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Fluorine substitution of dithienocoronene diimide (DTCDI)-Based molecules to improve ambipolar performance of OFETs 二硫代壬烯二亚胺(DTCDI)基分子的氟取代改善ofet的双极性性能
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-05 DOI: 10.1016/j.dyepig.2026.113559
Tingting Dai , Huijuan Ran , Yuelan Zhang , Jingyao Wang , Tongyi Wang , Jian-Yong Hu , Mengzhen Du , Erjun Zhou
Organic small-molecule semiconductors have been widely applied in organic field-effect transistors (OFETs) due to their tunable electronic structures and optoelectronic properties, excellent reproducibility, and facile functionalization. In this work, we designed and synthesized two dithienocoronene diimide (DTCDI)-based small-molecule derivatives—DTCDI-BTMI and its perfluorinated analogue DTCDI-BTMI4F, and systematically investigated the impact of fluorination on the energy levels, thin-film microstructure, and charge transport properties in OFETs. Density functional theory (DFT) calculations revealed that fluorination lowers the LUMO energy (−2.98 eV for DTCDI-BTMI vs. −3.09 eV for DTCDI-BTMI4F), enhancing electron affinity and ensuring favorable HOMO alignment with gold electrodes for efficient charge injection. Especially, the OFET devices based on these two molecules both exhibited ambipolar charge transport characteristics. Under ambient conditions, DTCDI-BTMI demonstrated hole-dominated ambipolar charge transport, with hole and electron mobilities of 1.09 × 10-3 and 2.11 × 10-4 cm2 V-1 s-1, respectively. In contrast, the fluorinated derivative DTCDI-BTMI4F exhibited remarkably enhanced ambipolar transport characteristics, achieving electron and hole mobilities of 1.29 × 10-2 and 2.44 × 10-2 cm2 V-1 s-1, an improvement of one to two orders of magnitude. Furthermore, the nearly balanced hole-to-electron mobility ratio (μh/μe ≈ 1.9) of DTCDI-BTMI4F indicates its highly balanced ambipolar charge transport character. This significant performance enhancement is attributed to the synergistic effects arising from fluorine incorporation, including its strong electron-withdrawing nature, promoted molecular ordering, improved crystallinity, and tighter π-π stacking. This work underscores the considerable potential of the fluorination strategy in designing high-performance ambipolar organic semiconductors.
有机小分子半导体由于具有可调谐的电子结构和光电特性、优异的可重复性和易于功能化等优点,在有机场效应晶体管(ofet)中得到了广泛的应用。本文设计并合成了两种基于二噻吩二亚胺(DTCDI)的小分子衍生物DTCDI- btmi及其全氟类似物DTCDI- btmi4f,系统地研究了氟化对ofet中能级、薄膜微观结构和电荷输运性质的影响。密度泛函理论(DFT)计算表明,氟化降低了LUMO能量(DTCDI-BTMI为- 2.98 eV, DTCDI-BTMI4F为- 3.09 eV),增强了电子亲和力,并确保了与金电极有利的HOMO对准,从而实现了有效的电荷注入。特别是基于这两种分子的OFET器件都表现出双极性电荷输运特性。在环境条件下,DTCDI-BTMI表现为空穴主导的双极性电荷输运,空穴和电子迁移率分别为1.09 × 10-3和2.11 × 10-4 cm2 V-1 s-1。相比之下,氟化衍生物DTCDI-BTMI4F表现出显著增强的双极性输运特性,电子和空穴迁移率分别达到1.29 × 10-2和2.44 × 10-2 cm2 V-1 s-1,提高了一到两个数量级。DTCDI-BTMI4F接近平衡的空穴电子迁移率(μh/μe≈1.9)表明其具有高度平衡的双极性电荷输运特性。这一显著的性能增强归因于氟的加入所产生的协同效应,包括其强电子吸附性、促进分子有序、改善结晶度和更紧密的π-π堆叠。这项工作强调了氟化策略在设计高性能双极性有机半导体方面的巨大潜力。
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引用次数: 0
A π-extended double-cavity cyclophane with enhanced host-guest charge transfer for NIR-II photothermal therapy 用于NIR-II光热治疗的具有增强主客体电荷转移的π扩展双腔环膜
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-05 DOI: 10.1016/j.dyepig.2026.113554
Nan Yao , Miaomiao Zhen , Jingjing Zhang , Guo Wang , Xiuteng Wang , Yanqing Xu , Wei Wei
