KR100244704B1 - Water-soluble dye composition - Google Patents

Abstract

1. TECHNICAL FIELD OF THE INVENTION

The present invention relates to a water-soluble dye composition mainly comprising a dye compound in which a vinyl sulfone compound is constituted as a reactor for a fiber material in a molecule.

2. The technical problem to be solved by the invention

The present invention can prevent the change over time caused by the easy decomposition of vinyl sulfone ester group in the alkaline salt bath when dyeing the fiber material using a dye compound composed of vinyl sulfone ester group in the molecule and excellent solubility in the salt bath. In addition, it is not necessary to add a separate dye for imparting alkali resistance, and the purpose of the present invention is to provide a water-soluble dye composition that can solve the problem of deterioration in dyeing due to lack of compatibility between heterogeneous dyes in the dye composition. have.

3. Summary of Solution to Invention

In order to achieve the above object, the present invention provides a water-soluble dye composition of a dye compound composed of vinyl sulfone-based functional groups in a molecule as a reactor for a fibrous material, wherein 3 to 20% by weight of sodium thiosulfate based on the total weight of the dye composition. (Sodiumthiosulfate) and 3 to 60% by weight of an alkyl or dialkyl naphthalenesulfate-formalin condensate are provided.

4. Important uses of the invention

The present invention has a use as a dye composition for dyeing textile materials.

Description

Water Soluble Dye Composition

The present invention relates to a water-soluble dye composition, and more particularly, in the preparation of a dye composition for printing or continuous dyeing of cellulose fiber material using a water-soluble dye compound composed of a vinyl sulfone compound as a reactor for a fiber material in a molecule. The present invention relates to a water-soluble dye composition which greatly improves alkali resistance and solubility by mixing an appropriate addition aid.

In general, a vinyl sulfone-based compound is formed as a reactor that interacts with a fiber material in the molecule of the reactive dye used for printing or continuous dyeing of cellulose fibers.The reactor is easily reacted with alkali and degraded so that it is mixed in the alkaline salt bath during dyeing. In this case, as the time passes, the dyeing rate is greatly lowered and the change in aging is not only occurred, but also the solubility is also significantly decreased. Thus, the dye may be gelled or crystallized and ultimately, high quality dyes may not be obtained.

In particular, in order to prevent a decrease in the dyeing rate due to the above-mentioned dye decomposition during continuous dyeing, the dyestuffs in the alkaline salt bath must be frequently changed, which leads to a problem of causing environmental pollution due to a decrease in productivity and generation of waste dyes.

Representative examples of the dyes include Reactive Blue 19, which is used as a reactive blue dye, and by mixing these reactive blue dyes with various additives, the decomposition phenomenon by alkali in the salt bath during continuous dyeing is prevented. As a conventional technique to prevent, US Patent No. 4088441 and US Pat. No. 4,415,333 are prepared by mixing naphthalenesulfonic acid-formalin condensate, urea and hexametaphosphate (sodium salt) as additives to the reactive blue 19. Dye composition, Dye composition prepared by mixing anthraquinone-2-sulfonic acid (sodium salt), manganese and mineral oil as additives, Naphthalenesulfonic acid-formalin condensate, Urea and hexametaphosphate (sodium salt) as additives And a dye composition prepared using anthraquinone-2-sulfonic acid (sodium salt).

The dye composition in the prior art is a compound added in consideration of alkali stability with reactive blue 19 as a reactive blue dye, and further mixed with anthraquinone-2-sulfonic acid (sodium salt) to make it compatible with heterogeneous dyes. Problems occur in the castle, there is a problem such as staining in some cases the dye.

In addition, US Patent 4540418 discloses a dye composition prepared by mixing ethyl or methylnaphthalenesulfonic acid-formalin condensate as an additive to a water-soluble dye in which a vinyl sulfone ester and a cyanuric chloride compound coexist.

The conventional dye compositions have a number of problems in terms of stability against the change over time in the alkaline bath, while the solubility during the continuous dyeing slightly improves the crystal precipitation phenomenon to some extent.

The present invention is to solve the above problems, and to prevent the time-dependent change caused by the vinyl sulfone ester group is easily decomposed in the alkaline salt bath when dyeing the fiber material using a dye compound consisting of a vinyl sulfone ester group in the molecule. It is possible to solve the problem of deterioration in dyeing due to lack of compatibility between heterogeneous dyes in the dye composition because it can not only add solubility in salt bath, but also have good solubility in salt bath. The purpose is to provide a water-soluble dye composition.

The present invention for achieving the above object is a water-soluble dye composition comprising a dye compound composed of vinyl sulfone-based functional groups in the molecule as a reactor for the fiber material, 3 to 20% by weight of sodium thiosulfate based on the total weight of the dye composition ( Sodiumthiosulfate) and 3 to 60% by weight of an alkyl or dialkyl naphthalenesulfate-formalin condensate are provided.

