Article
Chemistry, Physical
Ambarish Kumar Singh, Jayaraj Nithyanandhan
Summary: The study explored a series of amphiphilic indoline-based unsymmetrical squaraine dyes, where alkyl groups and glycolic chain were systematically modified to control self-assembly and improve interfacial properties. In nonaqueous DSSCs, increasing the number of carbon atoms in alkyl groups enhanced photovoltaic efficiencies. Addition of chenodeoxycholic acid improved efficiency, while increased carbon atoms in the alkyl groups had a detrimental effect on aqueous DSSC efficiency.
ACS APPLIED ENERGY MATERIALS
(2021)
Review
Chemistry, Applied
Anik Sen, Miftahussurur Hamidi Putra, Abul Kalam Biswas, Anil Kumar Behera, Axel Gross
Summary: In this review, the focus is on renewable sources of energy with an emphasis on solar cell applications. Specifically, the possible future directions for the development of dye-sensitized solar cells (DSSCs) are discussed. DSSCs have gained significant research attention due to their importance in energy conversion. The review discusses the use of metal dye sensitizers, metal-free organic dyes, and natural dyes in DSSCs, highlighting their low cost, simplicity of preparation, low toxicity, and ease of production. Computational studies are also reviewed, emphasizing their contribution to the development of new dye sensitizers. The article presents a conceptual understanding of the development and working principle of photoactive DSSC materials, along with examples of studies on different dye sensitizers using both scarce to abundant metal-based dyes and metal-free organic dyes for n-type and p-type DSSCs. The choice of organic dyes, including donor, spacer, or acceptor, is discussed, and the potential of dual donor-based dyes is presented.
Article
Chemistry, Physical
Yunfei Jiao, Shuaishuai Liu, Zhongjin Shen, Le Mao, Yongjie Ding, Dan Ren, Felix Thomas Eickemeyer, Lukas Pfeifer, Dapeng Cao, Wenjuan Xu, Juan Song, Baoxiu Mi, Zhiqiang Gao, Shaik M. Zakeeruddin, Wei Huang, Michael Gratzel
Summary: Heteroaromatic units are commonly used as pi-spacers for sensitizers in dye-sensitized solar cells. The type of pi-spacer strongly influences the solar to electric power conversion efficiency of organic dyes, with electron-rich pi-spacers leading to higher efficiency. Molecular engineering plays a crucial role in developing high efficiency organic dyes for DSSCs.
JOURNAL OF MATERIALS CHEMISTRY A
(2021)
Article
Chemistry, Applied
Haoran Zhou, Jung-Min Ji, Hwan Kyu Kim
Summary: Two porphyrin-based sensitizers, SGT-028 and SGT-029, were designed and synthesized via acceptor engineering for application in dye-sensitized solar cells (DSSCs). Despite similar absorption range and energy band gap to the reference dye SGT-021, SGT-029 achieved a higher power conversion efficiency (PCE) of 10.5% compared to SGT-028 with 9.1%, but was inferior to the benchmark porphyrin sensitizer SGT-021 (12.7%).
Article
Chemistry, Physical
Ching-Chin Chen, Vinh Son Nguyen, Hsiao-Chi Chiu, Yan-Da Chen, Tzu-Chien Wei, Chen-Yu Yeh
Summary: New anthracene-bridged organic dyes CXC12 and CXC22 are designed and synthesized for high-efficiency dye-sensitized solar cells (DSSCs) under dim light. The addition of anthracene-acetylene group in CXC dyes extends the pi-conjugation of the molecules, resulting in improved absorption and molar extinction coefficient. Among the three anthracene-based dyes, CXC22 shows the most appropriate molecular structure for light harvesting and balancing dye loading and molecular aggregation, achieving a remarkable power conversion efficiency of 37.07% under dim-light conditions.
