EP2446008B1 - Verwendung von dietherverbindungen bei der chemischen reinigung von textil-, leder- oder pelzwaren - Google Patents

Verwendung von dietherverbindungen bei der chemischen reinigung von textil-, leder- oder pelzwaren Download PDF

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Publication number
EP2446008B1
EP2446008B1 EP10724084.8A EP10724084A EP2446008B1 EP 2446008 B1 EP2446008 B1 EP 2446008B1 EP 10724084 A EP10724084 A EP 10724084A EP 2446008 B1 EP2446008 B1 EP 2446008B1
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EP
European Patent Office
Prior art keywords
cleaning
solvent
cleaning agent
set forth
iso
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Application number
EP10724084.8A
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German (de)
English (en)
French (fr)
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EP2446008A1 (de
Inventor
Manfred Seiter
Cord Meyer
Helmut Eigen
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Chemische Fabrik Kreussler and Co GmbH
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Chemische Fabrik Kreussler and Co GmbH
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Application filed by Chemische Fabrik Kreussler and Co GmbH filed Critical Chemische Fabrik Kreussler and Co GmbH
Priority to PL10724084T priority Critical patent/PL2446008T3/pl
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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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
    • 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
    • C11D3/43—Solvents
    • 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0031—Carpet, upholstery, fur or leather cleansers
    • 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
    • C11D3/2068—Ethers
    • 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
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50—Solvents
    • C11D7/5004—Organic solvents
    • C11D7/5022—Organic solvents containing oxygen
    • 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
    • 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
    • D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
    • C11D2111/12—
    • 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
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/26—Organic compounds containing oxygen
    • C11D7/263—Ethers

