Dyes and PigmentsPub Date : 2024-11-12DOI: 10.1016/j.dyepig.2024.112535
Flávio Figueira , Andreia S.F. Farinha , Adriano Santana , Johannes S. Vrouwenvelder , Augusto C. Tomé , Dmitry Chernyshov , Filipe A. Almeida Paz , José A.S. Cavaleiro , João P.C. Tomé
{"title":"Colorimetric fluoride ion sensors based on dipyrrolic and bipyrrolic compounds: Synthesis and anion recognition","authors":"Flávio Figueira , Andreia S.F. Farinha , Adriano Santana , Johannes S. Vrouwenvelder , Augusto C. Tomé , Dmitry Chernyshov , Filipe A. Almeida Paz , José A.S. Cavaleiro , João P.C. Tomé","doi":"10.1016/j.dyepig.2024.112535","DOIUrl":"10.1016/j.dyepig.2024.112535","url":null,"abstract":"<div><div>The synthesis and spectroscopic studies of four sensors for fluoride chromogenic sensing are described. The new compounds were prepared by the Knoevenagel condensation of diformyl-substituted bipyrrolic and dipyrrolic synthons ([2,2′-bipyrrole]-5,5′-dicarbaldehyde and dipyrromethane-1,9-dicarbaldehyde moieties) with malononitrile or indane-1,3-dione. They strongly absorb in the visible region and significant color changes occur in the presence of fluoride anions. Acetate and dihydrogenphosphate anions also induce observable colorimetric changes, albeit to a lesser extent. These changes, which are visible to the unaided eye, are associated with NH-bonding interactions that are unique to each anion. Non-linear regression analysis of the ground- and excited-state changes revealed anion recognition in a 2:1 stoichiometry (Host:Guest), where the electronegative character of the substituents (malononitrile or indane-1,3-dione residues) controls the sensitivity of the binding. The proposed systems all feature exceptional anion receptors that display an impressive chromogenic response through NH-bonding. Among these, compound 3 stands out with exceptionally high affinity constants of up to 7.39x10⁹ M⁻<sup>2</sup>, as well as an extremely low limit of detection at 92 ppm. NMR spectroscopy and mass spectrometry confirmed the structures of the synthesized compounds, with increased complexity in the NMR spectra due to the presence of malononitrile and indane-1,3-dione moieties. These findings highlight the potential of incorporating highly conjugated push-pull chromophores into bipyrrolic and dipyrrolic synthons for improved fluoride sensing performance in terms of both binding and signaling.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112535"},"PeriodicalIF":4.1,"publicationDate":"2024-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142656676","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Dyes and PigmentsPub Date : 2024-11-12DOI: 10.1016/j.dyepig.2024.112540
Mohamed R. Elmorsy , Safa A. Badawy , Hagar S. Elmetwaly , Esraa H. Elrewiny , Fatma M. Eshra , Ahmed E. Soliman , Kholoud E. Salem , Ehab Abdel-Latif , M. M. Elkholy
{"title":"Carbazole-phenothiazine sensitizers boost tandem DSSC efficiency to 12.85 %","authors":"Mohamed R. Elmorsy , Safa A. Badawy , Hagar S. Elmetwaly , Esraa H. Elrewiny , Fatma M. Eshra , Ahmed E. Soliman , Kholoud E. Salem , Ehab Abdel-Latif , M. M. Elkholy","doi":"10.1016/j.dyepig.2024.112540","DOIUrl":"10.1016/j.dyepig.2024.112540","url":null,"abstract":"<div><div>This study presents a significant advancement in tandem dye-sensitized solar cells (T-DSSCs) through the development of two carbazole-phenothiazine hybrid sensitizers, <strong>AEFH-1</strong> and <strong>AEFH-2. AEFH-2</strong>, featuring a 4-carboxylcyanoacetamide acceptor group, thus achieving a remarkable power conversion efficiency (<em>PCE</em>) of 11.70 %, surpassing <strong>AEFH-1</strong> (10.21 %) and the standard <strong>N719</strong> dye (7.60 %). The superior performance of <strong>AEFH-2</strong> is attributed to its optimized molecular design, which enhances the charge separation and electron injection efficiency. The incident photon-to-current efficiency (<em>IPCE</em>) of <strong>AEFH-2</strong> reached 91.54 %, which was significantly higher than that of <strong>N719</strong> (77.0 %) because of its strong electron-withdrawing groups and multiple anchoring functionalities, which improved TiO<sub>2</sub> binding and charge transfer. Furthermore, an innovative double-sided parallel tandem DSSC (PT-DSSC) architecture was developed by integrating (<strong>N719 (top) and AEFH-2 (bottom)),</strong> resulting in a <em>PCE</em> of 12.85 %. This