Di-aryl substituted poly(cyclopenta[def]phenanthrene) derivatives containing carbazole and triphenylamine units in the main chain for organic light-emitting diodes

Abstract

The syntheses and characterization of poly(2,6-(4,4-bis(4-((2-ethylhexyl)oxy)phenyl)-4H-cyclopenta[def] phenanthrene)-alt-triphenylamine-4,4'-diyl) (TPA-PCPP), poly(2,6-(4,4-bis(4-((2-ethylhexyl)oxy)phenyl)-4H-cyclopenta [def]phenanthrene)-alt-3,6-(9-(2-ethylhexyl)carbazole)) (3,6-Cz-PCPP), poly(2,6-(4,4-bis(4-((2-ethylhexyl)oxy)-phenyl)-4H-cyclopenta[def]phenanthrene)-alt-2,7-(9-(2-ethylhexyl)carbazole)) (2,7-Cz-PCPP), and poly(2,6-(4,4-bis (4-((2-ethylhexyl)oxy)phenyl)-4H-cyclopenta[def]phenanthrene)-co-2,7-(9-(2-ethylhexyl)carbazole)) (2,7-Cz-co-PCPP) are presented. The carbazole and TPA moieties, which can influence the highest occupied molecular orbital (HOMO) energy level, were introduced to the di-aryl substituted PCPP backbone. The PL spectra of the polymer films showed maximum peaks at approximately 417-429 nm. The devices of the 2,7-Cz-co-PCPPs with the configurations of ITO/PEDOT:PSS/polymers/Ca/Al generated EL emissions with maximum peaks at approximately 460 nm, CIE coordinates of (x =0.16, y=0.033-0.038), turn-on voltages of 4-5 V, maximum brightness of 309-337 cd/m 2 , and luminescence efficiencies of 0.06-0.09 cd/A. The synthesized polymers may be useful for PLED device applications.

Two Anthracene-Based Copolymers as the Hole-Transporting Materials for High-Performance Inverted (p-i-n) Perovskite Solar Cells

“…In Figure S20, DSC measurement showed a similar glass transition temperature ( T g ) at 77 and 80 °C, for PCBZANT and PTPAANT , respectively, in the first heating scan. They presented a similar T g , being in agreement with the report in the case of the carbazole-based copolymer and the triphenyl-based copolymer …”

“…They presented a similar T g , being in agreement with the report in the case of the carbazole-based copolymer and the triphenylbased copolymer. 30 Film Characterization. The morphology and quality of the films were analyzed with atomic force microscopy (AFM) measurement.…”

Synthesis and characterization of polycyclopentaphenanthrene with carbazole or oxidiazole pendant units

“…9 and catalytic amounts of triethylbenzylammonium chloride in 20 ml of DMSO was heated at 60 1C After 1 h, the reaction mixture was treated with 9-(6-bromohexyl)-9H-carbazole (3), 11 2-(4-((6-bromohexyl)oxy)phenyl)-5-phenyl-1,3,4-oxadiazole (1). 11 and 50% aqueous NaOH at room temperature. After 5 h, water and ethyl acetate were added.…”

“…Previously, we reported the synthesis and properties of new electroluminescence (EL) polymers utilizing a new poly(2,6-(4,4-bis(2-ethylhexyl)-4H-cyclopenta-[def]phenanthrene)) (PCPP) backbone with stabilized blue emission. [9][10][11][12][13] The PL and EL spectra of PCPP do not show any peaks in the long wavelength region around 550 nm even after prolonged annealing or the application of current. 9 Many conjugated polymers are not well matched to the electronic structure of devices This generally results in an imbalance of charge transport and poor device efficiency.…”