EP0087799B1 - Verfahren zum Fetten und gleichzeitigen Hydrophobieren von Leder, Pelz und Lederaustauschstoffen - Google Patents
Verfahren zum Fetten und gleichzeitigen Hydrophobieren von Leder, Pelz und Lederaustauschstoffen Download PDFInfo
- Publication number
- EP0087799B1 EP0087799B1 EP83101962A EP83101962A EP0087799B1 EP 0087799 B1 EP0087799 B1 EP 0087799B1 EP 83101962 A EP83101962 A EP 83101962A EP 83101962 A EP83101962 A EP 83101962A EP 0087799 B1 EP0087799 B1 EP 0087799B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- carbon atoms
- saturated
- fatty acid
- unsaturated
- stuffing
- 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
Links
- 239000010985 leather Substances 0.000 title claims abstract description 23
- 238000004078 waterproofing Methods 0.000 title claims abstract description 15
- 238000000034 method Methods 0.000 title claims abstract description 14
- 239000002649 leather substitute Substances 0.000 title claims abstract description 4
- 239000002930 fur substitute Substances 0.000 title description 2
- -1 alkyl phenol Chemical compound 0.000 claims abstract description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 20
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 19
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 17
- 239000000194 fatty acid Substances 0.000 claims abstract description 17
- 229930195729 fatty acid Natural products 0.000 claims abstract description 17
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 17
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 11
- 150000002009 diols Chemical class 0.000 claims abstract description 7
- 150000004671 saturated fatty acids Chemical class 0.000 claims abstract description 7
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 6
- 150000001298 alcohols Chemical class 0.000 claims abstract description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 4
- 150000001412 amines Chemical class 0.000 claims abstract description 4
- 150000002989 phenols Chemical class 0.000 claims abstract description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000007859 condensation product Substances 0.000 claims abstract description 3
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 3
- 150000002148 esters Chemical class 0.000 claims abstract description 3
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims abstract description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims abstract 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract 2
- ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 claims abstract 2
- 125000002015 acyclic group Chemical group 0.000 claims abstract 2
- 125000003118 aryl group Chemical group 0.000 claims abstract 2
- 150000001768 cations Chemical class 0.000 claims abstract 2
- 230000032050 esterification Effects 0.000 claims abstract 2
- 238000005886 esterification reaction Methods 0.000 claims abstract 2
- 125000005842 heteroatom Chemical group 0.000 claims abstract 2
- 150000002440 hydroxy compounds Chemical group 0.000 claims abstract 2
- 239000000463 material Substances 0.000 claims abstract 2
- 239000002184 metal Substances 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims abstract 2
- 150000003867 organic ammonium compounds Chemical class 0.000 claims abstract 2
- 150000004665 fatty acids Chemical class 0.000 claims description 11
- 150000002191 fatty alcohols Chemical class 0.000 claims description 6
- 239000003995 emulsifying agent Substances 0.000 claims description 4
- 239000003925 fat Substances 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 239000003921 oil Substances 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 235000014593 oils and fats Nutrition 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 4
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229940055577 oleyl alcohol Drugs 0.000 description 3
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical group OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 229940113115 polyethylene glycol 200 Drugs 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 101100520660 Drosophila melanogaster Poc1 gene Proteins 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 101100520662 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) PBA1 gene Proteins 0.000 description 1
- YBGJZYCWGNYUMA-UHFFFAOYSA-M [Cl-].[P+]=O Chemical compound [Cl-].[P+]=O YBGJZYCWGNYUMA-UHFFFAOYSA-M 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- PAFZNILMFXTMIY-UHFFFAOYSA-O cyclohexylammonium Chemical compound [NH3+]C1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-O 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical group OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000004569 hydrophobicizing agent Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 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
- C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
Definitions
- the invention relates to a method for greasing and simultaneously hydrophobizing leather, fur and leather substitutes according to the preamble of claim 1.
- phosphoric acid esters of the general formula given in claim 1 it is preferable to start in a first reaction step from phosphorus oxychloride (POC1 3 ) and a diol X, which are condensed with elimination of hydrogen chloride.
- the molar ratio of phosphorus oxychloride to diol is 2 to 1 to 1.1 to 1, preferably 1.5 to 1.
- the condensation gives compounds of the general formula (1) in which z is an integer from 1-5.
- Suitable diol X are linear or branched, saturated or unsaturated, acyclic diols with 2-16, preferably 2-10, carbon atoms, such as e.g. Butanediol-1.4, Hexanediol-2.5, Hexanediol-1.6 or Decanediol-1.10, Butene-2-diol-1.4 or Hexin-3-diol-2.5, or cyclic diols, e.g. Cyclohexanediol-1.4, or aromatic diols, e.g. Bisphenol A.
