| 光谱学与光谱分析 |
|
|
|
|
|
| The Structure and Properties of Metal-Free 1,8,15,22-Tetrakis (3-Pentyloxy) Phthalocyanine Complex and Study of Its IR spectra |
| ZHOU Hong1,XIE An-jian2 |
| 1. Department of Chemistry, Nanjing Xiaozhuang College, Nanjing 210017, China2. College of Chemistry and Chemical Engineering，Anhui University，Hefei 230039，China |
|
|
|
|
Abstract Density functional theory calculations were carried out to study the molecular structure, molecular orbital, atomic charge, and infrared spectra of metal-free 1,8,15,22-tetrakis(3-pentyloxy) phthalocyanine using B3LYP method with the 6-31G(d) basis set. The optimized molecular geometry is in good agreement with the result from X-ray deterimination, and the differences between the bond lengths from calculation and X-ray crystallography structure for the framework of phthalocyanine are less than 0.002 nm. It was also found that there is a good consistency between the calculated and experimental IR data. The calculated structure and IR spectra were fairly compared with the X-ray crystallography structure and experimental IR spectra to verify the reliability of employed B3LYP method and 6-31G(d) basis set. It is worth noting that the 3-pentyloxy groups at the alpha position have significant influence on the structure and properties of metal-free pthalocyanine, for example, both the energies of HOMO and LUMO increase, however, the gap between HOMO and LUMO decreases, which results in the decrease of the 1,8,15,22-tetrakis(3- pentyloxy)phthalocyanine stability. The important peaks in the IR spectra were also assigned and analyzed in detail according to the calculations.
|
|
Received: 2007-01-08
Accepted: 2007-03-05
|
|
|
|
Corresponding Authors:
ZHOU Hong
E-mail: zhouhong@njxzc.edu.cn
|
|
[1] Mckeown N B, Phthalocyanine Materials: Synthesis, Structure and Function, Cambridge, England: Cambridge University Press, 1998.
[2] Lever A B P, Leznoff C C. Phthalocyanine: Properties and Applications, New York: VCH, 1989.
[3] Kadish K M, Smith K M, Guilard R, The Porphyrin Handbook, San Diego, CA: Academic Press, 2000.
[4] Gregory P, High-Technology Applications of Organic Colorants, New York: Plenum Press, 1991.
[5] Gregory P. J. Porphyrins Phthalocyanines, 2000, 4: 432.
[6] Ao R, Kilmmert L, Haarer D. Adv. Mater., 1995, 7: 495.
[7] Birkett D, Chem. Ind., 2000, (5): 178.
[8] Moser F H, Thomas A L. The Phthalocyanines, Vols. 1 and 2, Manufacture and Applications, Boca Raton, FL: CRC Press, 1983.
[9] Wohrle D, Meissner D. Adv. Mater., 1991, 3: 129.
[10] Eichhorn H. J. Porphyrins Phthalocyanines, 2000, 4: 88.
[11] Wright J D. Prog. Surf. Sci., 1989, 31: 1.
[12] Snow A W, Barger W R. In Phthalocyanines: Properties and Applications, Leznoff C C, Lever A B P, Eds., New York: VCH, 1989. 341.
[13] Nalwa H S, Shirk J S. In Phthalocyanines: Properties and Applications, Leznoff C C, Lever A B P, Eds., New York: VCH, 1996: 79.
[14] Shirk J S, Pong R G S, Flom S R, et al. J. Phys. Chem., 2000, 104: 1438.
[15] de la Torre G, Vázquez P, AgullólóPez F, et al. J. Mater. Chem., 1998, 8: 1671.
[16] Luk Centyanets E A. J. Porphyrins Phthalocyanines, 1999, 3: 424.
[17] Hasrar H, van Lier J E. Chem. Rev., 1999, 99: 2379.
[18] Cosomelli B, Roncuccin G, Dei D, et al. Tetrahedron, 2003, 59: 10025.
[19] Beltrán H I, Esquive R, Sosa-Sánchez A, et al. Inorg. Chem., 2004, 43: 3555.
[20] Cannon C G, Sutherland G B B M. Spectrochim. Acta, 1951, 4: 373.
[21] Janczak J. Polish Journal of Chemistry, 1998, 72: 1871.
[22] CHENG Jian-bo, XU Wei-qing, ZHAO Bing, et al（程建波, 徐蔚青，赵 冰, 等）. Spectroscopy and Spectral Analysis(光谱学与光谱分析), 2006, 26(5): 854.
[23] SHANG Zhi-guo，BAI Ying，ZHANG Yan-ke，et al（尚治国，白 莹，张燕珂，等）. Spectroscopy and Spectral Analysis(光谱学与光谱分析), 2005，25（12）：2005.
[24] Frisch M J, Trucks G W, Schlegel H B, et al. Gaussian 03, Revision B.05, Pittsburgh, PA: Gaussian, Inc., 2003.
[25] Liu W, Lee C H, Li H W, et al. Chem. Commun., 2002, (6): 628.
