Highly Emissive Far Red/Near-IR Fluorophores Based on Borylated Fluorene–Benzothiadiazole Donor–Acceptor Materials

Daniel L. Crossley; Inigo Vitorica-Yrezabal; Martin J. Humphries; Michael L. Turner; Michael J. Ingleson

doi:10.1002/chem.201602010

Highly Emissive Far Red/Near-IR Fluorophores Based on Borylated Fluorene–Benzothiadiazole Donor–Acceptor Materials

Daniel L. Crossley, Inigo Vitorica-Yrezabal, Martin J. Humphries, Michael L. Turner, Michael J. Ingleson

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

41 Citations (Scopus)

Abstract

Stille, Suzuki–Miyaura and Negishi cross-coupling reactions of bromine-functionalised borylated precursors enable the facile, high yielding, synthesis of borylated donor–acceptor materials that contain electron-rich aromatic units and/or extended effective conjugation lengths. These materials have large Stokes shifts, low LUMO energies, small band-gaps and significant fluorescence emission >700 nm in solution and when dispersed in a host polymer.

Original language	English
Pages (from-to)	12439-12448
Number of pages	10
Journal	Chemistry - A European Journal
Volume	22
Issue number	35
Early online date	27 Jul 2016
DOIs	https://doi.org/10.1002/chem.201602010
Publication status	Published - 22 Aug 2016
Externally published	Yes

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10.1002/chem.201602010Licence: CC BY

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title = "Highly Emissive Far Red/Near-IR Fluorophores Based on Borylated Fluorene–Benzothiadiazole Donor–Acceptor Materials",

abstract = "Stille, Suzuki–Miyaura and Negishi cross-coupling reactions of bromine-functionalised borylated precursors enable the facile, high yielding, synthesis of borylated donor–acceptor materials that contain electron-rich aromatic units and/or extended effective conjugation lengths. These materials have large Stokes shifts, low LUMO energies, small band-gaps and significant fluorescence emission >700 nm in solution and when dispersed in a host polymer.",

keywords = "boron, chromophores, cross-coupling, donor–acceptor systems, near-infrared fluorescence",

author = "Crossley, \{Daniel L.\} and Inigo Vitorica-Yrezabal and Humphries, \{Martin J.\} and Turner, \{Michael L.\} and Ingleson, \{Michael J.\}",

year = "2016",

month = aug,

day = "22",

doi = "10.1002/chem.201602010",

language = "English",

volume = "22",

pages = "12439--12448",

journal = "Chemistry - A European Journal",

issn = "0947-6539",

publisher = "John Wiley and Sons Inc.",

number = "35",

}

TY - JOUR

T1 - Highly Emissive Far Red/Near-IR Fluorophores Based on Borylated Fluorene–Benzothiadiazole Donor–Acceptor Materials

AU - Crossley, Daniel L.

AU - Vitorica-Yrezabal, Inigo

AU - Humphries, Martin J.

AU - Turner, Michael L.

AU - Ingleson, Michael J.

PY - 2016/8/22

Y1 - 2016/8/22

N2 - Stille, Suzuki–Miyaura and Negishi cross-coupling reactions of bromine-functionalised borylated precursors enable the facile, high yielding, synthesis of borylated donor–acceptor materials that contain electron-rich aromatic units and/or extended effective conjugation lengths. These materials have large Stokes shifts, low LUMO energies, small band-gaps and significant fluorescence emission >700 nm in solution and when dispersed in a host polymer.

AB - Stille, Suzuki–Miyaura and Negishi cross-coupling reactions of bromine-functionalised borylated precursors enable the facile, high yielding, synthesis of borylated donor–acceptor materials that contain electron-rich aromatic units and/or extended effective conjugation lengths. These materials have large Stokes shifts, low LUMO energies, small band-gaps and significant fluorescence emission >700 nm in solution and when dispersed in a host polymer.

KW - boron

KW - chromophores

KW - cross-coupling

KW - donor–acceptor systems

KW - near-infrared fluorescence

UR - https://www.scopus.com/pages/publications/84982124242

U2 - 10.1002/chem.201602010

DO - 10.1002/chem.201602010

M3 - Article

AN - SCOPUS:84982124242

SN - 0947-6539

VL - 22

SP - 12439

EP - 12448

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 35

ER -

Highly Emissive Far Red/Near-IR Fluorophores Based on Borylated Fluorene–Benzothiadiazole Donor–Acceptor Materials

Abstract

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