Hybrid Organic-Inorganic Materials Based on Organophosphorus Derivatives

Abstract

Because P-O-Metal and P-C linkages are quite stable, organophosphorus derivatives offer a general alternative to silicon-based coupling in the field of organic/inorganic hybrid materials, covering a wide range of application: ion exchange, proton conductors, catalysts, sensors, membranes etc. This review surveys two classes of hybrid solids in which the organic part is introduced through phosphorus groups. In the first class (which includes metal phosphonates, metal phosphinates, and related mono-and dialkylphosphates) the organic and inorganic parts are linked in the repeated structural unit ordered in a crystal network (molecular crystals, one-, two-, or three-dimensional solids). The second class corresponds to inorganic substrates (mainly metal oxides) modified by organophosphorus groups that are grafted on the surface; alternatively organophosphorus groups may be incorporated into metal oxides by sol-gel processing.

An alcohol-soluble perylene diimide derivative as cathode interfacial layer for PDI-based nonfullerene organic solar cells

“…The optimized device performance indicated that PDIP layer could improve electron transport effectively. As previously reported, the interaction of phosphate group in PDIP molecule with Al electrode favored reducing electroninjection barrier in polymer light-emitting diodes [28][29][30], which implies that the insertion of PDIP layer should effectively lower the work function of the cathodes as well. However, it should be noted that the optimum thickness of PDIP layer used here is much larger (around 20 nm) than that of organic interfacial materials reported before [11].…”

Modification of ITO surface using aromatic small molecules with carboxylic acid groups for OLED applications

“…The number of MPPBA molecules self-assembled onto ITO surface is not limited by the surface hydroxyl content [32], since MPPBA can protonate both bridging oxides and hydroxyl-groups already present on the surface. This is a significant advantage to create a strong covalent bond, since the surface hydroxyl content of ITO is notoriously low (approximately 1 OH nm 2 ) [33,34].…”

Improved synthesis of diethyl ferrocenylphosphonate, crystal structure of (FcPO3Et2)2·ZnCl2, and electrochemistry of ferrocenylphosphonates, FcP(O)(OR)2, FcCH2P(O)(OR)2, 1,1′-fc[P(O)(OR)2]2 and [FcP(O)(OEt)2]2·ZnCl2 (Fc=(η5C5H5)Fe(η5C5H4), fc=(η5C5H4)Fe(η5C5H4), R=Et, H)

“…Coordinated ferrocenylphosphine ligands usually exhibit simple, reversible electrochemistry arising from one-electron oxidation of the ferrocenyl centre, while free ferrocenylphosphine displays complex redox chemistry [9,15]. By contrast, there are few reports about the electrochemistry of ferrocenylphosphine oxide [9,16], and ferrocenylphosphonates [17][18][19][20], despite their potential for co-ordination chemistry [21][22][23], for preparation of redox-active metal phosphonates materials and surface modification of metals and metal oxides [24].…”