WO2021013849A1 - Procédé de décoloration d'un matériau de polymère polaire synthétique ou non synthétique coloré - Google Patents

Procédé de décoloration d'un matériau de polymère polaire synthétique ou non synthétique coloré Download PDF

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Publication number
WO2021013849A1
WO2021013849A1 PCT/EP2020/070582 EP2020070582W WO2021013849A1 WO 2021013849 A1 WO2021013849 A1 WO 2021013849A1 EP 2020070582 W EP2020070582 W EP 2020070582W WO 2021013849 A1 WO2021013849 A1 WO 2021013849A1
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Prior art keywords
polar
synthetic
meth
polymer material
oligomers
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PCT/EP2020/070582
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English (en)
Inventor
Hendre Vos
Bernd Robertz
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Smart Coloring Gmbh
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Priority claimed from EP19188085.5A external-priority patent/EP3770318A1/fr
Priority claimed from EP19188098.8A external-priority patent/EP3770208B1/fr
Application filed by Smart Coloring Gmbh filed Critical Smart Coloring Gmbh
Priority to EP20740351.0A priority Critical patent/EP4004092A1/fr
Publication of WO2021013849A1 publication Critical patent/WO2021013849A1/fr

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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/13—Fugitive dyeing or stripping dyes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C08J11/06—Recovery or working-up of waste materials of polymers without chemical reactions
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/81—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dyes dissolved in inorganic solvents
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/90—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dyes dissolved in organic solvents or aqueous emulsions thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/90—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dyes dissolved in organic solvents or aqueous emulsions thereof
    • D06P1/92—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dyes dissolved in organic solvents or aqueous emulsions thereof in organic solvents
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/13—Fugitive dyeing or stripping dyes
    • D06P5/131—Fugitive dyeing or stripping dyes with acids or bases
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/13—Fugitive dyeing or stripping dyes
    • D06P5/132—Fugitive dyeing or stripping dyes with oxidants
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/13—Fugitive dyeing or stripping dyes
    • D06P5/134—Fugitive dyeing or stripping dyes with reductants
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/15—Locally discharging the dyes
    • D06P5/158—Locally discharging the dyes with other compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
    • C08J2323/04—Homopolymers or copolymers of ethene
    • C08J2323/06—Polyethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2423/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2423/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
    • C08J2423/04—Homopolymers or copolymers of ethene
    • C08J2423/08—Copolymers of ethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2429/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
    • C08J2429/02—Homopolymers or copolymers of unsaturated alcohols
    • C08J2429/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2453/00—Characterised by the use of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2467/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2467/04—Polyesters derived from hydroxy carboxylic acids, e.g. lactones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2475/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2475/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2477/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2477/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
    • C08J2477/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2477/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
    • C08J2477/06—Polyamides derived from polyamines and polycarboxylic acids
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00—Technologies for solid waste management
    • Y02W30/50—Reuse, recycling or recovery technologies
    • Y02W30/62—Plastics recycling; Rubber recycling

Definitions

  • the present invention relates to a method for decolorizing a colored synthetic or non synthetic polar-polymer material.
  • Plastic articles are useful for a wide variety of applications. Furthermore, the recycling of colored plastic articles is even more important than ever before, as the volume of plastics discarded has proliferated in the last few decades. There is a great demand for more and more complex materials to satisfy the different aspects of the packaging industry.
  • Plastics are for example used extensively for beverage bottles, including bottles for carbonated soft drinks and other liquids. Many of the articles used in this way are colored by various types of pigments or colorants to enhance their appearance or to protect the contents of the bottle from ultraviolet radiation.
  • a plastic material that is to be recycled typically is washed, flaked or pelletized, and then supplied to a solid-state reactor in the process of converting waste plastic into various articles.
  • the recycling of colored plastic material leads to dark grey or black, and the one main bottleneck of said recycled granules today is that they must be compounded with virgin material in order to be able to be "recolorized” in their next life. “Recoloring” of such materials often leads to color differences. Recyclers counter this with the addition of other colorants such as titanium dioxide. However, this impairs the physical properties and processability of the plastics, which further restricts their range of application. In particular, further recycling is made much more difficult because additional colorants are added with each cycle, further impairing the physical properties of the polymer. Therefore, there exists a strong need to remove the coloration from many types of plastics.
  • US 6,036,726 A describes a method of recycling colored polyamides.
  • the method of the present invention is useful in recycling post-consumer materials, such as carpets, that contain colored polyamide fibers.
  • CA 2261304 A1 describes a process for recycling colored polyamide material comprises the steps of (a) contacting solid colored polyamide material with an organic solvent composition at a temperature effective to dissolve the polyamide, thereby forming a solution containing colorant and dissolved polyamide: and (b) separating colorant from the polyamide.
  • This process can optionally further comprise the step of recovering the colorant, recovering the polyamide, or recovering both the polymer and colorant.
  • the organic solvent composition is selected from the group consisting of aliphatic and aromatic ketones, aliphatic and aromatic alcohols, diols, water, and combinations thereof.
  • Solvent compositions comprises at least one alcohol selected from the group consisting of butanediol, butanol, ethanol, and benzyl alcohol.
  • the polymer material may not have the same structure, doesn’t contain the additives that gives polymer the physical properties that means the polymer doesn’t have the same physical characteristics as before. Furthermore, by chemical alteration of the colorant or chromophore in the polymer material, the polymer material itself may also change its structure and/or its physical features. In addition the colorant or chromophore still remains in the polymer material but in a decolorized form.
  • a synthetic and non-synthetic material is a material that comprises a mixture of synthetic and non-synthetic material.
  • the object is solved by a method for decolorizing a colored synthetic and/or non synthetic polar-polymer material, comprising the steps:
  • the colored synthetic and/or non-synthetic polar-polymer material to be decolorized comprises:
  • organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound;
  • synthetic and/or non-synthetic non-polar-polymer comprises in addition:
  • the polar-additive is selected different to the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material may not comprise that the colored synthetic and/or non synthetic polar-polymer material is dissolved in the polar solvent.
  • the colored synthetic and/or non-synthetic polar-polymer material may be not dissolved or partly dissolved in the polar solvent. Not dissolved means for example that less than 5 weight percent, preferably less than 1 weight percent, of the colored synthetic and/or non-synthetic polar-polymer material is dissolved, based on the total amount of the colored synthetic and/or non-synthetic polar-polymer material added to the polar solvent.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material comprises the steps:
  • the polar solvent comprises and/or is exposed to at least one polar decoloring agent for absorbing and/or adsorbing the coloring agent from the colored synthetic and/or non-synthetic polar-polymer material;
  • the colored synthetic and/or non-synthetic polar-polymer material to be decolorized comprises:
  • organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound;
  • synthetic and/or non-synthetic non-polar-polymer comprises in addition:
  • the polar-additive is selected different to the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol; and wherein the polar decoloring agent is at least as polar as the colored synthetic and/or non-synthetic polar-polymer material.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material may be a solid-liquid extraction.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material may be a solid-liquid extraction, that means the colored synthetic and/or non-synthetic polar-polymer material is not dissolved or partly dissolved in the polar solvent.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material comprises the steps:
  • the polar solvent comprises and/or is exposed to at least one polar decoloring agent for absorbing and/or adsorbing the color from the colored synthetic and/or non synthetic polar-polymer material;
  • the colored synthetic and/or non-synthetic polar-polymer material to be decolorized comprises:
  • organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound;
  • synthetic and/or non-synthetic non-polar-polymer comprises in addition:
  • the polar-additive is selected different to the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol; and wherein the polar decoloring agent is at least as polar as the colored synthetic and/or non-synthetic polar-polymer material; and wherein the colored synthetic and/or non-synthetic polar-polymer material is not dissolved or partly dissolved in the polar solvent.
  • the colored synthetic and/or colored non-synthetic polar polymer to be decolorized is not dissolved in the polar solvent or is partly dissolved in the polar solvent. According to one embodiment the colored synthetic and/or colored non-synthetic polar polymer to be decolorized may be not dissolved in the polar solvent or is may be partly dissolved in the polar solvent.
  • the polar decoloring agent may have a higher solubility in the polar solvent compared with the colored synthetic and/or colored non-synthetic polar polymer material.
  • the polar decoloring agent and/or the colored synthetic and/or colored non-synthetic polar polymer material are dispersed in the polar solvent.
  • the colored synthetic and/or colored non-synthetic polar polymer material to be decolorized may have the shape of an article that is undestroyed, for example a bottle or container, and/or is destroyed, for example shredded to flakes or dust, wherein the article and the shredded article comprises no fibers or does not consist entirely of fibers.
  • the colored synthetic and/or colored non-synthetic polar polymer material to be decolorized is may be free of fibers and/or free of polyamide fibers.
  • the colored synthetic and/or colored non-synthetic polar polymer material may be decolorized in basic polar solvent. Precipitation, such as laking of acidic dyes may take place with the addition of KA1(S04)2 follows by addition of NaiCCb through the formation of A1 salts. This may not possible with NaOH.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material may not comprise the step of adding a base to the solution, thereby causing the acid dye and the added base to irreversible form an insoluble salt on the colored synthetic or non-synthetic polar-polymer material to be decolorized.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material may not comprise the formation of an irreversible insoluble salt of the dye, also named coloring agent on the colored synthetic or non-synthetic polar-polymer material to be decolorized.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material may not comprise that the colored synthetic and/or non synthetic polar-polymer material is dissolved in the polar solvent.
  • the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, if not otherwise defined, is a non-chemical reactive organic aromatic coloring agent that forms no chemical covalent bond.
  • Forming no chemical covalent bond means according to the present invention that the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol doesn’t form a covalent sigma bond, covalent double, covalent triple or any other chemical covalent bond with the colored synthetic and/or non-synthetic polar-polymer material.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material is based on the use of a polar decoloring agent for absorbing and/or adsorbing, may be also named desorbing, the color from the colored synthetic and/or non-synthetic polar- polymer material.
  • the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, is not a chemical reactive organic aromatic coloring agent that forms a chemical covalent bond, so that the organic aromatic coloring agent may migrate out of the colored polar polymer material into the polar solvent and is then absorbed and/or adsorbed by the polar decoloring agent.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material comprising the steps:
  • the polar solvent comprises and/or is exposed to at least one polar decoloring agent for absorbing and/or adsorbing the color from the colored synthetic and/or non-synthetic polar-polymer material
  • the polar decoloring agent has an outer shape that differs from the outer shape of the colored synthetic and/or non-synthetic polar-polymer material that is to be decolorized, and the polar decoloring agent is selected from the group comprising:
  • the colored synthetic and/or non-synthetic polar-polymer material to be decolorized comprises:
  • - at least one organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalent bond;
  • synthetic and/or non-synthetic non-polar-polymer comprises in addition:
  • the polar-additive is selected different to the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol.
  • the polar decoloring agent may have an outer shape that differs from the outer shape of the colored synthetic and/or non-synthetic polar-polymer material that is to be decolorized.
  • the ratio of the outer surface to the inner volume of the individual polar decoloring agent may be greater than the ratio of the outer surface to the inner volume of the colored synthetic and/or non-synthetic polar-polymer material that is decolorized; and/or the mass (g) of the individual polar decoloring agent is may be less than the mass (g) of the individual colored synthetic and/or non-synthetic polar-polymer material that is decolorized.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material comprising the steps:
  • the polar solvent comprises and/or is exposed to at least one polar decoloring agent for absorbing and/or adsorbing the color from the colored synthetic and/or non-synthetic polar-polymer material, wherein the polar decoloring agent has the form of:
  • the particles, granulates of the polar decoloring agent may have a mean particle size diameter of 0.1 mm to 100 mm, further preferred 1 mm to 50 mm and also preferred 2 mm to 10 mm, more preferred the particles, granulates of the polar decoloring agent may have a round shape, and most preferred the shape of a thin foil, and/or
  • the particles, granulates of the polar decoloring agent may have a mean particle size diameter of 0.01 mm to 10 mm, further preferred 1 mm to 8 mm and also preferred 2 mm to 5 mm, and more preferred the particles, granulates of the polar decoloring agent may have a round shape, are arranged on or in the surface of a solid substrate, and/or
  • nano-particles having a mean particle size diameter of about > 1 nm to about ⁇ 100 nm, preferably the nano-particles are arranged on the surface of a solid substrate; and the polar decoloring agent is selected from the group comprising:
  • the colored synthetic and/or non-synthetic polar-polymer material has the form of an article that differs from flakes, particles and granulates, preferably the colored synthetic and/or non-synthetic polar-polymer material has the form of an article that is obtained by molding, blow-forming and/or injection-molding, and the colored synthetic and/or non synthetic polar-polymer material to be decolorized comprises:
  • organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound;
  • synthetic and/or non-synthetic non-polar-polymer comprises in addition:
  • polar-additive having a Mw of about > 70 and ⁇ 600 g/mol; wherein the polar-additive is selected different to the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol.
  • decoloration of the colored synthetic and/or non-synthetic polar-polymer material in the shredded state may be faster and by a higher grade of decolorization due to the enlargement of the surface.
  • the entire article such as an original fabricated colored part, may be decolored by using the method of the present invention, if it is desired that the article should be received in its original form.
  • Articles in its original form may be decolorized by a process according to invention, if these parts lost for example color by UV-light and/or other environmental impact.
  • the polar decoloring agent described may have a density > 1.0, and the synthetic and/or non-synthetic colored polar-polymer material may have a density ⁇ 1.0. This may allow separation by means of swim-sink separation in water.
  • thin foils such as thin stretched films may be most suitable for the polar decoloring agent due to the larger surface.
  • the decoloring agent can be used as a liquid because it may absorb more and more quickly the dye released from the colored synthetic and/or non synthetic polar-polymer material to be decolorized.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material comprising the steps:
  • the polar solvent comprises and/or is exposed to at least one polar decoloring agent for absorbing and/or adsorbing the color from the colored synthetic and/or non-synthetic polar-polymer material, wherein the polar decoloring agent have the form of:
  • the particles, granulates of the polar decoloring agent may have a mean particle size diameter of 0.1 mm to 10 mm, further preferred 1 mm to 8 mm and also preferred 2 mm to 5 mm, and most preferred the particles, granulates of the polar decoloring agent may have a round shape, and/or
  • the particles, granulates of the polar decoloring agent may have a mean particle size diameter of 0.01 mm to 10 mm, further preferred 1 mm to 8 mm and also preferred 2 mm to 5 mm, and more preferred the particles, granulates of the polar decoloring agent may have a round shape, are arranged on or in the surface of a solid substrate, and/or - nano-particles having a mean particle size diameter of about > 1 nm to about ⁇ 100 nm, preferably the nano-particles are arranged on the surface of a solid substrate; and the polar decoloring agent is selected from the group comprising:
  • the colored synthetic and/or non-synthetic polar-polymer material has the form of an article that is a container or plastic part, preferably the colored synthetic and/or non-synthetic polar-polymer material has the form of an article that is obtained by molding, blow-forming and/or injection-molding, and the colored synthetic and/or non-synthetic polar-polymer material to be decolorized comprises:
  • organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound;
  • synthetic and/or non-synthetic non-polar-polymer comprises in addition:
  • the polar-additive is selected different to the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol.
  • the benefit of the process of the present invention is that the colored synthetic and/or non-synthetic polar-polymer material that has the form of a container or plastic part, can be decolorized by the process of the present invention, without any need to destroy and/or shredding said article. Therefore, a reuse of the article is easily possible. Furthermore also a recoloring and/or a color enhancement of said article may be possible.
  • bottles wherein the bottles or at least the outer surface layer thereof, are of a colored synthetic and/or non-synthetic polar-polymer material, wherein the colored synthetic and/or non-synthetic polar-polymer material is colored with the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound, can be decolorized by the process of the present invention by maintaining the form of the bottle.
  • auto plastic parts wherein the auto plastic parts or at least the outer surface layer thereof, are of a colored synthetic and/or non-synthetic polar-polymer material, wherein the colored synthetic and/or non-synthetic polar-polymer material is colored with the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound, can be decolorized by the process of the present invention by maintain the form of the auto plastic parts.
  • plastic tableware wherein the plastic tableware or at least the outer surface layer thereof, are of a colored synthetic and/or non-synthetic polar-polymer material, wherein the colored synthetic and/or non-synthetic polar-polymer material is colored with the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound, can be decolorized by the process of the present invention by maintain the form of the plastic tableware.
  • plastic items wherein the plastic items or at least the outer surface layer thereof, are of a colored synthetic and/or non-synthetic polar-polymer material, wherein the colored synthetic and/or non-synthetic polar-polymer material is colored with the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound, can be decolorized by the process of the present invention by maintain the form of the plastic items.
  • the colored synthetic and/or non-synthetic polar- polymer material may not have the form of flakes, particles, granulates.
  • the colored synthetic and/or non-synthetic polar-polymer material may not have the form of nano-particles.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material comprising the steps:
  • the polar solvent comprises and/or is exposed to at least one polar decoloring agent for absorbing and/or adsorbing the color from the colored synthetic and/or non-synthetic polar-polymer material
  • the polar decoloring agent is free of an organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, and preferably free of a dye, and is selected from the group comprising:
  • the colored synthetic and/or non-synthetic polar-polymer material to be decolorized comprises:
  • organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound;
  • synthetic and/or non-synthetic non-polar-polymer comprises in addition:
  • the polar-additive is selected different to the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol.
  • a polar decoloring agent that is free of a dye means, that the polar decoloring agent added to the solvent or is exposed to the solvent, before absorbing/adsorbing the organic aromatic coloring agent of the colored synthetic and/or non-synthetic polar-polymer material, may be colorless, may have a natural color, may be free of an additional added dye, may be white or may be transparent.
  • Some polar decoloring agent that can be suitable used in the process of the present invention may have a natural color, such as yellow, orange or beige.
  • the method for decolorizing a colored synthetic and/or non-synthetic polar-polymer material comprising the steps:
  • the polar solvent comprises and/or is exposed to at least one polar decoloring agent for absorbing and/or adsorbing the color from the colored synthetic and/or non synthetic polar-polymer material
  • the polar decoloring agent is at the time of adding to the polar solvent free of or comprises traces of an organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, and preferably free of a dye
  • the polar decoloring agent has optional an outer shape that differs from the outer shape of the colored synthetic and/or non-synthetic polar-polymer material that is to be decolorized, and the polar decoloring agent is selected from the group comprising:
  • the colored synthetic and/or non-synthetic polar-polymer material to be decolorized comprises: - at least one organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound;
  • synthetic and/or non-synthetic non-polar-polymer comprises in addition:
  • the polar-additive is selected different to the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol.
  • the organic aromatic coloring agent may have the ability to migrate out of the colored synthetic and/or non synthetic polar-polymer material and therefore a decolorization of the colored synthetic and/or non-synthetic polar-polymer material occurs.
  • the organic aromatic coloring agent preferably has a rather planar structure and preferably comprises at least one free rotation center outside the planar structure. Further in case of ligands and/or remnants which may be spatially or sterically demanding, the ligands and/or remnants may be as freely movable as possible around a center of rotation. This may give the organic aromatic coloring agent the ability to adapt its shape to the environment given by the matrix of the synthetic and/or non-synthetic polar-polymer material.
  • the organic aromatic coloring agent may not comprise a spiro-center and/or the organic aromatic coloring agent may not comprise a large moiety that is rotation-impaired. In this context a large moiety that is rotation impaired may mean that the molecular weight of this rotation impaired moiety is about 350 g/mol +/- 10%.
  • the organic aromatic coloring agent is not covalently bond to the synthetic and/or non-synthetic polar-polymer material. Therefore, the organic aromatic coloring agent may not be a reactive dye. More preferably the organic aromatic coloring agent may be essentially homogenously distributed in the colored part or layer of the synthetic and/or non-synthetic polar-polymer material.
  • organic aromatic coloring agent may be essentially homogenously distributed in the colored part or layer of the synthetic and/or non-synthetic polar-polymer material” means that for the eye of a human being the colored outer surface or the colored part or the colored layer of the synthetic and/or non-synthetic polar-polymer material appear uniformly colored without noteworthy color variations.
  • the polar solvent comprises and/or is exposed to the at least one polar decoloring agent.
  • the organic aromatic coloring agent may have an enhanced interaction with the polar decoloring agent compared to the synthetic and/or non synthetic polar-polymer material and therefore is likely to migrate out of the synthetic and/or non-synthetic polar-polymer material.
  • the polar decoloring agent used for decolorization is free or only comprises traces of a dye.
  • the enhanced interaction of the aromatic coloring agent with the polar decoloring agent may be achieved based on different characteristics compared with the colored synthetic and/or non-synthetic polar-polymer material.
  • the different characteristics of the polar decoloring agent compared with the synthetic and/or non-synthetic polar-polymer material can be physical or chemical based or combinations thereof that increases the desorption from of the coloring agent from the synthetic and/or non-synthetic polar-polymer material and/or increases the strength of the ab- and/or adsorption of the aromatic coloring agent to the decoloring agent compared with the strength of ab- and/or adsorption of the coloring agent to the colored synthetic and/or colored non-synthetic polar-polymer material.
  • Different characteristics of the polar decoloring agent may be a more open pore structure, higher free volume, lower T g , greater surface, higher polarity, a polarity that is more similar to the polarity of the aromatic coloring agent, free of an aromatic coloring agent or a coloring agent.
  • the polar decoloring agent may be more polar than the colored synthetic and/or non-synthetic polar-polymer material.
  • the polar decoloring agent may be in a solid or in a liquid state.
  • the colored synthetic and/or non-synthetic polar-polymer material not only comprises the organic aromatic coloring agent but also comprises i) at least one synthetic and/or non- synthetic polar-polymer having a Mw of about > 1000 g/mol, or ii) at least one synthetic and/or non-synthetic non-polar-polymer having a Mw of about > 1000 g/mol. Further, the synthetic and/or non-synthetic non-polar-polymer comprises in addition:
  • the decolorization process may be based on the migration of the organic aromatic coloring agent out of the colored synthetic and/or non-synthetic polar- polymer material, and based on the absorption and/or adsorption of the organic aromatic coloring agent to the polar decoloring agent.
  • the polar decoloring agent may be liquid or solid. With respect to the polar decoloring agent it may be advantageous to select the polar decoloring agent selected from the group comprising:
  • the polar decoloring agent before used in the decolorization process is preferably free of a dye.
  • the molecular weight of the polar decoloring agent for the desorption of the coloring agent from the colored synthetic and/or non-synthetic polar-polymer material and/or absorbing and/or adsorbing the color from the colored synthetic and/or non-synthetic polar- polymer material may be lower than the molecular weight of the colored synthetic and/or non synthetic polar-polymer material.
  • the particle size of the polar decoloring agent for the desorption of the coloring agent from the colored synthetic and/or non-synthetic polar-polymer material and/or absorbing and/or adsorbing the color from the colored synthetic and/or non-synthetic polar-polymer material may be less than the particle size of the colored synthetic and/or non-synthetic polar- polymer material.
  • the dye is not destroyed during the process of decolorisation of the colored synthetic and/or non-synthetic polar-polymer material. That allows the reuse of the dye or colorant obtained by the process of decolorization of a colored synthetic and/or non-synthetic polar-polymer material.
  • the polar decoloring agent differs from the colored synthetic and/or non-synthetic polar-polymer material, i.e. the synthetic and/or non-synthetic polar-polymer, the synthetic and/or non-synthetic polar-oligomer, and/or synthetic and/or non-synthetic polar-additive.
  • the decolorization of the colored synthetic and/or non-synthetic polar-polymer material may be based on a shift of the dynamic equilibrium, due to a higher concentration of synthetic and/or non-synthetic polar-polymer, synthetic and/or non-synthetic polar-oligomer, and/or synthetic and/or non-synthetic polar-additive in the polar decoloring agent than in the colored synthetic and/or non-synthetic polar-polymer material.
  • the adsorption and/or absorption of the organic aromatic coloring agent to the polar decoloring agent may be enforced by increasing the amount of electrostatic interaction between the organic aromatic coloring agent and the polar decoloring agent.
  • the polar decoloring agent may comprise polar, acidic, and/or basic groups, wherein polar groups for electrostatic interaction are preferred.
  • the polar decoloring agent may comprise polar groups selected from the group comprising sulfonyl group, such as tosyl-, brosyl-, nosyl-, mesyl-, trifyl-, tresyl-, and dansyl-, hydroxyl group, amine groups including primary-, secondary-, and tertiary amines, carboxylic groups, imine and enamine groups, ketone groups, carbonyl groups, aldehyde groups, organic amide groups such as sulfone amides and phosphor amides, organic halide groups, and/or carbamate groups.
  • sulfonyl group such as tosyl-, brosyl-, nosyl-, mesyl-, trifyl-, tresyl-, and dansyl-, hydroxyl group
  • amine groups including primary-, secondary-, and tertiary amines, carboxylic groups, imine and en
  • the polar decoloring agent is solid at the temperature of the decolorizing process.
  • the polar decoloring agent may have the form of flakes, particles, granulates, preferably the particles, granulates of the polar decoloring agent may have a mean particle size diameter of 0.01 mm to 100 mm, further preferred 1 mm to 8 mm and also preferred 2 mm to 5 mm, and most preferred the particles, granulates of the polar decoloring agent may have a round shape; and/or is arranged on or in the surface of a solid substrate, preferably the polar decoloring agent are nano-particles may have a mean particle size of about > 1 nm to about ⁇ 100 nm are arranged on the surface of a solid substrate.
  • the design of the polar decoloring agent may have cylindrical form or any other design. It seems to be important that the shape should be selected such that the ratio surface : volume may be as large as possible.
  • the granulates of the polar decoloring agent may have a mean particle size diameter of 0.1 mm to 100 mm, 0.5 mm to 10 mm, further preferred 1 mm to 8 mm and also preferred 2 mm to 5 mm. Nano particles may have a mean particle size diameter of 1 nm to 100 nm.
  • the polar decoloring agent may have any shape but it is preferred that the ratio surface: volume may be as large as possible. For example the polar decoloring agent may not have a round shape.
  • the polar decoloring agent has a shape that has a high surface to volume ratio. Having a high surface to volume ratio may increase the rate of adsorption and/or absorption of the organic aromatic coloring agent by the solid polar decoloring agent.
  • separation of the polar decoloring agent may also be possible by arranging the polar decoloring agent on or in the surface of a solid substrate.
  • the polar decoloring agent may be preferred to have the polar decoloring agent as nano-particles arranged on the surface of a solid substrate.
  • the colored polar decoloring agent due to absorption and/or adsorption of the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound, may be separated from the polar solvent.
  • the density of the polar decoloring agent changes by absorbing and/or adsorbing of the organic aromatic coloring agent.
  • the density of the polar decoloring agent may increase above the density of the polar solvent. Therefore, due to absorption and/or adsorption of the organic aromatic coloring agent the polar decoloring agent may sink onto the bottom of the reaction vessel and may be easily separated from the polar solvent.
  • Polar in this context may mean that the compounds show an enhanced polarity compared to a compound that exclusively consist of C-atoms and H-atoms.
  • the synthetic and/or non-synthetic polar-polymer having a Mw > 1000 g/mol, the synthetic and/or non-synthetic polar-oligomer having a Mw > 600 g/mol and ⁇ 1000 g/mol, and the polar- additive having a Mw > 70 and ⁇ 600 g/mol may each comprise at least > 5 wt.-% of heteroatoms, wherein the weight % is calculated based on the individual weights of the synthetic and/or non-synthetic polar-polymer, the synthetic and/or non-synthetic polar- oligomer, and the synthetic and/or non-synthetic polar-additive.
  • a heteroatom may be any atom excluding C-atoms and H-atoms.
  • the heteroatom may be selected from the group comprising: N, O, F, Cl, Br, I, S, and P.
  • the synthetic and/or non-synthetic polar-polymer having a Mw > 1000 g/mol, the synthetic and/or non-synthetic polar-oligomer having a Mw > 600 g/mol and ⁇ 1000 g/mol, and the polar- additive having a Mw > 70 and ⁇ 600 g/mol may each comprise at least > 5 wt.-% and preferably ⁇ 70 wt.-% of O-atoms.
  • the at least one synthetic and/or non-synthetic non-polar- polymer having a Mw of about > 1000 g/mol may preferably comprise ⁇ 5 wt.-% of heteroatoms, wherein the weight % is calculated based on the weight of the synthetic and/or non-synthetic non-polar-polymer.
  • the colored synthetic and/or non-synthetic polar- polymer material is exposed to the polar solvent, wherein at a temperature in the range of > 30 °C to ⁇ 200 °C.
  • the colored synthetic and/or non-synthetic polar- polymer material is decolorized.
  • the colored synthetic and/or non-synthetic polar- polymer material may be decolorized by exposing the colored synthetic and/or non-synthetic polar-polymer material to the polar solvent at a temperature of about > 30 °C to about ⁇ 200 °C, wherein the temperature of the polar solvent is selected > the glass-transition temperature T g and below the decomposition temperature of the colored synthetic and/or non-synthetic polar-polymer material, preferably the temperature of the polar solvent is selected > T g and ⁇ the melting temperature T m of the colored synthetic and/or non-synthetic polar-polymer material.
  • the decolorization process may be assisted by elevated temperature.
  • the temperature may be lower than the decomposition temperature of the colored synthetic and/or non-synthetic polar-polymer material and more preferably lower than or equal to the melting temperature of the colored synthetic and/or non-synthetic polar-polymer material, if the colored synthetic and/or non-synthetic polar-polymer material has a melting temperature.
  • the decolorization process may not have an influence on the physical properties of the synthetic and/or non-synthetic polar-polymer material.
  • the temperature may be equal to or higher than the glass transition temperature or the colored synthetic and/or non-synthetic polar-polymer material. Most preferably the temperature is selected in the range of the melting temperature of the colored synthetic and/or non-synthetic polar-polymer material, if the colored synthetic and/or non-synthetic polar- polymer material has a melting temperature. In this context in the range of the melting temperature may mean the temperature range T m +/- 20 °C.
  • the glass transition may be the gradual and reversible transition in amorphous regions of the colored synthetic and/or non-synthetic polar-polymer material from a hard and relatively brittle state into a viscous or rubbery state as the temperature is increased.
  • the glass transition temperature T g of the colored synthetic and/or non-synthetic polar-polymer material may be determined by differential scanning calorimetry (DSC), which is a thermoanalytical technique in which the difference in the amount of heat required to increase the temperature of a sample and reference is measured as a function of temperature.
  • DSC differential scanning calorimetry
  • the crystalline phases may become amorphous.
  • the colored synthetic and/or non synthetic polar polymer material may change from a thermoelastic to a thermoplastic state. This transition may be associated with a loss of mechanical properties.
  • the glass transition temperature Tg and the melting temperature Tm of the colored synthetic and/or non-synthetic polar-polymer material may be determined according to the following standards: DIN 51007(Thermal Analysis - Differential Thermal Analysis and Differential Scanning Calorimetry - General Principles), ASTM E 474, ASTM D 3418, DIN EN ISO 11357-1 (Plastics - Differential Scanning Thermal Analysis Part 1 : General principles. (2008)), ISO 11357-2 (Plastics - Differential Scanning Calorimetry Part 2:
  • the glass transition temperature Tg and/or the melting temperature Tm of the colored synthetic and/or non-synthetic polar-polymer material may be determined using a Mettler Toledo DSC 3+ differential calorimeter, a sample amount of 10 +/- 1 mg, nitrogen as purge gas, and the following settings: 1. Heating: -40 °C to 280 °C with 20 °C/min, Hold: 3 minutes at 200 °C, Cooling: 280 °C to -40 °C at 10 °C/min, Hold: 5 minutes at -20 °C, 2. Heating: -40 °C to 300 °C at 20 °C/min.
  • the colored synthetic and/or non-synthetic polar- polymer material may be decolorized by exposing the colored synthetic and/or non-synthetic polar-polymer material to the polar solvent for about > 15 seconds to about ⁇ 240 minutes, preferably about > 1 minute to about ⁇ 180 minutes, further preferred for about > 5 minutes to about ⁇ 60 minutes, and also preferred for about > 10 minutes to about ⁇ 20 minutes.
  • the decolorization process may reach an equilibrium during the given time intervals.
  • the polar solvent may enhance the decolorization process.
  • the polar solvent may be liquid at about 23 °C and may comprises at least one polar solvent or a mixture of polar solvents, wherein the polar solvent is a solvent or solvent mixture having a dipole, and is preferably selected from the group comprising water, and/or at least one polar organic solvent; wherein further preferred the polar solvent is a mixture of liquids forming a homogeneous mixture when added together, for example water/ethanol, wherein also preferred the polar solvent is a mixture - the coloring agent enriches in the water phase and can be separated therefrom by known techniques.
  • a polar solvent that is liquid at about 23 °C in the decolorization process may facilitate decolorization since liquid solvents may be easy to handle.
  • water may be used. Water may have the advantageous that it may be inexpensive and environmental friendly.
  • the polar solvent preferably has a dipole moment, more preferably an electric dipole moment.
  • the dipole moments may be due to a non-uniform distribution of positive and negative charges on the various atoms.
  • the polar solvent may have a permanent dipole, an instantaneous dipole and/or an induced dipole. More preferably it may have a permanent dipole.
  • the mixture of solvents can be a homogenous mixture, an emulsion or showing phase separation.
  • the polar organic solvent or polar organic solvent mixture may be selected from the group Ci to C 6 - alcohol, preferably ethanol and isopropanol, glycols such as diethylene glycol and its oligomers and ethers, C3 to C6 - ketone, preferably acetone, C2 to C 6 - aldehyde, Ci to C 6 - carboxylic acid and their derivatives such as acid chlorides or acid amides, other polar aromatic solvents liquid at 23 °C, preferably dimethylsulfoxide DMSO, dimethylformamide (DMF), benzylic alcohol such as benzyl alcohol, linear or cyclic aliphatic ethers, preferably diethyl ether, tetrahydrofuran, esters such as methyl acetate, ethyl acetate, benzyl benzoate, halogenated solvents such as dichloromethane or trichloromethane. pH
  • the polar organic solvent may be adjusted to a pH in the range of about > 2 to about ⁇ 13, preferably about > 4 to about ⁇ 10, about > 6 to about ⁇ 8, or 7 ⁇ 0.5, wherein the pH is adjusted preferably by adding an acid or basic agent.
  • the pH can be also selected in the range of about > 2.5 to about ⁇ 11.5, preferably about > 2.9 to about ⁇ 11, about > 3 to about ⁇ 9, or about > 5 to about ⁇ 10.5.
  • the pH may be adjusted by adding acetic acid as acid agent or sodium hydroxide as basic agent.
  • Aromatic coloring agent Aromatic coloring agent
  • the organic aromatic coloring agent has a specific molecular weight.
  • the organic aromatic coloring agent may have a molecular weight Mw in the range of > 250 g/mol to ⁇ 550 g/mol, preferably the organic aromatic coloring agent has a molecular weight Mw in the range of > 270 g/mol to ⁇ 450 g/mol, and more preferably the organic aromatic coloring agent has a molecular weight Mw in the range of > 285 g/mol to ⁇ 400 g/mol.
  • the solubility of the organic aromatic coloring agent in water may be low.
  • the organic aromatic coloring agent may have a solubility in water at 23 °C of ⁇ 0.1 g/1 and > 0 g/1, preferably ⁇ 0.01 g/1 and > 0 g/1, more preferably ⁇ 0.001 g/1 and > 0 g/1.
  • the organic aromatic coloring agent may comprise at least 2 to 6 aromatic six- membered rings, or at least 3 to 5 aromatic six-membered rings and at least 1 to 4 five- membered rings. Furthermore, the aromatic coloring agent may have at least 2 to 6 aromatic six-membered rings and/or the organic aromatic coloring agent may comprises at least on heteroatom selected from N, O, S, Br. Preferably the organic aromatic coloring agent is selected from the group comprising the following chemical formulas A1 to A10 according to table 1 :
  • the methoxy group -[OCH 3 ] may be an alternative for the hydroxyl group -[OH] on the aromatic moiety, that is not part of the anthraquinone ring system.
  • the organic aromatic coloring agent may have no acid group.
  • the organic aromatic coloring agent is selected from the group comprising the coloring agents known under the trademark BEMACRON S/SE/E from CHT Germany GmbH, or from Dystar Pte Ltd.
  • the organic aromatic coloring agent is selected from the group comprising BEMACRON Yellow S-6GF, BEMACRON Yellow S-4g, BEMACRON Yellow Brown S-2RF1, BEMACRON Orange S-g, BEMACRON Scarlet S- gFl, BEMACRON Scarlet S-BWF1, BEMACRON Rubine S-2GFL, BEMACRON Violet S- 3R1, BEMACRON Violet S-B1F, BEMACRON Blue S-Bgl, BEMACRON Blue S-BB, BEMACRON Turquoise S-gF, BEMACRON Navy S-2gl, BEMACRON Navy S-31, BEMACRON Black S-31, BEMACRON Black S-T, BEMACRON Yellow SE-Rdl, BEMACRON Yellow SE-1F, BEMACRON Orange SE-Rdl, BEMACRON Red SE-4g, BEMACRON Pink SE-RE1, BEMACRON
  • the organic aromatic coloring agent is selected from the group comprising BEMACRON Black E-R, BEMACRON Yellow S-6GF, BEMACRON Rubine S- 2GFL, BEMACRON Blue RS, BEMACRON Blue E-FBL 150, BEMACRON Red E-FBL, BEMACRON Blue S-BGL, BEMACRON Yellow E-3gl, BEMACRON Lumin. Yellow SEL- 8G, and BEMACRON Lumin. Red SEL-G.
  • the aromatic coloring agent may not comprise a phthalocyanine.
  • the colored synthetic and/or non-synthetic polar-polymer material may have a density that is lower or greater than the density of the polar solvent. However the density of the colored synthetic and/or non-synthetic polar-polymer material may decrease by decoloring the colored synthetic and/or non-synthetic polar-polymer material below the density of the polar solvent. Therefore, the colored synthetic and/or non-synthetic polar-polymer material and/or the decolored synthetic and/or non-synthetic polar-polymer material floats on top of the polar solvent.
  • the decolorization process is based on the migration of the organic aromatic coloring agent out of the colored synthetic and/or non-synthetic polar- polymer material, and based on the absorption and/or adsorption of the organic aromatic coloring agent to the polar decoloring agent.
  • the decolorization of the colored synthetic and/or non-synthetic polar-polymer material may be based on a shift of the dynamic equilibrium, due to a higher concentration of synthetic and/or non-synthetic polar-polymer, synthetic and/or non-synthetic polar-oligomer, and/or synthetic and/or non-synthetic polar- additive in the polar decoloring agent than in the colored synthetic and/or non-synthetic polar- polymer material.
  • polar decoloring agent In order to further shift the equilibrium toward a decolorized synthetic and/or non-synthetic polar-polymer material and to enhance the migration of the organic aromatic coloring agent out of the colored synthetic and/or non-synthetic polar-polymer material it may be advantageous to replace the polar decoloring agent after it has absorbed and/or adsorbed the organic aromatic coloring agent by polar decoloring agent that is free of a dye or comprises traces of a dye. After absorption and/or adsorption of the organic aromatic coloring agent the polar decoloring agent may be colored.
  • the colored polar decoloring agent that may be separated from the polar solvent may be replaced with polar decoloring agent that is free of the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol.
  • the polar decoloring agent that is free of the organic aromatic coloring agent may also be free of a dye or only comprises traces of a dye.
  • the colored synthetic and/or non-synthetic polar- polymer material may be first sorted by color and thereafter the colored synthetic and/or non synthetic polar-polymer material sorted by color are each decolorized by the process according to the present invention. This may enable the reuse of different colored polar decoloring agents to be added to polymer material intended to be colorized.
  • the polar decoloring agent desorbs, adsorbs and/or adsorbs the organic aromatic coloring agent during the decolorization from the colored synthetic and/or non-synthetic polar-polymer material.
  • the than colored polar decoloring agents can be separated. According to a preferred embodiment the separated colored polar decoloring agent can be used to color synthetic and/or non-synthetic polar-polymer material by adding the colored polar decoloring agent to a synthetic and/or non-synthetic polar-polymer mixture or to a synthetic and/or non synthetic non-polar-polymer mixture.
  • the separated colored polar decoloring agent may be added to non-colored synthetic and/or non-synthetic polar-polymer material in an amount of about > 0.1 wt.-% to about ⁇ 50 wt.-%, preferably of about > 5 wt.-% to about ⁇ 30 wt.-% or of about > 10 wt.-% to about ⁇
  • the weight of the separated colored polar decoloring agent is based on the non-colored synthetic and/or non-synthetic polar-polymer material.
  • the separated colored polar decoloring agent may be added to non-colored synthetic and/or non-synthetic non-polar-polymer material in an amount of about > 0.1 wt.-% to about ⁇ 50 wt.-%, preferably of about > 10 wt.-% to about ⁇ 40 wt.-% or of about > 15 wt.-% to about ⁇ 30 wt.-%.
  • a synthetic and/or non-synthetic non-polar-polymer material comprising of about > 0.5 wt.-% to about ⁇ 50 wt.-% of a colored polar decoloring agent is referred to as synthetic and/or non-synthetic polar-polymer material due to his increased amount of polar components, wherein the weight of the separated colored polar decoloring agent is based on the non-colored synthetic and/or non-synthetic polar-polymer material.
  • the dye of the colored synthetic and/or non-synthetic polar-polymer material that dissolve in the polar solvent can in addition be destroyed by a chemical oxidation or reduction reaction. This shifts the equilibrium by destroying the dyes from the colored synthetic and/or non-synthetic polar-polymer material. Small amounts of the dye dissolve again in the polar solvent, which is then destroyed so that additional dye dissociate from the colored synthetic and/or non-synthetic polar-polymer material into the polar solvent.
  • the separated colored polar decoloring agent can be decolored, for example by a oxidizing reaction or reducing reaction. This would make the reuse of the polar decoloring agent possible.
  • an oxidation process preferably by exposing to at least one oxidation agent select from the group comprising of peroxide, peroxyacetic acid, hydrogen peroxide, ozone, sodium percarbonate, sodium perborate, sodium percarbonate, m-nitrobenzolsulfonat, H2SO4, HNO3, oxygen-containing anions (oxo anions) of transition metals in high oxidation states such as permanganate MnOri, KMnCri, phosphate, oxygen difluoride fluorine, cryptone difluoride, dichromate CnO ?
