EP1079018A1 - Procede de decoloration de textiles teints - Google Patents
Procede de decoloration de textiles teints Download PDFInfo
- Publication number
- EP1079018A1 EP1079018A1 EP00117363A EP00117363A EP1079018A1 EP 1079018 A1 EP1079018 A1 EP 1079018A1 EP 00117363 A EP00117363 A EP 00117363A EP 00117363 A EP00117363 A EP 00117363A EP 1079018 A1 EP1079018 A1 EP 1079018A1
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- EP
- European Patent Office
- Prior art keywords
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- compounds
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- process according
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- 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.)
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- 239000004753 textile Substances 0.000 title claims abstract description 26
- 238000000034 method Methods 0.000 title claims description 46
- 230000008569 process Effects 0.000 title claims description 34
- 238000005282 brightening Methods 0.000 title description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000000984 vat dye Substances 0.000 claims abstract description 17
- 239000000988 sulfur dye Substances 0.000 claims abstract description 15
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
- 229910052751 metal Inorganic materials 0.000 claims abstract description 4
- 239000002184 metal Substances 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims description 23
- 239000000975 dye Substances 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 19
- 238000004061 bleaching Methods 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 12
- 239000004744 fabric Substances 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 238000005530 etching Methods 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 230000007935 neutral effect Effects 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 150000007513 acids Chemical class 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- 239000011593 sulfur Substances 0.000 claims description 7
- 230000002378 acidificating effect Effects 0.000 claims description 5
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 230000014759 maintenance of location Effects 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000004094 surface-active agent Substances 0.000 claims description 5
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005642 Oleic acid Substances 0.000 claims description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 4
- 238000004042 decolorization Methods 0.000 claims description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 2
- 238000004040 coloring Methods 0.000 abstract description 4
- 239000000835 fiber Substances 0.000 description 11
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 10
- 229940097275 indigo Drugs 0.000 description 10
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 10
- 239000004575 stone Substances 0.000 description 10
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000004043 dyeing Methods 0.000 description 8
- 235000019239 indanthrene blue RS Nutrition 0.000 description 8
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 8
- 239000003638 chemical reducing agent Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 230000001590 oxidative effect Effects 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 5
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 5
- 230000006378 damage Effects 0.000 description 5
- 239000008103 glucose Substances 0.000 description 5
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 5
- 239000002609 medium Substances 0.000 description 5
- 230000002829 reductive effect Effects 0.000 description 5
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 4
- 239000008262 pumice Substances 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229920003043 Cellulose fiber Polymers 0.000 description 3
- 239000007844 bleaching agent Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- DOUHZFSGSXMPIE-UHFFFAOYSA-N hydroxidooxidosulfur(.) Chemical compound [O]SO DOUHZFSGSXMPIE-UHFFFAOYSA-N 0.000 description 3
- RYYXDZDBXNUPOG-UHFFFAOYSA-N 4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;dihydrochloride Chemical compound Cl.Cl.C1C(N)CCC2=C1SC(N)=N2 RYYXDZDBXNUPOG-UHFFFAOYSA-N 0.000 description 2
- 102000005575 Cellulases Human genes 0.000 description 2
- 108010084185 Cellulases Proteins 0.000 description 2
- 240000007817 Olea europaea Species 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
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- 150000001299 aldehydes Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 238000012549 training Methods 0.000 description 2