Definitions

  • the present invention relates to the use of a solvent having certain properties and features in a process for the dry cleaning of textile, leather or fur products, in which bringing the product to be cleaned with a cleaning agent in contact, wherein the cleaning agent comprises the solvent. Moreover, the present invention also relates to the production of a cleaning agent for the dry cleaning of textiles, leather and fur products, wherein the cleaning agent has a proportion of the solvent with the specific properties and characteristics.
  • apolar solvents e.g. aromatic hydrocarbons, light gasoline, Stoddard Solvent and White Spirit
  • halohydrocarbons e.g. Chlorinated hydrocarbons (CHC) and chlorofluorocarbons (CFC) are used.
  • CHC Chlorinated hydrocarbons
  • CFC chlorofluorocarbons
  • halogen-free solvents such as isoparaffins (KWL) and cyclosiloxane D5 (decamethylcyclopentasiloxane) have again become established in textile cleaning. These solvents have to be used in installations where the preparation of the solvent is over
  • perchlorethylene tetrachloroethene
  • Perchlorethylene is incombustible, has a boiling point of 121 ° C and can be distilled in the cleaning machines at atmospheric pressure.
  • Perchlorethylene is a solvent with excellent dissolving power against a wide variety of soiling and a large part of the upper coat rack can be cleaned according to the international care label of textiles in perchlorethylene.
  • perchlorethylene A disadvantage of the use of perchlorethylene is the risk of groundwater and soil contamination. According to the Hazardous Substances Ordinance, perchlorethylene is classified as hazardous to health with risk phrase R40 and is therefore suspected of causing cancer. Therefore, in some EU Member States, perchlorethylene cleaning machines should not be operated in supermarkets selling food. Due to the danger that perchlorethylene vapors penetrate the masonry, provision must also be made for emission reduction. Some states of the USA, such as California, has banned perchlorethylene as a solvent in textile cleaning from 2020.
  • Halogenated solvents have the already mentioned disadvantages for humans and the environment. Although solvents such as HCL, cyclosiloxane or liquid carbon dioxide, which are considered as further alternatives, have a more favorable hazard classification compared to perchlorethylene, they have specific disadvantages in terms of cleaning performance in practice, especially in the case of heavily soiled textiles and, above all, soiling by pigments and salts , which can only be compensated by increased efforts in the Detachur.
  • US 5 269 958 A describes an aerosol spray composition for localized stain removal wherein the composition is sprayed onto the fabric to be cleaned and then vacuumed or brushed.
  • the composition contains various liquid and solid components.
  • As a solid component the composition contains a particulate absorber material intended to pick up the soil.
  • the liquid ingredients are composed of dimethyl ether, water, alcohol, ketone, alkyl glycol, alkyl glycol ethers and dimethoxymethane.
  • EP 0 743 360 describes emulsions with a water content of> 50%, which are used in carpet cleaning.
  • the object of the present invention is to provide a solvent which is substantially equivalent or even better in terms of its cleaning properties compared to perchlorethylene or the other solvents commonly used in the dry-cleaning of textile, leather or fur products.
  • this solvent should have ecologically and toxicologically more favorable properties compared to perchlorethylene or the other commonly used in the dry cleaning of textile, leather or fur products solvents, so that the use, storage and transport of this solvent or a solvent containing this liquid detergent safer or with less cost and / or energy consumption is possible.
  • Solvents of the formula (I) are formally diethers and are accessible by the usual synthesis routes leading to the ether function, eg. By Wiliamson ether synthesis, reaction of oxiranes, oxetanes, tetrahydrofurans, and higher analogs with alcohols.
  • a carbonyl compound such as, e.g. As an aldehyde or ketone with 2 moles of alcohol per carbonyl group.
  • this reversible reaction is catalysed acid.
  • the alcohol is usually used in excess and the resulting water is removed from the reaction mixture.
  • the compounds of the formula (I) also meet the typical requirements for a solvent to be used in the cleaning of textile, leather and fur products.
  • the solvent according to formula (I) has good dissolving properties for oily and greasy soils, e.g. Oils, fats, waxes, fatty acids, on. It also dissolves pigments and salts well from the textile fiber and stabilizes the detached pigments and salts in the solvent liquor.
  • the solvent according to formula (I) are easily distillable without thermal decomposition of the solvent.
  • the solvent according to formula (I) is immiscible with water and therefore, if necessary, is quite easily (e.g., in a water separator) separable from a water phase.
  • the solvent according to formula (I) has a favorable drying behavior and is substantially odorless.
  • the solvent according to formula (I) does not lead to color losses and does not adversely affect the dimensional stability of textiles. It is also important that adhesives used in textile finishing are not dissolved by the solvent according to formula (I).
  • this solvent can completely or at least partially replace perchlorethylene, hydrocarbons (HCL), cyclosiloxane D5 or other solvents used for chemical cleaning.
  • the goods to be cleaned include, inter alia, textile, leather and fur articles of any kind, such as items of clothing Textile, leather and / or fur, professional and protective clothing of any kind with textile and / or leather content, but also curtains, carpets and decorative materials with textile, leather and / or fur.
