US1708103A - Signors to l g - Google Patents

Description

\ Patented Apr. 9, 1929.

UNITED STATES PATENT OFFICE.

KARL MARX, KARL BRODERSEN, AND KARL BITTNER, OF DESSAU, GERMANY, AS- SIGNORS TO I. G FARBENINIDUSTRIE AKTIENGESELLSCHAFT, OF FRANKFORT-ON- THE-MAIN, GERMANY.

MANUFACTURE OF AGENTS FOR R Drawing.

The present invention relates/to ne agents for emulsifying, purifying, wetting and the like uses and to a process of preparing the same.

Our new products are obtainable by treating with a sulphonating agent a mixture of a brown coal tar oil and a compound containing an aromatic nucleus. The 1, term a brown coal tar oil as used in die specification and'the claims is intended to include, for instance, solar oil, yellow oil, gas oil, paraflin oil, and mixtures of hydrocarbons obtainable from brown coal tar. The term a compound containing an aromatic nucleus comprises such compounds as benzene,

xylene, solvent naphtha, naphthalene, tetrahydronaphthalene, chlorobenzene, chloronaphthalene and'anthracene, as well as mix tures of any of these. I

Preferably the process is carried out by treating a mixture of about equal parts of brown coal tar oil and a compound containing an aromatic nucleus with chlorosul-- phonic acid at low temperatures, i. 0., temperatures of, for instance, about 5 C. to about (3..

7 Our products form as sodium salts white to yellowish-brown powders being easily soluble in water and dilficultly soluble in organic solvents.

Thenew agents show in general an activity which considerably exceeds that of a mixture of their sulphonated constituents used alone. For example, whereas on the one hand a sulphonic acid made-from Solar oil by means of chloro-sulphonic acid shows in Traubes stalagmometer (water No. "a drop number of 76 for a solution of the sodium' salt of 0.5 per cent strength, and on the other hand a sulphonic acid made from solvent naphtha by means of chlorosulphonic acid shows under like conditions a drop number of only 61, an agent obtained as described in the subjoined Example 1 shows a drop number of 83.

Instead of treating with a sulphonating agent a mixture of a brown coal tar oil and a compound containing an aromatic nucleus, the process may be carried out in such a way that at first one constituent may be treated with a suiphonating agent and then the second constituent added and, if necessary,

the mixture further sulphonated.

EMULSIFYING, PURIFYING, WET'I ING, OR THE LIKE BY SULPHQNATION.

Application filed May 18, 1927, Serial No. 192,478, and in Germany May 19, 1826.

. The following examples illustrate the invention, the parts being by weight Eat-ample 1.To 300 parts of solvent naphtha mixed with 300 parts of Solar oil (from brown coal-tar) there are added gradually 600 parts of chlorosulphonic acid at 30 C. while stirring. The mixture is stirred for some timeand after unchanged oil has been separated in the usual manner the sulphonic acid is isolated as sodium salt.- It forms a yellowish-brown powder which is easily Soluble in water and dil'licultly soluble in organic solvents.

Example 2.300 parts of yellow oil are mixed with 300 parts of tetrahydronaphthw lcne and in the course of 2 hours 600 parts of chlorosulphonic acid are added at a low temperature.' Stirring is continued for 2 hours and the product is worked up as described in Example 1. It has the properties hereinbefore indicated.

Ewm'npie 5.To 30 parts of Solar oil dissolved,in 150 parts ofchlorobenzene, parts of chlorosulphonic acid are added at -5 C. during 2 hours and the mixture is stirred for 2 hours. The product is worked up as described in Example 1. It has properties similar to those of the products of the foregoing examples. V

Like products are obtained if another sulphonatin agent, such as sulphuric acid of 66 B. o fuming sulphuric acid is used instead of c lorosulphonlc acid.

The products have excellent wetting and emulsifying properties and are useful for various purposes, for-instance, dyeing and washing oftxtiles and destroying animal 3. The process of preparing agents for .7

emulsifying, purifying, wetting and the like emulsifying, purifying, wetting an the like uses which comprises treating with a sul phonating agent a mixture of Solar oil and solvent naphtha.

5. The process of preparing agents for emulsifying, purifying, wetting and the like uses which comprises treating withichlor'osulphonic acid at a temperature of from about 5 C. .to about +30 C. a brown coal tar oil and a compound containing an aro- 5 matic nucleus.

6. The process of preparingagents for emulsifying, purifying, wetting and the like uses which comprises treating with chlorosulphonic acid at a temperature of from about -5 C. to about,'+30 C. a, mixture of a brown coal tar oil and solvent naphtha.

7. The process of preparing agents for uemulsifying, purifying, wetting and the like uses which comprises treating with about 600 parts ofchlorosulphonic acid at a temperature not in excess ofabout C. a mixture of about 30 parts of Solar oil and about 300 parts of solvent naphtha.

8. As new agents for emulsifying, purifying, wetting and the like uses the compoum s being obtainable by treating with a sulphonating agent a mixture of a brown tar coal tar oil and a compound containing an aromatic nucleus forming as sodium salts white to yellowish-brown powders being easily soluble in water and difiicultly soluble inorganic solvents, their aqueous solutions having a high emulsifying, purifying and wettlng property.

9. As a new agent for emulsifying, purifying, wetting and the like uses the com pound being obtainable by treating with about 600 parts of chlorosulphonic acld at a temperature not in excess of about +30 C. a mixture of about 300 parts of solvent naphtha and 300 parts of Solar oil, said compound formin a yellowish-brown powder being easily so uble in water and difiicultly soluble in organic solvents, its aqueous solution having a high emulsifying, purifying and wetting property.

In testimony whereof We afiix our signatures. KARL MARX.

KARL BRQDERSEN. KARL BITTNER.