DE2209107A1 - Process for dyeing cellulosic textile materials - Google Patents

Description

PATENT LAWYERS
DR.-ING. H. FINCKE DIPL.-ING. H. BOHR DIPL-ING. S. STAEGER

Telephone: '26 60 60

Folder 22812 - Dr, Case Dd 23639

8 MUNICH 5, Müllersfraee 31

25th FEB. 1972 2209107

κ.

Imperial Chemical Industries ltd. London, Great Britain

Process for dyeing cellulosic textile materials Priority: 25-2. 1971 - Great Britain

The invention relates to a new dyeing process and calibration in particular on a process for dyeing cellulose textile " materials with dyes that react with cellulose

Dyes that react with cellulose have been commercially available since 1956. Since that time, a relatively large number of such dyes have been developed and

0 9841/1117

offered. All of these dyes contain sufficient sulfonic acid groups that they are water-soluble, and at least an atom or a group which b «w. which in the present an alkaline substance alt the hydroxyl groups of cellulose can react, eo that the dye or the dye residue after the splitting off of this atone or this group bit de » Cellulose molecule is linked oovalently. Dyes that bound to cellulose in this way are much more resistant to vaechen than water-soluble direct dyes, which have been used up to now * When applying, however, part of the dye is constantly hydrolyzed into an inert dye, which does not react old to the cellulose molecule and would result in a bad smoothness if it remained in the material. Since with the introduction of reactive dyes it was therefore common that the colored or printed materials with beactive dyes in the Rahe of the boiling point with a soap or Detergent solution has been carefully washed to remove the dye which does not react with the cellulose Has.

As opposed to this, dyeings with direct dyes are used After the dyeing process, only rinsed with warm water and optionally with a cationic agent or a Metalsais aftertreated to make bath baths and possibly also See below to remove any dye that is loosely adhering to the surface of the dyed material. The susätsliohe purification that takes place in Reactive dyes are common, significantly increases the cost of the dyeing process with these dyes; so far but could then not be earned.

But it was now possible to use a class of reactive dyes define below, where the usual cleaning process can be omitted, but which still result in coloration,

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22Q9107

which are only slightly inferior in authenticity Vials and other wet treatments also include commercially available beactive dyes, but a much higher one Have authenticity than those made with direct dyes. These dyes show a characteristic Change of - Substantitritftt in salt solutions different Eonsentrations when applied under the conditions defined below. They test conditions that are used to define whether a dye is suitable or not not, are as follows:

5 »! Portions of a solution of 0.5 Ig of the pure dye in 100 ml of distilled water are diluted according to the following table:

portion

20% cook
saline solution (ml) Ml water) 0 95 0 95 10 85 20th 75 30th 65 40 55 50 45 60 35

1 2 3

5 6

7 8

Portion 1 is used as a "comparison" solution. The portions

2 to 8 are used as dye baths to dye 5 g portions of either cotton hanks or viscose rayon fabrics EU. The solution is heated to 80 ⁰ C, and then the material is added and dyed under uniform Hühren,

209841/1 1 17

and ßwar YoraugBfii.i.se ja ei aar J.ebOi'fsrbmaschine .. IJaeb. For 60 min, a 2 ml sample of the dye fluid is diluted to 50 μl with the idle water, whereupon the optical density is measured with a spectral photometer and with the optical density of a similar one Orphan \ * rdüanteu ProVe of portion 1 is left. The difference in the optical density is used in the usual way to calculate the adsorption of these dyes.

The classes of dyes that are used in the new dyeing process are those whose exhaustion on cotton and Viakoserayoareeern fall between lines A and B of the drawing attached to this application «when in this way upset

Thus the invention provides a method "for the dyeing of cellulose text ilma berialien vorgeschlagen- which wird- carried out by reacting the material is Gage Wart of aqueous alkali with eiaeiu water-soluble and reactive with cellulose Farbetof.f the above-defined class treated and -Closing aaa treated material on the removal of dyebath additives, whereby at most one rinse with water is used for the washing stage.

