BE543295A - - Google Patents

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Publication number: BE543295A
Authority: BE; Belgium
Prior art keywords: parts; amino; acid; dye; diamino
Prior art date

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Publication of BE543295A publication Critical patent/BE543295A/fr

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239000000975 dye Substances 0.000 claims description 79
230000001808 coupling Effects 0.000 claims description 22
238000010168 coupling process Methods 0.000 claims description 22
238000005859 coupling reaction Methods 0.000 claims description 22
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 21
229910052757 nitrogen Inorganic materials 0.000 claims description 14
JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical group C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 claims description 11
YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 11
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
-1 amine compound Chemical class 0.000 claims description 9
150000002829 nitrogen Chemical group 0.000 claims description 9
230000000875 corresponding Effects 0.000 claims description 8
125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 6
125000000623 heterocyclic group Chemical group 0.000 claims description 6
125000001841 imino group Chemical class [H]N=* 0.000 claims description 5
238000000034 method Methods 0.000 claims description 5
125000003118 aryl group Chemical group 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 3
125000003710 aryl alkyl group Chemical group 0.000 claims description 3
239000000463 material Substances 0.000 claims description 3
125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 2
125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
238000004519 manufacturing process Methods 0.000 claims 1
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 46
FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 26
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
239000001187 sodium carbonate Substances 0.000 description 23
229910000029 sodium carbonate Inorganic materials 0.000 description 23
239000002253 acid Substances 0.000 description 22
239000000243 solution Substances 0.000 description 21
RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical group [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 16
229910052802 copper Inorganic materials 0.000 description 16
239000010949 copper Substances 0.000 description 16
150000001875 compounds Chemical class 0.000 description 15
238000007747 plating Methods 0.000 description 14
239000000843 powder Substances 0.000 description 14
239000011780 sodium chloride Substances 0.000 description 13
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 13
VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 12
KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical class OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 description 8
230000002378 acidificating Effects 0.000 description 8
