CH390218A - Process for dyeing and printing polyacrylonitrile or polyvinylidene-containing textile fibers with basic dyes - Google Patents
Process for dyeing and printing polyacrylonitrile or polyvinylidene-containing textile fibers with basic dyesInfo
- Publication number
- CH390218A CH390218A CH1014462A CH1014462A CH390218A CH 390218 A CH390218 A CH 390218A CH 1014462 A CH1014462 A CH 1014462A CH 1014462 A CH1014462 A CH 1014462A CH 390218 A CH390218 A CH 390218A
- Authority
- CH
- Switzerland
- Prior art keywords
- radical
- alkyl
- dyeing
- sep
- cycloalkyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/90—Benzo [c, d] indoles; Hydrogenated benzo [c, d] indoles
- C07D209/92—Naphthostyrils
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/90—Benzo [c, d] indoles; Hydrogenated benzo [c, d] indoles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3415—Five-membered rings
- C08K5/3417—Five-membered rings condensed with carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/06—Naphtholactam dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zum Färben und Bedrucken von polyacrylnitril- oder polyvinylidenhaltigen Textilfasern mit basischen Farbstoffen Gegenstand vorliegender Erfindung ist ein Ver fahren zum Färben und Bedrucken von Textilfasern, welche ganz oder überwiegend aus polymerisiertem Acrylnitril oder Vinylidencyanid bestehen, das da durch gekennzeichnet ist, dass man basische Farb stoffe der Formel
EMI0001.0010
verwendet, worin R1 für einen Alkyl-,
Cycloalkyl- oder Aralkylrest steht und Ar für einen aromatischen Rest steht und R2 und R3 einen Alkyl-, Cycloalkyl-, Aryl- oder Aralkylrest bedeuten, wobei, wenn Ar ein p-Phenylenrest ist, R2 kein Alkyl- oder Cyclo- alkylrest und R3 kein Alkyl- oder Arylrest sein kann,
worin ferner die Alkylreste R2 und R3 auch gemeinsam Bestandteil eines gesättigten heterocycli- schen Ringsystems sein können und die aromatischen Ringe sowie die Alkyl- und Cycloalkylreste durch Halogen, Alkoxy-, Acyl-, Dialkylamino- und/oder Alkylarylaminogruppen,
die aromatischen Ringe ausserdem noch durch Alkyl- und/oder Arylgruppen sowie die Ringe A und B und der Rest R1 noch durch Acylaminogruppen substituiert sein können, und worin X für einen anionischen Rest steht. X kann beispielsweise für den Rest der Salzsäure, Schwefelsäure, Phosphorsäure oder Essigsäure stehen.
Die färbbaren Textilfasern bestehen vollständig oder überwiegend, im allgemeinen zu über 85 %, aus polymerisiertem Acrylnitril oder Vinylidencyanid. Es ist bemerkenswert, dass beim Färben von Mischun gen dieser Materialien mit Wolle die tierische Faser kaum angefärbt wird.
Ein besonderer Vorteil des Verfahrens liegt in der grossen Ausgiebigkeit der ver wendeten Farbstoffe, welche die Herstellung sehr tiefer Färbungen und Drucke ermöglicht Die Fär bungen und Drucke besitzen hervorragende Echt- heiten, insbesondere Licht-, Dekatur- und Wasch- echtheiten; sie zeichnen sich durch gleichmässige Durchfärbung und hohe Brillanz aus.
<I>Beispiel</I> In ein wässriges Färbebad, welches pro Liter 0,75 g 30 % ige Essigsäure, 0,40 g Natriumacetat und 0,20 g des Farbstoffes der Formel
EMI0001.0060
enthält, bringt man bei etwa 45' die dem Flotten verhältnis 1:40 entsprechende Menge Polyacryl nitrilfasern ein, erhitzt innerhalb von 20 bis 30 Mi nuten zum Sieden und hält das Färbebad 30 bis 60 Minuten bei Siedetemperatur. Nach dem Spülen und Trocknen der Faser erhält man eine rotstichig blaue Färbung mit vorzüglichen Echtheitseigenschaften.
In analoger Weise erhält man auf Polyacryl nitril mit folgenden Farbstoffen die aus der Tabelle ersichtlichen Färbungen von hervorragenden Echt- heiten:
EMI0002.0001
2\
<tb> /CH2CH
<tb> C2H5-N@C-<B>// <SEP> \</B>-N <SEP> O
<tb> \CH2 <SEP> CH2@ <SEP> violett
<tb> \ <SEP> / <SEP> C1
<tb> CH2-CH2
<tb> C2H5- <SEP> N=C-#-N <SEP> \C <SEP> H2 <SEP> C <SEP> H2 <SEP> /NH <SEP> blauviolett
<tb> C1
<tb> CH2C6H5
<tb> C2H5-N-C <SEP> @<B>_</B>N
<tb> I <SEP> \CH2CsH5 <SEP> blaustichig
<tb> violett
<tb> Cl C2Hg <SEP> N <SEP> C
<tb> N(CHs)
2
<tb> blau
<tb> C1- Verwendet man in diesem Beispiel anstelle eines Farbstoffes mit der N-Athyl-perinaphtholactamgruppe die entsprechende Menge eines Farbstoffes mit der N-Benzyl- oder N-Cyclohexyl-perinaphtholactam- gruppe, so erhält man gleichfalls wertvolle Farbstoffe mit ähnlichen färberischen Eigenschaften und etwas grünstichigerem Farbton.