- HUGACAUYNJDGTB-ISLYRVAYSA-N (2e)-5-chloro-2-(5-chloro-7-methyl-3-oxo-1-benzothiophen-2-ylidene)-7-methyl-1-benzothiophen-3-one Chemical compound S1C=2C(C)=CC(Cl)=CC=2C(=O)\C1=C(C1=O)/SC2=C1C=C(Cl)C=C2C HUGACAUYNJDGTB-ISLYRVAYSA-N 0.000 description 1
- PGYZAKRTYUHXRA-UHFFFAOYSA-N 2,10-dinitro-12h-[1,4]benzothiazino[3,2-b]phenothiazin-3-one Chemical compound S1C2=CC(=O)C([N+]([O-])=O)=CC2=NC2=C1C=C1SC3=CC=C([N+](=O)[O-])C=C3NC1=C2 PGYZAKRTYUHXRA-UHFFFAOYSA-N 0.000 description 1
- ZLHGTHCCYUEAIK-UHFFFAOYSA-N 5,7-dibromo-2-(5,7-dibromo-3-hydroxy-1H-indol-2-yl)indol-3-one Chemical compound [O-]c1c([nH]c2c(Br)cc(Br)cc12)C1=[NH+]c2c(cc(Br)cc2Br)C1=O ZLHGTHCCYUEAIK-UHFFFAOYSA-N 0.000 description 1
- 241000015044 Baeolophus bicolor Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 244000218899 Guatemalan indigo Species 0.000 description 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 description 1
- 108010029541 Laccase Proteins 0.000 description 1
- 229920000161 Locust bean gum Polymers 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
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- ZMJPCIAEJKVKMQ-UHFFFAOYSA-M [4-[[4-[benzyl(methyl)amino]phenyl]-[4-(dimethylamino)phenyl]methylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium;chloride Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)CC=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 ZMJPCIAEJKVKMQ-UHFFFAOYSA-M 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
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- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- DETXZQGDWUJKMO-UHFFFAOYSA-N alpha-hydroxymethanesulfonic acid Natural products OCS(O)(=O)=O DETXZQGDWUJKMO-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- YOCIQNIEQYCORH-UHFFFAOYSA-M chembl2028361 Chemical compound [Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=CC2=C1N=NC1=CC=CC=C1 YOCIQNIEQYCORH-UHFFFAOYSA-M 0.000 description 1
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- 238000009826 distribution Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 238000010011 enzymatic desizing Methods 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- HTENFZMEHKCNMD-UHFFFAOYSA-N helio brilliant orange rk Chemical compound C1=CC=C2C(=O)C(C=C3Br)=C4C5=C2C1=C(Br)C=C5C(=O)C1=CC=CC3=C14 HTENFZMEHKCNMD-UHFFFAOYSA-N 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- SBGKURINHGJRFN-UHFFFAOYSA-M hydroxymethanesulfinate Chemical compound OCS([O-])=O SBGKURINHGJRFN-UHFFFAOYSA-M 0.000 description 1
- DETXZQGDWUJKMO-UHFFFAOYSA-M hydroxymethanesulfonate Chemical compound OCS([O-])(=O)=O DETXZQGDWUJKMO-UHFFFAOYSA-M 0.000 description 1
- KHLVKKOJDHCJMG-QDBORUFSSA-L indigo carmine Chemical compound [Na+].[Na+].N/1C2=CC=C(S([O-])(=O)=O)C=C2C(=O)C\1=C1/NC2=CC=C(S(=O)(=O)[O-])C=C2C1=O KHLVKKOJDHCJMG-QDBORUFSSA-L 0.000 description 1
- 229960003988 indigo carmine Drugs 0.000 description 1
- 235000012738 indigotine Nutrition 0.000 description 1
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- 235000010420 locust bean gum Nutrition 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- MJELWGXEQOCGGW-UHFFFAOYSA-N n-(2-butoxyphenyl)acetamide Chemical compound CCCCOC1=CC=CC=C1NC(C)=O MJELWGXEQOCGGW-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
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- DGBWPZSGHAXYGK-UHFFFAOYSA-N perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 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
- 239000004014 plasticizer Substances 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920002338 polyhydroxyethylmethacrylate Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- LLBIOIRWAYBCKK-UHFFFAOYSA-N pyranthrene-8,16-dione Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C=C4C5=CC=CC=C5C(=O)C5=C4C4=C3C2=C1C=C4C=C5 LLBIOIRWAYBCKK-UHFFFAOYSA-N 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000009895 reductive bleaching Methods 0.000 description 1
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- 238000010405 reoxidation reaction Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- ORFSSYGWXNGVFB-UHFFFAOYSA-N sodium 4-amino-6-[[4-[4-[(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-5-hydroxynaphthalene-1,3-disulfonic acid Chemical compound COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=NC3=C(C4=C(C=C3)C(=CC(=C4N)S(=O)(=O)O)S(=O)(=O)O)O)OC)N=NC5=C(C6=C(C=C5)C(=CC(=C6N)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] ORFSSYGWXNGVFB-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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- 238000011105 stabilization Methods 0.000 description 1
