Citation: LI Hui-Xue, WANG Xiao-Feng, LI Zhi-Feng, ZHU Yuan-Cheng. Photolysis Reaction of 2-Phenylbenzo[d]oxazole[J]. Acta Physico-Chimica Sinica, ;2012, 28(05): 1094-1100. doi: 10.3866/PKU.WHXB201203062 shu

Photolysis Reaction of 2-Phenylbenzo[d]oxazole

1.
Key Laboratory for New Molecule Design and Function of Gansu Education Department, College of Life Science and Chemistry, Tianshui Normal University, Tianshui 741001, Gansu Province, P. R. China

Received Date: 6 January 2012
Available Online: 6 March 2012
Fund Project: 天水师范学院中青年教师科研基金资助项目(TSA1116). (TSA1116)

The temperature-resilient, high tensile-strength fiber poly[p-phenylene benzobisoxazole] (PBO) is light-unstable and it degrades under ultraviolet radiation. In this paper we study the photolytic mechanism of the PBO monomer, 2-phenylbenzo[d]oxazole (PO). Following absorption of a photon and excitation into the first excited state (S₁), the molecule overcomes an energy barrier of 25.59 kJ·mol^-1 to enter the transition state; the oxazole ring is then opened and both benzene rings form a dihedral angle of about 90° to obtain the product, which under es further addition reaction with water. Calculations reveal that ring-opening is easily achieved in the potential surface of S₁. However, the pathway through which the oxazole ring opens in the ground state remains obscure. The topological properties of these compounds are in od agreement with the expected bond orders and the photolytic mechanism.
- Theoretical study,
- Photolysis reaction,
- 2-Phenylbenzo[d]oxazole
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