Small-molecule near-infrared-II (NIR-II, 1000–1350 nm) photothermal agents (PTAs) are highly desirable for deep-tissue therapy but are often constrained by complex covalent syntheses that limit structural precision and accessibility. Herein, we report a rationally designed, water-soluble double-cavity cyclophane, GBox-54+ (“Gemini Box”), featuring an electron-deficient naphthalene diimide core and π-extended biquinolinium sidewalls. Through host-guest charge transfer and face-to-face π–π stacking interactions, GBox-54+ can bind different electron-rich planar guests with a 1:2 host/guest stoichiometry. Compared to its previously reported analogue, GBox-54+ exhibits significantly enhanced absorption intensity and photothermal conversion effect upon host-guest complexation, attributed to its expanded π-conjugated sidewalls. Complexation with an oligo (ethylene glycol)-substituted diaminofluorene guest yields a stable water-soluble host–guest assembly that demonstrates efficient photothermal conversion under 1064 nm irradiation and effectively eradicates both Gram-negative and Gram-positive bacteria in vitro. This work highlights the critical role of rational molecular design in the development of advanced functional materials and provides a structurally defined supramolecular platform for future biomedical applications.
小分子近红外ii (NIR-II, 1000-1350 nm)光热剂(pta)在深层组织治疗中是非常理想的,但通常受到复杂共价合成的限制,限制了结构精度和可及性。本文报道了一种合理设计的水溶性双腔环烷GBox-54+(“Gemini Box”),具有缺电子的萘二亚胺核和π扩展双喹啉侧壁。GBox-54+通过主客体电荷转移和面对面的π -π堆叠相互作用,可以以1:2的主客体化学计量结合不同的富电子平面客体。与先前报道的类似物相比,GBox-54+由于其扩大的π共轭侧壁,在主客体络合过程中表现出显著增强的吸收强度和光热转换效应。与低聚乙二醇取代的二氨基芴络合产生稳定的水溶性主-客体组合,在1064 nm照射下表现出有效的光热转化,并在体外有效地根除革兰氏阴性和革兰氏阳性细菌。这项工作强调了合理分子设计在先进功能材料开发中的关键作用,并为未来生物医学应用提供了一个结构明确的超分子平台。
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引用次数: 0
A diverse study on UVA aging behavior and influencing factors of safflower red, lac, and alizarin lake pigments in painted cultural relics 彩绘文物中红花红、紫胶、茜素湖色素UVA老化行为及影响因素的多元研究
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-05 DOI: 10.1016/j.dyepig.2026.113553
Qin Huang , Jiawei Tian , Xinyu Xie , Wenyuan Zhang , Xiaoyan Liu , Haixia Zhang
Photodegradation, particularly induced by ultraviolet radiation, is a major cause of discoloration in organic pigments, though studies on their UV aging behavior remain limited. This work investigated the effects of binder type, environmental humidity, temperature, and plaster composition on the UVA aging behavior of three representative red organic aluminum lake pigments (safflower red lake, lac lake, and alizarin lake) using colorimetry, ATR-FTIR spectroscopy, mass spectrometry (MS), and analysis of variance (ANOVA). The results demonstrated that binder type and concentration, humidity, temperature, and plaster layer composition all significantly influenced the discoloration rate of pigments under UVA-induced. High temperature, high humidity, and alkaline plaster layers accelerated UVA degradation of pigments, whereas linseed oil formed a protective film that mitigated degradation of pigments. MS analysis confirmed that external factors did not alter the characteristic pigment markers, which ensured reliable identification of these lake pigments in cultural relics. These findings provide theoretical support and practical guidance for the conservation and identification of organic aluminum lake pigments in cultural heritage, highlighting their considerable practical significance.