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- 238000010025 steaming Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- UGCDBQWJXSAYIL-UHFFFAOYSA-N vat blue 6 Chemical compound O=C1C2=CC=CC=C2C(=O)C(C=C2Cl)=C1C1=C2NC2=C(C(=O)C=3C(=CC=CC=3)C3=O)C3=CC(Cl)=C2N1 UGCDBQWJXSAYIL-UHFFFAOYSA-N 0.000 description 1
- JXUKQCUPTNLTCS-UHFFFAOYSA-N vat green 1 Chemical compound C1=CC=C[C]2C(=O)C(C3=C45)=CC=C4C(C4=C67)=CC=C7C(=O)[C]7C=CC=CC7=C6C=C(OC)C4=C5C(OC)=CC3=C21 JXUKQCUPTNLTCS-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/15—Locally discharging the dyes
- D06P5/151—Locally discharging the dyes with acids or bases
-
- 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
- C11D3/40—Dyes ; Pigments
- C11D3/42—Brightening agents ; Blueing agents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/62—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
- D06P1/628—Compounds containing nitrogen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/12—Reserving parts of the material before dyeing or printing ; Locally decreasing dye affinity by chemical means
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/13—Fugitive dyeing or stripping dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/13—Fugitive dyeing or stripping dyes
- D06P5/131—Fugitive dyeing or stripping dyes with acids or bases
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/13—Fugitive dyeing or stripping dyes
- D06P5/134—Fugitive dyeing or stripping dyes with reductants
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/15—Locally discharging the dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/15—Locally discharging the dyes
- D06P5/155—Locally discharging the dyes with reductants
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/22—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using vat dyestuffs including indigo
Definitions
- the invention relates to a method for lightening or for partial decolorization of textile materials dyed with vat or sulfur dyes with the material in neutral or weakly acidic medium Aminoalkanesulfinic is treated, as well as preparations of Aminoalkanesulfinic acids to carry out this process.
- textile materials that consist of cellulose fibers such as cotton, linen, hemp or cellulose regenerated fibers such as modal fibers or cellulose (viscose rayon) or that contain such fibers in addition to other, in particular synthetic fibers such as polyester fibers, for example cotton textiles or cotton / polyester mixed textiles, treated in an alkaline medium with vat or sulfur dyes. After the bonded dye has been drawn onto the cellulose fibers, the textile material is rinsed neutral and then reoxidized.
- cellulose fibers such as cotton, linen, hemp or cellulose regenerated fibers such as modal fibers or cellulose (viscose rayon) or that contain such fibers in addition to other, in particular synthetic fibers such as polyester fibers, for example cotton textiles or cotton / polyester mixed textiles, treated in an alkaline medium with vat or sulfur dyes.
- Linkage is the transfer of certain water-insoluble dyes (vat dyes or sulfur dyes) by reduction in an alkaline medium to a water-soluble hydro or leuco compound, the anion of which has sufficient affinity for fibers made from natural or regenerated cellulose, e.g. cotton fiber or rayon .
- a water-soluble hydro or leuco compound the anion of which has sufficient affinity for fibers made from natural or regenerated cellulose, e.g. cotton fiber or rayon .
- the insoluble dye is re-formed in the cellulose fiber in a very fine distribution, thus guaranteeing a high degree of washing, rubbing and light fastness.
- vat and sulfur dyeing is suitable for textiles in everyone Processing stage, i.e. for flat structures such as woven fabrics, knitted fabrics, Fleeces, as well as for yarns.
- textile materials are in the form of unprocessed fabrics colored; however, it is also easily possible To dye garments from the textile materials mentioned.
- the Küpen- and Sulfur dyeing can also be designed as a printing process. there thickened vats of vat or sulfur dyes are used, the printed fabric of a heat treatment, e.g. by steaming, subjected, and then finished as in dyeing.
- the yarn dyeing is mainly carried out when textile fabrics with special effects, e.g. B. Bicolor effects are to be produced.
- a very Known textile material with such a special effect are the so-called Denim fabric.
- Denim fabric the yarns used in later fabrics the warp threads running in the longitudinal direction of the fabric web should form, dyed in a certain color, the yarn for the cross running weft threads are dyed in a different color or remain undyed.