  • oxidation agent select from the group comprising of peroxide, peroxyacetic acid, hydrogen peroxide, ozone, sodium percarbonate, sodium perborate, sodium percarbonate, m-nitrobenzolsulfonat, H2SO4, HNO3, oxygen-containing anions (oxo anions) of transition metals in high oxidation states such as permanganate MnOri, KMnCri
  • metal ions such as Ce 4 + , noble metal ions such as those of silver and copper, anions of halo-oxygen acids such bromat BrCb , halogens, such as fluorine, chlorine, bromine and iodine, hypochlorite, sodium hypochlorite, and/or potassium hypochlorite;
  • a reduction process preferably by exposing to at least one reduction agent select from the group comprising hydrides, H-, NaH, lithium aluminum hydride, sodium hydride, hydrogen sulfide, sodium sulfide, S 2 , Na?S, sulfites, S02 3 , sodium sulfite, sulfurous acid, sulfur dioxide, thiosulphate, sodium dithionite, sodium bisulfite, NaHSCb, formamidine sulfonic acid, sodium hydroxymethanesulfmate also known as rongalite, thiourea dioxide also knwon as thiox, sulfonic acid and its derivatives, borohydride salts, sodium hydroxide, sodium carbonate, sodium bicarbonate, sodium oxide, and mixtures of sodium hydroxide and calcium oxide, sulfmic acid derivatives, borohydrides and/or REDULITE GIN; and/or
  • traces of the color that has remain in decolorized former colored synthetic and/or non-synthetic polar polymer material may be treated by an oxidation process, a reduction process and/or an adsorption and/or absorption process. It may be an advantage that after exposing the colored synthetic and/or non-synthetic polar-polymer material to the polar solvent, the method for decolorizing the synthetic and/or non-synthetic polar-polymer material further comprises in a subsequent step additional decolorizing the colored synthetic and/or non-synthetic polar-polymer material by:
  • an oxidation process preferably by exposing to at least one oxidation agent select from the group comprising of peroxide, peroxyacetic acid, hydrogen peroxide, ozone, sodium percarbonate, sodium perborate, sodium percarbonate, m-nitrobenzolsulfonat, H2SO4, HNO3, oxygen-containing anions (oxo anions) of transition metals in high oxidation states such as permanganate MnOri, KMnCrt, phosphate, oxygen difluoride fluorine, cryptone difluoride, dichromate CnO ?
  • oxidation agent select from the group comprising of peroxide, peroxyacetic acid, hydrogen peroxide, ozone, sodium percarbonate, sodium perborate, sodium percarbonate, m-nitrobenzolsulfonat, H2SO4, HNO3, oxygen-containing anions (oxo anions) of transition metals in high oxidation states such as permanganate MnOri, KMnCrt
  • metal ions such as Ce 4 + , noble metal ions such as those of silver and copper, anions of halo-oxygen acids such bromate BrCh , halogens, such as fluorine, chlorine, bromine and iodine, hypochlorite, sodium hypochlorite, and/or potassium hypochlorite;
  • a reduction process preferably by exposing to at least one reduction agent select from the group comprising hydrides, H-, NaH, lithium aluminum hydride, sodium hydride, hydrogen sulfide, sodium sulfide, S 2 , Na?S, sulfites, S02 3 , sodium sulfite, sulfurous acid, sulfur dioxide, thiosulphate, sodium dithionite, sodium bisulfite, NaHSCh, formamidine sulfonic acid, sodium hydroxymethanesulfmate also known as rongalite, thiourea dioxide also knwon as thiox, sulfonic acid and its derivatives, borohydride salts, sodium hydroxide, sodium carbonate, sodium bicarbonate, sodium oxide, and mixtures of sodium hydroxide and calcium oxide, sulfmic acid derivatives, borohydrides and/or REDULITE GIN; and/or
  • REDULIT GIN is a liquid reducing agent mixture for the subsequent cleaning of polyester dyeings.
  • Soda Especially for the hydrosulfite method, caustic soda is partially replaced by soda for better liquor stability.
  • the amount of organic aromatic coloring agent in the formerly colored synthetic and/or non-synthetic polar-polymer material may be such low that the synthetic and/or non-synthetic polar-polymer material is considered colorless by visual inspection by a human eye.
  • the formerly colored synthetic and/or non synthetic polar-polymer material after decolorization comprises about > 0 wt.-% to about ⁇ 10 wt.-%, preferably about > 0.01 wt.-% to about ⁇ 5 wt.-%, and further preferred about > 0.1 wt.-% to about ⁇ 1 wt.-% of organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol, wherein the organic aromatic coloring agent is not a chemical reactive organic aromatic coloring agent that forms a chemical covalently bound, based on the total amount of said organic aromatic coloring agent in the colored synthetic and/or non-synthetic polar-polymer material before it is decolorized.
  • the colored synthetic and/or non-synthetic polar- polymer material may comprise the organic aromatic coloring agent which gives the synthetic and/or non-synthetic polar-polymer material its specific color.
  • the amount of organic aromatic coloring agent in the colored synthetic and/or non-synthetic polar-polymer material before the decolorization process may be as high that the colored synthetic and/or non synthetic polar-polymer material is considered colored by visual inspection.
  • the colored synthetic and/or non-synthetic polar- polymer material before it is decolorized, comprises about 0.00001 wt.% to about ⁇ 10 wt.%, preferably about 0.001 wt.% to about ⁇ 5 wt.%, further preferred about 0.01 wt.% to about ⁇ 3 wt.%, also preferred about 0.1 wt.% to about ⁇ 2 wt.%, and in addition preferred about 0,5 wt.% to about ⁇ 1 wt.%, and in addition preferred about 0.5 wt.% to about ⁇ 1 wt.%, of an organic aromatic coloring agent, based on the total weight of the colored synthetic and/or non synthetic polar-polymer material before it is decolorized.
  • the colored synthetic and/or non-synthetic polar-polymer material that is decolorized may have any form.
  • the colored synthetic and/or non-synthetic polar-polymer material that is exposed to the polar solvent for decolorization may have the form of an article, flakes, particles or granulates.
  • the article may be selected from the group comprising a sheet, a foil, a tube, a container, a part, a bottle, a non-woven fabric, and preferably the article may be selected from the group comprising computer face-plates, keyboards, bezels and cellular phones, color coded packaging and containers of all types, including ones for industrial components, residential and commercial lighting fixtures and components therefor, such as sheets, used in building and in construction, tableware, including plates, cups and eating utensils, small appliances and their components, optical and sun-wear lenses, fibers, woven fabric, and/or knitted fabric.
  • the article may be exposed to the polar solvent for decolorization without shredding the article into small pieces.
  • the colored synthetic and/or non-synthetic polar-polymer material that is exposed to the polar solvent for decolorization may have the form of flakes, particles or granulates.
  • the decolorization process of the colored synthetic and/or non-synthetic polar-polymer material may be carried out in a pressure vessel at a pressure above atmospheric pressure.
  • atmospheric pressure may refer to the standard atmosphere defined as a pressure of 101325 Pa (1.01325 bar).
  • the synthetic and/or non-synthetic polar- polymer may comprise at least > 5 wt.-% of heteroatoms, based on the total weight of the synthetic and/or non-synthetic polar-polymer, wherein a heteroatom is any atom excluding C- atoms and H-atoms.
  • a heteroatom is any atom excluding C- atoms and H-atoms.
  • the heteroatom is selected from the group comprising N, O, F, Cl, Br, I, S, and P.
  • the only heteroatom is oxygen.
  • the wt.-% of oxygen in polyethylene terephthalate is around 33 wt.-%, which is above > 5 wt.-%.
  • the synthetic and/or non-synthetic polar- oligomer may comprise at least > 5 wt.-% of heteroatoms, based on the total weight of the synthetic and/or non-synthetic polar-oligomer, wherein a heteroatom is any atom excluding C-atoms and H-atoms.
  • a heteroatom is any atom excluding C-atoms and H-atoms.
  • the heteroatom is selected from the group comprising N, O, F, Cl, Br, I, S, and P.
  • oligo-methylmethacrylat as synthetic and/or non-synthetic polar- oligomer
  • the only heteroatom is oxygen.
  • the wt.-% of oxygen in oligo-methylmethacrylat is around 31 wt.-%, which is above > 5 wt.-%.
  • the synthetic and/or non-synthetic polar additive may comprise at least > 5 wt.-% of heteroatoms, based on the total weight of the synthetic and/or non-synthetic polar additive, wherein a heteroatom is any atom excluding C- atoms and H-atoms.
  • a heteroatom is any atom excluding C- atoms and H-atoms.
  • the heteroatom is selected from the group comprising N, O, F, Cl, Br, I, S, and P.
  • Histidine has nitrogen and oxygen as heteroatoms.
  • the wt.-% of oxygen is around 21 wt.-%
  • the wt.-% of nitrogen is around 27 wt.-%.
  • the wt.-% of heteroatoms is around 48 wt.-%, which is above > 5 wt.-%.
  • the polar decoloring agent may comprise at least > 5 wt.-% of heteroatoms, based on the total weight of the polar decoloring agent, wherein a heteroatom is any atom excluding C-atoms and H-atoms.
  • a heteroatom is any atom excluding C-atoms and H-atoms.
  • the heteroatom is selected from the group comprising N, O, F, Cl, Br, I, S, and P.
  • the polar decoloring agent may comprise the same substances as the colored synthetic and/or non-synthetic polar-polymer material, i.e. the synthetic and/or non-synthetic polar-polymer, the synthetic and/or non-synthetic polar- oligomer, and/or synthetic and/or non-synthetic polar-additive.
  • the polar decoloring agent may be a synthetic and/or non-synthetic polar- polymer or mixture thereof, preferably the synthetic and/or non-synthetic polar-polymer or mixture thereof may be selected from the group comprising synthetic and/or non-synthetic polar-homo polymers, synthetic and/or non-synthetic polar-copolymers, and/or synthetic and/or non-synthetic polar-terpolymers.
  • a homopolymer may be a polymer that contains only a single type of repeat unit.
  • a copolymer may be a polymer that contains two types of repeat units.
  • a terpolymer may be a polymer that contains three types of repeat units. With regard to the copolymer and the terpolymer the different types of repeat units may be organized along the backbone in different ways. There may be a controlled arrangement of the different repeat units, a statistical distribution of the different repeat units, and/or a longer sequence of one specific repeat unit alternating a longer sequence of a different specific repeat unit.
  • the two different types of repeat units in the copolymer or the cooligomer are organized in blocks such that the copolymer or the cooligomer is a block copolymer or block cooligomer.
  • the first type of repeat unit is non-polar and preferably comprises only C and H atoms.
  • the second type of repeat unit is polar and comprises more than 5 wt.-% of heteroatoms based on the total weight of the repeat unit, wherein a heteroatom is any atom excluding C and H.
  • block copolymers and block oligomers may have the advantage that the migration of the organic aromatic coloring agent out of the synthetic and/or non-synthetic polar-polymer material is enhanced due to the formation of channels in the synthetic and/or non-synthetic polar-polymer material.
  • block copolymers and/or block cooligomers may lead to a faster decoloring of the colored synthetic and/or non-synthetic polar-polymer material if contained in a non-polar matrix of PE or PP.
  • These block copolymers and block oligomers may be produced by radical polymerization and or radical oligomerization and/or by using coordinative polymerization methods with metal complex catalysts.
  • polymethylmethacrylates show a much more increased migration of the organic aromatic coloring agent than the above described block copolymers and block oligomers if contained in a non-polar matrix of PE or PP.
  • the synthetic and/or non-synthetic polar-polymer or mixture thereof may be selected from the group comprising:
  • (meth)acrylate pentyl(meth)acrylate and 2-ethylhexyl(meth)acrylate;
  • (Meth)acrylates derived from unsaturated alcohols preferably oleyl(meth)acrylate, 2- propynyl(meth)acrylate, allyl(meth)acrylate, vinyl(meth)acrylate;
  • - aryl(meth)acrylates polymers preferably benzyl(meth)acrylate polymers or
  • phenyl(meth)acrylate polymers the aryl radicals each being unsubstituted or up to four times substituted;
  • - cycloalkyl(meth)acrylates polymers preferably 3-vinylcyclohexyl(meth)acrylate polymers, bornyl (meth)acrylate polymers;
  • - hydroxylalkyl (meth)acrylates polymers preferably 3- hydroxypropyl (meth)acrylate polymers, 3,4- dihydroxybutyl(meth)acrylate polymers, 2-hydroxy ethyl(meth)acrylate polymers, 2-hydroxypropyl(meth)acrylate polymers;
  • glycol di(meth)acrylates polymers preferably 1,4-butanediol (meth)acrylate polymers
  • - (meth)acrylates of ether alcohols polymers preferably tetrahydrofurfuryl (meth)acrylate polymers, vinyloxyethoxyethyl(meth)acrylate polymers;
  • styrene polymers substituted styrenes polymers with an alkyl substituent in the side chain, preferably a-methyl styrene and a-ethyl styrene, substituted styrenes polymers with an alkyl substituent on the ring, preferably vinyl toluene, and / ⁇ -methyl styrene, halogenated styrene polymers, preferably monochlorostyrene polymers, dichlorostyrene polymers,
  • - heterocyclic vinyl polymers preferably 2-vinylpyridine polymers, 3-vinylpyridine polymers, 2-methyl-5-vinylpyridine polymers, 3-ethyl-4-vinylpyridine polymers, 2,3-dimethyl-5- vinylpyridine polymers, vinylpyrimidine polymers, vinylpiperidine polymers, 9- vinylcarbazole polymers, 3-vinylcarbazole polymers, 4-vinylcarbazole polymers, 1- vinylimidazole polymers, 2 -methyl- 1-vinylimidazole polymers, N-vinylpyrrolidone polymers, 2-vinylpyrrolidone polymers, N-vinylpyrrolidine polymers, 3-vinylpyrrolidine polymers, N-vinylcaprolactam polymers, N-vinylbutyrolactam polymers, vinyl oxolane polymers, vinyl furan polymers, vinyl thiophene polymers, vinylthiolane polymers, vinylthiazoles and hydrogenated vinylthiazoles poly
  • - polymers of vinyl and isoprenyl ethers - maleic acid polymers, preferably maleic anhydride polymers, methyl maleic anhydride polymers, maleimide polymers, methyl maleimide;
  • polyesters preferabl, hydroxyl-functional dendritic polyesters, polycaprolactone, polyethylenterephthalate (PET), polytrimethylenterephthalat (PTT), polybutylenterephthalat (PBT), glycolized polyglycolterephthaltat (G-PET), amorphous polyethylenterephthalat (A-PET), polyesters of terephthalic acid, polyspiro-diol- terephthalate, polypentaspiroglycol-terephthalate (PSG), polycyclohexylenedimethylene- terephthalate (PCT), polyester based copolymer including a dicarboxylic acid-derived residue including a residue derived from an aromatic dicarboxylic acid and a diol-derived residue including a residue derived from 4-(hydroxymethyl)cyclohexylmethyl-4’- (hydroxymethyl)cyclohexane carboxylate, polyester based copolymer
  • PA - aliphatic polyamide
  • PA 6 preferably PA 6 based on polycaprolactam, PA 6.6 based on 6,6- hexamethylendiamin and adipic acid, PA 6.66 based on caprolactam, co-poymer of hexamethylendiamin and adipic acid, PA 66.610 based on hexamethylendiamin, copolymer of adipic acid and sebaic acid, PA 4.6, PA10, PA 12 and PA copolymers;
  • PC/PET blends polycarbonate/polyethylenterephthalat blends
  • PC/PBT blends polycarbonate/polybutyleneterephthalate blends
  • blends of polycyclohexylene dimethylene terephthalate copolymer blends of poly(butylene-adipate- terephthalate);
  • ABS acrylonitrile butadiene styrene
  • polystyrene and polystyrene copolymers preferably styrene/butadiene co-polymer (SBR), poly styrene-isoprene-styrene (SIS), poly(glycidyl methacrylate) grafted sulfonamide based polystyrene resin with tertiary amine;
  • SBR styrene/butadiene co-polymer
  • SIS poly styrene-isoprene-styrene
  • polyether preferably polyethyleneglycol, polyethyleneglycol with at least one fatty acid coupled to the polyethyleneglycol, terminating functional groups such NEb-terminated polyethers;
  • polyacrylamide polymers, copolymers and terpolymers preferably poly(2- acrylamido-2-aminopropionicacid) (poly AMP A), poly(2-acrylamido-2-amino propane sulfonic acid), poly(N-isopropylacylamide (polyPNIPAM); poly (amidoamine-co-acrylic acid) copolymer, poly(N,N-dimethylacrylamide-co-sodium acrylate), poly(acrylamide-co- sodium acrylate)/poly(ethylene glycol) semi-IPN, poly(acrylamide-co-sodium 4- styrenesulfonate), poly(acrylamide-co-sodium 4-styrenesulfonate)/poly(ethylene glycol) semi-IPN, poly(acrylamide-co-sodium methacrylate), poly(acrylamide-co-sodium methacrylate)/poly(ethylene glycol) semi-IPN, and/or poly(
  • polyvinylpyrrolidone preferably poly(N-vinyl-2-pyrrolidone), poly(N-vinyl-2-pyrrolidone- co-acrylonitrile) treated with hydroxylamine-hydrochloride
  • hydroxyl-functional dendritic polyesters that can be suitable used as a polar polymers
  • these molecules may be produced using polyalcohol cores, hydroxy acids and technology based on captive materials.
