CH308403A - Process for the preparation of a trisazo dye. - Google Patents
Process for the preparation of a trisazo dye.Info
- Publication number
- CH308403A CH308403A CH308403DA CH308403A CH 308403 A CH308403 A CH 308403A CH 308403D A CH308403D A CH 308403DA CH 308403 A CH308403 A CH 308403A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- amino
- oxynaphthalene
- trisazo dye
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 2
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- YLNDNABNWASMFD-UHFFFAOYSA-N 4-[(1,3-dimethylimidazol-1-ium-2-yl)diazenyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1N=NC1=[N+](C)C=CN1C YLNDNABNWASMFD-UHFFFAOYSA-N 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- -1 aminomonoazo Chemical group 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 239000010979 ruby Substances 0.000 claims description 3
- 229910001750 ruby Inorganic materials 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 241001024304 Mino Species 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- VOWZNBNDMFLQGM-UHFFFAOYSA-N 2,5-dimethylaniline Chemical compound CC1=CC=C(C)C(N)=C1 VOWZNBNDMFLQGM-UHFFFAOYSA-N 0.000 claims 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- OGNVQLDIPUXYDH-ZPKKHLQPSA-N (2R,3R,4S)-3-(2-methylpropanoylamino)-4-(4-phenyltriazol-1-yl)-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid Chemical compound CC(C)C(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)OC(C(O)=O)=C[C@@H]1N1N=NC(C=2C=CC=CC=2)=C1 OGNVQLDIPUXYDH-ZPKKHLQPSA-N 0.000 description 1
- VBUBGTCJRMYYRA-UHFFFAOYSA-N 2,5-diethylaniline Chemical compound CCC1=CC=C(CC)C(N)=C1 VBUBGTCJRMYYRA-UHFFFAOYSA-N 0.000 description 1
- CFCXQQUQLZIZPI-UHFFFAOYSA-N 2-amino-3,5-dimethylbenzenesulfonic acid Chemical compound CC1=CC(C)=C(N)C(S(O)(=O)=O)=C1 CFCXQQUQLZIZPI-UHFFFAOYSA-N 0.000 description 1
- CZYWHNTUXNGDGR-UHFFFAOYSA-L Pamidronate disodium Chemical compound O.O.O.O.O.[Na+].[Na+].NCCC(O)(P(O)([O-])=O)P(O)([O-])=O CZYWHNTUXNGDGR-UHFFFAOYSA-L 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/16—Trisazo dyes
- C09B31/22—Trisazo dyes from a coupling component "D" containing directive hydroxyl and amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 304043. Verfahren zur Herstellung eines Trisazofarbstoffes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines neuen Triazofarbstoffes. Das Verfahren besteht darin, dass man den Aminomonoazofarbstoff, der durch Kuppeln von dianotierter 1-Amino- 2,4-dimethjbenzol-6-sulf'onsäure mit 1-Amino- 2,:
5-dimethy lbenzol erhältlich ist, dia-zotiert, mit 2-(4'-Aminobenzoylamino)-5-oxynaphtha- lin-7-sttlfonsäure kuppelt und den so erhal tenen Aminodisazofarbstoff weiterdiazotiert und mit 2-Amino-5-oxynaphthalin-1,7-disul- fonsäure kuppelt.
Der neue Trisazofarbstoff ,ist ein dunkles Pulver, da:s sich in. Wasser leicht mit rubin roter Farbe löst und auf Baumwolle mit 2- Oxy naphthalin entwickelt sehr klare Rubin töne ergibt.
<I>Beispiel.:</I> 353 Clewichtsteile des Natriumsalzes des Aminomonoazofarbstoffes, erhalten durch Kuppeln von .dianotierter 1-Amino-2,4-dime- tfiylbenzol-6-sulfonsäure mit 1-Amino-2,5-di- niethylbenzol, werden in üblicher Weise mit 69 Gewichtsteilen Natriumnitrit bei 5 bis 8 indirekt dia.zotiert. Die erhaltene Diazover- bindung wird mit 358 Gewichtsteilen 2-(4'- Aminobenzoyla,mino)
-5 -oxynaphthalin-7-sul- fonsäure soloalkalisch bei 0 gekuppelt, der Disazofarbstoff isoliert. Nach Wiederan- schlämmen wird mit 69 Gewichtsteilen Na- triumniti@it bei 20 in 11/2 Stunden weiter- diazotiert und mit 319 Gewichtsteilen 2- Amino- 5 - oxyna.phalin-1,7 -disulfonsäure die Schlusskupplung sodaalkalisch bei 0 durch geführt.
Nach dem Isolieren und Trocknen stellt der Trisazofarbstoff ein dunkles Pulver dar, das sich in Wasser leicht mit rubinroter Farbe löst. Der Farbstoff färbt. Baumwolle nach dein Entwickeln mit 2-Oxynaphthalin in klaren Rubintönen.
Additional patent to the main patent No. 304043. Process for the production of a trisazo dye. The present patent relates to a process for the preparation of a new triazo dye. The method consists in removing the amino monoazo dye obtained by coupling dianotated 1-amino-2,4-dimethybenzene-6-sulf'onic acid with 1-amino-2:
5-dimethy lbenzene is available, dia-zotiert, with 2- (4'-aminobenzoylamino) -5-oxynaphthalin-7-sttlfonsäure and the so obtained aminodisazo further diazotized and with 2-amino-5-oxynaphthalene-1, 7-disulphonic acid couples.
The new trisazo dye is a dark powder that dissolves easily in water with a ruby red color and develops very clear ruby tones on cotton with 2- oxynaphthalene.
<I> Example: </I> 353 parts by weight of the sodium salt of the amino monoazo dye, obtained by coupling .dianotated 1-amino-2,4-dimethylbenzene-6-sulfonic acid with 1-amino-2,5-diethylbenzene , are dia.zotiert indirectly in the usual way with 69 parts by weight of sodium nitrite at 5 to 8. The diazo compound obtained is mixed with 358 parts by weight of 2- (4'-aminobenzoyla, mino)
-5-oxynaphthalene-7-sulphonic acid coupled solo-alkaline at 0, the disazo dye is isolated. After reslurrying, diazotization is continued with 69 parts by weight of sodium nitrate at 20 in 11/2 hours and the final coupling is carried out in a soda-alkaline manner at 0 with 319 parts by weight of 2-amino-5-oxyna.phalin-1,7-disulfonic acid.
After isolating and drying, the trisazo dye is a dark powder that easily dissolves in water with a ruby red color. The dye stains. Cotton after developing with 2-oxynaphthalene in clear ruby tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE308403X | 1951-04-23 | ||
| CH304043T | 1952-03-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH308403A true CH308403A (en) | 1955-07-15 |
Family
ID=25734737
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH308403D CH308403A (en) | 1951-04-23 | 1952-03-25 | Process for the preparation of a trisazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH308403A (en) |
-
1952
- 1952-03-25 CH CH308403D patent/CH308403A/en unknown
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