US1000269A - Blue disazo dye. - Google Patents

Description

I STATES PATENT o Ioa menacing)? Aim KEELMEIEB, or rnvnnxnsnn, mm B COLOGNE,

IGERIANYPASSIGNQBS Torn; ENFABRIKEN vonm. 'FRIEDB. BAYER a, 00., F II-3mm, GERMANY, A COBI'flB'ATIQN-"OFGERMANY. e o

- -Ithas been found that valuable disazodyestufi's which can be diazotized and'developed on the fiberare obtained by combining the diazocompounds. of 5-amino-4-chloro-2-. acidylaminml-phenol ethers of the formula:

2 t v: e t v (R means allryl) with l-naphthylamin-G- or 7-sulfonic acid or vwith a mixture of both acids rediazotizing the compounds thus obtained', combinin sulfonic acid an splitting ofi the acidyl radical. .Blue cotton dyestufis are 'thuse obtained of the formula:

as R f amino-1-naphthol 3 sulfonic acid are obtained. They'canbe diazotized on the fiber and developed 0. g. withheta-naphthol the result being bright greenish-blue shades of Specification-of Letters l atent; Application an 10, 1911, Serial in. 626,245.

them with 1.3-naphthol into a solution of 246 sulfonic acid and 2-- BLUE m DYE. e I.

v P tented Aug. 8, 1911.

encellent fastness to washing which can be 5 dlscharged with 'hydro-sulfite to a purewhite.

In order: to'illustrate the new process more fully the following example is given, the parts being by weight 2-215 parts "of 5- amino-4-chloro-2-acetylamino-l-anisol of the formula:

com

parts of hydrochloric acid (19 B.) are added and the mixture is diazotized at 10 C. with -69 parts of sodium nitritel Thediazo compound thus obtained is then allowed to run into a solution of 245 parts of thersodium salt of l-naphthylamin-G-sulfonic acid to which 25 parts of sodium acetate (100 er cent'.) have been added. The combination is finished after a few minutes. Hylrochloric acid is added until the 'free mineral acid is present and the aminoazo dyestufi' .is rediazotized at 10 C. with 69 parts of sodium nitrite. After about one hour the diazotation is complete. The diazocompound is then allowed to run arts of the sodium salt of 1-naphthol-3-su fonic acid in water containing 700 parts of-soda. The dyestufi .which forms is filtered 011', the paste is then dissolved \in 7000 parts of hot water and'the dyestufi' is .saponified by boiling it for 1 hour with 1400 parts of soda lye (30 percent); The hot solution is immediately cooled with cold water, the excess of the soda l e is neutralized and the dyestuff is filtere ofii. It is after being dried and pulveri'zed a dark powder of the formula:

soluble/in water with a reddish-blue coloration, soluble in concentrated sulfuric upon reduction with stannous chlorid and with beta-naphthol change into a greenish-' blue of excel ent fastness to washing and to light. It can be discharged to a are white with hydrosulfite. The same met 0d is employed on using the corresponding phenethols or the 1.7 -naphthylam1n sulfonic acid.

We claim I 1. The herein described disazodyestufis of the formula:

H OH NHJY sow/V which dyestuffs are after being dried and pulverized dark powders soluble in water generally with a blue coloration; yielding u on treatment with stannous chlorid and hydrochloric acid a 2.5-diaminobenzene derivative, 1.4-naphthylenediamin sulfonic 0; ca *1 o o 8 as a. 2 o E .4 E. w .2

with hydrosulfite to a pure white, substantially as described.

2. The herein described-disazodyestufi ofthe formula I sotap\/ sotu which dyestuif is after being dried and pul verized a dark powder soluble in water with a reddish-blue coloration; soluble in concentrated sulfuric acid with a green coloration; yielding upon treatment with stannous chlorid'and h drochloric acid 2.5 -di-' amino-4-ch1o'ro-l-anisol, 1.4-na hth lenediamin-fi sulfonic acid and l-nap tho-2-amino-3-sulfonic acid; dyeing cotton in blue shades, which when diazotized on the fiber and developed with beta-naphthol change into a greenish-blue which can be discharged to a pure white; with hydrosulfite, substantially as described.

