苝系颜料的晶型调节与性能表征

对 2种酰二亚胺类颜料进行晶型转化的研究 ,用X 射线粉末衍射法、紫外 可见光谱法对晶型进行表征 ,对各种晶型的光电性能进行了测试和评价。     

两种不对称苝酰亚胺小分子的合成及光伏应用研究

以3,4,9,10-苝四酸二酐为原料,通过在分子两端芳香环（bay位）分别连接2-甲氧基乙氧基和硝基,合成了两个不对称苝酰亚胺小分子N, N’-二(2-乙基己基)-1-(2-甲氧基乙氧基)-7-硝基-3,4,9,10-苝四羧酸二酰亚胺(Ⅲ)和N, N’-二(2-乙基己基)-1-(2-甲氧基乙氧基)-6,7-二硝基-3,4,9,10-苝四羧酸二酰亚胺(Ⅳ),利用1H NMR, 13C NMR和MS对其结构进行了表征。通过密度泛函理论计算优化了分子空间立体构象、扭曲结构和电子云分布;紫外-可见吸收光谱(UV-Vis)结果表明,与无取代基的苝酰亚胺相比,Ⅲ和Ⅳ的最大吸收峰红移至559 nm和572 nm。半峰宽变宽为104 nm和112 nm;经循环伏安(CV)测试估算分子Ⅲ和Ⅳ的HOMO、LUMO能级分别为−5.85 eV、−3.55 eV和−5.87 eV、−3.62 eV;在相对湿度为50%的在大气环境中,构建了有机太阳能电池器件,Ⅲ和Ⅳ分别与苯并二噻吩联噻吩并噻吩类聚合物（PTB7-Th）共混时器件性能分别提高到短路电流密度JSC= 3.6 mA/cm2,开路电压VOC=0.30V,填充因子FF= 0.40,光电转换效率PCE= 0.42%和JSC= 4.00 mA/cm2,VOC= 0.25 V,FF= 0.41,PCE= 0.40%。     

Supramolecular Nanostructures of Chiral Perylene Diimides with Amplified Chirality for High‐Performance Chiroptical Sensing

Chiral supramolecular nanostructures with optoelectronic functions are expected to play a central role in many scientific and technological fields but their practical use remains in its infancy. Here, this paper reports photoconductive chiral organic semiconductors (OSCs) based on perylene diimides with the highest electron mobility among the chiral OSCs and investigates the structure and optoelectronic properties of their homochiral and heterochiral supramolecular assemblies from bottom‐up self‐assembly. Owing to the well‐ordered supramolecular packing, the homochiral nanomaterials exhibit superior charge transport with significantly higher photoresponsivity and dissymmetry factor compared with those of their thin film and monomeric equivalents, which enables highly selective detection of circularly polarized light, for the first time, in visible spectral range. Interestingly, the heterochiral nanostructures assembled from co‐self‐assembly of racemic mixtures show extraordinary chiral self‐discrimination phenomenon, where opposite enantiomeric molecules are packed alternately into heterochiral architectures, leading to completely different optoelectrical performances. In addition, the crystal structures of homochiral and heterochiral nanostructures have first been studied by ab initio X‐ray powder diffraction analysis. These findings give insights into the structure–chiroptical property relationships of chiral supramolecular self‐assemblies and demonstrate the feasibility of supramolecular chirality for high‐performance chiroptical sensing.     

Aromatic‐Diimide‐Based n‐Type Conjugated Polymers for All‐Polymer Solar Cell Applications

All‐polymer solar cells (all‐PSCs) have attracted immense attention in recent years due to their advantages of tunable absorption spectra and electronic energy levels for both donor and acceptor polymers, as well as their superior thermal and mechanical stability. The exploration of the novel n‐type conjugated polymers (CPs), especially based on aromatic diimide (ADI), plays a vital role in the further improvement of power conversion efficiency (PCE) of all‐PSCs. Here, recent progress in structure modification of ADIs including naphthalene diimide (NDI), perylene diimide (PDI), and corresponding derivatives is reviewed, and the structure–property relationships of ADI‐based CPs are revealed.     

