Pub Date : 2024-10-16DOI: 10.1016/j.dyepig.2024.112496
Wen-Cheng Chen , Xiao-Long Liu , Ru-Jia Wang , Xiaohui Wu , Jia-Ming Jin , Fan Zheng , Chengxiang Shi , Qing-Dan Yang , Yaocheng Jin , Jia-Xiong Chen , Yuxi Sun , Qingming Zeng , Nian He , Fang Huang , Yanping Huo
Thermally activated delayed fluorescence (TADF) dyes are promising for applications like bioimaging, sensing, and optoelectronic devices due to their efficient exciton utilization without noble metals, making them ideal for organic light-emitting diodes (OLEDs). In this contribution, we introduce a new TADF emitter, 3-(9,9-dimethylacridin-10(9H)-yl)-12H-chromeno[2,3-b]quinolin-12-one (CQLO-DMAC), which incorporates an intramolecular oxygen-locked azaryl ketone acceptor, CQLO. This design enhances molecular rigidity and electron-accepting strength. The CQLO-DMAC compound, featuring a bulky donor, shows significant intramolecular charge transfer and TADF emission. Comprehensive analyses, including spectroscopic studies and theoretical calculations, reveal high luminescence efficiency and reduced non-radiative losses. Utilizing CQLO-DMAC in OLEDs, we achieved a green-yellow emission peak at 548 nm and a maximum external quantum efficiency of 17.4 %. The findings highlight the potential of CQLQ as a highly effective acceptor in designing of TADF electroluminescent dyes.
{"title":"An efficient thermally activated delayed fluorophore featuring an oxygen-locked azaryl ketone acceptor","authors":"Wen-Cheng Chen , Xiao-Long Liu , Ru-Jia Wang , Xiaohui Wu , Jia-Ming Jin , Fan Zheng , Chengxiang Shi , Qing-Dan Yang , Yaocheng Jin , Jia-Xiong Chen , Yuxi Sun , Qingming Zeng , Nian He , Fang Huang , Yanping Huo","doi":"10.1016/j.dyepig.2024.112496","DOIUrl":"10.1016/j.dyepig.2024.112496","url":null,"abstract":"<div><div>Thermally activated delayed fluorescence (TADF) dyes are promising for applications like bioimaging, sensing, and optoelectronic devices due to their efficient exciton utilization without noble metals, making them ideal for organic light-emitting diodes (OLEDs). In this contribution, we introduce a new TADF emitter, 3-(9,9-dimethylacridin-10(9<em>H</em>)-yl)-12<em>H</em>-chromeno[2,3-<em>b</em>]quinolin-12-one (<strong>CQLO-DMAC</strong>), which incorporates an intramolecular oxygen-locked azaryl ketone acceptor, <strong>CQLO</strong>. This design enhances molecular rigidity and electron-accepting strength. The <strong>CQLO-DMAC</strong> compound, featuring a bulky donor, shows significant intramolecular charge transfer and TADF emission. Comprehensive analyses, including spectroscopic studies and theoretical calculations, reveal high luminescence efficiency and reduced non-radiative losses. Utilizing <strong>CQLO-DMAC</strong> in OLEDs, we achieved a green-yellow emission peak at 548 nm and a maximum external quantum efficiency of 17.4 %. The findings highlight the potential of <strong>CQLQ</strong> as a highly effective acceptor in designing of TADF electroluminescent dyes.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112496"},"PeriodicalIF":4.1,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142534257","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-10-15DOI: 10.1016/j.dyepig.2024.112493
Hongfang Gao , Manping Qian , Xiaolin Yang , Shangxian Ma , Haiyu Li
Cyclometalated iridium(III) complexes have attracted much attention in electrochemiluminescence (ECL) assay in recent years due to their significant photophysical and electrochemical properties. The cyclometalated iridium(III) complexes, the iridium(III) metal center often as signaling unit, are usually designed with functional groups for specific target recognition owing to their flexible regulation of properties, which facilitates their broad application in chemical sensing, compared to the most investigated ECL reagent Ru(bpy)32+. Here, we pay much attention to the developments of the cyclometalated iridium(III) complexes as signal emitter for ECL sensing, briefly introduce the synthesis, type and ECL mechanism of the cyclometalated iridium(III) complexes, and emphatically describe the advances of ECL chemical sensing and biosensing based on the cyclometalated iridium(III) complexes, and highlight the strategies on the improvement of the cyclometalated iridium(III) complexes, including water solubility, ECL behaviour and wavelength tunability. The challenges and future perspectives of the cyclometalated iridium(III) complexes-based ECL method are also discussed.
