BE570198A

BE570198A -

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Publication number: BE570198A
Authority: BE; Belgium
Prior art keywords: sep; amino; benzene; dyes; hydroxy
Prior art date

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English (en)

French (fr)

Publication of BE570198A publication Critical patent/BE570198A/fr

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239000000975 dye Substances 0.000 claims description 92
UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 37
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 27
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 25
229910052803 cobalt Inorganic materials 0.000 claims description 25
239000010941 cobalt Substances 0.000 claims description 25
-1 2-hydroxynaphthalene compound Chemical class 0.000 claims description 24
VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 23
239000002253 acid Substances 0.000 claims description 16
230000001808 coupling Effects 0.000 claims description 16
238000010168 coupling process Methods 0.000 claims description 16
238000005859 coupling reaction Methods 0.000 claims description 16
125000001424 substituent group Chemical group 0.000 claims description 16
239000000203 mixture Substances 0.000 claims description 12
229950011260 betanaphthol Drugs 0.000 claims description 11
229910052804 chromium Inorganic materials 0.000 claims description 11
239000011651 chromium Substances 0.000 claims description 11
239000003795 chemical substances by application Substances 0.000 claims description 10
229910001385 heavy metal Inorganic materials 0.000 claims description 10
230000000875 corresponding Effects 0.000 claims description 9
125000000565 sulfonamide group Chemical group 0.000 claims description 9
230000015572 biosynthetic process Effects 0.000 claims description 7
238000000034 method Methods 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 6
238000005755 formation reaction Methods 0.000 claims description 5
239000000463 material Substances 0.000 claims description 5
125000003277 amino group Chemical group 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
229910052757 nitrogen Inorganic materials 0.000 claims description 4
125000004433 nitrogen atoms Chemical group N* 0.000 claims description 4
230000001737 promoting Effects 0.000 claims description 4
YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical group OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 3
150000002790 naphthalenes Chemical class 0.000 claims description 3
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
150000001869 cobalt compounds Chemical class 0.000 claims description 2
238000010494 dissociation reaction Methods 0.000 claims description 2
230000005593 dissociations Effects 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
125000000751 azo group Chemical group [*]N=N[*] 0.000 claims 1
150000001555 benzenes Chemical class 0.000 claims 1
239000003086 colorant Substances 0.000 claims 1
229920001098 polystyrene-block-poly(ethylene/propylene) Polymers 0.000 description 288
239000000243 solution Substances 0.000 description 24
210000002268 Wool Anatomy 0.000 description 17
FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 14
239000011780 sodium chloride Substances 0.000 description 13
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
230000001264 neutralization Effects 0.000 description 11
159000000000 sodium salts Chemical class 0.000 description 11
JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 10
QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 10
230000002378 acidificating Effects 0.000 description 9
229910052751 metal Inorganic materials 0.000 description 9
239000002184 metal Substances 0.000 description 9
LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
239000000843 powder Substances 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 6
239000000987 azo dye Substances 0.000 description 6
238000004043 dyeing Methods 0.000 description 6
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 5
229960000583 Acetic Acid Drugs 0.000 description 4
QAHREYKOYSIQPH-UHFFFAOYSA-L Cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 4
LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
FDDDEECHVMSUSB-UHFFFAOYSA-N Sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 4
229910000423 chromium oxide Inorganic materials 0.000 description 4
229940011182 cobalt acetate Drugs 0.000 description 4
238000001914 filtration Methods 0.000 description 4
ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 4
UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
229960001663 sulfanilamide Drugs 0.000 description 4
WGLPBDUCMAPZCE-UHFFFAOYSA-N trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 4
QELUYTUMUWHWMC-UHFFFAOYSA-N Edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 description 3
