Full‐Color and White Circularly Polarized Luminescence of Hydrogen‐Bonded Ionic Organic Microcrystals

A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)‐active microcrystals with a large luminescence dissymmetry factor glum, high fluorescence quantum efficiency (ΦFL), wide emission color tenability, and well‐ordered morphology. The...

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Published inAngewandte Chemie International Edition Vol. 60; no. 26; pp. 14595 - 14600
Main Authors Li, Zhong‐Qiu, Gong, Zhong‐Liang, Shao, Jiang‐Yang, Yao, Jiannian, Zhong, Yu‐Wu
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 21.06.2021
Wiley Subscription Services, Inc
EditionInternational ed. in English
Subjects
Anions
Camphor
Chemical bonds
Chemistry
Chemistry, Multidisciplinary
Circular polarization
circularly polarized luminescence
Color
Emitters
Energy harvesting
Energy transfer
Fluorescence
Hydrogen
Hydrogen bonding
light-harvesting energy transfer
Luminescence
Microcrystals
Morphology
organic crystals
Physical Sciences
Pyridines
Pyridinium
Quantum efficiency
Science & Technology
Sulfonic acid
white luminescence
hydrogen bonding
FILMS
ASSEMBLIES
white luminescence
LIGHT
circularly polarized luminescence
light-harvesting energy transfer
organic crystals
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Abstract A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)‐active microcrystals with a large luminescence dissymmetry factor glum, high fluorescence quantum efficiency (ΦFL), wide emission color tenability, and well‐ordered morphology. The reactions of pyridine‐containing achiral molecules 1–7 with chiral camphor sulfonic acid ((±)‐CSA) gave crystalline microplates formed by hydrogen bonding interactions between the protonated pyridinium units and the sulfonic anions. The chiral information of CSA are effectively transferred to the microcrystals by hydrogen bonding to afford full‐color CPL from deep‐blue to red with glum in the order of 10−2 and ΦFL up to 80 %. Moreover, organic microcrystals with high‐performance white CPL (ΦFL=46 %; |glum|=0.025) are achieved via the light‐harvesting energy transfer between blue and yellow emitters. As a result of the efficient hydrogen‐bonding‐mediated chirality transfer and light‐harvesting energy transfer, well‐ordered ionic microcrystals formed between pyridine‐containing achiral molecules and chiral camphor sulfonic acid display full‐color and homogeneously white circularly polarized luminescence (CPL) with ΦFL of up to 80 % and glum in the order of 10−2.
AbstractList A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)‐active microcrystals with a large luminescence dissymmetry factor glum, high fluorescence quantum efficiency (ΦFL), wide emission color tenability, and well‐ordered morphology. The reactions of pyridine‐containing achiral molecules 1–7 with chiral camphor sulfonic acid ((±)‐CSA) gave crystalline microplates formed by hydrogen bonding interactions between the protonated pyridinium units and the sulfonic anions. The chiral information of CSA are effectively transferred to the microcrystals by hydrogen bonding to afford full‐color CPL from deep‐blue to red with glum in the order of 10−2 and ΦFL up to 80 %. Moreover, organic microcrystals with high‐performance white CPL (ΦFL=46 %; |glum|=0.025) are achieved via the light‐harvesting energy transfer between blue and yellow emitters. As a result of the efficient hydrogen‐bonding‐mediated chirality transfer and light‐harvesting energy transfer, well‐ordered ionic microcrystals formed between pyridine‐containing achiral molecules and chiral camphor sulfonic acid display full‐color and homogeneously white circularly polarized luminescence (CPL) with ΦFL of up to 80 % and glum in the order of 10−2.
A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)‐active microcrystals with a large luminescence dissymmetry factor glum, high fluorescence quantum efficiency (ΦFL), wide emission color tenability, and well‐ordered morphology. The reactions of pyridine‐containing achiral molecules 1–7 with chiral camphor sulfonic acid ((±)‐CSA) gave crystalline microplates formed by hydrogen bonding interactions between the protonated pyridinium units and the sulfonic anions. The chiral information of CSA are effectively transferred to the microcrystals by hydrogen bonding to afford full‐color CPL from deep‐blue to red with glum in the order of 10−2 and ΦFL up to 80 %. Moreover, organic microcrystals with high‐performance white CPL (ΦFL=46 %; |glum|=0.025) are achieved via the light‐harvesting energy transfer between blue and yellow emitters.
A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)-active microcrystals with a large luminescence dissymmetry factor glum , high fluorescence quantum efficiency (ΦFL ), wide emission color tenability, and well-ordered morphology. The reactions of pyridine-containing achiral molecules 1-7 with chiral camphor sulfonic acid ((±)-CSA) gave crystalline microplates formed by hydrogen bonding interactions between the protonated pyridinium units and the sulfonic anions. The chiral information of CSA are effectively transferred to the microcrystals by hydrogen bonding to afford full-color CPL from deep-blue to red with glum in the order of 10-2 and ΦFL up to 80 %. Moreover, organic microcrystals with high-performance white CPL (ΦFL =46 %; |glum |=0.025) are achieved via the light-harvesting energy transfer between blue and yellow emitters.A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)-active microcrystals with a large luminescence dissymmetry factor glum , high fluorescence quantum efficiency (ΦFL ), wide emission color tenability, and well-ordered morphology. The reactions of pyridine-containing achiral molecules 1-7 with chiral camphor sulfonic acid ((±)-CSA) gave crystalline microplates formed by hydrogen bonding interactions between the protonated pyridinium units and the sulfonic anions. The chiral information of CSA are effectively transferred to the microcrystals by hydrogen bonding to afford full-color CPL from deep-blue to red with glum in the order of 10-2 and ΦFL up to 80 %. Moreover, organic microcrystals with high-performance white CPL (ΦFL =46 %; |glum |=0.025) are achieved via the light-harvesting energy transfer between blue and yellow emitters.
A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)‐active microcrystals with a large luminescence dissymmetry factor g lum , high fluorescence quantum efficiency ( Φ FL ), wide emission color tenability, and well‐ordered morphology. The reactions of pyridine‐containing achiral molecules 1 – 7 with chiral camphor sulfonic acid ((±)‐CSA) gave crystalline microplates formed by hydrogen bonding interactions between the protonated pyridinium units and the sulfonic anions. The chiral information of CSA are effectively transferred to the microcrystals by hydrogen bonding to afford full‐color CPL from deep‐blue to red with g lum in the order of 10 −2 and Φ FL up to 80 %. Moreover, organic microcrystals with high‐performance white CPL ( Φ FL =46 %; | g lum |=0.025) are achieved via the light‐harvesting energy transfer between blue and yellow emitters.
A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)-active microcrystals with a large luminescence dissymmetry factor g , high fluorescence quantum efficiency (Φ ), wide emission color tenability, and well-ordered morphology. The reactions of pyridine-containing achiral molecules 1-7 with chiral camphor sulfonic acid ((±)-CSA) gave crystalline microplates formed by hydrogen bonding interactions between the protonated pyridinium units and the sulfonic anions. The chiral information of CSA are effectively transferred to the microcrystals by hydrogen bonding to afford full-color CPL from deep-blue to red with g in the order of 10 and Φ up to 80 %. Moreover, organic microcrystals with high-performance white CPL (Φ =46 %; |g |=0.025) are achieved via the light-harvesting energy transfer between blue and yellow emitters.
A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)-active microcrystals with a large luminescence dissymmetry factor g(lum), high fluorescence quantum efficiency (phi(FL)), wide emission color tenability, and well-ordered morphology. The reactions of pyridine-containing achiral molecules 1-7 with chiral camphor sulfonic acid ((+/-)-CSA) gave crystalline microplates formed by hydrogen bonding interactions between the protonated pyridinium units and the sulfonic anions. The chiral information of CSA are effectively transferred to the microcrystals by hydrogen bonding to afford full-color CPL from deep-blue to red with g(lum) in the order of 10(-2) and phi(FL) up to 80 %. Moreover, organic microcrystals with high-performance white CPL (phi(FL)=46 %; |g(lum)|=0.025) are achieved via the light-harvesting energy transfer between blue and yellow emitters.
Author Zhong, Yu‐Wu
Gong, Zhong‐Liang
Shao, Jiang‐Yang
Li, Zhong‐Qiu
Yao, Jiannian
Author_xml – sequence: 1
  givenname: Zhong‐Qiu
  surname: Li
  fullname: Li, Zhong‐Qiu
  organization: University of Chinese Academy of Sciences
– sequence: 2
  givenname: Zhong‐Liang
  surname: Gong
  fullname: Gong, Zhong‐Liang
  organization: Chinese Academy of Sciences
– sequence: 3
  givenname: Jiang‐Yang
  surname: Shao
  fullname: Shao, Jiang‐Yang
  organization: Chinese Academy of Sciences
– sequence: 4
  givenname: Jiannian
  surname: Yao
  fullname: Yao, Jiannian
  organization: University of Chinese Academy of Sciences
– sequence: 5
  givenname: Yu‐Wu
  orcidid: 0000-0003-0712-0374
  surname: Zhong
  fullname: Zhong, Yu‐Wu
  email: zhongyuwu@iccas.ac.cn
  organization: University of Chinese Academy of Sciences
BackLink https://www.ncbi.nlm.nih.gov/pubmed/33822449$$D View this record in MEDLINE/PubMed
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Keywords hydrogen bonding
FILMS
ASSEMBLIES
white luminescence
LIGHT
circularly polarized luminescence
light-harvesting energy transfer
organic crystals
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  text: June 21, 2021
  day: 21
PublicationDecade 2020
PublicationPlace WEINHEIM
PublicationPlace_xml – name: WEINHEIM
– name: Germany
– name: Weinheim
PublicationTitle Angewandte Chemie International Edition
PublicationTitleAbbrev ANGEW CHEM INT EDIT
PublicationTitleAlternate Angew Chem Int Ed Engl
PublicationYear 2021
Publisher Wiley
Wiley Subscription Services, Inc
Publisher_xml – name: Wiley
– name: Wiley Subscription Services, Inc
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Snippet A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)‐active microcrystals with a large...
A simple and general method is presented herein for the in situ preparations of circularly polarized luminescence (CPL)-active microcrystals with a large...
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SubjectTerms Anions
Camphor
Chemical bonds
Chemistry
Chemistry, Multidisciplinary
Circular polarization
circularly polarized luminescence
Color
Emitters
Energy harvesting
Energy transfer
Fluorescence
Hydrogen
Hydrogen bonding
light-harvesting energy transfer
Luminescence
Microcrystals
Morphology
organic crystals
Physical Sciences
Pyridines
Pyridinium
Quantum efficiency
Science & Technology
Sulfonic acid
white luminescence
Title Full‐Color and White Circularly Polarized Luminescence of Hydrogen‐Bonded Ionic Organic Microcrystals
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fanie.202103091
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https://www.ncbi.nlm.nih.gov/pubmed/33822449
https://www.proquest.com/docview/2541266787
https://www.proquest.com/docview/2509268070
Volume 60
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