Bleaching and dyeing; fluid treatment and chemical modification – Reactive dye composition – process – or product – Alkylene sulfato – halotriazine – halodiazine,...
Reexamination Certificate
2001-02-27
2003-07-01
Einsmann, Margaret (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Reactive dye composition, process, or product
Alkylene sulfato, halotriazine, halodiazine,...
C008S641000
Reexamination Certificate
active
06585782
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to mixtures of reactive dyes, which are particularly suitable for dyeing fabric materials. They display good build-up, wash fastness, and levelness; especially low nylon cross-staining in blended and interwoven fabrics.
2. Description of the Related Art
To date it has been difficult to find a single reactive dye which displays good build-up to heavy black shades. In order to gain good build-up in black shades, a reactive dye composition, which contains a number of reactive dye components, has been used.
One black reactive dye (for example, the following formula (I) black reactive dye) as the major component is usually mixed
with red, orange, yellow or other shade reactive dyes to yield black reactive dye compositions.
Black reactive dye compositions are already known from Japanese Patent Laid-open No. 58-160362, 63-178170, 1-315469, 2-73870, 2-202956, 8-104822, and 8-253697, and U.S. Pat. Nos. 5,445,654, 5,611,821, 5,780,602, 5,849,887, 5,931,974 and 6,127,700.
In order to achieve high quality fabric, a blended or interweave fabric, which contains two different fibers, has been produced and sold in the market.
When dyeing the blended fabrics, problems can be encountered in off-tone dyeing because different fibres have different affinities for the dyestuffs. Especially when dyeing nylon/cellulose blended fabrics, it is difficult to get a low nylon cross-staining product. Therefore it is necessary to select appropriate dyestuffs when dyeing blended or interwoven fabrics.
There are many black reactive dye compositions which can be chosen in the market. However the black dye compositions with little nylon cross-staining always show poor properties in levelness and build-up. Conversely, black dye compositions with good properties in levelness and build up always stain nylon badly.
Therefore, there is a strong demand for a reactive black dye composition having good dyeing properties and low nylon cross-staining.
SUMMARY OF THE INVENTION
It is one object of the present invention to provide a reactive black dye composition that is suitable for use in exhaustion, printing, continuous dyeing or discharge printing of fibers to provide good dyeing properties.
Other objects of the present invention are to provide a reactive dye composition, which has good build-up properties, wash fastness, wash-off, levelness and low nylon cross-staining of blended or interwoven fabrics.
The reactive dye composition of present invention comprises: one or more, such as one, two or three, disazo dyes conforming to component (A), one or more, such as one, two or three, disazo dyes conforming to component (B) and optionally one or two monoazo dyes conforming to component (C).
Component (A) is selected from disazo dyes which may be represented by formula (I) to formula (III),
wherein Y is —CH═CH
2
or —C
2
H
4
W, W is a leaving group which can be eliminated by a base; R
1
and R
2
are each independently hydrogen, methyl, ethyl, methoxy, ethoxy or sulfonic acid, preferably hydrogen or methoxy, and most preferably hydrogen. The leaving group W is for example, —Cl, —Br, —F, —OSO
3
H, —SSO
3
H, —OCO—OCH
3
, —OPO
3
H
2
, —OCO—C
6
H
5
, —OSO
2
—(C
1
-C
4
-alkyl) or —OSO
2
—N(C
1
-C
4
-alkyl)
2
. W is preferably —Cl, —OSO
3
H, —SSO
3
H, —OCO—CH
3
, —OCO—C
6
H
5
or —OPO
3
H
2
, more preferably —Cl or —OSO
3
H and, particularly preferably, —OSO
3
H.
Component (B) is selected from the reactive disazo dye which may be represented by formula (IV) to formula (XI),
wherein Y, R
1
and R
2
are defined as the above; R
3
and R
4
are each independently hydrogen, methyl, ethyl, methoxy, ethoxy or sulfonic acid, preferably hydrogen or methoxy, particularly preferably hydrogen; R
5
is amino, —NHC
2
H
4
COOH or —NHCOCH
3
; R
6
is methyl, ethyl, propyl or carboxylic acid; R
7
is amino, —NHC
2
H
4
COOH, —NHCONH
2
or —NHCOCH
3
; R
8
and R
9
are each independently hydrogen, amino or sulfonic acid; and R
10
is —CH
2
SO
3
H or —CONH
2
.