Self‐Assembled Hybrid Materials Based on Organic Nanocrystals and Carbon Nanotubes

Organic crystalline materials are used as dyes/pigments, pharmaceuticals, and active components of photonic and electronic devices. There is great interest in integrating organic crystals with inorganic and carbon nanomaterials to create nanocomposites with enhanced properties. Such efforts are hampered by the difficulties in interfacing organic crystals with dissimilar materials. Here, an approach that employs organic nanocrystallization is presented to fabricate solution‐processed organic nanocrystal/carbon nanotube (ONC/CNT) hybrid materials based on readily available organic dyes (perylene diimides (PDIs)) and carbon nanotubes. The hybrids are prepared by self‐assembly in aqueous media to afford free‐standing films with tunable CNT content. These exhibit excellent conductivities (as high as 5.78 ± 0.56 S m^?1), and high thermal stability that are superior to common polymer/CNT hybrids. The color of the hybrids can be tuned by adding various PDI derivatives. ONC/CNT hybrids represent a novel class of nanocomposites, applicable as optoelectronic and conductive colorant materials.     

High-Performance Ternary Organic Solar Cells Enabled by Integrating a 3D-Shaped Guest Acceptor Derived from Perylene Diimide

Integrating a third component into the binary system is considered to be one of the most effective strategies to further enhance the power conversion efficiency (PCE) in organic solar cells (OSCs). Here, a novel perylene diimide (PDI) derivative featuring 3D structure, TPA-4PDI, with tetraphenyladamantane central core is developed as a guest electron acceptor to be incorporated into the PM6:Y6 binary system. The champion PCE of ternary OSC is recorded to be 18.29% by adding 7.5 wt.% of TPA-4PDI in the ternary blend, which photovoltaic performance is enhanced with synergistically increased open-circuit voltage (V_oc) of 0.849 V, short-circuit current density (J_sc) of 27.55 mA cm⁻², and fill factor (FF) of 78.21%. TPA-4PDI exhibits a complementary absorption band with PM6 and Y6 while its lowest unoccupied molecular orbital (LUMO) energy level falls between the two host materials. The addition of TPA-4PDI can effectively suppress the recombination behavior, inhibit the excessive aggregation of Y6 and improve the morphology of PM6:Y6 blend. All these effects function synergistically and then lead to the enhancement of V_oc, J_sc, and FF in ternary OSCs. This study suggests that developing PDI derivatives as the third component is an effective method to further improve the performance of ternary OSCs.     

A dπ-pπ Conjugated System with High Mobility and Strong Emission Simultaneously

Strong intermolecular interactions usually facilitate charge transport, but impede photoluminescence, therefore, the development of organic π-conjugated materials that exhibit both semiconducting and light-emissive properties remains challenging. Herein, a series of perylene diimide (PDI)-based carbolong complexes with d_π-p_π conjugation is synthesized. The resulting alcohol-soluble products exhibit broad and strong absorption combined with outstanding electronic and optical properties, and are applied as electron transport layer materials in organic solar cells, achieving power conversion efficiencies up to 17.36%. In addition, these complexes exhibit an uncommon aggregation-induced emission phenomenon. These results will aid in future design of π-conjugated materials with increased functionality.     

A Perylene Bisimide‐Contained Molecular Dyad with High‐Efficient Charge Separation: Switchability,Tunability, and Applicability in Moisture Detection

Designing novel fluorophores with nonplanar structure and environmental sensitivity is of great significance for the development of high‐performance film‐based fluorescent sensors. Herein, a unique pentiptycene (P) and perylene bisimide (PBI)‐contained fluorescent dyad (P‐PBI‐P) displaying a switchable and tunable charge separated state is reported. It is demonstrated that this symmetrical and dumbbell‐like molecular dyad shows a greater extent of photoinduced intramolecular electron transfer than the asymmetrical dyad, P‐PBI. In addition, the charge separated state (P⁺‐PBI^?‐P/P‐PBI^?‐P⁺) of the fluorophore is super susceptive to solvent polarity, allowing sensitive detection of water content in organic liquids. Based on the finding, two P‐PBI‐P‐based fluorescent humidity sensors are fabricated, and they both show linear responses to air humidity within a range of at least 6.3% to 100% (relative humidity, RH). The response time is less than a few seconds, and the recovery time less than 1 min. Importantly, almost no hysteresis is found during a cyclic humidification and dehumidification test within the whole RH range studied. The superior performance of the humidity sensors based on the modulation of the charge separated state of a fluorophore constitutes an effective way for designing high‐performance film‐based fluorescent sensors.