WO2008028614A1 - Verfahren zur chemischen reinigung von leder - Google Patents
Verfahren zur chemischen reinigung von leder Download PDFInfo
- Publication number
- WO2008028614A1 WO2008028614A1 PCT/EP2007/007687 EP2007007687W WO2008028614A1 WO 2008028614 A1 WO2008028614 A1 WO 2008028614A1 EP 2007007687 W EP2007007687 W EP 2007007687W WO 2008028614 A1 WO2008028614 A1 WO 2008028614A1
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- WO
- WIPO (PCT)
- Prior art keywords
- leather
- alkyl
- cleaning
- formula
- compound
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
-
- 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
- C14C5/00—Degreasing leather
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
Definitions
- Halohydrocarbons have been and still are used as the cleaning medium for leather. These include, e.g. chlorohydrocarbons which are no longer permitted in Germany trichloroethene, 1,1-trichloroethane and dichloromethane. Even the chlorofluorocarbons (CFCs), which were previously widely used in dry cleaning, are no longer approved for this application in many countries.
- chlorohydrocarbons which are no longer permitted in Germany trichloroethene, 1,1-trichloroethane and dichloromethane.
- CFCs chlorofluorocarbons
- Tetrachloroethene perchlorethylene, PER
- Tetrachloroethene is a volatile, chlorinated hydrocarbon, which has found wide commercial use, including in the cleaning of leather due to its fat-dissolving property as a solvent and cleaning agents.
- the disadvantages of PER are above all its potential carcinogenic effect in humans, its high volatility, its easy solubility in fatty foods and its highly water-endangering properties.
- PER is classified as a "dangerous substance" in the "black list" of the EU and as a hazardous substance in terms of the Hazardous Substances Ordinance.
- PER can also be retained in leather in considerable quantities (retention), so that the discharge of solvent by the material to be cleaned is also important. In the case of the PER, this can then lead far beyond the factories, the leather chemically clean, the consumer to indoor air pollution.
- halogen-free hydrocarbon solvents have been used for a long time.
- the KWL were only intended as a replacement for CFCs for cleaning particularly sensitive materials.
- the KWL are straight-chain aliphatics or mixtures of straight-chain, branched and cyclic aliphatics having 10 to 14 C atoms. Their higher boiling range of about 180 to 21O 0 C, it differs significantly from the previously also used in chemical cleaning gasoline fractions or perchlorethylene with a boiling point of only 121 0 C.
- the KWL are in large quantities in the US and in Japan but also used in other countries in dry cleaning.
- PER perchlorethylene
- HCL hydrocarbon solvents
- the PER cleaning process consists of three stages:
- Schmelzklebem (even during the drying); a protection of plastics, which are used eg for buttons and applications; a very low retention in the leather; no solvent smell in the cleaned articles; high volatility to facilitate drying and recovery; a sufficiently high flashpoint; no or little corrosivity to metals and other materials of the cleaning and drying machines, even in the presence of water; no or little decomposition under cleaning and distillation conditions, ie in the presence of dirt and at higher temperatures; a low viscosity to facilitate soil removal and better mechanical separation of the solvent by centrifugation; a low water solubility, but a certain dissolving power for water (possibly by the addition of surfactants and other solubilizers); a dissolving power for so-called cleaning enhancers (containing, for example, nonionic, anionic, cationic, amphoteric surfactants, other solvents such as (2-methoxymethylethoxy) propanol, special salts, bleaches, disinfectants, antistatic agents and other additives);
- the object of the present invention is to provide organic solvents which better meet the aforementioned requirements for the chemical cleaning of leather than the solvents used in the prior art and which have a better toxicological and ecological property profile.
- the invention thus relates to the use of compounds of the formula (1) as organic cleaning agents and solvents in the dry-cleaning of leather,
- A is (CH 2 ) a or phenylene
- R 1 , R 2 , R 3 and R 4 are identical or independently of one another Ci to C- ⁇ 3 -n- and / or iso-alkyl, C 5 or C 6 -cycloalkyl, phenyl-C r C 4 -alkyl- , Ci-Cg-alkyl-phenyl or phenyl and a is an integer from 0 to 6.
