DE129494C - - Google Patents

Info

Publication number

DE129494C

DE129494C DE1900129494D DE129494DA DE129494C DE 129494 C DE129494 C DE 129494C DE 1900129494 D DE1900129494 D DE 1900129494D DE 129494D A DE129494D A DE 129494DA DE 129494 C DE129494 C DE 129494C

Authority

DE

Germany

Prior art keywords

sulfonic acid

naphthylamine

naphthol

dye

dyes

Prior art date

1900-01-26

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.)

Expired - Lifetime

Links

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• 239000000975 dye Substances 0.000 claims description 27
• LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 10
• PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 8
• 229920000742 Cotton Polymers 0.000 claims description 8
• 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 7
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
• 239000012670 alkaline solution Substances 0.000 claims description 6
• 150000008049 diazo compounds Chemical class 0.000 claims description 6
• 150000001412 amines Chemical class 0.000 claims description 5
• 150000001875 compounds Chemical class 0.000 claims description 5
• 235000010288 sodium nitrite Nutrition 0.000 claims description 5
• JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 claims description 4
• 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 4
• 239000000982 direct dye Substances 0.000 claims description 4
• 239000002253 acid Substances 0.000 claims description 3
• 238000010168 coupling process Methods 0.000 claims description 3
• 239000000243 solution Substances 0.000 claims description 3
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 2
• 230000008878 coupling Effects 0.000 claims description 2
• 238000005859 coupling reaction Methods 0.000 claims description 2
• IMPPGHMHELILKG-UHFFFAOYSA-N 4-ethoxyaniline Chemical compound CCOC1=CC=C(N)C=C1 IMPPGHMHELILKG-UHFFFAOYSA-N 0.000 claims 4
• BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims 3
• 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 claims 2
• RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims 2
• 240000009038 Viola odorata Species 0.000 claims 2
• 239000000987 azo dye Substances 0.000 claims 2
• 239000000835 fiber Substances 0.000 claims 2
• 238000000034 method Methods 0.000 claims 2
• RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 claims 2
• 159000000000 sodium salts Chemical class 0.000 claims 2
• 239000000126 substance Substances 0.000 claims 2
• LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 claims 1
• VVPHSMHEYVOVLH-UHFFFAOYSA-N 6-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=CC(O)=CC=C21 VVPHSMHEYVOVLH-UHFFFAOYSA-N 0.000 claims 1
• AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 claims 1
• VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims 1
• 235000005811 Viola adunca Nutrition 0.000 claims 1
• 235000013487 Viola odorata Nutrition 0.000 claims 1
• 235000002254 Viola papilionacea Nutrition 0.000 claims 1
• 244000172533 Viola sororia Species 0.000 claims 1
• BDKZHNJTLHOSDW-UHFFFAOYSA-N [Na].CC(O)=O Chemical compound [Na].CC(O)=O BDKZHNJTLHOSDW-UHFFFAOYSA-N 0.000 claims 1
• 230000015572 biosynthetic process Effects 0.000 claims 1
• 238000006243 chemical reaction Methods 0.000 claims 1
• 238000006193 diazotization reaction Methods 0.000 claims 1
• 238000001914 filtration Methods 0.000 claims 1
• 239000005457 ice water Substances 0.000 claims 1
• 238000004519 manufacturing process Methods 0.000 claims 1
• 238000002360 preparation method Methods 0.000 claims 1
• 230000002035 prolonged effect Effects 0.000 claims 1
• 239000001632 sodium acetate Substances 0.000 claims 1
• 235000017281 sodium acetate Nutrition 0.000 claims 1
• 238000003756 stirring Methods 0.000 claims 1
• 125000000446 sulfanediyl group Chemical group *S* 0.000 description 2
• LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
• 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
• 238000002955 isolation Methods 0.000 description 1