Ionic Interactions between Charged Phthalocyanine and Fullerene Derivatives

Makarov, S. Z.; Kazarin, Alexander S.; Suvorova, O. N.; Ketkov, Sergey Yu.; Lopatin, M. A.; Wöhrle, Dieter

doi:10.6060/mhc140487m

Cited by 3 publications

(4 citation statements)

References 30 publications

(56 reference statements)

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“…Upon interaction with the THC–FBBB(B) conjugate, CoPc demonstrates high background absorbance and persistent metal–ligand coordination, and the 702 nm shoulder becomes more intense than the Q band peak that shifts from 664 to 669 nm (Figure c, black line). These data demonstrate preference of the reduced cobalt form in the presence of THC–FBBB(B), possibly through aggregate formation. , However, interaction of CoPc with the CBD + FBBB(B) conjugate causes the most predominant Q band peak to appear at 660 nm, which loses intensity and red-shifts to 663 nm with the application of reducing potential (Figure f). Furthermore, the 702 nm shoulder and the 422 and 466 nm metal coordination peaks are initially present and gain in intensity with reducing potential.…”

Section: Resultsmentioning

confidence: 88%

“…With the application of reducing potential, the 664 nm Q band peak becomes less intense, and a small metal coordination peak appears at 435 nm with an increase in light scattering. These large Q band peak shifts suggest that AlClPc is significantly altering its coordination states in the presence of the THC–FBB(B) conjugate. ,, …”

Section: Resultsmentioning

confidence: 99%

“…These data demonstrate preference of the reduced cobalt form in the presence of THC−FBBB(B), possibly through aggregate formation. 47,48 However, interaction of CoPc with the CBD + FBBB(B) conjugate causes the most predominant Q band peak to appear at 660 nm, which loses intensity and red-shifts to 663 nm with the application of reducing potential (Figure 4f). Furthermore, the 702 nm Reduction Processes of Metal Pcs in the Presence of THC + FBBB(B).…”

Section: ■ Introductionmentioning

confidence: 99%

“…These large Q band peak shifts suggest that AlClPc is significantly altering its coordination states in the presence of the THC− FBB(B) conjugate. 9,47,48 THC and THC−FBBB Coordination with AlClPc. We performed a series of NMR experiments to elucidate Pc−Pc and Pc−ligand interactions observed from the solution-based spectroelectrochemical screening (Figure 6).…”

Section: ■ Introductionmentioning

confidence: 99%

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Engineering Cannabinoid Sensors through Solution-Based Screening of Phthalocyanines

Comeau

Facey

Harris

et al. 2020

ACS Appl. Mater. Interfaces

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Organic thin-film transistors (OTFTs) have shown promise for a range of sensing applications, with phthalocyanine-based OTFTs demonstrated as sensors for atmospheric parameters, volatile gases, and small organic molecules including cannabinoids. However, the process of fabricating, testing, and optimizing OTFTs in a laboratory setting requires highly specialized equipment, materials, and expertise. To determine if sensor development can be expedited and thus reduce manufacturing burden, spectroelectrochemistry is applied to rapidly screen for molecular interactions between metal-free phthalocyanines and a variety of metal phthalocyanines (MPcs) and the cannabinoids Δ9-tetrahydrocannabinol (THC) or cannabidiol (CBD), with and without a cannabinoid-sensitive chromophore (Fast Blue BB). Spectral analyses are corroborated by 2D-NMR and related to measured OTFT performance. Spectroelectrochemical changes to the Q band region of the phthalocyanine spectra in the presence of analytes can be used to predict the response of OTFTs. Thus, with spectroelectrochemistry, a range of potential materials for OTFT small organic molecule-sensing applications can be quickly analyzed, and phthalocyanines with a preferred response can be selected.

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Section: Resultsmentioning

confidence: 88%