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C─H···πinteraction induced H-aggregates for wide range water content detection in organic solvents
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作者 Jiajun Xu Meifen Huang +5 位作者 Haijun Pang Zhehui Weng Guangzhi Hu Siman Zhang Qiuling Yang Qiong Wu 《Aggregate》 EI CAS 2024年第4期269-278,共10页
J-aggregation and H-aggregation are identified as two classical models of function-ally oriented non-covalent interactions,and significant attention has been drawn by researchers.However,due to the scarcity of single-cr... J-aggregation and H-aggregation are identified as two classical models of function-ally oriented non-covalent interactions,and significant attention has been drawn by researchers.However,due to the scarcity of single-crystal examples of H-aggregation,a comprehensive understanding of the relationship between its stacking mode and optical behaviour has been hindered.In recent studies,two polyaromatic Schiff base compounds,Cl-Salmphen and H-Salmphen,were successfully synthe-sized,and both were found to exhibit H-aggregation.In thefindings,H-Salmphen was shown to display typical C─H···πinteractions,characteristic of Aggregation-Induced Emission(AIE)active molecules,whereas its halogenated counterpart was identified as behaving similar to Aggregation-Caused Quenching(ACQ)active molecules.These types of results suggest that identical intermolecular interactions can produce differing optical behaviours.Light was shed,at least in part,on the for-mation mechanisms of H-type aggregates and their luminescence properties from these observations.Additionally,the high optical signal-to-noise ratio inherent to H-aggregates was utilized for the exploration of water content detection.As an outcome,a high-performancefluorescentfilter paper was developed,enabling easy real-time detection using a smartphone. 展开更多
关键词 aggregation-caused quenching aggregation-induced emission enhanced C─H···πinteractions fluores-cence sensor h-aggregATION
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H-and J-aggregation of conjugated small molecules in organic solar cells
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作者 Qiaoqiao Zhao Feng He 《Journal of Energy Chemistry》 SCIE EI CAS CSCD 2024年第6期174-192,I0005,共20页
As H-and J-aggregation receive more and more attention in the research of organic solar cells(OSCs),especially in small molecular systems,deep understanding of aggregation behavior is needed to guide the design of con... As H-and J-aggregation receive more and more attention in the research of organic solar cells(OSCs),especially in small molecular systems,deep understanding of aggregation behavior is needed to guide the design of conjugated small molecular structure and the fabrication process of OSC device.For this end,this review is written.Here,the review firstly introduced the basic information about H-and J-aggregation of conjugated small molecules in OSCs.Then,the characteristics of H-and J-aggregation and the methods to identify them were summarized.Next,it reviewed the research progress of H-and J-aggregation of conjugated small molecules in OSCs,including the factors influencing H-and J-aggregation in thin film and the effects of H-and J-aggregation on OPV performance. 展开更多
关键词 h-aggregATION J-AGGREGATION Organic solar cells Small molecules EFFICIENCY STABILITY
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AFM Height Measurements of Molecular Layers of a Carbocyanine Dye
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作者 Valery V. Prokhorov Sergey I. Pozin +3 位作者 Dmitry A. Lypenko Olga M. Perelygina Eugene I. Mal’tsev Anatoly V. Vannikov 《World Journal of Nano Science and Engineering》 2011年第3期67-72,共6页
Atomic force microscopy (AFM) was used for the morphological characterization and precise height meas-urements of two-dimensional molecular layers of carbocyanine dye 3,3’-di(r-sulfopropyl)-4,4’,5,5’-dibenzo-9-ethy... Atomic force microscopy (AFM) was used for the morphological characterization and precise height meas-urements of two-dimensional molecular layers of carbocyanine dye 3,3’-di(r-sulfopropyl)-4,4’,5,5’-dibenzo-9-ethylthiacarbocyanine betaine pyridinium salt. The AFM measurements reveal three morphological types of molecular aggregates: leaves, stripes and spots. The leaves are stripes have same monolayer height ~1.4 nm and different crystal shapes: the leaves are monoloyers with the lens shape and the stripes are bilay-ers with the shape of extended rectangles. The monolayer height ~1.4 nm was interpreted as indicating the symmetrical packing arrangement of dye molecules. In the symmetrical monolayer, the sulfopropyl groups of all-trans monomer units are located on both monolayer sides whereas the adjacent stacked dye molecules have a lateral slippage providing the J-aggregate optical properties. The lower height of spots ~1 nm was explained by the model of an asymmetric monolayer with sulfopropyl groups of all-trans monomers occupy-ing the same position with respect to the monolayer plane. The packing arrangement of all-trans monomers in the asymmetric monolayer corresponds to H-aggregate. The alternative models of the packing arrange-ment in monolayers with mono-cis1 monomer configuration are discussed. 展开更多
