JPS591827B2 - Dyeing aid for hydrophobic synthetic fiber materials - Google Patents

Description

[Detailed description of the invention] The present invention relates to a dyeing aid for hydrophobic synthetic fiber materials.

More specifically, the present invention is useful for dyeing fiber materials made of hydrophobic synthetic fibers or mixed fibers containing hydrophobic synthetic fibers with disperse dyes or azoic dyes, and provides efficient dyeing with uniform hue and excellent quality. It relates to dyeing aids that can be obtained.

When dyeing hydrophobic synthetic fiber materials such as polyester, generally, high-temperature, high-pressure dyeing at a temperature of 110 to 140°C under pressure above atmospheric pressure or carrier dyeing at a temperature of around 100°C is carried out using disperse dyes or azoic dyes. It is being done.

Recently, in high-temperature and high-pressure dyeing of polyester fibers,
Low bath ratio labid dyeing, which shortens dyeing time and reduces the amount of dye solution, has been put into practical use for the purpose of rationalizing the dyeing process and saving energy.

Low bath ratio rapid dyeing increases the flow rate of the dye liquid and the movement speed of the dyed object, reduces the amount of dye liquid relative to the dyed object, and aims to quickly raise the temperature, thereby efficiently dyeing in a short time.

Therefore, compared to conventional dyeing in which the temperature is raised at a low speed with a high bath ratio and sufficient cooking time is allowed, the dye becomes a highly concentrated liquid due to the low bath ratio, and rapid heating is required due to the rapid temperature rise. is carried out, and further impact from the pump is applied to promote taring of the dye.

On the other hand, the oligomers eluted from the fibers become a highly concentrated liquid and affect the formation of dye tar.

If dyeing is carried out in such a dye solution state, specks may appear on the surface of the dyed product, and staining of the dyeing machine may cause problems such as color differences between batches and contamination during repeated dyeing.

To solve these problems, dispersion and leveling agents are generally used to efficiently obtain uniform and high quality dyed products. Technique condensates, polyoxyethylene alkyl allyl ethers and their sulfuric ester salts, polyoxyethylene higher fatty acid esters, and the like are used.

However, such dispersion and leveling agents are no longer satisfactory under such harsh dyeing conditions, and a new dispersion and leveling agent with superior dispersion, leveling and low foaming properties is desired. ing.

The present inventors have arrived at the present invention as a result of intensive research to satisfy such demands.

According to the present invention, a novel dyeing aid for hydrophobic synthetic fiber materials is provided, and this dyeing aid has at least one compound represented by the following general formula as a main component.

In the above formula, Xl and X2 are each independently a hydrogen atom or -
803M group (where M represents an alkali metal, alkaline earth metal or ammonium group), R1 and R
2 each independently represents a hydrogen atom or an alkyl group having 1 or 2 carbon atoms, and a, b, c, d and e each independently represent an integer from 1 to 100.

The compound according to the present invention is a polymer obtained by adding styrene oxide to glycols of alkylene glycol or polyoxyalkylene glycol, or a sulfated product obtained by sulfating this with a suitable sulfating agent, and a suitable neutralizing agent. This is a compound obtained by neutralizing with

Addition of styrene oxide to these polyoxyalkylene derivatives can be easily carried out by a conventional method by adding an alkali catalyst under normal pressure or under pressure and carrying out a high temperature reaction.

In addition, sulfation of the obtained compound can be carried out by a conventional method, for example, by reacting with sulfuric acid, chlorosulfonic acid, fuming sulfuric acid, sulfamic acid, etc. at room temperature or under heating. Any sulfate can be obtained.

The dyeing aid of the present invention may contain known dyeing aids and dye carrier inhibitors.

When using the auxiliary agent of the present invention, the amount of this dyeing auxiliary agent in the dyebath containing the disperse dye and the acid is 30 to 1 %, based on the weight of the dye.
Preferably it is added in an amount of 50% by weight.

Suitable dyes include disperse dyes and azoic dyes.

Suitable hydrophobic synthetic fibers include synthetic fibers such as polyester and acetate.

The dyeing aid of the present invention has a level dyeing power higher than that of ordinary nonionic dyeing aids and a dispersibility performance equal to or higher than that of ordinary anionic dyeing aids.

Particularly in recent years, as the price of dyes has soared, cheap azo disperse dyes have been increasingly used, but due to their structure, they are difficult to diffuse into the interior of the fibers, causing flickering or silica dyeing spots that look like strikes on the fiber surface. There is a tendency for dyeing to be difficult, and there is a demand for dyeing aids that can cover this problem.

The auxiliary agent of the present invention has the characteristic that the addition of styrene oxide gives it an appropriate covering power, and it is possible to obtain excellent dyeing results even when dyeing with an azo dye.

In addition, the sulfate group-containing auxiliary agent of the present invention has a particularly low foaming property compared to conventional anionic dyeing auxiliary agents because it impairs micellarization due to its structure. Due to its increased solubilizing power, it exhibits extremely excellent dye dispersibility even at low bath ratios, and hardly stains the dyeing can body.

Therefore, according to the auxiliary agent of the present invention, it is possible to obtain a high-quality dyed product with a uniform hue without adhesion of dye speck or deposition of dye tar on the surface of the fiber material during dyeing.

