The multi-step reversible reduction of 1,4,5,8-naphthalene tetracarboxylic acid dianhydride

Luca, Carlo De; Giomini, Claudio; Rampazzo, Liliana

doi:10.1016/0022-0728(90)87090-7

Cited by 11 publications

(12 citation statements)

References 19 publications

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“…This color is due to an electronic transition having absorption maximum at λ = 396 nm and less intense bands appearing at 670, 614, and 564 nm respectively. These features are in agreement with those known for the doubly charged NTCDA 2-produced via electrochemical reduction of NTCDA 12 . However, the naphthalene dianhydride dianion spectrum obtained in this metal ion suspension presents a large bathochromic shift when compared to diimide dianion spectra in solution which exhibit peaks at 600, 550 and 510 nm 40 .…”

Section: Al-ntcda Reduction Reactions In Suspension In Mild and High supporting

confidence: 89%

“…Using the mild condition, the suspension initially turned into a red brown color with the spectrum exhibiting a broad band at around 464 nm that vanished after 2 hours (Figure 1). These characteristics are similar to that observed for the corresponding diimide radical anion formed through photochemical reactions from its triplet state 39,40 and to the NTCDA 1-radical anion spectra observed upon electrochemical reduction 12 . After the disappearance of the radical species only the transitions at 310 and 232 nm corresponding to the NTCDA hydrolysis product spectrum are observed, in other words the naphthalene 1,4,5,8-tetra acid, NTCac, (Figure 2 inset).…”

Section: Methodssupporting

confidence: 81%

“…An important feature of NTCDA is the stability of the NTCDA 1-radical anion and NTCDA 2-dianion. The electron-adduct species have been characterized by electrochemical 12 and spectroscopic methods such as electron spin resonance ESR 13 and UV-VIS spectrophotometry 12 . Both reduced species display electronic transitions in the visible region that markedly differ from that of the parent compound.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and properties of new paramagnetic hybrid bayerite from Al(0)/naphthalene dianhydride reaction

et al. 2010

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The reaction of Naphthalene 1,4,5,8-dianhydride (NTCDA) with elemental aluminum(0) powder is studied in an aqueous alcoholic KOH mixture to search for the NTCDA anion and dianion electron-adducts. After analyzing various reaction conditions it was found that the reaction yielded a greenish precipitate in 3:1 (v:v) ethanol:water mixture. This powder is composed mainly of aluminum trihydroxide crystallites of bayerite [a-Al(OH 3 ) (s) ] and the organic content is approximately 6%. This hybrid material proved to be paramagnetic even after exposure to air for one year and at temperatures up to 200 °C. Typical carbonylic bound to metal IR bands and reflectance UV-VIS spectra demonstrate the entrapment of NTCDA radical anion into the aluminum trihydroxide, hence rendering its green color and a paramagnetic behavior. Thus, besides the understanding of an aluminum reaction in suspension, the entrapment of an organic material (NTCDA) that stays stable as the corresponding radical can provide an interesting option for the synthesis of aluminum trihydroxide composites.

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Section: Al-ntcda Reduction Reactions In Suspension In Mild and High supporting

confidence: 89%

Section: Methodssupporting

confidence: 81%

Section: Introductionmentioning

confidence: 99%

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Synthesis and properties of new paramagnetic hybrid bayerite from Al(0)/naphthalene dianhydride reaction

et al. 2010

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“…It is clear from the CV that both the oxidation and reduction processes have two continuous steps, which are possibly the formation of the radical anion (PI -) and radical dianion (PI 2-), respectively. 42 The peak positions in the CV are quite consistent with the galvanostatic charge-discharge voltage profiles (Fig. 2b) which showed voltage plateaus around 2.45 and 1.86 V in the discharge profile.…”

Section: Structural and Electrochemical Characterization Of Pisupporting

confidence: 81%

A polyimide based all-organic sodium ion battery

et al. 2015

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Developing new approaches to improve the performance of organic electrodes for rechargeable sodium batteries is important. Here we report studies on N,Nʹ-diamino-3,4,9,10 perylenetetracarboxylic polyimide (PI) as a novel cathode for sodium battery and demonstrate an all-organic sodium ion battery using this polyimide as cathode and disodium terephthalate (NaTP) (pre-sodiated) as anode. The synthesised PI exhibits excellent electrochemical properties, when studied as cathode for sodium batteries, with a reversible capacity of 126 mAhg -1 along with good capacity retention and rate capability, in the voltage range of 1.5 to 3.5 V vs. Na + /Na. The all-organic sodium ion full cell delivered an initial capacity of 73 mAhg -1 , with an average cell voltage of 1.35 V. The attractive electrochemical performance combined with the design flexibility of PTCDA based PI material, offer new possibilities for the development of efficient all-organic sodium batteries.

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“…From the CV profiles it is clear that all the redox processes consist of two continuous steps, which are possibly associated with the formation of the radical anion (I − ) and then the dianion (I 2− ), respectively, in a similar manner as that for quinone 10. A previous study on NTCDA,19 one of our dianhydride precursors, confirms its multistep reversible reduction process, as well as the much lower reduction potential of the third step generating the radical trianion (I 3− ). From Figure 2 b, it is noted that two pairs of well‐resolved redox peaks appear above 1.5 V for PI‐1 and PI‐2.…”

Section: Methodsmentioning

confidence: 79%