EP1118682B1 - Préparations d'agents de tannage/ retannage - Google Patents

Préparations d'agents de tannage/ retannage Download PDF

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Publication number
EP1118682B1
EP1118682B1 EP01100041A EP01100041A EP1118682B1 EP 1118682 B1 EP1118682 B1 EP 1118682B1 EP 01100041 A EP01100041 A EP 01100041A EP 01100041 A EP01100041 A EP 01100041A EP 1118682 B1 EP1118682 B1 EP 1118682B1
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EP
European Patent Office
Prior art keywords
compound
preparations according
solid preparations
tanning
acid
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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
EP01100041A
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German (de)
English (en)
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EP1118682A1 (fr
Inventor
Martin Dr. Kleban
Melanie Juret
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.)
Lanxess Deutschland GmbH
Original Assignee
Bayer AG
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C3/00—Tanning; Compositions for tanning
    • C14C3/02—Chemical tanning
    • C14C3/08—Chemical tanning by organic agents
    • C14C3/18—Chemical tanning by organic agents using polycondensation products or precursors thereof
    • C14C3/20—Chemical tanning by organic agents using polycondensation products or precursors thereof sulfonated
    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C3/00—Tanning; Compositions for tanning
    • C14C3/02—Chemical tanning

Definitions

  • the invention relates to solid tannin / retanning preparations, a method for their production, their use for tanning and retanning as well as with them tanned and retanned leather and furs.
  • Retanning means that Aftertreatment of pre-tanned (generally chrome-tanned) leather to Color, levelness, softness, fullness and behavior against water (hydrophobicity) to optimize and fix tannins.
  • pre-tanned generally chrome-tanned
  • Tanning, retanning and dyeing in particular are usually carried out in different ways so-called tanning drums using aqueous tanning / retanning solutions or dispersions or dye solutions carried out.
  • Most of the tannins and tanning agents used are powdered Solid added to the tanning tanks (fleets), which makes handling easy and minimal storage space guaranteed.
  • To rationalize these steps have been mixtures of various powdered tannins in the past and tanning aids are manufactured, with which the tanning process by saving of path and add operations to be simplified.
  • EP-A 849 365 describes a solid agent for the simultaneous retanning and greasing of Leather described, which in addition to ordinary powdered, water-soluble After-tanning agents are other normally liquid or waxy, non-aqueous oils and contains fats.
  • retanning agents for example the polymeric retanning agents, where 10 to 80% by weight of the monomer units carry one or more C 2 -C 40 -alkyl radicals and this polymer contains 1 to 10 mol / kg of acid groups, in particular carboxylic acid and / or carboxylate groups so far, however, mostly added to the aqueous liquors in the form of their aqueous solutions or suspensions. Attempts to obtain equivalent powdered dosage forms by simply drying failed. The products obtained in this way often have poor redispersibility or other disadvantageous effects of the solid forms.
  • the solid preparations according to the invention are preferably in the form of powder or Granules before.
  • Granules are in particular those with an average grain size from 0.5 to 5 mm is preferred.
  • the solid preparations according to the invention in the form Their granules are also not dusty and very free-flowing.
  • the preparations according to the invention are also in a preferred embodiment completely soluble or emulsifiable in water, the solubility or emulsifiability is preferably more than 50 g / l at 20 ° C.
  • the preparations according to the invention preferably contain, based on the preparation 25 to 95% by weight at least one compound A), 5 to 50% by weight at least one compound B) and 0 to 50% by weight one or more additives C).
  • the preparations according to the invention containing are preferred 30 to 70% by weight at least one compound A), 15 to 40% by weight at least one compound B) and 0 to 40% by weight further additives C), 5 to 20% by weight of a neutralizing agent being preferred as additive C).
  • Preferred compounds A) are tannins, in particular solid tannins, which are selected with particular preference from the group of mineral tannins, vegetable tannins, syntans and resin tannins.
  • mineral tanning agents are e.g. Salts of chrome, aluminum or zirconium, but especially trivalent chromium compounds such as chromium sulfate, basic To name chromium sulfate or chromium acetate.
  • Vegetable tanning agents are generally understood to mean tanning agents which are caused by Extraction, drying and optionally post-treatment from various Plants or parts of plants are obtained, e.g. Chestnut, sweet chestnut, Mimosa, Quebracho, Tara, or similar substances, the so-called hydrolyzable or contain condensed tannins (see e.g. Reich, G. Theory and practice of organic Tanning agents, part 1: general principles and natural organic tanning agents, The leather, 1996, 74-83).
  • the synthetic organic tannins also called syntans, are mostly through Sulfonation or sulfomethylation solubilized aldehyde condensation products aromatic base, in particular of phenol, cresol, naphthalene and Naphthol, Biaryl, Biarylether and Biarylsulfone.
  • Condensates from naphthalenesulfonic acids, phenolsulfonic acid, diphenyl sulfones or sulfonated diaryl ethers with formaldehyde and / or urea.