光降解,特别是由紫外线辐射引起的,是有机色素变色的主要原因,尽管对其紫外线老化行为的研究仍然有限。采用比色法、ATR-FTIR光谱法、质谱法和方差分析(ANOVA)研究了粘合剂类型、环境湿度、温度和石膏成分对三种具有代表性的红色有机铝湖颜料(红花湖、紫湖和芫花湖)UVA老化行为的影响。结果表明,胶结剂类型、浓度、湿度、温度、灰泥层组成对uva诱导下颜料的变色率均有显著影响。高温、高湿和碱性石膏层加速了UVA对颜料的降解,而亚麻籽油形成的保护膜则减缓了颜料的降解。质谱分析证实,外界因素没有改变湖泊色素的特征标记,保证了这些湖泊色素在文物中的可靠鉴定。这些发现为文化遗产中有机铝湖颜料的保护鉴定提供了理论支持和实践指导,凸显了其重要的现实意义。
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引用次数: 0
Fast fabrication of AIE-active type I photosensitive antibacterial polymer based on photopolymerization 基于光聚合的aie活性I型光敏抗菌聚合物的快速制备
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-05 DOI: 10.1016/j.dyepig.2026.113555
Shuo Zhao , Qing Wan , Jiacheng Song , Minbo Nie , Xin Chen , Junyuan Li , Chunhui Zhao , Yili Xie , Xin Gan
Advance antibacterial technology of photodynamic therapy (PDT) has received sustained attention due to its significant advantages of the noninvasive characteristic, spatial-temporal control and be free of drug resistance. Photosensitizer (PS) is one of important parts to fabricate outstanding PDT, the existed strategies of achieving satisfactory antibacterial behavior generally adopted small-molecular PS or PS-doped polymeric nanoparticles to kill harmful bacterial, but suffered from the problems of triggering biotoxicity and easy leakage of PS from nanoparticles. Herein, to achieve effective, stable and long-term antibacterial effect but avoiding to appear the leakage and cause biotoxicity from small-molecule PS, we adopted the photocurable technology to prepare quickly bright antibacterial polymeric films by mixing polymeric monomers of designed aggregation-induced emission (AIE) active type I PS and 2-hydroxyethyl methacrylate as well as photo-initiator of 1173. Such obtained polymeric film possessed great stability and negligible dye leakage because of their structural composition was based on the form of chemical covalent bond, which ensured better antibacterial effect because of effective production of type I reactive oxygen species of hydroxyl radical a superoxide anion. This work proposed a new strategy to achieve quick preparation of photodynamic antibacterial polymeric film, showing promising potential of clinical application.
光动力治疗(PDT)的先进抗菌技术因其无创、时空可控、无耐药性等显著优势而受到持续关注。光敏剂(PS)是制备优异PDT的重要组成部分之一,现有的抗菌策略一般采用小分子PS或掺杂PS的聚合物纳米颗粒来杀灭有害细菌,但存在引发生物毒性和PS易从纳米颗粒泄漏的问题。为了达到有效、稳定和长期的抗菌效果,同时避免小分子PS出现渗漏和生物毒性,我们采用光固化技术,将设计的AIE活性I型PS聚合单体与2-甲基丙烯酸羟乙酯以及光引发剂1173混合,制备了快速光亮的抗菌聚合物薄膜。这种聚合物薄膜的结构组成以化学共价键的形式为基础,具有很大的稳定性,可以忽略染料泄漏,并且由于羟基自由基和超氧阴离子的I型活性氧的有效产生,保证了较好的抗菌效果。本研究提出了一种快速制备光动力抗菌高分子膜的新策略,具有广阔的临床应用前景。
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引用次数: 0
Unexpected synthesis and anticancer activity evaluation of a smart lysosome-targeted photosensitizer based on BODIPY 基于BODIPY的智能溶酶体靶向光敏剂的意外合成及其抗癌活性评价
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-04 DOI: 10.1016/j.dyepig.2026.113552
Wanyu Tang , Mengjie Zhao , Changjiang Gao, Lala Fu, Shuyun Wang, Donghui Qin, Yayang Tian, Xiaobo Wang
A water-soluble small molecule photosensitizer containing a BODIPY core moiety, named Mor-IBY has been synthesized. Mor-IBY has the maximum absorption at 520 nm, and can generate a large amount of reactive oxygen species (ROS) under green light excitation in solution as well as in vitro. This compound was found to mainly localize in the lysosome, and demonstrated an excellent photodynamic therapy (PDT) effect against kinds of cancer cells (T24, TU686 and HCT116). Its potential as a targeted photosensitizer for cancer treatment is confirmed by its remarkable phototoxicity in the nanomolar range (IC50 = 60 nM) and minimal dark toxicity (PI = 88) against HCT116 cells. The mechanism probably involved in lysosome destruction combined with decreasing the mitochondrial membrane potential (MMP). Further studies demonstrate that Mor-IBY induced apoptosis via mitochondrial pathways by upregulating cleaved-caspase-3 and downregulating Bcl-2 proteins.
