An n-Doping Cross-Linkable Quinoidal Compound as an Electron Transport Material for Fully Stretchable Inverted Organic Solar Cells.

The photocatalytic activity and inherent brittleness of ZnO, which is commonly used as an electron transport layer (ETL) in inverted organic solar cells (OSCs), have impeded advancements in device stability and the development of fully stretchable OSCs. In this study, an intrinsically stretchable ETL for inverted OSCs through a side-chain cross-linking strategy has been developed. Specifically, cross-linking between bromine atoms on the side chains of a quinoidal compound and the amino groups in polyethylenimine resulted in a film, designated QBr-PEI-50, with high electrical conductivity (0.

Design of Ultra-Narrow Bandgap Polymer Acceptors for High-Sensitivity Flexible All-Polymer Short-Wavelength Infrared Photodetectors.

All-polymer photodetectors possess unique mechanical flexibility and are ideally suitable for the application in next-generation flexible, wearable short-wavelength infrared (SWIR, 1000-2700 nm) photodetectors. However, all-polymer photodetectors commonly suffer from low sensitivity, high noise, and low photoresponse speed in the SWIR region, which significantly diminish their application potential in wearable electronics. Herein, two polymer acceptors with absorption beyond 1000 nm, namely P4TOC-DCBT and P4TOC-DCBSe, were designed and synthesized.

Design Strategy for the Synthesis of Self-Doped n-Type Molecules.

n-Type organic conductive molecules play a significant role in organic electronics. Self-doping can increase the carrier concentration within the materials to improve the conductivity without the need for additional intentional dopants. This review focuses on the various strategies employed in the synthesis of self-doped n-type molecules, and provides an overview of the doping mechanisms.

Universal Design and Efficient Synthesis for High Ambipolar Mobility Emissive Conjugated Polymers.

High ambipolar mobility emissive conjugated polymers (HAME-CPs) are perfect candidates for organic optoelectronic devices, such as polymer light emitting transistors. However, due to intrinsic trade-off relationship between high ambipolar mobility and strong solid-state luminescence, the development of HAME-CPs suffers from high structural and synthetic complexity. Herein, a universal design principle and simple synthetic approach for HAME-CPs are developed.

An n-Type Conjugated Polymer with Low Crystallinity for High-Performance Organic Thermoelectrics.

Conjugated polymers (CPs) with low crystallinity are promising candidates for application in organic thermoelectrics (OTEs), particularly in flexible devices, because the disordered structures of these CPs can effectively accommodate dopants and ensure robust resistance to bending. However, n-doped CPs usually exhibit poor thermoelectric performance, which hinders the development of high-performance thermoelectric generators. Herein, we report an n-type CP (ThDPP-CNBTz) comprising two acceptor units: a thiophene-flanked diketopyrrolopyrrole and a cyano-functionalized benzothiadiazole.

Aligned Conjugated Polymer Nanofiber Networks in an Elastomer Matrix for High-Performance Printed Stretchable Electronics.

Conjugated polymer films are promising in wearable X-ray detection. However, achieving optimal film microstructure possessing good electrical and detection performance under large deformation via scalable printing remains challenging. Herein, we report bar-coated high-performance stretchable films based on a conjugated polymer P(TDPP-Se) and elastomer SEBS blend by optimizing the solution-processing conditions.

Retina-inspired organic neuromorphic vision sensor with polarity modulation for decoding light information.

The neuromorphic vision sensor (NeuVS), which is based on organic field-effect transistors (OFETs), uses polar functional groups (PFGs) in polymer dielectrics as interfacial units to control charge carriers. However, the mechanism of modulating charge transport on basis of PFGs in devices is unclear. Here, the carboxyl group is introduced into polymer dielectrics in this study, and it can induce the charge transfer process at the semiconductor/dielectric interfaces for effective carrier transport, giving rise to the best device mobility up to 20 cm V s at a low operating voltage of -1 V.

Conjugated Polymers from Direct Arylation Polycondensation of 3,4-Difluorothiophene-Substituted Aryls: Synthesis and Properties.

3,4-Difluorothiophene-substituted aryls, i.e., 1,4-bis(3,4-difluorothiophen-2-yl)-benzene (Ph-2FTh), 1,4-bis(3,4-difluorothiophen-2-yl)-2,5-difluorobenzene (2FPh-2FTh), and 4,7-bis(3,4-difluorothiophen-2-yl)-2,1,3-benzothiadiazole (BTz-2FTh), are synthesized as C─H monomers for the synthesis of conjugated polymers (CPs) via direct arylation polycondensation (DArP) with diketopyrrolopyrrole (DPP) and isoindigo (IID) derivatives as C─Br monomers.

Self-Doped n-Type Quinoidal Compounds with Good Air Stability and High Electrical Conductivity for Organic Electronics.

Air stable n-type conductive molecules with high electrical conductivities and excellent device performance have important applications in organic electronics, but their synthesis remains challenging. Herein, we report three self-doped n-type conductive molecules, designated QnNs, with a closed-shell quinoidal backbone and alkyl amino chains of different lengths. The QnNs are self-doped by intermolecular electron transfer from the amino groups to the quinoidal backbone.

Thienoisoindigo-Based Conjugated Polymers Synthesized by Direct Arylation Polycondensation.

A series of thienoisoindigo (TIG)-based conjugated polymers (CPs) with high molecular weights are synthesized by direct arylation polycondensation (DArP) by using TIG derivatives as CBr monomer and multi-halogenated thiophene derivatives, i.e., (E)-1,2-bis(3,4-difluorothien-2-yl)ethene (4FTVT), (E)-1,2-bis(3,4-dichlorothien-2-yl)ethene (4ClTVT), 3,3',4,4'-tetrafluoro-2,2'-bithiophene (4FBT), and 3,3',4,4'-tetrachloro-2,2'-bithiophene (4ClBT), as CH monomers.

Tetrachromatic vision-inspired neuromorphic sensors with ultraweak ultraviolet detection.

Sensing and recognizing invisible ultraviolet (UV) light is vital for exploiting advanced artificial visual perception system. However, due to the uncertainty of the natural environment, the UV signal is very hard to be detected and perceived. Here, inspired by the tetrachromatic visual system, we report a controllable UV-ultrasensitive neuromorphic vision sensor (NeuVS) that uses organic phototransistors (OPTs) as the working unit to integrate sensing, memory and processing functions.

Convergent Synthesis of the Precursors to Thiophene-Based Quinoids.

A convergent (outside-to-center) route was adopted to synthesize the precursors of quinoidal compounds in high yields of 85-93%. With subsequent rearrangement/dehydroxylation and oxidation, a series of thiophene-based quinoids with indandione or oxindole terminal groups were successfully synthesized. This strategy shows good compatibility with versatile central and terminal units, leading to quinoidal compounds with tunable properties.

A High-Performance n-Type Thermoelectric Polymer from C-H/C-H Oxidative Direct Arylation Polycondensation.

n-Type conjugated polymers (CPs) are crucial in the applications of organic electronics. Direct coupling of electron-deficient C-H monomer via selective C-H activation, namely C-H/C-H oxidative direct arylation polycondensation (Oxi-DArP), is an ideal approach toward such CPs. Herein, Oxi-DArP is firstly adopted to synthesize a high-performance n-type CP using a newly developed monomer, i.

Conductance of -carborane-based wires with different substitution patterns.

Here, we report the synthesis, structure, and single-molecule conductance of three -carborane-based molecular wires (-, - and -CN) with multiple conduction channels. The effect of connectivity in target wires compared with the corresponding phenyl-centered wires was studied using the scanning tunneling microscope break junction (STM-BJ) technique and theoretical calculations. Interestingly, the three-dimensional structure in -carborane-based wires can effectively promote the through-space transmission paths or the formation of stable molecular junctions compared to the corresponding phenyl-centered wires.

Isomerically Pure Oxindole-Terminated Quinoids for n-Type Organic Thin-Film Transistors Enabled by the Chlorination of Quinoidal Core.

Quinoidal compounds have great potential utility as high-performance organic semiconducting materials because of their rigid planar structures and extended π-conjugation. However, the existence of E and Z isomers adversely affects the charge-transport properties of quinoidal compounds. In this study, three isomerically pure oxindole-terminated quinoids were developed by introducing chlorine atoms in the quinoidal core.

Unraveling the Stretch-Induced Microstructural Evolution and Morphology-Stretchability Relationships of High-Performance Ternary Organic Photovoltaic Blends.

The stretchability and stretch-induced structural evolution of organic solar cells (OSCs) are pivotal for their collapsible, portable, and wearable applications, and they are mainly affected by the complex morphology of active layers. Herein, a highly ductile conjugated polymer P(NDI2OD-T2) is incorporated into the active layers of high-efficiency OSCs based on nonfullerene small molecule acceptors to simultaneously investigate the morphological, mechanical, and photovoltaic properties and structural evolution under stretching of ternary blend films with various acceptor contents. The structural robustness of the blend films is indicated by their stretch-induced structural evolution, which is monitored in real-time by a combination of in situ wide/small angle X-ray scattering.