229920002678 cellulose Polymers 0.000 description 8
239000001913 cellulose Substances 0.000 description 8
239000000835 fiber Substances 0.000 description 8
JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
241000208818 Helianthus Species 0.000 description 7
235000003222 Helianthus annuus Nutrition 0.000 description 7
239000007787 solid Substances 0.000 description 7
ZDWPBMJZDNXTPG-UHFFFAOYSA-N 2H-benzotriazol-4-amine Chemical class NC1=CC=CC2=C1NN=N2 ZDWPBMJZDNXTPG-UHFFFAOYSA-N 0.000 description 6
WHSXTWFYRGOBGO-UHFFFAOYSA-N 3-methylsalicylic acid Chemical compound CC1=CC=CC(C(O)=O)=C1O WHSXTWFYRGOBGO-UHFFFAOYSA-N 0.000 description 6
238000001914 filtration Methods 0.000 description 6
235000010288 sodium nitrite Nutrition 0.000 description 6
NJESAXZANHETJV-UHFFFAOYSA-N 4-Methylsalicylic acid Chemical compound CC1=CC=C(C(O)=O)C(O)=C1 NJESAXZANHETJV-UHFFFAOYSA-N 0.000 description 5
238000007792 addition Methods 0.000 description 5
125000003277 amino group Chemical group 0.000 description 5
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 5
239000000203 mixture Substances 0.000 description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
238000001816 cooling Methods 0.000 description 4
239000000047 product Substances 0.000 description 4
KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
239000011734 sodium Substances 0.000 description 4
OTFFCAGPSWJBDK-UHFFFAOYSA-N 1H-indazol-7-amine Chemical class NC1=CC=CC2=C1NN=C2 OTFFCAGPSWJBDK-UHFFFAOYSA-N 0.000 description 3
MRIXVKKOHPQOFK-UHFFFAOYSA-N 2-hydroxy-4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C(O)=C1 MRIXVKKOHPQOFK-UHFFFAOYSA-N 0.000 description 3
KLSJWNVTNUYHDU-UHFFFAOYSA-N 4H-1,2,4-triazol-3-amine Chemical class NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 3
RAIPHJJURHTUIC-UHFFFAOYSA-N Aminothiazole Chemical class NC1=NC=CS1 RAIPHJJURHTUIC-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
230000027326 copulation Effects 0.000 description 3
238000004043 dyeing Methods 0.000 description 3
PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
238000003756 stirring Methods 0.000 description 3
238000005406 washing Methods 0.000 description 3
DUGYIAXAVYWYOR-UHFFFAOYSA-N 1,3-benzothiazol-4-amine Chemical class NC1=CC=CC2=C1N=CS2 DUGYIAXAVYWYOR-UHFFFAOYSA-N 0.000 description 2
ACTKAGSPIFDCMF-UHFFFAOYSA-N 1,3-oxazol-2-amine Chemical class NC1=NC=CO1 ACTKAGSPIFDCMF-UHFFFAOYSA-N 0.000 description 2
YQOPKUFXAXHGRJ-UHFFFAOYSA-N 1-methylbenzotriazol-4-amine Chemical compound C1=CC=C2N(C)N=NC2=C1N YQOPKUFXAXHGRJ-UHFFFAOYSA-N 0.000 description 2
NZJKEQFPRPAEPO-UHFFFAOYSA-N 1H-benzimidazol-4-amine Chemical compound NC1=CC=CC2=C1N=CN2 NZJKEQFPRPAEPO-UHFFFAOYSA-N 0.000 description 2
WTFWZOSMUGZKNZ-UHFFFAOYSA-N 1H-indol-7-amine Chemical class NC1=CC=CC2=C1NC=C2 WTFWZOSMUGZKNZ-UHFFFAOYSA-N 0.000 description 2
JVVRJMXHNUAPHW-UHFFFAOYSA-N 1H-pyrazol-5-amine Chemical class NC=1C=CNN=1 JVVRJMXHNUAPHW-UHFFFAOYSA-N 0.000 description 2
KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Substances C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 description 2
