Conformational Behavior of Conjugated Polymers With Oligo(phenylene vinylene) Side Chains

Peeters, Helmuth; Koeckelberghs, Guy

doi:10.1002/macp.201200584

Cited by 5 publications

(4 citation statements)

References 28 publications

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“…This is a very important fi nding for further applications of polymer wrapped SWNTs in electronic devices since the methods currently available for polymer removal are either time consuming or ineffi cient. Polymer P(NDI2OD-T2), [ 28 ] compound N , N ′-bis(2octyldodecyl)-2,6-dibromonaphthalene-1,4,5,8-bis(dicarboximide) (NDI2OD-Br2), [ 28 ] 5,5′-bis(trimethylstannyl)-2,2′-bithiophene, [ 28 ] and 5,5′-bis(trimethylstannyl)-3,3′-dimethoxy-2,2′-bithiophene [ 36 ] were synthesized according to literature reports, respectively. All other reagents and solvents we re purchased from Aldrich and VWR and they were used without further purifi cation.…”

Section: Resultsmentioning

confidence: 99%

“…Polymer P(NDI2OD‐T2), compound N , N ′‐bis(2‐octyldodecyl)‐2,6‐dibromonaphthalene‐1,4,5,8‐bis(dicarboximide) (NDI2OD‐Br2), 5,5′‐bis(trimethylstannyl)‐2,2′‐bithiophene, and 5,5′‐bis(trimethylstannyl)‐3,3′‐dimethoxy‐2,2′‐bithiophene were synthesized according to literature reports, respectively. All other reagents and solvents we re purchased from Aldrich and VWR and they were used without further purification.…”

Section: Methodsmentioning

confidence: 99%

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Selecting Semiconducting Single‐Walled Carbon Nanotubes with Narrow Bandgap Naphthalene Diimide‐Based Polymers

Salazar‐Rios

Gomulya

Derenskyi

et al. 2015

Adv Elect Materials

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Noncovalent functionalization of carbon nanotubes by wrapping them using π‐conjugated polymers is one of the most promising techniques to sort, separate, and purify semiconducting nanotube species for applications in optoelectronic devices. However, wide energy bandgap polymers commonly used in this technique reduce charge transport through the nanotube network. To avoid the formation of insulating barriers between the tubes, challenging procedures for the removal of the polymer from the nanotube walls are necessary. Here, the use of two narrow bandgap polymers based on naphthalene‐bis(dicarboximide) (NDI), namely, poly{[N,N′‐bis(2‐octyldodecyl)‐naphthalene‐1,4,5,8‐bis(dicarboximide)‐2,6‐diyl]‐alt‐5,59‐(2,29‐bithiophene)}, (P(NDI2OD‐T2 or ActivInk N2200) and its molecular cousin, poly{[(N,N′‐bis(2‐octyldodecyl)‐1,4,5,8‐naphthalenedicarboximide‐2,6‐diyl)‐alt‐5,5′‐(2,2′‐bithiophene)]‐co‐[(N,N′‐bis(2‐octyldodecyl)‐1,4,5,8‐naphthalenedicarboximide‐2,6‐diyl)‐alt‐5,5′‐(2,2′‐(4,4′‐dimethoxybithiophene))]}(ActivInk PE‐N‐73), for selecting semiconducting single‐walled carbon nanotubes (s‐SWNTs) is demonstrated. The influence of the chemical structure of these polymers on the nanotube selectivity, as well as the effect of residual excess polymer and their band‐gaps, are investigated through optical spectroscopy and charge transport measurements. While the electron transport of the devices fabricated with PE‐N‐73 and N2200 wrapped SWNTs is comparable, a substantial difference is observed in the hole transport. The better alignment of the HOMO level of PE‐N‐73 with that of the nanotubes allows achieving improved p‐type characteristics even with a large amount of residual polymer in the network.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Selecting Semiconducting Single‐Walled Carbon Nanotubes with Narrow Bandgap Naphthalene Diimide‐Based Polymers

Salazar‐Rios

Gomulya

Derenskyi

et al. 2015

Adv Elect Materials

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“…While the hole mobility of 328 was 0.1 cm 2 V −1 s −1 , those of 327 and 329 were shown to be 0.01 cm 2 V −1 s −1 . Peeters et al 188 synthesized the copolymers 330a and 330b, possessing TT and meta-arylne substituted with a oligo-(phenylenevinylene) side-chain, which had distal (in polymer 330a) and proximal (in polymer 330b) chiral units (Chart 28). The molecular weights were obtained as 10.6 and 13.4 kg mol −1 with a PDI of 1.3, respectively.…”

Section: Chemical Reviewsmentioning

confidence: 99%

Thienothiophenes, Dithienothiophenes, and Thienoacenes: Syntheses, Oligomers, Polymers, and Properties

2015

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“…Helical-conjugated polymers can form three types of πstacked structures, including intrachain-twisted, intrachainspiral, and interchain-helical structures. [81,82] The intrachainspiral structure of LLC polymers is usually constructed by introducing chiral moieties into the side chains at the molecular level. Akagi et al synthesized various types of helically π-stacked thiophene-based copolymers by introducing chiral alkoxy carbonyl substituents into their side chains, which showed liquid crystallinity at high temperatures (Figure 5A).…”

Section: Llc Polymersmentioning

confidence: 99%

Circularly polarized luminescent self‐organized helical superstructures: From materials and stimulus‐responsiveness to applications

et al. 2021

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Circularly polarized luminescence (CPL) has gained considerable attention in various systems and has rapidly developed into an emerging research field. To meet the needs of actual applications in diverse fields, a high luminescence dissymmetry factor (g lum ) and tunable optical performance of CPL would be the most urgent pursuit for researchers. Accordingly, many emerging CPL materials and various strategies have been developed to address these critical issues. Emissive cholesteric liquid crystals (CLCs), that is, luminescent self-organized helical superstructures, are considered to be ideal candidates for constructing CPL-active materials, as they not only exhibit high g lum values, but also enable flexible optical control of CPL. This review mainly summarizes the characteristics of CPL based on CLCs as the bulk phase doped with different emitters, including aggregated induced emission molecules, conventional organic small molecules, polymer emitters, metal-organic complex emitters, and luminescent nanoparticles. In addition, the recent significant progress in stimulus-responsive CPL based on emissive CLCs in terms of several types of stimuli, including light, electricity, temperature, mechanical force, and multiple stimuli is presented. Finally, a short perspective on the opportunities and challenges associated with CPL-active materials based on the CLC field is provided. This review is anticipated to offer new insights and guidelines for developing CLC-based CPL-active materials for broader applications.

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Conformational Behavior of Conjugated Polymers With Oligo(phenylene vinylene) Side Chains

Cited by 5 publications

References 28 publications

Selecting Semiconducting Single‐Walled Carbon Nanotubes with Narrow Bandgap Naphthalene Diimide‐Based Polymers

Selecting Semiconducting Single‐Walled Carbon Nanotubes with Narrow Bandgap Naphthalene Diimide‐Based Polymers

Thienothiophenes, Dithienothiophenes, and Thienoacenes: Syntheses, Oligomers, Polymers, and Properties

Circularly polarized luminescent self‐organized helical superstructures: From materials and stimulus‐responsiveness to applications

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