DE94081C - - Google Patents
Info
- Publication number
- DE94081C DE94081C DENDAT94081D DE94081DA DE94081C DE 94081 C DE94081 C DE 94081C DE NDAT94081 D DENDAT94081 D DE NDAT94081D DE 94081D A DE94081D A DE 94081DA DE 94081 C DE94081 C DE 94081C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- mol
- amidonaphthol
- tetrazo
- dyes
- 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
- 239000002253 acid Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 4
- NUIURNJTPRWVAP-UHFFFAOYSA-N Tolidine Chemical compound C1=C(N)C(C)=CC(C=2C=C(C)C(N)=CC=2)=C1 NUIURNJTPRWVAP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N Benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- -1 benzoyl compound Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 150000003460 sulfonic acids Chemical class 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
- C09B35/08—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
- C09B35/20—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling compounds of different types
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Paper (AREA)
Description
KAISERLICHES Λ IMPERIAL Λ
PATENTAMT.PATENT OFFICE.
in BERLIN.in Berlin.
naphtol - a2 - sulfosäure.naphtol - a 2 - sulfonic acid.
In der Patentschrift Nr. 63074 werden blaue Substantive Farbstoffe beschrieben, welche aus gewissen Tetrazokörpern durch Combination mit der Benzoylverbindung derjenigen Ct1 ^-Amidonaphtolmonosulfosäure entstehen, die durch Verschmelzen der ct-NaphtylamindisuIfosäure S dargestellt wird. Es wird in der Patentschrift angegeben, dafs diese ax ^-Amidonaphtolmonosulfosäure selbst sich zur Darstellung blauer substantiver Farbstoffe nicht eigne, da sie mit den Tetrazoverbindungen des Benzidins und ähnlicher Basen — ebenso wie die durch Sulmriren von S1 ci4-Amid onaphtol entstehende Sulfosäure — nur Farbstoffe von stumpfem Ton und geringem Werth liefern soll.Patent specification No. 63074 describes blue nouns dyes which are formed from certain tetrazo bodies by combining with the benzoyl compound of that Ct 1 ^ -amidonaphthol monosulfonic acid which is produced by fusing the ct-naphtylamine disulfonic acid. It is stated in the patent that this a x ^ -amidonaphthol monosulfonic acid is not itself suitable for the preparation of blue substantive dyes, since it reacts with the tetrazo compounds of benzidine and similar bases - just like the sulfonic acid formed by sulphurizing S 1 ci 4 -amidonaphthol - should only provide dyes of dull tone and of little value.
Im Gegensatz hierzu hat sich nun ergeben , dafs gerade die durch Verschmelzen der α - Naphtylamindisulfosäure S erhaltene Ci1 ^-Amidonaphtolmonosulfosäure mit gewissen Tetrazoverbindungen, wie Tetrazoditolyl und Tetrazodianisol brauchbare Farbstoffe liefert; ferner hat sich gezeigt, dafs die genannte Ci1 a4-Amidonaphtolmonosulfosäure mit den erwähnten Tetrazokörpern ein Zwischenproduct · zu liefern im Stande ist, welches noch eine freie Diazogruppe enthält und daher noch mit ι Mol. eines Amins, Phenols bezw. deren Sulfosäuren combinirt werden kann.In contrast to this, it has now been found that precisely the Ci 1 ^ -amidonaphthol monosulfonic acid obtained by fusing the α-naphthylamine disulfonic acid with certain tetrazo compounds, such as tetrazoditolyl and tetrazodianisole, yields useful dyes; Furthermore, it has been shown that the said Ci 1 a 4 amidonaphthol monosulfonic acid with the tetrazo bodies mentioned is able to deliver an intermediate product which still contains a free diazo group and therefore still contains ι mol. of an amine, phenol or. the sulfonic acids of which can be combined.
Von besonderem technischen Werth erwies sich derjenige gemischte Farbstoff, welcher aus ι Mol. Tetrazoditolyl, 1 Mol. U1 a4 - Amidonaphtolmonosulfosäure und ι Mol. aj-Naphtola2-monosulfosäure entsteht.. Of particular industrial value is the one mixed dye, which from ι Tetrazoditolyl mol, 1 mol proved U 1 a 4 -. Amidonaphtolmonosulfosäure and ι mol aj-2 Naphtola -monosulfosäure arises..
Bei der Darstellung dieses Farbstoffes verfährt man wie folgt:The procedure for representing this dye is as follows:
21,2 kg Tolidin werden in bekannter Weise in die Tetrazoverbindung übergeführt; die Lösung der letzteren giebt man zu einer durch Soda alkalisch gehaltenen Lösung von 23,9 kg Ct1 a4 - Amidonaphtolmonosulfosäure; das Zwischenproduct scheidet sich in Form eines blauschwarzen Niederschlages ab. Sobald die Bildung desselben beendet ist, fügt man eine Lösung von 24,6 kg cij-naphtol-c^-monosulfosaurem Natron zu und läfst die Mischung längere Zeit rühren. Alsdann wird angewärmt, der Farbstoff mit Salzwasser ausgefällt und abfiltrirt, geprefst und getrocknet. Er färbt ungeheizte Baumwolle im Salz- oder Seifenbade prachtvoll blau.21.2 kg of tolidine are converted into the tetrazo compound in a known manner; the solution of the latter is added to a solution, kept alkaline by soda, of 23.9 kg of Ct 1 a 4 -amidonaphthol monosulfonic acid; the intermediate product is deposited in the form of a blue-black precipitate. As soon as the formation of the same has ended, a solution of 24.6 kg of cij-naphtol-c ^ -monosulfonic acid soda is added and the mixture is left to stir for a long time. Then it is warmed up, the dye is precipitated with salt water and filtered off, pressed and dried. He dyes unheated cotton in a salt or soap bath a splendid blue.
Claims (1)
Verfahren zur Darstellung eines gemischten Substantiven Disazofarbstoffes aus Ci1 a4-Amidonaphtol - a.2 - sulfosäure, darin bestehend, dafs man die Tetrazoverbindung des Tolidins zunächst in sodaalkalischer Lösung mit 1 Mol. dieser Säure zu einem Zwischenproduct combinirt und dasselbe dann einwirken läfst auf ι Mol. ctj-Naphtol-ag-monosulfosäure.Patent claim: ■
Process for the representation of a mixed noun disazo dye from Ci 1 a 4 -Amidonaphtol - a. 2 - sulfonic acid, which consists in combining the tetrazo compound of tolidine in a soda-alkaline solution with 1 mol of this acid to form an intermediate product and then allowing the same to act on 1 mol of ctj-naphthol-ag-monosulfonic acid.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE94081C true DE94081C (en) |
Family
ID=365460
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT94081D Active DE94081C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE94081C (en) |
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0
- DE DENDAT94081D patent/DE94081C/de active Active
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