BE433362A - - Google Patents

Description

       

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 for: process of improving the fastness of dyes to light.



   It is a known fact that, when dyeing natural or artificial anima.lized materials, in particular fibrous materials based on cellulose or cellulose derivatives, with wool dyes, dyes are obtained whose fastness to the skin. light is, in many cases, notably lower than that of dyes obtained on wool with the same dyes.



  Depending on the kind of fiber used, as well as the dye and the animalizing agent, these differences in lightfastness can be so pronounced that often wool dyes which in themselves are first class.

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 lightfastness become unusable (because of the insufficient lightfastness of the dyes obtained) for the dyeing of animal fibers which, by a preliminary treatment for example by introduction of compounds of nitrogen, sulfur or phosphorus , have been made suitable for fixing acidic wool dyes.



   Now, the Applicant has found that, in such cases, it is possible to achieve a considerable improvement in the fastness to light by incorporating in animalized materials, natural or artificial, non-basic organic compounds containing approximately 10 to 30 carbon atoms. and containing sulfuric acid radicals.



  Sulfonic acids or sulfur esters of aliphatic or aromatic compounds can be used, for example of high molecular weight aliphatic alcohols, naphthalenesulphonic acids, alkylated or aralkylated naphthalenesulphonic acids, naphtholsulphonic acids etc. As particularly suitable substances, the sulfonic acids of polyhalo-polyhydroxy-triphenylmethanes have been found, for example. Suitable artificial or natural materials in the first place are fibers or ribbons, films and layers of regenerated cellulose, cellulose derivatives of cotton, tow, hemp, ramie and jute. products containing diacid radicals can be applied. sulfuric either to the treatment of the finished dye or to the treatment in the dye bath.

   In addition, it is possible to treat animalized materials not yet dyed. The products can be reacted at room temperature or at a higher temperature,

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 Finally, sulphonating products and animalizing agents or the reaction product of two such substances can be incorporated into the spinning solution or in the spinning or subsequent treatment baths.



   The method which is the subject of the present invention makes it possible to obtain the most diverse results; on the one hand it is possible to use non-basic organic compounds of different kinds, on the other hand it is possible to modify both the animalizing agents applied and the wool dyes.



     Results of special industrial value are obtained by choosing, as compounds containing sulfuric acid radicals, those which, together with the animalizing agents, form insoluble or sparingly soluble compounds and which therefore do not disappear in the process. rinsing of the treated material.



   In many cases, the process which is the subject of the present invention causes a more uniform coloring of the wool and of the artificial fiber; even in the subsequent processing of the dyes a subsequent leveling effect is often observed.



  EXAMPLE 1:
Viscose fibers are taken which have been animalized by mixing therein, during spinning, 4% of the condensation product of solid trichloroparaffin and of polyethylene polyamine by the process described in Belgian patent No. 405,431 in the name of the Applicant. they are dyed, in the presence of wool, with 2% of the following dyes:

   
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 beiizîdine .- 114 aide naphthylamine-3.6-diaultoulque benZidine? ide r..a.pItyLamine-3. .. ô-disulfoniq, ue% phenol condensed with p-toluene sulfochluride (see French patent N 450,866 of November 4, 1912,

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   4-toluidine-2-sulfanilide 1-naphthol-4-sulfonic acid
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 (see French patent Na "I4.29 ° of July 30, 1910 4-acetylamino-1-aminobenzene --- aaide 1-p-toluenesulfamino-8- naphtayl-3.6-disulfonique (see Schultz, Farbstofftabellen, 7th edition No. 105) , 2-ahloraaetylamino-5-naphthol-7-sulfonic acid aniline (see French patent Nua.698.219 of June 30, 1930 in the name of the Applicant), 1.8-aminonaphthol '<3.6 ** dlsulfonic acid. ## => p- acid. tolyl-1-naphthylamino-8-sulfonic acid (see Schultz, Lc248),

  r L.iamino3 phêno $ y-anthraquinone-2-sulfonîque acid (see French patent No. 735,003 of April 11, 1932 in the name of the Applicant),
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 diethylbenzy1.mWodiphenylmethane-disulfonic acid (see Schultz, 1.c.N.806} the dyes on animalized cellulosic fiber have been found to have significantly lower lightfastness than the corresponding dyes on wool.

