Spray coatable electrochromic dioxythiophene polymers with high coloration efficiencies

REEVES, Benjamin D.
GRENIER, Christophe R.G.
ARGUN, Avni A.
Çırpan, Ali
Four new disubstituted propylenedioxythiophene polymers have been synthesized by Grignard metathesis on the 1-5 g scale. All polymers were found to be soluble in chloroform, methylene chloride, toluene, and tetrahydrofuran and were fully structurally characterized having GPC determined number-average molecular weights ranging from 33000 to 47000 g mol(-1). Dilute polymer solutions in toluene exhibited strong red fluorescence with moderate quantum efficiencies from 0.38 to 0.50. Homogeneous thin films were formed by electropolymerization and spray casting polymer solutions onto ITO coated glass slides at thicknesses of ca. 150 nm. The films were electroactive, switching from a dark blue-purple to a transmissive sky blue upon p-doping, often with subsecond switching times, and high electrochromic contrast luminance changes (% DeltaY) of 40-70%. These studies revealed that the branched derivatives, [poly(3,3-bis(2-ethylhexyl)-3,4-dihydro-2H-thieno[3,4-b] [1,4] dioxepine)] and [poly(6,8-dibromo-3,3-bis(2-ethylhexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b] [1,4]dioxepine)], gave an electrochemical response and associated color change over a much smaller voltage range in comparison to the linear chain substituted derivatives, [poly(3,3-dihexyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine)] and [poly(3,3-bis(octadecyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b] [1,4]dioxepine)]. Composite coloration efficiency values were found up to 1365 cm(2)/C; this was considerably larger than values obtained from previously studied alkylenedioxythiophene based polymers (similar to375 cm(2)/C).


Flame retardancy of polyamide compounds and micro/nano composites
Gündüz, Hüseyin Özgür; Kaynak, Cevdet; Department of Polymer Science and Technology (2009)
In the first part of this dissertation, glass fiber reinforced/unreinforced polyamide 6 (PA6) and polyamide 66 (PA66) were compounded with three different flame retardants, which were melamine cyanurate, red phosphorus and brominated epoxy with antimony trioxide, by using an industrial scale twin screw extruder. Then, to investigate flame retardancy of these specimens, UL-94, Limiting Oxygen Index (LOI) and Mass Loss Cone Calorimeter (MLC) tests were carried out. In addition to flammability tests, thermogra...
Impact modified polyamide-organoclay nanocomposites
Işık, Işıl; Yılmazer, Ülkü; Department of Chemical Engineering (2007)
The effects of melt state compounding and addition order of ethylene-butyl acrylate-maleic anhydride (E-BA-MAH), ethylene-glycidyl methacrylate (E-GMA), ethylene-methyl acrylate-glycidyl methacrylate (E-MA-GMA) terpolymer and/or three types of organoclays (Cloisite® 15A, 25A and 30B) on morphology, thermal, mechanical and dynamic mechanical properties of polyamide-6 are investigated. XRD patterns show that the interlayer spacing for Cloisite® 15A remained unchanged; however it increased for the organoclays ...
Electrochemical synthesis of crowned conducting polymers : nature of radical cations in polymerization and mechanism of conductivity
Cihaner, Atilla; Önal, Ahmet Muhtar; Department of Chemistry (2004)
Poly(dibenzo-18-crown-6) (Poly(DB18C6)) was synthesized by electrochemical oxidation of dibenzo-18-crown-6 (DB18C6) using a mixture of acetonitrile and dichloromethane as solvent and tetrabutylammonium tetrafluoroborate (TBABF4) or tetrabutylammonium hexafluorophosphate (TBAPF6) as supporting electrolyte. The anodic polymerization of DB18C6 was investigated using in-situ ESR and in-situ UV-VIS spectroscopic techniques. Spectroelectrochemical (SPEL) properties and thermal analysis of the resulting polymers h...
Synthesis and characterization of thiophene functionalized polystyrene copolymers and their electrochemical properties
Sahin, E; Camurlu, P; Toppare, Levent Kamil; Mercore, VM; Cianga, I; Yagci, Y (Wiley, 2005-12-01)
Thiophene functionalized polystyrene samples (TFPS) were synthesized by atom transfer radical polymerization (ATRP) of styrene, followed by Suzuki coupling with 3-thiophene (Th) boronic acid. Conducting graft polymer of TFPS with thiophene was achieved at 1.5 V in tetrabutylammonium tetrafluoroborate/dichloromethane (TBAFB/DM) by electrochemical methods. Spectroelectrochemical analysis of the resulting copolymers [P(TFPS-co-Th)] reflected electronic transitions at 449, 721 and 880 nm, revealing pi - pi* tra...
Nanocomposites based on blends of polyethylene
Işık, Fatma; Yılmazer, Ülkü; Department of Chemical Engineering (2005)
In this study the effects of compatibilizer type, organoclay type, and the addition order of components on the morphological, thermal, mechanical and flow properties of ternary nanocomposites based on low density polyethylene, LDPE were investigated. As compatibilizer, ethylene/methyl acrylate/glycidyl methacrylate, ethylene/glycidyl methacrylate, and ethylene/butyl acrylate/maleic anhydride; as organoclay Cloisite? 15A, Cloisite? 25A and Cloisite? 30B were used. All samples were prepared by a co-rotating t...
Citation Formats
B. D. REEVES, C. R. G. GRENIER, A. A. ARGUN, A. Çırpan, T. D. MCCARLEY, and J. R. REYNOLDS, “Spray coatable electrochromic dioxythiophene polymers with high coloration efficiencies,” Macromolecules, pp. 7559–7569, 2004, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/33122.