EP1468135B1 - Procede de nettoyage a sec d'articles a l'aide de dioxyde de carbone densifie - Google Patents
Procede de nettoyage a sec d'articles a l'aide de dioxyde de carbone densifie Download PDFInfo
- Publication number
- EP1468135B1 EP1468135B1 EP02783848A EP02783848A EP1468135B1 EP 1468135 B1 EP1468135 B1 EP 1468135B1 EP 02783848 A EP02783848 A EP 02783848A EP 02783848 A EP02783848 A EP 02783848A EP 1468135 B1 EP1468135 B1 EP 1468135B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- dry cleaning
- cleaning composition
- carbon dioxide
- unsubstituted
- substituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 110
- 238000005108 dry cleaning Methods 0.000 title claims abstract description 60
- 229910002092 carbon dioxide Inorganic materials 0.000 title claims abstract description 56
- 239000001569 carbon dioxide Substances 0.000 title claims abstract description 54
- 238000000034 method Methods 0.000 title claims abstract description 38
- 239000000203 mixture Substances 0.000 claims abstract description 63
- 239000012530 fluid Substances 0.000 claims abstract description 44
- 239000004744 fabric Substances 0.000 claims abstract description 42
- 239000002563 ionic surfactant Substances 0.000 claims abstract description 18
- 239000007787 solid Substances 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 31
- 239000006184 cosolvent Substances 0.000 claims description 10
- -1 polydimethylsiloxanes Polymers 0.000 claims description 6
- 150000002170 ethers Chemical class 0.000 claims description 5
- 150000002009 diols Chemical class 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 2
- 150000002596 lactones Chemical class 0.000 claims description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 2
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- 229910004749 OS(O)2 Inorganic materials 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 238000004140 cleaning Methods 0.000 description 53
- 239000007788 liquid Substances 0.000 description 27
- 239000004094 surface-active agent Substances 0.000 description 23
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 22
- 239000002245 particle Substances 0.000 description 21
- 239000011521 glass Substances 0.000 description 12
- 229960004592 isopropanol Drugs 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- 229920000728 polyester Polymers 0.000 description 9
- 239000002689 soil Substances 0.000 description 9
- 229920000742 Cotton Polymers 0.000 description 8
- 210000002268 wool Anatomy 0.000 description 7
- 150000001412 amines Chemical class 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 210000002374 sebum Anatomy 0.000 description 5
- 235000015112 vegetable and seed oil Nutrition 0.000 description 5
- 239000008158 vegetable oil Substances 0.000 description 5
- 102000002322 Egg Proteins Human genes 0.000 description 4
- 108010000912 Egg Proteins Proteins 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- 235000013345 egg yolk Nutrition 0.000 description 4
- 210000002969 egg yolk Anatomy 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- 241000640882 Condea Species 0.000 description 2
- 101000666896 Homo sapiens V-type immunoglobulin domain-containing suppressor of T-cell activation Proteins 0.000 description 2
- 239000004472 Lysine Substances 0.000 description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 244000269722 Thea sinensis Species 0.000 description 2
- 102100038282 V-type immunoglobulin domain-containing suppressor of T-cell activation Human genes 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229930002875 chlorophyll Natural products 0.000 description 2
- 235000019804 chlorophyll Nutrition 0.000 description 2
- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 description 2
- 235000019674 grape juice Nutrition 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229940035437 1,3-propanediol Drugs 0.000 description 1
- LAVARTIQQDZFNT-UHFFFAOYSA-N 1-(1-methoxypropan-2-yloxy)propan-2-yl acetate Chemical compound COCC(C)OCC(C)OC(C)=O LAVARTIQQDZFNT-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical class CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- CUDYYMUUJHLCGZ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propan-1-ol Chemical compound COC(C)COC(C)CO CUDYYMUUJHLCGZ-UHFFFAOYSA-N 0.000 description 1
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- BFSUQRCCKXZXEX-UHFFFAOYSA-N 2-methoxypropan-2-ol Chemical compound COC(C)(C)O BFSUQRCCKXZXEX-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 229910018503 SF6 Inorganic materials 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 244000272739 Vitis cinerea Species 0.000 description 1
- ZFJFYUXFKXTXGT-UHFFFAOYSA-N [dimethyl(methylsilyloxy)silyl]oxy-[dimethyl(trimethylsilyloxy)silyl]oxy-dimethylsilane Chemical compound C[SiH2]O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C ZFJFYUXFKXTXGT-UHFFFAOYSA-N 0.000 description 1
- YFCGDEUVHLPRCZ-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C YFCGDEUVHLPRCZ-UHFFFAOYSA-N 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000007942 carboxylates Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- AFYPFACVUDMOHA-UHFFFAOYSA-N chlorotrifluoromethane Chemical compound FC(F)(F)Cl AFYPFACVUDMOHA-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- XCIXKGXIYUWCLL-UHFFFAOYSA-N cyclopentanol Chemical compound OC1CCCC1 XCIXKGXIYUWCLL-UHFFFAOYSA-N 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 230000001236 detergent effect Effects 0.000 description 1
- QLVWOKQMDLQXNN-UHFFFAOYSA-N dibutyl carbonate Chemical compound CCCCOC(=O)OCCCC QLVWOKQMDLQXNN-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- LAWOZCWGWDVVSG-UHFFFAOYSA-N dioctylamine Chemical compound CCCCCCCCNCCCCCCCC LAWOZCWGWDVVSG-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- MXHTZQSKTCCMFG-UHFFFAOYSA-N n,n-dibenzyl-1-phenylmethanamine Chemical compound C=1C=CC=CC=1CN(CC=1C=CC=CC=1)CC1=CC=CC=C1 MXHTZQSKTCCMFG-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 239000001272 nitrous oxide Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- QYSGYZVSCZSLHT-UHFFFAOYSA-N octafluoropropane Chemical compound FC(F)(F)C(F)(F)C(F)(F)F QYSGYZVSCZSLHT-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000005693 optoelectronics Effects 0.000 description 1
- DQGSJTVMODPFBK-UHFFFAOYSA-N oxacyclotridecan-2-one Chemical compound O=C1CCCCCCCCCCCO1 DQGSJTVMODPFBK-UHFFFAOYSA-N 0.000 description 1
- 229960004065 perflutren Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000010399 physical interaction Effects 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- SFZCNBIFKDRMGX-UHFFFAOYSA-N sulfur hexafluoride Chemical compound FS(F)(F)(F)(F)F SFZCNBIFKDRMGX-UHFFFAOYSA-N 0.000 description 1
- 229960000909 sulfur hexafluoride Drugs 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- DYHSDKLCOJIUFX-UHFFFAOYSA-N tert-butoxycarbonyl anhydride Chemical compound CC(C)(C)OC(=O)OC(=O)OC(C)(C)C DYHSDKLCOJIUFX-UHFFFAOYSA-N 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
Definitions
- the present invention provides a method for the removal of stains from articles, especially fabric, using densified carbon dioxide. More particularly the invention is concerned with a method of dry cleaning an article comprising the successive steps of contacting the article with a fluid dry cleaning composition containing densified carbon dioxide at a temperature between -20 and 60°C and a pressure between 1 and 100 MPa, so as to allow stains to dissolve and/or to disperse into the fluid dry cleaning composition, and separating the article and the fluid dry cleaning composition, wherein the fluid dry cleaning composition contains a surfactant.
- Densified, particularly supercritical fluid, carbon dioxide has been suggested as an alternative to halocarbon solvents used in conventional dry cleaning.
- Densified carbon dioxide provides a nontoxic, inexpensive, recyclable and environmentally acceptable solvent to remove soils in the dry cleaning process.
- the supercritical carbon dioxide has been shown to be effective in removing nonpolar stains such as motor oil, when combined with a viscous cleaning solvent, particularly mineral oil or petrolatum as described in U.S. 5,279,615
- the solvent power of densified carbon dioxide is low relative to ordinary liquid solvents and the carbon dioxide solvent alone is less effective on hydrophilic stains such as grape juice, coffee and tea and on compound hydrophobic stains such as lipstick and candle wax, unless surfactants and solvent modifiers are added.
- a cleaning system combining particular anionic or nonionic surface active agents with supercritical fluid carbon dioxide is described in DE-A 39 04 514 .
- anionic and nonionic agents such as alkylenebenzene sulfates and sulfonates, ethoxylated alkylene phenols and ethoxylated fatty alcohols, were particularly effective when combined with a relatively large amount of water (greater than or equal to 4%).
- US 5,676,705 describes a method of dry cleaning fabrics comprising contacting stained fabric with a dry cleaning system comprising densified carbon dioxide and 0.001 % to 10% by weight of a surfactant compound which is soluble in the densified carbon dioxide.
- a dry cleaning system comprising densified carbon dioxide and 0.001 % to 10% by weight of a surfactant compound which is soluble in the densified carbon dioxide.
- the examples of the US-patent disclose methods wherein the surfactants are deemed to be fully dissolved during the actual dry cleaning operation. Furthermore these surfactants are liquid under the cleaning conditions employed in these methods.
