DE288838C - - Google Patents
Info
- Publication number
- DE288838C DE288838C DENDAT288838D DE288838DA DE288838C DE 288838 C DE288838 C DE 288838C DE NDAT288838 D DENDAT288838 D DE NDAT288838D DE 288838D A DE288838D A DE 288838DA DE 288838 C DE288838 C DE 288838C
- Authority
- DE
- Germany
- Prior art keywords
- mol
- acid
- parts
- solution
- oxynaphthalene
- 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
- 239000000975 dye Substances 0.000 claims description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 5
- 235000002639 sodium chloride Nutrition 0.000 claims description 5
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 3
- 210000002268 Wool Anatomy 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 238000002360 preparation method Methods 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 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims 1
- 239000000243 solution Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 8
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 230000036881 Clu Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000001808 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/205—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene
- C09B35/21—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene of diarylmethane or triarylmethane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- ΛΙ 288838 -KLASSE-22«. GRUPPE- ΛΙ 288838 -CLASS-22 «. GROUP
Patentiert im Deutschen Reiche vom 25. November 1913 ab.Patented in the German Empire on November 25, 1913.
Es hat sich gezeigt, daß man neue sehr wertvolle Wollfarbstoffe erhält, die sich insbesondere durch eine vorzügliche Walkechtheit auszeichnen, wenn man die Äther des 3 · 3'-Diamino-4 · 4'-dioxydiphenylmethans (Patentschrift 140690, Kl. 22a) mit 2 Mol. 2-Oxynaphtalin-6-sulfosäure oder 1 Mol. dieser Säure und ι Mol. i-Oxynaphtalin-4-sulfosäure oder mit ι Mol. 2-Oxynaphtalin-6 ■ 8-disulfosäure und τ Mol. ß-Naphtol vereinigt.It has been shown that new, very valuable wool dyes are obtained, which are in particular distinguished by excellent flexing fastness, if one uses the ethers of 3 · 3'-diamino-4 4'-dioxydiphenylmethane (patent specification 140690, class 22a) with 2 mol. 2-oxynaphthalene-6-sulfonic acid or 1 mole of this acid and 1 mole of i-oxynaphthalene-4-sulfonic acid or with ι mol. 2-oxynaphthalene-6 ■ 8-disulfonic acid and τ mol. ß-naphtol combined.
Dieser Effekt war in keiner Weise vorauszusehen, da die Äther des 3 · 3'-Diamino-4-4'-dioxydiphenylmethans bisher nur zur Darstellung von in Wasser unlöslichen Pigmentfarbstoffen benutzt sind, und die aus ρ · p'-Diaminodiphenylmethanderivaten dargestellten Farbstoffe infolge ihrer völlig anderen Konstitution naturgemäß ebenfalls keine Anhaltspunkte für die ausgezeichneten Eigenschaften der Produkte des vorliegenden Verfahrens bieten konnten.This effect could not be foreseen in any way, since the ethers of 3 · 3'-diamino-4-4'-dioxydiphenylmethane hitherto only used for the preparation of water-insoluble pigments, and those from ρ · p'-diaminodiphenylmethane derivatives Due to their completely different constitution, the dyes shown naturally also do not provide any clues for could offer the excellent properties of the products of the present process.
25,8 Teile 3 · 3'-Diamino-4 · 4'-dimethoxydiphenylmethan werden mit der nötigen Menge Salzsäure und Nitrit in wäßriger eiskalter Lösung tetrazotiert. Die Tetrazotierung ist nach kurzer Zeit beendet. Man läßt die Tetrazoverbindung hierauf unter gutem Rühren einlaufen in eine sodaalkalische kalte Lösung von 55 Teilen 2-oxynaphtalin-6-sulfosaurem Natrium. Die Farbstoffbildung beginnt sofort. Nach Beendigung der Kuppelung wird unter Zusatz von Kochsalz aufgewärmt, der Farbstoff abfiltriert und getrocknet.25.8 parts of 3 x 3'-diamino-4 x 4'-dimethoxydiphenylmethane are tetrazotized with the necessary amount of hydrochloric acid and nitrite in an aqueous ice-cold solution. The tetrazotization is after finished in a short time. The tetrazo compound is then allowed to run in with thorough stirring in a soda-alkaline cold solution of 55 parts of 2-oxynaphthalene-6-sulphonic acid sodium. The dye formation begins immediately. After the coupling is complete, the dye is warmed up with the addition of table salt filtered off and dried.
