DE66072C - Process for the preparation of triphenyl- respectively. Diphenylnaphtylmethane dyes. (3 - Google Patents
Process for the preparation of triphenyl- respectively. Diphenylnaphtylmethane dyes. (3Info
- Publication number
- DE66072C DE66072C DENDAT66072D DE66072DA DE66072C DE 66072 C DE66072 C DE 66072C DE NDAT66072 D DENDAT66072 D DE NDAT66072D DE 66072D A DE66072D A DE 66072DA DE 66072 C DE66072 C DE 66072C
- Authority
- DE
- Germany
- Prior art keywords
- dyes
- diphenylnaphtylmethane
- triphenyl
- tetramethyldiamidobenzhydrol
- preparation
- 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
- 239000000975 dye Substances 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-Naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 229960004889 salicylic acid Drugs 0.000 claims description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims 1
- NJESAXZANHETJV-UHFFFAOYSA-N 4-Methylsalicylic acid Chemical compound CC1=CC=C(C(O)=O)C(O)=C1 NJESAXZANHETJV-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- VXMKYRQZQXVKGB-CWWHNZPOSA-N Tannin Chemical compound O([C@H]1[C@H]([C@@H]2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]([C@H]2O)O1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 VXMKYRQZQXVKGB-CWWHNZPOSA-N 0.000 description 1
- 210000002268 Wool Anatomy 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- YADSGOSSYOOKMP-UHFFFAOYSA-N dioxolead Chemical compound O=[Pb]=O YADSGOSSYOOKMP-UHFFFAOYSA-N 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 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
- C09B11/22—Amino derivatives of triarylmethanes containing OH groups bound to an aryl nucleus and their ethers and esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.\%PATENT OFFICE. \%
Im Haupt-Patent und dessen beiden ersten Zusätzen sind Farbstoffe beschrieben, welche durch Einwirkung von 1 Molecül alkylsubstituirter Amidobenzhydrole auf 1 Molecül eines Phenols oder 1 Molecül einer aromatischen Sulfo- und Carbonsäure und Oxydation der gebildeten Leukokörper entstehen.In the main patent and its first two additions, dyes are described which by the action of 1 Molecül alkyl-substituted amidobenzhydroles to 1 Molecül of one Phenol or 1 Molecül of an aromatic sulfo and carboxylic acid and oxidation of the formed leuco bodies arise.
Es wurde nun die Beobachtung gemacht,' dafs je ι Molecül Salicylsäure, m-Kresol-ocarbonsäure und 1 · 8-Naphtolmonosulfosäure sich mit je 2 Molecülen der Hydrole zu vereinigen vermögen, und zwar ebenfalls in Schwefelsäurelösung bei 60 bis 70 °. Das Verfahren des Haupt-Patentes wird insofern abgeändert bezw. erweitert, als zunächst das Gemisch molecularer Mengen der Componenten in kaltgehaltene concentrirte Schwefelsäure eingetragen wird, wobei sich zunächst die im Haupt-Patent beschriebenen Leukokörper bilden. Darauf wird die Reactionsmasse auf 60 bis 70° erwärmt und allmälig das zweite Molecül Hydrol hinzugefügt, welches dann mit dem bereits gebildeten Leukokörper weiter reagirt. Man kann auch, was aber weniger vortheilhaft ist, das Gemenge von 2 Molecülen Hydrol und ι Molecül der oben genannten Componenten in kaltgehaltene concentrirte Schwefelsäure eintragen und dann allmälig auf 60 bis 70° erwärmen.The observation has now been made that 1 molecule of salicylic acid and m-cresol-ocarboxylic acid each and 1 x 8-naphthol monosulfonic acid to combine with 2 molecules each of the hydrols able, also in sulfuric acid solution at 60 to 70 °. The procedure of the main patent is insofar modified resp. extended than initially the mixture of molecular quantities of the components is introduced into cold-held concentrated sulfuric acid, whereby the im Main patent described form leuco bodies. The reaction mass then increases to 60 to 70 ° warmed up and gradually the second Molecül Hydrol added, which then with the already formed leuco body reacts further. One can also, but what is less advantageous is, the mixture of 2 molecules Hydrol and ι Molecül of the above components enter in cold concentrated sulfuric acid and then gradually increase to 60 to Heat up to 70 °.
Das Verfahren zur Gewinnung der Leukokörper ist im übrigen das des Haupt-Patentes.The method for obtaining the leuco bodies is that of the main patent.
Die neuen hochmolecularen Leukoverbindungen haben einen höheren Schmelzpunkt als die Producte der Vereinigung gleicher Molecule beider Componenten. Bei der Oxydation derselben werden statt ι Molecül 2 Molecule Bleisuperoxyd verwendet.The new high molecular weight leuco compounds have a higher melting point than the products of the union of the same molecules of both components. In the case of oxidation the same are used instead of ι Molecül 2 Molecule lead peroxide.
Die neuen Farbstoffe zeigen stark basische Eigenschaften. Sie lösen sich leichter in essigsäurehaltigem Wasser und sind im Stande, tannirte Baumwolle schwarzblau anzufärben, was die entsprechenden Farbstoffe des Haupt-Patentes nicht vermögen. Genannte Färbungen beanspruchen jedoch kein wesentliches Interesse.The new dyes show strongly basic properties. They dissolve more easily in acetic acid Water and are able to dye tannin cotton black-blue, which is the corresponding dyes of the main patent not able. However, the colorations mentioned do not claim any significant interest.
Die neuen Farbstoffe, welche dunkelgefärbte Pasten darstellen, eignen sich ferner weniger zum Färben von chromgebeizter Wolle, als vielmehr zum Baumwolldruck. Die erzielten Druckproben sind ebenso stark, nur etwas blaustichiger als diejenigen, welche mit den entsprechenden Farbstoffen des Haupt - Patentes hergestellt sind.The new dyes, which are dark-colored pastes, are also less suitable for dyeing chrome-stained wool, rather than cotton printing. The scored Print samples are just as strong, only slightly more bluish than those with the corresponding ones The main patent dyes are produced.
Claims (2)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE66072C true DE66072C (en) |
Family
ID=339809
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT66072D Expired - Lifetime DE66072C (en) | Process for the preparation of triphenyl- respectively. Diphenylnaphtylmethane dyes. (3 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE66072C (en) |
-
0
- DE DENDAT66072D patent/DE66072C/en not_active Expired - Lifetime
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