{"title":"Recent advances of the cyclometalated iridium(III) complexes for electrochemiluminescence sensing","authors":"Hongfang Gao , Manping Qian , Xiaolin Yang , Shangxian Ma , Haiyu Li","doi":"10.1016/j.dyepig.2024.112493","DOIUrl":"10.1016/j.dyepig.2024.112493","url":null,"abstract":"<div><div>Cyclometalated iridium(III) complexes have attracted much attention in electrochemiluminescence (ECL) assay in recent years due to their significant photophysical and electrochemical properties. The cyclometalated iridium(III) complexes, the iridium(III) metal center often as signaling unit, are usually designed with functional groups for specific target recognition owing to their flexible regulation of properties, which facilitates their broad application in chemical sensing, compared to the most investigated ECL reagent Ru(bpy)<sub>3</sub><sup>2+</sup>. Here, we pay much attention to the developments of the cyclometalated iridium(III) complexes as signal emitter for ECL sensing, briefly introduce the synthesis, type and ECL mechanism of the cyclometalated iridium(III) complexes, and emphatically describe the advances of ECL chemical sensing and biosensing based on the cyclometalated iridium(III) complexes, and highlight the strategies on the improvement of the cyclometalated iridium(III) complexes, including water solubility, ECL behaviour and wavelength tunability. The challenges and future perspectives of the cyclometalated iridium(III) complexes-based ECL method are also discussed.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112493"},"PeriodicalIF":4.1,"publicationDate":"2024-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142534828","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The utilization of anthracene as the core to construct conjugated organic materials typically allows for the display of a range of optical and electroluminescent properties. In this study, two anthracene derivatives containing triphenylamine/diphenylamine and 4,6-diphenyl-1,3,5-triazine moieties 4-(10-(4,6-diphenyl-1,3,5-triazin-2-yl)anthracen-9-yl)-N,N-diphenylaniline (TPAAnTrz) and 10-(4,6-diphenyl-1,3,5-triazin-2-yl)-N,N-diphenylanthracen-9-amine (DPAAnTrz) have been synthesized and investigated systematically. It was found that these two obtained compounds exhibit a noticeable aggregation-induced emission (AIE) effect and reversible piezofluorochromic (PFC) behavior. In comparison to DPAAnTrz, TPAAnTrz demonstrates relatively weak intermolecular interactions and a distorted molecular structure, leading to more prominent piezofluorochromic behavior. TPAAnTrz exhibited weaker intermolecular interactions and a distorted molecular structure compared to DPAAnTrz, leading to more pronounced piezofluorochromic behavior. By utilizing TPAAnTrz and DPAAnTrz as emitters, the non-doped devices can exhibit maximum efficiencies of 13.2 and 10.1 cd/A, respectively, with negligible efficiency roll-off, even at high brightness levels. This demonstrates a significant potential for optoelectronic devices with high performance.
