All‐Conjugated
            <i>Rod</i>
            –
            <i>Rod</i>
            Diblock Copolymers Containing Conjugated Polyelectrolyte Blocks

Scherf, Ullrich; Evans, Rachel C.; Gutacker, Andrea; Bazan, Guillermo C.

doi:10.1002/9783527655700.ch2

Cited by 5 publications

(5 citation statements)

References 67 publications

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“…They also possess the capability of coordination through electrostatic forces and hydrogen bonding (H-bonding) either with solvents, therefore helping in solubilization, or with other dissolved molecules. 1 − 3 The ionic groups in the polymers introduce ion–dipole and ion–ion forces. 4 …”

Section: Introductionmentioning

confidence: 99%

“…Conjugated polyelectrolytes (CPEs) possess physical–chemical properties related to both “π” systems, like acting as chromophores and fluorophores, and properties of polyelectrolytes, such as solubility in high dielectric media (e.g., water and other polar solvents). They also possess the capability of coordination through electrostatic forces and hydrogen bonding (H-bonding) either with solvents, therefore helping in solubilization, or with other dissolved molecules. − The ionic groups in the polymers introduce ion–dipole and ion–ion forces …”

Section: Introductionmentioning

confidence: 99%

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Cationic Imidazolium Polythiophenes: Effects of Imidazolium-Methylation on Solution Concentration-Driven Aggregation and Surface Free Energy of Films Processed from Solvents with Different Polarity

et al. 2020

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Cationic imidazolium-functionalized polythiophenes with single- or double-methylation of the imidazolium ring were used to study the impact of imidazolium-methylation on (i) the solution concentration-driven aggregation in the presence of paramagnetic probes with different ionic and hydrophobic constituents and (ii) their surface free energy (SFE) as spin-coated films deposited on plasma-activated glass. Electron paramagnetic resonance spectroscopy shows that the differences in film structuration between the polymers with different methylations originate from the early stages of aggregation. In the solid state, higher degree of imidazolium-methylation generates smaller values of total SFE, γ S , (by around 2 mN/m), which could be relevant in optoelectronic applications. Methylation also causes a decrease in the polar contribution of γ S (γS p ), suggesting that methylation decreases the polar nature of the imidazolium ring, probably due to the blocking of its H-bonding capabilities. The values of γ S obtained in the present work are similar to the values obtained for doped films of neutral conjugated polymers, such as polyaniline, poly(3-hexylthiophene), and polypyrrole. However, imidazolium-polythiophenes generate films with a larger predominance of the dispersive component of γ S (γS d ), probably due to the motion restriction in the ionic functionalities in a conjugated polyelectrolyte, in comparison to regular dopants. The presence of 1,4-dioxane increases γS p , especially, in the polymer with larger imidazolium-methylation (and therefore unable to interact through H-bonding), probably by a decrease of the imidazolium–glass interactions. Singly-methylated imidazolium polythiophenes have been applied as electrode selective (“buffer”) interlayers in conventional and inverted organic solar cells, improving their performance. However, clear structure–function guidelines are still needed for designing high-performance polythiophene-based interlayer materials. Therefore, the information reported in this work could be useful for such applications.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Cationic Imidazolium Polythiophenes: Effects of Imidazolium-Methylation on Solution Concentration-Driven Aggregation and Surface Free Energy of Films Processed from Solvents with Different Polarity

et al. 2020

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“…The synthesis of the polythiophene-based Bunte-type salts starts from the well-known poly(3-bromohexyl)thiophene P3BrHT. , Hereby, the synthesis of the P3BrHT precursor follows the guidelines first described by McCullough and co-workers . Polymer-analogous modification of P3BrHT with a 10-fold excess of a 1:1 w/w mixture of sodium thiosulfate and tetrabutylammonium bromide in a two-phase THF/water mixture leads to the corresponding Bunte-type conjugated polyelectrolyte (CPE) poly(3-thiosulfatohexylthiophene) P3HTST in nearly quantitative yield. Hereby, the bulky tetrabutylammonium counterions enable increased solubility and a, most probably steric, stabilization of the rather reactive and sensitive alkylthiosulfate functions.…”

Section: Resultsmentioning

confidence: 99%

“…The model compound sodium S-hexylthiosulfate was made as already described. 10 The synthesis of the second model compound (tetra-nbutylammonium S-hexylthiosulfate) is described in the Supporting Information (Scheme S2).…”

Section: ■ Experimental Proceduresmentioning

confidence: 99%

“…9,9-Bis(6-bromohexyl)-substituted polyfluorene PFBr6 was synthesized in a Suzuki cross-coupling of the AB-type monomer 2-tetramethyldioxaborolane-7-bromo-9,9-bis(6-bromohexyl)fluorene. The model compound sodium S -hexylthiosulfate was made as already described . The synthesis of the second model compound (tetra- n -butylammonium S -hexylthiosulfate) is described in the Supporting Information (Scheme S2).…”

Section: Experimental Proceduresmentioning

confidence: 99%

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Polyanionic, Alkylthiosulfate-Based Thiol Precursors for Conjugated Polymer Self-Assembly onto Gold and Silver

Kraft

Adamczyk

Polywka

et al. 2014

ACS Appl. Mater. Interfaces

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Anionic, conjugated thiophene- and fluorene-based polyelectrolytes with alkylthiosulfate side chains undergo hydrolysis under formation of alkylthiol and dialkyldisulfide functions. The hydrolysis products can be deposited onto gold or silver surfaces by self-assembly from solutions of the anionic conjugated polyelectrolyte (CPE) precursors in polar solvents such as methanol. This procedure allows solution-based surface modifications of gold and silver electrodes using environmentally friendly solvents and enables the formation of conjugated polymer bilayers. The herein presented alkylthiosulfate-substituted CPEs are promising candidates for increasing the work function of gold and silver electrodes thus improving hole injection from such electrode assemblies into organic semiconductors.

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Conjugated Polymer‐Based Blends, Copolymers, and Composites: Synthesis, Properties, and Applications

Saini¹

2015

Fundamentals of Conjugated Polymer Blends, Copolymers and Composites

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All‐Conjugated Rod – Rod Diblock Copolymers Containing Conjugated Polyelectrolyte Blocks

Cited by 5 publications

References 67 publications

Cationic Imidazolium Polythiophenes: Effects of Imidazolium-Methylation on Solution Concentration-Driven Aggregation and Surface Free Energy of Films Processed from Solvents with Different Polarity

Cationic Imidazolium Polythiophenes: Effects of Imidazolium-Methylation on Solution Concentration-Driven Aggregation and Surface Free Energy of Films Processed from Solvents with Different Polarity

Polyanionic, Alkylthiosulfate-Based Thiol Precursors for Conjugated Polymer Self-Assembly onto Gold and Silver

Conjugated Polymer‐Based Blends, Copolymers, and Composites: Synthesis, Properties, and Applications

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