合成了一种含有BODIPY核心片段的水溶性小分子光敏剂,命名为莫尔- iby。莫尔- iby在520 nm处吸收最大,在溶液和体外绿光激发下均能产生大量活性氧(ROS)。该化合物主要定位于溶酶体,对多种癌细胞(T24、TU686和HCT116)具有良好的光动力治疗(PDT)作用。其对HCT116细胞的显著光毒性(IC50 = 60 nM)和最小暗毒性(PI = 88)证实了其作为癌症治疗靶向光敏剂的潜力。其机制可能涉及溶酶体破坏并降低线粒体膜电位(MMP)。进一步研究表明,mir - iby通过上调裂解caspase-3和下调Bcl-2蛋白,通过线粒体途径诱导细胞凋亡。
{"title":"Unexpected synthesis and anticancer activity evaluation of a smart lysosome-targeted photosensitizer based on BODIPY","authors":"Wanyu Tang ,&nbsp;Mengjie Zhao ,&nbsp;Changjiang Gao,&nbsp;Lala Fu,&nbsp;Shuyun Wang,&nbsp;Donghui Qin,&nbsp;Yayang Tian,&nbsp;Xiaobo Wang","doi":"10.1016/j.dyepig.2026.113552","DOIUrl":"10.1016/j.dyepig.2026.113552","url":null,"abstract":"<div><div>A water-soluble small molecule photosensitizer containing a BODIPY core moiety, named <strong>Mor-IBY</strong> has been synthesized. <strong>Mor-IBY</strong> has the maximum absorption at 520 nm, and can generate a large amount of reactive oxygen species (ROS) under green light excitation in solution as well as <em>in vitro</em>. This compound was found to mainly localize in the lysosome, and demonstrated an excellent photodynamic therapy (PDT) effect against kinds of cancer cells (T24, TU686 and HCT116). Its potential as a targeted photosensitizer for cancer treatment is confirmed by its remarkable phototoxicity in the nanomolar range (IC<sub>50</sub> = 60 nM) and minimal dark toxicity (PI = 88) against HCT116 cells. The mechanism probably involved in lysosome destruction combined with decreasing the mitochondrial membrane potential (MMP). Further studies demonstrate that <strong>Mor-IBY</strong> induced apoptosis via mitochondrial pathways by upregulating cleaved-caspase-3 and downregulating Bcl-2 proteins.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"248 ","pages":"Article 113552"},"PeriodicalIF":4.2,"publicationDate":"2026-01-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145939841","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
Rational design of isatin-based quinoidal conjugated polymers for efficient organic photovoltaics with dual donor ternary strategy 双给体三元策略下isatin基quinoidal共轭聚合物高效有机光伏的合理设计
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-03 DOI: 10.1016/j.dyepig.2026.113551
Yeonsu Choi , Nara Han , Jong-Woon Ha , Dong-Yu Kim
The quinoid strategy is regarded as a promising approach for fabricating high-performance organic semiconductor materials. However, the applications of quinoidal conjugated polymers (QCPs) are mostly limited to organic field-effect transistors (OFETs), and their photovoltaic applications remain challenging. In this study, two novel QCPs, PQ-H and PQ-F, were designed and synthesized by incorporating isomer-free deep-energy-level quinoid units. Using them as third components, ternary organic photovoltaic (OPV) devices combining the polymer donor PM6 and small-molecule acceptor Y6 were fabricated in an inverted configuration. The complementary absorption behavior of the QCPs with PM6 and Y6 enhanced light harvesting. In particular, owing to the achievement of an ideal morphology by introducing QCPs, the fill factor (FF) and open-circuit voltage (VOC) of the ternary OPVs were improved. Consequently, by incorporating 1 wt% PQ-H and 2 wt% PQ-F in the ternary films, higher average power conversion efficiencies (PCE) of 14.16 % and 14.54 %, respectively, were recorded compared to that of PM6:Y6 binary OPVs (13.63 %). This study demonstrates that with a suitable molecular design approach, QCPs can act as photoactive materials and their small amounts can significantly affect the performance of ternary OPVs to enhance all photovoltaic parameters.
