BE433854A - - Google Patents

Info

Publication number

BE433854A

BE433854A BE433854DA BE433854A BE 433854 A BE433854 A BE 433854A BE 433854D A BE433854D A BE 433854DA BE 433854 A BE433854 A BE 433854A

Authority

BE

Belgium

Prior art keywords

sep

aniline

naphthol

orange

groups

Prior art date

Links

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• JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 22
• 239000000975 dye Substances 0.000 claims description 19
• KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 12
• 229950011260 betanaphthol Drugs 0.000 claims description 11
• 239000003960 organic solvent Substances 0.000 claims description 9
• 239000004922 lacquer Substances 0.000 claims description 7
• 239000000987 azo dye Substances 0.000 claims description 6
• 239000003086 colorant Substances 0.000 claims description 6
• 125000005843 halogen 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 4
• UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
• 239000001913 cellulose Substances 0.000 claims description 3
• 229920002678 cellulose Polymers 0.000 claims description 3
• 239000004033 plastic Substances 0.000 claims description 3
• 229920003023 plastic Polymers 0.000 claims description 3
• 125000001424 substituent group Chemical group 0.000 claims description 3
• 239000002966 varnish Substances 0.000 claims description 3
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
• 150000001412 amines Chemical class 0.000 claims description 2
• 125000003118 aryl group Chemical group 0.000 claims description 2
• 239000000470 constituent Substances 0.000 claims description 2
• 150000008049 diazo compounds Chemical class 0.000 claims description 2
• 229910052739 hydrogen Inorganic materials 0.000 claims description 2
• 239000001257 hydrogen Substances 0.000 claims description 2
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
• 230000003381 solubilizing effect Effects 0.000 claims description 2
• 125000000217 alkyl group Chemical group 0.000 claims 2
• KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 1
• 125000003545 alkoxy group Chemical group 0.000 claims 1
• 125000003710 aryl alkyl group Chemical group 0.000 claims 1
• 230000008878 coupling Effects 0.000 claims 1
• 238000010168 coupling process Methods 0.000 claims 1
• 238000005859 coupling reaction Methods 0.000 claims 1
• 125000000623 heterocyclic group Chemical group 0.000 claims 1
• 238000004519 manufacturing process Methods 0.000 claims 1
• 125000001624 naphthyl group Chemical group 0.000 claims 1
• 239000008188 pellet Substances 0.000 claims 1
• 239000000126 substance Substances 0.000 claims 1
• PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 27
• QLRBNEZOQPLERN-UHFFFAOYSA-N (sulfonylamino)benzene Chemical compound O=S(=O)=NC1=CC=CC=C1 QLRBNEZOQPLERN-UHFFFAOYSA-N 0.000 description 6
• 239000002904 solvent Substances 0.000 description 6
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
• 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 5
• -1 ethers-salts Chemical class 0.000 description 4
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
• 150000001875 compounds Chemical class 0.000 description 3
• 235000019441 ethanol Nutrition 0.000 description 3
• DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 3
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
• 238000000034 method Methods 0.000 description 2
• 238000002360 preparation method Methods 0.000 description 2
• 238000003756 stirring Methods 0.000 description 2
• DEVUYWTZRXOMSI-UHFFFAOYSA-N (sulfamoylamino)benzene Chemical compound NS(=O)(=O)NC1=CC=CC=C1 DEVUYWTZRXOMSI-UHFFFAOYSA-N 0.000 description 1
• PECCRTHITMTOJM-UHFFFAOYSA-N 3-amino-n,n-diethylbenzamide Chemical compound CCN(CC)C(=O)C1=CC=CC(N)=C1 PECCRTHITMTOJM-UHFFFAOYSA-N 0.000 description 1
• AUIRNGLMBHIITH-UHFFFAOYSA-N 4-nitronaphthalen-1-ol Chemical compound C1=CC=C2C(O)=CC=C([N+]([O-])=O)C2=C1 AUIRNGLMBHIITH-UHFFFAOYSA-N 0.000 description 1
• RIXNIZKEKXPLIT-UHFFFAOYSA-N 5-nitronaphthalen-1-ol Chemical compound C1=CC=C2C(O)=CC=CC2=C1[N+]([O-])=O RIXNIZKEKXPLIT-UHFFFAOYSA-N 0.000 description 1
• DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
• DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
• 239000000020 Nitrocellulose Substances 0.000 description 1
• WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical class C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
• VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
• SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 1
• FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
• 229940081735 acetylcellulose Drugs 0.000 description 1
• 239000002253 acid Substances 0.000 description 1
• 150000001298 alcohols Chemical class 0.000 description 1
• 150000001448 anilines Chemical group 0.000 description 1
• 238000004140 cleaning Methods 0.000 description 1
• 238000004040 coloring Methods 0.000 description 1
• 230000027326 copulation Effects 0.000 description 1
• 239000003925 fat Substances 0.000 description 1
• 239000010408 film Substances 0.000 description 1
• FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
• 229930195733 hydrocarbon Natural products 0.000 description 1
• 150000002430 hydrocarbons Chemical class 0.000 description 1
• 229910052500 inorganic mineral Inorganic materials 0.000 description 1
• 150000002576 ketones Chemical class 0.000 description 1
• 239000011707 mineral Substances 0.000 description 1
• 235000010755 mineral Nutrition 0.000 description 1
• 150000002790 naphthalenes Chemical class 0.000 description 1
• 150000004780 naphthols Chemical class 0.000 description 1
• 230000007935 neutral effect Effects 0.000 description 1
• 229920001220 nitrocellulos Polymers 0.000 description 1
• 229940079938 nitrocellulose Drugs 0.000 description 1
• 239000000843 powder Substances 0.000 description 1
• 239000001044 red dye Substances 0.000 description 1
• 239000011734 sodium Substances 0.000 description 1
• 229910052708 sodium Inorganic materials 0.000 description 1
• 239000001632 sodium acetate Substances 0.000 description 1
• 235000017281 sodium acetate Nutrition 0.000 description 1
• 235000011121 sodium hydroxide Nutrition 0.000 description 1
• 239000007787 solid Substances 0.000 description 1