Synthesis and Third-order Nonlinear Optical Property of 1-(Pyrene-1-yl)-3-(4-methoxyphenyl)acrylic Ketone

doi:10.11944/j.issn.1000-0518.2016.02.150216

Chinese Journal of Applied Chemistry ›› 2016, Vol. 33 ›› Issue (2): 149-154.DOI: 10.11944/j.issn.1000-0518.2016.02.150216

• Full Papers • Previous Articles Next Articles

Synthesis and Third-order Nonlinear Optical Property of 1-(Pyrene-1-yl)-3-(4-methoxyphenyl)acrylic Ketone

SHI Yufang,SUN Jinyu,LIU Chengqi,ZHAO Minggen()

Shanxi Province Key Laboratory for Materials and ComputationalChemistry,Department of Chemistry,Xinzhou Teachers University,Xinzhou,Shanxi 034000,China

Received:2015-06-29 Accepted:2015-11-13 Published:2016-02-01 Online:2016-02-01
Contact: ZHAO Minggen
Supported by:
Supported by the Key Discipline of Xinzhou Teachers University Subject(No.XK201205)

Abstract

Abstract:

A new nonlinear optical(NLO) organic material 1-(pyrene-1-yl)-3-(4-methoxyphenyl)acrylic ketone(PMPAK) was synthesized and characterized with ¹H NMR, IR, HR-MS and elemental analysis. The three order NLO properties of PMPAK was tested by 4f phase-coherent imaging system which utilized Nd:YAG-Laser System as the light source. The laser pulse was set at the wavelength of 450 nm with the pulse duration of 4 ns(FWHM), thus the relevant parameters were determined as: the nonlinear refractive index n₂=-1.84×10^-16 m²/W, the nonlinear absorption coefficient β=2.53×10^-9 m/W and the third-order nonlinear polarizability χ⁽³⁾=1.137×10^-10 esu.

Key words: pyrene derivatives, Chalcone, (pyrene-yl)-(methoxyphenyl)acrylic ketone, synthesis, nonlinear optical properties

SHI Yufang, SUN Jinyu, LIU Chengqi, ZHAO Minggen. Synthesis and Third-order Nonlinear Optical Property of 1-(Pyrene-1-yl)-3-(4-methoxyphenyl)acrylic Ketone[J]. Chinese Journal of Applied Chemistry, 2016, 33(2): 149-154.

