Defect-Induced Near-Infrared Photoluminescence of Single-Walled Carbon Nanotubes Treated with Polyunsaturated Fatty Acids

Chiu, Cheuk Fai; Saidi, Wissam A.; Kagan, Valerian E.; Star, Alexander

doi:10.1021/jacs.7b00390

Cited by 51 publications

(63 citation statements)

References 45 publications

(127 reference statements)

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“…It is also important to note that when the binary mixture was protected from light, no defect PL was detected (Figure S13). This indicates that the diazoether chemistry is much more controllable than the light-driven diazonium reaction previously reported by us 20 and oxidation by Star et al 21 …”

Section: Resultsmentioning

confidence: 54%

Chirality-Selective Functionalization of Semiconducting Carbon Nanotubes with a Reactivity-Switchable Molecule

2017

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Chirality-selective functionalization of semiconducting single-walled carbon nanotubes (SWCNTs) has been a difficult synthetic goal for more than a decade. Here we describe an on-demand covalent chemistry to address this intriguing challenge. Our approach involves the synthesis and isolation of a chemically inert diazoether isomer that can be switched to its reactive form in situ by modulation of the thermodynamic barrier to isomerization with pH and visible light that resonates with the optical frequency of the nanotube. We found that it is possible to completely inhibit the reaction in the absence of light, as determined by the limit of sensitive defect photoluminescence (less than 0.01% of the carbon atoms are bonded to a functional group). This optically driven diazoether chemistry makes it possible to selectively functionalize a specific SWCNT chirality within a mixture. Even for two chiralities that are nearly identical in diameter and electronic structure, (6,5)- and (7,3)-SWCNTs, we are able to activate the diazoether compound to functionalize the less reactive (7,3)-SWCNTs, driving the chemical reaction to near exclusion of the (6,5)-SWCNTs. This work opens opportunities to chemically tailor SWCNTs at the single chirality level for nanotube sorting, on-chip passivation, and nanoscale lithography.

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Section: Resultsmentioning

confidence: 54%

Chirality-Selective Functionalization of Semiconducting Carbon Nanotubes with a Reactivity-Switchable Molecule

2017

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“…To overcome hydrophobicity and improve biocompatibility, pristine SWCNTs are coated with surfactants, lipids, DNA, proteins, or polymers. Chiu and co‐workers reported the effect of polyunsaturated fatty acids (PUFAs) on the photoluminescence of SWCNTs (Figure ) . Iverson et al.…”

Section: Single‐walled Carbon Nanotubesmentioning

confidence: 99%

“…Chiu and co-workers reported the effect of polyunsaturated fatty acids (PUFAs) on the photoluminescence of SWCNTs ( Figure 9). [56] Iverson et al de-velopedaPEG-ligated copolymer to stabilize NIR-fluorescent Figure 5. Schematic diagrams of strategies (size, composition, and surface tuning)a pplied to synthesize highly luminescentQ Ds.…”

Section: Single-walled Carbon Nanotubesmentioning

confidence: 99%

“…In addition to the above-mentioned new probes, several other coating strategies have also been reported that could find application as probesf or imaging ( Table 2). [58][59][60][61][62] The most commons trategy is to modify PLs (particularly phosphatidylcholines [63] and phosphatidylglycerols [64] )a nd lipids [56] on the surfaceofS WCNTs.…”

Section: Single-walled Carbon Nanotubesmentioning

confidence: 99%

“…Reproduced with permission from ref. [56].C opyright:t he American ChemicalS ociety. ChemBioChem 2018ChemBioChem , 19,2522ChemBioChem -2541 www.chembiochem.org that of other QDs, such as CdTe [81][82][83][84] andC dSe [85][86][87][88][89] QDs.T here are few reports on Ag 2 Se NIR QDs because of the poor stabili-ty,l ow QY,a nd so forth.…”

Section: Quantum Dots (Qds)mentioning

confidence: 99%

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Recent Progress in Fluorescence Imaging of the Near‐Infrared II Window

Miao

Zhu

et al. 2018

ChemBioChem

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Near‐infrared (NIR) fluorescent materials are considered to be the most promising labeling reagents for sensitive determination and biological imaging due to the advantages of lower background noise, deeper penetrating capacity, and less destructive effects on the biomatrix over those of UV and visible fluorophores. In the past decade, advances in biomedical fluorescence imaging in the NIR region have focused on the traditional NIR window (NIR‐I; λ=700–900 nm), and have recently been extended to the second NIR window (NIR‐II; λ=1000–1700 nm). In vivo NIR‐II fluorescence imaging outperforms imaging in the NIR‐I window as a result of further reduced absorption, tissue autofluorescence, and scattering. In this review, the applications of four types of NIR‐II fluorescent materials, organic fluorophores, quantum dots, rare‐earth compounds, and single‐walled carbon nanotubes, are summarized and future trends are discussed. Some methods to enhance the NIR‐II fluorescence quantum yield are also proposed.

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Carbon Nanomaterials for Deep‐Tissue Imaging in theNIRSpectral Window

Lettieri

Giordani

2018

Carbon Nanomaterials for Bioimaging, Bioanalysis, and Therapy

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Defect-Induced Near-Infrared Photoluminescence of Single-Walled Carbon Nanotubes Treated with Polyunsaturated Fatty Acids

Cited by 51 publications

References 45 publications

Chirality-Selective Functionalization of Semiconducting Carbon Nanotubes with a Reactivity-Switchable Molecule

Chirality-Selective Functionalization of Semiconducting Carbon Nanotubes with a Reactivity-Switchable Molecule

Recent Progress in Fluorescence Imaging of the Near‐Infrared II Window

Carbon Nanomaterials for Deep‐Tissue Imaging in theNIRSpectral Window

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