- the yarns are then woven on looms.
- the partial subsequent removal of dye can, for example mechanically by washing out in the presence of pumice stone, enzymatically through the partial destruction of cellulose or chemically through change or destruction of the dye (peeling).
- This is often used Stone Wash - Process in which the fabric is mechanically covered with pumice stone and / or Cellulases is treated.
- the stone wash process is time consuming and expensive because the pumice stones have to be removed from the goods again at least partially done manually.
- the stones cause abrasion on the Machines and there are large amounts of sludge that are disposed of have to.
- the optical effect achieved in this way is very good, but the brightening effect is only slight, so that a bleaching process is generally also carried out becomes.
- the bleaching can be carried out enzymatically, oxidatively or reductively.
- the enzymatic bleaching with the help of is particularly ecologically advantageous Laccases, as described for example in WO 97 25 469.
- Oxidizing agents such as alkali hypochlorite, ozone or alkali permanganate.
- a disadvantage of the oxidative processes is the severe fiber damage and, especially when using hypochlorites, the unfavorable ecological Aspects (AOX).
- Very strong reducing agents e.g. Alkalidithionite or thiourea dioxide are unsuitable because they contain many vat dyes, especially e.g. Indigo, way too fast and complete, partly abruptly, incendivize. This makes it way too much Dye removed uncontrollably.
- Weak reducing agents like Glucose or hydroxyacetone, require a relatively high working temperature, a high pH, i.e. relatively much alkali (e.g. sodium or potassium) hydroxide and a high concentration of the reducing agent.
- the Exposure time relatively long.
- organic reducing agents such as B. glucose, especially because of their high chemical oxygen demand (COD value), no longer desired in waste water.
- COD value chemical oxygen demand
- a high Effort to neutral washing be driven. Despite these problems milder reductive bleaches, e.g. If necessary, glucose still always used (JP 96-270034).
- vat dye detached from the chain should not be the colorless weft threads stain, d. H. stain what likes under reductive conditions, for example in the presence of an alkaline glucose solution. Therefore one sets the Wash liquor usually so-called peeling agents to do that by staining can reduce or avoid the dissolved dye, since the dissolved Dye generally has a greater affinity for the stripping agent than for the fiber.
- the task was therefore to provide a method for controlled Decolorize or brighten those stained with vat or sulfur dyes Textile materials in which the disadvantages described avoided or reduced and in which, in particular in the partial decolorization (lightening) of Denim fabrics, an optimal color contrast (wash down effect) relatively safe, is achieved quickly and in an environmentally friendly manner.
- compounds preferred of formula I are those in which z is 2 or 3 especially 3, additionally those in which R 1 is hydrogen or a radical representing R 1 alkyl group is not more than 10, in particular not more than 4 C -Atoms.
- R 1 is hydrogen or a radical representing R 1 alkyl group is not more than 10, in particular not more than 4 C -Atoms.
- R 2 and R 3 independently of one another denote hydrogen, methyl or ethyl and together have at most 3, preferably only 2, carbon atoms.
- Preferred metals representing M are alkali and alkaline earth metals and zinc.
- Particularly preferred are those compounds in which there is a combination of the abovementioned preferred features, such as, for example, a compound of the formula I in which R 1 , R 2 and R 3 are hydrogen.
- the compounds of formula I can be used as individuals. However, it is more advantageous to use mixtures of these compounds in which the indices z have different meanings, in particular those in which the various compounds are present in the mixing ratio which are at their equilibrium concentration in an aqueous system composed of compounds of the formula I, the amine or Hydroxylamine of the formula R 1 3 -z NH z and a hydroxyalkanesulfinate of the formula HO-CR 2 R 3 -SO 2 M corresponds, where R 1 , R 2 , R 3 z and M have the meanings given above and the molar ratio of sulfur-containing Compounds to nitrogen-containing compounds are in the range from 0.2 to 1.1, preferably 0.25 to 1.0, in particular 0.3 to 0.5.
- aminoalkanesulfinates of formula I can also advantageously in Mixture with the corresponding aminoalkanesulfonates are used these in a ratio of aminoalkanesulfinic acid: aminoalkanesulfonic acid from 3: 1 to 1: 3, preferably from 1.5: 1 to 1: 1.5, in particular from about 1: 1 available.
- the textile material is additionally and advantageously simultaneously with dye retention agents, which are also used as Stripping agents "and / or dispersing agents and / or surfactants. These are to be used in total in an amount of 0.5 to 10.0 g / l, preferably 1 to 5 g / l. that the different colored - or in the case of denim goods the undyed - weft is colored by the dye that has dissolved ( Soiled ").
- dye retention agents are also used as Stripping agents "and / or dispersing agents and / or surfactants.
- the method according to the invention is expediently increased Temperature, preferably at 40-100 ° C, especially at 60-95 ° C, especially at 75-90 ° C under neutral or weakly acidic conditions, preferably at a pH of 4 to 7, in particular 5 to 7 at a liquor ratio from 1: 5 to 1:50, preferably from 1:10 to 1:20.
- a buffer system e.g. Phosphoric acid / alkali phosphate or citric acid / alkali citrate, typically in an amount of about 2 g / l can be added.
- the compounds of formula I. are in a concentration of 0.001 to 0.3 mol / l, preferably 0.01 to 0.1 Mol / l based on sulfinate used.
- the bleaching time depends on the desired degree of brightening usually 5 to 30 minutes, preferably 10 to 20 minutes.
- the pulling action of the compounds of the formula I can be easily controlled become.
- the brightening increases with increasing temperature, with increasing Bleach concentration and with decreasing pH. If you choose strong ones Bleaching conditions, it is possible with the method according to the invention, the significantly reduce stone wash time.
- the goods to be bleached expedient to desize.
- the goods can be bleached be subjected to a stone wash process.
- the stone wash process will usually carried out with pumice stone and / or cellulases.
- the bleach can but can also be done together with the stone washing.
- the goods bleached according to the invention can also be one undergo oxidative aftertreatment.
- the bleached Textile material for example at 80 to 95 ° C and a liquor ratio of 1: 5 to 1:20 (e.g. 1:10), 5 to 15 minutes (e.g. 10 minutes), with 2 to 8 g / l ( e.g. 4 g / l) sodium hydroxide solution of 38 ° Bé, 2 to 5 g / l 50 wt .-% Hydrogen peroxide and 0.5 to 5 g / l (e.g. 1 g / l) dye retention agent, Dispersant and / or surfactant are treated.
- the goods can be used as usual Plasticizers are treated.
- the solutions of the sulfinates, or the solutions of the equilibrium mixtures described above and / or their mixtures with the corresponding aminoalkanesulfonic acids also process-specific aids, e.g. the above Dye retention agents, dispersants and / or surfactants can be added. These preparations are also an object of the present invention.
- Aminoalkanesulfinates of formula I those described above Equilibrium mixtures and the combination of these substances with the Corresponding aminoalkanesulfonates are also suitable for the preparation of Etching printing on dyeings of vat and sulfur dyes.
- the etching print will be neutral or weakly acidic Solutions of the sulfinates, or the solutions of those described above Equilibrium mixtures and / or mixtures thereof with the corresponding ones Aminoalkanesulfonic acids known thickeners and so obtained etching printing pastes in the desired design on the one to be etched Coloring printed on, subjected to heat treatment and as usual completed.
- the method is particularly suitable when the etching pressure in the neutral or weakly acidic pH range should be carried out and / or if no white etching is desired, but halftone patterns are to be etched.
- etching printing pastes can be used as thickeners for the production of the etching printing pastes such printing pastes known natural and synthetic substances are used, e.g. Locust bean gum, salts of polyacrylic acid or Gasoline thickening.
- the aminoalkanesulfinic acid is prepared by generally known processes (cf. EP-A-914516), for example by reacting sodium dithionite with 2 mol of an aldehyde or ketone of the general formula R 2 COR 3 , in which R 2 and R 3 have the meanings given above , whereby a mixture of hydroxyalkanesulfinate and ⁇ sulfonate is obtained, from which, if desired, the sulfinate can be isolated for further reaction.
