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pentacene
Advanced Electronic Materials · 2017 ·Vol. 3 ·期 11 ·1700136 · IF 4.193

Relation between Interfacial Band-Bending and Electronic Properties in Organic Semiconductor Pentacene

Panlong Zhang,Shuai Zhao,Haibo Wang,Jidong Zhang,Jianwu Shi,Hua Wang,Donghang Yan

There is still a challenge in organic electronics to effectively tailor interfacial electronic structures for achieving desired electronic properties for optoelectronic devices. This study realizes the tuning of interfacial electronic structures in organic semiconductor pentacene by employing substrates with different work functions. Pentacene layers show downward band-bending with a low work function, flat band with a middle work function, and upward band-bending with a high work function. The formation of band-bending is explained by the electrostatic potential according to the Fermi level position. Different interfacial electronic structures can influence the carrier transport across the interface. Their diodes show different rectifying behaviors due to band-bending, and ohmic transport is observed for the flat band structure. This work is a promising exploration to realize desired functions of semiconductor devices by tailoring interfacial electronic structures.

CAS / MDL: 1317-36-8
研究领域: 材料科学 · 电子工程
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Polymer Chemistry · 2016 ·Vol. 7 ·期 11 ·2143-2150 · IF 5.687

A novel polymer as a functional dielectric layer for OTFTs to improve the grain size of the pentacene semiconductor

Yao Li,He Wang,Xuesong Wang,Zuosen Shi,Donghang Yan,Zhanchen Cui

In this paper, we report the design, synthesis, and dielectric properties of novel polymers as functional dielectric layers in pentacene thin-film transistors (TFTs) to explore the relationship between the grain size and the charge carrier mobility with a single variable. The polymers were synthesized with a novel monomer, anthracen-10-ylmethyl methacrylate (A-10-YMA), that contained anthracene, which provided a crystal nucleus for the crystallization of pentacene. Increasing the amount of the novel monomer in the polymer structure resulted in a significant decrease in the grain size of the pentacene semiconductor. The result illustrates that pentacene TFTs with a suitable grain size of the pentacene semiconductor exhibit an excellent performance in terms of the charge carrier mobility.

研究领域: 材料科学 · 电子工程
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SmartMat · 2021 ·Vol. 2 ·期 1 ·109-118 · IF 0

Self-assembled fullerene (C60)-pentacene superstructures for photodetectors

Qin Tang,Guangpu Zhang,Bohong Jiang,Deyang Ji,Huihui Kong,Kristina Riehemann,Qingmin Ji,Harald Fuchs

Fullerene assembling with specific donor molecules would yield multifunctional metamaterials via the collective behavior, wherein linear acenes are widely used as donor molecules to construct the charge-transfer heterojunction structure with fullerene. However, they are generally prepared by vacuum deposition due to the insoluble property of high-performance linear acenes molecules in common solvents, which makes the construction of fullerene with insoluble donor molecules still be a big challenge in the solution-processed method. To this end, chemical modification provides an effective solution-processed strategy to construct donor and acceptor systems. Here, the C 60 -pentacene is assembled into controllable flower-like superstructures by the surface grafting method. It is found that the nanofeatures of the microflowers could be regulated by temperature, resulting in dense-flakes morphology at room temperature and loose flakes at high temperatures. Furthermore, the dense-flakes microflowers structures with less mass but better crystalline structure exhibit better optoelectronic properties. Our results reveal an effective control on the nanofeatures of the self-assembled fullerenes complex superstructures and their role for the optoelectronic performance, which may promote the exploring of fullerene superstructures as photodetectors.

研究领域: 材料科学 · 光电技术
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Journal of Materials Chemistry C · 2021 ·Vol. 9 ·期 17 ·5621-5627 · IF 7.393

Bending TIPS-pentacene single crystals: from morphology to transistor performance

Huihong Jiang,Boyu Peng,Shuang Liu,Jie Ren,Weitao Yang,Chengce Lin,Ruihan Wu,Hongzheng Chen,Hanying Li

