Polarity- and Pressure-Induced Emission from a Benzophenone-Based Luminophore

Since strong polarity usually causes emission quenching, materials with polarity-induced emission (PIE) are rarely reported despite their important applications in polar environments. Herein, an <i>N</i>-phenylcarbazole-substituted benzophenone derivative (BP-3-Cz) with a twisted electro...

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Main Authors: Qintao Hu, Pu Zhang, Yunpeng Zhang, Jingwei Sun
Format: Article
Language:English
Published: MDPI AG 2022-12-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/24/8748
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author Qintao Hu
Pu Zhang
Yunpeng Zhang
Jingwei Sun
author_facet Qintao Hu
Pu Zhang
Yunpeng Zhang
Jingwei Sun
author_sort Qintao Hu
collection DOAJ
description Since strong polarity usually causes emission quenching, materials with polarity-induced emission (PIE) are rarely reported despite their important applications in polar environments. Herein, an <i>N</i>-phenylcarbazole-substituted benzophenone derivative (BP-3-Cz) with a twisted electron donor–acceptor (D–A) structure is synthesized. The incorporation of heteroatoms into the twisted π-conjugated D–A backbone simultaneously endows BP-3-Cz with obvious polarity- and pressure-induced emission. Spectral analysis, X-ray diffraction, differential scanning calorimetry, and quantum chemical calculation results confirm that BP-3-Cz has special optical features related to the molecular conformation change and excited state turning to planarized intramolecular charge transfer with an increase in polarity or applied pressure. These findings contribute to the understanding of the PIE mechanism and the design of new PIE materials.
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spelling doaj.art-ed7a341334d549c69987b42a9f0dac972023-11-24T16:56:46ZengMDPI AGMolecules1420-30492022-12-012724874810.3390/molecules27248748Polarity- and Pressure-Induced Emission from a Benzophenone-Based LuminophoreQintao Hu0Pu Zhang1Yunpeng Zhang2Jingwei Sun3Department of Materials Chemistry, Huzhou University, Xueshi Road No.1, Huzhou 313000, ChinaDepartment of Materials Chemistry, Huzhou University, Xueshi Road No.1, Huzhou 313000, ChinaDepartment of Materials Chemistry, Huzhou University, Xueshi Road No.1, Huzhou 313000, ChinaDepartment of Materials Chemistry, Huzhou University, Xueshi Road No.1, Huzhou 313000, ChinaSince strong polarity usually causes emission quenching, materials with polarity-induced emission (PIE) are rarely reported despite their important applications in polar environments. Herein, an <i>N</i>-phenylcarbazole-substituted benzophenone derivative (BP-3-Cz) with a twisted electron donor–acceptor (D–A) structure is synthesized. The incorporation of heteroatoms into the twisted π-conjugated D–A backbone simultaneously endows BP-3-Cz with obvious polarity- and pressure-induced emission. Spectral analysis, X-ray diffraction, differential scanning calorimetry, and quantum chemical calculation results confirm that BP-3-Cz has special optical features related to the molecular conformation change and excited state turning to planarized intramolecular charge transfer with an increase in polarity or applied pressure. These findings contribute to the understanding of the PIE mechanism and the design of new PIE materials.https://www.mdpi.com/1420-3049/27/24/8748solvatochromismmechanochromismmolecular conformation
spellingShingle Qintao Hu
Pu Zhang
Yunpeng Zhang
Jingwei Sun
Polarity- and Pressure-Induced Emission from a Benzophenone-Based Luminophore
Molecules
solvatochromism
mechanochromism
molecular conformation
title Polarity- and Pressure-Induced Emission from a Benzophenone-Based Luminophore
title_full Polarity- and Pressure-Induced Emission from a Benzophenone-Based Luminophore
title_fullStr Polarity- and Pressure-Induced Emission from a Benzophenone-Based Luminophore
title_full_unstemmed Polarity- and Pressure-Induced Emission from a Benzophenone-Based Luminophore
title_short Polarity- and Pressure-Induced Emission from a Benzophenone-Based Luminophore
title_sort polarity and pressure induced emission from a benzophenone based luminophore
topic solvatochromism
mechanochromism
molecular conformation
url https://www.mdpi.com/1420-3049/27/24/8748
work_keys_str_mv AT qintaohu polarityandpressureinducedemissionfromabenzophenonebasedluminophore
AT puzhang polarityandpressureinducedemissionfromabenzophenonebasedluminophore
AT yunpengzhang polarityandpressureinducedemissionfromabenzophenonebasedluminophore
AT jingweisun polarityandpressureinducedemissionfromabenzophenonebasedluminophore