EP0428481B1 - Mittel zur Behandlung von Leder und Pelzen - Google Patents
Mittel zur Behandlung von Leder und Pelzen Download PDFInfo
- Publication number
- EP0428481B1 EP0428481B1 EP90810849A EP90810849A EP0428481B1 EP 0428481 B1 EP0428481 B1 EP 0428481B1 EP 90810849 A EP90810849 A EP 90810849A EP 90810849 A EP90810849 A EP 90810849A EP 0428481 B1 EP0428481 B1 EP 0428481B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- process according
- component
- parts
- acid
- formaldehyde
- 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
Links
- 238000000034 method Methods 0.000 title claims description 19
- 239000010985 leather Substances 0.000 title claims description 16
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 43
- 239000000203 mixture Substances 0.000 claims description 16
- 239000007859 condensation product Substances 0.000 claims description 10
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 6
- 239000011651 chromium Substances 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052593 corundum Inorganic materials 0.000 claims description 4
- 150000002440 hydroxy compounds Chemical class 0.000 claims description 4
- 229910001845 yogo sapphire Inorganic materials 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052804 chromium Inorganic materials 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
- 238000005554 pickling Methods 0.000 claims description 2
- 239000003352 sequestering agent Substances 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 159000000013 aluminium salts Chemical class 0.000 claims 2
- 229910000329 aluminium sulfate Inorganic materials 0.000 claims 2
- FDLFMPKQBNPIER-UHFFFAOYSA-N 1-methyl-3-(3-methylphenoxy)benzene Chemical class CC1=CC=CC(OC=2C=C(C)C=CC=2)=C1 FDLFMPKQBNPIER-UHFFFAOYSA-N 0.000 claims 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims 1
- 239000004411 aluminium Substances 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 claims 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims 1
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 claims 1
- 229910052726 zirconium Inorganic materials 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- 229910001868 water Inorganic materials 0.000 description 17
- 239000000243 solution Substances 0.000 description 13
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 12
- 230000033228 biological regulation Effects 0.000 description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 238000003860 storage Methods 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 150000003457 sulfones Chemical class 0.000 description 4
- -1 4,4'-dihydroxydiphenyl sulfones Chemical class 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- XBWRJSSJWDOUSJ-UHFFFAOYSA-L chromium(ii) chloride Chemical compound Cl[Cr]Cl XBWRJSSJWDOUSJ-UHFFFAOYSA-L 0.000 description 2
- 150000001987 diarylethers Chemical class 0.000 description 2
- 230000009969 flowable effect Effects 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- CMOAHYOGLLEOGO-UHFFFAOYSA-N oxozirconium;dihydrochloride Chemical compound Cl.Cl.[Zr]=O CMOAHYOGLLEOGO-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- 239000000052 vinegar Substances 0.000 description 2
- 235000021419 vinegar Nutrition 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical class C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229920006051 Capron® Polymers 0.000 description 1
- 229910021554 Chromium(II) chloride Inorganic materials 0.000 description 1
- 229910021556 Chromium(III) chloride Inorganic materials 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 229910002566 KAl(SO4)2·12H2O Inorganic materials 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical group O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229910006213 ZrOCl2 Inorganic materials 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- OIDPCXKPHYRNKH-UHFFFAOYSA-J chrome alum Chemical compound [K]OS(=O)(=O)O[Cr]1OS(=O)(=O)O1 OIDPCXKPHYRNKH-UHFFFAOYSA-J 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 0.000 description 1
- 235000007831 chromium(III) chloride Nutrition 0.000 description 1
- 239000011636 chromium(III) chloride Substances 0.000 description 1
- 229910000356 chromium(III) sulfate Inorganic materials 0.000 description 1
- 235000015217 chromium(III) sulphate Nutrition 0.000 description 1
- 239000011696 chromium(III) sulphate Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 229910000360 iron(III) sulfate Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 150000003754 zirconium Chemical class 0.000 description 1
- ZXAUZSQITFJWPS-UHFFFAOYSA-J zirconium(4+);disulfate Chemical compound [Zr+4].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ZXAUZSQITFJWPS-UHFFFAOYSA-J 0.000 description 1
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
-
- 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
- C14C3/10—Vegetable tanning
- C14C3/12—Vegetable tanning using purified or modified vegetable tanning agents
-
- 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 present invention relates to an agent for treating leather and furs, a method for treating these materials and the use of the agent for producing wet-white leather and furs.
