DE353221C - Process for the preparation of a green pigment - Google Patents
Process for the preparation of a green pigmentInfo
- Publication number
- DE353221C DE353221C DE1917353221D DE353221DD DE353221C DE 353221 C DE353221 C DE 353221C DE 1917353221 D DE1917353221 D DE 1917353221D DE 353221D D DE353221D D DE 353221DD DE 353221 C DE353221 C DE 353221C
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- green pigment
- green
- patent specification
- naphthoquinone
- 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
Links
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000001056 green pigment Substances 0.000 title claims description 3
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 4
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 238000009835 boiling Methods 0.000 description 5
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000001816 cooling Methods 0.000 description 2
- PCILLCXFKWDRMK-UHFFFAOYSA-N naphthalene-1,4-diol Chemical compound C1=CC=C2C(O)=CC=C(O)C2=C1 PCILLCXFKWDRMK-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 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
- 239000002244 precipitate Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010583 slow cooling Methods 0.000 description 1
- 239000007858 starting material 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
- C09B65/00—Compositions containing mordants
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines grünen Pigmentfarbstoffes. In der Patentschrift 350738 ist ein Verfahren zur Darstellung eines gelben kristallinischen Kondensationsproduktes aus a-Naphthochinon beschrieben, welches darin besteht, daß letzteres in Gegenwart von Wasser erhitzt wird. Es. wurde nun. gefunden, daß dieses Kondensationsprodukt durch saure oder neutrale Reduktionsmittel in ein grünes Reduktionsprodukt übergeführt wird.. Da -das bei der Darstellung des Ausgangsmaterials gleichzeitig entstehende Naphthohyd'rochinon bei höherer Temperaturselbst als Reduktionsmittel wirkt, kann man den grünen Körper auch in einer Operation aus a-Naphthochinon erhalten, wenn man ge- nügend hoch und genügend lange, z. B. einige Stunden auf etwa 15o°, erhitzt. Das erhaltene Produkt ist infolge seiner Unlöslichkeit in Wasser und .den Üblichen organischen Lösungsmitteln und seiner außergewöhnlichen Lichtechtheit zur Herstellung von Körperfarben hervorragend geeignet. Beispiel r.Process for the preparation of a green pigment. Patent specification 350738 describes a process for the preparation of a yellow crystalline condensation product from α-naphthoquinone, which consists in heating the latter in the presence of water. It. became now. found that this condensation product is converted into a green reduction product by acidic or neutral reducing agents .. Since the naphthohydroquinone which is produced at the same time as the starting material acts as a reducing agent at a higher temperature, the green body can also be used in an operation from a- naphthoquinone obtained when g e - cient high and long enough, for. B. heated to about 150 ° for a few hours. Due to its insolubility in water and the usual organic solvents and its exceptional lightfastness, the product obtained is eminently suitable for the production of body colors. Example r.
Ein Gewichtsteil des. gemäß Patentschrift 350738 erhältlichen, gelben Kondensationsproduktes- aus a-Naphthochinon wird in io Teilen konzentrierter Schwefelsäure gelöst und,die Lösung unter Rühren und Eiskühlung allmählich mit 2 Teilen Zinkstaub versetzt. Man läßt noch einige Zeit rühren und gießt auf Eiswasser. Das in grünen Flocken ausfallende Produkt wird abgesaugt, mit Wasser ausgewaschen und zur Paste .angerührt oder getrocknet. Es ist in Waisser, verdünnten Säuren und Alkalien, sowie in niedrig siedenden Lösungsmitteln unlöslich, in konzentrierter Schwefelsäure mit bräunlicher Farbe löslich. Aus hochsiedenden Lösungsmitteln; z. B. aus siedendem Nitrobenzol, kristallisiert es bei raschem Erkalten in verfilzten, grünen Nadeln, bei langsamem Erkalten in stahlblauen, körnigen Kriställchen, die über 300° ohne zu schmelzen sich allmählich zersetzen. Durch Oxydation mit Salpetersäure wird es in das gelbe zurückverwandelt. Beispiel 2.One part by weight of the yellow obtainable according to patent specification 350738 Condensation product from α-naphthoquinone is concentrated in 10 parts of concentrated sulfuric acid dissolved and gradually add 2 parts of zinc dust to the solution while stirring and cooling with ice offset. The mixture is left to stir for a while and poured onto ice water. That in green The product which precipitates out flakes is suctioned off, washed out with water and turned into a paste . stirred or dried. It's in Waisser, dilute acids and alkalis, as well Insoluble in low-boiling solvents, in concentrated sulfuric acid with brownish color soluble. From high-boiling solvents; z. B. from boiling Nitrobenzene, when it cools down quickly, it crystallizes in matted, green needles, on slow cooling in steel-blue, granular crystals, which over 300 ° without to melt gradually decompose. It becomes through oxidation with nitric acid turned back to the yellow. Example 2.
q. Teile a-Naphthodhinon werden: mit 5 Teilen Wasser etwa 4. Stunden lang im Rührautoklaven auf i5o° erhitzt. Nach idem Erkalten wird das schwarzgrüne Rohprodukt zerkleinert, durch Auskochen mit verdünnter Natronlauge von Naphthohydrochinon und anderen alkalilöslichen Nebenprodukten befreit und z. B. durch Umkristallisation aus siedendem Nitrobenzol gereinigt. Es ist mit dem in Beispiel i beschriebenen Produkt identisch.q. Parts of a-naphthodhinone become: with 5 parts of water about 4 hours heated to 150 ° in a stirred autoclave for a long time. After the same cooling, the black-green one Crude product crushed by boiling with dilute sodium hydroxide solution of naphthohydroquinone and other alkali-soluble by-products and z. B. by recrystallization purified from boiling nitrobenzene. It is similar to that described in example i Identical product.
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE353221T | 1917-04-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE353221C true DE353221C (en) | 1922-05-16 |
Family
ID=6280536
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1917353221D Expired DE353221C (en) | 1917-04-29 | 1917-04-29 | Process for the preparation of a green pigment |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE353221C (en) |
-
1917
- 1917-04-29 DE DE1917353221D patent/DE353221C/en not_active Expired
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