EP0470465A1 - Procédé de retannage de cuir qui au préalable a subi un tannage minéral par des acides sulfoniques aromatiques - Google Patents

Procédé de retannage de cuir qui au préalable a subi un tannage minéral par des acides sulfoniques aromatiques Download PDF

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Publication number
EP0470465A1
EP0470465A1 EP91112640A EP91112640A EP0470465A1 EP 0470465 A1 EP0470465 A1 EP 0470465A1 EP 91112640 A EP91112640 A EP 91112640A EP 91112640 A EP91112640 A EP 91112640A EP 0470465 A1 EP0470465 A1 EP 0470465A1
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EP
European Patent Office
Prior art keywords
leather
retanning
agents
salts
sulphonic acids
Prior art date
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Application number
EP91112640A
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German (de)
English (en)
Other versions
EP0470465B1 (fr
Inventor
Franz Dr. Schade
Wilhelm Krümmel
Bernhard Dr. Wehling
Henricus Slaats
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.)
Bayer AG
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Bayer AG
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Publication date
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Publication of EP0470465A1 publication Critical patent/EP0470465A1/fr
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Anticipated expiration legal-status Critical
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Classifications

    • CCHEMISTRY; METALLURGY
    • C14SKINS; HIDES; PELTS; LEATHER
    • C14CCHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C3/00Tanning; Compositions for tanning
    • C14C3/02Chemical tanning
    • C14C3/08Chemical tanning by organic agents
    • CCHEMISTRY; METALLURGY
    • C14SKINS; HIDES; PELTS; LEATHER
    • C14CCHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C3/00Tanning; Compositions for tanning
    • C14C3/02Chemical tanning
    • C14C3/28Multi-step processes
    • 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
    • D06P1/62General 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 low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
    • D06P1/621Compounds without nitrogen
    • D06P1/622Sulfonic acids or their salts
    • D06P1/625Aromatic

Definitions

  • the mono- and disulfonic acids of phenol, cresols, hydroxydiphenylene and naphthols and their alkali and ammonium salts are preferably used.
  • Commonly used as retanning agents and as auxiliaries for leveling chemical and / or physical irregularities in the leather surface are, for example, formaldehyde condensation products of ⁇ -naphthalenesulfonic acid (DE-PS 290 965), diphenyl and ditolyl ether sulfonic acids (US Pat. No. 2,315,951) and terphenyl sulfonic acids (US-PS 3 906 037) and their ammonium or alkali salts.
  • So-called exchange tanning agents which are predominantly present as phenol-containing formaldehyde condensation products of aromatic sulfonic acids or their salts, are customary as retanning and / or leveling agents for chrome leather (GB-PS 1 291 784 and DT-PS 611 671).
  • the sulfonic acids of the formulas (I) and (11) or their salts which have not been condensed to form larger molecules with formaldehyde like anionic synthetic tanning agents and leveling agents, are particularly suitable as retanning agents. They offer the advantage that the leather retanned with it or the leather treated before or during dyeing results in deep and brilliant surface dyeings with anionic dyes with excellent levelness. The color depth results similar to pure chrome leather that has not been treated with retanning agents and / or leveling agents.
  • Suitable retanning agents of the formulas (I) and (11), which allow a deep and brilliant coloration of the leather with optimal use of the dye range, are preferably partially or completely neutralized with sodium hydroxide or ammonia with phenolsulfonic acids. They can e.g. produce by allowing 2 moles of sulfuric acid monohydrate to act on sulfonation at 110-130 C, preferably 120 ° C, for 1 hour on 1 mole of technical phenol and then neutralizing the reaction mixture to the desired final pH and converting it into powder by spray drying or formed as a liquid product with approx. 40% active substance.
  • the sulfonic acids and their salts of the formula (I) or (11) are optimally effective for levelness, brilliance and depth of the coloration of the leather, if they are mixed with anionic dyes in amounts of 2-10%, preferably 3-, before or during the coloration. 6% (based on the so-called fold weight of the leather) act on the leather and let it open. They are particularly good at leveling the color and compensating for the different dyeability of damaged and undamaged areas within individual skins or skins if they are applied to the leather before the dye is added and the dye can then be evenly applied to the leveled leather.
  • sulfonic acids and / or their salts in particular the sodium or ammonium salts
  • mono- or polybasic, preferably dibasic, carboxylic acids e.g. Formic, acetic, propionic, succinic, glutaric, adipic, and / or their alkali (Na, K, Li), ammonium or alkaline earth salts (Mg, Ca, Sr, Ba).
  • a mixture may be mentioned which contains 70-40 parts by weight of sodium salts of a technical dicarboxylic acid mixture (mixture of succinic, glutaric and adipic acids), e.g. in the production of adipic acid is necessarily a by-product which contains 30-60 parts by weight of sodium and / or ammonium salts of phenolsulfonic acid.
  • a technical dicarboxylic acid mixture mixture of succinic, glutaric and adipic acids
  • adipic acid is necessarily a by-product which contains 30-60 parts by weight of sodium and / or ammonium salts of phenolsulfonic acid.
  • Chromium leather made from cowhide or calfskin which is manufactured in the usual way, folded to 1.6-1.8mm and neutralized to pH 3.8-4.2, is at 100% liquor in a rotating tanning drum with 6% of a pH 6.5-6.8 adjusted phenolsulfonic acid ammonium salt, which is formed when 2 moles of sulfuric acid monohydrate act on 1 mole of phenol at 120 ° C for 2 hours and then neutralized with ammonia after cooling and diluting to pH 6.5-6.8 and spray dried into powder or formed as a liquid product with approx. 40% active substance.
  • dyeing is carried out in the customary manner with 1% of the copper complex of a monoazo dye from DE-PS 670 935, example 1.
  • greasing is carried out in the dye bath in the customary manner and then treated with 1.5% formic acid in order to achieve the best possible absorption of the dye and the greasing.
  • this leather corresponds to leather dyed without the aid of a pretreatment with the same amount of dye, but which results in significantly lower levelness.
  • a chrome leather which was treated under the same conditions with the Na salt of the terphenylsulfonic acid-formaldehyde condensate, which was prepared according to US Pat. No. 3,906,037, Example 3, instead of the phenol salt, has a strongly lightened, pale color.
  • chrome leather which is folded and neutralized to pH 6.0 (cut color with bromothymol blue yellow to yellow-green), is first washed with 300% water at 40 ° C. After draining the wash liquor, pre-greased for 15 minutes with 2.5% of a sulfite-based leather greasing agent based on trans in 100% of a liquor at 40 ° C. and then treated in the same liquor for 10 minutes with 1% of an ammonia solution containing 2.5% by weight of NH 3 contains.
  • the above-mentioned potassium phenol sulfonate is prepared by reacting 98 g of sulfuric acid monohydrate with 1 mol of phenol at 120 ° C. for 120 minutes and neutralization with potassium hydroxide.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)
EP91112640A 1990-08-10 1991-07-27 Procédé de retannage de cuir qui au préalable a subi un tannage minéral par des acides sulfoniques aromatiques Expired - Lifetime EP0470465B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4025344A DE4025344A1 (de) 1990-08-10 1990-08-10 Verfahren zum nachgerben mineralisch gegerbter leder mit aromatischen sulfonsaeuren
DE4025344 1990-08-10

Publications (2)

Publication Number Publication Date
EP0470465A1 true EP0470465A1 (fr) 1992-02-12
EP0470465B1 EP0470465B1 (fr) 1994-10-26

Family

ID=6411984

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91112640A Expired - Lifetime EP0470465B1 (fr) 1990-08-10 1991-07-27 Procédé de retannage de cuir qui au préalable a subi un tannage minéral par des acides sulfoniques aromatiques

Country Status (4)

Country Link
US (1) US5352241A (fr)
EP (1) EP0470465B1 (fr)
DE (2) DE4025344A1 (fr)
ES (1) ES2061135T3 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1568788A2 (fr) * 2004-02-25 2005-08-31 Lanxess Deutschland GmbH Acides sulphoniques aromatiques, leur procédé de préparation, leurs produits de condensation d'aldéhyde et leur utilisation dans le domaine du cuir, du papier et des textiles.

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007002194A2 (fr) * 2005-06-21 2007-01-04 Epien Medical, Inc. Procede et materiau pour la reduction d'un biofilm

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH239956A (de) * 1943-09-30 1945-11-30 Ag Sandoz Verfahren zur Herstellung eines neuen gerbstoffartigen Produktes.
EP0024014A1 (fr) * 1979-08-11 1981-02-18 Bayer Ag Procédé de retannage de cuirs tannés au minéral avec des acides sulfoniques aromatiques

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB175250A (en) * 1921-02-09 1923-03-14 Ralph Oliver Phillips Improvements in the dyeing and finishing of leather
DE578785C (de) * 1928-08-23 1933-06-20 Chem Fab Pott & Co G M B H Verfahren zur Erhoehung der Lagerbestaendigkeit mineralgarer Leder
US2249757A (en) * 1933-09-26 1941-07-22 Nat Aniline & Chem Co Inc Alkyl hydroxy aromatic sulphonate
US2409671A (en) * 1943-12-08 1946-10-22 Sonneborn Sons Inc L Substantially oil soluble polyalkyl aromatic sulfonates
US2973240A (en) * 1951-06-21 1961-02-28 Boehme Fettchemie Gmbh Tanning with alkylbenzene sulfonate in combination with chrome tanning
US4830632A (en) * 1986-05-05 1989-05-16 Ciba-Geigy Corporation Aqueous composition from a sulfonated phenol, an amine and a tanning salt, process for the production thereof and use thereof as a tanning agent

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH239956A (de) * 1943-09-30 1945-11-30 Ag Sandoz Verfahren zur Herstellung eines neuen gerbstoffartigen Produktes.
EP0024014A1 (fr) * 1979-08-11 1981-02-18 Bayer Ag Procédé de retannage de cuirs tannés au minéral avec des acides sulfoniques aromatiques

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1568788A2 (fr) * 2004-02-25 2005-08-31 Lanxess Deutschland GmbH Acides sulphoniques aromatiques, leur procédé de préparation, leurs produits de condensation d'aldéhyde et leur utilisation dans le domaine du cuir, du papier et des textiles.
EP1568788A3 (fr) * 2004-02-25 2005-09-28 Lanxess Deutschland GmbH Acides sulphoniques aromatiques, leur procédé de préparation, leurs produits de condensation d'aldéhyde et leur utilisation dans le domaine du cuir, du papier et des textiles.

Also Published As

Publication number Publication date
US5352241A (en) 1994-10-04
ES2061135T3 (es) 1994-12-01
DE4025344A1 (de) 1992-02-13
DE59103328D1 (de) 1994-12-01
EP0470465B1 (fr) 1994-10-26

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