Synthesis of petroleum resins in the presence of aliphatic N-substituted aminoperoxides of general formula C(CH3)3–O–O–CH2–N–R1R2 was investigated in this communication. The effects of reaction temperature (393–493 K), reaction time (240–480 min) and aminoperoxide concentration (0.032–0.096 mol/l) on the yield and characteristics of the petroleum resins were studied. The correlation index (0.85–0.92, absolute value) for the pair "yield–bromine number" confirmed that the oligomerization reaction proceeded on monomer's unsaturated bonds. It was found that the obtained resins were mainly styrene-cyclopentadiene cooligomers. Depending on the initiator used, they contained 38.8–40.41% styrene and 31.1–33.04% cyclopentadiene. The analysis of the experimental results demonstrated that the most significant effect (correlation index of 0.75–0.88) on the yield of petroleum resins had the reaction temperature. Compared with thermal oligomerization (without initiator), the use of aminoperoxides allowed increasing the product yield (453 K, 360 min, 0.064 mol/l) by 4.6–18.3%. The yield of petroleum resins did not correlate with the reaction time. Blending the obtained resins with petroleum bitumen increased the composition stability in aggressive environments.