Silole groups are known to present a high electron affinity. Initially, copolymerization of siloles with fluorene was aimed at improving electron injection into the polymer layer and so improving the electroluminescent properties of Organic Light Emitting Diodes (OLED's) made from fluorene. But it also provides the ability to turn the light emission colour to the green part of the spectrum and to stop the well known spectral shift degradation occurring in fluorene based materials. In this paper we report the synthesis and the characterisation of 1,1-2 dimethyl-2,5-bis(fluoren-2-yl)-3,4-diphenylsilole 4, and of two soluble conjugated random copolymers derived from 9,9-ditetradecylfluorene and 1,1-dialkyl-2,5-diphenylsilole, where the alkyl group is either methyl 11a or n-hexyl 11b. Silole 4 crystallizes in the triclinic P -1 space group with a = 9.8771 (8)