{"title":"Non-doped OLEDs based on anthracene derivatives with aggregation-induced emission and piezochromism properties","authors":"Ziyi Kang, Yongyu Wen, Xiangxiang Lu, Chengxiang Yang, Deli Li, Wei Liu, Xuchuan Jiang","doi":"10.1016/j.dyepig.2024.112491","DOIUrl":"10.1016/j.dyepig.2024.112491","url":null,"abstract":"<div><div>The utilization of anthracene as the core to construct conjugated organic materials typically allows for the display of a range of optical and electroluminescent properties. In this study, two anthracene derivatives containing triphenylamine/diphenylamine and 4,6-diphenyl-1,3,5-triazine moieties 4-(10-(4,6-diphenyl-1,3,5-triazin-2-yl)anthracen-9-yl)-N,N-diphenylaniline (<strong>TPAAnTrz</strong>) and 10-(4,6-diphenyl-1,3,5-triazin-2-yl)-N,N-diphenylanthracen-9-amine (<strong>DPAAnTrz</strong>) have been synthesized and investigated systematically. It was found that these two obtained compounds exhibit a noticeable aggregation-induced emission (AIE) effect and reversible piezofluorochromic (PFC) behavior. In comparison to <strong>DPAAnTrz</strong>, <strong>TPAAnTrz</strong> demonstrates relatively weak intermolecular interactions and a distorted molecular structure, leading to more prominent piezofluorochromic behavior. <strong>TPAAnTrz</strong> exhibited weaker intermolecular interactions and a distorted molecular structure compared to <strong>DPAAnTrz</strong>, leading to more pronounced piezofluorochromic behavior. By utilizing <strong>TPAAnTrz</strong> and <strong>DPAAnTrz</strong> as emitters, the non-doped devices can exhibit maximum efficiencies of 13.2 and 10.1 cd/A, respectively, with negligible efficiency roll-off, even at high brightness levels. This demonstrates a significant potential for optoelectronic devices with high performance.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112491"},"PeriodicalIF":4.1,"publicationDate":"2024-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142440902","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-10-12DOI: 10.1016/j.dyepig.2024.112490
Bohong Gao , Yuping Sun , Gang Li , Chengcheng Zhang , Xinli Liu , Yuting Zhou , Xinyi Wang
In this study, we addressed the efforts of controlling the structures of coordination polymers (CPs) for enhanced photochromism by modulating interactions between electron donors (EDs) and acceptors (EAs) or boosting EAs' electron affinity. Two new CPs, [Cd (TTVP)0.5 (2,6-NDC) (H2O)]·0.5DMF (1) and [Cd (TTVP)0.5 (4,4′-BPC) (H2O)2]·0.5H2O (2) have been successfully synthesized using the thiazolothiazole extended viologen ligand TTVP (TTVP = 2,5-bis(pyridinium-4-yl)thiazolo [5,4-d]thiazole propionate) as an EA and different aromatic carboxylic acids as EDs. Complex 1 features a 3D supramolecular structure with interpenetrating layers with n-π and π-π interactions, while complex 2 adopts a 2D structure with layer stacking through n-π interactions. Both CPs exhibit notable photochromism via photo-introduced electron transfer (PIET) process, with different ED/EA arrangements (ED-EA-ED-EA for 1 and ED-EA-ED for 2) affecting their photoresponse. UV irradiation reveals varying photochromic response rates and color contrasts in the two CPs, highlighting EDs' influential role. Furthermore, both CPs showed a synergistic response of photochromism and photo-controlled fluorescence. Notably, a composite polymer film with reversible photochromic and photo-controlled fluorescence behaviors was fabricated by integrating compound 1 into a styrene ethylene butylene styrene (SEBS) matrix. This study presents a new approach for improving the performance of photochromic materials with potential applications in daily life.
{"title":"Photochromic and photo-regulated fluorescent coordination polymers derived from thiazolothiazole extended viologen in solid state and polymer film","authors":"Bohong Gao , Yuping Sun , Gang Li , Chengcheng Zhang , Xinli Liu , Yuting Zhou , Xinyi Wang","doi":"10.1016/j.dyepig.2024.112490","DOIUrl":"10.1016/j.dyepig.2024.112490","url":null,"abstract":"<div><div>In this study, we addressed the efforts of controlling the structures of coordination polymers (CPs) for enhanced photochromism by modulating interactions between electron donors (EDs) and acceptors (EAs) or boosting EAs' electron affinity. Two new CPs, [Cd (TTVP)<sub>0.5</sub> (2,6-NDC) (H<sub>2</sub>O)]·0.5DMF (<strong>1</strong>) and [Cd (TTVP)<sub>0.5</sub> (4,4′-BPC) (H<sub>2</sub>O)<sub>2</sub>]·0.5H<sub>2</sub>O (<strong>2</strong>) have been successfully synthesized using the thiazolothiazole extended viologen ligand TTVP (TTVP = 2,5-bis(pyridinium-4-yl)thiazolo [5,4-d]thiazole propionate) as an EA and different aromatic carboxylic acids as EDs. Complex <strong>1</strong> features a 3D supramolecular structure with interpenetrating layers with <em>n</em>-π and π-π interactions, while complex <strong>2</strong> adopts a 2D structure with layer stacking through <em>n</em>-π interactions. Both CPs exhibit notable photochromism via photo-introduced electron transfer (PIET) process, with different ED/EA arrangements (ED-EA-ED-EA for <strong>1</strong> and ED-EA-ED for <strong>2</strong>) affecting their photoresponse. UV irradiation reveals varying photochromic response rates and color contrasts in the two CPs, highlighting EDs' influential role. Furthermore, both CPs showed a synergistic response of photochromism and photo-controlled fluorescence. Notably, a composite polymer film with reversible photochromic and photo-controlled fluorescence behaviors was fabricated by integrating compound <strong>1</strong> into a styrene ethylene butylene styrene (SEBS) matrix. This study presents a new approach for improving the performance of photochromic materials with potential applications in daily life.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112490"},"PeriodicalIF":4.1,"publicationDate":"2024-10-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142434004","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-10-11DOI: 10.1016/j.dyepig.2024.112488
Yi-Yin Chen , Kang-Ting Huang , Chun-Jen Huang
Organic pigments are indispensable in various applications due to their vibrant colors and durability, yet their low polarity often hinders their dispersion in an aqueous solution, leading to large aggregation and sedimentation. To address these limitations, dispersants and encapsulation techniques have been explored. In this study, nanoscale encapsulated pigments were synthesized using a novel polymerizable surfactant, sodium 11-methacrylamidoundecanoic acid (NaMAAUA), along with hydrophobic monomer of styrene or butyl methacrylate. NaMAAUA contains a pendant group of amphiphilic fatty acid, and acts as a dispersant and emulsifier, forming a copolymer shell around the pigments. The apolar tail in NaMAAUA provides hydrophobic interaction with pigments, and the polar carboxyl headgroup exposes in the water phase and enables the formation of strong hydrogen bonds with cellulose. Therefore, the resulting encapsulated pigment exhibits excellent dispersion stability, water-repellent property, washing fastness and UV resistance when applied to paper and cotton fabric, expanding the practical utility of organic pigments in an environmentally conscious manner. Characterization via various analytical techniques validates the efficacy of this approach, paving the way for enhanced pigment applications.
{"title":"Polymerizable fatty acid surfactant: Encapsulation of organic pigments for excellent colloidal stability in aqueous solution and water-repellent property","authors":"Yi-Yin Chen , Kang-Ting Huang , Chun-Jen Huang","doi":"10.1016/j.dyepig.2024.112488","DOIUrl":"10.1016/j.dyepig.2024.112488","url":null,"abstract":"<div><div>Organic pigments are indispensable in various applications due to their vibrant colors and durability, yet their low polarity often hinders their dispersion in an aqueous solution, leading to large aggregation and sedimentation. To address these limitations, dispersants and encapsulation techniques have been explored. In this study, nanoscale encapsulated pigments were synthesized using a novel polymerizable surfactant, sodium 11-methacrylamidoundecanoic acid (NaMAAUA), along with hydrophobic monomer of styrene or butyl methacrylate. NaMAAUA contains a pendant group of amphiphilic fatty acid, and acts as a dispersant and emulsifier, forming a copolymer shell around the pigments. The apolar tail in NaMAAUA provides hydrophobic interaction with pigments, and the polar carboxyl headgroup exposes in the water phase and enables the formation of strong hydrogen bonds with cellulose. Therefore, the resulting encapsulated pigment exhibits excellent dispersion stability, water-repellent property, washing fastness and UV resistance when applied to paper and cotton fabric, expanding the practical utility of organic pigments in an environmentally conscious manner. Characterization via various analytical techniques validates the efficacy of this approach, paving the way for enhanced pigment applications.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112488"},"PeriodicalIF":4.1,"publicationDate":"2024-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142434008","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-10-11DOI: 10.1016/j.dyepig.2024.112484
Zhiyu Ran, Mengmeng Zhao, Junqing Shi, Lei Ji
o-Carborane, spherical-shaped 12-vertex boron cluster molecule bearing two adjacent carbons, plays an increasingly important role in multifunctional optoelectronic materials due to its appealing luminescent properties. The sterically and conjugately special natures enable the building block of o-carborane display unique emissive features of aggregation-induced emission (AIE), multi- and excimer-emission. Molecules with these features are highly sensitive to subtle environmental factors and broadly applicable in smart and sensory materials. In this paper, holistic and in-depth perspectives on those phenomenon features, the underlying mechanistic analyses, as well as associated applications are addressed on recently developed o-carboranyl molecules, aiming to bridge the phenomenon-mechanism-application gap and offering an up-to-date progress report.
