Electrochemical and photoelectronic studies on C60-pyrrolidine-functionalised poly(terthiophene)

Czichy, Małgorzata; Wagner, Paweł; Grządziel, Lucyna; Krzywiecki, Maciej; Szwajca, Anna; Łapkowski, Mieczysław; Żak, Jerzy; Officer, David L.

doi:10.1016/j.electacta.2014.06.100

Cited by 13 publications

(11 citation statements)

References 68 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Intermolecular interactions facilitate formation of well-organized polymer chain and influence on nanoscale structures and properties of the investigated polymers (e.g. [3][4][5][6][7][8]). …”

Section: Introductionmentioning

confidence: 99%

Enhanced power conversion efficiency in bulk heterojunction solar cell based on new polyazomethine with vinylene moieties and [6,6]-phenyl C61 butyric acid methyl ester by adding 10-camphorsulfonic acid

Iwan¹,

Boharewicz²,

Tazbir³

et al. 2015

Electrochimica Acta

View full text Add to dashboard Cite

Section: Introductionmentioning

confidence: 99%

Enhanced power conversion efficiency in bulk heterojunction solar cell based on new polyazomethine with vinylene moieties and [6,6]-phenyl C61 butyric acid methyl ester by adding 10-camphorsulfonic acid

Iwan¹,

Boharewicz²,

Tazbir³

et al. 2015

Electrochimica Acta

View full text Add to dashboard Cite

“…The synthetic procedure, the yield of this process, and confirmation of the structure of each sample (SYNAPT XS High Resolution Mass Spectrometer, 1H- and 13C-NMR spectroscopy—Brucker Advance 400, Billerica, MA, USA) were presented in our previous papers: 1 [ 63 ], 2 [ 47 , 62 ], 3 [ 42 ].…”

Section: Methodsmentioning

confidence: 99%

“…We are focusing on the indication that the appropriate modification can cause a specific electrical interaction and dimerization process between C 60 cages in three derivatives ( 1 , 2 , 3 , Figure 1 ) in solid and liquid states. A preliminary electrochemical study of 2 derivative with long decyloxy chains (R 2 ) was reported in our previous paper [ 62 ]. There, an interesting behavior of the reduction process was observed, which was initially indicated on the coupling process of radical anions, which was initially assigned.…”

Section: Introductionmentioning

confidence: 99%

Exohedral Functionalization of Fullerene by Substituents Controlling of Molecular Organization for Spontaneous C60 Dimerization in Liquid Crystal Solutions and in a Bulk Controlled by a Potential

et al. 2021

View full text Add to dashboard Cite

A study was carried out on the possibility of orderly and spontaneous dimerization at room temperature of C60 cages in fullerene liquid crystal fullerene dyads (R-C60). For this purpose, dyads with a structural elements feature supporting π-stacking and Van der Waals interactions were tested, due to the presence of terthiophene donors linked through an α-position or dodecyloxy chains. In addition, this possibility was also tested and compared to dyads with shorter substituents and the pristine C60. Research has shown that only in dyads with the features of liquid crystals, π-dimerization of C60 units occurs, which was verified by electrochemical and spectroelectrochemical (ESR) measurements. Cyclic voltammetry and differential voltammetry studies reveal π-dimerization in liquid crystal dyad solution even without the possibility of previous polymerization (cathodic or anodic) under conditions in the absence of irradiation and without the availability of reaction initiators, and even with the use of preliminary homogenization. These dyads undergo six sequential, one-electron reductions of π-dimer (R-C60···C60-R), where two electrons are added successively to each of the two fullerene cages and first form two radical anion system (R-C60)•−(R-C60)•− without pairing with the characteristics of two doublets. Similarly, the second reductions of π-dimer occur at potentials that are close to the reduction potential for the conversion to a system of two triplet dianions (R-C60)2−(R-C60)2−. Electron paramagnetic resonance spectra indicate a significant interaction between C60 cages. Interestingly, the strength of intermolecular bonds is so significant that it can overcome Coulombic repulsion, even with such highly charged particles as dianions and trianions. Such behavior has been revealed and studied so far only in covalently bonded C60 dimers.