- US 5,858,022 relates to a method for dry cleaning articles in carbon dioxide, comprising: contacting an article to be cleaned with a liquid dry cleaning composition comprising a mixture of carbon dioxide, water, surfactant and an organic co-solvent; and then separating the article from the liquid dry cleaning composition.
- a liquid dry cleaning composition comprising a mixture of carbon dioxide, water, surfactant and an organic co-solvent.
- the methods described in the examples utilise a cleaning composition in which the surfactants are fully dissolved during the cleaning operation.
- US 6,200,352 describes a method of dry cleaning articles such as fabrics and clothing with the help of a liquid dry cleaning composition that comprises a mixture of carbon dioxide, a surfactant and an organic co-solvent.
- the preferred surfactant is one that does not contain a CO 2 -philic group.
- the dry cleaning systems using densified carbon dioxide known in the art suffer from the drawback that, although they may effectively be used to remove certain types of stains, they are incapable of effectively removing all sorts of stains including nonpolar stains (e.g. those made by a nonpolar organic component such as mineral oil, vegetable oil, sebum etc.), polar stains (e.g. grape juice, coffee and tea stains), compound hydrophobic stains (e.g. stains from lipstick and candle wax) as well as particulate soils (e.g. soils containing insoluble solid components such as silicates, carbon black etc.).
- nonpolar stains e.g. those made by a nonpolar organic component such as mineral oil, vegetable oil, sebum etc.
- polar stains e.g. grape juice, coffee and tea stains
- compound hydrophobic stains e.g. stains from lipstick and candle wax
- particulate soils e.g. soils containing insoluble solid components such as silicates, carbon black etc.
- the present invention provides an improved dry cleaning method that utilises densified carbon dioxide and a special surfactant which method offers the advantage that it can be used to effectively remove all sorts of stains from articles such as fabrics.
- an ionic surfactant e.g. a surfactant that contains a lipophilic alkyl residue and an amine, sulphate, phosphate and/or carboxylate residue in accordance with claim 1 produces exceptionally good cleaning results if said surfactant is employed in an amount that exceeds its maximum solubility in the densified carbon dioxide composition under the conditions employed during the cleaning operation and provided said surfactant is present during the cleaning operation in the form of undissolved solid particles. It was unexpectedly found that the resulting presence of undissolved ionic surfactant particles makes it possible to effectively remove all sorts of stains, ie. polar, nonpolar, compound stains and in particular particulate soils.
- the exceptionally good results obtained with the present method are partly due to the ability of the ionic surfactant particles to manifest and retain an electrostatic surface charge during the washing operation, allowing these particles to capture and bind soil particles until the resulting aggregates are removed from the cleaned article together with the densified carbon dioxide composition.
- the presence of a significant amount of undissolved ionic surfactant particles reinforces the detergent effect of the densified carbon dioxide and the dissolved ionic surfactant.
- the present invention relates a method of dry cleaning an article comprising the successive steps of:
- ionic surfactant refers to surfactants that are either positively charged (cationic surfactants), negatively charged (anionic surfactants) or zwitterions at the conditions applied in step a) and in accordance with the formula in claim 1.
- cleaning refers to any removal of soil, dirt, grime, or other unwanted material, whether partial or complete.
- the present method may be used to clean nonpolar stains, polar stains, compound hydrophobic stains and particulate soils.
- articles that can suitably be cleaned by the method of the invention include fabrics such as woven and non-woven fabrics formed from materials such as cotton, wool, silk, leather, rayon, polyester, acetate, fiberglass, furs, etc. These fabrics may have been formed into items such as clothing, work gloves, rags, leather goods (e.g. handbags and brief cases), etc.
- the present method may also be used to clean non-fabric articles such as semiconductors, micro electromechanical devices, opto electronics, fiber optics and machined or fabricated metal parts.
- the undissolved surfactant is present in a solid form, especially in the form of solid particles.
- the present method also encompasses the use of surfactants which are liquid at room temperature and atmospheric pressure, but which surfactants form solid particles prior to and/or during step a), e.g. as a result of a chemical or physical interaction with other components present in the cleaning composition.
- surfactants which are liquid at room temperature and atmospheric pressure, but which surfactants form solid particles prior to and/or during step a), e.g. as a result of a chemical or physical interaction with other components present in the cleaning composition.
- liquid amine surfactants may suitably be employed in the present process as they form solid particles during the cleaning operation, probably as a result of the reaction with carbon dioxide, resulting in the formation of a solid carbamate.
