Chemical modification of C60 by destructive electrophilic substitution reaction in polyphosphoric acid/phosphorus pentoxide

POLY 207

Dae-Hyun Lim, dhlim@chungbuk.ac.kr1, Hwa-Jeong Lee1, Loon-Seng Tan, Loon-Seng.Tan@afrl.af.mil2, and Jong-Beom Baek, jbbaek@chungbuk.ac.kr1. (1) School of Chemical Engineering, Chungbuk National University, Cheongju, Chungbuk, 361-763, South Korea, (2) Polymer Branch, AFRL/MLBP, U. S. Air Force Research Laboratory, 2941 P. Street, Suite 1, Wright-Patterson AFB, OH 45433-7750
The chemical modifications of C60 has been carried out 4-substituted aromatic benzamides in polyphosphoric acid to afford selectively destructive substituted adducts. Although the clear mechanism for the reaction of electron deficient C60 in the reaction medium has not yet been presented, FT-IR spectra and UV- absorption and emission spectra at least suggest strong indication of its chemical modification via proposed destructive electrophilic substitution reaction. The reaction progress and covalent attachment were further assured by using X-ray diffraction (XRD) and thermogravimetric analysis (TGA). To our knowledge, this is the first time that Friedel-Crafts acylation type of reaction in polyphosphoric acid is a viable and alternative route to functionalization of C60. It is envisioned that the presence of versatile applications on the C60 will allow further development of application-specific derivatization chemistry to generate interesting C60-based materials.
 

General Papers: Polymers in Nanotechnology
6:00 PM-8:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Polymer Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007