240000007817 Olea europaea Species 0.000 description 3
229910052783 alkali metal Inorganic materials 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
150000008049 diazo compounds Chemical class 0.000 description 3
238000006193 diazotization reaction Methods 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
229920001184 polypeptide Polymers 0.000 description 3
KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000011734 sodium Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-Aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-Naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 2
LRCIYVMVWAMTKX-UHFFFAOYSA-L Chromium(II) acetate Chemical compound [Cr+2].CC([O-])=O.CC([O-])=O LRCIYVMVWAMTKX-UHFFFAOYSA-L 0.000 description 2
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 2
VMPITZXILSNTON-UHFFFAOYSA-N O-Anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 description 2
KJFMBFZCATUALV-UHFFFAOYSA-N Phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
DLFVBJFMPXGRIB-UHFFFAOYSA-N acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
239000003929 acidic solution Substances 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
238000007792 addition Methods 0.000 description 2
239000003513 alkali Substances 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
150000001448 anilines Chemical class 0.000 description 2
125000004429 atoms Chemical group 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
238000009835 boiling Methods 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
LCGLNKUTAGEVQW-UHFFFAOYSA-N dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
150000004665 fatty acids Chemical class 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
238000001465 metallisation Methods 0.000 description 2
239000011707 mineral Substances 0.000 description 2
JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
239000001632 sodium acetate Substances 0.000 description 2
235000017281 sodium acetate Nutrition 0.000 description 2
239000001187 sodium carbonate Substances 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
235000010288 sodium nitrite Nutrition 0.000 description 2
239000007858 starting material Substances 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
230000002194 synthesizing Effects 0.000 description 2
WVAKABMNNSMCDK-UHFFFAOYSA-N (4-aminophenyl)sulfonylurea Chemical compound NC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 WVAKABMNNSMCDK-UHFFFAOYSA-N 0.000 description 1
RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical class C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 description 1
IHZCKOBTZMHTDA-UHFFFAOYSA-N 2-(2-amino-4-methylphenoxy)acetic acid Chemical compound CC1=CC=C(OCC(O)=O)C(N)=C1 IHZCKOBTZMHTDA-UHFFFAOYSA-N 0.000 description 1
DOPJTDJKZNWLRB-UHFFFAOYSA-N 2-Amino-5-nitrophenol Chemical compound NC1=CC=C([N+]([O-])=O)C=C1O DOPJTDJKZNWLRB-UHFFFAOYSA-N 0.000 description 1
ZMXYNJXDULEQCK-UHFFFAOYSA-N 2-Amino-P-Cresol Chemical compound CC1=CC=C(O)C(N)=C1 ZMXYNJXDULEQCK-UHFFFAOYSA-N 0.000 description 1
YAZSBRQTAHVVGE-UHFFFAOYSA-N 2-aminobenzenesulfonamide Chemical class NC1=CC=CC=C1S(N)(=O)=O YAZSBRQTAHVVGE-UHFFFAOYSA-N 0.000 description 1
ULHFFAFDSSHFDA-UHFFFAOYSA-N 2-ethoxyaniline Chemical compound CCOC1=CC=CC=C1N ULHFFAFDSSHFDA-UHFFFAOYSA-N 0.000 description 1
MOEFFSWKSMRFRQ-UHFFFAOYSA-N 2-ethoxyphenol Chemical compound CCOC1=CC=CC=C1O MOEFFSWKSMRFRQ-UHFFFAOYSA-N 0.000 description 1
NPWOQOWGIUVRAU-UHFFFAOYSA-N 3-amino-4-methoxybenzenesulfonamide Chemical compound COC1=CC=C(S(N)(=O)=O)C=C1N NPWOQOWGIUVRAU-UHFFFAOYSA-N 0.000 description 1
JPVKCHIPRSQDKL-UHFFFAOYSA-N 3-aminobenzenesulfonamide Chemical compound NC1=CC=CC(S(N)(=O)=O)=C1 JPVKCHIPRSQDKL-UHFFFAOYSA-N 0.000 description 1
ZAIQAMUPQDZCCE-UHFFFAOYSA-N 3-methylsulfonylbenzene-1,2-diamine Chemical compound CS(=O)(=O)C1=CC=CC(N)=C1N ZAIQAMUPQDZCCE-UHFFFAOYSA-N 0.000 description 1
QSNSCYSYFYORTR-UHFFFAOYSA-N 4-Chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 1
KIFWRBGNLWQFFR-UHFFFAOYSA-N 4-amino-3-methoxybenzenesulfonamide Chemical compound COC1=CC(S(N)(=O)=O)=CC=C1N KIFWRBGNLWQFFR-UHFFFAOYSA-N 0.000 description 1
BOZSDDFQWJUBNG-UHFFFAOYSA-N 4-aminobenzene-1,3-disulfonamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1S(N)(=O)=O BOZSDDFQWJUBNG-UHFFFAOYSA-N 0.000 description 1
UVUPYJHRUARFIM-UHFFFAOYSA-N 4-hydroxynaphthalene-2-sulfonamide Chemical compound C1=CC=CC2=CC(S(=O)(=O)N)=CC(O)=C21 UVUPYJHRUARFIM-UHFFFAOYSA-N 0.000 description 1
XJEVFFNOMKXBLU-UHFFFAOYSA-N 4-methylsulfonylaniline Chemical compound CS(=O)(=O)C1=CC=C(N)C=C1 XJEVFFNOMKXBLU-UHFFFAOYSA-N 0.000 description 1
SJQSEUYLFLQZQY-UHFFFAOYSA-N 4-methylsulfonylbenzene-1,3-diamine Chemical compound CS(=O)(=O)C1=CC=C(N)C=C1N SJQSEUYLFLQZQY-UHFFFAOYSA-N 0.000 description 1
WBSMIPLNPSCJFS-UHFFFAOYSA-N 5-chloro-2-methoxyaniline Chemical compound COC1=CC=C(Cl)C=C1N WBSMIPLNPSCJFS-UHFFFAOYSA-N 0.000 description 1
HUYJTJXLNBOVFO-UHFFFAOYSA-N 7-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(O)=CC=C21 HUYJTJXLNBOVFO-UHFFFAOYSA-N 0.000 description 1
DYRDKSSFIWVSNM-UHFFFAOYSA-N Acetoacetanilide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1 DYRDKSSFIWVSNM-UHFFFAOYSA-N 0.000 description 1
RDOXTESZEPMUJZ-UHFFFAOYSA-N Anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
WRLJFWNMYGBFOC-UHFFFAOYSA-Q Chrome complex Chemical compound [H+].[H+].[Cr].CCCCC(CC)COCCCN.CCCCC(CC)COCCCN.O=C1[C-](N=NC=2C(=C(C=C(C=2)[N+]([O-])=O)S(O)(=O)=O)O)C(C)=NN1C1=CC=CC=C1.O=C1[C-](N=NC=2C(=C(C=C(C=2)[N+]([O-])=O)S(O)(=O)=O)O)C(C)=NN1C1=CC=CC=C1.C=12C=CC(N(CC)CC)=CC2=[O+]C2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O WRLJFWNMYGBFOC-UHFFFAOYSA-Q 0.000 description 1
GVPFVAHMJGGAJG-UHFFFAOYSA-L Cobalt(II) chloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N D-Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium Ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 1
MTPKMGABYQNMMG-UHFFFAOYSA-N N-(3-chlorophenyl)-3-oxobutanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC(Cl)=C1 MTPKMGABYQNMMG-UHFFFAOYSA-N 0.000 description 1
APVPOHHVBBYQAV-UHFFFAOYSA-N N-(4-aminophenyl)sulfonyloctadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 APVPOHHVBBYQAV-UHFFFAOYSA-N 0.000 description 1
UHNHTTIUNATJKL-UHFFFAOYSA-N N-methylmethanesulfonamide Chemical group CNS(C)(=O)=O UHNHTTIUNATJKL-UHFFFAOYSA-N 0.000 description 1
IWDCLRJOBJJRNH-UHFFFAOYSA-N P-Cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
206010062080 Pigmentation disease Diseases 0.000 description 1
AKHNMLFCWUSKQB-UHFFFAOYSA-L Sodium thiosulphate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
239000004133 Sodium thiosulphate Substances 0.000 description 1
NVBFHJWHLNUMCV-UHFFFAOYSA-N Sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
OTTSIBOPBONYJO-UHFFFAOYSA-N [NH-]C(O)=O Chemical group [NH-]C(O)=O OTTSIBOPBONYJO-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
125000004442 acylamino group Chemical group 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
150000001447 alkali salts Chemical class 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
229940051880 analgesics and antipyretics Pyrazolones Drugs 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000007900 aqueous suspension Substances 0.000 description 1
238000006394 aromatic diazotization reaction Methods 0.000 description 1
125000004391 aryl sulfonyl group Chemical group 0.000 description 1
239000002585 base Substances 0.000 description 1
239000001045 blue dye Substances 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 description 1
150000001733 carboxylic acid esters Chemical group 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
AVXHCUKQISJQBN-UHFFFAOYSA-N chloromethanesulfonamide Chemical group NS(=O)(=O)CCl AVXHCUKQISJQBN-UHFFFAOYSA-N 0.000 description 1
150000001845 chromium compounds Chemical class 0.000 description 1
MVOKRNREBQYLTD-UHFFFAOYSA-L chromium(2+);diformate Chemical compound [Cr+2].[O-]C=O.[O-]C=O MVOKRNREBQYLTD-UHFFFAOYSA-L 0.000 description 1
JOPOVCBBYLSVDA-UHFFFAOYSA-N chromium(6+) Chemical compound [Cr+6] JOPOVCBBYLSVDA-UHFFFAOYSA-N 0.000 description 1
GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical compound [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 description 1
SKNKUZQQLUNPGJ-UHFFFAOYSA-N cobalt;formic acid Chemical compound [Co].OC=O SKNKUZQQLUNPGJ-UHFFFAOYSA-N 0.000 description 1
150000004696 coordination complex Chemical class 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
150000005205 dihydroxybenzenes Chemical class 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
ZCRZCMUDOWDGOB-UHFFFAOYSA-N ethanesulfonimidic acid Chemical compound CCS(N)(=O)=O ZCRZCMUDOWDGOB-UHFFFAOYSA-N 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
239000008103 glucose Substances 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
125000002768 hydroxyalkyl group Chemical group 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
NXPPAOGUKPJVDI-UHFFFAOYSA-N naphthalene-1,2-diol Chemical class C1=CC=CC2=C(O)C(O)=CC=C21 NXPPAOGUKPJVDI-UHFFFAOYSA-N 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
230000019612 pigmentation Effects 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
KAESVJOAVNADME-UHFFFAOYSA-N pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 1
239000003638 reducing agent Substances 0.000 description 1
235000019345 sodium thiosulphate Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
125000002130 sulfonic acid ester group Chemical group 0.000 description 1
239000004753 textile Substances 0.000 description 1
FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1