EP2446008B1 - Utilisation du diether pendant le nettoyage a sec de matiere textiles, maroquinerie et des fourrures - Google Patents
Utilisation du diether pendant le nettoyage a sec de matiere textiles, maroquinerie et des fourrures Download PDFInfo
- 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
- Authority
- EP
- European Patent Office
- Prior art keywords
- cleaning
- solvent
- cleaning agent
- set forth
- iso
- 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.)
- Active
Links
- 239000004753 textile Substances 0.000 title claims description 44
- 239000010985 leather Substances 0.000 title claims description 30
- 150000001875 compounds Chemical class 0.000 title claims description 11
- 238000005108 dry cleaning Methods 0.000 title description 20
- 239000002904 solvent Substances 0.000 claims description 81
- 238000004140 cleaning Methods 0.000 claims description 60
- -1 iso-octyl Chemical group 0.000 claims description 51
- 239000012459 cleaning agent Substances 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 27
- 239000000126 substance Substances 0.000 claims description 22
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 150000001728 carbonyl compounds Chemical class 0.000 claims description 9
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
- 239000002736 nonionic surfactant Substances 0.000 claims description 7
- 238000009835 boiling Methods 0.000 claims description 6
- 239000003093 cationic surfactant Substances 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 239000002280 amphoteric surfactant Substances 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 4
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 claims description 4
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 4
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 239000006096 absorbing agent Substances 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- 238000005260 corrosion Methods 0.000 claims description 2
- 230000007797 corrosion Effects 0.000 claims description 2
- 239000002781 deodorant agent Substances 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 239000002421 finishing Substances 0.000 claims description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 230000003641 microbiacidal effect Effects 0.000 claims description 2
- 229940124561 microbicide Drugs 0.000 claims description 2
- 229920005989 resin Polymers 0.000 claims description 2
- 239000011347 resin Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 description 24
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 18
- 229950011008 tetrachloroethylene Drugs 0.000 description 18
- 230000008569 process Effects 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 238000004821 distillation Methods 0.000 description 10
- 239000003623 enhancer Substances 0.000 description 9
- 239000011538 cleaning material Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 239000003599 detergent Substances 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 230000002110 toxicologic effect Effects 0.000 description 3
- 231100000723 toxicological property Toxicity 0.000 description 3
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000003868 ammonium compounds Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000383 hazardous chemical Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 2
- 229920001522 polyglycol ester Polymers 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 150000003462 sulfoxides Chemical class 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- RPIZWEMWMLPQQA-UHFFFAOYSA-N 1-(diaminomethylideneamino)-2-phenylguanidine Chemical compound NC(N)=NNC(N)=NC1=CC=CC=C1 RPIZWEMWMLPQQA-UHFFFAOYSA-N 0.000 description 1
- RRBZUCWNYQUCTR-UHFFFAOYSA-N 2-(aminoazaniumyl)acetate Chemical class NNCC(O)=O RRBZUCWNYQUCTR-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N Alanine Chemical class CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 229920002101 Chitin Polymers 0.000 description 1
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 1
- 239000004278 EU approved seasoning Substances 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 210000000085 cashmere Anatomy 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000011194 food seasoning agent Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003673 groundwater Substances 0.000 description 1
- 150000005826 halohydrocarbons Chemical class 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical class C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002921 oxetanes Chemical class 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
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
-
- 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
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/12—Soft surfaces, e.g. textile
-
- 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.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Textile Engineering (AREA)
- Detergent Compositions (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (8)
- Utilisation d'un solvant ayant la formule générale (I)- x = 1,- R1 et R3 sont H, et- R2 et R4 sont chacun indépendamment de l'autre choisis parmi un groupe, substitué ou non substitué, n-butyle, isobutyle, butyle secondaire, butyle tertiaire, n-pentyle, isopentyle, néopentyle, cyclopentyle, n-hexyle, isohexyle, cyclohexyle, octyle, iso-octyle, 2-éthylhexyle,en tant qu'agent nettoyant dans un procédé pour le nettoyage chimique mécanisé d'articles textiles, en cuir ou en fourrure dans une machine de nettoyage, la machine de nettoyage étant un système fermé, dans lequel le solvant est recyclé, l'article à nettoyer étant, dans le procédé, mis en contact avec l'agent nettoyant.
- Utilisation selon la revendication 1, caractérisée en ce que les radicaux R2, R4 substitués, dans le cas où ils sont présents, sont substitués par un ou plusieurs des radicaux - Cl, -Br, -I, -NO2, -NR2, -COOR, -C(O)R, -CONHR, -CONR2.
- Utilisation selon l'une des revendications 1 à 3, caractérisée en ce que le solvant présente un point d'éclair > 55°C ou ≥ 62°C et présente sous 1013 mbar un point d'ébullition < 215°C.
- Utilisation selon l'une des revendications 1 à 4, caractérisée en ce que l'agent nettoyant comprend aussi une portion d'un renforçateur de nettoyage, ou en ce que, pendant le procédé, un renforçateur de nettoyage est ajouté à l'agent nettoyant, ou en ce que, pendant le procédé, l'article à nettoyer est aussi mis en contact avec un renforçateur de nettoyage.
- Utilisation selon l'une des revendications 1 à 5, caractérisée en ce que l'agent nettoyant contient en outre une substance convenant à des nettoyants chimiques, pour capter des donneurs de protons hydrogène, des protons hydrogène libres et/ou des composés carbonyle libres.
- Utilisation d'un solvant ayant la formule générale (I) ou la formule spéciale (III) et présentant les caractéristiques selon l'une des revendications 1 à 4 pour la fabrication d'un agent nettoyant destiné au nettoyage chimique de textiles, d'articles en cuir et en fourrure, caractérisée en ce que l'agent nettoyant est constitué d'une portion du solvant ayant la formule générale (I) ou la formule spéciale (III) et une portion d'un renforçateur de nettoyage, qui est choisi parmi les tensioactifs anioniques, les tensioactifs cationiques, les tensioactifs non-ioniques et les tensioactifs amphotères, et/ou d'une portion d'une substance convenant pour des nettoyants chimiques, pour capter des donneurs de protons hydrogène, des protons hydrogène libres et/ou des composés carbonyle libres.
- Utilisation selon la revendication 7, caractérisée en ce que l'agent nettoyant contient une portion de microbicides, de conservateurs, d'agents améliorant le toucher, d'apprêts, de substances parfumantes, d'agents absorbant les odeurs, de composants antistatiques, de tiers-solvants, d'inhibiteurs de corrosion, de désodorisants, d'émulsifiants, d'agents de finissage, de résines fluorocarbonées ou de combinaisons de ceux-ci.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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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 |
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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 (fr) | 2009-06-25 | 2010-06-14 | Utilisation de composés diéther pour le nettoyage chimique darticles en tissu, en cuir ou en fourrure |
Publications (2)
Publication Number | Publication Date |
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EP2446008A1 EP2446008A1 (fr) | 2012-05-02 |
EP2446008B1 true EP2446008B1 (fr) | 2016-03-02 |
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EP10724084.8A Active EP2446008B1 (fr) | 2009-06-25 | 2010-06-14 | Utilisation du diether pendant le nettoyage a sec de matiere textiles, maroquinerie et des fourrures |
Country Status (17)
Country | Link |
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US (1) | US8801807B2 (fr) |
EP (1) | EP2446008B1 (fr) |
JP (1) | JP5785161B2 (fr) |
KR (1) | KR101433159B1 (fr) |
CN (1) | CN102803457B (fr) |
AU (1) | AU2010264903B2 (fr) |
BR (1) | BRPI1010652B1 (fr) |
CA (1) | CA2763392C (fr) |
DE (1) | DE102009027206A1 (fr) |
DK (1) | DK2446008T3 (fr) |
ES (1) | ES2564985T3 (fr) |
HK (1) | HK1178197A1 (fr) |
MX (1) | MX337428B (fr) |
NZ (1) | NZ597194A (fr) |
PL (1) | PL2446008T3 (fr) |
RU (1) | RU2543715C2 (fr) |
WO (1) | WO2010149521A1 (fr) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2012000848A2 (fr) * | 2010-06-29 | 2012-01-05 | Chemische Fabrik Kreussler & Co. Gmbh | Procédé de nettoyage industriel de pièces métalliques, de pièces moulées en matière plastique ou de composants électroniques |
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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- 2010-06-14 JP JP2012516635A patent/JP5785161B2/ja active Active
- 2010-06-14 ES ES10724084.8T patent/ES2564985T3/es active Active
- 2010-06-14 NZ NZ597194A patent/NZ597194A/xx unknown
- 2010-06-14 KR KR1020127001336A patent/KR101433159B1/ko active IP Right Grant
- 2010-06-14 RU RU2012102302/04A patent/RU2543715C2/ru active
- 2010-06-14 BR BRPI1010652-9A patent/BRPI1010652B1/pt active IP Right Grant
- 2010-06-14 EP EP10724084.8A patent/EP2446008B1/fr active Active
- 2010-06-14 CA CA2763392A patent/CA2763392C/fr active Active
- 2010-06-14 PL PL10724084T patent/PL2446008T3/pl unknown
- 2010-06-14 DK DK10724084.8T patent/DK2446008T3/en active
- 2010-06-14 AU AU2010264903A patent/AU2010264903B2/en active Active
- 2010-06-14 US US13/123,606 patent/US8801807B2/en active Active
- 2010-06-14 WO PCT/EP2010/058318 patent/WO2010149521A1/fr active Application Filing
- 2010-06-14 CN CN201080028764.1A patent/CN102803457B/zh not_active Expired - Fee Related
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Also Published As
Publication number | Publication date |
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WO2010149521A1 (fr) | 2010-12-29 |
AU2010264903A1 (en) | 2012-01-12 |
BRPI1010652A2 (pt) | 2016-03-15 |
CN102803457B (zh) | 2015-11-25 |
DE102009027206A1 (de) | 2010-12-30 |
ES2564985T3 (es) | 2016-03-30 |
RU2543715C2 (ru) | 2015-03-10 |
RU2012102302A (ru) | 2013-08-27 |
JP2012530856A (ja) | 2012-12-06 |
KR101433159B1 (ko) | 2014-08-22 |
PL2446008T3 (pl) | 2016-07-29 |
MX2011012947A (es) | 2012-04-02 |
AU2010264903B2 (en) | 2013-01-10 |
CA2763392C (fr) | 2015-02-24 |
DK2446008T3 (en) | 2016-04-11 |
US8801807B2 (en) | 2014-08-12 |
NZ597194A (en) | 2013-07-26 |
JP5785161B2 (ja) | 2015-09-24 |
HK1178197A1 (zh) | 2013-09-06 |
CA2763392A1 (fr) | 2010-12-29 |
MX337428B (es) | 2016-03-04 |
BRPI1010652B1 (pt) | 2019-06-25 |
US20120084928A1 (en) | 2012-04-12 |
KR20120065992A (ko) | 2012-06-21 |
CN102803457A (zh) | 2012-11-28 |
EP2446008A1 (fr) | 2012-05-02 |
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