DE1264385B - Process for printing and coloring fiber material made from high molecular weight polyesters - Google Patents

Process for printing and coloring fiber material made from high molecular weight polyesters

Info

Publication number
DE1264385B
DE1264385B DEC30719A DEC0030719A DE1264385B DE 1264385 B DE1264385 B DE 1264385B DE C30719 A DEC30719 A DE C30719A DE C0030719 A DEC0030719 A DE C0030719A DE 1264385 B DE1264385 B DE 1264385B
Authority
DE
Germany
Prior art keywords
printing
anthraquinone
molecular weight
high molecular
fiber material
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.)
Pending
Application number
DEC30719A
Other languages
German (de)
Inventor
Dr Ernst Heinrich
Dr Werner Zerweck
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.)
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella Farbwerke Mainkur AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Cassella Farbwerke Mainkur AG filed Critical Cassella Farbwerke Mainkur AG
Priority to DEC30719A priority Critical patent/DE1264385B/en
Priority to FR985202A priority patent/FR1404269A/en
Priority to GB3321864A priority patent/GB1005762A/en
Priority to CH1065864A priority patent/CH414531A/en
Publication of DE1264385B publication Critical patent/DE1264385B/en
Pending legal-status Critical Current

Links

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
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36Dyes with acylated amino groups
    • C09B1/42Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/16General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
    • D06P1/20Anthraquinone dyes

Description

BUNDESREPUBLIK DEUTSCHLANDFEDERAL REPUBLIC OF GERMANY

DEUTSCHESGERMAN

PATENTAMTPATENT OFFICE

AUSLEGESCHRIFTEDITORIAL

Int. Cl.:Int. Cl .:

Nummer:
Aktenzeichen:
Anmeldetag:
Auslegetag:
Number:
File number:
Registration date:
Display day:

D 06 ρD 06 ρ

Deutsche Kl.: 8 m-1/01German class: 8 m-1/01

1 264 385
C 30719IV c/8 m
17. August 1963
28. März 1968
1,264,385
C 30719IV c / 8 m
17th August 1963
March 28, 1968

Es wurde gefunden, daß man tiefe Färbungen bzw. satte Drucke auf Polyester-Fasermaterialien, insbesondere solchen auf Basis, von Polyäthylenglykolterephthalaten, erhält, wenn man zum Färben bzw. Bedrucken nach dem Thermofixierverfahren Farbstoffe der allgemeinen FormelIt has been found that deep dyeings or deep prints on polyester fiber materials, in particular those based on polyethylene glycol terephthalates, obtained if dyes are used for dyeing or printing by the thermofixing process the general formula

verwendet, in der R einen gegebenenfalls durch Halogen, Alkyl oder Alkoxy substituierten Salicylsäurerest, der auch noch einen ankondensierten Benzring enthalten kann, und X und Y Wasserstoff oder Halogen bedeuten.used, in which R is a salicylic acid radical optionally substituted by halogen, alkyl or alkoxy, which can also contain a fused-on benzene ring, and X and Y are hydrogen or halogen.

Die genannten Farbstoffe können in bekannter Weise erhalten werden durch Kondensation von 11-Amino-anthrachinon mit entsprechenden substituierten Salicylsäuren oder deren funktionellen Derivaten. The dyes mentioned can be obtained in a known manner by condensation of 1 1-amino-anthraquinone with corresponding substituted salicylic acids or their functional derivatives.

Die erfindungsgemäß auf Polyester-Fasermaterialien herstellbaren, farbstarken Drucke bzw. Färbungen besitzen sehr gute Echtheitseigenschaften, insbesondere sehr gute Thermofixier- und Lichtechtheit. The strongly colored prints or dyeings which can be produced according to the invention on polyester fiber materials have very good fastness properties, in particular very good heat-setting and lightfastness.

Die erfmdungsgemäß zu verwendenden Farbstoffe 1 - Salicylamino - anthrachinon und 1 - (Γ - Hydroxy-2'-naphthoylamino)-anthrachinon zeichnen sich beim Drucken auf Polyestergewebe nach dem Thermofixierverfahren gegenüber dem 1-Benzoylaminoanthrachinon und dem l-(a-Naphthoylamino)-anthrachinon, deren Verwendung als Polyesterfarbstoffe bekannt ist, durch eine überlegene Lichtechtheit aus.The dyes to be used according to the invention 1 - salicylamino - anthraquinone and 1 - (Γ - hydroxy-2'-naphthoylamino) anthraquinone stand out when printing on polyester fabric using the thermosetting process compared to 1-benzoylaminoanthraquinone and l- (a-naphthoylamino) anthraquinone, whose use as polyester dyes is known, are characterized by their superior lightfastness.

Beispiel 1example 1

Ein Gewebe aus Polyäthylenglykolterephthalat wird mit nachstehender Druckpaste bedruckt:A fabric made of polyethylene glycol terephthalate is printed with the following printing paste:

25 g l-Salicylamino-anthrachinon,
150 g Natriumsalz eines sulfonierten Ricinusöls
25 g l-salicylamino-anthraquinone,
150 g of the sodium salt of a sulfonated castor oil

(etwa 500/oig),
215 g Wasser,
600 g Kristallgummiverdickung (1 : 3),
(about 500 / oig),
215 g water,
600 g crystal rubber thickening (1: 3),

10 g Ent-seHäjBBiefr
1000 g iiU
10 g Ent-seHäjBBiefr
1000 g iiU

Verfahren zum Bedrucken und Färben von
Fasergut aus hochmolekularen Polyestern
Process for printing and dyeing
Fiber material made from high molecular weight polyesters

Anmelder:Applicant:

Cassella Farbwerke Mainkur Aktiengesellschaft,Cassella Farbwerke Mainkur Aktiengesellschaft,

6000 Frankfurt-Fechenheim6000 Frankfurt-Fechenheim

Als Erfinder benannt:Named as inventor:

Dr. Werner Zerweck t, 6000 Frankfurt;Dr. Werner Zerweck t, 6000 Frankfurt;

Dr. Ernst Heinrich, 6000 Frankfurt-FechenheimDr. Ernst Heinrich, 6000 Frankfurt-Fechenheim

Nach dem Trocknen wird etwa 60 Sekunden bei 2000C im Thermofixierrahmen fixiert. Anschließend wird gespült und dann in einer Lösung, dieAfter drying, it is fixed in the heat-setting frame at 200 ° C. for about 60 seconds. It is then rinsed and then in a solution that

3 ccm/1 Natronlauge, 38° Be,3 ccm / 1 sodium hydroxide solution, 38 ° Be,

2 g/l Hydrosulfit, konzentriertes Pulver,2 g / l hydrosulfite, concentrated powder,

1 g/l Polyvinylpyrrolidon1 g / l polyvinylpyrrolidone

enthält, während etwa 15 Minuten bei 60 bis 700C behandelt. Hierauf wird gut gespült, mit etwa 2 g/l eines nichtionogenen Waschmittels heiß geseift, gespült und getrocknet. Man erhält einen grünstichiggelben Druck von sehr guten Echtheitseigenschaften.contains, treated at 60 to 70 0 C for about 15 minutes. This is followed by a good rinse, hot soapy with about 2 g / l of a non-ionic detergent, rinsing and drying. A greenish yellow print with very good fastness properties is obtained.

Drucke von ähnlicher Nuance und von ebenfalls sehr guten Echtheitseigenschaften werden erhalten, wenn in der obigen Druckvorschrift das 1-Salicylamino-anthrachinon ersetzt wird durch l-(3'-Methylsalicylamino) - anthrachinon, 1 - (4' - Methyl - salicylamino) - anthrachinon, 1 - (5' - Chlor - salicylamino)-anthrachinon, 1 - (5' - Brom - salicylamino) - anthrachinon, 1 -(4' - Methoxy- salicylamino) - anthrachinon, 1 - Salicylamino - 6 - chlor - anthrachinon, 1 - Salicylamino - 7 - chlor - anthrachinon und 1 - Salicylamino-6,7-dichloranthrachinon. Prints of a similar shade and also of very good fastness properties are obtained, if in the above printing specification the 1-salicylamino-anthraquinone is replaced by l- (3'-methylsalicylamino) - anthraquinone, 1 - (4 '- methyl - salicylamino) - anthraquinone, 1 - (5 '- chloro - salicylamino) anthraquinone, 1 - (5' - bromine - salicylamino) - anthraquinone, 1 - (4 '- methoxysalicylamino) - anthraquinone, 1 - salicylamino - 6 - chloro - anthraquinone, 1 - salicylamino - 7 - chlorine - anthraquinone and 1 - salicylamino-6,7-dichloroanthraquinone.

