TY - JOUR
T1 - Synthesis and characterization of energetic molecules based on pyrimidine rings
T2 - Selection and verification of computational-assisted synthesis pathways
AU - Cao, Yuteng
AU - Song, Siwei
AU - Shi, Junhao
AU - Cai, Ziwu
AU - Qian, Wen
AU - Liu, Tianlin
AU - Zhang, Qinghua
AU - Liu, Yu
AU - Zhang, Wenquan
N1 - Publisher Copyright:
© 2023 Elsevier Ltd
PY - 2023/12/5
Y1 - 2023/12/5
N2 - The current rise in performance prediction techniques for energetic compounds provides the possibility of prejudging the effectiveness of derived patterns. In this work, 2,4-diamino-6-chloropyrimidine was used as the precursor, and the three possible derived pathways were systematically explored (guest oxidant, nitration, and N-oxidation). Theoretical calculations were adopted to predict the energy and stability parameters of possible products. The calculations indicated that constructing bridged-ring energetic molecules with N-oxide and nitro group is an effective way to balance energy and safety. Based on this protocol, we synthesized a series of pyrimidine-based energetic molecules within three steps and tested and analyzed their physicochemical properties, verifying the consistency between experimental results and theoretical predictions. This work provides a research model for determining the feasibility and effectiveness of the derivative pathway based on a specific energetic compound precursor and can offer guidance for the directed and large-scale synthesis of high-energy and low-sensitivity explosive molecules.
AB - The current rise in performance prediction techniques for energetic compounds provides the possibility of prejudging the effectiveness of derived patterns. In this work, 2,4-diamino-6-chloropyrimidine was used as the precursor, and the three possible derived pathways were systematically explored (guest oxidant, nitration, and N-oxidation). Theoretical calculations were adopted to predict the energy and stability parameters of possible products. The calculations indicated that constructing bridged-ring energetic molecules with N-oxide and nitro group is an effective way to balance energy and safety. Based on this protocol, we synthesized a series of pyrimidine-based energetic molecules within three steps and tested and analyzed their physicochemical properties, verifying the consistency between experimental results and theoretical predictions. This work provides a research model for determining the feasibility and effectiveness of the derivative pathway based on a specific energetic compound precursor and can offer guidance for the directed and large-scale synthesis of high-energy and low-sensitivity explosive molecules.
KW - High energy
KW - Machine learning
KW - Performance prediction
KW - Pyrimidine-based energetic materials
KW - Thermostability
UR - http://www.scopus.com/inward/record.url?scp=85171364281&partnerID=8YFLogxK
U2 - 10.1016/j.ces.2023.119281
DO - 10.1016/j.ces.2023.119281
M3 - 文章
AN - SCOPUS:85171364281
SN - 0009-2509
VL - 282
JO - Chemical Engineering Science
JF - Chemical Engineering Science
M1 - 119281
ER -