(57) A process for preventing discoloration of a textile material comprising
washing one or more dyed textile materials (herein defined as "the wash") that contain
free dye or liberatable dye (i.e dye that can be washed out of the material) in the
presence of a dye scavenger (for taking up any free dye or any dye that is liberated
in the wash) the scavenger comprising a substrate to which a polymeric material (hereinafter
referred to as the polymeric material) selected from any one of Products A to D is
applied, where Products A to D, are as follows:
(A) a polymeric reaction product of a monofunctional or polyfunctional amine having
one or more primary and/or secondary tertiary amino groups with cyanamide , dicyandiamide
(DCDA), guanidine or bisguanide where up to 50% of cyanamide, dicyandiamide, guanidine
or bisguanide may be replaced by a dicarboxylic acid or a mono- or di-ester thereof,
said product (A) containing at least one free hydrogen atom linked to a nitrogen atom
(hereinafter referred to as Product A); or
(B) a water soluble polymeric reaction product of (A) with an epihalohydrin or a precursor
thereof,(hereinafter referred to as Product B); or
(C) a water soluble homopolymer of a mono- or di-allyl amine, or a copolymer of mono-and
di-allylamine, in which at least one N atom is capable of forming an acid addition
salt and/or at least one N atom is an ammonium group (hereinafter referred to as Product
C); or
(D) a water soluble copolymer, of a mono- and/or di- and/or triallylamine with a copolymerisable
monomer, in which at least one N atom is capable of forming an acid addition salt
and/or at least one N atom is a quaternary ammonium group (hereinafter referred to
as Product D);
or a mixture of one or more of Products A to D.
[0001] One problem that arises with dyed material that contains either free dye or dye that
is not sufficiently well bound to the material is that it is not retained in the material
during a conventional household washing procedure, that is to say the free or insufficiently
well bound dye is liberated and can therefore be taken up by other substrates, (which
may be dyed or undyed) thereby affecting the colour or indeed causing colouring of
these other substrates.
[0002] To alleviate this problem, there is provided according to the invention, a process
for reducing or preventing discoloration of a textile material in a wash bath, comprising
[0003] washing one or more dyed textile materials (herein defined as "the wash") that contain
free dye or liberatable dye (i.e dye that can be washed out of the material) in the
presence of a dye scavenger capable of taking up any free dye or any dye that is liberated
in the wash, the scavenger comprising a substrate to which a polymeric material, (hereinafter
referred to as the polymeric material) selected from any one of Products A to D, is
fixed where Products A to D are as follows:
(A) a polymeric reaction product of a monofunctional or polyfunctional amine having
one or more primary and/or secondary tertiary amino groups with cyanamide , dicyandiamide
(DCDA), guanidine or bisguanide where up to 50% of cyanamide, dicyandiamide, guanidine
or bisguanide may be replaced by a dicarboxylic acid or a mono- or di-ester thereof,
said product (A) containing at least one free hydrogen atom linked to a nitrogen atom
(hereinafter referred to as Product A); or
(B) a water soluble polymeric reaction product of (A) with an epihalohydrin or a precursor
thereof, (hereinafter referred to as Product B); or
(C) a water soluble homopolymer of a mono- or di-allyl amine, or a copolymer of mono-and
di-allylamine, in which at least one N atom is capable of forming an acid addition
salt and/or at least one N atom is an ammonium group (hereinafter referred to as Product
C); or
(D) a water soluble copolymer, of a mono- and/or di- and/or triallylamine with a copolymerisable
monomer ,in which at least one N atom is capable of forming an acid addition salt
and/or at least one N atom is a quaternary ammonium group (hereinafter referred to
as Product D);
or a mixture of one or more of Products A to D.
[0004] The dye scavenger may be dyed or undyed. Preferably the scavenger is undyed.
[0005] Preferably the polymeric material of the dye scavenger has a molecular weight of
over 4000, more preferably over 5000.
[0006] Product A is known, and is described for example in British Published Patent Application
No 2 142 642, US Patent 4 764 585 and US Patent 4 410 652, and may be prepared by
methods described in said patents,the contents of which are incorporated herein by
reference.
[0007] Suitably the amine, in free base or salt form, is reacted with the other starting
material in the absence of water at elevated temperatures optionally in the presence
of a non-aqueous solvent. Preferably the reaction is carried out in the absence of
solvent at a temperature of 140-160°C, and for most combinations of reagents, ammonia
is evolved. The reagents are preferably reacted in a molar ratio of 0.1 to 1 mole
of cyanamide, DCDA, guanidine or biguanide per mole of reactive -NH- or -NH₂ group,
and when DCDA is reacted with a polyalkylene polyamine, the molar ratio of the reactants
is more preferably from 2:1 to 1:2, particularly about 1:1. Preferably the reactants
are reacted in the presence of a catalyst selected from metals, metal salts and heterocyclic
nitrogen-containing compounds (defined as catalyst K in USP 4 764 585).
