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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2013 · IF 1.977

Synthesis, crystal structure and photoluminescence of phosphorescent copper (I) complexes containing hole-transporting carbazoly moiety

Tianzhi Yu,Haifang Chai,Yuling Zhao,Chengcheng Zhang,Peng Liu,Duowang Fan

Two new mononuclear Cu(I) complexes based on 2-(2′-pyridyl)benzimidazolyl derivative ligand containing hole-transporting carbazole ( L ), [Cu(L)(DPEphos)](BF 4 ) and [Cu(L)(PPh 3 ) 2 ](BF 4 ), where L   =   (4-(9 H -carbazol-9-yl)phenyl)methyl-2-(2′-pyridyl)benzimidazole; DPEphos   =   bis[2-(diphenylphosphino)phenyl]ether and PPh 3   =   triphenylphosphine, have been synthesized and characterized on the basis of elemental analysis, 1 H NMR and FT-IR spectra. The structures of the ligand L and the Cu(I) complexes were characterized by single crystal X-ray diffraction. The results reveal that in the Cu(I) complexes the central Cu(I) ions assume the irregular distorted tetrahedral geometry and are tetra-coordinated by the two nitrogen atoms from L ligand and two phosphorus atoms from ancillary ligands. The photophysical properties of the complexes were examined by using UV–vis, photoluminescence spectroscopic analysis. The complexes exhibit weak MLCT absorption bands ranging from 360 to 480   nm, and display strong orange phosphorescence in the solid states at room temperature, which is completely quenched in solutions.

CAS / MDL: 1122-91-4
研究领域: 化学 · 材料科学
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ACS Applied Polymer Materials · 2025 · IF 4.7

Carbazole-Based Optical Polymers with Both High Refractive Index and High Abbe Number

Zongao Dou,Jiajun Li,Zichen Shi,Jing Sun,Qiang Fang

Carbazole-based polymers having a high refractive index of above 1.70 and desirable Abbe number are reported here. These polymers were prepared by the photoclick thiol–ene reaction of two types of allyl-containing carbazole monomers with thiophenol or mercaptans. Among the monomers, those possessing allyl substituents at positions 2 and 7 give the polymers with higher refractive index and satisfactory Abbe number. The polymers also display good thermal and mechanical properties. Moreover, the films prepared from these polymers exhibit good surface roughness. This is a first example regarding the high refractive index polymers derived from allyl-containing carbazoles, and the results suggest the polymers have a potential application as the optical materials in the industry.

CAS / MDL: 534-17-8
研究领域: 材料科学 · 光学
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Inorganic Chemistry Frontiers · 2018 ·Vol. 5 ·期 11 ·2868-2874 · IF 5.106

Utilizing an effective framework to dye energy transfer in a carbazole-based metal–organic framework for high performance white light emission tuning

Yu-Pei Xia,Chen-Xue Wang,Lian-Cai An,Da-Shuai Zhang,Tong-Liang Hu,Jialiang Xu,Ze Chang,Xian-He Bu

By using a carbazole derived triangular carboxylic ligand, a Zn(II) based metal–organic framework (MOF) revealing a high porosity framework structure and carbazole based intense blue-light emission is obtained. The structural and photophysical characteristics of the MOF make it an ideal energy transfer platform for the accommodation and sensitization of red and green fluorescent dyes for the tuning of white light emission. By simultaneously introducing red and green fluorescent dyes into the host MOF framework and carefully controlling their contents, a high performance white-light-emitting luminophore was obtained. The luminophor reveals Commission International de l'Eclairage (CIE) coordinates of (0.32, 0.31), a correlated colour temperature (CCT) of 6186 K, a colour-rendering index (CRI) of 91, and a high quantum yield of up to 39.4%, which could be a candidate for application in white-light-emitting diodes (WLEDs).

研究领域: 材料科学 · 光学 · 化学
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NEW JOURNAL OF CHEMISTRY · 2021 ·Vol. 45 ·期 48 ·22629-22638 · IF 3.591

Utilization of conformation change and charge trapping to achieve binary/ternary rewritable memory performance of carbazole-based organic molecules

Yanhua Yang,Jinwen Ma,Xiujuan He,Gaozhang Gou,Huiwu Mao,Juqing Liu

To better understand the relationship between the molecular structure and memory characteristics, two carbazole-based organic compounds (Cz-2Ph3F 6FDA and Cz-2TPA 6FDA) with different ratios of electron-donating and electron-withdrawing units were designed and synthesized. An ITO/Cz-2Ph3F 6FDA/Al device was fabricated and presented binary rewritable memory behavior, whereas the as-fabricated ITO/Cz-2TPA 6FDA/Al device exhibited ternary rewritable memory behavior. The electrical conduction behaviors of memory devices were analyzed through theoretical models and experimental data. The molecular simulation indicated that the electrical switching behaviors could be caused by field-induced charge transfer in combination with a conformation change and charge traps. This study provide a practicable strategy to acquired organic molecules with high-performance memory characteristics.

研究领域: 材料科学 · 有机电子学
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POLYMER BULLETIN · 2020 ·Vol. 78 ·期 6 ·3311-3325 · IF 2.014

Synthesis of carbazole-based polymer derived N-enriched porous carbon for dyes sorption

Meng Qiuyu,Liu Yunfei,Luo Yali,Lyu Yinong

A (N-vinyl carbazole)-based polymer, namely PPVK, was subsequently synthesized by free radical polymerization and oxidative polymerization. This material exhibits permanent porosity, good physicochemical stability, and plenty of nitrogen units. All these features make PPVK promising precursor for constructing N-enriched porous carbon. Using KOH as the activating agent, porous carbon material was prepared and its adsorption performance was also evaluated. Due to the high Brunauer–Emmett–Teller surface area (1832 m 2 g −1 ) and abundant nitrogen atoms, the porous carbon, CPVK-800, displays adsorption capacity of 1074 mg g −1 for Rhodamine B, which is far higher than that reported for commercial activated carbon (0.36 mmol g −1 ). Kinetic investigations indicate that the adsorption behaviour follows the Langmuir isotherm model and pseudo-second-order kinetics. Besides the cationic dye rhodamine B, CPVK-800 also can be used to adsorption removal of anionic dye methyl orange, with uptake of 739 mg g −1 . Findings in this study highlight the potential of using carbonaceous polymer as an effective adsorbent for organic dyes.

研究领域: 材料科学 · 环境科学
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CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

Carbazole-Based branched Poly(Aryl Piperidinium) membranes for Ultra-Stable anion exchange membrane fuel cells

Jiayao Yang,Jialin Zhao,Na Li,Yijia Lei,Jingyi Wu,Jian Gao,Shiyao Sun,Kuirong Feng,Yan Wang,Zhe Wang

In the technological development of anion exchange membrane fuel cells (AEMFCs), it is crucial to prepare anion exchange membranes (AEMs) with high conductivity and excellent dimensional stability. This study successfully developed highly branched poly(aryl piperidinium) AEMs by introducing 4,4′-bis(N-carbazolyl)-1,1′-biphenyl as branched linker unit into the poly(p-terphenyl piperidinium) backbone. With the introduction of the carbazole group, the plane-conjugated structure and non-rotatable properties are fully utilised, which effectively reduces the entanglement between the polymer backbones and increases the free volume of the AEMs, hence facilitates the construction of an efficient ion transport channel. The branched structure effectively reduces the water uptake of the membrane which leads to improved dimensional stability. The optimized QPCBP-TP-7 membrane exhibited high conductivity, reaching up to 151.88 mS cm −1 at 80 °C, along with excellent mechanical strength (TS = 42.51 MPa, EB = 13.32 %, wet state) and dimensional stability (SR of 22.9 % at 80 °C). Surprisingly, this membrane also exhibited favorable antioxidant properties (retaining over 97.28 % weight after 96 h in Fenton's reagent at 80 °C), and alkaline stability (retaining over 86.81 % efficacy after 1500 h in 5 M NaOH solution at 80 °C). In AEMFCs applications, the QPCBP-TP-7 membrane achieved peak power density (PPD) up to 616 mW cm −2 with the current density is 1330 mA cm −2 at 80 °C (H 2 -O 2 ) and the QPCBP-TP-7 membrane remained stable and hardly degraded when operated at constant current of 0.1 A cm −2 (80 °C) over 100 h.

研究领域: 材料科学 · 能源技术
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DYES AND PIGMENTS · 2021 · IF 4.889

High-efficient carbazole-based photo-bleachable dyes as free radical initiators for visible light polymerization