PPINMMULCRBDOS-UHFFFAOYSA-N 3-chloro-2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1O PPINMMULCRBDOS-UHFFFAOYSA-N 0.000 description 2
YBTVSGCNBZPRBD-UHFFFAOYSA-N 4-acetamidosalicylic acid Chemical compound CC(=O)NC1=CC=C(C(O)=O)C(O)=C1 YBTVSGCNBZPRBD-UHFFFAOYSA-N 0.000 description 2
DXQHKRLJFRUIKF-UHFFFAOYSA-N 7-(ethylamino)-4-hydroxynaphthalene-2-sulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(NCC)=CC=C21 DXQHKRLJFRUIKF-UHFFFAOYSA-N 0.000 description 2
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 2
WREVVZMUNPAPOV-UHFFFAOYSA-N 8-Aminoquinoline Chemical compound C1=CN=C2C(N)=CC=CC2=C1 WREVVZMUNPAPOV-UHFFFAOYSA-N 0.000 description 2
SZDFCLITCAEMST-UHFFFAOYSA-N C1(CCCCC1)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O Chemical compound C1(CCCCC1)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O SZDFCLITCAEMST-UHFFFAOYSA-N 0.000 description 2
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate dianion Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
VSMPIHMYRPMYBK-UHFFFAOYSA-N NC=1C=C(CC=2C1N=NN2)C(=O)O Chemical compound NC=1C=C(CC=2C1N=NN2)C(=O)O VSMPIHMYRPMYBK-UHFFFAOYSA-N 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
125000004432 carbon atoms Chemical group C* 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
239000003086 colorant Substances 0.000 description 2
150000001879 copper Chemical class 0.000 description 2
150000008049 diazo compounds Chemical class 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
239000011707 mineral Substances 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
PDLQGOYYXRNZOD-UHFFFAOYSA-N quinazolin-8-amine Chemical class N1=CN=C2C(N)=CC=CC2=C1 PDLQGOYYXRNZOD-UHFFFAOYSA-N 0.000 description 2
SAAYZFAHJFPOHZ-UHFFFAOYSA-N quinoxalin-5-amine Chemical class C1=CN=C2C(N)=CC=CC2=N1 SAAYZFAHJFPOHZ-UHFFFAOYSA-N 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
159000000000 sodium salts Chemical class 0.000 description 2
229910052938 sodium sulfate Inorganic materials 0.000 description 2
235000011152 sodium sulphate Nutrition 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
239000000725 suspension Substances 0.000 description 2
150000003852 triazoles Chemical class 0.000 description 2
UHGULLIUJBCTEF-UHFFFAOYSA-N 1,3-benzothiazol-2-amine Chemical class C1=CC=C2SC(N)=NC2=C1 UHGULLIUJBCTEF-UHFFFAOYSA-N 0.000 description 1
JPBLHOJFMBOCAF-UHFFFAOYSA-N 1,3-benzoxazol-2-amine Chemical class C1=CC=C2OC(N)=NC2=C1 JPBLHOJFMBOCAF-UHFFFAOYSA-N 0.000 description 1
DXNCTLORAFZVGQ-UHFFFAOYSA-N 1,3-benzoxazol-4-amine Chemical class NC1=CC=CC2=C1N=CO2 DXNCTLORAFZVGQ-UHFFFAOYSA-N 0.000 description 1
CGGBUAWMFFPBOD-UHFFFAOYSA-N 1-benzyltetrazol-5-amine Chemical compound NC1=NN=NN1CC1=CC=CC=C1 CGGBUAWMFFPBOD-UHFFFAOYSA-N 0.000 description 1
GTKOKCQMHAGFSM-UHFFFAOYSA-N 1-methyltetrazol-5-amine Chemical compound CN1N=NN=C1N GTKOKCQMHAGFSM-UHFFFAOYSA-N 0.000 description 1