类醌策略被认为是制造高性能有机半导体材料的一种有前途的方法。然而,quinoidal共轭聚合物(QCPs)的应用大多局限于有机场效应晶体管(ofet),其光伏应用仍然具有挑战性。在本研究中,设计并合成了两个新型QCPs, PQ-H和PQ-F,这两个QCPs是由无异构体的深能级类醌单元组成的。以它们为第三组分,制备了由聚合物给体PM6和小分子受体Y6组成的三元有机光伏(OPV)器件。QCPs与PM6和Y6的互补吸收行为增强了光收获。特别是,由于引入qcp实现了理想的形貌,三元OPVs的填充因子(FF)和开路电压(VOC)得到了改善。因此,通过在三元薄膜中加入1 wt% PQ-H和2 wt% PQ-F,与PM6:Y6二元opv(13.63%)相比,记录了更高的平均功率转换效率(PCE),分别为14.16%和14.54%。本研究表明,通过适当的分子设计方法,QCPs可以作为光活性材料,它们的少量可以显著影响三元opv的性能,从而提高所有光伏参数。
{"title":"Rational design of isatin-based quinoidal conjugated polymers for efficient organic photovoltaics with dual donor ternary strategy","authors":"Yeonsu Choi ,&nbsp;Nara Han ,&nbsp;Jong-Woon Ha ,&nbsp;Dong-Yu Kim","doi":"10.1016/j.dyepig.2026.113551","DOIUrl":"10.1016/j.dyepig.2026.113551","url":null,"abstract":"<div><div>The quinoid strategy is regarded as a promising approach for fabricating high-performance organic semiconductor materials. However, the applications of quinoidal conjugated polymers (QCPs) are mostly limited to organic field-effect transistors (OFETs), and their photovoltaic applications remain challenging. In this study, two novel QCPs, PQ-H and PQ-F, were designed and synthesized by incorporating isomer-free deep-energy-level quinoid units. Using them as third components, ternary organic photovoltaic (OPV) devices combining the polymer donor PM6 and small-molecule acceptor Y6 were fabricated in an inverted configuration. The complementary absorption behavior of the QCPs with PM6 and Y6 enhanced light harvesting. In particular, owing to the achievement of an ideal morphology by introducing QCPs, the fill factor (FF) and open-circuit voltage (<em>V</em><sub><em>OC</em></sub>) of the ternary OPVs were improved. Consequently, by incorporating 1 wt% PQ-H and 2 wt% PQ-F in the ternary films, higher average power conversion efficiencies (PCE) of 14.16 % and 14.54 %, respectively, were recorded compared to that of PM6:Y6 binary OPVs (13.63 %). This study demonstrates that with a suitable molecular design approach, QCPs can act as photoactive materials and their small amounts can significantly affect the performance of ternary OPVs to enhance all photovoltaic parameters.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"248 ","pages":"Article 113551"},"PeriodicalIF":4.2,"publicationDate":"2026-01-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145973508","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
Thermal, mesomorphic and photophysical properties of hockey stick-like quinoxaline-based liquid crystals 曲棍球棒状喹啉基液晶的热、亚形态和光物理性质
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-03 DOI: 10.1016/j.dyepig.2026.113550
Erivaldo P. da Costa , André H. de Oliveira , José V.S. Medeiros , Thiago I.S. Santos , Gustavo S. dos Santos , Ioris R.C. Eeckhout , Jannyely M. Neri , Eduard Westphal , Renata M. Araújo , Rodrigo Cristiano , Miguel A.F. de Souza , Fabrício G. Menezes
Liquid crystals (LCs) are still of great scientific and technological interest, with many possibilities of application still on the horizon. Many of the mesogenic structures present heterocycles as a source of structural modifications and even of differentiated properties. Quinoxalines are among the commonly used heterocycles. However, its use is almost restricted to discotic LCs, being practically neglected in calamitic and bent structures. In this study, we report the synthesis, liquid crystalline behavior, and optical properties of four 4-(quinoxalin-2-yl)phenyl 4-alkoxylbenzoates-based hockey-stick like mesogens, a yet unexplored scaffold with molecular anisotropy. All target-compounds were characterized as enantiotropic liquid crystals, with interesting mesophase ranges (up to 111 °C), which were identified as both nematic and smectic. Their mesophases were characterized by polarized optical