Dyes and Pigments最新文献

英文中文

Multicolor-emitting fluorescent hydrogels based on asymmetric diaryldibenzofulvenes as the ion-responsive switching

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-04-02 DOI: 10.1016/j.dyepig.2025.112797

Qiu Jin , Renping Zeng , Xinghang Chen , Zi You , Weibin Bai , Huanping Yang

Fluorescent hydrogels have been widely used in many fields due to their unique luminescent properties and good physical and chemical properties. Due to the different substitution points of naphthyl groups, two asymmetric naphthyl-substituted diaryldibenzofulvenes of NPF were prepared through the Suzuki reaction, exhibiting good aggregation induced emission (AIE) performance. Among them, the product of NPF-1 showed cyan fluorescence. The emission of NPF-2 ranged from cyan to yellow green with increasing water content in THF/water solutions. The two AIE compounds were added into the polyacrylamide hydrogels though physical blending method. By adjusting the oil/water ratio and NPF contents, the different fluorescence emission could be achieved from the prepared fluorescent hydrogels. The NPF-1 based hydrogels emitted cyan light, while 2-NPF based hydrogels displayed a shifted emission from cyan to yellow green fluorescence. The NPF hydrogels showed fluorescence emission change response to the specific ions (Fe³⁺, Co²⁺), due to the weak cross-linking between ions and hydrogel matrix. Meanwhile, the weak interaction could be unlocked by H⁺ in HCl solution, which restored the fluorescence properties of the NPF hydrogels, thereby demonstrating excellent switch response cycle stability. The design combination patterns of NPF FL hydrogels and the fluorescent switching behaviors triggered by ion/H⁺ could be applied in anti-counterfeiting and decryption. Thereby, the multicolor-emitting fluorescent NPF hydrogels with unique ion switch response display the potential in applications in information storage, information recognition, information encryption, and other areas.

{"title":"Multicolor-emitting fluorescent hydrogels based on asymmetric diaryldibenzofulvenes as the ion-responsive switching","authors":"Qiu Jin , Renping Zeng , Xinghang Chen , Zi You , Weibin Bai , Huanping Yang","doi":"10.1016/j.dyepig.2025.112797","DOIUrl":"10.1016/j.dyepig.2025.112797","url":null,"abstract":"<div><div>Fluorescent hydrogels have been widely used in many fields due to their unique luminescent properties and good physical and chemical properties. Due to the different substitution points of naphthyl groups, two asymmetric naphthyl-substituted diaryldibenzofulvenes of NPF were prepared through the Suzuki reaction, exhibiting good aggregation induced emission (AIE) performance. Among them, the product of NPF-1 showed cyan fluorescence. The emission of NPF-2 ranged from cyan to yellow green with increasing water content in THF/water solutions. The two AIE compounds were added into the polyacrylamide hydrogels though physical blending method. By adjusting the oil/water ratio and NPF contents, the different fluorescence emission could be achieved from the prepared fluorescent hydrogels. The NPF-1 based hydrogels emitted cyan light, while 2-NPF based hydrogels displayed a shifted emission from cyan to yellow green fluorescence. The NPF hydrogels showed fluorescence emission change response to the specific ions (Fe<sup>3+</sup>, Co<sup>2+</sup>), due to the weak cross-linking between ions and hydrogel matrix. Meanwhile, the weak interaction could be unlocked by H<sup>+</sup> in HCl solution, which restored the fluorescence properties of the NPF hydrogels, thereby demonstrating excellent switch response cycle stability. The design combination patterns of NPF FL hydrogels and the fluorescent switching behaviors triggered by ion/H<sup>+</sup> could be applied in anti-counterfeiting and decryption. Thereby, the multicolor-emitting fluorescent NPF hydrogels with unique ion switch response display the potential in applications in information storage, information recognition, information encryption, and other areas.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112797"},"PeriodicalIF":4.1,"publicationDate":"2025-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143776507","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}

引用次数: 0

Achieving room-temperature phosphorescence of coumarin derivatives by hydrogen-bonding networks and multicolor superfluorescence by resonance energy transfer

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-04-02 DOI: 10.1016/j.dyepig.2025.112765