  • dry cleaning is to be understood in the context of the present invention broadly and includes also the pretreatment (detachment) of textiles, leather and fur products in connection with the dry cleaning of these goods.
  • the contacting of the goods to be cleaned with the cleaning agent in a dry cleaning machine is therefore carried out using the solvent according to formula (I) by machine in cleaning machines.
  • cleaning machines are usually closed systems in which the solvent is recycled either by distillation, absorption or by a combination of both treatment processes.
  • Modern machines work with the "Dry to Dry” technology, in which the material to be cleaned is loaded dry and, after the end of the process, is discharged again in a dry state.
  • the solvent-water mixture condensed on a solvent cooler can be separated again into organic phase and water phase in a water separator in this process. Subsequently, the solvent can then run over an overflow of the water separator in the clean tank, while the water can be removed as contaminated water contact the system and can be cleaned to comply with the Einleitgrenziere accordingly.
  • the cleaning processes can be both one-bath and saubadig (pre- and main cleaning bath) or, as for example in the case of work wear, also carried Mobadig.
  • the solvent used in the invention can be brought into contact with the cleaning material in the first or in a subsequent to the first bath with the formula (I).
  • the other bath or baths may contain one or more other solvents for the dry cleaning of textile, leather or fur products.
  • the solvent used according to the invention can be brought into contact with the cleaning material in more than one or in all baths with the formula (I).
  • the solvent of the formula (I) is sprayed on the items to be cleaned once or several times in special cleaning systems.
  • This process may additionally comprise process steps in which the cleaning product is immersed in one or more cleaning baths with the solvent of the formula (I) as described in the preceding paragraph.
  • the method may also include process steps in which the items to be cleaned are also brought into contact with another solvent for the dry cleaning of textile, leather or fur products, whether by spraying or immersion in a cleaning bath.
  • the cleaning material in the same machine in which it was also dipped or spray dried (“dry to dry” technique), so that the cleaning material is loaded dry and unloaded after the process is dried again ,
  • the cleaning material can also be sprayed with an impregnating agent or immersed in an impregnating agent after the end of the cleaning process and before drying.
  • R 2 and R 4 are independently an n-butyl, iso-butyl, secondary butyl, tertiary butyl, n-pentyl, iso-pentyl , Neopentyl, cyclopentyl, n-hexyl, iso-hexyl, cyclohexyl, octyl, iso-octyl, 2-ethylhexyl.
  • the substituent (s) may be selected from the group consisting of -Cl, -Br, -I, -NO 2 , -NR 2 , -COOR, -C (O) R, -CONHR, -CONR 2 .
  • the solvent in this specific embodiment is a compound having the specific formula (III) with the chemical name Methylenglykoldibutylether.
  • the solvent having the specific formula (III) is also an example of an embodiment of the solvent of the general formula (I) according to the invention which does not mix with water or absorbs less than 2% by volume of water.
  • the solvents of the formula (I) according to the invention are the safer, the higher their flash point. In one embodiment of the invention, therefore, a solvent of formula (I) is used which has a flash point> 55 ° C (PMCC). For reasons of transport law, a specific embodiment of the solvent of formula (I) has a flash point of ⁇ 62 ° C (PMCC).
  • the treatment of the cleaning agent or the solvent is carried out by distillation.
  • this distillation is carried out under reduced pressure (Vacuum distillation).
  • Some embodiments of the solvent according to the invention having the formula (I) have a boiling point ⁇ 215 ° C. at 1013 mbar. This has the advantage that the energy consumption during the preparation of the solvent by distillation is lower.
  • the cleaning agent also comprises a portion of a cleaning amplifier (or cleaning activator).
  • a cleaning booster is added to the cleaning agent during the process.
  • the article to be cleaned is otherwise contacted separately with a cleaning booster during the process.
  • Cleaning enhancers are surfactant formulations to improve the cleaning effect. Other tasks of a cleaning enhancer include emulsifying water to improve wet soil removal, and dispersing pigments and salts in the solvent to improve their release from the fabric and prevent their redeposition. Some cleaning agents stabilize dissolved fine pigments in the cleaning solution and thus protect the items to be cleaned from graying. Cleaning enhancers may also be anti-corrosive additives or non-ionic or cationic surfactants for handle improvement with "easy finish" properties or finishes. Some cleaning agents provide sanitary effects in the textile care, others reduce or avoid the static charge of the items to be cleaned during the drying phase, causing e.g. in wool linting is significantly reduced.
  • the cleaning agent comprises a proportion of cleaning enhancers which are anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants, microbicides, preservatives, handle improvers, seasonings, fragrances, preservatives, odor absorbers, solubilizers, corrosion inhibitors, deodorants, emulsifiers, Finishing agents, antistatic components, fluorocarbon resins or combinations thereof.