ULIDRMKBVYYVIQ-UHFFFAOYSA-N 1-phenyltetrazol-5-amine Chemical compound NC1=NN=NN1C1=CC=CC=C1 ULIDRMKBVYYVIQ-UHFFFAOYSA-N 0.000 description 1
YDTDKKULPWTHRV-UHFFFAOYSA-N 1H-indazol-3-amine Chemical class C1=CC=C2C(N)=NNC2=C1 YDTDKKULPWTHRV-UHFFFAOYSA-N 0.000 description 1
DRLGIZIAMHIQHL-UHFFFAOYSA-N 2,1,3-benzothiadiazol-4-amine Chemical compound NC1=CC=CC2=NSN=C12 DRLGIZIAMHIQHL-UHFFFAOYSA-N 0.000 description 1
GBTVKWUBCBHYMZ-UHFFFAOYSA-N 2,6-dimethyl-1H-benzimidazol-4-amine Chemical compound C1=C(C)C=C2NC(C)=NC2=C1N GBTVKWUBCBHYMZ-UHFFFAOYSA-N 0.000 description 1
ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-Aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 1
VJTFOGUJAPZVHI-UHFFFAOYSA-N 2-hydroxy-5-[(5-hydroxy-7-sulfonaphthalen-2-yl)amino]benzoic acid Chemical compound C1=C(O)C(C(=O)O)=CC(NC=2C=C3C=C(C=C(O)C3=CC=2)S(O)(=O)=O)=C1 VJTFOGUJAPZVHI-UHFFFAOYSA-N 0.000 description 1
USVXDODAPOBXCF-UHFFFAOYSA-N 2-methyl-1H-benzimidazol-4-amine Chemical compound C1=CC=C2NC(C)=NC2=C1N USVXDODAPOBXCF-UHFFFAOYSA-N 0.000 description 1
SDQFDFFLPQFIHQ-UHFFFAOYSA-N 3,6-dimethylsalicylic acid Chemical compound CC1=CC=C(C)C(C(O)=O)=C1O SDQFDFFLPQFIHQ-UHFFFAOYSA-N 0.000 description 1
MVRGLMCHDCMPKD-UHFFFAOYSA-N 3-amino-1H-1,2,4-triazole-5-carboxylic acid Chemical compound NC1=NNC(C(O)=O)=N1 MVRGLMCHDCMPKD-UHFFFAOYSA-N 0.000 description 1
YDXSWXCCLCCENV-UHFFFAOYSA-N 3-phenyltriazol-4-amine Chemical compound NC1=CN=NN1C1=CC=CC=C1 YDXSWXCCLCCENV-UHFFFAOYSA-N 0.000 description 1
WUBBRNOQWQTFEX-UHFFFAOYSA-N 4-Aminosalicylic acid Chemical compound NC1=CC=C(C(O)=O)C(O)=C1 WUBBRNOQWQTFEX-UHFFFAOYSA-N 0.000 description 1
BNZLLFDZNSWKKB-UHFFFAOYSA-N 4-amino-8-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=CC=C2C(N)=CC(S(O)(=O)=O)=CC2=C1O BNZLLFDZNSWKKB-UHFFFAOYSA-N 0.000 description 1
QRZMXADUXZADTF-UHFFFAOYSA-N 4-aminoimidazole Chemical class NC1=CNC=N1 QRZMXADUXZADTF-UHFFFAOYSA-N 0.000 description 1
XGQWHHCZIMXNHG-UHFFFAOYSA-N 4-aminonaphthalene-2,6-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 XGQWHHCZIMXNHG-UHFFFAOYSA-N 0.000 description 1
SERHNKPMCYWTBI-UHFFFAOYSA-N 4-hydroxy-7-(4-methoxyanilino)naphthalene-2-sulfonic acid Chemical compound C1=CC(OC)=CC=C1NC1=CC=C(C(O)=CC(=C2)S(O)(=O)=O)C2=C1 SERHNKPMCYWTBI-UHFFFAOYSA-N 0.000 description 1
OUQMXTJYCAJLGO-UHFFFAOYSA-N 4-methyl-1,3-thiazol-2-amine Chemical compound CC1=CSC(N)=N1 OUQMXTJYCAJLGO-UHFFFAOYSA-N 0.000 description 1
QDSPECOVLMQORD-UHFFFAOYSA-N 4-methylcinnolin-8-amine Chemical compound C1=CC=C2C(C)=CN=NC2=C1N QDSPECOVLMQORD-UHFFFAOYSA-N 0.000 description 1
RXAILNYOCNUXGK-UHFFFAOYSA-N 5-imino-1,2,4-triazol-3-amine Chemical compound NC1=NC(=N)N=N1 RXAILNYOCNUXGK-UHFFFAOYSA-N 0.000 description 1
FJRZOOICEHBAED-UHFFFAOYSA-N 5-methyl-1H-1,2,4-triazol-3-amine Chemical compound CC1=NNC(N)=N1 FJRZOOICEHBAED-UHFFFAOYSA-N 0.000 description 1
XVZKKIYWHYCKLD-UHFFFAOYSA-N 5-methyl-1H-imidazol-4-amine Chemical compound CC=1NC=NC=1N XVZKKIYWHYCKLD-UHFFFAOYSA-N 0.000 description 1
FFBDLCRXBHZDQQ-UHFFFAOYSA-N 5-methyl-1H-indazol-7-amine Chemical compound CC1=CC(N)=C2NN=CC2=C1 FFBDLCRXBHZDQQ-UHFFFAOYSA-N 0.000 description 1
