Influence of Polymer Electronics on Selective Dispersion of Single‐Walled Carbon Nanotubes

Fong, Darryl; Bodnaryk, William J.; Rice, Nicole A.; Saem, Sokunthearath; Moran‐Mirabal, Jose M.; Adronov, Alex

doi:10.1002/chem.201602722

Cited by 39 publications

(46 citation statements)

References 59 publications

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“…Ntetradecyl(2′decyl)2,7dibromocarbazole [53] and 2,2′(9,9didodecylfluorene2,7diyl)bis(4,4,5,5tetramethyl 1,3,2 dioxaborolane) [54,55] were synthesized following literature procedures. PCPF 60 was prepared using standard Suzuki poly condensation conditions, [56] using a Pd((otol) 3 P) 2 catalyst and K 2 PO 3 as a base.…”

Section: Resultsmentioning

confidence: 99%

Polycarbazole‐Sorted Semiconducting Single‐Walled Carbon Nanotubes for Incorporation into Organic Thin Film Transistors

Rice

Bodnaryk

Mirka

et al. 2018

Adv Elect Materials

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chemical and physical properties, including high mechanical strength, flexi bility, and unique optical and electrical properties. [1,2] The flexibility and stretch ability of carbon nanotubes, combined with their potential for comparable elec trical performance to traditional rigid materials (such as polysilicon and metal oxides) makes them particularly attractive for applications in wearable electronics, prosthetics, and flexible and printed elec tronics. [3] Their capacity for high charge carrier mobilities, [4] combined with solu tion processability, has resulted in the incorporation of SWNTs into photovol taics, [5] field effect transistors, [6] chem ical and biological sensors, [7][8][9] logic circuits, [10,11] and infrared photodetectors for telecommunications. [12] The structural polydispersity of as synthesized SWNTs, both in atomic struc ture and length, remains a major issue hindering widespread applications of these materials into electronics devices. [13] While some synthetic control over the diameter distribution can be achieved, all common techniques produce a dis tribution of chiralities and a mixture of both metallic and semiconducting nano tubes. [14] These mixtures are normally comprised of a ratio of ≈2:1 semiconducting SWNTs (scSWNTs) to metallic SWNTs (mSWNTs), in addition to the retention of impurities such as catalyst particles and amorphous carbon. This disparity in terms of electrical properties is not suitable for organic elec tronic devices, as mSWNTs can act as percolating or directly bridging paths that electrically short SWNT transistors, making the isolation of pure scSWNTs from a raw mixture of the utmost importance. [15] Additionally, SWNTs have poor solu bility and require the introduction of ancillary dispersants to properly exfoliate tube bundles to allow for the fabrication of uniform networks.Significant progress in the dispersion and separation of SWNTs according to electronic character, [16] chirality, [17] diameter, [18] or length [19] has been made over the past two decades. Density gradient ultracentrifugation, [20] gel chromatography, [21] DNA wrapping combined with ion The realization of organic thin film transistors (OTFTs) with performances that support low-cost and large-area fabrication remains an important and challenging topic of investigation. The unique electrical properties of singlewalled carbon nanotubes (SWNTs) make them promising building blocks for next generation electronic devices. Significant advances in the enrichment of semiconducting SWNTs, particularly via π-conjugated polymers for purification and dispersal, have allowed the preparation of high-performance OTFTs on a small scale. The intimate interaction of the conjugated polymer with both SWNTs and the dielectric necessitates the investigation of a variety of conjugated polymer derivatives for device optimization. Here, the preparation of polymer-SWNT composites containing carbazole moieties, a monomer unit that has remained relatively overlooked for the dispersal of large-diameter semiconducting...