- reaction products that will precipitate as solid particles include:
- step a) In order to provide sufficient time to allow stains to dissolve and/or to disperse into the dry cleaning fluid it is preferred that the duration of step a) exceeds 1 minute, more preferably 2 minutes, and most preferably 5 minutes.
- R 1 is a substituted or unsubstituted, linear or branched, optionally heterogeneous C 3 -C 22 alkyl, preferably C 8 -C 22 alkyl or are a substituted or unsubstituted, linear or branched, optionally heterogeneous C 3 -C 22 alkenyl, preferably C 8 -C 22 alkenyl.
- R 1 is an unsubstituted, linear or branched C 3 -C 22 alkyl, preferably C 8 -C 22 alkyl or are an unsubstituted, linear or branched C 3 -C 22 alkenyl, preferably C 8 -C 22 alkenyl.
- R 2 or R 2 . represents R a (X) it is preferred that the X-radical is substituted to the terminal carbon atom, i.e. the carbon atom farthest from Y or Z.
- R 2 or R 2 . represents R a (X) 2 it is preferred that both X-radicals are substituted to the terminal carbon atom.
- one X represents NH 2 or NH 3 + and the other X represents COOM 1 or COO - .
- R a is a substituted or unsubstituted, linear or branched, optionally heterogeneous C 3 -C 22 alkyl, preferably C 8 -C 22 alkyl or are a substituted or unsubstituted, linear or branched, optionally heterogeneous C 3 -C 22 alkenyl, preferably C 8 -C 22 alkenyl.
- R a is an unsubstituted, linear or branched C 3 -C 22 alkyl, preferably C 8 -C 22 alkyl or are an unsubstituted, linear or branched C 3 -C 22 alkenyl, preferably C 8 -C 22 alkenyl.
- the liquid dry-cleaning compositions useful for carrying out the present invention typically include some water.
- the source of the water is not critical in all applications.
- the water may be added to the dry cleaning composition before the articles to be cleaned are deposited therein, it may be added during the cleaning operation or it can be water carried by or previously added to the garments, etc.
- better particulate cleaning may be obtained in the absence of water added to the dry-cleaning composition.
- the presence of a certain amount of water in a fabric will result in a certain swelling of the fabric which is believed to make the fabric more easily accessible for the dry cleaning composition.
- the improved accessibility facilitates the removal of stains (particularly oil and fat stains) that have penetrated into the interior of the fabric.
- the fluid dry cleaning composition contains less than 10 wt.% water. More preferably the composition contains less than 6 wt.% water. Even more preferably the water content of the dry cleaning composition is between 0.0001 and 5 wt.%, most preferably the water content is in the range of 0.03-5 wt.%.
- the water content relates to the total water content of the composition, i.e. water that may originate from different sources (e.g. the article) as described above.
- one or more co-solvents are employed in the fluid dry cleaning mixture.
- co-solvents include aliphatic and aromatic hydrocarbons, and esters and ethers thereof, particularly mono and di-esters and ethers (e.g., EXXON ISOPAR L, ISOPAR M, ISOPAR V, EXXON EXXSOL, EXXON DF 2000, CONDEA VISTA LPA-170N, CONDEA VISTA LPA-210, cyclohexanone, and dimethyl succinate), alkyl and dialkyl carbonates (e.g., dimethyl carbonate, dibutyl carbonate, di-t-butyl dicarbonate, ethylene carbonate, and propylene carbonate), alkylene and polyalkylene glycols, and ethers and esters thereof (e.g., ethylene glycol-n-butyl ether, diethylene glycol-n-butyl ethers, propy
- co-solvents include C 1 -C 6 alcohols (e.g., methanol, ethanol, isopropanol, n-propanol), C 1 -C 6 diols, methane, ethane, propane, butane, n-pentane, n-hexane, cyclohexane, n-heptane, ethylene, propylene, benzene, toluene, p-xylene, sulfur dioxide, chlorotrifluoromethane, trichlorofluoromethane, perfluoropropane, chlorodifluoromethane, sulfur hexafluoride and nitrous oxide.
- the preferred co-solvent is a C 1 -C 6 alcohol or diol. More preferably the co-solvent is a C 1 -C 5 alcohol. Most preferably the co-solvent is a C 2 -C 4 alcohol.
- the aforementioned co-solvents are advantageously employed in an amount of at least 0.1 % by weight of the dry cleaning composition, more preferably in an amount of 0.1-10 % by weight.
- the present method is suitably carried out at around room temperature.
- the method comprises contacting the article with the fluid dry cleaning composition at a temperature between 0 and 30°C.
