Organicum 1973
DOI: 10.1016/b978-0-201-05504-7.50008-2
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Organic Preparative Section

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Cited by 5 publications
(6 citation statements)
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“…Crosslinked 5′MS‐PBI remained stable, but the IR spectra reveal new bands at 1687 and 1572 cm −1 , indicating the presence of amides (C═O and NH), and a broad band at 1610–1626 cm −1 , which is in the range of the N─H deformation of amines. [ 30 ] Assuming that the crosslinked, uncharged imidazole rings are the preferred breaking points, we suggest that the imidadzole rings open preferentially into the secondary amide, not into the tertiary amide. Although the tertiary amides obtained from alkaline degradation of methylated PBI have some stability and exist as an observable species, they degrade further, and membranes get brittle and break into pieces.…”
Section: Resultsmentioning
confidence: 96%
See 1 more Smart Citation
“…Crosslinked 5′MS‐PBI remained stable, but the IR spectra reveal new bands at 1687 and 1572 cm −1 , indicating the presence of amides (C═O and NH), and a broad band at 1610–1626 cm −1 , which is in the range of the N─H deformation of amines. [ 30 ] Assuming that the crosslinked, uncharged imidazole rings are the preferred breaking points, we suggest that the imidadzole rings open preferentially into the secondary amide, not into the tertiary amide. Although the tertiary amides obtained from alkaline degradation of methylated PBI have some stability and exist as an observable species, they degrade further, and membranes get brittle and break into pieces.…”
Section: Resultsmentioning
confidence: 96%
“…Another potential pathway is a nucleophilic substitution reaction on the benzylic position, which would not break the polymer backbone, but destroy the crosslinks and by this transfer 5MS-PBI into MS-PBI over time. Finally, sulfonic acid groups can be substituted by hydroxide groups -synthetically, this reaction is done at temperatures ≈300 °C in molten KOH, [28] but is discussed as a potential degradation reaction for sulfonated quinones. [29] Although MS-PBI strongly degraded, IR analysis (Figure S4, Supporting Information) showed no significant changes.…”
Section: Alkaline Stabilitymentioning
confidence: 99%
“…2,5‐Furandicarboxylic acid dimethylester was prepared in a classical esterification [ 62 ] with methanol and sulfuric acid as catalyst. Thus, FDCA (234.14 g, 1.5 mol) was dissolved in MeOH (610 mL, 15 mol) and concentrated sulfuric acid (23 mL, 0.6 mol) was added slowly under stirring.…”
Section: Methodsmentioning
confidence: 99%
“…2-Piperidone (1). Cyclopentanone oxime was dried over phosphorus pen-toxide and subjected to Beckmann rearrangement in concentrated H2SO4 to give 2-piperidone (δ-valerolactam) (Becker et al, 1973). HR-MS: m /z M + 99.066, calcd.…”
Section: Reference Compoundsmentioning
confidence: 99%