DE1269588B - Low-dust, powdery coloring preparations - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY

GERMAN

PATENT OFFICE

EDITORIAL

Int. Cl .:

Number:
File number:
Registration date:
Display day:

C09b

German class: 8m-13

1,269,588
P 12 69 588.4-43
June 30, 1964
June 6, 1968

It is known that coupling of diazotized aromatic amines with cyanamide or the alkali metal or alkaline earth metal salts thereof water-soluble diazoamino compounds, which are used for Production of water-insoluble azo dyes on vegetable fibers are suitable. Such diazoamino compounds in powder form, however, they generate a lot of dust.

The dust is physiologically very unpleasant, as it causes sneezing and coughing as well as swelling of the Mucous membranes of the nose and throat. This is likely to be a reason for such So far, diazoamino compounds have not found their way into practice.

The present invention relates to low-dust, powdery coloring preparations, consisting of

a) a diazoamino compound of the general formula

R-N = N-N-CN

Me

where R is an aromatic radical and Me is a monovalent radical of an alkali or alkaline earth metal means,

b) an aliphatic hydrocarbon or a mixture of aliphatic hydrocarbons with 8 to 18 carbon atoms and

c) a surface-active agent of the general formula

Ri

R - SO ₂ - N - Alk - COOMe

wherein R is an alkyl radical having 8 to 18 carbon atoms, Ri is a hydrogen atom or a low molecular weight alkyl radical, Alk a straight-chain or branched alkylene radical and Me denotes an alkali metal radical, and optionally

d) an inorganic salt and

e) a condensation product of an aminoalkylsulfonic acid and a higher molecular weight Fatty acid.

The dye preparations described above are obtained in such a way that the diazoamino compound with the compounds specified under b) and c) and, if necessary, with the aid of the compounds specified under d) and e). For the treatment of the diazoamino compound dust arms, powdered coloring preparations

Applicant:

Farbwerke Hoechst Aktiengesellschaft
formerly Master Lucius & Brüning,
6000 Frankfurt

Named as inventor:

Dipl.-Chem. Dr. Hasso Hertel, 6050 Offenbach

mixtures of the hydrocarbons mentioned and alkylsulfamidoalkylcarboxylic acids can also be used Use salts that can be obtained as follows:

Fractions of higher molecular weight aliphatic hydrocarbons from the boiling range from about 150 to 35O ^C C are reacted simultaneously with sulfur dioxide and chlorine by conventional methods. It is expedient to work in such a way that only about half of the hydrocarbons are sulfochlorinated. The sulfochlorination mixture is reacted with ammonia or primary amines and further condensed with halocarboxylic acids. This gives higher molecular weight alkylsulfamidoalkylcarboxylic acids which also contain a larger proportion of unchanged hydrocarbons and proportions of sulfamides and are converted into the corresponding salts in the known manner.

The ratio of alkylsulfamidoalkylcarboxylic acid to hydrocarbon is usually between about 2: 1 to 1: 2. In this range occurs when the low-dust powder is used later Textile dyeing does not show any hydrocarbon deposition.

In order to achieve the best possible effect with a certain amount of dedusting agent, it is necessary to to bring the dedusting agent as intimately as possible into contact with the diazoamino compound. The best way to do this is to use the dust extractor in an intensely effective manner Mixer is added to the diazoamino compound and then the mixture in a suitable mill, e.g. B. one Cross beater, beater pin or pin mill, grinds. There is another possibility of grinding therein, the dedusting agent continuously during the grinding of the diazoamino compound into the To be brought into the mill or into the primary crusher.

809 558/338

The amount of dedusting agent to be used, which does not adversely affect the shelf life of the product, depends on the type of diazoamino compound. For example, if you use a mixture of roughly equal parts aliphatic! Hydrocarbon and surface-active agent, it is about 7 to 15%, calculated on a 100% diazoamino compound. In practice, however, dyeing preparations are generally used which, for reasons of manufacturing and application technology, in addition to the diazoamino compound, also inorganic salts, e.g. Alkali metal chlorides, alkali metal sulfates, alkali metal carbonates or alkali metal phosphates, and / or organic compounds, such as, for example, alkali metal salts of ethylenediaminetetraacetic acid, condensation products of aminoalkylsulfonic acids and higher molecular weight fatty acids, dialkylnaphthalenesulfonic acids, or condensation products of formaldehyde with naphthalenesulfonic acids, generally contain a dyno-benzoic acid. which is between about 30 and 70 ⁽⁾ / o. For their dedusting, when using a mixture of about equal parts of aliphatic hydrocarbon and surface-active agent, about 2.5 to 11% dedusting agent is required.

