Bleaching and dyeing; fluid treatment and chemical modification – Reactive dye composition – process – or product – Alkylene sulfato – halotriazine – halodiazine,...
Reexamination Certificate
1999-12-09
2001-11-20
Einsmann, Margaret (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Reactive dye composition, process, or product
Alkylene sulfato, halotriazine, halodiazine,...
C008S641000, C008S917000, C008S918000, C534S632000, C534S634000, C534S637000, C534S638000, C106S031480, C106S031520
Reexamination Certificate
active
06319290
ABSTRACT:
BACKGROUND OF THE INVENTION
This invention relates to new bridged fiber-reactive disazo dyestuffs.
Reactive dyestuffs are an important group of dyestuffs. They can be defined generally as water-soluble dyestuffs which have a grouping which is capable of covalent linking with the fiber. They are used for dyeing substrates which have in their structure chemical groups with which a chemical reaction can be entered into.
Fibers which are suitable for dyeing with reactive dyestuffs are organic substrates, in particular cellulose, polyamides and animal fibers.
SUMMARY OF THE INVENTION
Compounds of the general formula (I)
wherein R
1
represents hydrogen or a C
1
-C
4
-alkyl group, X represents the radical of aliphatic, cyclic or aromatic diamines and Y represents hydrogen or an alkali metal, and a process for their preparation and their use for dyeing organic substrates, and organic substrates dyed with these compounds.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The new bridged reactive dyestuffs which have now been found are distinguished by the following chemical structure (formula (I))
wherein R
1
represents hydrogen or a C
1
-C
4
-alkyl chain. Preferably, R
1
represents hydrogen or a methyl group.
The bridge member X represents the radical of aliphatic or aromatic diamines, and also the radical of cyclic diamine compounds, which can be either unsubstituted or substituted, the two amino groups of aromatic diamines preferably being linked in the meta- and para-positions.
Y represents hydrogen or alkali metals, such as Li, Na or K; that is to say the invention also relates to salts and mixtures of such compounds.
Compounds with the following structure (formula (Ia)) are preferred:
where R
1
represents hydrogen or a methyl group.
R
2
and R
3
independently of one another represent hydrogen, C
1-4
alkyl, —SO
3
R
4
, —COOR
5
, —OR
6
, wherein R
4
-R
6
independently of one another represent hydrogen, alkali metals or aliphatic groups.
Preferably, R
2
and R
3
independently of one another are hydrogen, —CH
3
, —OH, —SO
3
H, —OCH
3
, —COOH.
Y represents hydrogen or alkali metals, such as Li, Na or K.
Compounds of the formula (Ib) are particularly preferred:
wherein R
1
represents hydrogen or a methyl group.
The synthesis of the new compounds is also claimed.
Two mole of the compound of the formula (II)
wherein R
1
and Y have the abovementioned meanings, are subjected to a condensation reaction with one mole of an aliphatic or aromatic diamine, or of a cyclic diamine compound, which in their turn can be substituted.
The compound with the formula (II) is synthesized by generally known methods.
The compounds thus obtained are salted out by customary methods and filtered off or isolated by means of spray drying and then dried. Dyestuffs which dye cellulose, polyamides and animal fibers, depending on the substituents, in the most diverse brilliant orange shades are thus obtained.
The compounds of the formula (I) and mixtures thereof are reactive dyestuffs; they are suitable for dyeing or printing organic substrates containing hydroxyl groups or nitrogen.
According to another aspect of the invention, a process for dyeing or printing organic substrates containing hydroxyl groups or nitrogen, wherein dyeing or printing is carried out with the compounds defined above or salts or mixtures thereof, is accordingly provided.
It should be noted that any reference to compounds or salts in the plural in this text is also to be interpreted as a reference to a compound or a salt in the singular.
Preferred substrates which may be mentioned are leather and fiber materials which consist of naturally occurring or synthetic polyamides, and in particular naturally occurring or regenerated cellulose, such as cotton, viscose or viscose staple, or comprise these. The most preferred substrate is textile material, which consists of cotton or comprises this.
According to another aspect of the present invention, the use of the compounds defined above and salts or mixtures thereof for dyeing or printing the substrates described above is provided.
The compounds of the formula (I) can be employed in dye liquors or in printing pastes by all the dyeing or printing processes customary for reactive dyestuffs. Preferably, dyeing is carried out by the exhaust process in the temperature range of 50-100° C.
The compounds according to the invention can be used as an individual dyestuff and, because they can readily be combined, also as a combination element with other reactive dyestuffs of the same class which have comparable dyeing properties, such as, for example, their general fastness properties, their exhaustion and fixing value and the like. The resulting combination dyeings show just as good fastness properties as the dyeings with the individual dyestuff.
Good exhaustion and fixing values are obtained with the compounds of the formula (I). The non-fixed dyestuff content can easily be washed out. The resulting dyeings and prints show a good fastness to light. In addition, they have good wet-fastness properties, for example in respect of fastness to washing, water, seawater and perspiration, and have a good resistance to oxidative influences, such as to chlorine-containing water, hypochlorite bleach, peroxide bleach and to perborate-containing detergents.
According to another aspect of the present invention, an organic substrate containing hydroxyl groups or nitrogen which has been dyed or printed by the dyeing or printing process described above is provided.
Substrates, in particular cellulose, polyamides and animal fibres, preferably cotton, which have been dyed with such compounds are also claimed.
The new dyestuffs can also be used in the preparation of printing inks which are suitable for the ink jet process.
REFERENCES:
patent: 3647778 (1972-03-01), Andrew et al.
patent: 5245020 (1993-09-01), Jessen et al.
patent: 5931975 (1999-08-01), Müller et al.
patent: 5989297 (1999-11-01), Reichert et al.
patent: 2 000 518 (1970-07-01), None
patent: 2 001 960 (1970-07-01), None
patent: 80 792 (1971-03-01), None
patent: 196 07 851 (1997-09-01), None
patent: 0 042 204 (1981-12-01), None
patent: 0 256 650 (1988-02-01), None
patent: 0 391 264 (1990-10-01), None
patent: 0 748 850 (1996-12-01), None
patent: 0 755 985 (1997-01-01), None
patent: 2 228 822 (1974-12-01), None
patent: 1 260 582 (1972-01-01), None
Derwent Patent Family Abstract for DD 80 792.
Derwent Patent Family Abstract for FR 2 228 822.
Derwent Patent Family Abstract for DE 196 07 851.
Kalweit Detlef
Oberholzer Martin
Banerjee Krishna
Clariant Finance (BVI) Limited
Einsmann Margaret
LandOfFree
Fiber-reactive disazo dyestuffs does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Fiber-reactive disazo dyestuffs, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Fiber-reactive disazo dyestuffs will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2588992