EP3417012A1 - Procédé pour fournir une quantité de pigments - Google Patents

Procédé pour fournir une quantité de pigments

Info

Publication number
EP3417012A1
EP3417012A1 EP17707762.5A EP17707762A EP3417012A1 EP 3417012 A1 EP3417012 A1 EP 3417012A1 EP 17707762 A EP17707762 A EP 17707762A EP 3417012 A1 EP3417012 A1 EP 3417012A1
Authority
EP
European Patent Office
Prior art keywords
pigments
pigment
cellulose
dissolution
fibers
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP17707762.5A
Other languages
German (de)
English (en)
Inventor
Bernhard Müller
Stepanka JANKOVA
Enrique Herrero ACERO
Georg M. GÜBITZ
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Viscose Faser GmbH
Original Assignee
Viscose Faser GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Viscose Faser GmbH filed Critical Viscose Faser GmbH
Publication of EP3417012A1 publication Critical patent/EP3417012A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0097—Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/02—Monosaccharides
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/12—Disaccharides
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/14—Preparation of compounds containing saccharide radicals produced by the action of a carbohydrase (EC 3.2.x), e.g. by alpha-amylase, e.g. by cellulase, hemicellulase
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
    • C12P7/06—Ethanol, i.e. non-beverage
    • C12P7/08—Ethanol, i.e. non-beverage produced as by-product or from waste or cellulosic material substrate
    • C12P7/10—Ethanol, i.e. non-beverage produced as by-product or from waste or cellulosic material substrate substrate containing cellulosic material
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/04—Pigments
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/07—Addition of substances to the spinning solution or to the melt for making fire- or flame-proof filaments
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F13/00—Recovery of starting material, waste material or solvents during the manufacture of artificial filaments or the like
    • D01F13/02—Recovery of starting material, waste material or solvents during the manufacture of artificial filaments or the like of cellulose, cellulose derivatives or proteins
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F2/00—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
    • D01F2/06—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from viscose
    • D01F2/08—Composition of the spinning solution or the bath
    • D01F2/12—Addition of delustering agents to the spinning solution
    • D01F2/14—Addition of pigments
    • 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
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00—Technologies for the production of fuel of non-fossil origin
    • Y02E50/10—Biofuels, e.g. bio-diesel
    • 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
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
    • Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
    • Y02P70/62—Manufacturing or production processes characterised by the final manufactured product related technologies for production or treatment of textile or flexible materials or products thereof, including footwear

Definitions

  • the invention relates to a method for providing a quantity of pigment and also a cellulosic fiber comprising pigments based thereon, in particular regenerated fiber.
  • pigments with which products from a wide variety of fields of application can be given additional properties. These include, for example, color pigments which can impart a desired color to a product, but also, for example, flame-retardant pigments which can ensure the flame resistance of the products. - -
  • Exolit product range of the well-known manufacturer Clarant which can be used in its variants in numerous fields, for example in the plastics industry or textile industry, with a particular advantage also being seen in the halogen-free nature of this product.
  • the invention has for its object to simplify a method of the type mentioned in particular under a total effort / benefit analysis.
  • the invention is based on the finding that with pigments containing polysaccharide structures a source of pigments is available, despite the water insolubility or very poor water solubility of the pigments and their possibly also high chemical stability to physical agents such as pH changes or higher temperatures by means of a nondestructive relief can be developed, so that from the liberated pigments, a pigment amount can be formed and provided.
  • the polysaccharide structure is split upon dissolution into several substructures. This speeds up the pigment extraction process.
  • disaccharide is split off from a chain end of the structure and / or substructure (s). This increases the achievable pigment yield and accelerates pigment extraction.
  • glucose is formed upon dissolution. In this way, the number of distinguishable end products occurring during pigment extraction can be further reduced, which facilitates utilization of the end products.
  • the dissolution takes place in particular at atmospheric pressure at a temperature of less than 100 ° C, preferably less than 80 ° C, in particular less than 60 ° C. This simplifies the extraction of pigment from the plant, since no measures to handle high operating temperatures must be made.
  • the dissolution takes place enzymatically by hydrolysis, in particular by means of hydrolases of the EC category 3.2.1.x.
  • the enzymes used can reduce the activation energy required to dissolve the glycosidic bonds.
  • the polysaccharide structure is cellulosic and in particular comprises cellulose II and / or consists thereof.
  • the crystallinity of the polysaccharide structure may be more than 20%, more preferably more than 28% but less than 60%, particularly preferably less than 40%.
  • endoglucanase (3.2.1.4) and / or exoglucanase (3.2.1.91) will be used to dissolve, in particular also ⁇ -glucosidase (3.2.1.21).
  • the former can produce a greater number of chain ends of the structure at which the latter can operate simultaneously while the third-mentioned celluliosis used for use can hydrolyze to glucose.
  • it is possible to add to the abovementioned peptides further peptide sequences which themselves have no catalytic activity, for example hydrophobins.
  • the hydrolases used preferably contain those of the family GH61.
  • an enzyme mixture is used whose activity has at least 80%, preferably at least 90%, in particular at least 95% of the activity of Cellic CTec3, measured in BHU (2) / g product, in particular Cellic CTec3 could be used.
  • the polysaccharide structure / regenerated cellulose structure is contained in a body, in particular of textile origin, which, prior to dissolution, is in particular mechanically comminuted into partial bodies below a predetermined size.
  • the body can
  • further structures in particular wool or fibers of synthetic materials such as polyester, polyamide 6, polyamide 6.6, aromatic polyamides (m- and p-aramids), polybenzimidazole (PBI), p-phenyl 2,6-benzobisoxazole (PBO), polyimide, polyimidamide, modacrylic, melamine, elastane or combinations thereof.
  • cellulose structures are often included which have entrapped pigments.
  • the proportion based on the cellulose may well be 20 to 30 wt .-%, and even more, for example when a combination of different acting pigments is present.
  • the term "amount of pigment” in the sense of the claim thus does not only mean an amount of a specific pigment, but also pigment mixtures of different pigments, for example an organophosphorus pigment and a colorant and / or luminescent pigment. Examples of the use of such pigments can be found, for example, in AT 513426, AT 508687 A1, AT 511638 A1, AT 509801 A1 or US Pat AT 510229 B1.
  • the size of the partial bodies present after mechanical comminution dimensions of less than 150 mm, preferably less than 70 mm, in particular less than 5 mm, are used; in the case of fibers as partial bodies, these dimensions would be preferred fiber lengths.
  • the dissolution takes place in an aqueous solvent into which the body (s) containing the structure are dispersed.
  • the exact composition of the solvent is of less importance, but it should be a suitable solvent for the enzymes used and may be especially based on water. Preference is given at a pH of 6 or lower, preferably 5.4 or lower, in particular 5.0 or lower worked and in particular at 4 or higher, preferably 4.4 or higher.
  • the cellulases used could then be added after dispersing the mechanically comminuted body or the cuttings at the set process temperatures with stirring.
  • the dispersion is particularly preferably stirred or shaken, in particular at 60 rpm or higher, preferably at least 80 rpm or higher, for more than 24 hours, preferably more than 32 hours, in particular more than 40 hours or even 48 hours.
  • the separation of the solvent with the saccharide residues, which are present in particular in the form of glucose is expediently carried out to form the amount of pigment.
  • the saccharide residues contained in the solvent are subjected to a further conversion, preferably a conversion by fermentation to ethanol.
  • a further conversion preferably a conversion by fermentation to ethanol.
  • the separation methods known to those skilled in the art are available.
  • the pigment-containing solid of the dispersion can be isolated, for example, washed with water and in particular undergo a drying process.
  • An isolation of the pigment-containing solid of the dispersion can be carried out, for example, via a washing process with organic solvents.
  • the bodies containing the polysaccharide structure / regenerated cellulose may be subjected to swelling / activation in acidic or basic conditions before the hydrolysis.
  • the invention provides, under protection, a process for producing a cellulosic fiber, in particular regenerated fiber, in the pigments, in particular of one or more of the types of flame retardant pigments, luminescent pigments, color pigments and matting pigments during production, in particular in the viscose process or modified viscose processes into which Cellular matrix of the fiber are included in particular by Miteinspinnen, characterized in that the pigments used for it are at least partially provided by a method according to one of the above-mentioned aspects of pigment extraction.
  • fibers can be thought of as viscose fibers, such as lyocell fibers. It is also contemplated to use other types of fibers, such as modal, carbamate, cupramonium fibers, or ionic liquid spun fibers. In addition, it is also thought of the use of other fiber-forming substances as cellulose, such as a-1, 3-glucan to form the polysaccharide structure. This is conceivable on its own or in combination with cellulose.
  • a cellulose II-containing (man-made) fiber in particular cellulosic regenerated fiber, with pigments enclosed in the cellulose matrix of the fiber, which is essentially characterized in that the pigments are at least partially according to one of the above-explained aspects the amount of pigment provided pigment production come.
  • At least 5%, more preferably at least 15%, of the total pigments used preferably originate from the amounts of pigment provided according to the invention.
  • a mechanical comminution of a cellulosic starting body takes place. This can be done for example by a shredder, a cutting wheel, a cutting mill or hammer mill, for example by cutting fibers to a fiber length of 10 mm.
  • the clippings are dispersed in a suitable solvent for the cellulases used, in particular water.
  • the cellulases which preferably contain at least endoglucanase and exoglucanase, are added with stirring at a process temperature of, for example, 50 ° C. with stirring, wherein the stirring can be carried out for example for 24 hours at 100 revolutions per minute.
  • a separation of the high-glucose solvent and an isolation of the pigment or the pigment mixture usually by one or more filtration steps (also by centrifuging) and extraction, as they are well known in the art as such.
  • a sedimentation could be used.
  • the gravitational field of the centrifuge is more than 1000 g, preferably more than 2000 g, in particular more than 3000 g.
  • the solvent may also, if present in the starting material used, contain natural or synthetic fibers, which structurally hardly or not attacked or impaired by the enzymatic hydrolysis. These can also be separated from the solvent, wherein a separate separation step can be used. In this way, these fibers can be fed to a reuse.
  • a flame retardant pigment provided by the process according to the invention can be reused in the viscose spinning process and spun into regenerated cellulose fibers.
  • any by-products from, for example, fibers, for example, amine-containing compounds or Zn ions can be removed by means of ion exchangers before further use or reduced to a desired level.
  • ion exchangers Alternatively or in addition to the ion exchangers, ultrafiltration can also be used for their removal.
  • the removal of zinc ions and also of the enzymes present in the reaction solution, for example by means of ultrafiltration, is particularly preferred when the glucose Sodium-rich solvent is subjected to a fermentative treatment as explained above. Because in this way a growth inhibition of microorganisms used for fermentation is avoided, which could be adjusted, for example, otherwise due to the toxicity of zinc ions.
  • Example 2 Analogously to Example 1, but the reaction mixture is shaken at 22 ° C (room temperature) and 100 rpm for 72 h. Already after 48 hours, a substantial release of the fibers has occurred and the released pigments are in a colloidal form. Complete hydrolysis is present after 72 hours. The work-up was carried out analogously to Example 1 (89% theoretical yield).
  • Example 3 Analogously to Example 3, but the reaction mixture is shaken at 22 ° C (room temperature) and 100 rpm for 72h. Already after 48 hours, an extensive release of the fibers has already occurred and the released pigments are in a colloidal form. Complete hydrolysis is present after 72 hours. The work-up was carried out analogously to Example 1.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Textile Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Coloring (AREA)
  • Artificial Filaments (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)