ADVANCED ENERGY MATERIALS
(2022)
Article
Materials Science, Coatings & Films
Philipp G. Gruetzmacher, Michael Schranz, Chia-Jui Hsu, Johannes Bernardi, Andreas Steiger-Thirsfeld, Lars Hensgen, Manel Rodriguez Ripoll, Carsten Gachot
Summary: The power conversion efficiency (PCE) of PEB and PUB as sensitizers of dye-sensitized solar cells is investigated using first-principles calculations. Different adsorption models are constructed for PEB/PUB on the TiO2 surface, and their geometrical configurations and electronic properties are optimized. The obtained PCEs confirm the credibility of the current method and predict that PUB and PEB are promising candidate sensitizers for dye-sensitized solar cells.
SURFACE & COATINGS TECHNOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Jonathon Watson, Roberta R. Rodrigues, Jared H. Delcamp
Summary: This study reports two squaraine dyes with unsymmetrical cores as near-infrared dyes in dye-sensitized solar cells (DSCs). The dyes were characterized through absorption spectroscopy, computational interrogation, and electrochemical analysis. After optimizing the DSC devices, the squaraine dyes showed high photocurrent output and conversion efficiency, complemented with commercial organic dyes.
CELL REPORTS PHYSICAL SCIENCE
(2022)
Article
Materials Science, Multidisciplinary
Jianyong Wan, Yeshen Liu, Hongda Guo, JingJing Liang, Lvming Qiu, Yuhao Lu, Haibo Xiao
Summary: Six organic sensitizers were synthesized to improve the thermal/photo-stability and solubility while suppressing dye aggregation. The resulting devices showed higher performance due to weak or no aggregation.
MATERIALS CHEMISTRY AND PHYSICS
(2023)
Review
Energy & Fuels
Dheeraj Devadiga, Muthu Selvakumar, Prakasha Shetty, Mysore Sridhar Santosh, Raghu Subash Chandrabose, Smagul Karazhanov
Summary: In the context of increasing population, the importance of renewable and sustainable energy alternatives is emphasized. Scientists are focusing on producing cost-effective and high-performance clean energy appliances to meet the growing demand. Dye-sensitized solar cells (DSSCs) are highlighted as a leading material in modern solar cell technologies, with metal-free organic dyes like carbazole (CZ), triphenylamine (TPA), and phenothiazine (PTZ) derivatives being identified as suitable alternatives to traditional complexes. This review primarily discusses the latest developments in using CZ, TPA, and PTZ scaffolds for DSSC applications, emphasizing the correlation between molecular design and photovoltaic performance. Adjusting the physical properties of devices through strategic sensitizer design can improve device performance, with photovoltaic parameters presented for all dyes and application insights on CZ, TPA, and PTZ-based dyes provided following a systematic review.
INTERNATIONAL JOURNAL OF ENERGY RESEARCH
(2021)
Article
Chemistry, Applied
Nuray Arslan, Seyma Nur Yildirir, Altug Mert Sevim, Soner Cakar, Mahmut Ozacar, Ahmet Gul
Summary: Effective non-symmetrical push-pull oxotitanium phthalocyanine dyes and YD2 porphyrin-based sensitizer cocktail are designed, synthesized, and utilized in dye-sensitized solar cells. The phthalocyanine dyes and TiO2 nanoparticles are characterized, and the solar cells are prepared and characterized. The results show that the synthesized solar cells have higher conversion efficiency than the standard dye.
Article
Chemistry, Multidisciplinary
Kalyani Chordiya, Md Ehesan Ali, Mousumi U. Kahaly
Summary: This study investigates the mechanism and influencing factors of intramolecular charge transfer in dye molecules by analyzing their electronic properties and structural parameters. The results reveal that structural modifications can promote efficient charge transfer within the molecule.
Article
Energy & Fuels
Masoud Peymannia, Kamaladin Gharanjig, Amir Masoud Arabi
Summary: In this study, natural dyes were extracted from extracted from Cytisus, Alcea rosea, and Roselle flowers using the solvent method, and then combined with zinc oxide quantum dots (ZnO QDs) to enhance the efficiency of dye-sensitized solar cells (DSSC). The optimized quantum dots exhibited a particle size of about 3 nm and a maximum emission intensity of 1550 at 520 nm. The modified solar cells showed an efficiency increase of 17% compared to unmodified cells, highlighting the potential for using quantum dots to improve environmentally friendly solar cells.
