DE866486C - Process for the production of organic sulfur compounds - Google Patents

Description

Process for the production of organic sulfur compounds The subject of patent 715846 is the production of organic sulfur compounds in which the liquid phase is obtained by the known simultaneous action of halogen and sulfur dioxide on saturated aliphatic hydrocarbons. Products containing alcohol. or converts phenols. The reaction can also be carried out in the presence of alkaline or acid-binding agents. The patent 723 11 6 relates to a further development of this process; one sets by simultaneous action of halogen. and sulfur dioxide to saturated aliphatic halogenated hydrocarbons available in the liquid phase, halogen, sulfur and oxygen-containing organic compounds with alcohols and phenols.

When processing the: conversion products obtained from these processes the reaction mixtures are expediently treated with water to remove the unreacted. Remove alcohol or phenol. This occurs especially during processing made from higher molecular weight hydrocarbons or halogenated hydrocarbons Products thereby disturbances, on that the aqueous work-up mixture Forms emulsions that are extremely difficult to remove and that provide perfect and complete Make separation of the desired compounds difficult.

It has now been found that when working up in the process of patents 7.5.W and 7; 231i, 1.6 in the reaction in the presence of alkaline or Acid-binding agents obtained reaction mixtures eliminate these difficulties if they are mixed with aqueous solutions of halides of the alkaline earth metals or treated earth metals. This treatment will likely help saponification products formed as by-products of the reaction with alcohols or phenols the starting materials containing sulfur, oxygen and halogen are rendered harmless.

The concentration of the salts mentioned in the water can be selected to be very low will; In general, it is sufficient to use 0.1 to 1% solutions. The treatment can be repeated, but it is usually not necessary, more than twice with about, the double. Amount of liquid, based on the volume of the reaction mixture, to wash. You can then use the purified reaction mixture again Wash out with pure water to remove the traces of the reaction mixture to remove the metal halide. It is particularly advantageous to use the washing solution weakly acidic or warm, because this makes it easier to detach the mostly oily reaction mixtures from the vessel wall.

After washing with the halide solutions, the products obtained can be used in a conventional manner, e.g. B. by dissolving or distilling, further clean. The new process has the great advantage that it can be worked up using water and does not have to use dilute methyl alcohol in order to avoid emulsion formation "40 / a product containing non-hydrolyzable chlorine (produced by treating an oil obtained by hydrogenation of carbon dioxide at ordinary pressure and freed from unsaturated and oxygen-containing compounds 70.o watt) with 3.8 parts of a technical phenol mixture (content about 40% phenol, about 40% / a cresols, about 10% xylenols) in the presence of a solution of 15 parts of sodium hydroxide in 60 parts of water at qo ° . The oil layer formed after the reaction mixture had cooled is separated off and. with 300 parts; a 0.1% calcium chloride solution to which a part of concentrated aqueous hydrochloric acid has been added, and then extracted with 300 parts of a 0.1% calcium chloride solution. An emulsion is not formed during this cleaning, and the remaining oil can also be shaken with pure water without emulsions being formed.

After cleaning with zoo. Parts of ordinary water are blown through the cleaned product with steam at 12 mm pressure in order to remove volatile constituents. Remains back. a light-colored oil that does not absorb moisture when standing in the air and is ideal as a plasticizer for polyvinyl compounds. Example, 100 parts of a product made according to patent 735979 with 8.91 / o sulfur, 13.4% hydrolyzable and 6.1% non-hydrolyzable chlorine are mixed with 5 (4 parts of methyl alcohol and 38 parts of 50% sodium hydroxide solution in the cold The oil layer, which separates out when standing still, is washed with three times as little as a 0.1% strength aluminum chloride solution and then with the same amount of water Expelled methyl alcohol and water, giving 73 parts of a light yellow colored viscous oil which has good softening properties.

Claims (1)

PATENT CLAIM: Process for the production of organic sulfur compounds according to patents 715184-'6 and 723116, characterized in that the reaction mixtures obtained using alkaline or acid-binding agents from alcohols or phenols and the reaction mixtures obtained by the simultaneous action of halogen and sulfur dioxide on saturated washes aliphatic hydrocarbons or halogenated hydrocarbons in the liquid phase with aqueous solutions of halides of alkaline earth metals or earth metals.