DE4023859A1 - Sterisch gehinderte 1,3-diphenyl-2-pyrazolin-derivate - Google Patents
Sterisch gehinderte 1,3-diphenyl-2-pyrazolin-derivateInfo
- Publication number
- DE4023859A1 DE4023859A1 DE19904023859 DE4023859A DE4023859A1 DE 4023859 A1 DE4023859 A1 DE 4023859A1 DE 19904023859 DE19904023859 DE 19904023859 DE 4023859 A DE4023859 A DE 4023859A DE 4023859 A1 DE4023859 A1 DE 4023859A1
- Authority
- DE
- Germany
- Prior art keywords
- pyrazoline
- mesityl
- sterically hindered
- scintillator
- quantum yield
- 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
- 238000006862 quantum yield reaction Methods 0.000 title abstract description 6
- WCWWLJCMMNIVPY-UHFFFAOYSA-N 1-phenyl-2-(2,4,6-trimethylphenyl)-3H-pyrazole Chemical compound C1(=CC=CC=C1)N1N(CC=C1)C1=C(C=C(C=C1C)C)C WCWWLJCMMNIVPY-UHFFFAOYSA-N 0.000 title 1
- IBJWXTUFSRKENY-UHFFFAOYSA-N 1-(2,4,6-trimethylphenyl)prop-2-en-1-one Chemical compound CC1=CC(C)=C(C(=O)C=C)C(C)=C1 IBJWXTUFSRKENY-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000001424 substituent group Chemical group 0.000 claims description 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- ZWCZPVMIHLKVLD-UHFFFAOYSA-N 2,5-diphenyl-3,4-dihydropyrazole Chemical class C1CC(C=2C=CC=CC=2)=NN1C1=CC=CC=C1 ZWCZPVMIHLKVLD-UHFFFAOYSA-N 0.000 claims description 4
- 150000002429 hydrazines Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 238000010521 absorption reaction Methods 0.000 abstract description 4
- BJEAUUFMQKUXAX-UHFFFAOYSA-N 2-phenyl-5-(2,4,6-trimethylphenyl)-3,4-dihydropyrazole Chemical compound CC1=CC(C)=CC(C)=C1C1=NN(C=2C=CC=CC=2)CC1 BJEAUUFMQKUXAX-UHFFFAOYSA-N 0.000 abstract description 2
- 230000002349 favourable effect Effects 0.000 abstract description 2
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 abstract description 2
- 229940067157 phenylhydrazine Drugs 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 abstract description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
- 239000000126 substance Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 230000005855 radiation Effects 0.000 description 4
- GFJSEPREQTXWHA-UHFFFAOYSA-N 2,5-diphenyl-1,3-dihydropyrazole Chemical class C1C=C(C=2C=CC=CC=2)NN1C1=CC=CC=C1 GFJSEPREQTXWHA-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000005865 ionizing radiation Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- -1 mesityl group Chemical group 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 125000002755 pyrazolinyl group Chemical group 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- XCMDVRAWAIYDEE-UHFFFAOYSA-N 1,2-diphenyl-3h-pyrazole Chemical class C1C=CN(C=2C=CC=CC=2)N1C1=CC=CC=C1 XCMDVRAWAIYDEE-UHFFFAOYSA-N 0.000 description 1
- KUIZKZHDMPERHR-UHFFFAOYSA-N 1-phenylprop-2-en-1-one Chemical compound C=CC(=O)C1=CC=CC=C1 KUIZKZHDMPERHR-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- BIVUUOPIAYRCAP-UHFFFAOYSA-N aminoazanium;chloride Chemical class Cl.NN BIVUUOPIAYRCAP-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000002189 fluorescence spectrum Methods 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical compound C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 1
- 150000003219 pyrazolines Chemical class 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Physics & Mathematics (AREA)
- High Energy & Nuclear Physics (AREA)
- Molecular Biology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Luminescent Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19904023859 DE4023859A1 (de) | 1990-07-27 | 1990-07-27 | Sterisch gehinderte 1,3-diphenyl-2-pyrazolin-derivate |
| CH199991A CH681889A5 (enrdf_load_stackoverflow) | 1990-07-27 | 1991-07-05 | |
| JP3187163A JP3059247B2 (ja) | 1990-07-27 | 1991-07-26 | 立体障害された１，３−ジフェニル−２−ピラゾリン−誘導体、その製法およびこれから成るシンチレーター |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19904023859 DE4023859A1 (de) | 1990-07-27 | 1990-07-27 | Sterisch gehinderte 1,3-diphenyl-2-pyrazolin-derivate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE4023859A1 true DE4023859A1 (de) | 1992-01-30 |
| DE4023859C2 DE4023859C2 (enrdf_load_stackoverflow) | 1992-07-09 |
Family
ID=6411112
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19904023859 Granted DE4023859A1 (de) | 1990-07-27 | 1990-07-27 | Sterisch gehinderte 1,3-diphenyl-2-pyrazolin-derivate |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP3059247B2 (enrdf_load_stackoverflow) |
| CH (1) | CH681889A5 (enrdf_load_stackoverflow) |
| DE (1) | DE4023859A1 (enrdf_load_stackoverflow) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2531495C2 (de) * | 1975-07-15 | 1985-01-17 | Kernforschungszentrum Karlsruhe Gmbh, 7500 Karlsruhe | Pyrazolinverbindungen |
-
1990
- 1990-07-27 DE DE19904023859 patent/DE4023859A1/de active Granted
-
1991
- 1991-07-05 CH CH199991A patent/CH681889A5/de not_active IP Right Cessation
- 1991-07-26 JP JP3187163A patent/JP3059247B2/ja not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2531495C2 (de) * | 1975-07-15 | 1985-01-17 | Kernforschungszentrum Karlsruhe Gmbh, 7500 Karlsruhe | Pyrazolinverbindungen |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH04234366A (ja) | 1992-08-24 |
| JP3059247B2 (ja) | 2000-07-04 |
| CH681889A5 (enrdf_load_stackoverflow) | 1993-06-15 |
| DE4023859C2 (enrdf_load_stackoverflow) | 1992-07-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |