JPS6278288A - Enhancement of dye fastness - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

[Detailed Description of the Invention] [Technical Field] The present invention relates to a method for improving the fastness of dyed textile products, particularly for textile products made of natural fibers such as cellulose fibers, silk and wool, or synthetic polyamide fibers such as nylon. This invention relates to a method for improving color fastness.

[Technical background]

It is desired that dyed products have various fastness properties. Among them, fastness to friction (fastness to friction)
is particularly important.

However, reactive dyes, direct dyes, acid dyes, etc., which are generally used for dyeing natural fibers such as cellulose fibers, silk, and wool, or synthetic polyamides such as nylon, are difficult to produce strong dyed products. This is because these dyes are hydrophilic and have a large molecular structure, so they are not easily absorbed by fibers, and their bond with fibers is not very strong. Therefore, it is difficult to obtain various types of textile products with excellent fastness.

[Prior art and its problems]

Therefore, various methods have been tried in the past in order to improve these fastnesses.

One of them is so-called fixing agent treatment.

This is a method that attempts to firmly fix the dye onto the fiber by treating the dyed material with a polycation such as dicyandiamide-formalin condensate or a fixing agent such as tannic acid-tartarite. be.

According to this method, certain types of fastness can be dramatically improved. However, other fastness properties may be adversely affected, and there is almost no effect on fastness to rubbing, particularly fastness to wet rubbing.

In addition, attempts have also been made to improve the fastness of dyed products by treating them with an emulsion of dimethyl silicone oil, for example, as a finishing treatment. However, none of them is fully satisfactory, and in particular, there is little effect on wet rubbing fastness.

〔the purpose〕

The object of the present invention is to improve various fastness properties of natural fibers such as cellulose fibers, silk and wool, or synthetic polyamide fiber products such as nylon.

The present invention also has water fastness, sweat fastness, and light fastness.

The object of the present invention is to provide a method for improving color fastness, which not only improves washing fastness, but also dramatically improves fastness to rubbing, which has been considered the most difficult, especially fastness to wet rubbing.

[Tank bottom]

In order to achieve these objectives, the present inventor conducted extensive research and found that when textile products are treated with a solution consisting of a borosilicon compound and a compound having a phenolic hydroxyl group, various fastness properties, especially friction fastness, are dramatically improved. The present invention has been completed by discovering that this can be improved. The present invention will be explained in detail below.

The vorsikilosane used in the present invention is commonly called silicone oil, and various types are commercially available from various companies. Typical examples include dimethyl silicone, amino-modified silicone, Epoquin-modified silicone, hydrogen-modified silicone, carboxy-modified silicone, hydroxy-modified silicone, etc., and these can be used alone or in combination. Furthermore, the above-mentioned silicones may be further modified. Among the silicones mentioned above, amino-modified silicones and hydrogen-modified silicones are particularly effective, but similar effects can be seen with other silicones.

However, these silicones alone do not have sufficient effects, and the object of the present invention can be achieved by using these silicones together with a compound having a phenolic hydroxyl group.

The compound having a phenolic hydroxyl group used in the present invention is represented by the following general formula [1].

A [○--(C2H4O)n (C3H6O)mH)
p...[1] However, in formula [I], A is a benzene nucleus, a naphthalene nucleus; one or more halogen atoms, an alkyl group, an aryl group,
benzene nucleus or naphthalene nucleus substituted with a hydroxy group, aralkyl group, alkaryl group, or cycloalkyl group; represents a formaldehyde condensation product of these substituted or unsubstituted Hensen nucleus or naphthalene nucleus, or a condensation product of acetaldehyde, n represents 0 or an integer of 1 to 10, m represents O or an integer of 1 to 20, and p represents an integer of 1 to 3, respectively.

The compound having a phenolic hydroxyl group may be one in which ethylene oxide or propylene oxide is added to the hydroxyl group. However, the number of moles of ethylene oxide added is 1 to 10 moles, and is selected so that the compound having a phenol hydroxyl group has as little water solubility as possible.

Silicone oils and compounds with phenolic hydroxyl groups do not dissolve in water, so they are emulsified or dissolved in a common solvent before application. However, since emulsifiers generally tend to reduce fastness, it is more preferable to use a solvent.

Any solvent can be used as long as it simultaneously dissolves silicone oils and compounds with phenolic hydroxyl groups, but trichlorethylene, perchlorethylene,
1.1. L) IJ Chloroethane and the like are preferably used.

