1, 5 - diaza-bicyclo [4.3.0]-5-nonene (DBN), which usually plays an important role as a catalyts in organic synthesis due to its strongly basic, is developed in the 1960s. In this paper, 1, 5-diazabicyclo[4,3,0]nonane was prepared by reduction of 1,5-diazabicyclo[4,3,0]nonene(DBN) with LiAlH4 in methyl tert-butyl ether at 55℃ for 9h. The yield and purity of the product can reach 87.9% and 95%, respectively. This series of amidine photobase generators was synthesized through the reaction of 1, 5-diazabicyclo[4,3,0]nonane with corresponding chloro-methyl-pyridine compounds and the yield and purity was even up to 84.7% and 95.7%, respectively. The structure-activity relationship of the photobase- generators was investigated by UV absorbance, thermal stability and photo-sensitivity and so on. HPLC, LC-MS and 1H-NMR were also applied to monitor and characterize the intermediates and products.