Tailoring Oxygen Sensitivity with Halide Substitution in Difluoroboron Dibenzoylmethane Polylactide Materials

Christopher A. DeRosa; Caroline Kerr; Ziyi Fan; Milena Kolpaczynska; Alexander S. Mathew; Ruffin E. Evans; Guoqing Zhang; Cassandra L. Fraser

doi:10.1021/acsami.5b07126

Tailoring Oxygen Sensitivity with Halide Substitution in Difluoroboron Dibenzoylmethane Polylactide Materials

Christopher A. DeRosa
, Caroline Kerr
, Ziyi Fan
, Milena Kolpaczynska
, Alexander S. Mathew
, Ruffin E. Evans
, Guoqing Zhang
, Cassandra L. Fraser

Research output: Contribution to journal › Article › peer-review

82 Scopus citations

Abstract

The dual-emissive properties of solid-state difluoroboron β-diketonate-poly(lactic acid) (BF₂bdkPLA) materials have been utilized for biological oxygen sensing. In this work, BF₂dbm(X)PLA materials were synthesized, where X = H, F, Cl, Br, and I. The effects of changing the halide substituent and PLA polymer chain length on the optical properties in dilute CH₂Cl₂ solutions and solid-state polymer films were studied. These luminescent materials show fluorescence, phosphorescence, and lifetime tunability on the basis of molecular weight, as well as lifetime modulation via the halide substituent. Short BF₂dbm(Br)PLA (6.0 kDa) and both short and long BF₂dbm(I)PLA polymers (6.0 or 20.3 kDa) have fluorescence and intense phosphorescence ideal for ratiometric oxygen sensing. The lighter halide-dye polymers with hydrogen, fluorine, and chlorine substitution have longer phosphorescence lifetimes and can be utilized as ultrasensitive oxygen sensors. Photostability was also analyzed for the polymer films.

Original language	English (US)
Pages (from-to)	23633-23643
Number of pages	11
Journal	ACS Applied Materials and Interfaces
Volume	7
Issue number	42
DOIs	https://doi.org/10.1021/acsami.5b07126
State	Published - Oct 28 2015
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2015 American Chemical Society.

Keywords

difluoroboron β-diketonate complexes
heavy atom effect
photostability
poly(lactic acid)
roomerature phosphorescence

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10.1021/acsami.5b07126

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title = "Tailoring Oxygen Sensitivity with Halide Substitution in Difluoroboron Dibenzoylmethane Polylactide Materials",

abstract = "The dual-emissive properties of solid-state difluoroboron β-diketonate-poly(lactic acid) (BF2bdkPLA) materials have been utilized for biological oxygen sensing. In this work, BF2dbm(X)PLA materials were synthesized, where X = H, F, Cl, Br, and I. The effects of changing the halide substituent and PLA polymer chain length on the optical properties in dilute CH2Cl2 solutions and solid-state polymer films were studied. These luminescent materials show fluorescence, phosphorescence, and lifetime tunability on the basis of molecular weight, as well as lifetime modulation via the halide substituent. Short BF2dbm(Br)PLA (6.0 kDa) and both short and long BF2dbm(I)PLA polymers (6.0 or 20.3 kDa) have fluorescence and intense phosphorescence ideal for ratiometric oxygen sensing. The lighter halide-dye polymers with hydrogen, fluorine, and chlorine substitution have longer phosphorescence lifetimes and can be utilized as ultrasensitive oxygen sensors. Photostability was also analyzed for the polymer films.",

keywords = "difluoroboron β-diketonate complexes, heavy atom effect, photostability, poly(lactic acid), roomerature phosphorescence",

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note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

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doi = "10.1021/acsami.5b07126",

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volume = "7",

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T1 - Tailoring Oxygen Sensitivity with Halide Substitution in Difluoroboron Dibenzoylmethane Polylactide Materials

AU - DeRosa, Christopher A.

AU - Kerr, Caroline

AU - Fan, Ziyi

AU - Kolpaczynska, Milena

AU - Mathew, Alexander S.

AU - Evans, Ruffin E.

AU - Zhang, Guoqing

AU - Fraser, Cassandra L.

PY - 2015/10/28

Y1 - 2015/10/28

N2 - The dual-emissive properties of solid-state difluoroboron β-diketonate-poly(lactic acid) (BF2bdkPLA) materials have been utilized for biological oxygen sensing. In this work, BF2dbm(X)PLA materials were synthesized, where X = H, F, Cl, Br, and I. The effects of changing the halide substituent and PLA polymer chain length on the optical properties in dilute CH2Cl2 solutions and solid-state polymer films were studied. These luminescent materials show fluorescence, phosphorescence, and lifetime tunability on the basis of molecular weight, as well as lifetime modulation via the halide substituent. Short BF2dbm(Br)PLA (6.0 kDa) and both short and long BF2dbm(I)PLA polymers (6.0 or 20.3 kDa) have fluorescence and intense phosphorescence ideal for ratiometric oxygen sensing. The lighter halide-dye polymers with hydrogen, fluorine, and chlorine substitution have longer phosphorescence lifetimes and can be utilized as ultrasensitive oxygen sensors. Photostability was also analyzed for the polymer films.

AB - The dual-emissive properties of solid-state difluoroboron β-diketonate-poly(lactic acid) (BF2bdkPLA) materials have been utilized for biological oxygen sensing. In this work, BF2dbm(X)PLA materials were synthesized, where X = H, F, Cl, Br, and I. The effects of changing the halide substituent and PLA polymer chain length on the optical properties in dilute CH2Cl2 solutions and solid-state polymer films were studied. These luminescent materials show fluorescence, phosphorescence, and lifetime tunability on the basis of molecular weight, as well as lifetime modulation via the halide substituent. Short BF2dbm(Br)PLA (6.0 kDa) and both short and long BF2dbm(I)PLA polymers (6.0 or 20.3 kDa) have fluorescence and intense phosphorescence ideal for ratiometric oxygen sensing. The lighter halide-dye polymers with hydrogen, fluorine, and chlorine substitution have longer phosphorescence lifetimes and can be utilized as ultrasensitive oxygen sensors. Photostability was also analyzed for the polymer films.

KW - difluoroboron β-diketonate complexes

KW - heavy atom effect

KW - photostability

KW - poly(lactic acid)

KW - roomerature phosphorescence

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UR - https://www.scopus.com/pages/publications/84946048249#tab=citedBy

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JO - ACS Applied Materials and Interfaces

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IS - 42

ER -

Tailoring Oxygen Sensitivity with Halide Substitution in Difluoroboron Dibenzoylmethane Polylactide Materials

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