Electron doping of single-walled carbon nanotubes using pyridine-boryl radicals

Tanaka, Naoki; Hamasuna, Aoi; Uchida, Tatsuo; Yamaguchi, Ryohei; Ishii, Taiki; Staylkov, Aleksandar; Fujigaya, Tsuyohiko

doi:10.1039/d1cc01354h

Cited by 6 publications

(13 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Notably, the N 1s was observed in the pristine SWCNTs due to the residual NMP, and the N content of the three composites originated from not only the residue of the NMP but also the amino acids. Consequently, the changes of N 1s peaks can reflect the intermolecular interactions between the three basic amino acids and SWCNTs Figure b–e showed N 1s spectra of the pristine SWCNTs, SWCNT/His, SWCNT/Lys, and SWCNT/Arg films.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Simultaneously Achieving Green p- and n-Type Single-Walled Carbon Nanotube Composites by Natural Amino Acids with High Performance for Thermoelectrics

Cao

Nie

Ren

et al. 2022

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

Many drugs, foods, and clothes are derived from natural products; however, little attention has been focused on natural-derived thermoelectric (TE) materials. In this work, several natural amino acids are first introduced to single-walled carbon nanotubes (SWCNTs) and a series of environment-friendly n- and p-type freestanding SWCNT/amino acid films are fabricated as potent TE materials. Among the composites, SWCNT/histidine (His) and SWCNT/lysine (Lys) achieve excellent n-type TE properties, with the highest power factors of 508.5 and 502.0 μW m–1 K–2 at room temperature, respectively. SWCNT/aspartic acid (Asp) displays p-type behaviors, with the highest power factor of 221.6 μW m–1 K–2 at room temperature. Moreover, a TE device based on SWCNT/Lys and SWCNT/Asp including five p–n junctions is fabricated. The high open-circuit voltage (42.3 mV) and output power (4.3 μW) are obtained at ΔT = 87 K. Given the excellent TE performance, green composites based on natural-derived materials can be the promising candidates for TE devices.

show abstract

Section: Resultsmentioning

confidence: 99%

“…Consequently, the changes of N 1s peaks can reflect the intermolecular interactions between the three basic amino acids and SWCNTs. 42 Figure 6b−e showed N 1s spectra of the pristine SWCNTs, SWCNT/His, SWCNT/Lys, and SWCNT/Arg films. The binding energy of N 1s is located at around 400 eV for all films.…”

Section: ■ Introductionmentioning

confidence: 99%

Simultaneously Achieving Green p- and n-Type Single-Walled Carbon Nanotube Composites by Natural Amino Acids with High Performance for Thermoelectrics

Cao

Nie

Ren

et al. 2022

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

show abstract

“…2A). 30 After drying the SWCNT lms, the Seebeck coe cient and electrical conductivity of the doped SWCNT lms were evaluated. In this study, pyridine derivatives 4-CNpy, 4-Phpy, 4-OMepy, 4pyridinecarboxylic acid (4-COOHpy), 4-octylpyridine (4-C 8 H 17 py), and 2,4,6-triphenylpyridine (2,4,6-Triphpy) were investigated.…”

Section: Electron Doping Of Swcnt Using Boryl Radicalsmentioning

confidence: 99%

“…1B). 30 In this system, the reaction between bis(pinacolato)diboron (B 2 pin 2 ) and 4-cyanopyridine (4-CNpy) generated a pyridineligated boryl radical, (4-CNpy)Bpin • , by the homolytic cleavage of the B-B bond in B 2 pin 2 via the coordination of 4-CNpy to boron atoms. 29 Moreover, the experimental and theoretical analyses demonstrated that the electron transfer from (4-CNpy)Bpin • to SWCNTs formed a cation, (4-CNpy)Bpin + , on the SWCNT surface.…”

Section: Introductionmentioning

confidence: 99%

Pyridine-mediated B–B bond cleavage of tetrahydroxydiboron to synthesize n-doped SWCNTs with long-term air stability

Tanaka,

Hamasuna,

Yamaguchi

et al. 2023

Preprint

Self Cite

View full text Add to dashboard Cite

Neutral radicals, including carbon radicals, are highly useful chemical species for the functionalization of semiconducting materials to change their electrical and optical properties owing to their high reactivity. However, boron radicals have been limited to synthetic and reaction chemistry, with rare utilization in materials science. In this study, a mixture of tetrahydroxydiboron (B2(OH)4) and pyridine derivatives was found to act as an electron dopant for single-walled carbon nanotubes (SWCNTs) because of the electron transfer from pyridine-mediated boron radicals generated by B–B bond dissociation to neutral radicals. In particular, the radical formed from a mixture of B2(OH)4 and 4-phenylpyridine ((4-Phpy)B(OH)2•) efficiently doped electrons into the SWCNT films; thus, n-type SWCNTs with long-term air stability for more than 50 days at room temperature were prepared. Furthermore, the experimental and theoretical surface analyses revealed that the formation of stable cations from ((4-Phpy)B(OH)2•) and the efficient interaction with SWCNTs due to their high planarity served as the mechanism for their stable doping.

show abstract

“…Recently, highly reactive species such as organic radicals have been used for efficient n-type doping. Fujigaya and colleagues utilized in situ generated pyridine (py)-boryl radicals to n-dope SWCNTs [38].…”

Section: Hydrogen Hydride and Radical Transfer-type Dopantsmentioning

confidence: 99%

Molecular electron doping to single-walled carbon nanotubes and molybdenum disulfide monolayers

2022

View full text Add to dashboard Cite

Carrier doping is an essential way to modulate the transport properties of electronic materials. While the substitution of heteroatoms essentially modulates the band structure of most semiconducting materials, chemical (molecular) doping can achieve relatively reliable carrier concentration modulation, particularly for nanocarbons and two-dimensional semiconductors. Compared to p-type counterparts, the stabilization of n-type carbon materials has been a challenge not only for basic science but also for various electronic device applications. This Mini-Review describes rational concepts for, and the results of, a stable n-type doping technique mainly for carbon nanotubes using molecular reactions and interactions. The stable n-type carbon nanotubes with controlled carrier concentration are implemented in complementary circuits and thermoelectric energy harvesters. The molecular and supramolecular n-type doping is not limited for carbon nanotubes, but is utilized in the fabrication of conducting transition metal dichalcogenides such as a molybdenum disulphide (MoS2) monolayer.

show abstract

Electron doping of single-walled carbon nanotubes using pyridine-boryl radicals

Abstract: Electron doping of single-walled carbon nanotubes with pyridine-boryl radicals proceeds by electron transfer from the radicals to SWCNTs.

Cited by 6 publications

References 39 publications

Simultaneously Achieving Green p- and n-Type Single-Walled Carbon Nanotube Composites by Natural Amino Acids with High Performance for Thermoelectrics

Simultaneously Achieving Green p- and n-Type Single-Walled Carbon Nanotube Composites by Natural Amino Acids with High Performance for Thermoelectrics

Pyridine-mediated B–B bond cleavage of tetrahydroxydiboron to synthesize n-doped SWCNTs with long-term air stability

Molecular electron doping to single-walled carbon nanotubes and molybdenum disulfide monolayers

Contact Info

Product

Resources

About