Dagegen wird ein rotstichiggelber Druck erhalten bei Anwendung von l-(5'-Methoxy-salicyl^mino)-anthrachinon. ;In contrast, a reddish-tinged yellow print is obtained when using 1- (5'-methoxysalicylmino) anthraquinone. ;

B ei spiel,6" <£/Eg game, 6 "<£ /

Ein Gewebe aus Polyäthylenglykolterephthalat wird auf dem Foulard mit nachstehender Flotte geklotzt:A fabric made of polyethylene glycol terephthalate is placed on the padder with the following liquor padded:

25 g 1 - (Γ - Hydroxy - 2' - naphthoylamino) - anthrachinon,
973 g Wasser,
25 g 1 - (Γ - hydroxy - 2 '- naphthoylamino) - anthraquinone,
973 g water,

0,5 g eines Äthylenoxydproduktes,
1,5 g Polyacrylamid.
1000 g
0.5 g of an ethylene oxide product,
1.5 g polyacrylamide.
1000 g

809 520/635809 520/635

Nach dem Trocknen wird, wie unter Beispiel 1 beschrieben, weiterbehandelt.After drying, further treatment is carried out as described in Example 1.

Es wird eine rotstichiggelbe Färbung von sehr guten Echtheitseigenschaften erhalten.A reddish yellow coloration with very good fastness properties is obtained.

Färbungen von ähnlicher Nuance und ebenfalls sehr guten Echtheitseigenschaften werden erhalten, wenn in der obigen Vorschrift das 1-(1'-Hydroxy-2'-naphthoylamino)-anthrachinon ersetzt wird durch - (Γ - Hydroxy - 4' - chlor - 2' - naphthoylamino) - anthrachinon oder durch 1-(Γ-Hydroxy-4'-brom-2'-naphthoylamino)-anthrachinon. Dyes of a similar shade and also very good fastness properties are obtained, if in the above procedure the 1- (1'-hydroxy-2'-naphthoylamino) anthraquinone is replaced by - (Γ - Hydroxy - 4 '- chloro - 2' - naphthoylamino) - anthraquinone or by 1- (Γ-hydroxy-4'-bromo-2'-naphthoylamino) anthraquinone.

Claims (1)

Patentanspruch:Claim: Verfahren zum Färben und Bedrucken von Fasergut aus hochmolekularen Polyestern, insbesondere solchen auf Basis von Polyäthylenglykolterephthalaten, nach dem Thermofixierverfahren, dadurch gekennzeichnet, daß man hierbei Farbstoffe der allgemeinen FormelProcess for dyeing and printing fiber material made from high molecular weight polyesters, in particular those based on polyethylene glycol terephthalates, after the thermosetting process, characterized in that this dyes of the general formula NH-RNH-R verwendet, in der R einen gegebenenfalls durch Halogen, Alkyl oder Alkoxy substituierten Salicylsäurerest, der auch noch einen ankondensierten Benzring enthalten kann, und X und Y Wasserstoff oder Halogen bedeuten.used, in which R is a salicylic acid radical optionally substituted by halogen, alkyl or alkoxy, which can also contain a fused-on benzene ring, and X and Y are hydrogen or halogen. In Betracht gezogene Druckschriften:
Bekanntgemachte Unterlagen des belgischen Patentes Nr. 623 930.
Considered publications:
Announced documents of the Belgian patent No. 623 930.
Bei der Bekanntmachung der Anmeldung ist eine Färbetafel ausgelegt worden.When the application was announced, a coloring table was displayed.
DEC30719A 1963-08-17 1963-08-17 Process for printing and coloring fiber material made from high molecular weight polyesters Pending DE1264385B (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
DEC30719A DE1264385B (en) 1963-08-17 1963-08-17 Process for printing and coloring fiber material made from high molecular weight polyesters
FR985202A FR1404269A (en) 1963-08-17 1964-08-14 Printing and dyeing of fibrous polyester materials
GB3321864A GB1005762A (en) 1963-08-17 1964-08-14 Printing and dyeing of aromatic polyester fibrous materials
CH1065864A CH414531A (en) 1963-08-17 1964-08-14 Process for printing and dyeing textile material made of high molecular weight polyesters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC30719A DE1264385B (en) 1963-08-17 1963-08-17 Process for printing and coloring fiber material made from high molecular weight polyesters

Publications (1)

Publication Number Publication Date
DE1264385B true DE1264385B (en) 1968-03-28

Family

ID=7019482

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC30719A Pending DE1264385B (en) 1963-08-17 1963-08-17 Process for printing and coloring fiber material made from high molecular weight polyesters

Country Status (4)

Country Link
CH (1) CH414531A (en)
DE (1) DE1264385B (en)
FR (1) FR1404269A (en)
GB (1) GB1005762A (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE623930A (en) * 1961-10-24

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE623930A (en) * 1961-10-24

Also Published As

Publication number Publication date
CH1065864A4 (en) 1966-02-28
GB1005762A (en) 1965-09-29
FR1404269A (en) 1965-06-25
CH414531A (en) 1966-12-30

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