JPS5940852B2 - Improved C. I. Acid Red 42 manufacturing method - Google Patents

Description

[Detailed description of the invention] The following formula l in the form of sodium salt ゜゛=゛No,, .

Dye C, I, Acid Red (A
cidRed) 42 dyes nitrogen-containing natural and synthetic fiber materials, such as wool and polyamide fiber materials, with excellent wet and light fastnesses in laid red.

The method for producing this dye is already known. According to German Patent No. 610,067, to prepare this dye, 2-aminodiphenylsulfone and sulfuric acid are mixed, diazotized with sodium nitrite, and after neutralization of excess mineral acid: 2=amino-8-naphthol-6 in diazo solution
- Add an acidic suspension of sulfonic acid.

According to BIOS 1548, 47, 2-aminodiphenylsulfone and hydrochloric acid are mixed and diazotized with sodium nitrite.

A solution of the diazonium salt is then added into the suspension of 2-amino-8-naphthol-6-sulfonic acid. After coupling, the dye is strained, mixed with saline, strained again and, after drying, adjusted with salt to give a standard type of color strength. However, C, I, Acid Red 42 produced by these known methods dyes wool and polyamide fiber materials only in cloudy shades.

Furthermore, upon cooling, the dye solutions, dye liquors or printing pastes become viscous even at low dye concentrations, forming gels which can no longer be poured, so that dyeing of polyamide carpet fibers by continuous dyeing methods is no longer possible at all. Printing of wool and polyamide fiber materials results in speckled prints due to insufficient flowability and inhomogeneity of the printing paste.

Therefore, the present invention involves mixing or dissolving 2-aminodiphenyl sulfone in an aqueous mineral acid and then diazotizing it to 0.5
PI of ~3.5 {2-amino-8-naphthol-
Coupling with 6-sulfonic acid, in which the pH of the coupling is adjusted using an inorganic acid or an acid-binding, especially water-soluble, alkali metal salt or alkaline earth metal of a saturated aliphatic carboxylic acid having 1 to 3 carbon atoms. The suspension of dye obtained was heated to 40-130°C for 3
Straining or centrifuging at 0 to 100°C, the resulting dye is mixed with 1.5 to about 10% by weight of an alkali salt of a strong mineral acid.
C. with improved application properties in the form of dye acids with a foreign electrolyte content of less than 15% by weight, preferably less than 10% by weight, characterized by washing with an acidic aqueous solution of C.I. I
．． This invention relates to an improved method of manufacturing assisted dredging 42.

When carrying out the process according to the invention, the 2-aminodiphenylsulfone is mixed or dissolved at room temperature or higher in an aqueous mineral acid, such as hydrochloric acid, sulfuric acid or phosphoric acid, preferably about 30% hydrochloric acid or 20% % sulfuric acid or about 20f) hydrochloric acid at boiling temperature, followed by +15°C ~
After cooling to -10°C, especially +10°C to +4°C, it is preferable to diazotize with sodium nitrite. As diazotizing agent it is possible to use, for example, sodium nitrite or nitrosyl sulfate. The coupling component is then added, after the necessary pH adjustment, to the diazonium salt solution in the form of an acidic aqueous suspension or as a powder.

The coupling component suspension is 2-amino-8
- Can be produced by acidifying an aqueous solution of a salt of naphthol-6-sulfonic acid, such as the sodium salt, to a pH value of 1 to 4, in which case the acid precipitates in the form of fine crystals. . Regarding alkali salts, such as sodium and potassium salts, which are suitable for adjusting the pH of the coupling reaction mixture, mention may be made in particular of sodium carbonate, potassium carbonate, sodium hydrogen carbonate, sodium acetate, trisodium phosphate and sodium borate.

The pH is preferably in the range 0.8 to 3.0 during coupling, especially a pH value of 1.0 to 1.5, especially about 1.2 (e.g. 1.1 to 1.3). A pH value of 1 is preferable. After completion of the coupling, which is carried out at a temperature between 0 and +30 °C, the suspension of the dye obtained is
Heat to ~130°C.