Hua Feng , Mingyue Dong , Zhiqiang Yang , Bing Yang , Fushun Liang , Zhongmin Su

Room-temperature phosphorescence (RTP) materials hold promise for applications in bioimaging, anti-counterfeiting, and optoelectronics, yet the design of purely organic RTP materials remains challenging due to significant non-radiative deactivation pathways. This study demonstrates a hydrogen-bonding strategy to suppress non-radiative transitions. Photophysical characterizations revealed that CCA/PAA exhibits green afterglow with a lifetime of 374 ms, while the BrCCA/PAA film achieved an enhanced quantum yield of 27.88 % due to the heavy-atom effect of the bromine. Further, by incorporating fluorescent dyes into CCA/PAA, multicolor Superfluorescence was achieved through triplet-to-singlet resonance energy transfer. These findings demonstrated the capability to tune afterglow colors and lifetimes by varying the doping ratios and energy acceptor types. This work not only provides insights into the role of hydrogen bonding and heavy-atom effects in RTP materials but also offers a pathway for designing advanced optical materials with tunable and high-performance characteristics.

{"title":"Achieving room-temperature phosphorescence of coumarin derivatives by hydrogen-bonding networks and multicolor superfluorescence by resonance energy transfer","authors":"Hua Feng , Mingyue Dong , Zhiqiang Yang , Bing Yang , Fushun Liang , Zhongmin Su","doi":"10.1016/j.dyepig.2025.112765","DOIUrl":"10.1016/j.dyepig.2025.112765","url":null,"abstract":"<div><div>Room-temperature phosphorescence (RTP) materials hold promise for applications in bioimaging, anti-counterfeiting, and optoelectronics, yet the design of purely organic RTP materials remains challenging due to significant non-radiative deactivation pathways. This study demonstrates a hydrogen-bonding strategy to suppress non-radiative transitions. Photophysical characterizations revealed that CCA/PAA exhibits green afterglow with a lifetime of 374 ms, while the BrCCA/PAA film achieved an enhanced quantum yield of 27.88 % due to the heavy-atom effect of the bromine. Further, by incorporating fluorescent dyes into CCA/PAA, multicolor Superfluorescence was achieved through triplet-to-singlet resonance energy transfer. These findings demonstrated the capability to tune afterglow colors and lifetimes by varying the doping ratios and energy acceptor types. This work not only provides insights into the role of hydrogen bonding and heavy-atom effects in RTP materials but also offers a pathway for designing advanced optical materials with tunable and high-performance characteristics.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112765"},"PeriodicalIF":4.1,"publicationDate":"2025-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143816103","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}

引用次数: 0

High-efficiency and Low Roll-Off Red Phosphorescent Organic Light-emitting Diodes Enabled by Phenanthridine-based Bipolar Host Materials

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-04-02 DOI: 10.1016/j.dyepig.2025.112796

Hye Yeon Park , Jooho Lee , Chul Woong Joo , Hyunjun Jang , Ye ji Hyeon , Baeksang Sung , Hyunji Park , Jinhwa Kim , Soon-Ki Kwon , Jonghee Lee , Yun-Hi Kim

In this study, we report the synthesis of two host materials for high-efficiency and highly stable organic light-emitting diodes (OLEDs): 3-[4’-(triphenylsilyl)phenyl)-9H-carbazole]-6-phenylbenzofuro [3,2-k]phenanthridine (BF-PTD-SiCz) and 3-[4’-(triphenylsilyl)phenyl)-9H-carbazole]-6-phenylbenzo [4,5]thieno [3,2-k]phenanthridine (BT-PTD-SiCz). These phenanthridine-based bipolar host materials were synthesized via Ullman and Suzuki coupling reactions, reduction, nucleophilic acyl substitution, and reductive cyclization. Both materials exhibited excellent thermal stability. Red phosphorescent OLEDs (PhOLEDs) fabricated using BF-PTD-SiCz and BT-PTD-SiCz as hosts demonstrated improved roll-off characteristics compared to those of PhOLEDs that employed the conventional 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP) host. In particular, the BF-PTD-SiCz-based device exhibited an external quantum efficiency (EQE) of 13.86 %. These results indicate that BF-PTD-SiCz and BT-PTD-SiCz are well suited for use in high-efficiency red PhOLEDs.

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引用次数: 0

Effective UV and blue light blocking filters with high visible transparency utilizing graphene quantum dots

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-04-02 DOI: 10.1016/j.dyepig.2025.112802

F.S. Abd El-kawy , S. Hammad , H. Talaat , M. Ghali

In the current technological era, our eyes suffer serious diseases as a consequence of exposure to ultraviolet and blue radiation from light-emitting devices. Accordingly, the development of materials with effective absorption abilities for UV and blue light is in high demand. Here, we report the synthesis of graphene quantum dots (GQDs) from Moringa oleifera leaves utilizing the hydrothermal technique. Different amounts from the prepared GQDs solution were added to the Poly(vinyl) alcohol (PVA) to fabricate UV and blue light-blocking films with concentrations of (0, 3, 5, 7, 9, 10 %). These films were examined to explore their blocking potential. Interestingly, the data demonstrate that GQDs/PVA films can block up to 97.68 % and 96.21 % of harmful UV and blue light, respectively, with transmittance greater than 70 % in the visible regions (>600 nm). Further, the films were applied to WLED commercial lamps, and it was found that with increasing GQD concentrations, the blue region decreased with a blocking ratio of up to 91.38 %, and the LED light was changed from cool (6310 K) to warm (3300 K) white LEDs. These results prove that the sustainably fabricated GQDs films have strong down photoconversion ability and remarkable absorption in the UV and blue light regions.

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引用次数: 0

Realization of bright deep-red aqueous luminescence from chlorophyll-derived CDs with hydrophilic modification for imaging application

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-04-01 DOI: 10.1016/j.dyepig.2025.112799

Jiahui Zhang , Wenjing Huang , Lie Li , Linyun Zeng , Chunli Li , Qiyu Zhan , Ruiyuan Liu , Jialiang Pan , Jinqing Huang , Wei Liu , Xinguo Zhang

Chlorophyll-derived carbon dots (CDs) with strong deep red emission is an ideal candidate for high-quality bio-imaging in the NIR window. However, its low aqueous dispersity with severe emission quenching has limited its biological application. Herein, chlorophyll-derived CDs from mulberry leaf (MCDs) have been successfully coated with polyethylenimine (PEI) via a simple and mild solution-mixing method at room temperature. Experimental optimization proved that the MCDs produced at a reaction temperature of 120 °C and a reaction time of 4 h had the best PL strength, while the PEI-MCDs produced at a PEI/CDs ratio of 0.4 ‰ had the best PL strength. The PEI-MCDs composites demonstrate good aqueous dispersity and exceptional fluorescence stability under various conditions like UV irradiation, temperature fluctuations, salt and various substances. A strong narrow-band deep-red emission at 670 nm with quantum yield (QY) of 45.44 % is obtained in PEI-MCDs aqueous solution. The mechanism of lipophilic-hydrophilic transformation and emission recovery in aqueous solution is confirmed to be the amphiphilicity shell of PEI on MCDs, which effectively improves the aqueous dispersity and suppresses the occurrence of aggregation-caused quenching. Selective imaging of lysosomes in various cells has been realized by utilized PEI-MCDs without targeting ligands. Furthermore, clear tissue structures were shown in the in vivo fluorescence imaging of zebrafish embryos and larvae. The results indicate PEI-MCDs own notable amphiphilicity, superior stability and excellent deep-red emission, which hold great promise for biological imaging applications.

{"title":"Realization of bright deep-red aqueous luminescence from chlorophyll-derived CDs with hydrophilic modification for imaging application","authors":"Jiahui Zhang , Wenjing Huang , Lie Li , Linyun Zeng , Chunli Li , Qiyu Zhan , Ruiyuan Liu , Jialiang Pan , Jinqing Huang , Wei Liu , Xinguo Zhang","doi":"10.1016/j.dyepig.2025.112799","DOIUrl":"10.1016/j.dyepig.2025.112799","url":null,"abstract":"<div><div>Chlorophyll-derived carbon dots (CDs) with strong deep red emission is an ideal candidate for high-quality bio-imaging in the NIR window. However, its low aqueous dispersity with severe emission quenching has limited its biological application. Herein, chlorophyll-derived CDs from mulberry leaf (MCDs) have been successfully coated with polyethylenimine (PEI) via a simple and mild solution-mixing method at room temperature. Experimental optimization proved that the MCDs produced at a reaction temperature of 120 °C and a reaction time of 4 h had the best PL strength, while the PEI-MCDs produced at a PEI/CDs ratio of 0.4 ‰ had the best PL strength. The PEI-MCDs composites demonstrate good aqueous dispersity and exceptional fluorescence stability under various conditions like UV irradiation, temperature fluctuations, salt and various substances. A strong narrow-band deep-red emission at 670 nm with quantum yield (QY) of 45.44 % is obtained in PEI-MCDs aqueous solution. The mechanism of lipophilic-hydrophilic transformation and emission recovery in aqueous solution is confirmed to be the amphiphilicity shell of PEI on MCDs, which effectively improves the aqueous dispersity and suppresses the occurrence of aggregation-caused quenching. Selective imaging of lysosomes in various cells has been realized by utilized PEI-MCDs without targeting ligands. Furthermore, clear tissue structures were shown in the in vivo fluorescence imaging of zebrafish embryos and larvae. The results indicate PEI-MCDs own notable amphiphilicity, superior stability and excellent deep-red emission, which hold great promise for biological imaging applications.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112799"},"PeriodicalIF":4.1,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143768686","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}

引用次数: 0

Development of aryl 2-pyridinone-fused 2-pyrimidone as a TICT-based turn-off fluorescent probe for ultra-low pH sensing

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-04-01 DOI: 10.1016/j.dyepig.2025.112795

Chen Zhu , Jinfeng Zhang , Tianxing Li, Hui Jin, Lixin Zhang

An aryl 2-pyridinone-fused 2-pyrimidone, PPDO, was developed as a TICT-based fluorescent probe for detecting extreme acidity within a narrow pH range (from pH 2.5 to 1.0). Upon the addition of HCl, PPDO exhibits fluorescence quenching at 480 nm. Density functional theory (DFT) calculations and ¹H NMR spectroscopy reveal that the detection mechanism is probably governed by an enhanced electron push-pull effect and increased steric hindrance, which modulate the TICT process. This probe offers several advantages, including a large Stokes shift, high sensitivity, excellent selectivity, and rapid response time.

引用次数: 0

Emerging frontiers in spiropyran-driven photoresponsive drug delivery systems and technologies

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-03-31 DOI: 10.1016/j.dyepig.2025.112793

Ishana Kathuria, Satish Kumar

Photoresponsive moieties have been classified as powerful tools in developing drug delivery systems due to their ability to respond to light with great spatial and temporal precision. Among various stimuli, visible light is useful and effective because it is easy to get, doesn't hurt, and gives better control over space and time. A variety of photosensitive drug delivery systems are being used to control where and when drugs are given to improve how well they work and keep people safe. Some photochromic probes can only be used once (because the light causes an irreversible structural change that causes the full dose to be released), while others can be used more than once because they can be switched back and forth between light and dark. Spiropyran-based photoresponsive drug delivery systems, which have attracted a lot of interest because of their unique ability to undergo reversible isomerization between their closed-ring (spiropyran) and open-ring (merocyanine) forms under light irradiation, are especially under focus. This reversible transition allows for drug-controlled release in response to specific wavelengths of light. This review discusses recent developments in the design and fabrication of spiropyran-integrated nanocarriers, such as nanoparticles, hydrogels, micelles, polymers, and photosensitizers. The focus is on the function of these nanocarriers in the delivery of targeted, on-demand, and controlled drugs.

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引用次数: 0

Recent advances in fluorescent probes for bioimaging lipid droplets associated diseases

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-03-31 DOI: 10.1016/j.dyepig.2025.112792

Wenli Jiang , Kexin Du , Jing Zhang , Caiyun Li , Jinhui Feng , Chun-Yan Li

Lipid droplets (LDs) are essential intracellular lipid storage depots, playing critical roles in various physiological and pathological processes. LD-related diseases, such as fatty liver disease, atherosclerosis, and cancer, are increasingly becoming global health concerns. Developing powerful tools for imaging LDs is crucial for understanding the mechanisms of these diseases and for developing effective diagnostic and therapeutic strategies. In recent years, organic small-molecule fluorescent probes have gained widespread application in LD imaging due to their simple structure, ease of operation, and good biocompatibility. This review summarizes recent advances in organic small-molecule fluorescent probes for bioimaging LD-related diseases, focusing on design strategies, optical properties, biological applications, and current challenges. Furthermore, we discuss future directions in this field, including the development of novel probes with higher specificity, sensitivity, in vivo stability, and deep tissue penetration capabilities. It is anticipated that with continuous improvements in probe design strategies and synthetic techniques, organic small-molecule fluorescent probes will play an increasingly important role in LD research.

