DE2038411A1 - Process for dyeing or printing cellulosic material - Google Patents

Description

YSB CHEHIEKOMBIHAT BITXEBfSLI) Bitterfeld, April 30, 1970

4.04.20 / 1518

Inventor: Prof. Br «Dr. h.o. friedrioh Wolf, Leipzig Sr Gerhard Wolter, Wolfen Dipl.-Chem. Fritz Kleine, Leipzig

Yerff-liTen Bp i p fffrben or Bedruoken clay cellulosic materi al

The invention relates to a method, which nan oellulo sehalt ige s material, such as fibers or textiles, with Soluble dyes or pigments can be colored or printed with the production of a solid chemical compound between fibers and dye through the use of a crosslinkable η compound · This means that there is no dyeing · Such processes are already known (see Seutsohe Interpretation sohrift 1 074 002 or Baungarte, Melliand Textüberiohte / £, 14 32/6) Establishing the solid connection «wipe dye and

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Cellulose fiber used for crosslinking compounds which have K-methylol groups or vinyl groups. Such compounds are, for example, DimethyIo1-ethyleneureas, Kethylolamine or Triacryloylperhydrotriazin.

However, the compounds mentioned are hydrolyzable and therefore do not guarantee a firm bond between the dye and the cellulose · In addition, they are relatively expensive ·

The task was therefore to develop a process using crosslinking substances which a permanent bond between dye and cellulose guarantees, is economically advantageous and technically easily accessible crosslinker can be used

Cellulose-containing material is colored according to the invention or printed with water-soluble organic dyes or pigments containing reactive groups, that liquid condensation compounds of ketones and formaldehyde are still used as reactive crosslinkers and crosslinking by adding alkalis or by thermal treatment. They use well-known dyeing aids or wetting agents that do the curoh dyeing promote is beneficial.

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2038VM

They produce liquid condensation products by alkaline condensation of ketones with formaldehyde in a molar ratio of about 1: 2 to about 1: 4. Suitable Ketones are, for example, acetone, methyl ethyl ketone, Methyl propyl ketone, diethyl ketone, dipropy! Ketone, cyclohexanone or Me thy! cyclohexanone. The ketones can partly be replaced by phenols, for example hydroxybenzene or p-cresol, to be replaced

You can have different dyes having reactive groups The following dyes can be used for Hit Torteil:

Azo dyes, phthalocyanine dyes, azine dyes, Thiazine dyes, oxazine dyes, xanthene dyes, Acridine dyes, triphenylmethane dyes, stilbene dyes, Anthraquinone dyes.

They can be used individually or in a mixture with one another. About the scope of disposal and the possible combinations accordingly, the dyes are selected from the various classes upon application of mixtures according to the resistance to temperature and! • ioht.

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The organic dyes must have iodine or bromine or condensation-capable groups as reactive groups have from the legs of the unsubstituted or substituted amines, the unsubstituted or substituted Carboxylic acid amides or sulfonic acid amides or carboxylic acid hydrazides of the carboxylic acids or their esters with alcohols, pormamidine, hydraaino compounds or the mercaptans · Thus the dyes must contain the following groupings, where B is any Substituents and B, j mean any hydrocarbon radical:

- I; - Br; - bra ₂ ; - HHR; -

- CONHB; - SO ₂ NH ₂ ; - SO ₂ NHB; -

- CONHNHE; - COOH; - COOB .; -

- NHNH ₂ ; - SH.

Dyes with other groupings can be used if these groups are capable of condensation. Azo dyes, which have hydroxyl, amino or carboxy groups in ortho division to the azo group can optionally also before the condensation reaction is carried out by treatment with cobalt or chromium-releasing compounds be converted into metal complex dyes

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The method according to the invention can be carried out take place in different ways so you can first of all the dyes in an amount of about 5 to 75 percent by weight, preferably 25 to 35 percent by weight in the liquid condensation products of ketones and formaldehyde dissolve, small amounts of alkalis or acids and also known dyeing auxiliaries are added can · Just before carrying out the staining of the cellulose Materials, for example on the padder, or before printing, the dye solution is used amount required to initiate the heavy reaction an alkali, about 1.5 to 3.5 percent by weight based on the total mass of the paint, added and steamed about 2 to 10 minutes after the dye mixture has been applied to the material to be dyed.