- R 1 , R 2 , R 3 and R 4 are the same or independently of one another Ci to C 6 -n- and / or iso-alkyl, cyclohexyl, benzyl, d-Cg-alkyl-phenyl or phenyl and a is preferably 0 to 2.
- R 1 , R 2 , R 3 and R 4 are the same or independently C 2 to C 4 n and / or iso-alkyl and a is preferably 0.
- radicals R 1 to R 4 are, for example: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-amyl iso-amyl, tert-amyl, neopentyl, cyclopentyl, n-hexyl, iso-hexyl, cyclohexyl, octyl, decyl, isotridecyl, phenyl, benzyl, phenyl-ethyl, nonyl-phenyl.
- Acetals are generally prepared by the reaction of aldehydes with 2 moles of an alcohol per carbonyl group in the presence of catalysts, e.g. dry hydrogen chloride, obtained.
- dialdehydes For the synthesis of compounds of formula (1) dialdehydes must be used. Preferred dialdehydes for the synthesis of compounds of formula (1) are glyoxal, malondialdehyde (1, 3-propanedial, 1, 3-propanedialdehyde), 1, 4-butanedial and terephthalaldehyde.
- a particularly preferred compound for the described application is tetraethoxyethane (2) from Clariant.
- the compounds of formula (1) the detergents perchlorethylene, hydrocarbons and other solvents completely replace.
- solvents of the formula (1) can be carried out according to the known processes in so-called “PER machines” or in “KWL machines” (for example Satec).
- the dissolving power for non-polar substances can be adjusted in a targeted manner by varying the organic radicals R in the solvents of the formula.
- solvents of formula (1) are e.g. Cleaning time, liquor ratio, Reversierrhytmus, load, type and amount of cleaning agent used, type and amount of the necessary grease remover (leather oils, Lederlicker), using a bubble bath by blowing an air-solvent mixture for gentler cleaning.
- Standard commodity is usually in the two-bath process cleaned with a short liquor ratio in the first and with a longer liquor ratio in the second bath.
- the first bath serves to detach the main dirt content.
- Solvents of the formula (1) can be used in the single-bath and the two-bath process.
- compounds of formula (1) can also be used in so-called detackifiers, in cleaning activators or in cleaning enhancers
- detackifiers in cleaning activators or in cleaning enhancers
- the Detachur refers to a local stain treatment in commercial cleaning
- the following groups of detackifiers are distinguished:
- Brushing agents are used for pre-taching large areas of soiled areas. They are applied undiluted before the basic cleaning with a soft brush or by spraying on the heavily soiled areas. 2) Centering agents are used to treat intense specific spots. They are placed before the basic cleaning directly on the spot and left to act.
- Postdyeing agents are used after the basic cleaning to remove any remaining stains.
- Cleaning activators serve to remove stains and can be used e.g. also contain odor absorbers. They arrive in the pre-treatment bath
- Cleaning enhancers are intended to increase the cleaning action as an additive to the organic solvent used as a cleaning agent and, in particular, to effect the detachment of water-soluble or water-swellable impurities which are not or only sparingly soluble in the organic solvent.
- Water-soluble compounds are also, for example, road salt (NaCl in high purity or else in a mixture with CaCb or MgCb brine), as is used in winter for deicing sidewalks and roads.
- road salt NaCl in high purity or else in a mixture with CaCb or MgCb brine
- they are intended to remove insoluble pigment soil and to exhibit pigment dispersancy and thus prevent the redeposition of detached, particulate soil. Furthermore, they serve to improve the goods handle.
- Cleaning enhancers usually contain surfactants (in particular anionic, nonionic, amphoteric surfactants or else cationic surfactants), solvents, antistatic agents, plasticizers or handle-improving additives and optionally special additives such as disinfectants and bleaches. Furthermore, over the
- Cleaning amplifier small amounts of water are introduced into the cleaning bath, which is emulsified with the surfactants in the organic solvents.
- the cleaning agent bath ie the solvent used for the basic cleaning of the formula (1), the spotting agents, the cleaning activators and the
- Cleaning enhancers containing solvents of formula (1) may contain the following further soil release enhancing components.
