BE532793A - - Google Patents

Info

Publication number

BE532793A

BE532793A BE532793DA BE532793A BE 532793 A BE532793 A BE 532793A BE 532793D A BE532793D A BE 532793DA BE 532793 A BE532793 A BE 532793A

Authority

BE

Belgium

Prior art keywords

parts

water

group

dyes

dye

Prior art date

Links

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• 239000000975 dye Substances 0.000 claims description 55
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
• 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 14
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
• 238000000034 method Methods 0.000 claims description 9
• YGYAWVDWMABLBF-UHFFFAOYSA-N phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 6
• 230000027326 copulation Effects 0.000 claims description 5
• YGNDWDUEMICDLW-UHFFFAOYSA-N 7-anilino-4-hydroxynaphthalene-2-sulfonic acid Chemical class C=1C=C2C(O)=CC(S(O)(=O)=O)=CC2=CC=1NC1=CC=CC=C1 YGNDWDUEMICDLW-UHFFFAOYSA-N 0.000 claims description 3
• 238000004043 dyeing Methods 0.000 claims description 3
• 239000000463 material Substances 0.000 claims description 2
• 239000000243 solution Substances 0.000 description 23
• HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
• CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 15
• FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 13
• VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
• 239000002253 acid Substances 0.000 description 12
• 230000001808 coupling Effects 0.000 description 12
• 238000010168 coupling process Methods 0.000 description 12
• 238000005859 coupling reaction Methods 0.000 description 12
• RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 9
• 229910052802 copper Inorganic materials 0.000 description 9
• 239000010949 copper Substances 0.000 description 9
• 238000006243 chemical reaction Methods 0.000 description 8
• 229920000742 Cotton Polymers 0.000 description 7
• UIIMBOGNXHQVGW-UHFFFAOYSA-M buffer Substances [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 7
• 229920000297 Rayon Polymers 0.000 description 6
• LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 6
• -1 aminomonoazo Chemical group 0.000 description 6
• 239000011780 sodium chloride Substances 0.000 description 6
• 239000003795 chemical substances by application Substances 0.000 description 5
• 150000001875 compounds Chemical class 0.000 description 5
• 238000007747 plating Methods 0.000 description 5
• 239000001187 sodium carbonate Substances 0.000 description 5
• 229910000029 sodium carbonate Inorganic materials 0.000 description 5
• 238000006193 diazotization reaction Methods 0.000 description 3
• 239000000835 fiber Substances 0.000 description 3
• 239000012065 filter cake Substances 0.000 description 3
• 239000002184 metal Substances 0.000 description 3
• 229910052751 metal Inorganic materials 0.000 description 3
• 150000002739 metals Chemical class 0.000 description 3
• 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 description 3
• 239000000203 mixture Substances 0.000 description 3
• 229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
• 235000017557 sodium bicarbonate Nutrition 0.000 description 3
• 235000010288 sodium nitrite Nutrition 0.000 description 3
• 125000001424 substituent group Chemical group 0.000 description 3
• 239000000725 suspension Substances 0.000 description 3
• 150000003672 ureas Chemical class 0.000 description 3
• RUCHWTKMOWXHLU-UHFFFAOYSA-N 5-nitroanthranilic acid Chemical compound NC1=CC=C([N+]([O-])=O)C=C1C(O)=O RUCHWTKMOWXHLU-UHFFFAOYSA-N 0.000 description 2
• KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 description 2
• 239000005749 Copper compound Substances 0.000 description 2
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
• 230000002378 acidificating Effects 0.000 description 2
• 150000001880 copper compounds Chemical class 0.000 description 2
• 238000001914 filtration Methods 0.000 description 2
• WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
• PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
• 239000000047 product Substances 0.000 description 2
• KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
• 229910052708 sodium Inorganic materials 0.000 description 2
• 239000011734 sodium Substances 0.000 description 2
• 239000000126 substance Substances 0.000 description 2
• 230000001131 transforming Effects 0.000 description 2
• XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
• QLSWIGRIBOSFMV-UHFFFAOYSA-N 1H-pyrrol-2-amine Chemical class NC1=CC=CN1 QLSWIGRIBOSFMV-UHFFFAOYSA-N 0.000 description 1
