{"title":"Molecular Self-recovery Features of Naphthyl Derivatives of Pyrimidine Bis Hydrazones: AIE, Mechanochromism and Al3+/Pyrophosphate (PPi) sensing","authors":"Ottoor Anitha , Janardhanan Aiswarya , Rajendran Kishore Kumar , Sandipan Ghorai , Thangaraj Thiruppathiraja , Ramalingam Natarajan , Senthilkumar Lakshmipathi , Balasubramanian Murugesapandian","doi":"10.1016/j.dyepig.2025.113186","DOIUrl":"10.1016/j.dyepig.2025.113186","url":null,"abstract":"<div><div>In this study, we have formulated and synthesized two compounds, <strong>HPHNP</strong> and <strong>HPOMNP</strong>, by engaging in chemical reactions that involve pyrimidine bishydrazides with <em>2</em>-hydroxy-<em>1</em>-naphthaldehyde and <em>2</em>-methoxy-<em>1</em>-naphthaldehyde, respectively. The compound <strong>HPHNP</strong> displays partial excited-state intramolecular proton transfer (ESIPT) characteristics in non-polar aprotic solvents due to a phenolic group. Both <strong>HPHNP</strong> and <strong>HPOMNP</strong> exhibit aggregation-induced emission (AIE) behavior in DMF-water mixtures, with varying water fractions. We investigated how <strong>HPHNP</strong> and <strong>HPOMNP</strong> behave when exposed to mechanical pressure and found a remarkable effect called molecular motion or self-recovery. Solid-state emission experiments, PXRD measurements, and theoretical analyses support this observation. Moreover, <strong>HPHNP</strong> serves as an efficient fluorescent probe for detecting Al<sup>3+</sup> and pyrophosphate (PPi) ions in a DMF-water mixture with an 80% water fraction. The potential for solid-state motion is expected to have a crucial role in advancing molecular machines, and we anticipate that our findings will inspire other researchers by highlighting the utilization of intermolecular forces to achieve solid-state motion.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113186"},"PeriodicalIF":4.2,"publicationDate":"2025-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145004469","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}
{"title":"A comparative study of aggregation-induced emission in ethynyl-bridged and non-bridged AIEgens derived from tetraphenylethene and naphthalimide","authors":"Kirandeep Kaur , Tumpa Gorai , B. Sridhar , Surya Prakash Singh","doi":"10.1016/j.dyepig.2025.113208","DOIUrl":"10.1016/j.dyepig.2025.113208","url":null,"abstract":"<div><div>Designing efficient organic luminophores with strong emission in the aggregated state remains a challenge due to the common problem of aggregation-caused quenching (ACQ). In this study, we present a comparative analysis of two naphthalimide and triphenylethylene (TPE) derivatives, one featuring an ethynyl (-C <img> C-) linker between the two <strong>(N1N2)</strong> and the other directly coupled <strong>(NTPE).</strong> The introduction of a rigid ethynyl spacer was aimed at minimizing non-radiative decay through restricted intramolecular motions and at suppressing π–π stacking, thereby promoting aggregation-induced emission (AIE) behavior. The AIE characteristics of synthesized scaffolds were confirmed by increased emission intensity and quantum yield in DMSO–water, THF–water mixtures, with aggregation further supported by dynamic light scattering (DLS), HRTEM, and crystal packing data. With rising water content, both particle size and quantum yield also improved, signifying the interrelation between aggregation and emission enhancement. This work emphasizes the role of linker engineering in tuning AIE properties and provides useful insights into how structural variations influence aggregation behaviour and emission efficiency in AIE-active fluorophores<strong>.</strong></div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113208"},"PeriodicalIF":4.2,"publicationDate":"2025-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144997294","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}
Dyes and PigmentsPub Date : 2025-09-02DOI: 10.1016/j.dyepig.2025.113206
Yongxiang Wang , Xiaosong Sun , Rentuya Wu , Weichong Chen , Dongqin Jiang , Wenyue Dong , Qian Duan , Teng Fei
