US1099108A - Producing ice colors. - Google Patents

Description

. a solution of an arylamid of 2.3-oxynaph.--

UNITED STATES OFFICE.

ADOLF WINTHER, AUGUST LEOPOLJD LASKA, ARTHUR ZITSCHER, FELIX KUNERT, AND

EDWIN ACKER, OF OFFENBACH-ONTHE-MAIN, GER-MANY, ASSIGNORS T0 CHE- MISGHE FABRIK GRIESHEIlVf-ELEKTRON, 0E" FRANKFORT-ON-TI-IE-MAIN, GER- MANY, A CORPORATION.

PRODUCING ICE COLORS.

oeanoe.

No Drawing.

To all whom it may concern:

Be it, known that we, AnoLr WINTHER, AUeUs'r LnoroLn LAsKA, ARTHUR ZrrsoHER, FELIX KUNERT, and EDWIN AoKnR, citizens of the German Empire, and residents of Ofl'enbaclron-the-Main, in the Grand Duchy of Hesse, Germany, with the post-office adtreating cotton goods, which have been pregnated with asolution of an arylamid of 2.3-oxynaphthoic acid, but have not been dried, with a nonsulfonated diazo compound. Under the term cotton goods we include cotton yarn, cops, cross-reels and loose cotton.

The success of the present invention could not be foreseen from the antecedent publications, because cotton goods, which have been impregnated with beta-naphthol, must be dried before the development with diazoj compounds. The cotton yarn or loose cote ton goods, which has been impregnated with thoic acid, yields, however, as contrasted with beta-naphthol equal, pbwerful and use-- ful shades also, when developed with diazo compounds, while wet.-

As arylamids of 2.3-oxynaphthoio acid there can be employed the anilid of 2.3-oxynaphthoic acid itself, its substitution products, which are formed by substituting anilin by its substitution products, such as for example its homologues and .chloroand nitrosubstitution products for the condensation with 2.3-oxynaphthoic acid andalso the sub stitutions products, which are obtained by condensing two molecular proportions of 2.3-oxynaphthoic acid with one molecular proportion of a diamin, such as for example the condensation products from 2.3-oxynaphthoic acid and phenylen-diamin, toluylene-diamin, benzidin and so on. As'diazo compounds all can be employed not contain-. 'ing-Ia sulfo' group, such as for example the diazb compounds derived from anilin and Specification of Letters Patent.

possible.

Patented June 2, t9l4.

Application filed october 16 1913. Serial No. 795,456.

its substitution products, from anisidin,

from amidoazo compounds, alpha and betanaphthylamin, benzidin, tolidin, dianisidin and from other diamidobases. A

Therefore not only the dyestuffs, described in U. S. Patents Nrs. 1084853 and 1042356, can be employed for the present process, but all, which can be formed by combining one of the above mentioned diazo compounds with one of the mentioned arylamids of 2.8-oxynaphthoic acid.

In order to illustrate the new process more fully the following examples are-given, the parts being by weight.

Example I. Production of the dyestufi', obtained by combining diaeotiecol para-nitroorthotoZ-uidin with the anilid of Qfiowy- 'vmphthoio acid, on cotton yam.

The completely dried bleached or-raw cotton-yarn, previously boiled with carbonate of soda or caustic soda, is impregnated with a hot solution of the anilid of 2.3-oxynaphthoic acid. The'yarn is well handled 3 or 4 times in an earthen pot, wrung out, handled once more and finally wrung out as well as After the yarn-has been beaten in order to secure uniform impregnation and has completely cooled, it is introduced in a wet condition intothe dye-bath, well handled, wrung out and allowed to hang for a short time before being passed through the bath a second time, if necessary.

Solutions suitable for use are made as follows Padding solution of the anilid of 2.3-omynaphthoio acid.

Light shades. Dark shades.

Anilid of 2.3-oxynaphthoic acid 60 grams 120 grams. Caustic soda. lye of 34 Buum 100 cc 200 cc. Rlcinoleate of soda or the sodium compound of Turkey red oil 200 rams 300 grams. Made up to 10 I tore 10 liters.

The anilid of 2.3-oxynaphthoic acid is stirred with the caustic soda lye and the ricinoleate of soda or the sodium compound of the Turkey red oil, then covered with hot Water, boiled and made up tothe desired quantity. The impregnation is best conducted at about 3040 C.

-Diozo soZu-tion.300 grams of para-nitroortho-toluidin are stirred with 600 cc. of

hydrochloric acid of 20 Baum and dissolved in 2000 cc. of boiling water; to the cooled solution are added 1500 grams of ice, and 156 grams of sodium nitrite dissolved .in 500 grams of water are allowed to run in slowly in a thin stream, while stirring continually, and the whole is made up with cold water to 10 liters.

Dye-bath.-1O liters of the above described diazo solution are filtered through calico and mixed with 10 liters of cold water, and shortly before dyeing 1600 cc. of a solution of sodium acetate (1:1), are added.

For a subsequent treatment the following solution may be made :10 liters of diazo solution are mixed with 5 liters of cold water, and 1600 cc. of a solution of sodium acetate (1:1) are added.

After dyeing, the yarn is well wrung out, well washed and twice soaped at'a temperature of 80 C.