- the sulfinate obtained, but preferably directly the reaction mixture obtained in the reaction of the aldehyde or the ketone with alkalidithionite is, if desired at a slightly elevated temperature, in a suitable solvent, preferably in an aqueous medium, with ammonia, an amine or a hydroxylamine of the formula R 1 3 -z NH z , in which R 1 and z has the meanings given above, condenses in a molar ratio of 0.2 to 1.1, preferably 0.25 to 1.0, in particular 0.3 to 0.5.
- the process according to the invention is suitable for the partial bleaching (lightening) of dyeings and prints with vat and sulfur dyes.
- Dyes whose dyeings or prints can be bleached according to the invention can be found in Color Index "in the volumes Vat Dyes "and Sulfur Dyes ".
- Suitable for bleaching by the process according to the invention are, for example, dyeings with indigo dyes, such as, for example, indigo, dibromoindigo, indigo carmine, tetrabromo indigo, tetrachloro indigo or thioindigo; with anthraquinone dyes, such as, for example, indanthrene blue BC, indanthrene Braun NG, indanthrene brilliant green FFB, indanthrene brilliant orange GK, indanthrene brilliant orange GR, indanthrene brilliant orange RK, indanthrene brilliant pink R, indanthrene brilliant violet R extra, indanthrene dark blue BOA, indanthrene golden orange G, indanthrene gray M, indanthrene olive red R, indanthrene olive red FBB or Indanthrene Red Violet RH; or with sulfur dyes, such as immediate pure blue, with the hydron blue types that are particularly important for blue workwear,
- the bleaching process according to the invention has a conventional process a number of significant advantages:
- the bleaches of formula I have a reductive effect and are therefore pronounced gentle on fibers. By working in neutral to weakly acidic medium the otherwise necessary costly and ecologically disadvantageous is eliminated Neutralization.
- aminoalkanesulfinic acids of formula I or their salts alone or in the above Embodiments described in more detail are suitable for the invention Processes advantageously, mainly because their reactivity between the weak reducing agents, such as glucose or hydroxyacetone, and the strong Reducing agents, such as hydrosulfite (sodium dithionite) or thiourea dioxide, lies.
- the dyed textile material is especially among conditions according to the invention in general up to about 80-90% if necessary uneven - discolored.
- vat or sulfur dye, especially the indigo which is deposited on the fiber again after detachment has, light, e.g. through an oxidative aftertreatment with hydrogen peroxide can be removed if the bleaching is carried out according to the invention.
- This Removal of the indigo deposited on the fibers takes place, though Hydrogen peroxide alone is not suitable for lightening indigo stains.
- Oxidative after-treatment with hydrogen peroxide is thus a preferred one Embodiment of the present invention, which is then preferably used is when very little back training is important, when in more concentrated Fleet should be worked or if with a single wash a very strong brightening should be achieved.
- Another object of the invention is the use of Aminoalkanesulfinates of formula I or the mixtures described above the same for, preferably partial, decolorization (lightening) of with vat or Sulfur dyed textile materials.
- Yet another object of the present invention is the use of Aminoalkanesulfinates of formula I or the mixtures described above the same for the production of etching prints, in particular in the halftone range.
- a drum washing machine is desized with 5 kg and stonewashed jeans, 100 l of water, 2 g / l of an oleic acid ethoxylate and 1.5 g / l glacial acetic acid charged, started, heated to 85 ° C and after reaching the Temperature charged with 15 ml of a 50 wt .-% solution, the same Molar ratio each condensed with 0.33 mol% ammonia Contains hydroxymethanesulfinate and hydroxymethanesulfonate. A pH value arises of 6.2, which in the course of the bleaching process within 15 minutes 6.5 increases. The bleaching liquor is then drained while the drum is rotating and rinsed the goods with cold water once.