  • cleaning enhancers are anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants, microbicides, preservatives, handle improvers, seasonings, fragrances, preservatives, odor absorbers, solubilizers, corrosion inhibitors, deodorants, emulsifiers, Finishing agents, antistatic components, fluorocarbon resins or combinations thereof.
  • Suitable anionic surfactants include the sulfates, sulfonates, carboxylates, phosphates, such as alkyl ester sulfonates, alkyl sulfates, alkyl ether sulfates, alkylbenzenesulfonates, alkanesulfonates and fatty acids which are suitable as cleaning agents for the dry cleaning of textile, leather and fur products with cations which may, for example, be selected from alkali metals or alkaline earth metals, for example lithium, sodium, potassium, or ammonium or ammonium compounds, such as, for example, monoethanolamine, diethanolamine and triethanolamine.
  • Suitable nonionic surfactants include the condensation products of aliphatic alcohols with alkylene oxide, for example ethylene oxide or propylene oxide known to the person skilled in the art as cleaning enhancers for the dry-cleaning of textile, leather and fur products, wherein the alkyl chain of the aliphatic alcohols is linear or branched, saturated or may be unsaturated, condensation products of ethylene oxide having a hydrophobic base formed by condensation of propylene oxide with propylene glycol, and condensation products of ethylene oxide with a reaction product of propylene oxide and ethylenediamine.
  • alkylene oxide for example ethylene oxide or propylene oxide known to the person skilled in the art as cleaning enhancers for the dry-cleaning of textile, leather and fur products, wherein the alkyl chain of the aliphatic alcohols is linear or branched, saturated or may be unsaturated
  • condensation products of ethylene oxide having a hydrophobic base formed by condensation of propylene oxide with propylene glycol and condensation products of ethylene oxide with
  • nonionic surfactants include water-soluble amine oxides, water-soluble phosphine oxides and water-soluble sulfoxides having a C 10 to C 18 alkyl radical.
  • Other nonionic surfactants known to the person skilled in the art as cleaning enhancers for the dry-cleaning of textile, leather and fur products are alkyl and alkenyl oligoglycosides and fatty acid polyglycol esters or fatty amine polyglycol esters having a C 8 - to C 20 -fatty alkyl radical, alkoxylated triglycamides, fatty acid N-alkylglucamides, Phosphine oxides, dialkyl sulfoxides, mixed ethers or Mischformyle and protein hydrolysates and polyethylene, polypropylene and polybutylene oxide condensates of alkylphenols.
  • amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidbetaines, alkyldimethylbetaines, alkyldipolyethoxybetaines, aminopropionates, aminoglycinates and amphoteric imidazolinium compounds, which are known to the skilled person as cleaning enhancers for the dry-cleaning of textile, leather and fur products.
  • cleaning enhancers for the dry cleaning of textiles, leather and furs cationic surfactants include substituted or unsubstituted, straight or branched chain, quaternary ammonium salts of the type R 1 N (CH 3) 3 + X -, R 1 R 2 N (CH 3 ) 3 + X - , R 1 R 2 R 3 N (CH 3 ) + X - or R 1 R 2 R 3 R 4 N + X - , wherein R 1 , R 2 , R 3 and R 4 a alkyl, hydroxyalkyl, phenyl, alkenyl, can be aralkyl radical, X - is the skilled person is known to be suitable anion.
  • the cleaning agent also comprises a proportion of a substance suitable for chemical cleaning agents for trapping hydrogen proton donors, free hydrogen protons and / or free carbonyl compounds.
  • the detergent can be stabilized by the addition of suitable basic compounds, that any existing proton donors are trapped in a neutralization reaction and can not contribute to a proton-catalyzed decomposition of the solvent.
  • the aforesaid chemicals suitable for chemical cleaning agents for trapping hydrogen proton donors, free hydrogen protons and / or free carbonyl compounds may be selected therefrom without limitation to alkali metal carbonates, such as Sodium or potassium carbonate, and compounds bearing one or more free amino groups, such as chitin, urea, aminoguanidine, phenylbiguanidine, (polymeric) aminophenols, and ion exchangers bearing amino groups.
  • the compounds bearing one or more free amino groups are capable of binding carbonyl compounds to form Schiff bases (azomethines). At the same time, these amino compounds react as bases and react with proton donors in a neutralization reaction to form ammonium compounds. This pH stabilization prevents or at least significantly restricts any acid-catalyzed hydrolysis reactions which lead to decomposition of the solvent.
  • the substances suitable for chemical cleaning agents for trapping hydrogen proton donors, free hydrogen protons and / or free carbonyl compounds are preferably higher boiling than the other substances of the cleaning agent and temperature stable, so that they remain in the distillation of the chemical cleaning agent in the distillation still and not with the cleaning material in combination come. If the compounds are not soluble in the cleaning agent, they may alternatively be added to the cleaning agent stored in a storage tank, so that they do not come into contact with the cleaning material in this case either.
  • the trapping reaction of protons and carbonyl compounds takes place here in a heterogeneous reaction and is also conceivable in non-distilling purification processes.
EP10724084.8A 2009-06-25 2010-06-14 Verwendung von dietherverbindungen bei der chemischen reinigung von textil-, leder- oder pelzwaren Active EP2446008B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL10724084T PL2446008T3 (pl) 2009-06-25 2010-06-14 Zastosowanie związków dwueteru do chemicznego czyszczenia wyrobów tekstylnych, skórzanych lub futrzanych