  • the dendritic structures may be formed by
  • the base products that may be obtained are hydroxyl-functional dendritic polyesters. They may be fully aliphatic and may consist only of tertiary ester bonds. They may provide excellent thermal and chemical resistance. Extensive branching also improves reactivity, lowers viscosity and results in balanced mechanical properties.
  • the hydroxyl-functional dendritic polyesters may be known under the trade name Boltorn®.
  • the following dendritic polymers may be used as non-limiting examples: Boltorn® H20 16 terminal hydroxyl groups, nominal molecular weight of 1750 g/mol, Boltorn® H2004 6 terminal hydroxyl groups, nominal molecular weight of 3100 g/mol, Boltorn® H311 23 terminal hydroxyl groups, nominal molecular weight of 5300 g/mol, Boltorn® P500 Formulated bimodal product with terminal hydroxyl groups, nominal molecular weight 1800 g/mol, Boltorn® PI 000 formulated bimodal product with terminal hydroxyl groups, nominal molecular weight 1500 g/mol, Boltorn® U3000 modified with unsaturated fatty acid, nominal molecular weight 6500 g/mol, Boltorn®
  • W3000 modified with non-ionic groups and unsaturated fatty acid nominal molecular weight 10000 g/mol.
  • polyester based copolymers that can be suitable used as a polar polymers, these may further include but not limited to a dicarboxylic acid-derived residue including a residue derived from an aromatic dicarboxylic acid and a diol-derived residue including a residue derived from 4-(hydroxymethyl)cyclohexylmethyl-4’- (hydroxymethyl)cyclohexane carboxylate represented by the following chemical formula 1 and a residue derived from 4,4-(oxybis(methylene)bis) cyclohexane methanol represented by the following chemical formula 2.
  • the compounds of chemical formula 1 and 2 can be copolymerized with aromatic dicarboxylic acid may be one or more selected from a group consisting of terephthalic acid, dimethyl terephthalate, cyclic dicarboxylic acid, isophthalic acid, adipic acid, azelaic acid, naphthalene dicarboxylic acid, and succinic acid.
  • the diol-derived residue of the copolymers may further include a residue derived from one or more other diols selected from a group consisting of 1,4-cyclohexane dimethanol, 1,2- propanediol, 1,3-propanediol, 1,4-butanediol, 2, 2-dimethyl-l, 3 -propanediol, 1,6-hexanediol, 1,2-cyclohexanediol, 1,4-cyclohexanediol, 1,2-cyclohexane dimethanol, 1,3-cyclohexane dimethanol, 2,2-dimethylpropane-l,3-diol (neopentyl glycol), ethylene glycol, and di ethylene glycol.
  • 1,4-cyclohexane dimethanol 1,2- propanediol, 1,3-propanediol, 1,4-butanediol, 2, 2-dimethyl-l, 3 -
  • a content of the diol derived residues of the residue derived from 4- (hydroxymethyl)cyclohexylmethyl 4’-(hydroxymethyl)cyclohexane carboxylate, the residue derived from 4,4-(oxybis(methylene)bis) cyclohexane methanol, and other diol-derived residues may be about 10 to 80 mol% based on 100 mol% of the dicarboxylic acid co monomer.
  • the synthetic and/or non-synthetic polar-polymer may also comprise the polyester based copolymers used in a mixture with polyethylene terephthalate (PET).
  • PET polyethylene terephthalate
  • the mixture may consist of 1 to 99 wt.% of PET and 1 to 99 wt.% of the polyester based copolymers, in order that both components add up to 100 wt.%.
  • the compounds according to chemical formulas 1 and 2 may be used as co-monomers together with a further diol-component, e.g. ethylene glycol, in the preparation of the polyester based copolymers.
  • the polyester based copolymer may be prepared by reacting the dicarboxylic acid including the aromatic dicarboxylic acid with the diol including 4-
  • poly ether may comprise but not limited to compounds that contain at least one polyethyleneglycol moiety and at least one fatty acid moiety coupled to the poly ethyleneglycol moiety.
  • the poly ethyleneglycol moiety may contain 10 to 25 ethyleneglycol repeating units.
  • the fatty acid moieties may be saturated or unsaturated and may contain 10 to 30 carbon atoms, preferably 16 to 22 carbon atoms. Examples of these fatty acid moieties are oleate, laureate, stearate, palmitate and ricinoleate. A specific preferred example may be ethoxylated sorbitan ester.
  • the ethoxylated sorbitan ester comprises a sorbitan group which is substituted by four polyethylene glycol substituents.
  • the ethoxylated sorbitan ester may preferably comprise 14 to 26 ethylene glycol repeating units, preferably 16 to 24 ethylene glycol repeating units, more preferably between 18 and 22 repeating units. At least one of the ethylene glycol substituents in the ethoxylated sorbitan ester is connected via an ester bond to a fatty acid moiety.
  • At least two of the ethylene glycol substituents in the ethoxylated sorbitan ester are connected via an ester bond to a fatty acid moiety; more preferably at least three of the ethylene glycol substituents are connected via an ester bond to a fatty acid moiety.
  • the fatty acid moieties may be saturated or unsaturated and may contain 10 to 30 carbon atoms, preferably 16 to 22 carbon atoms.
  • fatty acid moieties examples are oleate, laureate, stearate and palmitate.
  • ethoxylated sorbitan esters comprising four polyethylene glycol substituents and wherein the ester comprises between 18 and 22 ethylene glycol repeating units and wherein three of the ethylene glycol substituents are connected to oleate, laurate or stearate groups.
  • ethoxylated sorbitan esters that can be used as poar-polymer are polyoxyethylene (20) sorbitane monolaurate, polyoxyethylene (20) sorbitane dilaurate, polyoxyethylene (20) sorbitane trilaurate, polyoxyethylene (20) sorbitane mono-oleate, polyoxyethylene (20) sorbitane di-oleate, polyoxyethylene (20) sorbitane tri-oleate, polyoxyethylene (20) sorbitane monostearate, polyoxyethylene (20) sorbitane distearate, polyoxyethylene (20) sorbitane tristearate, and polyoxyethylene (20) sorbitan monooleate, also known as Polysorbate 80 and E433.
  • synthetic and/or non-synthetic polar-oligomer and according to another embodiment the synthetic and/or non-synthetic polar-oligomer or mixture thereof may be selected from the group comprising:
  • oligopropylacrylate or butyl (oligobutylacrylate), - oligomethacrylate with methyl (oligomethylmathacrylate), ethyl (oligoethylmethacrylate), propyl (oligopropylmethacrylate), or butyl (oligobutylmethacrylate),
  • (meth)acrylate pentyl(meth)acrylate and 2-ethylhexyl(meth)acrylate;
  • (Meth)acrylates derived from unsaturated alcohols preferably oleyl(meth)acrylate, 2- propynyl(meth)acrylate, allyl(meth)acrylate, vinyl(meth)acrylate;
  • - aryl(meth)acrylates oligomers preferably benzyl(meth)acrylate oligomers or
  • phenyl(meth)acrylate oligomers the aryl radicals each being unsubstituted or up to four times substituted;
  • - cycloalkyl(meth)acrylates oligomers preferably 3-vinylcyclohexyl(meth)acrylate oligomers, bomyl (meth)acrylate oligomers;
  • - hydroxylalkyl (meth)acrylates oligomers preferably 3- hydroxypropyl (meth)acrylate oligomers, 3,4- dihydroxybutyl(meth)acrylate oligomers, 2 -hydroxy ethyl(meth)acrylate oligomers, 2-hydroxypropyl(meth)acrylate oligomers;
  • - glycol di(meth)acrylates oligomers preferably 1,4-butanediol (meth)acrylate oligomers
  • - oligomers of amides and nitriles of the (meth)acrylic acid preferably N-(3- dimethylaminopropyl)(meth)acrylamide oligomers, N-(diethylphosphono)(meth)acrylamide oligomers, l-methacryloylamido-2-methyl-2-propanol oligomers;
  • oligomers of sulfur-containing methacrylates preferably ethylsulfmylethyl( meth)acrylate, 4-thiocyanatobutyl(meth)acrylate oligomers, ethylsulfonylethyl(meth)acrylate oligomers, thiocyanatomethyl(meth)acrylate oligomers, methylsulfmylmethyl(meth)acrylate oligomers, bis((meth)acryloyloxyethyl)sulfide oligomers;
  • oligohydric (meth)acrylates preferably trimethyloylpropanetri(meth)acrylate oligomers
  • styrene oligomers substituted styrenes oligomers with an alkyl substituent in the side chain, preferably a-methyl styrene and a -ethyl styrene, substituted styrenes oligomers with an alkyl substituent on the ring, preferably vinyl toluene, and p-methyl styrene, halogenated styrene oligomers, preferably monochlorostyrene oligomers, dichlorostyrene oligomers,
  • - heterocyclic vinyl oligomers preferably 2-vinylpyridine oligomers, 3-vinylpyridine oligomers, 2-methyl-5-vinylpyridine oligomers, 3-ethyl-4-vinylpyridine oligomers, 2,3- dimethyl-5-vinylpyridine oligomers, vinylpyrimidine oligomers, vinylpiperidine oligomers, 9-vinylcarbazole oligomers, 3-vinylcarbazole oligomers, 4-vinylcarbazole oligomers, 1- vinylimidazole oligomers, 2 -methyl- 1-vinylimidazole oligomers, N-vinylpyrrolidone oligomers, 2-vinylpyrrolidone oligomers, N-vinylpyrrolidine oligomers, 3-vinylpyrrolidine oligomers, N-vinylcaprolactam oligomers, N-vinylbutyrolactam oligomers, vinyl
  • maleic acid oligomers preferably maleic anhydride oligomers, methyl maleic anhydride oligomers, maleimide oligomers, methyl maleimide;
  • oligoesters preferably oligocaprolactone, oligoethylen- terephthalate (PET), oligotrimethylenterephthalat (PTT), oligobutylenterephthalat (PBT), glycolized oligoglycolterephthaltat (G-PET), amorphes oligoethylenterephthalat (A-PET), oligoesters of terephthalic acid, oligospiro-diol-terephthalate, oligopentaspiroglycol- terephthalate (PSG), polycyclohexylenedimethylene-terephthalate, oligoester based cooligomer including a dicarboxylic acid-derived residue including a residue derived from an aromatic dicarboxylic acid and a diol-derived residue including a residue derived from 4- (hydroxymethyl)cyclohexylmethyl-4’ -(hydroxymethyl)cyclo
  • PC 2,2-Bis-(4-hydroxyphenyl)-propan
  • B 2,2- Bis-(4-hydroxyphenyl)-butan
  • B oligocarbonate
  • l 2,2-Bis(4- hydroxyphenyl)cyclohexan
  • B 2,2’-Methylendiphenol
  • dihydroxy diphenylsulfid oligocarbonate tetramethylbisphenol A oligocarbonate, l,l-Bis(4- hydroxyphenyl)-3,3,5-trimethylcyclohexane (BPTMC) oligocarbonate, l,l,l-Tris(4- hydroxyphenyl)-ethane (THPE) oligocarbonate; - aliphatic oligoamide (PA), preferably PA 6 based on oligocaprolactam, PA 6.6 based on 6,6- hexamethylendiamin and adipic acid, PA 6.66 based on caprolactam, co-poymer of hexamethylendiamin and adipic acid, PA 66.610 based on hexamethylenediamine, cooligomer of adipic acid and sebaic acid, PA 4.6, PA10, PA 12 and PA cooligomers;
  • PA aliphatic oligoamide
  • cooligomer (m)ethylene acrylate-maleic anhydride cooligomer
  • - polar-teroligomere preferably reactive teroligomers of ethylene, acrylic ester and maleic anhydride, or ethylene, methacrylic ester and maleic anhydride, or ethylene, acrylic esters and glycidyl methacrylate, or ethylene, methacrylic esters and glycidyl methacrylate, or ethylene, (meth)acrylic esters and methyl (methyl(meth)acrylate), ethyl (ethy(meth)- acrylate), propyl (propyl(meth)acrylate), or butyl (butyl(meth)acrylate), oligoamide, oligoester-oligoamides, or butyl (butyl(meth)acrylate), oligoether-oligoamide cooligomers;
  • oligocarbonate/oligoethylenterephthalat blends PC/PET blends
  • oligocarbonate/oligobutyleneterephthalate blends PC/PBT blends
  • blends of oligocyclohexylene dimethylene terephthalate cooligomer blends of oligo(butylene-adipate- terephthalate);
  • oligoacrylnitril and oligoacrylnitril-cooligomers preferably oligo acrylonitrile butadiene styrene (ABS), oligo styrene-acrylonitrile;
  • oligostyrene and oligostyrene cooligomers preferably styrene/butadiene co-oligomer (SBR), oligo styrene-isoprene-styrene (SIS), oligo(glycidyl methacrylate) grafted sulfonamide based oligostyrene resin with tertiary amine;
  • oligoether preferably oligoethyleneglycol, oligoethyleneglycol with at least one fatty acid coupled to the oligoethyleneglycol, oligoether with terminating functional groups, preferbyl NEb-terminated oligoethers,
  • oligoacrylamide oligomers preferably oligo(2-acrylamido-2-aminopropionicacid) (oligoAMPA), oligo(2-acrylamido-2-amino propane sulfonic acid), oligo(N-isopropylacylamide (oligoPNIPAM); oligo (amidoamine- co-acrylic acid) co-oligomer, oligo(N,N-dimethylacrylamide-co-sodium acrylate), oligo(acrylamide-co-sodium acrylate)/oligo(ethylene glycol) semi-IPN, oligo(acrylamide- co-sodium 4-styrenesulfonate), oligo(acrylamide-co-sodium 4- styrenesulfonate)/oligo(ethylene glycol) semi-IPN, oligo(acrylamide-co-sodium methacrylate), oligo(acrylamide-co-so-s, oligo(2-acrylamido-2-
  • oligovinylpyrrolidone preferably oligo(N-vinyl-2-pyrrolidone), oligo(N-vinyl-2- pyrrolidone-co-acrylonitrile) treated with hydroxylamine-hydrochloride
  • oligester based cooligomers that can be suitable used as a polar oligomers, these may further include but not limited to a dicarboxylic acid-derived residue including a residue derived from an aromatic dicarboxylic acid and a diol-derived residue including a residue derived from 4-(hydroxymethyl)cyclohexylmethyl-4’- (hydroxymethyl)cyclohexane carboxylate represented by the following chemical formula 1 and a residue derived from 4,4-(oxybis(methylene)bis) cyclohexane methanol represented by the following chemical formula 2.