{"title":"Luminescent o-carboranyl-containing molecules: A promising platform for stimuli-responsive smart materials","authors":"Zhiyu Ran, Mengmeng Zhao, Junqing Shi, Lei Ji","doi":"10.1016/j.dyepig.2024.112484","DOIUrl":"10.1016/j.dyepig.2024.112484","url":null,"abstract":"<div><div><em>o</em>-Carborane, spherical-shaped 12-vertex boron cluster molecule bearing two adjacent carbons, plays an increasingly important role in multifunctional optoelectronic materials due to its appealing luminescent properties. The sterically and conjugately special natures enable the building block of <em>o</em>-carborane display unique emissive features of aggregation-induced emission (AIE), multi- and excimer-emission. Molecules with these features are highly sensitive to subtle environmental factors and broadly applicable in smart and sensory materials. In this paper, holistic and in-depth perspectives on those phenomenon features, the underlying mechanistic analyses, as well as associated applications are addressed on recently developed <em>o</em>-carboranyl molecules, aiming to bridge the phenomenon-mechanism-application gap and offering an up-to-date progress report.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112484"},"PeriodicalIF":4.1,"publicationDate":"2024-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142444684","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-10-10DOI: 10.1016/j.dyepig.2024.112485
Vinita Vinita , Karan Surana , Mridula Guin , Saurabh S. Soni , Geeta Durga
In recent years, innovations in materials design have improved the optoelectronic properties of advanced materials and facilitated their efficient utilization. A significant amount of research has been conducted on developing perylene diimide (PDI) dyes for their use in various energy-related applications. In the present work, we have synthesized bay-substituted PDI derivatives and explored their dual applications in energy harvesting and storage devices. The nucleophilic substitution reaction of 1,7/1,6-brominated Val-PDI was performed by using 2-naphthol (N) and its Nitrogen analogue 8-hydroxy quinoline (Q) for analysing the effect of N-heterocycle at the bay position. The prepared 1,7 (N1/Q1) and 1,6 (N2/Q2) PDIs underwent thorough photophysical and electrochemical analyses and their structures were optimized through density functional theory (DFT) using B3LYP approach with a 6-31+G (d,p) basis set. Although all the prepared bay-substituted PDIs showed reasonable redox activity, N1 was chosen as an electrolyte dopant in dye-sensitized solar cells (DSSC) owing to its band alignment. This aided in enhanced electron lifetime and charge transfer properties, which led to an enhanced efficiency of 2.04 % while the conventional DSSC delivered only 1.84 % at 200 W m−2 illumination. Additionally, the symmetrical supercapacitor fabricated by using Q1 as electrode material generated a high specific capacitance of 146.54 F g−1. Thus, the proposed work opens avenues for the utility of bay-substituted PDI derivatives for organic electronic applications.