The dye compound applicable in the present invention is a reactive azo dye having a vinyl sulfone compound or a reactive dye having no azo group as the reactor for the fibrous material and all dyes in which cyanuline chloride or cyanuric floride and the vinyl sulfone ester compound coexist in the molecule. Examples thereof include a compound or a mixture of the compounds and representatively include the following compounds of the formulas (1) to (5).

In Formulas 1 to 5, B is a monovalent or divalent radical of azo, disazo, metal complex, formazan, dioxazine, or anthraquinone compound as a pigment parent, X is OSO ₃ H, S or SO ₃ H and Y Is CH ₃ , C ₂ H ₄ or H, Y is CH ₃ , C ₂ H ₄ or H, and L is F or Cl.

The added sodium thiosulfate is added to impart alkali resistance to the dye compound, and when added to less than 3% by weight, it does not show effective alkali stability and does not need to be added more than 20% by weight.

In addition, the alkyl or dialkylnaphthalene sulfate-formalin condensate added together with the sodium thiosulfate is to maximize the solubility of the dye compound present in the salt bath, and when added to less than 3% by weight can also be expected to increase the desired solubility effect Nor need to exceed 60% by weight.

Therefore, when two compounds having the above-described weight ratio as described above are added together with the above-mentioned reactive dyes, the change in dyeing in alkali baths during printing is very small and shows excellent alkali stability, so that the concentration does not decrease with time. It can be stabilized for up to one week depending on the amount used, and does not have a phenomenon such as gelation and crystal formation even during continuous dyeing and can exhibit excellent dyeing properties.

Hereinafter, the present invention will be described in more detail with reference to Examples, Comparative Examples and Experimental Examples.

≪ Example 1 >

50.3 parts of water was added to 185 parts of a solid dye composition prepared by mixing 10 parts of sodium thiosulfate and 75 parts of methylnaphthalesulfonic acid-formalin condensate in 100 parts of a sodium salt of the dye compound represented by the following formula (6), and then 160.3 parts of A padding solution was prepared by adding sodium hydroxide (32.5%) and 678 parts of silicate sodium salt (70%).

≪ Example 2 >

In the same manner as in Example 1, the amount of sodium thiosulfate was 5 parts and the amount of methylnaphthalenesulfonic acid-formalin condensate was 80 parts.

≪ Example 3 >

In the same manner as in Example 1, the addition amount of sodium thiosulfate was 5 parts, and 85 parts of dimethylnaphthalenesulfonic acid-formalin condensate was added instead of methylnaphthalenesulfonic acid-formalin condensate.

≪ Example 4 >

50.3 parts of water was added to 185 parts of a solid dye composition prepared by mixing 5 parts of sodium thiosulfate and 80 parts of methylnaphthalesulfonic acid-formalin condensate in 100 parts of a sodium salt of the dye compound represented by the following formula (7), and then 160.3 parts of A padding solution was prepared by adding sodium hydroxide (32.5%) and 678 parts of silicate sodium salt (70%).

≪ Example 5 >

50.3 parts of water was added to 185 parts of a solid dye composition prepared by mixing 5 parts of sodium thiosulfate and 25 parts of dimethylnaphthalesulfonic acid-formalin condensate in 100 parts of a sodium salt of the dye compound represented by the following formula (8) to 160.3 parts A padding solution was prepared by adding sodium hydroxide (32.5%) and 678 parts of silicate sodium salt (70%).

≪ Example 6 >

50.3 parts of water was added to 185 parts of a solid dye composition prepared by mixing 10 parts of sodium thiosulfate and 50 parts of methylnaphthalesulfonic acid-formalin condensate in 100 parts of a sodium salt of the dye compound represented by the following formula (9) to 160.3 parts A padding solution was prepared by adding sodium hydroxide (32.5%) and 678 parts of silicate sodium salt (70%).

≪ Example 7 >

50.3 parts of water was added to 185 parts of a solid dye composition prepared by mixing 10 parts of sodium thiosulfate and 75 parts of dimethylnaphthalesulfonic acid-formalin condensate in 100 parts of a sodium salt of the dye compound represented by the following formula (10) to 160.3 parts A padding solution was prepared by adding sodium hydroxide (32.5%) and 678 parts of silicate sodium salt (70%).

≪ Example 8 >

185 parts of solid dye composition prepared by mixing 5 parts of sodium thiosulfate and 80 parts of dimethylnaphthalesulfonic acid-formalin condensate in 100 parts of a sodium salt of the dye compound represented by the following formula (11) A padding solution was prepared by adding sodium hydroxide (33%) and 193.2 parts of silicate sodium salt (70%).

≪ Example 9 >

608 parts of a solid dye composition prepared by mixing 10 parts of sodium thiosulfate and 90 parts of dimethylnaphthalesulfonic acid-formalin condensate in 100 parts of a sodium salt of the dye compound represented by the following formula (12) was dissolved in 173.3 parts Sodium hydroxide (32.5%) and 733 parts of silicate sodium salt (70%) were added to prepare a padding solution.