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Section: Resultsmentioning

confidence: 99%

Polycarbazole‐Sorted Semiconducting Single‐Walled Carbon Nanotubes for Incorporation into Organic Thin Film Transistors

Rice

Bodnaryk

Mirka

et al. 2018

Adv Elect Materials

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“…[7][8][9] On the other hand, the generation of noncovalent SWNT hybrids has promoted the fabrication of SWNT/field-effect transistor (FET) devices with appealing conductivity and tunable photosensitizationp roperties. [13][14][15][16][17][18][19][20][21][22] Despite all these success stories, the overwhelmingm ajority of reports on noncovalent derivatives of SWNTsa re based exclusivelyo nq ualitative experimental observations. [13][14][15][16][17][18][19][20][21][22] Despite all these success stories, the overwhelmingm ajority of reports on noncovalent derivatives of SWNTsa re based exclusivelyo nq ualitative experimental observations.…”

Section: Introductionmentioning

confidence: 99%

Understanding Noncovalent Interactions of Small Molecules with Carbon Nanotubes

Calbo

López‐Moreno

Juan

et al. 2017

Chemistry A European J

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We combine experimental methods, density functional theory (DFT) calculations, and molecular dynamics (MD) simulations in the quantitative analysis of noncovalent interactions between (6,5)-enriched single-walled carbon nanotubes (SWNTs), as hosts, and a set of pyrene derivatives with different electronic properties and surface areas, as guests. The experiments and calculations were carried out in two solvents with markedly different polarities, namely 1,1',2,2'-tetrachloroethane (TCE) and N,N-dimethylformamide (DMF). Our results show that dispersion forces govern the supramolecular association of small molecules with (6,5)-SWNTs, with negligible contributions from ground-state charge-transfer effects. In the nonpolar solvent (TCE), the binding constants are highly correlated with the contact area between the SWNT and the guests. In the polar solvent (DMF), the binding constants show a complex dependence on the chemical nature of the pyrene substituents, as demonstrated by MD simulations with the explicit inclusion of solvent molecules. The solvation of the small molecules is shown to play a leading role in the binding process. Remarkably, the binding constants obtained from the MD simulations for the five guest molecules correlate with those derived from experiment. Furthermore, the MD simulations also reveal the structure of the adsorbed guest from low to high SWNT surface coverage.

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“…The challenge of SWNT sorting arises because current methods for synthesizing SWNTs show low control over the type of SWNTs generated, thus yielding not only a mixture of semiconducting and metallic SWNTs, but also a mixture of different diameters and lengths, all of which affect their electronic properties . Many techniques, such as ultracentrifugation, DNA wrapping, and polymer wrapping, can be used to separate metallic SWNTs (m‐SWNTs) from semiconducting SWNTs (s‐SWNTs), but it remains challenging to enrich nanotube samples for specific diameters. Moreover, the alignment of SWNTs remains an arduous task owing to their nanoscale size and strong intertube interactions, which lead to bundle formation and aggregation on surfaces .…”

Section: Figurementioning

confidence: 99%

Orientation Control of Molecularly Functionalized Surfaces Applied to the Simultaneous Alignment and Sorting of Carbon Nanotubes

Selmani

Schipper

2018

Angewandte Chemie

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Self-assembly has been relied upon for molecular alignment in many advanced technological applications. However,a lthough effective,i ti si nherently limited in its capability for optimization. Despite the potential benefits,t he seemingly fundamental strategy of external orientation control has yet to be realized. Herein we demonstrate an approach that allows control of the orientation of small molecules covalently bound to as urface.T he method exploits an alignment relay technique,p assing alignment information through al iquidcrystal medium to small molecules to control surface functionalization events.T he method is technically simple and can be carried out on ab encht op without the need for specialized equipment. Moreover,w ed emonstrate the utility of the resulting surfaces to address two long-standing problems in nanoscience:the sorting and alignment of single-walled carbon nanotubes.T his new method enabled significant alignment of the nanotubes as well as length and diameter sorting.

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Influence of Polymer Electronics on Selective Dispersion of Single‐Walled Carbon Nanotubes

Cited by 39 publications

References 59 publications

Polycarbazole‐Sorted Semiconducting Single‐Walled Carbon Nanotubes for Incorporation into Organic Thin Film Transistors

Polycarbazole‐Sorted Semiconducting Single‐Walled Carbon Nanotubes for Incorporation into Organic Thin Film Transistors

Understanding Noncovalent Interactions of Small Molecules with Carbon Nanotubes

Orientation Control of Molecularly Functionalized Surfaces Applied to the Simultaneous Alignment and Sorting of Carbon Nanotubes

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