References

[1]	Hemaraju B C,Ahlam M A,Pushpa N,et al.Synthesis, Growth and Characterization of a New Promising Organic Nonlinear Optical Crystal: 4-Nitrophenyl Hydrazone[J]. Spectrochim Acta,Part A,2015,151(7):854-860.
[2]	SUN Jing,FAN Heliang,WANG Xinqiang,et al.Study on Optical Limiting Property of Organometallic Compound[J]. Chinese J Lasers,2009,36(9):2417-2421(in Chinese). 孙晶,范贺良,王新强,等. 一种金属有机配合物的光限幅性质研究[J]. 中国激光,2009,36(9):2417-2421.
[3]	Prabhu A N,Jayarama A,Subrahmanya B K,et al.Growth, Characterization and Structural Investigation of a Novel Nonlinear Optical Crystal[J]. J Mol Struct,2013,1031(1):79-84.
[4]	Seung Koo Parka,Jung Yun Dob,Jung Jin Jua,et al.Nonlinear Optical Polymer Applicable for All-optical Wavelength Converters in Communications Bands Near 1.5 μm[J]. Mater Lett,2005,59:2872-2875.
[5]	Thangaraj M,Vinitha G, Sabari Girisun T C, et al. Third Order Nonlinear Optical Properties and Optical Limiting Behavior of Alkali Metal Complexes of p-Nitrophenol[J]. Opt Laser Technol,2015,73(5):130-134.
[6]	Bugaychuki S,Klimusheva G,Garbovskiy Y,et al.Nonlinear Optical Properties of Composites Based on Conductive Metal-alkanoate Liquid Crystals[J]. Opto-Electron Rev,2006,14(4):275-279.
[7]	Champagne B,Plaquet A,Pozzo J L,et al.Nonlinear Optical Molecular Switches as Selective Cation Sensors[J]. J Am Chem Soc,2012,134(5):8101-8103.
[8]	Qin Z B,Wen Y Q,Shang Y L,et al.Study of an Organic Nonlinear Optical Material for Nanoscale Data Sorage by Scanning Tunneling Microscope[J]. Appl Phys A,2007,87(1):277-280.
[9]	Wang L,Fang Q,Lu Q,et al.Octupolar(C3 and S4) Symmetric Cyclized Indole Derivatives:Syntheses, Structures, and NLO Properties[J]. Org Lett,2015,17(8):4164-4167.
[10]	Oudar J L. Optical Nonlinearities of Conjugated Molecules. Stilbene Derivatives and Highly Polar Aromatic Compounds[J]. J Chem Phys,1977,67(2): 446-457.
[11]	Harrison W T A,Yathirajan H S,Anilkumar H G,et al. 1-(4-Fluoro phen yl)-3-(4-methoxy phen yl)prop-2-en-1-one[J]. Acta Crystallogr E,2006,62:o3251-o3253.
[12]	Harrison W T A,Yathirajan H S,Sarojini B K,et al. 2-Bromo-1-chlorophenyl-3-(4-methoxy phen yl)prop-2-en-1-one[J]. Acta Crystallogr E,2006,62:o1578-o1579.
[13]	Harrison W T A,Ashalatha B V,Narayana B,et al. (2E)-1-(3-Bromo-2-thienyl)-3-(4-nitrophenyl)prop-2-en-1-one[J]. Acta Crystallogr E,2007,63:o4183.
[14]	LIU Yuting,Fu Quejun,Yin Dawei,et al.The New Research Development of Functional Ferrocene Material[J]. New Chem Mater,2009,37(3):27-29(in Chinese). 刘玉婷,傅雀军,尹大为,等. 含二茂铁功能材料的最新研究进展[J]. 化工新型材料,2009,37(3):27-29.
[15]	Nakano M,Kishi R,Yoneda K,et al.Third-Order Nonlinear Optical Properties of Open-Shell Supermolecular Systems Composed of Acetylene Linked Phenalenyl Radicals[J]. J Phys Chem A,2011,115(31):8767-8777.
[16]	SHENG Ning. Synthesis and Third-order Nonlinear Optical Property of Novel Pyrene Derivatives[J]. J Jining Univ,2013,34(3):9-10,15(in Chinese). 盛宁. 芘衍生物的三阶非线性光学性质研究[J]. 济宁学院学报,2013,34(3):9-10,15.
[17]	Weng J N,Mei Q B,Ling Q D,et al.A New Colorimetric and Fluorescent Ratiometric Sensor for Hg2+ Based on 4-Pyren-1-yl-pyrimidine[J]. Tetrahedron,2012,68(1):3129-3134.
[18]	Beck A D. Density Functional Thermochemistry.Ⅲ.The Role of Exact Exchange[J]. J Chem Phys,1993,98(7):5648-5659.
[19]	Lee C,Yang W,Parr R G. Development of the Colle-Salvetti Correlation-energy Formula into a Functional of the Electron Density[J]. Phys Rev B,1988,37(2):785-791.
[20]	Frisch M J,Trucks G W,Schlegel H B,et al.Gaussian 03,Revision A.l,Gaussian,Inc.,Pittsburgh PA,2009.
[21]	Shui M,Jin X,Yang J Y,et al.Third-Order Nonlinearity Measurements of PbPc(CP)4/DMF[J]. J Opt,2010,12(9):582-591.

Synthesis and Third-order Nonlinear Optical Property of 1-(Pyrene-1-yl)-3-(4-methoxyphenyl)acrylic Ketone

