PL48493B1 - - Google Patents
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- PL48493B1 PL48493B1 PL94688A PL9468860A PL48493B1 PL 48493 B1 PL48493 B1 PL 48493B1 PL 94688 A PL94688 A PL 94688A PL 9468860 A PL9468860 A PL 9468860A PL 48493 B1 PL48493 B1 PL 48493B1
- Authority
- PL
- Poland
- Prior art keywords
- dye
- chromium
- methylpyrazolone
- nitro
- diazo
- Prior art date
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- 239000000975 dye Substances 0.000 claims description 19
- 229910052804 chromium Inorganic materials 0.000 claims description 8
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 7
- 239000011651 chromium Substances 0.000 claims description 7
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 4
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 238000005859 coupling reaction Methods 0.000 claims description 3
- 239000000991 leather dye Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 239000002253 acid Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 239000001044 red dye Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 206010015150 Erythema Diseases 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000004532 chromating Methods 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Description
Pierwszenstwo: 13.1.1960 Niemiecka Republika Demokratyczna Opublikowano: 22.IX.1964 48493 KI. 22 a,/ ,^/zG MKP C 09 b lf5/30 UKD 9!3LIOTLK A| Wspóltwórcy wynalazku: dr Gunther Essbach, Hans Baumann.Wlasciciel patentu: VEB Farbenfabrik Wolfen, Wolfen (Niemiecka Re¬ publika Demokratyczna). lU-^du Pateniowsgoj \?-pte\ j&czpspclrtej i&wz Sposób wytwarzania chromokompleksowego barwnika do skóry Znany jest sposób wytwarzania czerwonych mo- noazowych barwników metalokomipleks-owych ty¬ pu 1:1 stosowanych do barwienia skór iprzez sprze¬ ganie na przyklad zdwuazowanych kwasów ichlo- roaminofenolosulfonowych z kwasem fenylomety- lopirazolonojednosulfonowym i nastepnie chromo¬ wanie otrzymanego barwnika solami chromowymi przy podwyzszonym cisnieniu. W barwnikach tych na 1 czasteczke barwnika przypada 1 czasteczka chromu. Wymienione barwniki odznaczaja sie szczególnie dobra trwaloscia wzgledem swiatla i zdolnoscia farbowania skór syntetycznie garbo¬ wanych.Stwierdzono, ze mozna otrzymac odporny czer¬ wony barwnik ichromokompleksowy, gdy barwnik monoazowy otrzymany przez sprzegniecie zdwu- azowanego kwasu 6-nitro-l-dwuazo-2-naftolosul- fonowego-4 z l-(4'-aminofenylo)-3-metylopirazolo- nem(-5) i skondensowanego z tlenochlorkiem wegla wedlug schematu przedstawionego na rysunku, chromuje sie zwiazkami oddajacymi chrom w ta¬ kiej ilosci, azeby na 1 czasteczke barwnika przy¬ padal 1 atom chromu. Otrzymuje sie bardzo dobrze rozpuszczalny czerwony barwnik, o szczególnie jasnym odcieniu, który barwi trwale skóre. 2 Chromowaniu za pomoca czynnika oddajacego ichrom mozna poddac równiez prosty monoazowy barwnik, który nie jest zwiazany tlenochlorkiem wegla. Otrzymuje sie barwnik, który barwi skóre 5 równiez na czerwono, jednak z odcieniem przesu¬ wajacym sie wyraznie ku niebieskiemu.Przyklad: Barwnik monoazowy otrzymany z 29,5 czesci kwasu 6-nitro-l-amino-2-naftolosulfo- nowego(-4) i 18,9 czejsci l-(4,-aminofenylo)-3-mety- 10 lopirazolonu(-5) rozpuszcza sie w rozcienczonym roztworze sody i w temperaturze 50°C kondensuje sie z 'tlenochlorkiem wegla w celu wytworzenia barwnika w postaci pochodnej mocznika. Wytra¬ cony barwnik oddziela sie nastepnie, miesza z 500 15 czesciami wody oraz 10 czesciami stezonego amo¬ niaku i ogrzewa do 80^C. Nastepnie dodaje sie zal- kalizowany wobec czerwieni brylantowej roztwór 26,5 czesci alunu chromowego i 16 czesci kwasu sa¬ licylowego w 350 czesciach wody i ogrzewa silnie 20 mieszajac przez 6 godzin do 100°C. Gotowy l:l-me- talokompleksowy barwnik wytraca sie sola ku¬ chenna i nastepnie wydziela sie po dodaniu malej ilosci kwasu octowego az do uzyskania odczynu obojetnego. W ten sposób uzyskuje sie czerwony 25 barwnik, barwiacy skóre z doskonala trwaloscia. 4849348493 3 PLPriority: 13.1.1960 German Democratic Republic Published: 22.IX.1964 48493 IC. 22 a, /, ^ / zG MKP C 09 b lf5 / 30 UKD 9! 3LIOTLK A | Inventors: Dr. Gunther Essbach, Hans Baumann. Patent owner: VEB Farbenfabrik Wolfen, Wolfen (German Democratic Republic). IU- ^ du Pateniowsgoj \? - pte \ j & czpspclrtej i & wz A method of producing a chromocomplex skin dye There is known a method of producing red mono-compound metallocomiplex dyes of the 1: 1 type used for dyeing leather and by using, for example, diazot roaminophenolsulfonic acid with phenylmethylpyrazolone monosulfonic acid and then chromating the dye obtained with chromium salts under increased pressure. In these dyes, there is 1 chromium molecule per 1 dye molecule. The dyes mentioned are distinguished by a particularly good lightfastness and the dyeability of synthetically tanned leathers. It has been found that a resistant red ichromocomplex dye can be obtained when the monoazo dye is obtained by coupling the doubled acid 6-nitro-1-diazo-2-2 naphthol-sulfonic-4 with 1- (4'-aminophenyl) -3-methylpyrazolone (-5) and condensed with carbon oxychloride according to the scheme shown in the figure, chromium plated with compounds that give off chromium in such quantity as to 1 molecule 1 chromium atom was present in the dye. A very soluble red dye is obtained, with a particularly light shade that stains the skin permanently. 2 A simple monoazo dye, which is not bound to carbon oxychloride, can also be chromium plated with the help of a ichroma transfer agent. A dye is obtained which also stains the skin red, but with a shade shifting clearly to blue. Example: A monoazo dye obtained from 29.5 parts of 6-nitro-1-amino-2-naphtholsulfonic acid (-4 ) and 18.9 parts of 1- (4, -aminophenyl) -3-methylpyrazolone (-5) are dissolved in dilute soda solution and condensed at 50 ° C with carbon oxychloride to form urea-derivative dye . The precipitated dye is then separated, mixed with 500 parts of water and 10 parts of concentrated ammonia and heated to 80 ° C. A solution of 26.5 parts of chromium alum and 16 parts of salicylic acid in 350 parts of water is then added, and heated with vigorous stirring for 6 hours to 100 ° C. The finished l: 1-metallocomplex dye is precipitated in the kitchen salt and then separated by adding a small amount of acetic acid until it becomes neutral. In this way, a red dye is obtained, dyeing the leather with excellent durability. 4849 348 493 3 GB
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL48493B1 true PL48493B1 (en) | 1964-08-15 |
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