FR2300119A1 - Xanthene dyes prepd. from 9-phenyl xanthene cpds. - by reaction with amines using Lewis acid catalysts (BE060876) - Google Patents
Xanthene dyes prepd. from 9-phenyl xanthene cpds. - by reaction with amines using Lewis acid catalysts (BE060876)Info
- Publication number
- FR2300119A1 FR2300119A1 FR7603287A FR7603287A FR2300119A1 FR 2300119 A1 FR2300119 A1 FR 2300119A1 FR 7603287 A FR7603287 A FR 7603287A FR 7603287 A FR7603287 A FR 7603287A FR 2300119 A1 FR2300119 A1 FR 2300119A1
- Authority
- FR
- France
- Prior art keywords
- reaction
- xanthene
- dyes
- prepd
- cpds
- 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.)
- Withdrawn
Links
- 238000006243 chemical reaction Methods 0.000 title abstract 5
- 150000001412 amines Chemical class 0.000 title abstract 3
- ARAZHTGXOXPAFK-UHFFFAOYSA-N 9-phenylxanthene Chemical compound C12=CC=CC=C2OC2=CC=CC=C2[C]1C1=CC=CC=C1 ARAZHTGXOXPAFK-UHFFFAOYSA-N 0.000 title abstract 2
- 239000001018 xanthene dye Substances 0.000 title abstract 2
- 239000011968 lewis acid catalyst Substances 0.000 title 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 239000000975 dye Substances 0.000 abstract 3
- 238000001914 filtration Methods 0.000 abstract 2
- 239000002841 Lewis acid Substances 0.000 abstract 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 abstract 1
- 239000000980 acid dye Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- -1 heterocyclic amines Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 229920002239 polyacrylonitrile Polymers 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229920002994 synthetic fiber Polymers 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 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
- C09B11/12—Amino derivatives of triarylmethanes without any OH group bound to an aryl nucleus
- C09B11/20—Preparation from other triarylmethane derivatives, e.g. by substitution, by replacement of substituents
-
- 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
- C09B11/28—Pyronines ; Xanthon, thioxanthon, selenoxanthan, telluroxanthon dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Xanthene dyes are prepd. by reaction of 9-phenyl xanthene cpds. of formula (in which R3 and R4 are H, halogen alkyl or alkoxy, or together form a heterocyclic or carbocyclic ring; R5 is H or alkyl; Y is halogen or alkoxy; Z is hydroxy or alkoxy or the gp. of an organic or inorganic acid) with prim. or sec. aromatic or heterocyclic amines, in presence of a Lewis acid, in which the amine is used as solvent. Used for spin-dyeing of polyacrylonitrile fibres, and after sulphonation as water-soluble dyes for wool, silk or synthetic fibres suitable for acid dyes. The dyes have high purity and colour strength, and can be readily isolated from the reaction mixt. by a variety of methods e.g. filtering off as the cryst. salt, conversion to the dye base by reaction with aq. alkali and removal of excess amine by filtration or steam-distn. etc.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19752504925 DE2504925A1 (en) | 1975-02-06 | 1975-02-06 | PROCESS FOR THE MANUFACTURING OF XANTHENE DYES |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2300119A1 true FR2300119A1 (en) | 1976-09-03 |
Family
ID=5938213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7603287A Withdrawn FR2300119A1 (en) | 1975-02-06 | 1976-02-06 | Xanthene dyes prepd. from 9-phenyl xanthene cpds. - by reaction with amines using Lewis acid catalysts (BE060876) |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS51103129A (en) |
| BE (1) | BE838337A (en) |
| BR (1) | BR7600708A (en) |
| DE (1) | DE2504925A1 (en) |
| FR (1) | FR2300119A1 (en) |
| IT (1) | IT1054837B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0962497A1 (en) * | 1998-06-03 | 1999-12-08 | Roche Diagnostics GmbH | Rhodamine derivates and their use in diagnostic systems |
| WO2004101709A1 (en) * | 2003-05-09 | 2004-11-25 | Applera Corporation | Phenyl xanthene dyes |
| US7432298B2 (en) | 2003-05-09 | 2008-10-07 | Applied Biosystems Inc. | Fluorescent polymeric materials containing lipid soluble rhodamine dyes |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4264506A (en) | 1979-04-24 | 1981-04-28 | Polaroid Corporation | Process for preparing aralkyl derivatives of xanthene compounds |
| EP2781514B1 (en) * | 2013-03-21 | 2015-11-18 | Canon Kabushiki Kaisha | Compound, ink, ink cartridge and ink jet recording method |
| JP6286581B2 (en) * | 2014-11-25 | 2018-02-28 | 富士フイルム株式会社 | COLORING COMPOSITION FOR PRINTING, PRINTING METHOD, INKJET PRINTING INK, PRINTED FABRIC AND COMPOUND |
-
1975
- 1975-02-06 DE DE19752504925 patent/DE2504925A1/en not_active Withdrawn
-
1976
- 1976-02-04 IT IT1989676A patent/IT1054837B/en active
- 1976-02-04 BR BR7600708A patent/BR7600708A/en unknown
- 1976-02-05 JP JP1090376A patent/JPS51103129A/en active Pending
- 1976-02-06 BE BE164146A patent/BE838337A/en unknown
- 1976-02-06 FR FR7603287A patent/FR2300119A1/en not_active Withdrawn
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0962497A1 (en) * | 1998-06-03 | 1999-12-08 | Roche Diagnostics GmbH | Rhodamine derivates and their use in diagnostic systems |
| US6184379B1 (en) | 1998-06-03 | 2001-02-06 | Roche Diagnostics Gmbh | Rhodamine derivatives and the use thereof |
| WO2004101709A1 (en) * | 2003-05-09 | 2004-11-25 | Applera Corporation | Phenyl xanthene dyes |
| US7432298B2 (en) | 2003-05-09 | 2008-10-07 | Applied Biosystems Inc. | Fluorescent polymeric materials containing lipid soluble rhodamine dyes |
| US7491830B2 (en) | 2003-05-09 | 2009-02-17 | Applied Biosystems Inc. | Phenyl xanthene dyes |
| US8383841B2 (en) | 2003-05-09 | 2013-02-26 | Applied Biosystems, Llc | Phenyl xanthene dyes |
| US8618161B2 (en) | 2003-05-09 | 2013-12-31 | Applied Biosystems, Llc | Fluorescent polymeric materials containing lipid soluble rhodamine dyes |
| US9034920B2 (en) | 2003-05-09 | 2015-05-19 | Applied Biosystems, Llc | Fluorescent polymeric materials containing lipid soluble rhodamine dyes |
| US9090775B2 (en) | 2003-05-09 | 2015-07-28 | Applied Biosystems, Llc | Phenyl xanthene dyes |
| US9493656B2 (en) | 2003-05-09 | 2016-11-15 | Life Technologies Corporation | Phenyl xanthene dyes |
Also Published As
| Publication number | Publication date |
|---|---|
| BE838337A (en) | 1976-08-06 |
| BR7600708A (en) | 1976-08-31 |
| DE2504925A1 (en) | 1976-08-19 |
| JPS51103129A (en) | 1976-09-11 |
| IT1054837B (en) | 1981-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |