EP0350803B1 - Verfahren zur Badpigmentierung von Leder - Google Patents

Verfahren zur Badpigmentierung von Leder Download PDF

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Publication number
EP0350803B1
EP0350803B1 EP89112426A EP89112426A EP0350803B1 EP 0350803 B1 EP0350803 B1 EP 0350803B1 EP 89112426 A EP89112426 A EP 89112426A EP 89112426 A EP89112426 A EP 89112426A EP 0350803 B1 EP0350803 B1 EP 0350803B1
Authority
EP
European Patent Office
Prior art keywords
leather
pigment
hydrogen
alkyl
carbon atoms
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.)
Expired - Lifetime
Application number
EP89112426A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0350803A2 (de
EP0350803A3 (de
Inventor
Jan Hilbert Mast
Lothar Dr. Schlösser
Rainer Winter
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.)
Hoechst AG
Original Assignee
Hoechst AG
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Filing date
Publication date
Application filed by Hoechst AG filed Critical Hoechst AG
Publication of EP0350803A2 publication Critical patent/EP0350803A2/de
Publication of EP0350803A3 publication Critical patent/EP0350803A3/de
Application granted granted Critical
Publication of EP0350803B1 publication Critical patent/EP0350803B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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 insoluble pigments or auxiliary substances, e.g. binders
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60General 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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/613Polyethers without nitrogen
    • D06P1/6131Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6135Addition products of hydroxyl groups-containing compounds with oxiranes from aromatic alcohols or from phenols, naphthols
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/32Material containing basic nitrogen containing amide groups leather skins

Definitions

  • the invention relates to a pigment dyeing process which can be applied to chrome-moist leather (wet blue) or intermediate-dried (crusted) leather and to leather of all animal species.
  • Pigment dyeings of leather have been known for a long time. The first such dyeings were obtained by rubbing insoluble colored pigment particles (marble dust, soot, clay) into the leather. Pigment dyeings are still of interest today, e.g. Titanium dioxide is used to enhance the tanning of white after retanning or after the leather has dried. Soot is also occasionally used to deepen the shade.
  • insoluble colored pigment particles marble dust, soot, clay
  • the deficient bond of the pigment to the leather has a disadvantageous effect in the pigment dyeings common today. This results in insufficient fixation and poor wet and dry abrasion values.
  • a leather treated with pigments is usually not completely colored.
  • the dyeing of leather with soluble dyes also has some disadvantages. Depending on the dye, lower light, sweat or migration fastness values are obtained. Problems with insufficient fastness to wet and / or dry rubbing are also known here.
  • the leather can be dyed through, the lightfastness values of the leather are better than those of the leather dyed with dyes.
  • the fastness to wet and dry rubbing is established, the fastness to migration is good (no migration), the fastness to sweat is excellent, minor grain defects of the leather can be covered, the leather is colored regardless and does not change its grip.
  • the working methods correspond to the usual dyeing methods, so that no major changes in the operational sequence are necessary for the implementation of this method.
  • R1 is hydrogen
  • R2 and R3 are hydrogen or alkyl having 1 to 12 carbon atoms, advantageously 1 to 9 carbon atoms
  • R hydrogen and / or alkyl having 1 to 4 carbon atoms advantageously hydrogen
  • n is a number from 2 to 20, suitably 8 to
  • m is a number from 4 to 10, suitably 4 to 8
  • M is hydrogen, an alkali metal, suitably sodium, an equivalent of alkaline earth metal and / or an ammonium group which can be substituted by lower alkyl and / or lower hydroxyalkyl can be substituted, as well as an ammonium group obtained from ammonia or lower alkylamines by addition of up to 150, advantageously from 5 to 30, ethylene oxide and / or propylene oxide units.
  • These compounds are prepared by using novolak oxalkylates of the formula I, in which A is hydrogen and Ar, X, R 1, R 2, R 3, R, n and m have the meaning given above, with 1 to m mol of a benzoyl and / or O-acylating compound introducing naphthoyl and treated with 1 to m mol of maleic anhydride and optionally 1 to m mol of sulfite or hydrogen sulfite or 0.5 to 0.5 m mol of disulfite and, if appropriate, neutralizing free acid groups with a base introducing the rest of M.
  • the pigment dispersions can also contain lecithin as a further dispersant.
  • aqueous pigment dispersions can be prepared in a known manner by the pigments, e.g. Azo pigments, lacquered azo pigments, triphenylmethane pigments, thioindigo pigments, perylene tetracarboxylic acid pigments, dioxazine pigments, quinacridone pigments, phthalocyanine pigments or inorganic pigments with these dispersants with the addition of ethylene glycol, water and, if appropriate, small quantities of other dispersing agents, a dispersing agent, a dispersing agent, for example, a dispersing agent, such as a dispersing agent .
  • a dispersing agent e.g. Azo pigments, lacquered azo pigments, triphenylmethane pigments, thioindigo pigments, perylene tetracarboxylic acid pigments, dioxazine pigments, quinacridone pigments, phthalocyanine pigments or inorganic pigments
  • the ratio of distribution agents to pigment powder can vary within wide limits and is generally 0.1 to 0.2 parts by weight of dispersant to one part of dry pigment powder.
  • the compounds of the formula (I) mentioned can also be used as coupling aids.
  • the amount of lecithin is 0.05 to 0.25% by weight, based on the pigment powder.
  • the dispersions of pigment powder and compounds of the formula 1 were prepared in the presence of water and are obtained in the form of doughs which can be used in this form in the process according to the invention. However, these water-containing dispersions can also be dried. The powder thus obtained is also suitable for dyeing leather in the process according to the invention.
  • the term dispersion here and below includes both the water-based dispersions and the water-free powders.
  • the leather is first broached by conventional methods, for example with about 2% conc. Ammonia solution and 0.1 to 2, preferably 0.2 to 0.5% of a wetting agent, based on the dry weight of the leather.
  • Suitable wetting agents for this stage are, for example, polyethylene glycols with a molecular weight of 100 to 2000, preferably from 200 to 1000, esters of the formula R1-COO- (CH2) n -SO3Na, where R1 is C8-C25-, preferably C12-C18-alkyl and n are numbers from 1 to 12, preferably 2 to 5, or ethoxylated fatty alcohols, fatty acids, fatty acid amides, sec. Alkanesulfonates, phenol, naphthol and alkylphenols containing 1 to 100, preferably 3 to 20, oxyethylene units.
  • the leather is rinsed and placed in a fresh ammoniacal liquor. This is followed by a treatment that serves to introduce substances into the leather that fix the subsequent pigmentation. This treatment is called "pre-fixation” below.
  • Water-soluble polyurethanes and condensation products of formaldehyde with melamine (molar ratio 3: 1 to 12: 1, preferably 4: 1 to 6: 1), dicyandiamide (molar ratio 1: 1 to 3: 1), urea (molar ratio 1: 1) are suitable for pre-fixing to 3: 1, preferably 1.5: 1 to 2.8: 1), phenol (molar ratio 0.5: 1 to 2: 1), naphthol (molar ratio 0.5: 1 to 2: 1) and aromatic sulfonic acids, preferably naphthalenesulfonic acid (molar ratio 3: 1 to 12: 1, preferably 5: 1 to 8: 1).
  • condensation products in their sulfonated form are suitable for pre-fixing.
  • the amount of such condensation products is about 0.2 to 4, preferably 1.5 to 2.5%, based on the shaved weight of the leather and about 0.3 to 5, preferably 1 to 3%, based on the dry weight of the leather .
  • the actual pigment coloring takes place in the same liquor. This step requires the use of substances that allow the pigments to be evenly applied to the leather (leveling agent).
  • Possible wetting agents are the wetting agents previously described for the brochure and also lecithin and condensation products from protein hydrolyzates with a molecular weight of approximately 100 to 10,000, preferably 300 to 3000 and C6-C30-, preferably C8-C18 fatty acids. These leveling agents are used in amounts of 0.1 to 3%, preferably 0.8 to 1.2%, based on the shaved weight of the leather and 0.5 to 2, preferably 0.8 to 1.5, based on the dry weight of the leather used.
  • the liquor also contains the pigment which has been treated with the dispersants described at the outset and in which the pigment is present in an average particle size of 50 to 500, preferably 80 to 300 nm.
  • the amount of pigment dispersion is 0.5 to 3, preferably 1 to 2%, based on both the shaved weight and the dry weight of the leather.
  • a short liquor approximately 30 to 300% and temperatures of 20 to 40 ° C are used.
  • the leather thus dyed can then be greased using known methods. After the oiling or immediately after pigment coloring, the pigments are fixed and refixed. Both fixation as Post-fixation is also carried out by treating the leather by known methods with an organic acid, for example with formic acid or acetic acid or glycol formate. The amount of these acids is approximately 2 to 5%, preferably 2 to 4%, based on the shaved weight of the leather or 5 to 8%, preferably 4 to 6%, based on the dry weight of the leather.
  • the molecular weights of these polymers are in the range from 100 to 10,000, preferably from 150 to 3000.
  • the amount of these auxiliaries is 1 to 4, preferably 1.5 to 2.5%, based on the shaved weight of the leather or 1 to 6, preferably 2 to 3%, based on the dry weight of the leather.
  • the actual post-pigmentation is carried out in the same way as the first pigmentation described above with 0.5 to 4, preferably 1.5 to 3% pigment, based on the shaved weight of the leather, or with 1 to 4, preferably 1.5 to 3% on the dry weight of the leather.
  • the same leveling agents are also used in this postpigmentation in the same amount as before in the first pigmentation. After post-pigmentation is fixed and post-fixed, as described above.
  • the previously described workflow relates to intermediate-dried leather.
  • the brochure is not required for the bath pigmentation of folded leather. Instead, the leather is rinsed, neutralized and rinsed again before the bath pigmentation. After the bath pigmentation, but before any greasing, the leather is retanned. In all processes, it is also possible to additionally dye the leather with soluble dyes by known methods. This can be done before the bath pigmentation, after the bath pigmentation or after the fixation.
  • the leathers are finished in the normal way.
  • the leathers are finished in the normal way.
  • the leathers are finished in the normal way.
  • the leathers are finished in the normal way.
  • the leathers are finished in the normal way

