enzymatic cleavage and metabolism with bacteria/fungi) can potentially be converted into naturally occurring metabolic end products. Ideally, this chemical metabolic process leads to a mineralization of the plastics into, for example, oxygen, carbon dioxide and its salts, carbon and methane.
  • the effect pigments and multilayer films according to the invention are characterized, among other things, by an angle-dependent color effect, good adhesion of the individual layers and good processing properties.
  • they contain biodegradable materials made from sustainable raw materials, preferably consisting of a proportion of more than >50% bio-based raw materials, and no inorganic or metallic layers, such as the previously known and commercially available effect films and glitter pigments.
  • the polymers used in the effect pigments and multilayer films according to the invention can be extruded, cut and stacked at the same time, do not have to be stretched afterwards, and show very good adhesion without any additional auxiliaries. Suitable polymers are commercially available.
  • the pigments and multilayer films according to the invention preferably consist exclusively of organic materials, particularly preferably of biodegradable organic materials, and are preferably free of inorganic materials.
  • the two polymers are preferably selected from organic polymers, which can also be crosslinked and which are biodegradable.
  • a particularly preferred material combination consists of PLA (polylactic acid, e.g. made from sustainable corn starch), preferably a copolymer of D- and L-lactic acid monomers, or a PLA blend, as the first polymer and PBAT (polybutylene adipate/terephthalate), preferably as a random copolymer, as a second polymer.
  • PLA polylactic acid, e.g. made from sustainable corn starch
  • PBAT polybutylene adipate/terephthalate
  • PBAT polybutylene adipate/terephthalate
  • biodegradable polymers are blends of thermoplastic starch (TPS) with the aforementioned or other biodegradable polymers, blends of PBAT with PLA (e.g. Ecovio series from BASF), Bio-PA6 and Bio-PA11 or polyhydroxyalkanoates such as polyhydroxybutyrate cohydroxyvaleriate (PHB/PHV).
  • TPS thermoplastic starch
  • PLA e.g. Ecovio series from BASF
  • Bio-PA6 and Bio-PA11 e.g. Ecovio series from BASF
  • PHB/PHV polyhydroxybutyrate cohydroxyvaleriate
  • Fig. 1 shows an example of a schematic representation of the formation of the interference effect in effect pigments and multilayer films according to the invention with an alternating, optically active stacking sequence ABABA of individual layers of polymer A (PLA) with a refractive index n of 1,436 and a layer thickness dA, and individual layers of polymer B (PBAT) with a refractive index n of 1,598 and a layer thickness dA, whereby the irradiated light (arrow “a”) is reflected at every interface where the refractive index changes and the reflected light waves (arrows “b”) interfere.
  • the transmitted light is marked by the arrow “c”.
  • the multi-layer film is optionally finished with one and the same polymer layer A or B (here: A) on the front and back in order to achieve the necessary film stability.
  • the thickness of these stabilizing cover layers is approx. 8% of the total film thickness and only marginally influences the interference effect.
  • Fig. 2 shows an example of the emergence of the visually visible interference effect, generated by the superposition of the reflected radiation with a correspondingly suitable reflection wavelength depending on the individual layer thickness d of the polymers in effect pigments and multilayer films according to the invention with a stacking sequence ABABAB...A (here A as a stabilizing cover layer ) and the material combination PLA/PBAT.
  • ABABAB...A here A as a stabilizing cover layer
  • the effect pigments and multilayer films have an alternating stacking sequence (ABAB%), where A denotes a single layer of the first polymer (polymer A) and B denotes a single layer of the second polymer (polymer B), and where one of the Polymers (polymer A or B) form the two outer cover layers.
  • ABAB alternating stacking sequence
  • the total number of all optically active individual layers of the first and second polymers in the effect pigments and multilayer films according to the invention of this preferred embodiment is preferably 7 to 2049, in particular 15 to 1025, particularly preferably 31 to 513, very particularly preferably 63 to 257.
  • the effect pigments and multilayer films have an alternating stacking sequence (ABAB%), where A denotes a single layer of the first polymer (polymer A) and B denotes a single layer of the second polymer (polymer B), e.g. ABABAB. ..AWAY.
  • the total number of all optically active individual layers of the first and second polymers in the effect pigments and multilayer films according to the invention of this preferred embodiment is preferably 8 to 2048, in particular 16 to 1024, particularly preferably 32 to 512, very particularly preferably 64 to 256.
  • the average individual layer thickness of all (ie in each of the) polymer layers in the effect pigments and multilayer films according to the invention is preferably ⁇ 130 nm, particularly preferably 40 to 130 nm, very particularly preferably 60 to 130 nm.
  • the respective color effects can be achieved by combinations of different layer thicknesses dp O iymerA and set dp O iymerB.
