Two thiophene-vinyl-diketopyrrolopyrrole (TVDPP)-dye-based mesopolymers, PTVDPP-TT and PTVDPP-BT, were synthesized under near-room-temperature conditions. These mesopolymers exhibit non-halogenated solution processability, high molecular coplanarity, narrow bandgaps (approx. 1.2 eV), short π-stacking distances (<3.6 Å), and excellent crystallinity. They demonstrate high hole mobilities of 0.83 and 0.93 cm2 V−1 s−1, respectively, for optoelectronic applications in field-effect transistors.
{"title":"Efficient near-room-temperature synthesis of thiophene-vinyl-flanked diketopyrrolopyrrole dye-based mesopolymers for high-performance organic field-effect transistors","authors":"Jinyang Chen , Wenkang Shi , Ruifang Meng , Minfeng Zeng , Yue Zhao , Tingwei Huang , Shiwei Ren","doi":"10.1016/j.dyepig.2025.112782","DOIUrl":"10.1016/j.dyepig.2025.112782","url":null,"abstract":"<div><div>Two thiophene-vinyl-diketopyrrolopyrrole (TVDPP)-dye-based mesopolymers, PTVDPP-TT and PTVDPP-BT, were synthesized under near-room-temperature conditions. These mesopolymers exhibit non-halogenated solution processability, high molecular coplanarity, narrow bandgaps (approx. 1.2 eV), short π-stacking distances (<3.6 Å), and excellent crystallinity. They demonstrate high hole mobilities of 0.83 and 0.93 cm<sup>2</sup> V<sup>−1</sup> s<sup>−1</sup>, respectively, for optoelectronic applications in field-effect transistors.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112782"},"PeriodicalIF":4.1,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143725713","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}
Pub Date : 2025-03-24DOI: 10.1016/j.dyepig.2025.112785
Shufan Yang , Konstantinos Bourdakos , Hiroki Cook , Anna Crisford , Ewan Forsyth , Sumeet Mahajan , Mark Bradley
We herein report on the design and synthesis and optical properties of 4 novel chromophores based on a quadrupole acceptor-donor-acceptor system. These quadrupoles were designed using a fluorene core, coupled to thienyl and thienyl acetylene bridges, to either two 3-dicycanovinylindan-1-ones or two 1,3-bis(dicyanomethylidene)-indanes as strong electron-withdrawing moieties. The structure-property relationships were investigated by computational modelling and photophysical studies, with the fluorophores giving red-emission with large Stokes shifts. The bridged alkynyl units, rather than enhancing conjugation, dramatically reduced fluorescence intensities and wavelength of emission. Notably, two-photon absorption studies revealed cross-section values of δ = 1720 and 780 GM for two of the fluorophores. The fluorophores were explored in one-photon and two-photon fluorescence biological imaging, including the staining of chick bones.
{"title":"Design and synthesis of quadrupolar A-D-A photon absorbing molecules: An investigation into their optical and bioimaging properties","authors":"Shufan Yang , Konstantinos Bourdakos , Hiroki Cook , Anna Crisford , Ewan Forsyth , Sumeet Mahajan , Mark Bradley","doi":"10.1016/j.dyepig.2025.112785","DOIUrl":"10.1016/j.dyepig.2025.112785","url":null,"abstract":"<div><div>We herein report on the design and synthesis and optical properties of 4 novel chromophores based on a quadrupole acceptor-donor-acceptor system. These quadrupoles were designed using a fluorene core, coupled to thienyl and thienyl acetylene bridges, to either two 3-dicycanovinylindan-1-ones or two 1,3-bis(dicyanomethylidene)-indanes as strong electron-withdrawing moieties. The structure-property relationships were investigated by computational modelling and photophysical studies, with the fluorophores giving red-emission with large Stokes shifts. The bridged alkynyl units, rather than enhancing conjugation, dramatically reduced fluorescence intensities and wavelength of emission. Notably, two-photon absorption studies revealed cross-section values of δ = 1720 and 780 GM for two of the fluorophores. The fluorophores were explored in one-photon and two-photon fluorescence biological imaging, including the staining of chick bones.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112785"},"PeriodicalIF":4.1,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143725733","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}
Enantioselective recognition is crucial in pharmaceutical analysis and life sciences but remains a significant challenge. Herein, we constructed two chiral probes named (1R, 2R)-CHDA-2TPE and (1S, 2S)-CHDA-2TPE, which exhibit typical aggregation-induced emission (AIE) properties. The chiral probes show high enantioselectivity to 11 kinds of chiral reagents. Notably, the fluorescence intensity ratio of the probe with l- and d-glutamic acid was up to 88.8. The 1H NMR titration results suggested that the hydrogen bond is response for the recognition. These findings implied that the synthesized probes are promising candidates for analyzing chiral compounds.
