EP0886000B1 - Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren - Google Patents
Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren Download PDFInfo
- Publication number
- EP0886000B1 EP0886000B1 EP98810525A EP98810525A EP0886000B1 EP 0886000 B1 EP0886000 B1 EP 0886000B1 EP 98810525 A EP98810525 A EP 98810525A EP 98810525 A EP98810525 A EP 98810525A EP 0886000 B1 EP0886000 B1 EP 0886000B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- radical
- sulfo
- hydrogen
- 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
- 238000000034 method Methods 0.000 title claims description 43
- 238000007641 inkjet printing Methods 0.000 title claims description 10
- 239000004753 textile Substances 0.000 title claims description 10
- 239000000463 material Substances 0.000 title claims 4
- -1 polyazo Polymers 0.000 claims description 104
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims description 44
- 229910052736 halogen Inorganic materials 0.000 claims description 43
- 150000002367 halogens Chemical group 0.000 claims description 43
- 239000001257 hydrogen Substances 0.000 claims description 42
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 41
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 38
- 239000000985 reactive dye Substances 0.000 claims description 31
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 29
- 229920000742 Cotton Polymers 0.000 claims description 19
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 18
- 125000002947 alkylene group Chemical group 0.000 claims description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- 238000007639 printing Methods 0.000 claims description 15
- 125000001424 substituent group Chemical group 0.000 claims description 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 150000002431 hydrogen Chemical group 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 11
- 229920000297 Rayon Polymers 0.000 claims description 11
- 229920000615 alginic acid Polymers 0.000 claims description 11
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 11
- 229920002554 vinyl polymer Polymers 0.000 claims description 11
- 235000010443 alginic acid Nutrition 0.000 claims description 10
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 9
- 150000004056 anthraquinones Chemical class 0.000 claims description 9
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 claims description 9
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 9
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 claims description 8
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 8
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 8
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 8
- 229920003086 cellulose ether Polymers 0.000 claims description 8
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 8
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 claims description 8
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 claims description 8
- 239000000661 sodium alginate Substances 0.000 claims description 8
- 235000010413 sodium alginate Nutrition 0.000 claims description 8
- 229940005550 sodium alginate Drugs 0.000 claims description 8
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 7
- 229940072056 alginate Drugs 0.000 claims description 7
- 125000001624 naphthyl group Chemical group 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 125000000732 arylene group Chemical group 0.000 claims description 5
- 239000000460 chlorine Chemical group 0.000 claims description 5
- 229910052801 chlorine Chemical group 0.000 claims description 5
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 2
- 229910004727 OSO3H Inorganic materials 0.000 claims description 2
- WDEQGLDWZMIMJM-UHFFFAOYSA-N benzyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate Chemical compound OCC1CC(O)CN1C(=O)OCC1=CC=CC=C1 WDEQGLDWZMIMJM-UHFFFAOYSA-N 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 229920000609 methyl cellulose Polymers 0.000 claims description 2
- 239000001923 methylcellulose Substances 0.000 claims description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims 4
- 239000000835 fiber Substances 0.000 claims 3
- 239000012928 buffer substance Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 42
- 150000003254 radicals Chemical class 0.000 description 41
- 239000000976 ink Substances 0.000 description 38
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- 239000002657 fibrous material Substances 0.000 description 17
- 229910000029 sodium carbonate Inorganic materials 0.000 description 15
- 239000000975 dye Substances 0.000 description 14
- 229920006395 saturated elastomer Polymers 0.000 description 13
- 238000009835 boiling Methods 0.000 description 12
- 229910021538 borax Inorganic materials 0.000 description 11
- 235000010339 sodium tetraborate Nutrition 0.000 description 11
- 239000004744 fabric Substances 0.000 description 10
- 239000004328 sodium tetraborate Substances 0.000 description 10
- 239000004202 carbamide Substances 0.000 description 9
- 0 CC(*)N(C)**CCCC*(C)(C)CCN*C* Chemical compound CC(*)N(C)**CCCC*(C)(C)CCN*C* 0.000 description 8
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 239000001509 sodium citrate Substances 0.000 description 7
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 7
- WLFXSECCHULRRO-UHFFFAOYSA-N pyridine-2,6-diol Chemical compound OC1=CC=CC(O)=N1 WLFXSECCHULRRO-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 150000002790 naphthalenes Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000001488 sodium phosphate Substances 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 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
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 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
- 229920000433 Lyocell Polymers 0.000 description 1
- 125000005118 N-alkylcarbamoyl group Chemical group 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 125000005236 alkanoylamino group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000007979 citrate buffer Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 150000004699 copper complex Chemical class 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- UQGFMSUEHSUPRD-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound [Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 UQGFMSUEHSUPRD-UHFFFAOYSA-N 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 230000003165 hydrotropic effect Effects 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 229920003087 methylethyl cellulose Polymers 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- NFBAXHOPROOJAW-UHFFFAOYSA-N phenindione Chemical class O=C1C2=CC=CC=C2C(=O)C1C1=CC=CC=C1 NFBAXHOPROOJAW-UHFFFAOYSA-N 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 description 1
- 239000004324 sodium propionate Substances 0.000 description 1
- 235000010334 sodium propionate Nutrition 0.000 description 1
- 229960003212 sodium propionate Drugs 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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
- D06P5/30—Ink jet printing
-
- 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
- D06P1/38—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 reactive dyes
- D06P1/382—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 reactive dyes reactive group directly attached to heterocyclic group
-
- 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
- D06P1/46—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 natural macromolecular substances or derivatives thereof
-
- 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
- D06P1/46—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 natural macromolecular substances or derivatives thereof
- D06P1/48—Derivatives of carbohydrates
- D06P1/50—Derivatives of cellulose
Definitions
- the present invention relates to a process for printing textile fiber materials with reactive dyes by the ink-jet printing method (jet and ink-jet method) and inks used for this process.
