Volume 11 Issue 5
Oct.  2018
Turn off MathJax
Article Contents
XU Hao, LIU Heng. Synthesis and spectral properties of phthalocyanine compounds[J]. Chinese Optics, 2018, 11(5): 765-772. doi: 10.3788/CO.20181105.0765
Citation: XU Hao, LIU Heng. Synthesis and spectral properties of phthalocyanine compounds[J]. Chinese Optics, 2018, 11(5): 765-772. doi: 10.3788/CO.20181105.0765

Synthesis and spectral properties of phthalocyanine compounds

doi: 10.3788/CO.20181105.0765

Equipment Pre-research Key Laboratory Fund Project 614220602021702

More Information
  • Corresponding author: LIU Heng, E-mail:87829112@qq.com
  • Received Date: 09 Nov 2017
  • Rev Recd Date: 12 Feb 2018
  • Publish Date: 01 Oct 2018
  • In order to effectively resist the threat of hyperspectral imaging and reconnaissance and achieve "the same spectrum and color" of camouflage paint and plants, based on the similarity between phthalocyanine and chlorophyll porphyrin structure, the synthesis of phthalocyanine compounds and the fitting of plant spectral features are carried out. The planar phthalocyanine structure of the electron-withdrawing substituent and the divalent transition center ion is constructed. The phthalocyanine compounds are synthesized by DBU catalysis and self-made synthesis equipment. The optimal synthesis conditions and purification methods are investigated. The absorption and reflectance spectra of the products are tested by spectrophotometer to study the influence of central ion and aggregation on the spectral properties of phthalocyanine compounds. The experimental results show that the reaction time of tetranitrometal phthalocyanine is the shortest at 240~250℃ under the action of catalyst; cobalt phthalocyanine has a sharper absorption peak than the phthalocyanine product formed by iron, zinc, copper and other centrally substituted ions, which is more similar to the green plant spectral curve; the spectral reflection curve of the phthalocyanine compound shifts with the influence of temperature, purity and dispersion state on the product aggregation state. The absorption spectrum of tetra-nitro cobalt phthalocyanine synthesized at 220~240℃ for 20~30 min are in agreement with the Q band absorption characteristics of phthalocyanine compounds, and its peak wavelengths are matched with the plant spectrum. It provides new methods and new approaches for the application of phthalocyanine pigments in the fields of military, textile, dye and bionic etc.


  • loading
  • [1]
    张良培.高光谱目标探测的进展与前沿问题[J].武汉大学学报信息科学版, 2014, 39(12):1387-1394. http://d.old.wanfangdata.com.cn/Periodical/whchkjdxxb201412001

    ZHANG L P. Advance and future challenges in hyperspectral target detection[J]. Geomatics and Information Science of Wuhan University, 2014, 39(12):1387-1394.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/whchkjdxxb201412001
    蒋晓军, 吕绪良, 潘家亮, 等.基于光学和红外特征模拟的植物仿生材料设计制备[J].光谱学与光谱分析, 2015, 35(7):1835-1839. doi: 10.3964/j.issn.1000-0593(2015)07-1835-05

    JIANG X J, LÜ X L, PAN J L, et al.. Design and preparation of plant bionic materials based on optical and inf rared features simulation[J]. Spectroscopy and Spectral Analysis, 2015, 35(7):1835-1839.(in Chinese) doi: 10.3964/j.issn.1000-0593(2015)07-1835-05
    张薇, 于媛媛, 张宇, 等.新型水溶性金属酞菁化合物的合成与表征[J].分子科学学报(中、英文), 2015, 31(4):270-275. http://d.old.wanfangdata.com.cn/Periodical/fzkxxb201504002

    ZHANG W, YU A A, ZHANG Y, et al.. Synthesis and characterization of novel water-soluble metallophthalocyanines[J]. Journal of Molecular Science, 2015, 31(4):270-275.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/fzkxxb201504002
    BENSON G ONGARORA, XIAO K H, HAI R L, et al. Syntheses and properties of trimethylaminophenoxy-substituted Zn(Ⅱ)-phthalocyanines[J]. MedChemComm, 2012, 3(2):179-194. doi: 10.1039/C1MD00232E
    周茂清, 李尧, 姚博, 等.基于并五苯/酞菁铅异质结的近红外光敏有机场效应管[J].发光学报, 2014, 35(3):342-348. http://cdmd.cnki.com.cn/Article/CDMD-10730-1014297970.htm