Process for dyeing and printing polyacrylonitrile or polyvinylidene-containing textile fibers with basic dyes the formula
EMI0001.0010
used, where R1 is an alkyl,
Cycloalkyl or aralkyl radical and Ar stands for an aromatic radical and R2 and R3 represent an alkyl, cycloalkyl, aryl or aralkyl radical, where, when Ar is a p-phenylene radical, R2 is not an alkyl or cycloalkyl radical and R3 is not Can be alkyl or aryl radical,
in which the alkyl radicals R2 and R3 can also jointly be part of a saturated heterocyclic ring system and the aromatic rings and the alkyl and cycloalkyl radicals by halogen, alkoxy, acyl, dialkylamino and / or alkylarylamino groups,
the aromatic rings can also be substituted by alkyl and / or aryl groups and rings A and B and the radical R1 can also be substituted by acylamino groups, and where X is an anionic radical. X can, for example, represent the remainder of hydrochloric acid, sulfuric acid, phosphoric acid or acetic acid.
The dyeable textile fibers consist entirely or predominantly, generally over 85%, of polymerized acrylonitrile or vinylidene cyanide. It is noteworthy that when mixtures of these materials are dyed with wool, the animal fiber is hardly dyed.
A particular advantage of the process lies in the great abundance of the dyes used, which enables very deep dyeings and prints to be produced. The dyeings and prints have excellent fastness properties, in particular light, decatur and wash fastness; they are characterized by uniform coloration and high brilliance.
<I> Example </I> In an aqueous dye bath which contains 0.75 g of 30% acetic acid, 0.40 g of sodium acetate and 0.20 g of the dye of the formula
EMI0001.0060
contains, one brings the liquor ratio 1:40 corresponding amount of polyacrylic nitrile fibers at about 45 ', heated within 20 to 30 minutes to boiling and keeps the dyebath 30 to 60 minutes at boiling temperature. After the fibers have been rinsed and dried, a reddish-tinged blue dyeing with excellent fastness properties is obtained.
In an analogous manner, the dyeings of excellent fastness properties shown in the table are obtained on polyacrylonitrile with the following dyes:
EMI0002.0001
2 \
<tb> / CH2CH
<tb> C2H5-N @ C- <B> // <SEP> \ </B> -N <SEP> O
<tb> \ CH2 <SEP> CH2 @ <SEP> violet
<tb> \ <SEP> / <SEP> C1
<tb> CH2-CH2
<tb> C2H5- <SEP> N = C - # - N <SEP> \ C <SEP> H2 <SEP> C <SEP> H2 <SEP> / NH <SEP> blue-violet
<tb> C1
<tb> CH2C6H5
<tb> C2H5-N-C <SEP> @ <B> _ </B> N
<tb> I <SEP> \ CH2CsH5 <SEP> has a bluish cast
<tb> purple
<tb> Cl C2Hg <SEP> N <SEP> C
<tb> N (CHs)
2
<tb> blue
<tb> C1- If, in this example, instead of a dye with the N-ethyl perinaphtholactam group, the corresponding amount of a dye with the N-benzyl or N-cyclohexyl perinaphtholactam group is used, valuable dyes with similar coloring properties are also obtained and a slightly greener shade.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH732763A CH477527A (en) | 1962-06-19 | 1962-08-27 | Process for the preparation of basic dyes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF37101A DE1190126B (en) | 1962-06-19 | 1962-06-19 | Process for the production of basic dyes |
Publications (1)
Publication Number | Publication Date |
---|---|
CH390218A true CH390218A (en) | 1964-12-31 |
Family
ID=7096737
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH1014462A CH390218A (en) | 1962-06-19 | 1962-08-27 | Process for dyeing and printing polyacrylonitrile or polyvinylidene-containing textile fibers with basic dyes |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH390218A (en) |
DE (1) | DE1190126B (en) |
NL (2) | NL150496B (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3039116A1 (en) * | 1980-10-16 | 1982-05-13 | Bayer Ag, 5090 Leverkusen | CATIONIC DYES |
-
0
- NL NL289860D patent/NL289860A/xx unknown
-
1962
- 1962-06-19 DE DEF37101A patent/DE1190126B/en active Pending
- 1962-08-27 CH CH1014462A patent/CH390218A/en unknown
-
1963
- 1963-03-06 NL NL289860A patent/NL150496B/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
NL150496B (en) | 1976-08-16 |
DE1190126B (en) | 1965-04-01 |
NL289860A (en) |
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