  • the compounds of chemical formula 1 and 2 can be cooligomerized with aromatic dicarboxylic acid may be one or more selected from a group consisting of terephthalic acid, dimethyl terephthalate, cyclic dicarboxylic acid, isophthalic acid, adipic acid, azelaic acid, naphthalene dicarboxylic acid, and succinic acid.
  • the diol-derived residue of the cooligomers may further include a residue derived from one or more other diols selected from a group consisting of 1,4-cyclohexane dimethanol, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 2, 2-dimethyl- 1,3 -propanediol, 1,6- hexanediol, 1,2-cyclohexanediol, 1,4-cyclohexanediol, 1,2-cyclohexane dimethanol, 1,3- cyclohexane dimethanol, 2,2-dimethylpropane-l,3-diol (neopentyl glycol), ethylene glycol, and di ethylene glycol.
  • 1,4-cyclohexane dimethanol 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 2, 2-dimethyl-
  • a content of the diol derived residues of the residue derived from 4- (hydroxymethyl)cyclohexylmethyl 4’-(hydroxymethyl)cyclohexane carboxylate, the residue derived from 4,4-(oxybis(methylene)bis) cyclohexane methanol, and other diol-derived residues may be about 10 to 80 mol% based on 100 mol% of the dicarboxylic acid co monomer.
  • the synthetic and/or non-synthetic polar-oligomer may also comprise the oligoester based cooligomers used in a mixture with oligoethylene terephthalate (PET).
  • PET oligoethylene terephthalate
  • the mixture may consist of 1 to 99 wt.% of PET and 1 to 99 wt.% of the oligoester based cooligomers, in order that both components add up to 100 wt.%.
  • the compounds according to chemical formulas 1 and 2 may be used as co-monomers together with a further diol-component, e.g. ethylene glycol, in the preparation of the oligoester based cooligomers.
  • the oligoester based cooligomer may be prepared by reacting the dicarboxylic acid including the aromatic dicarboxylic acid with the diol including 4-
  • oligoether may comprise but not limited to compounds that contains at least one oligoethyleneglycol moiety and at least one fatty acid moiety coupled to the oligoethyleneglycol moiety.
  • the oligoethyleneglycol moiety may contain 8 or 9 ethyleneglycol repeating units.
  • the fatty acid moieties may be saturated or unsaturated and may contain 10 to 30 carbon atoms, preferably 16 to 22 carbon atoms.
  • Examples of these fatty acid moieties are oleate, laureate, stearate, palmitate and ricinoleate.
  • Examples of compound that contain at least one polyethyleneglycol moiety and at least one fatty acid moiety coupled to the poly ethyleneglycol moiety include PEG 300 di- oleate, PEG 300-di stearate, PEG 400 dioleate, PEG 400 distearate, PEG 400 monooleate,
  • PEG 400 monoricinoleate PEG 400 monostearate.
  • a specific preferred example may be ethoxylated sorbitan oligoester.
  • the ethoxylated sorbitan oligoester comprises a sorbitan group which is substituted by four oligoethylene glycol substituents.
  • the ethoxylated sorbitan ester may preferably comprise 14 to 26 ethylene glycol repeating units, preferably 16 to 24 ethylene glycol repeating units, more preferably between 18 and 22 repeating units. At least one of the ethylene glycol substituents in the ethoxylated sorbitan ester is connected via an ester bond to a fatty acid moiety.
  • At least two of the ethylene glycol substituents in the ethoxylated sorbitan ester are connected via an ester bond to a fatty acid moiety; more preferably at least three of the ethylene glycol substituents are connected via an ester bond to a fatty acid moiety.
  • the fatty acid moieties may be saturated or unsaturated and may contain 10 to 30 carbon atoms, preferably 16 to 22 carbon atoms.
  • fatty acid moieties examples are oleate, laureate, stearate and palmitate.
  • ethoxylated sorbitan esters comprising four oligoethylene glycol substituents and wherein the ester comprises between 18 and 22 ethylene glycol repeating units and wherein three of the ethylene glycol substituents are connected to oleate, laurate or stearate groups.
  • the polar additive may be solid at 23 °C.
  • the polar additive may be not a dye.
  • the polar additive may be solid at 23 °C and is not a dye.
  • the polar additive may be solid at 23 °C and is not a dye, is selected different from the organic aromatic coloring agent.
  • the polar additive may be added to the polar polymer material for decolorization therewith in a weight ratio of about 0.1 : 1 to 100: 1, preferably of about 0.5: 1 to 80: 1, further preferred about 1 : 1 to 60: 1, also preferred 2: 1 to 50: 1, in addition preferred of about 2.5: 1 to 25: 1, more preferred of about 3: 1 to 10: 1 and furthermore preferred 3.3: 1 to 5: 1.
  • the polar- additive having a Mw about > 70 and ⁇ 600 g/mol may be selected from the group comprising aliphatic acids CEE-fCEhJ n -COOIT acids (n about > 3), amino acids, carboxylic acid amide, hydroxyl acids, fatty acids, aliphatic or aliphatic/aromatic aldehydes and ketones, esters, pentaerythritol, pentaerythritol ester preferably carboxylic acid ester, benzoic acid esters comprising benzylbenzoate or phenylbenzoate, phenylether, alcohols and polyvalent alcohols, preferably glycerine, amines, wherein the polar-additive is selected different to the organic aromatic coloring agent having a molecular weight Mw in the range of about > 250 g/mol to about ⁇ 550 g/mol; and preferably the polar-additive having
  • the carboxylic acid amide may comprise a compound according to formula
  • Pentaerythritol may comprise a compound according to formula C(CH 2 0R) 4 , wherein R may be H, or wherein R may be a fatty acid moiety comprising 5-8 carbon atoms.
  • the fatty acid moieties can be saturated or unsaturated.
  • R may be also another moiety like ether, amide and/or urethane.
  • Pentaerythritol Perstorp Charmor PM 40 may be used.
  • the polar additive may be an ether.
  • Ether these may comprise but not limited to compounds that contains at least one ethylene glycol moiety and at least one fatty acid moiety coupled to the ethylene glycol moiety.
  • Examples of compound that contains at least one ethylene glycol moiety and at least one fatty acid moiety coupled to the polyethylene glycol moiety include PEG 300- monostearate, PEG 400 monolaurate.
  • the carboxylic acid ester may comprise a compound according to the following chemical formula 3 :
  • R 1 is an alkyl group comprising 1-20 carbon atoms and Z is hydrogen or a group according to the formula C(0)R 2 , wherein R 2 is an alkyl group comprising 1-20 carbon atoms.
  • R 1 may be the same or different and is an alkyl group comprising 1-20 carbon atoms, preferably 1-15 carbon atoms, more preferably 1-10 carbon atoms.
  • R 2 is an alkyl group comprising 1-20 carbon atoms, preferably 1-10 carbon atoms, more preferably 1-5 carbon atoms.
  • the colored synthetic and/or non-synthetic polar-polymer material that is decolored may comprise a synthetic and/or non-synthetic non-polar-polymer having a Mw about > 1000 g/mol.
  • the non-polar-polymer may be selected from the group of polyalkylene polymers, polyalkylene copolymers, polyakylene block copolymers.
  • the non-polar-polymer may be preferably selected from of polymeric aliphatic or aromatic hydrocarbons, preferably polyalkylene polymers, polyalkylene co- and terpolymer with random or block-structure; and more preferred from polyethylen (PE), polypropylene (PP), polybutene (PB), polystyrene, polyisobutylene, polybutadiene, polyisoprene.
  • PE polyethylen
  • PP polypropylene
  • PB polybutene
  • polystyrene polyisobutylene
  • polybutadiene polyisoprene
  • the non-polar-polymer may have a wt.-% of heteroatoms below 5 wt.% with respect to the mass of the non-polar-polymer.
  • the step of exposing the colored synthetic and/or non-synthetic polar-polymer material to the polar solvent for decolorization may comprise,
  • the colored synthetic and/or non-synthetic polar-polymer material may have any form.
  • the colored synthetic and/or non-synthetic polar-polymer material may have the form of an article, such as a bottle, a sheet, a foil, a tube, a container, a part, a non-woven fabric, and preferably the article may be selected from the group comprising computer face-plates, keyboards, bezels and cellular phones, color coded packaging and containers of all types, including ones for industrial components, residential and commercial lighting fixtures and components therefor, such as sheets, used in building and in construction, tableware, including plates, cups and eating utensils, small appliances and their components, optical and sun-wear lenses. It may be possible that the article is disintegrated in pieces or smaller parts.
  • the colored synthetic and/or non-synthetic polar-polymer material may have the form of flakes, particles and/or granulates.
  • the decolorizing method allows a reversible and selective decolorizing of a colored synthetic and/or non-synthetic polar-polymer material.
  • the present invention solves an important object how to design a decolorizing process to be environmentally friendly and energy saving.
  • the RGB color space works on the principle of the additive color space. This means that it reproduces the entire color range by mixing the basic colors red, green and blue.
  • the RGB color space can be found in all self- illuminating systems, such as monitors or television screens. All possible colors are defined by their red, green and blue components and mapped accordingly by the overlay of colored light.
  • the Lab color space is based on counter-color theory.
  • RGB Red, Green, Blue
  • RGB Red, Green, Blue
  • the Lab - measuring device The Lab - measuring device
  • the Lab is measured with a - Spectrometer Konika-Minolta CM-3600A - according to the guideline of the INSTRUCTION MANUAL CM-3600A ( ⁇ 2011-2013 KONICA MINOLTA, INC ).
  • a translucent white (like frosted glass) polar polymer material layer of a blend of 92 wt.-% HDPE (MFI 20) and 8 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A5:
  • aqueous dyeing solution contacting the polar polymer material has a temperature of 80° C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 8 minutes at a pH of 2.9. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A5) in the polar polymer material layer is at least 5 pm and the achieved coloration is determined to Lab: 60/6/-43 or converted to RGB: 98/145/220
  • a translucent white (like frosted glass) polar polymer material layer of a blend of 92 wt.-% HDPE (MFI 20) and 8 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A5:
  • dispersing agent of 25 g Efka® 4300 (acrylic block-copolymer) obtainable by BASF SE and 160 ml of a solubilizer of 1-m ethoxy -2-propyl acetate, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 85° C at a pH of 3.2.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 7 minutes. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration dept of the organic aromatic dye (formula A5) in the polar polymer material layer is at least 6 pm and the achieved coloration is determined to Lab: 55/6/-43 or converted to RGB: 84/132/206
  • a translucent white (like frosted glass) polar polymer material layer of a blend of 92 wt.-% HDPE (MFI 20) and 8 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A5: dispersing agent of 23 g Efka® PU 4050 (is a modified polyurethane) obtainable by BASF SE and 240 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 90 C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 6 minutes at a pH of 3.9. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A5) in the polar polymer material layer is at least 8 pm and the achieved coloration is determined to Lab: 32/7L43 or converted to RGB: 0/76/143.
  • a translucent white (like frosted glass) polar polymer material layer of 90 wt.-% HDPE (MFI 20) and 10 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A5:
  • polyurethane obtainable by BASF SE and 240 ml of a solubilizer of 1-m ethoxy -2-propyl acetate, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 95 C.
  • the translucent white (like frosted glass) polar polymer material layer is exposed to the aqueous dyeing solution for about 8 minutes at a pH of 3.5. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A5) in the polar polymer material layer is at least 10 pm and the achieved coloration is determined to Lab: 13/16/-37 or converted to RGB: 0/30/87.
