Photostability of hydrophobic amides of pyridinecarboxylic acid as copper extractants from chloride media

Sun

et al. 2021

Sci Rep

In this report, the galvanic corrosion inhibition between Cu and Ru metal films is studied, based on bonding orbital theory, using pyridinecarboxylic acid groups which show different affinities depending on the electron configuration of each metal resulting from a π-backbonding. The sp2 carbon atoms adjacent to nitrogen in the pyridine ring provide π-acceptor which forms a complex with filled d-orbital of native oxides on Cu and Ru metal film. The difference in the d-orbital electron density of each metal oxide leads to different π-backbonding strength, resulting in dense or sparse adsorption on native metal oxides. The dense adsorption layer is formed on native Cu oxide film due to the full-filled d-orbital electrons, which effectively suppresses anodic reaction in Cu film. On the other hand, only a sparse adsorption layer is formed on native Ru oxide due to its relatively weak affinity between partially filled d-orbital and pyridine groups. The adsorption behaviour is investigated through interfacial interaction analysis and electrochemical interaction evaluation. Based on this finding, the galvanic corrosion behaviour between Cu and Ru during chemical mechanical planarization (CMP) processing has been controlled.

Section: Resultsmentioning

confidence: 99%

Galvanic corrosion inhibition from aspect of bonding orbital theory in Cu/Ru barrier CMP

Sun

et al. 2021

Sci Rep

“…In general, the nitrogen atom from the pyridine functional group of nicotinic acid forms a complex by creating a σ-bond between its electron pair and metal ions from oxidized metal lms. It forms an adsorption layer and makes a hydrophobic surface [22].…”

Section: Resultsmentioning

confidence: 99%

Galvanic Corrosion Inhibition from Aspect of Bonding Orbital Theory: Case Study of Copper/Ruthenium Coupled Film Using 3- Pyridinecarboxylic Acid

Sun

et al. 2021

Preprint

In this report, the galvanic corrosion inhibition between Cu and Ru metal films is studied, based on bonding orbital theory, using pyridinecarboxylic acid groups which show different affinities depending on the electron configuration of each metal resulting from a π-backbonding. The sp2 carbon atoms adjacent to nitrogen in the pyridine ring provide π-acceptor which forms a complex with filled d-orbital of native oxides on Cu and Ru metal film. The difference in the d-orbital electron density of each metal oxide leads to different π-backbonding strength, resulting in dense or sparse adsorption on native metal oxides. The dense adsorption layer is formed on native Cu oxide film due to the full-filled d-orbital electrons, which effectively suppresses anodic reaction in Cu film. On the other hand, only a sparse adsorption layer is formed on native Ru oxide due to its relatively weak affinity between partially filled d-orbital and pyridine groups. The adsorption behavior is investigated through interfacial interaction analysis and electrochemical interaction evaluation. Based on this finding, the galvanic corrosion behavior between Cu and Ru during chemical mechanical planarization (CMP) processing has been controlled.

Photochem & Photobiology

“…1‐(2‐pyridyl)tridecan‐1‐one oxime and 1‐(3‐pyridyl)tridecan‐1‐one oxime dissolved in toluene or heptane and their complexes with copper(II) chloride (1 × 10 −3 mol oxime L −1 ) dissolved in toluene were irradiated in a Heraeus photoreactor of 120 mL volume containing a medium pressure mercury lamp TQ 150 W (Heraeus) and quartz filter (1 mL optical length) . The lamp was positioned within the inner part of the photoreactor, and cooling water was circulated through a Pyrex jacket surrounding the tube.…”

Section: Methodsmentioning

confidence: 99%

Photodegradation of Hydrophobic Pyridineketoximes in Toluene and Heptane

Wieszczycka

Zembrzuska

2015

The goal of the research was to study the reactivity of the hydrophobic 2- and 3-pyridineketoximes under exposure to UV-VIS light. The photodegradation was conducted in both toluene and heptane for 10 h under atmosphere of argon. Ten-hour irradiation experiments demonstrated that the pyridineketoximes underwent the facile E-Z photoisomerization, photo-Beckmann rearrangement, and to a lesser extent, the photosubstitution to the pyridine ring. From LC-MS and NMR analysis of the irradiated solutions, it was found that the photosubstitution proceeded to give the corresponding 6-substituted 2- or 3-pyridylketoxime via the replacement of the ring hydrogen by the benzyl or heptyl group. The photo-Beckmann rearrangement led to the formation of the corresponding amides, but also other products formed in the photo-decomposition reaction.