DE126133C - - Google Patents
Info
- Publication number
- DE126133C DE126133C DE1899126133D DE126133DA DE126133C DE 126133 C DE126133 C DE 126133C DE 1899126133 D DE1899126133 D DE 1899126133D DE 126133D A DE126133D A DE 126133DA DE 126133 C DE126133 C DE 126133C
- Authority
- DE
- Germany
- Prior art keywords
- red
- mol
- violet
- same
- orange
- 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.)
- Expired - Lifetime
Links
- 239000002253 acid Substances 0.000 claims description 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 6
- 229920000742 Cotton Polymers 0.000 claims description 5
- 150000008049 diazo compounds Chemical class 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 4
- 239000000987 azo dye Substances 0.000 claims description 3
- 235000013877 carbamide Nutrition 0.000 claims description 3
- 150000003585 thioureas Chemical class 0.000 claims description 3
- 230000000875 corresponding Effects 0.000 claims description 2
- 238000004040 coloring Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 235000019233 fast yellow AB Nutrition 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- 239000000975 dye Substances 0.000 description 6
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 3
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-Naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QGJOPFRUJISHPQ-UHFFFAOYSA-N carbon bisulphide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 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
- SEMRCUIXRUXGJX-UHFFFAOYSA-N 6-aminonaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=CC(N)=CC=C21 SEMRCUIXRUXGJX-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- ZWZVWGITAAIFPS-UHFFFAOYSA-N Thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 description 1
- 239000003415 peat Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 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
- C09B39/00—Other azo dyes prepared by diazotising and coupling
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
M 126133 KLASSE 22 a. M 126133 CLASS 22 a.
disulfosäure.disulfonic acid.
Nach dem Verfahren des Patentes 122904 erhält man eine neue Gruppe von Azofarbstoffen, die befähigt sind, ungeheizte Baumwolle direct anzufärben, indem man 1 oder 2 Mol. von Diazoverbindungen auf freie Hydroxylgruppen enthaltende Harnstoffe der Naphtalinreihe einwirken läfst.A new group of azo dyes is obtained using the process of patent 122904, which are capable of dyeing unheated cotton directly by adding 1 or 2 mol. Of diazo compounds on ureas of the naphthalene series containing free hydroxyl groups has an effect.
Es hat sich nun weiter ergeben, dafs man zu Azofarbstoffen von ganz ähnlichen Eigenschaften gelangt, wenn man an Stelle der genannten Harnstoffe die entsprechenden Thioharnstoffe mit ι oder 2 Mol. von Diazoverbindungen vereinigt. Diese Thioharnstoffe werden erhalten durch Einwirkung von Thiophosgen bei Gegenwart einer Salzsäure bindenden Substanz auf solche Amidonaphtolsulfosäuren, bei denen sich Hydroxyl und Amidogruppe nicht in Ortho- oder Metastellung zu einander befinden, oder auch, indem man derartige Amidonaphtolsulfosäuren der Einwirkung von Schwefelkohlenstoff unterwirft. Den neuen Farbstoffen kommt die werthvolle Eigenschaft, ungeheizte Baumwolle direct zu färben, in noch höherem Mafse zu, als denjenigen des Hauptpatentes; sie zeichnen sich vor denselben aufserdem durch eine röthere bezw. blauere Nuance und noch gröfsere Klarheit aus und besitzen ebenfalls eine relativ sehr grofse Säureechtheit. Das Verfahren zur Herstellung der Farbstoffe entspricht völlig demjenigen des Haupt patentes. It has now been found that azo dyes with quite similar properties can be obtained If the ureas mentioned are replaced by the corresponding thioureas combined with ι or 2 mol. Of diazo compounds. These thioureas are obtained by the action of thiophosgene in the presence of a hydrochloric acid binding agent Substance based on amidonaphthol sulfonic acids in which there is a hydroxyl and amido group are not in ortho- or meta-position to each other, or by having such Amidonaphtholsulfonic acids subjected to the action of carbon disulfide. The new Dyes still have the valuable property of dyeing unheated cotton directly to a greater extent than those of the main patent; they also stand out in front of them by a redder respectively. bluer nuances and even greater clarity also a relatively very high acid fastness. The process of making the dyes corresponds completely to that of the main patent.
21,4 kg p-Toluidin werden in üblicherweise in die Diazoverbindung übergeführt und unter gutem Rühren zu einer mit überschüssiger Soda versetzten Lösung von 52 kg Thiocarbonyldioxydinaphtylamindisulfosäure (aus 2-Amido-5 - Naphtol - 7 - Monosulfosäure) allmählich zugegeben. Nach mehrstündigem Rühren wird angewärmt, der Farbstoff ausgesalzen, geprefst und getrocknet. Er färbt ungeheizte Baumwolle in sehr lebhaften rothen, Benzopurpurin ι B sehr ähnlichen Tönen an.21.4 kg of p-toluidine are usually used converted into the diazo compound and, with thorough stirring, to one with excess soda added solution of 52 kg thiocarbonyldioxydinaphthylamine disulfonic acid (from 2-amido-5 - Naphtol - 7 - monosulfonic acid) gradually added. After stirring for several hours warmed, the dye salted out, pressed and dried. He dyes unheated cotton in very lively red tones very similar to Benzopurpurin ι B.
In nachstehender Tabelle sind die Nuancen einer Anzahl der nach dem vorliegendem Verfahren erhältlichen Farbstorfe angegeben.In the table below are the nuances of a number of those made using the present process available color peat indicated.
Farbstoff aus:Dye from:
Färbt BaumwolleDyes cotton
ι Mol. Anilin ι mol. aniline
2 „ Anilin 2 "aniline
2 „ o-Toluidin 2 "o-toluidine
2 „: m-Xy lidin 2 ": m-xy lidine
2 .,, a-Naphtylamin 2. ,, a-naphthylamine
2 ,„- ß- „ 2 , "- ß-"
2 „ Amidoazobenzol 2 "Amidoazobenzene
ι „ 2-Naphtylamin-6-sulfosäureι “2-naphthylamine-6-sulfonic acid
ι „ /3 - Naphtylamin ι "/ 3 - naphthylamine
ι „ Amidoazobenzol ,ι "amidoazobenzene,
ι „ Anilin ,ι "aniline,
ι „ Tetrazodiphenyl ,ι "Tetrazodiphenyl,
2 ,, p-Toluidin. . 2 ,, p -toluidine. .
2 „ β-Naphtylamin 2 "β-naphthylamine
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT8080D AT8080B (en) | 1899-12-12 | 1900-10-29 | Process for the preparation of substantive azo dyes from thiocarbonyldioxydinaphthylamine disulfonic acid. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE126133C true DE126133C (en) |
Family
ID=394810
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1899126133D Expired - Lifetime DE126133C (en) | 1899-12-12 | 1899-12-12 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE126133C (en) |
-
1899
- 1899-12-12 DE DE1899126133D patent/DE126133C/de not_active Expired - Lifetime
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