- Some copies of the like treated pants are dried, the others in a liquor ratio of 1:10 with a liquor containing 5 g / l hydrogen peroxide 50 wt .-%, 1 g / l oleic acid ethoxylate and 4 ml of sodium hydroxide solution 38 ° Bé treated at 90 ° C for 10 minutes. Then one time with water, the 0.5 g / l citric acid and 3g / l one contains commercially available softening agents, rinsed and dried.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19940068A DE19940068A1 (de) | 1999-08-24 | 1999-08-24 | Verfahren zum Aufhellen von gefärbtem Textilmaterial |
| DE19940068 | 1999-08-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1079018A1 true EP1079018A1 (fr) | 2001-02-28 |
Family
ID=7919399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP00117363A Withdrawn EP1079018A1 (fr) | 1999-08-24 | 2000-08-23 | Procede de decoloration de textiles teints |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US6890359B1 (fr) |
| EP (1) | EP1079018A1 (fr) |
| DE (1) | DE19940068A1 (fr) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003100154A3 (fr) * | 2002-05-23 | 2009-03-26 | Basf Ag | Procédé de nettoyage ultérieur réducteur de matières textiles |
| EP2277599A1 (fr) | 2006-03-21 | 2011-01-26 | Henkel AG & Co. KGaA | Décoloration réductive |
| EP2277598A1 (fr) | 2006-03-21 | 2011-01-26 | Henkel AG & Co. KGaA | Décoloration réductive |
| EP2277597A1 (fr) | 2006-03-21 | 2011-01-26 | Henkel AG & Co. KGaA | Décoloration réductive |
| EP2283899A1 (fr) | 2006-03-21 | 2011-02-16 | Henkel AG & Co. KGaA | Décoloration réductive |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001303934A (ja) * | 1998-06-23 | 2001-10-31 | Toyota Motor Corp | 内燃機関の排気浄化装置 |
| DE102007022265A1 (de) * | 2007-05-09 | 2008-11-13 | Thies Gmbh & Co. Kg | Verfahren und Vorrichtung zum Färben eines textilen Substrates |
| EP2630291A1 (fr) * | 2010-10-18 | 2013-08-28 | Danisco US Inc. | Modification locale de la couleur de tissus teints au moyen d'un système à laccase |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998003725A1 (fr) * | 1996-07-23 | 1998-01-29 | Basf Aktiengesellschaft | Procede de nettoyage ulterieur reducteur pour textiles contenant des polyesters |
| DE19708973A1 (de) * | 1997-03-05 | 1998-09-10 | Basf Ag | Verfahren zum Aufhellen von gefärbtem Gewebe |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4227881A (en) * | 1978-11-17 | 1980-10-14 | Royce Chemical Company | New process of color stripping dyed textile fabric |
| US5749923A (en) * | 1993-11-23 | 1998-05-12 | Degussa Aktiengellschaft | Method for bleaching denim textile material |
| AU1366897A (en) | 1996-01-12 | 1997-08-01 | Novo Nordisk A/S | Textiles bleaching/brightening |
| JP3232010B2 (ja) | 1996-10-11 | 2001-11-26 | 豊和株式会社 | 繊維染色物の脱色方法 |
-
1999
- 1999-08-24 DE DE19940068A patent/DE19940068A1/de not_active Withdrawn
-
2000
- 2000-08-23 US US09/644,220 patent/US6890359B1/en not_active Expired - Fee Related
- 2000-08-23 EP EP00117363A patent/EP1079018A1/fr not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998003725A1 (fr) * | 1996-07-23 | 1998-01-29 | Basf Aktiengesellschaft | Procede de nettoyage ulterieur reducteur pour textiles contenant des polyesters |
| DE19708973A1 (de) * | 1997-03-05 | 1998-09-10 | Basf Ag | Verfahren zum Aufhellen von gefärbtem Gewebe |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003100154A3 (fr) * | 2002-05-23 | 2009-03-26 | Basf Ag | Procédé de nettoyage ultérieur réducteur de matières textiles |
| EP2277599A1 (fr) | 2006-03-21 | 2011-01-26 | Henkel AG & Co. KGaA | Décoloration réductive |
| EP2277598A1 (fr) | 2006-03-21 | 2011-01-26 | Henkel AG & Co. KGaA | Décoloration réductive |
| EP2277597A1 (fr) | 2006-03-21 | 2011-01-26 | Henkel AG & Co. KGaA | Décoloration réductive |
| EP2283899A1 (fr) | 2006-03-21 | 2011-02-16 | Henkel AG & Co. KGaA | Décoloration réductive |
Also Published As
| Publication number | Publication date |
|---|---|
| US6890359B1 (en) | 2005-05-10 |
| DE19940068A1 (de) | 2001-03-01 |
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