Solution-Phase Synthesis and Isolation of An Aza-Triangulene and Its Cation in Crystalline Form.

Synthesis of triangulene and its derivatives is challenging due to their intrinsic high spin nature. Herein, we report solution-phase synthesis and isolation of a nitrogen-doped triangulene (i.e.

Polyurethane-Based Stretchable Semiconductor Nanofilms with High Intrinsic Recovery Similar to Conventional Elastomers.

Polymer semiconductors with large elastic recovery (ER) under high strain in thin film state are highly desirable for stretchable electronics. Here we report a type of stretchable semiconductor PU(DPP), by copolymerization of oligodiketopyrrolopyrrole-based conjugated block and hydrogenated polybutadiene flexible block via urethane linkage for intermolecular hydrogen bonding. By regulating block ratio, PU(DPP) with 35 wt % conjugated block exhibits high intrinsic ER > 80% under 175% strain (ε) in pseudo free-standing thin film state, comparable with commercial elastomers, and crack onset strain (COS) > 300% along with maximum hole mobility of 0.

Direct Arylation Polycondensation toward Water/Alcohol-Soluble Conjugated Polymers: Influence of Side Chain Functional Groups.

Direct arylation of 2,7-dibromofluorene with -octyl, 6-diethoxylphosphorylhexyl, 6-(,-diethylamino)hexyl or 6-bromohexyl side chains and 1,2,4,5-tetrafluorobenzene (TFB) were conducted to investigate the effect of side chain functional groups on the coupling, and the resulting TFB-substituted fluorene derivatives were used as C-H monomers for the synthesis of water/alcohol soluble conjugated polymers (WSCPs) by direct arylation polycondensation (DArP). The direct arylation and DArP of the monomers carrying phosphonate and amino groups went on smoothly in typical DArP conditions, that is, Pd(OAc)/PBuMe-HBF/base/DMAc and Pd(dba)·CHCl/P(-MeOPh)/pivalic acid/base/THF, and high molecular weight polymers with these groups were successfully synthesized. However, for fluorene-monomers with bromohexyl side chains, the target products could not be obtained from the above conditions but could be prepared in the absence of carboxylic acid additives in low polar solvents.

Semiconducting Polymer Nanoparticles with Intramolecular Motion-Induced Photothermy for Tumor Phototheranostics and Tooth Root Canal Therapy.

Much effort is devoted to develop agents with superior photoacoustic/photothermal properties for improved disease diagnosis and treatment. Herein, a new fused two isoindigo (DIID)-based semiconducting conjugated polymer (named PBDT-DIID) is rationally designed and synthesized with a strong near-infrared absorption band ranging from 700 to 1000 nm. Water-dispersing nanoparticles (NPs) of PBDT-DIID are prepared with good biocompatibility and a rather high photothermal conversion efficiency (70.

A nitroaromatic cathode with an ultrahigh energy density based on six-electron reaction per nitro group for lithium batteries.

Organic electrode materials have emerged as promising alternatives to conventional inorganic materials because of their structural diversity and environmental friendliness feature. However, their low energy densities, limited by the single-electron reaction per active group, have plagued the practical applications. Here, we report a nitroaromatic cathode that performs a six-electron reaction per nitro group, drastically improving the specific capacity and energy density compared with the organic electrodes based on single-electron reactions.

P3HT-Based Organic Solar Cells with a Photoresponse to 1000 nm Enabled by Narrow Band Gap Nonfullerene Acceptors with High HOMO Levels.

Three narrow band gap (NBG) acceptors, namely, , , and , were synthesized by introducing a strong electron-donating unit as the central core. The enhanced intramolecular charge transfer endows the three acceptors with high-lying highest occupied molecular orbitals (HOMOs) of ∼-5.20 eV and ultranarrow band gaps (∼1.

Unraveling the Molar Mass Dependence of Shearing-Induced Aggregation Structure of a High-Mobility Polymer Semiconductor.

Aggregation-structure formation of conjugated polymers is a fundamental problem in the field of organic electronics and remains poorly understood. Herein, the molar mass dependence of the aggregation structure of a high-mobility conjugated copolymer (TDPP-Se) comprising thiophene-flanked diketopyrrolopyrrole and selenophene is thoroughly shown. Five batches of TDPP-Se are prepared with the number-average molecular weights (M ) varied greatly from 21 to 135 kg mol .