{"title":"Tetraphenylethylene based chiral AIEgen for enantioselective detection of chiral acids","authors":"Chunxuan Qi , Qingyang Li , Keyue Wei , Weiwei Zhao , Wangyan Zhang , Miao-Miao Chen , Xiuhua Zhang , Hai-Tao Feng","doi":"10.1016/j.dyepig.2025.112781","DOIUrl":"10.1016/j.dyepig.2025.112781","url":null,"abstract":"<div><div>Enantioselective recognition is crucial in pharmaceutical analysis and life sciences but remains a significant challenge. Herein, we constructed two chiral probes named (1<em>R</em>, 2<em>R</em>)-<strong>CHDA-2TPE</strong> and (1<em>S</em>, 2<em>S</em>)-<strong>CHDA-2TPE</strong>, which exhibit typical aggregation-induced emission (AIE) properties. The chiral probes show high enantioselectivity to 11 kinds of chiral reagents. Notably, the fluorescence intensity ratio of the probe with <span>l</span>- and <span>d</span>-glutamic acid was up to 88.8. The <sup>1</sup>H NMR titration results suggested that the hydrogen bond is response for the recognition. These findings implied that the synthesized probes are promising candidates for analyzing chiral compounds.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112781"},"PeriodicalIF":4.1,"publicationDate":"2025-03-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143697790","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}
Pub Date : 2025-03-22DOI: 10.1016/j.dyepig.2025.112779
Chunping Ma , Jiyin He , Gaoyi Xie , Yuanyuan Han , Fengyuan Lin , Qiankun Guo , Dongdong Cao , Jinpeng Mo , Haijun Ma , Haibo Xie , Zhenguo Chi , Yongcan Jin
Fluorescent polymeric micromaterials have attracted abiding interest in biomedical applications due to their merits of visualization, fast response, and high sensitivity. Herein, we report a facile strategy for the fabrication of biocompatible polymeric microspheres using an aggregation-induced emission (AIE) active cellulose derivative TPE-CDHPM, which was synthesized through an esterification reaction of microcrystalline cellulose (MCC) and a subsequent Biginelli reaction. The chemical structures of TPE-CDHPM were determined by FT-IR and 1H NMR spectroscopies, displaying a high degree of substitution of TPE (DSTPE = 0.73). TPE-CDHPM showed extremely weak fluorescence in the mono-dispersed state while emitting intensively at aggregated state. When dispersed in water, TPE-CDHPM could aggregate into microspheres with a size range of 40–200 nm. The TPE-CDHPM microspheres exhibited an ultralow critical micelle concentration (CMC) of 0.006 mg mL−1, good photoluminescence stability, negligible cytotoxicity, and fascinating biocompatibility, allowing its application in cell imaging. This work offers a direction for effectively constructing biocompatible fluorescent polymeric micromaterials for biomedical applications.
