Hydrogen-Bonded, Hierarchically Structured Single-Component Chiral Poly(ionic liquid) Porous Membranes: Facile Fabrication and Application in Enantioselective Separation

Wang, Binmin; Wang, Lei; Zha, Zhengtai; Hu, Yingyi; Xu, Luyao; Wang, Hong

doi:10.31635/ccschem.021.202101543

Cited by 11 publications

(12 citation statements)

References 32 publications

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“…On the basis of this achievement, SPPMs were further functionalized with a single PIL component that bears chiral NH groups. It has been demonstrated that these chiral SPPMs are able to efficiently separate drug enantiomers (penicillamine) via directional H-bonding interactions . These aforementioned successful findings offer fascinating opportunities for engineering multifunctional SPPMs.…”

Section: Sha Application: From Nano- To Micro- To Macroscopic Scalementioning

confidence: 94%

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Smart Hydrogen Atoms in Heterocyclic Cations of 1,2,4-Triazolium-Type Poly(ionic liquid)s

et al. 2022

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Metrics & MoreArticle Recommendations * sı Supporting Information CONSPECTUS: Discovering and constructing molecular functionality platforms for materials chemistry innovation has been a persistent target in the fields of chemistry, materials, and engineering. Around this task, basic scientific questions can be asked, novel functional materials can be synthesized, and efficient system functionality can be established. Poly(ionic liquid)s (PILs) have attracted growing interest far beyond polymer science and are now considered an interdisciplinary crossing point between multiple research areas due to their designable chemical structure, intriguing physicochemical properties, and broad and diverse applications. Recently, we discovered that 1,2,4-triazolium-type PILs show enhanced performance profiles, which are due to stronger and more abundant supramolecular interactions ranging from hydrogen bonding to metal coordination, when compared with structurally similar imidazolium counterparts. This phenomenon in our view can be related to the smart hydrogen atoms (SHAs), that is, any proton that binds to the carbon in the Nheterocyclic cations of 1,2,4-triazolium-type PILs. The replacement of one carbon by an electron-withdrawing nitrogen atom in the broadly studied heterocyclic imidazolium ring will further polarize the C−H bond (especially for C5−H) of the resultant 1,2,4-triazolium cation and establish new chemical tools for materials design. For instance, the H-bond-donating strength of the SHA, as well as its Bro̷ nsted acidity, is increased. Furthermore, polycarbene complexes can be readily formed even in the presence of weak or medium bases, which is by contrast rather challenging for imidazolium-type PILs. The combination of SHAs with the intrinsic features of heterocyclic cation-functionalized PILs (e.g., Ncoordination capability and polymeric multibinding effects) enables new phenomena and therefore innovative materials applications.In this Account, recent progress on SHAs is presented. SHA-related applications in several research branches are highlighted together with the corresponding materials design at size scales ranging from nano-to micro-and macroscopic levels. At a nanoscopic level, it is possible to manipulate the interior and outer shapes and surface properties of PIL nanocolloids by adjusting the hydrogen bonds (H-bonds) between SHAs and water. Owing to the interplay of polycarbene structure, N-coordination, and the polymer multidentate binding of 1,2,4-triazolium-type PILs, metal clusters with controllable size at sub-nanometer scale were successfully synthesized and stabilized, which exhibited record-high catalytic performance in H 2 generation via methanolysis of ammonia borane. At the microscopic level, SHAs are found to efficiently catalyze single crystal formation of structurally complex organics. Free protons in situ released from the SHAs serve as organocatalysts to activate formation of C−N bonds at room temperature in a series of imine-linked crystalline porous organics, such as organic cag...

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Section: Sha Application: From Nano- To Micro- To Macroscopic Scalementioning

confidence: 94%

“…It has been demonstrated that these chiral SPPMs are able to efficiently separate drug enantiomers (penicillamine) via directional H-bonding interactions. 50 These aforementioned successful findings offer fascinating opportunities for engineering multifunctional SPPMs.…”

Section: Sha Application: From Nano- To Micro- To Macroscopic Scalementioning

confidence: 96%

Smart Hydrogen Atoms in Heterocyclic Cations of 1,2,4-Triazolium-Type Poly(ionic liquid)s

et al. 2022

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“…For example, Wang's group designed an innovative method to manufacture chiral PPMs (CPPMs) bearing chiral NH groups by crosslinking single‐component chiral PILs with water molecules via hydrogen (H)‐bonding. [ 91 ] Typically, a DMSO solution of single chiral poly(1‐ L ‐phenylglycinyl‐3‐vinylimidazolium bistrifluoromethanesulfonimidate [TFSI]) ( L ‐PVImPhgTFSI) or poly(1‐ D ‐phenylglycinyl‐3‐vinylimidazolium TFSI) ( D ‐PVImPhgTFSI) was cast onto a glass mold, dried for 6 h at 90 °C, and finally soaked in water for 15 min to form the CPPMs (Figure 10a). Such facile phase separation induced formation of porous membranes is free of toxic organic solvent and performed via a bottom‐up method.…”

Section: Supramolecular Structure Ppms and Their Promising Applicationsmentioning

confidence: 99%

“…water molecules. [90] Recent Advances Hu et [91] Thereupon, the introduction of H 2 O molecules into the PIL chains can weaken the coulomb interaction between oppositely charged ions, resulting in the aggregation of polycations through preferential H-bonding interactions. This process eventually leads to a phase separation of polar and nonpolar domains in polycationic chains.…”

Section: Supramolecular Structure Ppms and Their Promising Applicationsmentioning

confidence: 99%

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Functional Poly(ionic liquid) Porous Membranes: From Fabrications to Advanced Applications^†

Wang

et al. 2022

Chin. J. Chem.

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Comprehensive Summary Polyelectrolyte porous membranes (PPMs) belong to the most interesting classes of materials, because the synergy of tunable pore sizes and charge nature of polyelectrolyte endow them with wide‐ranging practical applications. However, owing to the water solubility and ionic nature of the polyelectrolytes, traditional polyelectrolytes are difficult to use in scalable preparation of high‐quality PPMs through the well‐developed industrial methods. Poly(ionic liquid)s (PIL) are a subclass of functional polyelectrolytes bearing ionic liquid groups in their repeating unites, inheriting the advantages of ionic liquids (ILs) and macromolecular architecture features. In recent years, along with rapid development of PIL materials chemistry, considerable and significant developments involving the novel preparation methods, and structure‐property‐function relationships of PPMs have been made. In this review, we highlight the latest discovery and proceedings of PPMs, particularly the advancements in how to tailor structures and properties of PPMs by rational structure design of PILs. The formation mechanisms of various PPMs were also discussed in detail from the viewpoint of PILs molecular structures. A future perspective of the challenges and promising potential of PPMs is cast on the basis of these achievements. We expect that these analyses and deductions will be useful for the design of useful PPMs and serve as a source of inspiration for the design of future multifunctional PPMs.

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Self‐Adhesive Self‐Healing Thermochromic Ionogels for Smart Windows with Excellent Environmental and Mechanical Stability, Solar Modulation, and Antifogging Capabilities

Guan

et al. 2023

Advanced Materials

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especially visible and near-infrared light), by dramatically and reversibly modulating their transparency upon exposure to an external stimulus, have attracted significant attention and have proved effective in saving building energy consumption. [2] To date, numerous responsive materials, such as inorganic oxides, organic photochromic dyes, inorganic nanoparticles, and hydrogels have been used to fabricate smart windows. [3,4] Compared with chromic materials that respond to electricity, mechanical force, or magnetic field, thermochromic materials that can be triggered by solar heating are more suitable for smart window applications, as they do not require additional manual intervention or energy consumption. [5] While thermochromic materials show great promise, some shortcomings limit their application in smart windows. [1] For instance, inorganic semiconductor oxides and dyes have unsatisfactory transparency, solar modulation capacity, and poor oxidation resistance. [1] On the other hand, emerging hydrogel-based thermochromic materials, such as poly N-isopropylacrylamide hydrogel, driven by the lower critical solution temperature (LCST) phenomenon, have attracted significant attention due to their high transparency and good solar modulation capability. [6] At temperatures lower than the LCST, water is uniformly dispersed in the polymer network, ensuring good transparency. As the temperature increases, favorable interactions between polymers and water molecules weaken, leading to phase separation that results in opacity. [7] However, these thermochromic hydrogels have inherent disadvantages of water freezing and evaporation. [8] As a result, they have issues concerning environmental stability, which limits their practical application in smart windows.Ionic liquids (ILs) are a class of room-temperature molten salts. [9] Ionogels, a new generation of gels, prepared by immobilizing ILs in 3D polymer networks, are semisolid materials that can retain vital properties of both ionic liquid and polymer networks. [10,11] Compared with hydrogels or organogels, ionogels have exceptional environmental stability that originates from the nonvolatility and wide liquid temperature range of ILs. [12][13][14] Current thermochromic materials used in smart windows still face challenges, such as poor mechanical and environmental stability, unsatisfactory solar modulation capacity, and low transparency. Herein, the first self-adhesive self-healing thermochromic ionogels with excellent mechanical and environmental stability, antifogging capability, transparency, and solar modulation capability by loading binary ionic liquids (ILs) into rational-designed selfhealing poly(urethaneurea) with acylsemicarbazide (ASCZ) moieties that have reversible and multiple hydrogen bonds are reported and their feasibility as smart windows with reliability and long service life is demonstrated. The selfhealing thermochromic ionogels can switch between transparent and opaque without leakage or shrinkage, by the constrained reversible phase separation of ...

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Hydrogen-Bonded, Hierarchically Structured Single-Component Chiral Poly(ionic liquid) Porous Membranes: Facile Fabrication and Application in Enantioselective Separation

Cited by 11 publications

References 32 publications

Smart Hydrogen Atoms in Heterocyclic Cations of 1,2,4-Triazolium-Type Poly(ionic liquid)s

Smart Hydrogen Atoms in Heterocyclic Cations of 1,2,4-Triazolium-Type Poly(ionic liquid)s

Functional Poly(ionic liquid) Porous Membranes: From Fabrications to Advanced Applications^†

Self‐Adhesive Self‐Healing Thermochromic Ionogels for Smart Windows with Excellent Environmental and Mechanical Stability, Solar Modulation, and Antifogging Capabilities

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Hydrogen-Bonded, Hierarchically Structured Single-Component Chiral Poly(ionic liquid) Porous Membranes: Facile Fabrication and Application in Enantioselective Separation

Cited by 11 publications

References 32 publications

Smart Hydrogen Atoms in Heterocyclic Cations of 1,2,4-Triazolium-Type Poly(ionic liquid)s

Smart Hydrogen Atoms in Heterocyclic Cations of 1,2,4-Triazolium-Type Poly(ionic liquid)s

Functional Poly(ionic liquid) Porous Membranes: From Fabrications to Advanced Applications†

Self‐Adhesive Self‐Healing Thermochromic Ionogels for Smart Windows with Excellent Environmental and Mechanical Stability, Solar Modulation, and Antifogging Capabilities

Contact Info

Product

Resources

About

Functional Poly(ionic liquid) Porous Membranes: From Fabrications to Advanced Applications^†