{"title":"Aggregation-induced emission active conjugated polymers containing fluorene and carbazole for detection of 2,4,6-trinitrophenol","authors":"Yongxiang Wang , Xiaosong Sun , Rentuya Wu , Weichong Chen , Dongqin Jiang , Wenyue Dong , Qian Duan , Teng Fei","doi":"10.1016/j.dyepig.2025.113206","DOIUrl":"10.1016/j.dyepig.2025.113206","url":null,"abstract":"<div><div>The detection of trace nitroaromatic explosives has become one of the hottest research areas in the field of environmental pollution monitoring. Designing aggregation-induced emission (AIE) active molecules, with flexible structural modifications and high fluorescence quantum yields, as fluorescence sensing materials offers a promising strategy for detecting nitroaromatic compounds. Here, two tetraarylethylene-based conjugated polymers named PF-F and PF-Cz were synthesized via Suzuki cross-coupling polymerization using dibromo-substituted 9-methylenefluorene and dihexylfluorene diboronic acid or heptylcarbazole diboronic ester, respectively. These polymers exhibit distinct AIE characteristics, with fluorescence quantum yields enhanced by 187 and 72 times in THF/H<sub>2</sub>O (1/9, V/V) compared to pure THF. Fluorescence sensing experiments based on PF-F and PF-Cz demonstrate high sensitivity toward 2,4,6-trinitrophenol (TNP). With PF-Cz in THF/H<sub>2</sub>O (2/8, V/V), a Stern-Volmer quenching constant of 1.56 × 10<sup>5</sup> M<sup>−1</sup> was obtained, while the limit of detection (LOD) reached 0.09 μM. Moreover, both polymers exhibited high selectivity and anti-interference performance when exposed to various nitro-compounds and prevalent ions during the detection of TNP. Furthermore, the spike/recovery experiments for TNP detection based on PF-F and PF-Cz in actual aqueous samples yield recoveries ranging from 97.40 % to 107.40 %. Statistical t-tests indicate that the observed detection values are not significantly different from the actual concentrations added, demonstrating the reliability and sensitivity of PF-F and PF-Cz for TNP detection in real water samples.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113206"},"PeriodicalIF":4.2,"publicationDate":"2025-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145004470","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}
Dyes and PigmentsPub Date : 2025-09-01DOI: 10.1016/j.dyepig.2025.113203
Lixiang Li , Xianxi Liang , Jiangyu Zhu , Xiang Li , Baohua Zhang , Song Guo
{"title":"Orange iridophosphors featuring electron-withdrawing bis-anthraquinonyl groups for solution-processed OLEDs","authors":"Lixiang Li , Xianxi Liang , Jiangyu Zhu , Xiang Li , Baohua Zhang , Song Guo","doi":"10.1016/j.dyepig.2025.113203","DOIUrl":"10.1016/j.dyepig.2025.113203","url":null,"abstract":"<div><div>The synthesis and characterization of two novel orange emissive cationic iridium(III) complexes (<strong>Ir1</strong> and <strong>Ir2</strong>) are reported. Both complexes are coordinated with cyclometalating ligands consisting of strongly electron-withdrawing anthraquinone and <em>π</em>-conjugated phenylpyridine units. Additionally, electron-donating methoxy group and electron-withdrawing anthraquinone are incorporated into the ancillary ligands. <strong>Ir1</strong> and <strong>Ir2</strong> are ionic solids with excellent stability. They exhibit orange phosphorescence at room temperature, with full width at half maximum (FWHM) exceeding 100 nm, which enables high-quality white-light emission with a high CRI, and lifetimes of 7.77 and 6.28 μs in solution, respectively. These cationic iridium(III) complexes can be processed <em>via</em> solution spin-coating and used as phosphorescent dyes for the fabrication of organic light-emitting diodes (OLEDs). The device doped with 5 wt% <strong>Ir2</strong> showed the best performance, achieving maximum external quantum efficiency (EQE<sub>max</sub>) of 1.5 %, peak luminance of 660 cd/m<sup>2</sup>, respectively.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113203"},"PeriodicalIF":4.2,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144926076","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}
Dyes and PigmentsPub Date : 2025-09-01DOI: 10.1016/j.dyepig.2025.113200
Hang Zhou , Sheng Wang , Yin-xu Zhao , Xiao-qing Bai , Xiu-fen Pang , Qing Zhao , Jian Zhang , Ming Bu
