of the diphenyl series and subsequently treating with caustic alkalies or alkali sulphides in order to render the products more easily soluble. The coloring-matters thus obtained yield bright clear orange shades on cotton when dyed in a sodium sulphide bath, remaining nearly unaltered by subsequently treating them with chromium agents and being distinguished by great fastness to washing.

VIOLET ANTHRACENE DYE AND PROCESS OF MAKING SAME.

Oscar Bally, of Mannheim, Germany, assignor to Badische Anilin und Soda Fabrik. Patent No. 786,085, dated March 28, 1905.

This invention relates to the production of new products which are of use for the preparation of new coloring-matters.

It is well known that beta-amido-alizarin can be condensed with glycerin in the presence of sulphuric acid, yielding the chinolin of alizarin. The inventor has now discovered that beta-amidoanthrachinon when treated in the same manner does not yield the corresponding anthrachinolinchinon but the condensation proceeds further, so that one molecular proportion of the beta-amidoanthrachinon condenses with two molecular proportions of glycerin, yielding new compounds. Instead of beta-amido-anthrachinon itself other amido-anthrachinons which contain an amido group in the beta position and also sulpho-acids of the beta-amidoanthrachinons may be employed, and the term "beta-amidoanthrachinon" body includes both the beta-amido-anthrachinons and their sulfo-acids. The condensation may further take place with or without the addition of nitrobenzene or other body which exerts a similar influence on the reaction. The product of condensation of beta-amido-anthrachinon and glycerin is not homogeneous, but consists of two or more very similar compounds. All of these condensation products, both from the beta-amidonaphthol-disulpho-acid R. The trichlor-anilin which is used in naphthol-disulpho-acid.

All of these condensation products, both from the beta-amidoanthrachinons and also from the sulfo-acids of the same, on being melted with caustic alkali give violet coloring-matters which possess properties similar to those of indanthrene.

BLUE-RED AZO DYE.

Paul Julius and Ernest Fussenegger, of Ludwigshafen-on-theRhine, Germany, assignors to Badische Anilin und Soda Fabrik. Patent No. 786,767, dated April 4, 1905.

The inventors have discovered that a new and valuable azo coloring-matter which in the form of its lakes is characterized by its fastness against the action of light and possesses beautiful bluishred shades can be obtained from 3.4.6-trichlor-anilin and betanaphol-disulfo-acid R. The trichlor-anilin which is used in this invention can be obtained according to the process described by Lesimple.

The new azo coloring-matter is soluble in water and forms a bluish-red barium-aluminium lake. Upon reduction with tin and hydrochloric acid it yields 3.4.6-trichlor-anilin and amidonaphthol-disulfo-acid.

CLARET-RED MORDANT DYE AND PROCESS OF

MAKING SAME.

August Leopold Laska, of Offenbach-on-the-Main, Germany, assignor to the firm of K. Oehler, Anilin und Anilinfarbenfabrik. Patent No. 787,046, dated April 11, 1905.

This invention relates to the manufacture of valuable mordant coloring-matters dyeing on wool from an acid-bath yellow shades, which on subsequently treating with chromium compounds acting as oxidizing agents are changed into a claret red distinguished by an excellent fastness. These coloring-matters result from the combination of 6.2-nitro-diazophenol-4-sulphonic acid with cresotinic acids, such as ortho- and meta-cresotinic acid.

The dyestuff obtained from meta-cresotinic acid forms in its dry state a yellowish-red powder, dissolving in concentrated sulphuric acid with a reddish-yellow and in water with a reddish

orange color. The aqueous solution becomes a little altered by hydrochloric acid, but on addition of sodium lye it changes to red. The dyestuff yields on wool from an acid-bath a reddish yellow, which on after treatment with a chromium compound turns to a yellow-claret red.

The corresponding dyestuff from o-cresotinic acid forms a yellowish powder and yields on subsequently treating with a chromium mordant shades of some bluer tinge. These dyeings are distinguished by an excellent fastness to light, milling and steaming.

ORANGE-RED AZO DYE.

