Comparative study of charge transfer complexes of porphyrin bases with acid picric and picryl chloride acceptors

Document Type : Original Article

Authors

1 Professor assistant

2 Shahid Beheshti University

10.22036/ijc.2020.205322.1094

Abstract

In this study the formation of charge transfer complexes between porphyrin free bases such as tetraphenyl porphyrin (TPP) and tetrakis (4-methylphenyl) porphyrin (Me-TPP) as electron donors (D) with some electron acceptors (A) such as 2, 4, and 6-trinitrophenol (Picric acid) and 1-Chloro-2, 4 and 6-trititrobenzene (picryl chloride) were investigated using UV-Vis spectrophotometry in dichloromethane at 293-308K. The porphyrin peak decreased at 418-419 nm and two new absorption bands developed at 441-448 and 654-667 nm. These new bands were characteristic of the charge transfer from HOMO of porphyrin to the LUMO of electron acceptor. The isosbestic point characterized the existence of one equilibrium and two adsorbent species. The Benesi-Hildebrand equation was applied to calculate the equilibrium constants and molar absorption coefficients of the complexes at different temperatures. With considering the temperature dependence of the complex formations, the Vant Hoff equation was used to calculate the thermodynamic constants of the complex formation reactions (ΔH, ΔG, ΔS). The is no deviation linearity at the Vant Hoff equation for all the complexes in different temperatures represented a 1: 1 complex formed between acceptor and donor.

Keywords

References

1)         N Perry, F Doan (1950) Journal of Dairy Science 33: 176.
2)         JS Caygill, F Davis, SP Higson (2012) Talanta 88: 14.
3)         A Schneider, M Neis, M Stillhart, B Ruiz, RU Khan, P Günter (2006) JOSA B 23: 1822.
4)         B Ferguson, X-C Zhang (2002) Nature materials 1: 26.
5)         R Soman, S Sujatha, C Arunkumar (2015) RSC Advances 5: 93243.
6)         A Rana, SS Sahoo, PK Panda (2019) Journal of Porphyrins and Phthalocyanines 23: 287.
7)         Q Yan, Z Luo, K Cai, Y Ma, D Zhao (2014) Chemical Society Reviews 43: 4199.
8)         DR Whang, DH Apaydin (2018) ChemPhotoChem 2: 148.
9)         MB Thomas, Y Hu, W Shan, KM Kadish, H Wang, F D’Souza (2019) The Journal of Physical                        Chemistry C      123: 22066.
10)        K Nakabayashi, K Miyakawa, H Mori (2019) Polymer Bulletin: 1.
11)        NL Bill, M Ishida, Y Kawashima, et al. (2014) Chemical Science 5: 3888.
12)        Z Luo, B Liu, S Si, et al. (2017) Dyes and Pigments 143: 463.
13)        T-D Cis (2012) The Porphyrins V1: Structure and Synthesis: 85.
14)        I Matsumoto (1965) YAKUGAKU ZASSHI 85: 544. Doi:10.1248/yakushi1947.85.6_544
15)        M El-Kemary, S Azim, M El-Khouly, E Ebeid (1997) Journal of the Chemical Society, Faraday                    Transactions 93: 63.
 
Iranian Journal of Chemistry
Volume 3, Issue 1 - Serial Number 4
September 2020
Pages 79-85

Files

History

  • Receive Date: 16 October 2019
  • Revise Date: 25 January 2020
  • Accept Date: 21 September 2020

Share

How to cite

Statistics