- Inkjet printing processes have been in the textile industry for several years now applied. These methods make it possible to the usual production of a Print stencil, so that significant cost and time savings achieved can be. In particular, in the production of master patterns can be within much less time to respond to changing needs.
- Corresponding inkjet printing procedures should be optimal in particular have application properties. To mention are in this Related properties such as viscosity, stability, surface tension and Conductivity of the inks used. There are also increased demands on quality of the prints obtained, e.g. in terms of color strength, fiber-dye binding stability as well as wet fastness properties. Of the known methods are these requirements are not met in all properties, so that continues to be a need for new process for textile ink jet printing.
- R 1 , R 2 , R 3 , R 4 and R 5 may be further substituted as alkyl radicals, for example by hydroxy, sutfo, sulfato, cyano or carboxy.
- R 1 , R 2 , R 3 , R 4 and R 5 are independently hydrogen or C 1 -C 4 alkyl, especially hydrogen.
- X 1 is preferably chlorine or especially fluorine.
- B 1 is a C 2 -C 12 alkylene radical which may be interrupted by 1, 2 or 3 members from the group -NH-, -N (CH 3 ) - or -O- and is unsubstituted or substituted by hydroxy, sulfo, Sulfato, cyano or carboxy is substituted; or an optionally substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkanoylamino, sulfo, halogen or carboxy-substituted phenylene radical.
- B 1 is particularly preferably a C 2 -C 12 -alkylene radical which may be interrupted by 1, 2 or 3 members from the group -NH-, -N (CH 3 ) - or in particular -O- and unsubstituted or by hydroxy, Sulfo, sulfato, cyano or carboxy is substituted.
- the alkylene radical is unsubstituted or substituted by hydroxy, sulfo or sulfato, in particular by hydroxy.
- B a C 2 -C 12 -alkylene radical, in particular a C 2 -C 6 -alkylene radical, which may be interrupted by 1, 2 or 3 members -O- and is unsubstituted or substituted by hydroxyl.
- bridge members B 1 are C 2 -C 6 -alkylene radicals.
- Alkylene and alkylene are independently e.g. a methylene, Ethylene, 1,3-propylene, 1,4-butylene, 1,5-pentylene or 1,6-hexylene or their branched isomers.
- Alkylene and alkylene are preferably a C 2 -C 3 -alkylene radical and particularly preferably an ethylene radical.
- Arylene is preferably a 1,3- or 1,4-phenylene radical which is unsubstituted or e.g. by Sulfo, methyl, methoxy or carboxy is substituted.
- the leaving group U 1 is, for example, -Cl, -Br, -F, -OSO 3 H, -SSO 3 H, -OCO-CH 3 , -OPO 3 H 2 , -OCO-C 6 H 5 , - OSO 2 -C 1 -C 4 alkyl or -OSO 2 -N (C 1 -C 4 alkyl) 2 .
- U 1 is a group of the formula -Cl, -OSO 3 H, -SSO 3 H, -OCO-CH 3 , -OCO-C 6 H 5 or -OPO 3 H 2 , in particular -Cl or -OSO 3 H and particularly preferably -OSO 3 H.
- Z is preferably vinyl or a radical of the formula -CH 2 -CH 2 -OSO 3 H, in particular vinyl.
- E is preferably -NH- and particularly preferably -O-.
- W preferably denotes a group of the formula -NHCO- or in particular -CONH-.
- R is preferably hydrogen or the group -SO 2 -Z, where Z is the meaning and preference given above. More preferably, R is hydrogen.
- R 6 is preferably hydrogen, C 1 -C 4 -alkyl or a group -atirylen-SO 2 -Z, in which alkylene and Z each have the meanings given above.
- R 6 is particularly preferably hydrogen or C 1 -C 4 -alkyl, in particular hydrogen.
- R 7 is preferably hydrogen or a C 1 -C 4 -alkyl radical and particularly preferably hydrogen.
- the number 0 is preferred.
- Preferred as fiber-reactive radicals V are those of the formulas (3b) to (3d), in particular the Formula (3b) or (3d) and preferably of Formula (3b).
- a 2 is optionally substituted C 1 -C 4 -alkyl, phenyl or naphthyl, this may be, for example, unsubstituted or C 1 -C 4 -alkyl substituted by sulfo, sulfato, hydroxy, carboxy or phenyl; or unsubstituted or C 1 -C 4 alkyl, C 1 -C 4 alkoxy, carboxy, sulfo or halogen-substituted phenyl or naphthyl. Preference is given to unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, carboxy, sulfo or halogenated phenyl.
- a 2 is preferably the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore containing at least one sulfo group.
- the radicals A 1 , A 2 and A 3 may contain, as the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, their basic skeleton bound to the substituents customary in organic dyes.
- substituents in the radicals A 1 , A 2 and A 3 are: Alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl or butyl, wherein the alkyl radicals may be further substituted by, for example, hydroxyl, sulfo or sulfato; Alkoxy groups having 1 to 4 carbon atoms, such as methoxy, ethoxy, propoxy, isopropoxy or butoxy, wherein the alkyl radicals may be further substituted by, for example, hydroxyl, sulfo or sulfato; optionally substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, carboxyl or sulfo-substituted phenyl; Acylamino groups having 1 to 8 carbon atoms, especially such alkanoylamino groups, such as acetylamino or propionylamino; optionally
- a 1 , A 2 and A 3 are the radical of a monoazo, polyazo or metal complex azo chromophore, the following are especially suitable:
- D is the radical of a diazo component of the benzene or naphthalene series
- M is the radical of a middle component of the benzene or naphthalene series
- K is the radical of a coupling component of the benzene, naphthalene, pyrazolone, 6-hydroxypyridone (2) or acetoacetic arylamide series
- u are the number 0 or 1, where D, M and K are substituents customary with azo dyes, for example C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, halogen, carboxy, sulfo, further optionally substituted by hydroxy, sulfo or sulfato , Nitro, cyano, trifluoromethyl
- the metal complexes derived from the abovementioned dye radicals of the formulas (4a) and (4b) are also suitable, in particular dye radicals of a benzene or naphthalene series 1: 1 copper complex azo dye, in which the copper atom is bound to one metallisable group each, such as a hydroxy group, is bound on both sides in ortho position to the azo bridge. If the chromophore radicals of the formula (4a) or (4b) bear a reactive radical, this preferably corresponds to the above-stated formula -SO 2 Z.
