Using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents
The electrochemical behavior of phenols, quinones and phenylenediamines in non-aqueous solvents is strongly influenced by hydrogen bonding interactions, especially to the trace water that is present in the solvents. Hence, it is recommended that voltammetric studies on electroactive hydrogen donors...
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sg-ntu-dr.10356-694882023-02-28T23:49:57Z Using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents Tessensohn, Malcolm Eugene Richard David Webster School of Physical and Mathematical Sciences DRNTU::Science::Chemistry The electrochemical behavior of phenols, quinones and phenylenediamines in non-aqueous solvents is strongly influenced by hydrogen bonding interactions, especially to the trace water that is present in the solvents. Hence, it is recommended that voltammetric studies on electroactive hydrogen donors and hydrogen acceptors measure and report the moisture content of their working solutions to enable accurate comparisons and better understanding of the data. The voltammetry of quinones and phenylenediamines were used in hydrogen bonding analysis of several compounds. In the case of quinones, their electrochemical parameter ΔEQ = |EQ1 – EQ2| (where EQ1 was the first reduction potential and EQ2 was the second reduction potential) was found to be sensitive to the steric and electronic effects of hydrogen donors as well as the number of hydroxyl groups present thus, could differentiate the binding abilities of alcohols and diols. As for phenylenediamines, their oxidized forms are such strong hydrogen donors that pyridine and its derivatives and even the alcohols and diols could be categorized as bases or hydrogen acceptors. Yet, their voltammetric response could also measure the hydrogen donor strengths of trifluoroethanol and acetic acid because the neutral species predominantly behaves as a hydrogen acceptor. Finally, the voltammetric behavior of quinones and phenylenediamines were explored for the purpose of measuring the moisture content of carbonyl and protic organic solvents as well as applied to detect impurities in nitrile solvents that were commonly used for electrochemistry. Doctor of Philosophy (SPMS) 2017-01-31T03:01:27Z 2017-01-31T03:01:27Z 2017 Thesis Tessensohn, M. E. (2017). Using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents. Doctoral thesis, Nanyang Technological University, Singapore. http://hdl.handle.net/10356/69488 10.32657/10356/69488 en 532 p. application/pdf |
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DRNTU::Science::Chemistry Tessensohn, Malcolm Eugene Using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents |
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The electrochemical behavior of phenols, quinones and phenylenediamines in non-aqueous solvents is strongly influenced by hydrogen bonding interactions, especially to the trace water that is present in the solvents. Hence, it is recommended that voltammetric studies on electroactive hydrogen donors and hydrogen acceptors measure and report the moisture content of their working solutions to enable accurate comparisons and better understanding of the data. The voltammetry of quinones and phenylenediamines were used in hydrogen bonding analysis of several compounds. In the case of quinones, their electrochemical parameter ΔEQ = |EQ1 – EQ2| (where EQ1 was the first reduction potential and EQ2 was the second reduction potential) was found to be sensitive to the steric and electronic effects of hydrogen donors as well as the number of hydroxyl groups present thus, could differentiate the binding abilities of alcohols and diols. As for phenylenediamines, their oxidized forms are such strong hydrogen donors that pyridine and its derivatives and even the alcohols and diols could be categorized as bases or hydrogen acceptors. Yet, their voltammetric response could also measure the hydrogen donor strengths of trifluoroethanol and acetic acid because the neutral species predominantly behaves as a hydrogen acceptor. Finally, the voltammetric behavior of quinones and phenylenediamines were explored for the purpose of measuring the moisture content of carbonyl and protic organic solvents as well as applied to detect impurities in nitrile solvents that were commonly used for electrochemistry. |
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Richard David Webster |
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Richard David Webster Tessensohn, Malcolm Eugene |
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Theses and Dissertations |
author |
Tessensohn, Malcolm Eugene |
author_sort |
Tessensohn, Malcolm Eugene |
title |
Using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents |
title_short |
Using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents |
title_full |
Using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents |
title_fullStr |
Using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents |
title_full_unstemmed |
Using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents |
title_sort |
using voltammetry to analyse hydrogen bonding interactions of donors and acceptors in non-aqueous solvents |
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2017 |
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http://hdl.handle.net/10356/69488 |
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1759856360061665280 |