DE2017764C3 - Benzoxanthen- und Benzothioxanthenfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung. Anmi Farbwerke Hoechst AG, vormals Meister Lucius & Brüning, 6000 Frankfurt - Google Patents
Benzoxanthen- und Benzothioxanthenfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung. Anmi Farbwerke Hoechst AG, vormals Meister Lucius & Brüning, 6000 FrankfurtInfo
- Publication number
- DE2017764C3 DE2017764C3 DE2017764A DE2017764A DE2017764C3 DE 2017764 C3 DE2017764 C3 DE 2017764C3 DE 2017764 A DE2017764 A DE 2017764A DE 2017764 A DE2017764 A DE 2017764A DE 2017764 C3 DE2017764 C3 DE 2017764C3
- Authority
- DE
- Germany
- Prior art keywords
- benzoxanthene
- preparation
- dyes
- benzothioxanthene
- brüning
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000975 dye Substances 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 6
- YEBQUUKDSJCPIX-UHFFFAOYSA-N 12h-benzo[a]thioxanthene Chemical compound C1=CC=CC2=C3CC4=CC=CC=C4SC3=CC=C21 YEBQUUKDSJCPIX-UHFFFAOYSA-N 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- VVZRKVYGKNFTRR-UHFFFAOYSA-N 12h-benzo[a]xanthene Chemical compound C1=CC=CC2=C3CC4=CC=CC=C4OC3=CC=C21 VVZRKVYGKNFTRR-UHFFFAOYSA-N 0.000 title claims 3
- 239000003795 chemical substances by application Substances 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- ITFWCGBCGYMQRP-UHFFFAOYSA-N 12h-benzo[a]thioxanthene-3,4-dicarboxylic acid Chemical class C1C2=CC=CC=C2SC2=C1C1=CC=C(C(=O)O)C(C(O)=O)=C1C=C2 ITFWCGBCGYMQRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 150000005840 aryl radicals Chemical class 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- -1 heterocyclic radical Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- 229910052717 sulfur Chemical group 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 238000006277 sulfonation reaction Methods 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 230000000740 bleeding effect Effects 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- 239000001043 yellow dye Substances 0.000 description 2
- XIZZDDJUUHYVFX-UHFFFAOYSA-N 7,14-dioxapentacyclo[11.8.0.02,10.05,9.015,20]henicosa-1(13),2(10),3,5(9),11,15,17,19-octaene-6,8-dione Chemical compound C1=CC2=C3CC4=CC=CC=C4OC3=CC=C2C2=C1C(=O)OC2=O XIZZDDJUUHYVFX-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 108010043121 Green Fluorescent Proteins Proteins 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/06—Peri-condensed systems
-
- 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
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/14—Benzoxanthene dyes; Benzothioxanthene dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Coloring (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2017764A DE2017764C3 (de) | 1970-04-14 | 1970-04-14 | Benzoxanthen- und Benzothioxanthenfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung. Anmi Farbwerke Hoechst AG, vormals Meister Lucius & Brüning, 6000 Frankfurt |
| CH517371A CH554921A (de) | 1970-04-14 | 1971-04-08 | Verfahren zur herstellung von benzoxanthen- oder benzothioxanthenfarbstoffen. |
| JP2236671A JPS5410565B1 (enExample) | 1970-04-14 | 1971-04-12 | |
| US00133351A US3759953A (en) | 1970-04-14 | 1971-04-12 | Benzoxanthene and benzothioxanthene |
| BR2162/71A BR7102162D0 (pt) | 1970-04-14 | 1971-04-13 | Processo para a preparacao de corantes de bensoxanteno e benzotioxanteno |
| FR7113095A FR2089619A5 (enExample) | 1970-04-14 | 1971-04-14 | |
| GB2691471*A GB1338782A (en) | 1970-04-14 | 1971-04-19 | Benzoxanthene and benzothioxanthene dyestuffs and process for their manufacture |
| US320578A US3888863A (en) | 1970-04-14 | 1973-01-02 | Benzoxanthene and benzothioxanthene dyestuffs and process for their manufacture |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2017764A DE2017764C3 (de) | 1970-04-14 | 1970-04-14 | Benzoxanthen- und Benzothioxanthenfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung. Anmi Farbwerke Hoechst AG, vormals Meister Lucius & Brüning, 6000 Frankfurt |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2017764A1 DE2017764A1 (de) | 1971-12-30 |
| DE2017764B2 DE2017764B2 (de) | 1973-08-16 |
| DE2017764C3 true DE2017764C3 (de) | 1974-04-04 |
Family
ID=5768032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2017764A Expired DE2017764C3 (de) | 1970-04-14 | 1970-04-14 | Benzoxanthen- und Benzothioxanthenfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung. Anmi Farbwerke Hoechst AG, vormals Meister Lucius & Brüning, 6000 Frankfurt |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3759953A (enExample) |
| JP (1) | JPS5410565B1 (enExample) |
| BR (1) | BR7102162D0 (enExample) |
| CH (1) | CH554921A (enExample) |
| DE (1) | DE2017764C3 (enExample) |
| FR (1) | FR2089619A5 (enExample) |
| GB (1) | GB1338782A (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE785792A (fr) * | 1971-07-02 | 1973-01-03 | Hoechst Ag | Colorants xantheniques reactifs et leur preparation |
| DE2446989C3 (de) * | 1974-10-02 | 1981-09-10 | Hoechst Ag, 6000 Frankfurt | Verfahren zum Färben und Bedrucken von synthetischen Polyamiden |
| JPS5418834A (en) * | 1977-07-14 | 1979-02-13 | Nippon Kayaku Co Ltd | Xanthene or thioxanthene compounds, their preparation, and coloring of organic high polymer meterials using them |
| DE2804530C2 (de) * | 1978-02-03 | 1986-04-30 | Hoechst Ag, 6230 Frankfurt | Verwendung von wasserlöslichen Benzoxanthenfarbstoffen für fluoreszierende Tinten |
| GB9824314D0 (en) * | 1998-11-06 | 1998-12-30 | Clariant Int Ltd | New hetercyclic compounds |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1997305A (en) * | 1932-06-03 | 1935-04-09 | Otto B May | Derivatives of acenaphthene and process of making same |
| DE1297259B (de) * | 1964-08-07 | 1969-06-12 | Hoechst Ag | Verfahren zur Herstellung von Farbstoffen |
-
1970
- 1970-04-14 DE DE2017764A patent/DE2017764C3/de not_active Expired
-
1971
- 1971-04-08 CH CH517371A patent/CH554921A/xx not_active IP Right Cessation
- 1971-04-12 US US00133351A patent/US3759953A/en not_active Expired - Lifetime
- 1971-04-12 JP JP2236671A patent/JPS5410565B1/ja active Pending
- 1971-04-13 BR BR2162/71A patent/BR7102162D0/pt unknown
- 1971-04-14 FR FR7113095A patent/FR2089619A5/fr not_active Expired
- 1971-04-19 GB GB2691471*A patent/GB1338782A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1338782A (en) | 1973-11-28 |
| US3759953A (en) | 1973-09-18 |
| DE2017764B2 (de) | 1973-08-16 |
| DE2017764A1 (de) | 1971-12-30 |
| CH554921A (de) | 1974-10-15 |
| FR2089619A5 (enExample) | 1972-01-07 |
| BR7102162D0 (pt) | 1973-05-03 |
| JPS5410565B1 (enExample) | 1979-05-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |