Koronka, Daniel; Miyatake, Kenji published an article in 2021. The article was titled 《Anion exchange membranes containing no β-hydrogen atoms on ammonium groups: synthesis, properties, and alkaline stability》, and you may find the article in RSC Advances.Electric Literature of C7H6BrCl The information in the text is summarized as follows:
Novel anion conductive polymer membranes have been designed and synthesized to investigate whether the absence of β-hydrogen atoms of ammonium groups affects the membranes’ properties and chem. stability. The hydrophilic monomer, 2,2-bis(4-chlorobenzyl)-2-phenyl-ethylamine (3), was obtained via a two-step reaction with an overall yield of 98% under mild reaction conditions. Ni(0)-promoted copolymerization of 3 with 2,2-bis(4-chlorophenyl)hexafluoropropane (1) afforded high mol. weight copolymers (Mn = 12.8-19.6 kDa, Mw = 82.1-224.6 kDa). After quaternization with iodomethane, QBAF-BS polymers formed bendable, robust membranes from solution casting. The ion exchange capacity (IEC) of the membranes ranged from 1.50 to 2.44 mequivalent g-1. The membranes exhibited high hydroxide ion conductivity in water (up to 191 mS cm-1 at 80°C for IEC = 2.25 mequivalent g-1), suggesting that the newly designed hydrophilic structure was effective in improving the ion conductivity Based on small-angle X-ray scattering (SAXS) analyses and transmission electron microscopy (TEM) images, all membranes featured nano-phase separated morphol. with a large dependence on the copolymer composition The strain properties were improved on increasing the content of the hydrophilic component up to IEC = 2.25 mequivalent g-1, above which the strain became smaller due to the larger water absorption. The membranes were not stable under harsh alk. conditions (in 8 M KOH at 80°C) gradually losing the hydroxide ion conductivity Compared to our previous AEMs which contained typical aliphatic ammonium groups, the lack of β-hydrogen atoms did not practically improve the alk. stability of AEMs possibly due to the main chain degradation but contributed to higher ion conductivity1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Electric Literature of C7H6BrCl) was used in this study.
1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Electric Literature of C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics