JPS62253661A - Dyeing liquid and dyeing using same - Google Patents

Abstract

PURPOSE:To provide a thermally stable dyeing liquid capable of clearly dyeing with outstanding uniform dyeability, light-fastness and fastness to laundering such textile fibers as of wool, silk, nylon, polyacrylic fibers, polyurethane fibers, etc., containing in a liquid medium, specific trisazo compound(s). CONSTITUTION:The objective dyeing liquid containing, in a liquid medium, pref. 0.01-30wt% of at least one kind of coloring matter compound of formula I [X is H, lower alkyl or (SO3M-substituted) phenyl; m is 0 or 1; M is alkali metal, ammonium or amine; A, B and C are each (substituted) benzene ring or (substituted) naphthalene ring; where, said B and C are not naphthalene ring simultaneously]. Preferably, the above liquid is further incorporated with 3-30wt% of a water-soluble inorganic salt (e.g. sodium sulfate).

Description

Detailed Description of the Invention (Field of Industrial Application) The present invention relates to a thermally stable dyeing liquid and a dyeing method using the same. It has excellent level dyeing properties for fibers such as fibers, woven fabrics or non-woven fabrics made of these fibers, or blended woven fabrics or blended non-woven fabrics made of these fibers and other fibers, and has excellent light fastness and washing resistance of dyed products. The present invention relates to a dyeing solution with extremely good fastness and a dyeing method using the same.

(Prior art) Conventionally, fibers such as wool, silk, nylon, polyacrylic fibers, polyurethane fibers, woven fabrics or non-woven fabrics made of these fibers, or blended woven fabrics or blended non-woven fabrics made of these fibers and other fibers have been used. Dyeing is carried out using a dyeing solution in which a reactive dye or an acidic dye is dissolved in an aqueous medium, for example, by dyeing methods such as dip dyeing or badging. In particular, the dyeing method using acid dyes requires only one bath and the dyeing process is simple, so the dyeing process can be done with relatively small inspection equipment, and is widely practiced in various places.

(Problems to be Solved by the Invention) However, when using a dyeing liquid using a black acid dye currently available on the market, the properties that those skilled in the art particularly desire during the dyeing process or in the dyed product, namely ( 1) The level dyeing property of the dyed material is slow.

(L) The dye is thermally stable in an aqueous dyebath and has extremely good dissolution stability even at high concentrations.

(3) The light fastness and washing fastness of the dyed product should be sufficient for practical use.

There are very few things that have all of these properties.

SUMMARY 1 The purpose of the present invention is to solve the problem of level dyeing in dyeing using a dyeing liquid using a conventional commercially available black acid dye as mentioned above, problems in the dyeing process, and various fastnesses of dyed products. It is an object of the present invention to provide a vine staining solution and a dyeing method using the same, which solves the problems that are not always satisfactory.

These objects of the present invention are achieved by the following invention.

(Means for Solving the Problems) That is, the present invention provides a dyeing liquid characterized by containing at least one type of dye compound represented by the following general formula (A) in a liquid medium, and a dyeing liquid using the dyeing liquid. This is a dyeing method.

In the formula, X represents a hydrogen atom, a lower alkyl group, or a phenyl group optionally substituted with an SOJ group, m represents 0 or 1, M represents an alkali metal, ammonium, or amines, and A, B , C represents a benzene ring or a naphthalene ring which may have a substituent. However, B and C are simultaneously ``-1 teno y+, -7flf++
-mu-h1rtitL:kairzl(action) The compound represented by the general formula (A) used in the present invention may be any compound as long as it is included in the general formula (A), but particularly preferred specific examples include: is shown below.

03Na No.3 OJa 5OaLj No.7 S03NH.

No, 9 No, IO (M=Nll (C2N40H) 2) (M”NII
(CH3)1) SO,Na No, 15 ■ [:0CR1 No in S03, 17 SO,1Na No, 20 These compounds can be synthesized by conventionally known methods.

