CH367180A - Verfahren zur Herstellung von Chinacridonen und Derivaten davon - Google Patents
Verfahren zur Herstellung von Chinacridonen und Derivaten davonInfo
- Publication number
- CH367180A CH367180A CH6044658A CH6044658A CH367180A CH 367180 A CH367180 A CH 367180A CH 6044658 A CH6044658 A CH 6044658A CH 6044658 A CH6044658 A CH 6044658A CH 367180 A CH367180 A CH 367180A
- Authority
- CH
- Switzerland
- Prior art keywords
- parts
- derivatives
- acid
- quin
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 13
- 238000002360 preparation method Methods 0.000 title claims description 4
- FZEYVTFCMJSGMP-UHFFFAOYSA-N acridone Chemical class C1=CC=C2C(=O)C3=CC=CC=C3NC2=C1 FZEYVTFCMJSGMP-UHFFFAOYSA-N 0.000 claims description 11
- 229920000137 polyphosphoric acid Polymers 0.000 claims description 8
- -1 aromatic radical Chemical class 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 150000005840 aryl radicals Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 238000007363 ring formation reaction Methods 0.000 claims description 2
- GDALETGZDYOOGB-UHFFFAOYSA-N Acridone Natural products C1=C(O)C=C2N(C)C3=CC=CC=C3C(=O)C2=C1O GDALETGZDYOOGB-UHFFFAOYSA-N 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- ZJQZWNLKRBUEKX-UHFFFAOYSA-N 2,5-dianilinoterephthalic acid Chemical compound OC(=O)C=1C=C(NC=2C=CC=CC=2)C(C(=O)O)=CC=1NC1=CC=CC=C1 ZJQZWNLKRBUEKX-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
- 239000004327 boric acid Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000007865 diluting Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- CZZZABOKJQXEBO-UHFFFAOYSA-N 2,4-dimethylaniline Chemical compound CC1=CC=C(N)C(C)=C1 CZZZABOKJQXEBO-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- HGJSZLAREQQVMX-UHFFFAOYSA-N CC1=C(NC2=C(C(=O)O)C=C(C(=C2)C(=O)O)NC2=C(C=C(C=C2)C)C)C=CC(=C1)C Chemical compound CC1=C(NC2=C(C(=O)O)C=C(C(=C2)C(=O)O)NC2=C(C=C(C=C2)C)C)C=CC(=C1)C HGJSZLAREQQVMX-UHFFFAOYSA-N 0.000 description 2
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical class N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- YRDWOVKPVGZZSU-UHFFFAOYSA-N 2,5-bis(n-methoxyanilino)terephthalic acid Chemical class C=1C(C(O)=O)=C(N(OC)C=2C=CC=CC=2)C=C(C(O)=O)C=1N(OC)C1=CC=CC=C1 YRDWOVKPVGZZSU-UHFFFAOYSA-N 0.000 description 1
- RAPHVFCTMYXVMY-UHFFFAOYSA-N 2,5-bis(naphthalen-1-ylamino)terephthalic acid Chemical class C1(=CC=CC2=CC=CC=C12)NC1=C(C(=O)O)C=C(C(=C1)C(=O)O)NC1=CC=CC2=CC=CC=C12 RAPHVFCTMYXVMY-UHFFFAOYSA-N 0.000 description 1
- OFOXXRYJMIDVFW-UHFFFAOYSA-N CN(C1=CC=CC=C1)C(C=C(C(O)=O)C(N(C)C1=CC=CC=C1)=C1)=C1C(O)=O Chemical class CN(C1=CC=CC=C1)C(C=C(C(O)=O)C(N(C)C1=CC=CC=C1)=C1)=C1C(O)=O OFOXXRYJMIDVFW-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- KSKWGMNRWCYVAT-UHFFFAOYSA-N diethyl 2,5-dioxocyclohexane-1,4-dicarboxylate Chemical compound CCOC(=O)C1CC(=O)C(C(=O)OCC)CC1=O KSKWGMNRWCYVAT-UHFFFAOYSA-N 0.000 description 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 150000003142 primary aromatic amines Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 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
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 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
- C09B48/00—Quinacridones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH6044658A CH367180A (de) | 1958-06-11 | 1958-06-11 | Verfahren zur Herstellung von Chinacridonen und Derivaten davon |