- X can be a condensation product of ethylene oxide and / or propylene oxide and / or butylene oxide with 2-8 moles of alkylene oxide, e.g. Tripropylene glycol or polyethylene glycol 200.
- the phosphorus compound of the general formula (1) is condensed (esterified) with a hydroxyl compound R in a second reaction step with elimination of hydrogen chloride.
- Possible hydroxyl compounds R are linear or branched, saturated or unsaturated alcohols with 12-18 C atoms, or the abovementioned alcohols condensed with 1-6 mol alkylene oxide, such as e.g. Oleyl alcohol, tallow fatty alcohol, synthetic Alfol alcohols, isooctadecyl alcohol or oleyl alcohol with 4 mol ethylene oxide, furthermore phenols or alkylphenols with 6-30 C-atoms, e.g. Octylphenol, nonylphenol, dinonyphenol, dodecylphenol, or the corresponding ethoxylated phenols and alkylphenols (1-12 mol ethylene oxide).
- 1-6 mol alkylene oxide such as e.g. Oleyl alcohol, tallow fatty alcohol, synthetic Alfol alcohols, isooctadecyl alcohol or oleyl alcohol with 4 mol ethylene oxide, furthermore phenols or alkylphenols with 6-30 C-atom
- Saturated or unsaturated fatty acid esters are also used as the hydroxyl compound R, the fatty acid residue containing 8-22 carbon atoms and the ester component being polyalkylene oxides with 1-6 mol ethylene oxide, such as e.g. Tallow fatty acid with 6 mol ethylene oxide or oleic acid, esterified with polyethylene glycol 200, or a saturated or unsaturated mono- or diglyceride of a fatty acid with 8-22 carbon atoms per fatty acid residue, e.g. Oleic acid monoglyceride application.
- Alkoxylated, saturated or unsaturated fatty amines with 8-22 carbon atoms per alkyl radical and condensed with 1-24 mol alkylene oxide, such as fatty acid mono- or dialkanolamides, can also be used.
- Examples include coconut fatty amine with 12 mol ethylene oxide, tallow fatty acid amide with 10 mol ethylene oxide, oleic acid amide with 4 mol ethylene oxide and coconut fatty acid diethanolamide.
- M stands for an alkali metal cation, for example Na + , K + or for the ammonium ion or for an organic, cyclic or acyclic ammonium compound, such as for example cyclohexylammonium, triethylammonium or monoethanolammonium ion.
- the aqueous liquor used for oiling and waterproofing can be prepared by stirring the oiling and waterproofing agent used according to the invention into warm water (approx. 50 ° C .; 3 parts water to 1 part leather treatment agent). Such a liquor is sufficiently stable and is used for licking (i.e. treating in an aqueous system) chrome-tanned or vegetable and / or synthetically retanned leathers.
- a particular advantage of the process according to the invention is the very strong affinity of the specified fatliquoring and hydrophobicizing agents for the fiber. This can be seen e.g. during extraction with dichloromethane (according to DIN 53306), in which the leather treatment agent can practically not be extracted from the fiber.
- the leathers that are treated according to the claimed process are characterized by good softness and suppleness and a pleasant feel.
- the particular advantage of the leather treated by the process according to the invention lies in the extraordinarily high dynamic water resistance achieved at the same time.
- the leathers obtained are very soft and supple, have a dry silky feel and show excellent dynamic water resistance when tested on the "Bally penetrometer” (according to IUP / 10; “Das Leder", 1961, 38).
- Chrome grain leather is retanned in the usual way with 2% of a synthetic tanning agent, dyed and licked with 5% leather treatment agent according to the formula in claim 1.
- the percentages above refer to the weight of the leather.
- X ethylene glycol
- R coconut fatty alcohol
- M ammonium
- z 3.
- chrome grain leather is retanned with 20% vegetable tanning agents and licked with 6% leather treatment agent according to the formula in claim 1 in 100% liquor.
- the percentages above refer to the weight of the leather.
- X 1,4-butanediol
- R nonylphenol polyglycol ether (5 mol EO)
- customary leather additives are added to the leather greasing and waterproofing agent as required, for example neutral leather treatment agents such as oils, fats, chlorinated oils and fats, chlorinated paraffins.
- neutral leather treatment agents such as oils, fats, chlorinated oils and fats, chlorinated paraffins.
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)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT83101962T ATE22929T1 (de) | 1982-03-03 | 1983-02-28 | Verfahren zum fetten und gleichzeitigen hydrophobieren von leder, pelz und lederaustauschstoffen. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19823207562 DE3207562A1 (de) | 1982-03-03 | 1982-03-03 | Verfahren zum fetten und gleichzeitigen hydrophobieren von leder, pelz und lederaustauschstoffen |
DE3207562 | 1982-03-03 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0087799A1 EP0087799A1 (de) | 1983-09-07 |
EP0087799B1 true EP0087799B1 (de) | 1986-10-15 |
Family
ID=6157153
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP83101962A Expired EP0087799B1 (de) | 1982-03-03 | 1983-02-28 | Verfahren zum Fetten und gleichzeitigen Hydrophobieren von Leder, Pelz und Lederaustauschstoffen |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0087799B1 (enrdf_load_stackoverflow) |
AT (1) | ATE22929T1 (enrdf_load_stackoverflow) |
DE (1) | DE3207562A1 (enrdf_load_stackoverflow) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9382504B2 (en) | 2008-12-19 | 2016-07-05 | 3M Innovative Properties Company | Composition and method to provide stain release and stain repellency properties to substrates |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2559784B1 (fr) * | 1984-02-22 | 1987-07-10 | Sandoz Sa | Procede de nourriture du cuir tanne et des peaux tannees |
DE3504308A1 (de) * | 1984-02-22 | 1985-08-22 | Sandoz-Patent-GmbH, 7850 Lörrach | Verfahren zum gleichzeitigen fetten und wasserabstossenden ausruesten von gegerbten leder |
DE4435399A1 (de) * | 1994-10-04 | 1996-04-11 | Henkel Kgaa | Mittel zum Fetten von Leder und Pelzen |
RU2135594C1 (ru) * | 1998-11-17 | 1999-08-27 | Российский заочный институт текстильной и легкой промышленности | Способ выделки кожевой ткани |
RU2135595C1 (ru) * | 1998-11-17 | 1999-08-27 | Российский заочный институт текстильной и легкой промышленности | Способ обработки кожевой ткани |
RU2133779C1 (ru) * | 1998-12-24 | 1999-07-27 | Данелян Сергей Эдуардович | Способ выработки термоустойчивой юфти для верха обуви из шкур крупного рогатого скота мокросоленого метода консервирования |
RU2194764C1 (ru) * | 2002-02-18 | 2002-12-20 | Общество с ограниченной ответственностью "Галичобувь" | Способ выработки термоустойчивой юфти |
RU2228361C1 (ru) * | 2003-07-08 | 2004-05-10 | Московский государственный университет дизайна и технологии | Липосомальная композиция для обработки кожевенного и мехового полуфабриката и способы их обработки |
ATE341649T1 (de) * | 2004-07-13 | 2006-10-15 | Zschimmer & Schwarz Gmbh & Co | Mittel zur hydrophobierenden ausrüstung von leder |
RU2748944C1 (ru) * | 2020-08-31 | 2021-06-02 | Елена Николаевна Заблоцкая | Способ обработки кожевой ткани шкуры |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH300953A (de) * | 1949-01-12 | 1954-08-31 | Metallgesellschaft Ag | Verfahren zur Herstellung von geschmeidigem Leder. |
US3934975A (en) * | 1971-12-10 | 1976-01-27 | Diamond Shamrock Corporation | Leather treating process |
US4018559A (en) * | 1974-06-14 | 1977-04-19 | Diamond Shamrock Corporation | Non-rewet leather and method of producing same |
DE2517057C3 (de) * | 1975-04-17 | 1982-10-21 | Chemische Fabrik Stockhausen GmbH, 4150 Krefeld | Verfahren zur Verbesserung der mechanischen und der Griffeigenschaften von mineralgegerbten Ledern oder Pelzfellen oder daraus hergestellter Bekleidung |
-
1982
- 1982-03-03 DE DE19823207562 patent/DE3207562A1/de active Granted
-
1983
- 1983-02-28 AT AT83101962T patent/ATE22929T1/de not_active IP Right Cessation
- 1983-02-28 EP EP83101962A patent/EP0087799B1/de not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9382504B2 (en) | 2008-12-19 | 2016-07-05 | 3M Innovative Properties Company | Composition and method to provide stain release and stain repellency properties to substrates |
Also Published As
Publication number | Publication date |
---|---|
EP0087799A1 (de) | 1983-09-07 |
DE3207562C2 (enrdf_load_stackoverflow) | 1988-06-23 |
ATE22929T1 (de) | 1986-11-15 |
DE3207562A1 (de) | 1983-09-15 |
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Legal Events
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Effective date: 19840221 |
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