Citation: Sun Jinyu, Shi Yufang, Liu Chengqi, Zhao Minggen. Synthesis, Theoretical Investigation and Third-Order Nonlinear Optical Properties of Two Chalcone Derivatives[J]. Chemistry, ;2016, 79(10): 975-980. shu

Synthesis, Theoretical Investigation and Third-Order Nonlinear Optical Properties of Two Chalcone Derivatives

1.
Key Laboratory of Materials and Computational Chemistry, Department of Chemistry, Xin Zhou Teachers University, Xin Zhou 034000

Corresponding author: Zhao Minggen,
Received Date: 2 March 2016
Available Online: 20 April 2016
Fund Project:

Two chalcone derivatives 1-(4-methylphenyl)-3-(4-dimethylaminophenyl) acrylic ketone (1) and 1-(4-methylphenyl)-3-(4-methoxyphenyl)acrylic ketone (2) were synthesized and characterized by ¹H NMR, ¹³C NMR, IR and HR-MS. Their third-order nonlinear optical properties were measured by 4f phase-coherent imaging system with pulse width 4nm, laser wavelength 500nm and 440nm, respectively. The relevant parameters were given as follows: for compound 1: the nonlinear absorption coefficient β=7.3×10^-10 m/W, the nonlinear refractive index n₂=-3.6×10^-17 m²/W, the third-order nonlinear polarizability χ⁽³⁾=2.56×10^-11 esu; for compound 2: β= -4.8×10^-10 m/W, n₂=2.0×10^-17 m²/W, χ⁽³⁾=1.45×10^-11 esu. The corresponding UV absorption and DSC curves were also investigated. Moreover, their orbital energy and polarization were calculated by density functional theory. The results indicated that intramolecular electron transfer can occur in 1 and 2. Thus both compounds exhibit better NLO activities.
- Chalcone derivatives,
- Synthesis,
- 4f Phase-coherent imaging system,
- Third-order nonlinear optical properties
1. [1]
  [1] T C S Shetty, S Raghavendra, C S C Kumar et al. Opt. Laser Technol., 2016, 77(1):23~30.
2. [2]
  [2] M Thangaraj, G Vinitha, T C S Girisun et al. Opt. Laser Technol., 2015, 73(5):130~134.
3. [3]
  [3] A N Prabhu, A Jayarama, B K Subrahmanya et al. J. Mol. Struct., 2013, 1031(1):79~84.
4. [4]
  [4] S Bugaychuki, G Klimusheva, Y Garbovskiy et al. Opto-Electron. Rev., 2006, 14(4):275~279.
5. [5]
  [5] B Champagne, A Plaquet, J L Pozzo et al. J. Am. Chem. Soc., 2012, 134(5):8101~8103.
6. [6]
  [6] Z B Qin, Y Q Wen, Y L Shang et al. Appl. Phys. A, 2007, 87(1):277~280.
7. [7]
  [7] C S C Kumar, S Raghavendra, T S Chia et al. Opt. Mater., 2015, 49(C):279~285.
8. [8]
  [8] J W C, X Q Wang, Q Ren et al. Appl. Phys. A, 2011, 105(3):723~731.
9. [9]
  [9] A N Prabhu, V Upadhyaya, A Jayarama et al. Mater. Chem. Phys., 2013,138(1):179~185.
10. [10]
  [10] K M Rahulan, S Balamurugan, K S Meena et al. Opt. Laser Technol., 2014, 56(1):142~145.
11. [11]
  [11] A D Beck. J. Chem. Phys., 1993, 98(7):5648~5659.
12. [12]
  [12] C Lee, W Yang, R G Parr. Phys. Rev. B, 988, 37(2):785~791.
13. [13]
  [13] M J Frisch G W Trucks, H B Schlegel et al. Gaussian 09, Revision B.0l, Gaussian, Inc., Wallingford CT, 2010.
14. [14]
  [14] S Alen, D Sajan, L Joseph et al. Chem. Phys. Lett., 2015, 636(7):208~215.
15. [15]
  [15] 李云波, 张学如, 宋瑛林等. 红外与激光工程, 2006, 35(S2):231~235.
16. [16]
  [16] X Zhao, F Zhou, Q Liu et al. Inorg. Chem., 2016, 55(4):1861~1871.
17. [17]
  [17] Z H Wei, C Y Ni, H X Li et al. Chem. Commun., 2013, 49(42):4836~4838.
18. [18]
  [18] Q Liu, Z G Ren, L Deng et al. Dalton Trans., 2015, 44(1):130~137.
1. [1]
  Lixing ZHANG , Yaowen WANG , Xu HAN , Junhong ZHOU , Jinghui WANG , Liping LI , Guangshe LI . Research progress in the synthesis of fluorine-containing perovskites and their derivatives. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1689-1701. doi: 10.11862/CJIC.20250007
2. [2]
  Bin SUN , Heyan JIANG . Glucose-modified bis-Schiff bases: Synthesis and bio-activities in Alzheimer′s disease therapy. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1338-1350. doi: 10.11862/CJIC.20240428
3. [3]
  Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278
4. [4]
  Ying Chen , Ronghua Yan , Weiyan Yin . Research Progress on the Synthesis of Metal Single-Atom Catalysts and Their Applications in Electrocatalytic Hydrogen Evolution Reactions. University Chemistry, 2025, 40(9): 344-353. doi: 10.12461/PKU.DXHX202503066
