Spherical Covalent Organic Framework-like Material with a Vinylene Bridge for a Photothermal-Driven Suzuki Coupling Reaction
Source abstract
Abstract
Abstract Turning a traditional homogeneous reaction into a heterogeneous catalytic process has long been a crucial issue in the chemical industry because of favorable cost reduction from catalyst recycling. Modification of these heterogeneous catalysts could enable various functions that further benefit energy consumption and production efficiency. In this work, a spherical covalent organic framework like (COF-like) material (PDPP-TBP) was developed, which possesses broad light absorption properties and efficient photothermal conversion capabilities, with the highest surface temperature increased by over 70 °C from room temperature under the simulated light irradiation (1 kW m–2, equal to one sun). Palladium nanoparticles (Pd NPs) were successfully loaded onto PDPP-TBP by an impregnation-reduction method, forming photothermal heterogeneous catalyst Pd@PDPP-TBP. Such a composite exhibited high product yield and recyclability in photothermally driven Suzuki–Miyaura cross couplings, implying great potential of Pd@PDPP-TBP for advancing the field of heterogeneous catalysis, particularly in applications requiring environmentally friendly and energy-efficient processes.
Source: crossref · Quality: baseline
Research context
OpenAlex topics: Covalent Organic Framework Applications · Metal-Organic Frameworks: Synthesis and Applications · Advanced Photocatalysis Techniques
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Chongqing University , , ,
Guangxi Minzu University , , ,
Lanzhou University , , ,
Funding
National Natural Science Foundation of China
References (56)
Show source-provided references
1. Recent advances in the cross-coupling reactions of organoboron derivatives with organic electrophiles, 1995–199810.1016/S0022-328X(98)01055-9 ↗
2. High Triplet Energy Polymers Containing Phosphine Oxide as Novel Hosts for Solution-Processable Organic Light-Emitting Diodes10.1021/acs.macromol.3c01438 ↗
3. Thieno[3,2-b]thiophene and triphenylamine-based hole transport materials for perovskite solar cells10.3389/fmats.2023.1125462 ↗
4. General room-temperature Suzuki–Miyaura polymerization for organic electronics10.1038/s41563-023-01794-9 ↗
5. A heterogeneous single-atom palladium catalyst surpassing homogeneous systems for Suzuki coupling10.1038/s41565-018-0167-2 ↗
6. Schiff base-derived homogeneous and heterogeneous palladium catalysts for the Suzuki–Miyaura reaction10.1016/j.ccr.2015.11.010 ↗
7. The Destiny of Palladium: Development of Efficient Palladium Analysis Techniques in Enhancing Palladium Recovery10.1021/acs.oprd.9b00204 ↗
8. From supported homogeneous catalysts to heterogeneous molecular catalysts10.1016/S0010-8545(98)00062-9 ↗
9. Heterogeneous System in Organic Synthesis: A Review10.2174/1570193X16666190830101802 ↗
10. Heterogeneous Catalysis in Zeolites, Mesoporous Silica, and Metal–Organic Frameworks10.1002/adma.201701139 ↗
11. Covalent organic frameworks in heterogeneous catalysis: recent advances and future perspective10.1039/D3QM00188A ↗
12. Covalent Organic Frameworks (COFs) for heterogeneous catalysis: Recent trends in design and synthesis with structure-activity relationship10.1016/j.mattod.2023.05.023 ↗
13. Synthesis of Ultrafine and Highly Dispersed Metal Nanoparticles Confined in a Thioether-Containing Covalent Organic Framework and Their Catalytic Applications10.1021/jacs.7b07918 ↗
14. An N-heterocyclic carbene-functionalised covalent organic framework with atomically dispersed palladium for coupling reactions under mild conditions10.1039/C9GC01993F ↗
15. Phosphine-Based Covalent Organic Framework for the Controlled Synthesis of Broad-Scope Ultrafine Nanoparticles10.1002/smll.201906005 ↗
16. Palladium Immobilized on a Polyimide Covalent Organic Framework: An Efficient and Recyclable Heterogeneous Catalyst for the Suzuki–Miyaura Coupling Reaction and Nitroarene Reduction in Water10.1007/s10562-021-03637-1 ↗
17. Solving the COF trilemma: towards crystalline, stable and functional covalent organic frameworks10.1039/D0CS01027H ↗
18. Porous, Crystalline, Covalent Organic Frameworks10.1126/science.1120411 ↗
19. Covalent Organic Frameworks: Design, Synthesis, and Functions10.1021/acs.chemrev.9b00550 ↗
20. Nanoscale Covalent Organic Frameworks with Donor–Acceptor Structure for Enhanced Photothermal Ablation of Tumors10.1021/acsnano.1c01194 ↗
21. A donor-acceptor covalent organic framework as the promising construct for photothermal therapy10.1007/s40843-022-2232-4 ↗
22. Photothermal COFs with donor–acceptor structure for friction reduction and antiwear10.1039/D4CC00838C ↗