{"title":"A mitochondria-targeted near-infrared fluorescent probe for HClO imaging in living cells and zebrafish","authors":"Hang Zhou , Sheng Wang , Yin-xu Zhao , Xiao-qing Bai , Xiu-fen Pang , Qing Zhao , Jian Zhang , Ming Bu","doi":"10.1016/j.dyepig.2025.113200","DOIUrl":"10.1016/j.dyepig.2025.113200","url":null,"abstract":"<div><div>Hypochlorous acid (HClO), a crucial reactive oxygen species (ROS), plays dual roles in biological systems, serving as an immune defense agent and a potential cytotoxic mediator. Excessive accumulation of HClO is closely associated with various inflammatory diseases and tissue damage, necessitating the development of sensitive and selective detection tools. In this study, we developed a mitochondria-targeted near-infrared (NIR) fluorescent probe, CX-Cl, for real-time visualization of HClO in living systems. The probe integrates a mitochondria-anchoring quinolinium group with an NIR xanthene derivative, enabling precise subcellular localization and deep-tissue imaging. A HClO-specific oxidative cleavage mechanism triggers a marked NIR fluorescence “turn-on” response (λ<sub>em</sub> = 763 nm) with ultrahigh sensitivity (LOD = 0.19 μM) and selectivity over other analytes. Probe CX-Cl successfully visualized exogenous and endogenous HClO fluctuations in HepG2 cells and zebrafish during lipopolysaccharide-induced inflammation.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113200"},"PeriodicalIF":4.2,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144997348","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}
Dyes and PigmentsPub Date : 2025-09-01DOI: 10.1016/j.dyepig.2025.113202
Susanna Ortlieb, Avinash P. Manian, Thomas Bechtold, Tung Pham
{"title":"Molecular insights into diazonium salt binding and colour development in wood substrates","authors":"Susanna Ortlieb, Avinash P. Manian, Thomas Bechtold, Tung Pham","doi":"10.1016/j.dyepig.2025.113202","DOIUrl":"10.1016/j.dyepig.2025.113202","url":null,"abstract":"<div><div>Sustainable wood marking and tracking are essential for responsible forest management and the long-term conservation of natural resources. Functional modification of wood surfaces via azo coupling with diazonium salts offers a sustainable approach to coloration and marking. We investigate the substrate specificity and temporal dynamics of this reaction across softwood and hardwood species (oak, beech, and spruce), probing the roles of lignin, extractives, hemicellulose, and cellulose. Phenolic groups from lignin and extractives emerge as the primary reactive sites. While extractive content drives reaction kinetics in raw wood, overall coupling efficiency after their removal is strongly influenced by lignin composition—particularly the guaiacyl-to-syringyl ratio and degree of lignin condensation. Among the diazonium salts tested, Fast Black K (FB) exhibits superior performance, likely due to enhanced molecular planarity, stronger π-π stacking, and Zn<sup>2+</sup> counterion effects that promote robust interactions with wood. Despite variations in salt and wood type, final coloration consistently converges towards reddish hues, as confirmed by CIELab measurements, reflecting lignin's intrinsic chromophoric properties. This study highlights the interactions between wood components, their chemistry and diazonium salt design, that offers opportunities for controlled functionalization of wood surfaces.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113202"},"PeriodicalIF":4.2,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144926075","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}
Dyes and PigmentsPub Date : 2025-09-01DOI: 10.1016/j.dyepig.2025.113209
Dhafer O. Alshahrani , Muzzamal Hussain , Muhammad Saad
{"title":"Optimizing perovskite solar cell performance through bio-derived V6O13 electron transport layers synthesized by garlic extract-Assisted sol-gel method","authors":"Dhafer O. Alshahrani , Muzzamal Hussain , Muhammad Saad","doi":"10.1016/j.dyepig.2025.113209","DOIUrl":"10.1016/j.dyepig.2025.113209","url":null,"abstract":"<div><div>This study addresses the critical need for efficient and sustainable materials in perovskite solar cells (PSCs) by exploring V<sub>6</sub>O<sub>13</sub> as an electron transport layer (ETL), synthesized via a novel green sol-gel method using garlic extract as a bio-template. This environmentally friendly synthesis route not only reduces chemical waste but also produces high-quality V<sub>6</sub>O<sub>13</sub> nanostructures, employed for the first time as an ETL in PSCs. The UV–Vis spectroscopy revealed a bandgap (2.22 eV), suggesting the favourable energy alignment for enhanced charge separation and transport. X-ray diffraction analysis confirmed the monoclinic crystal structure with an average crystallite size of 35.3 nm, while FTIR spectra verified