Cobalt(II) porphyrin axially coordinated with 2′-(pyridin-4-yl)-5′-(pyridin-2-yl)-1′-(pyridin-2-ylmethyl)-2′,4′-dihydro-1′H-pyrrolo[ 3′,4′: 1,2](C60 -Ih)[5,6]fullerene: formation, chemical structure, and spectroscopic properties

被引:19
|
作者
Bichan, N. G. [1 ]
Ovchenkova, E. N. [1 ]
Kudryakova, N. O. [2 ]
Lomova, T. N. [1 ]
机构
[1] Russian Acad Sci, GA Krestov Inst Solut Chem, Lab Synth & React Metalloporphyrins Solut, Ivanovo, Russia
[2] Russian Acad Sci, GA Krestov Inst Solut Chem, Lab Struct & Dynam Mol & Ion Mol Solut, Ivanovo, Russia
基金
俄罗斯基础研究基金会;
关键词
Cobalt(II) porphyrin; pyridyl-substituted pyrrolidinofullerene; non-covalently linked donor-acceptor systems; spectral properties; stability; INFRARED-SPECTRA; DERIVATIVES; FULLERENES; TIO2; C60;
D O I
10.1080/00958972.2017.1335867
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Construction of new effective photovoltaic devices based on organic dyes has important implications for modern and future technologies. In this article, we studied the equilibrium, the rate, and the spectral manifestation of the reaction of [(2,3,7,8,12,18-hexamethyl,13,17-diethyl,5'-(2-pyridyl)porphyrinato)cobalt(II)]-[2-(pyridin-4-yl)-5-(pyridin-2-yl)-1-(pyridin-2-ylmethyl)-2',4'-dihydro-1'-H-pyrrolo[3',4' : 1,2](C-60-I-h)[5,6]fullerene] triad formation as well as its spectral properties and photo electrochemical behavior. The cobalt porphyrin-pyridyl-substituted fullerene mixtures in toluene are self-assembling systems due to axial donor-acceptor binding between Co of the porphyrin complex and N-pyridyl of the substituted fullerene. The formation rate constant, k(298K), and the stability constant, K-298K, of donor-acceptor triad formed by coordination of two substituted fullerene molecules to Co porphyrin are (44.4 +/- 0.8)molL(-1)s(-1) and (56 +/- 16)x10(7)L(2)mol(-2), respectively. Modification of the titanium electrode coated with the natural oxide film was carried out using the porphyrin-fullerene triad and its individual components. Photopotential and photocurrent density of the system with modified electrode were studied. The obtained results are of interest for creating porphyrin-based donor-acceptor systems as components in organic photovoltaics. [GRAPHICS] .
引用
收藏
页码:2371 / 2383
页数:13
相关论文
共 50 条
  • [41] Crystal Structure of 2-(Pyridin-4-yl)-5-(Undecylthio)-1,3,4-Oxadiazole
    Z.-H. Shen
    Q. Wang
    Z.-H. Sun
    H.-K. Wu
    C.-X. Tan
    J.-Q. Weng
    X.-H. Liu
    Journal of Structural Chemistry, 2018, 59 : 1236 - 1240
  • [42] 2,4,5-Tris(pyridin-4-yl)-1H-imidazole monohydrate
    Wang, Shen-Tang
    Che, Guang-Bo
    Liu, Chun-Bo
    Wang, Xing
    Liu, Ling
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68
  • [43] Bis[3-methyl-5-(pyridin-2-yl)-1H-pyrazol-4-yl] selenide methanol hemisolvate
    Seredyuk, Maksym
    Sharkina, Natalia O.
    Gumienna-Kontecka, Elzbieta
    Kapshuk, Anatoly A.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : 0127 - +
  • [44] The crystal structure of hexaqua(μ2-3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-1κ2O,O′; 2κO′)(3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κO)(3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κ2O,O′) digadolinium(III)octahydrate, C60H76Gd2N18O32
    Chen, Qifan
    Huang, Fang
    Quan, Wenjing
    Lu, Yanhua
    Zhang, Fang
    Liu, Fei
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2016, 231 (02): : 457 - 460
  • [45] Dimethylammonium 5-carboxy-2-(1-oxo-1 lambda(5)-pyridin-2-yl)-1H-imidazole-4-carboxylate
    Dai, Chuntao
    Nie, Jianhua
    Lin, Yuehua
    Wang, Jun
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : 02600 - +
  • [46] Crystal structure of 1,5-di(pyridin-2-yl)-3-(pyridin-4-yl)-pentane-1,5-dione, C20H17N3O2
    Liu, Jun-Na
    Lou, Xin-Hua
    Zhao, Shuang
    Zhang, Yu-Qing
    Deng, Rui-Xue
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2010, 225 (04): : 793 - 794
  • [47] 1,3-dipolar cycloaddition of several azomethine ylides to [60]fullerene:: synthesis of derivatives of 2′,5′-dihydro-1′H-pyrrolo[3′,4′:1,2][60]fullerene
    Wu, SH
    Sun, WQ
    Zhang, DW
    Shu, LH
    Wu, HM
    Xu, JF
    Lao, XF
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (10): : 1733 - 1738
  • [48] 2-[4,5-Diphenyl-2-(pyridin-2-yl)-1H-imidazol-1-yl]-3-phenylpropan-1-ol
    Yang, Liangru
    Xiao, Yongmei
    He, Kun
    Yuan, Jinwei
    Mao, Pu
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1670 - +
  • [49] 4-phenyl-3-(pyridin-4-yl)-1H-1,2,4-triazole-5(4H)-thione
    Yildirim, SÖ
    Akkurt, M
    Çetin, A
    Cansiz, A
    Sekerci, M
    Kazak, C
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2005, 61 : O619 - O621
  • [50] 4-[(2-Bromobenzylidene)amino]-3(pyridin-4-yl)-1H-1,2,4-triazole-5(4H)-thione
    Gao, Wei
    Li, Xian
    Wang, Xin-Ling
    Yang, Jing
    Wu, Xue-Fen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1996 - +