PL433407A1 - 2,3-bis[N-(2-etyloheksylo)ftaloimido-4-ilo]-N,N'-bis(2-etyloheksylo)benzo[ghi]perylenodiimid oraz sposób jego otrzymywania - Google Patents
2,3-bis[N-(2-etyloheksylo)ftaloimido-4-ilo]-N,N'-bis(2-etyloheksylo)benzo[ghi]perylenodiimid oraz sposób jego otrzymywaniaInfo
- Publication number
- PL433407A1 PL433407A1 PL433407A PL43340720A PL433407A1 PL 433407 A1 PL433407 A1 PL 433407A1 PL 433407 A PL433407 A PL 433407A PL 43340720 A PL43340720 A PL 43340720A PL 433407 A1 PL433407 A1 PL 433407A1
- Authority
- PL
- Poland
- Prior art keywords
- ethylhexyl
- bis
- phthalimido
- ghi
- benzo
- Prior art date
Links
- KJOLVZJFMDVPGB-UHFFFAOYSA-N perylenediimide Chemical compound C=12C3=CC=C(C(NC4=O)=O)C2=C4C=CC=1C1=CC=C2C(=O)NC(=O)C4=CC=C3C1=C42 KJOLVZJFMDVPGB-UHFFFAOYSA-N 0.000 title abstract 2
- 125000005605 benzo group Chemical group 0.000 title 1
- -1 2-ethylhexyl Chemical group 0.000 abstract 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 3
- 238000006352 cycloaddition reaction Methods 0.000 abstract 3
- 229910000071 diazene Inorganic materials 0.000 abstract 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 3
- LQIRQSNFLPMJLT-UHFFFAOYSA-N C(C)C(CC1=CC=2C=3C4=C1C=CC1=CC=CC(C5=CC=CC(=CC=2)C=35)=C14)CCCC Chemical group C(C)C(CC1=CC=2C=3C4=C1C=CC1=CC=CC(C5=CC=CC(=CC=2)C=35)=C14)CCCC LQIRQSNFLPMJLT-UHFFFAOYSA-N 0.000 abstract 2
- 239000000758 substrate Substances 0.000 abstract 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 1
- PXXHQTTXAFOJNY-UHFFFAOYSA-N C(C)C(CC1=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)CCCC Chemical group C(C)C(CC1=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)CCCC PXXHQTTXAFOJNY-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000002086 nanomaterial Substances 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000000741 silica gel Substances 0.000 abstract 1
- 229910002027 silica gel Inorganic materials 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Electroluminescent Light Sources (AREA)
Abstract
Przedmiotem wynalazku jest 2,3-bis[N-(2-etyloheksylo)ftaloimido-4-ilo]-N,N'-bis(2-etyloheksylo)benzo[ghi]perylenodiimid przedstawiony wzorem 1 oraz sposób jego otrzymywania pokazany na schemacie 1, polegający na tym, że przeprowadza się proces cykloaddycji 1,2-bis[2-etyloheksylo)ftaloimido-4-ylo]acetylenu do wnęki N,N'-bis(2-etyloheksylo)perylenodiimidu z równoczesną eliminacją wodoru, w taki sposób, że do reaktora odpornego na nadciśnienie, korzystnie co najmniej do 5 atmosfer, wprowadza się w dowolnej kolejności - N,N'-bis(2-etyloheksylo)perylenodiimid oraz 1,2-bis[N-(2-etyloheksylo)ftaloimido-4-ilo]acetylen w proporcjach molowych od 1:1 do 1:10, następnie reaktor zamyka się i wytwarza w nim próżnię, to jest ciśnienie o wartości nie wyższej niż 0,1 Pa, po czym prowadzi się reakcję w temperaturze od 260 do 300°C, przez czas nie krótszy niż 24 godziny, po zakończeniu reakcji cykloaddycji 2,3-bis[N-(2-etyloheksylo)ftaloimido-4-ilo]-N,N-bis(2-etyloheksylo)-benzo[ghi]perylenodiimid wydziela się chromatograficznie, na żelu krzemionkowym, eluując wpierw nieprzereagowany substrat acetylenowy a następnie produkt - wszystko za pomocą ciekłego, chlorowanego węglowodoru, korzystnie chlorku metylenu lub 1,2-dichloroetanu. Produkt reakcji może być luminoforem, prekursorem nanografenów lub nanomateriałów dla organicznej elektroniki, składnikiem warstw aktywnych, na przykład w OLED-ach lub substratem dla dalszych cykloaddycji lub cyklo-dehydrokondensacji.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL433407A PL241964B1 (pl) | 2020-03-31 | 2020-03-31 | 2,3-bis[N-(2-etyloheksylo)ftaloimido-4-ilo]-N,N’-bis(2-etyloheksylo) benzo[ghi]perylenodiimid oraz sposób jego otrzymywania |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL433407A PL241964B1 (pl) | 2020-03-31 | 2020-03-31 | 2,3-bis[N-(2-etyloheksylo)ftaloimido-4-ilo]-N,N’-bis(2-etyloheksylo) benzo[ghi]perylenodiimid oraz sposób jego otrzymywania |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL433407A1 true PL433407A1 (pl) | 2021-10-04 |
| PL241964B1 PL241964B1 (pl) | 2023-01-02 |
Family
ID=78055940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL433407A PL241964B1 (pl) | 2020-03-31 | 2020-03-31 | 2,3-bis[N-(2-etyloheksylo)ftaloimido-4-ilo]-N,N’-bis(2-etyloheksylo) benzo[ghi]perylenodiimid oraz sposób jego otrzymywania |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL241964B1 (pl) |
-
2020
- 2020-03-31 PL PL433407A patent/PL241964B1/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL241964B1 (pl) | 2023-01-02 |
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