Article
Chemistry, Applied
Dattatray L. Tarange, Nagaraj Nayak, Anil Kumar
Summary: We developed a continuous flow method for the process intensification of ProDOT monomers, a commercially important compound. By optimizing each synthetic step and using GC-MS analysis, we achieved quantitative conversion and completed the whole process in 65 minutes, compared to several days using traditional batch processes. We demonstrated that the critical step of Williamson etherification could be intensified to significantly higher space-time yield via continuous flow. Our findings have the potential to revolutionize the synthesis of ProDOT-based monomers.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2023)
Article
Green & Sustainable Science & Technology
Astha Singh, Rituporn Gogoi, Kajal Sharma, Swadhin Kumar Jena, Najla Fourati, Chouki Zerrouki, Samy Remita, Prem Felix Siril
Summary: Developing metal-free, visible light active photocatalysts is crucial for environmental remediation and energy generation. In this study, a sulfone-based porous organic polymer was synthesized as a visible light active catalyst for pollutant degradation and waste plastic conversion. The continuous flow method allowed for faster synthesis and improved catalytic performance compared to the traditional batch approach. The catalyst showed enhanced efficiency in pollutant degradation and could be efficiently reused in the flow process. The photoreforming of waste plastic resulted in the generation of green hydrogen and other value-added products.
JOURNAL OF CLEANER PRODUCTION
(2023)
Article
Engineering, Environmental
Xue Li, Xi Juan Zhang, Wan Lin Guo, Yuan Huang, Tao Cai
Summary: Conjugated microporous polymer nanotubes (hPorBDP NTs) were fabricated as heterogeneous catalysts for photoinduced electron/energy transfer-reversible addition-fragmentation chain transfer (PET-RAFT) polymerization in batch and continuous flow systems. The hPorBDP NTs exhibited a hollow nanostructure and a highly porous texture, enabling efficient separation and more accessible active sites for photocatalytic reactions. The catalyst-bound NTs could be easily recovered through centrifugation with negligible leaching and maintained catalytic performance over multiple polymerization cycles.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Arianna Brandolese, David H. Lamparelli, Miquel A. . Pericas, Arjan W. Kleij
Summary: A commercially available Lipase B from Candida antarctica immobilized onto a macroporous support (Novozym 435) was used as a benign oxidant for the epoxidation of various biorenewable terpenes in the presence of H2O2. The epoxidation protocol was explored under both heterogeneous batch and continuous flow conditions. The catalyst showed good recyclability under batch conditions for 10 cycles and could be used for more than 30 hours under continuous flow operation. This sustainable flow epoxidation allows for the production of gram quantities of terpene epoxides and the post-functionalization of biobased polymers.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2023)
Article
Biochemistry & Molecular Biology
Anna Grobelny, Artur Grobelny, Szczepan Zapotoczny
Summary: In this study, we demonstrate the synthesis of surface-grafted D-A polymer brushes by alternating attachment of tailored monomers. The structure and properties of the brushes can be controlled by different coupling reactions, such as Sonogashira, Stille, and Huisgen cycloaddition. The D-A brushes exhibit reduced bandgaps, semiconducting properties, and the ability to form aggregates.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Multidisciplinary
Ana Sanchez-Grande, Jose I. Urgel, Ines Garcia-Benito, Jose Santos, Kalyan Biswas, Koen Lauwaet, Jose M. Gallego, Johanna Rosen, Rodolfo Miranda, Jonas Bjork, Nazario Martin, David Ecija
Summary: On-surface synthesis is a powerful strategy for designing conjugated polymers previously unachievable with conventional solution chemistry. In this study, a precursor containing N is synthesized and used for homocoupling reactions on metallic supports. The choice of substrate determines the reaction mechanism, with Ag(111) leading to the formation of a N-containing coordination polymer followed by ladderization, while Au(111) directly forms the ladder polymer. The results highlight the selective role of the metallic support in the synthesis of N-containing conjugated polymers.
Article
Polymer Science
Mei-Tung Lau, Zikang Li, Zelin Sun, Wai-Yeung Wong
Summary: In the last decade, there has been a growing interest in the study of conjugated organic polymers for thermoelectric application. This study focuses on non-conjugated radical polymers (NCRPs) and their potential use in electronic technology. Three metal-containing NCRPs were synthesized and coated with single-walled carbon nanotubes (SWCNTs) to form various polymer composites. The results showed that NCRPs could be a promising material for thermoelectric applications.
