timidazols can be obtained by the action of aldehydes, acid anhydrids, or acid chlorids on the 1.2-diamido-5-naphthol-7-sulphonic acid. On employing acid anhydrids or acid chlorids the acidyl derivatives at first produced must be heated with acids in order to form the heterocyclic nucleus.

The new dyestuffs are in the shape of their alkaline salts from red to dark powders soluble in water with from a red to reddishblue color, soluble in concentrated sulphuric acid with from a bluish-red to blue color, and dyeing unmordanted cotton from red to reddish-blue shades.

ANTHRACENE DYE AND PROCESS OF MAKING

SAME.

Oscar Bally, of Mannheim, and Hugo Wolff, of Ludwigshafenon-the-Rhine, Germany, assignors to Badische Anilin und Soda Fabrik. Patent No. 793,558, dated June 27, 1905.

This invention relates to the manufacture of new coloringmatters of the anthracene series.

If hydroxyanthraquinones-such as monohydroxyanthraquinone, alizarin, quinizarin, and also polyhydroxyanthraquinones and the derivatives of these bodies, in particular their hydro derivatives, such as beta-hydroxyanthranol and leuco quinizarinbe condensed with glycerin, new coloring-matters are obtained which dye mordanted material, yielding different shades from those obtained from the initial materials. The condensation can best be effected in sulphuric acid solution and proceeds most readily when the hydro derivatives of the hydroxyanthraquinones are used. The same condensation products are obtained in the latter case as when using the hydroxyanthraquinones themselves. When these latter are used, it is advantageous to add a reducing agentsuch as ferrous sulphate, anilin sulphite, zinc, or tin-to the melt. ORANGE-RED ACRIDIN DYE.

Otto Sohst, of Höchst-on-the-Main, Germany, assignor to Farbwerke, vorm. Meister, Lucius und Brüning. Patent No. 794,052, dated July 4, 1905.

This inventor has found that the orange-yellow acridinium dyestuffs or their leuco compounds derived from acridin-yellow and obtained, for instance, by the action of hydrochloric acid and alcohol on leuco acridin-yellow may be transformed into orangered dyestuffs if heated in an open vessel with formaldehyde in concentrated sulphuric acid.

When dry, the dyestuff is a brown-red powder easily soluble in water with an orange-yellow color, dyeing cotton treated with tannin and leather orange-red shades. With concentrated sulphuric acid a yellow solution of a decided green fluorescence is obtained, which on adding little water turns orange and on adding much water becomes red. In alcohol the dyestuff is difficultly soluble with an orange-red color insoluble in ether, benzene, and ligroin.

The dyestuff is not uniform, but consists for the greater part of an acridinium and for the rest of an acridin dyestuff, which owing to their different behavior toward ammonia may be easily separated.

NEW AZO DYE.

Alfred Thauss, of Elberfeld, Germany, assignor to Farbenfabriken of Elberfeld Co., of New York, N. Y. Patent No. 794,568, dated July 11, 1905.

The inventor has found that new and valuable azo dyestuffs can be obtained by first combining diazo compounds with the thiazol-sulphonic acid having the following formula:

which may be termed " meta-amidobenzenylthio-2-5-amidonaph

thol-7-sulphonic acid," and then isolating from the reaction mass the resulting dyestuffs.

The above-mentioned thiazol-sulphonic acid can be produced by heating with alkaline polysulphides the meta-nitro-benzylidene-25-amidonaphthol-7-sulphonic acid-that is to say, the condensation product of meta-nitrobenzaldehyde with 2-5-amidonaphthol-7-sulphonic acid.

The new dyestuffs produced in the above-defined manner are in the shape of their alkaline salts from brownish red to brown powders soluble in water with a red color and being dissolved by concentrated sulfuric acid with from a red to violet color. They dye unmordanted cotton from yellowish-red to bluish-red shades. When on fibre, these dyestuffs can be further diazotized and coupled with beta-naphthol, yellower and more deepened shades fast to washing being thus obtained.

BISULPHITE COMPOUND OF A TETRAZO DYE AND PROCESS OF MAKING SAME.

