DE137566C - - Google Patents

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Publication number

DE137566C

DE137566C DENDAT137566D DE137566DA DE137566C DE 137566 C DE137566 C DE 137566C DE NDAT137566 D DENDAT137566 D DE NDAT137566D DE 137566D A DE137566D A DE 137566DA DE 137566 C DE137566 C DE 137566C

Authority

DE

Germany

Prior art keywords

red

acid

water

soluble

same

Prior art date

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

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• 239000000975 dye Substances 0.000 claims description 10
• YCANAXVBJKNANM-UHFFFAOYSA-N 1-nitroanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2[N+](=O)[O-] YCANAXVBJKNANM-UHFFFAOYSA-N 0.000 claims description 5
• 239000002253 acid Substances 0.000 claims description 5
• 150000004982 aromatic amines Chemical class 0.000 claims description 5
• 238000000034 method Methods 0.000 claims description 5
• NWCVEHKBLWQPKB-UHFFFAOYSA-N C12=C(S(O)(=O)=O)C([N+]([O-])=O)=C([N+]([O-])=O)C=C2C2=CC=C3C=C4C=CC=CC4=CC3=C2C2=C1C(S(=O)(=O)O)C(=O)C1=CC=CC=C12 Chemical compound C12=C(S(O)(=O)=O)C([N+]([O-])=O)=C([N+]([O-])=O)C=C2C2=CC=C3C=C4C=CC=CC4=CC3=C2C2=C1C(S(=O)(=O)O)C(=O)C1=CC=CC=C12 NWCVEHKBLWQPKB-UHFFFAOYSA-N 0.000 claims description 4
• 150000007513 acids Chemical class 0.000 claims description 3
• MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims 2
• HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 10
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
• 238000006243 chemical reaction Methods 0.000 description 6
• 229950000244 sulfanilic acid Drugs 0.000 description 5
• NMNSBFYYVHREEE-UHFFFAOYSA-N 1,2-dinitroanthracene-9,10-dione Chemical class C1=CC=C2C(=O)C3=C([N+]([O-])=O)C([N+](=O)[O-])=CC=C3C(=O)C2=C1 NMNSBFYYVHREEE-UHFFFAOYSA-N 0.000 description 3
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
• 239000007864 aqueous solution Substances 0.000 description 3
• 238000001816 cooling Methods 0.000 description 3
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
• 235000002639 sodium chloride Nutrition 0.000 description 3
• 210000002268 wool Anatomy 0.000 description 3
• QKUSQYPVEXHRTJ-UHFFFAOYSA-N 2-nitro-9,10-dioxoanthracene-1-sulfonic acid Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC([N+]([O-])=O)=C2S(=O)(=O)O QKUSQYPVEXHRTJ-UHFFFAOYSA-N 0.000 description 2
• ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 description 2
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
• 240000007817 Olea europaea Species 0.000 description 2
• WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
• UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
• 150000001875 compounds Chemical class 0.000 description 2
• 230000005494 condensation Effects 0.000 description 2
• 238000009833 condensation Methods 0.000 description 2
• 239000007859 condensation product Substances 0.000 description 2
• 229910052751 metal Inorganic materials 0.000 description 2
• 239000002184 metal Substances 0.000 description 2
• 238000006396 nitration reaction Methods 0.000 description 2
• 239000000047 product Substances 0.000 description 2
• 239000011780 sodium chloride Substances 0.000 description 2
• 239000000243 solution Substances 0.000 description 2
• 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
• ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 description 1
• AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
• VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
• 229960000583 acetic acid Drugs 0.000 description 1
• 239000000654 additive Substances 0.000 description 1
• 125000003118 aryl group Chemical group 0.000 description 1
• KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
• 239000004327 boric acid Substances 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1
• 238000004040 coloring Methods 0.000 description 1
• LHRXTFDXJQAGAV-UHFFFAOYSA-L disodium 3-hydroxy-4-(naphthalen-1-yldiazenyl)naphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].Oc1c(cc2cc(ccc2c1N=Nc1cccc2ccccc12)S([O-])(=O)=O)S([O-])(=O)=O LHRXTFDXJQAGAV-UHFFFAOYSA-L 0.000 description 1
• 239000000706 filtrate Substances 0.000 description 1
• 239000012362 glacial acetic acid Substances 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 150000002790 naphthalenes Chemical class 0.000 description 1
• 239000001103 potassium chloride Substances 0.000 description 1
• 235000011164 potassium chloride Nutrition 0.000 description 1
• 150000003142 primary aromatic amines Chemical class 0.000 description 1
• 239000011541 reaction mixture Substances 0.000 description 1
• 239000001044 red dye Substances 0.000 description 1
• 150000003839 salts Chemical class 0.000 description 1
• 235000017557 sodium bicarbonate Nutrition 0.000 description 1
• 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
• 229910000029 sodium carbonate Inorganic materials 0.000 description 1
• HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Substances [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 1
• 235000011121 sodium hydroxide Nutrition 0.000 description 1
• 125000001424 substituent group Chemical group 0.000 description 1
• 239000011593 sulfur Substances 0.000 description 1
• 229910052717 sulfur Inorganic materials 0.000 description 1