configuration exhibited exceptional photovoltaic parameters, including a <em>Voc</em> of 0.900 V, <em>Jsc</em> of 21.01 mA/cm<sup>2</sup>, and a fill factor of 67.95 %. The high <em>IPCE</em> of 97.50 % in the tandem setup was attributed to the complementary absorption profiles of <strong>N719</strong> and <strong>AEFH-2,</strong> coupled with the light-trapping effect of the double-sided structure, enabling superior light harvesting and charge separation. Stability analysis further confirmed the durability of the tandem PT-DSSC, with performance maintained over 1000 h of continuous illumination, thus emphasizing its practical applicability. These findings underscore the potential of molecular engineering and architectural innovation to significantly enhance the efficiency and scalability of DSSCs, paving the way for high-performance, long-lasting solar energy devices.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112540"},"PeriodicalIF":4.1,"publicationDate":"2024-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142656677","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 : 2024-11-12DOI: 10.1016/j.dyepig.2024.112537
Hasrat Ali, Johan E. van Lier
{"title":"Palladium catalyzed homocoupling reactions of gem-dibromo BODIPYs: Formation of dimer and trimer products","authors":"Hasrat Ali, Johan E. van Lier","doi":"10.1016/j.dyepig.2024.112537","DOIUrl":"10.1016/j.dyepig.2024.112537","url":null,"abstract":"<div><div>We report on the synthesis and spectral properties of BODIPY 1,3-diyne dimers and 1,1-diynyl-1-alkene trimers, prepared <em>via</em> the Pd-catalyzed homocoupling reaction of a series of <em>gem</em>-dibromovinyl BODIPY (1,1-dibromo-1-alkene 4,4-difluoro-5-aryl-4-bora-3a,4a-diaza-<em>s</em>-indacene) dyes. The dimer and trimer moieties are connected through the ethynyl bond, attached at <em>p</em>-<em>meso</em>-phenyl or β-positions of the pyrrole ring, directly or through the phenyl spacer ring at the β-position. The assigned molecular structures of the products were confirmed using MS, <sup>1</sup>H, <sup>13</sup>C, <sup>9</sup>F NMR and <sup>11</sup>B NMR spectroscopic techniques. The absorption, fluorescence and solvatochromic properties were investigated in different solvents. The absorption maxima of unsubstituted pyrrole derivatives are bathochromic shifted as compared to the tetramethyl pyrrole substituted analogs. The highest absorption maxima were obtained when unsubstituted pyrrole 1,1-diynyl-1-alkene trimers featured a phenyl ring at the β-position. Dimers do fluoresce while trimers are void of fluorescence properties.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112537"},"PeriodicalIF":4.1,"publicationDate":"2024-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142656352","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 : 2024-11-10DOI: 10.1016/j.dyepig.2024.112538
Anastasia I. Ershova, Ilzia I. Khakimova, Mikhail Yu. Ievlev, Oleg V. Ershov
{"title":"2-Thiopyridone-based stilbazoles: Synthesis, photo-physical properties and sensing of Hg(II) and Cd(II) ions","authors":"Anastasia I. Ershova, Ilzia I. Khakimova, Mikhail Yu. Ievlev, Oleg V. Ershov","doi":"10.1016/j.dyepig.2024.112538","DOIUrl":"10.1016/j.dyepig.2024.112538","url":null,"abstract":"<div><div>A method of preparation of new representatives of donor-acceptor stilbazoles based on pyridine-2-thione containing a cyano group and a trifluoromethyl moiety in the acceptor part of the molecule was developed. The synthesized stilbazoles exhibited pronounced fluorescence, with quantum yields up to about 15 % significantly improved compared to traditional thioxonicotinonitriles, which typically lack such properties. The emission turned out to be strongly dependent on the tautomeric equlibrium in the solution that was studied using both computational methods and comprehensive spectroscopic analysis. Solvato(fluoro)chromism and the influence of the substituent on the spectral characteristics of the compounds were also investigated. It was established that the emission maximum could be tuned from 418 to 630 nm covering almost the entire visible spectrum. The design of stilbazoles enhanced their photophysical properties making them suitable candidates for environmental monitoring or biological sensing. As a result a new chemosensor was developed demonstrating high selectivity for the detection of micromolar concentration of mercury(II) ions (LoD 1.34 μM) and submicromolar concentration of cadmium(II) ions (LoD 0.875 μM) in aqueous media.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112538"},"PeriodicalIF":4.1,"publicationDate":"2024-11-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142656353","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 : 2024-11-07DOI: 10.1016/j.dyepig.2024.112528