Alexander Otto, of Höchst-on-the-Main, Germany, assignor to Farbwerke, vorm. Meister, Lucius und Brüning. Patent No. 795,058, dated July 18, 1905.

The inventor has found that by the action of bisulphites the disazo dyestuff soluble with difficulty obtained from one molecular proportion of ortho-ortho-tetrazophenol-para-sulphonic acid and two molecular proportions of beta-naphthol may be transformed into a readily-soluble bisulphite compound very stable, as monosodium salt, which does not become decomposed when dried at a high temperature.

The process is based on the fact that a quantity of a mineral acid equivalent to the bisulphite compound used is added to the solution previous to being evaporated, so that the reaction is just acid. The solution becomes then of a light yellow-red and may be evaporated to dryness without decomposing.

THIAZOL SULPHONIC ACID.

Alfred Thauss, of Elberfeld, Germany, assignor to Farbenfabricken of Elberfeld Co., of New York, N. Y. Patent No. 795,869, dated August 1, 1905.

The inventor has found that the hitherto unknown thiazolsulphonic acid having the following general formula:

(R meaning an aryl, such as phenyl, tolyl, xylyl, amidophenyl, or the like,) can be produced by heating with alkaline polysulphides the condensation products (benzylidene compounds) obtainable from aromatic aldehydes such as benzaldehyde, meta-nitrobenzaldehyde, or the like—and 2-5-amidonaphthol-7-sulfonic acid.

The new thiazol sulphonic acids produced in the above-defined manner are, in the shape of their alkaline salts, from whitish to grayish powders soluble in water. They combine with diazobenzene, forming thus red dyestuffs directly dyeing cotton.

The claim specifically covers meta-amidobenzenylthio-2-5-amidonaphthol-7-sulphonic acid.

RED-VIOLET SULPHUR DYE AND PROCESS OF

MAKING SAME.

Theodor Muchall, of Biebrich, Germany, assignor to the firm of Kalle & Company. Patent No. 796,443, dated August 8, 1905. This invention relates to a new sulphur color dyeing a red violet on cotton. It is found that a poly-oxyrosindulin is formed if an aqueous suspension of benzene-azo-alphanaphthylamin is boiled

with para-amidophenol at a reflux cooler. This rosindulin derivative has only very little affinity for the cotton fibre; but it yields when melted with an alkali polysulphide at 160° C. a sulphur color which dyes cotton in a sodium sulphide bath a red-violet shade of considerable fastness.

PROCESS OF MAKING A YELLOW SULPHUR DYE. Julius Hoerlin, of Uerdingen-on-the-Rhine, Germany, assignor to Chemische Fabriken vormals Weiler-Ter-Meer. Patent No. 796,514, dated August 8, 1905.

The inventor has found that by heating sulphur to a high temperature with a mixture of benzidin and nitroethenyle-o-phenylendiamin (nitro-a-methylebenzimidazole) or the amido compound a sulphur dye is obtained which imparts to cotton a pure greenishyellow color of great durability and strength, the tint being somewhat more green than that obtained by means of dye produced from sulphur and the amido compound alone. As compared with the latter dye the dye produced acocrding to this process has the advantage that in its manufacture at least one-half of the expensive benzimidazole can be replaced by benzidin, and the nitrobenzimidazole, which can be used in place of the amidobenzimidazole, is more easy to manipulate in a solid state.

AZO DYE AND PROCESS OF MAKING SAME. Thilo Kroeber and Carl Jagerspacher, of Basel, Switzerland, assignors to the firm of Society of Chemical Industry in Basle. Patent No. 797,441, dated August 15, 1905.

The inventors claim that by introducing an acid radicle into the molecule of the amidonaphthol sulphonic acid, the latter may be diazotized contrary to the usual view. If, for example, the basic sodium salt of 1:2:4-amidonaphtholsulphonic acid is treated with the calculated proportion or with a slight excess of acetic anhydrid at a reduced or at ordinary temperature, acetylization occurs, the acetyl group apparently attacking nearly exclusively the