The main feature of the dyeing liquid of the present invention is that it contains a dye compound represented by the above general formula (A) in the liquid medium, and the number of dye compounds contained is at least one dye compound in an amount of two or more. A mixture of the two may also be used.

The content of the compound represented by general formula (8) in the total amount of the dyeing solution is preferably 0.01 to 30%. When the content is less than 0.01%, even if the nail is dyed in a light color, almost no coloring effect can be expected on the object to be dyed, and 1i
If the rf content exceeds 30% by weight, it is not preferable because the dissolution stability of the dye in the dye bath and the level dyeing property of the dyed product will deteriorate.

1) "As a medium for dissolving the compound represented by the general formula (8), water is used as a medium, but if a mixed system of water and a water-soluble or hydrophobic organic solvent is used, the workability of dyeing will be affected. Favorable results can be obtained in terms of the direction of dyeing speed, etc.In addition, in the case of objects to be dyed other than fibers, such as sleeves of objects to be dyed, for example, synthetic resin filaments and molded objects, water-soluble Alternatively, a hydrophobic 4T organic solvent may be mainly used.

Examples of suitable water-soluble reaper solvents used in combination here include: Alkyl alcohols having 1 to 4 carbon atoms such as methyl alcohol, ethyl alcohol, propyl alcohol, and butyl alcohol; Tetrahydrofurfuryl alcohol; ethylene glycol, diethylene glycol, and Glycols such as ethylene glycol, tetraethylene glycol, propylene glycol, dipropylene glycol, diodiethylene glycol, hexylene glycol, trimethylene glycol, and their mono- or di-lower (1 to 4 carbon atoms) alkyl ethers; dimethylformamide, dimethylacetamide Ketones or ketone alcohols such as acetone and diacetone alcohol; Ethers such as tetrahydrofuran and dioxane; Polyalkylene gellicols such as polyethylene glycol and polypropylene glycol: Glycerin: N-methyl-2-pyrrolidone: 1.3- Dimethyl-2-imidazolidinone; alkanolamines such as triethanolamine, jetanolamine, and monoethanolamine; and sulfolane.

The content of these water-soluble organic solvents in the liquid medium is generally 1 to 50%, preferably 5 to 50% (ton i4t%).
It is desirable that it be within the range of 40%, more preferably 10 to 30%.

Regarding water content 4T'M-L, 50-95 at 1kM%
A range of % is preferred.

Moreover, it is preferable to adjust the pH of the staining solution to a range of 2 to 5.

The essential components of the dyeing solution used in the present invention are as listed in F, but it is preferable to add water-soluble inorganic salts to the dyebath in order to control the dyeing speed and dye dyeing rate. Specific examples include (anhydrous) sodium sulfate, sodium chloride, ammonium acetate, ammonium sulfate, etc.
A suitable range is 14% for nails and 3 to 30% for staining solution.

In addition, various previously known pH adjusters, penetrants,
Antifoaming agent, bath softener, dissolving agent, reduction inhibitor, level dyeing h11
, a loosening agent, a carrier, a migration stain inhibitor, etc. can be added depending on the change of heart.

As a typical example, specifically, as a pH adjuster (
Ice) Ammonium acetate, sulfuric acid, ammonium sulfate 5 Examples of the dissolving agent include urea. In addition, it also has the effects of penetrating, leveling, and slowing dyes, including fatty acid salts, alkyl sulfate ester salts, alkylbenzene sulfonates, alkylnaphthalene sulfonates, dialkyl sulfosuccinates, alkyl phosphate ester salts, and naphthalene sulfonate formalin. Condensate, polyoxyethylene alkyl sulfate, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene fatty acid ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene alkylamine, glycerin fatty acid ester Of particular importance are various anionic and nonionic surfactants such as , oxyethylene oxypropylene block polymers, and the like.

As mentioned above, the dyeing solution of the present invention does not necessarily have problems with level dyeing, color tone, problems in the dyeing process, and various fastnesses of dyed products when dyeing with a dyeing solution using conventional commercially available acid dyes. Our desire was to solve the unsatisfactory problems at the same time, and we arrived at this result after intensive study, paying particular attention to the structure of the dye.

