BE512270A - - Google Patents

Info

Publication number

BE512270A

BE512270A BE512270DA BE512270A BE 512270 A BE512270 A BE 512270A BE 512270D A BE512270D A BE 512270DA BE 512270 A BE512270 A BE 512270A

Authority

BE

Belgium

Prior art keywords

parts

benzene

dyes

amino

groups

Prior art date

Links

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• 239000000975 dye Substances 0.000 claims description 38
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
• 150000001555 benzenes Chemical class 0.000 claims description 5
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 5
• 150000003512 tertiary amines Chemical class 0.000 claims description 5
• 230000001808 coupling Effects 0.000 claims description 4
• 238000010168 coupling process Methods 0.000 claims description 4
• 238000005859 coupling reaction Methods 0.000 claims description 4
• 238000004043 dyeing Methods 0.000 claims description 4
• 229910052757 nitrogen Inorganic materials 0.000 claims description 4
• 125000001424 substituent group Chemical group 0.000 claims description 4
• 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 2
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
• 238000002360 preparation method Methods 0.000 claims description 2
• 230000003381 solubilizing Effects 0.000 claims description 2
• RHFVKBAWKZPNRU-UHFFFAOYSA-N [N+](=[N-])=C1C(C=C(C=C1)[N+](=O)[O-])Br Chemical compound [N+](=[N-])=C1C(C=C(C=C1)[N+](=O)[O-])Br RHFVKBAWKZPNRU-UHFFFAOYSA-N 0.000 claims 1
• 230000000875 corresponding Effects 0.000 claims 1
• 239000000463 material Substances 0.000 claims 1
• 238000000034 method Methods 0.000 claims 1
• VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
• 239000000835 fiber Substances 0.000 description 15
• 229920000297 Rayon Polymers 0.000 description 12
• 239000004952 Polyamide Substances 0.000 description 8
• 229920002647 polyamide Polymers 0.000 description 8
• 239000011528 polyamide (building material) Substances 0.000 description 8
• 229920000728 polyester Polymers 0.000 description 8
• 238000000859 sublimation Methods 0.000 description 7
• 238000005406 washing Methods 0.000 description 7
• CGPPWNTVTNCHDO-UHFFFAOYSA-N 2-bromo-4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1Br CGPPWNTVTNCHDO-UHFFFAOYSA-N 0.000 description 5
• GLOPAOZNDMODPT-UHFFFAOYSA-N C(#N)CCN(C1=C(C=CC=C1)CC)O Chemical compound C(#N)CCN(C1=C(C=CC=C1)CC)O GLOPAOZNDMODPT-UHFFFAOYSA-N 0.000 description 5
• 239000000567 combustion gas Substances 0.000 description 5
• 239000000203 mixture Substances 0.000 description 5
• 125000000751 azo group Chemical group [*]N=N[*] 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
• 238000003756 stirring Methods 0.000 description 4
• QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
• 238000006193 diazotization reaction Methods 0.000 description 3
• 229960005369 scarlet red Drugs 0.000 description 3
• YMZIFDLWYUSZCC-UHFFFAOYSA-N 2,6-dibromo-4-nitroaniline Chemical compound NC1=C(Br)C=C([N+]([O-])=O)C=C1Br YMZIFDLWYUSZCC-UHFFFAOYSA-N 0.000 description 2
• WYRNRZQRKCXPLA-UHFFFAOYSA-N 3-(N-ethylanilino)propanenitrile Chemical compound N#CCCN(CC)C1=CC=CC=C1 WYRNRZQRKCXPLA-UHFFFAOYSA-N 0.000 description 2
• IXXLKTZOCSRXEM-UHFFFAOYSA-N 3-(N-methylanilino)propanenitrile Chemical compound N#CCCN(C)C1=CC=CC=C1 IXXLKTZOCSRXEM-UHFFFAOYSA-N 0.000 description 2
• -1 N-ethyl N-cyano-methyl amino benzene Chemical compound 0.000 description 2