INTERNATIONAL JOURNAL OF ENERGY RESEARCH
(2021)
Article
Energy & Fuels
Feng-Lin Xing, Zhi-Hong Zhang, Chuan-Lu Yang, Mei-Shan Wang, Xiao-Guang Ma
Summary: The power conversion efficiency of PEB and PUB as sensitizers in dye-sensitized solar cells was investigated using first-principles calculations. The results showed high PCE values for PUB and PEB, indicating their potential as candidate sensitizers for dye-sensitized solar cells.
Article
Biochemistry & Molecular Biology
Nikita S. Gudim, Ekaterina A. Knyazeva, Ludmila Mikhalchenko, Maksim S. Mikhailov, Lu Zhang, Neil Robertson, Oleg A. Rakitin
Summary: Two novel D-A-pi-A1 metal-free organic dyes of the KEA series containing benzo[d][1,2,3]thiadiazole (isoBT) internal acceptor, indoline donors fused with cyclopentane or cyclohexane rings (D), a thiophene as a pi-spacer, and a cyanoacrylate as an anchor part were synthesized. The optical and photovoltaic properties observed for the KEA dyes showed that these compounds are promising for the creation of solar cells, with KEA321 recording the best power efficiency (PCE).
Article
Chemistry, Physical
Mahmoud Hezam, Mohammed Qasi Alsubaie, Ahmad Algarni, Hamid Ghaithan, Joselito Labis, Mohammad Alduraibi
Summary: This study demonstrates the tuning of ZnO nanosheet-nanowire morphology by adjusting the NaOH concentration in a low-temperature chemical bath, resulting in a variety of nano/microstructures with different sizes and aspect ratios. Photoluminescence spectra were mainly influenced by violet emission from Zn interstitial related defects formed during growth. In dye-sensitized solar cells, ZnO nanosheets with a thickness of 30-40 nm exhibited superior performance in terms of J-V characteristics and transport dynamics.
CHEMICAL PHYSICS LETTERS
(2021)
Article
Chemistry, Physical
Lina Sun, Kyota Uda, Tsukasa Yoshida, Yoshiyuki Suzuri
Summary: The photochemical conversion of a dry gel coating into a highly compact and transparent thin film of zinc oxide nanocrystals produces color-tunable photoluminescence. The excitation and emission mechanisms of the luminescent ZnO NCs are characterized, and their stability under VUV irradiation is demonstrated. The surface of the ZnO NCs is found to be covered with a luminescent Zn-MEA complex, responsible for the observed variable photoluminescence.
JOURNAL OF PHYSICAL CHEMISTRY C
(2021)
Article
Chemistry, Physical
Ken-ichi Nakayama, Tatsuya Okura, Yuki Okuda, Jun Matsui, Akito Masuhara, Tsukasa Yoshida, Matthew Schuette White, Cigdem Yumusak, Phillip Stadler, Markus Scharber, Niyazi Serdar Sariciftci
Summary: Conjugated donor-acceptor molecules with intramolecular charge transfer absorption have been successfully utilized for single-component organic solar cells, resulting in high efficiency and stability. The molecular packing in the film is shown to have a significant impact on the device performance.
Article
Materials Science, Multidisciplinary
T. Nakamura, H. Kudo, Y. Tsuda, Y. Matsushima, T. Yoshida
Summary: The electrodeposition of metal organic framework (MOF) thin films bridged by terephthalic acid (TPA) allowed the successful conversion to a Co-doped ZnO thin film. The addition of TPA was crucial in blending Zn2+ and Co2+ ions, with a maximum achievable doping concentration of about 8%.
ECS JOURNAL OF SOLID STATE SCIENCE AND TECHNOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Jun Matsui, Kazuki Ebata, Masaki Takeda, Kim Ngan Hua, Hiroshi Katagiri, Ken-ichi Nakayama, Akito Masuhara, Cigdem Yumusak, Philipp Stadler, Markus Clark Sharber, Matthew Schuette White, Niyazi Serdar Sariciftci, Tsukasa Yoshida, Madalina Furis
Summary: The study showed that millimeter-long organic fiber arrays can be prepared using the evaporation-induced self-assembled method, with individual fibers being HB194 single crystals. By eliminating defects and structural disorder, it was possible to achieve longer-lived intramolecular charge transfer (CT) excitonic states.
