Blue light emission from cyclometallated iridium (III) cyano complexes: Syntheses, crystal structures, and photophysical properties

Sanner, Robert D.; Cherepy, Nerine J.; Young, Jr., Victor G.

doi:10.1016/j.ica.2015.10.030

Title: Blue light emission from cyclometallated iridium (III) cyano complexes: Syntheses, crystal structures, and photophysical properties

Abstract

In this study, we describe the synthesis and crystal structures of four iridium compounds containing the 2-(4,6-difluorophenyl)pyridyl ligand. Cleavage of dichloro-bridged iridium(III) dimers with phosphorus ligands leads to (46dfppy)2Ir(L)(Cl) where L = PPh₃ or P(OPh)₃. Treatment of the chloro compounds with cyanide forms the cyano complexes (46dfppy)₂Ir(L)(CN). All complexes exhibit a trans effect in their molecular structures due to the phosphorus ligands, with the phosphite having a greater effect than the phosphine. With L = PPh₃, blue photoluminescence with CIE coordinates (x = 0.16, y = 0.24), quantum yield of 0.66 ± 0.15 and 4.5 ± 0.5 μs decay time is measured. For L = P(OPh)₃, blue photoluminescence with CIE coordinates (x = 0.16, y = 0.21), quantum yield of 0.65 ± 0.15 and 2.9 ± 0.3 μs decay time is measured.

Authors:

Sanner, Robert D. ^[1]; Cherepy, Nerine J. ^[1]; Young, Jr., Victor G. ^[2]

Lawrence Livermore National Lab. (LLNL), Livermore, CA (United States)
Univ. of Minnesota, Minneapolis, MN (United States)

Publication Date:: Mon Nov 02 00:00:00 EST 2015

Research Org.:: Lawrence Livermore National Laboratory (LLNL), Livermore, CA (United States)

Sponsoring Org.:: USDOE National Nuclear Security Administration (NNSA)

OSTI Identifier:: 1251038

Alternate Identifier(s):: OSTI ID: 1396693

Report Number(s):: LLNL-JRNL-669760
Journal ID: ISSN 0020-1693

Grant/Contract Number:: AC52-07NA27344; AC03-76SF00098

Resource Type:: Journal Article: Accepted Manuscript

Journal Name:: Inorganica Chimica Acta

Additional Journal Information:: Journal Volume: 440; Journal Issue: C; Journal ID: ISSN 0020-1693

Publisher:: Elsevier

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; blue phosphorescence; iridium complexes; metallorganic light emitters

Citation Formats


                    Sanner, Robert D., Cherepy, Nerine J., and Young, Jr., Victor G. Blue light emission from cyclometallated iridium (III) cyano complexes: Syntheses, crystal structures, and photophysical properties.  United States: N. p., 2015. 
        Web.  doi:10.1016/j.ica.2015.10.030.

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                    Sanner, Robert D., Cherepy, Nerine J., & Young, Jr., Victor G. Blue light emission from cyclometallated iridium (III) cyano complexes: Syntheses, crystal structures, and photophysical properties.  United States.  https://doi.org/10.1016/j.ica.2015.10.030

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                    Sanner, Robert D., Cherepy, Nerine J., and Young, Jr., Victor G. 2015.  
        "Blue light emission from cyclometallated iridium (III) cyano complexes: Syntheses, crystal structures, and photophysical properties".  United States.  https://doi.org/10.1016/j.ica.2015.10.030.  https://www.osti.gov/servlets/purl/1251038.

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@article{osti_1251038,

  title        = {Blue light emission from cyclometallated iridium (III) cyano complexes: Syntheses, crystal structures, and photophysical properties},

  author       = {Sanner, Robert D. and Cherepy, Nerine J. and Young, Jr., Victor G.},

  abstractNote = {In this study, we describe the synthesis and crystal structures of four iridium compounds containing the 2-(4,6-difluorophenyl)pyridyl ligand. Cleavage of dichloro-bridged iridium(III) dimers with phosphorus ligands leads to (46dfppy)2Ir(L)(Cl) where L = PPh3 or P(OPh)3. Treatment of the chloro compounds with cyanide forms the cyano complexes (46dfppy)2Ir(L)(CN). All complexes exhibit a trans effect in their molecular structures due to the phosphorus ligands, with the phosphite having a greater effect than the phosphine. With L = PPh3, blue photoluminescence with CIE coordinates (x = 0.16, y = 0.24), quantum yield of 0.66 ± 0.15 and 4.5 ± 0.5 μs decay time is measured. For L = P(OPh)3, blue photoluminescence with CIE coordinates (x = 0.16, y = 0.21), quantum yield of 0.65 ± 0.15 and 2.9 ± 0.3 μs decay time is measured.},

  doi          = {10.1016/j.ica.2015.10.030},

  url          = {https://www.osti.gov/biblio/1251038},
  journal      = {Inorganica Chimica Acta},

  issn         = {0020-1693},

  number       = C,

  volume       = 440,

  place        = {United States},

  year         = {Mon Nov 02 00:00:00 EST 2015},

  month        = {Mon Nov 02 00:00:00 EST 2015}

}

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https://doi.org/10.1016/j.ica.2015.10.030

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Cited by: 9 works

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Scheme 1.: Synthetic procedures

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Works referenced in this record:

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Works referencing / citing this record:

Organometallic phosphors as building blocks in sol–gel chemistry: luminescent organometallo-silica materials
journal, January 2017

Ezquerro, C.; Sepúlveda, A. E.; Grau-Atienza, A.
Journal of Materials Chemistry C, Vol. 5, Issue 37
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Cleavage of acyclic diaminocarbene ligands at an iridium( iii ) center. Recognition of a new reactivity mode for carbene ligands
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Kinzhalov, Mikhail A.; Eremina, Anzhelika A.; Smirnov, Andrey S.
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The crystal structure of bis{3,5-difluoro-2-[4-(2,4,6-trimethylphenyl)pyridin-2-yl]phenyl}(picolinato)iridium(III) and its 4- tert -butylpyridin-2-yl analogue
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Sanner, Robert D.; Young, Victor G.
Acta Crystallographica Section E Crystallographic Communications, Vol. 74, Issue 10
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Title: Blue light emission from cyclometallated iridium (III) cyano complexes: Syntheses, crystal structures, and photophysical properties

Abstract

Citation Formats

Figures / Tables:

Photochemistry and Photophysics of Coordination Compounds: Iridium book, January 2007

Efficient red electrophosphorescent organic light-emitting diodes based on the new sensitized heteroleptic tris-cyclometalated Ir(III) complexes journal, May 2009

Synthesis and optoelectronic characterization of conjugated phosphorescent polyelectrolytes with a neutral Ir complex incorporated into the polymer backbone and their neutral precursors journal, January 2007

Synthesis and Characterization of Phosphorescent Cyclometalated Iridium Complexes journal, March 2001

Blue Light-Emitting Bisorthometalated Ir(III) Complex: Origin of Blue Emission and Application in Electrophosphorescent Devices journal, March 2008

Recent Progresses on Materials for Electrophosphorescent Organic Light-Emitting Devices journal, October 2010

Bismuth-loaded plastic scintillators for gamma-ray spectroscopy journal, January 2012

FIrpic: archetypal blue phosphorescent emitter for electroluminescence journal, January 2015

Blue Phosphorescence from Mixed Cyano−Isocyanide Cyclometalated Iridium(III) Complexes journal, March 2007

Electron-withdrawing groups and strong-field ligands containing iridium(III) complexes and their efficient blue light-emitting journal, September 2010

Design and Synthesis of Iridium Bis(carbene) Complexes for Efficient Blue Electrophosphorescence journal, July 2011

Iridium Complexes of N-Heterocyclic Carbene Ligands: Investigation into the Energetic Requirements for Efficient Electrogenerated Chemiluminescence journal, May 2014

Highly efficient deep-blue phosphorescence from heptafluoropropyl-substituted iridium complexes journal, January 2015

Highly Phosphorescence Iridium Complexes and Their Application in Organic Light-Emitting Devices journal, July 2003

Substituent Effect on the Luminescent Properties of a Series of Deep Blue Emitting Mixed Ligand Ir(III) Complexes journal, June 2006

Blue-Light-Emitting Complexes: Cationic (2-Phenylpyridinato)iridium(III) Complexes with Strong-Field Ancillary Ligands journal, January 2007

Ligand Effects on Luminescence of New Type Blue Light-Emitting Mono(2-phenylpyridinato)iridium(III) Complexes journal, July 2008

Room-temperature combinatorial screening of cyclometallated iridium(iii) complexes for a step towards molecular control of colour purity journal, January 2011

Synthesis and Characterization of Facial and Meridional Tris-cyclometalated Iridium(III) Complexes journal, June 2003

