AT58780B - Process for the preparation of violet- to green-black basic disazo dyes. - Google Patents
Process for the preparation of violet- to green-black basic disazo dyes.Info
- Publication number
- AT58780B AT58780B AT58780DA AT58780B AT 58780 B AT58780 B AT 58780B AT 58780D A AT58780D A AT 58780DA AT 58780 B AT58780 B AT 58780B
- Authority
- AT
- Austria
- Prior art keywords
- black
- preparation
- violet
- green
- disazo dyes
- Prior art date
Links
- 239000000975 dye Substances 0.000 title claims description 14
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 229920002955 Art silk Polymers 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- YFOOEYJGMMJJLS-UHFFFAOYSA-N 1,8-diaminonaphthalene Chemical compound C1=CC(N)=C2C(N)=CC=CC2=C1 YFOOEYJGMMJJLS-UHFFFAOYSA-N 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 1
- 244000154870 Viola adunca Species 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
- 239000000843 powder Substances 0.000 claims 1
- 230000002035 prolonged effect Effects 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- -1 trimethylammonium phenyl-azo-m-toluidine Chemical compound 0.000 claims 1
- JJQUYMQFKHXRNE-UHFFFAOYSA-N aminomethyl-dimethyl-phenylazanium Chemical compound NC[N+](C)(C)C1=CC=CC=C1 JJQUYMQFKHXRNE-UHFFFAOYSA-N 0.000 description 3
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 2
- 150000001555 benzenes Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N 1,4-Benzenediol Natural products OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von violett- bis grünschwarzen basischen Disazofarbstoffen.
In den deutschen Patentschriften Nr. 95530, Nr. 98585, Nr. 100420, Nr. 109491 wurden basischo sekundäre Disazofarbstoffe beschrieben, welche in Anfangsstellung Aminophenyltrimethylammonium, in Mittelstellung primäre Amine, in Endstellung Amine und Phenole haben. Unter all den vielen beschriebenen Kombinationen ist keine, welche die Faser schwarz färbt. Es sind derartige schwarze basische Disazofarbstoffe bisher überhaupt nicht bekannt.
Es wurde nun gefunden, dass die Kombination Aminophenyltrimetylammonium # m-Toluidin # 1#8-Diaminonaphtalin ein Farbstoff ist, welcher sehr schöne und waschechte schwarze Färbungen liefert, die namentlich auf Kunstseide von hohen Wert sind. Das war nicht vorauszusehen. Bei analog zusammengesetzten Säurefarbstoffen von der allgemeinen Konstitution : Benzolderivat # Benzolderivat # Naphtalinderivat erzielte man rote, bei Anhäufung auxochromer Gruppen im endständigen Naphtalinrest höchstens violette Nuancen.
Der in der Patentschrift Nr. 109491 beschriebene Farbstoff Aminophenyltrimethyl- ammonium # Aminohydrochinodimethyläther # 1.5-Aminonaphtol unterscheidet sich von dem Farbstoff der vorliegenden Erfindung wesentlich dadurch, dass er, trotzdem in Mittelstellung der viel mehr auxochrome Gruppen tragende Hydrochinonäther steht, nur blaue Färbungen liefert, während schon 1"/oigne Färbungen des Farbstoffes der vorliegenden Erfindung tiefschwarz sind Bei Verwendung von m.. Diaminen in Endstellung werden nur braune Nuancen erhalten.
Durch die Herstellung des neuen Farbstoffes wird einem längst gefühlten Bedürfnis abgeholfen, insofern, a) s noch kein Farbstoff existiert, der Kunstseide im neutralen oder sauren Bade, also mit möglichster Schonung der Faser, schwarz färbt. Es wird demnach lurch das Verfahren ein wesenthcher technischer Fortschritt erzielt.
Bei s p i e).
EMI1.1
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of violet- to green-black basic disazo dyes.
In the German patents No. 95530, No. 98585, No. 100420, No. 109491, basic secondary disazo dyes were described which have aminophenyltrimethylammonium in the initial position, primary amines in the middle position and amines and phenols in the end position. Among all the many combinations described, there is none that will color the fiber black. Such black basic disazo dyes are not known at all.
It has now been found that the combination aminophenyltrimetylammonium # m-toluidine # 1 # 8-diaminonaphthalene is a dye which gives very beautiful and washfast black colorations which are particularly valuable on rayon. That was not to be foreseen. In the case of acid dyes with an analogous composition and of the general constitution: benzene derivative # benzene derivative # naphthalene derivative, red, at most violet nuances when there was an accumulation of auxochromic groups in the terminal naphthalene residue.
The dye aminophenyltrimethylammonium # Aminohydroquinodimethyläther # 1.5-aminonaphtol described in patent specification No. 109491 differs from the dye of the present invention essentially in that, despite being in the middle position of the hydroquinone ether, which carries much more auxochromic groups, it only gives blue colorations, while Even 1 ″ / oigne colorations of the dye of the present invention are deep black. When using m .. diamines in the end position, only brown shades are obtained.
The production of the new dye remedies a need that has long been felt, insofar as there is still no dye that dyes artificial silk black in a neutral or acid bath, i.e. with the greatest possible care for the fiber. A substantial technical advance is therefore achieved with the method.
At s p i e).
EMI1.1
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE58780X | 1910-10-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT58780B true AT58780B (en) | 1913-04-25 |
Family
ID=5629714
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT58780D AT58780B (en) | 1910-10-12 | 1911-09-20 | Process for the preparation of violet- to green-black basic disazo dyes. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT58780B (en) |
-
1911
- 1911-09-20 AT AT58780D patent/AT58780B/en active
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