脂滴（LDs）是细胞内重要的脂质储存库，在各种生理和病理过程中发挥着关键作用。与脂滴相关的疾病，如脂肪肝、动脉粥样硬化和癌症，正日益成为全球关注的健康问题。开发强大的 LDs 成像工具对于了解这些疾病的发病机制以及制定有效的诊断和治疗策略至关重要。近年来，有机小分子荧光探针因其结构简单、操作方便和良好的生物相容性，在 LD 成像中得到了广泛应用。本综述总结了用于 LD 相关疾病生物成像的有机小分子荧光探针的最新进展，重点介绍了设计策略、光学特性、生物应用以及当前面临的挑战。此外，我们还讨论了这一领域的未来发展方向，包括开发特异性更强、灵敏度更高、体内稳定性更强、组织穿透能力更深的新型探针。预计随着探针设计策略和合成技术的不断改进，有机小分子荧光探针将在 LD 研究中发挥越来越重要的作用。

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引用次数: 0

Construction of phenanthro[9,10-d]oxazole-based “hot exciton” AIEgens via molecular isomer engineering for efficient blue non-doped OLEDs

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-03-29 DOI: 10.1016/j.dyepig.2025.112790

Hao-Sen Liao , Bao-Yue Wang , Dong Chen , Yi-Ming Cao , Ruo-Tong Zhao , Hai-jun Chi , Yan-Li Lv , Bo Zhao , Xiao Li

“Hot exciton” materials with aggregation-induced emission (AIE) properties have tremendous potential for application in high-performance blue non-doped organic light-emitting diodes (OLEDs). In this study, two novel blue fluorophores POT-1 and POT-2 were designed and synthesized by molecular isomer engineering. In two molecules, phenanthro [9,10-d]oxazole/triphenylamine acted as acceptor/donor, and triphenylethylene was used as the AIE-active moieties. Both fluorophores displayed excellent thermal properties and blue emissions with decent fluorescence efficiencies. Theoretical calculations proved that POT-1 and POT-2 possessed hybrid local and charge transfer (HLCT) properties with the “hot exciton” channels from T₃/T₄ to S₁. Additionally, POT-1 and POT-2 also exhibited AIE and mechanochromism effects, especially POT-1 showed a large redshift of 62 nm after grinding. The blue non-doped OLEDs based on the two emitters were prepared and the POT-2-based device demonstrated better performances of 9.48 cd A⁻¹, 8.27 lm W⁻¹ and 4.77 %. These results indicate the feasibility of molecular design via positional isomerization engineering to develop blue AIEgens with HLCT characteristics.

{"title":"Construction of phenanthro[9,10-d]oxazole-based “hot exciton” AIEgens via molecular isomer engineering for efficient blue non-doped OLEDs","authors":"Hao-Sen Liao , Bao-Yue Wang , Dong Chen , Yi-Ming Cao , Ruo-Tong Zhao , Hai-jun Chi , Yan-Li Lv , Bo Zhao , Xiao Li","doi":"10.1016/j.dyepig.2025.112790","DOIUrl":"10.1016/j.dyepig.2025.112790","url":null,"abstract":"<div><div>“Hot exciton” materials with aggregation-induced emission (AIE) properties have tremendous potential for application in high-performance blue non-doped organic light-emitting diodes (OLEDs). In this study, two novel blue fluorophores <strong>POT-1</strong> and <strong>POT-2</strong> were designed and synthesized by molecular isomer engineering. In two molecules, phenanthro [9,10-<em>d</em>]oxazole/triphenylamine acted as acceptor/donor, and triphenylethylene was used as the AIE-active moieties. Both fluorophores displayed excellent thermal properties and blue emissions with decent fluorescence efficiencies. Theoretical calculations proved that <strong>POT-1</strong> and <strong>POT-2</strong> possessed hybrid local and charge transfer (HLCT) properties with the “hot exciton” channels from T<sub>3</sub>/T<sub>4</sub> to S<sub>1</sub>. Additionally, <strong>POT-1</strong> and <strong>POT-2</strong> also exhibited AIE and mechanochromism effects, especially <strong>POT-1</strong> showed a large redshift of 62 nm after grinding. The blue non-doped OLEDs based on the two emitters were prepared and the <strong>POT-2</strong>-based device demonstrated better performances of 9.48 cd A<sup>−1</sup>, 8.27 lm W<sup>−1</sup> and 4.77 %. These results indicate the feasibility of molecular design via positional isomerization engineering to develop blue AIEgens with HLCT characteristics.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112790"},"PeriodicalIF":4.1,"publicationDate":"2025-03-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143758964","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}