At this time, the operation is carried out in a closed container (tank) at a temperature of 1000 C or more. It is preferred to heat to a temperature of from 80 to 120°C or from 80 to 105°C, particularly preferably from about 90°C to about 100°C.

In this case, the time for heating and holding at a certain temperature does not significantly affect the purification treatment performed thereby, and is preferably 5 to 30 minutes. It is then cooled to a temperature of 30 DEG to 100 DEG C., especially 30 DEG to 70 DEG C., especially 60 DEG to 70 DEG C., or allowed to cool, and the dye having a low foreign electrolyte content is isolated, for example, by filtration or centrifugation.

In order to reduce the foreign electrolyte content to in particular less than 10% by weight, based on the dry dyestuff, most or all of the mother liquor is separated off by washing the dyestuff with a solution of a salt of the electrolyte.

Moreover, to avoid the transformation of dye acids into dye salts by ion exchange, sodium or potassium salts of strong mineral acids, such as sodium chloride, potassium chloride, sodium sulfate, sodium hydrogen sulfate, sodium dihydrogen phosphate, should be used. , about 2-8% or 2.5-5% aqueous solutions of mineral acids are used.

The pH of the washing liquid is preferably between 0.5 and 5, particularly between 1 and 3. Such a washing solution is suitable for washing out adhering mother liquor, but dissolving the dyestuff at all or only to a small extent, and for keeping the dye in the free acid form.

A particularly suitable cleaning solution is, for example, 2.5 ml acidified with hydrochloric acid.
~4% sodium chloride solution or about 5-8% sodium sulfate solution acidified with sulfuric acid or about 4-5% NaH2PO4 solution acidified with phosphoric acid. After removal or washing, the dye is dried by suction as best as possible and then dried in a drying oven, optionally at a temperature of 1000C to 120C or higher.

After drying, the dyestuffs obtained according to the invention can be milled with non-ionic modifiers, such as dextrin maltodextrin, sucrose or carboxymethylcellulose, to form preparations, which Dedusting agents, wetting agents or coloring dyes can optionally be added. Such a dye preparation according to the present invention contains dye 30 produced according to the present invention.
~85% by weight, 10-70% by weight of non-ionic modifier,
0.02 to 1.5% by weight of dust remover and 0.0% of wetting agent if necessary.
5-10% by weight and nuance dyes 1-10
Preferably, the content is % by weight.

C. produced by this new method. I. Acid Dred 42, either as a pure dye or in the form of a blend, is a C.I. I. Assisted Dred 4
2, it provides nitrogen-containing natural and synthetic fiber materials with significantly purer shades and greater color yields (COlOr
yield).

Other advantages include substantially favorable liquidity;
That is, it is appreciated that no gelation of the solutions, dye liquors and printing pastes occurs; since only printing pastes that do not gel provide a spot-free dyeing, and gel-free dye liquors provide a spot-free, homogeneous dyeing. This is because it allows for coloring. Good fluidity of dye liquors and printing pastes is an important condition for all continuous dyeing and printing processes. Uniform dyeing and printing results are only ensured by the uniform dosing of the dye solution or printing paste from the storage tank.

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

Example 1 (a) 2200 parts by weight of 31% hydrochloric acid and 233 parts by weight of 2-aminodiphnynylsulfone were mixed.

1250 parts by weight of ice was added to this hydrochloric acid suspension, and 133 parts by weight of a 40% sodium nitrite solution was added dropwise. At that time, add more ice if necessary to increase the temperature to +4. C~
It was kept at +10°C. After stirring for 2 hours, excess nitrite was removed by adding 1 part by weight of amidosulfonic acid, and the mixture was filtered to make it clear.

