Efficient Macrocyclic Trap for Capture of Pyridine
Source abstract
Abstract
Abstract We herein report an efficient macrocyclic trap for capture of pyridine. Single crystals of macrocycle R-BINOL[2] enable rapid separation of pyridine within 45 min with high adsorption capacity, where each macrocycle molecule can encapsulate four pyridine molecules from a toluene/pyridine mixture (50:50, v/v). Such excellent separation performance is attributed to strong intermolecular O–H···N hydrogen-bonding interactions formed between the endo-hydroxyl sites of macrocycle and pyridine molecules. The macrocycle facilitates the removal of Py from Tol, the purity of Tol increased from 98.3% to 99.3%.
Source: crossref · Quality: baseline
Research context
OpenAlex topics: Supramolecular Chemistry and Complexes · Molecular Sensors and Ion Detection · Synthesis and Properties of Aromatic Compounds
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Tianjin Normal University , , ,
Funding
National Natural Science Foundation of China · Natural Science Foundation of Tianjin Municipality · Joint Funds of the Natural Science Foundation of Tianjin
References (56)
Show source-provided references
1. Entrainer-Assisted Pressure-Swing Distillation for Separating the Minimum-Boiling Azeotrope Toluene/Pyridine: Design and Control10.1021/acs.iecr.7b02961 ↗
2. Separation of Aromatics/Cyclic Aliphatics by Nonporous Adaptive Pillararene Crystals10.1002/anie.201808998 ↗
3. Fluorinated Macrocycle for Adsorptive Separation and Chromatographic Separation of Toluene and Methylcyclohexane10.1002/chem.202404566 ↗
4. Energy saving methods for the separation of a minimum boiling point azeotrope using an intermediate entrainer10.1016/j.energy.2012.12.011 ↗
5. Design and Control of a Hybrid Extraction–Distillation System for the Separation of Pyridine and Water10.1021/acs.iecr.5b01671 ↗
6. Bio-based solvents as entrainers for extractive distillation in aromatic/aliphatic and olefin/paraffin separation10.1039/D0GC01769H ↗
7. Control of extractive distillation process for separating heterogenerous ternary azeotropic mixture via adjusting the solvent content10.1016/j.seppur.2017.09.008 ↗
8. Insight into pressure-swing distillation from azeotropic phenomenon to dynamic control10.1016/j.cherd.2016.10.040 ↗
9. Design and control of a pressure-swing distillation process with vapor recompression10.1016/j.cep.2017.09.020 ↗
10. Deep eutectic solvents as extraction media for azeotropic mixtures10.1039/c3gc37030e ↗
11. Dividing wall columns for heterogeneous azeotropic distillation10.1016/j.cherd.2015.03.022 ↗
12. Optimal Synthesis of Distillation Systems for Bioethanol Separation. Part 2. Extractive Distillation with Complex Columns10.1021/ie301829n ↗
13. Host–Guest Complexation of Perethylated Pillar[5]arene with Alkanes in the Crystal State10.1002/anie.201503489 ↗
14. Reversible Iodine Capture by Nonporous Pillar[6]arene Crystals10.1021/jacs.7b09850 ↗
15. Styrene Purification by Guest-Induced Restructuring of Pillar[6]arene10.1021/jacs.6b13300 ↗
16. Nonporous Adaptive Crystals of Pillararenes10.1021/acs.accounts.8b00255 ↗
17. Near-Ideal Xylene Selectivity in Adaptive Molecular Pillar[n]arene Crystals10.1021/jacs.8b02621 ↗
18. Post-Synthetic Modification of Nonporous Adaptive Crystals of Pillar[4]arene[1]quinone by Capturing Vaporized Amines10.1021/jacs.8b10192 ↗
19. Supramolecular-Macrocycle-Based Crystalline Organic Materials10.1002/adma.201904824 ↗
20. Efficient Separation of cis- and trans-1,2-Dichloroethene Isomers by Adaptive Biphen[3]arene Crystals10.1002/anie.201905563 ↗
21. Geminiarene Molecular Scale Dual Selectivity for Chlorobenzene and Chlorocyclohexane Fractionation10.1021/jacs.9b03559 ↗
22. Adsorptive Separation of Benzene, Cyclohexene, and Cyclohexane by Amorphous Nonporous Amide Naphthotube Solids10.1002/anie.202009436 ↗
23. Separation of 2-Chloropyridine/3-Chloropyridine by Nonporous Adaptive Crystals of Pillararenes with Different Substituents and Cavity Sizes10.1021/jacs.0c01274 ↗
24. Separation of Bromoalkanes Isomers by Nonporous Adaptive Crystals of Leaning Pillar[6]arene10.1002/anie.201911965 ↗
25. Vapochromic Behaviors of A Solid-State Supramolecular Polymer Based on Exo-Wall Complexation of Perethylated Pillar[5]arene with 1,2,4,5-Tetracyanobenzene10.1002/anie.202013701 ↗
26. Synthetic Macrocycle-Based Nonporous Adaptive Crystals for Molecular Separation10.1002/anie.202006999 ↗
27. Adsorptive Molecular Sieving of Styrene over Ethylbenzene by Trianglimine Crystals10.1021/jacs.0c13019 ↗
28. Reimplementing Guest Shape Sorting of Nonporous Adaptive Crystals via Substituent-Size-Dependent Solid-Vapor Postsynthetic Modification10.1002/ange.202211780 ↗
29. Efficient Purification of 2,6-Lutidine by Nonporous Adaptive Crystals of Pillararenes10.1021/acsami.2c11776 ↗
30. Separation of pyrrolidine from tetrahydrofuran by using pillar[6]arene-based nonporous adaptive crystals10.1039/D2SC02494B ↗
31. Highly selective molecular sieving of cis- over trans-1,2-dichloroethene isomers10.1039/D2CC03574J ↗
32. Separation of Cyclohexanone and Cyclohexanol by Adaptive Pillar[5]arene Cocrystals Accompanied by Vapochromic Behavior10.1021/jacsau.3c00131 ↗
33. Potential of nonporous adaptive crystals for hydrocarbon separation10.1039/D2CS00856D ↗
34. Grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers10.1038/s41467-023-41713-9 ↗
35. Adsorptive molecular sieving of aromatic hydrocarbons over cyclic aliphatic hydrocarbons via an intrinsic/extrinsic approach10.1039/D3TA06602A ↗
36. Synthesis of the Fluorine-Edged Macrocycle for Promoting High-Resolution Gas Chromatographic Separation10.1021/acs.chemmater.4c02677 ↗
37. Near-perfect separation of alicyclic ketones and alicyclic alcohols by nonporous adaptive crystals of perethylated pillar[5]arene and pillar[6]arene10.1016/j.cclet.2024.110102 ↗
38. Selective adsorptive separation of xylene isomers in vapor and liquid phases by nonporous adaptive crystals of leaning pillar[6]arenes10.1016/j.cej.2025.166884 ↗
39. Selective separation of meta- and para-cresol using nonporous adaptive crystals of perpropoxylated pillar[5]arene10.1039/D5QO00620A ↗
40. Biphen[n]arene-Based Supramolecular Materials10.1021/accountsmr.5c00071 ↗
41. Molecular-Level Manipulation of the Topological Structures in Clamparene-Based Charge-Transfer Co-Crystals and Their Selective Recognition of Xylene Isomers10.1021/acs.chemmater.5c02688 ↗
42. Acyclic cucurbituril as sequestrant for acetaminophen10.1039/D6CC01879C ↗
43. Biphen[n]arenes: Modular Synthesis, Customizable Cavity Sizes, and Diverse Skeletons10.1021/acs.accounts.2c00043 ↗
44. Low-entropy-penalty synthesis of giant macrocycles for good self-assembly and emission enhancement10.1002/agt2.607 ↗
45. Chiral macrocyclic membranes for efficient enantioselective separation10.1007/s11426-025-2923-9 ↗
46. High-Performance Squaramine Macrocycles as Molecular Sieves for Selective Halogen Separation and Aromatic Bromination10.1002/ange.202520458 ↗
47. Synthesis of chiral macrocyclic hosts for enantioselective recognition in water and versatile enantioseparation10.1007/s11426-025-3156-0 ↗
48. Prospering the biphen[n]arenes family by tailoring reaction modules10.1016/j.cclet.2021.09.096 ↗
49. Extended biphenarene-based sensor array for discriminating fentanyl analogs in complex systems10.1016/j.cclet.2025.111961 ↗
50. Highly Selective Separation of Minimum-Boiling Azeotrope Toluene/Pyridine by Nonporous Adaptive Crystals of Cucurbit[6]uril10.1002/anie.201916041 ↗
51. Double-Cavity Nor-Seco-Cucurbit[10]uril Enables Efficient and Rapid Separation of Pyridine from Mixtures of Toluene, Benzene, and Pyridine10.1002/ange.202207209 ↗
52. Nonporous Adaptive Calix[4]pyrrole Crystals for Polar Compound Separations10.1021/jacs.1c09385 ↗
53. Separation of benzene and toluene associated with vapochromic behaviors by hybrid[4]arene-based co-crystals10.1038/s41467-024-45592-6 ↗
54. Vapochromic separation of toluene and pyridine azeotropes using adaptive macrocycle co-crystals10.1039/D4CC01246A ↗
55. Chiral Macrocycles for Enantioselective Recognition10.1021/jacs.4c07924 ↗
56. Achiral Guest-Modulated Circularly Polarized Luminescence of Chiral Macrocycles by Host–Guest Encapsulation10.1021/jacs.5c20599 ↗