ISRAEL JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Yasuhiro Kubota, Kenta Koide, Yuka Mizuno, Masato Nakazawa, Toshiyasu Inuzuka, Kazumasa Funabiki, Hiroyasu Sato, Masaki Matsui
Summary: Unsymmetrical 1,4-dihydropyrrolo[3,2-b]pyrroles were synthesised and their absorption and fluorescence properties were investigated. Different substituents led to significant differences in the emission wavelength, while the fluorescence properties were also affected by the solvent environment.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Ryunosuke Kani, Toshiyasu Inuzuka, Yasuhiro Kubota, Kazumasa Funabiki
Summary: We have developed a functional-group-tolerant one-pot method for synthesizing various 3-substituted 1-trifluoromethylpropargyl alcohols. This method involves three successive reactions and can be applied to different fluorine-containing esters and terminal alkynes. The obtained products can be further transformed into important compounds for the treatment of pain and inflammation associated with osteoarthritis in dogs.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Yuta Arisawa, Yasuhiro Kubota, Toshiyasu Inuzuka, Kazumasa Funabiki
Summary: In this study, near-infrared-absorbing anionic heptamethine cyanine (HMC) dyes were synthesized and their photostability and halochromic properties were investigated. By substituting the methyl groups of the anionic HMC dye with phenyl or perfluorophenyl groups, the maximum absorption wavelengths of the dye solutions were red-shifted, and the photostability of the dye in solution under white LED irradiation was improved. The anionic HMC dye with methyl groups exhibited halochromic properties, causing the solution color to change from green to yellow in the presence of acids. This study presents the first reported anionic HMC dye with halochromic properties. Additionally, a stimuli-responsive filter paper adsorbed with anionic HMC dyes was developed, showing color changes from green to yellow upon exposure to HCl gas and from yellow to green upon subsequent exposure to NH3 gas.
Article
Chemistry, Organic
Kazumasa Funabiki, Kengo Yamada, Yuta Arisawa, Arina Watanabe, Tomohiro Agou, Yasuhiro Kubota, Toshiyasu Inuzuka, Yohei Miwa, Taro Udagawa, Shoichi Kutsumizu
Summary: A series of perfluoronaphthalene-based donor-acceptor-donor fluorescent dyes were successfully synthesized using a one-step route. The perfluoronaphthalene moiety served as a good electron-accepting aromatic ring with excellent intramolecular charge transfer properties. Replacing the naphthalene ring with perfluoronaphthalene stabilized the energy levels and reduced the energy band gap, leading to a change in the emission color. Among the synthesized dyes, those with diphenylamino groups showed the highest fluorescence quantum yields in solution and film, while the dye with carbazoyl group exhibited the highest fluorescence quantum yield in the crystalline state.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Hiroki Masuoka, Yasuhiro Kubota, Toshiyasu Inuzuka, Kazumasa Funabiki
Summary: A new anionic heptamethine cyanine (HMC) dye with two trifluoromethyl groups has been synthesized, which selectively absorbs near-infrared light. Compared with previously studied anionic HMC dyes with substituents such as methyl, phenyl, and pentafluorophenyl groups, the trifluoromethylated dye exhibits a red-shifted maximum absorption wavelength (e.g. 948 nm in CH2Cl2) and enhanced photostability. Furthermore, HMC dyes with broad absorption in the near-infrared region are synthesized by combining a trifluoromethylated anionic HMC dye with a cationic HMC dye as a counterion.