PWSZRRFDVPMZGM-UHFFFAOYSA-N 5-phenyl-1H-pyrazol-3-amine Chemical compound N1N=C(N)C=C1C1=CC=CC=C1 PWSZRRFDVPMZGM-UHFFFAOYSA-N 0.000 description 1
QYFYIOWLBSPSDM-UHFFFAOYSA-N 6-aminonaphthalen-1-ol Chemical compound OC1=CC=CC2=CC(N)=CC=C21 QYFYIOWLBSPSDM-UHFFFAOYSA-N 0.000 description 1
HQWKOJIWYQRIAT-UHFFFAOYSA-N 6-anilinonaphthalen-1-ol Chemical compound C=1C=C2C(O)=CC=CC2=CC=1NC1=CC=CC=C1 HQWKOJIWYQRIAT-UHFFFAOYSA-N 0.000 description 1
CFOWMGXCQUCKQR-UHFFFAOYSA-N 6-methyl-1H-indazol-7-amine Chemical compound CC1=CC=C2C=NNC2=C1N CFOWMGXCQUCKQR-UHFFFAOYSA-N 0.000 description 1
IIQZYPIUBFHOSP-UHFFFAOYSA-N 6-methyl-2H-benzotriazol-4-amine Chemical compound C1=C(C)C=C(N)C2=NNN=C21 IIQZYPIUBFHOSP-UHFFFAOYSA-N 0.000 description 1
VOGMEWQTHMWJRW-UHFFFAOYSA-N 7-amino-1H-indazole-4-sulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C2=C1NN=C2 VOGMEWQTHMWJRW-UHFFFAOYSA-N 0.000 description 1
KVZLWLRRXOQYHV-UHFFFAOYSA-N 7-amino-1H-indole-2-carboxylic acid Chemical compound NC1=CC=CC2=C1NC(C(O)=O)=C2 KVZLWLRRXOQYHV-UHFFFAOYSA-N 0.000 description 1
RMENLHWBGWSVGM-UHFFFAOYSA-N 7-amino-2-methyl-3H-benzimidazole-5-carboxylic acid Chemical compound C1=C(C(O)=O)C=C2NC(C)=NC2=C1N RMENLHWBGWSVGM-UHFFFAOYSA-N 0.000 description 1
JJXRUYJTJDKBMB-UHFFFAOYSA-N 7-amino-3-methyl-1H-indole-2-carboxylic acid Chemical compound C1=CC=C2C(C)=C(C(O)=O)NC2=C1N JJXRUYJTJDKBMB-UHFFFAOYSA-N 0.000 description 1
YGNDWDUEMICDLW-UHFFFAOYSA-N 7-anilino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C=1C=C2C(O)=CC(S(O)(=O)=O)=CC2=CC=1NC1=CC=CC=C1 YGNDWDUEMICDLW-UHFFFAOYSA-N 0.000 description 1
HHHCVAWXYCRRBP-UHFFFAOYSA-N 7-methylquinoxalin-5-amine Chemical compound N1=CC=NC2=CC(C)=CC(N)=C21 HHHCVAWXYCRRBP-UHFFFAOYSA-N 0.000 description 1
ZCJNZQBDUDVFCV-UHFFFAOYSA-N 8-amino-4-hydroxy-7-phenylnaphthalene-2-sulfonic acid Chemical compound C1=CC2=C(O)C=C(S(O)(=O)=O)C=C2C(N)=C1C1=CC=CC=C1 ZCJNZQBDUDVFCV-UHFFFAOYSA-N 0.000 description 1
150000005012 8-aminoquinolines Chemical class 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
QRLHZCZBXYAVBD-UHFFFAOYSA-N C(=O)(O)CC1=C(C2=CC(=CC(=C2C=C1)O)S(=O)(=O)O)N Chemical compound C(=O)(O)CC1=C(C2=CC(=CC(=C2C=C1)O)S(=O)(=O)O)N QRLHZCZBXYAVBD-UHFFFAOYSA-N 0.000 description 1
GQNBPVIARSKXSP-UHFFFAOYSA-N C(C)C=1NC2=C(C=CC=C2C1C)N Chemical compound C(C)C=1NC2=C(C=CC=C2C1C)N GQNBPVIARSKXSP-UHFFFAOYSA-N 0.000 description 1
RJECVUNIRMXJKN-UHFFFAOYSA-N C(C1=CC=CC=C1)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O Chemical compound C(C1=CC=CC=C1)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O RJECVUNIRMXJKN-UHFFFAOYSA-N 0.000 description 1
OCFIPXFQJIRUFJ-UHFFFAOYSA-N C(CC)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O Chemical compound C(CC)NC1=CC2=CC(=CC(=C2C=C1)O)S(=O)(=O)O OCFIPXFQJIRUFJ-UHFFFAOYSA-N 0.000 description 1
MBYMHMIVJNOAKY-UHFFFAOYSA-N C1(=CC=CC=C1)C=1NC2=C(N1)C(=CC(=C2)S(=O)(=O)O)N Chemical compound C1(=CC=CC=C1)C=1NC2=C(N1)C(=CC(=C2)S(=O)(=O)O)N MBYMHMIVJNOAKY-UHFFFAOYSA-N 0.000 description 1
