DE230594C - - Google Patents
Info
- Publication number
- DE230594C DE230594C DENDAT230594D DE230594DA DE230594C DE 230594 C DE230594 C DE 230594C DE NDAT230594 D DENDAT230594 D DE NDAT230594D DE 230594D A DE230594D A DE 230594DA DE 230594 C DE230594 C DE 230594C
- Authority
- DE
- Germany
- Prior art keywords
- dyes
- naphthol
- aminoarylsulfonamides
- way
- dye
- 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 15
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-Naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 Wool Anatomy 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000003460 sulfonic acids Chemical class 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 229940051880 analgesics and antipyretics Pyrazolones Drugs 0.000 claims 1
- 238000009967 direct dyeing Methods 0.000 claims 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 claims 1
- 239000001044 red dye Substances 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- 239000002253 acid Substances 0.000 description 3
- 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 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 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 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 125000000565 sulfonamide group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/16—Naphthol-sulfonic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
26,2 Teile 4-Toluidin-2-sulfanilid (Schmelzpunkt 146 bis 1470) werden in üblicherweise diazotiert und die Diazolösung zu einer mit überschüssiger Soda versetzten Auflösung von 25 Teilen Natronsalz der 2-Naphtol-6-sulfosäure zufließen gelassen. Nach beendeter Farbstofibiklurig wird Kochsalz zugefügt. Der Farbstoff wird filtriert und getrocknet. Er färbt Wolle orange an und zeichnet sich durch gutes Egalisierungsvermögen -und gute Walkechtheit aus. .·'■■■26.2 parts of 4-toluidine-2-sulfanilide (melting point 146 to 147 0 ) are usually diazotized and the diazo solution is allowed to flow into a solution of 25 parts of the sodium salt of 2-naphthol-6-sulfonic acid to which excess soda is added. When the dye is finished, table salt is added. The dye is filtered and dried. It dyes wool orange and is characterized by good leveling properties and good flexing fastness. . · '■■■
Ersetzt man*in obigem Beispiel das 4-T0-If you replace * in the above example the 4-T0-
luidin-2-sulfanilid durch andere Aminoarylsulfonamide,
wie durch das 2-Toluidin-4-sulfo- :p-toluidid oder 4-Toluidin-2-sulfokresidid, so er-'hält
man Farbstoffe, die sich von dem Farbstoff des Beispiels durch geringe Nuancenverschiebung
unterscheiden, in den sonstigen Eigenschaften aber damit übereinstimmen.
; Ersetzt man andererseits die 2-Naphtol-6-Isulfosäure
durch andere Naphtolsulfosäuren, !so erhält man Farbstoffe, die sich in bezug, auf
'die Nuance von dem Farbstoff des Beispiels taehr oder weniger unterscheiden, die aber
ebenfalls die guten Eigenschaften dieses Farbstoffes aufweisen.· So ist z. B. der Farbstoff
l4-Toluidin-2-sulfanilid -f i-Naphtol-4-sulfosäure
ein gelbstichiges Rot, der Farbstoff 2-Anisidin-4-sulfo-o-anisidid
-f- i-Naphtol-4-sulfosäure ein iScharlach, der Farbstoff 2-Anisidin-4-sulfo-o-■anisidid
+ i-Naphtol-S-sulfosäurc ein blau-
^stichiges Rot, derjenige aus 4-Toluidin-2-sulfo-Jp-chloranilid
+ 2-Naphtol-3 · 6-disulfosäurc ein !Orange.luidine-2-sulfanilide by other aminoarylsulfonamides, such as by the 2-toluidine-4-sulfo-: p-toluidide or 4-toluidine-2-sulfocresidide, you get dyes that differ from the dye of the example by low Differentiate the shift in nuances, but agree with it in the other properties.
; If, on the other hand, the 2-naphthol-6-isulphonic acid is replaced by other naphthol-sulphonic acids, dyes are obtained which differ slightly or less in terms of shade from the dye in the example, but which also have the good properties of this dye. · For example B. the dye l4-toluidine-2-sulfanilide -f i-naphthol-4-sulfonic acid a yellowish red, the dye 2-anisidine-4-sulfo-o-anisidide -f- i-naphthol-4-sulfonic acid an ischarlach, the dye 2-anisidine-4-sulfo-o- ■ anisidide + i-naphthol-S-sulfonic acid a bluish red, that of 4-toluidine-2-sulfo-Jp-chloranilide + 2-naphthol-3 · 6 -disulfonic acid! Orange.
ι Patent-Anspruch :ι Patent claim:
Verfahren zur Darstellung von Monoazofarbstoffen, darin bestehend, daß man die Diazoverbindungen von Aminoarylsulfonamides bei denen der Schwefel des Sulfonamidrestes mit einem Kohlenstoffatom des die Aminogruppe enthaltenden Benzol- oder Naphtalinringes verbunden ist, und deren Derivaten auf Sulfosäuren des α- und ß-Naphtols einwirken läßt.Process for the preparation of monoazo dyes, consisting of the diazo compounds of aminoarylsulfonamides where the sulfur of the sulfonamide residue with one carbon atom of the benzene or naphthalene ring containing the amino group, and their derivatives on sulfonic acids the α- and ß-naphthol can act.
Claims (1)
Publications (1)
Publication Number | Publication Date |
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DE230594C true DE230594C (en) |
Family
ID=490797
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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DENDAT230594D Active DE230594C (en) |
Country Status (1)
Country | Link |
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DE (1) | DE230594C (en) |
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0
- DE DENDAT230594D patent/DE230594C/de active Active
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