CA2474357C - A method of dry cleaning articles using densified carbon dioxide - Google Patents

A method of dry cleaning articles using densified carbon dioxide Download PDF

Info

Publication number: CA2474357C
Authority: CA; Canada
Prior art keywords: dry cleaning; carbon dioxide; cleaning composition; unsubstituted; substituted
Prior art date: 2002-01-23
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 - Fee Related

Application number

CA2474357A

Other languages

English (en)

French (fr)

Other versions

CA2474357A1 (en

Inventor

Geert Feye Woerlee

Maaike Van Roosmalen

Alex Breijer

Jan Willem Van Ganswijk

Maarten Wichhart

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Feyecon Development and Implementation BV

Original Assignee

Feyecon Development and Implementation BV

Priority date (The priority date 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 date listed.)

2002-01-23

Filing date

2002-12-04

Publication date

2012-01-24

2002-12-04 Application filed by Feyecon Development and Implementation BV filed Critical Feyecon Development and Implementation BV

2003-07-31 Publication of CA2474357A1 publication Critical patent/CA2474357A1/en

2012-01-24 Application granted granted Critical

2012-01-24 Publication of CA2474357C publication Critical patent/CA2474357C/en

2022-12-04 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 114
238000005108 dry cleaning Methods 0.000 title claims abstract description 61
229910002092 carbon dioxide Inorganic materials 0.000 title claims abstract description 58
239000001569 carbon dioxide Substances 0.000 title claims abstract description 56
238000000034 method Methods 0.000 title claims abstract description 43
239000000203 mixture Substances 0.000 claims abstract description 64
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 24
239000007787 solid Substances 0.000 claims abstract description 15
125000000217 alkyl group Chemical group 0.000 claims abstract description 4
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
125000003118 aryl group Chemical group 0.000 claims description 4
125000000753 cycloalkyl group Chemical group 0.000 claims description 4
150000002009 diols Chemical class 0.000 claims description 4
150000002148 esters Chemical class 0.000 claims description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
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 description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
150000001298 alcohols Chemical class 0.000 claims description 3
239000011591 potassium Substances 0.000 claims description 3
229910052700 potassium Inorganic materials 0.000 claims description 3
239000011734 sodium Substances 0.000 claims description 3
229910052708 sodium Inorganic materials 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
229910004749 OS(O)2 Inorganic materials 0.000 claims description 2
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
239000001257 hydrogen Substances 0.000 claims description 2
229910052739 hydrogen Inorganic materials 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
238000004140 cleaning Methods 0.000 abstract description 55
239000004094 surface-active agent Substances 0.000 abstract description 26
239000002245 particle Substances 0.000 abstract description 22
150000001412 amines Chemical class 0.000 abstract description 7
229910019142 PO4 Inorganic materials 0.000 abstract description 3
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract description 3
150000007942 carboxylates Chemical group 0.000 abstract description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract description 3
239000010452 phosphate Substances 0.000 abstract description 3
229910021653 sulphate ion Inorganic materials 0.000 abstract description 3
239000007788 liquid Substances 0.000 description 27
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 22
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
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
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
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
102000002322 Egg Proteins Human genes 0.000 description 3
108010000912 Egg Proteins Proteins 0.000 description 3
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
235000013345 egg yolk Nutrition 0.000 description 3
210000002969 egg yolk Anatomy 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
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
150000003839 salts Chemical group 0.000 description 3
PDQICKRFOKDJCH-INIZCTEOSA-N (2s)-6-amino-2-(dodecanoylamino)hexanoic acid Chemical compound CCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCCCN PDQICKRFOKDJCH-INIZCTEOSA-N 0.000 description 2
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
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
150000001768 cations Chemical class 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
229910052760 oxygen Inorganic materials 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
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 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
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-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
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
239000004264 Petrolatum Substances 0.000 description 1
XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 1
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
206010034962 Photopsia Diseases 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
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
244000272739 Vitis cinerea Species 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 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
JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical group N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 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
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 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
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
XCIXKGXIYUWCLL-UHFFFAOYSA-N cyclopentanol Chemical compound OC1CCCC1 XCIXKGXIYUWCLL-UHFFFAOYSA-N 0.000 description 1
230000001419 dependent effect Effects 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
125000001183 hydrocarbyl group Chemical group 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 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
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
239000002367 phosphate rock Substances 0.000 description 1
229910000065 phosphene Inorganic materials 0.000 description 1
ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
125000005538 phosphinite group Chemical group 0.000 description 1
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
150000004714 phosphonium salts Chemical group 0.000 description 1
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 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
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
150000003242 quaternary ammonium salts Chemical group 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
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
150000003512 tertiary amines Chemical class 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
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 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

Landscapes

Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Detergent Compositions (AREA)
Carbon And Carbon Compounds (AREA)