While stirring vigorously, add 2-amino-8-naphthol-
239 parts by weight of 6-sulfonic acid was suspended in 1100 parts by weight of water and added. Trisodium phosphate decahydrate 3000
parts by weight to bring the pH of the coupling mixture to 1.
I made it 2. After the coupling is finished, the reaction mixture is
The mixture was heated to 0°C, then cooled to 90°C, and then taken out of the furnace. The product was washed with 4200 parts by weight of an aqueous washing solution containing 120 parts by weight of sodium chloride and 45 parts by weight of 31% hydrochloric acid. The filtered cake that had been sufficiently removed from the suction oven was dried at 100°C. Dye powder 465 with foreign electrolyte content less than 10% by weight
Parts by weight were obtained. 5 parts by weight of the dye prepared in Example 1(a) and the same preparation (with the same dye content) prepared by the method of BIOS 1548,47, the dye being contained therein in its acid form. Dye (C.IJ Shredded 42)
5 parts by weight of each were cold mixed with 1000 parts by weight of water. The dye prepared according to the invention gave a dilute solution, whereas the dye according to the known method according to BIOS 1 548,47 gave a lumpy, gelatinous paste. If 5 parts by weight of the above dyes are each dissolved in 1000 parts by weight of boiling hot water, after cooling a dilute solution is obtained from the dye prepared according to the invention;
A gelatinous paste was obtained from the BIOS dye. o) 1 part by weight of the dye prepared according to Example 1(a) and 1 part by weight of the dye prepared by the BIOS method were each hot-dissolved in 1000 parts by weight of water.

Wool and polyamide fiber materials were dyed using these dye solutions in boiling acetic acid. The pale red dyeing with the dyes prepared according to the invention is much more intense and vivid on both substrates than the dyeing with the prior art dyes. The suitability of dyes prepared according to the present invention and dyes prepared by a known method was tested using a polyamide carpet continuous dyeing method.

5 parts by weight of the above dyes were each dissolved in 987 parts by weight of water at 40° C. with the addition of 8 parts by weight of locust bean powder thickening agent. The dye liquor produced by the known method exhibited a gelatinous state. This resulted in spotty staining on the polyamide carpet material due to the different dye concentrations at each location between the gel part and the remaining liquid. In contrast, with the dyes prepared according to the invention, homogeneous dyeings with bright shades were obtained. Spoon Example 2200 parts by weight of 231% hydrochloric acid and 233 parts by weight of 2-aminodiphenylsulfone were mixed.

1250 parts by weight of ice was added to this hydrochloric acid suspension. Then, 133 parts by weight of a 40 (Ft) sodium nitrite solution was added dropwise. The temperature was maintained at +4 DEG to +10 DEG C., if necessary by adding ice. After stirring for 2 hours, excess nitrite was removed by adding 1 part by weight of amidosulfonic acid, and the mixture became clear.

While stirring vigorously, add 2-amino-8-naphthol 6-
239 parts by weight of sulfonic acid was suspended in 100 parts by weight of water and added. Within 20 minutes, 2600 parts by weight of sodium acetate were added to bring the pH value of the cuplink ρ compound to 1.2.

After the coupling has ended, the reaction mixture is heated to 90-95°C, followed by cooling with vigorous stirring and heated to 60-70°C.
The sample was aspirated at 0°C. The product was washed with 2400 parts by weight of an aqueous washing solution containing 220 parts by weight of sodium sulfate and 10 parts by weight of concentrated sulfuric acid. Sufficiently suctioned filtered cake is heated to 100℃.
It was dried with.

Dye powder 460 with foreign electrolyte content less than 10% by weight
Parts by weight were obtained. The dye present in acid form was prepared in Example 1 (
Tests were carried out in the same manner as described in b) to (d). The behavior of this dye was as favorable as that of the dye prepared in Example 1(a). In addition to washing with a sulfuric acid-based sodium sulfate solution after collecting a large amount of the dye obtained by the coupling process, washing with 600 parts by weight of ice water removes the residual mother liquor present in the filtered cake. The salt content became even lower.

Example 3 117 parts by weight of 2-aminodiphenylsulfone were mixed into 368 parts by weight of 89(f) phosphoric acid with stirring.

165 parts by weight of 40.6% nitrosyl sulfuric acid was added dropwise into this solution at +15°C to +20°C within 60 minutes. After stirring for 2 hours, excess nitrite was removed by adding 1 part by weight of amidosulfonic acid.