  • Such condensates are known, for example, from Herfeld (editor) "Bibliothek des Leders", vol. 3, pages 53 to 59, Umschau-Verlag 1984 or Reich, G. Theory and Practice of organic tanning agents, part 2: synthetic organic tanning agents, leather, 1996, 157-171 and can according to the references given there described methods are produced.
  • cationic ones are preferred Condensation products of nitrogen-containing compounds, especially urea, dicyanamide or melamine with formaldehyde and their anionic reaction products with compounds such as phenol, sulfonated aromatics or sulfites Roger that.
  • the preparations according to the invention contain in a preferred embodiment as compound A) aromatic syntans from the condensation of naphthalenesulfonic acid, Phenolsulfonic acid, bishydroxyphenyl sulfone and / or ditolyl ether sulfonic acids with formaldehyde and / or urea.
  • Tanning should be preferred under treatment in water at 20-50 ° C to be understood under conditions and with amounts as used in the Craftsman trained specialist for the respective groups of substances as typical.
  • the regulations in Herfeld (ed.) "library des Leders ", Umschau Verlag, 1984, Vol. 3, S 306-314, Examples 10-16 subsequent measurement of the shrinkage temperature is carried out according to that in DIN EN 12993 given method.
  • Polymeric retanning agents from the class are preferably used as compound B) of polyacrylates or polyaspartic acids, but especially polyaspartic acids.
  • Preferred preparations are also those in which the polymeric compound B) is selected from the group of poly (meth) acrylates and poly (meth) acrylate copolymers (B 1) or polyaspartic acids (B 2).
  • Particularly preferred compounds from the group of poly (meth) acrylates and poly (meth) acrylate copolymers (B 1) are obtained, for. B. by polymerization of hydrophilic monomers such as (meth) acrylic acid, maleic acid or acrylic amides with (C 1 - C 2 ) amine constituents with 10-80% by weight of hydrophobic monomers such as alkenes, allyl esters, (meth) acrylic acid esters or acrylic acid amides Amine constituents, each with a chain length of (C 3 - C 40 ), or by polymerizing monomers such as (meth) acrylic acid, maleic anhydride or (meth) acrylic acid esters with (C 1 - C 2 ) alcohol components and subsequent partial Esterification or transesterification with (C 2 - C 40 ) alcohols.
  • hydrophilic monomers such as (meth) acrylic acid, maleic acid or acrylic amides with (C 1 - C 2 ) amine constituents
  • hydrophobic monomers such as alken
  • Particularly preferred compounds from the group of polyaspartic acids (B 2) are e.g. B. the reaction products of polysuccinimide with 0.10 - 0.80 molar equivalents of amines or alcohols (C 2 - C 40 ) and subsequent partial neutralization with inorganic bases such as sodium hydroxide or potassium hydroxide.
  • the polymeric compounds B) average molecular weight of less than 100,000, especially smaller 20,000 g / mol.
  • the polymeric compounds B) common that they are not used as a solid, anhydrous preparation can be, because after removal of the solvent z. B. no longer redispersible or are not stable in storage.
  • compositions according to the invention can of course also be used for other purposes Contain additives C).
  • additives C Contain additives C.
  • neutralizing agents Dispersants, defoamers, water repellents or dyeing aids in question.
  • Alkali salts of aromatic for example, can be used as neutralizing agents Sulphonic acids, weak inorganic acids or mono- or dicarboxylic acids be used.
  • the neutralizing agents are preferred in an amount of 5 up to 20 wt .-%, based on the solid preparation, used.
  • a very particularly preferred preparation contains e.g. B. 30 - 65 wt .-% of aromatic Syntanen A) in a mixture with 10 - 40 wt .-% of neutralizing and dispersing additives C) and 15-25% by weight of a polymeric retanning agent B) based on polyaspartic acid.
  • This preparation is preferably as Granules before.
  • Another very particularly preferred preparation contains 40-70% by weight a mixture of trivalent chromium salts, aromatic syntans and Resin tannins as compound A), 15-30% by weight of neutralizing additives C) and 15-40% by weight of a polymeric retanning agent B) from the group the poly (meth) acrylates or the polyaspartic acids. Get the percentages each on the preparation.
  • a preparation containing 20-40% by weight of aromatic is also preferred Syntanen, 20 - 40 wt .-% of resin tanning agents and 30 - 40 wt .-% of neutralizing and dispersing additives with the help of 10 - 25 % By weight of a polymeric retanning agent B).
  • the preparations mentioned are low in dust and free-flowing.
  • the present invention also relates to a method for producing the invention Preparations that are characterized by the fact that one can connect A) optionally in a mixture with C) an aqueous solution and / or suspension of B) and, if necessary, during or after the Adding B) dries.
  • Compound B) is preferably added a solid form of the compounds A) and optionally C). Especially done the addition by spraying on an aqueous solution or suspension of B) within a mixer.
  • the mixture obtained can initially have pasty shapes accept.
  • the during or after the addition of the aqueous Solution / suspension of B) subsequent drying is preferably carried out 20 to 200 ° C, especially at 20 to 105 ° C, most preferably at 50 to 100 ° C.
  • the method according to the invention is also very particularly preferred, if the additions of the polymeric compound B) in an aqueous solution or aqueous suspension with a solids content of B) of 5 to 60%, in particular 10 to 50% is done.
