Effect of the donor units on the properties of fluorinated acceptor based systems

Download

index.pdf

Date

2020-10-01

Author

Önal, Ahmet Muhtar
Akdağ, Akın
Çakal, Deniz

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

235
views

0
downloads

A new series of monomers in the donor-acceptor-donor array, namely 5-fluoro-4,7-di(furan-2-yl)benzo[c][1,2,5]thiadiazole (F2BT-F), and 5-fluoro-4,7-di(selenophen-2-yl)benzo[c][1,2,5] thiadiazole (S2BT-F), bearing 5-fluorobenzo[c][1,2,5]-thiadiazole as the acceptor moiety and furan and selenophene as the electron donating groups was synthesized and polymerized electrochemically. To compare heteroatom effect, thiophene analogue of newly synthesized F2BT-F and S2BT-F namely, (5-fluoro-4,7-di(thiophen-2-yl)benzo[c][1,2,5] thiadiazole (T2BT-F)) and its corresponding polymer were also synthesized. Effect of donor units on the electrochemical and optical properties of fluorinated acceptor based systems was investigated in terms of the effect of different sized heteroatoms in five-membered rings on the dihedral angle and planarity. Theoretical calculations also suggested a deviation from planarity upon fluorination. Moreover, electrochemically obtained polymers possess low bandgap values (1.62 eV–1.68 eV for PF2BT-F and PS2BT-F, respectively) and exhibited electrochromic properties with relatively low switching times.

Subject Keywords

Process Chemistry and Technology, General Chemical Engineering, Electropolymerization, Electrochromism, Dihedral angle, Benzothiadiazole, Furan, Thiophene, Selenophene

URI

https://hdl.handle.net/11511/69369

Journal

DYES AND PIGMENTS

DOI

https://doi.org/10.1016/j.dyepig.2020.108955

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Effect of fluorine substituted benzothiadiazole on electro-optical properties of donor-acceptor-donor type monomers and their polymers Çakal, Deniz; Önal, Ahmet Muhtar (Elsevier BV, 2020-11-01) A series of trimeric monomers bearing thiophene donor units and fluorinated analogues of benzothiadiazole acceptor units was synthesized via donor-acceptor-donor approach and polymerized electrochemically in order to investigate the effect of fluorine atom on electro-optical properties of both monomers and their corresponding polymers. All monomers exhibited solvatochromic and fluorescent properties. The introduction of fluorine atom into the conjugated backbone increased the oxidation potentials. Upon movi...
Effect of Feed Composition on the Gas Separation Performance of Binary and Ternary Mixed Matrix Membranes Sen, Deger; Yılmaz, Levent; Kalıpçılar, Halil (Informa UK Limited, 2013-03-01) Binary and ternary component mixed matrix membranes comprised of zeolite 4A and p-nitroaniline (pNA) in the polycarbonate (PC) matrix were prepared and appraised in gas separation. For comparison, homogenous membranes of PC and PC/pNA membranes were also investigated. The membranes were utilized to separate binary mixtures of CO2/CH4, H2/CH4, and CO2/N2. The effect of feed composition on the separation performance of membranes was investigated. Separation factors and ideal selectivities were similar for the...
The effect of the different donor units on fluorescent conjugated polymers containing 2,1,3-benzooxadiazole as the acceptor unit Goker, Seza; Hizalan, Gonul; Ileri, Merve; Hacioglu, Serife O.; Toppare, Levent Kamil (2015-08-15) A series of monomers were synthesized via Stille coupling to obtain low-band gap conjugated polymers namely poly(5,6-bis(octyloxy)-4,7-di(thieno[3,2-b]thiophen-2-yl)benzo[c][1,2,5]oxadiazole (PTTBO)), poly(5,6-bis(octyloxy)-4,7-di(selenophen-2-yl)benzo[c][1,2,5]oxadiazole (PSBO)) and poly(5,6-bis(octyloxy)-4,7-di(furan-2-yl)benzo[c][1,2,5]oxadiazole (PFBO)) which comprise electron-rich thieno[3,2b]thiophene (TT), selenophene and furan, as the donor units in conjugation with electron-deficient 2,1,3-benzooxa...
EFFECT OF FEED COMPOSITION ON THE PERFORMANCE OF POLYMER-ZEOLITE MIXED MATRIX GAS SEPARATION MEMBRANES BATTAL, T; BAC, N; Yılmaz, Levent (Informa UK Limited, 1995-01-01) An emerging membrane morphology with future potential is mixed matrix membranes composed of two interpenetrating matrices of different materials. In this study, mixed matrix membranes of an amorphous glassy polymer(polyethersulfone) and hydrophilic zeolite (4A) were prepared. An elaborate membrane preparation technique that enables incorporation of high zeolite loading into the membrane was developed. Performance of membranes was tested by using a laboratory-scale gas separation apparatus. The permeation ra...
RELATIONSHIP BETWEEN CATHODIC PEAK POTENTIALS AND THEORETICALLY CALCULATED LUMO ENERGIES OF SOME 2-PHENYL BENZOXAZOLE DERIVATIVES GULLU, M; YALCIN, I; SENER, E; TURKER, L; CELEBI, N; Akbulut, Ural (Wiley, 1994-03-01) Cathodic peak potentials (E(p,c)) of twentyseven microbiologically active 2-phenyl-benzoxazole derivatives containing both electron withdrawing and electron donating groups on benzoxazole kernel and on phenyl moiety were measured by cyclic voltammetry in acetonitrile. The E(p,c) values were in the range of -2.8 V to -3.10 V except for those compounds which contained -NO2 substituent at position-5. Those benzoxazole derivatives possessing a NO2 group all had substantially lower reduction peak potentials, ran...

Citation Formats

A. M. Önal, A. Akdağ, and D. Çakal, “Effect of the donor units on the properties of fluorinated acceptor based systems,” DYES AND PIGMENTS, pp. 108955–108963, 2020, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/69369.