DE249628C - - Google Patents

Info

Publication number

DE249628C

DE249628C DENDAT249628D DE249628DA DE249628C DE 249628 C DE249628 C DE 249628C DE NDAT249628 D DENDAT249628 D DE NDAT249628D DE 249628D A DE249628D A DE 249628DA DE 249628 C DE249628 C DE 249628C

Authority

DE

Germany

Prior art keywords

diazotized

combined

parts

amino

phenylenediamine

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.)

Active

Links

• Espacenet
• Global Dossier
• DPMA
• Discuss

• GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 18
• CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 claims description 14
• 239000000975 dye Substances 0.000 claims description 13
• 239000002253 acid Substances 0.000 claims description 10
• 229940018563 3-aminophenol Drugs 0.000 claims description 7
• 150000008049 diazo compounds Chemical class 0.000 claims description 7
• 230000008878 coupling Effects 0.000 claims description 6
• 238000010168 coupling process Methods 0.000 claims description 6
• 238000005859 coupling reaction Methods 0.000 claims description 6
• 239000003929 acidic solution Substances 0.000 claims description 4
• 150000001875 compounds Chemical class 0.000 claims description 4
• 239000000835 fiber Substances 0.000 claims description 4
• TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 claims description 3
• -1 8-aminonaphthol sulfonic acids Chemical class 0.000 claims description 3
• 229920000742 Cotton Polymers 0.000 claims description 2
• 150000007513 acids Chemical class 0.000 claims description 2
• 238000000034 method Methods 0.000 claims description 2
• 150000001555 benzenes Chemical class 0.000 claims 3
• LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
• 150000004985 diamines Chemical class 0.000 claims 1
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
• 238000003756 stirring Methods 0.000 description 8
• 239000000047 product Substances 0.000 description 7
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
• 239000011734 sodium Substances 0.000 description 6
• IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 5
• 239000000243 solution Substances 0.000 description 5
• 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 4
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
• 229910052708 sodium Inorganic materials 0.000 description 4
• WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 3
• HMNPDEGBVWDHAR-UHFFFAOYSA-N 8-aminonaphthalen-1-ol Chemical compound C1=CC(O)=C2C(N)=CC=CC2=C1 HMNPDEGBVWDHAR-UHFFFAOYSA-N 0.000 description 3
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
• 229940018564 m-phenylenediamine Drugs 0.000 description 3
• CHMBIJAOCISYEW-UHFFFAOYSA-N n-(4-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=C(N)C=C1 CHMBIJAOCISYEW-UHFFFAOYSA-N 0.000 description 3
• 238000006467 substitution reaction Methods 0.000 description 3
• VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
• 230000002378 acidificating effect Effects 0.000 description 2
• 239000012670 alkaline solution Substances 0.000 description 2
• 238000006243 chemical reaction Methods 0.000 description 2
• 238000006193 diazotization reaction Methods 0.000 description 2
• 238000004043 dyeing Methods 0.000 description 2
• 229910052500 inorganic mineral Inorganic materials 0.000 description 2
• 239000011707 mineral Substances 0.000 description 2
• 238000007127 saponification reaction Methods 0.000 description 2
• 239000001632 sodium acetate Substances 0.000 description 2
• 235000017281 sodium acetate Nutrition 0.000 description 2
• HHXLXWHFCCNQCO-UHFFFAOYSA-N 5-diazo-6-nitrocyclohexa-1,3-diene Chemical compound [O-][N+](=O)C1C=CC=CC1=[N+]=[N-] HHXLXWHFCCNQCO-UHFFFAOYSA-N 0.000 description 1
• QYFYIOWLBSPSDM-UHFFFAOYSA-N 6-aminonaphthalen-1-ol Chemical compound OC1=CC=CC2=CC(N)=CC=C21 QYFYIOWLBSPSDM-UHFFFAOYSA-N 0.000 description 1
• 241000947840 Alteromonadales Species 0.000 description 1
• OSKOVOHYJXHSSL-UHFFFAOYSA-N [N+](=O)([O-])C1=CCC(C=C1)=[N+]=[N-].Cl Chemical compound [N+](=O)([O-])C1=CCC(C=C1)=[N+]=[N-].Cl OSKOVOHYJXHSSL-UHFFFAOYSA-N 0.000 description 1
• 239000000987 azo dye Substances 0.000 description 1
• 238000004040 coloring Methods 0.000 description 1
• 238000004090 dissolution Methods 0.000 description 1
• 239000013067 intermediate product Substances 0.000 description 1
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
• 229960001755 resorcinol Drugs 0.000 description 1
• BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1