{"title":"Facile fabrication of biocompatible polymeric microspheres using an AIE-active cellulose derivative for cell imaging","authors":"Chunping Ma , Jiyin He , Gaoyi Xie , Yuanyuan Han , Fengyuan Lin , Qiankun Guo , Dongdong Cao , Jinpeng Mo , Haijun Ma , Haibo Xie , Zhenguo Chi , Yongcan Jin","doi":"10.1016/j.dyepig.2025.112779","DOIUrl":"10.1016/j.dyepig.2025.112779","url":null,"abstract":"<div><div>Fluorescent polymeric micromaterials have attracted abiding interest in biomedical applications due to their merits of visualization, fast response, and high sensitivity. Herein, we report a facile strategy for the fabrication of biocompatible polymeric microspheres using an aggregation-induced emission (AIE) active cellulose derivative TPE-CDHPM, which was synthesized through an esterification reaction of microcrystalline cellulose (MCC) and a subsequent Biginelli reaction. The chemical structures of TPE-CDHPM were determined by FT-IR and <sup>1</sup>H NMR spectroscopies, displaying a high degree of substitution of TPE (DS<sub>TPE</sub> = 0.73). TPE-CDHPM showed extremely weak fluorescence in the mono-dispersed state while emitting intensively at aggregated state. When dispersed in water, TPE-CDHPM could aggregate into microspheres with a size range of 40–200 nm. The TPE-CDHPM microspheres exhibited an ultralow critical micelle concentration (CMC) of 0.006 mg mL<sup>−1</sup>, good photoluminescence stability, negligible cytotoxicity, and fascinating biocompatibility, allowing its application in cell imaging. This work offers a direction for effectively constructing biocompatible fluorescent polymeric micromaterials for biomedical applications.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112779"},"PeriodicalIF":4.1,"publicationDate":"2025-03-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143715133","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}
Pub Date : 2025-03-22DOI: 10.1016/j.dyepig.2025.112780
Haijun Ning , Yuxin Yang , Saran Long , Wen Sun , Jianjun Du , Jiangli Fan , Xiaojun Peng
Both red-light chemiluminescence (CL) emission and high CL efficiency are desirable highly favorable for deep-tissue imaging, however, it was usually achieved by transferring the energy from a CL donor to a fluorophore acceptor based on the CL resonance energy transfer (CRET), which is significantly affected by the spectral overlap range and distance between them. Herein, a red-light CL emitter (L-ISN) was synthesized by conjugating the isoindole BODIPY with the phthaloyl hydrazine moiety (a luminol derivative). When the phthaloyl hydrazine moiety was initiated by 1O2, the released reaction energy can be transferred to the whole molecule through intramolecular energy transfer, showing an astonishingly improved CL efficiency by 13 times than luminol. Besides, the CL of L-ISN can penetrate tissues thicker than 2.0 cm, and the limit of detection (LOD) was calculated to be about 52.87 nmol L−11O2. When L-ISN nanoparticles (NPs) were prepared by using F127 as the surfactant, L-ISN NPs successfully detected intracellular 1O2 and distinguished inflammation tissue in vivo. We believe this study will provide a novel idea for the design of red-light CL emission probe with higher brightness in the field of detection 1O2.
{"title":"A highly bright red-light chemiluminescent probe for inflammation imaging","authors":"Haijun Ning , Yuxin Yang , Saran Long , Wen Sun , Jianjun Du , Jiangli Fan , Xiaojun Peng","doi":"10.1016/j.dyepig.2025.112780","DOIUrl":"10.1016/j.dyepig.2025.112780","url":null,"abstract":"<div><div>Both red-light chemiluminescence (CL) emission and high CL efficiency are desirable highly favorable for deep-tissue imaging, however, it was usually achieved by transferring the energy from a CL donor to a fluorophore acceptor based on the CL resonance energy transfer (CRET), which is significantly affected by the spectral overlap range and distance between them. Herein, a red-light CL emitter (L-ISN) was synthesized by conjugating the isoindole BODIPY with the phthaloyl hydrazine moiety (a luminol derivative). When the phthaloyl hydrazine moiety was initiated by <sup>1</sup>O<sub>2</sub>, the released reaction energy can be transferred to the whole molecule through intramolecular energy transfer, showing an astonishingly improved CL efficiency by 13 times than luminol. Besides, the CL of L-ISN can penetrate tissues thicker than 2.0 cm, and the limit of detection (LOD) was calculated to be about 52.87 nmol L<sup>−1</sup> <sup>1</sup>O<sub>2</sub>. When L-ISN nanoparticles (NPs) were prepared by using F127 as the surfactant, L-ISN NPs successfully detected intracellular <sup>1</sup>O<sub>2</sub> and distinguished inflammation tissue <em>in vivo</em>. We believe this study will provide a novel idea for the design of red-light CL emission probe with higher brightness in the field of detection <sup>1</sup>O<sub>2</sub>.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112780"},"PeriodicalIF":4.1,"publicationDate":"2025-03-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143739198","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}
The conventional indigo dyeing process for denim production poses significant environmental challenges. While natural indigo dyes offer eco-friendly alternatives, their application is limited by low dye uptake and poor color fastness. This study integrates molecular dynamics simulations and experimental approaches to explore the effects of nitrogen (N2) protected dyeing technology on natural indigo performance. Results reveal that N2 protection enhances the hydrogen bonding in cellulose fibers, strengthens dye-fiber interactions, and improves dye diffusion, leading to superior dyeing outcomes. Using response surface methodology (RSM), we identified N2 concentration and dyeing temperature as key factors influencing coloration efficiency and fastness. Under optimized conditions, natural indigo achieved performance comparable to synthetic dyes while exhibiting enhanced biodegradability in residual dye baths. Compared to conventional synthetic indigo dyeing processes, the N2-assisted natural indigo dyeing strategy achieves a 41.45 % reduction in chemical consumption, and 28.72 % decrease in energy consumption and CO2 emissions. These results validate its dual advantages in enhancing dye utilization efficiency and ecological sustainability. This work provides a theoretical foundation for sustainable denim dyeing and advances eco-conscious practices in textile industry, offering both scientific and practical insights.
