Atmospheric pressure photoionization mass spectrometry as a tool for the investigation of the hydrolysis reaction mechanisms of phosphite antioxidants

Papanastasiou, Malvina; McMahon, Adam; Allen, Norman S.; Johnson, B. W.; Keck-Antoine, Klaus; Santos, Laís Calixto; Neumann, Miguel G.

doi:10.1016/j.ijms.2008.05.012

Cited by 16 publications

(13 citation statements)

References 35 publications

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“…Other interesting APPI applications that were difficult to classify to the groups presented above, and which therefore are not included in Tables 2-6, include analysis of explosives and samples from polymer industry, the analysis of indigo-type compounds in natural dyes for studies of historical objects, and characterization of the organic residue in meteorite extracts (Duderstadt & Fischer, 2008;Papanastasiou et al, 2008Papanastasiou et al, , 2012Himmelsbach, Buchberger, & Reingruber, 2009;Song & Bartmess, 2009;Reingruber et al, 2010;Callahan et al, 2013;Reisinger, Beissmann, & Buchberger, 2013).…”

Section: F Other Applicationsmentioning

confidence: 99%

Recent developments in atmospheric pressure photoionization‐mass spectrometry

Kauppila

Syage

Benter

2015

Mass Spectrometry Reviews

110

108

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Recent developments in atmospheric pressure photoionization (APPI), which is one of the three most important ionization techniques in liquid chromatography-mass spectrometry, are reviewed. The emphasis is on the practical aspects of APPI analysis, its combination with different separation techniques, novel instrumental developments - especially in gas chromatography and ambient mass spectrometry - and the applications that have appeared in 2009-2014. © 2015 Wiley Periodicals, Inc. Mass Spec Rev 36:423-449, 2017.

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Section: F Other Applicationsmentioning

confidence: 99%

Recent developments in atmospheric pressure photoionization‐mass spectrometry

Kauppila

Syage

Benter

2015

Mass Spectrometry Reviews

110

108

View full text Add to dashboard Cite

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“…Then, for phosphite, the presence of alkyl group is not good for improving water resistance , so the phosphite does not take chain extension effectively. In point of the phosphites with more alkyl groups, the presence of alkyl groups will make phosphite hydrolyze more easily, so they will not show the same stability as those with aryl groups and they don't show the good chain extension.…”

Section: Resultsmentioning

confidence: 99%

Effect of alkyl group on the chain extension of phosphites in polylactide

Meng

Zhu

Gong

et al. 2018

Vinyl Additive Technology

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Polylactide (PLA), which is synthesized from natural resources and can degrade easier, possesses high mechanical strength, so it is a reasonable substitute for petroleum‐based plastics. Phosphites can increase the stability of PLA through chain extension with the hydroxyl and carboxyl groups simultaneously. But there are few reports on the structural effects of phosphites on the chain extension of PLA. In this article, three kinds of phosphites with different amounts of aryl and alkyl groups were used as chain extenders in PLA and were compared in detail. The molecular weights, complex viscosities, and storage moduli of virgin PLA and PLA stabilized by three different phosphites were characterized by gel permeation chromatography and rheometry. The results show that the presence of alkyl groups is not beneficial for chain extension, as the more alkyl groups there are, the worse the chain extension is. Regarding the three phosphite chain extenders added to PLA—triphenylphosphite (TPP), diphenylisooctylphosphite (PTC), and phenyldiisooctylphosphite (PDOP)—the number of alkyl groups in them can be ranked as follows: PDOP > PTC > TPP. Since PDOP had the most alkyl groups, the chain extension of PDOP was the weakest. In addition, the product, which was formed due to the chain extension of PLA and TPP, had some plastication, thus enabling PLA to move more freely and making it easier to process. J. VINYL ADDIT. TECHNOL., 25:144–148, 2019. © 2018 Society of Plastics Engineers

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“…Among the most commonly encountered heteroatoms in organic synthesis are phosphorous [62], silicon [63,64], and boron [65,66]. Since a number of APPI studies concerning phosphorous-containing molecules have already been published [16,21,67], we focus the discussion on analytes containing silicon and boron.…”

Section: Appi Response: Boron and Silicon Containing Compoundsmentioning

confidence: 99%

A Functional Group Approach for Prediction of APPI Response of Organic Synthetic Targets

Zhurov

Menin

Franco

et al. 2015

J. Am. Soc. Mass Spectrom.

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Abstract. Atmospheric pressure photoionization (APPI) is a technique of choice for ionization of non-polar molecules in mass spectrometry (MS). Reported APPI-based studies tend to focus on a selected compound class, which may contain a variety of functional groups. These studies demonstrate that APPI response frequently differs substantially, indicating a certain dependence on the functional group present. Although this dependence could be employed for APPI response prediction, its systematic use is currently absent. Here, we apply APPI MS to a judiciously-compiled set of 63 compounds containing a number of diverse functional groups commonly utilized in synthesis, reactive functional groups, as well as those containing boron and silicon. Based on the outcome of APPI MS of these compounds, we propose and evaluate a simple guideline to estimate the APPI response for a novel compound, the key properties of which have not been characterized in the gas phase. Briefly, we first identify key functional groups in the compound and gather knowledge on the known ionization energies from the smallest analogues containing said functional groups. We then consider local inductive and resonance effects on said ionization energies for the compounds of interest to estimate the APPI response. Finally, application of APPI MS to compounds of interest considered herein demonstrated extended upper mass ionization limit of 3.5 kDa for non-polymeric compounds.

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Atmospheric pressure photoionization mass spectrometry as a tool for the investigation of the hydrolysis reaction mechanisms of phosphite antioxidants

Cited by 16 publications

References 35 publications

Recent developments in atmospheric pressure photoionization‐mass spectrometry

Recent developments in atmospheric pressure photoionization‐mass spectrometry

Effect of alkyl group on the chain extension of phosphites in polylactide

A Functional Group Approach for Prediction of APPI Response of Organic Synthetic Targets

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