- anionic surfactants which, in addition to or in the detergents of formula (1), e.g. in tetramethoxyethane (2) can be used: anionic surfactants
- Suitable anionic surfactants are sulfates, sulfonates, carboxylates, phosphates and mixtures thereof. Suitable cations here are alkali metals, such as sodium or potassium or alkaline earth metals, such as calcium or magnesium and ammonium, substituted ammonium compounds, including mono-, di- or Triethanolammoniumkationen, and mixtures thereof.
- alkali metals such as sodium or potassium or alkaline earth metals, such as calcium or magnesium and ammonium, substituted ammonium compounds, including mono-, di- or Triethanolammoniumkationen, and mixtures thereof.
- the following types of anionic surfactants are particularly preferred: alkyl ester sulfonates, alkyl sulfates, alkyl ether sulfates, alkylbenzenesulfonates, alkanesulfonates and soaps, as described below.
- Alkyl ester sulfonates include linear esters of (ie fatty acids) which are sulfonated by means of gaseous SO 3 .
- Suitable starting materials are natural fats, such as tallow, coconut oil and palm oil.
- the carboxylic acids may also be synthetic in nature.
- Preferred alkyl ester sulfonates are compounds of the formula
- R 1 is a C 8 -C 2 o-hydrocarbon radical, preferably alkyl
- R is a CrC 6 hydrocarbon radical, preferably alkyl
- M is a cation which forms a water-soluble salt with the alkyl ester sulfonate.
- Suitable cations are sodium, potassium, lithium or ammonium cations, such as monoethanolamine, diethanolamine and triethanolamine.
- R 1 C O -C 6 alkyl and R is methyl, ethyl or isopropyl.
- the methyl ester sulfonates in which R 1 O Ci -C 6 alkyl.
- Alkyl sulfates are salts or acids of the formula ROSO 3 M wherein R is a C O -C 24 - hydrocarbon radical, preferably an alkyl or hydroxyalkyl radical having C 1 0 -C 20 - alkyl component, more preferably a C 12 -C 18 alkyl or hydroxyalkyl ,
- M is hydrogen or a cation, e.g. an alkali metal cation (e.g., sodium, potassium, lithium) or ammonium or substituted ammonium, e.g. Methyl, dimethyl and trimethylammonium cations and quaternary ammonium cations such as tetramethylammonium and dimethylpiperidinium cations and quaternary
- alkali metal cation e.g., sodium, potassium, lithium
- ammonium or substituted ammonium e.g. Methyl, dimethyl and trimethylammonium cations and quaternary ammonium cations such as tetramethylammonium and dimethylpiperidinium cations and quaternary
- Ammonium cations derived from alkylamines such as ethylamine, diethylamine, triethylamine and mixtures thereof.
- Alkyl ether sulfates are salts or acids of the formula RO (A) m SO 3 M wherein R is an unsubstituted C 0 -C 24 -alkyl alkyl- or hydroxyalkyl radical, preferably a C12-C20 alkyl or hydroxyalkyl, more preferably C 2 -C 8 - Alkyl or Represents hydroxyalkyl.
- A is an ethoxy or propoxy moiety
- m is a number greater than 0, preferably between about 0.5 and about 6, more preferably between about 0.5 and about 3
- M is a hydrogen atom or a cation, such as For example, sodium, potassium, lithium, calcium, magnesium, ammonium or a substituted ammonium cation.
- substituted ammonium cations are methyl, dimethyl, trimethylammonium and quaternary ammonium cations such as tetramethylammonium and dimethylpiperidinium cations and those derived from alkylamines such as ethylamine, diethylamine, triethylamine or mixtures thereof.
- alkylamines such as ethylamine, diethylamine, triethylamine or mixtures thereof.
- Examples which may be mentioned are C 12 -C 8 -fatty alcohol ether sulfates where the content of EO is 1, 2, 2.5, 3 or 4 mol per mol of the fatty alcohol ether sulfate and in which M is sodium or potassium.