the characteristic vanadium-oxygen bonding environment. Electrochemical impedance spectroscopy demonstrated increased recombination resistance, supporting improved charge transport. Optimal device (FTOTiO<sub>2</sub>V<sub>6</sub>O<sub>13</sub>perovskiteHTLAu) performance exhibited significant enhancements, with a power conversion efficiency reaching 20.21 %, surpassing the conventional TiO<sub>2</sub>-based devices. Incident photon-to-current efficiency analysis confirmed superior photoresponse across the visible spectrum. These findings highlight V<sub>6</sub>O<sub>13</sub> promising role as a sustainable ETL, opening avenues for future research into bio-derived metal oxides for next-generation photovoltaic applications.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113209"},"PeriodicalIF":4.2,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144933276","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}
Dyes and PigmentsPub Date : 2025-09-01DOI: 10.1016/j.dyepig.2025.113205
Nari Kim, Ramalingam Manivannan, Palanisamy Jayasudha, Young-A Son
{"title":"Thermal responsive fluoran based microcapsule composite material with SiO2; A stable and reversible thermochromic indicator for smart fabric application and its phase change behavior study","authors":"Nari Kim, Ramalingam Manivannan, Palanisamy Jayasudha, Young-A Son","doi":"10.1016/j.dyepig.2025.113205","DOIUrl":"10.1016/j.dyepig.2025.113205","url":null,"abstract":"<div><div>In this work, a fluoran-based reversible thermochromic dye (TFD) is synthesized, optimized, and applied as part of a thermochromic composite material (TCM) system that also includes n-hexadecanol and bisphenol A. The strongest thermochromic performance was obtained with the optimized molar ratio (TFD:BPA:n-hexadecanol = 1:3:100), which showed quick and noticeable color changes. Using a sol–gel technique, the TCM was encapsulated within SiO<sub>2</sub> shells to create TCM@SiO<sub>2</sub> microcapsules, which improved thermal stability and durability. To illustrate the usefulness of the new microcapsules in smart textiles the microcapsules were put onto acrylic. The effective encapsulation of the TMC@SiO<sub>2</sub> system and their thermal responsiveness, and durability were validated by extensive spectroscopic (UV–Vis, FT-IR), thermal (DSC, TGA), morphological (SEM, EDS), and surface chemical (XPS) investigations. The potential for sophisticated smart fabric applications was highlighted by the outstanding reversible color shift, strong thermal stability, and retained functionality of the encapsulated thermochromic system after being integrated into textiles.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113205"},"PeriodicalIF":4.2,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144933422","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}
{"title":"Synthesis of comb-like polycarboxylate dispersants and the effect of anchoring groups on the dispersion performance and stability for disperse dyes","authors":"Shuntao Liu, Pengpeng Huang, Mingming Fan, Pingbo Zhang","doi":"10.1016/j.dyepig.2025.113179","DOIUrl":"10.1016/j.dyepig.2025.113179","url":null,"abstract":"<div><div>To obtain a new type of amphiphilic dispersant for improving the dispersion performance of disperse dyes, a series of polycarboxylate sodium salt dispersants (MHT, MAT, MST, MLT) with different anchoring groups were prepared by polymerization with one of hydroxyethyl acrylate, acrylamide, sodium <em>p</em>-styrenesulfonate, and sodium allylsulfonate, using maleic anhydride as the main carboxylic acid monomer, and isoprenyl alcohol ethoxylate as solventized side chain. The effect of the ratio of hydrophilic to hydrophobic groups on the performance of the dispersants was also discussed to understand the molecular composition of the macromolecular polycarboxylate dispersants with polyether as the side chain and the effect of this ratio on the dispersion of hydrophobic dyes. When hydroxyethyl acrylate was used as the hydrophobic monomer and the molar ratio of hydrophilic to hydrophobic groups was 2:1, the average particle size of the dispersed dye solution was 292.9 nm, smaller than that of the milled commercially available dye. The zeta potential of the dye using MHT-4 as a dispersant reached −36.7 mV. Furthermore, the synthesis process of MHT-4 was straightforward, and the prepared dye solution demonstrated that the dispersed dye particles were characterized by small particle size, centralized distribution, and stability, making it easy to dye polyester fabrics with a suitable dyeing rate. Therefore, MHT-4 is an efficient dispersant suitable for dyeing with disperse dyes.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113179"},"PeriodicalIF":4.2,"publicationDate":"2025-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144926073","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}