The effectiveness of the dedusting agent is expediently by means of a photoelectric method checked. For this purpose, a substance sample is dropped through a downpipe into a measuring box, in which - laterally offset against the downpipe - a lamp and a photocell opposite it and reads them on the galvanometer, appropriately calibrated in percent permeability the dusting caused a weakening of the luminous flux.

As diazoamino compounds of the formula I for the low-dust, powdery according to the invention Dye preparations come z. B. the coupling of diazotized primary aromatic amines with Cyanamide or its alkali metal salts obtainable by the process of German Patent 614 198 Connections into consideration.

As aliphatic hydrocarbons having 8 to 18 carbon atoms, for. B. octane, dean, Dodecane or octadecane or mixtures of aliphatic hydrocarbons, such as those used, for. B. at the Fischer-Tropsch synthesis (boiling range about 150 to 350 "C) can be used.

The reaction products of alkyl sulfochlorides are used as surface-active agents of the formula II or of mixtures of alkyl sulfochlorides with aliphatic aminocarboxylic acids or the reaction products of alkyl sulfamides or of mixtures of alkyl sulfamides with aliphatic Halocarboxylic acids into consideration, as z. B. obtained by the process of German patent 767 071 will. This is particularly suitable by reacting mepasinsulfamide with chloroacetic acid Sodium mepasinsulfamidoacetic acid sodium.

example 1

944 g of a 68% strength diazoamino compound are obtained in a plow shovel mixer with a capacity of 51 diazotized l-amino-2,5-dichlorobenzene and sodium cyanamide, 127 g of a condensation product (A) mixed from oleic acid chloride and N-methyltaurine and 544 g of anhydrous sodium sulfate. Simultaneously 92 g of a mixture (B) of approximately equal parts of mepasin and mepasinsulfoamidessigsaurem are left Run in sodium. When the mixture is complete, it is carried out on a Condux cross beater mill ground without a sieve insert. A dyeing preparation is obtained whose dust formation is only V30 of that of an untreated preparation.

Example 2

If one works in the manner indicated in Example 1, but uses 1210 g of a 71.5% strength diazoamino compound from diazotized 1-amino-2-methyl-5-nitrobenzene and sodium cyanamide, 201 g of the condensation product A and 251.5 g of anhydrous Sodium sulphate and 87.5 g of the dedusting agent mixture B, the result is a dye preparation whose dust formation is only ^! / w is that of an untreated preparation.

In a similar way, the diazoamino compounds from diazotized 1-amino-2-methoxy-4 - nitrobenzene, 1 - amino - 2 - methyl - 5 - chlorobenzene, 1-amino-i-methyl-4-nitrobenzene or 1-amino-2-methyl-4-chlorobenzene and convert cyanamide sodium into a low-dust form.

Claims (1)

Claim: Low-dust, powdery coloring preparations, consisting of a) a diazoamino compound of the general formula R-N = N-N-CN Me wherein R is an aromatic radical and Me is a monovalent radical of an alkali or Alkaline earth metal means b) an aliphatic hydrocarbon or a mixture of aliphatic hydrocarbons with 8 to 18 carbon atoms and c) a surface-active agent of the general formula R - SO ₂ - N - Alk - COOMe wherein R is an alkyl radical having 8 to 18 carbon atoms, Ri is a hydrogen atom or a low molecular weight alkyl radical, Alk a straight-chain or branched alkylene radical and Me denotes an alkali metal radical, and optionally d) an inorganic salt and e) a condensation product of an aminoalkylsulfonic acid and a higher molecular weight Fatty acid. Documents considered: German Patent No. 830 501. When the registration is announced, a test report and a blackboard with color pictures are included has been laid out. 809 555/3 »5. St O Bundetdruckerei Berlin