As a treatment method, any method such as a dipping method, a pad method, a spray method, etc. can be adopted. Processing conditions vary somewhat depending on the processing method, but heating within a range that can remove the used solvent is sufficient.

〔Example〕

Hereinafter, the present invention will be explained in more detail with reference to Examples. Note that parts in the examples are parts by weight. Also, Table-1 to Table-1
The numerical values in 1 represent the evaluation of the measurement results in 5 levels on a gray scale, and the higher the numerical value, the better the results.

Example 1 +a) A dyed and refined cotton broadcloth was dyed with Diamira Brilliant Red 2B (manufactured by Mitsubishi Chemical Corporation; reactive dye) 4% (
o, suppression, f,), anhydrous sodium sulfate Bog/12, and soda ash 20g/ji! 50℃ with an aqueous solution consisting of
The cells were stained for 60 minutes. After washing with water, soaping was performed at 80°C for 20 minutes with an aqueous solution containing FWA-437 (manufactured by Ichisha Yushi Kogyo Co., Ltd.: soaping agent) Ig/l, and then washing with water again.
A dyed cloth was obtained by drying.

(Bl Fastness Improvement Treatment The dyed fabric described above was pad-treated with the following treatment solution at a squeezing rate of 120%) and dried at 80° C. for 3 minutes to obtain a treated fabric.

・Amino-modified silicone X-22-380IC (manufactured by Shin-Etsu Chemical Co., Ltd.) 8 parts ・Tristyrenated phenol 2 parts ・Trichlorethylene
The dry and wet abrasion fastness of the obtained treated fabric was measured (JIS L-0849). The results are shown in Table 1. In addition, Table 1 Central America treatment is for dyed cloth as it is,
Comparative Example 1 is the result of measuring dyed cloth treated with amino-modified silicone alone at the same concentration as in Example 1.

Table 1 Example 2 A mixture of 8 parts of amino-modified silicone It was emulsified with a 10 mole oxide adduct and adjusted to the same concentration as in Example 1 using pure silicone to perform fastness improvement treatment.

Staining and measurements were carried out in the same manner as in Example. The results are shown in Table-2. In Comparative Example 2, amino-modified silicone was emulsified with 10 moles of ethylene oxide adduct of nonylphenol, the silicone pure content was adjusted to the same concentration as Comparative Example 1, and the resultant was treated with a liquid.

Table 2 Example 3 (a) A dyed and refined nylon jersey white cloth was dyed with Suminol Milling Red 3 B Nconc, (manufactured by Sumitomo Chemical Co., Ltd.: # & sex dye) 4% (o, w, f,) , acetic acid (
The fabric was dyed with an aqueous solution consisting of 90%) 1% (o, sm, f,) at 98°C for 60 minutes, then washed with water and dried to obtain a dyed fabric.

(b) Fastness improvement treatment Next, it was immersed in the following treatment solution (20 minutes at room temperature), the solution was removed, and it was dried at 80° C. for 3 minutes.

・Amino-modified silicone X-22-3680 (manufactured by Shin-Etsu Chemical Co., Ltd.) 5 parts ・Ortho-phenylphenol 2 parts 1.1. l) Lichloroethane 93 parts (e) Measurement of rubbing fastness (JISL-084) on the treated fabric
9) was measured. The results are shown in Table-3.

In addition, Table 3 shows the results of measuring the dyed fabric as it is in the Central Rice treatment, and the measurement results of Comparative Example 3 in which the dyed fabric was treated with the amino-modified silicone alone at the same concentration as in Example 3.

Table 3 Example 4 (al) The dyed and refined string white cloth was dyed with Kayanol Milling Black VL.
G (manufactured by Nippon Kayaku Co., Ltd., acid dye) 10% (o.

w-f, ), stained with an aqueous solution consisting of 1% acetic acid (90%) (o, w, f, ) and 1% ammonium sulfate (o, #4.f,) at 95°C for 90 minutes, then washed with water. It was dried to obtain a dyed cloth.

(b) Fastness improvement treatment The following treatment solution was applied uniformly to the dyed cloth by spraying, and then dried in an oven overnight.

・Hydrogen-modified silicone 5iloxane H (manufactured by Hoechst) 5 parts ・Cyclohexylphenol 2 parts ・Trichlorethylene
93 parts (C) Regarding the measured treated cloth, the abrasion fastness (JISL-08
49) was measured. The results are shown in Table 4.

In addition, Table 4 shows the results of measuring the dyed fabric as it is in the Central Rice treatment, and the measurement results of Comparative Example 4 in which the dyed fabric was treated with hydrogen-modified silicone alone at the same concentration as in Example 4.

Table 4 Example 5 A refined white wool cloth was dyed in the same manner as in Example 3, subjected to the same fastness improvement treatment, and measured in the same manner. The results are shown in Table-5. Note that Comparative Example 5 is the same as Comparative Example 3.

Table 5 Example 6 (al) Dyeing and scouring cotton broad white cloth was directly and deeply dyed.
It was dyed at 95° C. for 60 minutes with an aqueous solution consisting of 10% (o, w, f,) blank EXconc (manufactured by Nippon Montageson Co., Ltd.: direct dye) and 20 g/l of anhydrous sodium sulfate.

The dyed cloth was then washed with water and dried to obtain a dyed cloth.

(b) Fastness improvement treatment Next, the dyed fabric was pad-treated with the following treatment solution (squeezing ratio: 120%) and dried at 80° C. for 3 minutes.

・Hydrogen-modified silicone KF-99 (manufactured by Shin-Etsu Chemical Co., Ltd.) 3 parts ・Hydroxy-modified silicone KF-851 (manufactured by Shin-Etsu Chemical Co., Ltd.)
Part 2/β-naphthol
2 parts 1.1.1-) Lichloroethane 93
Part (C) Measurement of the rubbing fastness (J I 5L-
0849) was measured. The results are shown in Table-6. still,
Table 6 shows the measurement results of the dyed fabric as it is in the Central America treatment and the dyed fabric in Comparative Example 6 treated with silicone alone at the same concentration as in Example 6.

Table 6 Example 7 (a) Dyed and refined white silk cloth was mixed with 15% (o, w, f,) of Kayaras Blank G Conc (manufactured by Nippon Kayaku Co., Ltd.: direct dye) and 20 g/j of anhydrous sodium sulfate! 6O at 95℃ with an aqueous solution consisting of
The cloth was dyed for a minute, then washed with water and dried to obtain a dyed cloth.

(bl Fastness improvement treatment, then band treatment with the following treatment solution, squeezing rate 120%)
, and dried at 50°C for 3 minutes.

・5 parts of amino-modified silicone X-22-380 (Shinmyo-7 manufactured by Etsu Kagaku Kogyo Co., Ltd.) acylated with acetic anhydride in an equivalent amount ・3 parts of formaldehyde condensate of nonylphenol ・62 parts of trichlorethylene ) The water fastness (J I SL -
0846), sweat fastness (JIS L-0848)
), light fastness (JIS L-0842), and rub fastness (J■st, -0849) were measured. The results are shown in Table 7. In Table 7, the results were measured using the dyed cloth as it was in the Central America treatment, and the results obtained in Comparative Example 7 were obtained by treating the dyed cloth alone with silicone at the same concentration as in Example 7.

Example 8 (a) Fix treatment A cotton cloth dyed in the same manner as in Example 1 was dyed with Panfin'x H.
F-1 (manufactured by Ippo Sha Yushi Kogyo Co., Ltd.: fixing agent) 4% (o
, ev, f,) at 60° C. for 20 minutes, washed with water, and then dried.

(b) Fastness improvement treatment: Next, the following treatment liquid is used to process 7 degrees and the reduction rate is 120.
%) and dried at 80°C for 3 minutes.

, 2 parts of amino-modified silicone KF-861 (manufactured by Shin-Etsu Chemical Co., Ltd.), 3 parts of epoxy-modified silicone KF-103 (manufactured by Shin-Etsu Chemical Co., Ltd.), 3 parts of styrenated hydroquinone, 92 parts of 1.1.1-1-lichloroethane (C1 measurement For the treated cloth obtained, the rubbing fastness (JISL'-0
849) was measured. The results are shown in Table-8. In addition, Table 8 shows the results of measuring the dyed fabric as it is in the Central Rice treatment, and the dyed fabric treated with the fix treatment in Comparative Example 8, treated with silicone alone at the same concentration as in Example 8.

Table 8 Example 9 (71) Fix treatment A nylon cloth dyed in the same manner as in Example 3 was treated with tannic acid 3
% (o, w, f,), acetic acid (90%) 1% (o, sv
.