Dyes and PigmentsPub Date : 2025-08-30DOI: 10.1016/j.dyepig.2025.113197
Vitor F. da Silva, Jannyely M. Neri, Thiago I.S. Santos, Ana P.T. Padilha, José V.S. Medeiros, Rosangela C. Balaban, Dulce M.A. Melo, Miguel A.F. de Souza, Fabrício G. Menezes
{"title":"Solvent- and pH-responsive fluorescence of an imidazophenanthroline dye and its supramolecular complex with 3,4,5-tris(dodecyloxy)benzoic acid: experimental and theoretical insights","authors":"Vitor F. da Silva, Jannyely M. Neri, Thiago I.S. Santos, Ana P.T. Padilha, José V.S. Medeiros, Rosangela C. Balaban, Dulce M.A. Melo, Miguel A.F. de Souza, Fabrício G. Menezes","doi":"10.1016/j.dyepig.2025.113197","DOIUrl":"10.1016/j.dyepig.2025.113197","url":null,"abstract":"<div><div>Fluorescent pH-responsive organic structures have attracted great attention due to their roles in biological and environmental fields, as well as in the development of materials science. In this paper, the photochemical and acidochromic properties of 2-(4-(decyloxy)phenyl)-1<em>H</em>-imidazo[4,5-f]phenanthroline (<strong>1</strong>) were investigated. As verified by fluorescence spectroscopy and naked-eye analysis, dye <strong>1</strong> presents a solvent-dependent emissive behavior, being non-emissive in dichloromethane (DCM) and methanol solutions, but exhibiting moderate to intense fluorescence in all other solvents. While in chloroform (TCM) solution the dye <strong>1</strong> emits in the cyan region, typical blue fluorescence is observed in ethyl acetate (EtAc), acetonitrile (ACN), tetrahydrofuran (THF), acetone (ACT), dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). The maximum emission wavelengths of the dye ranged between λ<sub>EM</sub> = 428 nm and 500 nm, and the photoluminescence quantum yields reached up to ϕ<sub>PL</sub> = 30 % in THF solution, but also expressive values in ETAC, ACT, DMF and DMSO. The presence of water in aprotic polar solvent solutions decreased the fluorescence of <strong>1</strong>, although significant emission intensity was still observed in THF, ACT and DMF up to 20 % water, and in DMSO with up to 20 % water. The addition of HCl to the 10 % aqueous DMSO solution induced fluorescence quenching, while under basic conditions (NaOH), the blue emission was suppressed concomitantly to a new and red-shifted emission band set at λ<sub>EM</sub> = 525 nm; and this general acidochromic behavior of compound <strong>1</strong> in DMSO solution was also verified in THF, ACT and DMF solutions. On the other hand, the addition of HCl or NaOH to aqueous THF solution of the dye leads to fluorescence suppression in both conditions. In the biphasic systems, dye <strong>1</strong> was responsive to aqueous HCl when present in both TCM or EtAc organic phases, as confirmed by its fluorescence suppression in both systems, however, protonation induces a blue shifted emission band in TCM. The acidochromic behavior of dye <strong>1</strong> was explored by developing a simple paper-based disposable sensor for gaseous HCl and NH<sub>3</sub>. The combination of dye <strong>1</strong> with 3,4,5-tris(dodecyloxy)benzoic acid (TDBA) afforded the highly lipophilic supramolecular structure <strong>1a</strong>, which surprisingly exhibited high fluorescence in DCM (ϕ<sub>PL</sub> = 21 %) and DMSO (ϕ<sub>PL</sub> = 38 %), as well as aqueous DMSO solutions indicates its high stability. The structural features associated with the acidochromic behavior of dye <strong>1</strong> as well as the formation of <strong>1a</strong> were studied by <sup>1</sup>H NMR. Notably, the enhanced emission of <strong>1a</strong> in different solvent systems can be associated with the formation of stable supramolecular structures, based on hydrogen","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113197"},"PeriodicalIF":4.2,"publicationDate":"2025-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144988971","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}