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DE42021C - Process for the preparation of azo dyes from the / 3-naphthylamine- (I-monosulfonic acid prepared in accordance with Patent No. 39925, according to the methods described in Patent Nos. 28753, 35615 and 38802 - Google Patents

Process for the preparation of azo dyes from the / 3-naphthylamine- (I-monosulfonic acid prepared in accordance with Patent No. 39925, according to the methods described in Patent Nos. 28753, 35615 and 38802

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Publication number
DE42021C
DE42021C DENDAT42021D DE42021DA DE42021C DE 42021 C DE42021 C DE 42021C DE NDAT42021 D DENDAT42021 D DE NDAT42021D DE 42021D A DE42021D A DE 42021DA DE 42021 C DE42021 C DE 42021C
Authority
DE
Germany
Prior art keywords
naphthylamine
preparation
monosulfonic acid
azo dyes
methods described
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
DENDAT42021D
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Farbenfabriken Vorm Friedr Bayer and Co
Publication of DE42021C publication Critical patent/DE42021C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02Disazo dyes
    • C09B35/039Disazo dyes characterised by the tetrazo component
    • C09B35/08Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
    • C09B35/10Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type
    • C09B35/12Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type from amines
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02Disazo dyes
    • C09B35/039Disazo dyes characterised by the tetrazo component
    • C09B35/08Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
  • Paper (AREA)

Description

KAISERLICHESIMPERIAL

PATENTAMT.PATENT OFFICE.

beschriebenen Methoden.methods described.

Aus der in der Patentschrift 39925 charakterisirten ,β - Naphtylamin - d- Monosulfosäure lassen sich durch Einwirkung von Tetrazodiphenyl und Tetrazoditolyl Farbstoffe erhalten, welche ebenso wie die Producte des Patents No. 28753^und 35615 ungeheizte Baumwolle im alkalischen Bade direct roth färben, sich aber vor den entsprechenden Producten der bisher bekannten β - Naphtylaminsulfosäure durch die Schönheit ihrer Farbe auszeichnen.From the β-naphthylamine -d- monosulfonic acid characterized in patent specification 39925, dyes can be obtained by the action of tetrazodiphenyl and tetrazoditolyl, which like the products of patent no. 28753 ^ and 35615 dye unheated cotton directly red in an alkaline bath, but are distinguished from the corresponding products of the previously known β-naphthylamine sulphonic acid by the beauty of their color.

Der aus Tetrazodiphenyl gewonnene Farbstoff unterscheidet sich insbesondere von dem mit der sogenannten B r ö η η e r'sehen ß-Naphtylamin-ß-Monosulfosäure erhaltenen isomeren Körper dadurch, dafs er in Wasser löslich ist.The dye obtained from tetrazodiphenyl is particularly different from that with the so-called B r ö η η e r'sehen ß-naphthylamine-ß-monosulfonic acid obtained isomeric body because it is soluble in water.

Erfinder stellen diese Farbstoffe in folgender Weise her:Inventors make these dyes in the following ways:

i. Farbstoff aus Tetrazodiphenyl und ß-Naphtylamin-i- Monosulfosäure.
50 kg Benzidinsulfat oder die äquivalente Menge eines anderen Benzidinsalzes werden in Wasser fein suspendirt, mit 50 kg Salzsäure von 2i° B. versetzt und mit Hülfe einer wässerigen Lösung von 24,7 kg Natriumnitrit diazotirt. Es bildet sich Tetrazodiphenylchlorid.
i. Dye from tetrazodiphenyl and ß-naphthylamine-i-monosulfonic acid.
50 kg of benzidine sulfate or the equivalent amount of another benzidine salt are finely suspended in water, mixed with 50 kg of hydrochloric acid at 20 ° C. and diazotized with the aid of an aqueous solution of 24.7 kg of sodium nitrite. Tetrazodiphenyl chloride is formed.