show abstract

“…In the literature, many studies are devoted to examining the formation of polymeric materials based on polythiophenes or polythiophene derivatives and fullerenes or fullerene derivatives. [43][44][45][46][139][140][141][142][143][144][145][146][147][148][149][150][151][152] Because the oligo-and polythiophenes possess advantageous electronic properties, these materials show promise for use in applications mainly in organic electronics [45,138,139,147,148] and photoelectronics. [43,44,46,137,[141][142][143][144][145][146][147] In these "double cable" systems, the polythiophene backbone and fullerene pedant moiety independently retain their ground state properties.…”

Section: Polythiophene-based Side-chain C 60 Polymersmentioning

confidence: 99%

“…[43–46,139–152] Because the oligo‐ and polythiophenes possess advantageous electronic properties, these materials show promise for use in applications mainly in organic electronics [ 45,138,139,147,148 ] and photoelectronics. [ 43,44,46,137,141–147 ] In these “double cable” systems, the polythiophene backbone and fullerene pedant moiety independently retain their ground state properties. These materials are formed using different synthesis techniques.…”

Section: Polymers Containing Fullerene Moieties Covalently Linked To mentioning

confidence: 99%

Fullerene‐Based Conducting Polymers:n‐Dopable Materials for Charge Storage Application

Grądzka

Wysocka‐Żołopa

Winkler

2020

Advanced Energy Materials

View full text Add to dashboard Cite

structure, which can be easily covalently modified. Progress in extensive organic chemistry of fullerene development facilitates the production of a variety of fullerene derivatives with different structures and physicochemical properties. Additionally, the polyhedral structure of fullerenes containing a large number of bonding sites provides an opportunity for a wide range of covalent modifications. Polymeric structures containing fullerene moieties represent a particularly large class of materials in terms of their number, composition, structure, morphology, and physicochemical properties. [24-29] Some of the most common structures of these polymeric materials are schematically shown in Figure 1. The simplest and most common structures are composites formed from the polymeric chains and fullerenes. Fullerenes form a crystalline phase in the polymeric matrix [30] or are incorporated as guest molecules into polymeric chain containing host moieties. [31] In both cases, covalent interactions are not formed between fullerenes and the polymeric network. However, van der Waals and electrostatic interactions, as well as possible charge transfer between both components of the composite significantly modulate the electronic structure of the polymer/fullerene interphase. [32,33] A stronger electronic interaction between the polymer component and fullerene moieties is expected for the system in which carbon cages are covalently bound to the polymeric chain or covalently incorporated into the polymeric backbone. In the case of in-chain structures, fullerene moieties are separated by short organic conjugated linkers, [34-37] small inorganic linkers, [37-39] or metal atoms and metal complexes. [7,8,29,40-42] A large group of fullerene-based materials consists of organic conducting polymers containing fullerenes attached covalently to the polymer chain by the linker. [43-46] The physicochemical properties of these materials depend on the polymer chain, linker structures, and the density of fullerene moieties within the polymeric material. Similar to olefins, fullerene form homopolymers through [2+2] cycloaddition. [47-51] Fullerene homopolymers, in-chain and side chain fullerene polymers can be cross-linked to form 3D polymeric structures. A large number of reactive π-bond centers in the fullerene moiety enable the formation of star-shaped macromolecular systems with polymeric chains covalently grafted to the C 60. [52-57] In common structures, the number of linked This article provides a comprehensive review of research related to the formation and electrochemical properties of fullerene-based conducting polymeric materials. The paper begins with an overview of composites containing fullerenes incorporated into the network of a conducting polymer through van der Walls, electrostatic, or guest-host interactions. The properties of these composites are generally a superposition of the properties of the individual components. More attention is devoted to the structures in which fullerene is covalently incorporated into the polyme...

show abstract

Electrochemical and photoelectronic studies on C60-pyrrolidine-functionalised poly(terthiophene)

Cited by 13 publications

References 68 publications

Enhanced power conversion efficiency in bulk heterojunction solar cell based on new polyazomethine with vinylene moieties and [6,6]-phenyl C61 butyric acid methyl ester by adding 10-camphorsulfonic acid

Enhanced power conversion efficiency in bulk heterojunction solar cell based on new polyazomethine with vinylene moieties and [6,6]-phenyl C61 butyric acid methyl ester by adding 10-camphorsulfonic acid

Exohedral Functionalization of Fullerene by Substituents Controlling of Molecular Organization for Spontaneous C60 Dimerization in Liquid Crystal Solutions and in a Bulk Controlled by a Potential

Fullerene‐Based Conducting Polymers:n‐Dopable Materials for Charge Storage Application

Contact Info

Product

Resources

About