Patent Application
20090255064
This invention relates to a process for dyeing natural and synthetic polyamides or polyamide-containing materials with the aid of a leveling agent to obtain uniform dyeings.
Leveling agents or assistants are generally surface-active textile dyeing auxiliaries which have the task of thoroughly wetting the fibre/fibre blend to be dyed, of promoting penetration of the fibres and of preventing too rapid uptake of the dyes, which can lead to unlevelness (spottiness), during the dyeing operation. Suitable leveling assistants include oleylsulphonates, fatty alcohol sulphonates, fatty acid condensation products, alkyl and alkylaryl polyglycol ethers and surface-active chemicals in general.
Unlevelness is caused by:
Insufficient levelness can be prevented by means of suitable dyeing techniques (including improving the diffusion of the solution within the fabric, pH control) and by means of leveling assistants.
Leveling assistants reduce mainly the rate of dyeing, increase the rate of dye migration within the fabric and improve the compatibility of the dyes.
Leveling agents can also have other effects which have no direct influence on the dye-fibre interactions, but nevertheless exert a positive effect on the dyeing. These include the improved solubility or the dispersion stability of the dye.
Leveling assistants can exert two or more of the abovementioned effects at the same time.
Leveling assistants can be divided into two groups, those which have an affinity for the fibre and those which have an affinity for the dye.
Leveling assistants with an affinity for dyes form an addition compound with the dye whose stability is concentration dependent and normally decreases with increasing temperature.
The dye distribution equilibrium between the dye in solution and the dye in the fibre is therefore shifted to the dye in solution. The increased dye concentration in the dye solution makes it possible for regions of the fabric which were dyed in a non-level manner to level out as a result of dye migration.
Effective leveling assistants have an affinity for the dye that is sufficient to reduce the absorption rate or to speed the migration rate. Differences in the absorption behaviour of different dyes can likewise be leveled, so that the dyes in a dye mixture can go on at a uniform rate.
Assistants with an affinity for dyes can also be used to level previously dyed materials. Assistants with an affinity for fibres go onto the fibre in competition with the dye. This competition reaction reduces the absorption rate and promotes the migration rate.
Important dye-affinity leveling assistant types for polyamides are nonionic surfactants, cationic compounds or ethoxylated compounds.
Important fibre-affinity leveling assistant types for polyamides are cationic compounds.
Leveling assistants used for polyamides are frequently ethoxylated amine compounds, partially quaternized, as disclosed for example in EP-A-135 198, EP-A-305 858 or EP-A-593 392.
Yet there still continues to be a need for even more effective leveling agents.
It has now been found that, surprisingly, quite specific quaternized and ethoxylated amine compounds based on unsaturated fatty acids are very useful as leveling agents for polyamides.
The present invention accordingly provides a process for dyeing fibre materials composed of natural or synthetic polyamides, characterized in that one or more compounds of formula (I)
where
The above process is advantageous when
Preferably, the active substance is a compound of formula (II)
where
Advantageously, the active substance is used as an aqueous solution wherein the concentration of active substance is in the range from 15% to 35% by weight.
It is particularly advantageous when the concentration of active substance in the aqueous solution is in the range from 25% to 35% by weight and when 0.1 % to 5% by weight of foam-suppressing substances are included as further additives.
The dyeing is usually carried out at a pH in the range from 2 to 9, preferably in the range from 3 to 8, and especially in the range from 4 to 7.
It is further advantageous when the liquor ratio is in the range from 3:1 to 50:1 in the case of a batch dyeing, preferably in the range from 5:1 to 20:1, and in the range from 5:1 to 500:1 in the case of a continuous dyeing, preferably in the range from 20:1 to 300:1.
X− represents a customary inorganic or organic anion such as halides (chloride, bromide, iodide), sulphate, sulphonate, methosulphate, ethylsulphate, hydroxide, phosphate, phosphonate or acetate. Chloride is preferred.
The present active substance is known (CAS No. 747377-35-1 and 133189-76-1) and is simple to prepare by alkoxylation of the corresponding fatty amine. The alkoxylation can also be carried out with propylene oxide instead of ethylene oxide or ethylene oxide and propylene oxide, randomly or as a block, but exclusively ethoxylated amines give better results. Furthermore, the alkoxylate obtained could be completely or partially sulphonated or sulphated, although here too the non-sulphonated and non-sulphated species demonstrate better efficacy. The active substance contains in general 15 to 30 ethylene oxide (EO) units, preferably 17 to 19 EO. The active substance is particularly preferably an oleylamine with 17 to 19 EO, which was quaternized with 1 EO and contains chloride as counter-ion.
As well as the foam-suppressing substances mentioned, further additives can be used such as biocides, if desired or necessary dispersing assistants or wetting agents, for example sulphonated or sulphated alkyl, alkenyl or aryl polyglycol ethers, sulphonated or sulphated alkyl, alkenyl or aryl amine polyglycol ethers, and if desired or necessary defoamers based on silicone oil or mineral oil. It is preferable to use 2-ethylhexylisononanamide as foam-suppressing substance and a C12-15-alcohol with 8 ethylene oxide and 4 propylene oxide units as wetting component with an additional foam-suppressing effect.
The examples which follow illustrate the invention. Unless otherwise stated, parts and % are by weight.
Some test methods well known to one skilled in this art will now be described.
The volume of foam is measured after a certain amount of liquid has been poured from a certain height, instantly and also after a one minute wait.
A 1000 ml graduated cylinder 60 mm in internal diameter and 430 mm in internal height is used. The test liquid is allowed to pour out from a 2 l separating funnel through a capillary 70 mm in length and 2 mm in internal diameter from a height of 600 mm, measured from the outlet of the capillary above the floor of the cylinder.
500 ml of the solution to be tested are filled into the separating funnel and allowed to flow out into the graduated cylinder at the capillary-controlled efflux rate of about 0.17 l/min. As soon as the entire solution has flowed out, a stop watch is started and the entire volume (foam volume plus solution volume) is read off the cylinder scale. The reading is repeated after one minute.
The alkaline foam performance is tested using a surfactant concentration of 2 g/l in 2° Bé—NaOH solution in demineralized water, with 2° Bé—NaOH being equivalent to 12 g/l NaOH solid or 30 ml/l of 36° Bé NaOH. The test temperature is in the range from 20 to 25° C.
Leveling Effect on Polyamide with Acid Dyes: Column Test
Material
Nylsuisse knit N66 Art. 2044
Colorstar with special insert for columns
15:1; demineralized water
Dyeing was carried out with various concentrations of mono- and disulphonated acid dyes based on azo or anthraquinone, for example Acid Blue 40, Acid Blue 72, Acid Blue 280, Acid Red 57, Acid Red 266, Acid Red 299, Acid Orange 127, Acid Orange 156 or mixtures thereof (Nylosan® E and Nylosan® N dyes from Clariant).
(Concentration series without leveling agent and with 0%, 5%, 1%, 1.5%, 2%)
35 ml/min, (5 l/min kg=⅓ circulation/min)
The liquor is introduced into the dyeing apparatus followed, after the flow has stabilized, by the textile material. After heating with full power at room temperature to 98° C., the fabric is treated at 98° C. for 15 min, and then cooled back down to 70° C. and subsequently rinsed with cold water for 10 min.
The fabric columns are illustrated as follows:
The following products were tested as well:
Comparative Products from Prior Art:
where: +++++=top level; ++++=level; +++=relatively level; ++=still acceptable; +=unlevel; 0=relatively unlevel; −=very unlevel; −−−−−=totally unlevel
In the foam test, the value reported first is the value obtained after 10 min circulation and the value in brackets represents the foam volume obtained after the pump has been idle for 1 min.
The test results have shown that an amount as small as 0.5% of the inventive composition will ensure the penetration of the polyamide column; that is, the fabric samples are dyed level, which is not the case or cannot be achieved without assistant.
| Number | Date | Country | Kind |
|---|---|---|---|
| 05021866.8 | Oct 2005 | EP | regional |
| Filing Document | Filing Date | Country | Kind | 371c Date |
|---|---|---|---|---|
| PCT/EP2006/066549 | 9/20/2006 | WO | 00 | 4/3/2008 |
