Synthesis of four pyrene-containing chalcone derivatives: Achieving excellent third-order nonlinear optical properties by optimizing halopyridines. (January 2019)

• Record Type: Journal Article
• Authors: Sun, Jinyu; Wang, Guilin; Liu, Chengqi; Shi, Yufang; Zhao, Minggen
• Is Part Of: Optics & laser technology. Volume 109(2019)
• Page Start: 600
• Page End: 607
• Publication Date: 2019-01
• Subjects: Pyrene-containing chalcone derivatives -- Third-order nonlinear optical properties -- Theoretical calculation -- 4f phase coherent imaging technology; Optics -- Periodicals; Lasers -- Periodicals; Electronic journals; 621.366
• DOI: 10.1016/j.optlastec.2018.08.038
• Languages: English
• ISSNs: 0030-3992

Abstract

Highlights: Four chalcone derivatives based on pyrenyl and halopyridyl were synthesized. A novel and unique method, 4 f phase coherent imaging technology, was used to test the optical nonlinearity. Four compounds can respond quickly to 4 ns laser pulses. The structure-activity relationship was discussed in detail. Abstract: Four chalcone derivatives 3a–3d based on pyrenyl donor and different halopyridyl acceptors were synthesized successfully. The resultant chromophores 3a–3d were characterized by nuclear magnetic resonance (NMR), high resolution mass spectra (HR-MS) and ultraviolet (UV) spectra. The theoretical calculations and thermal properties of the materials 3a–3d were systematically studied to illustrate structure-performance relationship. Further, a novel and unique method, 4 f phase coherent imaging technology, was introduced to investigate the third-order nonlinear optical properties of title compounds 3a–3d with 4 ns laser pulses at 460 nm. The thermal properties, the theoretical calculations and the experimental results consistently indicate that the compound 3b, namely 3-(5-bromopyridin-2-yl)-1-(pyren-1-yl) prop-2-en-1-one, is a more promising candidate for optoelectronic and nonlinear optical devices. Its third-order nonlinear absorption coefficient ( β ), refraction index ( n 2 ) and polarization ( χ ( 33 ) ) are found to be up to such order of magnitude as 10 −9 m/W, 10 −16 m 2 /W and 10 −11 esu, respectively.