- condensation products of types (I), (III) and (IV) are known, for example, from Ullmann's Encyclopedia of Industrial Chemistry, Vol. 16, (4), 140 (1979) and can be prepared by the processes described in the references given there.
- the production can also be carried out under a protective gas such as nitrogen, helium and carbon dioxide.
- reaction product of type (II) and its preparation are known from EP-A-0245205.
- Preferred anionic aromatic syntans are those of groups (I) and (IV), where as (hydroxy) arylsulfonic acid, sulfonated (hydroxy) -naphthalene and sulfonated xylene (as technical mixture), and as diaryl ether sulfonic acid, sulfonated Ditolyl ethers are preferred.
- component (B) such polymers and copolymers of (meth) acrylic acid, maleic acid, itaconic acid and / or their hydroxy compounds are mentioned which have a molecular weight of 1000 to 30,000, particularly 2000 to 15,000. These polymer compounds can be prepared in a manner known per se (cf., for example, E. Müller, Houben-Weyl, Methods of Organic Chemistry, Volume 14 / I, 1961, 1010-1080 and Volume 14 / II, 1963, 631-633 and 705 -713; Kirk-Othmer (3rd) volume 20, 216-219 and FR-A-2 463 810).
- the weight ratio of the anionic aromatic syntan to component (B) is advantageously 1: 0.03 to 2.2, preferably 1: 0.05 to 2.0.
- the agent according to the invention can additionally contain a saturated mono- or dicarboxylic acid with a total of 1 to 8 carbon atoms, such as the ants, vinegar, propion, n-butter, isobutter, n-valerian, trimethyl vinegar, capron, Contain n-heptyl, caprylic, oxalic, malonic, amber, glutaric, adipic, pimelic and cork acids.
- the weight ratio of the component (A) to this acid [component (C)] is 1: 0 to 0.08, preferably 1: 0 to 0.05.
- the agent according to the invention can also, as optional component (D), a sequestering agent such as the tetrasodium salt of ethylenediaminetetraacetic acid and the neutral or acidic sodium pyrophosphate, in a weight ratio of component (A) to component (D) of 1: 0 to 0.08, preferably 1: 0 up to 0.05.
- a sequestering agent such as the tetrasodium salt of ethylenediaminetetraacetic acid and the neutral or acidic sodium pyrophosphate
- a weight ratio of component (A) to component (D) of 1: 0 to 0.08, preferably 1: 0 up to 0.05.
- the optional component (D) acts as a complexing agent and is preferably used in the composition in the case of an iron-free treatment agent, provided the iron content of the oleum used in the production of component (A) is relatively high.
- the agent according to the invention can be used for pre-tanning leather or for tanning furs.
- a method for producing wet-white leather and furs thus represents a further subject of the invention.
- the process for producing wet-white leather and furs is characterized in that after pickling these materials are treated in the presence of a water-soluble chromium, aluminum, iron or zirconium salt or a mixture thereof with an agent according to the invention.
- the salts that can be used are ready-to-use tanning salts and are described in the relevant specialist literature.
- Examples of such salts are basic chromium (III) chloride or sulfate, a chrome alum, optionally basic aluminum chloride or sulfate, an alum, iron (III) chloride or sulfate, zirconium oxychloride and zirconium sulfate. Mixtures of the chromium and aluminum salts mentioned can also be used well.
- the aluminum salts and especially the aluminum sulfate Al2 (SO4) 3 ⁇ 16 H2O.
- the weight ratio, agent according to the invention (as a dry substance) to aluminum salt (as Al2O3) is 1: 0.08 to 1.5, preferably 1: 0.1 to 1.0.