- the alkyl group may be either saturated or unsaturated, branched or linear and optionally substituted with a hydroxyl group.
- the sulfo group can be at any position of the C chain, with the primary methyl groups at the beginning and end of the chain having no sulfonate groups.
- the preferred secondary alkanesulfonates contain linear alkyl chains of about 9 to 25 carbon atoms, preferably about 10 to about 20 carbon atoms, and more preferably about 13 to 17 carbon atoms.
- the cation is, for example, sodium, potassium, ammonium, mono-, di- or triethanolammonium, calcium or magnesium, and mixtures thereof. Sodium as a cation is preferred.
- Secondary alkanesulfonate is available under the tradename Hostapur SAS (Clariant).
- alkenyl or alkylbenzenesulfonates are alkenyl or alkylbenzenesulfonates.
- the alkenyl or alkyl group may be branched or linear and optionally substituted with a hydroxyl group.
- the preferred alkylbenzenesulfonates contain linear alkyl chains having about 9 to 25 carbon atoms, preferably from about 10 to about 13 carbon atoms, the cation is sodium, potassium, ammonium, mono-, di- or triethanolammonium, calcium or magnesium and mixtures thereof.
- magnesium is preferred as a cation for mild surfactant systems.
- anionic surfactants also includes olefin sulfonates which are obtained by sulfonation of C 8 -C 24 -, preferably Cu-Ci 6 - ⁇ -olefins with sulfur trioxide and subsequent neutralization. Due to the preparation process, these olefin sulfonates may contain minor amounts of hydroxyalkanesulfonates and alkanedisulfonates.
- Suitable anionic surfactants are carboxylates, e.g. Fatty acid soaps and comparable surfactants.
- the soaps may be saturated or unsaturated and may contain various substituents such as hydroxyl groups or ⁇ -sulfonate groups.
- Preferred are linear saturated or unsaturated hydrocarbon radicals as hydrophobic moiety with about 6 to about 30, preferably about 10 to about 18 carbon atoms.
- acylaminocarboxylic acids which are acylsarcosinates formed by reaction of fatty acid chlorides with sodium sarcosinate in an alkaline medium; Fatty acid-protein condensation products obtained by reaction of fatty acid chlorides with oligopeptides; Salts of alkylsulfamidocarboxylic acids; Salts of alkyl and alkyl aryl ether carboxylic acids; sulfonated polycarboxylic acids; Alkyl and Alkenylglycerinsulfate as acylglycerol sulfates, alkylphenol ether sulfates, alkyl phosphates, alkyl ether phosphates, isethionates such as the acyl isethionates, N-acyl taurides, alkyl succinates, sulfosuccinates, Monoester of sulfosuccinates (especially saturated and unsaturated C 12
- the alkyl chain of the aliphatic alcohols may be linear or branched, primary or secondary, and generally contains from about 8 to about 22 carbon atoms. Particularly preferred are the condensation products of Ci 0 - to C 2 o-alcohols with about 2 to about 18 moles of ethylene oxide per mole of alcohol.
- the alkyl chain can be saturated or unsaturated.
- the alcohol ethoxylates may have a narrow range ("narrow range ethoxylates") or a broad homolog distribution of the ethylene oxide ("Broad Range Ethoxylates"). In this class of product for example, drop the Genapol ® brands (Fa. Clariant).
- the hydrophobic part of these compounds preferably has a molecular weight between about 1500 and about 1800.
- the addition of ethylene oxide to this hydrophobic part leads to an improvement in water solubility.
- the product is liquid up to a polyoxyethylene content of about 50% of the total weight of the condensation product, which corresponds to a condensation with up to about 40 moles of ethylene oxide.
- Commercially available examples of this product class are the ® Genapol PF grades (Clariant).
- the hydrophobic moiety of these compounds consists of the reaction product of ethylenediamine with excess propylene oxide and generally has a molecular weight of about 2500 to 3000. Ethylene oxide is added to this hydrophobic unit to a content of about 40 to about 80 wt .-% polyoxyethylene and a molecular weight of about 5000 to 11000 added.
- Commercially available examples of this class of compounds are the ⁇ Tetronic brands of BASF and the ® Genapol PN brands of Clariant GmbH.
- nonionic compounds includes water-soluble amine oxides, water-soluble phosphine oxides, and water-soluble sulfoxides each having an alkyl group of about 10 to about 18 carbon atoms.
- Semi-polar nonionic surfactants are also amine oxides of the formula
- R here is an alkyl, hydroxyalkyl or alkylphenol group having a chain length of about 8 to about 22 carbon atoms
- R 2 is an alkylene or hydroxyalkylene group having about 2 to 3 carbon atoms or mixtures thereof
- each R 1 is an alkyl or hydroxyalkyl group having from about 1 to about 3 carbon atoms or a polyethylene oxide group having from about 1 to about 3 ethylene oxide units
- x represents a number from 0 to about 10.
- the R 1 groups may be linked together via an oxygen or nitrogen atom and thus form a ring.
- Amine oxides of this kind are especially C 10 -C 8 -alkyldimethylamine oxides and C 5 -C 12 -alkoxy-diethyl-dihydroxyethyl-amine oxides.
- fatty acid amides are especially C 10 -C 8 -alkyldimethylamine oxides and C 5 -C 12 -alkoxy-diethyl-dihydroxy
- Fatty acid amides have the formula
- R is an alkyl group having about 7 to about 21, preferably about 9 to about 17 carbon atoms and each radical R 1 is hydrogen, Ci-C 4 alkyl, C 1 -C 4 - Hydroxyalkyl or (O 2 H 4 O) x H, where x varies from about 1 to about 3.
- C 8 -C 2 o-amides, -monoethanolamide, diethanolamides and -isopropanolamides are preferred.
- nonionic surfactants are alkyl and Alkenyloligoglycoside and Fettchurepolyglykolester or Fettaminpolyglykolester having in each case 8 to 20, preferably 12 to 18 carbon atoms in the fatty alkyl, alkoxylated triglycamides, mixed ethers or Mischformyle, Alkyloligoglycoside, Alkenyloligoglycoside, fatty acid N-alkylglucamides, phosphine oxides, dialkyl sulfoxides and protein.
- Polyethylene, polypropylene and polybutylene oxide condensates of alkylphenols.
- These compounds include the condensation products of alkylphenols having a CQ to C 1-6 alkyl group, which may be either linear or branched, with alkene oxides. Preference is given to compounds having about 5 to 25 mol of alkene oxide per mole of alkylphenol.
- Commercially available surfactants of this type are, for example, the ® Arkopal N grades (Clariant). These surfactants are referred to as alkylphenol alkoxylates, for example alkylphenol ethoxylates.
- amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amide betaines, aminopropionates, aminoglycinates, or amphoteric imidazolinium compounds of the formula
- R 1 is CON (CH 2 ) n N + -CH 2 Z
- R 1 is C 8 -C 22 alkyl or alkenyl
- R 2 is hydrogen or CH 2 CO 2 M
- R 3 is CH 2 CH 2 OH or CH 2 CH 2 OCH 2 CH 2 CO 2 M
- R 4 is hydrogen, CH 2 CH 2 OH or CH 2 CH 2 COOM
- Z is CO 2 M or CH 2 CO 2 M
- n is 2 or 3, preferably 2
- M is hydrogen or a cation such as alkali metal, alkaline earth metal, ammonium or alkanolammonium.
- Preferred amphoteric surfactants of this formula are monocarboxylates and dicarboxylates. Examples of these are cocoamphocarboxypropionate,
- Cocoamidocarboxypropionic acid cocoamphocarboxyglycinate (also referred to as cocoamphodiacetate) and cocoamphoacetate.
- amphoteric surfactants are Alkyldimethylbetaine ( ® Genagen LAB / Clariant GmbH) and Alkyldipolyethoxybetaine having an alkyl radical having from about 8 to about 22 carbon atoms, which may be linear or branched, preferably having 8 to 18 carbon atoms and more preferably with about 12 to about 18 carbon atoms.
- Suitable cationic surfactants are substituted or unsubstituted straight-chain or branched quaternary ammonium salts of the type R 1 N (CH 3 ) 3 + X " , R 1 R 2 N (CH 3 ) 2 + X " , R 1 R 2 R 3 N (CHa) + X " or R 1 R 2 R 3 R 4 N + X " .
- the radicals R 1 , R 2 , R 3 and R 4 may preferably independently of one another unsubstituted alkyl having a chain length between 8 and 24 carbon atoms, in particular between 10 and 18 carbon atoms, hydroxyalkyl having from about 1 to about 4 C Atoms, phenyl, C 2 - to C-
- X is a suitable anion.
- surfactants may be included as further substances:
- compounds of the formula (1) are used for leather cleansing, it is also possible to add to the cleansing bath a means for refining the leather. These include leather oils, leather fats or Lederlicker, oil in water Emulsions. These are necessary in order to preserve the functional properties of the leather and to protect it from embrittlement.
- the cleaned leather articles, after cleaning, with O / W emulsions can be aftertreated. This can e.g. by
- the leather moistened with the emulsion is e.g. is dried with warm air in a tumbler. After evaporation of the water content, the oil in the leather remains and thus maintains its suppleness and ensures a soft grip.
- Post-treatment with an O / W emulsion is usually required despite the addition of refatting agents in the detergent bath.
- the leathers can also be treated with solvent-based impregnating agents. These impregnating agents may also contain compounds of the formula (1) as solvents.
- TEE tetraethoxyethane
- the peelability of vegetable oil stain of tanned, undyed goat suede was examined.
- the leather specimens were soiled with vegetable oil, which had been dyed with the fat-soluble dye Sudan red.
- the leather specimens were then washed in a Linitest laboratory washing machine with tetraethoxyethane and the reference solvents at room temperature. After washing, they were dried and the delta E values were not soiled to quantify the soil release leather certainly. The lower the color deviation delta E, the better the soiling was removed from the leather.
- the dirt reduction position in tetraethoxyethane was investigated and compared with that of PER and KWL.
- clean, tanned, undyed goat suede was washed in the solvents and added as a dirt ballast a dispersion of carbon black in olive oil to each solvent.
- the leather specimens were dried and the dirt deposited on them was quantified. This was done by determining the color shift delta E against clean unwashed fabric. The lower the delta E values, the lower the dirt accumulation that takes place in the respective solvent.
- Example 3 Stability of leather dyeings.
- the stability of leather dyeings ie the color retention, was examined with dyed leather.
- a dyed leather specimen was washed with tetraethoxyethane and compared with the reference solvents. After 10 minutes, the dyed leather specimens were removed, dried and the color shift delta E to the unwashed leather scholarlingen determined. The smaller the color shift delta E, the more gently the solvent in question cleans the dyed leather. Ideally, the dE values are zero.
- Table 3 Color retention of differently colored leather after washing with tetraethoxyethane compared to PER and KWL over 10 min.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/440,554 US20100040785A1 (en) | 2006-09-09 | 2007-09-04 | Method For Dry-Cleaning Leather |
JP2009527044A JP2010502850A (ja) | 2006-09-09 | 2007-09-04 | 皮革製品のドライクリーニング方法 |
CA002662792A CA2662792A1 (en) | 2006-09-09 | 2007-09-04 | Method for dry-cleaning leather |
EP07802102A EP2064353A1 (de) | 2006-09-09 | 2007-09-04 | Verfahren zur chemischen reinigung von leder |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102006042449.2 | 2006-09-09 | ||
DE102006042449A DE102006042449A1 (de) | 2006-09-09 | 2006-09-09 | Verfahren zur chemischen Reinigung von Leder |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2008028614A1 true WO2008028614A1 (de) | 2008-03-13 |
Family
ID=38754813
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2007/007687 WO2008028614A1 (de) | 2006-09-09 | 2007-09-04 | Verfahren zur chemischen reinigung von leder |
Country Status (9)
Country | Link |
---|---|
US (1) | US20100040785A1 (de) |
EP (1) | EP2064353A1 (de) |
JP (1) | JP2010502850A (de) |
KR (1) | KR20090081371A (de) |
CN (1) | CN101512019A (de) |
CA (1) | CA2662792A1 (de) |
DE (1) | DE102006042449A1 (de) |
RU (1) | RU2009113169A (de) |
WO (1) | WO2008028614A1 (de) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8801807B2 (en) | 2009-06-25 | 2014-08-12 | Chemische Fabrik Kreussler & Co., Gmbh | Use of diether compounds for chemically cleaning textile, leather, or fur goods |
CN104031772A (zh) * | 2014-06-17 | 2014-09-10 | 顾兴 | 皮革干洗剂 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108859557A (zh) * | 2017-05-10 | 2018-11-23 | 杨存 | 一种在皮革上作画的方法 |
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DD96085A1 (de) * | 1972-02-28 | 1973-03-12 | ||
US3836474A (en) * | 1970-10-01 | 1974-09-17 | Allied Chem | Novel non-flammable azeotrope solvent compositions |
DE2629537A1 (de) * | 1976-07-01 | 1978-01-05 | Boehme Chem Fab Kg | Verfahren zur verbesserung der gebrauchseigenschaften von pelzfellen und leder durch behandlung in organischen loesungsmitteln |
EP1184448A1 (de) * | 2000-08-30 | 2002-03-06 | Clariant GmbH | Wässrige Flüssigkeiten enthaltend ein Tensid und ein Acetal |
EP1460052A1 (de) * | 2003-03-21 | 2004-09-22 | Degussa AG | Verfahren zur kontinuierlichen Herstellung von Acetalen von alpha, beta-Dicarbonylverbindungen |
-
2006
- 2006-09-09 DE DE102006042449A patent/DE102006042449A1/de not_active Withdrawn
-
2007
- 2007-09-04 RU RU2009113169/21A patent/RU2009113169A/ru unknown
- 2007-09-04 KR KR1020097007344A patent/KR20090081371A/ko not_active Application Discontinuation
- 2007-09-04 CA CA002662792A patent/CA2662792A1/en not_active Abandoned
- 2007-09-04 CN CNA2007800334551A patent/CN101512019A/zh active Pending
- 2007-09-04 EP EP07802102A patent/EP2064353A1/de not_active Withdrawn
- 2007-09-04 WO PCT/EP2007/007687 patent/WO2008028614A1/de active Application Filing
- 2007-09-04 JP JP2009527044A patent/JP2010502850A/ja not_active Withdrawn
- 2007-09-04 US US12/440,554 patent/US20100040785A1/en not_active Abandoned
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3836474A (en) * | 1970-10-01 | 1974-09-17 | Allied Chem | Novel non-flammable azeotrope solvent compositions |
DD96085A1 (de) * | 1972-02-28 | 1973-03-12 | ||
DE2629537A1 (de) * | 1976-07-01 | 1978-01-05 | Boehme Chem Fab Kg | Verfahren zur verbesserung der gebrauchseigenschaften von pelzfellen und leder durch behandlung in organischen loesungsmitteln |
EP1184448A1 (de) * | 2000-08-30 | 2002-03-06 | Clariant GmbH | Wässrige Flüssigkeiten enthaltend ein Tensid und ein Acetal |
EP1460052A1 (de) * | 2003-03-21 | 2004-09-22 | Degussa AG | Verfahren zur kontinuierlichen Herstellung von Acetalen von alpha, beta-Dicarbonylverbindungen |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8801807B2 (en) | 2009-06-25 | 2014-08-12 | Chemische Fabrik Kreussler & Co., Gmbh | Use of diether compounds for chemically cleaning textile, leather, or fur goods |
CN104031772A (zh) * | 2014-06-17 | 2014-09-10 | 顾兴 | 皮革干洗剂 |
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DE102006042449A1 (de) | 2008-03-27 |
RU2009113169A (ru) | 2010-10-20 |
EP2064353A1 (de) | 2009-06-03 |
JP2010502850A (ja) | 2010-01-28 |
KR20090081371A (ko) | 2009-07-28 |
CN101512019A (zh) | 2009-08-19 |
CA2662792A1 (en) | 2008-03-13 |
US20100040785A1 (en) | 2010-02-18 |
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