≪ Comparative Examples 1 to 9 >

A padding solution was prepared in the same manner as in Examples 1 to 9, but sodium thiosulfate and dimethylnaphthalesulfonic acid-formalin condensate were not added.

≪ Experimental Example >

Using the respective padding solutions prepared in Examples 1 to 9 and Comparative Examples 1 to 9 were tested for the alkali stability of the padding solution and the stability of the alkaline printing paste according to the test method described below.

-Alkaline Stability Test Method of Padding Solution-

The degree of gel or crystallization formed in the padding solution was observed immediately after the preparation of each of the padding solutions prepared from Examples 1 to 9 and Comparative Examples 1 to 9 and after 2 hours, and is shown in Table 1 below.

-Stability test method of alkaline printing paste-

30 g of each padding solution prepared in Examples 1 to 9 and Comparative Examples 1 to 9 was dissolved in 250 g of water, followed by 100 g of urea, 500 g of fertilizer, and m-Nitrobezene sulfonic acid (Na ⁺ )) 100 g, 20 g of sodium bicarbonate were added and mixed well to prepare alkaline printing foils. Silkscreen printing was carried out using each printing immediately after 3 days and 6 days later, and then the dyeing concentration was measured. The results are shown in Table 2 below.

Alkaline padding liquid immediately after manufacture 2 hours after alkali padding Example 1 No gel or crystal formation No gel or crystal formation Example 2 No gel or crystal formation No gel or crystal formation Example 3 No gel or crystal formation No gel or crystal formation Example 4 No gel or crystal formation No gel or crystal formation Example 5 No gel or crystal formation No gel or crystal formation Example 6 No gel or crystal formation No gel or crystal formation Example 7 No gel or crystal formation No gel or crystal formation Example 8 No gel or crystal formation No gel or crystal formation Example 9 No gel or crystal formation No gel or crystal formation Comparative Example 1 No gel or crystal formation Crystals formed Comparative Example 2 No gel or crystal formation Crystals formed Comparative Example 3 No gel or crystal formation Crystals formed Comparative Example 4 After a while crystallization Crystals formed Comparative Example 5 After a while crystallization Crystals formed Comparative Example 6 No gel or crystal formation Crystals formed Comparative Example 7 No gel or crystal formation Crystals formed Comparative Example 8 No gel or crystal formation Crystals formed Comparative Example 9 No gel or crystal formation Crystals formed

Instant testing 3 days later test 6 days after testing Example 1 ○ ○ △ Example 2 ○ ○ △ Example 3 ○ ○ △ Example 4 ○ ○ ○ Example 5 ○ ○ ○ Example 6 ○ ○ ○ Example 7 ○ ○ ○ Example 8 ○ ○ ○ Example 9 ○ ○ ○ Comparative Example 1 ○ × × Comparative Example 2 ○ × × Comparative Example 3 ○ × × Comparative Example 4 ○ × × Comparative Example 5 ○ △ × Comparative Example 6 ○ △ × Comparative Example 7 ○ △ × Comparative Example 8 ○ △ × Comparative Example 9 ○ △ ×

In Table 2, ○: excellent, △: normal, ×: bad.

As can be seen from Tables 1 and 2 above, in Examples 1 to 9 of the present invention to which sodium thiosulfate and dimethylnaphthalesulfonic acid-formalin condensate were added as addition aids, not only immediately after the padding solution was prepared but also after the preparation 2 Even after the passage of time, gel formation or crystallization due to dye decomposition did not occur, and exhibited excellent characteristics in alkali stability of printing lakes, whereas in the comparative example, even a small amount of crystallization immediately after the padding bath was prepared. Also in the alkali stability of the printing lake, after 3 days, the concentration of the printing lake by dye decomposition rapidly decreased, and the dyeing rate was greatly reduced.

The present invention can prevent the aging change caused by the easy decomposition of the dye compound composed of vinyl sulfone ester group in the alkali salt bath, and the dye solubility in the salt bath can be maintained for a long time to increase the efficiency of use of the dye It is a useful invention to provide a water-soluble dye composition.

Claims (2)

A water-soluble dye composition comprising a dye compound composed of vinyl sulfone-based functional groups in a molecule as a reactor for a fibrous material, wherein 3 to 20% by weight sodium thiosulfate and 3 to 60% by weight alkyl or A water-soluble dye composition comprising a dialkyl naphthalene sulfate-formalin condensate. The water-soluble dye composition according to claim 1, wherein the dye compound is one or a mixture of the following Chemical Formulas 1, 2, 3, 4 or 5. ≪ Formula 1 > ≪ Formula 2 > ≪ Formula 3 > ≪ Formula 4 > ≪ Formula 5 > In Formulas 1 to 5, B is a monovalent or divalent radical of azo, disazo, metal complex, formazan, dioxazine, or anthraquinone compound as a pigment parent, X is OSO ₃ H, S or SO ₃ H and Y Is CH ₃ , C ₂ H ₄ or H, Y is CH ₃ , C ₂ H ₄ or H, and L is F or Cl.