23. Thermo-photo catalysis: a whole greater than the sum of its parts10.1039/D1CS00782C ↗
24. Solar Energy Catalysis10.1002/anie.202204880 ↗
25. Multi-Functional 2D Covalent Organic Frameworks with Diketopyrrolopyrrole as Electron Acceptor10.1002/smll.202402993 ↗
26. Diketopyrrolopyrrole-Activated Dynamic Condensation Approach to Narrow-Band Gap Vinylene-Linked Covalent Organic Frameworks10.1002/anie.202417805 ↗
27. Synthesis of 2,5-Dibutyl-3,6-dimethyl-1H,2H,4H,5H-pyrrolo[3,4-c]pyrrole-1,4-dione: A Diketopyrrolopyrrole Scaffold for the Formation of Alkenyldiketopyrrolopyrrole Compounds10.1021/acs.orglett.9b00019 ↗
28. Colloidal Covalent Organic Frameworks10.1021/acscentsci.6b00331 ↗
29. Size-Controllable Synthesis of Uniform Spherical Covalent Organic Frameworks at Room Temperature for Highly Efficient and Selective Enrichment of Hydrophobic Peptides10.1021/jacs.9b09189 ↗
30. Nanoscale covalent organic frameworks as theranostic platforms for oncotherapy: synthesis, functionalization, and applications10.1039/D0NA00537A ↗
31. Polyvinylpyrrolidone (PVP) in nanoparticle synthesis10.1039/C5DT02964C ↗
32. A Synthetic Route for Crystals of Woven Structures, Uniform Nanocrystals, and Thin Films of Imine Covalent Organic Frameworks10.1021/jacs.7b07457 ↗
33. Synthesis of Vinylene-Linked Thiopyrylium-, Pyrylium-, and Pyridinium-Based Covalent Organic Frameworks by Acid-Catalyzed Aldol Condensation10.1002/chem.202202787 ↗
34. A COF-Like N-Rich Conjugated Microporous Polytriphenylamine Cathode with Pseudocapacitive Anion Storage Behavior for High-Energy Aqueous Zinc Dual-Ion Batteries10.1002/adma.202101857 ↗
35. Electron transfer and energy barrier co-modulation: Unravelling the role of sequential fluorination in high-rate CO2 photoreduction on conjugated organic polymers10.1016/j.apcata.2022.118618 ↗
36. Highly crystalline benzothiadiazole covalent organic framework for enhanced Cr(VI) photocatalytic reduction by constructing donor-acceptor structure10.1016/j.apcatb.2024.124583 ↗
37. Stable hexaazatrinaphthylene-based covalent organic framework as high-capacity electrodes for aqueous hybrid supercapacitors10.20517/energymater.2024.127 ↗
38. Self-Standing Covalent Organic Polymer Membrane with High Stability and Enhanced Ion-Sieving Effect for Flow Battery10.1002/anie.202413046 ↗
39. Porous Crystalline Olefin-Linked Covalent Organic Frameworks10.1021/jacs.9b02848 ↗
40. Marriage of 2D Covalent–Organic Framework and 3D Network as Stable Solar-Thermal Still for Efficient Solar Steam Generation10.1002/smtd.202100036 ↗
41. Accumulation of Glassy Poly(ethylene oxide) Anchored in a Covalent Organic Framework as a Solid-State Li+ Electrolyte10.1021/jacs.8b07670 ↗
42. A solution-processed nanoscale COF-like material towards optoelectronic applications10.1007/s11426-020-9865-3 ↗
43. A directly linked COF-like conjugated microporous polymer based on naphthalene diimides for high performance supercapacitors10.1039/D2CC02097A ↗
44. Chemically Delaminated Free-Standing Ultrathin Covalent Organic Nanosheets10.1002/anie.201607812 ↗
45. Construction of Thiadiazole-Bridged sp2-Carbon-Conjugated Covalent Organic Frameworks with Diminished Excitation Binding Energy Toward Superior Photocatalysis10.1021/jacs.3c08755 ↗
46. A Nanoporous Covalent Organic Framework Film-Based Optical Waveguide Sensor for H2S Gas Detection10.1021/acsanm.4c06557 ↗
47. Keep glowing and going: recent progress in diketopyrrolopyrrole synthesis towards organic optoelectronic materials10.1039/D1QO00613D ↗
48. Pd NPs-Loaded Homochiral Covalent Organic Framework for Heterogeneous Asymmetric Catalysis10.1021/acs.chemmater.7b02131 ↗
49. Palladium/Phosphorus-Doped Porous Organic Polymer as Recyclable Chemoselective and Efficient Hydrogenation Catalyst under Ambient Conditions10.1002/adsc.201700374 ↗
50. The Current Status of Heterogeneous Palladium Catalysed Heck and Suzuki Cross-Coupling Reactions10.3390/molecules23071676 ↗
51. Exploring Carbon-based Materials as a tailored platform for Suzuki–Miyaura Coupling Reaction: A Review10.1016/j.ccr.2024.216323 ↗
52. A Robust and Efficient Pd3 Cluster Catalyst for the Suzuki Reaction and Its Odd Mechanism10.1021/acscatal.6b02527 ↗
53. Is the Suzuki–Miyaura Cross-Coupling Reaction in the Presence of Pd Nanoparticles Heterogeneously or Homogeneously Catalyzed? An Interfacial Surface-Enhanced Raman Spectroscopy Study10.1021/acs.jpclett.9b00351 ↗
54. In situ study of metal leaching from Pd/Al2O3 induced by K2CO310.1039/C9CY02121C ↗
55. Photothermal Conversion Porous Organic Polymers: Design, Synthesis, and Applications10.1002/smtd.202301554 ↗
56. Ultrafine Pd nanoparticles loaded benzothiazole-linked covalent organic framework for efficient photocatalytic C–C cross-coupling reactions10.1039/D0RA03739G ↗