Yun-Hao Yang , Wei-Long Cui , Mao-Hua Wang, Jian-Yong Wang
{"title":"Synthesis of fluorescent dyes based on the electron-withdrawing core of malononitrile and construction of viscosity-sensitive AIE probe with large Stokes shift for lipid droplets imaging","authors":"Yun-Hao Yang , Wei-Long Cui , Mao-Hua Wang, Jian-Yong Wang","doi":"10.1016/j.dyepig.2024.112528","DOIUrl":"10.1016/j.dyepig.2024.112528","url":null,"abstract":"<div><div>Viscosity is an important parameter of the cell microenvironment and is closely related to the occurrence of many diseases in vivo. Lipid droplets, as organelles that store and metabolize lipids, play a crucial role in various physiological processes related to cell metabolism. Monitoring cell viscosity and lipid droplets status is of great significance in studying cell function and disease pathogenesis. In this study, a series of novel fluorescent dyes were successfully synthesized by using malononitrile derivatives as fluorophores and modified by different substituents. The photophysical data of these dyes were summarized and the effects of different substituents on the optical properties of the dyes were studied. In addition, these dyes showed significant fluorescence enhancement effects in high-viscosity environments. Based on this, we further developed a novel viscosity-sensitive fluorescent probe <strong>DCN-LD</strong> that can be used for lipid droplets imaging. <strong>DCN-LD</strong> not only showed high viscosity sensitivity and good fluorescence stability but also exhibited <strong>AIE</strong> properties, large Stokes shifts (151 nm), and was capable of labeling intracellular lipid droplets. Finally, <strong>DCN-LD</strong> was successfully applied to monitor the changes in intracellular lipid droplets and changes in intracellular viscosity.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112528"},"PeriodicalIF":4.1,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142656351","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 : 2024-11-06DOI: 10.1016/j.dyepig.2024.112526
Peiqing Yang , Nuno Basílio , Xiaojun Liao , Fernando Pina
{"title":"Enabling the photochromism of 4′-aminoflavylium compounds in water by host-guest interaction with β-cyclodextrin","authors":"Peiqing Yang , Nuno Basílio , Xiaojun Liao , Fernando Pina","doi":"10.1016/j.dyepig.2024.112526","DOIUrl":"10.1016/j.dyepig.2024.112526","url":null,"abstract":"<div><div>Aminoflavylium compounds are known to display poor photochemical properties in water precluding their application in aqueous medium. In this work, we show that the host-guest encapsulation with <em>β</em>-cyclodextrin (<em>β</em>-CD) significantly improves the photochemical performance of 4′-aminoflavylium enabling their operation in aqueous solution. The pH-dependent thermodynamics and kinetics of two aminoflavylium compounds 4’-(<em>N</em>,<em>N</em>-dimethylamino)-7-hydroxylflavylium (4′NMe<sub>2</sub>7OH) and 4’-(<em>N</em>,<em>N</em>-diethylamino)-7-hydroxylflavylium (4′NEt<sub>2</sub>7OH) were studied in water in the absence and presence of <em>β</em>-CD. The association constants follow the order <em>trans</em>-chalcone > quinoidal base > flavylium cation, resulting in <em>β</em>-CD lowering both p<em>K</em><sub>a</sub> and p<em>K</em>'<sub>a</sub>. All species in the 4′NEt<sub>2</sub>7OH multistate system interact more strongly than those in 4′NMe<sub>2</sub>7OH. The pH-dependent kinetics toward the equilibrium follows a bell-shaped curve at moderately acidic pH and increases in the presence of <em>β</em>-CD in both compounds. At highly acidic pH, protonation of <em>trans</em>-chalcone accelerates the kinetics, particularly for 4′NEt<sub>2</sub>7OH due to the easier protonation of the <em>trans</em>-chalcone. In the presence of <em>β</em>-CD this effect is reduced, because protonation of <em>trans</em>-chalcone becomes more difficult.</div><div>Upon irradiation of <em>trans</em>-chalcone in both compounds in the presence of <em>β</em>-CD, the pale yellow <em>trans</em>-chalcones convert into a purple, less-bound mixture of the flavylium cation and quinoidal base, with a quantum yield of ∼0.01.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"234 ","pages":"Article 112526"},"PeriodicalIF":4.1,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142698290","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Dyes and PigmentsPub Date : 2024-11-06DOI: 10.1016/j.dyepig.2024.112529