• RCTGMCJBQGBLKT-PAMTUDGESA-N Scarlet Red Chemical compound CC1=CC=CC=C1\N=N\C(C=C1C)=CC=C1\N=N\C1=C(O)C=CC2=CC=CC=C12 RCTGMCJBQGBLKT-PAMTUDGESA-N 0.000 description 2
• UGFAIRIUMAVXCW-UHFFFAOYSA-N carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
• 239000003546 flue gas Substances 0.000 description 2
• PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
• 150000002829 nitrogen Chemical group 0.000 description 2
• KAESVJOAVNADME-UHFFFAOYSA-N pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
• GLUCALKKMFBJEB-UHFFFAOYSA-N 2-bromo-6-chloro-4-nitroaniline Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1Br GLUCALKKMFBJEB-UHFFFAOYSA-N 0.000 description 1
• DCNWQCOXGLGSRC-UHFFFAOYSA-N 2-bromo-6-methyl-4-nitroaniline Chemical compound CC1=CC([N+]([O-])=O)=CC(Br)=C1N DCNWQCOXGLGSRC-UHFFFAOYSA-N 0.000 description 1
• RVMXXBKHMJQXLJ-UHFFFAOYSA-N 2-bromo-6-methylsulfonyl-4-nitroaniline Chemical compound CS(=O)(=O)C1=CC([N+]([O-])=O)=CC(Br)=C1N RVMXXBKHMJQXLJ-UHFFFAOYSA-N 0.000 description 1
• OWEAUDXZFKQBFE-UHFFFAOYSA-N 6-bromo-6-nitrocyclohexa-2,4-dien-1-amine Chemical compound NC1C=CC=CC1(Br)[N+]([O-])=O OWEAUDXZFKQBFE-UHFFFAOYSA-N 0.000 description 1
• MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
• 229920000084 Gum arabic Polymers 0.000 description 1
• HZKTXUAWDDNBJC-UHFFFAOYSA-N ON(CCC#N)C1=C(C=CC=C1)CCC Chemical compound ON(CCC#N)C1=C(C=CC=C1)CCC HZKTXUAWDDNBJC-UHFFFAOYSA-N 0.000 description 1
• RXJCFMGLUFSLNE-UHFFFAOYSA-N ON(CCC#N)C1=C(C=CC=C1)CCCC Chemical compound ON(CCC#N)C1=C(C=CC=C1)CCCC RXJCFMGLUFSLNE-UHFFFAOYSA-N 0.000 description 1
• 241000978776 Senegalia senegal Species 0.000 description 1
• 239000000205 acacia gum Substances 0.000 description 1
• 235000010489 acacia gum Nutrition 0.000 description 1
• 239000002253 acid Substances 0.000 description 1
• 238000007792 addition Methods 0.000 description 1
• 239000000987 azo dye Substances 0.000 description 1
• 239000001049 brown dye Substances 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 239000003086 colorant Substances 0.000 description 1
• 230000027326 copulation Effects 0.000 description 1
• 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
• 229910001873 dinitrogen Inorganic materials 0.000 description 1
• 239000002270 dispersing agent Substances 0.000 description 1
• 239000006185 dispersion Substances 0.000 description 1
• 239000003995 emulsifying agent Substances 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• 239000003517 fume Substances 0.000 description 1
• 239000007789 gas Substances 0.000 description 1
• 230000035929 gnawing Effects 0.000 description 1
• 239000012535 impurity Substances 0.000 description 1
• XUPLRQAOWMPRMN-UHFFFAOYSA-N methyl-(2-methylphenyl)cyanamide Chemical compound N#CN(C)C1=CC=CC=C1C XUPLRQAOWMPRMN-UHFFFAOYSA-N 0.000 description 1
• 230000001264 neutralization Effects 0.000 description 1
• WTKZEGDFNFYCGP-UHFFFAOYSA-N pyrazole Chemical class C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
• 150000003839 salts Chemical class 0.000 description 1
• 239000000344 soap Substances 0.000 description 1
• 239000011780 sodium chloride Substances 0.000 description 1
• 229910052938 sodium sulfate Inorganic materials 0.000 description 1
• 235000011152 sodium sulphate Nutrition 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• 238000005507 spraying Methods 0.000 description 1
• 239000002562 thickening agent Substances 0.000 description 1
• 230000001131 transforming Effects 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
• 239000000080 wetting agent Substances 0.000 description 1