Die wie nach Beispiel I dargestellte Tetrazolösung läßt man unter gutem Rühren in eine sodaalkalische Lösung von 43 Teilen 2-oxynaphtalin-6 · 8-disulfosaurem Natrium bei gewohnlicher Temperatur ziemlich schnell einfließen. Nach beendetem Einlaufen wird durch Zugabe von Kochsalz der sich bildende Zwischenkörper ausgefällt. Nach etwa 5- bis 6 stündigem Rühren ist die Tetrazoverbindung bis auf Spuren verschwunden. Man saugt ab, rührt den Zwischenkörper zu einem feinen Schlamm an und läßt diesen allmählich unter gutem Rühren einlaufen in eine kalte Lösung aus 16 Teilen ß-Naphtol, 16 Teilen Natronlauge 40 ° Be und 700 Teilen Wasser. Nach etwa. 12 stündigem Rühren wird der Farbstoff in der üblichen Weise aufgearbeitet und getrocknet. The tetrazo solution as shown in Example I is allowed to pour into a with thorough stirring soda-alkaline solution of 43 parts of 2-oxynaphthalene-6 · 8-disulphonic acid sodium with ordinary Flow in temperature pretty quickly. After the run-in has ended, the intermediate body that forms is formed by adding sodium chloride failed. After about 5 to 6 hours of stirring, the tetrazo compound has disappeared except for traces. One sucks off stirs the intermediate body to a fine sludge and gradually leaves it under with thorough stirring, run into a cold solution of 16 parts of ß-naphtol and 16 parts of sodium hydroxide solution 40 ° Be and 700 parts of water. After about. Stirring for 12 hours will add the dye worked up in the usual way and dried.
Beispiel III,Example III,
Die wie nach Beispiel I dargestellte Tetrazolösung gibt man unter gutem Rühren schnell zu einer sodaalkalischen eiskalten Lösung von 26 Teilen 2-oxynaphtalin-6-sulfosaurem Natrium und fügt hierauf sofort so viel Kochsalz zu, daß eine gesättigte Lösung entsteht. Nach etwa 2 stündigem Rühren wird der Zwischenkörper abgesaugt, mit etwas kalter Salzlösung gewaschen, wieder angerührt und in sodaalkalischer Lösung mit 27 Teilen i-oxynaphtalin-4-sulfosaurem Natrium gekuppelt. Nach etwa i2stündigem Rühren wird derThe tetrazo solution as shown in Example I is added quickly with thorough stirring to a soda-alkaline ice-cold solution of 26 parts of 2-oxynaphthalene-6-sulphonic acid sodium and then immediately add enough table salt to produce a saturated solution. After about 2 hours of stirring, the intermediate body is suctioned off with a little cold saline solution washed, stirred again and in a soda-alkaline solution with 27 parts of i-oxynaphthalene-4-sulfosaurem Sodium coupled. After stirring for about 12 hours, the
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE288838C true DE288838C (en) |
Family
ID=543919
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT288838D Active DE288838C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE288838C (en) |
-
0
- DE DENDAT288838D patent/DE288838C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE288838C (en) | ||
| DE39096C (en) | Process for the preparation of azo dyes by combining the chemical products obtained from 1 molecule of tetrazodiphenyl salt or tetrazoditolyl salt with 1 molecule of naphthylamine sulfonic acid etc. with amines etc. | |
| DE241678C (en) | ||
| DE692367C (en) | Process for the preparation of water-soluble disazo dyes | |
| DE151204C (en) | ||
| DE264288C (en) | ||
| DE47068C (en) | Innovations in the process for the preparation of dyes from tetrazodiphenyl or tetrazoditolyl salts, protected by patent nos. 40954, 43493 and 45342. (3 | |
| DE49950C (en) | Innovation in the process for the representation of yellow to red-brown direct azo dyes. {3 | |
| DE710408C (en) | Process for the preparation of polyazo dyes | |
| DE411332C (en) | Process for the preparation of yellow-brown stain-coloring disazo dyes | |
| DE251479C (en) | ||
| DE226348C (en) | ||
| DE192404C (en) | ||
| DE120048C (en) | ||
| DE282198C (en) | ||
| DE190694C (en) | ||
| DE534931C (en) | Process for the production of wool dyes | |
| DE270942C (en) | ||
| DE46134C (en) | Process for the preparation of dyes from etherified oxydiphenyl bases and their sulfonic acids | |
| DE116351C (en) | ||
| DE54084C (en) | Process for the preparation of a red disazo dye | |
| DE249490C (en) | ||
| DE295051C (en) | ||
| DE49139C (en) | Innovation in the process for the representation of yellow to brown-red azo dyes from chrysoidine, which color in an alkaline bath. | |
| DE236253C (en) |