DE181723C - - Google Patents

Info

Publication number

DE181723C

DE181723C DENDAT181723D DE181723DA DE181723C DE 181723 C DE181723 C DE 181723C DE NDAT181723 D DENDAT181723 D DE NDAT181723D DE 181723D A DE181723D A DE 181723DA DE 181723 C DE181723 C DE 181723C

Authority

DE

Germany

Prior art keywords

anthraquinone

acid

class

disulfonic acid

anthraquinone disulfonic

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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• 239000002253 acid Substances 0.000 claims description 7
• 238000000034 method Methods 0.000 claims description 4
• 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 4
• VNIFUVUQZVMDER-UHFFFAOYSA-N 9,10-dioxoanthracene-1,7-disulfonic acid Chemical compound C1=CC(S(O)(=O)=O)=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 VNIFUVUQZVMDER-UHFFFAOYSA-N 0.000 claims description 3
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
• 125000003118 aryl group Chemical group 0.000 claims description 3
• 239000000047 product Substances 0.000 claims description 3
• 150000001412 amines Chemical class 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
• 238000006243 chemical reaction Methods 0.000 claims description 2
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
• RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 claims 2
• AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 claims 1
• 125000003282 alkyl amino group Chemical group 0.000 claims 1
• 125000001769 aryl amino group Chemical group 0.000 claims 1
• 239000000155 melt Substances 0.000 claims 1
• 230000004048 modification Effects 0.000 claims 1
• 238000012986 modification Methods 0.000 claims 1
• 239000002244 precipitate Substances 0.000 claims 1
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
• 238000003756 stirring Methods 0.000 claims 1
• 239000000126 substance Substances 0.000 claims 1
• BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 6
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
• 239000013078 crystal Substances 0.000 description 4
• UEZJOQCWOFDUOR-UHFFFAOYSA-N 8-amino-9,10-dioxoanthracene-1-sulfonic acid Chemical class O=C1C2=CC=CC(S(O)(=O)=O)=C2C(=O)C2=C1C=CC=C2N UEZJOQCWOFDUOR-UHFFFAOYSA-N 0.000 description 3
• 239000002002 slurry Substances 0.000 description 3
• HGSDWPAKUDMJDK-UHFFFAOYSA-N 5-(methylamino)-9,10-dioxoanthracene-1-sulfonic acid Chemical compound O=C1C=2C(NC)=CC=CC=2C(=O)C2=C1C=CC=C2S(O)(=O)=O HGSDWPAKUDMJDK-UHFFFAOYSA-N 0.000 description 2
• PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
• LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
• SHBSBSPYXQNZFT-UHFFFAOYSA-N CNC(C=CC=C1C(C2=C3C(S(O)(=O)=O)=CC=C2)=O)=C1C3=O Chemical compound CNC(C=CC=C1C(C2=C3C(S(O)(=O)=O)=CC=C2)=O)=C1C3=O SHBSBSPYXQNZFT-UHFFFAOYSA-N 0.000 description 2
• 125000000217 alkyl group Chemical group 0.000 description 2
• 229910021529 ammonia Inorganic materials 0.000 description 2
• ONTQJDKFANPPKK-UHFFFAOYSA-L chembl3185981 Chemical compound [Na+].[Na+].CC1=CC(C)=C(S([O-])(=O)=O)C=C1N=NC1=CC(S([O-])(=O)=O)=C(C=CC=C2)C2=C1O ONTQJDKFANPPKK-UHFFFAOYSA-L 0.000 description 2
• 230000008021 deposition Effects 0.000 description 2
• 150000003839 salts Chemical class 0.000 description 2
• 238000006467 substitution reaction Methods 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• COYPMBJUGCYPGT-UHFFFAOYSA-N 2-aminooxy-9,10-dioxoanthracene-1-sulfonic acid Chemical compound NOC1=C(C=2C(C3=CC=CC=C3C(C=2C=C1)=O)=O)S(=O)(=O)O COYPMBJUGCYPGT-UHFFFAOYSA-N 0.000 description 1
• AXDJCCTWPBKUKL-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydron;chloride Chemical compound Cl.C1=CC(=N)C(C)=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 AXDJCCTWPBKUKL-UHFFFAOYSA-N 0.000 description 1
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
• 235000001537 Ribes X gardonianum Nutrition 0.000 description 1
• 235000001535 Ribes X utile Nutrition 0.000 description 1
• 235000016919 Ribes petraeum Nutrition 0.000 description 1
• 244000281247 Ribes rubrum Species 0.000 description 1
• 235000002355 Ribes spicatum Nutrition 0.000 description 1
• 150000007513 acids Chemical class 0.000 description 1
• OATNQHYJXLHTEW-UHFFFAOYSA-N benzene-1,4-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(S(O)(=O)=O)C=C1 OATNQHYJXLHTEW-UHFFFAOYSA-N 0.000 description 1
• 230000015572 biosynthetic process Effects 0.000 description 1
• 239000011449 brick Substances 0.000 description 1
• 244000309464 bull Species 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1
• 238000004040 coloring Methods 0.000 description 1
• 238000001816 cooling Methods 0.000 description 1
• 239000000975 dye Substances 0.000 description 1
• 239000012452 mother liquor Substances 0.000 description 1
• 229910052757 nitrogen Inorganic materials 0.000 description 1
• 229910052700 potassium Inorganic materials 0.000 description 1
• 239000011591 potassium Substances 0.000 description 1
• XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
• 210000002268 wool Anatomy 0.000 description 1