microscopy (POM) and differential scanning calorimetry (DSC). We found that small structural differences in the compounds can lead to distinct phase transition patterns. The photophysical data obtained in different solvents revealed that the presence of two ortho-methyl substituents on the quinoxaline ring significantly enhances the fluorescence of the mesogenic compounds compared with the unsubstituted analog, leading to higher emissions, particularly in methanol solution (ϕPL = 15 %). In addition, a relevant aggregation-induced emission enhancement (AIEE) was verified in aqueous acetonitrile (ϕPL = 29 %) and notably in methanol (ϕPL = 61 %). Furthermore, whereas protonation of quinoxaline does not lead to fluorescence improvement in polar solvents, a prominent emission increase is observed in dichloromethane. The acidochromic response of methyl-substituted compound enables acid sensing in biphasic system as well as sequential gaseous acid/base detection using a paper-based disposable sensor. Computational studies support experimental findings on distinct photophysical behavior of unsubstituted and ortho-dimethyl-substituted quinoxaline mesogens, in which emission observed in the later mesogen is strongly modulated by structural relaxation and oscillator strengths. The results herein reported are relevant to the development of fluorescent calamitic quinoxaline-based liquid crystals, still marginally reported.
液晶(lc)仍然具有很大的科学和技术兴趣,许多应用的可能性仍在地平线上。许多介生结构呈现杂环,作为结构修饰甚至分化性质的来源。喹诺啉类化合物是常用的杂环化合物之一。然而,它的使用几乎仅限于盘状结构,在灾难性和弯曲结构中几乎被忽视。在这项研究中,我们报道了四个4-(2-基喹啉)苯基4-烷氧基苯甲酸酯基曲棍球棒状介质的合成、液晶行为和光学性质,这是一种尚未开发的具有分子各向异性的支架。所有目标化合物都被表征为对映性液晶,具有有趣的中间相范围(高达111°C),被鉴定为向列相和近晶相。用偏光显微镜(POM)和差示扫描量热法(DSC)对其中间相进行了表征。我们发现,化合物的微小结构差异可以导致不同的相变模式。在不同溶剂中获得的光物理数据显示,与未取代的类似物相比,喹诺啉环上两个邻甲基取代基的存在显著增强了介生化合物的荧光,导致更高的排放量,特别是在甲醇溶液中( pl = 15%)。此外,在水溶液乙腈(ϕPL = 29%)和甲醇(ϕPL = 61%)中验证了相关的聚集诱导发射增强(AIEE)。此外,虽然喹啉的质子化不会导致极性溶剂中的荧光改善,但在二氯甲烷中观察到明显的发射增加。甲基取代化合物的酸致变色反应使得在两相体系中酸感应以及使用纸质一次性传感器进行顺序的气体酸碱检测成为可能。计算研究支持了未取代和邻二甲取代喹啉介质不同光物理行为的实验发现,其中在后介质中观察到的发射受到结构弛豫和振荡器强度的强烈调制。本文报道的结果与基于喹诺啉的荧光灾难性液晶的发展有关,目前还很少报道。
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引用次数: 0
Multifunctional sulfur-doped carbon dots for tetracycline residue analysis in food and intracellular lysosomal pH tracking 多功能硫掺杂碳点用于食品中四环素残留分析和细胞内溶酶体pH跟踪
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-02 DOI: 10.1016/j.dyepig.2025.113547
Jiahui Cai , Yuwei Du , Huimin Miao , Yingge Cong , Minghui Zan , Ruhong Yan , Li Li , Juan Yue
The overuse of tetracycline (TC) antibiotics has raised significant environmental and health concerns, while traditional detection methods face challenges in real-time monitoring and intracellular analysis. In this study, sulfur-doped carbon dots (S-CDs) were synthesized through a one-step hydrothermal method, using biotin and o-phenylenediamine as precursors. The resulting S-CDs exhibit three key functional properties: (1) a highly sensitive fluorescent quenching response to TC, with a detection limit of 76.6 nM and a linear range of 0–200 μM, driven by specific molecular interactions (inner filter effect and static quenching); (2) pH-dependent fluorescence signaling (pH 2.0–8.0) attributed to protonation of surface acid-base groups; and (3) selective lysosomal targeting, with a Pearson correlation coefficient of 0.95, confirmed by confocal microscopy in HeLa cells and zebrafish models. The S-CDs demonstrated excellent recoveries (97.07–107.99 %) in real food samples (milk, beef, and pork) and exhibited negligible cytotoxicity. This work effectively integrates environmental pollutant detection with intracellular microenvironment analysis, providing a versatile tool for investigating TC-induced lysosomal dysfunction and advancing food safety monitoring and biomedical imaging.