- the radicals of the formulas (4a) and (4b) are preferably those of the formula in which (R 9 ) 0-3 is 0 to 3 identical or different substituents from the group C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, halogen, carboxy and sulfo and Z has the meaning indicated above, wherein Z has the meaning given above, wherein (R 10 ) 0-4 is 0 to 4 identical or different substituents from the group halogen, nitro, cyano, trifluoromethyl, sulfamoyl, carbamoyl, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, amino, acetylamino , Ureido, hydroxy, carboxy, sulfomethyl and sulfo and Z has the meaning given above, wherein (R 11 ) 0-3 is 0 to 3 identical or different substituents from the group C 1 -C 4 -alkyl, C
- the remainder of a formazan-chromophore is preferably those of the formula wherein Z has the meaning given above and the benzene nuclei contain no further substituents or by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylsulfonyl, halogen or carboxyl further substituted.
- the radicals of the formulas (7a) and (7b) preferably contain no further substituents and no radical -SO 2 -Z.
- an anthraquinone chromophore are preferably those of the formula wherein G is an unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, carboxyl or sulfo phenylene radical or a cyclohexylene, phenylenemethylene or C 2 -C 6 alkylene radical.
- the radicals A 1 , A 2 and A 3 are preferably those of the formulas (5a) to (5e), (6a) to (6d), (7a), (7b), (8), (9) or (10), wherein the radicals of the formulas (6a) to (6d), (7a) and (7b) preferably contain no fiber-reactive radical.
- the radicals of the formulas (5a) to (5e), (7a), (7b) and (10) are particularly interested.
- the radicals A 1 , A 2 and A 3 preferably each contain 1 to 4 sulfo groups and preferably 1 to 3 sulfo groups.
- the reactive dyes of the formulas (1) and (2) each contain at least two fiber-reactive groups.
- the reactive dye of formula (1) contains two fiber-reactive Triazine residues and the reactive dye of the formula (2) a fiber-reactive triazine radical and a fiber-reactive radical V.
- the reactive dyes of the formulas (1) preferably contain and (2) only two fiber-reactive groups each.
- reactive dyes of the formula or The reactive dyes of formulas (1) and (2) are known or can be obtained in analogy to known compounds, such as by conventional diazotization, coupling and condensation reactions.
- the reactive dyes of formulas (1) and (2) used in the inks should preferably be low in salt, i. a total content of salts of less than 0.5 wt .-%, based on the weight of the dyes.
- Reactive dyes which, due to their production and / or the subsequent addition of coupage agents may have larger salt contents, e.g. by membrane separation methods, such as Ultrafiltration, reverse osmosis or dialysis, be desalted.
- the inks contain as dyes exclusively sulfo-containing, water-soluble reactive dyes such as those of the above formulas (1) and (2).
- the inks preferably contain a total content of reactive dyes of the above Formulas (1) and (2) of 5 to 35 wt .-%, in particular 10 to 35 wt .-% and preferably 10 to 20 wt .-%, based on the total weight of the ink.
- non-ionic cellulose ethers are e.g. Methyl, ethyl, Hydroxyethyl, methylhydroxyethyl, hydroxypropyl or hydroxypropylmethylcellulose in Consideration. Preference is given to methylcellulose or in particular hydroxyethylcellulose.
- the Cellulose ethers are usually used in the ink in an amount of 0.01 to 2% by weight, in particular 0.01 to 1 wt .-% and preferably 0.01 to 0.5 wt .-%, based on the Total weight of the ink used.
- alkali alginates and preferably sodium alginate are used as alginates Consideration. These are usually in the ink in an amount of 0.01 to 2 wt .-%, in particular 0.01 to 1 wt .-% and preferably 0.01 to 0.5 wt .-%, based on the Total weight of the ink used.
- Both the water-soluble, nonionic cellulose ethers used and the Alginates are used as so-called thickeners and allow the setting of a certain viscosity of the ink.
- inks which have a viscosity of from 1 to 40 mPa.s, in particular from 5 to 40 mPa ⁇ s and preferably 10 to 40 mPa ⁇ s. Inks with a viscosity of 10 to 30 mPa.s are particularly preferred.
- the inks may contain buffering agents such as borax, borate or citrate.
- buffering agents such as borax, borate or citrate.
- examples include sodium borate, sodium tetraborate and sodium citrate. They are used in particular in amounts of 0.1 to 3 wt .-%, preferably 0.1 to 1 wt .-%, based on the total weight of the ink, to a pH of, for example, 5 to 9, in particular 6 to 8, adjust.
- a citrate buffer is used in the case of alginate-containing inks.
- the inks may e.g. N-methyl-2-pyrrolidone or in particular 1,2-propylene glycol contain. These are usually in the ink in an amount of 5 to 30 wt .-%, in particular 5 to 20 wt .-% and preferably 10 to 20 wt .-%, based on the total weight of the ink used.
- the inks may still contain conventional additives such as e.g. Foam-damping agents or In particular, the fungal and / or bacterial growth inhibiting substances containing. These are usually in amounts of 0.01 to 1 wt .-%, based on the total weight the ink, used.
- conventional additives such as e.g. Foam-damping agents or In particular, the fungal and / or bacterial growth inhibiting substances containing. These are usually in amounts of 0.01 to 1 wt .-%, based on the total weight the ink, used.