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102009027206A DE102009027206A1 (de) 2009-06-25 2009-06-25 Verwendung von Dietherverbindungen bei der chemischen Reinigung von Textil-, Leder- oder Pelzwaren
PCT/EP2010/058318 WO2010149521A1 (de) 2009-06-25 2010-06-14 Verwendung von dietherverbindungen bei der chemischen reinigung von textil-, leder- oder pelzwaren

Publications (2)

Publication Number Publication Date
EP2446008A1 EP2446008A1 (de) 2012-05-02
EP2446008B1 true EP2446008B1 (de) 2016-03-02

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EP10724084.8A Active EP2446008B1 (de) 2009-06-25 2010-06-14 Verwendung von dietherverbindungen bei der chemischen reinigung von textil-, leder- oder pelzwaren

Country Status (17)

Country Link
US (1) US8801807B2 (ru)
EP (1) EP2446008B1 (ru)
JP (1) JP5785161B2 (ru)
KR (1) KR101433159B1 (ru)
CN (1) CN102803457B (ru)
AU (1) AU2010264903B2 (ru)
BR (1) BRPI1010652B1 (ru)
CA (1) CA2763392C (ru)
DE (1) DE102009027206A1 (ru)
DK (1) DK2446008T3 (ru)
ES (1) ES2564985T3 (ru)
HK (1) HK1178197A1 (ru)
MX (1) MX337428B (ru)
NZ (1) NZ597194A (ru)
PL (1) PL2446008T3 (ru)
RU (1) RU2543715C2 (ru)
WO (1) WO2010149521A1 (ru)

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WO2012000848A2 (de) * 2010-06-29 2012-01-05 Chemische Fabrik Kreussler & Co. Gmbh Verfahren zur industriellen reinigung von metallteilen, formteilen aus kunststoff oder elektrobauteilen
FR2997702B1 (fr) 2012-11-06 2014-12-19 Arcane Ind Composition et procede de nettoyage a sec d'articles textiles
KR101519737B1 (ko) 2013-11-21 2015-05-12 현대자동차주식회사 인조가죽의 냄새 제거 방법 및 이에 의해 제조된 인조가죽
CN104975304A (zh) * 2014-04-09 2015-10-14 许军 高分子环保清洗剂及制备方法
JP6249431B1 (ja) * 2017-05-31 2017-12-20 株式会社Ｓｓｋプロテクト 革製品用洗浄剤
CN111518626A (zh) * 2020-04-17 2020-08-11 周萍 一种基于5g移动洗衣站无水洗衣溶剂

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US8801807B2 (en) 2014-08-12
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