DE492344C - Process for the production of a yellow-orange dyestuff - Google Patents
Process for the production of a yellow-orange dyestuffInfo
- Publication number
- DE492344C DE492344C DEI31882D DEI0031882D DE492344C DE 492344 C DE492344 C DE 492344C DE I31882 D DEI31882 D DE I31882D DE I0031882 D DEI0031882 D DE I0031882D DE 492344 C DE492344 C DE 492344C
- Authority
- DE
- Germany
- Prior art keywords
- yellow
- production
- sulfuric acid
- orange
- orange dyestuff
- 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
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 title 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- PGEHNUUBUQTUJB-UHFFFAOYSA-N anthanthrone Chemical compound C1=CC=C2C(=O)C3=CC=C4C=CC=C5C(=O)C6=CC=C1C2=C6C3=C54 PGEHNUUBUQTUJB-UHFFFAOYSA-N 0.000 claims description 3
- 239000000984 vat dye Substances 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical compound OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 235000013311 vegetables Nutrition 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
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/60—Anthanthrones
- C09B3/64—Preparation from starting materials already containing the anthanthrone nucleus
- C09B3/66—Preparation from starting materials already containing the anthanthrone nucleus by halogenation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines gelborangen Küpenfarbstoffes Zusatz zum Patent 458 598 In dem -Patent 458 598 und seinen Zusätzen ist ein Verfahren zur Herstellung von orangen Küpenfarbstoffen durch Einwirkung von Halogenen (Chlor oder Brom) auf Anthanthron unter milden Bedingungen beschrieben.Process for the production of a yellow-orange vat dye additive to Patent 458,598 In the -Patent 458,598 and its additions is a process for the production of orange vat dyes through the action of halogens (chlorine or bromine) on anthanthrone under mild conditions.
Es hat sich nun gezeigt, daß man in technisch sehr einfacher Weise ein lebhaft färbendes Dichloranthanthron erhält, wenn man die Chlorierung in einer Schwefelsäure von mäßigem Wassergehalt vornimmt. Es hat dies den Vorteil, daß sich bei Beendigung der Reaktion das Chlorierungsprodukt als unlösliches kristallinisches Sulfat aus der Reaktionsmasse abscheidet, während Nebenprodukte in der schwefelsauren Mutterlauge gelöst bleiben. Zweckmäßig verwendet man hierbei eine Schwefelsäure von etwa 85 bis 95 °/o" Beispiel i Teil Anthanthron löst man in jo Teilen konzentrierter Schwefelsäure und gibt so viel Wasser zu, daß eine etwa goprozentige Schwefelsäure entsteht, dann fügt man zweckmäßig einen Chlorüberträger,wie Jod, Eisenchlorid, Eisenvitriol usw., zu und leitet unter gutem Rühren bei 45 bis 5o° so lange Chlor ein, bis eine Probe nach dein Abkühlen und Filtrieren in der Mutterlauge kein Ausgangsmaterial mehr enthält. Man läßt erkalten und isoliert das in violettschwarzen Kristallen ausgeschiedene Produkt in der üblichen Weise, z. B. durch Filtrieren oder Zentrifugieren, und wäscht mit etwa 85prozentiger Schwefelsäure bis zum farblosen Ablauf nach. Zur Entfernung der Schwefelsäure wird das Filtriergut in Wasser eingetragen, abgesaugt, säurefrei gewaschen und getrocknet. Man erhält so ein oranges Pulver, das sich in konzentrierter Schwefelsäure mit rein grüner Farbe löst und das die pflanzliche Faser aus violetter Hydrosulfitküpe nach dem Verhängen oder Seifen in leuchtend gelboranger Nuance färbt.It has now been shown that in a technically very simple manner a vividly coloring dichloranthanthrone is obtained if the chlorination is carried out in a Sulfuric acid with a moderate water content. It has the advantage that on completion of the reaction the chlorination product as insoluble crystalline Sulphate separates from the reaction mass, while by-products in the sulfuric acid Mother liquor remain dissolved. A sulfuric acid is expediently used here from about 85 to 95 per cent. Example 1 part anthanthrone is dissolved in more concentrated form in jo parts Sulfuric acid and adds so much water that about gop% sulfuric acid arises, then it is expedient to add a chlorine carrier, such as iodine, iron chloride, Iron vitriol, etc., and passes in chlorine while stirring well at 45 ° to 50 ° one until a sample is not starting material after cooling and filtering in the mother liquor contains more. It is allowed to cool and is isolated in violet-black crystals excreted product in the usual way, e.g. B. by filtering or centrifuging, and washes with about 85 percent sulfuric acid until it is colorless. To the Removal of the sulfuric acid, the material to be filtered is added to water, suctioned off, washed acid-free and dried. This gives an orange powder that is in concentrated sulfuric acid with a pure green color and dissolves the vegetable Fiber from violet hydrosulphite vat after hanging or soapy in glowing colors yellow-orange.
Berechnet für ein Dichloranthanthron: 18,93 °h Chlor, gefunden: j9,o2 °/o Chlor.Calculated for a dichloranthanthrone: 18.93 ° h chlorine, found: j9, o2 ° / o chlorine.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI31882D DE492344C (en) | 1927-08-12 | 1927-08-12 | Process for the production of a yellow-orange dyestuff |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI31882D DE492344C (en) | 1927-08-12 | 1927-08-12 | Process for the production of a yellow-orange dyestuff |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE492344C true DE492344C (en) | 1930-02-21 |
Family
ID=7187998
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI31882D Expired DE492344C (en) | 1927-08-12 | 1927-08-12 | Process for the production of a yellow-orange dyestuff |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE492344C (en) |
-
1927
- 1927-08-12 DE DEI31882D patent/DE492344C/en not_active Expired
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