2-amino-8-naphthol-6 while stirring vigorously.
- 120 parts by weight of sulfonic acid was suspended in 1100 parts by weight of water and added. This suspension is 2-amino-8-
120 parts by weight of naphthol-6-sulfonic acid and 150 parts by weight of water were mixed while dropping 67 parts by weight of 30% caustic soda solution, 250 parts by weight of ice was added, and then 175 parts by weight of 89% phosphoric acid was added dropwise. 2-Amino-8-naphthol 6
- produced by precipitation of sulfonic acid. The recoupling mixture was adjusted to PHL. by adding 580 parts by weight of sodium carbonate. I gave it a 5.

After the coupling was finished, the reaction mixture was heated to 110°C, then cooled to 50°C and the dye was centrifuged off. Washing was carried out on the nuttie with 2100 parts by weight of an aqueous washing solution containing 60 parts by weight of sodium chloride and 23 parts by weight of 31% hydrochloric acid. The well-suctioned filter cake was dried at 100°C.
Dye powder 235 with foreign electrolyte content less than 10% by weight
Parts by weight were obtained. Tests of the dye present in the dye powder in the free acid form as described in Example 1(5)-(d) show that this dye behaves similarly favorably to the dye prepared in Example 1. It became clear what was being shown. Example 4 A mixture of concentrated sulfuric acid 5009 and ice 5409 was
Aminodiphenylsulfone 2339 was added.

40.6 (f) Nitrosyl sulfate 31 at +8°C to +15°C
Diazotization was carried out by dropwise addition of 7f1. After stirring for 2 hours, excess diazotizing agent was removed with amidosulfonic acid 1
Removed at 9.

Then ice water 12509 was added and filtered to make the solution clear. Further dye synthesis (coupling) and work-up were carried out as described in Example 1 above.

The dye thus prepared or the dye produced therefrom was comparable in tone, color yield and fluidity (gelling properties) to the dye produced in Example 1 or the dye produced with this dye. Example 5 220 parts by weight of 31% hydrochloric acid and 23 parts by weight of 2-aminodiphenylsulfone were mixed.

125 parts by weight of ice was added to this hydrochloric-acid suspension. Then 13 parts by weight of a 40% sodium nitrite solution was added. At that time, increase the temperature to +4 by adding ice if necessary. C
It was kept at ~+10°C. After stirring for 2 hours, excess nitrite was removed by adding about 0.5 parts by weight of amidosulfonic acid.
It cleared up and became clear.

Then, with vigorous stirring, 23.8 parts by weight of 2-amino-8-naphthol 6-sulfonic acid was suspended in 110 parts by weight of water and added. Within 20 minutes, sodium acetate was added to bring the pH of the coupling mixture to approximately 1.5.

After the coupling has ended, the reaction mixture is heated to 90-95°C, followed by cooling with vigorous stirring and heated to 60-70°C.
The sample was aspirated at 0°C. It was then washed with 80 parts by weight of a 5% by weight aqueous sodium hydrogen sulfate solution. The well-sucked filter cake was dried at 100°C.

45 parts by weight of dye powder with a foreign electrolyte content of less than 10% by weight was obtained. The dye present in acid form was prepared in Example 1 (b
When tested as described under subsections ) to (d), this dye exhibited favorable properties similar to the dye prepared in Example 1(a). In addition, after the dye obtained by the coupling process is filtered out, it is washed with a monohydric sodium oxide solution, and then further washed with 60 to 80 parts by weight of ice water to remove the residual mother liquor present in the finished cake. It became even less.

Example 6 2200 parts by weight of 31% hydrochloric acid and 233 parts by weight of 2-aminodiphenylsulfone were mixed.

1250 parts by weight of ice was added to this hydrochloric acid suspension. Then, 133 parts by weight of 40% sodium nitrite solution was added dropwise. The temperature was maintained between +4° C. and +10° C., if necessary with additional ice. After stirring for 2 hours, excess nitrite was removed by adding 1 part by weight of amidosulfonic acid.
It passed through the abyss and became clear.