After being treated with an aqueous solution consisting of tartarite (o, w, f,) for 20 minutes at 80°C, it was treated with an aqueous solution consisting of 2% tartarite (o, w, f,) for 20 minutes at 70°C, washed with water, and then dried.

(bl Fastness improvement treatment, then pad treatment with the following treatment solution, squeezing rate 120%)
) and dried at 80°C for 3 minutes.

・Amino-modified silicone KF-864 (manufactured by Shin-Etsu Chemical Co., Ltd.) 8 parts ・5 mole adduct of ethylene oxide of tristyrenated phenol 3 parts, perchloroethylene
89 parts (C1 measurement) Regarding the obtained treated cloth, the rubbing fastness (JISL-08
49) was measured. The results are shown in Table-9. Furthermore, the table -
9. The results were measured using the dyed fabric as it is in the Central America treatment, and the dyed fabric treated with the fix treatment in Comparative Example 9, which was treated with silicone alone at the same concentration as in Example 9.

Table 9 Example 10 (al fix treatment) A nylon cloth dyed in the same manner as in Example 3 was treated with 4% nylon
(o, iv, f,) at 80°C for 20
The sample was treated for 1 minute, washed with water, and then dried.

(b) Fastness improvement treatment, followed by band treatment with the following treatment solution and a reduction rate of 100%.
) and dried at 80°C for 3 minutes.

・Hydrogen-modified silicone KF-99 (Shin-Etsu Chemical Co., Ltd. t!J) 5 parts・
Adduct of nonylphenol with 2 moles of ethylene oxide and 6 moles of propylene oxide (3 parts, 1.1.1-)
Lichloroethane 92 parts (C) Measured colorfastness (Iδ) of the treated fabric (JISL-
0849) was measured. The results are shown in Table-10. In Table 10, untreated dyed fabric was measured as it was, and Comparative Example 10 was a fix-treated dyed fabric treated with silicone alone at the same concentration as in Example 10.

Table 10 Example 11 (bl Fastness Improving Treatment) Silk cloth dyed in the same manner as in Example 7 was subjected to pad treatment (squeezing rate: 100%) using the following treatment solution, and dried overnight.

・Equivalent amount of amino-modified silicone X-22-3801 (manufactured by Shin-Etsu Chemical Co., Ltd.) neutralized with acetic acid (90%)
5 parts/dimethyl silicone K
F-96 (manufactured by Shin-Etsu Chemical Co., Ltd.) 3 parts, chlorophenol 3 parts, perchlorethylene 89 parts (C1 measurement The resulting treated cloth was tested for friction fastness (JISL-08)
49) was measured. The results are shown in Table-11. In consideration-11, untreated dyed fabric was treated as it was, comparative example 11 was dyed fabric treated with silicone alone at the same concentration as in example 11, and comparative example 12 was dyed fabric treated with silicone alone at the same concentration as in example 11. These are the results of measuring samples treated with phenol alone.

Table 11 [Effects] As is clear from the above results, improvements in various fastnesses (particularly dry rub fastness) were observed even when silicones were used alone. However, when processed using the fastness improvement method of the present invention, not only the dry rub fastness but also the wet rub fastness were significantly improved, making it possible to improve the wet rub fastness, which had been considered difficult in the past. .

to five

Claims (1)

[Claims] 1. A method for improving color fastness, which comprises treating a dyed textile product with a solution containing a polysiloxane compound and a compound having a phenolic hydroxyl group. 2. The polysiloxane compound according to claim 1, wherein the polysiloxane compound is dimethylpolysiloxane, amino-modified polysiloxane, hydrogen-modified polysiloxane, epoxy-modified polysiloxane, carboxy-modified polysiloxane, hydroxy-modified polysiloxane, or a mixture thereof. Method for improving color fastness. 3. The method for improving color fastness according to claim 1, wherein the compound having a phenolic hydroxyl group is represented by the following general formula [I]. A[O-(C_2H_4O)_n--(C_3H_6O
)_mH]_p...[I] (In the general formula [I], A is a benzene nucleus, a naphthalene nucleus;
benzene or naphthalene nuclei substituted by one or more halogen atoms, alkyl groups, aryl groups, aryloxy groups, aralkyl groups, alkaryl groups, or cycloalkyl groups; substituted or unsubstituted benzene or naphthalene nuclei; represents a formaldehyde condensate or an acetaldehyde condensate, and n is 0 or 1 to 1.
m represents an integer of 0 or 1 to 20, and p represents an integer of 1 to 3. )