CH107331A - Process for the production of a new chromating dye. - Google Patents
Process for the production of a new chromating dye.Info
- Publication number
- CH107331A CH107331A CH107331DA CH107331A CH 107331 A CH107331 A CH 107331A CH 107331D A CH107331D A CH 107331DA CH 107331 A CH107331 A CH 107331A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- new
- chromating
- black
- production
- Prior art date
Links
- 238000004532 chromating Methods 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000003638 chemical reducing agent Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims 1
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 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 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 240000009038 Viola odorata Species 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 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
- C09B29/0014—Monoazo dyes prepared by diazotising and coupling from diazotized aminonaphthalene
-
- 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
- C09B29/103—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the naphthalene series
-
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>105939.</B> Verfahren zur Rerstellung eines neuen Chromierungsfarbstoffes. Es wurde gefunden, dass man einen neuen Chromierungsfarbstoff erhält, wenn man den Farbstoff, welcher durch Kuppeln der ni trierten Diazoverbindung der 1-Amino-2-oxy- naphtha,lin-4-sulfosä,ure mit ss-Naphthol ent steht, mit reduzierend wirkenden Mitteln be handelt.
Als reduzierend wirkende Mittel kommen hauptsächlich die Sul.fide, Sulf- hydrate und Polysulfide von Alkali- und Erdalkalimetallen in Betracht, oder andere ähnlich wirkende Mittel, wie beispielsweise Eisenoxydulhydrat bezw. -karbonat.
Der neue Farbstoff bildet ein schwarz braunes Pulver, das sich in Wasser mit vio- lettbranner Farbe löst, welche<B>auf</B> Zusatz von- Sodalösung nach grünblau, auf Zusatz von Ätzkali na,cli'blauviolett, und auf Zusatz von Säure nach rotbraun umschlägt. Er färbt aus saurem Bade Wolle in rotvioletten bezw. braunschwarzen Tönen an, welche durch Nachehromieren grau bezw. schwarz und sehr echt worden.
<I>Beispiel<B>1:</B></I> Eine möglichst konzentrierte Suspension des Farbstoffes, erhalten durch Kuppeln von 46,5 Teilen ss-Naphthol mit<B>95</B> Teilen des Natriumsalzes der nitrierten Diazoverbindung der 1-A-mino-2-oxynaplithalin-4-sulfosäure, enthaltend zirka<B>5</B> Teile NaIriumkarbonat, wird unter Rühren mit einer lauwarmen Lö sung von<B>72</B> Teilen kristallisiertem Schwefel natrium,<B>9,6</B> Teilen Schwefel, 12 Teilen Na- tronhydrat und<B>58</B> Teilen Wasser versetzt und hierauf einige Zeit auf <B>80</B> bis<B>90'</B> unter weiterem Rühren erwärmt,
wobei die zuerst dickbreiige Masse dünnflüssig wird.
Hierauf giesst man das Reaktionsprodukt in Wasser, stumpft das überschüssige Alkali mit Mineralsäure grösstenteils ab und scheidet durch Kochsalzzusatz -den Farbstoff ab.
<I>Beispiel 2:</I> Eine möglichst konzentrierte Suspension des Farbstoffes, erhalten durch Kuppeln von <B>150</B> Teilen ss-Naplithcyl mit<B>285</B> Teilen des Natriumsalzes der nitrierten Diazoverhin- dung der 1-Amino-2-oxynaphthalin-4-sulio- säure wird unter Rühren mit einem geschmol zenen Gemisch von<B>50</B> Teilen Wasser und <B>360</B> Teilen kristallisiertem Schwefelnatrium versetzt. Hierauf wird unter stetein Rühren die Masse auf<B>75</B> bis<B>80 '</B> erwärmt, wobei unter Dünnflüssigwürden Reaktion eintritt.
Man rührt noch einige Zeit bei<B>80</B> ', verdünnt mit 2 '/oiger Kochsalzlösung und stumpft sorgfältig das überschüssige Alkali mit Mi neralsäure ab. Der ausoeschiedene Farbstoff wird hierauf filtriert und getrocknet.
Additional patent to main patent no. <B> 105939. </B> Process for the production of a new chromating dye. It has been found that a new chromating dye is obtained if the dye, which is formed by coupling the nitrated diazo compound of 1-amino-2-oxynaphtha, lin-4-sulfosä, ure with β-naphthol, with reducing effective means.
As reducing agents are mainly the Sul.fide, sulfhydrate and polysulfide of alkali and alkaline earth metals into consideration, or other similarly acting agents, such as iron oxide sulfide or. -carbonate.
The new dye forms a black-brown powder that dissolves in water with a violet-brown color, which <B> on </B> the addition of soda solution to green-blue, on the addition of caustic potash, cli'blue-violet, and on the addition of The acid turns reddish brown. He dyes from acidic bath wool in red-violet or. brown-black tones, which are gray or black and very real.
<I> Example <B>1:</B> </I> A suspension of the dye which is as concentrated as possible, obtained by coupling 46.5 parts of ss-naphthol with 95 parts of the sodium salt of the nitrated diazo compound 1-A-mino-2-oxynaplithalin-4-sulfonic acid, containing about 5 parts of sodium carbonate, is mixed with a lukewarm solution of 72 parts of crystallized sodium sulphide while stirring. <B> 9.6 </B> parts of sulfur, 12 parts of sodium hydrate and <B> 58 </B> parts of water are added and then for some time to <B> 80 </B> to <B> 90 '< / B> heated while stirring,
where the first thick pulpy mass becomes thin.
The reaction product is then poured into water, most of the excess alkali is blunted with mineral acid and the dye is separated off by adding sodium chloride.
<I> Example 2 </I> A suspension of the dye that is as concentrated as possible, obtained by coupling <B> 150 </B> parts of ss-naplithcyl with <B> 285 </B> parts of the sodium salt of the nitrated diazo compound the 1-amino-2-oxynaphthalene-4-sulioic acid is mixed with a molten mixture of <B> 50 </B> parts of water and <B> 360 </B> parts of crystallized sodium sulphide while stirring. The mass is then heated to <B> 75 </B> to <B> 80 '</B> with constant stirring, whereby a reaction occurs while being thin.
The mixture is stirred for some time at <B> 80 </B> ', diluted with 2% sodium chloride solution and carefully blunted the excess alkali with mineral acid. The separated dye is then filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH107331T | 1923-04-19 | ||
| CH105939T | 1923-04-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH107331A true CH107331A (en) | 1924-10-16 |
Family
ID=25706960
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH107331D CH107331A (en) | 1923-04-19 | 1923-04-19 | Process for the production of a new chromating dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH107331A (en) |
-
1923
- 1923-04-19 CH CH107331D patent/CH107331A/en unknown
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