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Dyes and Pigments
Elsevier Applied Science Publishers Ltd.
Dyes and Pigments

Elsevier Applied Science Publishers Ltd.

0143-7208

Dyes and Pigments/Journal Dyes and PigmentsSCICCRISTPEIAHCI
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    Colorless phenanthroimidazole photoinitiators featuring tunable D-π-A configuration by frontier molecular orbital engineering

    Xuwei LuoHongping XiangYudong Wen
    10页
    查看更多>>摘要：In this work,we employ phenanthroimidazole(PAI),a chromophore with high energy gap and superior light-absorbing ability as a building block to construct photoinitiators(PIs).Four PAI-based Pis,PAI-DBF,PAI-DBT,PAI-TPA and PAI-tCz,are designed and modulated by a frontier molecular orbital engineering by combining groups with different electron push-pull abilities to PAI moiety,leading to the highest occupied molecular orbital(HOMO)distribution localized on the PAI and arylamine,respectively.The new Pis can initiate free radical and cationic photopolymerization with diphenyl iodonium hexafluorophosphate under 365/405 nm LED irradiation.It is found that PAI-DBF and PAI-DBT show much higher photoinitiating performance because the PAI moiety is the main light absorber and electron-donating(HOMO-controlling)segment,leading to much higher photon utilization efficiency.In particular,the new PAI-based PIs are of large energy gaps without using a strong pull-push structure,which can be used to fabricate high-optical-quality products via photolithography.This work provides a guideline for constructing novel Pis for free radical and cationic photopolymerization.
      原文链接:
    • NSTL

    Multi-stimuli-responsive supramolecular hydrogel based on an oxidized glutathione derivative

    Yu LiuLinlin ZhaoLi Zhao
    6页
    查看更多>>摘要：In this study,we report the formation of a multi-stimuli-responsive supramolecular hydrogel through the self-assembly of an oxidized glutathione derivative.The hydrogels were obtained in aqueous DMF solutions after a heating-cooling process.These hydrogels exhibited fibrous structures,which formed via the self-assembly of the hydrogelator driven by the combination of hydrogen bonding,π-π stacking,and hydrophobic effect.Besides the thermo-sensitivity,the hydrogels showed redox-and light-responsiveness attributing to the presence of a disulfide bond and two azobenzene terminal groups,respectively,in the molecular structure of the hydrogelator.The multi-stimuli-responsiveness endows the hydrogels with the potential applications in the field of smart materials.
      原文链接:
    • NSTL

    Ester decorated 1,2,4,5-tetraphenylbenzene electrochromic materials with AEE activity,high optical contrast,fast response,and good cycling stability

    Qi HeJia-ning LiuMing-yue Pan
    10页
    查看更多>>摘要：Multifunctional electrochromic materials are ideal candidates for applications in various commercial fields.In this work,a series of dual-functional materials,1,2,4,5-tetrakis(4-carboxyphenyl)benzene esters(TCPBEs),were synthesized by decorating 1,2,4,5-tetraphenylbenzene with tetra-esters.TCPBEs exhibited aggregation-induced emission and distinct phenomenon of aggregation-enhanced emission in water/N-methyl pyrrolidone due to their polyphenyl substituted structures and electrochromic properties due to surrounding esters.TCPBEs underwent a two-step one-electron reduction process in the electrochemical behavior.The electrochromic devices based on TCPBEs showed good long-term cycling stability(i.e.,Hex-TCPBE remained 90% of the initial optical contrast after 2350 cycles),high optical contrast(i.e.,Et-TCPBE up to 64.5%)and coloration efficiency(i.e.,Hex-TCPBE up to 261 cm~2/C),rapid response(<3 s),and dual colored state.Significant changes in color from colorless bleached state to orange and brown colored states were observed.Each TCPBE demonstrated distinct electrochromic properties because of the electronic effects of different R-substituted ester groups.In general,Et-TCPBE,Hex-TCPBE,and CH3Ph-TCPBE performed better than Bn-TCPBE and CF3Ph-TCPBE.In summary,this study provides a strategy for the design of novel dual-functional electrochromic materials,which have broad application prospects in the field of multifunctional devices.
      原文链接:
    • NSTL

    Fluorescence dual"turn-on"detection of acid phosphatase via fluorescence resonance energy transfer and dual quenching strategy to improve sensitivity

    Chengpei DuLin QiYi Wang
    7页
    查看更多>>摘要：A fluorescent dual"turn-on"method is utilized to detect acid phosphatase(ACP)via dual quenching and fluorescence resonance energy transfer(FRET)strategy to improve sensitivity for the first time.Bovine serum albumin protected gold nanoclusters(BSA-AuNCs)are utilized as fluorescence probe and peroxidase-mimicking catalyst.BSA-AuNCs oxidize 3,3',5,5'-tetramethylbenzidine(TMB)to TMB(oxTMB)with the absorbance peak at 652 nm.Fluorescence spectrum of BSA-AuNCs with emission peak at 635 nm is largely overlapped with absorption spectrum of oxTMB,which brings FRET from BSA-AuNCs to oxTMB and fluorescence is quenched.When Ce~(3+)is added,BSA-AuNCs catalyze the oxidation of Ce~(3+)to Ce~(4+)by H2O2.Ce~(4+)has oxidizing properties,which can oxidize TMB into oxTMB and enhance FRET.It achieves the fluorescence is quenched further more.This dual fluorescence quenching effect brings a low background for ACP detection.ACP catalyzes ascorbic acid 2-phos-phate(AA2P)hydrolysis into phosphate ion(PO_4~(3-))and ascorbic acid(AA).Owing to high coordination between Ce~(3+)and P0O_4~(3-),TMB oxidation is prevented and fluorescent is turned-on.AA reduces oxTMB into TMB,which makes FRET be prevented and fluorescence is also increased.Therefore it is utilized in ACP detection from 0.01 to 2 U/L with high selectivity and accuracy.
      原文链接:
    • NSTL

    Photobleachable bis-chalcones-based oxime ester dyes for radical visible photopolymerization

    Xiang WuShang GongZihao Chen
    10页
    查看更多>>摘要：Three new photobleachable D-π-A-π-A'type bis-chalcones-based oxime ester dyes(TAs)for radical visible photopolymerization were designed and synthesized.Their structures were confirmed by NMR,~(13)C NMR,and HR-MS.The mechanism for the radicals'generation was proposed according to the analysis of electron paramagnetic resonance(EPR)and steady state photolysis experiments.The production of oxygen alkyl radicals from the ketone carbonyl group and as well as vinyl radicals through the homolysis of N-O bond in oxime ester demonstrates that dyes TAs are the integration of type I and type II photoinitiators.The photopolymerization experiment showed that 1,6-hexanediol diacrylate(HDDA)as the monomer can be effectively initiated for photopolymerization by TAs under LED@455 nm exposure.In addition,the cured films initiated by TAs have low extraction rates.Particularly,TA2 with benzylidene cyclopentanone oxime ester exhibits the best double bond conversion efficiency and photobleachable characteristic.The colorless bulk acrylate materials as deep as 32 mm thickness can be obtained through the photopolymerization initiated by TA2.Investigation also shows that oxime ester dyes provides an important source for obtaining radicals which can be produced by the homolysis of N-0 bond.Thus,the research consequences open up a new research direction for the structural design of dyes and widen their applications in the fields of deep photocuring.
      原文链接:
    • NSTL

    Synthesis of water-soluble hemicoronenediimides by photocyclization of perylenediimides:Turn-on fluorescent probes in water by complexation with Cucurbit[7] uril or binding to G-quadruplex Motifs

    Natalia BustoDaisy C.RomeroAndrea Revilla-Cuesta
    9页
    查看更多>>摘要：A new series of perylene and hemicoronene diimides,obtained by visible light photocyclization,are presented,between them some remarkable examples that are soluble in only water,and give nanoparticles by self-association.Those compounds work as new fluorescent materials in water by complexation with cucurbit[7] uril,as well as selective G-quadruplex binding ligands with remarkable cytotoxic activity when the interaction with G4 was sufficiently strong.
      原文链接:
    • NSTL

    Rational design and comparison of three benzazole-based fluorescent probes for sensitively and reversibly detecting BF3

    Mingxin LiJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources,InternationYu GaoKai Xu...
    7页
    查看更多>>摘要：BF3 has been widely applied in the semiconductor and chemical industries.However,BF3 also has hyper toxicity,high volatility,and strong corrosiveness.Therefore,to develop effective recognition methods and monitoring technology for BF3 is significant and requisite.For this reason,three benzazole-based fluorescent probes(PDN,PDS,PDO)for the detection of BF3 were rationally designed and synthesized based on the natural product derivative nopinone.The contained benzazole structures of PDN,PDS,and PDO included benzimidazole,ben-zothiazole,and benzoxazole,respectively.The differences in their fluorescence spectra responses and detection abilities towards BF3 were compared and discussed in detail.The spectral research indicated that PDN,PDS,and PDO for the monitor of BF3 showed well sensitivity,selectivity,anti-interference,and reversibility.Additionally,the sensing mechanisms of probes for BF3 were proposed and proved by HRMS,2H NMR titration,and DFT calculations.Importantly,the developed fluorescent probes were successfully applied in detecting gaseous BF3 by test paper strips loaded with probes.As far as we know,the comparison in photochemistry properties of benzazole-containing fluorescent probes was firstly researched and analyzed in this research,which could provide the design strategy and instruction for the development of fluorescent probes.
      原文链接:
    • NSTL

    New bipolar host materials based on isoquinoline and phenylcarbazole for red PhOLEDs

    Qiyan XieYi QuGuoliang Wang
    7页
    查看更多>>摘要：Three new bipolar host materials(BPCzB,p-BPBCz and m-BPBCz)which consist of carbazoles as electron donors(D)and an isoquinoline as an electron acceptor(A)were synthesized and characterized.They all exhibited excellent thermal stability and appropriate triplet energy levels(ET).Hence,red phosphorescent organic light-emitting diodes(PhOLEDs)based on the three hosts were fabricated.The device hosted by m-BPBCz with isoquinoline linked to the meta position of phenylcarbazole unit showed the best electroluminescent(EL)performance with a turn-on voltage of 3.4 v,a maximum brightness of 52840 cd/m~2,a maximum current efficiency(η_(c,max))of 29.60 cd/A,a maximum power efficiency(η_(p,max))of 22.58 lm/W and an external quantum efficiency(EQE)of 17.2%,demonstrating its potential application as a host for practical applications in red PhOLEDs.
      原文链接:
    • NSTL

    Theoretical insights into room temperature phosphorescence emission with anti-Kasha behavior in aggregate

    Qingfang MuKai ZhangHaipei Zou
    10页
    查看更多>>摘要：Organic room temperature phosphorescence(RTP)materials with long lifetimes have shown promising applications in organic light emitting diodes and bioimaging fields.However,the inner luminescent mechanisms for RTP especially for high lying triplet state emission,have not been unveiled.Herein,based on density functional theory(DFT)and time-dependent density functional theory(TD-DFT),the photophysical properties of four RTP systems with triphenylethylene derivatives as skeletons are studied.Excited state dynamic process in aggregate is systematically studied by combining quantum mechanics with molecular mechanics(QM/MM)method coupled with thermal vibration correlation function(TVCF)method.Moreover,the intermolecular interactions are measured by the independent gradient model based on Hirshfeld partition(IGMH)method,the Huang-Rhys factor,reorganization energy and spin-orbit coupling(SOC)constant are calculated,radiative and non-radiative decay as well as intersystem crossing(ISC)and reverse intersystem crossing(RISC)processes are all investigated.Results indicate that the radiative decay process from the lowest triplet excited state(Ti)to ground state(So)is low and the non-radiative decay process is high,various calculations are also performed to exclude the emission process from Ti to So,thus non-luminescence is determined for Ti.Furthermore,a large energy gap between T2 and T1 is observed,and high radiative decay and low non-radiative decay processes from T2 to S0 are confirmed.Thus,the mechanisms of RTP from high lying triplet state T2 are revealed.Furthermore,through wise molecular design and detailed calculations,the mechanical insights are detected that the RTP emissions with anti-Kasha behavior are largely related to the unique molecular configurations with triphenylethylene derivatives as skeletons.Our studies give reasonable explanations for the previous experimental measurements and provide underlying perspectives for RTP mechanisms from high lying triplet state T2,which could promote the development of new efficient RTP emitters.
      原文链接:
    • NSTL

    Fabricating a hydroxynaphthalene benzophenone Schiff base into a wearable fluorescent sensor for point-of-care sensing of volatile organic compounds

    Mengyao ZhangLi GaoXinyi Zhao
    9页
    查看更多>>摘要：We herein present a donor-acceptor(D-A)luminogen,(E)-(3-(((2-hydroxynaphthalen-1-yl)methylene)amino)phenyl)(phenyl)methanone(HNPMO),with both intramolecular charge transfer and aggregation-induced emission(ICT + AIE)properties.It was developed into a film sensor by drop-casting,exhibiting sharp increase in emission when exposing to various volatile organic compounds(VOCs),such as benzene series(e.g.,toluene),common organic solvents(e.g.,ethyl acetate)and alcohols(e.g.,methanol),etc.Spectral analysis and quantum chemical calculations confirmed that the turn-on response can be ascribed to the transition from the disordered molecular arrangement to the optimized conformation driven by VOCs in the gas phase,with some major influence factors including volatility,molecular size,structural compatibility and steric hindrance.In addition,the fluorescent response is quantified by well-established image technology,using RGB and Lab color space.In the sensitivity test,Lab color shift(ΔE_(Lab))was used to estimate the limit of detection(LOD)of the HNPMO film sensor,which gives a linear relation with VOC concentration.The resulting LOD value is as low as 7.04 mg/m~3(1.8 ppm),suggesting high sensitivity intrinsic to such turn-on type sensor.We further fabricate a wearable sensor device based on HNPMO film,employing a reference substance which is inert to VOCs.Thus the presence of VOCs can be confirmed by the Lab color shift between HNPMO and the inert reference.By cutting and shaping,the film sensor applies to gloves,labor suits and even nails.It is capable of point-of-care detection of VOCs,providing an early warning of air contamination in various scenarios.
      原文链接:
    • NSTL