CH244254A - Process for the production of a direct dye. - Google Patents
Process for the production of a direct dye.Info
- Publication number
- CH244254A CH244254A CH244254DA CH244254A CH 244254 A CH244254 A CH 244254A CH 244254D A CH244254D A CH 244254DA CH 244254 A CH244254 A CH 244254A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- mol
- direct dye
- yellow
- dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000000982 direct dye Substances 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 3
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- REJHVSOVQBJEBF-OWOJBTEDSA-N 5-azaniumyl-2-[(e)-2-(4-azaniumyl-2-sulfonatophenyl)ethenyl]benzenesulfonate Chemical compound OS(=O)(=O)C1=CC(N)=CC=C1\C=C\C1=CC=C(N)C=C1S(O)(=O)=O REJHVSOVQBJEBF-OWOJBTEDSA-N 0.000 description 2
- REJHVSOVQBJEBF-UHFFFAOYSA-N DSD-acid Natural products OS(=O)(=O)C1=CC(N)=CC=C1C=CC1=CC=C(N)C=C1S(O)(=O)=O REJHVSOVQBJEBF-UHFFFAOYSA-N 0.000 description 2
- 150000001844 chromium Chemical class 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- JBCSOBKDUKAJHR-UHFFFAOYSA-N ClO.NC1=CC=CC=C1 Chemical compound ClO.NC1=CC=CC=C1 JBCSOBKDUKAJHR-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical compound C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Direktfarbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines Direktfarb stoffes. Das Verfahren ist dadurch gekenn zeichnet, dass man das Kondensationsprodukt aus 1 Mol 4,4'-Diamino-stilben-2,2'-disulfon- säure und 2 Mol Cyanurhalogenid mit 2 Mol 4-Amino-g-ogy-1,1"- azobenzol -3(-earbonsäure und 2 Mol Anilin umsetzt.
Der so erhaltene Disazofarbstoff ist ein gelbbraunes Pulver, das sich in Wasser mit gelber Farbe löst und Cellulo,sefasern in grün stichig gelben, Tönen färbt.
Durch Nachbehandlung der Färbung mit Normaldehyd oder Chromsalzen werden die Wasch- und MVasserechtheit beträchtlich ver bessert, besonders eine Behandlung der Fär bungen mit Chromsalzen ergibt, bei sehr geringer Trübung der Nuance, vorzügliche: Wasser- und Waschechtheiten.
<I>Beispiel:</I> 37 Teile Cyanurchlorid werden mit 37 Teilen 4,4'-Diamino-stilben-2,2'-disulfonsäure kondensiert. Das diprimäre Kondensations- produkt wird mit der neutralen Lösung von 51,4 Teilen 4-A.mino-4'-oxy-1,1'-azobenzol-3'- carbonsäure bis 40-42 weiterkondensiert, wobei die Reaktion durch Zugabe von Soda neutral gehalten wird.
Durch Kondensation des so erhaltenen disekundären Produktes mit 25,8 Teilen Anilinchlorhydrat und 60 Teilen kristallisiertem Natriumacetat wird der Farb stoff hergestellt und durch Ausfällen mit Kochsalz isoliert.
Process for the production of a direct dye. The present patent is a process for the production of a direct color material. The process is characterized in that the condensation product of 1 mole of 4,4'-diamino-stilbene-2,2'-disulfonic acid and 2 moles of cyanuric halide with 2 moles of 4-amino-g-ogy-1,1 " - Reacts azobenzene -3 (carboxylic acid and 2 moles of aniline.
The disazo dye obtained in this way is a yellow-brown powder which dissolves in water with a yellow color and dyes cellulose fibers in green, pale yellow shades.
Post-treatment of the dyeing with normal dehyde or chromium salts considerably improves the fastness to washing and water, especially a treatment of the dyeings with chromium salts gives excellent: water and washing fastnesses with very little cloudiness of the shade.
<I> Example: </I> 37 parts of cyanuric chloride are condensed with 37 parts of 4,4'-diamino-stilbene-2,2'-disulfonic acid. The diprimary condensation product is further condensed with the neutral solution of 51.4 parts of 4-A.mino-4'-oxy-1,1'-azobenzene-3'-carboxylic acid to 40-42, the reaction being caused by the addition of soda is kept neutral.
The dye is produced by condensation of the disecondary product thus obtained with 25.8 parts of aniline chlorohydrate and 60 parts of crystallized sodium acetate and isolated by precipitation with common salt.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH244254T | 1943-09-01 | ||
CH239758T | 1945-11-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH244254A true CH244254A (en) | 1946-08-31 |
Family
ID=25728422
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH244254D CH244254A (en) | 1943-09-01 | 1943-09-01 | Process for the production of a direct dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH244254A (en) |
-
1943
- 1943-09-01 CH CH244254D patent/CH244254A/en unknown
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