- Agents according to the invention which do not contain any of the salts mentioned can also be used as retanning agents with good filling and softening properties.
- the conventional methods are used to treat pickled pelts or furs (skins) with an aqueous solution which contains the agent according to the invention, and then to wet-white material thus obtained in the usual way with vegetable or synthetic tanning agents or chrome tanning agents is tanned.
- 100 to 200, preferably 100 to 150 parts by weight of water and 3 to 30 parts by weight of the aqueous composition according to the invention are used per 100 parts by weight of pale or fur.
- Wet-white materials with a shrinking temperature of 60 to 75 ° C., good light fastness and a light intrinsic color are obtained.
- agents according to the invention are particularly well suited for the production of wet white leather and furs, their use for this purpose represents a further subject of the invention.
- the preparation of the agent according to the invention is generally carried out in such a way that an aqueous solution of component (A) is optionally mixed with components (C) and (D) and then with component (B).
- the aqueous compositions according to the invention preferably contain 64 to 76% by weight of component (A), 18 to 36% by weight of component (B), 0 to 7% by weight of component (C), 0 to 4% by weight of the component (D) and ad 100% by weight water.
- the agents thus obtained are liquid and have good storage stability. However, they can be dried if necessary.
- 100 parts of the sulfonation mixture obtained by heating 520 parts of naphthalene and 560 parts of concentrated sulfuric acid at 140 to 160 ° C. for several hours to water solubility, are obtained with 56 parts of a dihydroxydiphenyl sulfone, obtained by heating 540 parts of phenol and 180 parts of 60% for 3 hours. oleum to 170 to 180 ° C and distilling off the excess phenol, and 50 parts of water and 29 parts of formaldehyde (37%) heated at 105 to 110 ° C for 1 hour. The product obtained is then made weakly acidic with ammonia. A water-soluble clear solution is obtained which has a dry content of 51%.
- 100 parts of the sulfonation mixture obtained by heating 160 parts of xylene mixture and 240 parts of concentrated sulfuric acid at 130 to 135 ° C. for several hours to water solubility, are mixed with 40 parts of a dihydroxydiphenyl sulfone, 32 parts of water and 35 parts of formaldehyde [37%] for 3 hours heated to 100 to 105 ° C.
- the product obtained is then made weakly acidic with ammonia.
- a water-soluble clear solution is obtained which has a dry content of 60%.
Landscapes
- 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)
- Synthetic Leather, Interior Materials Or Flexible Sheet Materials (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH407089 | 1989-11-13 | ||
| CH4070/89 | 1989-11-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0428481A1 EP0428481A1 (de) | 1991-05-22 |
| EP0428481B1 true EP0428481B1 (de) | 1994-12-14 |
Family
ID=4269260
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP90810849A Expired - Lifetime EP0428481B1 (de) | 1989-11-13 | 1990-11-06 | Mittel zur Behandlung von Leder und Pelzen |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5256317A (pt) |
| EP (1) | EP0428481B1 (pt) |
| JP (1) | JPH03177500A (pt) |
| KR (1) | KR910009936A (pt) |
| AR (1) | AR248431A1 (pt) |
| BR (1) | BR9005717A (pt) |
| DE (1) | DE59008012D1 (pt) |
| ES (1) | ES2066189T3 (pt) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1362128B1 (en) * | 2001-01-26 | 2005-03-09 | Clariant Finance (BVI) Limited | Production of tanned leather and products suitable therefore |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX9204788A (es) * | 1991-08-22 | 1993-04-01 | Sandoz Ag | Proceso para la produccion de curtido o recurtido mineral de cuero o piel |
| ES2090936T3 (es) * | 1992-06-09 | 1996-10-16 | Ciba Geigy Ag | Procedimiento para el tratamiento ulterior de cuero curtido y pieles. |
