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
  • [31] Crystal structure of 1-(2-(pyridin-2-yl)-5-(pyridin-3-yl)-1,3,4-oxadiazol-3(2H)-yl)ethan-1-one, C14H12N4O2
    Yu, Xiang
    Huang, Ling
    Zhou, Xing-Ji
    Chen, Ya-Fang
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2020, 235 (05): : 1065 - 1066
  • [32] 1-(4-Fluorobenzyl)-2-(pyridin-2-yl)-1H-benzimidazole
    Celik, Omer
    Angay, Firat
    Gundogan, Mustafa
    Ulusoy, Mahmut
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O485 - +
  • [33] 1-[3-(Anthracen-9-yl)-5-(pyridin-2-yl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
    Zhang, Shi-Lu
    Huang, Kun
    Qin, Da-Bin
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1370 - +
  • [34] Glutaric acid-2-(pyridin-4-yl)-1H-benzimidazole (1/1)
    Lin, Songzhu
    Jia, Ruokun
    He, Aimin
    Gao, Xiaoli
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O3463 - U1350
  • [35] Crystal structure of (5-methylimidazo[1,2-a]pyridin-2-yl)methanol
    Elaatiaoui, Abdelmalik
    Koudad, Mohammed
    Saddik, Rafik
    Benchat, Noureddine
    El Ammari, Lahcen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O1189 - +
  • [36] 4-allyl-2-(morpholin-4-ylmethyl)-5-( pyridin-4-yl)2,4-dihydro-3H-1,2,4-triazole-3-thione
    Dinçer, M
    Özdemir, N
    Dege, N
    Çetin, A
    Cansiz, A
    Sekerci, M
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O1953 - O1955
  • [37] 2-[2-(1H-Imidazol-3-ium-5-yl)ethyl]-3-(pyridin-2-yl)-2H-imidazo[1,5-a]pyridin-4-ium bis(perchlorate)
    Turkyilmaz, Murat
    Baran, Yakup
    Ozdemir, Namik
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1282 - U1821
  • [38] 4-[4,5-Bis(pyridin-2-yl)-1H-imidazol-2-yl]phenol monohydrate
    Xiao, Guo-Yong
    Chi, Hai-Jun
    Lei, Peng
    Yu, Jiang-Long
    Hu, Zhi-Zhi
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O161 - U2777
  • [39] Crystal Structure of 2-(Pyridin-4-yl)-5-(Undecylthio)-1,3,4-Oxadiazole
    Shen, Z. -H.
    Wang, Q.
    Sun, Z. -H.
    Wu, H. -K.
    Tan, C. -X.
    Weng, J. -Q.
    Liu, X. -H.
    JOURNAL OF STRUCTURAL CHEMISTRY, 2018, 59 (05) : 1236 - 1240
  • [40] Crystal structures of four co-crystals of (E)-1,2di(pyridin-4-yl) ethene with 4-alkoxybenzoic acids: 4-methoxybenzoic acid-(E)-1,2-di(pyridin-4-yl)ethene (2/1), 4-ethoxybenzoic acid-(E)-1,2-di(pyridin- 4-yl) ethene (2/1), 4-n-propoxybenzoic acid(E)-1,2-di(pyridin-4-yl) ethene (2/1) and 4-n-butoxybenzoic acid-(E)-1,2-di(pyridin-4-yl) ethene (2/1)
    Tabuchi, Yohei
    Gotoh, Kazuma
    Ishida, Hiroyuki
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2016, 72 : 1666 - +