The dyeing method of the present invention uses the dyeing liquid as described above to dye fibers such as wool, silk, nylon, polyacrylic fibers, polyurethane fibers, woven fabrics or non-woven fabrics containing these fibers, or fabrics made of these fibers and other fibers. It is applied to blended woven fabrics, blended nonwoven fabrics, and objects having shapes other than m-line by conventionally known dyeing methods such as dip dyeing, padding, and printing.

The temperature during dyeing, for example, the temperature of the dye bath and the badging bath, etc., is set to be optimal depending on conditions such as dye concentration, type of dye, type of material to be dyed, pH of the bath, etc. In this case, a dyeing treatment is further performed, for example, by a steaming method, an HT steaming method, a thermofix method, or a thermosol method, and then the undyed dye is removed by a known cleaning treatment such as soaping. Further, depending on the case, a fixing treatment is performed to obtain the final dyed product.

Next, the present invention will be explained in more detail with reference to Examples and Comparative Examples. Note that parts in each sentence are based on weight unless otherwise specified.

Example 1 (Preparation of staining solution) Anhydrous sodium sulfate 10 parts (No.
2) Pigment compound Tripartite urea
5 parts thiodiethylene glycol 5 parts anionic surfactant (dialkyl sulfosuccinate) 185 water
80 parts The above reaction mixture was stirred for 3 hours, and the pH was adjusted to 3 with sulfuric acid.
A staining solution (a) of the present invention was obtained.

Example 2 (Preparation of staining solution) Anhydrous sodium carbonate 0.5 part (No.
Pigment compound of 1) 5 parts triethylene glycol monobutyl 5 parts ether water 90
All the above ingredients were stirred for 3 hours, and the pH was adjusted to 3.5 with acetic acid.
21 parts were adjusted so that the staining solution (b) of the present invention was obtained.

Example 3 (staining solution: made by A) Ammonium sulfate 5 parts (No.
IO) pigment compound 2 parts nonionic surfactant 1 part (product name: Carazole LT, manufactured by Dai-Kogyo Seiyaku) water
93 parts All the above ingredients were stirred for 3 hours,
Add acetic acid to bring the pH to around 5'JA! Then, the staining solution (c) of the present invention was obtained.

Comparative Example 1 (staining liquid: made by A) The dye compound of (No. 1) was mixed with C, 1, 8 cid Bla
A comparative staining solution (d) was obtained by performing the same treatment as in Example 1 except that ck26 was used.

The dye compound of Comparative Example 2 (staining solution: made by A) (?lo, 2) was mixed with C2[, 8cid[
A comparative staining solution (E) was obtained by carrying out the same treatment as in Example 2 except that 1lack234 was used instead. ' The staining solutions (I to E) of Examples and Comparative Examples were all uniform solutions. In order to compare the thermal stability of these dye solutions, when they were stored in an oven at 60° C. for one month, only the comparative dye solution (e) showed decomposition of the Waka'-F pigment.

Example 4 (Dyeing method) Thoroughly scoured and water-impregnated wool cloth was immersed in the dyeing solution (a) shown in Example 1 at a bath ratio (r: 50), and heated to 40°C. It was heated and left for 10 minutes. then 60
The material was gradually heated to the boiling point over a period of minutes, and dyed in that state for 45 minutes. The obtained black dyed product was repeatedly washed by soaping and thoroughly washed. Example 5 (Dyeing Jj Method) Thoroughly purified nylon 4i was bagged with the dyeing solution (b) shown in Example 2 and heated to 100°C. Steaming was performed for 10 minutes. After dyeing, a soaping treatment was carried out and thorough washing was repeated to obtain a black dyed product.

Example 6 (Dyeing method) A woven fabric sufficiently purified and impregnated with water was immersed in the dyeing solution (c) shown in Example 3 at a bath ratio (i:so), and heated to 40°C. It was warmed and left for 10 minutes. Thereafter, the temperature was gradually raised to 80° C. over a period of 30 minutes, and dyeing was continued for 45 minutes in that state. The obtained black dyed product was subjected to a soaping treatment and washed thoroughly repeatedly.