Article
Chemistry, Multidisciplinary
Yuki Uehashi, Seiichiro Izawa, Yuya Yamada, Yohei Miwa, Toshiyasu Inuzuka, Yasuhiro Kubota, Masahiro Hiramoto, Kazumasa Funabiki
Summary: We studied the photodegradation of non-fluorinated benzoindolenine-based SQ dyes with low photostability in solution and proposed a hypothesis to improve their photostability. The replacement of hydrogen atoms with fluorine atoms or methylation of the oxygen anions resulted in improved photostability. Furthermore, the synthesized SQ dyes with bulky fluorine-containing anions provided a higher Voc for organic photovoltaics.
Article
Chemistry, Multidisciplinary
Ryunosuke Kani, Yohei Miwa, Yasuhiro Kubota, Toshiyasu Inuzuka, Shoichi Kutsumizu, Kazumasa Funabiki
Summary: Our optically CO2-responsive polydimethylsiloxane (PDMS) elastomer undergoes rapid and reversible color changes in the presence of CO2 gas. Unlike conventional optically CO2-responsive polymeric materials, it functions in totally dry gaseous conditions.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Mikiko Shibayama, Yuki Uehashi, Shouhei Ajioka, Yasuhiro Kubota, Toshiyasu Inuzuka, Kazumasa Funabiki
Summary: Here, we introduce an organic-inorganic hybrid material consisting of an indolenine-based heptamethine cyanine dye adsorbed on silica gel. This material exhibits vapochromism towards amines or chlorinated solvents, resulting in a color change.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Ryunosuke Kani, Yasuhiro Kubota, Toshiyasu Inuzuka, Kazumasa Funabiki
Summary: This study proposes a powerful method of introducing multiple fluorine atoms into the aromatic rings of trimethine cyanine dyes to significantly increase sensitivity to amines. The highly sensitive ratiometric fluorescence properties, previously only usable in intramolecular addition reactions, can now be utilized in reactions with intermolecular amines or other nucleophiles.
Article
Chemistry, Organic
Yasuhiro Kubota, Masato Nakazawa, Junheon Lee, Ryoma Naoi, Motoki Tachikawa, Toshiyasu Inuzuka, Kazumasa Funabiki, Masaki Matsui, Taekyeong Kim
Summary: The study focused on the synthesis of 1,3- and 1,2-Bis(pyrrol-2-yl)squaraines and discussed their maximum absorption wavelength characteristics. It was found that the thiophene-fused 1,3-squaraine exhibited near-infrared absorption and fluorescence. Additionally, protonation could modulate the absorption wavelength, indicating that mono-cationization is an effective strategy for achieving a red-shift in the wavelength.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Kazumasa Funabiki, Toshiya Gotoh, Ryunosuke Kani, Toshiyasu Inuzuka, Yasuhiro Kubota
Summary: This study developed a highly selective method for synthesizing erythritols bearing a trifluoromethyl group, involving the in situ generation of unstable trifluoroacetaldehyde through organocatalysis and achieving high yield, diastereoselectivity, and enantioselectivity.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Fuying Zhu, Yamei Lin
Summary: In this study, a low-metal iron-supported catalyst (Fe20/NC-Mg) was reported for the efficient synthesis of quinoxaline compounds, using water as a solvent and without additional bases. The synergistic effect of FeNx site and Mg (OH)2 nanorods in the catalyst played a key role in achieving high yields (82-91%) in 16 examples. The gram-level synthesis and reusability of the catalysts after four cycles demonstrated its industrial application potential.
Article
Chemistry, Organic
Mikhail Kozlov, Alexey Tyurin, Andrey Dmitrenok, Vyacheslav Rusak, Aleksander Fedorov, Igor Zavarzin, Yulia Volkova
Summary: This study presents a novel and practical synthesis method for phosphorus-substituted 1,3,4-thiadiazolines using phosphorylthioformic acid hydrazides and ketones. The protocol demonstrates operational simplicity, availability of reagents, and tolerance towards different functional groups.
Article
Chemistry, Organic
Jisna Jose, Thomas Mathew
Summary: 2-Cyclopentenone and its derivatives are highly esteemed synthetic intermediates with exceptional utility in organic synthesis. They are favored structural motifs in numerous pharmaceutical drugs and natural products, highlighting their significance. The review discusses the various methods used to synthesize cyclopentenones from 2016 to 2023.