As stated above, cellulose must be reactive Dyes contain an atom or a group, which or which react with the hydroxyl groups of cellulose can, so that the dye or the dye residue is covalent is linked to the cellulose molecule. From literature is a large number of substituents are known to have such Groups included. Examples include: vinyl sulfone and aliphatic sulfone groups containing a halogen atom or sulfate ester groups contain in the B-position sum a sulfur atom, e.g. ß-Ohloroethyl or ß-sulfatoethylsulfone and ß-sulfato & thylsulfonylamino groups, atß-ungBH & saturated acyl radicals of

209841/11 17

aliphatic carboxylic acids, such as acrylic acid, acrylic acid, propiolic acid, ifeleic acid and mono- and diehloro «maleic acid, -» ie also the alkyl radicals of acids that contain a substituent, which reacts in the presence of alia with cellulose or polyamides, such as, for example, radical a halogenated aliphatic acid, for example ß-chloroacetic acid and ß-broiao-propionsäi.u ⁱ 's mia O ₉ ß-dichloro and ß-dibromo-propionic acid. Other examples of groups capable of reacting with cellulose or polyamides are tetrafluorocyclobutane carbonyl, trifluorocyclobiatencarbonyl, tetrafluolocyclobutylethenyl-carbos ^ l · - iri: fluorocyclobutsnäthenyl-carboayl and heterocyclic 'Hadikalsniden with at least one ring of polycyclic or 3 nitrogen atoms in the cell. © contain active subscribers on a carbon atom of the ring

Examples of such heterocyclic radicals are: SjJ-Mehloro-quinoTcalin-S- or «e-sulfonyl- ™., 2,3-Bichloroquinoxaline-5 ~ or -S-carbonyl-, 2 * 4-Diehloro ~ ohinosgoline-6 or -7-ßulfonyl- 2, ^, 6-Trlchlo3iO-chinazoli2i-7 ~ © de :? -8-sulfonyl-, 2.Λ »7- or 2 _t ^» 8 »- 'J? Richloro ~ chlnaEoiin-'6« sulfo ~

2 ^ -Dichloro-pyrimidine - ^ - carbonyl-, 1- (Hieayl-4-carboayl) · 4,5-thief.loro -pyridase-, 1 - (Phenyl-4 ~ sulfonyl) ~ &,! pyridazon and especially s-triazin-2-yl «uad yl or -4-yl« radicals which are attached to miadestsns elasr of the remaining 2-, 4- and 6-stal.lung: © n folgsnaas eafchaltaxi: a bromine or Torsmgswsisa chlorine atom, a Sulfonsäsirsgruppe, eiae thiocyanato, an aryloxy "or? a: i ylthio with a elsktronegativen Substituanfcen as sB SuIfophenoxy _s SuIfophenylthio, Hitmsulfophenorxy, Disulfophenoxy and Sulfonaphthoxy, or a group of E'ormel

209841/1117

Q *

S - Q ^ Y ¹ (1)

where Y represents a group from Afco which is necessary to form a 5- or 6-membered heterocyclic ring which may carry substituents or form part of a condensed Hingeratene} or a quaternary ammonium group, such as 3.B. Pyridinium group; or a group of the formula

Λ C

in which H and Ir each represent the same or different alkyl, cycloalkyl, aryl or aryl groups, or R and B? together with the nitrogen atom form a 5- or 6-membered heterocyclic ring; or a group of the formula

S-C (5)

6 7

where R and R 'can be the same or different and each represent a hydrogen atom or an alkyl, aryl or aralkyl group *

In those cases in which the fyrimidine ring or triazine ring only bears one such reactive substituent " the ring may have a non-reactive substituent on the remaining carbon atoms

209841/1117

BATH ORIGINAL

"n'.cIit-reactionafeMsj'sr Substitueafc"iöt; ejt \> · group meant «, which is represented by a covalent« ·. Bonding to a carbon atom of the triacine or pyrifflidia chain is ge ~ "bunfiaa., The covalent bond being due to those conditions which, in the case of bonding d * 3 reactive dyes ^:! 3Π _β aJ.cht breaks.

