Abstract

We report on mixed ordered monolayers of the electron acceptor-type molecule tetracyano-2,6-naphthoquinodimethane (TNAP) and the electron donor-type molecule hexathiapentacene (HTPEN). This investigation was motivated by the general question which type of mixed stoichiometric structures are formed on a surface by molecules that are otherwise typically used for the synthesis of bulk charge-transfer materials. The layers were obtained by vacuum deposition on the Ag(100) surface and analyzed by low-energy electron diffraction (LEED) and scanning tunneling microscopy (STM). The formation of the mixed structure occurs spontaneously. An important motif for the structure formation is given by hydrogen bonds between the TNAP molecules. Both molecules, TNAP and HTPEN also form well-ordered monolayers on the Ag(100) surface on their own. In all structures, the molecules are adsorbed in a planar orientation on the surface. We discuss the influence of intermolecular charge transfer on the ordering in the mixed structure.

Highlights

  • Ordered monolayers on surfaces that are stoichiometrically composed of two different organic molecules have attracted strong interest in recent years [1,2,3]

  • We report on mixed ordered monolayers of the electron acceptor-type molecule tetracyano-2,6-naphthoquinodimethane (TNAP) and the electron donor-type molecule hexathiapentacene (HTPEN)

  • Because the pure HTPEN phase is commensurate, while the pure TNAP phase is of the point-on-line type, we propose that the stronger adsorbate/substrate interaction of the HTPEN is responsible for the commensurability of second order of the mixed structure

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Summary

Introduction

Ordered monolayers on surfaces that are stoichiometrically composed of two different organic molecules have attracted strong interest in recent years [1,2,3]. One general motivation is to find out which ordered structures are formed in relation to the compositions of the layers and the different types of substrate surfaces. This aspect leads back to a detailed understanding of both the intermolecular interactions between the different types of molecules and their respective interfacial interactions to the surfaces. A variety of bicomponent layers composed of π-conjugated planar molecules have been investigated [4,5,6,7,8].

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