Yu Guan, Weize Wu, Jing Su, Liping Zhang
{"title":"Synthesis of rhodamine B amine derivatives with improved light resistance and its application in thermochromic materials","authors":"Yu Guan, Weize Wu, Jing Su, Liping Zhang","doi":"10.1016/j.dyepig.2024.112529","DOIUrl":"10.1016/j.dyepig.2024.112529","url":null,"abstract":"<div><div>Rhodamine B (RhB) is a widely utilized xanthene dye known for its strong fluorescence, high quantum yield, bright color, and versatility in various applications. However, RhB type dyes face significant limitations due to their susceptibility to photodegradation. Herein, four RhB amine derivatives (RhB-1, RhB-2, RhB-3, and RhB-4) were synthesized to improve the light resistance through functionalization of the 4′ position of the carboxyphenyl ring with acrylamide, butylamine, octylamine, and cyclohexanamine, respectively. The mechanism of improving light resistance was analyzed. The results show that the derivatives demonstrated significantly enhanced light resistance compared to RhB, with the ability to form supramolecular structures including dimers and aggregates that protect against UV degradation. Light resistance for RhB-1 was significantly improved with increasing concentration as the photodegradation efficacy drops from 84.8 % (1.5 × 10<sup>−5</sup> mol/L) to 10 % (2.0 × 10<sup>−4</sup> mol/L), due to the dominant changes from monomers to J-dimers to H-aggregates. When incorporated into three-component thermochromic systems, the derivatives not only improved the light resistance with double duration of UV irradiation but also expanded the range of color change temperatures. This work advances the development of RhB derivatives with superior optical properties and durability, enhancing its applicability in environments requiring prolonged exposure to light.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112529"},"PeriodicalIF":4.1,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142656387","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 : 2024-11-05DOI: 10.1016/j.dyepig.2024.112533
Vivian Nketia-Yawson , Hae Jeong Kim , Hyungju Ahn , Benjamin Nketia-Yawson , Jongmin Choi , Jea Woong Jo
{"title":"Furan-substituted benzodithiophene-based polymer semiconductors as charge transport materials for organic transistors and nanocrystal photovoltaics","authors":"Vivian Nketia-Yawson , Hae Jeong Kim , Hyungju Ahn , Benjamin Nketia-Yawson , Jongmin Choi , Jea Woong Jo","doi":"10.1016/j.dyepig.2024.112533","DOIUrl":"10.1016/j.dyepig.2024.112533","url":null,"abstract":"<div><div>With the tunability of their electronic properties, π-conjugated polymeric semiconductors have been extensively researched for electronic devices. Here, benzo [1,2-<em>b</em>:4,5-<em>b</em>′]dithiophene-based conjugated polymers are synthesized by controlling the contents of thiophene and furan units and their electrical characteristics are reported. The synthesized furan-containing polymers exhibited smoother surface morphology, desirable solubility, deeper highest occupied molecular orbital levels, increased band gap, and improved film crystallinity. The electrolyte-gated organic field-effect transistors using 25 % furan substituted polymer, <strong>P2</strong>, exhibited a high mobility of over 8 cm<sup>2</sup> V<sup>−1</sup> s<sup>−1</sup>. Furthermore, AgBiS<sub>2</sub> nanocrystal photovoltaics using <strong>P2</strong> as a hole transport material provided a higher efficiency of 5.59 % compared to devices using control polymer without furan substitution (4.30 %). Our work demonstrates significant structure-property relationships for modifying the electrical properties of polymer semiconductors using molecular engineering to achieve high-performing organic electronic devices.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112533"},"PeriodicalIF":4.1,"publicationDate":"2024-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142656349","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 : 2024-11-05DOI: 10.1016/j.dyepig.2024.112534