Sler for such substituents are primary amino and rlgruppan, as well as mono- or di-substituted aminof.'T.pOii, «" Etherified hydroxyl groups and ver & therta Ifercapto-Im Case of substituted amino groups

β mono and. M & lkylamine groups

The alkali groups are preferably at most 4 carbon β ei show, where. 3.1e also other subscriptions. oat hold like a.B hydroxyl or alfcoxy groups "and phenyl-naphthylatainograippent iv-elche preferably sttlfon-

contain; partly FaI Ie of etherified ». H7- and Het? Capto ^ rupx> ea includes this class of example AlkoaEy and Aikylthio groups .. 7oi ^: EUgsw © is9 those with f ^ sip Molektt. "Tari5» wiö * t: b ». Ie s» lcho with to to 4 · coals «stofl> .- 5oaon, as well as! Pb ^ csry-j Pheiiyltb.io- ·, üfephtho ^ * - or Haplith ^ lthiogruppsn.Spesiells example® for all these kit seeds are: Hauhyliicii.no-, Ithyiaiaino - ,, Dirnethylamiao-, ß-Hjdroicyäth.ylamino-, di (.beta.-hydroxyethyl) ~ amiao · -, ß-Chloroäth ^ lamino-, Oycloheasylamino- ₅ anilino, Sulfophenylamino-, Sia-Jtlfophenylamino _"t l" Ifethylsulfophenylamino? -, H-ß-Hydroxyäth; rlsulfophenylamiao - mono-, di- and tri-sulfonaphth ^ laairo-, sulfo-o-tol.vlamino-, Oarboxyphenyleroino- and SuIfoca ^ oryphenylamiao-, li-nö-SulfcmetliylphenylaKiao-, MsthoxyylphenylaKiao-, Msthoxy-tol.vlamino- _T Ä *: hos-T » xuLÖ Butory- * Fhesioxy ·» »Hethylphenoxy- and Öhloro-ρΙϊί ^ 'Πΰ ^ εν-sovcu'i PSbiiia, /.' SthiogruppesA. Ohloratome or C; faaOf »Ni +; ro ' _t Oarboixy- and Garbalkoxygruppes. in the 5-position * is pvriiaic! / ix «atiikal8 fall, at the same time generally. the category

QXt Subatitueftten « 2098A1 / 1117

a-fcerieLleo., which can be colored by the new process? .. B. <B &ujEU'olle,Viskose.rayon,> einachlasslicj .; polynosic and regenerated cellulose with planing nfifiaodul ,. Linen and essentially sellulosic textile materials in the form of loose fibers. JCaiamztigea, Yarns _t twisted, woven, knitted, braided, or otherwise intertwined or non-woven mater; » Albania, as well as mixtures of the fibers, and with others. Materials, for example, solid, nylon, polyester and acetate or acrylic materials.

The application of reactive dyes and fixation on the textile material can be carried-drive Vet by each that used in the Prasiis or au "the literature are known, but I will work to Veecb.etufe because ö.w veeentlLcha different dos jxenm Veriabi-ov ^ s in the --mg. Λρ: < ^! u ^ iiöb ^ n Wasch3tv.re '.i ^ gt. So kör ^ iv. * ?. kon.tl-

Procedure used for the application · to be «Vfeiterhir. it is not certain that the dye and the alkali applied to the textile material from a single container Verdert, since it is possible, for example, the textile fabric impregnate with a solution of the dye and then with or without drying in between to be impregnated with an alkaline solution, so that the application of the dye in Presence of aqueous alkali

Typical application methods are z-B ^

(a) DaG material may be in the tub _t dor on the reel, or in a

circulating dyeing machine or on the jigger in a aqueous saline solution of the dye can be colored, wherein

the alkali is present from the start or in one or more Poi * tioneE after a Zoit sugogebec, becomes, wean ela part of the

2098A1 / 1117

BATH ORIGINAL

Ben ^: 'a Facbat ^ iT-j "b ire.it; μ duvet ·, dna Mat ^ r. * 1 a.h'M> :: h \ tv'j wordo * ?. i / j';. iUaeea procedure is heooadera gaeifoet for ei -imsn.

