1. ABSTRACT Various monofunctionalized fullerenes with long chains have been designed and synthesized. These molecules may assemble onto different substrates including HOPG through non-covalent interactions. The feature sizes of the patterned superstructure can be adjusted by changing the length and/or functionality of the fullerene addends. INTRODUCTION Functionalized fullerenes are excellent candidate molecules for bottom-up self- assembly into patterned arrays (i.e., superstructures) on 2D substrates. Nanotemplates prepared in this manner provide very small feature sizes which are difficult to achieve by conventional lithography techniques. Functionalized fullerenes are excellent candidate molecules for bottom-up self- assembly into patterned arrays (i.e., superstructures) on 2D substrates. Nanotemplates prepared in this manner provide very small feature sizes which are difficult to achieve by conventional lithography techniques. Numerous fullerene chemistries can be exploited to produce a wide range of functionalized fullerene building blocks. We have utilized o-quinodimethanes or Prato or Bingle chemistries. Numerous fullerene chemistries can be exploited to produce a wide range of functionalized fullerene building blocks. We have utilized o-quinodimethanes or Prato or Bingle chemistries. Properly chosen functional groups influence superstructure organization through non-covalent interactions.Properly chosen functional groups influence superstructure organization through non-covalent interactions. These organized monolayers could potentially serve as nanoscale templates for the assembly and transfer of SWNTs and other nano-elements. These organized monolayers could potentially serve as nanoscale templates for the assembly and transfer of SWNTs and other nano-elements. MATERIALS AND SYNTHESIS CONCLUSIONS Preliminary results indicate that monofunctionalized fullerenes are self-organize into 2D superstructures on HOPG. Three distinct non- covalent interactions appear to be at play:Preliminary results indicate that monofunctionalized fullerenes are self-organize into 2D superstructures on HOPG. Three distinct non- covalent interactions appear to be at play: 1.fullerene-fullerene π-π stacking 2.fullerene-graphite π-π stacking 3.van der Waals interactions between hydrophobic chains The feature sizes of the superstructures are consistent with assemblies of functionalized fullerenesThe feature sizes of the superstructures are consistent with assemblies of functionalized fullerenes Molecular modeling is utilized to understand detailed superstructureMolecular modeling is utilized to understand detailed superstructureRESULTS Self-Assembly of Functionalized Fullerenes into Patterned Monolayers Mikael Jazdzyk, Wenling Jia, Jun-Fu Liu and Glen P. Miller* Department of Chemistry and Materials Science Program University of New Hampshire THRUST AREA 1 This work was supported by the National Science Foundation as a Nanoscale Science and Engineering Centers Program (Award # NSF-0425826) o-Quinodimethane products 1: n=17; 2: n=11; 3: n=5 Prato products 4: n=17; 5: n=11 1 Predicted nanopatterning of 1 with [60]fullerene- [60]fullerene, [60]fullerene-HOPG, and hydrophobic Interactions at play STM Imaging performed at liquid/HOPG interface using a Veeco SPM system. Compound 1 was dissolved in phenyloctane (1mg/ml).