RichHTML

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Jia-Zheng LI, Shu-Zhong HE. Research Progress of Total Synthesis of Polygalolides [J]. Chinese Journal of Applied Chemistry, 2023, 40(5): 615-624.
[2]	Zhen-Bang LIU, Shuo ZHANG, Yu BAO, Ying-Ming MA, Wei-Qi LIANG, Wei WANG, Ying HE, Li NIU. Progress of Application Research on Cheminformatics in Deep Learning [J]. Chinese Journal of Applied Chemistry, 2023, 40(3): 360-373.
[3]	Yang LIU, Hai-Bao ZHANG, Qiang CHEN. Optimization of Process Parameters for Ammonia Synthesis by Nanosecond Pulsed Dielectric Barrier Discharge Plasma [J]. Chinese Journal of Applied Chemistry, 2023, 40(2): 268-276.
[4]	Rong CAO, Jie-Zhen XIA, Man-Hua LIAO, Lu-Chao ZHAO, Chen ZHAO, Qi WU. Theoretical Research Progress of Single Atom Catalysts in Electrochemical Synthesis of Ammonia [J]. Chinese Journal of Applied Chemistry, 2023, 40(1): 9-23.
[5]	Ai-Ping YIN, Jin-Yu SUN, Yu-Fang SHI, Ying-Jin WANG, Ming-Gen ZHAO. Linear Optical Properties and Ultrafast Nonlinear Optical Response of Trithiophenyl Chalcone Derivatives [J]. Chinese Journal of Applied Chemistry, 2022, 39(7): 1138-1146.
[6]	Dan MENG, Kai-Yuan ZHENG, Shan-Shan CHEN, Zhao-Long ZHUO, Li-Li WANG. Preparation and Luminescence Properties of Silicon and Nitrogen Co⁃doped Carbon Dots Phosphors [J]. Chinese Journal of Applied Chemistry, 2022, 39(11): 1766-1773.
[7]	Yu-Fang SHI, Ying-Jin WANG, Jin-Yu SUN, Ming-Gen ZHAO. Synthesis, Characterization, Photothermal Properties of Dichalcone Containing Polymethoxy Aromatic Group [J]. Chinese Journal of Applied Chemistry, 2022, 39(02): 235-240.
[8]	WU Zhi-Qiang, HAN Xin-Ning, LIU Yang, WANG Gang, ZHAN Hai-Juan, LIU Wan-Yi. Research Progress on Synthesis of Bis(indolyl)methanes under Aqueous or Solvent-free Catalysis [J]. Chinese Journal of Applied Chemistry, 2021, 38(8): 881-896.
[9]	BO Chun-Hui, JIANG Wei-Jia, WANG Yu-Gao, SHI Li-Hong, DONG Chuan. Research Progress on Synthesis of Coal-based Carbon Quantum Dots [J]. Chinese Journal of Applied Chemistry, 2021, 38(7): 767-788.
[10]	LIU Yang, ZHANG Hai-Bao, CHEN Qiang. Research Progress on Ammonia Synthesis Using Low Temperature Plasma [J]. Chinese Journal of Applied Chemistry, 2021, 38(6): 622-636.
[11]	LIU Yu-Ting, SUN Jia-Xi, YIN Da-Wei. Research Progress on the Synthesis and Application of Ferroncene-based Polymers [J]. Chinese Journal of Applied Chemistry, 2021, 38(4): 343-366.
[12]	XIE Zhi-Qi, ZHANG Ting, LI Ying-Wei, WANG Zhou-Jun, DAI Fei, ZHANG Rui-Rui, LIU Rui-Xia. Effect of Synthesis Conditions of Vanadium Phosphorus Oxygen (VPO) Catalyst on Catalytic Performance for Selective Oxidation of Butane [J]. Chinese Journal of Applied Chemistry, 2021, 38(4): 414-421.
[13]	GAO Feng, XU Zi-Di, GUAN Chun-Qian, WANG Yan, ZANG Yun-Hao, QU Jiang-Ying. Green Controllable Synthesis of Sulfur/Graphene Aerogel and Performance of Lithium Sulfur Battery [J]. Chinese Journal of Applied Chemistry, 2021, 38(4): 439-446.
[14]	BI Yipiao, GONG Xue, YANG Fa, RUAN Mingbo, SONG Ping, XU Weilin. Polyvalent MnO_x/C Electrocatalyst for Highly Efficient Nitrogen Reduction Reaction [J]. Chinese Journal of Applied Chemistry, 2020, 37(9): 1048-1055.
[15]	ZHANG Baohua, SHI Lanxiang. One-Pot Synthesis of Aryl/Heteroaryl Aminomethylene Bisphosphonates [J]. Chinese Journal of Applied Chemistry, 2020, 37(8): 877-882.