Organic single crystals, with regular molecular packing and fewer structural defects, have presented record-high carrier mobility of various organic semiconductor materials, making them ideal charge-transport media for flexible devices. However, compared with organic amorphous/polycrystalline films, organic single crystals are more fragile. To utilize high-quality organic single crystals in flexible devices, the diverse response (cracks, delamination) of single crystals to bending strain should be meticulously explored, as well as the associated effects on transistor performance. Here, flexible organic field-effect transistors (OFETs) fabricated from aligned, ribbon-like single crystals of bis(triisopropylsilylethynyl)pentacene (TIPS-pentacene) are studied in different bending scenarios. With increasing tensile or compressive bending strain, the single crystal will crack or delaminate. The cracks are prone to appear faceted with a direction along the crystal ribbons, parallel to the crystallographic planes of the dense molecular packing. While interestingly, devices exhibit negligible decline in mobility even if the crystal surface has obvious cracks, which is ascribed to the intact charge transport channel. Moreover, devices show superior stability after 1000 consecutive bending cycles or keeping bent for 20 days. As such, this work confirms the potential of organic single crystals being applied to flexible transistor devices with good stability as well as high performance.

研究领域: 材料科学 · 电子工程
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Ultrafast Science · 2024 · IF 0

Aggregation Regulated Ultrafast Singlet Fission Pathways in TIPS-Pentacene Films

Guang Huang,Junzi Li,Zilin Zhou,Zongtao Huang,Wei Kong,Fangteng Zhang,Youjun Zeng,Guanyu Liu,Tingchao He,Lin Ma

Singlet fission (SF) is a spin-conserving process converting 1 singlet exciton into 2 triplet excitons. This exciton multiplication mechanism offers an attractive route to solar cells that circumvent the single-junction Shockley–Queisser limit. However, it remains unclear how intermolecular coupling, which is subject to the aggregation extent in thin-film morphology, controls SF pathways and dynamics. The prototype molecule 6,13-bis(triisopropylsilylethynyl)-pentacene (TIPS-pentacene) has been extensively studied to investigate SF mechanisms. However, previous literature reports have presented divergent SF mechanisms and pathways in TIPS-pentacene films. In this study, solvent vapor annealing treatment is used to deliberately adjust the aggregation extent in TIPS-pentacene films. This enables us to reproduce various SF pathways reported in the literature under the same experimental conditions, with the only variation being the level of aggregation. These results shed light on the crucial role that molecular aggregation plays in modulating both the SF mechanism and pathway and reconciles the previously contentious SF mechanisms and pathways reported in TIPS-pentacene films. Our study offers substantial insights into the understanding of the SF mechanism and provides a potential avenue for future control of SF pathways in accordance with specific application requirements.

研究领域: 化学 · 材料科学 · 物理学
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SENSORS AND ACTUATORS A-PHYSICAL · 2026 · IF 4.9

A flexible self-powered pentacene/Ga2O3 heterojunction solar-blind ultraviolet photodetector

Chenglong Zhou,Yongsheng Tan,Anbiao Gui,Shunwei Zhu,Shunhang Wei,Zebo Fang,Qiufeng Ye

In this work, a self-powered pentacene/Ga 2 O 3 heterojunction solar-blind ultraviolet (UV) photodetector was fabricated on a flexible mica substrate using magnetron sputtering and thermal evaporation. The device exhibits excellent self-powered characteristics under 254 nm solar-blind UV illumination. Under 254 nm irradiation with an intensity of 200 W/cm 2 at 0 V bias, the device achieved a responsivity of 2.11 mA/W, a specific detectivity of Jones, and a photo-to-dark current ratio of 2800. The rise and fall times were 0.69 s and 1.39 s, respectively. Furthermore, mechanical bending tests were conducted on the flexible device. After 700 bending cycles at a 30 rc , no significant degradation was observed in the current–voltage characteristics or the responsivity at 0 V bias, demonstrating its outstanding mechanical robustness.

CAS / MDL: 135-48-8
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ACS Applied Materials & Interfaces · 2019 · IF 8.456

Multifunctional Tetracene/Pentacene Host/Guest Nanorods for Enhanced Upconversion Photodynamic Tumor Therapy

Rui Zhang,Yan Guan,Zhiyan Zhu,Hongying Lv,Futian Li,Shuqing Sun,Juan Li

The tissue penetration depth of light and the singlet oxygen (1O2) generation efficiency of photosensitizers (PSs) are the two main factors that determine the effectiveness of photodynamic therapy for tumors. Herein, we report a novel strategy to prepare a multifunctional upconversion photosensitizer (UCPS) based on the host/guest nanoarchitecture. By a simple reprecipitation method, host/guest tetracene/pentacene nanorods (Tc/Pc NRs) were synthesized for enhancing triplet–triplet annihilation-upconversion (TTA-UC) or two-photon excited emission and 1O2 generation efficiency upon 650 or 808 nm excitation. Tc/Pc NRs had higher 1O2 quantum yield (74%) than Tc NRs (28%) upon 650 nm laser irradiation. The proposed mechanism is that doping Pc molecules into Tc NRs induces intermediate states between S0 and S1, shortening the energy gap for 1O2 generation and resulting in TTA-UC emission. Equally important, with 808 nm fs laser excitation, Tc/Pc NRs showed an enhanced 1O2 generation efficiency and two-photon absorption cross section (σ) compared with Tc NRs. In addition, when the tumors in mice were exposed to Tc/Pc NRs with 650 or 808 nm wavelength irradiation, the tumor inhibition rates achieved 99 and 95%, respectively. This work opens new perspectives for exploring novel nano-UCPSs for biomedical applications.

研究领域: 生物医学工程 · 纳米医学 · 肿瘤学
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APPLIED SURFACE SCIENCE · 2026 · IF 6.6

Engineering pentacene excited-state pathways through Ti3C2Tx heterojunctions for efficient photocatalytic hydrogen evolution

Yanxiang Liu,Xiaoying Yu,Qingyuan Zhao,Hai Xu,Xingchao Zhang,Xiao-Feng Wang

π-Conjugated PAH@Ti 3 C 2 T x heterojunctions enable direct interfacial charge transfer for efficient solar-driven H 2  evolution. • Conductive Ti 3 C 2 T x shortens charge pathways, reduces transport resistance, and promotes photocarrier separation and utilization. • Ti 3 C 2 T x coupling regulates pentacene excited-state dynamics, favoring long-lived charge-separated states for enhanced H 2 evolution. Although photocatalytic hydrogen evolution shows great potential for environmental sustainability and solar-to-chemical energy conversion, its practical implementation remains hindered by low efficiency, limited catalyst selectivity and incomplete understanding of the reaction mechanisms. Herein, we report the rational construction of polycyclic aromatic hydrocarbon (PAH)-decorated Ti 3 C 2 T x MXene organic–inorganic heterojunctions for enhanced visible-light-driven photocatalytic H 2 production. Comprehensive characterizations, including UV–vis absorption spectroscopy, photoluminescence spectroscopy, electrochemical impedance spectroscopy, transient absorption spectroscopy, photocurrent measurements, and density functional theory calculations, were employed to elucidate the structure–property relationship and interfacial charge-transfer mechanism at the molecular level. Transient spectroscopic analysis further suggests that interfacial electron transfer in pentacene@Ti 3 C 2 T x competes with the intrinsic intersystem crossing process, thereby reducing triplet-state-related relaxation and enhancing charge utilization efficiency. This work clarifies the molecular-structure-dependent charge-transfer mechanism in PAH/MXene photocatalysts and provides a rational design strategy for developing efficient organic semiconductor-based systems for visible-light-driven hydrogen production. Download: Download high-res image (159KB) Download: Download full-size image

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Journal of Materials Chemistry C · 2025 · IF 5.1

Solution-Processed Self-Assembling Charge-Transfer Cocrystal/TIPS-Pentacene Heterojunctions for Artificial Synapses

Tao Jin,Wenju Li,Yongyi Zhang,Ruiheng Wang,Shuai Wang,Chen Pan,Guan Wang,Jiacheng Zhang,Lei Yao,Jing Zhang,Qichun Zhang

Artificial synapses have gained considerable attention in modeling artificial visual systems. Facile and efficient p-n heterojunction, acting as the essential component, plays a critical role in configuration optimization and processing capabilities. Herein, we introduced a novel charge-transfer cocrystal that consisted of 5,8-dihydroindolo[2,3-c]carbazole (DDCB) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) via solution-process, which demonstrated good crystallinity and typical n-type charge transport characteristics. To realize good charge storage ability, crystalline p-n heterojunctions with a phase-separated heterostructure were one-step prepared by drop-casting TIPS-pentacene and DDCB/TCNQ solutions onto the substrate. The as-prepared artificial synaptic devices exhibited remarkable paired-pulse facilitation (PPF), spike-duration dependent plasticity, spike-intensity dependent plasticity, and learning-experience behaviors similar to those of biological synapses in response to light pulses. Furthermore, based on the light potentiation and electrical depression modulation properties of these synaptic devices, we constructed artificial neural networks for image recognition, achieving a validation accuracy of over 97% on the modified national institute of standards and technology (MNIST) dataset. This work provides a new simple approach in establishing p-n heterojunction based artificial synapses for applications in light information processing, artificial vision, and memory simulation.