| ES0250033A ES250033A1 (es) | 1958-06-11 | 1959-06-10 | Procedimiento para la preparaciën de quinacridonas |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH6044658A CH367180A (de) | 1958-06-11 | 1958-06-11 | Verfahren zur Herstellung von Chinacridonen und Derivaten davon |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH367180A true CH367180A (de) | 1963-02-15 |
Family
ID=4522948
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH6044658A CH367180A (de) | 1958-06-11 | 1958-06-11 | Verfahren zur Herstellung von Chinacridonen und Derivaten davon |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH367180A (es) |
| ES (1) | ES250033A1 (es) |
-
1958
- 1958-06-11 CH CH6044658A patent/CH367180A/de unknown
-
1959
- 1959-06-10 ES ES0250033A patent/ES250033A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES250033A1 (es) | 1960-01-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE730862C (de) | Verfahren zur Herstellung von substituierten Anthrachinonen und den entsprechenden Aroylbenzoesaeuren | |
| CH367180A (de) | Verfahren zur Herstellung von Chinacridonen und Derivaten davon | |
| EP0504182B1 (de) | Verfahren zur herstellung von chinophthalonderivaten | |
| AT212316B (de) | Verfahren zur Herstellung von Chinacridonen | |
| DE1112597B (de) | Verfahren zur Herstellung von Chinacridonen | |
| EP0326866A2 (de) | Verfahren zur Herstellung von Acylaminen der Anthrachinonreihe | |
| CH390271A (de) | Verfahren zur Herstellung von diarylaminoaromatischen Dicarbonsäuren | |
| CH367800A (de) | Verfahren zur Herstellung von Chinacridonen und Derivaten davon | |
| DE3836674A1 (de) | Verfahren zur herstellung von kuepenfarbstoffen und pigmenten der perinon-reihe | |
| DE1202419B (de) | Verfahren zur Herstellung von Kupferphthalocyaninen | |
| DE1960896A1 (de) | Neue Pigmente der Chinacridon-Reihe und Verfahren zu deren Herstellung | |
| DE1147237B (de) | Verfahren zur Herstellung von N-Phenyl-N-(4-nitrosophenyl)-hydroxylamin | |
| CH367181A (de) | Verfahren zur Herstellung von Chinacridonen und Derivaten davon | |
| AT157098B (de) | Verfahren zur Herstellung von metallischen Phtalcyaninen. | |
| DE939151C (de) | Verfahren zur Herstellung von Aminocarbonsaeure-N, N-alkylenimiden | |
| DE624918C (de) | Verfahren zur Darstellung von p-Chinonen | |
| DE552760C (de) | Verfahren zur Herstellung von Abkoemmlingen der Naphthalin-1, 4, 5, 8-tetracarbonsaeure | |
| DE921871C (de) | Verfahren zur Herstellung von mehrkernigen sekundaeren und tertiaeren Aminen, insbesondere von Anthrimiden | |
| AT216509B (de) | Verfahren zur Herstellung wasserunlöslicher, sulfonsäuregruppenfreier Chinacridone | |
| DE512820C (de) | Verfahren zur Herstellung von Oxyanthrachinonderivaten, insbesondere Alizarin und seinen Derivaten | |
| DE1151081B (de) | Verfahren zur Herstellung von 7, 14-Dioxo-5, 7, 12, 14-tetrahydro-chinolino-[2, 3-b]-acridinen | |
| DE750398C (de) | Verfahren zur Herstellung von 3- und 4-Oxypyridin-4- und -3-carbonsaeuren | |
| DE1181350B (de) | Verfahren zur Herstellung von linearen Chinacridonen | |
| DE621455C (de) | Verfahren zur Herstellung von Verbindungen der Bz-2-Azabenzanthronreihe | |
| DE1569716C (de) | Verfahren zur Herstellung von kationischen Farbstoffen, neue 5-Methoxy- und 5-Äthoxynaphthoylenbenzimidazoliumfarbstoffe und ihre Verwendung zum Färben von Polyacry lnitri lfasern |