CH91774A - Process for the preparation of a dye of the trinaphthylmethane series. - Google Patents
Process for the preparation of a dye of the trinaphthylmethane series.Info
- Publication number
- CH91774A CH91774A CH91774DA CH91774A CH 91774 A CH91774 A CH 91774A CH 91774D A CH91774D A CH 91774DA CH 91774 A CH91774 A CH 91774A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- acid
- series
- trinaphthylmethane
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 4
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000004382 potting Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- ORFSSYGWXNGVFB-UHFFFAOYSA-N sodium 4-amino-6-[[4-[4-[(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-5-hydroxynaphthalene-1,3-disulfonic acid Chemical compound COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=NC3=C(C4=C(C=C3)C(=CC(=C4N)S(=O)(=O)O)S(=O)(=O)O)O)OC)N=NC5=C(C6=C(C=C5)C(=CC(=C6N)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] ORFSSYGWXNGVFB-UHFFFAOYSA-N 0.000 claims 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
- 239000000975 dye Substances 0.000 description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- 229950005499 carbon tetrachloride Drugs 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 2
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 159000000000 sodium 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
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/06—Hydroxy derivatives of triarylmethanes in which at least one OH group is bound to an aryl nucleus and their ethers or esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Description
Verfahren zur Herstellung eines Farbstoffes zier Trinapht@-In@ethanreihe. Es wurde gefunden, dass durch Behandeln von 1-Naplrtol-2-ear-borssiiure mit Tetralralogen- nrethan in Gegenwart eines säurebindenden Mittels und vorteilhaft in Gegenwart eines Katalysators ein neuer Farbstoff erhalten wird.
Dieser bildet, in Form seiner Farb- säure, ein rotbraunes Pulver mit metallischem Glanz, welches irr Wasser schwerlöslich ist, sich dagegen mit blauer Farbe in Natron lauge, Sodaliisurng sind cottc. 8chwefelsiittre löst..
Auf Wolle gefärbt und naehclrromiert erzeugt er reisblaue Nuancen von hervor- ragender Walk- und Pottingechtlteit. <I>Beispiel 1:</I> 188 Teile 1-Naplttol-2-carbortsi"irrre werdest bei 65 o in einem Gemisch aus 525 Teilen Natronlauge :e 30 ;
'o und 150 'feilest Wasser gelöst.. Elierauf gibt man 34 Teile, T'etra- chlorkohlenstoff und 0,2 Teile Kupferpulver hinzu. blau rührt so lange bei 65 , bis die rasch einsetzende Farbstoffbildung beendet ist, was 6-7 Stunden erfordert.
Nach denn Abstumpfen eines entsprechen den Teils des Alkalis kann der Farbstoff als Di- oder Tritsatriunnsalz ausgesalzen oder durch Unnsetzen mit einem Erdalkali- oder einem -lagnesittmsalz als schwurlösliches Erd alkali- oder liagrtesiunrsalz isoliert werden.
<I>Beispiel 2</I> 188 Teile 1-N aphtol-2-earbonsäure werden in 1000 Teilern Alkohol unter Zusatz von 130 Teilen 30 ",'oiger Natronlauge gelöst. Es werden 55 Teile Tetrachlorkohlenstoff zuge fügt und das (-franze bei gewöhnlicher Tempe ratur mittelst eines kupfernen Rührurs durc.h- gerülrrt,
bis keine Farbstoffzunahme mehr zu erkennen ist. Der als Na-Salz kristallinisch abgeschiedene Farbstoff wird abfiltriert und getrocknet.
'endet man anstatt Tetrachlorrnetlnan Tetrabrommethan an, so bildet sich derselbe h arbstolf.
Process for the production of a dye zier Trinapht @ -In @ ethane series. It has been found that treating 1-napol-2-ear-boric acid with tetralralogen nrethane in the presence of an acid-binding agent and advantageously in the presence of a catalyst gives a new dye.
This forms, in the form of its coloring acid, a red-brown powder with a metallic sheen, which is sparingly soluble in water, but turns blue in caustic soda. 8sulfur acid dissolves ..
Dyed on wool and chromated, it creates rice-blue nuances of excellent mill and potting fastness. <I> Example 1: </I> 188 parts of 1-Naplttol-2-carbortsi "errre will be at 65 o in a mixture of 525 parts of sodium hydroxide solution: e 30;
'0 and 150' are dissolved in water. Elierauf is added 34 parts of carbon tetra-chloride and 0.2 part of copper powder. blue stirs at 65 until the rapid onset of dye formation has ended, which takes 6-7 hours.
After a corresponding part of the alkali has been dulled, the dye can be salted out as di- or tritatrium salt or isolated as a sweat-soluble alkaline earth or liagrtesiunr salt by unsetting with an alkaline earth or magnesium salt.
<I> Example 2 </I> 188 parts of 1-naphtol-2-carboxylic acid are dissolved in 1000 parts of alcohol with the addition of 130 parts of 30 "oiger sodium hydroxide solution. 55 parts of carbon tetrachloride are added and the (-franze ordinary temperature by means of a copper stirrer.
until no more dye increase can be seen. The dyestuff, which is deposited in crystalline form as the sodium salt, is filtered off and dried.
If you end up using tetrabromomethane instead of tetrachloride, the same hardness is formed.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH91774T | 1919-10-14 | ||
| CH90707T | 1919-10-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH91774A true CH91774A (en) | 1921-11-16 |
Family
ID=25704229
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH91774D CH91774A (en) | 1919-10-14 | 1919-10-14 | Process for the preparation of a dye of the trinaphthylmethane series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH91774A (en) |
-
1919
- 1919-10-14 CH CH91774D patent/CH91774A/en unknown
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