Dyes and Pigments最新文献

英文中文

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.

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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

Natural anthocyanin-based wearable colorimetric pH indicator with high color fastness

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-03-28 DOI: 10.1016/j.dyepig.2025.112789

Wenbin Zhu , Zemin Ma , Liwen Zhang , Chunbing Yang , Fujun Xu , Jiangyong Yu

Smart textiles with real-time visual monitoring abilities of environmental pH hold significant importance in wearable products. Natural dyes have gained growing interest as eco-friendly pH indicators, however, their stability and large-scale isolation remain challenging. In this work, we developed a type of pH-monitoring colorimetric indicator based on anthocyanins, a natural dye extracted from red cabbage, with enhanced affinity to cotton fiber substrates by utilizing metal salts and biopolymers. Compared to cotton fabric directly dyed with pristine anthocyanins, this colorimetric fabric demonstrates higher color contrast, superior reversibility of color change, and enhanced light and washing color fastness. The color strength (K/S) was significantly improved from 0.136 for untreated fabric to 1.266 for colorimetric fabric, and the excellent colorimetric properties maintained either after over 20 h washing or 12 h exposure to sunlight. This work addressed the issue of the easy light degradation of biomaterials, and provided a feasible optimization strategy for the development and application of environment-responsive biomass colorimetric textiles as smart and wearable products.

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引用次数: 0

Preparation and properties of colored silk fibers for wigs based on biomass polyphenols

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-03-27 DOI: 10.1016/j.dyepig.2025.112788

Yongxuan Xiang, Jiapeng Wang, Yifeng Wang, Yurong Sun, Guoqiang Chen, Xueni Hou, Tieling Xing

Polyphenols are a group of natural organic compounds from nature that have been widely used in many fields. Silk, known for its excellent hand and bright luster, is composed of a substance similar to human hair - proteins in large quantities. This study utilized biomass polyphenols, including tea polyphenols (TP), gallic acid (GA), tannin acid (TA), and dopamine hydrochloride (DA), to dye silk fibers for application in wigs. We developed a dyeing method to achieve this goal, successfully producing silk in various colors, including yellow, brown, black, grey, and orange. Among these, samples dyed with polyphenols using Fe²⁺ and Ti⁴⁺ mordants, as well as those dyed with a combination of TP and zinc oxide, retained more than 80 % of their color depth after 20 washes, demonstrating good wash fastness. Moreover, DA-Fe²⁺, GA-Fe²⁺, TP-Fe²⁺ and DA dyed samples achieved a light fastness rating of 5, indicating excellent resistance to sunlight. Additionally, the characteristics and morphology of the silk before and after dyeing were analyzed using various spectroscopic and analytical techniques. Adsorption tests showed that most polyphenol dyes followed the Freundlich isotherm. However, TP self-polymerization and DA/GA with Fe²⁺ mordant dyeing aligned with first-order kinetics, while others followed second-order kinetics. The dyed silk fibers exhibited good anti-UV performance and had no significant change in tensile strength. Furthermore, using DA-Fe²⁺ to dye the back hair of mice did not result in adverse effects. This method is eco-friendly, mild, and cost-effective, making it highly promising for applications in the wig industry.

{"title":"Preparation and properties of colored silk fibers for wigs based on biomass polyphenols","authors":"Yongxuan Xiang, Jiapeng Wang, Yifeng Wang, Yurong Sun, Guoqiang Chen, Xueni Hou, Tieling Xing","doi":"10.1016/j.dyepig.2025.112788","DOIUrl":"10.1016/j.dyepig.2025.112788","url":null,"abstract":"<div><div>Polyphenols are a group of natural organic compounds from nature that have been widely used in many fields. Silk, known for its excellent hand and bright luster, is composed of a substance similar to human hair - proteins in large quantities. This study utilized biomass polyphenols, including tea polyphenols (TP), gallic acid (GA), tannin acid (TA), and dopamine hydrochloride (DA), to dye silk fibers for application in wigs. We developed a dyeing method to achieve this goal, successfully producing silk in various colors, including yellow, brown, black, grey, and orange. Among these, samples dyed with polyphenols using Fe<sup>2+</sup> and Ti<sup>4+</sup> mordants, as well as those dyed with a combination of TP and zinc oxide, retained more than 80 % of their color depth after 20 washes, demonstrating good wash fastness. Moreover, DA-Fe<sup>2+</sup>, GA-Fe<sup>2+</sup>, TP-Fe<sup>2+</sup> and DA dyed samples achieved a light fastness rating of 5, indicating excellent resistance to sunlight. Additionally, the characteristics and morphology of the silk before and after dyeing were analyzed using various spectroscopic and analytical techniques. Adsorption tests showed that most polyphenol dyes followed the Freundlich isotherm. However, TP self-polymerization and DA/GA with Fe<sup>2+</sup> mordant dyeing aligned with first-order kinetics, while others followed second-order kinetics. The dyed silk fibers exhibited good <em>anti</em>-UV performance and had no significant change in tensile strength. Furthermore, using DA-Fe<sup>2+</sup> to dye the back hair of mice did not result in adverse effects. This method is eco-friendly, mild, and cost-effective, making it highly promising for applications in the wig industry.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"240 ","pages":"Article 112788"},"PeriodicalIF":4.1,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143828947","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 biodegradable and biocompatibile polymer-shell to develop a H2S sensing device

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-03-26 DOI: 10.1016/j.dyepig.2025.112786

Alessio Trerotola , Paola Rizzo , Angela Erbaggio , Viktoriia Vykhovanets , Alessandro Landi , Marina Lamberti , Carmine di Fiore , Claudio Pellecchia , Maria Strianese

In this contribution we report a new family of fluorescent complexes suitable as H₂S sensors: their structural common unit is the pyridine group within the Zn-chelating ligands. Structures containing pyridines with other π-conjugated motifs represent easily accessible fluorescent materials with excellent optical properties. The successful adsorption of the developed sensors in a biocompatible and biodegradable polymer, such as Poly(butylene succinate) (PBS), provides proof-of-principle for the application of the new materials in the field of H₂S (bio) sensing and more in general of the optical sensing.

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Exploring the potential of silicon-containing binders in pigment-based inkjet inks for hydrophilic substrate applications

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments

Pub Date : 2025-03-26 DOI: 10.1016/j.dyepig.2025.112787

Gyuseop Moon , Kwan Hyun Cho , Youngwook Noh , Dah Hee Kim , Jeong Il Ko , Chun Yoon , Jun Choi

We synthesized two types of silicon-containing binders for pigment-based inkjet inks for printing on hydrophilic substrates. The two types of silicon-containing binder molecules, with either linear or cage structures, were synthesized in solution. These binders were then formulated with organic pigment mill-bases to produce the water-based inkjet inks. We measured the physical and rheological properties of the prepared inks and found that it demonstrated better performance compared to traditional polymer emulsion binders on hydrophilic substrate such as glass via tests for scratch resistance, adhesion, and long-term stability. Ink jetting stability tests revealed that the prepared silicon-containing binder inks formed uniform droplets without satellite droplets. The dot pattern printing tests on silicon wafers showed that the dots were evenly shaped, sized, and spaced. This study confirmed that using the silicon-containing binder inkjet inks not only provides excellent durability on hydrophilic surface but also shows sufficient potential for inkjet printing applications.

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