The present invention will be further explained below with reference to Examples.

"Parts" and "%" in the examples indicate overlapping parts and weight % unless otherwise specified.

Example 1 300 parts of styrene oxide and 5.8 parts of caustic soda as an addition catalyst were added to 2,900 parts of Pluronic obtained by adding about 26 moles of ethylene oxide to polyoxypropylene glycol having an average molecular weight of 1,740 to give 170 to 18 parts of caustic soda as an addition catalyst.
The addition reaction is carried out at 0°C for 60 minutes.

The obtained reaction product was in the form of a brown viscous [dyeing aid of the present invention (
A)] and is soluble in water.

Example 2 360 parts of styrene oxide and 5.8 parts of caustic soda as an addition catalyst were added to 2,900 parts of Pluronic obtained by adding about 26 moles of ethylene oxide to polyoxypropylene glycol having an average molecular weight of 1,740 to give 170 to 18 parts of caustic soda as an addition catalyst.
Carry out the addition reaction for 60 minutes at 0°C.

Next, the addition reaction product was neutralized to pH 7 to 8 with glacial acetic acid, and after neutralization, 60 parts of urea was added and mixed for 30 minutes at 90 to 100°C.
Next, 195 parts of sulfamic acid was added and the temperature was raised to 110 parts.
The sulfation reaction is carried out at ~120°C for 2 hours.

At the end of the sulfation reaction, add 300 parts of cooling water to the sulfate and neutralize with aqueous ammonia to pH 6 to 7. This reaction product is a yellow liquid [dyeing aid (B) of the present invention] and is soluble in water. .

Example 3 In order to compare the performance of the dyeing aid of the present invention and the conventional dyeing aid, various performance tests were conducted as described below.

The dyeing aid of the present invention had particularly excellent dispersibility and level dyeing properties, and also had low foaming properties.

The results are shown in the table below.

Performance test method ■ Dispersibility test (color bed wrapping method) Place the following dye solution into the pot of Color bed (manufactured by Nippon Senzo Kikai), wrap the polyester processed knit tightly around the holder, and secure both ends with O-bands. Set, dye by rapidly increasing temperature to 115°C, and immediately cool.

After washing with water, the dispersibility is evaluated by the number of casing spots on the cloth.

Dye Holonlupine S-2GFL (C, 1, Disperse Red 167)
3% o-w, f Dyeing aid 0.5g/1 80% acetic acid 0.3rfLl/l: Use a dye solution containing bath ratio 1:30 Evaluation ◎ No casing spot ○ Slightly present △ Casing spot possible Yes × Very common ■ Level dyeing test A polyester processed fabric dyed under the following conditions and the same undyed fabric were placed in an aqueous solution containing only dyeing aids and acetic acid and dyed in a color bed (manufactured by Nippon Senzo Kikai) at 130℃ for 10 minutes. The amount of dye transferred from the dyed fabric to the undyed fabric is compared.

Dye Dianex Orange B-8E (C, 1, D
jsperse Orange 13) 1.0
%o, w, f Dianic Thread B N -8E (C, 1, Disperse Red 127)
0.7% o, w, f Dianic sprue GR-E (C, 1, D jsperse Blue 81)
0.3% o, w, f
Dyeing machine using a solution containing 80% acetic acid 0.3ml/l Small Uniace (model 300L) % Formula %: 30 Migration test test liquid Dyeing aid o, 5? /1 Use an aqueous solution consisting of 80% acetic acid 0.3 rul/l.

However, one part of dyed cloth and one part of white cloth are used.

Bath ratio 1:30 Evaluation Measure the reflectance of the dye migration fabric and dye migration white fabric obtained in the migration test above, calculate the dye migration rate from the reaction rate using the following formula, and the one with a large number indicates good level dyeing. shall be.

Dye migration rate - (density correlation value of migration dyed white cloth/density correlation value of migration dyed cloth) x 100 density correlation value = (1 - R + R6 / R) 2
/2 (R-Rc/R)R2 reflectance/100Rc: Coefficient Colorimeter: Kollmorgen Color Eye KC8-18 model■ Foaming test The following measurement solution was placed in an 11 graduated cylinder (diameter 75 mm), and Insert a ball filter to the bottom of the cylinder and blow air into the cylinder at 90°C at a speed of 15 liters for 15 seconds using an air pump. Measure the height of the bubbles generated immediately after stopping blowing, 10 seconds later, and 30 seconds later. (Unit cIn).

Measurement solution Dianics Orange B-8E (C, 1, D 1sperse Orange 13
) 1? /l Dyeing aid 0.5 f/l: 300 ml of dye solution containing 80% acetic acid 0.3 rul/l

Claims (1)

[Claims] 1. A dyeing aid for hydrophobic synthetic fiber materials containing at least one compound represented by the following general formula as a main component. In the above formula, Xl and X2 are each independently a hydrogen atom or -
803M group (where M represents an alkali metal, alkaline earth metal or ammonium group), R1 and R
2 each independently represents a hydrogen atom or an alkyl group having 1 or 2 carbon atoms, and a, blc, d and e each independently represent an integer from 1 to 100.