  • the invention further relates to the use of the preparations according to the invention for tanning and retanning pretreated hides or skins in water Fleet.
  • it is preferred to use the preparations according to the invention Manufacture leather or fur to use by pre-tanning leather or furs in an aqueous liquor with the preparations according to the invention treated.
  • Leather or furs that are produced are therefore also part of the invention have been using the preparations according to the invention as Tanning or retanning agents or those obtainable through the use according to the invention.
  • the leathers according to the invention are produced by using a commercial tanning equipment such as a tanning drum, blender or Dosamat pickled pellets with 6-10% by weight of the product according to the invention Tanned 20 to 45 ° C. There are no further addition steps during the tanning process necessary.
  • the tanned leather is washed and aftertreated in the usual manner, retanning and greasing are eliminated or significantly reduced Way can be done.
  • commercially available wet blue is applied set a pH of about 3.5 and then in an aqueous liquor with 10-15 % By weight of the agent according to the invention retanned.
  • the leather treated in this way can are processed further in the customary manner, with no subsequent greasing or can be carried out in a significantly reduced form.
  • Naphthalene is sulfonated with 1.4 molar equivalents of H 2 SO 4 at 145 ° C for 2 hours.
  • a mixture of 1000 g of the naphthalenesulfonic acids thus obtained, 800 g of bishydroxyphenyl sulfone and 250 ml of 37% by weight formaldehyde solution is condensed at 100-120 ° C. for 3 hours.
  • the product obtained is adjusted to pH 3.5 and an acid number of 80 with sodium hydroxide solution and phthalic acid and spray-dried.
  • shrinking temperatures of the leather obtained of 72-78 ° C. can be achieved.
  • Phenol is sulfonated with 0.88 molar equivalents of H 2 SO 4 at 100 - 180 ° C.
  • the resulting mixture of phenolsulfonic acid and bishydroxyphenylsulfone is neutralized with sodium hydroxide solution and then condensed with 0.44 molar equivalents of formaldehyde at 100-120 ° C.
  • the raw condensate is adjusted to pH 3.7 and an acid number of 80 with glutaric acid and spray-dried.
  • the leather's shrinking temperatures of 72 - 80 ° C can be achieved.
  • Naphthalene is sulfonated with 1.4 mol H 2 SO 4 at 145 ° C. for 3 hours, condensed with 0.66 mol formaldehyde for 3 hours, cooled, adjusted to pH 3.5 and an acid number of 50 with sodium hydroxide solution and glutaric acid and spray-dried.
  • leather shrink temperatures of 68 - 72 ° C can be achieved.
  • Synthetic tanning agent A IV is a synthetic tanning agent A IV:
  • Liquid, polymeric retanning agent B I Liquid, polymeric retanning agent B I:
  • a solution of 1000 g maleic anhydride, 800 g diethylene glycol and 800 g ammonia solution (25%) is condensed in 4 hours at an increasing temperature of 60 - 145 ° C and then volatile components are distilled off. It is reacted with 700 g of hydrogenated tallow fatty amine for 6 hours, cooled to 110 ° C. and mixed with 170 g of oleic acid and 10 g of a silicone-containing defoamer.
  • the hot reaction product is dispersed in 3 l of a 2.5% by weight ethanolamine solution, neutralized with sodium hydroxide solution and bleached with hydrogen peroxide. (see DE-A 19 959 949, component B 2 (PAS 1)).
  • Liquid, polymeric retanning agent B II Liquid, polymeric retanning agent B II:
  • Liquid, polymeric retanning agent B III Liquid, polymeric retanning agent B III:
  • naphthalene 1000 g is sulfonated at 140-145 ° C. with 3 molar equivalents of H 2 SO 4 for 8 hours, adjusted to pH 7 with sodium hydroxide solution and the crude product mixture is spray-dried.
  • Tl mean parts by weight.
  • 20 parts of synthetic tanning agent AI, 10 parts of synthetic tanning agent A III, 20 parts of synthetic tanning agent A IV, 40 parts of additive C II and 10 parts of NaHCO 3 are mixed homogeneously at room temperature.
  • 50 parts of polymeric tanning agent B II are continuously added at 60 ° C. in a mixed agglomeration apparatus.
  • a free-flowing, storage-stable granulate is obtained which is soluble in water at room temperature without residue.
  • Skin (beef, split thickness 2.5 mm) is decalcified, stained and in the usual way with a pimple made of 6% table salt, 0.5% formic acid and 1.0% sulfuric acid adjusted to pH 2.8. At room temperature, 9% of a product is added Example 11 and tanned for 2 hours at room temperature. Then the skin Moved overnight every 60 min for 5 min and the temperature slowly to 45 ° C raised. The fleet is drained, the leather washed, and to normal business Retanned, dyed, greased and finished.
  • the leather obtained is softer and softer than commercially available comparison products has better scar strength, the coloring is more level.
  • Wet Blue (beef, gap thickness 1.1 mm) is in the barrel at 35 ° C in 100% liquor with 7% of a product moved according to Example 12 for 2 hours. You wash, grease 50 ° C in 100% liquor with 7% of a commercially available synthetic fat, fixed by adding 2% formic acid a little at a time and switching to normal operating conditions Way done.
  • wet blue (beef, fold thickness 1.5 mm) is in the barrel by treatment with oxalic acid in 200% liquor adjusted to pH 3.5 and the liquor drained. Then you give at 40 ° C 150% water and 12% of an agent according to Example 15. After 60 minute 1% dye is added and dyed at 50 ° C for 90 min. You fixate through portionwise addition of formic acid, drains the liquor, washes and makes that leather finished in the usual way.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)

