- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Covalent Organic Framework Applications
- Luminescence and Fluorescent Materials
- Metal-Organic Frameworks: Synthesis and Applications
- Organic Light-Emitting Diodes Research
- Graphene research and applications
- Dendrimers and Hyperbranched Polymers
- Perovskite Materials and Applications
- Quantum Dots Synthesis And Properties
- Crystallography and molecular interactions
- Advanced Photocatalysis Techniques
- Molecular Sensors and Ion Detection
- Radical Photochemical Reactions
- Organic and Molecular Conductors Research
- Conducting polymers and applications
- TiO2 Photocatalysis and Solar Cells
- Chemical Reactions and Mechanisms
- Catalytic C–H Functionalization Methods
- Surface Chemistry and Catalysis
- Photochemistry and Electron Transfer Studies
- Organic Electronics and Photovoltaics
- Click Chemistry and Applications
- Biopolymer Synthesis and Applications
- Topological Materials and Phenomena
McGill University
2019-2024
GP Batteries (China)
2020
Robert Bosch (Germany)
2020
Laboratoire de Chimie Moléculaire et Thioorganique
2020
Lithium Power (United States)
2020
Real Academia Española
2019
Real Sociedad Española de Química
2019
Designing structural order in electronically active organic solids remains a great challenge the field of materials chemistry. Now, 2D poly(arylene vinylene)s prepared as highly crystalline covalent frameworks (COFs) by base-catalyzed aldol condensation trimethyltriazine with aromatic dialdehydes are reported. The synthesized polymers emissive (quantum yield up to 50 %), commonly observed their 1D analogues poly(phenylene vinylene)s. inherent well-defined porosity (surface area ca. 1000 m2...
We report the first transformation between crystalline vinylene-linked two-dimensional (2D) polymers and cyclobutane-linked three-dimensional (3D) polymers. Specifically, absorption-edge irradiation of 2D poly(arylenevinylene) covalent organic frameworks (COFs) results in topological [2 + 2] cycloaddition cross-linking π-stacked layers 3D COFs. The reaction is reversible, heating to 200 °C leads a cycloreversion while retaining COF crystallinity. resulting difference connectivity manifested...
The black crystalline (aza)triangulene-based covalent organic framework TANG-COF was synthesized from its trinitro-TANG precursor via a one-pot, two-step reaction involving Pd-catalyzed hydrogenation and polycondensation with an aromatic dialdehyde. High crystallinity permanent porosity of the layered two-dimensional (2D) structure were established. rigid, electron-rich trioxaazatriangulene (TANG) building block enables strong π-electron interactions manifested in broad absorptions across...
Abstract Red luminescence is found in off‐white tris(iodoperchlorophenyl)methane ( 3I‐PTM H ) crystals which characterized by a high photoluminescence quantum yield (PLQY 91 %) and color purity (CIE coordinates 0.66, 0.34). The emission originates from the doublet excited state of neutral radical R , spontaneously formed becomes embedded matrix. defect can also be deliberately introduced into maintain PLQY with up to 4 % concentration. immobilized iodinated demonstrates excellent...
Recently, photochemistry of Electron Donor-Acceptor (EDA) complexes employing catalytic amounts electron donors have become interest as a new methodology in the catalysis field, allowing for decoupling transfer (ET) from bond-forming event. However, examples practical EDA systems regime remain scarce, and their mechanism is not yet well-understood. Herein, we report discovery an complex between triarylamines α-perfluorosulfonylpropiophenone reagents, catalyzing C-H perfluoroalkylation arenes...
Abstract Quantum dots (QDs) are promising building blocks for luminescent solar concentrators (LSCs), yet most QD‐based LSCs suffer from toxic metal composition and color tinting. UV‐selective harvesting QDs can enable visible transparency, but their development is restricted by large reabsorption losses low photoluminescence quantum yield (PLQY). The developed here Ag, Mn: ZnInS 2 /ZnS show a high PLQY of 53% due to the passivating effect ZnS shell. These selectively absorb UV light emit...
Abstract We report a series of highly emissive azatriangulenetrione (TANGO) solids in which the luminescent properties are controlled by engineering molecular packing adjusting steric size substituents. The co‐alignment “phosphorogenic” carbonyl groups within π‐stacks results an almost pure triplet emission HTANGO, TCTANGO, TBTANGO and TITANGO, while their rotation ≈60° sterically hindered t BuTANGO leads to singlet emission. Despite strong π‐interactions, aggregation‐induced quenching...
We report a rapid, room‐temperature mechanochemical synthesis of 2‐ and 3‐dimensional boroxine covalent organic frameworks (COFs), enabled by using trimethylboroxine as dehydrating additive to overcome the hydrolytic sensitivity boroxine‐based COFs. The resulting COFs display high porosity crystallinity, with COF‐102 being first example mechanochemically prepared 3D COF, exhibiting surface area ca. 2,500 m2 g–1. Mechanochemistry >20‐fold reduction in solvent use ~100‐fold reaction time...
Boroxine and dioxaborole are the first some of most studied synthons covalent organic frameworks (COFs). Despite their wide application in design functional COFs over last 15 years, synthesis still relies on original Yaghi's condensation boronic acids (with itself or with polyfunctional catechols), which difficult to prepare, poorly soluble, unstable presence water. Here, we propose a new synthetic approach boroxine (on basis transesterification pinacol aryl boronates (aryl-Bpins) methyl...