' In this manner scarlet red tints of very great brightness and excellent fastness, are obtained.

Example H. Production of the dyestufi, ob-

tained bycombining diaeotieed orthoanisidin with the anilid 0f 2.3-0mynaph thoic acid, on cotton-yarn.

The cotton yarn is impregnated with a solution of the anilid of 2.3-oxynaphthoic acid as prescribed in Example I and dyed in the same manner in a dye-bath of the following constitution Diaeo solution- 500 grams of ortho anisidin are mixed with 1200 cc. of hydrochloric acid of 20 Baum and dissolved in 1-600 cc. of boiling water, to the cold solution are added 4000 grams of ice and a solution of. 310 grams of sodium nitrite in 1000 grams of water is allowed to run in slowly, while stirring continually and the whole is made up to 10 liters. r

Dye-bath.5 liters of the above described diazo solution are mixed with 14 liters of cold water and shortly before dyeing 1200 cc. of a solution of sodium acetate (1 1) are added.

For a subsequent treatment the following solution is made :5 liters of the diazo solution are mixed with 7 liters of cold water and 1200 cc. of a solution. of sodium acetate (1:1) are added.

In this manner a beautiful deep cherry-red color, also of good fastness, is obtained.

Example [I]. Production of the dyestafi",

obtained by combining diaeotized oz-naphthylamin with the anilid of 2.3-0a2ynaph: thcic acid, on cops. The material is impregnated in-the usual apparatus for dyeing cops, with the follow- 1ng:

Padding solution of the anilid of 2.3-

oa'ynaphthoic acid-120 grams of anilid of acid of 20 Baum and dissolved in 4000 cc.

of boiling water. To the cold solution are added 2000 grams of ice and a-solution of 320 grams of sodium nitrite in 1000 cc. of water is allowed to run in slowly while stirring and the whole is made up to 10 liters.

Dye-bath.14 liters of ice-water are mixed with 5 liters of the-above described diazo solution and shortly before dyeing 1200 cc. of a solution of sodiumacetate (1:1) are added. 1

For a subsequenttreatment the following solution is made: 7 liters of diazo solution are mixed with 5 liters of cold water and 1200 cc. of a solution .of sodium acetate (1:1) are added.

By this combination dark red shades of good fastness are obtained.

Example I V. Production of the dyestnfi,

obtained by combining tetraeotieed orthotolidin with the anilid 0 f 2.3-0acynaphth0ic acid, on cotton yarn.

The cotton-yarn is impregnated with a solution of the anilid of 2.3-oxynaphthoic acid as prescribed in Example I and dyed in the same manner in a dyebath of the fol-.

added 4000 grams of ice and 600 grams of hydrochloricacid of 20 Bauin. Then a solution of 310 grams of sodium nitrite in 1000 grams of water is allowed to run in slowly, while stirring continually and'the whole is made up to 10 liters.

.Dye-bath.-10 liters of the above described diazo solution are mixed with 8 liters of waterand shortly before dyein 1600 cc. of a solution of sodium acetate 6:1) are added.

For a subsequent treatment the following solution is made :10 liters of the diazo solution are mixed with 4 liters of cold water and 1600 cc. of a solution of sodium acetate (1:1) are added.

By this process very dark deep reddish blue shades of good fastness are obtained.

Emample- V. .Ppbdnction of the dyestnfi, ob

tained by combining tetrazotized lianisidin with the anilid 0f fi-owynaphthoic acid, on cotton yarn.

The cotton following yarn is impregnated with the x Padding solution of the amlid of 2.8-owynaphthoic Dye-bath.

Light blue. Medium blue. Dark blue.

Diazo solution 600 cc 1250 cc 2500 cc. Solution of cupric chlorid 40Baum. 100 cc 200cc 800 cc.

Solution of chromic acidlzlO 25cc 50cc 100cc. crystallized sodium acetate 100 grams.... 150 grams.... 250 grams. Made up to 10 liters 10l1ters 10 liters.

treatment with'a hot solution of 5 ams of copper sulfate per liter is advisab e.

In this manner very powerful and fast blue shades are obtained.

In the same manner the process can be made with other diazo compounds and other I arylamids of 2.3-oxynaphthoic acid.

The anilid of 2.3-oxynaphthoic acid can be substituted for example by the toluids, the ehloroanilids, the nitroanilids of 2.3- oxynaphthoic acid. Instead of para-nitroortho-toluidin-see Example Ipara-nitranilin, ortho-nitranilin, meta -nitrani1in,

meta-nitro-para-toluidin, para-chloro-orthonitranilin, meta-nitro-ortho-anisidin, paranitro-ortho-anisidin can be employed:

Now what we claim and desire to be secured by Letters Patent is the following:

In the art of producing ice-colors on cotton the improvement consisting in treatin cotton goods, which have been impregnated with a solution of an arylamid of 2.3-oxynaphthoic acid, but have not been dried, with a non-sulfonated diazo compound.

In testimony, that we claim the foregoing as our invention, we have signed our names in presence of two witnesses this second day of October 1913.

ADOLF WINTHER. AUGUST LEOPOLD LASKA. ARTHUR ZITSCHER. FELIX KUNERT. EDWIN ACKER. Witnesses:

JEAN GRUND, CARL GRUND.