  • Example 5 A translucent white (like frosted glass) polar polymer material layer of a blend of 95 wt.-% HDPE (MFI 20) and 5 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula Al :
  • dispersing agent of 30 g Efka® 4300 (acrylic block- copolymer) obtainable by BASF SE and 200 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 90° C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 5 minutes at a pH of 3.5. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula Al) in the polar polymer material layer is at least 5 pm and the achieved coloration is determined to Lab: 70/-4/-6 or converted to RGB: 157/174/182
  • a translucent white (like frosted glass) polar polymer material layer of a blend of 93 wt.-% HDPE (MFI 20) and 7 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A2:
  • dispersing agent of 28 g Efka® 4300 (acrylic block-copolymer) obtainable by BASF SE and 120 ml of a solubilizer of 1-methoxy -2-propyl acetate, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 100° C at a pH of 4.2.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 9 minutes. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A2) in the polar polymer material layer is at least 5 pm and the achieved coloration is determined to Lab: 97/-21/94 or converted to RGB: 255/254/0
  • a translucent white (like frosted glass) polar polymer material layer of a blend of 95 wt.-% HDPE (MFI 20) and 5 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A3 :
  • aqueous dyeing solution contacting the polar polymer material has a temperature of 80° C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 6 minutes at a pH of 3.8. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A3) in the polar polymer material layer is at least 3 pm and the achieved coloration is determined to Lab: 82/31/-6 or converted to RGB: 255/182/215
  • a translucent white (like frosted glass) polar polymer material layer of 90 wt.-% HDPE (MFI 20) and 10 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A10:
  • polyurethane obtainable by BASF SE and 350 ml of a solubilizer of l-methoxy-2-propyl acetate, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 90° C.
  • the translucent white (like frosted glass) polar polymer material layer is exposed to the aqueous dyeing solution for about 5 minutes at a pH of 5.5. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A10) in the polar polymer material layer is at least 10 pm and the achieved coloration is determined to Lab: 57/73/37or converted to RGB: 255/56/76
  • a translucent white (like frosted glass) polar polymer material layer of a blend of 95 wt.-% HDPE (MFI 20) and 5 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A5:
  • aqueous dyeing solution contacting the polar polymer material has a temperature of 80° C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 9 minutes at a pH of 2.9. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A5) in the polar polymer material layer is at least 4 pm and the achieved coloration is determined to Lab: 73L5/-35 or converted to RGB: 73/6L35
  • An article comprising two layers, wherein the first layer is a translucent white (like frosted glass) polar polymer material of a blend of 95 wt.-% HDPE (MFI 20) and 5 wt.-% of poly e-Caprolactone (MFI 2-4 and MW about 80.000) and the second layer is a non-polar component layer comprising 100 wt.-% HDPE (MFI 20).
  • the article which has a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula Al :
  • the article is exposed to the aqueous dispersed dyeing solution for about 5 minutes at a pH of 3.5. Thereafter the article is removed from the aqueous dispersed dyeing solution and the article is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the first layer, i.e. the translucent white (like frosted glass) polar polymer material layer is colored wherein the second layer i.e. the non-polar component layer is not colored.
  • the homogenous penetration depth of the organic aromatic dye (formula Al) in the first layer is at least 5 pm and the achieved coloration is determined to Lab: 81/-3/6 or converted to RGB: 189/203/212.
  • Efka® PEI 4050 is a modified polyurethane obtainable by BASF SE and 240 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 90°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 20 minutes at a pH of 3.9. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A5) in the polar polymer material layer is at least 5 pm and the achieved coloration is determined to Lab: 40/16/-60 or converted to RGB: 0/92/193.
  • dispersing agent of 25 g Efka® PU 4050 (is a modified polyurethane) obtainable by BASF SE and 280 ml of a solubilizer of l-methoxy-2-propyl acetate, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 95°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 30 minutes at a pH of 3.5. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A5) in the polar polymer material layer is at least 7 pm and the achieved coloration is determined to Lab: 30/16/-60 or converted to RGB: 0/69/166.
  • aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A5:
  • Efka® PET 4050 is a modified polyurethane
  • a solubilizer of l-methoxy-2-propyl acetate wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 90°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 10 minutes at a pH of 4,2. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A5) in the polar polymer material layer is at least 8 pm and the achieved coloration is determined to Lab: 32/-35M5 or converted to RGB: 0/92/146.
  • a translucent white (like frosted glass) polar polymer material of a blend of 98 wt.-% HDPE (MFI 20) and 2 wt.-% of a 1 : 1 mixture of Mg and A1 stearate with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A5:
  • dispersing agent of 32 g Efka® PU 4050 (is a modified polyurethane) obtainable by BASF SE and 280 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 97°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 20 minutes at a pH of 4,4. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A5) in the polar polymer material layer is at least 4 pm and the achieved coloration is determined to Lab: 50/6/-43 or converted to RGB: 69/120/192.
  • a translucent white (like frosted glass) polar polymer material of a blend of 85 wt.-% HDPE (MFI 20) and 15 wt.-% of a random copolymer of Ethylene and Methyl Acrylate (MA content 19 - 22%, MFI 8 g/lOmin @ 190°C, 2,16kg) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A8: dispersing agent of 30 g Efka® 4300 (an acrylic block- copolymer) obtainable by BASF SE and 200 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 90°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 15 minutes at a pH of 3,0. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A8) in the polar polymer material layer is at least 3 pm and the achieved coloration is determined to Lab: 85/-4/78 or converted to RGB: 243/210/46.
  • Efka® PEI 4050 is a modified polyurethane obtainable by BASF SE and 160 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 93°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 20 minutes at a pH of 3,3 Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A9) in the polar polymer material layer is at least 3 pm and the achieved coloration is determined to Lab: 88/-13/58 or converted to RGB: 233/226/107.
  • a translucent white (like frosted glass) polar polymer material of a blend of 94 wt.-% HDPE (MFI 20) and 6 wt.-% of a random copolymer of Ethylene and Acrylic Acid (AA content 11%, MFI l,5g/10min, 190°C, 2,16kg) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A6:
  • polyurethane obtainable by BASF SE and 160 ml of a solubilizer of l-methoxy-2-propyl acetate, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 93°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 12 minutes at a pH of 3,8 Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A6) in the polar polymer material layer is at least 4 pm and the achieved coloration is determined to Lab: 55/68/7 or converted to RGB: 235/65/123.
  • polyurethane obtainable by BASF SE and 240 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 95°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 10 minutes at a pH of 3,8 Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A6) in the polar polymer material layer is at least 5 pm and the achieved coloration is determined to Lab: 50/61/8 or converted to RGB: 219/61/107.
  • a translucent white (like frosted glass) polar polymer material of a blend of 95 wt.-% HDPE (MFI 20) and 5 wt.-% of a dimer Pentaerythritol derivate (melting point 190 - 200°C) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A7:
  • (A7) a dispersing agent of 30 g Efka® 4300 (an acrylic block- copolymer) obtainable by BASF SE and 280 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 95°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 15 minutes at a pH of 3, 1 Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A7) in the polar polymer material layer is at least 5 pm and the achieved coloration is determined to Lab: 66/6/-40 or converted to RGB: 123/161/232.
  • a translucent white (like frosted glass) polar polymer material of a blend of 92 wt.-% HDPE (MFI 20) and 8 wt.-% of a random copolymer of Ethylene and Methyl Acrylate (MA content 20%, MFI 8 g/lOmin @ 190°C, 2,16kg) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A7: (A7), a dispersing agent of 32 g Efka® PU 4050 (is a modified polyurethane) obtainable by BASF SE and 200 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 93°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 20 minutes at a pH of 3,9. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A7) in the polar polymer material layer is at least 5 pm and the achieved coloration is determined to Lab: 63/6/-38 or converted to RGB: 118/152/220.
  • a translucent white (like frosted glass) polar polymer material of a blend of 85 wt.-% HDPE (MFI 20) and 15 wt.-% of a random copolymer of Ethylene and Methyl Acrylate (MA content 19 - 22%, MFI 8 g/lOmin @ 190°C, 2,16kg) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A2:
  • Efka® 4300 an acrylic block- copolymer obtainable by BASF SE and 160 ml of a solubilizer of l-methoxy-2-propyl acetate, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 97°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 15 minutes at a pH of 4,2. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A2) in the polar polymer material layer is at least 5 pm and the achieved coloration is determined to Lab: 95/-13/50 or converted to RGB : 249/245/142.
  • modified polyurethane obtainable by BASF SE and 120 ml of a solubilizer of l-methoxy-2- propyl acetate, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 93°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 10 minutes at a pH of 4,0 Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A3) in the polar polymer material layer is at least 4 pm and the achieved coloration is determined to Lab: 82/31/-6 or converted to RGB: 255/182/215.
  • aqueous dyeing solution contacting the polar polymer material has a temperature of 95°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 13 minutes at a pH of 3,5. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A3) in the polar polymer material layer is at least 6 pm and the achieved coloration is determined to Lab: 59/55/36 or converted to RGB: 239/94/82.
  • modified polyurethane obtainable by BASF SE and 240 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 97°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 13 minutes at a pH of 3,4. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A3) in the polar polymer material layer is at least 6 pm and the achieved coloration is determined to Lab: 59/68/15 or converted to RGB: 250/77/119.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 18 minutes at a pH of 3,0. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A4) in the polar polymer material layer is at least 3 pm and the achieved coloration is determined to Lab: 40/6/-43 or converted to RGB: 34/95/165.
  • a translucent white (like frosted glass) polar polymer material of a blend of 93 wt.-% HDPE (MFI 20) and 7 wt.-% of a low melting copolyester (inherent viscosity IV 0,7, glass transition temp 75°C (D1525)) with a length of 10 cm, height of 1 cm and width of 1 cm is placed in 800 ml of an aqueous dyeing solution, wherein the aqueous dyeing solution comprises 8 g of an organic aromatic dye having formula A4:
  • dispersing agent of 28 g Efka® 4300 an acrylic block-copolymer obtainable by BASF SE and 240 ml of a solubilizer of of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 97°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 20 minutes at a pH of 3,5. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A4) in the polar polymer material layer is at least 2 pm and the achieved coloration is determined to Lab: 75L2/-75 or converted to RGB: 117/190/255.
  • dispersing agent of 29 g Efka® PU 4050 (is a modified polyurethane) obtainable by BASF SE and 320 ml of a solubilizer of Ethanol, wherein the aqueous dyeing solution contacting the polar polymer material has a temperature of 98°C.
  • the polar polymer material layer is exposed to the aqueous dyeing solution for about 21 minutes at a pH of 3,3. Thereafter the polar polymer material layer is removed from the aqueous dyeing solution and the colored polar polymer material layer is rinsed with water of 30° C at least 3 times to remove color residuals.
  • the homogenous penetration depth of the organic aromatic dye (formula A4) in the polar polymer material layer is at least 3 pm and the achieved coloration is determined to Lab: 50/0/-55 or converted to RGB: 0/124/213.
  • the inner layer consists of HDPE (MFI 20), the outer layer of a polymer mixture of a polar polymer material of a blend of 65 wt.-% HDPE (MFI 20) and 35 wt.-% of a random copolymer of Ethylene and Methyl Acrylate (MA content 19 - 22%, MFI 8 g/lOmin @ 190°C, 2,16kg) .
  • the total layer thickness varies between 400 and 1100pm due to the different degrees of elongation, e.g.
  • the outer layer is colored yellow by the addition of 2% of a color masterbatch consisting of a polar polymer material of a blend of 60 wt.-% HDPE (MFI 20) and 35 wt.-% of a random copolymer of Ethylene and Methyl Acrylate (MA content 19 - 22%, MFI 8 g/lOmin @ 190°C, 2,16kg) and 5% of an organic aromatic dye having formula A8:
  • Examples 1 to 28 may be decolorizable according to examples 29 to 56 respectively. It can be taken from examples 29 to 56 that the process of the present invention is a very mild, efficient and environmental friendly method for decolorizing a colorized polar polymer material, wherein the dye is removed from the colorized polar-polymer material. Further the polar decoloring agent that absorbs/adsorbs, preferably adsorbs, the dye can be recycled and reused to coloring a polymer material by adding thereto. Further, the decolorized polar polymer material can be recycled and reused for coloring it. That means the color agent as well as the synthetic and/or non-synthetic polar-polymer material can be recycled and reused.
  • mixtures of polar polymers, polar oligomers or polar additives with high affinity to plastics and/or dyes are usually used as decoloring agents.
  • the colored polar polymer material layer obtained according to example 1 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 700 ml water and a polar solvent of 300 ml ethanol having a pH of 10 and a temperature of 110 °C.
  • the pH 10 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3 g of poly(amidoamine-co-acrylic acid)copolymer in form of particles having a mean particle size diameter of 1 mm to 2 mm and 5 g of benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 100 °C and under the pressure built up in the closed pressure reactor during the reaction time of 30 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the obtained decolorized shredded polar polymer material was colorless for the human eye.
  • the colored polar polymer material layer obtained according to example 2 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml
  • dimethylformamide (DMF) having a pH of 9 and a temperature of 100 °C.
  • the pH 9 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3 g of poly(amidoamine-co-acrylic acidjcopolymer in form of particles having a mean particle size diameter of 1 mm to 2 mm was added to the polar solvent.
  • the reaction mixture was stirred at 110 °C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye.
  • the colored polar polymer material layer obtained according to example 3 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 650 ml water and a polar solvent of 350 ml ethanol having a pH of 12 and a temperature of 110 °C.
  • the pH 12 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3 g of poly(amidoamine-co-acrylic acidjcopolymer in form of particles having a mean particle size diameter of 1 mm to 2 mm and 6 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 110 °C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish shimmering - CIELab: 99/-1/0; RGB: 250/254/255.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 4 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml
  • dimethylformamide (DMF) having a pH of 12 and a temperature of 120 °C.
  • the pH 12 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • 4 g of poly(amidoamine-co-acrylic acidjcopolymer in form of particles having a mean particle size diameter of 1 mm to 2 mm was added to the polar solvent.
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 60 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish - CIELab: 98/-4L2; RGB: 240/254/255.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 5 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 600 ml water and a polar solvent of 400 ml ethanol having a pH of 9 and a temperature of 120 °C.
  • the pH 9 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3 g of poly(acrylamide-co-sodium methacrylate) hydrogel in form of particles having a mean particle size diameter of 1 mm to 2 mm and 7 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 30 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye.
  • the colored polar polymer material layer obtained according to example 6 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml
  • dimethylformamide having a pH of 5 and a temperature of 110 °C.
  • the pH 5 of the polar solvent was adjusted by adding acidic acid before the shred parts are added to the polar solvent.
  • 3 g of poly(acrylamide-co-sodium methacrylatejhydrogel in form of particles having a mean particle size diameter of 1 mm to 2 mm was added to the polar solvent.