Carbon, although the central element in organic chemistry, has been traditionally neglected as a target for directional supramolecular interactions. The design of structures involving carbon-rich molecules, such arene hydrocarbons, limited almost exclusively to non-directional π-stacking, or derivatisation with heteroatoms introduce molecular assembly recognition sites. As result, predictable non-derivatised, carbon-only π-systems using non-covalent interactions remains an unsolved...
Thick-shell colloidal quantum dots (QDs) are promising building blocks for solar technologies due to their size/composition/shape-tunable properties. However, most well-performed thick-shell QDs suffer from frequent use of toxic metal elements including Pb and Cd, inadequate light absorption in the visible near-infrared (NIR) region wide bandgap shell. In this work, eco-friendly AgInSe
Organic room temperature phosphorescent (ORTP) compounds have recently emerged as a promising class of emissive materials with multitude potential applications. However, the number building blocks that give rise to efficient ORTP is still limited, and rules for engineering properties in organic solids are not well understood. Here, we report series N-substituted acridone derivatives electron-donating, electron-withdrawing, sterically bulky substituents. X-ray crystallography shows...
CuGaS 2 /ZnS quantum dots with a Stokes shift of ∼190 nm and PLQY 80% were developed for LSCs, which achieved an optical efficiency 1.7%. A tandem configuration integrating near-infrared-active AgInS 4.4%.
Abstract Designing structural order in electronically active organic solids remains a great challenge the field of materials chemistry. Now, 2D poly(arylene vinylene)s prepared as highly crystalline covalent frameworks (COFs) by base‐catalyzed aldol condensation trimethyltriazine with aromatic dialdehydes are reported. The synthesized polymers emissive (quantum yield up to 50 %), commonly observed their 1D analogues poly(phenylene vinylene)s. inherent well‐defined porosity (surface area ca....
We report a comparative study of two structurally similar donor–acceptor complexes with (1a) and without (2a) H-bonding using X-ray crystallography, spectroscopic analysis, density functional theory calculations. H-Bonding enhances the interactions, as manifested in narrower band gap shorter π-stacking distance 1a versus 2a, despite 2 being stronger donor than 1. Thin-film transistors showed ambipolar charge transport "double dip" characteristics, whereas no transistor behavior was observed for 2a.
We report a rapid, room-temperature mechanochemical synthesis of 2- and 3-dimensional boroxine covalent organic frameworks (COFs), enabled by using trimethylboroxine as dehydrating additive to overcome the hydrolytic sensitivity boroxine-based COFs. The resulting COFs display high porosity crystallinity, with COF-102 being first example mechanochemically-prepared 3D COF, exhibiting surface area exceeding 2,400 m2 g–1. Mechanochemistry >20-fold reduction in solvent use ~100-fold reaction...
The utility of the NO<sub>2</sub>-group in design organic semiconductors is demonstrated by fabricating OFETs with 5 nitrofluorenone derivatives and analyzing effects molecular crystal structure on their charge transport characteristics.
Two-dimensional conjugated polymers (2DCPs) are an emerging class of materials that exhibit properties similar to graphene yet do not have the limitation zero bandgap. On-surface synthesis provides exceptional control on polymerization reaction, allowing tailoring by choosing suitable monomers. Heteroatom-substituted triangulene 2DCPs constitute a playing ground for such design and predicted graphene-like band structures with high charge mobility characteristic Dirac cones in conduction or...
Abstract We report a series of highly emissive azatriangulenetrione (TANGO) solids in which the luminescent properties are controlled by engineering molecular packing adjusting steric size substituents. The co‐alignment “phosphorogenic” carbonyl groups within π‐stacks results an almost pure triplet emission HTANGO, TCTANGO, TBTANGO and TITANGO, while their rotation ≈60° sterically hindered t BuTANGO leads to singlet emission. Despite strong π‐interactions, aggregation‐induced quenching...
Abstract We report a rapid, room‐temperature mechanochemical synthesis of 2‐ and 3‐dimensional boroxine covalent organic frameworks (COFs), enabled by using trimethylboroxine as dehydrating additive to overcome the hydrolytic sensitivity boroxine‐based COFs. The resulting COFs display high porosity crystallinity, with COF‐102 being first example mechanochemically prepared 3D COF, exhibiting surface area ca . 2,500 m 2 g −1 Mechanochemistry a>20‐fold reduction in solvent use ~100‐fold...
Abstract Two near‐infrared (NIR) emissive π ‐conjugated covalent organic frameworks (COFs) pTANG1 and pTANG2 are synthesized using Knoevenagel condensation of trioxaazatriangulenetricarbaldehyde (TATANG) with benzene‐ biphenyldiacetonitriles, respectively. The morphology the COFs is affected by size TATANG precursor crystals. Donor–acceptor interactions in these result small bandgaps (≈1.6 eV) NIR emission (λ max = 789 nm for pTANG1). can absorb up to 9 molecules water per unit cell, which...
Quantification of the effect partial dehalogenation on SAMN a bromo-substituted heterotriangulene molecule by comprehensive DFT/MC model.