DE2232260B2 - Verwendung von heterocyclisch omega, omega'-disubstituiertenp-Oligophenylenen als Strahlenumwandler - Google Patents
Verwendung von heterocyclisch omega, omega'-disubstituiertenp-Oligophenylenen als StrahlenumwandlerInfo
- Publication number
- DE2232260B2 DE2232260B2 DE19722232260 DE2232260A DE2232260B2 DE 2232260 B2 DE2232260 B2 DE 2232260B2 DE 19722232260 DE19722232260 DE 19722232260 DE 2232260 A DE2232260 A DE 2232260A DE 2232260 B2 DE2232260 B2 DE 2232260B2
- Authority
- DE
- Germany
- Prior art keywords
- phenyl
- radiation
- omega
- heterocyclic
- fluorescence
- 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.)
- Granted
Links
- 230000005855 radiation Effects 0.000 title claims description 23
- 125000000623 heterocyclic group Chemical group 0.000 title claims description 11
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 23
- 239000000126 substance Substances 0.000 description 15
- 230000003287 optical effect Effects 0.000 description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 239000007788 liquid Substances 0.000 description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 7
- 125000003944 tolyl group Chemical group 0.000 description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 239000011593 sulfur Substances 0.000 description 6
- 238000006862 quantum yield reaction Methods 0.000 description 5
- MASVCBBIUQRUKL-UHFFFAOYSA-N POPOP Chemical compound C=1N=C(C=2C=CC(=CC=2)C=2OC(=CN=2)C=2C=CC=CC=2)OC=1C1=CC=CC=C1 MASVCBBIUQRUKL-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 description 2
- DCJKUXYSYJBBRD-UHFFFAOYSA-N 2,5-diphenyl-1,3,4-oxadiazole Chemical compound C1=CC=CC=C1C1=NN=C(C=2C=CC=CC=2)O1 DCJKUXYSYJBBRD-UHFFFAOYSA-N 0.000 description 2
- NYVNQNOCBWUXCT-UHFFFAOYSA-N 2-[4-(4,5-diphenyl-1,3-oxazol-2-yl)phenyl]-4,5-diphenyl-1,3-oxazole Chemical compound C1=CC=CC=C1C1=C(C=2C=CC=CC=2)OC(C=2C=CC(=CC=2)C=2OC(=C(N=2)C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 NYVNQNOCBWUXCT-UHFFFAOYSA-N 0.000 description 2
- -1 3-Naphthyl-5-phenyl-thiazole Chemical compound 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 229920002292 Nylon 6 Polymers 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 229930184652 p-Terphenyl Natural products 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 230000000171 quenching effect Effects 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- JCSAMSXWXHHMQF-UHFFFAOYSA-N 4-ethyl-2-[4-(4-ethyl-5-phenyl-1,3-oxazol-2-yl)phenyl]-5-phenyl-1,3-oxazole Chemical compound CCC=1N=C(C=2C=CC(=CC=2)C=2OC(=C(CC)N=2)C=2C=CC=CC=2)OC=1C1=CC=CC=C1 JCSAMSXWXHHMQF-UHFFFAOYSA-N 0.000 description 1
- VLDFXDUAENINOO-UHFFFAOYSA-N 4-methyl-2-[4-(4-methyl-5-phenyl-1,3-oxazol-2-yl)phenyl]-5-phenyl-1,3-oxazole Chemical compound CC=1N=C(C=2C=CC(=CC=2)C=2OC(=C(C)N=2)C=2C=CC=CC=2)OC=1C1=CC=CC=C1 VLDFXDUAENINOO-UHFFFAOYSA-N 0.000 description 1
- YPYPBEGIASEWKA-UHFFFAOYSA-N 5-phenyl-1,3-oxazole Chemical compound O1C=NC=C1C1=CC=CC=C1 YPYPBEGIASEWKA-UHFFFAOYSA-N 0.000 description 1
- UFFRSDWQMJYQNE-UHFFFAOYSA-N 6-azaniumylhexylazanium;hexanedioate Chemical compound [NH3+]CCCCCC[NH3+].[O-]C(=O)CCCCC([O-])=O UFFRSDWQMJYQNE-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000000809 air pollutant Substances 0.000 description 1
- 231100001243 air pollutant Toxicity 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- FYIBGDKNYYMMAG-UHFFFAOYSA-N ethane-1,2-diol;terephthalic acid Chemical compound OCCO.OC(=O)C1=CC=C(C(O)=O)C=C1 FYIBGDKNYYMMAG-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000009994 optical bleaching Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 230000009103 reabsorption Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000012800 visualization Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01T—MEASUREMENT OF NUCLEAR OR X-RADIATION
- G01T1/00—Measuring X-radiation, gamma radiation, corpuscular radiation, or cosmic radiation
- G01T1/16—Measuring radiation intensity
- G01T1/20—Measuring radiation intensity with scintillation detectors
- G01T1/204—Measuring radiation intensity with scintillation detectors the detector being a liquid
- G01T1/2042—Composition for liquid scintillation systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
Landscapes
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Physics & Mathematics (AREA)
- High Energy & Nuclear Physics (AREA)
- Molecular Biology (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Luminescent Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Detergent Compositions (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722232260 DE2232260B2 (de) | 1972-06-30 | 1972-06-30 | Verwendung von heterocyclisch omega, omega'-disubstituiertenp-Oligophenylenen als Strahlenumwandler |
| GB2976773A GB1436230A (en) | 1972-06-30 | 1973-06-22 | Method of converting radiation of frequency higher than that of visible light to radiation in the visible range |
| CH933773A CH591554A5 (cg-RX-API-DMAC10.html) | 1972-06-30 | 1973-06-26 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722232260 DE2232260B2 (de) | 1972-06-30 | 1972-06-30 | Verwendung von heterocyclisch omega, omega'-disubstituiertenp-Oligophenylenen als Strahlenumwandler |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2232260A1 DE2232260A1 (de) | 1974-01-17 |
| DE2232260B2 true DE2232260B2 (de) | 1974-05-30 |
| DE2232260C3 DE2232260C3 (cg-RX-API-DMAC10.html) | 1975-01-30 |
Family
ID=5849359
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722232260 Granted DE2232260B2 (de) | 1972-06-30 | 1972-06-30 | Verwendung von heterocyclisch omega, omega'-disubstituiertenp-Oligophenylenen als Strahlenumwandler |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH591554A5 (cg-RX-API-DMAC10.html) |
| DE (1) | DE2232260B2 (cg-RX-API-DMAC10.html) |
| GB (1) | GB1436230A (cg-RX-API-DMAC10.html) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1803789A1 (de) | 2005-12-28 | 2007-07-04 | Novaled AG | Verwendung von Metallkomplexen als Emitter in einem elektronischen Bauelement und elektronisches Bauelement |
| JP5356213B2 (ja) | 2006-03-30 | 2013-12-04 | ノヴァレッド・アクチエンゲゼルシャフト | ボラ−テトラアザペンタレンの使用 |
| EP1860709B1 (de) | 2006-05-24 | 2012-08-08 | Novaled AG | Verwendung von quadratisch planaren Übergangsmetallkomplexen als Dotand |
| DE102006035018B4 (de) | 2006-07-28 | 2009-07-23 | Novaled Ag | Oxazol-Triplett-Emitter für OLED-Anwendungen |
| US8119037B2 (en) | 2008-10-16 | 2012-02-21 | Novaled Ag | Square planar transition metal complexes and organic semiconductive materials using them as well as electronic or optoelectric components |
-
1972
- 1972-06-30 DE DE19722232260 patent/DE2232260B2/de active Granted
-
1973
- 1973-06-22 GB GB2976773A patent/GB1436230A/en not_active Expired
- 1973-06-26 CH CH933773A patent/CH591554A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CH591554A5 (cg-RX-API-DMAC10.html) | 1977-09-30 |
| DE2232260A1 (de) | 1974-01-17 |
| DE2232260C3 (cg-RX-API-DMAC10.html) | 1975-01-30 |
| GB1436230A (en) | 1976-05-19 |
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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 | ||
| EHJ | Ceased/non-payment of the annual fee |