Salribade

iapieJ.ä. for Saltse _t ^K * ^ ^ Ur the Ha ^ ötdllung used wei ^ don, aiad iJat ^ i-aiiiil.l ^ r.id uad Salz.teon23ßbra'c ^: ioa «n - / on 30 g /? . bi.a ICO g /. \ who

most frequently

Examples * of alkaline substances that can earth the ji'a. ^ Stofr ssugegeb ^ ii v / are * alkali metal hydroxides, phosphates, -CciJL-tioaafee and bicarbonate. Ia t1i.X3eaei2.en the alkali used are xmä. the "Plisrbstomperatuise _{t is} chosen that it follows the cellulose-reactive grouping in the? arbß" Οχ / eatsprochea. 'üirpisuhe, Eepi'eb.lwngea si M ^ i ©:

reactive

alkali

Monochlc po ^ s ™ οτϊ.ΐΆΖί.ϊϊ ^ Λ.ιι $ ιΊ.τιο 80 ⁰ C Nat r iumoai'boaa t Di chloro-a-fcri a ^ iioyl ara: l at * 3O ⁰ O - do - Dichl oropyr.imidir., 7lamiii c> 40 ⁰ C Tr inet rl unipho splia t TrichloropyrA midinylamino
odor 4Ü ° ()
80 ⁰ C - do -
Sodium carbonate Dichlorophthalic carbonyl 80 ⁰ C iiatrium carbonate You lorochinoxal inylc arbony.l 40 ° C - do - AcryloylamiAo 60 ° C Uatrlumcarboaat +
caustic soda

Dichloropjrimidylcarbonyl Sulfatoethylsulfonyl

3ü ° 0

Sodium & carbonate

209841/1117

The indicated temperatures are recommended when the alkali is added to the dye bath. With one or two Auenahmen, particularly at dichloro-s-triazinylamino, it is possible to perform the impregnation with the coloring in a neutral or slightly acid solution at up to 13O ° C _t assumed that the temperature before the addition of alkali to its normal value is reduced.

(b) Another application method is that the material is padded in a dye solution, which preferably contains a migration inhibitor, such as an alkyl naphthaline sulfonate, a mild oxidizing agent such as sodium mnitrobenzene sulfonate and, if necessary, a solubilizing coat, such as z. B * urea, contains what uiati would like to accrue after intermediate drying, the material is immersed in an alkaline salt solution. The further immersion can be carried out, for example, by "padding, in which case the material can be heated with infrared heaters or baked or steamed for a short time in order to accelerate the reaction between the dye and the cellulose." Alternatively, immersion on the jigger or on the reel odar be carried out in basins, in the softest case the general conditions described under (a) apply «

(c) Another method of application consists in "padding the material in a dye solution containing the alkali and then heating or steaming the material as in (b) above or putting the material in a thin shell," to prevent evaporation, and then the material stored in a moist state for a few hours to a To cause reaction between the dye and the cellulose. With this procedure, it is often common to use a to use stronger alkali than in the process described under (a). So sodium carbonate can be mixed with diohloro-

209841/11 17

- 11 -

triazine dyes can be used, the reaction time of 2 hours being common, while dyes having a group with low reactivity can be fixed using a caustic alkali or trisodium phosphate and a reaction time of 24 hours or longer.

As stated above, the staining method is different from the dyeing process normally used for reactive dyes by omitting the usual cleaning stage » This is different from applying direct dyes dyeing process according to the invention by the concentration of the Salt and alkali which are present in the staining solution.

Even before the advent of reactive dyes, it was known that adding small amounts of sodium carbonate or sodium carbonate to dyebaths containing iron dyes would produce a useful effect. Such an effect consists in the fact that the tendency of many direct dyes is counteracted ^ to precipitate in hard water or under acidic conditions. The latter conditions can arise, for example, when acid from previous treatments remains on the fabric. A second effect is that it acts as an inhibitor to some extent in the case of dyes with high substantivity. The amount of alkali added for this purpose is small and independent of the shade depth. Typical recommendations are: approx. 3 g / l for pitting solutions with continuous coloration; Cb) for non-continuous processes, for example on the jigger or on the Haspol 0-5 «2% by weight of the material to be dyed. Zn practice, but at least 1 g / l used as smaller Kengen at liquid / goods ratios ron 10: 1 or would be used woniger.