Comparative Example 3 (Dyeing Method) A dyed product was obtained by performing the same treatment as in Example 4, except that the staining solution (a) was replaced with a comparative staining solution (d).

Comparative Example 4 (Dyeing Method) A dyed product was obtained by performing the same treatment as in Example 5, except that the staining solution (B) was replaced with a comparative staining solution (E).

')! Table 1 shows the properties of the dyed products obtained in Examples (4 to 6) and Comparative Examples (3 to 4).

π1 Ninimaro (- Dyeing, level dyeing, taikozo, bond plate 5 -2 knees Fire emergency ±4000 Joarashi Kai 1 0 0 0 χmumasu 6000 m Mosquito box 30 Δ Δ Le Mosquito A　△　　　　× The evaluation and evaluation criteria in the above table are shown below.

*1 Level dyeing property The dyeing was visually judged.

〇--No unevenness at all.

Δ---There is some unevenness.

*2 Light fastness Irradiation was performed using a xenon arc fade-o-meter C135 (manufactured by Atlas Corporation) at a black panel temperature of 63° C. for 50 hours.

Evaluation is L*B* according to the CIE LAB color system of the test piece.
Points on the coordinate system were determined using a conversion formula to 5 lines, and the color difference (ΔEab umbrella) between the two points of the sample before and after irradiation was used.

Q-1ΔEab*<5 Δ--5≦ΔEab book ≦10 ×-1ΔEab$ >10 book 3 Washing fastness Washing in a washing machine using synthetic detergent New Beads (product name: Kako Co., Ltd.) using the usual method This was repeated 10 times, and the evaluation was made using ΔEab as in the case of light fastness.

〇--ΔEab*<5 Δ・-15≦ΔEab book ≦ 10 All of the dye compounds listed above showed excellent effects as in the Examples.

(Effects) The dyeing solution of the present invention is thermally stable, and can be used to dye fibers such as wool, silk, nylon, polyacrylic fibers, polyurethane fibers, or woven fabrics containing these fibers. When dyeing non-woven fabrics or blended woven fabrics made of these fibers and other fibers, or blended non-woven fabrics or blended non-woven fabrics, the dyeing property is improved compared to when dyeing solutions using conventional commercially available acid dyes are used. The dyed product has excellent light fastness and washing fastness.

Patent applicant: Canon Co., Ltd. Tegashi TaneilT official book (spontaneous) October 2, 1986

Claims (4)

[Claims] (1) A staining liquid characterized by containing at least one dye compound represented by the following general formula (A) in a liquid medium. ▲There are mathematical formulas, chemical formulas, tables, etc.▼(A) (In the formula, X is a hydrogen atom, a lower alkyl group, or SO_3
Represents a phenyl group which may be substituted with an M group, m represents 0 or 1, M represents an alkali metal, ammonium or amines, and A, B, C represent a benzene which may have a substituent. represents a ring or a naphthalene ring. However, B and C do not represent a naphthalene ring at the same time. ) (2) The dyeing solution according to claim (1), which contains 3 to 30% by weight of a water-soluble inorganic salt based on the total weight of the dyeing solution. (3) A method for dyeing an object to be dyed, characterized in that the dyeing liquid contains at least one type of dye compound represented by the following general formula (A) in the liquid medium. ▲There are mathematical formulas, chemical formulas, tables, etc.▼(A) (In the formula, X is a hydrogen atom, a lower alkyl group, or SO_3
Represents a phenyl group which may be substituted with an M group, m represents 0 or 1, M represents an alkali metal, ammonium or amines, and A, B, C represent a benzene which may have a substituent. represents a ring or a naphthalene ring. However, B and C do not represent a naphthalene ring at the same time. ) (4) The object to be dyed is wool, silk, nylon, polyacrylic fiber, polyurethane fiber, woven fabric or non-woven fabric containing these fibers, or blended woven fabric or blended non-woven fabric consisting of these fibers and other fibers. A dyeing method according to claim (3).