2-amino-8-naphthol-6 while stirring vigorously.
- 239 parts by weight of sulfonic acid were added in suspended form in 1100 parts by weight of water. Combine the coupling mixture within 20 minutes.
Add 2600 parts by weight of sodium acetate to adjust the pH to 1.2.
I made it one price. After the coupling is completed, the reaction mixture is
It was heated to 0°C, then cooled with stirring and drawn off with suction at 70°C. Then sodium hydrogen phosphate monohydrate 100
The sample was washed with 1000 parts by weight of an aqueous cleaning solution containing parts by weight. The well-sucked filter cake was dried at 100°C. Approximately 450 parts by weight of dye powder with a foreign electrolyte content of less than 10% by weight was obtained. Example 1(b) dyes present in acid form
Tests were carried out in the same manner as described in (d). The dye behaved similarly favorably to the dye prepared in Example 1(a). In addition to washing with an acidic sodium hydrogen phosphate solution after suctioning the dye obtained by the coupling process, further washing with about 700 parts by weight of ice water removes the dye present in the finished cake. The residual mother liquor and salt content became even lower.

Example 7 2200 parts by weight of 25% sulfuric acid and 233 parts by weight of 2-aminodiphenylsulfone were mixed.

1250 parts by weight of ice was added to the sulfuric acid suspension. Then, 133 parts by weight of 40% sodium nitrite solution was added dropwise. The temperature was maintained between +4° C. and +10° C., if necessary with additional ice. After stirring for 2 hours, excess nitrite was removed by adding 1 part by weight of amidosulfonic acid, and the mixture was filtered to clarify.

To this was added 239 parts by weight of 2-amino-8-naphthol-6-sulfonic acid suspended in 1100 parts by weight of water with vigorous stirring. Within 20 minutes, add 1800 parts by weight of sodium bicarbonate to the coupling mixture.
The pH was set to 0(7). After the coupling had ended, the reaction mixture was heated to 100° C., then cooled with vigorous stirring and filtered off at 70° C. with suction. The product was washed with an aqueous washing solution containing 330 parts by weight of sodium sulfate and 15 parts by weight of concentrated sulfuric acid. 1000 suctioned cakes
It was dried at C. Approximately 460 parts by weight of dye powder with a foreign electrolyte content of less than 10% by weight was obtained. Dyes present in acid form were tested as described in Examples 1(b)-(d). The dye behaved similarly favorably to the dye prepared in Example 1(a). Example 8 220 parts by weight of 31% hydrochloric acid and 233 parts by weight of 2-aminodiphenylsulfone were mixed.

1250 parts by weight of ice was added to this hydrochloric acid suspension. Then, 133 parts by weight of 40% sodium nitrite solution was added dropwise. The temperature was maintained between +4°C and +10'C with the addition of ice if necessary. After stirring for 2 hours, excess nitrite was removed by adding 1 part by weight of amidosulfonic acid, and the mixture was filtered to become clear.

To this was added 239 parts by weight of 2-amino-8-naphthol-6-sulfonic acid suspended in 1100 parts by weight of water with vigorous stirring. The coupling mixture was brought to a pH of 1.2 within 20 minutes by adding 2200 parts by weight of calcium carbonate. After the coupling has ended, the reaction mixture is heated to 90-95°C, then cooled with vigorous stirring and sucked off at 60-70°C. The product was washed with 2400 parts by weight of an aqueous washing solution containing 220 parts by weight of sodium sulfate and 10 parts by weight of concentrated sulfuric acid. The well-sucked filter cake was dried at 100°C.

Dye powder 460 with foreign electrolyte content less than 10% by weight
Parts by weight were obtained. The dye present in acid form was prepared in Example 1 (
Tests were carried out in the same manner as described in b) to (d). In this case, the dye showed a favorable behavior similar to the dye prepared in Example 1(a).It should be noted that after the dye obtained by the coupling process was taken up, it was treated with a solution of acetic sodium sulfate. By washing with 600 parts by weight of ice water in addition to washing, the residual mother liquor and salt content present in the filter cake was further significantly reduced.

Example 9 2200 parts by weight of 31% hydrochloric acid and 233 parts by weight of 2-aminodiphenylsulfone were mixed.

