Theoretical Investigation and Ultrafast Third-Order Nonlinear Optical Response of Novel Isomeric Pyrenyl Chalcones

doi:10.11944/j.issn.1000-0518.2019.09.190018

Chinese Journal of Applied Chemistry ›› 2019, Vol. 36 ›› Issue (9): 1035-1043.DOI: 10.11944/j.issn.1000-0518.2019.09.190018

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Theoretical Investigation and Ultrafast Third-Order Nonlinear Optical Response of Novel Isomeric Pyrenyl Chalcones

SHI Yufang^a^*(),BAI Yang^b(),SUN Jinyu^a,LI Jun^b,ZHAO Minggen^a

^aKey Laboratory of Materials and Computational Chemistry,Department of Chemistry,Xinzhou Teachers University,Xinzhou,Shanxi 034000,China
^bCollege of Chemistry and Chemical Engineering,Jinzhong University,Jinzhong,Shanxi 030619,China

Received:2019-01-22 Accepted:2019-04-19 Published:2019-09-05 Online:2019-09-05
Contact: Yufang SHI
Supported by:
Sponsored by the Fund for Shanxi “1331 Project” Key Subjects Construction(No.2017122)

Abstract

Abstract:

Three nevol isomeric pyrenyl chalcone 1-(pyren-1-yl)-3-(pyridin-2-yl) prop-2-en-1-one(3a), 1-(pyren-1-yl)-3-(pyridin-3-yl) prop-2-en-1-one(3b) and 1-(pyren-1-yl)-3-(pyridine-4-yl) prop-2-en-1-one(3c) were successfully synthesized and characterized by nuclear magnetic resonance(NMR), Fourier transform infrared spectrometer(FTIR), and liquid chromatography-mass spectrometer(LC-MS). Their thermal stability was measured by differential scanning calorimetry(DSC). The linear optical properties and third-order nonlinear optical(NLO), absorption were studied by ultraviolet visible(UV-Vis) spectrum and Z-scan technique, respectively. The experiment shows that compounds 3a-3c are all able to exhibit ultrafast third-order NLO response with 180 fs laser pulses at 532 nm. The nonlinear absorption coefficient of compound 3c is 1.14 and 2.67 times of compounds 3b and 3a, respectively. The non-linear optical properties and the electron transition properties of compounds 3a-3c were calculated by density functional theory method. The results indicate that molecule 3c has the largest static first hyperpolarizability(2830.9 a.u.) and the smallest energy gap(3.11 eV) between highest occupied molecular orbital(HOMO) and lowest unoccupied molecular orbital(LUMO), and also has the smallest transition energy(ΔE)(2.67 eV), which is related to the position of N atom on the pyridine ring. There are charge transfer phenomena inside the molecules of 3a-3c. Three compounds have no absorption at more than 450 nm but show good thermal stability implying potential application in the laser protection.

Key words: pyrenyl chalcone, isomerism, theoretical investigation, Z-scan technique, ultrafast third-order nonlinear optical response

SHI Yufang, BAI Yang, SUN Jinyu, LI Jun, ZHAO Minggen. Theoretical Investigation and Ultrafast Third-Order Nonlinear Optical Response of Novel Isomeric Pyrenyl Chalcones[J]. Chinese Journal of Applied Chemistry, 2019, 36(9): 1035-1043.

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Theoretical Investigation and Ultrafast Third-Order Nonlinear Optical Response of Novel Isomeric Pyrenyl Chalcones

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