CH210512A - Process for the preparation of a chromable dye of the triarylmethane series. - Google Patents
Process for the preparation of a chromable dye of the triarylmethane series.Info
- Publication number
- CH210512A CH210512A CH210512DA CH210512A CH 210512 A CH210512 A CH 210512A CH 210512D A CH210512D A CH 210512DA CH 210512 A CH210512 A CH 210512A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- chromable
- acid
- preparation
- triarylmethane series
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 9
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 238000009833 condensation Methods 0.000 claims description 4
- 229940079877 pyrogallol Drugs 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000008064 anhydrides Chemical class 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- FGTYTUFKXYPTML-UHFFFAOYSA-N 2-benzoylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 FGTYTUFKXYPTML-UHFFFAOYSA-N 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-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
- 150000007513 acids Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- -1 hydrochloric acid salt Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 210000002268 wool Anatomy 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
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
- C09B11/245—Phthaleins having both OH and amino substituent(s) on aryl ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 198713. Verfahren zur Herstellung eines chromierbaren Farbstoffes der Triarylmethanreihe. Gegenstand dieses Zusatzpatentes ist ein Verfahren zur Herstellung eines chromier- baren Farbstoffes der Triarylmethanreihe, welches dadurch gekennzeichnet ist, dass man (4'-o-Xylidino- 2'-oxy) -1-benzoyl-o-oxycarb- oxy-2-benzoesäure,
die durch Kondensation von o-Xylidino-m-phenol mit 5-Oxytrimellit- säureanhydrid bei 120-130' C erhältlich ist, mit Pyrogallol kondensiert.
<I>Beispiel:</I> 42 Gewichtsteile (4'-o-Xylidino-2'-oxy)-1- benzoyl-o-oxycarboxy-2-benzoesäure von der Formel:
EMI0001.0019
die durch Kondensation von o-Xylidino-m- phenol mit 5-Oxytrimellitsäureanhydrid bei 120-130 C erhältlich ist (oder 46 Ge wichtsteile ihres salzsauren Salzes), und 14 Gewichtsteile Pyrogallol werden zusammen in 360 Gewichtsteilen Schwefelsäure von <B>60'</B> Be 5 Stunden auf 110-120' C erhitzt.
Nach dem Erkalten wird in etwa 1000 Ge- wichtsteile Wasser gegossen und der rote Niederschlag abgesaugt. Nach mehrmaligem Waschen mit Wasser löst man ihn in ver dünnter Sodalösung, filtriert und setzt den Farbstoff mit verdünnten Säuren in Frei heit. Man kann ihn nötigenfalls aus Farb stoff mit verdünntem Alkohol unter Zu satz von etwas verdünnter Salzsäure um kristallisieren. Der Farbstoff färbt Wolle aus saurem Bade violettrot. Durch Nach- ehromieren entsteht ein Braun mit guten Echtheitseigenschaften.
Additional patent to main patent no. 198713. Process for the production of a chromable dye of the triarylmethane series. The subject of this additional patent is a process for the production of a chromable dye of the triarylmethane series, which is characterized in that (4'-o-xylidino-2'-oxy) -1-benzoyl-o-oxycarboxy-2-benzoic acid ,
which is obtainable by condensation of o-xylidino-m-phenol with 5-oxytrimellitic anhydride at 120-130 ° C., condensed with pyrogallol.
<I> Example: </I> 42 parts by weight (4'-o-xylidino-2'-oxy) -1-benzoyl-o-oxycarboxy-2-benzoic acid of the formula:
EMI0001.0019
which is obtainable by condensation of o-xylidino-m-phenol with 5-oxytrimellitic anhydride at 120-130 C (or 46 parts by weight of its hydrochloric acid salt), and 14 parts by weight of pyrogallol are combined in 360 parts by weight of sulfuric acid of <B> 60 '</ B> Be heated to 110-120 ° C. for 5 hours.
After cooling, water is poured into about 1000 parts by weight and the red precipitate is sucked off. After washing it several times with water, it is dissolved in dilute soda solution, filtered and the dye is released with dilute acids. If necessary, it can be crystallized from dye with dilute alcohol with the addition of a little dilute hydrochloric acid. The dye dyes wool from acid baths purple-red. Re-honoring produces a brown with good fastness properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE210512X | 1937-03-25 | ||
| CH198713T | 1938-12-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH210512A true CH210512A (en) | 1940-07-15 |
Family
ID=25723153
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH210512D CH210512A (en) | 1937-03-25 | 1938-03-23 | Process for the preparation of a chromable dye of the triarylmethane series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH210512A (en) |
-
1938
- 1938-03-23 CH CH210512D patent/CH210512A/en unknown
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