  • the reaction mixture was stirred at 110 °C and under the pressure built up in the closed pressure reactor during the reaction time of 15 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye.
  • the colored polar polymer material layer obtained according to example 7 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Ethanol having a pH of 8 and a temperature of 120 °C.
  • the pH 8 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 2 g of poly(acrylamide-co-sodium methacrylatejhydrogel in form of particles having a mean particle size diameter of 1 mm to 2 mm and 8 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 30 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor. The remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye.
  • the colored polar polymer material layer obtained according to example 8 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml dimethylformamide (DMF) having a pH of 10 and a temperature of 110 °C.
  • the pH 10 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • 3 g of poly(acrylamide-co-sodium methacrylatejhydrogel in form of particles having a mean particle size diameter of 1 mm to 2 mm was added to the polar solvent.
  • the reaction mixture was stirred at 110 °C and under the pressure built up in the closed pressure reactor during the reaction time of 30 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly reddish shimmering - CIELab: 91/11/5; RGB: 255/223/221.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 9 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 750 ml water and a polar solvent of 250 ml Ethanol having a pH of 10 and a temperature of 100 °C.
  • the pH 10 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3 g of poly(acrylamide-co-sodium methacrylatejhydrogel in form of particles having a mean particle size diameter of 1 mm to 2 mm and 7 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 100 °C and under the pressure built up in the closed pressure reactor during the reaction time of 30 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye.
  • Example 38 The colored polar polymer material layer obtained according to example 10 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml dimethylsulfoxide (DMSO) having a pH of 11 and a temperature of 100 °C. The pH 11 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent. 3 g of poly(acrylamide-co-sodium methacrylatejhydrogel in form of particles having a mean particle size diameter of 1 mm to 2 mm was added to the polar solvent.
  • DMSO dimethylsulfoxide
  • the reaction mixture was stirred at 100 °C and under the pressure built up in the closed pressure reactor during the reaction time of 30 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye.
  • the colored polar polymer material layer obtained according to example 11 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Ethanol having a pH of 10 and a temperature of 120 °C. The pH 10 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 5 g of Poly(glycidyl methacrylate) grafted sulfonamide based polystyrene resin with tertiary amine in form of particles having a mean particle size diameter of 1 mm to 2 mm and 6 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 30 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish shimmering - CIELab: 80/1/-20; RGB: 180/199/235.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 12 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 750 ml water and a polar solvent of 250 ml Ethanol having a pH of 10 and a temperature of 120 °C.
  • the pH 10 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 6 g of Poly(N,N-dimethylacrylamide-co-sodium acrylate) hydrogel in form of particles having a mean particle size diameter of 1 mm to 2 mm and 5 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish shimmering - CIELab: 90/1/-30; RGB: 211/227/255.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 13 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 850 ml water and a polar solvent of 150 ml Dimethylformamide (DMF) having a pH of 8 and a temperature of 120 °C. The pH 8 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent. 4 g of Poly (amidoamine-co-acrylic acid) copolymer in form of particles having a mean particle size diameter of 1 mm to 2 was added to the polar solvent.
  • DMF Dimethylformamide
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 60 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish shimmering - CIELab: 93/3 5; RGB: 238/239/255.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 14 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 650 ml water and a polar solvent of 350 ml Ethanol having a pH of 10 and a temperature of 120 °C.
  • the pH 10 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 5 g of Poly(acrylamide-co-sodium methacrylate) hydrogels in form of particles having a mean particle size diameter of 1 mm to 2 mm and 3 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish shimmering - CIELab: 85/1/-50; RGB: 186/214/255.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 15 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Ethanol having a pH of 9 and a temperature of 110 °C.
  • the pH 9 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3 g of Poly (amidoamine-co-acrylic acid) copolymer in form of particles having a mean particle size diameter of 1 mm to 2 mm and 5 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 110 °C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly yellowish shimmering - CIELab: 95L4/23; RGB: 251/241/196.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 16 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 850 ml water and a polar solvent of 150 ml Ethanol having a pH of 12 and a temperature of 90 °C. The pH 12 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3 g of Poly(acrylamide-co-sodium methacrylate) hydrogels in form of particles having a mean particle size diameter of 1 mm to 2 mm and 6 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 90°C and under the pressure built up in the closed pressure reactor during the reaction time of 30 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye.
  • the colored polar polymer material layer obtained according to example 17 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Ethanol having a pH of 11 and a temperature of 100 °C. The pH 11 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 4 g Poly(glycidyl methacrylate) grafted sulfonamide based polystyrene resin with tertiary amine in form of particles having a mean particle size diameter of 1 mm to 2 mm and 4 g benzyl benzoate was added to the polar solvent. The reaction mixture was stirred at 100 °C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor. The shredded polar polymer material after decolorization is slightly reddish shimmering - CIELab: 85/35/7;
  • RGB 255/187/201.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 18 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Dimethylformamide (DMF) having a pH of 8 and a temperature of 120 °C.
  • the pH 8 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • 5 g of Poly (amidoamine-co-acrylic acid) copolymer in form of particles having a mean particle size diameter of 1 mm to 2 was added to the polar solvent.
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 60 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly reddish shimmering - CIELab: 90/8/0; RGB: 242/221/227.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 19 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 650 ml water and a polar solvent of 350 ml Ethanol having a pH of 9 and a temperature of 120°C.
  • the pH 9 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 4 g Poly(acrylamide-co-sodium methacrylate) hydrogels in form of particles having a mean particle size diameter of 1 mm to 2 mm and 5 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish shimmering - CIELab: 83/1/-15; RGB: 194/207/235.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 20 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 600 ml water and a polar solvent of 400 ml Ethanol having a pH of 10 and a temperature of 120 °C.
  • the pH 10 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 5 g of Poly(acrylamide-co-sodium methacrylate) hydrogels in form of particles having a mean particle size diameter of 1 mm to 2 mm and 4 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120°C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is bluish shimmering - CIELab: 73/1/-15; RGB: 166/180/206.
  • the remaining dye in the decolorized shredded polar polymer material was less than 10 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 21 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Ethanol having a pH of 11 and a temperature of 110°C.
  • the pH 11 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3g of Poly(N,N-dimethylacrylamide-co-sodium acrylate) hydrogel in form of particles having a mean particle size diameter of 1 mm to 2 mm and 5 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 110°C and under the pressure built up in the closed pressure reactor during the reaction time of 40 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye.
  • the colored polar polymer material layer obtained according to example 22 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Dimethylformamide (DMF) having a pH of 8 and a temperature of 90 °C. The pH 8 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent. 3 g of Poly(N,N-dimethylacrylamide-co-sodium acrylate) hydrogel in form of particles having a mean particle size diameter of 1 mm to 2 was added to the polar solvent.
  • the reaction mixture was stirred at 90 °C and under the pressure built up in the closed pressure reactor during the reaction time of 40 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye.
  • the colored polar polymer material layer obtained according to example 23 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Dimethylformamide (DMF) having a pH of 8 and a temperature of 100 °C.
  • the pH 8 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • 5 g of Poly(glycidyl methacrylate) grafted sulfonamide based polystyrene resin with tertiary amine in form of particles having a mean particle size diameter of 1 mm to 2 was added to the polar solvent.
  • the reaction mixture was stirred at 100 °C and under the pressure built up in the closed pressure reactor during the reaction time of 50 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly orange shimmering - CIELab: 95/10/15; RGB: 255/233/212.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 24 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 650 ml water and a polar solvent of 350 ml Ethanol having a pH of 10 and a temperature of 120 °C. The pH 10 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 5 g of Poly(glycidyl methacrylate) grafted sulfonamide based polystyrene resin with tertiary amine in form of particles having a mean particle size diameter of 1 mm to 2 mm and 8 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120°C and under the pressure built up in the closed pressure reactor during the reaction time of 50 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly pink shimmering - CIELab: 85/12/5; RGB: 239/204/203.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 25 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Dimethylformamide (DMF) having a pH of 8 and a temperature of 100 °C. The pH 8 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent. 5 g of Poly (amidoamine-co-acrylic acid) copolymer in form of particles having a mean particle size diameter of 1 mm to 2 was added to the polar solvent.
  • the reaction mixture was stirred at 100 °C and under the pressure built up in the closed pressure reactor during the reaction time of 60 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish shimmering - CIELab: 90/1/-13; RGB: 216/227/251.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 26 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • lOg of shred parts are placed in a pressure reactor containing polar solvent of 650 ml water and a polar solvent of 350 ml Ethanol having a pH of 11 and a temperature of 120 °C.
  • the pH 11 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3g of Poly(acrylamide-co-sodium methacrylate) hydrogels in form of particles having a mean particle size diameter of 1 mm to 2 mm and 5 g benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120°C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish shimmering - CIELab: 85/-2L65; RGB: 178/216/255.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored polar polymer material layer obtained according to example 27 was shredded to parts having a mean diameter of 3 mm to 5 mm. lOg of shred parts are placed in a pressure reactor containing polar solvent of 800 ml water and a polar solvent of 200 ml Dimethylformamide (DMF) having a pH of 8 and a temperature of 100 °C. The pH 8 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent. 4 g of Poly(glycidyl methacrylate) grafted sulfonamide based polystyrene resin with tertiary amine in form of particles having a mean particle size diameter of 1 mm to 2 was added to the polar solvent.
  • the reaction mixture was stirred at 100 °C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the shredded polar polymer material after decolorization is slightly bluish shimmering - CIELab: 95/0/-55; RGB: 232/241/255.
  • the remaining dye in the decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization.
  • the colored bottle obtained according to example 28 was shredded to parts having a mean diameter of 3 mm to 5 mm.
  • 18g of shred parts are placed in a pressure reactor containing polar solvent of 700 ml water and a polar solvent of 300 ml ethanol having a pH of 12 and a temperature of 120 °C.
  • the pH 12 of the polar solvent was adjusted by adding NaOH before the shred parts are added to the polar solvent.
  • decoloring agent 3 g of poly(amidoamine-co-acrylic acidjcopolymer in form of particles having a mean particle size diameter of 1 mm to 2 mm and 5 g of benzyl benzoate was added to the polar solvent.
  • the reaction mixture was stirred at 120 °C and under the pressure built up in the closed pressure reactor during the reaction time of 45 minutes. Thereafter the pressure inside the reactor was reduced to atmospheric pressure and the shredded polar polymer material was removed from the reactor.
  • the remaining dye in the thinner decolorized shredded polar polymer material was less than 5 wt.-%, based on 100 wt.-% of the dye of the colored polymer material before decolorization and the decolorized shredded polar polymer material was colorless for the human eye. It can be taken from examples 29 to 56 that the process of the present invention is a very mild, efficient and environmental friendly method for decolorizing a colorized polar polymer material, wherein the dye is removed from the colorized polar-polymer material. Further the polar decoloring agent that absorbs/adsorbs, preferably adsorbs, the dye can be used to recoloring a polymer material by adding thereto.
  • the decolorized polar polymer material can be reused for coloring. That means the color agent as well as the synthetic and/or non-synthetic polar-polymer material can be recycled and reused.
  • mixtures of polar polymers, polar oligomers or polar additives with high affinity to plastics and/or dyes are usually used as decoloring agents.
  • connections between components are generally to be understood to be functional connections. They can be implemented as direct links or as indirect links via several other components.
  • the order of presented actions is not mandatory; alternative orders are possible.
  • Actions can be implemented in different ways. They could be implemented in software using program instructions; or they could be implemented in hardware; or they could be implemented making use of a combination of hardware and software. It is to be understood that the described embodiments are examples only, which may be modified and/or supplemented in many ways within the scope of the claims.
  • any feature described for a particular embodiment can be used by itself or in combination with other features in any other embodiment.
  • Each feature that has been described for an embodiment of a particular category can also be used in an equivalent manner in an embodiment of any other category.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

La présente invention concerne un procédé de décoloration d'un matériau de polymère polaire synthétique et/ou non synthétique coloré comprenant les étapes suivantes : l'exposition du matériau de polymère polaire synthétique et/ou non synthétique coloré à un solvant polaire à une température ≥ 30 °C environ et ≤ 200 °C environ, le solvant polaire comprenant et/ou étant exposé à au moins un agent de décoloration polaire destiné à absorber et/ou adsorber une modification chimique de la couleur du matériau de polymère polaire synthétique et/ou non synthétique coloré ; le matériau de polymère polaire synthétique et/ou non synthétique coloré à décolorer comprenant : - au moins un colorant aromatique organique ayant un poids moléculaire Mw compris dans la plage ≥ 250 g/mol environ et ≤ 550 g/mol environ, l'agent colorant aromatique organique n'étant pas un agent colorant aromatique organique réactif chimique qui forme un produit chimique lié de manière covalente ; i) au moins un polymère polaire synthétique et/ou non synthétique ayant un Mw ≥ 1 000 g/mol environ, ou ii) au moins un polymère non polaire synthétique et/ou non synthétique ayant un Mw ≥ 1 000 g/mol environ ; le polymère non polaire synthétique et/ou non synthétique comprenant en outre : - au moins un polymère polaire synthétique et/ou non synthétique ayant un Mw ≥ 1 000 g/mol environ, et/ou - au moins un oligomère polaire synthétique et/ou non synthétique ayant un Mw ≥ 600 g/mol environ et < 1 000 g/mol, et/ou - au moins un additif polaire synthétique et/ou non synthétique ayant un Mw ≥ 70 et < 600 g/mol environ ; l'additif polaire étant différent de l'agent colorant aromatique organique ayant un poids moléculaire Mw compris dans la plage ≥ 250 g/mol environ et ≤ 550 g/mol environ.
PCT/EP2020/070582 2019-07-24 2020-07-21 Procédé de décoloration d'un matériau de polymère polaire synthétique ou non synthétique coloré WO2021013849A1 (fr)

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EP19188085.5A EP3770318A1 (fr) 2019-07-24 2019-07-24 Procédé deteinture réversible et sélective d'un matériau polymère polaire synthétique
EP19188098.8A EP3770208B1 (fr) 2019-07-24 2019-07-24 Procédé de décoloration d'un matériau polymère polaire synthétique ou non synthétique coloré
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WO2022190131A1 (fr) * 2021-03-11 2022-09-15 Kannappan Kiruthika Composition de démontage de couleur pour textiles en coton teints et procédé associé
EP4163325A1 (fr) * 2021-10-07 2023-04-12 Smart Coloring GmbH Procédé de décoloration d'un article en plastique coloré doté d'une couche extérieure

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