Sumit Kumar Patra, Ramalingam Manivannan, Young-A Son
{"title":"Multi-state efficient luminogens with solvatochromic features based on a conjugation induced twisted framework for highly selective dual channel detection of mercury ion","authors":"Sumit Kumar Patra, Ramalingam Manivannan, Young-A Son","doi":"10.1016/j.dyepig.2024.112534","DOIUrl":"10.1016/j.dyepig.2024.112534","url":null,"abstract":"<div><div>In several practical sectors, it has been demonstrated that multistate emissive materials have far wider applications than single state emissive fluorophore materials; yet, this remains an extremely challenging undertaking. It has been thought that adding rigid and twisted moieties to the D-A-D core will be appropriate to allow for both solid state and solution emission. By developing a donor-acceptor-donor pattern in a twisted molecule, herein we design and synthesize triphenylamine based two novel luminogens <strong>MSE1</strong> and <strong>MSE2</strong> with dual-state emission (DSEgens) which are brilliantly luminous equally at the liquid and solid phase, with positive solvatochromic features. The triphenylamine molecule's bulkiness can limit intramolecular movement in the liquid phase, thereby diminishing the non-radiative emission. Additionally, the twisted structure of the molecule reduce the negative effects of close π-π stacking in the solid state resulting high emission at aggregated state. In poor solvent like H<sub>2</sub>O and extremely condensed solvent like polyethylene glycol, compound <strong>MSE1</strong> and <strong>MSE2</strong> exhibit aggregation-caused redshift emission (ACRE), which are supported by DLS and SEM investigations. The compound <strong>MSE1</strong> in THF solution is able to recognize mercury selectively over other competitive cation through UV–vis and fluorescence channel. An eight fold suppression of fluorescence intensity and a change in absorbance of 115 nm were noted at the addition of 0–8 equivalent mercury to <strong>MSE1</strong>. Additionally, <strong>MSE1</strong> has been used to create a low-cost, portable test paper strip that may be used to selectively monitor mercury in real time.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112534"},"PeriodicalIF":4.1,"publicationDate":"2024-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142656389","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 : 2024-11-05DOI: 10.1016/j.dyepig.2024.112530
Michael Gerlach , Justus Koedel , Sebastian Seibt , Benjamin Baumgärtner , Christoph Callsen , Gundula Voss , Florian Puchtler , Andy Weidinger , Georg Puchas , Daniel Leykam , Volker Altstaedt , Rainer Schobert , Holger Ruckdäschel , Bernhard Biersack
{"title":"The influence of substituted indigo derivatives on the preparation and properties of “Maya” pigments","authors":"Michael Gerlach , Justus Koedel , Sebastian Seibt , Benjamin Baumgärtner , Christoph Callsen , Gundula Voss , Florian Puchtler , Andy Weidinger , Georg Puchas , Daniel Leykam , Volker Altstaedt , Rainer Schobert , Holger Ruckdäschel , Bernhard Biersack","doi":"10.1016/j.dyepig.2024.112530","DOIUrl":"10.1016/j.dyepig.2024.112530","url":null,"abstract":"<div><div>A small series of indigo derivatives were mixed with palygorskite or sepiolite, respectively, and heated at 150 °C overnight in order to prepare stable pigments. While mixtures with violet halo-indigos such as Tyrian Purple (6,6′-dibromoindigo) and its difluoro- and dichloro-derivatives formed blue pigments with a slight greenish hue upon heating, alkoxy-indigo derivatives turned olive green during the heating process when mixed with palygorskite or sepiolite. Mixtures of isatin and indigo with palygorsite led to the formation of green pigments. The pigments were analyzed by spectroscopy (UV-VIS and Raman) and electron microscopy. Thermal studies were carried out and the obtained pigments were stable at temperatures of up to 250 °C. Maya Blue and pigment samples derived from 6,6′-dichloroindigo were tested for their flame retarding properties in mixtures with cellulose acetate and both additives led to distinct heat release rate reductions.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112530"},"PeriodicalIF":4.1,"publicationDate":"2024-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142656350","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}