BE543295A - - Google Patents
Info
- Publication number
- BE543295A BE543295A BE543295DA BE543295A BE 543295 A BE543295 A BE 543295A BE 543295D A BE543295D A BE 543295DA BE 543295 A BE543295 A BE 543295A
- Authority
- BE
- Belgium
- Prior art keywords
- parts
- amino
- acid
- dye
- diamino
- Prior art date
Links
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE543295A true BE543295A (US08197722-20120612-C00042.png) |
Family
ID=171671
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE543295D BE543295A (US08197722-20120612-C00042.png) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE543295A (US08197722-20120612-C00042.png) |
-
0
- BE BE543295D patent/BE543295A/fr unknown