[0008] The Products A are near-colourless viscous liquids or solids which are basic in character,
water-soluble either in the free base or salt form, and contain reative hydrogen atoms
bonded to nitrogen.
[0009] Up to 50 mole % preferably up to 20 mole % of the DCDA or other reagent to be reacted
with the amine may be replaced by a dicarboxylic acid or a mono- or di-ester thereof.
Suitable acids include adipic acid, oxalic acid and terephthalic acid, for example
in the form of their dimethyl esters.
[0010] Particularly preferred Products A are the reaction products of DCDA with diethylenetriamine
or triethylenetetramine, preferably in the presence of a catalyst selected from metals,
metal salts and heterocyclic nitrogen containing compounds (especially zinc chloride)
defined as catalyst K in USP 4 764 585.
[0011] Product B is described in USP 4,439,203 the contents of which are incorporated herein
by reference.
[0012] Products C and D are described in Japanese Kokai:-
51-57 793 ; 56-9999 ; 56-53 292 ; 56-134 284 ; 57-11 288 ; 57-591 ; 57-92 012 ; 60-7079
; 45-1457 and 49-31 631 ;
the contents of which are incorporated herein by reference.
[0013] Further products of Product C and D are described in EP 280,655, the contents of
which are incorporated herein by reference as well as D.O.S. 37 205 08.
[0014] Preferably the polymeric material is Product A, C, or D.
[0015] More preferably the polymeric material of the scavenger is Product A or Product C′;
where Product C′ is a synergistic mixture containing as active ingredient a textile
auxiliary (T) and the polymeric compound (P) in which T is the product of a 2-step
reaction comprising the steps of
1) reacting an epihalohydrin with aqueous ammonia at 50-90°C in an initial mole ratio
of 4 moles epihalohydrin to 8 to 10 moles of ammonia and
2) reacting the product of step 1, after removal of excess ammonia, with a further
0.1 to 0.5 moles of epihalohydrin; and
[0016] P is a water soluble homopolymer of a mono-or di-allylamine, or a water soluble copolymer
comprising (preferably consisting of) mono-, di- or tri-allylamine units.
[0017] Such a product is described in EP 280,655 (= US Serial No. 07/151,032)
[0018] The synergistic mixture may also contain 3) the reaction product of epichlorohydrin
or a precursor thereof with a polyalkylene polyamine.
[0019] Most preferably the polymeric Product is Product A (especially Product of Example
1 as described in USP 4 764 585).
[0020] The amount of polymeric material to substrate of scavenger is to 20 %, more preferably
2 to 6 %, by weight of substrate.
[0021] The scavenger can be in any form. The polymeric material can be applied to the whole
substrate or to just a surface. Preferred substrates including fabrics, garments,
films, non-woven material or paper.
[0022] The substrates can be natural or synthetic, preferably undyed cotton, undyed regenerated
cellulose or undyed natural or synthetic polyamide.
[0023] The substrates can be treated with any one of Products A to D by known methods, for
example by immersion, padding, spraying, printing, exhaustion. The amount used is
preferably from 2 to 200 g/l, more preferably 10 to 80 g/l (based on the activates
of components A to D) preferably in a goods to liquor ratio of 1:1 to 1:30.
[0024] The scavenger that is so produced can be used in standard washing procedures, merely
by being added to the wash. The scavenger takes up any free or liberated dyestuff,
in particular anionic dyestuff, free in the bath. In this way, the scavenger assists
in preventing staining of the washing by free dye being taken up undesirably on other
pieces in the wash. The scavenger is optimally effective with dyeings, preferably
of not more than 1/1 standard depth, especially in light shades.
[0025] The amount of scavenger should be sufficient to prevent as reduce staining and/or
discoloration. This amount will vary depending on the total amount of wash and also
on the properties of wash that contains free or liberatable dye.
[0026] The amount of scavenger to the wash is preferably 5 to 80 g to 1 kg of the wash;
more preferably 10 to 30 g to 1 kg of wash.
[0027] Preferably the substrate of scavenger is a textile material.
[0028] In this specification, unless indicated to the contrary reference to Products A to
D includes reference to mixtures thereof.
[0029] The invention will now be illustrated by the following Examples in which all parts
of percentages are by weight and all temperatures are in °C unless indicated to the
contrary.
Example 1.
[0030] A fabric of 100 % cotton is impregnated by padding (squeezed to 80 % dry weight)
with 60 g/l of the product of Example 1 of US Patent 4,764,585 (= D.O.S 35,25,104)
- calculated on 100 % active substance- and this is dried at 100°C. The textile material
(hereinafter referred to as the "scavenger") is then added to a household coloured
wash made up of cotton textile fabric dyed with C.I. Reactive Violet 23 and undyed
cotton textile fabric. The weight of the wash is 3 kg and the wash to bath ratio is
1:4. The washing powder used was "0mo", a commercially available product, for a 60°C
wash and was used in an amount of 6 g/l.
[0031] The amount (by weight) of scavenger to washing is about 1 that is to say 30 g of
scavenger is used.
[0032] The wash and scavenger is then washed in a Bauknecht washing machine, a commercially
available household machine, at 60 °C and is then dried.
[0033] After drying it can be seen that the dye scavenger has taken up dye from the insufficiently
fast dyeing.
Example 2
[0034] Example 1 is repeated, using instead of the C.I. Reactive Violet 23, C.I. Direct
Blue 251. The resulting scavenger is soiled with free dye.
Example 3
[0035] A dye scavenger is prepared using the polymeric product of Example 1 of GB 2,192,893
A (= D.O.S. 3′720′508)
[0036] Example 1 is repeated using the following wash.
60-70 % cotton dyed with C.I. Direct Blue 251 ;
10 % nylon dyed with the dye of Example 1 of D.O.S. 2,400,654 ;
15 % Dacron T56, dyed with C.I. Disperse Yellow 23 ; and
5 % Orlon dyed with C.I. Basic Blue 45.
[0037] The wash is then washed with the scavenger at 60°C. The scavenger picks up the free
dye available (primarily of C.I. Direct Blue 251) whereas the fabrics of the wash
retain their clear colours.
[0038] In all the Examples there is substantially no or very little soiling of the other
fabrics of the wash than the scavenger by free or liberated dye.
1. A process for reducing or preventing discoloration of a textile material in a wash
bath comprising
washing one or more dyed textile materials (herein defined as "the wash") that contain
free dye or liberatable dye (i.e dye that can be washed out of the material) together
with a textile material that can be discolored in the presence of a dye scavenger
(for taking up any free dye or any dye that is liberated in the wash) the scavenger
comprising a substrate to which a polymeric material (hereinafter referred to as the
polymeric material) selected from any one of Products A to D, is applied where Products
A to D are as follows:
(A) a polymeric reaction product of a monofunctional or polyfunctional amine having
one or more primary and/or secondary tertiary amino groups with cyanamide , dicyandiamide
(DCDA), guanidine or bisguanide where up to 50% of cyanamide, dicyandiamide, guanidine
or bisguanide may be replaced by a dicarboxylic acid or a mono- or di-ester thereof,
said product (A) containing at least one free hydrogen atom linked to a nitrogen atom
(hereinafter referred to as Product A); or
(B) a water soluble polymeric reaction product of (A) with an epihalohydrin or a precursor
thereof,(hereinafter referred to as Product B); or
(C) a water soluble homopolymer of a mono- or di-allyl amine, or a copolymer of mono-and
di-allylamine, in which at least one N atom is capable of forming an acid addition
salt and/or at least one N atom is an ammonium group (hereinafter referred to as Product
C); or
(D) a water soluble copolymer, of a mono- and/or di- and/or triallylamine with a copolymerisable
monomer in which at least one N atom is capable of forming an acid addition salt and/or
at least one N atom is a quaternary ammonium group (hereinafter referred to as Product
D);
or a mixture of one or more of Products A to D.
2. A process according to Claim 1 in which the dye scavenger is undyed.
3. A process according to Claim 1 or Claim 2 in which the molecular weight of the
polymeric material of the dye scavenger is over 4000.
4. A process according to any one of the preceding claims in which the polymeric material
is Product A.
5. A process according to any one of the preceding claims in which the polymeric product
is the reaction product of diethylene triamine or triethylene tetraamine with DCDA
reacted at an elevated temperature in the presence of a catalyst selected from metals,
metal salts and heterocyclic nitrogen - containing organic bases.
6. A process according to Claim 5 in which the catalyst is zinc chloride.
7. A process according to any one of the preceding claims in which the polymeric material
is a synergistic mixture containing as active ingredient a textile auxiliary (T) and
the polymeric compound (P) in which T is the product of a 2-step reaction comprising
the steps of
1) reacting an epihalohydrin with aqueous ammonia at 50-90°C in an initial mole ratio
of 4 moles epihalohydrin to 8 to 10 moles of ammonia and
2) reacting the product of step 1, after removal of excess ammonia, with a further
0.1 to 0.5 moles of epihalohydrin and
P is a water soluble homopolymer of a mono-or di-allylamine, or a water soluble copolymer
comprising mono-, di- or tri-allylamine units.
8. A process according to Claim 7 in which the polymeric material also contains 3)
the reaction product of epichlorohydrin or a precursor thereof with polyalkylene polyamine.
9. A process substantially as herein defined with reference to any one of the Examples.
10. The use of a scavenger defined in any one of the preceding claims for reducing
or preventing discoloration of a textile material in a wash bath.