{"title":"Nitrogen-mediated dyeing of denim with natural indigo: Towards sustainable and efficient coloration","authors":"Kangkang Wang, Qingliang Luo, Wei Ding, Qiangqiang Zhang, Dongxiao Ji, Rongwu Wang, Xiaohong Qin","doi":"10.1016/j.dyepig.2025.112778","DOIUrl":"10.1016/j.dyepig.2025.112778","url":null,"abstract":"<div><div>The conventional indigo dyeing process for denim production poses significant environmental challenges. While natural indigo dyes offer eco-friendly alternatives, their application is limited by low dye uptake and poor color fastness. This study integrates molecular dynamics simulations and experimental approaches to explore the effects of nitrogen (N<sub>2</sub>) protected dyeing technology on natural indigo performance. Results reveal that N<sub>2</sub> protection enhances the hydrogen bonding in cellulose fibers, strengthens dye-fiber interactions, and improves dye diffusion, leading to superior dyeing outcomes. Using response surface methodology (RSM), we identified N<sub>2</sub> concentration and dyeing temperature as key factors influencing coloration efficiency and fastness. Under optimized conditions, natural indigo achieved performance comparable to synthetic dyes while exhibiting enhanced biodegradability in residual dye baths. Compared to conventional synthetic indigo dyeing processes, the N<sub>2</sub>-assisted natural indigo dyeing strategy achieves a 41.45 % reduction in chemical consumption, and 28.72 % decrease in energy consumption and CO<sub>2</sub> emissions. These results validate its dual advantages in enhancing dye utilization efficiency and ecological sustainability. This work provides a theoretical foundation for sustainable denim dyeing and advances eco-conscious practices in textile industry, offering both scientific and practical insights.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112778"},"PeriodicalIF":4.1,"publicationDate":"2025-03-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143678410","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}
Pub Date : 2025-03-22DOI: 10.1016/j.dyepig.2025.112776
Gökhan Sevinç , Elif Akhüseyin Yıldız , Zeliha Pınar Taşkıran , Ahmet Karatay
A series of new boron-dipyrromethenes (BODIPYs) bearing 4-carboxyphenyl unit at the meso (8) position of the BODIPY core have been successfully synthesized through the reactions of 2,4-diaryl substituted pyrroles with 4-formylbenzoic acid. The palladium-catalyzed Suzuki-Miyaura coupling reactions were performed on the meso unsubstituted BODIPY derivatives with 4-carboxyphenyl boronic acid to obtain distal and proximal substitution. Chemical structures were characterized using high resolution mass spectrometry (HRMS), 1H/13C NMR, and FTIR spectroscopy. The photophysical properties, excited state dynamics, and thermal degradation profiles were investigated in terms of aromatic subunits using electronic absorption/fluorescence measurements, femtosecond transient absorption spectroscopy, and thermogravimetric analysis (TGA), respectively. Experimentally investigated absorption and fluorescence properties, as well as structural features, were clarified using density functional theory (DFT) and electron-hole analysis. The absorption of the compounds ranges from 504 to 594 nm, and their emission ranges from 609 to 640 nm, depending on the aromatic groups at the BODIPY core. Performed pump probe spectroscopy measurements revealed that the excited state lifetime is shortened for 3,5 (proximal) positions compared to 1,7 (distal) positions due to increasing interactions between the molecular orbitals. The local n–π and π-π∗ excitations from DFT calculations and electron-hole analysis mainly characterize the electronic transitions, leading to limited intramolecular charge transfer to the BODIPY core. Charge transfer is highest at the 3,5-positions, decreases at the meso (8) position, and is lowest at the 1,7-positions of the BODIPY core. The newly developed BODIPYs with carboxyl groups show potential as agents in applications demanding extensive absorption and strong emission characteristics.
{"title":"Synthesis and photophysical properties of π-extended carboxyl BODIPYs: An experimental and theoretical study","authors":"Gökhan Sevinç , Elif Akhüseyin Yıldız , Zeliha Pınar Taşkıran , Ahmet Karatay","doi":"10.1016/j.dyepig.2025.112776","DOIUrl":"10.1016/j.dyepig.2025.112776","url":null,"abstract":"<div><div>A series of new boron-dipyrromethenes (BODIPYs) bearing 4-carboxyphenyl unit at the <em>meso</em> (8) position of the BODIPY core have been successfully synthesized through the reactions of 2,4-diaryl substituted pyrroles with 4-formylbenzoic acid. The palladium-catalyzed Suzuki-Miyaura coupling reactions were performed on the <em>meso</em> unsubstituted BODIPY derivatives with 4-carboxyphenyl boronic acid to obtain distal and proximal substitution. Chemical structures were characterized using high resolution mass spectrometry (HRMS), <sup>1</sup>H/<sup>13</sup>C NMR, and FTIR spectroscopy. The photophysical properties, excited state dynamics, and thermal degradation profiles were investigated in terms of aromatic subunits using electronic absorption/fluorescence measurements, femtosecond transient absorption spectroscopy, and thermogravimetric analysis (TGA), respectively. Experimentally investigated absorption and fluorescence properties, as well as structural features, were clarified using density functional theory (DFT) and electron-hole analysis. The absorption of the compounds ranges from 504 to 594 nm, and their emission ranges from 609 to 640 nm, depending on the aromatic groups at the BODIPY core. Performed pump probe spectroscopy measurements revealed that the excited state lifetime is shortened for 3,5 (proximal) positions compared to 1,7 (distal) positions due to increasing interactions between the molecular orbitals. The local n–π and π-π∗ excitations from DFT calculations and electron-hole analysis mainly characterize the electronic transitions, leading to limited intramolecular charge transfer to the BODIPY core. Charge transfer is highest at the 3,5-positions, decreases at the <em>meso</em> (8) position, and is lowest at the 1,7-positions of the BODIPY core. The newly developed BODIPYs with carboxyl groups show potential as agents in applications demanding extensive absorption and strong emission characteristics.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112776"},"PeriodicalIF":4.1,"publicationDate":"2025-03-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143678407","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}
Pub Date : 2025-03-21DOI: 10.1016/j.dyepig.2025.112777
Bilal Lukman Alkrayem , Fan Zhang , Mariko Hattori , Yuka I. Sumita , Noriyuki Wakabayashi
The preservation of color stability in maxillofacial silicone prostheses is essential for their aesthetic appeal and functional durability. This research investigated the impact of two soap-based disinfectants and tap water on the color stability of three silicone elastomers: A-2186-F, VST-50, and GC Silfy, over a simulated five-year clinical service duration. The samples were immersed daily for two weeks in tap water, Muse hand disinfectant soap, and Hadakara body soap, simulating approximately five years of clinical use. Color stability was evaluated at baseline (T0), after 7 days (T1), and after 14 days (T2). The results revealed that the disinfectants exerted minimal influence on the color stability of the silicones, with GC Silfy and VST-50 exhibiting greater resistance to discoloration than A-2186-F. Particularly, exposure to Muse hand disinfectant soap led to the most significant color alteration in A-2186-F. Nevertheless, the changes observed across all materials remained below the threshold of perceptibility (ΔE∗ = 1.1), indicating that they are not visually noticeable. These findings underscore the significance of selecting appropriate materials and ensuring disinfectant compatibility to preserve the aesthetic quality of maxillofacial prostheses. By refining cleaning protocols, it may be feasible to improve the longevity and clinical efficacy of these prosthetic materials.