    ZHOU M Q, LI Y, YAO B, et al.. Near infrared photoresponsive organic field-effect transistors by utilizing pentacene/lead phthalocyanine heterojunction[J]. Chinese Journal of Luminescence, 2014, 35(3):342-348.(in Chinese) http://cdmd.cnki.com.cn/Article/CDMD-10730-1014297970.htm
    王殿巍, 左青卉, 陆永波, 等.菲并咪唑衍生物蓝光材料的合成、光物理性质及理论计算[J].发光学报, 2016, 37(11):1346-1352. http://d.old.wanfangdata.com.cn/Periodical/fgxb201611007

    WANG D W, ZUO Q H, LU Y B, et, al.. Synthesis, photophysical properties and theoretical study of blue luminescence materials based on phenanthro[9, 10-d] imidazole[J]. Chinese Journal of Luminescence, 2016, 37(11):1346-1352.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/fgxb201611007
    赵地顺, 刘猛帅, 葛京京, 等.双核离子液体的合成及其对酯化反应的催化活性[J].有机化学, 2012, 32(12):002382-2389. http://d.old.wanfangdata.com.cn/Periodical/yjhx201212027

    ZHAO D S, LIU M S, GE J J, et al.. Synthesis of binuclear ionic liquids and their catalytic activity for esterification[J]. Chinese Journal of Organic Chemistry, 2012, 32(12):2382.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/yjhx201212027
    王颖, 任奇志, 郭琳童, 等.四磺酸酞菁及其金属配合物的合成、表征及对1, 5-萘二酚的光敏催化氧化性能[J].高等学校化学学报, 2013, 34(7):1576-1584. http://d.old.wanfangdata.com.cn/Periodical/gdxxhxxb201307003

    WANG Y, RENG Q ZH, GUO L T, et al.. Synthesis, characterization and photocatalytic oxidation for 1, 5-dihydroxynaphthalene of tetrasulfophthalocyanine and its metallophthalocyanine complex[J]. Chemical Journal of Chinese Universities, 2013, 34(7):1576-1584.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/gdxxhxxb201307003
    王东兴, 刘晓廉, 焦兵兵, 等.Al/CuPC/Cu肖特基气敏二极管制备与特性[J].哈尔滨理工大学学报, 2012, 17(2):127-130. doi: 10.3969/j.issn.1007-2683.2012.02.029

    WANG D X, LIU X L, JIAO B B, et al.. Gas-sensitive characteristics research of Al/CuPC/Cu schottky diode[J]. Journal of Harbin University of Science and Technology, 2012, 17(2):127-130.(in Chinese) doi: 10.3969/j.issn.1007-2683.2012.02.029
    杜文强, 苏斌, 田沛东, 等.酞菁类金属化合物在有机太阳能电池中的应用[J].吉林师范大学学(自然科学版), 2015, 36(1):42-49. http://d.old.wanfangdata.com.cn/Periodical/slxk-zrkx201501008

    DU W Q, SU B, TIAN P D, et al.. Research of the application of phthalocyanine metal compound in organic solar cells[J]. Jilin Normal University Journal:Natural Science Edition, 2015, 36(1):42-49.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/slxk-zrkx201501008
    李占国, 张玉婷, 谢强, 等.基于p-6P异质诱导生长酞菁铜薄膜的NO2传感器[J].物理化学学报, 2016, 32(4):1005-1011. http://d.old.wanfangdata.com.cn/Periodical/wlhxxb201604036

    LI Z G, ZHANG Y T, XIE Q, et al.. NO2 sensors based on p-6P heterogametic induction growth of copper phthalocyanine thin films[J]. Acta Physico-Chimica Sinica, 2016, 32(4):1005-1011.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/wlhxxb201604036
    郑亚开, 韦一, 孙磊, 等.衬底温度对TiOPC光敏有机场效应管的影响[J].发光学报, 2016, 37(6):725-730. http://d.old.wanfangdata.com.cn/Periodical/fgxb201606015

    ZHENG Y K, WEI Y, SUN L, et al.. Substrate temperature dependent performance of photoresponsive organic field effect transistors based on itanyl-phthalocyanine[J]. Chinese Journal of Luminescence, 2016, 37(6):725-730.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/fgxb201606015
    黄金陵, 彭亦如, 陈耐生.金属酞菁配合物结构研究的一些谱学方法[J].光谱学与光谱分析, 2001, 21(1):1-6. doi: 10.3321/j.issn:1000-0593.2001.01.001

    HUANG J L, PENG Y R, CHEN N S. Some spectrum methods on the structures of metal phthalocyanine[J]. Spectroscopy and Spectral Analysis, 2001, 21(1):1-6.(in Chinese) doi: 10.3321/j.issn:1000-0593.2001.01.001
    MA C Y, YE K Q, YU S K, et al.. Synthesis and hypochromic effect of phthalocyanines and metal phthalocyanines[J]. Dyes & Pigments, 2007, 74(1):141-147. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=JJ027436576
    夏道成, 李万程, 李洁筠, 等.1, 11, 15, 25-四羟基-4, 8, 18, 22-二(桥联二丙羧基)酞菁铜的合成及性质研究[J].光谱学与光谱分析, 2015(8):2292-2296. doi: 10.3964/j.issn.1000-0593(2015)08-2292-05

    XIA D C, LI W C, LI J J, et al.. Synthesis and properties of 1, 11, 15, 25-tetrahydroxy-4, 8, 18, 22-di(bridged dipropionate carboxyl) phthalocyanine copper[J]. Spectroscopy and Spectral Analysis, 2015(8):2292-2296.(in Chinese) doi: 10.3964/j.issn.1000-0593(2015)08-2292-05
    JIN L, CHEN D J. Enhancement in photovoltaic performance of phthalocyanine-sensitized solar cells by attapulgite nanoparticles[J]. Electrochimica Acta, 2012, 72(7):40-45.(in Chinese) https://www.sciencedirect.com/science/article/pii/S0013468612005609
    夏道成, 李杰筠, 李万程, 等.新型可溶性酞菁的合成及谱学性质研究[J].光谱学与光谱分析, 2017, 37(12):3793-3796. http://d.old.wanfangdata.com.cn/Periodical/gpxygpfx201712026

    XIA D C, LI J J, LI W C, et al.. Synthesis and characterization of 4, 8, 15, 22-tetra[3, 3-bis(P-hydroxyphenyl) phthalide] phthalocyanines[J]. Spectroscopy and Spectral Analysis, 2017, 37(12):3793-3796.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/gpxygpfx201712026
    李凯, 韩蛟, 张厚玉, 等.分子聚集体的光谱模拟[J].高等学校化学学报, 2011, 32(12):2872-2876. http://d.old.wanfangdata.com.cn/Periodical/gdxxhxxb201112031

    LI K, HAN J, ZHANG H Y, et al.. Simulations of spectra of molecular aggregates[J]. Chemical Journal of Chinese Universities, 2011, 32(12):2872-2876.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/gdxxhxxb201112031
    卢礼萍, 李明, 刘桂玲, 等.叶黄素聚集体吸收光谱的实验分析与理论模拟[J].光谱学与光谱分析, 2016, 36(10):3287-3291. http://d.old.wanfangdata.com.cn/Periodical/gpxygpfx201610045

    LU L P, LI M, LIU G L, et al.. Study on absorption spectra of lutein aggregate with experimental analysis and theoretical calculation[J]. Spectroscopy and Spectral Analysis, 2016, 36(10):3287-3291.(in Chinese) http://d.old.wanfangdata.com.cn/Periodical/gpxygpfx201610045
  • 加载中


    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

    1. 本站搜索
    2. 百度学术搜索
    3. 万方数据库搜索
    4. CNKI搜索

    Figures(11)  / Tables(2)

    Article views(3366) PDF downloads(432) Cited by()
    Proportional views


    DownLoad:  Full-Size Img  PowerPoint