  • the ratio of the layer volumes of the individual layers A and B is varied, for example to 25% by volume: 75% by volume, 50% by volume: 50% by volume or 75% by volume: 25% by volume.
  • Deviations in the individual layer thicknesses in the multilayer films lead to multicolored effects, which can also be used and desired.
  • the effect pigments and multilayer films according to the invention have a reflection wavelength in the visible range of the spectrum, in particular in the range from 450 to 750 nm.
  • the total thickness of all polymer layers in the effect pigments and multilayer films according to the invention is preferably 0.5 to 30 m, particularly preferably 1 to 25 m, very particularly preferably 4 to 18 m.
  • the refractive index of the first polymer (polymer A) is preferably smaller than the refractive index of the second polymer (polymer B).
  • the effect pigments and multilayer films according to the invention can also optionally be colored or processed with biodegradable dyes such as liquid colors (for example selected from the DLC series from FARRL) or already colored masterbatches (for example selected from the Fibaplast masterbatch series from Finke).
  • biodegradable dyes such as liquid colors (for example selected from the DLC series from FARRL) or already colored masterbatches (for example selected from the Fibaplast masterbatch series from Finke).
  • the effect pigments and multilayer films according to the invention consist exclusively of the individual layers of the first and second polymers.
  • the first and second polymers each have a melting point in the range of 140 to 300°C.
  • the difference between the melting points of the first and second polymers is not more than 60K, particularly preferably not more than 40K.
  • the individual layer thicknesses for both polymers are almost identical, i.e. the ratio of the layer volumes is approximately 50:50.
  • the effect pigments according to the invention preferably have a maximum diameter of 1 to 200 m, particularly preferably 5 to 160 m, very particularly preferably 10 to 120 m.
  • the effect pigments according to the invention are preferably platelet-shaped.
  • the effect pigments according to the invention preferably have an aspect ratio (form factor or diameter/thickness ratio) of 1 to 200, particularly preferably 5 to 100, very particularly preferably 6 to 20.
  • a further preferred embodiment of the invention relates to a mixture consisting of two or more effect pigments according to the invention with different colors.
  • a further preferred embodiment of the invention relates to a mixture consisting of two or more effect pigments according to the invention with different particle sizes and/or different colors.
  • the effect pigments according to the invention preferably have a metallic-looking color effect, particularly preferably gold, copper or silver.
  • the process according to the invention for producing effect pigments and multilayer films contains the following steps:
  • the first and second polymers are each extruded, preferably at elevated temperature, superimposed, optionally cut, stacked and brought into a multilayer film structure through a film die, preferably at elevated temperature.
  • the steps described above can also be repeated several times.
  • the polymer films are not stretched or stretched after extrusion.
  • the extrusion is preferably carried out at an elevated temperature, in particular at a temperature of above 180 ° C, most preferably at a temperature of above 200 ° C.
  • the multilayer film construction through the film die preferably takes place at an elevated temperature, in particular at a temperature > 160 ° C, very particularly preferably at a temperature > 180 ° C.
  • the multilayer films thus obtained are then punched, ground, cut or comminuted into particles, and the particles are optionally classified according to size.
  • a further subject of the invention is the use of the effect pigments, multilayer films and formulations according to the invention as described above and below, preferably in products selected from the group consisting of cosmetic products, rinse-off products, packaging materials, decorative films, varnishes, printing inks and plastics.
  • the invention further provides formulations containing one or more effect pigments according to the invention, in particular for use in the products and applications described above and below.
  • the invention further provides products containing one or more effect pigments according to the invention or multilayer films as described above and below.
  • the effect pigments according to the invention can be used in a variety of ways, e.g. B. in products selected from cosmetic products, rinse-off products, packaging materials, decorative films, paints and varnishes, in particular selected from cosmetic or rinse-off formulations, automotive paints, powder coatings, printing inks, security printing inks, plastics, ceramic materials, glasses, paper, paper coating, Toners for electrophotographic printing processes, seeds, greenhouse films, tent tarpaulins, for the production of pigment mixtures with water, organic and/or aqueous solvents, for the production of pigment preparations or dry preparations, for mass coloring of food, for coloring coatings of food products or pharmaceutical products and in valuable documents.
  • the Such products are manufactured in a manner known to those skilled in the art.
  • the effect pigments according to the invention can be used in cosmetic applications, preferably for example in lipsticks, lip glosses, blushers, eyeliners, eye shadows, (volume) mascara, nail polishes, day creams, night creams, body lotions, cleansing milk, body powder, sticks, hair gels, hair masks, hair dyes, hair conditioners, hair shampoos, shower gels, shower baths, shower oils, bath additives, sun protection, make-ups, care creams, lotions, soaps, bath salts, toothpaste, face masks, pressed powders, loose powders and gels, etc. can be used.
  • Such products are manufactured in a manner known to those skilled in the art.