CA2474357A 2002-01-23 2002-12-04 A method of dry cleaning articles using densified carbon dioxide Expired - Fee Related CA2474357C (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
EP0275265.5		2002-01-23
EP02075265		2002-01-23
PCT/NL2002/000788 WO2003062520A1 (en)	2002-01-23	2002-12-04	A method of dry cleaning articles using densified carbon dioxide

Publications (2)

Publication Number	Publication Date
CA2474357A1 CA2474357A1 (en)	2003-07-31
CA2474357C true CA2474357C (en)	2012-01-24

Family

ID=27589119

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA2474357A Expired - Fee Related CA2474357C (en)	2002-01-23	2002-12-04	A method of dry cleaning articles using densified carbon dioxide

Country Status (8)

Country	Link
US (1)	US20050120491A1 (de)
EP (1)	EP1468135B1 (de)
AT (1)	ATE374855T1 (de)
AU (1)	AU2002347669A1 (de)
CA (1)	CA2474357C (de)
DE (1)	DE60222808T2 (de)
ES (1)	ES2294183T3 (de)
WO (1)	WO2003062520A1 (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
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 (de)	2005-03-29	2008-09-03	Samsung Gwangju Electronics Co., Ltd.	Staubsammelvorrichtung mit mehreren Zyklonen
US9850421B2 (en)	2011-09-23	2017-12-26	Dow Global Technologies Llc	Use of carbon dioxide soluble nonionic surfactants for enhanced crude oil recovery

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
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
US6200352B1 (en) *	1997-08-27	2001-03-13	Micell Technologies, Inc.	Dry cleaning methods and compositions
US5858022A (en) *	1997-08-27	1999-01-12	Micell Technologies, Inc.	Dry cleaning methods and compositions

2002
- 2002-12-04 DE DE60222808T patent/DE60222808T2/de not_active Expired - Lifetime
- 2002-12-04 WO PCT/NL2002/000788 patent/WO2003062520A1/en not_active Ceased
- 2002-12-04 ES ES02783848T patent/ES2294183T3/es not_active Expired - Lifetime
- 2002-12-04 EP EP02783848A patent/EP1468135B1/de not_active Expired - Lifetime
- 2002-12-04 CA CA2474357A patent/CA2474357C/en not_active Expired - Fee Related
- 2002-12-04 AU AU2002347669A patent/AU2002347669A1/en not_active Abandoned
- 2002-12-04 US US10/502,504 patent/US20050120491A1/en not_active Abandoned
- 2002-12-04 AT AT02783848T patent/ATE374855T1/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
CA2474357A1 (en)	2003-07-31
ATE374855T1 (de)	2007-10-15
AU2002347669A1 (en)	2003-09-02
DE60222808T2 (de)	2008-07-10
EP1468135B1 (de)	2007-10-03
EP1468135A1 (de)	2004-10-20
US20050120491A1 (en)	2005-06-09
ES2294183T3 (es)	2008-04-01
WO2003062520A8 (en)	2006-07-06
WO2003062520A1 (en)	2003-07-31
DE60222808D1 (de)	2007-11-15
AU2002347669A8 (en)	2006-11-09

Legal Events

Date	Code	Title	Description
2007-11-05	EEER	Examination request
2017-01-16	MKLA	Lapsed	Effective date: 20161205

Publication	Publication Date	Title
DE60025588T2 (de)	2006-11-09	Verfahren zum chemischen Trockenreinigen
AU736088B2 (en)	2001-07-26	Dry cleaning methods and compositions
EP1084289B2 (de)	2005-05-25	Verfahren und lösungsmittel zum chemischen trockenreinigen
US6269507B1 (en)	2001-08-07	Detergent injection systems for carbon dioxide cleaning apparatus
ES2309074T3 (es)	2008-12-16	Renovacion domestica de articulos textiles en procedimientos de limpieza y tratamiento integrados.
KR102830141B1 (ko)	2025-07-08	클리닝 제품용 계면활성제
ES2262857T3 (es)	2006-12-01	Proceso de limpieza en seco.
US6491730B1 (en)	2002-12-10	Pre-treatment methods and compositions for carbon dioxide dry cleaning
CA3169737A1 (en)	2021-09-16	Surfactants for cleaning products
US6280481B1 (en)	2001-08-28	Sizing methods and compositions for carbon dioxide dry cleaning
CA2474357C (en)	2012-01-24	A method of dry cleaning articles using densified carbon dioxide
AU2001260290A1 (en)	2002-02-21	Process for cleaning fabrics
EP1283921A1 (de)	2003-02-19	Verfahren zur reinigung von geweben
US20040148708A1 (en)	2004-08-05	Methods and compositions for cleaning articles
US20090031504A1 (en)	2009-02-05	Method for Chemically Cleaning Textile Material
McCall et al.	1998	Solvent and Ultrasonic Alternatives to Perchloroethylene Drycleaning of Textiles.