- step a) comprises contacting the article with the fluid dry cleaning composition at a pressure between 2 and 25 MPa.
- the article to be cleaned and the fluid dry cleaning composition are combined in a closed drum.
- the liquid dry cleaning composition is preferably provided in an amount so that the closed drum contains both a liquid phase and a vapour phase (that is, so that the drum is not completely filled with the article and the liquid composition).
- the article is then agitated in the drum, preferably so that the article contacts both the liquid dry cleaning composition and the vapour phase, with the agitation carried out for a time sufficient to clean the article.
- the cleaned article may subsequently be removed from the drum.
- the article may optionally be rinsed (for example, by removing the composition from the drum, adding a rinse solution such as liquid carbon dioxide (with or without additional ingredients such as water, co-solvent, etc.) to the drum, agitating the article in the rinse solution, removing the rinse solution, and repeating as desired), after the agitating step and before it is removed from the drum.
- a rinse solution such as liquid carbon dioxide (with or without additional ingredients such as water, co-solvent, etc.)
- the dry cleaning, compositions and the rinse solutions may be removed by any suitable means, including both draining, and venting.
- the present method comprises a rinsing step wherein the original dry cleaning composition is replaced by a composition containing densified carbon dioxide, and optionally other components, but no undissolved ionic surfactant.
- the latter composition may be used advantageously to remove any remaining undissolved surfactant.
- the rinsing operation with densified carbon dioxide may suitably be repeated several times.
- the densified carbon dioxide used in the rinsing operation contains a co-solvent as defined herein before and/or water, as such a co-solvent may facilitate the dissolving of the undissolved ionic surfactant and the water may enhance the removal of non-particulate soils.
- any suitable cleaning, apparatus may be employed, including both horizontal drum and vertical drum apparatus.
- the agitating step is carried out by simply rotating the drum.
- the drum is a vertical drum it typically has an agitator positioned therein, and the agitating step is carried out by moving, (e.g., rotating, or oscillating) the agitator within the drum.
- a vapour phase may be provided by imparting sufficient shear forces within the drum to produce cavitation in the liquid dry-cleaning composition.
- agitation may be imparted by means of jet agitation as described in U.S. Pat. No. 5,467,492 to Chao et al.
- the fluid dry cleaning, composition is preferably an ambient temperature composition, and the agitating step is preferably carried out at ambient temperature, without the need for associating a heating, element with the cleaning apparatus.
- the experiment is carried out in a vessel of 25 litres with a rotating drum of 10 litres.
- the vessel has two viewing glasses to monitor the behaviour of the fluid.
- the rotating drum is alternately rotated clockwise for 30 seconds and counter clockwise for 30 seconds both at a speed of 75 cycles per minute.
- the dry-cleaning fluid is circulated over the vessel using a centrifugal pump.
- the piping from the vessel towards the pump contains a filter, while the piping from the pump towards the vessel contains a heat exchanger to control the temperature of the whole system.
- the equipment contains a mass flow meter, a temperature indicator and a pressure indicator.
- test fabrics were attached to an additional load of 400 grams of white cotton fabrics.
- the stained test fabrics were analysed before and after the cleaning cycle to determine the coloration change of the fabrics.
- the values were expressed in Lab values.
- the cleaning is started by filling the vessel at ambient conditions with the additional load and the attached stained test fabrics. Subsequently a cleaning fluid comprising of 250 grams of iso-propanol, 25 grams water and 39 grams of dissolved dodecylamine, was added to the fabric load.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 48 bars and a temperature of 12 °C. Through the viewing glasses it was observed that a large amount of small particles is formed. The particles were collected and analysed. It was found that the material in the particles displayed a melting point that was about 20°C higher than the melting point of dodecylamine.
- the rotating drum was started and the fabric is cleaned for 30 minutes. After the cleaning the vessel was rinsed with 12 kg of fresh carbon dioxide from the storage vessel for 10 minutes, while keeping the system at 48 bars. Subsequently the vessel was depressurised after which it was opened, the cleaned fabrics were taken out and the colour differences were measured. The CPI lab values obtained are shown in the table below.
- Example 1 was repeated except that the cleaning fluid was composed of 250 grams iso-propanol, 25 grams water and 40 grams of dioctylamine.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 48 bars and a temperature of 12 °C. Through the viewing glass it was observed that a large amount of small particles was formed. After the cleaning, the vessel was rinsed and depressurised as described in example 1. The CPI lab values found for each of the test fabrics are shown in the table below.
- Example 1 was repeated except that this time 50 grams of solid sodium stearate and 25 grams of water were put in the cleaning vessel.
- the vessel was closed and pressurised with 4 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 46 bars and a temperature of 10 °C. Through the viewing glass it was observed that a large amount of sodium stearate did not dissolve in the carbon dioxide.
- the vessel was rinsed and depressurised as described in example 1.
- the CPI lab values found for each of the test fabrics are shown in the table below.
- Example 1 was repeated except that this time 10 grams of solid sodium dodecyl sulfate and 25 grams of water were put in the cleaning vessel.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 46 bars and a temperature of 11 °C. Through the viewing glass it was observed that a large amount of sodium dodecyl sulfate did not dissolve in the carbon dioxide.
- the vessel was rinsed and depressurised as described in example 1.
- the CPI lab values found for each of the test fabrics are shown in the table below.
- Example 5 (reference example, not according to the invention)
- Example 1 was repeated except that the cleaning fluid was composed of 250 grams of iso-propanol, 25 grams water and 1 gram of tribenzylamine.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 45 bars and a temperature of 10 °C. Through the viewing glass it was observed that a large amount of small particles was formed.
- the vessel was rinsed and depressurised as described in example 1.
- the CPI lab values found for each of the test fabrics are shown in the table below.
- Example 1 was repeated except that the cleaning fluid was composed of 255 grams of iso-propanol, 25 grams water and 1 gram of octadecylamine.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 48 bars and a temperature of 12 °C. Through the viewing glass it was observed that small particles were formed.
- the vessel was rinsed and depressurised as described in example 1.
- the CPI lab values found for each of the test fabrics are shown in the table below.
- Example 6 was repeated except that the cleaning fluid was composed of 251 grams of iso-propanol, 25 grams water and 5 grams of octadecylamine.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 46 bars and a temperature of 11 °C. Through the viewing glass it was observed that small particles were formed. After the cleaning, the vessel was rinsed and depressurised as described in example 1. The CPI lab values found for each of the test fabrics are shown in the table below.
- Example 6 was repeated except that the cleaning fluid was composed of 250 grams of iso-propanol, 25 grams water and 10 grams of octadecylamine.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 48 bars and a temperature of 12 °C. Through the viewing glass it was observed that a substantial amount of small particles was formed.
- the vessel was rinsed and depressurised as described in example 1.
- the CPI lab values found for each of the test fabrics are shown in the table below.
- Example 6 was repeated except that the cleaning fluid was composed of 250 grams of iso-propanol, 30 grams water and 40 grams of octadecylamine.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 46 bars and a temperature of 11 °C. Through the viewing glass it was observed that a large amount of small particles was formed.
- the vessel was rinsed and depressurised as described in example 1.
- the CPI lab values found for each of the test fabrics are shown in the table below.
- Example 1 was repeated except that the cleaning fluid was composed of 250 grams of iso-propanol and 10 grams ofN-Lauroyl-L-lysine.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 57 bars and a temperature of 20 °C. Through the viewing glass it was observed that a large amount of small particles was formed.
- the vessel was rinsed and depressurised as described in Example 1.
- the CPI lab values found for each of the test fabrics are shown in the table below.
- Example 1 was repeated except that the cleaning fluid was composed of 250 grams of iso-propanol and 5 grams ofN-Lauroyl-L-lysine.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 52 bars and a temperature of 16 °C. Through the viewing glass it was observed that a large amount of small particles was formed.
- the vessel was rinsed with pure carbon dioxide and depressurised as described in Example 1.
- a rinsing fluid comprising of 250 grams of iso-propanol and 25 grams water was added to the fabric load.
- the vessel was closed and pressurised with 6 kg of liquid carbon dioxide from a storage tank. The rotating drum was started and the fabric was rinsed for 30 minutes. After this rinsing step, the vessel was rinsed again with pure carbon dioxide and depressurised as described in Example 1.
- Example 1 was repeated except that no cleaning liquid was put in the vessel.
- the vessel was closed and pressured with 12 kg of liquid carbon dioxide from a storage tank. The system reached a pressure of 45 bars and a temperature of 10 °C. After the cleaning, the vessel was rinsed and depressurised as described in example 1.
- the CPI lab values found for each of the test fabrics are shown in the table below.
- the above results show that the addition of an ionic surfactant dramatically improves the cleaning performance.
- the examples 1, 2, 3, 4, 9,10 and 11 illustrate that the benefits of the present invention may be obtained with different types of ionic surfactants, even though the improved cleaning performance may manifest itself in different ways.
- the results also shown that the amines are particularly effective.
- the examples 6, 7, 8 and 9 show that an increase of the concentration of the surfactant increases the cleaning performance of the washing cycle. This is a surprising finding since the applied amount of dissolved surfactant is the same in all these samples. All examples show that especially the removal of particulate soils is improved dramatically.
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Claims (10)
- Procédé pour le nettoyage à sec d'un article, en particulier d'un tissu, comprenant les étapes de :a) mettre en contact l'article avec une composition fluidique de nettoyage à sec contenant du dioxyde de carbone densifié à une température comprise entre -20° et 60°C et à une pression comprise entre 1 et 100 MPa, de façon à permettre aux taches de se dissoudre et/ou de se disperser dans la composition fluidique de nettoyage à sec etb) séparer l'article de la composition fluidique de nettoyage à sec ;dans lequel la composition fluidique de nettoyage à sec comprend un tensioactif ionique en concentration comprise entre 0,01 et 15 % en poids de dioxyde de carbone et dans lequel pendant l'étape a) au moins 10%, de préférence 30%, de ce tensioactif ionique est présent sous une forme solide non dissoute; ce tensioactif ionique étant représenté par la formule R1X, XR1X ou R2YR2', dans laquelle :R1 est un alkyle C1-C22 substitué ou non substitué, linéaire ou ramifié, optionnellement hétérogène ; un cycloalkyle C3-C16 substitué ou non substitué, éventuellement hétérogène ; un alcényle C1-C22 substitué ou non substitué, linéaire ou ramifié, éventuellement hétérogène ; ou un aryle substitué ou non substitué, éventuellement hétérogène ;R2 et R2' étant de façon indépendante R1,X,RaX Ou Ra(X)2.Ra étant un alkyle C1-C22 substitué ou non substitué, linéaire ou ramifié, éventuellement hétérogène ; un cycloalkyle C3-C16, substitué ou non substitué, éventuellement hétérogène ; un alcényl C1-C22 substitué ou non substitué, linéaire ou ramifié, éventuellement hétérogène ; ou un aryle substitué ou non substitué, éventuellement hétérogène ;
et dans laquelleX est NH2, NH3 +, COOM1, COO-, OP (O) (OM1) (OM2) OS (O)2(OM1) ;Y est NH ; etM1 et M2 représentant de façon indépendante le sodium, le potassium, l'ammonium ou l'hydrogène. - Procédé selon la revendication 1, dans lequel la durée de l'étape a) dépasse une minute, de préférence deux minutes.
- Procédé selon la revendication 1 ou 2 dans lequel le procédé comporte une étape de rinçage dans laquelle la composition fluidique de nettoyage à sec est remplacée par une composition de rinçage contenant du dioxyde de carbone densifié, mais pas de tensioactif ionique non dissous.
- Procédé selon la revendication 3 dans lequel la composition de rinçage contient un co-solvant et/ou de l'eau
- Procédé selon la revendication 1 dans lequel X est NH2 et/ou COOM1 et Y est NH.
- Procédé selon la revendication 1 dans lequel R1 et Ra indépendamment l'un de l'autre sont un alkyle C3-C22, substitué ou non substitué, linéaire ou ramifié, éventuellement hétérogène ou sont un alcényl C3-C22, substitué ou non substitué, linéaire ou ramifié, éventuellement hétérogène.
- Procédé selon l'une quelconque des revendications 1 à 6 dans lequel la composition fluidique de nettoyage à sec contient entre 0,0001 et 5% d'eau en poids.
- Procédé selon l'une quelconque des revendications 1 à 7 dans lequel la composition fluidique de nettoyage à sec contient un co-solvant choisi dans le groupe des hydrocarbures aliphatiques et aromatiques, de leurs esters et éthers, des carbonates d'alkyle et de dialkyle, des glycols d'alkylène et de polyalkylène, de leurs esters et éthers, des lactones, des alcools et diols, des polydiméthylsiloxanes, et de leurs combinaisons.
- Procédé selon l'une quelconques des revendications 1 à 8 dans lequel l'étape a) comprend la mise en contact de l'article avec la composition fluidique de nettoyage à sec à une température comprise entre 0 et 30°C.
- Procédé selon l'une quelconque des revendications 1 à 9 dans lequel l'étape a) comprend la mise en contact de l'article avec la composition fluidique de nettoyage à sec à une pression comprise entre 2 et 25 Mpa.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP02783848A EP1468135B1 (fr) | 2002-01-23 | 2002-12-04 | Procede de nettoyage a sec d'articles a l'aide de dioxyde de carbone densifie |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP02075265 | 2002-01-23 | ||
EP00275265 | 2002-01-23 | ||
PCT/NL2002/000788 WO2003062520A1 (fr) | 2002-01-23 | 2002-12-04 | Procede de nettoyage a sec d'articles a l'aide de dioxyde de carbone densifie |
EP02783848A EP1468135B1 (fr) | 2002-01-23 | 2002-12-04 | Procede de nettoyage a sec d'articles a l'aide de dioxyde de carbone densifie |
Publications (2)
Publication Number | Publication Date |
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EP1468135A1 EP1468135A1 (fr) | 2004-10-20 |
EP1468135B1 true EP1468135B1 (fr) | 2007-10-03 |
Family
ID=27589119
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP02783848A Expired - Lifetime EP1468135B1 (fr) | 2002-01-23 | 2002-12-04 | Procede de nettoyage a sec d'articles a l'aide de dioxyde de carbone densifie |
Country Status (8)
Country | Link |
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US (1) | US20050120491A1 (fr) |
EP (1) | EP1468135B1 (fr) |
AT (1) | ATE374855T1 (fr) |
AU (1) | AU2002347669A1 (fr) |
CA (1) | CA2474357C (fr) |
DE (1) | DE60222808T2 (fr) |
ES (1) | ES2294183T3 (fr) |
WO (1) | WO2003062520A1 (fr) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2006169442A (ja) * | 2004-12-17 | 2006-06-29 | Tokuyama Corp | 洗浄剤 |
NL1028037C2 (nl) * | 2005-01-14 | 2006-07-17 | Stork Prints Bv | Inrichting voor het stuksgewijs of partij-gewijs onder hoge druk behandelen van stukken van een substraat met een superkritisch of nabij-kritisch behandelingsmedium. |
EP1707097B1 (fr) | 2005-03-29 | 2008-09-03 | Samsung Gwangju Electronics Co., Ltd. | Collecteur de poussière à cyclones multiples |
CA2849276A1 (fr) | 2011-09-23 | 2013-03-28 | Dow Global Technologies Llc | Utilisation de tensioactifs non ioniques solubles dans le dioxyde de carbone pour une meilleure recuperation du petrole brut |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
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US5279615A (en) * | 1991-06-14 | 1994-01-18 | The Clorox Company | Method and composition using densified carbon dioxide and cleaning adjunct to clean fabrics |
US5467492A (en) * | 1994-04-29 | 1995-11-21 | Hughes Aircraft Company | Dry-cleaning of garments using liquid carbon dioxide under agitation as cleaning medium |
US5676705A (en) * | 1995-03-06 | 1997-10-14 | Lever Brothers Company, Division Of Conopco, Inc. | Method of dry cleaning fabrics using densified carbon dioxide |
US5858022A (en) * | 1997-08-27 | 1999-01-12 | Micell Technologies, Inc. | Dry cleaning methods and compositions |
US6200352B1 (en) * | 1997-08-27 | 2001-03-13 | Micell Technologies, Inc. | Dry cleaning methods and compositions |
-
2002
- 2002-12-04 EP EP02783848A patent/EP1468135B1/fr not_active Expired - Lifetime
- 2002-12-04 US US10/502,504 patent/US20050120491A1/en not_active Abandoned
- 2002-12-04 ES ES02783848T patent/ES2294183T3/es not_active Expired - Lifetime
- 2002-12-04 WO PCT/NL2002/000788 patent/WO2003062520A1/fr active IP Right Grant
- 2002-12-04 CA CA2474357A patent/CA2474357C/fr not_active Expired - Fee Related
- 2002-12-04 AU AU2002347669A patent/AU2002347669A1/en not_active Abandoned
- 2002-12-04 DE DE60222808T patent/DE60222808T2/de not_active Expired - Lifetime
- 2002-12-04 AT AT02783848T patent/ATE374855T1/de not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
ES2294183T3 (es) | 2008-04-01 |
EP1468135A1 (fr) | 2004-10-20 |
CA2474357C (fr) | 2012-01-24 |
WO2003062520A8 (fr) | 2006-07-06 |
DE60222808D1 (de) | 2007-11-15 |
AU2002347669A8 (en) | 2006-11-09 |
ATE374855T1 (de) | 2007-10-15 |
DE60222808T2 (de) | 2008-07-10 |
CA2474357A1 (fr) | 2003-07-31 |
US20050120491A1 (en) | 2005-06-09 |
WO2003062520A1 (fr) | 2003-07-31 |
AU2002347669A1 (en) | 2003-09-02 |
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