Synthesis and properties of novel near-infrared dye based on BODIPY and diketopyrrolopyrrole units

Yafei Wang; Jianhua Chen; Yuanhui Zhen; Haigang Jiang; Gui Yu; Yu Liu; Etienne Baranoff; Hua Tan; Weiguo Zhu

doi:10.1016/j.matlet.2014.10.043

Synthesis and properties of novel near-infrared dye based on BODIPY and diketopyrrolopyrrole units

Yafei Wang, Jianhua Chen, Yuanhui Zhen, Haigang Jiang, Gui Yu^*, Yu Liu, Etienne Baranoff, Hua Tan, Weiguo Zhu

^*Corresponding author for this work

Chemistry

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Abstract

A novel near-infrared dye of DPP-BODIPY with a diketopyrrolopyrrole (DPP) central unit and two 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) flanking units has been synthesized and characterized. Its quasi-planar structure was confirmed by X-ray diffraction and panchromatic absorption from 300 nm to 1000 nm was exhibited both in solution and in solid state. Near-infrared emission at about 804 nm and low LUMO energy level at −3.93 eV are observed. Furthermore, ambipolar charge transporting properties with hole mobility of 1.5×10^-5 cm² V^-1 S^-1 and electron mobility of 2×10^-6 cm² V^-1 S^-1 were obtained in thin films.

Original language	English
Pages (from-to)	130-133
Number of pages	4
Journal	Materials Letters
Volume	139
Early online date	19 Oct 2014
DOIs	https://doi.org/10.1016/j.matlet.2014.10.043
Publication status	Published - 15 Jan 2015

Keywords

(BODIPY)
4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene
Diketopyrrolopyrrole (DPP)
Donor-acceptor structure
Electronic materials
Luminescence
Near-infrared emission

ASJC Scopus subject areas

Materials Science(all)
Condensed Matter Physics
Mechanical Engineering
Mechanics of Materials

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10.1016/j.matlet.2014.10.043

Baranoff_Synthesis_properties_novel_near_infrared_dye_Materials_Letters_2014
NOTICE: this is the author’s version of a work that was accepted for publication in Materials Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Materials Letters, Vol 139, January 2015, DOI: 10.1016/j.matlet.2014.10.043. Eligibility for repository checked February 2015
Accepted author manuscript, 1 MBLicence: Other (please specify with Rights Statement)

Cite this

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title = "Synthesis and properties of novel near-infrared dye based on BODIPY and diketopyrrolopyrrole units",

abstract = "A novel near-infrared dye of DPP-BODIPY with a diketopyrrolopyrrole (DPP) central unit and two 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) flanking units has been synthesized and characterized. Its quasi-planar structure was confirmed by X-ray diffraction and panchromatic absorption from 300 nm to 1000 nm was exhibited both in solution and in solid state. Near-infrared emission at about 804 nm and low LUMO energy level at −3.93 eV are observed. Furthermore, ambipolar charge transporting properties with hole mobility of 1.5×10-5 cm2 V-1 S-1 and electron mobility of 2×10-6 cm2 V-1 S-1 were obtained in thin films.",

keywords = "(BODIPY), 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene, Diketopyrrolopyrrole (DPP), Donor-acceptor structure, Electronic materials, Luminescence, Near-infrared emission",

author = "Yafei Wang and Jianhua Chen and Yuanhui Zhen and Haigang Jiang and Gui Yu and Yu Liu and Etienne Baranoff and Hua Tan and Weiguo Zhu",

year = "2015",

month = jan,

day = "15",

doi = "10.1016/j.matlet.2014.10.043",

language = "English",

volume = "139",

pages = "130--133",

journal = "Materials Letters",

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publisher = "Elsevier",

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TY - JOUR

T1 - Synthesis and properties of novel near-infrared dye based on BODIPY and diketopyrrolopyrrole units

AU - Wang, Yafei

AU - Chen, Jianhua

AU - Zhen, Yuanhui

AU - Jiang, Haigang

AU - Yu, Gui

AU - Liu, Yu

AU - Baranoff, Etienne

AU - Tan, Hua

AU - Zhu, Weiguo

PY - 2015/1/15

Y1 - 2015/1/15

N2 - A novel near-infrared dye of DPP-BODIPY with a diketopyrrolopyrrole (DPP) central unit and two 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) flanking units has been synthesized and characterized. Its quasi-planar structure was confirmed by X-ray diffraction and panchromatic absorption from 300 nm to 1000 nm was exhibited both in solution and in solid state. Near-infrared emission at about 804 nm and low LUMO energy level at −3.93 eV are observed. Furthermore, ambipolar charge transporting properties with hole mobility of 1.5×10-5 cm2 V-1 S-1 and electron mobility of 2×10-6 cm2 V-1 S-1 were obtained in thin films.

AB - A novel near-infrared dye of DPP-BODIPY with a diketopyrrolopyrrole (DPP) central unit and two 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) flanking units has been synthesized and characterized. Its quasi-planar structure was confirmed by X-ray diffraction and panchromatic absorption from 300 nm to 1000 nm was exhibited both in solution and in solid state. Near-infrared emission at about 804 nm and low LUMO energy level at −3.93 eV are observed. Furthermore, ambipolar charge transporting properties with hole mobility of 1.5×10-5 cm2 V-1 S-1 and electron mobility of 2×10-6 cm2 V-1 S-1 were obtained in thin films.

KW - (BODIPY)

KW - 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene

KW - Diketopyrrolopyrrole (DPP)

KW - Donor-acceptor structure

KW - Electronic materials

KW - Luminescence

KW - Near-infrared emission

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U2 - 10.1016/j.matlet.2014.10.043

DO - 10.1016/j.matlet.2014.10.043

M3 - Article

AN - SCOPUS:84908551928

SN - 0167-577X

VL - 139

SP - 130

EP - 133

JO - Materials Letters

JF - Materials Letters

ER -

Synthesis and properties of novel near-infrared dye based on BODIPY and diketopyrrolopyrrole units

Abstract

Keywords

ASJC Scopus subject areas

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