56990-02-4Relevant articles and documents
Alkyl-thiophene Functionalized D-π-A Porphyrins for Mesoscopic Solar Cells
Lu, Jianfeng,Liu, Shuangshuang,Shen, Yan,Xu, Jie,Cheng, Yibing,Wang, Mingkui
, p. 187 - 196 (2015)
An alkyl-thiophene functionalized D-π-A porphyrin (LW16) is designed and synthesized for dye-sensitized solar cells (DSSCs). Two hexyl-thiophene groups are attached to the meta-position of each meso-phenyl with a motivation to increase the light-harvesting ability as well as retarding the aggregation of porphyrins dyes. For comparison, none-alkyl substituted (LW14) and octyloxy substituted (LW15) porphyrin dyes are also synthesized to fully investigate the influence of porphyrin chromophore modification. These porphyrins present similar spectrum while the oxidation potentials vary as the functionalized group changes from the meta-position to ortho-position. The DSSCs based on the alkyl-thiophene functionalized (LW16), none-alkyl substituted (LW14), and octyloxy substituted (LW15) porphyrins can be achieved a power conversion efficiency of 8.5%, 6.9%, and 8.2% using I-/I3-redox electrolyte under full sunlight irradiation (AM 1.5 G, 100 mW cm-2), respectively. It is found that by tailoring the porphyrin chromophore with hexyl-thiophenes, the photocurrent of the corresponding devices could be increased without sacrifice the photovoltage. Detailed investigation, including spectroscopy, electrochemical and transient photovoltage decay measurement, provides general influence of π-conjugation extension at the meso-position onto the optoelectronic features of porphyrins dyes.
Synthesis, photoluminescence, and electroluminescence characterization of double tetraphenylethene-tethered BODIPY luminogens
Yang, Chiun-Jen,Lee, Jian Haur,Chen, Chin-Ti
, p. 1199 - 1210 (2019)
Three double tetraphenylethene (TPE)-tethered 4-difluoro-4-bora-3a,4a-diaza-s-indance (BODIPY) fluorophores, 35TPEBODP, 88TPEBODP, and 26TPEBODP, have been synthesized and characterized. The green 35TPEBODP with deep red fluorescence shows serious thermal decomposition in the purification process of sublimation, which prohibits its test for an organic light-emitting diode (OLED) fabricated by the vacuum–thermal evaporation process. The tethered TPE is attached to BODIPY at three different positions, resulting in different photoluminescence (emission wavelength and quantum yield) and electroluminescence (EL). Different from TPE-tethered BODIPY fluorophores reported in literature, none of the BODIPY fluorophores studied here exhibits aggregation-induced emission (AIE), aggregation-induced enhanced emission (AIEE), or twisted intramolecular charge transfer (TICT) characteristics. Although solution (10?5 M THF) photoluminescence quantum yields (?s) are relatively high at 78%, 68%, and 86% for 35TPEBODP, 88TPEBODP, and 26TPEBODP, respectively, which are all higher than 41% of PhBODP (a non-TPE-tethered BODIPY), the ? is significantly decreased to 1–6% in 5 wt% dopant polystyrene thin film or as a solid powder, except for 13% of 26TPEBODP. Therefore, due to the low ? of dopant thin film or solid powder, either dopant or nondopant OLEDs exhibit inferior external quantum efficiency (EQE) and intensity of EL. The best OLED in this study is the 26TPEBODP device, and its EQE reaches 1.3%, and the highest EL intensity is approximately 1,600 cd/m2.
Meso-substituted boron-dipyrromethene compounds: synthesis, tunable solid-state emission, and application in blue-driven LEDs
Liu, Hao,Su, Huan,Chen, Zhiyuan,Zhu, Senqiang,Liu, Rui,Zhu, Hongjun
, p. 1697 - 1705 (2021/07/10)
In this work, we depict the synthesis and characterization of a series of meso-substituted boron-dipyrromethene (BODIPY) compounds. Their optical and electrochemical properties were investigated systematically. All these compounds exhibited intense absorption bands in the ultraviolet (UV) and visible regions, which arise from the π–π* transitions based on their BODIPY core segments. By comparing electron-withdrawing substituents and electron-donating substituents, we found that these compounds exhibited some similar photophysical properties but exhibited different fluorescence in the solid state. All compounds were highly emissive in dichloromethane at room temperature (λem = 512–523 nm, ΦPL > 0.9). When these compounds were applied in blue-driven light-emitting diodes (LEDs) as light-emitting materials, the devices showed luminescence efficiency ranging from 1.09 to 34.13 lm/W. Their luminescence and electrochemical properties could be used for understanding the structure–property relationship of BODIPY compounds and developing functional fluorescent materials.
Synthesis of new Zn (II) complexes for photo decomposition of organic dye pollutants, industrial wastewater and photo-oxidation of methyl arenes under visible-light
Ahemed, Jakeer,Bhongiri, Yadagiri,Chetti, Prabhakar,Gade, Ramesh,Kore, Ranjith,Pasha, Jakeer,Pola, Someshwar,Rao D, Venkateshwar
, (2021/07/28)
Synthesis of new Schiff's base Zn-complexes for photo-oxidation of methyl arenes and xylenes are reported under visible light irradiation conditions. All the synthesized new ligands and Zn-complexes are thoroughly characterized with various spectral analyses and confirmed as 1:1 ratio of Zn and ligand with distorted octahedral structure. The bandgap energies of the ligands are higher than its Zn-complexes. These synthesized new Zn(II) complexes are used for the photo-fragmentation of organic dye pollutants, photodegradation of food industrial wastewater and oxidation of methyl arenes which are converted into its respective aldehydes with moderate yields under visible light irradiation. The photooxidation reaction dependency on the intensity of the visible light was also studied. With the increase in the dosage of photocatalyst, the methyl groups are oxidized to get aldehydes and mono acid products, which are also identified from LC-MS data. Finally, [Zn(PPMHT)Cl] is with better efficiency than [Zn(PTHMT)Cl] and [Zn(MIMHPT)Cl] for oxidation of methyl arenes is reported under visible-light-driven conditions.