Synthesis and Characterization of Phosphorescent Cyclometalated Platinum Complexes journal, June 2002

Synthesis, crystal structure and photophysical properties of a series of new neutral iridium(III) complexes with 2-phenylpyridine journal, August 2009

Polymer based blue electrophosphorescent light emitting devices journal, May 2005

Steric effects of phosphorus ligands in organometallic chemistry and homogeneous catalysis journal, June 1977

Inter-Ligand Energy Transfer and Related Emission Change in the Cyclometalated Heteroleptic Iridium Complex: Facile and Efficient Color Tuning over the Whole Visible Range by the Ancillary Ligand Structure journal, September 2005

Organometallic phosphors as building blocks in sol–gel chemistry: luminescent organometallo-silica materials journal, January 2017

Cleavage of acyclic diaminocarbene ligands at an iridium( iii ) center. Recognition of a new reactivity mode for carbene ligands journal, January 2019

The crystal structure of bis{3,5-difluoro-2-[4-(2,4,6-trimethylphenyl)pyridin-2-yl]phenyl}(picolinato)iridium(III) and its 4- tert -butylpyridin-2-yl analogue journal, September 2018

Photochemistry and Photophysics of Coordination Compounds: Iridium
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Synthesis and optoelectronic characterization of conjugated phosphorescent polyelectrolytes with a neutral Ir complex incorporated into the polymer backbone and their neutral precursors
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Synthesis and Characterization of Phosphorescent Cyclometalated Iridium Complexes
journal, March 2001

Blue Light-Emitting Bisorthometalated Ir(III) Complex: Origin of Blue Emission and Application in Electrophosphorescent Devices
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Recent Progresses on Materials for Electrophosphorescent Organic Light-Emitting Devices
journal, October 2010

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FIrpic: archetypal blue phosphorescent emitter for electroluminescence
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Blue Phosphorescence from Mixed Cyano−Isocyanide Cyclometalated Iridium(III) Complexes
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Design and Synthesis of Iridium Bis(carbene) Complexes for Efficient Blue Electrophosphorescence
journal, July 2011

Iridium Complexes of N-Heterocyclic Carbene Ligands: Investigation into the Energetic Requirements for Efficient Electrogenerated Chemiluminescence
journal, May 2014

Highly efficient deep-blue phosphorescence from heptafluoropropyl-substituted iridium complexes
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Highly Phosphorescence Iridium Complexes and Their Application in Organic Light-Emitting Devices
journal, July 2003

Substituent Effect on the Luminescent Properties of a Series of Deep Blue Emitting Mixed Ligand Ir(III) Complexes
journal, June 2006

Blue-Light-Emitting Complexes: Cationic (2-Phenylpyridinato)iridium(III) Complexes with Strong-Field Ancillary Ligands
journal, January 2007

Ligand Effects on Luminescence of New Type Blue Light-Emitting Mono(2-phenylpyridinato)iridium(III) Complexes
journal, July 2008

Room-temperature combinatorial screening of cyclometallated iridium(iii) complexes for a step towards molecular control of colour purity
journal, January 2011

Synthesis and Characterization of Facial and Meridional Tris-cyclometalated Iridium(III) Complexes
journal, June 2003

Synthesis and Characterization of Phosphorescent Cyclometalated Platinum Complexes
journal, June 2002

Synthesis, crystal structure and photophysical properties of a series of new neutral iridium(III) complexes with 2-phenylpyridine
journal, August 2009

Polymer based blue electrophosphorescent light emitting devices
journal, May 2005

Steric effects of phosphorus ligands in organometallic chemistry and homogeneous catalysis
journal, June 1977

Inter-Ligand Energy Transfer and Related Emission Change in the Cyclometalated Heteroleptic Iridium Complex: Facile and Efficient Color Tuning over the Whole Visible Range by the Ancillary Ligand Structure
journal, September 2005

Organometallic phosphors as building blocks in sol–gel chemistry: luminescent organometallo-silica materials
journal, January 2017

Cleavage of acyclic diaminocarbene ligands at an iridium( iii ) center. Recognition of a new reactivity mode for carbene ligands
journal, January 2019

The crystal structure of bis{3,5-difluoro-2-[4-(2,4,6-trimethylphenyl)pyridin-2-yl]phenyl}(picolinato)iridium(III) and its 4- tert -butylpyridin-2-yl analogue
journal, September 2018