Article
Chemistry, Multidisciplinary
Hao Xu, Shuyang Ye, Ruyan Zhao, Dwight S. Seferos
Summary: Sequence-defined synthetic oligomers and polymers offer unprecedented control over properties of materials. This study presents a novel strategy to synthesize monodisperse sequence-defined conjugated oligomers, achieving precision control over properties. The researchers successfully synthesized a series of oligomers with different monomers and sequences, and demonstrated the effect of monomer sequence on optical properties.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Leo B. Zasada, Lorenzo Guio, Austin A. Kamin, Diwash Dhakal, Madison Monahan, Gerald T. Seidler, Christine K. Luscombe, Dianne J. Xiao
Summary: We report the synthesis of copper-based macrocycles resembling truncated fragments of a two-dimensional metal-organic framework. These macrocycles self-assemble into ordered nanotubes and exhibit high conductivities and ambipolar charge transport. By enhancing solution processability, these macrocycles enable device integration and provide deeper insights into out-of-plane charge transport in two-dimensional metal-organic frameworks.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Review
Polymer Science
Takashi Kitao, Xiyuan Zhang, Takashi Uemura
Summary: This review describes recent developments and future perspectives in the confined synthesis of conjugated ladder polymers (CLPs) utilizing templates such as metal surfaces and nanoporous materials. Accessing CLPs with greater diversity through template confinement allows for control over their intrinsic properties, paving the way for future applications in various fields.
Article
Chemistry, Physical
Xabier Lopez de Pariza, Tim Erdmann, Pedro L. Arrechea, Leron Perez, Charles Dausse, Nathaniel H. Park, James L. Hedrick, Haritz Sardon
Summary: Conducting polymerizations under continuous-flow conditions has advantages over batch experimentation, especially in the synthesis of polyurethanes, allowing for rapid and precise control over material properties and improving process monitoring and control to minimize batch-to-batch variations.
CHEMISTRY OF MATERIALS
(2021)
Article
Chemistry, Multidisciplinary
Yuki Saito, Ken Nishizawa, Benjamin Laroche, Haruro Ishitani, Shu Kobayashi
Summary: This study demonstrates the continuous-flow synthesis of (R)-tamsulosin without the need for the isolation or purification of any intermediates or byproducts. The synthesis was achieved through four catalytic transformations in a flow stream, resulting in a high yield and enantiomeric excess.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Polymer Science
Isao Yamaguchi, Islam M. D. Tariqul, Aohan Wang
Summary: This study elucidates the reaction mechanism of N-(2,4-dinitrophenyl)pyridinium chloride with anionic dyes, leading to the formation of Zincke salts and ionic polymers. It was found that certain polymers are suitable for the detection of nucleosides, DNA, and proteins.
JOURNAL OF APPLIED POLYMER SCIENCE
(2021)
Article
Chemistry, Physical
Hanxue Sun, Wenjun Chan, Hongyu Zhang, Rui Jiao, Fei Wang, Zhaoqi Zhu, An Li
Summary: In this study, we developed antibacterial conjugated microporous polymer films through solid surface-assisted polymerization. The resulting films showed effective inhibition of bacterial growth, suggesting their potential application in water treatment and sterilization.
JOURNAL OF COLLOID AND INTERFACE SCIENCE
(2024)
Article
Chemistry, Applied
Shruti A. Biyani, Corryn Lytle, Seok-Hee Hyun, Michael A. McGuire, Ranya Pendyala, David H. Thompson
Summary: This article presents a novel 5-step continuous flow synthesis for lorazepam, a widely used sedative. Each step was optimized and translated to continuous flow, resulting in over 99% pure lorazepam.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2022)
Article
Nanoscience & Nanotechnology
Jegadesan Subbiah, Calvin J. Lee, Valerie D. Mitchell, David J. Jones
Summary: Fine-tuning the molecular structure of semiconducting organic materials is an effective way to control the nanoscale morphology of the photoactive layer and improve the power conversion efficiency of organic solar cells. Side-chain modifications on the benzodithiophene (BDT) core have a significant impact on the energy levels, charge generation, recombination, morphology, and photovoltaic performance of solid-state molecules. Thioether side-chain modification is shown to be an effective method for achieving optimum morphology and performance for organic photovoltaic devices.
ACS APPLIED MATERIALS & INTERFACES
(2021)
Article
Chemistry, Physical
Kyra N. Schwarz, Valerie D. Mitchell, Saeed-Uz-Zaman Khan, Calvin Lee, Adam Reinhold, Trevor A. Smith, Kenneth P. Ghiggino, David J. Jones, Barry P. Rand, Gregory D. Scholes
Summary: The morphology of organic semiconductors plays a critical role in the function of optoelectronic devices, especially in donor-acceptor mixtures within organic solar cells. Energy landscapes are shown to drive charge accumulation away from interfaces, forming large electric fields, similar to a capacitor. Adjusting annealing conditions affects domain purity and electro-absorption, demonstrating the importance of energy landscapes in shaping charge movement and the necessity of pure domains for reduced recombination and large electric fields.
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2021)
Article
Nanoscience & Nanotechnology
Sonam Saxena, Philipp Marlow, Jegadesan Subbiah, Alexander Colsmann, Wallace W. H. Wong, David J. Jones
Summary: The stability of P3HT:indene-C-60 bis-adduct (ICBA) nanoparticle dispersions is enhanced by incorporating pyridine end-capped poly(3-hexylthiophene) (P3HT-Py) as an additive, allowing for smaller nanoparticle sizes and higher concentrations. This approach results in improved shelf-life and performance of the solar cells with a minimal impact on device efficiency.
ACS APPLIED MATERIALS & INTERFACES
(2021)
Article
Polymer Science
Gagandeep Ahluwalia, Jegadesan Subbiah, Valerie D. Mitchell, Nicolau Saker Neto, David J. Jones
Summary: This study demonstrates a strategy to synthesize fully conjugated amphiphilic diblock copolymers in a one-pot reaction by combining Suzuki and Stille pseudoliving polymerizations.
Article
Energy & Fuels
Mohammadreza Aghaei, Rosie Pelosi, Wallace W. H. Wong, Timothy Schmidt, Michael G. Debije, Angele H. M. E. Reinders
Summary: The optical and electrical performances of visually attractive mosaic cubical luminescent solar concentrator photovoltaic (LSC PV) devices have been measured in various configurations consisting of four cubical lightguides with edge- and bottom-mounted silicon solar cells. In total, 19 different configurations of mosaic LSC PV devices have been experimentally evaluated in this study.
PROGRESS IN PHOTOVOLTAICS
(2022)
Article
Chemistry, Multidisciplinary
Daniel Kroh, Fabian Eller, Konstantin Schoetz, Stefan Wedler, Lorena Perdigon-Toro, Guillaume Freychet, Qingya Wei, Maximilian Doerr, David Jones, Yingping Zou, Eva M. Herzig, Dieter Neher, Anna Koehler
Summary: The interaction behavior of blend films formed by the donor polymer PM6 and two nonfullerene acceptors Y6 and N4 was investigated, revealing the influence of acceptor aggregation on the efficiency of organic solar cells.
ADVANCED FUNCTIONAL MATERIALS
(2022)
Article
Materials Science, Multidisciplinary
Hui Jin, Xiao Wang, Ronan Chu, Jegadesan Subbiah, David J. Jones, Andrew R. J. Nelson, Ian R. Gentle, Paul L. Burn, Paul E. Shaw
Summary: This study compared the conventional and inverted BHJ solar cells composed of a non-polymeric donor and [6,6]-phenyl-C71 butyric acid methyl ester (PC71BM) as the acceptor. It was found that the conventional device structure had higher power conversion efficiencies due to a smaller component of bimolecular recombination. The larger bimolecular recombination losses in the inverted device were caused by the phase separation of PC71BM, resulting in reduced hole extraction efficiency.
ORGANIC ELECTRONICS
(2022)
Article
Chemistry, Organic
Paulo Miguel Simon, Jonathan O. Castillo, Tze Cin Owyong, Jonathan M. White, Nicolau Saker Neto, Wallace W. H. Wong
Summary: Boronic acid protecting group chemistry significantly expands the versatility of Suzuki-Miyaura cross-coupling. The BOMA ligand, similar to the MIDA ligand, forms tridentate complexes with boronic acids, but can be deprotected using organic acids. BOMA boronates exhibit excellent stability in both alkaline and acidic conditions, enabling a wide range of chemoselective reactions.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Na Wu, Nicholas Kirkwood, Nicolau Saker Neto, Rehana Pervin, Paul Mulvaney, Wallace W. H. Wong
Summary: To understand the factors controlling energy transfer from QDs to dyes, a series of CdxZn1-xS/ZnS QD-PDI composite nanocrystals were fabricated. The maximum energy transfer efficiency of 91% was achieved with composites containing carboxylic acid anchoring groups and longer alkyl chains. Composites with carboxylic acid anchors exhibited greater photostability compared to those with amine anchors.