Stable and efficient phosphorescent organic light-emitting device utilizing a δ-carboline-containing host displaying thermally activated delayed fluorescence
Liu, Shihao,Wang, Hui,Xie, Wenfa,Zang, Chunxiu,Zhang, Letian,Zhao, Hongyu
, p. 3800 - 3806 (2020/03/31)
Materials displaying thermally activated delayed fluorescence (TADF) can when used as hosts alleviate the serious efficiency roll-off of phosphorescent organic light-emitting devices (PHOLEDs). However, the stability of the device remains challenging due to the unstable moiety in the TADF molecule. Here, a stable and efficient yellow PHOLED based on a δ-carboline-containing TADF host and bis(4-phenyl-thieno[3,2-c]pyridinato-C2′) (acetylacetonato) iridium(iii) (PO-01) guest was demonstrated. Compared to the lifetime of the PHOLED with a 4,4′-bis(N-carbazolyl)-2,2′-biphenyl host, a greater than twenty times enhancement of the lifetime of the PO-01-based device was achieved. The LT50 lifetime (time to 50% of initial luminance of 1000 cd m-2) of an unpackaged DCb-BPP-based PHOLED reached 424 h, and was accompanied by a maximum external quantum efficiency of 21.5% and an impressive low efficiency roll-off of 17.7% at a high luminance of 10 000 cd m-2. These values are among the best of those reported for PO-01-based yellow PHOLEDs.
A Protocol to Transform Sulfones into Nitrones and Aldehydes
Rodrigo, Eduardo,Alonso, Inés,Cid, M. Belén
supporting information, (2018/09/27)
A simple method to transform sulfones into nitrones and therefore into the corresponding carbonyl derivatives has been developed. Some examples demonstrate that it is a new reliable and versatile reaction in the toolbox of sulfones that has great synthetic potential. NMR and computational studies were used to elucidate the mechanism.
A Protocol to Transform Sulfones into Nitrones and Aldehydes
Rodrigo, Eduardo,Alonso, Inés,Cid, M. Belén
supporting information, p. 5789 - 5793 (2018/09/29)
A simple method to transform sulfones into nitrones and therefore into the corresponding carbonyl derivatives has been developed. Some examples demonstrate that it is a new reliable and versatile reaction in the toolbox of sulfones that has great synthetic potential. NMR and computational studies were used to elucidate the mechanism.
Preparation and application of organic thermally induced delayed fluorescence material containing 9,9-dimethyl acridine unit
-
Paragraph 0063-0065, (2017/08/31)
The invention belongs to the field of organic luminescent materials, and provides preparation and application of an organic thermally induced delayed fluorescence material containing a 9,9-dimethyl acridine unit. Isophthalonitrile with high eletrophilicity is taken as the electron acceptor, a cyano group with a strong electron-withdrawing performance is introduced, 9,9-dimethyl acridine is taken as the electron donor, and a meta-position connection mode is adopted to obtain the organic micromolecular thermally induced delayed fluorescence material with an excellent luminescence property, and the conventional para-position connection mode is broken through. The organic thermally induced delayed fluorescence material, which contains a 9,9-dimethyl acridine unit and adopts a meta-position connection mode, can be applied to vapor deposition of devices. Meanwhile, the organic thermally induced delayed fluorescence material has the advantages of high yield, high thermal stability, and easy film forming, can be massively produced and used in a large scale, and can be applied to electroluminescent devices to obtain a high efficient electroluminescent performance.
Synthesis of Aldehydes by Organocatalytic Formylation Reactions of Boronic Acids with Glyoxylic Acid
Huang, He,Yu, Chenguang,Li, Xiangmin,Zhang, Yongqiang,Zhang, Yueteng,Chen, Xiaobei,Mariano, Patrick S.,Xie, Hexin,Wang, Wei
supporting information, p. 8201 - 8205 (2017/06/30)
Reported herein is a conceptually novel organocatalytic strategy for the formylation of boronic acids. New reactivity is engineered into the α-amino-acid-forming Petasis reaction occurring between aryl boronic acids, amines, and glyoxylic acids to prepare aldehydes. The operational simplicity of the process and its ability to generate structurally diverse and valued aryl, heteroaryl, and α,β-unsaturated aldehydes containing a wide array of functional groups, demonstrates the practical utility of the new synthetic strategy.
Polyoxometalate built-in conjugated microporous polymers for visible-light heterogeneous photocatalysis
Li, Yusen,Liu, Mingxuan,Chen, Long
supporting information, p. 13757 - 13762 (2017/07/12)
Herein, we report two novel Anderson-type polyoxometalate (POM) built-in conjugated microporous polymers (CMPs), Bn-Anderson-CMP and Th-Anderson-CMP prepared through Sonogashira-Hagihara cross-coupling of tetrabromo-bifunctionalized Anderson-type POMs and 1,3,5-triethynylbenzene. These two Anderson-CMPs exhibit outstanding heterogeneous photocatalytic activities towards degrading organic dyes in water. Control photocatalysis experiments with different radical scavengers demonstrate that hydrogen peroxide and singlet oxygen are the primary active catalytic species. Moreover, these two CMPs can be easily recycled at least five times without a noticeable decrease in photocatalytic performances.