- the inventive method for printing textile fiber materials can with executed on known and suitable for textile printing inkjet printers become.
- the ink-jet printing method individual drops of the ink are controlled out a nozzle sprayed onto a substrate.
- This is mainly the continuous ink-jet method as well as the drop on demand method used.
- the drops are generated continuously, being not for printing required drops are discharged into a collecting container and recycled.
- Drop on demand method drops are created and printed as desired; i.e. drops are only generated when needed for printing.
- the Generation of the drops can e.g. by means of a piezo inkjet head or by means of thermal Energy (bubble jet) done.
- the pressure is preferred for the process according to the invention after the drop on demand method, in particular by means of a piezo inkjet head.
- textile fiber materials are in particular hydroxyl-containing fiber materials into consideration.
- cellulose-containing fiber materials which are wholly or partly made Cellulose exist.
- natural fiber materials such as cotton, linen or Hemp
- regenerated fiber materials such as e.g. Viscose and lyocell.
- viscose or preferably cotton preference is given to viscose or preferably cotton.
- the mentioned Fiber materials are preferably present as flat textile fabrics, knitted fabrics or webs.
- the present invention takes place before Printing a pretreatment of the fiber material, wherein the one to be printed Fiber material first treated with an aqueous alkaline liquor and the treated If necessary, the fiber material is dried.
- the aqueous alkaline liquor contains at least one of the usual bases, which in conventional Reactive printing process for fixing the reactive dyes are used.
- the base is e.g. in an amount of 10 to 100 g / l liquor, preferably 10 to 50 g / l Fleet, used.
- the pH The alkaline liquor is usually 7.5 to 13.5, preferably 8.5 to 12.5.
- the aqueous alkaline liquor may contain, in addition to the bases, further additives, e.g. hydrotropic, contain.
- hydrotroping agent it is preferred to use urea, e.g. in a Amount of 25 to 200 g / l liquor, preferably 50 to 150 g / l liquor is used.
- the fiber material is dried after the above pretreatment.
- the fiber material is advantageously dried, preferably at temperatures up to 150 ° C, in particular 80 to 120 ° C, and then a heat treatment process subjected to complete the pressure, or the dye to fix.
- the heat treatment may e.g. by a hot dwell process, a thermosol process or preferably by a steaming process.
- the printed fiber material is e.g. a treatment in one Damper with optionally superheated steam, conveniently at a temperature from 95 to 180 ° C, advantageously in saturated steam, subjected.
- the prints obtainable by the process according to the invention have good properties Common rights; they have e.g. a high fiber-dye binding stability both in the acidic and in the alkaline range, a good lightfastness, good Wet fastness, such as washing, water, seawater, over-dyeing and perspiration fastness, one good chlorine fastness, rub fastness, ironing fastness and pleating fastness as well as sharp contours and a high color intensity.
- the printing inks used are characterized by good stability and good viscosity properties. Thus, the viscosity remains even during the Pressure received high shear forces received virtually unchanged.
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Coloring (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Description
- R5 Wasserstoff oder gegebenenfalls substituiertes C1-C4-Alkyl,
- X1 Halogen,
- A3 der Rest eines mindestens eine Sufogruppe enthaltenden Monoazo-, Polyazo-, Metallkomplexazo-, Anthrachinon-, Phthalocyanin-, Formazan- oder Dioxazin-Chromophors und
- V ein faserreaktiver Rest der Formel oder ist, wobei
- alkylen und alkylen' unabhängig voneinander C1-C6-Alkylen sind,
- arylen einen unsubstituierten oder durch Sulfo, Carboxy, C1-C4-Alkyl, C1-C4-Alkoxy oder Halogen substituierten Phenylen- oder Naphthylenrest bedeutet,
- Z Vinyl oder einen Rest -CH2-CH2-U1 bedeutet und U1 eine Abgangsgruppe ist,
- R Wasserstoff, Hydroxy, Sulfo, Sulfato, Carboxy, Cyano, Halogen, C1-C4-Alkoxycarbonyl, C1-C4-Alkanoyloxy, Carbamoyl oder die Gruppe -SO2-Z ist,
- R6 Wasserstoff, unsubstituiertes oder durch Hydroxy, Sulfo, Sulfato, Carboxy oder Cyano substituiertes C1-C4-Alkyl oder einen Rest der Formel bedeutet,
- R7 Wasserstoff oder unsubstituiertes oder durch Carboxy, Cyano, Hydroxy, Suifo oder Sulfato substituiertes C1-C4-Alkyl,
- E der Rest -O- oder -NR8- ist und R8 Wasserstoff oder C1-C4-Alkyl bedeutet,
- W eine Gruppe der Formel -SO2-NR6-, -CUNR6- oder -NR6CO- ist und R6 die oben angegebenen Bedeutungen hat, und
- t 0 oder 1 ist, und
ein gegebenenfalls durch C1-C4-Alkyl, C1-C4-Alkoxy, C2-C4-Alkanoylamino, Sulfo, Halogen oder Carboxy substituierter Phenylenrest.
Alkylgruppen mit 1 bis 4 Kohlenstoffatomen, wie Methyl, Aethyl, Propyl, Isopropyl oder Butyl, wobei die Alkylreste z.B. durch Hydroxyl, Sulfo oder Sulfato weitersubstituiert sein können; Alkoxygruppen mit 1 bis 4 Kohlenstoffatomen, wie Methoxy, Aethoxy, Propoxy, lsopropoxy oder Butoxy, wobei die Alkylreste z.B. durch Hydroxyl, Sulfo oder Sulfato weitersubstituiert sein können; gegebenenfalls durch C1-C4-Alkyl, C1-C4-Alkoxy, Halogen, Carboxy oder Sulfo substituiertes Phenyl; Acylaminogruppen mit 1 bis 8 Kohlenstoffatomen, insbesondere solche Alkanoylaminogruppen, wie z.B. Acetylamino oder Propionylamino; gegebenenfalls im Phenylring durch C1-C4-Alkyl, C1-C4-Alkoxy, Halogen oder Sulfo substituiertes Benzoylamino; gegebenenfalls im Phenylring durch C1-C4-Alkyl, C1-C4-Alkoxy, Halogen oder Sulfo substituiertes Phenylamino; N,N-Di-β-hydroxyäthylamino; N,N-Di-β-sulfatoäthylamino; Sulfobenzylamino; N,N-Disulfobenzylamino; Alkoxycarbonyl mit 1 bis 4 Kohlenstoffatomen im Alkoxyrest, wie Methoxycarbonyl oder Aethoxycarbonyl; Alkylsulfonyl mit 1 bis 4 Kohlenstoffatomen, wie Methylsulfonyl oder Aethylsulfonyl; Trifluormethyl; Nitro; Amino; Cyano; Halogen, wie Fluor, Chlor oder Brom; Carbamoyl; N-Alkylcarbamoyl mit 1 bis 4 Kohlenstoffatomen im Alkylrest, wie N-Methylcarbamoyl oder N-Aethylcarbamoyl; Sulfamoyl; N-Mono- oder N,N-Dialkylsulfamoyl mit jeweils 1 bis 4 Kohlenstoffatomen, wie N-Methylsulfamoyl, N-Aethylsulfamoyl, N-Propylsulfamoyl, N-Isopropylsulfamoyl oder N-Butylsulfamoyl, wobei die Alkylreste z.B. durch Hydroxy oder Sulfo weitersubstituiert sein können; N-(β-Hydroxyäthyl)-sulfamoyl; N,N-Di-(β-hydroxyäthyl)-sulfamoyl; gegebenenfalls durch C1-C4-Alkyl, C1-C4-Alkoxy, Halogen, Carboxy oder Sulfo substituiertes N-Phenylsulfamoyl; Ureido; Hydroxy; Carboxy; Sulfomethyl oder Sulfo sowie faserreaktive Reste.
Sie werden insbesondere in Mengen von 0,1 bis 3 Gew.-%, vorzugsweise 0,1 bis 1 Gew.-%, bezogen auf das Gesamtgewicht der Tinte, verwendet, um einen pH-Wert von z.B. 5 bis 9, insbesondere 6 bis 8, einzustellen. Vorzugsweise verwendet man im Falle alginathaltiger Tinten einen Citrat-Puffer.
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 0,3 Gew.-% Hydroxyaethylcellulose,
- 0,5 Gew.-% Borax und
- 84,2 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 0,3 Gew.-% Hydroxyaethylcellulose,
- 15 Gew.-% 1,2-Propylenglykol
- 0,5 Gew.-% Borax und
- 69,2 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 0,3 Gew.-% Hydroxyaethylcellulose,
- 15 Gew.-% N-Methyl-2-pyrrolidon,
- 0,5 Gew.-% Borax und
- 69,2 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 0,3 Gew.-% Hydroxyaethylcellulose,
- 0,5 Gew.-% Borax und
- 84,2 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 0,3 Gew.-% Hydroxyaethylcellulose und
- 84,7 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel
- 0,3 Gew.-% Hydroxyaethylcellulose,
- 0,5 Gew.-% Natriumcitrat und
- 84,2 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (11a),
- 0,3 Gew.-% Natriumalginat,
- 0,5 Gew.-% Natriumcitrat und
- 84,2 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (11b),
- 0,3 Gew.-% Natriumalginat,
- 15 Gew.-% 1,2-Propylenglykol
- 0,5 Gew.-% Natriumcitrat und
- 69,2 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (11c),
- 0,3 Gew.-% Natriumalginat,
- 15 Gew.-% N-Methyl-2-pyrrolidon,
- 0,5 Gew.-% Natriumcitrat und
- 69,2 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (11d),
- 0,3 Gew.-% Natriumalginat,
- 0,5 Gew.-% Natriumcitrat und
- 84,2 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (11e),
- 0,3 Gew.-% Natriumalginat und
- 84,7 Gew.-% Wasser
- 15 Gew.-% des Reaktivfarbstoffs der Formel (11f),
- 0,3 Gew.-% Natriumalginat,
- 0,5 Gew.-% Natriumcitrat und
- 84,2 Gew.-% Wasser
Claims (15)
- Verfahren zum Bedrucken von textilen Fasennaterialien nach dem Tintenstrahldruck-Verfahren, dadurch gekennzeichnet, dass man diese Fasermaterialien mit einer wässrigen Tinte bedruckt, welchea) mindestens einen Reaktivfarbstoff der Formel worinR1, R2, R3 und R4 unabhängig voneinander Wasserstoff oder gegebenenfalls substituiertes C1-C4-Alkyl sind,B1 ein organisches Brückenglied,A1 der Rest eines mindestens eine Sufogruppe enthaltenden Monoazo-, Polyazo-, Metallkomplexazo-, Anthrachinon-, Phthalocyanin-, Formazan- oder Dioxazin-Chromophors undA2 die für A1 angegebenen Bedeutungen hat oder Wasserstoff oder gegebenenfalls substituiertes C1-C4-Alkyl, Phenyl oder Naphthyl ist,R5 Wasserstoff oder gegebenenfalls substituiertes C1-C4-Alkyl,X1 Halogen,A3 der Rest eines mindestens eine Sufogruppe enthaltenden Monoazo-, Polyazo-, Metallkomplexazo-, Anthrachinon-, Phthalocyanin-, Formazan- oder Dioxazin-Chromophors undalkylen und alkylen' unabhängig voneinander C1-C6-Alkylen sind,arylen einen unsubstituierten oder durch Sulfo, Carboxy, C1-C4-Alkyl, C1-C4-Alkoxy oder Halogen substituierten Phenylen- oder Naphthylenrest bedeutet,Z Vinyl oder einen Rest -CH2-CH2-U1 bedeutet und U1 eine Abgangsgruppe ist,R Wasserstoff, Hydroxy, Sulfo, Sulfato, Carboxy, Cyano, Halogen, C1-C4-Alkoxycarbonyl, C1-C4-Alkanoyloxy, Carbamoyl oder die Gruppe -SO2-Z ist,R6 Wasserstoff, unsubstituiertes oder durch Hydroxy, Sulfo, Sulfato, Carboxy oder Cyano substituiertes C1-C4-Alkyl oder einen Rest der Formel bedeutet,R7 Wasserstoff oder unsubstituiertes oder durch Carboxy, Cyano, Hydroxy, Sulfo oder Sulfato substituiertes C1-C4-Alkyl,E der Rest -O- oder -NR8- ist und R8 Wasserstoff oder C1-C4-Alkyl bedeutet,W eine Gruppe der Formel -SO2-NR6-, -CONR6- oder -NR6CO- ist und R6 die oben angegebenen Bedeutungen hat, undt 0 oder 1 ist, undb) einen wasserlöslichen, nichtionogenen Celluloseäther oder ein Alginat enthält.
