CH285773A - A method of making a disazo dye. - Google Patents
A method of making a disazo dye.Info
- Publication number
- CH285773A CH285773A CH285773DA CH285773A CH 285773 A CH285773 A CH 285773A CH 285773D A CH285773D A CH 285773DA CH 285773 A CH285773 A CH 285773A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- acid
- fumaryl
- amino
- neutralizing
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 5
- -1 fumaryl halide Chemical class 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- ZLYYJUJDFKGVKB-OWOJBTEDSA-N (e)-but-2-enedioyl dichloride Chemical compound ClC(=O)\C=C\C(Cl)=O ZLYYJUJDFKGVKB-OWOJBTEDSA-N 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
- 238000006193 diazotization reaction Methods 0.000 claims description 3
- PEMGGJDINLGTON-UHFFFAOYSA-N n-(3-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=CC(N)=C1 PEMGGJDINLGTON-UHFFFAOYSA-N 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 230000003472 neutralizing effect Effects 0.000 claims 2
- 239000012736 aqueous medium Substances 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- MTJGVAJYTOXFJH-UHFFFAOYSA-N 3-aminonaphthalene-1,5-disulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(N)=CC(S(O)(=O)=O)=C21 MTJGVAJYTOXFJH-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Description
Procédé de fabrication d'un colorant disazoïque. Le présent brevet a pour objet un procédé de fabrication d'un nouveau colorant dis G.zoïque. Ce procédé est caractérisé en ce que l'on condense une molécule d'un halogénure de fumaryle avec deux molécules du colorant aminoazoïque préparé par diazotation de l'acide 2-aminonaphtalène-4,8-disulfonique et copula tion avec le 1-amino-3-acétaminobenzène.
<I>Exemple:</I> On dissout dans l'eau, à température ordi naire, à l'aide de la quantité de soude caus tique nécessaire pour obtenir une solution neutre, 464 parties du colorant préparé par diazotation de l'acide 2-aminonaphtalène-4,8- disulfonique et copulation avec le 1-amino-3- acétaminobenzène.
On introduit lentement dans cette solution, en agitant très énergiquement, 76,5 parties de chlorure de fumaryle dissoutes dans 80 par ties de benzène; on y fait couler simultané ment une solution de carbonate de sodium, de façon à maintenir une réaction faiblement alcaline.
Après que tout le chlorure de fumaryle a été introduit, on agite encore la solution jus qu'à ce que le groupe aminé libre ne soit plus décelable, puis on la chauffe et on y ajoute du sel pour précipiter le colorant. On isole le colorant par filtration et on le sèche. Il se présente alors sous forme d'une poudre brun jaune qui teint le coton et la cellulose régénérée en des nuances jaunes très bien ron- geables et remarquablement solides à la lumière.
A method of making a disazo dye. The present patent relates to a process for the manufacture of a novel dis G.zoic dye. This process is characterized in that one condenses one molecule of a fumaryl halide with two molecules of the aminoazo dye prepared by diazotization of 2-aminonaphthalene-4,8-disulfonic acid and coupling with 1-amino- 3-acetaminobenzene.
<I> Example: </I> 464 parts of the dye prepared by diazotization of the acid are dissolved in water, at ordinary temperature, using the quantity of causative soda necessary to obtain a neutral solution. 2-Aminonaphthalene-4,8-disulfonic acid and coupling with 1-amino-3-acetaminobenzene.
Is introduced slowly into this solution, with very vigorous stirring, 76.5 parts of fumaryl chloride dissolved in 80 parts of benzene; a sodium carbonate solution is simultaneously run into it, so as to maintain a weakly alkaline reaction.
After all of the fumaryl chloride has been introduced, the solution is further stirred until the free amino group is no longer detectable, then heated and salt added to precipitate the dye. The dye is isolated by filtration and dried. It is then presented in the form of a yellow-brown powder which dyes the cotton and the regenerated cellulose in yellow shades which are very easily edible and remarkably fast in the light.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH285773T | 1950-06-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH285773A true CH285773A (en) | 1952-09-30 |
Family
ID=4485084
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH285773D CH285773A (en) | 1950-06-23 | 1950-06-23 | A method of making a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH285773A (en) |
-
1950
- 1950-06-23 CH CH285773D patent/CH285773A/en unknown
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