The synthesis of poly(2-ethynylpyridine) having glycidyl functionality was performed by the direct polymerization of 2-ethynylpyridine and epibromohydrin under mild reaction conditions without any initiator and catalysts. The polymerization proceeded well to give the resulting poly(2-ethynylpyridinium bromide) with a glycidyl functionality having relativity high molecular weight in high yields. The polymer structure was characterized by various instrumental methods to have the conjugated polymer backbone structure having glycidyl functionality. This ionic polymer was completely soluble in water, methanol, DMF, DMSO, and N,N-dimethylacetamide, but insoluble in THF, toluene, acetone, nitrobenzene, and n-hexane. This polymer system exhibited the UV-visible absorption around 300 and 520 nm and red photoluminescence spectrum around 725 nm.