Claims (15)

  1. Préparations solides contenant
    au moins un composé A), qui est capable d'augmenter la température de retrait d'une peau non tannée d'au moins 10°C, dans lesquelles la peau est traitée avec un composé A) dans l'eau à une température de 20 - 50°C,
    au moins un composé polymère B) différent de celui-ci, dans lequel 10 à 80 % en poids des unités monomères portent un ou plusieurs restes alkyle en C2-C40 et le polymère B) contient 1 à 10 moles/kg de groupes acides, en particulier des groupes acides carboxyliques et/ou carboxylates et éventuellement
    des adjuvants additionnels C).
  2. Préparations solides selon la revendication 1, caractérisées en ce qu'elles se présentent sous forme de granulat, de préférence avec une grosseur de particules moyenne de 0,5 à 5 mm.
  3. Préparations solides selon la revendication 1, caractérisées en ce que le composé A) est choisi dans le groupe des agents de tannage minéraux, des agents de tannage végétaux, des syntanes aromatiques, des agents de tannage résineux.
  4. Préparations solides selon la revendication 1, caractérisées en ce que leur solubilité dans l'eau sans résidu ou leur aptitude à donner des émulsions à 20°C est supérieure à 50 g/l.
  5. Préparations solides selon la revendication 1, caractérisées en ce que le composé A) est un agent de tannage minéral, de préférence un sel de chrome trivalent.
  6. Préparations solides selon la revendication 1, caractérisées en ce que le composé A) est un syntane aromatique, en particulier un produit de condensation d'acide naphtalènesulfonique, d'acide phénolsulfonique, de bishydroxyphénylsulfone et/ou d'acide ditolyléthersulfonique et de formaldéhyde et/ou une résine.
  7. Préparations solides selon la revendication 1, caractérisées en ce que le composé polymère B) est choisi dans le groupe des polyacrylates (B1) et de l'acide polyasparaginique (B2).
  8. Préparations solides selon la revendication 1, contenant
       45 à 95 % en poids d'au moins un composé A),
       5 à 50 % en poids d'au moins un composé B) et
       0 à 50 % en poids d'un ou plusieurs adjuvants C).
  9. Préparations solides selon la revendication 1, caractérisées en ce qu'elles contiennent comme adjuvants additionnels C) un agent de neutralisation, des dispersants, des agents démoussants, des imperméabilisants et/ou des auxiliaires de teinture.
  10. Préparations solides selon la revendication 9, caractérisées en ce que les agents de neutralisation utilisés sont des sels alcalins d'acides sulfoniques aromatiques, des acides minéraux faibles et/ou des acides mono ou dicarboxyliques.
  11. Procédé de préparation de préparations solides selon la revendication 1, caractérisé en ce qu'on ajoute au composé A), éventuellement en mélange avec C) une solution et/ou une suspension aqueuse de B) et éventuellement on sèche pendant ou à la suite de l'addition de B).
  12. Utilisation des préparations selon la revendication 1 pour le tannage et le retannage de peaux ou de cuirs.
  13. Procédé pour la préparation de cuirs ou de peaux, caractérisé en ce qu'on traite des peaux ou des cuirs prétraités dans un bain aqueux avec une préparation solide selon la revendication 1.
  14. Procédé pour la préparation de cuirs ou de peaux, caractérisé en ce qu'on traite des peaux ou des cuirs prétraités dans un bain aqueux avec une préparation solide selon la revendication 1.
  15. Cuirs ou peaux, préparés en utilisant une préparation solide selon la revendication 1 ou pouvant être obtenus selon un procédé selon les revendications 13 ou 14.
EP01100041A 2000-01-19 2001-01-08 Préparations d'agents de tannage/ retannage Expired - Lifetime EP1118682B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10002048A DE10002048A1 (de) 2000-01-19 2000-01-19 Gerbstoff-/Nachgerbstoffpräparationen
DE10002048 2000-01-19

