AT45024B - Process for the preparation of brown sulfur dyes. - Google Patents
Process for the preparation of brown sulfur dyes.Info
- Publication number
- AT45024B AT45024B AT45024DA AT45024B AT 45024 B AT45024 B AT 45024B AT 45024D A AT45024D A AT 45024DA AT 45024 B AT45024 B AT 45024B
- Authority
- AT
- Austria
- Prior art keywords
- sep
- preparation
- sulfur dyes
- brown
- sulfur
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000000988 sulfur dye Substances 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 9
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 229940054021 anxiolytics diphenylmethane derivative Drugs 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims description 2
- 229920001021 polysulfide Polymers 0.000 claims description 2
- 239000005077 polysulfide Substances 0.000 claims description 2
- 150000008117 polysulfides Polymers 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims 1
- 239000000975 dye Substances 0.000 description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- BNOODXBBXFZASF-UHFFFAOYSA-N [Na].[S] Chemical compound [Na].[S] BNOODXBBXFZASF-UHFFFAOYSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von braunen Schwefelfarbstoffen.
Es wurde gefunden, dass die Diphenylmethanderivate, welche durch Kondensation von o- oder p-Nitrophenol mit Formaldehyd nach den Angaben der Patentschriften Nr. 72490 und 73946 dargestellt werden können, beim Erhitzen mit Schwefel und Schwefelalkalien mit oder ohne Zusatz von Kupfer oder dessen Salzen auf Temperaturen über 100 C Schwefelfarbstoffe liefern, welche ungeheizte Baumwolle in rötlich-bis violettbraunen Tönen, von sehr guter Licht-und Walkechtheit anfärben. Da o- und p-Nitrophenol unter den gleichen Schmelzbedingungen schwärzlichgraue bis olivgrüne Nuancen ergeben. so konnte das hier erzielte Resultat nicht vorausgesehen werden.
Das Verfahren sei im folgenden näher erläutert :
BeispielI.
In eine Polysulfidschmelze, welche besteht aus :
EMI1.1
<tb>
<tb> 180 <SEP> Teilen <SEP> Schwefelnatrium, <SEP> kristallisiert,
<tb> 75., <SEP> Schwefel <SEP> und
<tb> 50 <SEP> # <SEP> Wasser
<tb>
trägtmanunterUmrühren
15TeileKupfersulfatund
EMI1.2
vor dem Eintrocknen in Wasser auf und fiillt durch Einblasen von Pressluft aus. Der Farbstoff färbt ungebeizte Baumwolle in lebhaft rötlichen braunen Tönen mit violettem Überschein an.
B e i a p i e ! H.
EMI1.3
EMI1.4
<tb>
<tb> 180 <SEP> Teilen <SEP> Schwcfelnatrium, <SEP> kristallisiert,
<tb> 75 <SEP> # <SEP> Schwefel <SEP> und
<tb> 50 <SEP> Wa <SEP> Wasser
<tb>
EMI1.5
Sobald die anfangs heftige Reaktion nachgelassen hat, erhitzt man die Schmelze langsam auf 150-180 und zuletzt einige Stunden auf 190-210", bis eine Zunahme der Farbstoffbildung nicht mehr beobachtet werden kann. Darauf wird die Schmelze getrocknet und gepulvert. Der so erhaltene Rohfarbstoff löst sich bereits in Wasser auf und färbt ungebeizte Baumwolle in rötlich braunen Tönen an, etwas gelblicher als der Farbstoff des Beispiels I.
In gleicher Weise kann die FarbstoSbildung mit den Kondensationsprodukten aus p-Nitron phenol und Formaldehyd durchgeführt werden. Die so erhaltenen Farbstoffe besitzen im allgemeineetwas weniger lebhafte Nuance als diejenigen aus dem o0Nitl'oplwnolderivat.
<Desc / Clms Page number 1>
Process for the preparation of brown sulfur dyes.
It has been found that the diphenylmethane derivatives, which can be prepared by condensation of o- or p-nitrophenol with formaldehyde according to the specifications of patent specifications 72490 and 73946, when heated with sulfur and alkaline sulfur with or without the addition of copper or its salts Temperatures above 100 C provide sulfur dyes which dye unheated cotton in reddish to violet-brown shades of very good fastness to light and milled. Since o- and p-nitrophenol give blackish-gray to olive-green shades under the same melting conditions. so the result obtained here could not be foreseen.
The procedure is explained in more detail below:
Example I.
In a polysulfide melt, which consists of:
EMI1.1
<tb>
<tb> 180 <SEP> parts <SEP> sulfur sodium, <SEP> crystallized,
<tb> 75th, <SEP> sulfur <SEP> and
<tb> 50 <SEP> # <SEP> water
<tb>
carry under stirring
15 parts copper sulfate and
EMI1.2
before it dries up in water and fills out by blowing in compressed air. The dye stains unstained cotton in vivid reddish brown tones with a violet overlay.
B e i a p i e! H.
EMI1.3
EMI1.4
<tb>
<tb> 180 <SEP> parts <SEP> sulfuric sodium, <SEP> crystallized,
<tb> 75 <SEP> # <SEP> sulfur <SEP> and
<tb> 50 <SEP> Wa <SEP> water
<tb>
EMI1.5
As soon as the initially violent reaction has subsided, the melt is slowly heated to 150-180 "and finally for a few hours to 190-210" until an increase in dye formation can no longer be observed. The melt is then dried and powdered. The crude dye thus obtained already dissolves in water and stains unstained cotton in reddish brown tones, a little more yellow than the dye of Example I.
The dye formation can be carried out in the same way with the condensation products of p-nitrone phenol and formaldehyde. The dyes obtained in this way generally have a somewhat less lively shade than those from the nitl'oplwnol derivative.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE45024X | 1909-08-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT45024B true AT45024B (en) | 1910-11-25 |
Family
ID=5624863
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT45024D AT45024B (en) | 1909-08-13 | 1910-01-22 | Process for the preparation of brown sulfur dyes. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT45024B (en) |
-
1910
- 1910-01-22 AT AT45024D patent/AT45024B/en active
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