| DE10140551A1 (de) | 2001-08-17 | 2003-02-27 | Basf Ag | Verfahren zur Herstellung sulfonhaltiger Gerbstoffe |
| BR0308353A (pt) * | 2002-03-15 | 2005-01-25 | Basf Ag | Processo para a produção de produtos semi-acabados e intermediários, produtos semi-acabados ou intermediários na produção de couro, e, uso dos mesmos |
| US7118603B2 (en) * | 2002-07-15 | 2006-10-10 | Council Of Scientific And Industrial Research | Process for the preparation of a formaldehyde-free synthetic tanning agent |
| DE10250112A1 (de) * | 2002-10-28 | 2004-05-06 | Bayer Ag | Kondensationsprodukt zum Nachgeben von Fe-gegerbtem Leder |
| WO2005014865A1 (en) * | 2003-08-12 | 2005-02-17 | Council Of Scientific And Industrial Research | A process for the preparation of a synthetic tanning agent |
| CN103045776A (zh) * | 2012-12-14 | 2013-04-17 | 常熟常圣服饰有限公司 | 一种裘皮毛服装的生产方法 |
| CN105238888A (zh) * | 2015-10-27 | 2016-01-13 | 兴业皮革科技股份有限公司 | 一种基于锆铝钛配合物制备白湿革的生产工艺 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2463810A1 (fr) * | 1979-08-24 | 1981-02-27 | Rhone Poulenc Ind | Compositions tannantes a base de sels d'aluminium et leurs procedes de mise en oeuvre |
| DE3141496A1 (de) * | 1981-10-20 | 1983-04-28 | Basf Ag, 6700 Ludwigshafen | Polymergerbstoff und verfahren zum nachgerben |
| 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 |
-
1990
- 1990-11-06 DE DE59008012T patent/DE59008012D1/de not_active Expired - Fee Related
- 1990-11-06 ES ES90810849T patent/ES2066189T3/es not_active Expired - Lifetime
- 1990-11-06 EP EP90810849A patent/EP0428481B1/de not_active Expired - Lifetime
- 1990-11-09 KR KR1019900018085A patent/KR910009936A/ko active IP Right Grant
- 1990-11-09 AR AR90318353A patent/AR248431A1/es active
- 1990-11-12 BR BR909005717A patent/BR9005717A/pt not_active IP Right Cessation
- 1990-11-13 JP JP2304162A patent/JPH03177500A/ja active Pending
-
1992
- 1992-07-02 US US07/908,646 patent/US5256317A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1362128B1 (en) * | 2001-01-26 | 2005-03-09 | Clariant Finance (BVI) Limited | Production of tanned leather and products suitable therefore |
Also Published As
| Publication number | Publication date |
|---|---|
| US5256317A (en) | 1993-10-26 |
| EP0428481A1 (de) | 1991-05-22 |
| BR9005717A (pt) | 1991-09-17 |
| KR910009936A (ko) | 1991-06-28 |
| JPH03177500A (ja) | 1991-08-01 |
| AR248431A1 (es) | 1995-08-18 |
| ES2066189T3 (es) | 1995-03-01 |
| DE59008012D1 (de) | 1995-01-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0428481B1 (de) | Mittel zur Behandlung von Leder und Pelzen | |
| DE2626430A1 (de) | Verfahren zum gerben von leder | |
| EP0245205B1 (de) | Wässrige Zusammensetzung aus einem sulfonierten Phenol, einem Amin und einem Gerbesalz, ihre Herstellung und Verwendung als Gerbstoff | |
| EP0717114A2 (de) | Wässrige Zusammensetzung zum Vorgerben von Hautblössen oder Nachgerben von Leder | |
| EP0304677B1 (de) | Verfahren zur hochauszehrenden Chromgerbung | |
| EP0533011B1 (de) | Verfahren zur Herstellung von Chromleder | |
| AT409384B (de) | Wässerige zusammensetzung zum vorgerben von hautblössen oder nachgerben von leder | |
| EP0024014B1 (de) | Verfahren zum Nachgerben mineralisch gegerbter Leder mit aromatischen Sulfonsäuren | |
| EP0347373B1 (de) | Wässrige Lösungen von synthetischen Gerbstoffen | |
| EP0624203A1 (de) | Verdünnbare aluminium-triformiat-gerbstoffe in hochkonzentrierter wässrig-gelöster und lagerstabiler form und ihre verwendung. | |
| DE10140551A1 (de) | Verfahren zur Herstellung sulfonhaltiger Gerbstoffe | |
| DE2834121B1 (de) | Kondensationsprodukte aus Terphenylsulfonsaeuren,Naphthalinsulfonsaeuren,Bis-(4-hydroxyphenyl)-sulfon und Formaldehyd | |
| US2264414A (en) | Tanning with complex basic zirconium sulphates | |
| DE3931978A1 (de) | Lederbehandlungsmittel | |
| DE2424300C3 (de) | Verfahren zum Chromgerben und Gerbmischung dafür | |
| DE2424301C3 (de) | Verfahren zum Chromgerben und Gerbmischung dafür | |
| EP0362134B1 (de) | Lederbehandlungsmittel | |