Can Xu,Shang Gong,Xiang Wu,Yuwei Wu,Qiuyan Liao,Ying Xiong,Zhen Li,Hongding Tang

The development of dyes with both high initiating efficiency and photobleaching properties is of importance for the photopolymerization of thick materials and still an emerging challenge. Carbazole-based photo-bleachable dyes CMs (CM-1 and CM-2) and CIs (CI-1 and CI-2) as free radical initiators for visible light polymerization were designed and synthesized. Their structures were confirmed by 1 H NMR, 13 C NMR, and HR-MS. Through electron paramagnetic resonance (EPR) analysis and visible light photolysis experiments, the free radical generation mechanisms of CMs and CIs were proposed. CMs and CIs could effectively initiate the photopolymerization of 1, 6-hexanediol diacrylate (HDDA) under LED@455 nm exposure. Among these dyes, CM-2 and CI-2 with carboxylic acid in their structures showed better free radical initiating efficiencies and lower extraction rates. In addition, at a concentration of 2 × 10 −5  mol/L, CM-2/MDEA exhibited the better photopolymerization rates and double bond conversions in comparison to CQ/MDEA systems. Under the irradiation of visible light, in particular, dyes CM-2 and CI-2 could successfully initiate the polymerization of thick films of 12–13 mm to form colorless polymers. Thus, these carbazole-based photo-bleachable dyes have great potential in deep photocuring for the preparation of thick materials.

研究领域: 材料化学 · 高分子化学
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JOURNAL OF MEMBRANE SCIENCE · 2024 · IF 8.4

Polycarbazole-based anion exchange membranes containing flexible side-chain linked piperidine pendants for alkaline fuel cells

Yuanlong Wu,Jiaran Song,Tianxiang Zhao,Yunji Xie,Di Liu,Le Wang,Genyu Wei,Haidong Ma,Zhe Wang

In recent years, advancements in anion exchange membranes (AEMs) have notably enhanced the overall performance of anion exchange membrane fuel cells (AEMFCs). However, issues like limited alkali stability and low ionic conductivity of AEMs have become apparent. In this study, focusing on molecular design, a series of polycarbazole-based AEMs with flexible side chains, named PCP- n (where ‘ n ’ denotes the molar ratio of the newly synthesized monomer BHC in carbazole derivatives), were developed. The integration of long flexible side chains fosters chain movement and the clustering of piperidine cations, leading to distinct hydrophilic/hydrophobic nanoscale phase separation within the PCP- n membranes. Moreover, the PCP- n membranes demonstrate effective water management capabilities, with the PCP-90 membrane displaying a 32 % water uptake and an in-plane swelling ratio below 20 % at 80 °C. The introduction of an ether-free main chain based on carbazole derivatives along with the highly stable piperidine cationic group endows the PCP- n membranes with exceptional alkali resistance. Following a 1500-h immersion in 2 M KOH at 80 °C, the PCP-90 membrane successfully retains 79.92 % of its original ionic conductivity . Given its substantial thermal stability and mechanical strength , the PCP-90 membrane underwent testing in membrane electrode assembly and single-cell performance, achieving a notable peak power density of 275.64 mW cm −2 and an open-circuit voltage of 0.98 V. Overall, the impressive comprehensive performance of the PCP- n membranes suggests a promising future for their application.

研究领域: 材料科学 · 燃料电池技术
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CELLULOSE · 2024 ·Vol. 31 ·期 9 ·5779-5794 · IF 4.9

Synthesis of Bulky Cellulose Derivatives for Efficient Enantioselective Fluorescent Sensing

Wang Weiqi,Wang Fan,Wang Yuqing,Zhang Lili,Okamoto Yoshio,Shen Jun

Four cellulose derivatives bearing benzothienyl or carbazolyl fluorophore pendants were successfully synthesized through carbamoylation followed by Steglich esterification or only esterification process, respectively. The enantioselective fluorescent sensing properties of the obtained derivatives were then evaluated using eight chiral substrates, including chiral aromatic amines and chiral amino alcohol-based drug intermediates. The four bulky host macromolecules exhibited good enantioselective fluorescence response to most of the tested guests with high enantioselectivity and sensitivity. Especially, a high enantiomeric fluorescence difference ratio ( ef  = 37.16) was achieved on cellulose tris(2-benzothienylformate) ( Cel - 3 ) for the α-methylbenzylamine ( Q2 ), an important chiral agricultural drug intermediate. Worthy to be mentioned, an interesting opposite fluorescence response and a dual fluorescence enhancement pattern were also observed on the benzothienyl derivative Cel - 3 for the enantiomer pairs of 1-(4-methoxyphenyl) ethylamine ( Q3 ) and phenylglycinol ( Q6 ), a critical intermediate for chiral drug as an antilipemic agent in high demand, respectively. It indicated that the bulky Cel - 3 possessed excellent enantioselective fluorescent sensing properties to the chiral aromatic amine and amino alcohols, revealing good potential as efficient chiral fluorescent sensors. It was speculated that a beneficial chiral domain may be constructed by the appropriate arrangement of bulky conjugated benzothienyl or carbazolyl pendants on the phenylcarbamates or esters surrounding the helical backbone of cellulose, which was crucial for the efficient chiral fluorescent sensing performance. The introduction of bulky fluorophore pendants on the cellulose phenylcarbamates or esters presents an efficient strategy to produce effective chiral fluorescent recognition materials. Graphical Abstract