  • the multilayer films according to the invention are particularly suitable for use in cosmetic products as well as in and/or as packaging materials and decorative films (also referred to as effect films).
  • the effect pigments according to the invention can also be used in a mixture with other absorption pigments and/or effect pigments, such as pearlescent pigments, effect pigments, goniochromatic pigments, BiOCI plates, multilayer pigments, metal pigments, organic dyes, organic color pigments and other pigments, such as transparent and opaque white, colored and black pigments as well as with platelet-shaped iron oxides, holographic pigments, LCPs (Liquid Crystal Polymers) and conventional transparent, colorful and black luster pigments based on metal oxide-coated mica and SiO2 plates, etc.
  • the effect pigments according to the invention can be used in any Ratio mixed with commercially available (effect) pigments.
  • the effect pigments and multilayer films according to the invention can also optionally be colored with natural dyes.
  • the formulations and products according to the invention can also contain other components or additives, in particular selected from the group consisting of absorbents, astringents, antimicrobial substances, antioxidants, antiperspirants, antifoam agents, anti-dandruff active ingredients, antistatic agents, binders, biological additives, bleaching agents, chelating agents , deodorizing agents, emollients, emulsifiers, emulsion stabilizers, dyes, humectants, film formers, fillers, odorants, flavorings, insect repellents, preservatives, corrosion inhibitors, cosmetic oils, solvents, oxidizing agents, herbal ingredients, buffer substances, reducing agents, surfactants, propellants, opacifying agents, UV Filters and UV absorbers, denaturants, viscosity regulators, perfume and vitamins.
  • PLA is used as polymer A and PBAT as polymer B in a volume ratio of 50:50.
  • the two polymers A and B are extruded in a coextrusion process at 215°C, alternately placed on top of each other, ie cut at 215°C and stacked and brought into the final film shape through a film nozzle at 210°C.
  • the multilayer film is then cut/punched into particles with a size of 5-200 pm. Pigment particles are obtained that have a blue, metallic-looking color.
  • PLA is used as polymer A and PBAT as polymer B as described in Example 1.
  • the two polymers A and B are extruded in a co-extrusion process at 215°C, alternately placed on top of each other, i.e. cut and stacked at 215°C, and brought into the final film shape through a film die at 210°C.
  • This simultaneous processing at the same temperature is made possible by the similar dynamic viscosity of both polymers in the range of 0.2-0.4 MPa*s.
  • a multilayer film consisting of a total of 128 individual layers with a PLA individual layer thickness of 125 nm and a PBAT individual layer thickness of 115 nm is produced using six cutting/stacking processes.
  • the multilayer film is then cut/punched into particles with a size of 5-200 pm. You get pigment particles that have a greenish, metallic-looking color.
  • PLA is used as polymer A and PBAT as polymer B as described in Example 1.
  • the two polymers A and B are extruded in a co-extrusion process at 215°C, alternately placed on top of each other, that is, cut and stacked at 215°C, and brought into the final film shape through a film die at 210°C.
  • This simultaneous processing at the same temperature is made possible by the similar dynamic viscosity of both polymers in the range of 0.2-0.4 MPa*s.
  • a multilayer film consisting of a total of 128 individual layers with a PLA individual layer thickness of 125 nm and a PBAT individual layer thickness of 160 nm is produced using six cutting/stacking processes.
  • the multilayer film is then cut/punched into particles with a size of 5-200 pm. You get pigment particles that have a reddish-gold or copper-metallic color tone.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Laminated Bodies (AREA)
  • Wrappers (AREA)
  • Paints Or Removers (AREA)
  • Biological Depolymerization Polymers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP23755394.6A 2022-08-17 2023-08-14 Mehrschichtige effektpigmente aus biologisch abbaubaren polymeren Pending EP4573161A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP22190685 2022-08-17
PCT/EP2023/072356 WO2024037999A1 (de) 2022-08-17 2023-08-14 Mehrschichtige effektpigmente aus biologisch abbaubaren polymeren

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EP4573161A1 true EP4573161A1 (de) 2025-06-25

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EP (1) EP4573161A1 (https=)
JP (1) JP2025528351A (https=)
KR (1) KR20250051717A (https=)
CN (1) CN119731275A (https=)
WO (1) WO2024037999A1 (https=)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6299979B1 (en) 1999-12-17 2001-10-09 Ppg Industries Ohio, Inc. Color effect coating compositions having reflective organic pigments
US20070014977A1 (en) 2005-07-12 2007-01-18 Daniel Graney Multilayer Film
KR20120041974A (ko) 2010-10-22 2012-05-03 에스케이씨 주식회사 다층 생분해성 필름

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WO2024037999A1 (de) 2024-02-22
CN119731275A (zh) 2025-03-28
JP2025528351A (ja) 2025-08-28
KR20250051717A (ko) 2025-04-17

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