Electrochemical and optical properties of substituted phthalimide based monomers and electrochemical polymerization of 3,4-ethylenedioxythiophene-polyhedral oligomeric silsesquioxane (POSS) analogue

A new series of donor-acceptor-donor type trimeric monomers bearing substituted phthalimide units as acceptor units and thiophene and 3,4-ethylenedioxythiophene (EDOT) as donor units was synthesized and characterized. The strength of acceptor units and intramolecular charge transfer between donor and acceptor units were investigated by using electrochemical and optical methods. The main advantage of phthalimide unit over other acceptor units is the ease of its functionalizability. Thus, utilizing this property, a phthalimide derivative (E2P-POSS) bearing polyhedral oligomeric silsesquioxane (POSS) cage was introduced successfully with EDOT and polymerized electrochemically. The corresponding electroactive polymer, PE2P-POSS, has a band gap of 1.72 eV and is an electrochromic polymer: gray when neutralized and eggplant purple when oxidized.


Synthesis and electrochemical polymerization of D-A-D type monomers with thieno [3,4-c] pyrrole-4,6-dione acceptor unit
Çakal, Deniz; Cihaner, Atilla; Önal, Ahmet Muhtar (Elsevier BV, 2018-11-01)
In this study, three new donor-acceptor-donor type monomers bearing 1,3-dibromo-5-(2-ethylhexyl)-4H-thieno [3,4-c]pyrrole- 4,6(5H)-dione (A) as an acceptor unit and thiophene, 3,4-ethylenedioxythiophene (EDOT) and 3,3-didecy1-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine (didecyl-ProDOT) as donor units were synthesized via Stille cross-coupling reaction and their electrochemical polymerization by repetitive cycling was reported. The electrochemical and optical properties of the monomers ((5-(2-ethyl-liexyl)-1,...
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)
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Electrochemical Synthesis of a Water-Soluble and Self-Doped Polythiophene Derivative
Turac, Ersen; Varol, Ramazan; Ak, Metin; Sahmetlioglu, Ertugrul; Toppare, Levent Kamil (Informa UK Limited, 2008-01-01)
A new monomer, 4-(thiophen-3-yl methyleneamino)benzene sulfonate) (ThSA), was synthesized and characterized. Electrochemical polymerization of ThSA yields a water-soluble and self-doped polymer (PThSA). This polymer was characterized by FT-IR, NMR, DSC, XRD and conductivity measurements. (C) Koninklijke Brill NV, Leiden, 2008
Narrow band gap benzodithiophene and quinoxaline bearing conjugated polymers for organic photovoltaic applications
Caliskan, Meric; Erer, Mert Can; Aslan, Sultan Taskaya; Udum, Yasemin Arslan; Toppare, Levent Kamil; Çırpan, Ali (Elsevier BV, 2020-09-01)
The reasonable selection and optimization of donor-acceptor units allow the band gap tuning as well as the light absorption ability and the energy levels of the photoactive layer of Bulk Heterojunction (BHJ) solar cells. In this work, a series of new quinoxaline and selenophene based benzo[1,2-b:4,5-b'] dithiophene (BDT) bearing conjugated polymers were synthesized via Pd (0) catalyzed Stille polycondensation reaction. The 2-(2-octyldodecyl) selenophene ring was attached to 4th and 8th positions of phenyl r...
Electrochemical and optical properties of novel terthienyl based azobenzene, coumarine and fluorescein containing polymers: Multicolored electrochromic polymers
Yigit, Deniz; Udum, Yasemin Arslan; GÜLLÜ, Mustafa; Toppare, Levent Kamil (Elsevier BV, 2014-01-01)
Three electroactive terthienyl based monomers, namely 1-phenyl-2-[4-(2,2':5',2 ''-terthien-3'-ylmethoxy)phenyl]diazene (TTAz), 4-(2,2':5',2 ''-terthien-3'-ylmethoxy)-2H-chromen-2-one (TTCo) and methyl 2-[3-oxo-6-(2,2':5',2 ''-terthien-3'-ylmethoxy)-3H-xanthen-9-yl] benzoate (TTFlo), were synthesized with good yields and their conducting polymers were electrochemically prepared on ITO electrode surfaces. The effect of chromophore type on electrochemical and optical properties of the polymers was investigated...
Citation Formats
D. Çakal, A. Cihaner, and A. M. Önal, “Electrochemical and optical properties of substituted phthalimide based monomers and electrochemical polymerization of 3,4-ethylenedioxythiophene-polyhedral oligomeric silsesquioxane (POSS) analogue,” DYES AND PIGMENTS, pp. 411–418, 2019, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/47133.