关键词 ATOMIC Force MICROSCOPY J-AGGREGATES h-aggregateS Monolayers
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Effect of Energy Transfer on UV Spectra of “H-shaped” Azobenzene Derivatives
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作者 李辉升 路璐 《Chinese Journal of Chemical Physics》 SCIE CAS CSCD 2010年第2期145-148,I0001,共5页
A series of “H-shaped” organic dimers (azobenzene derivatives) exhibit linear absorption red shift compared with their corresponding monomers experimentally. Dipolar interaction model is not appropriate for the az... A series of “H-shaped” organic dimers (azobenzene derivatives) exhibit linear absorption red shift compared with their corresponding monomers experimentally. Dipolar interaction model is not appropriate for the azobenzene derivatives due to the small distance between two “D-π-A” chains. Energy transfer model is suggested for explanation of the absorption red shift. Two necessary conditions for energy transfer were verified. In addition, bi-exponential florescence-delay behavior of the dimer as well as Bella's quantum chemistry calculation shows evidence of energy transfer. 展开更多
关键词 Energy transfer Dipolar interaction model h-aggregation Red shift
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How temperature and hydrostatic pressure impact organic room temperature phosphorescence from H-aggregation of planar triarylboranes and the application in bioimaging 被引量:1
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作者 Liangjing Tu Yuanyuan Fan +10 位作者 Changjiang Bi Leyi Xiao Yonggang Li Aisen Li Weilong Che Yujun Xie Yufeng Zhang Shuping Xu Weiqing Xu Qianqian Li Zhen Li 《Science China Chemistry》 SCIE EI CAS CSCD 2023年第3期816-825,共10页
Highly efficient persistent organic room temperature phosphorescence(RTP) has attracted increasing attention because of promising applications in fields of chemical sensors, optoelectronic devices, information securit... Highly efficient persistent organic room temperature phosphorescence(RTP) has attracted increasing attention because of promising applications in fields of chemical sensors, optoelectronic devices, information security, and bioimaging, etc. Wherein,the crystal engineering of H-aggregation offers stabilization for long-lived triplet exciton for RTP, but the related research is rare because of the scarcity of ideal phosphorescent H-aggregate. Herein, we designed planar tricoordinate organoboron derivatives with molecular arrangement in ideal H-aggregation. The integration of Br atom can largely enhance RTP efficiency through increasing SOC effect, while the antiparallel molecular arrangement causes annihilation of triplet exciton. Thanks to good selfassembly property, their RTP can even be observed in PMMA matrix with doping ratio of merely 1 wt%. We further found that the cryogenic temperature contributes to stabilizing triplet exciton in H-aggregation, leading to red-shifted phosphorescence. By applying high hydrostatic pressure, the phosphorescence was largely enhanced and redshifted, demonstrating the crucial role of H-aggregation on RTP property. In phosphorescent tissue imaging of live mouse, nanoparticles of BrBA exhibited high contrast image via eliminating the interference of autofluorescence. 展开更多
关键词 room temperature phosphorescence h-aggregATION planar triarylboranes BIOIMAGING
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A synergetic strategy of NIR-Ⅱ squaraine dyes with ultrahigh photothermal conversion efficiency for photothermal therapy
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作者 Yigang Wang Guomin Xia +7 位作者 Junhui Wang Mingda Wang Weihan Guo Manman Tan Leilei Si Yang Yang Hua Wang Hongming Wang 《Science China Chemistry》 SCIE EI CAS CSCD 2024年第2期612-621,共10页
Recent research on photothermal therapy(PTT) has sparked significant interest in the development of new organic photothermal agents(PTAs),ranging from single-molecule to aggregated levels.However,controlling aggregati... Recent research on photothermal therapy(PTT) has sparked significant interest in the development of new organic photothermal agents(PTAs),ranging from single-molecule to aggregated levels.However,controlling aggregation pathways for PTAs with ultrahigh photothermal conversion efficiency(PCE) remains a major challenge.Herein,a two-pronged approach utilizing “Haggregation” and “intramolecular motion” was employed to enhance the PCE of an acceptor-substituted squaraine dye(NSQs).The C2vmolecular symmetry of the NSQs,which possess a ground state dipole moment(μg),promotes H-dimeric aggregates through dipole-dipole counteraction.Peripheral triphenylethylene or diphenylamine groups were added to this H-dimeric nanoplatform.This was done to enhance intramolecular motions for heat generation and also to extend conjugation,which redshifted the optical absorption and balanced the blue-shift induced by H-aggregation.With this technique,an organic PTA with NIR-II absorption was developed,and its nanoparticle achieved a remarkable PCE of 86.3% under 1,064 nm laser excitation.Femtosecond transient absorption spectroscopy and quantum mechanical calculations demonstrated the accelerated internal conversion process in NIR-II PTAs for rapid heat generation.The NSQs nanoparticles exhibit superior photothermal therapeutic properties for in vivo photoacoustic imaging-guided PTT,demonstrating the potential of bottom-up design to enable synergistic engineering strategies towards efficient phototheranostic agents. 展开更多
关键词 squaraine dyes second near-infrared window h-aggregATION intramolecular motion photothermal therapy
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ASSOCIATION BEHAVIOR OF PORPHYRIN PENDANTS IN pH-SENSITIVE WATER-SOLUBLE POLYMER 被引量:2
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作者 Ke—wei Ding Fei Wang Fei-peng Wu 《Chinese Journal of Polymer Science》 SCIE CAS CSCD 2012年第1期63-71,共9页
A novel tripyridylporphyrin monomer,5-[4-[2-(acryloyloxy)ethoxy]phenyl]-10,15,20-tris(4-pyridyl)porphyrin (TrPyP),was synthesized and polymerized with acrylamide(AM) to prepare the hydrophobically associating ... A novel tripyridylporphyrin monomer,5-[4-[2-(acryloyloxy)ethoxy]phenyl]-10,15,20-tris(4-pyridyl)porphyrin (TrPyP),was synthesized and polymerized with acrylamide(AM) to prepare the hydrophobically associating water-soluble polymer PAM-TrPyP.The aggregation behavior of porphyrin pendants was investigated by UV-Visible and fluorescence spectra.The polymer displays a strong tendency of hydrophobic association even in dilute solutions.With increasing the concentration,the maximum absorption wavelength of Soret band changes from 416 nm to 407 nm,and the fluorescence corrected for the inner filter effect exhibits moderate concentration quenching.All the results indicate thatπ-πinteraction of porphyrin pendants plays a key role in association of PAM-TrPyP,and H-aggregates of porphyrins are mainly formed in the concentrated solution.On the other hand,dynamic light scattering(DLS) and transmission electron microscopy(TEM) were used to follow the changes in size and structure of the macromolecular assemblies with the concentration increase.The polymer aggregation conformation changes from loose "vesicle-like" morphology to solid globule accordingly.When pH value of solution decreases to 4.3,pyridine moieties on porphyrin pendants could be protonated and the H-aggregates formed in macromolecular matrix are destroyed by electrostatic repulsion interactions. 展开更多
关键词 PORPHYRIN Water-soluble polymer π-πInteractions h-aggregate PH-SENSITIVITY
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Aggregation behavior of amphiphilic D-π-A molecules bearing recognition group 被引量:1
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作者 杨文胜 姜月顺 +3 位作者 柴向东 李铁津 符连社 张洪杰 《Science China Chemistry》 SCIE EI CAS 2000年第5期555-560,共6页
Aggregation behavior of two amphiphilic D-π-A molecules bearing barbituric acid as both recogniton group and electron-drawing substituent , 5-(4-dodecyl oxybenzylidene)-(1H, 3H)-2,4,6-pyrimidine trione (PB12) and 5-(... Aggregation behavior of two amphiphilic D-π-A molecules bearing barbituric acid as both recogniton group and electron-drawing substituent , 5-(4-dodecyl oxybenzylidene)-(1H, 3H)-2,4,6-pyrimidine trione (PB12) and 5-(4-N,N-didodecyl aminobenzylidene)-(1H,3H)-2,4,6-pyrimidine trione (AB12) was studied by UV-visible, fluorescence, and surface voltaic spectroscopies (SPS). The experimental results indicate that PB12 tends to form J-aggregate and AB12 tends to form H-aggregate under increasing concentration. An intramolecular twisted charge transfer (TICT) emission around 500 nm is observed when J-aggregate is formed between PB12 molecules, and an excimer emission around 600 nm is observed when H-aggregate is formed between AB12 molecules. 展开更多
关键词 D-π-A MOLECULES molecular RECOGNITION J-AGGREGATE h-aggregate fluorescence.
