Addition of Macromolecular Nucleophiles - Fullerene Polymers

A similar approach was used in grafting Cjq onto a pregenerated lithiated polyethylene surface [121]. A polyethylene film with terminal diphenylmethyl groups was deprotonated with BuLi to yield an anionic polyethylene surface that was treated with Cg0 and quenched with methanol. The incorporation at the polyethylene surface was determined by XPS, UV/Vis and fluorescence spectroscopy. This reaction also works for polyisopropene, polybutadiene [69], poly(vinylbenzyl chloride) or poly(N-vinylcarbazole) PVK [54] with BuLi or NaH as a base. Charge-transfer interactions in the soluble fullerene-PVK derivative between the positively charged carbazole and Cjq lead to an enhanced photoconductivity compared with PVK [54]. 

The facile addition of primary and secondary amines to Cjq has been used to synthesize polymer-bound Cjq [126-133]. Solutions of precursor polymers containing primary amino groups in the side chain or secondary amino groups in the main chain [132] were allowed to react with CgQ in a buckybalT fishing process. Fullerene end capped polymers (type V) are accessible by reaction of amino-terminated polystyrene [128], poly(ethylene glycol) or poly(propylene glycol) [129] with Cgo. 

A major problem of the polymerization of with amines is the control of cross- 

Nagashima, H.Terasaki, E. Kimura, K. Nakajima, K. Itoh,/. Org. Chem. 

Diederich, Angew. Chem. 1994, 106, 1427 Angew. Chem. Int. Ed. Engl. 1994, 

---