JOURNAL OF PHYSICAL CHEMISTRY C
(2023)
Article
Chemistry, Multidisciplinary
Pengjun Zhao, Jegadesan Subbiah, Bolong Zhang, James A. Hutchison, Gagandeep Ahluwalia, Valerie Mitchell, Kenneth P. Ghiggino, David J. Jones
Summary: Efficient surface passivation of perovskite solar cells is achieved by introducing synthesized amine-functionalized fullerenes with increasing carbon chain lengths as interface passivation layers. The longer chain length amine-functionalized fullerene exhibits a more beneficial effect on device performance, resulting in a high power conversion efficiency of 21.2%. The surface energy, perovskite crystallite size, and electron transfer capacity are correlated with the linker chain length. This study unravels the mechanism of the passivation effect through amine-induced anchored crystallization of perovskite.
ADVANCED MATERIALS INTERFACES
(2023)
Article
Materials Science, Multidisciplinary
Jegadesan Subbiah, David J. Jones
Summary: Solid additive engineering plays a crucial role in fine-tuning the morphology of the active layer in organic photovoltaic devices. In this study, a phosphine-based solid additive was used to modify the phase-separated morphology of a photoactive layer, resulting in improved device performance. The fluorine bonding interaction and volatilization of the additive induced the rearrangement of the bulk heterojunction nanostructure, leading to larger crystalline sizes and enhanced charge separation and transport properties. With an optimal concentration of the solid additive, the power conversion efficiency of the devices significantly increased from 15.1% to 16.9%.
MATERIALS ADVANCES
(2023)
Article
Chemistry, Multidisciplinary
Subbiah Vijaya, Jegadesan Subbiah, David J. Jones, Sambandam Anandan
Summary: Bismuth-based perovskites are important materials in lead-free perovskite solar cells. A new strategy of ligand-assisted re-precipitation approach is used to improve crystallization and thin film quality. CsBi3I10-based perovskite solar cells show the highest power conversion efficiency of 2.3%.
Article
Chemistry, Organic
Paulo Miguel Simon, Jonathan O. Castillo, Tze Cin Owyong, Jonathan M. White, Nicolau Saker Neto, Wallace W. H. Wong
Summary: Boronic acid protecting group chemistry greatly enhances the versatility of Suzuki-Miyaura cross-coupling. Prominent examples include trifluoroborate salts, N-methyliminodiacetic acid (MIDA) boronates, and 1,8-diaminonaphthalene boronamides. In this work, a new bis(2-hydroxybenzyl)methylamine (BOMA) ligand is introduced, which forms tridentate complexes with boronic acids similar to the MIDA ligand but with deprotection facilitated by organic acids. The BOMA boronates exhibit considerable stability in both aqueous base and acid, and various chemoselective reactions can be conducted on these boronates, including selective Suzuki-Miyaura coupling, palladium-catalyzed borylation, ester hydrolysis, alkylation, lithiation-borylation, and oxidative hydroxydeboronation.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Materials Science, Multidisciplinary
Inseong Cho, William J. Kendrick, Alexandra N. Stuart, Pria Ramkissoon, Kenneth P. Ghiggino, Wallace W. H. Wong, Girish Lakhwani
Summary: This study demonstrates the suppression of excimer emission and the enhancement of energy transfer in TADF emitters through strong light-matter coupling, leading to efficient organic light-emitting diodes with high color purity.
JOURNAL OF MATERIALS CHEMISTRY C
(2023)
Article
Materials Science, Multidisciplinary
Inseong Cho, William J. Kendrick, Alexandra N. Stuart, Pria Ramkissoon, Kenneth P. Ghiggino, Wallace W. H. Wong, Girish Lakhwani
Summary: Strong light-matter coupling is exploited as a way to reduce aggregation-induced excimer losses in multi-resonance thermally activated delayed fluorescence emitters.
JOURNAL OF MATERIALS CHEMISTRY C
(2023)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
