Synthesis and characterization of 2,2′-bithiophene end-capped dihexyloxy phenylene pentamer and its application in a solution-processed organic ultraviolet photodetector

Abstract

In this work a new solution processable small organic material, namely 2,2'-Bithiophene end-capped dihexyloxy phenylene pentamer (BHBT2) was synthesized, characterized and applied in the fabrication of organic ultraviolet photodetector. The material was synthesized via Williamson etherification, bromination and Suzuki coupling. FTIR and NMR spectroscopies were recorded for the BHBT2 along with its optical, thermal and electrochemical properties. Finally, the BHBT2 was used as donor material to produce a solution-processed UV photodetector based on BHBT2:PC61BM organic active layer. Results showed that in the forward biasing, the photodetector exhibited photovoltaic effect with Jsc = 1.80 mA, Voc = 0.66 V, FF = 0.30 and PCE = 0.98 %, while in the reverse biasing, the photodetector exhibited fast, reversible and stable response with the highest detectivity of 1.47×10 9 Jones. The realization of efficient UV detection was attributed to the strong absorption of BHBT2 and PC61BM in the UV region. Hence, BHBT2 pentamer coupled with PC61BM can be considered as potential materials to be applied in the solution-processed organic UV photodetector.

High stability resistive switching mechanism of a screen-printed electrode based on BOBZBT2 organic pentamer for creatinine detection

“…The increase in BOBzBT 2 concentration in the dilution increased the absorbance spectra since more BOBzBT 2 molecules are present in the system. The details on the characterization of each intermediate compound and BOBzBT 2 can be found in our previous works 23 , 24 . Meanwhile, with the addition of creatinine solution, the absorbance spectra of the 3BOBzBT 2 :5CHCl 3 dilution were decreased as shown in Fig.…”

“…The Suzuki cross-coupling reaction was later performed to synthesize intermediate (3) before undergoing bromination reaction using NBS in THF solution to obtain the intermediate (4). Following the procedures of in 24 , the thiophene boronic acid on intermediate (4) was then replaced with benzo[b]thien-2-ylboronic acid to obtain 1,4-bis[2-(5-thiophen-2-yl)-1-benzothiophene]-2,5-dioctyloxybenzene (BOBzBT 2 ) pentamer. Five dilutions with different BOBzBT 2 :CHCl 3 ratios (mg:ml) were prepared namely, 1BOBzBT 2 :4CHCl 3 , 1BOBzBT 2 :3CHCl 3 , 1BOBzBT 2 :2CHCl 3 , 3BOBzBT 2 :5CHCl 3 , 1BOBzBT 2 :1CHCl 3 arranged in ascending order according to the increase of BOBzBT 2 concentration.…”

Synthesis of a 1,4‐Bis[2‐(5‐thiophen‐2‐yl)‐1‐benzothiophene]‐2,5‐dioctyloxybenzene Pentamer for Creatinine Detection

“…Thus, recently, researchers opted to explore small organic molecules with unique physical and chemical properties, low cost and more environmentally friendly for the application in the construction of electronic and optoelectronic devices [17–20] . However, modification is essential to improve the properties of the material.…”

“…[16] Thus, recently, researchers opted to explore small organic molecules with unique physical and chemical properties, low cost and more environmentally friendly for the application in the construction of electronic and optoelectronic devices. [17][18][19][20] However, modification is essential to improve the properties of the material. For instance, Lim et al [17] incorporated hexyloxy substituents into the 2,2-bithiophene end-capped dihexyloxy phenylene pentamer to improve its solubility in the organic solvents leading to the improvement of the device.…”

“…[17][18][19][20] However, modification is essential to improve the properties of the material. For instance, Lim et al [17] incorporated hexyloxy substituents into the 2,2-bithiophene end-capped dihexyloxy phenylene pentamer to improve its solubility in the organic solvents leading to the improvement of the device. In addition to that, the enhancement in conductivity, charge localization, and sensitivity in fluorescent chemosensor using conjugated polymer was also reported in literature.…”