Publications (2)

Publication Number Publication Date
EP1118682A1 EP1118682A1 (fr) 2001-07-25
EP1118682B1 true EP1118682B1 (fr) 2003-12-17

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Application Number Title Priority Date Filing Date
EP01100041A Expired - Lifetime EP1118682B1 (fr) 2000-01-19 2001-01-08 Préparations d'agents de tannage/ retannage

Country Status (8)

Country Link
EP (1) EP1118682B1 (fr)
CN (1) CN1230558C (fr)
AR (1) AR027515A1 (fr)
AT (1) ATE256754T1 (fr)
BR (1) BR0100104B1 (fr)
DE (2) DE10002048A1 (fr)
ES (1) ES2210038T3 (fr)
MX (1) MXPA01000660A (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102005031043A1 (de) * 2005-07-02 2007-01-25 Lanxess Deutschland Gmbh Polyasparaginsäurederivate in Polysiloxanhaltigen Beschichtungsmitteln
CN105586444B (zh) * 2016-01-06 2017-12-26 四川大学 一种用酚磺酸水解制革废弃物制备的皮革复鞣填充剂
CN114736998B (zh) * 2022-04-12 2023-10-20 浙江通天星集团股份有限公司 一种低气味低voc牛皮沙发革的生产工艺

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4526581A (en) * 1983-02-07 1985-07-02 Rohm And Haas Company Process for producing leather
CH676365A5 (fr) * 1988-09-28 1991-01-15 Ciba Geigy Ag
DE4118007A1 (de) * 1991-06-01 1992-12-03 Basf Ag Kondensationsprodukte aus sulfonierten phenolen, harnstoff, weiteren organischen stickstoff-basen und formaldehyd und ihre verwendung als gerbstoffe und als spruehhilfsmittel fuer redispergierbare polymerpulver

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Publication number Publication date
ATE256754T1 (de) 2004-01-15
CN1306093A (zh) 2001-08-01
DE50101155D1 (de) 2004-01-29
DE10002048A1 (de) 2001-07-26
ES2210038T3 (es) 2004-07-01
EP1118682A1 (fr) 2001-07-25
CN1230558C (zh) 2005-12-07
BR0100104B1 (pt) 2012-01-10
BR0100104A (pt) 2001-08-28
MXPA01000660A (es) 2002-08-06
AR027515A1 (es) 2003-04-02

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