研究领域: 材料科学 · 神经形态工程 · 电子器件
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RSC Medicinal Chemistry · 2025 · IF 3.6

Peripheral Tailoring of Pentacene: Developing Next-Generation Organic Sonosensitizers for Cancer Sonodynamic Therapy

Nan Han,Yu Zhang,Chunyuan Hou,Jun Gu,Jun Luo

Sonodynamic therapy (SDT) is an innovative, non-invasive, and effective method for cancer treatment. However, exploring sonosensi-tizers with high sonosensitivity and biosafety remains a significant challenge. Recent investigations have demonstrated that the excel-lent delocalized π-electron conjugation system and narrow HOMO-LUMO gap characteristic of acenes endow them with intrinsic son-oactivity, providing a opportunity for advancing novel sonosensitizers. Herein, two pentacene derivatives, 4Br-PEN and 4Br-CN-PEN, were successfully synthesized through site-specific peripheral tailoring of the pentacene backbone with bromine atoms and cyano groups. Both in vitro and in vivo therapeutic outcomes demonstrated that the synthesized compounds could generate singlet oxygen ( 1 O 2 ) under ultrasound irradiation, effectively eradicating cancer cells while exhibiting significant anti-proliferative effects and excel-lent biocompatibility. Notably, because of the synergistic inductive and conjugative effects of the cyano group, 4Br-CN-PEN exhibited superior sonodynamic activity to 4Br-PEN. These findings collectively suggest that pentacene derivatives hold promising potential as highly effective and safe sonosensitizers for SDT applications.

研究领域: 有机化学 · 癌症治疗 · 纳米医学 · 光动力与声动力治疗 · 材料科学
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ACS Applied Polymer Materials · 2022 · IF 4.855

Naphthyl Methylacrylate Block Copolymer Insulators for Application in Pentacene Organic Thin-Film Transistors

Jiufu Zhu,Bo Yu,Dacheng Bai,Dongye Pan,Jiawei Zou,Xiaoyu Shi,Shuxiang Ding,Bowen Zhang,Donghang Yan,Xiaojuan Hao,Zuosen Shi,Zhanchen Cui

In this paper, we prepared a series of aryl group functionalized polymers, via the reversible addition–fragmentation chain transfer (RAFT) polymerization, used as insulator layer materials for pentacene thin-film transistors. The poly(methyl methacrylate) (PMMA)-based block polymers contain naphthyl side groups that could induce ordered morphology of pentacene due to π–π interaction. Furthermore, the block polymers can effectively increase the dielectric constant (6.59), resulting in a threshold voltage drop from −15 V to −7 V.

研究领域: 材料科学 · 高分子化学 · 有机电子学
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ADVANCED FUNCTIONAL MATERIALS · 2026 · IF 19.9

Chiral Organic Synapses Based on Self-Assembled Charge-Transfer Co-Crystal Helix/TIPS-Pentacene Heterojunctions

Shulei Chen,Tao Jin,Xin Wang,Guan Wang,Yongyi Zhang,Lei Yao,Jing Zhang

Chiral neuromorphic devices, representing an advanced synchronous integration of neuromorphic engineering and chiral optoelectronics, offer a new pathway for intelligent computing and high-dimensional sensing technologies. In this study, a charge-transfer co-crystal helical structure based on pyrene and 1,2,4,5-tetracyanobenzene (TCNB) was prepared via a simple solution process. This structure exhibits chiral emission by virtue of chiral supramolecular assembly, owing to the strong solvent-solute interactions. To enhance the charge storage performance, a heterojunction with phase-separated characteristics was constructed by one-step drop-casting TIPS-pentacene and pyrene–TCNB solutions. The heterojunction effectively modulates the interfacial charge trapping and separation processes, thereby enhancing the chiroptical sensitivity. Under optical pulse stimulation, the device simulated multiple synaptic functions, including paired-pulse facilitation (PPF), pulse-duration-dependent and intensity-dependent plasticity, and biomimetic learning behaviors. This work provides a feasible technological pathway of chiral artificial synapse construct toward photonic neuromorphic computing system developing.

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