CAS / MDL: 7447-41-8 76-83-5
研究领域: 有机化学 · 材料科学 · 分析化学
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RSC Advances · 2019 ·Vol. 9 ·期 47 ·27665-27673 · IF 3.049

Novel carbazole-based donor-isoindolo[2,1-a]benzimidazol-11-one acceptor polymers for ternary flash memory and light-emission

Qian Zhang,Chunpeng Ai,Dianzhong Wen,Dongge Ma,Cheng Wang,Shuhong Wang,Xuduo Bai

Three novel donor–acceptor polymers (PCz0, PCz2 and PCz4) based on 9-(9-heptadecanyl)-9H-carbazole and isoindolo[2,1-a]benzimidazol-11-one with fluorine substituents (0, 2 and 4) on the acceptor unit were prepared by Suzuki polymerization. The synthesized polymers were studied by theoretical calculation, and optical and electrochemical characterizations to further investigate the performance of memory storage and light-emission. The memory devices of the three polymers all exhibited obvious ternary flash behavior with total ON/OFF state current ratio around 104 and threshold voltages below 3.0 V, with no other blending or doping. Bright emissions of an electroluminescence device based on PCz0 was obtained at 556 nm, the maximum brightness was 2006 cd m−2 with EQE of 0.21%. The results suggested that polymers with the structure of carbazole-based donor as backbone and isoindolo[2,1-a]benzimidazol-11-one segment as acceptor could be excellent materials for memory storage and light-emitting applications with further investigation and could be used for further design of other new polymer systems.

研究领域: 材料科学 · 电子工程
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EUROPEAN POLYMER JOURNAL · 2018 · IF 3.741

Synthesis and binary/ternary write-once read-many-times electrical memory behaviors of carbazole-based polyimides bearing flexible linkage segment

Yanhua Yang,Hang Lu,Juqing Liu,Yingzhong Shen

An efficient and readily available novel carbazole-based aromatic diamine was synthesized and characterized. Two polyimides ( PI-a and PI-b ) were prepared via a two-step procedure using the new synthesized diamine reacting with low-cost and the commercialized pyromellitic dianhydride (PMDA) and 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), respectively. PIs were characterized and exhibited highly organo-solubility and thermal stability. The Al/ PI-a /ITO device showed binary write-once read-many-times (WORM) behavior with an ON/OFF current ratio up to 10 9 and the threshold voltage as low as −0.21 V, whereas the Al/ PI-b /ITO device presented ternary WORM behavior with an ON2/ON1/OFF current ratio up to 10 5 :10 4 :1 and the switching voltage below −3 V. The memory switching mechanisms were further elucidated through molecular simulation based on the density functional theory (DFT) method. This provides an effective strategy to achieve a ternary memory device.

研究领域: 材料科学 · 电子工程
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ACS Applied Energy Materials · 2022 · IF 6.959

Effect of Hydrophobic Side Chain Length on Poly(carbazolyl terphenyl piperidinium) Anion Exchange Membranes

Zhi Hong Cai,Xue Lang Gao,Wei Ting Gao,Yvonne Shuen Lann Choo,Jia Jun Wang,Qiu Gen Zhang,Ai Mei Zhu,Qing Lin Liu

In recent years, with the continuous application of superacid-catalyzed condensation reaction in the preparation of anion exchange membranes (AEMs), a number of AEMs with excellent performance have been designed. Among them, the method to copolymerize two aromatic compounds with piperidone via a superacid-catalyzed reaction to synthesize anionic conducting copolymers has been widely discussed by researchers. Here, we focus on the introduction of poly(N-alkylcarbazole-co-terphenyl N,N′-dimethylpiperidinium) (PCTP-n), which is formed by copolymerizing different chain lengths of N-alkylcarbazole (AHC, n = 2, 4, and 6) and p-terphenyl with 1-methyl-4-piperidone (1M4P). As a result of the high-curvature backbone and hydrophobic flexible side chains, the PCTP-n AEMs show comprehensive performance advantage. Among them, the PCTP-6 membrane, with an ultralow swelling (7.9%) and an excellent OH– conductivity retention (91.9% in 2 M NaOH at 80 °C after 1080 h), highlights high dimensional stability and alkaline resistance. Then, the PCTP-2 membrane displays excellent mechanical robustness (EB: 40%, TS: 20 MPa) and a decent OH– conductivity (134 mS cm–1 at 80 °C). Furthermore, the PCTP-2-based single cell exhibits a decent power density of 542 mW cm–2 under H2–O2 condition.

研究领域: 材料科学 · 化学工程
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