{"title":"Bay-substituted Perylene diimides (PDIs) as redox mediators in dye-sensitized solar cells and active electrode material in supercapacitors","authors":"Vinita Vinita , Karan Surana , Mridula Guin , Saurabh S. Soni , Geeta Durga","doi":"10.1016/j.dyepig.2024.112485","DOIUrl":"10.1016/j.dyepig.2024.112485","url":null,"abstract":"<div><div>In recent years, innovations in materials design have improved the optoelectronic properties of advanced materials and facilitated their efficient utilization. A significant amount of research has been conducted on developing perylene diimide (PDI) dyes for their use in various energy-related applications. In the present work, we have synthesized bay-substituted PDI derivatives and explored their dual applications in energy harvesting and storage devices. The nucleophilic substitution reaction of 1,7/1,6-brominated Val-PDI was performed by using 2-naphthol (N) and its Nitrogen analogue 8-hydroxy quinoline (Q) for analysing the effect of N-heterocycle at the bay position. The prepared 1,7 (N1/Q1) and 1,6 (N2/Q2) PDIs underwent thorough photophysical and electrochemical analyses and their structures were optimized through density functional theory (DFT) using B3LYP approach with a 6-31+G (d,p) basis set. Although all the prepared bay-substituted PDIs showed reasonable redox activity, N1 was chosen as an electrolyte dopant in dye-sensitized solar cells (DSSC) owing to its band alignment. This aided in enhanced electron lifetime and charge transfer properties, which led to an enhanced efficiency of 2.04 % while the conventional DSSC delivered only 1.84 % at 200 W m<sup>−2</sup> illumination. Additionally, the symmetrical supercapacitor fabricated by using Q1 as electrode material generated a high specific capacitance of 146.54 F g<sup>−1</sup>. Thus, the proposed work opens avenues for the utility of bay-substituted PDI derivatives for organic electronic applications.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112485"},"PeriodicalIF":4.1,"publicationDate":"2024-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142434006","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-10-10DOI: 10.1016/j.dyepig.2024.112486
Yue Wang , Xinmei Qi , Zhaokun Ye, Yujian Yan, Qinyan Chen, Yingying Yang, Deqing Gao, Jianfeng Zhao, Jiewei Li
Achieving single-component organic white afterglow material remains a great challenge owing to the difficulties in simultaneously supporting long-lived emissions from varied excited states and getting complementary emission color. Here, a dual emission model that the radiative decays from singlet and triplet excited states was proposed to afford white afterglow. Based on the constructed carbazole-pyrimidine-benzene (CPB) building block, white afterglow was successfully achieved by CPB-H, CPB-MeO, and CPB-F at room temperature. Especially, CPB-H exhibits white afterglow with a lifetime about 0.3 s. The white afterglow was realized by dual emissions including blue TADF and yellow phosphorescence emission. The dual emissions are mainly dependent on the electronic structures of designed molecules, where the appropriate energy level matching between singlet and triplet states are necessary for ISC process in monomer or stacked dimer and for RISC process in other monomer or dimer.
{"title":"Single-component white afterglow from dual emission based on carbazole-pyrimidine-benzene derivatives","authors":"Yue Wang , Xinmei Qi , Zhaokun Ye, Yujian Yan, Qinyan Chen, Yingying Yang, Deqing Gao, Jianfeng Zhao, Jiewei Li","doi":"10.1016/j.dyepig.2024.112486","DOIUrl":"10.1016/j.dyepig.2024.112486","url":null,"abstract":"<div><div>Achieving single-component organic white afterglow material remains a great challenge owing to the difficulties in simultaneously supporting long-lived emissions from varied excited states and getting complementary emission color. Here, a dual emission model that the radiative decays from singlet and triplet excited states was proposed to afford white afterglow. Based on the constructed carbazole-pyrimidine-benzene (CPB) building block, white afterglow was successfully achieved by CPB-H, CPB-MeO, and CPB-F at room temperature. Especially, CPB-H exhibits white afterglow with a lifetime about 0.3 s. The white afterglow was realized by dual emissions including blue TADF and yellow phosphorescence emission. The dual emissions are mainly dependent on the electronic structures of designed molecules, where the appropriate energy level matching between singlet and triplet states are necessary for ISC process in monomer or stacked dimer and for RISC process in other monomer or dimer.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112486"},"PeriodicalIF":4.1,"publicationDate":"2024-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142434007","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-10-09DOI: 10.1016/j.dyepig.2024.112482
Yufei Wu , Vega Lloveras , Songbai Zhang , Juan Tolosa , Joaquín C. García-Martínez , José Vidal-Gancedo