1250 parts by weight of ice was added to this hydrochloric acid suspension. Then, the sodium nitrite solution of 401) was added dropwise. At that time, adjust the temperature and add more ice if necessary.
It was kept at 4-+10°C. After stirring for 2 hours, excess nitrite was removed by adding 1 part by weight of amidosulfonic acid, and the mixture was filtered to become clear.

To this was added 239 parts by weight of 2-amino-8-naphthol-6-sulfonic acid suspended in 1100 parts by weight of water with vigorous stirring. The coupling mixture was brought to a pH value of 1.2 within 20 minutes by adding 2600 parts by weight of sodium acetate. After the coupling has ended, the reaction mixture is heated to 90-95°C, then cooled with vigorous stirring and sucked off at 60-70°C. Next, washing liquid 4
It was washed with 200 parts by weight. This cleaning solution was produced by mixing 120 parts by weight of rock salt, 45 parts by weight of 31% hydrochloric acid, and 1,400 parts by weight of water, and then supplementing with water to make 4,200 parts by weight. 100 suctioned cakes
Dry at °C.

465 parts by weight of dye were obtained. The salt content was less than 10%. The dye thus obtained or the dyeing made using the same is equivalent to the dye obtained in Example 1 or the dyeing made using this dye in terms of tone, color yield and fluidity (gelling properties). Ta.

Example 10 292 parts by weight of 2-aminodiphenylsulfone was added to 3101 parts by weight
) Added to a mixture consisting of 1190 parts by weight of hydrochloric acid and 650 parts by weight of water.

Then it was heated to 108°C. After 10 minutes, 2-aminodiphenylsulfone was completely dissolved.

To this hot solution, add 3,380 parts by weight of ice and 4,370 parts by weight of water, and within 10 minutes add 17 parts by weight of 40% sodium nitrite solution.
5 parts by weight were added and diazotization was carried out at +4°C to +10°C.
After stirring for 3 hours, excess nitrite was removed by adding amidosulfonic acid and filtered clear.

80 (Ff) of the 2-aminodiphenyl sulfone used
(which is 233 parts by weight) was diazotized and present as a diazonium salt in the effluent, while 20% (which is 59 parts by weight of 2-aminodiphenylsulfone) remained unchanged. There was too much leftover inside the cake. This part could be added back into the new preparation. 239 parts by weight of 2-amino-8-naphthol-6-sulfonic acid were added to the solution of the diazonium salt in the form of an aqueous suspension while stirring vigorously.

The coupling mixture was brought to a pH value of 1.2 within 20 minutes by adding 1470 parts by weight of sodium acetate. After the coupling is complete, the reaction mixture is heated to 90-95 °C, then cooled with vigorous stirring and heated to 60-70 °C.
Fiction was taken at ℃. Then, it was washed with 4,200 parts by weight of a washing liquid. This cleaning solution contains 120 parts by weight of rock salt and 31%
It was produced by mixing 45 parts by weight of hydrochloric acid and 1400 parts by weight of water, and then supplementing with water to make 4200 parts by weight. The well-sucked filter cake was dried at 100°C. 465 parts by weight of dye were obtained. The salt content was less than 10%. The dye thus produced was used in Example 1(b).
The test was carried out in the same manner as described in (6). This dye is
It behaved similarly favorably to the dyes prepared in Examples 1 or 9. Example 11 2-Aminodiphenylsulfone 2339 was added to a mixture consisting of concentrated sulfuric acid 5009 and 540 g of ice.

40.6% nitrosyl sulfate 31 at +8°C to +15°C
79 was added dropwise to diazotize the mixture. After stirring for 2 hours, excess diazotizing agent was removed with amidosulfonic acid 19.

Then, ice water 12509 was added, and 7 solutions were passed through to make it clear. Dye synthesis (coupling) and post-treatment were then carried out in the same manner as described in Example 9 above.