   If, however, the dyes on animalized fiber or on a mixed yarn of this material and wool are then processed in a
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 rinsing bath containing per liter 0.6 g of 31.51.3u.5n-tetrachloro-2′.2 "-hydroxy-triphenylmethane-2-sulfonic acid and 0.2 cm3 of acetic acid (30 (a)), they acquire a lightfastness equivalent to that of dyes on wool, in most cases an equalization of the tonality of the dyes occurs simultaneously.



  EXAMPLE 2:
A copper fiber which has been animalized by mixing in it, during spinning, 3% of the condensation product named in
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 Example 1, with 2 g per liter of 4.31.5t.3 ".5" -penta- acid

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 chloroxt .'- dihydroxy-triphenylmethane-2-sulfonic, Instead of adding the sulfonic acid to the acid bath, the fibrous material can also be treated, after rinsing, with a solution containing per liter 2g of a - sulfonic acid mentioned, in the presence of small amounts of acetic acid.



   By dyeing the goods with 1% p-aminobenzoylethyl- [alpha] -naphthylamine # acid dye
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 1-Benzoylamino-8'naphthol-4.6-disulfonic acid (see German patent No. 269.213 in the name of Farbenfabriken vorm.FrieeIr, Bayer &, 00. A dye substantially more light-fast than that of fiber not treated beforehand, this is also the case with a mixed yarn made up half of the fiber mentioned above and half of wool.



  EXAMPLE 3:
An animalized fiber is dyed with the dye named in Example 2 using the reaction product of carbon disulfide and polyethyleneimine.



  The dyed goods are then treated in a rinsing bath containing acetic acid and 0.6 g per
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 liter of the tetrachloro-dihydroxytriphenylmethanesulfonic acid mentioned in Example 1. In this way the dye obtained is essentially more light-fast than an untreated dye.



    EXAMPLE 4:
Cellulose fibers are treated with the condensation product of ethylene imine and bromide
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 octodecyl then dyed with one of the wool dyes mentioned in the previous examples. Then the dye thus obtained is treated in a bath of

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 rinsing acidulated with acetic acid and which contains, for example
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 liter, 1g of P.pf "" biS- \ 3- 3 '(3', 4 "- dichloraphengl-sulfonylamino j-phenylsulionylamilna t -phenyisulfonylamino -o, ot-stilhenedisulfonic acid. fastness to light.



  EXAMPLE 5:
Artificial silk of animalized viscose is prepared by adding to the viscose solution, shortly before the spinning operation, the reaction product of a
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 3'.5f.3 ".5¯tetraehloro-2t, 2" -dihydroxy-triphéaylmethane-2-sulfonic acid molecule with the condensation product of solid trichloroparaffin and polyethylene polyamine.



  This product is dyed, in the manner adopted for wool, with dye No. 864 (see Schultz, 1.c.) or No. 785 (see Schultz, 1.c) respectively. The dyes have virtually the same lightfastness as wool dyed simultaneously; surprisingly, the intensity of the tones of these dyes identifies much better with that of the dyes on wool than the intensity of the dyes produced on another animalized fiber prepared in the usual manner without the addition of the product mentioned above. .



   In the following table, a few additional examples will be found illustrating the process which is the subject of the present invention without however limiting it. the following dyes were used:
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 1) paminobenzoyi-ethyl-c-naphthylamine #### 1-benzoylamino-8-nafhtol-4.6-dîsulfonique {see German patent No. 269,213 mentioned above} 2) dye preparable by condensation of p-chloro-
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 benzaldehyde and ethyl-benzo; vl-m-toluidine, disulfonation, oxidation and fusion with p-phenetidine (see German patents nos. 293,352 and 287,003 in the name of the Farbenfabriken vorm. Friedrich Bayer & Co.

   B

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 (naphthylamine-3.6'-disulfonic acid 3) benzidine phenol, condensed with pytoluene sulfochloride (see French patent N 450,866 mentioned above)
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 4) dye prepared from anise <1àhyde, lucid ethylbenzoylanilinesulfonic acid and pphenetidin according to Example 5 of German patent N9 293.352 mentioned above D 5) acid -C4lxcyclohexyl-2-methyl-phenylac) -1- E tolylsulonylamino) -8-naphthol-3, -disulfonic
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 (see French patent? 676,761 of June 15, 1929 in the name of the Applicant) E
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 6) 1-amiro-8-naphthol3.6-disulf¯onic acid --- 1.8-naphthylamine-sulanic acid i .'-'- .;

  '' F 7) 4-methyl-Z-phenylaminueulfonyl-aulline 1.4-naphthol-sulfoniqRe acid (see patent
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 French N 414.294 mentioned above) G
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 8) sodium salt of 1,4-diamino-2-phenaxy-anthraquinone-3-mlfonique acid (see French patent
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 N 735.003 mentioned above H
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 9) primul1ne-sulfonic acid> 2-phenylamîno- naphthalene-5-sulfonique 10) aniline ---- 9aaid .chlaracëtylamtuo-5-zaphthol- 7'-sulfonique (see French patent 1TO 698T21t
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 of June 30, 1930 in the name of the Claimant)
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 11) mixture of colorant B and the following product:

   3.3stohidine..6.6-disuzonic acid- 8 mol-
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 acetylacetic acid aniline capsules L
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 12j aniline (2 M0160ules acid 1- (21-hydroxy- 1'-carboxy-6'-naphthyl-sulfonylamino) -e-naphthol- 4.6-disulfonique (see French patent N 469,457
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 of March 9, 1914 in the name of the Farbenfabriken vorm. Friedrich Bayer & Co. p-toluidine-o-sulfanilide M
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 13) mixture composed (a) of ¯ 4'-sulfophenyl-3-methyl-5-pyrazolone (see French patent No. 414,294 of March 11, 1911 in the name of the Farbenfabriken vorm.



  Friedrich Bayer & GO. and (b) deµ-tôLÛi "d3îe-o-sulifaniiiàe [lIjjmIiJ1JI1 / 1,4-naphthol- <// sulfonic acid (see 2nd addition to the French patent
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 1 N- 414.294 mentions more haU1> J and keys COLorants nos. 1199 and 1200 (see seultz, 1.0.J liT 14) mixture compound z) decides l-amino-4- (4'-aoétylamino-phenylaminoJanthraquinone-2sultonique (see patent French NP 473 208 of April 10, 1914 in the name of the Applicant)., (b) of the following product: o-amino-tolyl-sulfone 2.8.6-amino-naphthol-sulfonic acid (c) of 3-hydroXY-2- sulfonated quinophthalone (see French patent N 775,935) 0

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  5t.3n.5 "tetra-:: chlaro2T.2n: dihydroxytr1-: phenylmethane- l ....



  S-sulfonic

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 EMI11.11
 39;) n: 0.75 "0":

   tut i 30 "CLAIMS
1) A process for improving the lightfastness of dyes produced in natural or artificial animalized ways. A process which comprises incorporating into said materials during their preparation, before, during or after dyeing with wool dyes, non-basic organic compounds containing from about 10 to 30 carbon atoms and containing radi- water. sulfuric acid.



   2) An embodiment of the process specified under 1 which consists in using, as products containing sulfuric acid radicals, sulfonic acids of
 EMI11.12
 polybalogeno-polyhydroxy-tril> hénylnéthanes,

** ATTENTION ** end of DESC field can contain start of CLMS **.


    

Claims (1)

EMI11.13 3d} As a product iUstr181m open. Ion matioron tPa1tésa par le peeeéà6 epée1t1é oua 1ft ou 2 <Desc / Clms Page number 12> 3) As new industrial products, materials treated by the process specified under 1 or 2.