Bimodal magnetic-fluorescent materials that integrate magnetic and fluorescent properties have attracted significant attention due to their potential applications in biomedical imaging, biosensing, and therapeutic diagnosis. Tetra-amido-TEMPO 1, a compound that combines a fluorescent oligo (styryl)benzene dendrimer core with TEMPO radicals in its four branches was synthesized and used to form micelles with CTAB in water. DLS and Cryo-TEM techniques revealed the formation of micelles exhibiting a narrow particle size distribution, with an average hydrodynamic diameter ranging from 95 to 140 nm. After micellization, the ultraviolet–visible absorption and fluorescence emission intensities of micelles increased with tetra-amido-TEMPO concentration and EPR spectroscopy demonstrated consistent three-line spectra in the micelles, with the integrated area directly proportional to the amount of tetra-amido-TEMPO present. Besides, sufficient contrast enhancement in the proton T1 relaxation time-weighted magnetic resonance images in vitro proved their ability to act as magnetic resonance imaging (MRI) contrast agents. These tetra-amido-TEMPO/CTAB micelles offer an aqueous-compatible system for this bimodal fluorescent-magnetic molecule, showcasing proof of concept of their potential for biomedical applications.
{"title":"Micelles as nanocarriers of fluorescent and magnetic dendrimers for potential bimodal imaging applications","authors":"Yufei Wu , Vega Lloveras , Songbai Zhang , Juan Tolosa , Joaquín C. García-Martínez , José Vidal-Gancedo","doi":"10.1016/j.dyepig.2024.112482","DOIUrl":"10.1016/j.dyepig.2024.112482","url":null,"abstract":"<div><div>Bimodal magnetic-fluorescent materials that integrate magnetic and fluorescent properties have attracted significant attention due to their potential applications in biomedical imaging, biosensing, and therapeutic diagnosis. Tetra-amido-TEMPO <strong>1</strong>, a compound that combines a fluorescent oligo (styryl)benzene dendrimer core with TEMPO radicals in its four branches was synthesized and used to form micelles with CTAB in water. DLS and Cryo-TEM techniques revealed the formation of micelles exhibiting a narrow particle size distribution, with an average hydrodynamic diameter ranging from 95 to 140 nm. After micellization, the ultraviolet–visible absorption and fluorescence emission intensities of micelles increased with tetra-amido-TEMPO concentration and EPR spectroscopy demonstrated consistent three-line spectra in the micelles, with the integrated area directly proportional to the amount of tetra-amido-TEMPO present. Besides, sufficient contrast enhancement in the proton <em>T</em><sub>1</sub> relaxation time-weighted magnetic resonance images in vitro proved their ability to act as magnetic resonance imaging (MRI) contrast agents. These tetra-amido-TEMPO/CTAB micelles offer an aqueous-compatible system for this bimodal fluorescent-magnetic molecule, showcasing proof of concept of their potential for biomedical applications.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112482"},"PeriodicalIF":4.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142434009","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-10-09DOI: 10.1016/j.dyepig.2024.112480
Kaiming Zhang , Yuehua He , Wang Xiong , Lu Lu , Mohammad Khalid Parvez , Omoding Daniel , Mohammed S. Al-Dosari , Abhinav Kumar
Coordination polymers (CPs) are peculiar multi-dimensional materials that find utility as luminescent sensors for ions and molecules existing in wastewater discharge. Herein, two new Cd(II)-based CPs with formula [Cd(L)(phen)]·0.5H2O (1) and [Cd(L)(2,2′-bipy)] (2) (H2L = 3,3'-((1,2-phenylenebis(methylene))bis(oxy))dibenzoic acid, phen = 1,10-phenanthroline and 2,2′-bipy = 2,2′-bipyridine) have been synthesized and characterized. The single crystal X-ray analysis for 1 reveals that Cd(II) centre adopts an octahedral geometry and is coordinated to four carboxyl O atoms from three L2− ligands and two N atoms from phen molecules. While in CP 2, the Cd(II) centre is seven coordinated, which is completed by five carboxylate O atoms from two distinct L2− ligands and two N atoms from the 2,2-bipy ligand. Both 1 and 2 have been used as turn-off fluorescence sensor for selective and sensitive detection of Fe3+ and Cr2O72−. The CP 1 exhibited superior selectivity and sensitivity than 2 with limit of detection (LOD) 1.732 × 10−5 M and 5.996 × 10−6 M against Fe3+ and Cr2O72− respectively. Interestingly, the emissive behaviour of 1 get restored on adding 2-hydroxybenzoic acid (2-hyd acid) (turn on) due to the competitive formation of 2-hyd acid@Fe3+ or 2-hyd acid@Cr2O72− and concomitant release of 1. The fluorescence recovery selectivity of 2-hyd acid over other antioxidants has been attributed to the synergistic effect of high EHOMO value and a small space steric hindrance. The sensing properties of the MOF have been addressed with the help of Hirshfeld surface and density functional theory analyses.
