scholarly journals Surface Engineering of Fluoropolymer Films via the Attachment of Crown Ether Derivatives Based on the Combination of Radiation-Induced Graft Polymerization and the Kabachnik–Fields Reaction

Polymers ◽  
2019 ◽  
Vol 11 (8) ◽  
pp. 1337 ◽  
Author(s):  
Omichi ◽  
Yamashita ◽  
Okura ◽  
Ikutomo ◽  
Ueki ◽  
...  

In this manuscript, we present the successful attachment of crown ether moieties onto fluoropolymer surfaces, via the combination of radiation-induced graft polymerization and a subsequent surface Kabachnik–Fields three-component reaction. The obtained crown ether-tethered fluoropolymer films exhibited an ammonium cation capturing ability, owing to the host–guest interactions (i.e., hydrogen bonding) between the surface-anchored crown ethers and the guest ammonium cations.

Author(s):  
Kai Guo ◽  
Sitong Liu ◽  
Haoming Tu ◽  
Zhikun Wang ◽  
Liang Chen ◽  
...  

Crown ethers could serve as hosts to selectively incorporate various guest atoms or molecules within the macrocycles. However, the high flexibility of crown ether molecules limits their applications in areas...


Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 2028
Author(s):  
Shin-ichi Sawada ◽  
Yasunari Maekawa

We prepared novel bipolar membranes (BPMs) consisting of cation and anion exchange layers (CEL and AEL) using radiation-induced asymmetric graft polymerization (RIAGP). In this technique, graft polymers containing cation and anion exchange groups were introduced into a base film from each side. To create a clear CEL/AEL boundary, grafting reactions were performed from each surface side using two graft monomer solutions, which are immiscible in each other. Sodium p-styrenesulfonate (SSS) and acrylic acid (AA) in water were co-grafted from one side of the base ethylene-co-tetrafluoroethylene film, and chloromethyl styrene (CMS) in xylene was simultaneously grafted from the other side, and then the CMS units were quaternized to afford a BPM. The distinct SSS + AA- and CMS-grafted layers were formed owing to the immiscibility of hydrophilic SSS + AA and hydrophobic CMS monomer solutions. This is the first BPM with a clear CEL/AEL boundary prepared by RIAGP. However, in this BPM, the CEL was considerably thinner than the AEL, which may be a problem in practical applications. Then, by using different starting times of the first SSS+AA and second CMS grafting reactions, the CEL and AEL thicknesses was found to be controlled in RIAGP.


1973 ◽  
pp. 1188-1194
Author(s):  
Shoji HASHIMOTO ◽  
Akira UDAGAWA ◽  
Eiichi KAGEYAMA

2014 ◽  
Vol 2014 (31) ◽  
pp. 6925-6934 ◽  
Author(s):  
Bo Tang ◽  
Hong-Mei Yang ◽  
Wen-Jing Hu ◽  
Ming-Liang Ma ◽  
Yahu A. Liu ◽  
...  
Keyword(s):  

ChemInform ◽  
2010 ◽  
Vol 31 (25) ◽  
pp. no-no
Author(s):  
Guo-Ping Xue ◽  
Jerald S. Bradshaw ◽  
Ning Su ◽  
Krzysztof E. Krakowiak ◽  
Paul B. Savage ◽  
...  

1991 ◽  
Vol 69 (1) ◽  
pp. 12-19 ◽  
Author(s):  
Frank R. Fronczek ◽  
Richard D. Gandour ◽  
Thomas M. Fyles ◽  
Philippa J. Hocking ◽  
Susan J. McDermid ◽  
...  

The synthesis of crown ethers derived from meso-tartaric acid was investigated. The sodium salt of the bis(dimethylamide) of meso-tartaric acid reacted with diethylene glycol ditosylate to give a mixture of 18-crown-6 tetraamide and 27-crown-9 hexaamide crown ethers. The 2R,3S,11S,12R 18-crown-6 isomer crystallized in triclinic space group [Formula: see text] (a = 7.557(2), b = 8.866(2), c = 10.4133(13) Å, α = 94.13(2), β = 95.86(2), γ = 99.26(2)°, R = 0.040 for 2090 observed of 3129 unique reflections). The structures of the remaining products were then assigned from the NMR spectra. The solution conformations of the amide crown ethers were examined by NMR, and provide a rationale for the product distribution obtained. One of the 18-crown-6 isomers and a mixture of the two 27-crown-9 isomers were hydrolyzed to the respective crown ether carboxylic acids, and the stability constants for complexation of cations were determined by potentiometric titration. The meso tetra- and hexacarboxylates are remarkably nonselective and inefficient cation complexing agents, compared to related crown ethers from R,R-(+)-tartaric acid, due to the unfavorable conformational control exerted by the tartaro units. Key words: crown ether synthesis, complexation, crown ether conformation, meso-tartaric acid, crystal structure.


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