YJBCFGLSMMSQTK-UHFFFAOYSA-N C1=CC(O)=CC=C1NC1=CC=C(C(O)=CC(=C2)S(O)(=O)=O)C2=C1 Chemical compound C1=CC(O)=CC=C1NC1=CC=C(C(O)=CC(=C2)S(O)(=O)=O)C2=C1 YJBCFGLSMMSQTK-UHFFFAOYSA-N 0.000 description 1
LTQZWLGHLBZBQR-UHFFFAOYSA-N CC=1NC2=C(N1)C(=CC(=C2)S(=O)(=O)O)N Chemical compound CC=1NC2=C(N1)C(=CC(=C2)S(=O)(=O)O)N LTQZWLGHLBZBQR-UHFFFAOYSA-N 0.000 description 1
229920003043 Cellulose fiber Polymers 0.000 description 1
ORTQZVOHEJQUHG-UHFFFAOYSA-L Copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
IRCVLSOSQXZYMQ-UHFFFAOYSA-N NC=1C=C(C=C2N=CC=NC12)S(=O)(=O)O Chemical compound NC=1C=C(C=C2N=CC=NC12)S(=O)(=O)O IRCVLSOSQXZYMQ-UHFFFAOYSA-N 0.000 description 1
COTVDKOFBWCASR-UHFFFAOYSA-N NC=1C=C(CC=2C1N=NN2)S(=O)(=O)O Chemical compound NC=1C=C(CC=2C1N=NN2)S(=O)(=O)O COTVDKOFBWCASR-UHFFFAOYSA-N 0.000 description 1
XCRBXWCUXJNEFX-UHFFFAOYSA-N Peroxybenzoic acid Chemical class OOC(=O)C1=CC=CC=C1 XCRBXWCUXJNEFX-UHFFFAOYSA-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
GSEJCLTVZPLZKY-UHFFFAOYSA-N Tris Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
239000003929 acidic solution Substances 0.000 description 1
230000003213 activating Effects 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
150000003851 azoles Chemical class 0.000 description 1
239000002585 base Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
230000001413 cellular Effects 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
RSGJRKSGEFJCKO-UHFFFAOYSA-N cinnolin-8-amine Chemical class C1=NN=C2C(N)=CC=CC2=C1 RSGJRKSGEFJCKO-UHFFFAOYSA-N 0.000 description 1
238000004040 coloring Methods 0.000 description 1
RFKZUAOAYVHBOY-UHFFFAOYSA-M copper(1+);acetate Chemical compound [Cu+].CC([O-])=O RFKZUAOAYVHBOY-UHFFFAOYSA-M 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
239000000982 direct dye Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
WZHUPCREDVWLKC-UHFFFAOYSA-N ethyl 2-amino-4-methyl-1,3-thiazole-5-carboxylate Chemical compound CCOC(=O)C=1SC(N)=NC=1C WZHUPCREDVWLKC-UHFFFAOYSA-N 0.000 description 1
QUSNBJAOOMFDIB-UHFFFAOYSA-N ethyl amine Chemical group CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
238000005755 formation reaction Methods 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
150000003141 primary amines Chemical group 0.000 description 1
239000004627 regenerated cellulose Substances 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
229960001663 sulfanilamide Drugs 0.000 description 1
230000017105 transposition Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/38—Trisazo dyes ot the type
- C09B35/44—Trisazo dyes ot the type the component K being a hydroxy amine
- C09B35/46—Trisazo dyes ot the type the component K being a hydroxy amine the component K being an amino naphthol

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Coloring (AREA)

BE543295D BE543295A (da)

Publications (1)

Publication Number	Publication Date
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- BE BE543295D patent/BE543295A/fr unknown

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