DE159097C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

JKi 159097 CLASS 22 d.

In the patent specification 139430 it is described that by melting m-toluylenediamine with sulfur at 200 to 220 ° a product is formed which is insoluble in aqueous sodium sulphide solutions and only gives a water-soluble yellow dye after a repeated melting operation with sodium sulphide. On the other hand, it is known from patent specification 145762 that diformyl-p-phenylenediamine, when melted with sodium polysulfide, gives a very weak, yellowish-olive coloring material; Melted with sulfur alone, it hardly reacts at all, as experiments have shown.

It has now been found that when a mixture of diformylp-phenylenediamine is fused and m-tolylenediamine with sulfur alone produces products which readily dissolve in dilute sodium sulphide solution and cotton Color in strong yellow to orange-yellow tones. This strange result compared to that which results from fusing each of the two substances alone was unforeseeable and suggests that a common reaction of sulfur takes place with the two substances. Also the information in patent specification 146917, that a mixture of m-tolylenediamine and diformyl-m-tolylenediamine on melting with sulfur provides a yellow dye were not suitable for the feasibility and to anticipate the outcome of the present proceedings; because the literature shows that m- and ρ-diamines respectively. their derivatives are found in the molten sulfur

from not behaving in the same way and not leading to similar products. So delivers p-phenylenediamine even with sulfur and sulfur sodium fused a greenish-black dye in the manner of vidal black (cf. Patent specification 85330); m-Tolylenediamine gives one under the same circumstances directly browning sulfur dye (cf. French patent 239714). p-phenylenediamine When fused with sulfur alone, it gives a blackish green dye with properties similar to vidal black (cf. patent specification 85330), while m-tolylenediamine forms products with sulfur implements which are not yet soluble in and of themselves, but only through subsequent ones Treatment with strong alkalis event, under pressure in soluble, yellow and orange coloring Sulfur dyes are transferred to körinen (see American patents 712747 and 714542).

The same difference was also found in the derivatives of these two bases. Diformyl-m-tolylenediamine When fused with alkali polysulphides, it produces a yellow-brown dye, but diformyl-p-phenylenediamine a little valuable, rather weakly colored, olive-coloring product (patent specification 138839). Diformyl-m-toluenediamine supplies with sulfur alone merged a pure yellow respectively. golden yellow dye (patent specification 145762), while diformyl-p-phenylenediamine under the same circumstances as mentioned above, hardly responded at all.

Finally, it should also be taken into account that: in patent specifications 138839

and 126964 it is also specifically pointed out that neither m-phenylenediamine nor its phthalic acid and formyl derivatives are suitable for dye formation and that the The methyl group of toluenediamine plays an essential role in dye formation got to; also from this it follows that the with a phenylenediamine derivative in the present The result obtained in the trap was unforeseeable.

The two used

Substances react in the sulfur melt both in a ratio of 1 mol.

/ p-phenylenediamine to 1 or 2 moles of m-tolylenediamine as well as in the ratio of 2 mol. Diforrrvyl-p-phenylenediamine with 1 mol.

m-tolylenediamine.

Examples.

i. 40 parts of sulfur, 10 parts of m-tolylene diamine and 14 parts diformyl-p-phenylenediamine are gradually heated to 200 ° to 210 ⁰ and maintained at this temperature so long melted stopped until the evolution of hydrogen sulphide lively. The dye melt is ground well after cooling and can be used directly in this form for dyeing. It dissolves in an aqueous sodium sulphide solution with a yellowish-brown color; The addition of sodium hydroxide solution does not cause any noticeable change in the color of this solution; In the alkaline sulfur dye solution, table salt produces an orange-brown, dilute mineral acids or acetic acid a brown-yellow precipitate. In conc. Sulfuric acid is practically insoluble in the cold, but only slightly soluble with a brownish color when heated. Smoking sulfuric acid (23 percent) dissolves the dye with a yellow-brown color; when this solution is poured into ice water, a brown precipitate is formed. The dye dyes unheated cotton in baths containing salt and sulphide in lively yellow tones.

2. 25 parts of sulfur, 7.5 parts of m-tolylenediamine and 5.2 parts of diformyl-p-phenylenediamine are melted together and the temperature of the melt gradually increased to 210 to 220 °. You stop this Keep the temperature until the evolution of hydrogen sulfide has subsided and powder again the dye well after cooling. . The same thing resembles in all its properties' the dye described in Example 1 with the difference that the solution in Sulfur alkalis and in fuming sulfuric acid has a reddish tinge. He dyes cotton in slightly more muted, redder tones than that obtained in Example 1 Dye.

In these examples, the proportions and the temperature can be varied will. In general, more orange products are produced at higher temperatures, than if you had the melt at lower Temperature.

Claims (1)

Patent claim: Process for the preparation of yellow sulfur dyes, consisting in that one mixture of diformyl-p-phenylenediamine and m-tolylenediamine fused with sulfur.