GB1504957A - Distilbenyl-oxdiazoles their preparation and use as brightening agents - Google Patents
Distilbenyl-oxdiazoles their preparation and use as brightening agentsInfo
- Publication number
- GB1504957A GB1504957A GB24827/75A GB2482775A GB1504957A GB 1504957 A GB1504957 A GB 1504957A GB 24827/75 A GB24827/75 A GB 24827/75A GB 2482775 A GB2482775 A GB 2482775A GB 1504957 A GB1504957 A GB 1504957A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compound
- denotes
- alkyl
- ion
- 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
- 238000005282 brightening Methods 0.000 title 1
- -1 sulpho, sulphophenyl Chemical group 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000001339 alkali metal compounds Chemical class 0.000 abstract 1
- 229910001413 alkali metal ion Inorganic materials 0.000 abstract 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 239000011368 organic material Substances 0.000 abstract 1
- 150000004866 oxadiazoles Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D263/57—Aryl or substituted aryl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/22—Naphthotriazoles
- C07D249/24—Naphthotriazoles with stilbene radicals directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/60—Naphthoxazoles; Hydrogenated naphthoxazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
- C07F9/653—Five-membered rings
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Detergent Compositions (AREA)
- Coloring (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
1504957 Distilbenzyl oxadiazoles CIBAGEIGY AG 10 June 1975 [12 June 1974 (2)] 24827/75 Headings C2C and C2P [Also in Divisions C3 and G2] Distilbenyl-oxadizoles of the formula wherein R 1 denotes hydrogen, C 1-4 alkyl, C 1-4 alkoxy, Cl, sulpho, sulphophenyl, cyano, carboxyl or C 2-6 -carbalkoxy, R 2 denotes hydrogen, C 1-4 alkyl, C 1-4 alkoxy, or Cl, R 3 denotes hydrogen or C 1-4 alkyl, and M denotes a hydrogen ion, an ammonium ion, an amine salt ion, or an alkali or alkaline earth metal ion may be prepared by reacting 1 mol of a compound of the formula with 2 moles of a compound of the formula wherein one of Z 1 and Z 2 is O=CH- and the other denotes one of groupings of the formulae wherein V 1 represents an optionally substituted alkyl radical, an aryl radical, a cycloalkyl radical or an aralkyl radical. The reaction may be effected in some cases in aqueous solution or in a solvent, generally at a temperature of 10- 180‹ C., and in the presence of a strongly basic alkali metal compound, e.g. a hydroxide, amide or alcoholate. The compound of the formula is obtained by reacting N-bromosuccinimide with the compound of the formula in the presence of dibenzoyl peroxide and U.V. light. The product is then reacted with triethyl phosphite to give the compound of formula The products of the invention may be used to optically brighten a wide range of organic materials.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH803174 | 1974-06-12 | ||
| CH803874A CH592705A5 (en) | 1974-06-12 | 1974-06-12 | Sulphonated 2,5-distilbenyl-1,3,4-oxdiazoles - optical brighteners for natural or synthetic polymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1504957A true GB1504957A (en) | 1978-03-22 |
Family
ID=25702688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24827/75A Expired GB1504957A (en) | 1974-06-12 | 1975-06-10 | Distilbenyl-oxdiazoles their preparation and use as brightening agents |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS5111981A (en) |
| DE (1) | DE2525637A1 (en) |
| FR (1) | FR2274620A1 (en) |
| GB (1) | GB1504957A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2724408A1 (en) | 1976-06-02 | 1977-12-15 | Ciba Geigy Ag | V-TRIAZOLE |
| ES2065329T3 (en) * | 1987-11-26 | 1995-02-16 | Ciba Geigy Ag | DRY, STABLE DETERGENTS CONTAINING OPTICAL BLEACHERS. |
| ES2054774T3 (en) * | 1987-12-23 | 1994-08-16 | Ciba Geigy Ag | STABLE DETERGENTS CONTAINING OPTIC BLEACHES. |
-
1975
- 1975-06-09 DE DE19752525637 patent/DE2525637A1/en not_active Withdrawn
- 1975-06-10 GB GB24827/75A patent/GB1504957A/en not_active Expired
- 1975-06-11 FR FR7518309A patent/FR2274620A1/en active Granted
- 1975-06-12 JP JP50071425A patent/JPS5111981A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE2525637A1 (en) | 1976-01-02 |
| FR2274620B1 (en) | 1977-07-22 |
| FR2274620A1 (en) | 1976-01-09 |
| JPS5111981A (en) | 1976-01-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |