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One-pot Synthesis of 5,7-Diaryl-3,4,6-trihydronaphthalen-2-ones
Gopalakrishnan, M.,Manikandan, H.,Sureshkumar, P.,Thanusu, J.,Kanagarajan, V. Korean Chemical Society 2007 대한화학회지 Vol.51 No.4
sodium ethoxide의 존재하에서 3,5-diaryl-cyclohex-2-en-1-one와 methyl vinyl ketone로부터 5,7-Diaryl- 3,4,6-trihydronaphthalen-2-ones가 합성되었다. 이 생성물은 IR, UV-Visible, 1H-NMR, 13C-NMR 그리고 mass spectral techniques로 구조를 규명하였다. 1H과 13C signals의 피크들은 HSQC spectrum을 찍어 정확히 규명하였다. 5,7-Diaryl-3,4,6-trihydronaphthalen-2-ones have been synthesized from 3,5-diaryl-cyclohex-2-en-1- ones and methyl vinyl ketone in the presence of sodium ethoxide. The products were characterized by IR, UV-Visible, 1H-NMR, 13C-NMR and mass spectral techniques. To confirm 1H and 13C signals, HSQC spectrum was recorded and analyzed.
Lee, Hyo-Won,An, Jung-Gi,Yoon, Hee-Kyoon,Jang, Hyo-Sook,Kim, Nam-Gwang,Do, Young-Kyu Korean Chemical Society 2005 Bulletin of the Korean Chemical Society Vol.26 No.10
To develop new hole-blocking materials for phosphorescent organic light-emitting diodes (PhOLEDs), 5,6-dihydro-2,9-diisopropyl-4,7-diphenyl[1,10]phenanthroline (1) and 5,6-dihydro-2,9-diisopropyl-4-(4-methoxyphenyl)-7-phenyl[1,10]phenanthroline (2) were synthesized. While the absorption spectrum of 1 is very similar to that of 2, the photoluminescence spectrum of 1 has the feature of the narrower and blue-shifted blueviolet emission at the peak of 356 nm compared to that of 2. The HOMO and LUMO energy levels of 1 and 2 were estimated from the measurement of cyclic voltammetry, and 1 has the appropriate levels for a holeblocking layer (HBL). The use of 1 as a HBL in a green PhOLED led to good efficiency of 23.6 cd/A at 4.4 mA/$cm^2$.
이효원,Jung-Gi An,Hee-Kyoon Yoon,Hyosook Jang,Nam Gwang Kim,도영규 대한화학회 2005 Bulletin of the Korean Chemical Society Vol.26 No.10
To develop new hole-blocking materials for phosphorescent organic light-emitting diodes (PhOLEDs), 5,6-dihydro-2,9-diisopropyl-4,7-diphenyl[1,10]phenanthroline (1) and 5,6-dihydro-2,9-diisopropyl-4-(4-meth- oxyphenyl)-7-phenyl[1,10]phenanthroline (2) were synthesized. While the absorption spectrum of 1 is very similar to that of 2, the photoluminescence spectrum of 1 has the feature of the narrower and blue-shifted blue-violet emission at the peak of 356 nm compared to that of 2. The HOMO and LUMO energy levels of 1 and 2 were estimated from the measurement of cyclic voltammetry, and 1 has the appropriate levels for a hole-blocking layer (HBL). The use of 1 as a HBL in a green PhOLED led to good efficiency of 23.6 cd/A at 4.4 mA/cm2.
Synthesis of 2,6-diaryl-4,4-diphenyldithienosiloles and their luminescent properties
In-Sook Lee,Sang-Jeon Kim,Myeon-Cheon Choi,Jin-Woo Park,Chang-Sik Ha,곽영우 한국공업화학회 2008 Journal of Industrial and Engineering Chemistry Vol.14 No.3
The dithienosilole (DTS) derivatives containing para-substituted phenyl with methyl, vinyl, or dimethylamino groups connected to the bithiophene moiety of the DTS was successfully synthesized by nickel-catalyzed Grignard coupling reactions. For the evaluation of the electroluminescent properties of these DTS derivatives, they were used as electron-transporting, emitting, or hole-transporting layers, respectively, in electroluminescent (EL) device fabrication processes. The device structures were ITO/TPD (40nm)/Alq3 (50nm)/DTS derivative (50nm)/Al (type I), ITO/TPD (40nm)/DTS derivative (50nm)/Alq3 (20nm)/Al (type II), and ITO/DTS derivative (50nm)/Alq3 (50nm)/Al (type III). Although its maximum current density was small, the 2,6-bis[4-(N,N-dimethylamino)phenyl]-4,4-diphenyldithienosilole (5) possessing a strong electron-donating group provided apparently lower turn-on voltage, although its maximum current density was small, in comparison with the one of previously reported TMS-DTS (2,6-bis(trimethylsilyl)-4,4-diphenyldithienosilole). The EL spectra of the DTS derivatives 35 exhibited maximum peaks at 512, 517, and 560nm which correspond to green to yellowish-green light. The luminance of the devices containing the DTS derivatives 35 as an emitting layer shows 680, 515, and 250cd/m², respectively, at 10V. From the evaluation of the utilities of the synthesized DTS derivatives 35, the derivative 3 among these materials can be used efficiently as an emitting material in the type II EL device.
Kodhati, Venkateshwarlu,Vanga, Malla Reddy,Yellu, Narsimha Reddy Korean Chemical Society 2013 대한화학회지 Vol.57 No.2
The synthesis of title compounds were accomplished by synthetic sequence shown in Scheme 1. Chalcones on cyclocondensation with thiourea in ethanol and potassium hydroxide under reflux yielded the respective dihydropyramidin-2(1H)-thiones. Each of the dihydropyrimidin thiones was, then subjected to the Mannich condensation in alkaline medium using three different secondary amines, viz., dimethylamine, diethylamine and morpholine to obtain a new series of S-Mannich bases. All the synthesised compounds ($C_1-C_{15}$) were evaluated for their antiulcer and antibacterial activities. Compounds $C_4$, $C_5$, $C_6$, $C_{14}$ and $C_{15}$ exhibited relatively more potent antiulcer activity but not comparable to the standard; Omeprazole, while $C_1$, $C_2$, $C_3$ and $C_{13}$ were moderate in activity at 100 mg/kg p.o. All the compounds ($C_1-C_{15}$) showed mild to moderate activity against both Gram-positive (S.aureus, L.delbrueckii) and Gram-negative (P.vulgaris, E.coli) bacteria. Amongst the compounds tested, only $C_6$, $C_9$, $C_{12}$ and $C_{15}$ were found to be potent.
Synthesis of 2,6-diaryl-4,4-diphenyldithienosiloles and their luminescent properties
Lee, I.S.,Kim, S.J.,Kwak, Y.W.,Choi, M.C.,Park, J.W.,Ha, C.S. Korean Society of Industrial and Engineering Chemi 2008 Journal of industrial and engineering chemistry Vol.14 No.3
The dithienosilole (DTS) derivatives containing para-substituted phenyl with methyl, vinyl, or dimethylamino groups connected to the bithiophene moiety of the DTS was successfully synthesized by nickel-catalyzed Grignard coupling reactions. For the evaluation of the electroluminescent properties of these DTS derivatives, they were used as electron-transporting, emitting, or hole-transporting layers, respectively, in electroluminescent (EL) device fabrication processes. The device structures were ITO/TPD (40nm)/Alq3 (50nm)/DTS derivative (50nm)/Al (type I), ITO/TPD (40nm)/DTS derivative (50nm)/Alq3 (20nm)/Al (type II), and ITO/DTS derivative (50nm)/Alq3 (50nm)/Al (type III). Although its maximum current density was small, the 2,6-bis[4-(N,N-dimethylamino)phenyl]-4,4-diphenyldithienosilole (5) possessing a strong electron-donating group provided apparently lower turn-on voltage, although its maximum current density was small, in comparison with the one of previously reported TMS-DTS (2,6-bis(trimethylsilyl)-4,4-diphenyldithienosilole). The EL spectra of the DTS derivatives 3-5 exhibited maximum peaks at 512, 517, and 560nm which correspond to green to yellowish-green light. The luminance of the devices containing the DTS derivatives 3-5 as an emitting layer shows 680, 515, and 250cd/m<SUP>2</SUP>, respectively, at 10V. From the evaluation of the utilities of the synthesized DTS derivatives 3-5, the derivative 3 among these materials can be used efficiently as an emitting material in the type II EL device.