5. [5]
  Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
6. [6]
  Lifang HE , Wenjie TANG , Yaoze LUO , Mingsheng LIANG , Jianxin TANG , Yuxuan WU , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two dialkyltin complexes constructed based on 2, 2′-bipyridin-6, 6′-dicarboxylic acid. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1601-1609. doi: 10.11862/CJIC.20250012
7. [7]
  Xiaohang JIN , Qi LIU , Jianping LANG . Room‑temperature solid‑state synthesis, structure, and third‑order nonlinear optical properties of phosphine‑ligand‑protected silver thiolate clusters. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1505-1512. doi: 10.11862/CJIC.20250125
8. [8]
  Jiaming Xu , Yu Xiang , Weisheng Lin , Zhiwei Miao . Research Progress in the Synthesis of Cyclic Organic Compounds Using Bimetallic Relay Catalytic Strategies. University Chemistry, 2024, 39(3): 239-257. doi: 10.3866/PKU.DXHX202309093
9. [9]
  Xinyi Zhang , Kai Ren , Yanning Liu , Zhenyi Gu , Zhixiong Huang , Shuohang Zheng , Xiaotong Wang , Jinzhi Guo , Igor V. Zatovsky , Junming Cao , Xinglong Wu . Progress on Entropy Production Engineering for Electrochemical Catalysis. Acta Physico-Chimica Sinica, 2024, 40(7): 2307057-0. doi: 10.3866/PKU.WHXB202307057
10. [10]
  Lei Feng , Ze-Min Zhu , Ying Yang , Zongbin He , Jiafeng Zou , Man-Bo Li , Yan Zhao , Zhikun Wu . Long-Pursued Structure of Au₂₃(S-Adm)₁₆ and the Unexpected Doping Effects. Acta Physico-Chimica Sinica, 2024, 40(5): 2305029-0. doi: 10.3866/PKU.WHXB202305029
11. [11]
  Chunling Qin , Shuang Chen , Hassanien Gomaa , Mohamed A. Shenashen , Sherif A. El-Safty , Qian Liu , Cuihua An , Xijun Liu , Qibo Deng , Ning Hu . Regulating HER and OER Performances of 2D Materials by the External Physical Fields. Acta Physico-Chimica Sinica, 2024, 40(9): 2307059-0. doi: 10.3866/PKU.WHXB202307059
12. [12]
  Zhiwen HUANG , Qi LIU , Jianping LANG . W/Cu/S cluster-based supramolecular macrocycles and their third-order nonlinear optical responses. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 79-87. doi: 10.11862/CJIC.20240184
13. [13]
  Yujie WANG , Laobang WANG , Zheng ZHANG , Qi LIU , Jianping LANG . Construction of W/Cu/S cluster-based supramolecular compounds via alkynyl/sulfur cycloaddition and their third-order nonlinear optical properties. Chinese Journal of Inorganic Chemistry, 2025, 41(10): 2069-2077. doi: 10.11862/CJIC.20250129
14. [14]
  Qiang HU , Zhiqi CHEN , Zhong CHEN , Xu WANG , Weina WU . Pyridinium-chalcone-based ClO^- fluorescent probe: Preparation and biological imaging applications. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1789-1795. doi: 10.11862/CJIC.20250086
15. [15]
  Jia-He Li , Yu-Ze Liu , Jia-Hui Ma , Qing-Xiao Tong , Jian-Ji Zhong , Jing-Xin Jian . 洛芬碱衍生物的合成、化学发光与重金属离子检测. University Chemistry, 2025, 40(6): 230-237. doi: 10.12461/PKU.DXHX202407080
16. [16]
  Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
17. [17]
  Liping GUO . Synthesis and crystal structure characterization of yttrium imido complex: The reactivity of 2-substituted-1-amino-o-carborane with yttrium dialkyl complex. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1409-1415. doi: 10.11862/CJIC.20250065
18. [18]
  Yongqing Kuang , Jie Liu , Jianjun Feng , Wen Yang , Shuanglian Cai , Ling Shi . Experimental Design for the Two-Step Synthesis of Paracetamol from 4-Hydroxyacetophenone. University Chemistry, 2024, 39(8): 331-337. doi: 10.12461/PKU.DXHX202403012
19. [19]
  Yurong Tang , Yunren Shi , Yi Xu , Bo Qin , Yanqin Xu , Yunfei Cai . Innovative Experiment and Course Transformation Practice of Visible-Light-Mediated Photocatalytic Synthesis of Isoquinolinone. University Chemistry, 2024, 39(5): 296-306. doi: 10.3866/PKU.DXHX202311087
20. [20]
  Yajin Li , Huimin Liu , Lan Ma , Jiaxiong Liu , Dehua He . Photothermal Synthesis of Glycerol Carbonate via Glycerol Carbonylation with CO₂ over Au/Co₃O₄-ZnO Catalyst. Acta Physico-Chimica Sinica, 2024, 40(9): 2308005-0. doi: 10.3866/PKU.WHXB202308005

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(503)
HTML views(67)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142