- Verfahren gemäss Anspruch 1, dadurch gekennzeichnet, dass R1, R2, R3, R4 und R5 unabhängig voneinander Wasserstoff oder C1-C4-Alkyl sind.
- Verfahren gemäss einem der Ansprüche 1 und 2, dadurch gekennzeichnet, dass B, ein C2-C12-Alkylenrest ist, welcher durch 1, 2 oder 3 Glieder aus der Gruppe -NH-, -N(CH3)- oder -O- unterbrochen sein kann und unsubstituiert oder durch Hydroxy, Sulfo, Sulfato, Cyano oder Carboxy substituiert ist.
- Verfahren gemäss einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass X1 Fluor oder Chlor, insbesondere Fluor, ist.
- Verfahren gemäss einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, dass V ein Rest der Formel (3b) oder (3d) ist.
- Verfahren gemäss einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass alkylen und alkylen' unabhängig voneinander C2-C3-Alkylen sind,R7 Wasserstoff,Z Vinyl oder ein Rest der Formel -CH2-CH2-OSO3H,E der Rest -O-,W eine Gruppe der Formel -CONH- undt die Zahl 0 ist.
- Verfahren gemäss einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, dass A1, A2 und A3 unabhängig voneinander Reste der Formel worin (R9)0-3 für 0 bis 3 gleiche oder verschiedene Substituenten aus der Gruppe C1-C4-Alkyl, C1-C4-Alkoxy, Halogen, Carboxy und Sulfo steht und Z die in Anspruch 1 angegebene Bedeutung hat, worin Z die in Anspruch 1 angegebene Bedeutung hat, worin (R10)0-4 für 0 bis 4 gleiche oder verschiedene Substituenten aus der Gruppe Halogen, Nitro, Cyan, Trifluormethyl, Sulfamoyl, Carbamoyl, C1-C4-Alkyl, C1-C4-Alkoxy, Amino, Acetylamino, Ureido, Hydroxy, Carboxy, Sulfomethyl und Sulfo steht und Z die in Anspruch 1 angegebene Bedeutung hat, worin (R11)0-3 für 0 bis 3 gleiche oder verschiedene Substituenten aus der Gruppe C1-C4-Alkyl, C1-C4-Alkoxy, Halogen, Carboxy und Sulfo steht, worin R12 und R14 unabhängig voneinander Wasserstoff, C1-C4-Alkyl oder Phenyl, und R13 Wasserstoff, Cyano, Carbamoyl oder Sulfomethyl ist, oder oder oder worin (R9)0-3, (R10)0-3, (R11)0-3 und Z jeweils die oben angegebene Bedeutung haben und (R9')0-3 für 0 bis 3 gleiche oder verschiedene Substituenten aus der Gruppe C1-C4-Alkyl, C1-C4-Alkoxy, Halogen, Carboxy oder Sulfo steht, worin Z die oben angegebene Bedeutung hat und die Benzolkerne keine weiteren Substituenten enthalten oder durch C1-C4-Alkyl, C1-C4-Alkoxy, C1-C4-Alkylsulfonyl, Halogen oder Carboxy weitersubstituiert sind, worinPc der Rest eines Metallphthalocyanins, insbesondere der Rest eines Kupfer- oder Nickelphthalocyanins ist,W' -OH und/oder -NR16R16' und R18 und R16' unabhängig voneinander Wasserstoff oder gegebenenfalls durch Hydroxy oder Sulfo substituiertes C1-C4-Alkyl sind,R15 Wasserstoff oder C1-C4-Alkyl,A ein gegebenenfalls durch C1-C4-Alkyl, Halogen, Carboxy oder Sulfo substituierter Phenylenrest oder ein C2-C6-Alkylenrest und
- Verfahren gemäss einem der Ansprüche 1 bis 8, dadurch gekennzeichnet, man als wasserlösliche, nichtionogene Celluloseäther Methylcellulose oder insbesondere Hydroxyäthylcellulose verwendet.
- Verfahren gemäss einem der Ansprüche 1 bis 8, dadurch gekennzeichnet, man eine Tinte verwendet, welche ein Alginat, insbesondere Natriumalginat, enthält.
- Verfahren gemäss einem der Ansprüche 1 bis 10, dadurch gekennzeichnet, man eine Tinte verwendet, welche eine Viskosität von 1 bis 40 mPa·s, insbesondere 10 bis 30 mPa·s, aufweist.
- Verfahren gemäss einem der Ansprüche 1 bis 11, dadurch gekennzeichnet, dass man eine Tinte verwendet, welche eine Puffersubstanz enthält.