四环素类抗生素的过度使用引起了严重的环境和健康问题,而传统的检测方法在实时监测和细胞内分析方面面临挑战。本研究以生物素和邻苯二胺为前体,采用一步水热法制备了硫掺杂碳点(S-CDs)。所制备的S-CDs具有三个关键的功能特性:(1)在特定的分子相互作用(内部过滤效应和静态猝灭)驱动下,对TC具有高度敏感的荧光猝灭响应,检测限为76.6 nM,线性范围为0-200 μM;(2)由表面酸碱基团质子化引起的pH依赖性荧光信号(pH 2.0-8.0);(3)选择性溶酶体靶向,通过共聚焦显微镜在HeLa细胞和斑马鱼模型中证实,Pearson相关系数为0.95。S-CDs在实际食品样品(牛奶、牛肉和猪肉)中具有良好的回收率(97.07 - 107.99%),细胞毒性可以忽略不计。这项工作有效地将环境污染物检测与细胞内微环境分析相结合,为研究tc诱导的溶酶体功能障碍提供了一种通用的工具,并促进了食品安全监测和生物医学成像。
{"title":"Multifunctional sulfur-doped carbon dots for tetracycline residue analysis in food and intracellular lysosomal pH tracking","authors":"Jiahui Cai ,&nbsp;Yuwei Du ,&nbsp;Huimin Miao ,&nbsp;Yingge Cong ,&nbsp;Minghui Zan ,&nbsp;Ruhong Yan ,&nbsp;Li Li ,&nbsp;Juan Yue","doi":"10.1016/j.dyepig.2025.113547","DOIUrl":"10.1016/j.dyepig.2025.113547","url":null,"abstract":"<div><div>The overuse of tetracycline (TC) antibiotics has raised significant environmental and health concerns, while traditional detection methods face challenges in real-time monitoring and intracellular analysis. In this study, sulfur-doped carbon dots (S-CDs) were synthesized through a one-step hydrothermal method, using biotin and <em>o</em>-phenylenediamine as precursors. The resulting S-CDs exhibit three key functional properties: (1) a highly sensitive fluorescent quenching response to TC, with a detection limit of 76.6 nM and a linear range of 0–200 μM, driven by specific molecular interactions (inner filter effect and static quenching); (2) pH-dependent fluorescence signaling (pH 2.0–8.0) attributed to protonation of surface acid-base groups; and (3) selective lysosomal targeting, with a Pearson correlation coefficient of 0.95, confirmed by confocal microscopy in HeLa cells and zebrafish models. The S-CDs demonstrated excellent recoveries (97.07–107.99 %) in real food samples (milk, beef, and pork) and exhibited negligible cytotoxicity. This work effectively integrates environmental pollutant detection with intracellular microenvironment analysis, providing a versatile tool for investigating TC-induced lysosomal dysfunction and advancing food safety monitoring and biomedical imaging.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"248 ","pages":"Article 113547"},"PeriodicalIF":4.2,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145939838","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
Acid-base and spectral properties of trimethylthionine 三甲基硫氨酸的酸碱及光谱性质
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-02 DOI: 10.1016/j.dyepig.2026.113549
Yurii B. Tsaplev , Aleksei V. Trofimov
The protonated form of trimethylthionine (TH+) exhibits the pKa value of 12.2 ± 0.2. In acidified (HCl) benzene, TH+Cl forms a colloidal solution, in which disintegration of nanoparticles proceeds upon addition of DMSO yielding a molecular solution of TH+ manifested by red fluorescence. The high basicity of the trimethylthionine deprotonated form opens up the possibility of using trimethylthionine as an efficient sensor of weak proton donors in aprotic solvents, as it has been exemplary illustrated by the detection of water in DMSO.