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Micellization of copolymers via noncovalent interaction with TPPS and aggregation of TPPS
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作者 ZHAO LiZhi XIANG Rui +4 位作者 ZHANG LiYan WU ChengLin MA RuJiang AN YingLi SHI LinQi 《Science China Chemistry》 SCIE EI CAS 2011年第2期343-350,共8页
Aggregation of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin (TPPS) was investigated in complex micelles composed of poly(ethylene glycol)-block-poly(4-vinylpyridine) (PEG-b-P4VP) and poly(2-(dimethylamino)ethyl m... Aggregation of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin (TPPS) was investigated in complex micelles composed of poly(ethylene glycol)-block-poly(4-vinylpyridine) (PEG-b-P4VP) and poly(2-(dimethylamino)ethyl methylacrylate)-b-poly(Nisopropylacrylamide) (PDMAEMA-b-PNIPAM) in aqueous solutions.The resultant complex micelles had a complex P4VP/ PDMAEMA/TPPS core and a mixed PEG/PNIPAM shell.Different noncovalent interaction modes between the porphyrin and each copolymer accomplished a co-effect on the aggregation of TPPS.The formation of aggregates was pH-dependent.At pH 3.2–6.5,TPPS existed as a mixture of H-aggregates and monomers because of the aromatic-aromatic interaction with P4VP and electrostatic interaction with PDMAEMA.The monomers translated into J-aggregates,stabilized by electrostatic interaction with the both polyelectrolyte blocks,upon decreasing the pH to 1.6.The free-base monomer was the one and only form for the dye at pH 11.0 due to aromatic stacking with the pyridyl rings. 展开更多
关键词 block copolymer TPPS h-aggregateS J-AGGREGATES
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Regioisomerism effect(RIE) on optimizing ultralong organic phosphorescence lifetimes 被引量:1
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作者 Yanni Zhang Jianfeng Zhao +5 位作者 Caixia Zhu Lifang Bian Huifang Shi Shiming Zhang Huili Ma Wei Huang 《Chinese Chemical Letters》 SCIE CAS CSCD 2019年第11期1974-1978,共5页
Organic phosphorescence materials demonstrate potential optoelectronic applications due to their remarkably ultralong organic phosphorescence(UOP)lifetime and abundant optical characteristics prior to the fluorescence... Organic phosphorescence materials demonstrate potential optoelectronic applications due to their remarkably ultralong organic phosphorescence(UOP)lifetime and abundant optical characteristics prior to the fluorescence materials.For a better insight into the intrinsic relationship among regioisomeric molecules,crystalline interactions,and phosphorescence properties,three crystalline dicarbazol-9-yl pyrazine-based regioisomers with para-,meta-and ortho-convergent substitutions(p-DCzP,m-DCzP,and o-DCzP)were designed and presented gradually increased UOP lifetimes prolonging from 63.14,127.93 to 350.46 ms,respectively,due to the regioisomerism effect(RIE)which would be an effective strategy for better understanding of structure-property of UOP materials. 展开更多
关键词 Regioisomerism effect(RIE) Ultralong organic phosphorescence(UOP) Crystal engineering h-aggregATION
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Ultalong nanowires self-assembled from a[b]-bisphenanthrene-fused azadipvrromethene
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作者 Wanle Sheng Zhangcui Wang +1 位作者 Erhong Hao Lijuan Jiao 《Chinese Chemical Letters》 SCIE CAS CSCD 2021年第3期1249-1252,共4页
The 1 D microwires based onπ-extended azaBODIPY were successfully prepared and characterized for the first time.The bisphenanthrene-fused azaBPP-12 C with four hydrophobic chains was prepared through de novo synthesi... The 1 D microwires based onπ-extended azaBODIPY were successfully prepared and characterized for the first time.The bisphenanthrene-fused azaBPP-12 C with four hydrophobic chains was prepared through de novo synthesis method involving the Suzuki reaction and subsequent oxidative ring-fused coupling.The microwires and aggregation behavior were studied using SEM,XRD and absorption spectroscopy.Finally,an H-ty pe aggregation was confirmed in the solution process. 展开更多
关键词 AzaBODIPY Self-assembly h-aggregATION Nanowireπ-Extended
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Subtle structure tailoring of metal-free triazine luminogens for highly efficient ultralong organic phosphorescence
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作者 Xuan Wang Nan Gan +8 位作者 Mingxing Gu Kun Ling Chaoqun Ma Huili Ma Wei Yao Yujian Zhang Huifang Shi Zhongfu An Wei Huang 《Chinese Chemical Letters》 SCIE CAS CSCD 2019年第11期1935-1938,F0003,共5页
Ultralong organic phosphorescent materials have invoked considerable attention for their great potential in sensing,data encryption,information anti-counterfeiting and so forth.However,effective ways to achieve highly... Ultralong organic phosphorescent materials have invoked considerable attention for their great potential in sensing,data encryption,information anti-counterfeiting and so forth.However,effective ways to achieve highly efficient ultralong organic phosphorescence(UOP)in metal-free organic materials remain a great challenge.Herein,we designed three isomers based on asymmetric triazines with various bromine substituted positions.Impressively,phosphorescence efficiency of p-BrAT in solid state can reach up to 9.7%with a long lifetime of 386 ms,which was one of the highest efficient UOP materials reported so far.Theoretical calculations further demonstrated that para-substitution exhibited the most effective radiative transition for triplet excitons.These results will provide an effective approach to achieving highly efficient UOP materials. 展开更多
关键词 Ultralong organic phosphorescence(UOP) ISOMERISM Crystal engineering h-aggregATION Intermolecular interactions
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