引用次数: 0

A carrier-free rigid fluorescent small molecule CF3/S-containing BODIPY probe: Design and synthesis, tumor cell imaging and biological activity evaluation

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-03-29 DOI: 10.1016/j.dyepig.2025.112791

Zhenning Wang , Pei Su , Mengtong Zhang , Tiantian Chai , Shuo Wang , Jiankang Feng , Chichong Lu , Guofan Jin

Excellent photophysical characteristics and structural modifiability characterize BODIPY fluorescent probes. In this study, A carrier-free rigid fluorescent small molecule CF₃/S-containing BODIPY probe (BODIPY-CF₃/S) was designed and synthesized by introducing benzothiophene groups and trifluoromethane groups into the probe structure. By using the benzene ring large conjugate system to modify the parent structure of BODIPY, a rigid conjugate structure with large π-bonds was formed, improving the photophysical characteristics, increasing the fluorescence wavelength, and improving the intensity and stability of the fluorescence emission. The introduction of benzene ring system and trifluoromethane group makes the probe have good fat solubility. Solvent evaporation was used to create single crystals, and the rigid large conjugate structure of the crystals was seen. Following testing, the probe's photophysical characteristics at various pH values held up well and were largely stable. The BODIPY-CF₃/S fluorescent marker exhibits good biocompatibility with both HCT-116 and HeLa tumor cells, and can enter the cell interior without any carrier due to its excellent fat solubility. Its ability to emit a distinct green fluorescent signal makes it useful for follow-up observation and visualization. As such, it has potential applications as a fluorescent marker. In addition, in vitro cytotoxicity studies, the probe showed good inhibition on A549 cancer cells and HCT-116 cancer cells. In summary, the prepared BODIPY-CF₃/S fluorescent probe has the advantages of long wavelength, strong conjugation stability, good photophysical quality, no carrier and strong fat solubility. These attributes will give researchers and designers of BODIPY rigid conjugated fluorescent probes new ideas for their future research and development.

{"title":"A carrier-free rigid fluorescent small molecule CF3/S-containing BODIPY probe: Design and synthesis, tumor cell imaging and biological activity evaluation","authors":"Zhenning Wang , Pei Su , Mengtong Zhang , Tiantian Chai , Shuo Wang , Jiankang Feng , Chichong Lu , Guofan Jin","doi":"10.1016/j.dyepig.2025.112791","DOIUrl":"10.1016/j.dyepig.2025.112791","url":null,"abstract":"<div><div>Excellent photophysical characteristics and structural modifiability characterize BODIPY fluorescent probes. In this study, A carrier-free rigid fluorescent small molecule CF<sub>3</sub>/S-containing BODIPY probe (BODIPY-CF<sub>3</sub>/S) was designed and synthesized by introducing benzothiophene groups and trifluoromethane groups into the probe structure. By using the benzene ring large conjugate system to modify the parent structure of BODIPY, a rigid conjugate structure with large π-bonds was formed, improving the photophysical characteristics, increasing the fluorescence wavelength, and improving the intensity and stability of the fluorescence emission. The introduction of benzene ring system and trifluoromethane group makes the probe have good fat solubility. Solvent evaporation was used to create single crystals, and the rigid large conjugate structure of the crystals was seen. Following testing, the probe's photophysical characteristics at various pH values held up well and were largely stable. The BODIPY-CF<sub>3</sub>/S fluorescent marker exhibits good biocompatibility with both HCT-116 and HeLa tumor cells, and can enter the cell interior without any carrier due to its excellent fat solubility. Its ability to emit a distinct green fluorescent signal makes it useful for follow-up observation and visualization. As such, it has potential applications as a fluorescent marker. In addition, in vitro cytotoxicity studies, the probe showed good inhibition on A549 cancer cells and HCT-116 cancer cells. In summary, the prepared BODIPY-CF<sub>3</sub>/S fluorescent probe has the advantages of long wavelength, strong conjugation stability, good photophysical quality, no carrier and strong fat solubility. These attributes will give researchers and designers of BODIPY rigid conjugated fluorescent probes new ideas for their future research and development.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112791"},"PeriodicalIF":4.1,"publicationDate":"2025-03-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143739094","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}

引用次数: 0

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