Alkoxy substituted [1]benzothieno[3,2-b][1]benzothiophene derivative with improved performance in organic thin film transistors

Guo, Shenghui; He, Yaowu; Murtaza, Imran; Tan, Jun; Pan, Junyou; Guo, Yitong; Zhu, Yanan; He, Yu; Meng, Hong

doi:10.1016/j.orgel.2018.02.003

Cited by 25 publications

(19 citation statements)

References 23 publications

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“…For instance, C8‐OPh‐BTBT demonstrated the mobility up to 8.25 cm 2 V −1 s −1 in OFETs with annealing temperature up to 120 °C. [ 39 ] DPh‐substituted DNTT afforded a mobility of 1.6 cm 2 V −1 s −1 and only a slight decrease after heating the OFETs at a temperature higher than 250 °C. [ 40 ] Surprisingly, DPh‐BBTNDT gained a great breakthrough of thermal stability even up to 300 °C.…”

Section: Structures and Propertiesmentioning

confidence: 99%

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Structures, Properties, and Device Applications for [1]Benzothieno[3,2‐b]Benzothiophene Derivatives

Xie

Liu

Sun

et al. 2022

Adv Funct Materials

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1]benzothieno[3,2-b]benzothiophene (BTBT), with two benzene rings as the outermost rings, is referred to as diacene-fused ladder-type π-conjugated thienothiophenes. During the last three decades, derivatives based on BTBT core have been extensively studied due to their tremendous application prospects in organic field-effect transistors (OFETs) and organic optoelectronic devices. In order to further advance the development of organic electronics, new materials are constantly being synthesized and new methods are constantly evolving. This review mainly focuses on the crystal and electronic structures of BTBT derivatives, the soluble and thermal properties, the fabrication methods, as well as the strategies for performance improvement and optoelectronic applications including OFETs, photodetectors, synaptic devices, and organic light-emitting transistors. As one of the most promising organic materials, the insight into BTBT-based molecules will accelerate their potential application and provide important reference value for the development toward commercialized and industrialized organic semiconducting products.

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Section: Structures and Propertiesmentioning

confidence: 99%

“…[208][209][210] BTBT semiconductors exhibit good UV-responsive characteristics and potential application with persistent photoconductivity. [11,211] Thermal evaporation [39] C12-BTBT Si/SiO 2 13.2 NA 10 7 Self-assembly [120] C12-BTBT Si/SiO 2 3.9 NA 10 6 to 10 8 Thermal evaporation [194] Mono-C13-BTBT Si/SiO 2 17.2 −2.7 10 7…”

Section: Photodetectorsmentioning

confidence: 99%

Structures, Properties, and Device Applications for [1]Benzothieno[3,2‐b]Benzothiophene Derivatives

Xie

Liu

Sun

et al. 2022

Adv Funct Materials

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“…In addition, as an electron-donating group, benzofuran causes a high HOMO level, which is closer to the work function of gold electrodes and facilitates the hole injection for OFETs. 23 Here, we developed a new benzofuran derivative compound as a multifunctional organic semiconductor in an attempt to meet the requirements of high-mobility emissive materials for realizing efficient OFETs and OLEDs. We designed a new molecule in combination with benzothiophene groups, named as 2,7-diphenylbenzo [4,5]thieno [3,2-b]benzofuran (BTBF-DPh) that simultaneously demonstrates high carrier mobility Scheme 1.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Compared with benzothiophene, benzofuran derivatives have been reported largely as they offer strong luminescence , and solution processability and are usually introduced to design molecules for emissive materials to attain OLEDs with improved efficiency. In addition, as an electron-donating group, benzofuran causes a high HOMO level, which is closer to the work function of gold electrodes and facilitates the hole injection for OFETs …”

Section: Introductionmentioning

confidence: 99%

Multifunctional Benzo[4,5]thieno[3,2-b]benzofuran Derivative with High Mobility and Luminescent Properties

Guo

Ali

et al. 2021

ACS Appl. Mater. Interfaces

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Development of multifunctional materials and devices has garnered enormous attention in the field of organic optoelectronics; nevertheless, achieving high mobility together with strong luminescence in a single semiconductor remains a major bottleneck. Here, a new multifunctional semiconductor molecule, 2,7-diphenylbenzo[4,5]thieno[3,2-b]benzofuran (BTBF-DPh), that integrates high charge transporting [1]benzothieno[3,2-b][1]benzothiophene with a strongly emissive furan group, is synthesized and applied in three types of optoelectronic devices, including organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), and organic phototransistors (OPTs). OLEDs based on BTBF-DPh as the emissive layer showed a blue emission with CIE coordinates of (0.151, 0.069) and a maximum current efficiency of 2.96 cd A–1 with an external quantum efficiency of 4.23%. Meanwhile, OFETs fabricated with BTBF-DPh thin film manifested a carrier mobility of 0.181 cm2 V–1 s–1, which is comparable to that of thiophene-based counterparts. Additionally, BTBF-DPh-based OPTs exhibited a maximum responsivity and detectivity of 2.07 × 103 A W–1 and of 5.6 × 1015 Jones, respectively. On the one hand, our rationally designed material, BTBF-DPh, has a dense and close-packed structure with an extended π-conjugation, facilitating charge transport through adjacent molecules. On the other hand, the weakened dipole–dipole interactions between BTBF-DPh molecules that resulted from the unambiguous J-aggregation and reduced spin–orbit coupling caused by replacing sulfur atom significantly suppress the exciton quenching, contributing to the improved photoluminescence performance. These results validate that our newly developed BTBF-DPh is a promising multifunctional organic semiconductor for optoelectronic devices.

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“…[30][31][32][33][34][35][36][37][38][39][40][41][42][43][44] In particular, it has been demonstrated recently that selforganized alkyl-chain layers play essential roles in enhancing the layered crystallinity, which is effective and useful for the formation of perfectly aligned semiconductor-insulator interfaces in TFT device structures. [45][46][47][48] For example, a simple alkylchain substitution on some p-electron cores, such as benzothieno [3,2-b]benzothiophene (BTBT), allows the formation of bilayer-type layered herringbone (b-LHB) packing motifs; [45][46][47][48][49][50][51][52] the alkylated unsymmetric rod-like molecules form unipolarly aligned molecular layers by their side-by-side intermolecular arrangements. Consequently, the resultant unipolar layers form an alternating antiparallel stacking alignment such that the pcore layers and alkyl chain layers are in head-to-head (tail-totail) contact within the crystal.…”

Section: Introductionmentioning

confidence: 99%

Regioisomeric control of layered crystallinity in solution-processable organic semiconductors

et al. 2020

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Alkoxy substituted [1]benzothieno[3,2-b][1]benzothiophene derivative with improved performance in organic thin film transistors

Cited by 25 publications

References 23 publications

Structures, Properties, and Device Applications for [1]Benzothieno[3,2‐b]Benzothiophene Derivatives

Structures, Properties, and Device Applications for [1]Benzothieno[3,2‐b]Benzothiophene Derivatives

Multifunctional Benzo[4,5]thieno[3,2-b]benzofuran Derivative with High Mobility and Luminescent Properties

Regioisomeric control of layered crystallinity in solution-processable organic semiconductors

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