You can also apply the organic dyes, dissolved in water, to the cellulose-containing material and then the " Condensation product from ketones and formaldehyde, slow-acting. Apply borrowed with the addition of an alkali or the reactive reaction by thermal treatment · With this procedure, intermediate drying of the with the dye treated dyed goods may be an advantage

The organic dyes are used in an amount of about 0.1 to 3 percent by weight, based on the

1 0 9 δ Ur ₁ ι ' a ι -)

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sastsenge dee color taneatsesc

Hit of the process according to the invention receives aan coloration with very good lafieohtheit and achieved covalent bonds between the dye and the Beaktirrernetiser on the one hand and the cell reading material and the fieaktlwernetser on the other hand · This is a solid, non-hydrolyzable re connection of dye - active agent - cellulose manufactured·

The following examples are intended to explain processes according to the invention.

Example 1:

50 ml of a 30 $ lgen solution of a Konde & sationspro & tiktes from 1 lol loeton and 2 moles of formaldehyde at 50 ⁰ C heated · In this solution, 0.5 g of a dye from aniline, coupled to Carbasiiinometliylpjrazolen, · dissolved Sann added to the solution. 2 , 5 si bucket 25 $ igea solution of a textile auxiliary, which in the wemmtllohea consists of a mixture of τοη llkylsnlfonateii, 4U ^ lsulfamid _f PclyRtfey lenadducts, Sohwerbensin (bp. 120 to 160 ⁰ C) wßä hydro- »aromatics, hiasm- fit >& h. 1 si k © mi © atrated sodium hydroxide solution and 1.5 si bucket of 25 $ tg @ m via? Ig © ii i © da solution into the entire face *

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The whole mixture is padded at room temperature on cotton fabric and then the fabric is for 4 minutes Bit Daapf treated at 120 ⁰ C · The result is a glowing, greenish yellow dye with very good Haßechtheiten.

Example 2:

A solution of 0.5 g of the dye from Example 1 in 60 ml of water is applied to cotton fabric on the foulard and then briefly dried. 50 μl of a 30% solution of a condensation product of 1 mol of methyl ethyl ketone and 2.5 mol of formaldehyde are then added applied to the pad to the textile material and the same at 110 ⁰ C for 5 minutes with steam treated. this gives a brilliant yellow dyeing having very good Haßeohtheit.

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Claims (1)

2038 ^ 11 - 8 - 4 * 04 * 20/1518 Claims 1 · Process for dyeing or seduction of cellulosic! Material using a crosslinking compound, characterized in that the Coloring with water-soluble organic dyes or pigments and containing reactive groups liquid condensation products from ketones and Formaldehyde using alkalis and / or thermal treatment Process according to Claim 1, characterized in that the organic dyes are azo dyes, phthalocyanine dyes, azine dyes, thiazine dyes, oxazine dyes, xanthene dyes, acridine dyes, triphenylaethane dyes, stilbene dyes, Anthraquinone dyes or mixtures thereof are used which have iodine or bromine or groups capable of condensation from the series of unsubstituted or substituted amines, unsubstituted or substituted carboxamides or Sulfonic acid amides or carboxylic acid hydrazides, of the carboxylic acids or their setters with alcohols, of the formamide, the hydrazino compounds or the mercaptans 109846/1813 2038111 - 9 - 4 04.20 / 1518 3. The method according to claims 1 and 2, characterized in that formaldehyde condensate ion products based on acetone, ethyl ethyl ketone, methyl propyl ketone, diethyl ketone, di-propyl ketone, cyclohexanone or methylcyolohexanone can be used 1098A6 / 1813