{"title":"In vitro evaluation of color stability of three maxillofacial silicone elastomers: Effects of soap-based disinfection","authors":"Bilal Lukman Alkrayem , Fan Zhang , Mariko Hattori , Yuka I. Sumita , Noriyuki Wakabayashi","doi":"10.1016/j.dyepig.2025.112777","DOIUrl":"10.1016/j.dyepig.2025.112777","url":null,"abstract":"<div><div>The preservation of color stability in maxillofacial silicone prostheses is essential for their aesthetic appeal and functional durability. This research investigated the impact of two soap-based disinfectants and tap water on the color stability of three silicone elastomers: A-2186-F, VST-50, and GC Silfy, over a simulated five-year clinical service duration. The samples were immersed daily for two weeks in tap water, Muse hand disinfectant soap, and Hadakara body soap, simulating approximately five years of clinical use. Color stability was evaluated at baseline (T<sub>0</sub>), after 7 days (T<sub>1</sub>), and after 14 days (T<sub>2</sub>). The results revealed that the disinfectants exerted minimal influence on the color stability of the silicones, with GC Silfy and VST-50 exhibiting greater resistance to discoloration than A-2186-F. Particularly, exposure to Muse hand disinfectant soap led to the most significant color alteration in A-2186-F. Nevertheless, the changes observed across all materials remained below the threshold of perceptibility (ΔE∗ = 1.1), indicating that they are not visually noticeable. These findings underscore the significance of selecting appropriate materials and ensuring disinfectant compatibility to preserve the aesthetic quality of maxillofacial prostheses. By refining cleaning protocols, it may be feasible to improve the longevity and clinical efficacy of these prosthetic materials.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112777"},"PeriodicalIF":4.1,"publicationDate":"2025-03-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143734557","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}
Twelve new azobenzene molecules substituted with a wide range of electron donor and acceptor groups in the 4,4′-position have been synthesized. The attractive and donative strengths of these groups are proportional to the molecular dipole moment calculated by DFT. UV–visible spectroscopy showed that the increase in the push-pull effect induced a bathochromic shift in the maximum absorption wavelength from 350 nm to 480 nm. The trans → cis and cis → trans photo-isomerizations of the twelve compounds were verified. The thermal isomerization cis → trans was defined by a t1/2 corresponding to the half-time reappearance time of the trans isomer after irradiation. These t1/2 also depend on the strength of the electron acceptor and electron donor and vary from several days to 5 min for oxygenated compounds and from 220 min to 9 ms for tertiary amine compounds.
{"title":"Synthesis and characterization of new push-pull azobenzene. Cis → Trans isomerization kinetic study","authors":"Gaspard Bichot , Xavier Sallenave , Rémi Métivier , Sébastien Péralta","doi":"10.1016/j.dyepig.2025.112774","DOIUrl":"10.1016/j.dyepig.2025.112774","url":null,"abstract":"<div><div>Twelve new azobenzene molecules substituted with a wide range of electron donor and acceptor groups in the 4,4′-position have been synthesized. The attractive and donative strengths of these groups are proportional to the molecular dipole moment calculated by DFT. UV–visible spectroscopy showed that the increase in the push-pull effect induced a bathochromic shift in the maximum absorption wavelength from 350 nm to 480 nm. The trans → cis and cis → trans photo-isomerizations of the twelve compounds were verified. The thermal isomerization cis → trans was defined by a t<sub>1/2</sub> corresponding to the <em>half-time</em> reappearance time of the trans isomer after irradiation. These t<sub>1/2</sub> also depend on the strength of the electron acceptor and electron donor and vary from several days to 5 min for oxygenated compounds and from 220 min to 9 ms for tertiary amine compounds.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112774"},"PeriodicalIF":4.1,"publicationDate":"2025-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143678406","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}
Pub Date : 2025-03-18DOI: 10.1016/j.dyepig.2025.112771
Yanjie Sun , Yinuo Wang , Fengbo Sun , Ruize Zhou , Xiang Gao , Qi Zhang , Jianhong Gao , Zhitian Liu
One novel ether-bonded non-fullerene acceptor (NFA), named as NAJ-2-o is easily obtained through the reaction of monobrominated perylene diimides (PDI) with catechol employing the Williamson reaction, which does not require a metal catalyst. Furthermore, its dimer, named as NAJ-4-o is synthesized via Suzuki reaction. The biphenyl core in NAJ-4-o twists the “double-decker” configuration of NAJ-2-o, therefore exhibits a weaker aggregation and a more suitable film morphology, thus a ∼2.5 times higher power conversion efficiency (PCE). The PCE value of the PBDB-T:NAJ-4-o based blend was 4.73 %, with a Voc of 0.92 V, a Jsc of 10.10 mA cm−2, and a FF of 50.87 %. This paper demonstrates that the beneficial effects of biphenyl-core on improving the photovoltaic performance of PDI-based NFAs and presents an easy method for synthesizing 3D geometric PDI molecules with optimal intramolecular orientations.
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