DE122066C - - Google Patents

Description

IMPERIAL

PATENT OFFICE.

In the patent specification 118655 ^and the addition 122065 i ^{st e} ' ⁿ process for the preparation of new blue lightfast and waterfast secondary disazo dyes is described, which consists in that the diazo derivatives of certain amidoazo products with phenyl or. Tolyl- U ₁ ci ₄ -naphty] aminesulfonic acid combined.

The interesting observation has now been made that in the preparation of such blue disazo dyes one is not restricted to the use of such substituted α _Ύ α ₄ -naphthylamine sulfonic acids which contain ethyl radicals as substituents, but rather that, surprisingly, one is also used when using by fats Alkyl-substituted U ₁ a ₄ -naphthylamine sulfonic acids lead to valuable blue to violet woofers.

Such alkyl derivatives of Ct ₁ a ₄ -napbtylamine sulfonic acid have not yet been used as end components of secondary disazo dyes.

Claim IV of French patent 221233 generally claims the representation of dyes of the present type with alkylated naphthylamine sulfonic acids in the terminal position. It should be noted, however, that at that time the Ct ₁ a ₄ -naphthylamine sulfonic acids substituted by fatty alkyls were not yet known and, as has now been shown, precisely these acids occupy a remarkable position among the alkylated naphthylamine sulfonic acids. Of the alkylated naphthylamine sulfonic acids, it has been established that only the alkyl derivatives of Ct ₁ ct ₄ -naphthylamine sulfonic acid are capable of forming such valuable blue dyes, while, as has been found, on the contrary, the alkyl derivatives of the other alkylated et- or 6-naphthylamine sulfonic acids If they are used as final components of disazo dyes of the present type, they yield products which, in terms of bluish tint, beauty and purity of the nuances, do not equal the dyes from alkylated U ₁ a _{4 -naphthylamine sulfonic acids.}

The preparation of the alkyl-ctj-naphthylamine-c ^ - sulfonic acids can be carried out according to the process of the 41506 patent. For example, to obtain the ethyl - C ₁ - naphthylamine - a _i - monosulphonic acid in good yield, when the sodium salt of the Ct ₁ 7Naphtylamin-a ₄ -sulfosäure in aqueous solution with 1 mole of ethyl bromide in an autoclave with stirring so long as at 90 to ioo °. C. heating until there is no more pressure. When the autoclave is opened after cooling, the ethylated acid has separated out in crystals. It can be isolated in a known manner.

*) Former addition 122065.

Addition of 7 kg of crystallized sodium acetate and gentle heating to induce dye formation completed. The dye, isolated in a known manner, stains unheated wool in true violet-blue shades.

The analogous dyes are obtained if, on the one hand, other substituted or unsubstituted amines of the benzene or naphthalene series are used in place of the m-sulfanilic acid in the above examples, or if the so-called CI eve's see et-naphthylamine sulfonic acids (Ot ₁ S ₃ or U ₁ ß ₄ ) can be used, or if the ethyl - K ₁ - naphthylamine - a ₄ - sulfonic acid used last is replaced by the methyl aj-naphthylamine - ^ - monosulfonic acid.

In the table below are the nuances of a number of those available through our process Dyes listed:

Dye from: Dyes wool:

α, ß ₄ -naphlylamine sulfonic acid - (- ethyl -Ot ₁ a ₄ -naphtylamine sulfonic acid reddish blue,

Example.

Dye from m - Su ifanilic acid -) - a- , naphtylamine + Aethj'l-aj-naphtylamina ^ sulfosäu re.

The diazo compound prepared in a known manner from 17.3 kg of m-sulfanilic acid using 7 kg of nitrite is introduced in a solution of 18 kg of hydrochloric acid a-naphthylamine in 800 l of water. The formation of the amidoazo compound is brought about by adding sodium acetate and gently warming it. By: cooling, 30 kg of hydrochloric acid added gives (20 ⁰ B.) and 7 kg sodium nitrite and läfst the mixture to stand overnight. The separated diazo compound is filtered off and stirred into a solution prepared from 25 kg of ethylated α ₁ -naphthylamine- _{α 4} -sulfonic acid, 100 liters of water and 5.3 kg of soda. It is through

ι. aniline

2. p-Toluidine -j- Ct ₁ ß ₃ -naphtylamine sulfonic acid. - \ - methyl-a _x a ₄ -naphtylamine-

sulfonic acid violet,

3. a-naphtylamine -f- Ci ₁ ß ₄ -naphtylamine sulfonic acid -f- ethyl - a _x a ₄ - naphtyl-

aminesulfonic acid. . . blue,

4. ß-naphtylamine - \ - Ot ₁ ß ₄ -naphtylamine sulfonic acid -f methyl - Ci ₁ α ₄ - naphthyl-

aminesulfonic acid blue,

5.m-Nitraniline - \ - A ₁ ß ₄ -naphtylamine sulfonic acid -f- methyl-ctj ^ -naphtylamine- '

sulfonic acid blue,

6.m-amidobenzenesulfonic acid + a-naphthylamine -j- ethyl-a _x ci ₄ -naphthylamine-

sulfonic acid violet blue,

7. Amidosalicylic acid -f- a-naphtylamine - \ - methyl-aj a ₄ naphtylamine sulfonic acid violet,

8. Amidosalicylic acid -f α _χ 8 ₄ -naphtylamine sulfonic acid + methyl-äj ^ -naphtylamine sulfonic acid, violet blue,

9. Ot ₁ Ot ₃ - naphtylamine sulfonic acid - + - Ot ₁ ß ₄ -naphtylamine sulfonic acid - | - ethyl

Ot ₁ ö ₄ -naphthylamine sulfonic acid blue,

10. ß ₂ ß ₃ -naphtylamine sulfonic acid - \ - a-naphtylamine -) - ethyl - K ₁ a ₄ -naphtylamine sulfonic acid blue,

11., S ₂ a ₄ -naphtylamine sulfonic acid + a-naphtylamine -f- methyl -α _χ α ₄ - naphtyl- '

aminesulfonic acid blue violet,

_{12.A 1} ot ₂ ß ₄ -naphtylamine disulfonic acid -) - a-naphtylamine - \ - ethyl-aj a ₄ -naphtyl-

aminesulfonic acid blue.

Claims (2)

Patent Claims:
Innovation in the method of the patents 118655 ^ur] d 122065 blue for illustrating secondary disazo dyes, consisting in one DAF in place of the phenyl used in the methods of the above two patents BEZW. ToIyUa ₁ a ₄ -naphthylamine sulfonic acids here the fatty _{alkyl substituted Ct 1} -naphthylamine-a ₄ -sulfonic acids are used and these alkyl-a ₁ -naphthylamine-ct ₄ -monosulfonic acids are coupled with the diazo derivatives of those amidoazo products which are coupled by the action of diazo compounds -Naphthylamine or the so-called. Cleve's see Ct ₁ ß ₃ - and Ot ₁ ß ₄ -naphthylamine sulfonic acids. 2. The particular embodiments of claim ι using the diazo compounds of the following amines in the first place:
Aniline,
p-toluidine, a-naphthylamine,
ß-naphthylamine,
Nitroaniline, m-amidobenzenesulfonic acid,
Amidosalicylic acid,
Ot ₁ a ₃ -naphthylamine sulfonic acid,
ß ₂ ß ₃ -naphtylamine sulfonic acid,
ßj a ₄ -naphthylamine sulfonic acid,
Ot ₁ a ₉ ß ₄ -naphthylamine disulfonic acid, and of methyl- and ethyl- ^ a _t -naphthylamine sulfonic acid in the last place.