Diese Lösung läfst man darauf langsam zu 79 kg in Wasser fein suspendirte β-Naphtylamin - 6 - Monosulfosäure laufen, stumpft die freie mineralische Säure durch Hinzufügen von essigsaurem Natron, Ammoniak oder Soda ab und erhält dann nach kurzem Stehen oder Anwärmen einen rothen Niederschlag, der durch Neutralisiren mit Natronlauge oder Soda in sein Natronsalz übergeführt wird. Beim Erkalten fällt der Farbstoff quantitativ als rothes Pulver aus. Er färbt Baumwolle im Seifenbade feurig gelblich roth.This solution is then slowly added to 79 kg of β-naphthylamine- 6- monosulphonic acid, finely suspended in water, the free mineral acid is blunted by adding sodium acetate, ammonia or soda and then, after standing for a short time or warming up, a red precipitate is obtained is converted into its sodium salt by neutralization with caustic soda or soda. On cooling, the dye precipitates quantitatively as a red powder. It dyes cotton fiery yellowish red in the soap bath.

2. Farbstoff aus Tetrazoditolyl und ß-Naphtylamin-ii'-Monosulfosä'ure.
Ersetzt man in Beispiel 1. das Benzidinsulfat durch die äquivalente Menge Tolidinsulfat oder irgend ein anderes Tolidinsalz, verfährt aber im übrigen genau so, dann erhält man einen Farbstoff, der Baumwolle im Seifenbade direct prachtvoll bläulich roth färbt.
2. Dye from tetrazoditolyl and ß-naphthylamine-ii'-monosulfonic acid.
If the benzidine sulphate in Example 1 is replaced by the equivalent amount of tolidine sulphate or any other tolidine salt, but otherwise exactly the same procedure, one obtains a dye which directly dyes cotton in the soap bath in a splendid bluish red.

3. Farbstoff aus Diamidodiphenoläther und ß-Naphtylamin-ö-Monosulfosäure.3. Dye from diamidodiphenol ether and ß-naphthylamine-δ-monosulfonic acid.

Einen noch blaueren rothen Farbstoff von Saffraninnüance erhält man bei Ersatz von Tolidin in Beispiel 2. durch die äquivalente Menge Diamidodiphenoläther. Das Verfahren zur Herstellung dieses Farbstoffes lehnt sich vollkommen an die in der Patentschrift 38802 unter c) ausführlich beschriebene Methode an.An even bluer red dye of saffranine shade is obtained by replacing Tolidine in Example 2. by the equivalent amount of diamidodiphenol ether. The procedure for the preparation of this dye is based entirely on that in patent specification 38802 method described in detail under c).

Claims (1)

Patent-Anspruch:Patent claim: Verfahren zur Darstellung ungeheizte Baumwolle direct färbender rother Azo-Farbstoffe, darin bestehend, dafs an Stelle der in der Patentschrift 28753, 35615 und 38802 angegebenen Sulfosäuren des ß-Naphtylamins die in der Patentschrift 39925 beschriebene neue ß-Naphtylamin - i-Monosulfosäure gesetzt wird.Process for the preparation of unheated cotton directly coloring red azo dyes, consisting in that instead of those given in patent specifications 28753, 35615 and 38802 Sulphonic acids of ß-naphtylamine the new described in the patent 39925 ß-naphthylamine - i-monosulfonic acid is set. BERLIN GEDRUCKT IN DER REICHSDRUCKEREI.BERLIN PRINTED IN THE REICHSDRUCKEREI.
DENDAT42021D Process for the preparation of azo dyes from the / 3-naphthylamine- (I-monosulfonic acid prepared in accordance with Patent No. 39925, according to the methods described in Patent Nos. 28753, 35615 and 38802 Expired - Lifetime DE42021C (en)

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DE42021T

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DENDAT42021D Expired - Lifetime DE42021C (en) Process for the preparation of azo dyes from the / 3-naphthylamine- (I-monosulfonic acid prepared in accordance with Patent No. 39925, according to the methods described in Patent Nos. 28753, 35615 and 38802
DENDAT46623D Expired - Lifetime DE46623C (en) Process for the preparation of azo dyes from ^ -naphtylamine-fJ-monosulfonic acid

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DENDAT46623D Expired - Lifetime DE46623C (en) Process for the preparation of azo dyes from ^ -naphtylamine-fJ-monosulfonic acid

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Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE902289C (en) * 1948-10-07 1954-01-21 Gen Aniline & Film Corp Process for the production of new disazo or polyazo dyes

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DE46623C (en)

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