PL10204B3 - The method of obtaining dyes of the anthraquinone series. - Google Patents
The method of obtaining dyes of the anthraquinone series. Download PDFInfo
- Publication number
- PL10204B3 PL10204B3 PL10204A PL1020428A PL10204B3 PL 10204 B3 PL10204 B3 PL 10204B3 PL 10204 A PL10204 A PL 10204A PL 1020428 A PL1020428 A PL 1020428A PL 10204 B3 PL10204 B3 PL 10204B3
- Authority
- PL
- Poland
- Prior art keywords
- amino
- anthraquinone series
- anthraquinone
- obtaining
- dyes
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 title description 3
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title description 2
- 150000004056 anthraquinones Chemical class 0.000 title description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 239000012188 paraffin wax Substances 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- FZZMTSNZRBFGGU-UHFFFAOYSA-N 2-chloro-7-fluoroquinazolin-4-amine Chemical group FC1=CC=C2C(N)=NC(Cl)=NC2=C1 FZZMTSNZRBFGGU-UHFFFAOYSA-N 0.000 description 1
- -1 7-amino-4-bromoanthraquinone-2-sulfonic acid cyclic amine Chemical class 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical group 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Najdluzszy czas trwania patentu do 15 lutego 1943 r* W patencie glównym Nr 8 423 opisa¬ no sposób otrzymywania barwników antra- chinonowych, polegajacy na wprowadze¬ niu do reszty aminowej antrachinonu para¬ fin cyklicznych. Barwniki opisane w przy¬ kladzie 1, 2, 3 i 4, otrzymuje sie, zastepu¬ jac atom bromu w kwasie 7-amino-4-bro- moantraehinono-2-sulfonowym amina pa¬ rafiny cyklicznej.Wykryto obecnie, ze barwniki powyz¬ sze mozna równiez otrzymac, skoro /-ami- no-2-chlorowcoanitracriinony, zawiera j ace w polozeniu 4 reszte aminowa parafiny cy¬ klicznej, obrobic obojetnemi siarczynami, naj odpowiedniej pod cisnieniem.W tym przypadku nastepuje wymiana znajdujacego sie w polozeniu 2 chlorow¬ ca na sulfogrupe.Przyklad, 5 cz. wag. /-amino-2-bromo- 4-heksahydroanilido-antraehinonu, 5 cz. wag. siarczynu sodowego, 50 cz. wag. al¬ koholu i 50 cz, wag. wody ogrzewa sie w autoklawie w temperaturze 120° dopóty, dopóki 7-amino-2-bromo-4rheksahydroani- lido-antrachinon nie rozpusci sie calkowi¬ cie, Zapomoca destylacji para wodna usu¬ wa sie nastepnie alkohol i utworzony kwas i-amino-^-heksahydroanilidoantrachinono- 2-sulfonowy osadza zapomoca soli kuchen¬ nej.Kwas ten jest identyczny z kwasem, opisanym w przykladzie I patentu glów¬ nego; Nr 8 423.;; *¦ 'Z PLThe longest term of the patent until February 15, 1943. The main patent No. 8,423 describes a method for the preparation of anthraquinone dyes by introducing cyclic parapresins into the amine residue of anthraquinone. The dyes described in Examples 1, 2, 3 and 4 are obtained by replacing the bromine atom in the 7-amino-4-bromoanthraquinone-2-sulfonic acid cyclic amine. It has now been found that the dyes above It is also possible to obtain, since β-amino-2-haloanitracriinones, containing 4 amine residues of cyclic paraffin in position, treat with inert sulphites, most suitable under pressure. In this case, the 2 chlorine in position is replaced ca for sulfogroup. Example, 5 pcs. wt. / -amino-2-bromo-4-hexahydroanilido-anthraehinone, 5 pcs. wt. sodium sulphite, 50 parts wt. of alcohol and 50 parts by weight of The water is heated in an autoclave at 120 ° until the 7-amino-2-bromo-4-hexahydroanilido-anthraquinone is completely dissolved. By avoiding steam distillation, the alcohol and the i-amino acid formed are then removed. -hexahydroanilidanthraquinone-2-sulfonic acid is deposited with the aid of cooking salt. This acid is identical to the acid described in Example 1 of the main patent; No. 8 423 ;; * ¦ 'From PL
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL10204B3 true PL10204B3 (en) | 1929-04-30 |
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