Unexpected effect of alkoxides on the reactivity of sodium borohydrid in the reduction of perfluoropolyether carboxylic esters

Russo, A.; Tonelli, Claudio

doi:10.1016/j.jfluchem.2003.07.009

Cited by 5 publications

(4 citation statements)

References 8 publications

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“…On the other hand, several papers appeared, and ever more keep appearing, in which alcoxides are used in transfer of protons [3], hydrogen atoms [4] or hydride ions [5] in chemical reactions. In one paper even an unexpected effect of alcoxides on the reactivity of sodium borohydride has been described [6]. This information, together with the above-described experience with borohydride, spurred the research reported in the present paper.…”

Section: Introductionsupporting

confidence: 59%

Electrochemical Behavior of Alkali Metal Alcoholates (Alcoxides) on Mercury

Heyrovský

2006

Electroanalysis

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Alkali metal alcoholates (alcoxides), which occur as admixtures to fresh samples of alkali borohydrides, cause catalytic evolution of hydrogen of the "presodium type" from aqueous solutions at mercury electrodes. The catalytically active form is presumably a short-lived, particularly hydrated form of the alcoholate anion, adsorbed in a favorable orientation in the interface between negatively charged mercury and aqueous electrolyte solution. The atom, transferring hydrogen ions from the solution to the electrode, is here negatively charged oxygen, a rare case in electrolytic hydrogen evolution catalysis. The catalytic activity of alcoxides gradually dies out, as they are slowly hydrolyzed by air moisture.

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Section: Introductionsupporting

confidence: 59%

Electrochemical Behavior of Alkali Metal Alcoholates (Alcoxides) on Mercury

Heyrovský

2006

Electroanalysis

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“…The alcohol of structure (6) has been prepared by chemical reduction with NaBH 4 of the corresponding ester [22,23].…”

Section: Synthesis Of Pfpe-based Monofunctional Alcohols (Precursors mentioning

confidence: 99%

New perfluoropolyether urethane methacrylates as surface modifiers: Effect of molecular weight and end group structure

Bongiovanni

Meo

Pollicino

et al. 2008

Reactive and Functional Polymers

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“…The two other mechanisms lead to the same intermediates. As the mechanism of borohydride reduction is still unknown, however, the solvent seems involved in the mechanism which caused hydrogen formation and the need for an excess of the reducing agent. ,, …”

Section: Condensation Reactionsmentioning

confidence: 99%

Diversity of Synthetic Approaches to Functionalized Perfluoropolyalkylether Polymers

et al. 2021

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Perfluoropolyalkylethers (PFPAEs) are a class of fluorinated polymers having −OCF2–, −OCF2CF2–, and −OCF2CF(CF3)– as common chain units. The ether linkages distinguish them from other famous fluorinated polymers such as poly(tetrafluoroethylene). Their higher mobility highlighted by below zero glass transition temperatures permit them to be noncrystalline, which makes them easy to use for many applications. They possess interesting tribological properties, combined with an excellent thermal and chemical stability, make them very useful as lubricants. However, after chemical modifications, they also demonstrated to be very useful in numerous applications as surfactants, electrolytes, high performance coatings, vitrimers, or microfluidic devices, to give a few examples. This Perspective aims to summarize all the chemical modifications reported on these PFPAEs to provide a new insight into their potential utility in emerging fields. Indeed, the end group can modulate the properties of PFPAE-based materials such as lubricity, superhydrophobicity, biofouling, antibacterial activity, amphiphilicity, and the ability to react further with comonomers under photochemical and thermal processes. It can also modulate their intrinsic properties such as viscosity and solubility in common organic solvents. The chemical modifications are sorted in five main parts: the condensation reactions, the nucleophilic reactions, the click chemistry reactions, the radical reactions, and finally reactions going through other mechanisms or requiring a multistep process. They can be employed as such or for further polymerization processes depending on the targeted application. Examples of applications are thoroughly described to demonstrate their current usefulness and to help provide direction for their future use.

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Unexpected effect of alkoxides on the reactivity of sodium borohydrid in the reduction of perfluoropolyether carboxylic esters

Cited by 5 publications

References 8 publications

Electrochemical Behavior of Alkali Metal Alcoholates (Alcoxides) on Mercury

Electrochemical Behavior of Alkali Metal Alcoholates (Alcoxides) on Mercury

New perfluoropolyether urethane methacrylates as surface modifiers: Effect of molecular weight and end group structure

Diversity of Synthetic Approaches to Functionalized Perfluoropolyalkylether Polymers

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