DE88085C - - Google Patents
Info
- Publication number
- DE88085C DE88085C DENDAT88085D DE88085DA DE88085C DE 88085 C DE88085 C DE 88085C DE NDAT88085 D DENDAT88085 D DE NDAT88085D DE 88085D A DE88085D A DE 88085DA DE 88085 C DE88085 C DE 88085C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- dibenzylaniline
- dyes
- tetramethyldiamidodiphenylmethane
- oxidation
- 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
- 239000000975 dye Substances 0.000 claims description 7
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- BRCZRSQATONSIY-UHFFFAOYSA-N C(C1=CC=CC=C1)C=1C(=C(N(S(=O)(=O)O)S(=O)(=O)O)C=CC1)CC1=CC=CC=C1 Chemical compound C(C1=CC=CC=C1)C=1C(=C(N(S(=O)(=O)O)S(=O)(=O)O)C=CC1)CC1=CC=CC=C1 BRCZRSQATONSIY-UHFFFAOYSA-N 0.000 claims 1
- 240000000358 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
- 238000000034 method Methods 0.000 claims 1
- 238000005987 sulfurization reaction Methods 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- SLXZZXJPFRYIKN-UHFFFAOYSA-N benzyl-(2-ethylphenyl)sulfamic acid Chemical compound CCC1=CC=CC=C1N(S(O)(=O)=O)CC1=CC=CC=C1 SLXZZXJPFRYIKN-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- YADSGOSSYOOKMP-UHFFFAOYSA-N dioxolead Chemical compound O=[Pb]=O YADSGOSSYOOKMP-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- JFUVIIIGWCXAEM-UHFFFAOYSA-N C(C1=CC=CC=C1)C1=C(N(S(=O)(=O)O)CC2=CC=CC=C2)C=CC=C1.[Na] Chemical compound C(C1=CC=CC=C1)C1=C(N(S(=O)(=O)O)CC2=CC=CC=C2)C=CC=C1.[Na] JFUVIIIGWCXAEM-UHFFFAOYSA-N 0.000 description 1
- FRHAXDBAIRLBBC-UHFFFAOYSA-M C(C1=CC=CC=C1)C1=C(N(S(=O)(=O)[O-])CC2=CC=CC=C2)C=CC=C1.[Na+] Chemical compound C(C1=CC=CC=C1)C1=C(N(S(=O)(=O)[O-])CC2=CC=CC=C2)C=CC=C1.[Na+] FRHAXDBAIRLBBC-UHFFFAOYSA-M 0.000 description 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N Diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N Dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- ISGXOWLMGOPVPB-UHFFFAOYSA-N N,N-dibenzylaniline Chemical compound C=1C=CC=CC=1CN(C=1C=CC=CC=1)CC1=CC=CC=C1 ISGXOWLMGOPVPB-UHFFFAOYSA-N 0.000 description 1
- 210000002268 Wool Anatomy 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000009114 investigational therapy Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- -1 sodium dibenzylaniline disulfate Chemical compound 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
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/12—Amino derivatives of triarylmethanes without any OH group bound to an aryl nucleus
- C09B11/16—Preparation from diarylketones or diarylcarbinols, e.g. benzhydrol
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Die nach Beispiel 1 der Patentschrift Nr. 65017 durch Sulfuriren von Tetramethyldiamidodiphenylmethan erhältliche und dort als das Natronsalz einer Disulfosäure des ersteren beschriebene Verbindung hat sich bei näherer Untersuchung als das Natronsalz einer Monosulfosäure erwiesen.According to Example 1 of Patent No. 65017 obtainable by sulfurizing tetramethyldiamidodiphenylmethane and there as that Sodium salt of a disulfonic acid of the compound described earlier has been found in closer detail Investigation proved to be the sodium salt of a monosulfonic acid.
Nach jener Patentschrift werden durch Oxydation dieser Sulfosäure zu einem Hydrol, Condensation desselben mit Dimethylanilin, Diäthylanilin oder Aethylsulfobenzylanilin und Oxydation der entstandenen Leukoverbindungen Farbstoffe erhalten, die sich durch vollkommene Alkaliechtheit auszeichnen, aber den Uebelstand zeigen, durch die Wolle dem Färbebad nur unvollständig entzogen zu werden. Es gelingt diesen Uebelstand vollständig zu beseitigen, indem man die erwähnte Hydrolmonosulfosäure statt mit Aethylsulfobenzylanilin mit Dibenzylanilinmono- oder -disulfosäure condensirt und die resultirenden Leukosulfosäuren zu Farbstoffen oxydirt.According to that patent, this sulfonic acid is oxidized to a hydrol, Condensation of the same with dimethylaniline, diethylaniline or ethylsulfobenzylaniline and Oxidation of the resulting leuco compounds obtained dyes, which can be obtained by perfect Distinguish the alkali fastness, but only show the disadvantage through the wool in the dyebath to be withdrawn incompletely. We succeed in completely eliminating this problem, by using the aforementioned hydrolmonosulfonic acid instead of ethylsulfobenzylaniline with dibenzylaniline mono- or -disulfonic acid condenses and the resulting leucosulfonic acids are oxidized to dyes.
11 kg Natriumsalz der Tetramethyldiamidodiphenylmethanmonosulfosäure werden in einem mit Rührwerk versehenen Bottich in 1000 1 Wasser gelöst und mit 28Y2 kg Essigsäure angesäuert. Hierauf werden unter starkem Rühren dieser Lösung rasch 22,8 kg einer 31,55 proc. Bleisuperoxydpaste zugesetzt. Nach einer halben Stunde ist die Oxydation zur Hydrolsulfosäure beendet. Nun werden 11,5 kg dibenzylanilinmonosulfosaures Natrium, gelöst in 300 1 Wasser, der Hydrollösung beigefügt und die Mischung auf 8o° C. aufgewärmt. Nach etwa einer Stunde ist die blaue Farbe der Flüssigkeit verschwunden und die Condensation beendet. Man läfst erkalten und giebt zur Ueberführung der gebildeten Leukoverbindung in den Farbstoff unter stetem Rühren weitere 22,8 kg einer 31,55 proc. Bleisuperoxydpaste zu der Lösung. Nach vollendeter Farbstoffbildung wird filtrirt und der Farbstoff ausgesalzen.11 kg of the sodium salt of tetramethyldiamidodiphenylmethane monosulfonic acid are dissolved in 1000 1 of water in a vat equipped with a stirrer and acidified with 28Y 2 kg of acetic acid. Then, while vigorously stirring this solution, 22.8 kg of a 31.55 proc. Lead peroxide paste added. After half an hour the oxidation to hydrolsulfonic acid is complete. 11.5 kg of sodium dibenzylaniline monosulfonate, dissolved in 300 liters of water, are then added to the hydrolysis solution and the mixture is warmed to 80.degree. After about an hour the blue color of the liquid has disappeared and the condensation has ended. It is allowed to cool and to convert the leuco compound formed into the dye, with constant stirring, a further 22.8 kg of a 31.55 per cent. Lead peroxide paste to the solution. When the dye is completely formed, it is filtered and the dye is salted out.
In diesem Beispiel kann das dibenzylanilinmonosulfosaure Natrium durch die äquivalente Menge dibenzylanilindisulfosaures Natrium ersetzt werden.In this example, the sodium dibenzylaniline monosulfonic acid can be replaced by the equivalent Amount of sodium dibenzylaniline disulfate to be replaced.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE88085C true DE88085C (en) |
Family
ID=360002
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT88085D Active DE88085C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE88085C (en) |
-
0
- DE DENDAT88085D patent/DE88085C/de active Active
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