Furthermore, the reactive black dye composition of the present invention can contain component (C) with at least a reactive monoazo dye of formula (15), (16) or (17).
The dyestuffs of the present invention all contain anionic groups, such as a sulfonic acid groups: for convenience they are depicted as free acid in the specification. When the dyestuffs of the present invention are manufactured, purified or used, they exist in the form of water soluble salts, especially alkaline metallic salts, such as sodium salts, potassium salts or ammonium salts.
The ratio of each dye component can be changed over a wide range. In general, the minimum relative weight percentage for each dye component is 3%, and the maximum relative weight percentage is 90%. The dye composition of the present invention preferably contains component (A) 30~80% by weight, component (B) 25~75% by weight, and optionally component (C) 0~45% by weight.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The compounds represented by formula (I) of the present invention can be synthesized by the following method.
First, the diazonium salt derived from the amine of the formula (a)
wherein Y, which is defined as the above, is coupled with compound (b)
under acidic conditions. The monoazo compound thus obtained is then reacted with a diazonium salt, derived from an aromatic amine (c),
wherein Y, R
1
, and R
2
are defined as above under a basic conditions to yield a compound of formula (I).
Examples of formula (I) are formula (1), formula (2) or formula (3).
The compound of formula (II) can be synthesized by the following method.
First the tetrazonium salt derived from the aromatic diamine (d)
is coupled with a compound of formula (b) under acidic conditions. The compound thus obtained is then reacted with the diazonium salt derived from the amine (c) under basic conditions, to yield a compound of formula (II).
An example of formula (II) is formula (4).
Compounds of formula (III) of the present invention can be synthesized by the following method.
First, the compound of formula (e) is condensed with compound of formula (f).
The resulting product is diazotised and the diazonium salt thus obtained is coupled with a compound of formula (b), under acidic conditions, then coupled with the diazonium salt derived from amine (g), under basic conditions. Finally it is condensed with a compound of formula (h) to yield a compound of formula (III), wherein Y is defined as above.
An example of a compound of formula (III) is a compound of formula (5).
Compounds of formula (IV) and formula (V) of the present invention, can be synthesized by the following method. The diazonium salt derived from an amine (c) is coupled with a compound of formula (i),
the resulting monoazo derivative is then diazotised and coupled with a compound of formula (j) or a compound of formula (k),
wherein R
6
is defined as the above.
Examples of compound of formula (IV) and (V) are formula (6) and (7).
Compounds of formula (VI) and (VIII) can be synthesized by the following method.
The diazonium salt derived from amine (c) is coupled with a compound of formula (m), and the resulting monoazo derivative is
then diazotised. The diazonium salt thus obtained is coupled with a compound of formula (k) or (j).
Examples of formula (VI) are formula (8), (9) and an example of formula (VIII) is formula (10).
Formula (VII), (IX) and (XI) of the present invention can be synthesized by the following method.
The diazonium salt derived from amine (c) is coupled with a compound of formula (n)
wherein R
5
is defined as above, and the resulting monoazo derivative is diazotised. The diazonium salt thus obtained is coupled with a compounds of formula (o), (p) or (q).
wherein R
3
, R
4
, R
6
, R
7
, R
8
, R
9
and R
10
are defined as the above.
Examples of formula (VII), (IX) and (XI) are formulae (11), (12) and (13) respectively.
Compounds of formula (X) can be synthesized by the following method.
The diazonium salt derived from amine (s) is coupled with a compound of formula (o), then hydrolyzed i
Hsu Mao Cheng
Huang Huei Ching
Lai Bao-Kun
Tseng Ya-Chi
Bacon & Thomas PLLC
Einsmann Margaret
Everlight USA, Inc.
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