Time-controllable roll-up onset of polythiophene sheets into nanotubes that exhibit circularly polarized luminescence

Kameta, Naohiro; Shimizu, Toshimi

doi:10.1039/c9nr08032e

Cited by 14 publications

(12 citation statements)

References 68 publications

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“…CPL polymers can also be constructed via introducing chiral factors into the side chains of fluorescent conjugated polymers, such as polysilane [120], polyquinoxaline [121], polyfluorene [122], polyisocyanide [123], polytriazole [65], polythiophene [124], and polycarbazole [125]. For example, Wu and co-workers [126] synthesized amphiphilic poly(3hexylthiophene)-block-poly(phenyl isocyanide)s (P3HT-b-PPI) copolymers 41, which further self-assembled into single-handed helical nanofibers (Figure 14c).…”

Section: Constructing Cpl-active Polymers Via Covalently Bondingmentioning

confidence: 99%

Frontiers in circularly polarized luminescence: molecular design, self-assembly, nanomaterials, and applications

et al. 2021

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The research in circularly polarized luminescence has attracted wide interest in recent years. Efforts on one side are directed toward the development of chiral materials with both high luminescence efficiency and dissymmetry factors, and on the other side, are focused on the exploitations of these materials in optoelectronic applications. This review summarizes the recent frontiers (mostly within five years) in the research in circularly polarized luminescence, including the development of chiral emissive materials based on organic small molecules, compounds with aggregation-induced emissions, supramolecular assemblies, liquid crystals and liquids, polymers, metal-ligand coordination complexes and assemblies, metal clusters, inorganic nanomaterials, and photon upconversion systems. In addition, recent applications of related materials in organic light-emitting devices, circularly polarized light detectors, and organic lasers and displays are also discussed.

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Section: Constructing Cpl-active Polymers Via Covalently Bondingmentioning

confidence: 99%

Frontiers in circularly polarized luminescence: molecular design, self-assembly, nanomaterials, and applications

et al. 2021

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“…Besides, they pointed out that the observed CPL signal of 3 were strongly influenced by CD when the absorption and emission spectra overlapped, and the “true” CPL signal was quite small. Kameta et al synthesized two poly (thiopheneboronic acid) derivatives 4 and investigated their morphology related chirality 24 . The 4a and 4b self‐assembled into nanotubes with H ‐aggregation and square sheets with J ‐aggregation respectively.…”

Section: Chirality In Polythiophenesmentioning

confidence: 99%

“…synthesized two poly (thiopheneboronic acid) derivatives 4 and investigated their morphology related chirality. 24 The 4a and 4b self-assembled into nanotubes with H-aggregation and square sheets with J-aggregation respectively. After dispersed in ethanol for 17 h, the 4asheets started to roll up and gradually transformed into nanotubes completely, companying by emerge of strong…”

Section: Introductionmentioning

confidence: 99%

Chirality in polythiophenes: A review

Wang

Xiao

2021

Chirality

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Chiroptical polythiophene (PTh), as one of the most important chiral conductive polymers, is an emerging and hot topic in chiral materials, which shows great application potentials in fields as diverse as chiral sensing and separation, asymmetry catalysis, chiroptoelectronics, and even chirospintronics. This review summarizes progress in chiral polythiophenes (PThs) in the past 10 years, including the synthesis, properties and applications. Main focus is placed on the manner in which chirality is implemented and the optical activity of the chiral PThs. We showcase examples in which the chirality of PThs is induced by side chain substituents with point, planar, and axial chirality or arises from external chiral media. Application of chiral PThs is also included. Finally, perspectives for further development are offered.

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“…Polythiophenes (PTs) are heterocyclic polymers with an extended area of electronic delocalization ( Brédas et al, 2016 ), which possess high chemical and physical stability ( Tourillon and Skotheim, 1986 ). By virtue of these properties, PTs are successfully employed as active materials in many advanced applications, e.g., photovoltaic cells ( Marinelli et al, 2020a ; Lanzi et al, 2020 ; Lanzi et al, 2018 ; Kippelen et al, 2016 ), sensors ( Wang et al, 2017 ; Chan et al, 2017a ; Guiseppi-Elie et al, 1998 ), and electroluminescent devices ( Kerfoot et al, 2020 ; Kameta and Shimizu, 2020 ; Menke et al, 2016 ), among others ( Lodola et al, 2019 ; Barbarella and Di Maria, 2015 ; Di Maria et al, 2014 ; Zessin et al, 2017 ; Carreon et al, 2014 ; Chaudhary et al, 2019 ; da Rocha Rodrigues et al, 2020 ; Jung et al, 1998 ; Angiolini et al, 2013 ; Sheehan et al, 2015 ; Zheng et al, 2016 ). PTs are also studied in the ambits of nonlinear optics ( Hartmann et al, 2001 ; Jahja and Bubeck, 2010 ; Persoons et al, 2016 ), photonics ( Portone et al, 2019 ; Cornil et al, 1999 ), and organic electronics ( Hsieh et al, 2016 ; Kanibolotsky et al, 2015 ; Lee et al, 2016 ) due to the high polarizability and mobility of the π-electrons present in large concentrations ( Xie et al, 2016 ; Kossmehl and Skotheim, 1986 ).…”

Section: Introductionmentioning

confidence: 99%

EQCM Analysis of the Insertion Phenomena in a n-Doped Poly-Alkyl-Terthiophene With Regioregular Pattern of Substitution

2021

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In the present work, we have undertaken the study of the n-doping process in poly-3,3″-didodecyl-2,2′:5′,2″-terthiophene (poly-33″-DDTT) employing the electrochemical quartz crystal microbalance (EQCM). The present study aims at understanding how cathodic charge in n-doped poly-33″-DDTT is compensated. For this purpose, the in situ analysis of the variations of the polymeric mass has been considered. Poly-33″-DDTT was obtained as a thin coating onto a metallic substrate via the anodic coupling of the corresponding monomer 3,3″-didodecyl-2,2′:5′,2″-terthiophene (33″-DDTT). When subjected to electrochemical n-doping in the polarization interval -2.5 ≤ Eappl ≤ 0 V vs. Ag/Ag+, the films of poly-33″-DDTT varied their mass according to a mechanism of cations insertion during n-doping and cations extraction during polymer neutralization. In fact, the electrochemical doping of polythiophenes requires the accompanying exchange of charged species to maintain the electroneutrality within the structure of the polymer in all states of polarization. At the end of a full electrochemical cycle (consisting of the n-doping and the successive neutralization of poly-33″-DDTT), the polymer retains a fraction of the mass acquired during n-doping, thus manifesting the phenomena of mass trapping. The combined analysis of electrochemical and microgravimetric data suggests that poly-33″-DDTT in the n-doped state undergoes (or electrocatalyzes) uncontrolled electrochemical reactions that are not accompanied by mass variations.

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Time-controllable roll-up onset of polythiophene sheets into nanotubes that exhibit circularly polarized luminescence

Abstract: Polythiophene sheets remain stable for hours but then suddenly roll up into nanotubes, in which the chiral J aggregate exhibits CPL.

Cited by 14 publications

References 68 publications

Frontiers in circularly polarized luminescence: molecular design, self-assembly, nanomaterials, and applications

Frontiers in circularly polarized luminescence: molecular design, self-assembly, nanomaterials, and applications

Chirality in polythiophenes: A review

EQCM Analysis of the Insertion Phenomena in a n-Doped Poly-Alkyl-Terthiophene With Regioregular Pattern of Substitution

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