Bay-region functionalisation of Ar-BIAN ligands and their use within highly absorptive cationic iridium(III) dyes

Kamrul Hasan; Jingyi Wang; Amlan Kumar Pal; Claus Hierlinger; Véronique  Guerchais; Han Sen Soo; Felipe García; Eli Zysman-Colman

doi:10.1038/s41598-017-14996-4

Bay-region functionalisation of Ar-BIAN ligands and their use within highly absorptive cationic iridium(III) dyes

Kamrul Hasan, Jingyi Wang, Amlan Kumar Pal, Claus Hierlinger, Véronique Guerchais, Han Sen Soo, Felipe García, Eli Zysman-Colman

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

Abstract

We report the synthesis, optical absorption, electrochemical characterisation, and DFT studies of five panchromatic, heteroleptic iridium complexes (four of which are new) supported by Ar-BIAN ligands. In particular, the synthesis of an ester-functionalised Ar-BIAN ligand was carried out by a mechanochemical milling approach, which was advantageous over conventional metal templating solution methods in terms of reaction time and product purity. The introduction of ester and carboxylate functionalities at the bay region of the acenaphthene motif increases each ligand’s π- accepting capacity and imparts grafting capabilities to the iridium complexes. These complexes have absorption profiles that surpass the renowned N3 dye [Ru(dcbpy)₂(NCS)₂] (dcbpy = 4,4’-dicarboxy- 2,2’-bipyridine), making them of interest for solar-energy-harvesting applications.

Original language	English
Article number	15520
Journal	Scientific Reports
Volume	7
DOIs	https://doi.org/10.1038/s41598-017-14996-4
Publication status	Published - 14 Nov 2017

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Cite this

@article{859a97897c6442b787bbb4aa7d0423f9,

title = "Bay-region functionalisation of Ar-BIAN ligands and their use within highly absorptive cationic iridium(III) dyes",

abstract = "We report the synthesis, optical absorption, electrochemical characterisation, and DFT studies of five panchromatic, heteroleptic iridium complexes (four of which are new) supported by Ar-BIAN ligands. In particular, the synthesis of an ester-functionalised Ar-BIAN ligand was carried out by a mechanochemical milling approach, which was advantageous over conventional metal templating solution methods in terms of reaction time and product purity. The introduction of ester and carboxylate functionalities at the bay region of the acenaphthene motif increases each ligand{\textquoteright}s π- accepting capacity and imparts grafting capabilities to the iridium complexes. These complexes have absorption profiles that surpass the renowned N3 dye [Ru(dcbpy)2(NCS)2] (dcbpy = 4,4{\textquoteright}-dicarboxy- 2,2{\textquoteright}-bipyridine), making them of interest for solar-energy-harvesting applications.",

author = "Kamrul Hasan and Jingyi Wang and Pal, {Amlan Kumar} and Claus Hierlinger and V{\'e}ronique Guerchais and Soo, {Han Sen} and Felipe Garc{\'i}a and Eli Zysman-Colman",

note = "E.Z-C thanks EPSRC (EP/M02105X/1) and NSERC for financial support. F.G. and H.S.S. would like to thank A*STAR AME IRG (A1783c0003) for financial support. F.G. also thanks NTU start-up grant (M4080552) and MOE Tier 1 grant (M4011441). H.S.S. is supported by a NTU start-up grant (M4081012), MOE Tier 1 grants (M4011611), and the Nanyang Assistant Professorship (M4081154). C. H. acknowledges the R{\'e}gion Bretagne for funding. H.S.S. also thanks the Solar Fuels Laboratory at NTU and the Singapore-Berkeley Research Initiative for Sustainable Energy (SinBeRISE) CREATE Programme.",

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doi = "10.1038/s41598-017-14996-4",

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T1 - Bay-region functionalisation of Ar-BIAN ligands and their use within highly absorptive cationic iridium(III) dyes

AU - Hasan, Kamrul

AU - Wang, Jingyi

AU - Pal, Amlan Kumar

AU - Hierlinger, Claus

AU - Guerchais, Véronique

AU - Soo, Han Sen

AU - García, Felipe

AU - Zysman-Colman, Eli

N1 - E.Z-C thanks EPSRC (EP/M02105X/1) and NSERC for financial support. F.G. and H.S.S. would like to thank A*STAR AME IRG (A1783c0003) for financial support. F.G. also thanks NTU start-up grant (M4080552) and MOE Tier 1 grant (M4011441). H.S.S. is supported by a NTU start-up grant (M4081012), MOE Tier 1 grants (M4011611), and the Nanyang Assistant Professorship (M4081154). C. H. acknowledges the Région Bretagne for funding. H.S.S. also thanks the Solar Fuels Laboratory at NTU and the Singapore-Berkeley Research Initiative for Sustainable Energy (SinBeRISE) CREATE Programme.

PY - 2017/11/14

Y1 - 2017/11/14

N2 - We report the synthesis, optical absorption, electrochemical characterisation, and DFT studies of five panchromatic, heteroleptic iridium complexes (four of which are new) supported by Ar-BIAN ligands. In particular, the synthesis of an ester-functionalised Ar-BIAN ligand was carried out by a mechanochemical milling approach, which was advantageous over conventional metal templating solution methods in terms of reaction time and product purity. The introduction of ester and carboxylate functionalities at the bay region of the acenaphthene motif increases each ligand’s π- accepting capacity and imparts grafting capabilities to the iridium complexes. These complexes have absorption profiles that surpass the renowned N3 dye [Ru(dcbpy)2(NCS)2] (dcbpy = 4,4’-dicarboxy- 2,2’-bipyridine), making them of interest for solar-energy-harvesting applications.

AB - We report the synthesis, optical absorption, electrochemical characterisation, and DFT studies of five panchromatic, heteroleptic iridium complexes (four of which are new) supported by Ar-BIAN ligands. In particular, the synthesis of an ester-functionalised Ar-BIAN ligand was carried out by a mechanochemical milling approach, which was advantageous over conventional metal templating solution methods in terms of reaction time and product purity. The introduction of ester and carboxylate functionalities at the bay region of the acenaphthene motif increases each ligand’s π- accepting capacity and imparts grafting capabilities to the iridium complexes. These complexes have absorption profiles that surpass the renowned N3 dye [Ru(dcbpy)2(NCS)2] (dcbpy = 4,4’-dicarboxy- 2,2’-bipyridine), making them of interest for solar-energy-harvesting applications.

UR - https://www.nature.com/articles/s41598-017-14996-4#Sec14

U2 - 10.1038/s41598-017-14996-4

DO - 10.1038/s41598-017-14996-4

M3 - Article

SN - 2045-2322

VL - 7

JO - Scientific Reports

JF - Scientific Reports

M1 - 15520

ER -

Bay-region functionalisation of Ar-BIAN ligands and their use within highly absorptive cationic iridium(III) dyes

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