[26] Zhang Y, Zhang X, Liu Z, et al. J. Phys. Chem. A, 2005, 109: 6363.
[27] Zhang Y, Zhang X, Liu Z, et al. Vib. Spectro., 2006, 40: 289.
[28] Zhang X, Zhang Y, Jiang J. J. Mol. Struct., 2004, 673: 103. |
| [1] |
LI Xiao-jun, HE Xian-li, SONG Rui-juan. Theoretical Study of Structures, Stabilities, and Infrared Spectra of the Alkali-Metal (Li2F)nM (M=Li, Na, K; n=1, 2) Clusters[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2064-2069. |
| [2] |
JIAN Kuo1,2，LIU Shun-xi4，CHEN Yi-lin3，FU Xue-hai2,3*. Infrared Spectroscopic Study on the Structure Evolution of Low Rank Coal and Its Correlation with Carbon Isotope of Alkane Gas in Pyrolysis Process[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2070-2075. |
| [3] |
WANG Shuai1, XU Jun-ping1, WANG Nan1, LEI Wan-ying1, FAN Xi-yan1, DOU Sen2, 3*. Structural Characteristics of Mineral-Microbial Residues Formed by Microbial Utilization of Lignin Joined with Fe, Al, Mn-Oxides Based on FT-IR and SEM Techniques[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2086-2093. |
| [4] |
WANG Wen-xiu, PENG Yan-kun*, FANG Xiao-qian, BU Xiao-pu. Characteristic Variables Optimization for TVB-N in Pork Based on Two-Dimensional Correlation Spectroscopy[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2094-2100. |
| [5] |
HU Hua-ling1, 2, 3, LI Meng2, 3*, HE Xiao-song2, 3, XI Bei-dou2, 3, ZHANG Hui2, 3, LI Dan2, 3, HUANG Cai-hong2, 3, TAN Wen-bing2, 3. FTIR Spectral Characteristics of Rice Plant Growing in Mercury Contaminated Soil[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2081-2085. |
| [6] |
LE Ba Tuan1, 3, XIAO Dong1*, MAO Ya-chun2, SONG Liang2, HE Da-kuo1, LIU Shan-jun2. Coal Classification Based on Visible, Near-Infrared Spectroscopy and CNN-ELM Algorithm[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2107-2112. |
| [7] |
MA Dian-xu1, LIU Gang1*, OU Quan-hong1, YU Hai-chao1, LI Hui-mei1, SHI You-ming2. Discrimination of Common Wild Mushrooms by FTIR and Two-Dimensional Correlation Infrared Spectroscopy[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2113-2122. |
| [8] |
DAI Li-li, SHI Guang-hai*, YUAN Ye, WANG Mei-li, WANG Yan. Infrared Spectroscopic Characteristics of Borneo and Madagascar Copal Resins and Rapid Identification between Them and Ambers with Similar Appearances[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2123-2131. |
| [9] |
WANG Jie-jun1, CHEN Jia1,2, YE Song1, DONG Da-ming2*. Monitoring of Grape Decay via Its Volatiles Based on Open-Path Fourier Transform Infrared Spectroscopy[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2132-2135. |
| [10] |
LIU Jin, LUAN Xiao-li*, LIU Fei. Near Infrared Spectroscopic Modelling of Sodium Content in Oil Sands Based on Lasso Algorithm[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2274-2278. |
| [11] |
ZHANG Hao1, 2, 5, WANG Lin3, LONG Hong-ming2, 4, 5. Study on Composite Activating Mechanism of Alkali Steel Slag Cementations Materials by XRD and FTIR[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2302-2306. |
| [12] |
JU Wei1，LU Chang-hua1, 2，ZHANG Yu-jun2，JIANG Wei-wei1，WANG Ji-zhou1，LU Yi-bing2. Open-Path Fourier Transform Infrared Spectrum De-Noising Based on Improved Threshold Lifting Wavelet Transform and Adaptive Filter[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(06): 1684-1690. |
| [13] |
SUN Heng1, JIN Hang2，3, HU Qiang1, KANG Ping-de1, CHEN Jun-fei1, HE Jia-wei1*, WANG Yuan-zhong2，3*. Infrared Spectroscopy Combined with Chemometrics for Rapid Determination of Total Flavonoids in Dendrobium Officinale[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(06): 1702-1707. |
| [14] |
LI Yun1,2,3, ZHANG Ji1,2, LIU Fei4, XU Fu-rong3, WANG Yuan-zhong1,2*, ZHANG Jin-yu1,2,3*. Prediction of Total Polysaccharides Content in P. notoginseng Using FTIR Combined with SVR[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(06): 1696-1701. |
| [15] |
YU Hui-ling1, MEN Hong-sheng2, LIANG Hao2, ZHANG Yi-zhuo2*. Near Infrared Spectroscopy Identification Method of Wood Surface Defects Based on SA-PBT-SVM[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(06): 1724-1728. |
|
|
|
|