• DMYHTSZRAULBDW-UHFFFAOYSA-N 4,7-dihydroxynaphthalene-2-sulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(O)=CC=C21 DMYHTSZRAULBDW-UHFFFAOYSA-N 0.000 description 1
• TYMLOMAKGOJONV-UHFFFAOYSA-N 4-Nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 1
• HQWKOJIWYQRIAT-UHFFFAOYSA-N 6-anilinonaphthalen-1-ol Chemical class C=1C=C2C(O)=CC=CC2=CC=1NC1=CC=CC=C1 HQWKOJIWYQRIAT-UHFFFAOYSA-N 0.000 description 1
• RWZYAGGXGHYGMB-UHFFFAOYSA-N Anthranilic acid Chemical class NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 1
• OHWLLFPCWKKRNZ-UHFFFAOYSA-N C1(=CC=CC=C1)NC1=CC=CC2=C(C=C(C=C12)S(=O)(=O)O)O Chemical compound C1(=CC=CC=C1)NC1=CC=CC2=C(C=C(C=C12)S(=O)(=O)O)O OHWLLFPCWKKRNZ-UHFFFAOYSA-N 0.000 description 1
• 229920003043 Cellulose fiber Polymers 0.000 description 1
• ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
• 229940093912 Gynecological Sulfonamides Drugs 0.000 description 1
• 240000006669 Helianthus annuus Species 0.000 description 1
• 235000003222 Helianthus annuus Nutrition 0.000 description 1
• FEWJPZIEWOKRBE-XIXRPRMCSA-N Mesotartaric acid Chemical compound OC(=O)[C@@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-XIXRPRMCSA-N 0.000 description 1
• FDDDEECHVMSUSB-UHFFFAOYSA-N Sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
• 235000012544 Viola sororia Nutrition 0.000 description 1
• 241001106476 Violaceae Species 0.000 description 1
• 150000007513 acids Chemical class 0.000 description 1
• 238000007792 addition Methods 0.000 description 1
• 125000003277 amino group Chemical group 0.000 description 1
• 230000001034 aminogenic Effects 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• 239000010425 asbestos Substances 0.000 description 1
• 125000004429 atoms Chemical group 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 239000004202 carbamide Substances 0.000 description 1
• 229960000539 carbamide Drugs 0.000 description 1
• 235000013877 carbamide Nutrition 0.000 description 1
• XZMCDFZZKTWFGF-UHFFFAOYSA-N carbodiimide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1
• 239000007859 condensation product Substances 0.000 description 1
• 238000001816 cooling Methods 0.000 description 1
• 230000000875 corresponding Effects 0.000 description 1
• 150000008049 diazo compounds Chemical class 0.000 description 1
• 150000001991 dicarboxylic acids Chemical class 0.000 description 1
• 238000001035 drying Methods 0.000 description 1
• 230000001747 exhibiting Effects 0.000 description 1
• 229940079867 intestinal antiinfectives Sulfonamides Drugs 0.000 description 1
• 150000002736 metal compounds Chemical class 0.000 description 1
• PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
• 230000001264 neutralization Effects 0.000 description 1
• 229910052759 nickel Inorganic materials 0.000 description 1
• 229940005938 ophthalmologic antiinfectives Sulfonamides Drugs 0.000 description 1
• 239000002244 precipitate Substances 0.000 description 1
• 239000002964 rayon Substances 0.000 description 1
• 239000001044 red dye Substances 0.000 description 1
• 238000010992 reflux Methods 0.000 description 1
• 239000004627 regenerated cellulose Substances 0.000 description 1
• 229910052895 riebeckite Inorganic materials 0.000 description 1
• 239000000344 soap Substances 0.000 description 1
• VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
• 239000001632 sodium acetate Substances 0.000 description 1
• 235000017281 sodium acetate Nutrition 0.000 description 1
• DWAQJAXMDSEUJJ-UHFFFAOYSA-M sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
• 239000004289 sodium hydrogen sulphite Substances 0.000 description 1
• 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
• 229910052938 sodium sulfate Inorganic materials 0.000 description 1
• 235000011152 sodium sulphate Nutrition 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 229960001663 sulfanilamide Drugs 0.000 description 1
• 150000003456 sulfonamides Chemical class 0.000 description 1
• 229940095064 tartrate Drugs 0.000 description 1
• 150000003568 thioethers Chemical class 0.000 description 1
• 229940026752 topical Sulfonamides Drugs 0.000 description 1
• IVNZBWNBYXERPK-DZGBHZPSSA-K trisodium;(8Z)-7-oxo-8-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-1,3-disulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N\N=C3/C(=O)C=CC=4C=C(C=C(C=43)S([O-])(=O)=O)S(=O)(=O)[O-])=CC=C(S([O-])(=O)=O)C2=C1 IVNZBWNBYXERPK-DZGBHZPSSA-K 0.000 description 1
• 238000005406 washing Methods 0.000 description 1