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)
EP89112426A 1988-07-14 1989-07-07 Verfahren zur Badpigmentierung von Leder Expired - Lifetime EP0350803B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3823826 1988-07-14
DE3823826A DE3823826A1 (de) 1988-07-14 1988-07-14 Verfahren zur badpigmentierung von leder

Publications (3)

Publication Number Publication Date
EP0350803A2 EP0350803A2 (de) 1990-01-17
EP0350803A3 EP0350803A3 (de) 1991-10-09
EP0350803B1 true EP0350803B1 (de) 1994-05-18

Family

ID=6358630

Family Applications (1)

Application Number Title Priority Date Filing Date
EP89112426A Expired - Lifetime EP0350803B1 (de) 1988-07-14 1989-07-07 Verfahren zur Badpigmentierung von Leder

Country Status (11)

Country Link
US (1) US4914764A (es)
EP (1) EP0350803B1 (es)
JP (1) JPH0274681A (es)
KR (1) KR0126470B1 (es)
AR (1) AR246770A1 (es)
BR (1) BR8903452A (es)
CA (1) CA1334045C (es)
DE (2) DE3823826A1 (es)
ES (1) ES2055760T3 (es)
IE (1) IE64114B1 (es)
PT (1) PT91142B (es)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102005011494A1 (de) * 2005-03-12 2006-09-14 Patrik Lutz Verfahren zum Durchfärben von Leder

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2068915T3 (es) * 1989-01-02 1995-05-01 Ciba Geigy Ag Procedimiento para teñir el cuero.
PT94345A (pt) * 1989-06-16 1991-02-08 Hoechst Ag Processo para obtencao de efeitos de padrao no tingimento ou estampagem de material textil na ausencia de alcalis ou agentes de reducao
DE3927471A1 (de) * 1989-08-19 1991-02-21 Hoechst Ag Verfahren zur badpigmentierung von leder
US5306435A (en) * 1991-07-11 1994-04-26 Nihon Junyaku Co., Ltd. Treating agent composition for leather, for fibrous materials
DE4125458A1 (de) * 1991-08-01 1993-02-04 Hoechst Ag Sulfonsaeuregruppenhaltige mischkondensate, verfahren zu ihrer herstellung und ihre verwendung
EP0549968A1 (de) * 1991-12-20 1993-07-07 Hoechst Aktiengesellschaft Grenzflächenaktive Verbindungen auf Basis modifizierter Novolakoxalklylate, ihre Herstellung und ihre Verwendung
DE4244006A1 (de) * 1992-12-24 1994-06-30 Bayer Ag Kationische Pigmentbindemittel
FR2800095B1 (fr) * 1999-10-22 2002-01-04 Jerome Maini Procede de traitement d'une peau, et peau ainsi obtenue
US7951452B2 (en) * 2002-09-30 2011-05-31 Kuraray Co., Ltd. Suede artificial leather and production method thereof
JP5084485B2 (ja) * 2007-12-19 2012-11-28 セーレン株式会社 インクジェット用イエローインク、インクジェット着色方法および着色物

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2901461A1 (de) * 1979-01-16 1980-07-24 Hoechst Ag Verwendung oxalkylierter novolakharze als praeparationsmittel fuer dispersionsfarbstoffe und damit hergestellte zubereitungen
DE3104991A1 (de) * 1981-02-12 1982-08-19 Hoechst Ag, 6000 Frankfurt Anionische grenzflaechenaktive verbindungen auf basis oxalkylierter naphthol-novolake und deren verwendung
DE3120697A1 (de) * 1981-05-23 1982-12-09 Hoechst Ag, 6000 Frankfurt Anionische verbindungen auf basis modifizierter novolack-oxalkylate, ihre herstellung und ihre verwendung als schaumfreie grenzflaechenaktive mittel

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102005011494A1 (de) * 2005-03-12 2006-09-14 Patrik Lutz Verfahren zum Durchfärben von Leder

Also Published As

Publication number Publication date
BR8903452A (pt) 1990-03-06
AR246770A1 (es) 1994-09-30
IE64114B1 (en) 1995-07-12
US4914764A (en) 1990-04-10
KR0126470B1 (ko) 1997-12-18
DE58907676D1 (de) 1994-06-23
PT91142A (pt) 1990-02-08
CA1334045C (en) 1995-01-24
DE3823826A1 (de) 1990-01-18
JPH0274681A (ja) 1990-03-14
ES2055760T3 (es) 1994-09-01
PT91142B (pt) 1995-01-31
IE892277L (en) 1990-01-14
EP0350803A2 (de) 1990-01-17
KR900001926A (ko) 1990-02-27
EP0350803A3 (de) 1991-10-09

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