57455-05-7Relevant articles and documents
Degradation of Organic Cations under Alkaline Conditions
You, Wei,Hugar, Kristina M.,Selhorst, Ryan C.,Treichel, Megan,Peltier, Cheyenne R.,Noonan, Kevin J. T.,Coates, Geoffrey W.
supporting information, p. 254 - 263 (2020/12/23)
Understanding the degradation mechanisms of organic cations under basic conditions is extremely important for the development of durable alkaline energy conversion devices. Cations are key functional groups in alkaline anion exchange membranes (AAEMs), and AAEMs are critical components to conduct hydroxide anions in alkaline fuel cells. Previously, we have established a standard protocol to evaluate cation alkaline stability within KOH/CD3OH solution at 80 °C. Herein, we are using the protocol to compare 26 model compounds, including benzylammonium, tetraalkylammonium, spirocyclicammonium, imidazolium, benzimidazolium, triazolium, pyridinium, guanidinium, and phosphonium cations. The goal is not only to evaluate their degradation rate, but also to identify their degradation pathways and lead to the advancement of cations with improved alkaline stabilities.
Phosphonium-functionalized polyethylene: A new class of base-stable alkaline anion exchange membranes
Noonan, Kevin J. T.,Hugar, Kristina M.,Kostalik, Henry A.,Lobkovsky, Emil B.,Abruna, Hector D.,Coates, Geoffrey W.
supporting information, p. 18161 - 18164,4 (2012/12/12)
A tetrakis(dialkylamino)phosphonium cation was evaluated as a functional group for alkaline anion exchange membranes (AAEMs). The base stability of [P(N(Me)Cy)4]+ was directly compared to that of [BnNMe3]+ in 1 M NaOD/CD3OD. The high base stability of [P(N(Me)Cy)4]+ relative to [BnNMe 3]+ inspired the preparation of AAEM materials composed of phosphonium units attached to polyethylene. The AAEMs (hydroxide conductivity of 22 ± 1 mS cm-1 at 22 °C) were prepared using ring-opening metathesis polymerization, and their stabilities were evaluated in 15 M KOH at 22 °C and in 1 M KOH at 80 °C.
Collision-induced loss of AgH from Ag+ adducts of alkylamines, aminocarboxylic acids and alkyl benzyl ethers leads exclusively to thermodynamically favored product ions
Schaefer, Mathias,Dreiocker, Frank,Budzikiewicz, Herbert
experimental part, p. 278 - 284 (2009/07/11)
The loss of AgH from [M + Ag]+ precursor ions of tertiary amines, aminocarboxylic acids and aryl alkyl ethers is examined by deuterium labeling combined with collision activation (CA) dissociation experiments. It was possible to demonstrate tha