{"title":"Two new Cd(II)-based coordination polymers derived from flexible linker: Highly sensitive and selective “turn off-on” fluorescent sensors for ferric and dichromate ions","authors":"Kaiming Zhang , Yuehua He , Wang Xiong , Lu Lu , Mohammad Khalid Parvez , Omoding Daniel , Mohammed S. Al-Dosari , Abhinav Kumar","doi":"10.1016/j.dyepig.2024.112480","DOIUrl":"10.1016/j.dyepig.2024.112480","url":null,"abstract":"<div><div>Coordination polymers (CPs) are peculiar multi-dimensional materials that find utility as luminescent sensors for ions and molecules existing in wastewater discharge. Herein, two new Cd(II)-based CPs with formula [Cd(L)(phen)]·0.5H<sub>2</sub>O (<strong>1</strong>) and [Cd(L)(2,2′-bipy)] (<strong>2</strong>) (H<sub>2</sub>L = 3,3'-((1,2-phenylenebis(methylene))bis(oxy))dibenzoic acid, phen = 1,10-phenanthroline and 2,2′-bipy = 2,2′-bipyridine) have been synthesized and characterized. The single crystal X-ray analysis for <strong>1</strong> reveals that Cd(II) centre adopts an octahedral geometry and is coordinated to four carboxyl O atoms from three L<sup>2−</sup> ligands and two N atoms from phen molecules. While in CP <strong>2</strong>, the Cd(II) centre is seven coordinated, which is completed by five carboxylate O atoms from two distinct L<sup>2−</sup> ligands and two N atoms from the 2,2-bipy ligand. Both <strong>1</strong> and <strong>2</strong> have been used as turn-off fluorescence sensor for selective and sensitive detection of Fe<sup>3+</sup> and Cr<sub>2</sub>O<sub>7</sub><sup>2−</sup>. The CP <strong>1</strong> exhibited superior selectivity and sensitivity than <strong>2</strong> with limit of detection (LOD) 1.732 × 10<sup>−5</sup> M and 5.996 × 10<sup>−6</sup> M against Fe<sup>3+</sup> and Cr<sub>2</sub>O<sub>7</sub><sup>2−</sup> respectively. Interestingly, the emissive behaviour of <strong>1</strong> get restored on adding 2-hydroxybenzoic acid (2-hyd acid) (turn on) due to the competitive formation of 2-hyd acid@Fe<sup>3+</sup> or 2-hyd acid@Cr<sub>2</sub>O<sub>7</sub><sup>2−</sup> and concomitant release of <strong>1</strong>. The fluorescence recovery selectivity of 2-hyd acid over other antioxidants has been attributed to the synergistic effect of high E<sub>HOMO</sub> value and a small space steric hindrance. The sensing properties of the MOF have been addressed with the help of Hirshfeld surface and density functional theory analyses.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"232 ","pages":"Article 112480"},"PeriodicalIF":4.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142534260","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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