- Verfahren gemäss einem der Ansprüche 1 bis 12, dadurch gekennzeichnet, dass man cellulosische Fasermaterialien, insbesondere Baumwolle oder Viskose, bedruckt.
- Wässrige Drucktinte für das Tintenstrahldruck-Verfahren, dadurch gekennzeichnet, dass siea) 5 bis 35 Gew.-% mindestens eines Reaktivfarbstoffes der Formel worinR1, R2, R3 und R4 unabhängig voneinander Wasserstoff oder gegebenenfalls substituiertes C1-C4-Alkyl sind,B1 ein organisches Brückenglied,A1 der Rest eines mindestens eine Sufogruppe enthaltenden Monoazo-, Polyazo-, Metallkomplexazo-, Anthrachinon-, Phthalocyanin-, Formazan- oder Dioxazin-Chromophors undA2 die für A1 angegebenen Bedeutungen hat oder Wasserstoff oder gegebenenfalls substituiertes C1-C4-Alkyl, Phenyl oder Naphthyl ist,R5 Wasserstoff oder gegebenenfalls substituiertes C1-C4-Alkyl,X1 Halogen,A3 der Rest eines mindestens eine Sufogruppe enthaltenden Monoazo-, Polyazo-, Metallkomplexazo-, Anthrachinon-, Phthalocyanin-, Formazan- oder Dioxazin-Chromophors undalkylen und alkylen' unabhängig voneinander C1-C6-Alkylen sind,arylen einen unsubstituierten oder durch Sulfo, Carboxy, C1-C4-Alkyl, C1-C4-Alkoxy oder Halogen substituierten Phenylen- oder Naphthylenrest bedeutet,Z Vinyl oder einen Rest -CH2-CH2-U1 bedeutet und U1 eine Abgangsgruppe ist,R Wasserstoff, Hydroxy, Sulfo, Sulfato, Carboxy, Cyano, Halogen, C1-C4-Alkoxycarbonyl, C1-C4-Alkanoyloxy, Carbamoyl oder die Gruppe -SO2-Z ist,R6 Wasserstoff, unsubstituiertes oder durch Hydroxy, Sulfo, Sulfato, Carboxy oder Cyano substituiertes C1-C4-Alkyl oder einen Rest der Formel bedeutet,R7 Wasserstoff oder unsubstituiertes oder durch Carboxy, Cyano, Hydroxy, Sulfo oder Sulfato substituiertes C1-C4-Alkyl,E der Rest -O- oder -NR8- ist und R8 Wasserstoff oder C1-C4-Alkyl bedeutet,W eine Gruppe der Formel -SO2-NR6-, -CONR6- oder -NR6CO- ist und R6 die oben angegebenen Bedeutungen hat, undt 0 oder 1 ist, undb) 0,01 bis 2 Gew.-% eines wasserlöslichen, nichtionogenen Celluloseäthers oder eines Alginats enthält
- Wässrige Drucktinte gemäss Anspruch 14, dadurch gekennzeichnet, dass sie 0,01 bis 2 Gew.-% eines Alginats enthält.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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CH147597 | 1997-06-17 | ||
CH1475/97 | 1997-06-17 | ||
CH147597 | 1997-06-17 |
Publications (3)
Publication Number | Publication Date |
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EP0886000A2 EP0886000A2 (de) | 1998-12-23 |
EP0886000A3 EP0886000A3 (de) | 2000-02-23 |
EP0886000B1 true EP0886000B1 (de) | 2005-07-20 |
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Application Number | Title | Priority Date | Filing Date |
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EP98810525A Expired - Lifetime EP0886000B1 (de) | 1997-06-17 | 1998-06-09 | Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren |
Country Status (13)
Country | Link |
---|---|
US (1) | US5972084A (de) |
EP (1) | EP0886000B1 (de) |
JP (1) | JPH1112963A (de) |
KR (1) | KR100538666B1 (de) |
CN (1) | CN1140667C (de) |
BR (1) | BR9802014A (de) |
DE (1) | DE59812931D1 (de) |
ES (1) | ES2246065T3 (de) |
ID (1) | ID20432A (de) |
PT (1) | PT886000E (de) |
SG (1) | SG73520A1 (de) |
TR (1) | TR199801119A3 (de) |
TW (1) | TW550281B (de) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
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JPH05161473A (ja) * | 1991-12-12 | 1993-06-29 | Tanisake:Kk | 栄養補助食品 |
GB9608488D0 (en) * | 1996-04-25 | 1996-07-03 | Zeneca Ltd | Compositions, processes and uses |
GB9702354D0 (en) * | 1997-02-05 | 1997-03-26 | Zeneca Ltd | Compounds and their use |
US6406525B1 (en) | 1998-04-18 | 2002-06-18 | Clariant Finance (Bvi) Limited | Organic compounds |
AU2666800A (en) * | 1999-02-05 | 2000-08-25 | Ciba Specialty Chemicals Holding Inc. | Black-dyeing inks and their use |
GB9916110D0 (en) * | 1999-07-10 | 1999-09-08 | Avecia Ltd | Compounds and inks |
DE10004954A1 (de) * | 2000-02-04 | 2001-08-16 | Dystar Textilfarben Gmbh & Co | Wässrige Drucktinten für den Einsatz nach dem Tintenstrahldruck-Verfahren, ihre Herstellung und ihre Verwendung auf textilen Fasermaterialien |