| DE686655C (de) | Verfahren zur Herstellung voller und reissfester Leder | |
| DE562826C (de) | Verfahren zur Herstellung kuenstlicher Gerbstoffe | |
| DE633687C (de) | Kombinationsgerbung | |
| DE1494839C3 (de) | Verfahren zum Schnellgerben von Ledern | |
| AT158168B (de) | Verfahren zum Gerben von Leder oder Pelzfellen mit gerbenden Verbindungen des dreiwertigen Chroms oder Eisens. | |
| EP0963446A1 (de) | Zusammensetzung zur behandlung von gegerbtem leder, sowie ihre herstellung | |
| DE582253C (de) | Verfahren zum Behandeln von Bloessen und Leder | |
| EP0121697A1 (de) | Verfahren zum Gerben von Häuten mit einem hochbasischen Chromgerbstoff |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| 17P | Request for examination filed |
Effective date: 19901108 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): CH DE ES FR GB IT LI NL |
|
| 17Q | First examination report despatched |
Effective date: 19940301 |
|
| GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
| AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): CH DE ES FR GB IT LI NL |
|
| ET | Fr: translation filed | ||
| REF | Corresponds to: |
Ref document number: 59008012 Country of ref document: DE Date of ref document: 19950126 |
|
| GBT | Gb: translation of ep patent filed (gb section 77(6)(a)/1977) |
Effective date: 19950110 |
|
| ITF | It: translation for a ep patent filed | ||
| REG | Reference to a national code |
Ref country code: ES Ref legal event code: FG2A Ref document number: 2066189 Country of ref document: ES Kind code of ref document: T3 |
|
| PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
| 26N | No opposition filed | ||
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PUE Owner name: CIBA-GEIGY AG TRANSFER- CIBA SC HOLDING AG |
|
| NLS | Nl: assignments of ep-patents |
Owner name: CIBA SC HOLDING AG |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: TP |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PFA Free format text: CIBA SC HOLDING AG TRANSFER- CIBA SPECIALTY CHEMICALS HOLDING INC. |
|
| REG | Reference to a national code |
Ref country code: GB Ref legal event code: 732E |
|
| NLT1 | Nl: modifications of names registered in virtue of documents presented to the patent office pursuant to art. 16 a, paragraph 1 |
Owner name: CIBA SPECIALTY CHEMICALS HOLDING INC. |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 19971014 Year of fee payment: 8 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 19971103 Year of fee payment: 8 |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: CD |
|
| REG | Reference to a national code |
Ref country code: ES Ref legal event code: PC2A |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19981130 Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19981130 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19990601 |
|
| REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
| NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee |
Effective date: 19990601 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 19991029 Year of fee payment: 10 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20001106 |
|
| GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20001106 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20031113 Year of fee payment: 14 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20050601 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED. Effective date: 20051106 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20060810 Year of fee payment: 17 |
|
| PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: ES Payment date: 20071115 Year of fee payment: 18 |
|
| REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST Effective date: 20080930 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20071130 |
|
| REG | Reference to a national code |
Ref country code: ES Ref legal event code: FD2A Effective date: 20081107 |
|
| PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: ES Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20081107 |