Paul Julius and Ernst Fussenegger, of Ludwigshafen-on-theRhine, Germany, assignors to Badische Anilin und Soda Fabrik. Patent No. 787,767, dated April 18, 1905.

The inventors have discovered that new and valuable azo coloring-matters which in the form of their lakes are characterized by excellent fastness against the action of light can be obtained by combining beta-naphthol with diazotized 3.4-dichlor-anilin-5carrying out our invention can be obtained by various methodsfor instance, either by sulphonating 3.4-dichlor-anilin or by sulphonating 3.4-dichlor-nitro-benzene and then reducing the dichlornitro-benzene-sulpho-acid obtained or by nitrating 3.4-dichlorbenzene-sulpho-acid and then reducing the nitro compound

obtained.

The new coloring-matters form orange pastes and are soluble in water. They are especially applicable to the production of lakes, their barium-aluminium lakes being orange-red. When dyed on animal fiber, they produce yellow-orange shades. Upon reduction with tin and hydrochloric acid they yield 3.4-dichloranilin-sulpho-acid and amido-naphthol.

BLUE-RED AZO DYE.

Paul Julius and Ernst Fussenegger, of Ludwigshafen-on-theRhine, Germany, assignors to Badische Anilin und Soda Fabrik. Patent No. 787,768, dated April 18, 1905.

The inventors have discovered that a new and valuable azo coloring-matter, which in the form of its lakes is characterized by excellent fastness against the action of light, can be obtained by combining aiazotized 3.4-dichlor-anilin with beta-naphtholdisulpho-acid R. The 3.4-dichlor-anilin which is used in carrying out this invention can be obtained by the method given by Beilstein and Kurbatow.

The new coloring-matter consists of a red powder and is soluble in water. It is especially applicable to the production of lakes, its barium-aluminum lake being bluish red. When dyed on animal fiber it produces orange-red shades. Upon reduction with tin and hydrochloric acid it yields 3.4-dichlor-anilin and amido-naphtholdisulpho-acid.

PROCESS OF MAKING BLACK DYES.

René Bohn, of Mannheim, Germany, assignor to the Badische Anilin und Soda Fabrik. Patent No. 787,824, dated April 18, 1905.

This invention relates to the production of coloring-matters from naphthazarin.

In the specification of Patent No. 631,613 is described the production of blue-black coloring-matters by condensing naphthazarin with aromatic amins and afterward sulphonating the condensation products. The inventor has now discovered that coloring-matters can be obtained by directly condensing naphthazarin, while suspended in water and in the presence of boric acid, with the sulphonic acids of aromatic amins. The coloring-matters obtained in this manner yield shades which on treatment with a bichromate become deep blue-black.

The products of the process according to this invention are included among those claimed generically in the above-mentioned Patent No. 631,613.

ANTHRACENE COMPOUND AND PROCESS OF MAKING SAME.

Roland Heinrich Scholl, of Karlsruhe, and Oscar Bally, of Mann

heim, Germany, assignors to Badische Anilin und Soda Fabrik. Patent No. 787,859, dated April 18, 1905.

The inventors have discovered that many anthracene compounds which ao not contain nitrogen can be condensed with glycerin, yielding compounds which may be regarded as derivatives of a parent substance, is called "benzanthrone" and which possesses a composition corresponding to the following structural formula:

C17H100

CO

The anthracene compounds which can be used according to this invention include anthracene itself, its meso-oxy and hydroxy derivatives, and also the sulpho-acids of any of these compounds. Of course instead of anthracene its homologues may be employed. The condensation generally takes place on heating together the anthracene body and the glycerin; but in most cases the presence of sulphuric acid or of another body or bodies which may assist in the condensation is advisable. After the condensation the melt is poured into water or ice and water, whereupon the products obtained from the unsulphonated compounds are generally precipitated, whereas those obtained from the sulphonated anthracene compounds are more soluble in water, but can be precipitated by the addition of common salt to the solution. These condensation products on being melted with caustic alkali yield violet-blue coloring-matters possessing general characteristics similar to those of indanthrene that is to say, they cannot be used directly for dyeing, because they are insoluble in water-but on treatment with an alkaline reducing agent—for instance, alkaline hydro