质子化形式的三甲基硫氨酸(TH+)的pKa值为12.2±0.2。在酸化的(HCl)苯中,TH+Cl -形成胶态溶液,加入DMSO后纳米颗粒发生分解,产生TH+的分子溶液,通过红色荧光可见。三甲基硫氨酸去质子化形式的高碱度开辟了使用三甲基硫氨酸作为非质子溶剂中弱质子供体的有效传感器的可能性,正如在DMSO中检测水所示。
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引用次数: 0
Dual-functional luminescent hydrogen-bonded organic framework for selective Fe3+/Cr3+ sensing and cryptographic information encryption 用于选择性Fe3+/Cr3+传感和加密信息加密的双功能发光氢键有机框架
IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED Pub Date : 2026-01-02 DOI: 10.1016/j.dyepig.2025.113548
Xinyu Yang, Mengxuan Fang, Li Zhang, Yang Li, Cheng Yichong, Dalai Jin, Longcheng Wang
This study reports the rational design of a Eu-functionalized HOF (Eu@MCABDA, Probe 1) for dual-mode detection of Fe3+ and Cr3+ in aqueous environments, coupled with advanced information encryption applications. Through synergistic hydrogen bonding and coordination interactions, the hierarchical assembly of melamine-cyanuric acid (MCA) frameworks, 4,4′-biphenyldicarboxylic acid (BDA), and Eu3+ ions yields a water-stable luminescent probe exhibiting characteristic Eu3+ emissions at 614 nm. Systematic investigations reveal distinct quenching mechanisms: Fe3+ induces emission suppression via competitive UV–Vis absorption, dynamic quenching, and photo-induced electron transfer (PET), while Cr3+ triggers blue emission recovery through framework interaction-mediated energy transfer disruption. Probe 1 demonstrates exceptional sensitivity with detection limits of 0.17 μM (Fe3+) and 3.67 μM (Cr3+), along with remarkable selectivity against interfering ions. Leveraging specific fluorescence and phosphorescence responses of metal ions, a sodium alginate-immobilized hydrogel film (Probe 1@SA) enables dual-mode visual detection via smartphone RGB analysis and implements a cryptographic grid array for anti-counterfeiting. This work establishes HOFs-based composites as versatile platforms for environmental monitoring and optical information security, merging molecular sensing with materials science innovation.
本研究报告了一种eu功能化HOF (Eu@MCABDA, Probe 1)的合理设计,用于水环境中Fe3+和Cr3+的双模检测,并结合先进的信息加密应用。通过协同氢键和配位相互作用,三聚氰胺-氰尿酸(MCA)框架、4,4 ' -联苯二甲酸(BDA)和Eu3+离子的层次组装产生了水稳定的发光探针,在614 nm处具有典型的Eu3+发射。系统研究揭示了不同的猝灭机制:Fe3+通过竞争性紫外-可见吸收、动态猝灭和光诱导电子转移(PET)诱导发射抑制,而Cr3+通过框架相互作用介导的能量转移破坏触发蓝色发射恢复。探针1具有优异的灵敏度,检测限分别为0.17 μM (Fe3+)和3.67 μM (Cr3+),对干扰离子具有良好的选择性。利用金属离子的特定荧光和磷光响应,海藻酸钠固定化水凝胶膜(Probe 1@SA)通过智能手机RGB分析实现双模式视觉检测,并实现用于防伪的加密网格阵列。这项工作建立了基于hof的复合材料作为环境监测和光学信息安全的通用平台,将分子传感与材料科学创新相结合。
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Dyes and Pigments
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