BE442740A - - Google Patents

Info

Publication number

BE442740A

BE442740A BE442740DA BE442740A BE 442740 A BE442740 A BE 442740A BE 442740D A BE442740D A BE 442740DA BE 442740 A BE442740 A BE 442740A

Authority

BE

Belgium

Prior art keywords

amino

anthraquinone

desc

group

sulfuric acid

Prior art date

Links

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• 238000000034 method Methods 0.000 claims description 8
• RZVHIXYEVGDQDX-UHFFFAOYSA-N 9,10-anthraquinone Chemical group C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 claims description 2
• 125000004442 acylamino group Chemical group 0.000 claims description 2
• 125000003277 amino group Chemical group 0.000 claims description 2
• PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 2
• 150000004056 anthraquinones Chemical class 0.000 claims description 2
• 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
• 239000003795 chemical substances by application Substances 0.000 claims description 2
• 238000004519 manufacturing process Methods 0.000 claims 2
• 229910052736 halogen Inorganic materials 0.000 claims 1
• 150000002367 halogens Chemical class 0.000 claims 1
• 239000000984 vat dye Substances 0.000 claims 1
• 239000000975 dye Substances 0.000 description 16
• QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 15
• LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 7
• 239000007787 solid Substances 0.000 description 7
• 229920000742 Cotton Polymers 0.000 description 6
• VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
• 238000003756 stirring Methods 0.000 description 6
• WITKIIIPSSFHST-UHFFFAOYSA-N 1-[(9,10-dioxoanthracen-1-yl)amino]anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC1=C2C(=O)C3=CC=CC=C3C(=O)C2=CC=C1 WITKIIIPSSFHST-UHFFFAOYSA-N 0.000 description 5
• 239000000047 product Substances 0.000 description 5
• 238000004040 coloring Methods 0.000 description 4
• 238000001816 cooling Methods 0.000 description 4
• 238000004043 dyeing Methods 0.000 description 4
• LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
• 150000001875 compounds Chemical class 0.000 description 3
• 238000009833 condensation Methods 0.000 description 3
• 230000005494 condensation Effects 0.000 description 3
• 150000004992 toluidines Chemical class 0.000 description 3
• 238000006243 chemical reaction Methods 0.000 description 2
• 239000007795 chemical reaction product Substances 0.000 description 2
• 230000004927 fusion Effects 0.000 description 2
• 238000010438 heat treatment Methods 0.000 description 2
• 239000000155 melt Substances 0.000 description 2
• 239000000203 mixture Substances 0.000 description 2
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
• 238000002360 preparation method Methods 0.000 description 2
• 235000010288 sodium nitrite Nutrition 0.000 description 2
• BOCJQSFSGAZAPQ-UHFFFAOYSA-N 1-chloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2Cl BOCJQSFSGAZAPQ-UHFFFAOYSA-N 0.000 description 1
• 244000025254 Cannabis sativa Species 0.000 description 1
• VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
• PXNNPGGYHAWDJW-UHFFFAOYSA-N N-(4-amino-9,10-dioxo-1-anthracenyl)benzamide Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=CC=C1NC(=O)C1=CC=CC=C1 PXNNPGGYHAWDJW-UHFFFAOYSA-N 0.000 description 1
• 240000007817 Olea europaea Species 0.000 description 1
• VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
• LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 1
• SUHPVIWAYJQMBD-UHFFFAOYSA-N [C].N1C=CC=C1 Chemical class [C].N1C=CC=C1 SUHPVIWAYJQMBD-UHFFFAOYSA-N 0.000 description 1
• 239000002253 acid Substances 0.000 description 1
• XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
• 229910052782 aluminium Inorganic materials 0.000 description 1
• -1 amino compound Chemical class 0.000 description 1
• 229940040526 anhydrous sodium acetate Drugs 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 229910052801 chlorine Inorganic materials 0.000 description 1
• 238000010411 cooking Methods 0.000 description 1
• 239000005457 ice water Substances 0.000 description 1
• 239000013067 intermediate product Substances 0.000 description 1
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
• BVRBJHOYKKIBOT-UHFFFAOYSA-K nitrobenzene;trichloroalumane Chemical compound [Al+3].[Cl-].[Cl-].[Cl-].[O-][N+](=O)C1=CC=CC=C1 BVRBJHOYKKIBOT-UHFFFAOYSA-K 0.000 description 1
• 230000003647 oxidation Effects 0.000 description 1
• 238000007254 oxidation reaction Methods 0.000 description 1
• 230000002035 prolonged effect Effects 0.000 description 1
• 239000003760 tallow Substances 0.000 description 1
• 238000003828 vacuum filtration Methods 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1