209841/1117

In the case of reactive dyes !! however, takes the added Alkali participates in the chemical reaction between the dye and the cellulose molecule, which is why the amount used is frequent is related to the depth of dye. So when dyeing cotton with dichloro-s-triazine dyes are the published recommendations for the use of sodium carbonate and sodium triphosphate as follows:

continuous dyeing 5-10 g / l non-continuous dyeing:

Hue depth Fluid keite / vare ratio 20: 1 5: 1 10: 1 ICV up to 0.5% 5 5 4 y 0.5-2.0% 10 5 'Ί 2.0-4.0% 15th 10 }
10 Over 4.0% 20th 15th

For monochloro-e ~ tria single dyes the published Recommendations as follows: continuous dyeing 10 g / l discontinuous dyeing 20 g / l

If caustic alkalis are used instead of carbonates or phosphates, then they can be used in smaller concentrations Use. For example, sodium hydroxide is recommended in a concentration of 2 to 2.5 g / l when dyeing on which the jigger is run, usually at continuous or semi-continuous methods use concentrations of 5 »10 or 15 g / l.

The Erfirdung atm nähzr explained by the foJfrenden Beiap.iole. The parts are in Gewiciv i.uayöd; rt;:;! R1 ,.

209841/1117

BATH ORIGINAL example 1

2000 ropes of water, which contain 120 parts of salt, are ^{heated to 80 °} C., and 100 filamentary cotton yarn is introduced, whereupon the addition of 2 parts of dye (1) from the table as a solution in a small slope of water follows the FSrbeflüasigkeit at 80 ⁰ C for 50 minutes moved, and then 40 parts of sodium carbonate are added "the color is continued for another 60 min at 80 ° east.

The yarn is taken from the liquid and placed in cold Rinsed with water until the rinse water runs off clearly. Ea will obtained a red hue.

example 2

500 parts of water that contain 50 parts of salt are made up 85 ° C heated, and 4 parts of dye (2) of the table added »Then 100 parts of viscose rayon pieces are introduced, and after 30 minutes 10 parts of sodium carbonate are added. After 60 min, the rayon is removed from the dyeing liquid and rinsed in water at 30 to 35 ° C until the Rinsing liquids are clear.

The viscose rayon is colored in a deep gold-yellow shade.

example

A cotton cloth (Indian Head) is under 75% Auedsüokung padded in a dye liquid that contains the following & öss

203841/1117

16.5 parts of dye (4) from Table I 22.5 parts of sale 150 parts of urea 11.25 parts of caustic soda 1.5 parts of wetting agent to 750 parts of water.

The cloth is put in a polyethylene sleeve and 24 hours

stored and finally rinsed in cold water.

The cloth is dyed in a deep gold-yellow color « Example 4

Sin cotton cloth (Indian Head) is made at a 75% strength Expression padded in a dye liquid containing the following:

13.6 parts of dye (5) from Table I. 150 parts of urea, 11.25 parts of sodium carbonate, 1.5 parts of wetting agent to 750 parts of water

The cloth is padded for 3 minutes at 110 G ⁰ and another 3 min baked at 150 ° C and finally rinsed in cold water.

The cloth is colored in an orange shade. Example 5

A spun viscose rayon piece is used at one expression of 75% padded in a dye liquid the folgsadsa contains:

0 9 8 4 1/1117

27.0 parts of dye (6) from Table I 7 »5 parts of sodium carbonate, 1.5 parts of wetting agent
ad 750 parts of water

The Tuck at 110 ° 0 for 3 min and then dried at 100 5 sin - damped and finally rinsed in cold water 120 ⁰ C.

The cloth is dyed in an orange shade *

Example 6

A cotton cloth (Indian Head) is at a 75% expression dyed in a coloring liquid »containing the following:

16.5 parts of dye (4) from Table I, 1.5 parts of wetting agent
ad 750 parts of water

The cloth is dried 3 a at 110 ⁰ C and further padded in a liquid that contains the following:

10 parts caustic soda

300 parts of salt

ad 1000 parts of water

The cloth is steamed for 1 min at 100-120 ° C without drying and then rinsed in cold water.

The cloth is dyed in a deep gold-yellow shade

The following Table I describes the process for making a number of "" dyes used in the new process will germinate, along with the hue of obtained from it Colorations

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- 16 - Table I.

1. condense 2, ^ - dichloro-e-amino-e-triazine with 1 hol 6 ~ Aadno ~ 2 ~ (V-phenyla2O ~ phenyl & Eo) ~ 1-naphthol-2 ', 3,4 "-trieulfonic acid

2. Condense cyanuric chloride with 1 pint of V-nitro-4- (4 ^w -aeino-2 ^! '-Aiethylphenylaxo) 8-tilbene-2,2'-disulfonic acid and 2 pounds of the product

1,4-diaminobenzene-2-sulfonic acid

3. Same as for 2, but use benzidine-2,2'-disulfonic acid instead of dieminobenzenesulfonic acid

4. Condense cyanuric chloride alt 2- (4'-aaino-2'-ureidophenylazo) naphthalene-3 »6,8-triaulphonic acid and 2 mol of this product with 1,4-oiaainobeol

5. Condense cyanuric chloride with 6-amino-1-hydro3cy-2,2'-azo-naphthalene-1 ', 3 _f 5'-trieulfonic acid and 2 ha of the product with 1-4-diaminot) enzol-2-8ulfons & ure

6. As with 5 · but use benzidine-2,2 ^1- disulfonic acid instead of diaminobenzene sulfonic acid

7 Color Index Reactive Green 16 8. Color Index Reactive Green 12

9 * Color Index Reactive Red 55

Red

gold-yellow

- do -

- do -

orange

- do -

■ att bluish green

bright yellowish run

bluish red

10. Condense 2,4-dichloro-6- (6 · .8'-disulfonaphth-2'-ylamino) -s-triazine with 4'-Hitro-4- (4 "-amino-2" ~ meth3Iphenyl ^ zo) atilbou. -2 , 2 'disulfonic acid

reddish yellow

2098A1 / 1117

Tabali a I gort se t Zuti ^

12th 13

Kuppis tefcrsssotierte ^ V
amine-2-sulfonic acid with 2 moles of 8- (2'-chloro «-4 · '~ amino-a ~ triazine-6'-yamino) -1-naphthol- 31 6-di-3-ulphonic acid

condense oyantirchloride with 1 mol in-sulfo aniline and 1 mol 8-amino-2 - & - (3 ⁿ »e", 8 ^II -tj? i sulfonaphth-2 ^M -ylazo) -2-metho3cy ~ 5 -i- naplithol-3,6-disulfonic acid

Condense cyanuric chloride with 1 mole of 4-aminoatilbene ^^ '- dieulfonic acid and 1 mole of 7 ~ aniliao-2 ~ (4 ⁿ «amiaophenylazo) -1-3iaplithol-2 ⁿ ₉ 3,3'-trisulphonic acid

blue

reddish blue

dark brami

Table II gives the results described earlier by ^ i Seats for these dyes at different Eochsalzlkonzentrationse ^ what percentage of the dye used was shown are pressing. For comparison, the table also includes the area between lines A and B at these concentrations lies. In addition, Table III shows the numbers used for a number of Beaktiv and Direct dyes are obtained, which by the Color Index lobsters are identified and do not pass the test. In each column of Tables II and III, the left shows Number the exhaustion on cotton and the right number the exhaustion on viscose. All the figures in the tables were Rounded up or down to the nearest whole number.

0 9 8 4 1/1117

Tabel II exhaustion bej I No. 1 3 O 1 L different saline concentrations 62 65 Table salt concentrations g /] 77 60 83 82 80 87 L. 89 120 91 Color torr I No. 2 11 5 79 74 Γ 40 84 88 87 87 90 100 92 93 92 I No. 3 11 3 48 44 77 58 75 66 90 73 90 77 93 81 Tabel I No. 4 3 O 20th 61 59 85 78 81 85 81 88 93 90 88 92 Tabel I No. 5 3 O 49 64 67 79 77 85 84 89 86 92 92 93 Tabel I No. 6 2 O 52 43 74 61 84 72 84 79 90 92 92 33 Tabel I No. / 7 O O 46 36 66 70 71 79 66 85 89 38 92 91 Tabel I No. 8 O O 54 42 72 55 80 66 80 75 91 80 89 85 O
CD
OO Tabel I No. 9 3 1 50 47 60 63 77 73 88 78 85 83 96 87 .C-. Tabel I No. 10 11 4th 58 63 68 75 79 82 84 87 9? 90 91 92 ■ ν » Tabel I No. 11 7th O 65 70 68 81 90 88 84 90 88 93 91 94 Tabel I No. 12 O O 38 53 71 74 74 78 93 $ 8 83 95 96 96 Tabel I No. 13 O O 58 65 81 78 83 87 S3 91 94 95 93 96 Tabel AWAY O - 15 40- -80 60 55-86
j 65-90 90 »94 89 »96 96 * 97 Tabel 75 71- 94 78 « Tabel 75 ^β area