GB0019464D0 (en) * | 2000-08-09 | 2000-09-27 | Clariant Int Ltd | Organic compounds |
DE60139949D1 (de) * | 2000-10-10 | 2009-10-29 | Clariant Finance Bvi Ltd | Faserreaktive kupferkomplexe von monoazofarbstoffen |
DE10135042A1 (de) * | 2001-07-11 | 2003-02-06 | Dystar Textilfarben Gmbh & Co | Wässrige Tintenformulierungen für das Tintenstrahldruck-Verfahren |
US6869646B2 (en) * | 2001-08-06 | 2005-03-22 | Hewlett-Packard Company, L.P. | Fast drying images and methods for printing on inorganic porous media |
KR20050116831A (ko) * | 2003-03-27 | 2005-12-13 | 시바 스페셜티 케미칼스 홀딩 인크. | 섬유 반응성 아조 염료, 이의 제조 및 이의 용도 |
TW200512261A (en) * | 2003-07-16 | 2005-04-01 | Nippon Kayaku Kk | Disazocompound and ink composition using same |
CN102153904B (zh) * | 2011-01-12 | 2013-06-19 | 郑州鸿盛数码科技股份有限公司 | 一种陶瓷转移数码印花喷墨墨水及其使用方法 |
CN102127333A (zh) * | 2011-01-12 | 2011-07-20 | 郑州鸿盛数码科技股份有限公司 | 一种直接喷墨印花分散染料墨水及其使用方法 |
CN102337045B (zh) * | 2011-07-13 | 2014-03-26 | 丽源(湖北)科技有限公司 | 蓝色活性染料混合物及其制备和应用 |
CN102504583B (zh) * | 2011-09-29 | 2014-10-08 | 刘卫斌 | 一种大红偶氮染料及其制备和使用 |
CN102391683B (zh) * | 2011-09-29 | 2014-05-07 | 刘卫斌 | 一种大红偶氮染料混合物及其使用 |
TWI548704B (zh) * | 2015-05-08 | 2016-09-11 | 臺灣永光化學工業股份有限公司 | 高固著數位紡織印花墨水組成物 |
CN107964258A (zh) * | 2017-12-05 | 2018-04-27 | 湖北丽源科技股份有限公司 | 一种黄色含氟活性染料混合物及其制备方法和应用 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS61101574A (ja) * | 1984-10-23 | 1986-05-20 | Ricoh Co Ltd | 水性インク |
JPS60185886A (ja) * | 1985-01-29 | 1985-09-21 | キヤノン株式会社 | 捺染用液媒体 |
EP0202656B1 (de) * | 1985-05-21 | 1992-01-29 | Canon Kabushiki Kaisha | Tintenstrahldruckmethode |
US4849770A (en) * | 1985-12-13 | 1989-07-18 | Canon Kabushiki Kaisha | Ink for use in ink jet and ink jet printing method using the same |
JP2890492B2 (ja) * | 1989-07-05 | 1999-05-17 | 三菱化学株式会社 | 記録液 |
GB9102037D0 (en) * | 1991-01-30 | 1991-03-13 | Ici Plc | Printing process & formulation |
US5250121A (en) * | 1991-09-26 | 1993-10-05 | Canon Kabushiki Kaisha | Ink-jet textile printing ink and ink-jet textile printing process |
EP0559310B1 (de) * | 1992-03-06 | 1996-04-03 | Zeneca Limited | Tintenzusammensetzungen |
GB9325454D0 (en) * | 1993-01-12 | 1994-02-16 | Zeneca Ltd | Azo compound |
JP3666895B2 (ja) * | 1993-01-13 | 2005-06-29 | キヤノン株式会社 | インクジェット捺染インク、かかるインクを用いた捺染方法、機器および得られる捺染物 |
JP3391922B2 (ja) * | 1994-02-08 | 2003-03-31 | キヤノン株式会社 | インクジェット捺染用布帛の製造方法、布帛の処理方法及びインクジェット捺染方法 |
DE4417718A1 (de) * | 1994-05-20 | 1995-11-23 | Hoechst Ag | Reaktivfarbstoffe für den Tintenstrahldruck |
US5843217A (en) * | 1996-10-11 | 1998-12-01 | Minolta Co., Ltd. | Ink for ink jet recording |
-
1998
- 1998-06-02 US US09/089,144 patent/US5972084A/en not_active Expired - Lifetime
- 1998-06-09 DE DE59812931T patent/DE59812931D1/de not_active Expired - Fee Related
- 1998-06-09 PT PT98810525T patent/PT886000E/pt unknown
- 1998-06-09 ES ES98810525T patent/ES2246065T3/es not_active Expired - Lifetime
- 1998-06-09 EP EP98810525A patent/EP0886000B1/de not_active Expired - Lifetime
- 1998-06-11 ID IDP980855A patent/ID20432A/id unknown
- 1998-06-12 SG SG1998001403A patent/SG73520A1/en unknown
- 1998-06-15 TW TW087109453A patent/TW550281B/zh not_active IP Right Cessation
- 1998-06-16 TR TR1998/01119A patent/TR199801119A3/tr unknown
- 1998-06-16 CN CNB981032303A patent/CN1140667C/zh not_active Expired - Fee Related
- 1998-06-16 BR BR9802014A patent/BR9802014A/pt not_active Application Discontinuation
- 1998-06-17 KR KR1019980022646A patent/KR100538666B1/ko not_active IP Right Cessation
- 1998-06-17 JP JP10169542A patent/JPH1112963A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
PT886000E (pt) | 2005-10-31 |
TR199801119A2 (xx) | 1999-10-21 |
CN1140667C (zh) | 2004-03-03 |
EP0886000A2 (de) | 1998-12-23 |
ID20432A (id) | 1998-12-17 |
ES2246065T3 (es) | 2006-02-01 |
TW550281B (en) | 2003-09-01 |
JPH1112963A (ja) | 1999-01-19 |
SG73520A1 (en) | 2000-06-20 |
US5972084A (en) | 1999-10-26 |
CN1202551A (zh) | 1998-12-23 |
BR9802014A (pt) | 1999-07-20 |
DE59812931D1 (de) | 2005-08-25 |
EP0886000A3 (de) | 2000-02-23 |
KR100538666B1 (ko) | 2006-03-28 |
TR199801119A3 (tr) | 1999-10-21 |
KR19990007044A (ko) | 1999-01-25 |
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