Abstract

L'invention concerne un procédé pour fournir une quantité de pigments, selon lequel on libère, par rupture de liaisons glycosidiques d'une structure polysaccharidique, des pigments contenus dans cette structure polysaccharidique et comprenant en particulier des pigments de couleur, des pigments luminescents et/ou des pigments ignifuges, la quantité de pigments étant formée par les pigments ainsi libérés.
EP17707762.5A 2016-02-18 2017-02-16 Procédé pour fournir une quantité de pigments Withdrawn EP3417012A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102016001910.7A DE102016001910B4 (de) 2016-02-18 2016-02-18 Verfahren zum Bereitstellen einer Pigmentmenge und Verwendung der damit bereitgestellten Pigmentmenge
PCT/EP2017/000223 WO2017140428A1 (fr) 2016-02-18 2017-02-16 Procédé pour fournir une quantité de pigments

Publications (1)

Publication Number Publication Date
EP3417012A1 true EP3417012A1 (fr) 2018-12-26

Family

ID=58191377

Family Applications (1)

Application Number Title Priority Date Filing Date
EP17707762.5A Withdrawn EP3417012A1 (fr) 2016-02-18 2017-02-16 Procédé pour fournir une quantité de pigments

Country Status (5)

Country Link
US (1) US20190040262A1 (fr)
EP (1) EP3417012A1 (fr)
CN (1) CN108699347B (fr)
DE (1) DE102016001910B4 (fr)
WO (1) WO2017140428A1 (fr)

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2348122B1 (fr) * 2008-10-27 2016-04-13 Toyo Seikan Kaisha, Ltd. Méthode de production d'un oligomère et/ou d'un monomère par dégradation d'une résine biodégradable
AT508687A1 (de) * 2009-09-01 2011-03-15 Chemiefaser Lenzing Ag Flammgehemmte cellulosische faser, deren verwendung sowie verfahren zu deren herstellung
AT509801A1 (de) 2010-05-06 2011-11-15 Chemiefaser Lenzing Ag Gefärbte flammgehemmte zelluloseformkörper
AT510229B1 (de) * 2010-07-27 2013-08-15 Chemiefaser Lenzing Ag Fluoreszierende faser und deren verwendung
DE102011102428A1 (de) 2011-05-24 2012-11-29 Glanzstoff Bohemia S.R.O. Lumineszierende cellulosische Regeneratfaser und Verfahren zu deren Herstellung
AT511638B1 (de) * 2011-06-21 2016-06-15 Glanzstoff Bohemia Sro Hochfestes cellulosisches filament, dessen verwendung sowie verfahren zu seiner herstellung
AT513426A1 (de) 2012-09-17 2014-04-15 Chemiefaser Lenzing Ag Spinngefärbte Modalfaser, deren Verwendung sowie Verfahren zu deren Herstellung
WO2015036000A1 (fr) * 2013-09-13 2015-03-19 Københavns Universitet Substrat enzymatique

Also Published As

Publication number Publication date
CN108699347B (zh) 2021-03-12
WO2017140428A1 (fr) 2017-08-24
DE102016001910A1 (de) 2017-08-24
DE102016001910B4 (de) 2019-10-10
US20190040262A1 (en) 2019-02-07
CN108699347A (zh) 2018-10-23

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