The dye thus obtained or the dyeing made therewith is equivalent in terms of shade, color yield and flowability (gelling properties) to the dye obtained in Example 1 or 9 or the dyeing made with this dye. It was hot. Example 12 50 parts by weight of the dye produced in Example 1 was mixed with 48 parts by weight of sucrose, 1.5 parts by weight of an adduct of 10 moles of ethylene oxide and 1 mole of tallow fatty alcohol, and 0.5 parts by weight of a mineral oil-containing dust remover.
It was pulverized together with parts by weight.

A readily soluble dye preparation with good wettability was obtained.
With this product, wool and polyamide fiber materials were dyed homogeneously in bright bluish-red tones. Example 13 45 parts by weight of the dye prepared in Example 2 was mixed with 5 parts by weight of C.I. ．．
48 parts by weight of Acid Bull 401 maltodextrin,
It was milled together with 1.5 parts by weight of an adduct of 10 moles of ethylene oxide and 1 mole of tallow fatty alcohol and 0.5 parts by weight of a mineral oil-containing dust remover.

A readily soluble dye preparation with good wettability was obtained.
With this product, wool and polyamide fiber materials were uniformly dyed in strong bluish-red tones. Example
14 40 parts by weight of the dye produced in Example 9 was added to 10 parts by weight of C.
J. Acid Dred 73, 48 parts by weight of sucrose, 1.5 parts by weight of an adduct of 10 moles of ethylene oxide with 1 mole of tallow fatty alcohol, and 0.5 parts by weight of a mineral oil-containing dust remover were pulverized.

A readily soluble dye preparation with good wettability was obtained.
With this product wool and polyamide fibers were dyed homogeneously in a weak bluish-red shade. Example 15 233 parts by weight of 2-aminodiphenylsulfone was added to 1040 parts by weight of 45.7% sulfuric acid.

40.60/) Nitrosyl sulfate 31 at +8°C to +15°C
7 parts by weight was added dropwise to diazotize. One part by weight of amidosulfonic acid was used to destroy excess diazotizing agent. Then, 1250 parts by weight of ice water was added, and the diazonium salt solution was then filtered to make it clear. Add 2-amino-8-naphthol-6-sulfonic acid 23 to this while stirring vigorously.
9 parts by weight were added in suspended form in 1100 parts by weight of water. The coupling mixture was brought to a pH value of 1.2 within 20 minutes by adding 2600 parts by weight of sodium acetate. After the coupling has finished, the reaction mixture is heated to 90-95°C, followed by cooling with vigorous stirring to 60-70°C.
It was aspirated. Then, it was washed with 4,200 parts by weight of a washing liquid. This cleaning solution was produced by mixing 120 parts by weight of rock salt and 45 parts by weight of 31 (Ft) hydrochloric acid in 1400 parts by weight of water with stirring, and then replenishing the mixture with water to make 4200 parts by weight. The well-sucked filter cake was dried at 100°C. 460 parts by weight of dye were obtained. The content of common salt and sodium sulfate was less than 10%. This dye was tested as described in Example 1. This dye showed favorable behavior similar to the dye of Example 1. Embodiments of the present invention are described below: (1) A dye prepared according to the claims, a non-ionic regulator, and optionally a dedusting agent, a wetting agent and a nuanced dye. Dye preparations containing.

(2) Methylcellulose as a nonionic regulator;
The dye preparation according to item (1) above, containing dextrin, maltodextrin or sucrose.

Claims (1)

[Claims] 1 2-Aminodiphenylsulfone is mixed or dissolved in an aqueous mineral acid and then diazotized to a p of 0.5 to 3.5.
H-value with 2-amino-8-naphthol-6-sulfonic acid, the pH of the coupling being adjusted by adjusting the acid binding properties of inorganic acids or saturated aliphatic carboxylic acids with 1 to 3 carbon atoms. The suspension of the resulting dye is carried out with alkali metal salts or alkaline earth metal salts and
characterized by heating to 130°C, filtering or centrifuging at 30-100°C, and washing the dye obtained with an acidic aqueous solution of 1.5 to about 10% by weight of an alkaline salt of a strong mineral acid. C.I. with improved application properties in the form of dye acids, with a foreign electrolyte content of less than 15% by weight. I. A method for producing Acid Red 42.