Vc * 11a III Exhaustion in various cooking room concentrations

σ co OO

; 3a :; ^ t off 3 O 3 KcMshealz concentrations 31 36 40 60 59 ff / 1 69 100 74 120 80 I.
I. 5 2 20th 27 30th 49 48 52 80 62 67 69 ? «. 73 i rl » active blue 40 .1 O 25th 16 19th 41 36 38 57 49 49 58 56 65 j £; eaci / ive orange 12 1 O 20th 9 7th 33 25th 20th 42 28 38 32 47 37 j Reactive Hed 3
* 63 39 12th 94 98 15th 12th 85 34 85 21st 71 23 59 j Reactive Black 3
I.
I. 12th 3 7th 79 93 84 95 73 16 46 91 38 94 30th I Direct Blue 76 21st O 97 77 90 87 96 96 42! 95 85 34 ; Dix «ect Hed 81 86 81 94 97 97 96 .öiwct Yellow 12 81 95

.A

Table tv describes the fastness to the week around the ISO water test of the dyes of Table I when applied to cotton or viekose rayon by the method of Example 1. The washing test used was ISO No. 3. The results Bind on the basis of the geometric
Expressed in standard gray scale. The first number indicates the effect on the coloring and the second (in brackets)
Number denotes the coloration on an adjacent dye of the same type as the dyed material.

Table IV

cotton ISO 3 Vaeser viscose isü 3 water example 3 (3) 3 (2-3) 3-4 (3) 4 (2-3) 1 4 (4) , 3-4 (4) 3-4 (4-5) 3-4 (4-5) 2 4 (3) 4 (3) 3 (3) 5 (4) 3 4 (4) 4 (4) 3-4 (4-5) 4 (4-5) 4th 3 (4) 3-4 (4) 4 (4-5) 3 (4) 5 4 (4) 4 (3-4) 4-5 (4) 4-5 (3-4) 6th 3-4 (3) 3-4 (2-3) 4 (3-4) 4 (3) 7th 4 (3-4) 4-5 (3-4) 4-5 (4-5) 4-5 (4-5) 8th 3 (3) 3-4 (2) 4 (3) 4 (3) 9 4 (3-4) 4 (3) 4 (3-4) 4 (3-4) 10 4 (3-4) 4 (3) 4-5 (4-5) 5 (4-5) 11 3 (4-5) 3-4 (3) 4 (4-5) 4 (3-4) 12th 3-4 (4) 3-4 (3-4) 3-4 (4) 4-5 (3-4) 13th

209-841 / 1117

Claims (2)

1 "process for dyeing
by using the material with a dye which has a group capable of reacting with sallulose, for fixing the dye on the material by treating it with an alkali, which is applied in a dye bath or in a separate bath in a pot with this alkali is also commonly used to fix the dyestuffs which are reactive with cellulose "characterized * that the reused dyestuffs incur the following percentage exhaustions at different sala concentrations, if cotton or yiekoa rayon are used with them for 60 minutes. a concentration of 0 _t 5 to 1.0 ^, based on the weight of the material to be dyed, with a liquid / varietal ratio of 20: 1 and at a temperature of 80 ° 0: g / l sodium chloride 0 20 40 60 80 100 exhaustion 0-15 40-80 55-86 65-90 71-94 75-96 78-87 and that the material after the dye has been fixed is subjected to at most one rinse in water "to wash out loose dye and dye bath additives" 2. The method according to claim 1, characterized in that the present in the dye with cellulose reactive Group is an a-! £ riazine group that is a single one Has chior atom. 2098A1 / 1117 Blank page