AT45895B - Process for the preparation of olive to black-brown vat dyes of the anthracene series. - Google Patents
Process for the preparation of olive to black-brown vat dyes of the anthracene series.Info
- Publication number
- AT45895B AT45895B AT45895DA AT45895B AT 45895 B AT45895 B AT 45895B AT 45895D A AT45895D A AT 45895DA AT 45895 B AT45895 B AT 45895B
- Authority
- AT
- Austria
- Prior art keywords
- sep
- black
- olive
- brown
- preparation
- Prior art date
Links
- 240000007817 Olea europaea Species 0.000 title claims description 4
- 239000000984 vat dye Substances 0.000 title claims description 3
- 150000001454 anthracenes Chemical class 0.000 title claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 239000011593 sulfur Substances 0.000 claims description 5
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 3
- -1 anthraquinone mercaptans Chemical class 0.000 claims description 2
- 150000002019 disulfides Chemical class 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 4
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
<Desc/Clms Page number 1>
EMI1.1
Es wurde gefunden, dass die Merkaptane, bezw. Disulfide des Anthrachinons durch Schmelzen mit Schwefel bei höherer Temperatur unter Entwicklung von Schwefelwasser-
EMI1.2
werden, sondern Küpen liefern, in welchen sie sich auf der Faser fixieren lassen. Durch Spülen oder nachträgliche Oxydation erhält man olive-bis schwarzhraune Färbungen von hervorragender Echtheit.
Die neuen Farbstoffe stellen schwarze Pulver dar, welche in Wasser, Alkali, Schwefelalkali und organischen Lösungsmitteln unlöslich, in konzentrierter Schwefelsäure nur schwer, leichter in Oleum löslich sind.
Beispiel :
1 Teil Anthrachinon-1-merkaptan (oder Anthrachinon-1-disulfid) wird in R Teile geschmol-
EMI1.3
lebhafte Schwefelwasserstoffentwicklung ein, die nach vollendeter Diidung des Disultids ihr Ende erreicht. Bei ca. 2700 beginnt llntE'r erneuter Gasentwicklung die eigentliche
EMI1.4
Die erkaltete Schmelze wird gepulvert, durch Erwärmen mit Schwefelnatriumlösung von Schwefel befreit, abgesaugt und ausgewaschen. Der zurückbleibende Farbstoff ist ein schwarzes Pulvei. Eigenschaften siehe Tabelle.
Ersetzt man das Anthrachinon-I-merkaptan durch das 2-Merkaptan und steigert die Temperatur der Schmelze bis auf 3f) 0". so erhält man einen ähnlichen Farbstoff. Auch andere Anthrachinonmerkaptane oder ihre Derivate liefern derartige Küpenfarbstoffe.
Die Eigenschaften einiger solcher Produkte sind in folgender Tabelle angegeben :
EMI1.5
<tb>
<tb> Lösung <SEP> in <SEP> Färbung <SEP> auf
<tb> Farbstoff <SEP> aus <SEP> Kupe
<tb> 20%igem <SEP> Oleum <SEP> Baumwolle
<tb> 1. <SEP> Anthrachinon-1-merkaptan <SEP> . <SEP> . <SEP> . <SEP> . <SEP> brann <SEP> kaffeebraun <SEP> olivegran
<tb> 2. <SEP> Anthrachinon-2-merkaptan <SEP> . <SEP> . <SEP> . <SEP> brann <SEP> kaffeebraun <SEP> olivegran
<tb> 3. <SEP> Anthrachinon-1,5-dimerkaptan <SEP> . <SEP> . <SEP> . <SEP> . <SEP> schwarzbrann <SEP> violettbraun <SEP> olive
<tb> graubraun <SEP> bis
<tb> 4. <SEP> 2 <SEP> Methylauthrachinon-1-merkaptan. <SEP> . <SEP> . <SEP> . <SEP> grünlichgran <SEP> kaffeebrann
<tb> schwarzbraun
<tb> braubraun <SEP> bis
<tb> 5. <SEP> 4-Aminoanthrachi@on-1-merkaptan <SEP> .
<SEP> rötlichbraun <SEP> rotbraun
<tb> schwarzbraun
<tb> graubraun <SEP> bis
<tb> 6 <SEP> 5-Aminoauthrachinon-1-merkaptan. <SEP> . <SEP> . <SEP> . <SEP> korintbrot <SEP> braunrot
<tb> schwarzbrann.
<tb>
<Desc / Clms Page number 1>
EMI1.1
It was found that the mercaptans, respectively. Disulfides of anthraquinone by melting with sulfur at a higher temperature with the development of sulfur water
EMI1.2
but deliver vats in which they can be fixed on the fiber. Rinsing or subsequent oxidation gives olive to black-lime dyeings of excellent fastness.
The new dyes are black powders, which are insoluble in water, alkali, alkali sulfur and organic solvents, are only sparingly soluble in concentrated sulfuric acid and more easily soluble in oleum.
Example:
1 part of anthraquinone-1-mercaptan (or anthraquinone-1-disulfide) is melted into R parts.
EMI1.3
vigorous evolution of hydrogen sulfide, which comes to an end when the disultide is complete. At approx. 2700, the actual gas evolution begins again
EMI1.4
The cooled melt is powdered, freed from sulfur by heating with sodium sulphide solution, sucked off and washed out. The remaining dye is a black powder egg. Properties see table.
If the anthraquinone-I-mercaptan is replaced by the 2-mercaptan and the temperature of the melt is increased to 3f) 0 ". A similar dye is obtained. Other anthraquinone mercaptans or their derivatives also produce such vat dyes.
The characteristics of some such products are given in the following table:
EMI1.5
<tb>
<tb> Solution <SEP> in <SEP> coloring <SEP> on
<tb> Dye <SEP> from <SEP> Kupe
<tb> 20% <SEP> oleum <SEP> cotton
<tb> 1. <SEP> Anthraquinone-1-mercaptan <SEP>. <SEP>. <SEP>. <SEP>. <SEP> brann <SEP> coffee brown <SEP> olive-gran
<tb> 2. <SEP> Anthraquinone-2-mercaptan <SEP>. <SEP>. <SEP>. <SEP> brann <SEP> coffee brown <SEP> olive-gran
<tb> 3. <SEP> Anthraquinone-1,5-dimerkaptan <SEP>. <SEP>. <SEP>. <SEP>. <SEP> black brand <SEP> violet brown <SEP> olive
<tb> gray-brown <SEP> to
<tb> 4. <SEP> 2 <SEP> Methylauthraquinone-1-mercaptan. <SEP>. <SEP>. <SEP>. <SEP> greenish-granular <SEP> coffee brew
<tb> black-brown
<tb> brown-brown <SEP> to
<tb> 5. <SEP> 4-Aminoanthrachi @ on-1-merkaptan <SEP>.
<SEP> reddish brown <SEP> reddish brown
<tb> black-brown
<tb> gray-brown <SEP> to
<tb> 6 <SEP> 5-aminoauthraquinone-1-mercaptan. <SEP>. <SEP>. <SEP>. <SEP> korintbrot <SEP> brown-red
<tb> Schwarzbrann.
<tb>
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE45895X | 1909-03-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT45895B true AT45895B (en) | 1911-01-10 |
Family
ID=5625130
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT45895D AT45895B (en) | 1909-03-04 | 1910-02-21 | Process for the preparation of olive to black-brown vat dyes of the anthracene series. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT45895B (en) |
-
1910
- 1910-02-21 AT AT45895D patent/AT45895B/en active
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