In testimony whereof we have hereunto set our hands in the presence of two subscribing witnesses.

HEINRICH JORDAN.

WILHELM NEE Witnesses:

CHAS. J. Wnmn'r It is hereby certified. that in Letters Patent No. 1,000,269, granted Au uste, 1911, upon the application of Heinrichftiordan and Wilhelm Neelmeier, of Leverkusen, near Cologne," Germany, for an improvement in'.llue Disazo Dye, errors appear-in the printed specification requiring correction as follows Page 1, line St), for theword Hylrochloriciread figydrocliloric; line 25, for the word hlydrocliloric read hytirochloflq and that the said Letters Patent should be read with these tions therein that the same conform to the record of the in the Patent E. MOORE, Oommket'o'nerofPateah.

upon reduction with stannous chlorid and with beta-naphthol change into a greenish-' blue of excel ent fastness to washing and to light. It can be discharged to a are white with hydrosulfite. The same met 0d is employed on using the corresponding phenethols or the 1.7 -naphthylam1n sulfonic acid.

We claim I 1. The herein described disazodyestufis of the formula:

H OH NHJY sow/V which dyestuffs are after being dried and pulverized dark powders soluble in water generally with a blue coloration; yielding u on treatment with stannous chlorid and hydrochloric acid a 2.5-diaminobenzene derivative, 1.4-naphthylenediamin sulfonic 0; ca *1 o o 8 as a. 2 o E .4 E. w .2

with hydrosulfite to a pure white, substantially as described.

2. The herein described-disazodyestufi ofthe formula I sotap\/ sotu which dyestuif is after being dried and pul verized a dark powder soluble in water with a reddish-blue coloration; soluble in concentrated sulfuric acid with a green coloration; yielding upon treatment with stannous chlorid'and h drochloric acid 2.5 -di-' amino-4-ch1o'ro-l-anisol, 1.4-na hth lenediamin-fi sulfonic acid and l-nap tho-2-amino-3-sulfonic acid; dyeing cotton in blue shades, which when diazotized on the fiber and developed with beta-naphthol change into a greenish-blue which can be discharged to a pure white; with hydrosulfite, substantially as described.

In testimony whereof we have hereunto set our hands in the presence of two subscribing witnesses.

HEINRICH JORDAN.

WILHELM NEE Witnesses:

CHAS. J. Wnmn'r It is hereby certified. that in Letters Patent No. 1,000,269, granted Au uste, 1911, upon the application of Heinrichftiordan and Wilhelm Neelmeier, of Leverkusen, near Cologne," Germany, for an improvement in'.llue Disazo Dye, errors appear-in the printed specification requiring correction as follows Page 1, line St), for theword Hylrochloriciread figydrocliloric; line 25, for the word hlydrocliloric read hytirochloflq and that the said Letters Patent should be read with these tions therein that the same conform to the record of the in the Patent E. MOORE, Oommket'o'nerofPateah.

It is hereby certified that in Letters Patent No. 1,000,269, granted August 8, 1911,

upon the application of Heinrich Jordan and Wilhelm Neelmeier, of Leverkusen, near Cologne, Germany, for an improvement in "Blue Disezo Dye," errors appear in the printed specification requiring correction as follows: Page 1, line 80., for the word Hylrochloric read Hydrochloric," page 2, line 28, for the word hlydrochloric reed hydrochloric; and that the said Letters Patent should be read with these corrections therein that the same may conform to the record of the ease in the Patent Ofiice.

Signed and sealed this 3rd day of October, A. 1)., 19m.

E. B. MOORE, Commissioner of Patenta.

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