Synthesis, redox and optical properties of low-bandgap platinum(II) polyynes with 9-dicyanomethylene-substituted fluorene acceptors

Wai Yeung Wong; Ka Ho Choi; Guo Liang Lu; Jian Xin Shi

doi:10.1002/1521-3927(20010301)22:6<461::AID-MARC461>3.0.CO;2-F

Synthesis, redox and optical properties of low-bandgap platinum(II) polyynes with 9-dicyanomethylene-substituted fluorene acceptors

Wai Yeung Wong^*, Ka Ho Choi, Guo Liang Lu, Jian Xin Shi

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

90 Citations (Scopus)

Abstract

In view of the strong electron-with-drawing nature of the cyano substituent, a blue donor/acceptor-type organometallic polymer (trans-[-Pt(PBu₃)₂-C≡C-R-C≡C-]_n (R = 9-dicyanomethylenefluorene-2,7-diyl)) was prepared in good yield by CuI-catalyzed polymerization involving the dehydrohalogenating coupling of trans-[Pt(PBu₃)₂Cl₂] and H-C≡C-R-C≡C-H. The thermal, redox and photoconducting properties of the polymer are reported. Electronic absorption studies indicate that it has a bandgap of 1.58 eV which is the lowest among any of the metal polyyne polymer reported in the literature. The derivatization of the polymer backbone with electron deficient dicyano-substituted electron acceptor in the side chain is found to be effective to tune the bandgap of this class of materials while maintaining their solubility and processability.

Original language	English
Pages (from-to)	461-465
Number of pages	5
Journal	Macromolecular Rapid Communications
Volume	22
Issue number	6
DOIs	https://doi.org/10.1002/1521-3927(20010301)22:6<461::AID-MARC461>3.0.CO;2-F
Publication status	Published - 5 Apr 2001

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title = "Synthesis, redox and optical properties of low-bandgap platinum(II) polyynes with 9-dicyanomethylene-substituted fluorene acceptors",

abstract = "In view of the strong electron-with-drawing nature of the cyano substituent, a blue donor/acceptor-type organometallic polymer (trans-[-Pt(PBu3)2-C≡C-R-C≡C-]n (R = 9-dicyanomethylenefluorene-2,7-diyl)) was prepared in good yield by CuI-catalyzed polymerization involving the dehydrohalogenating coupling of trans-[Pt(PBu3)2Cl2] and H-C≡C-R-C≡C-H. The thermal, redox and photoconducting properties of the polymer are reported. Electronic absorption studies indicate that it has a bandgap of 1.58 eV which is the lowest among any of the metal polyyne polymer reported in the literature. The derivatization of the polymer backbone with electron deficient dicyano-substituted electron acceptor in the side chain is found to be effective to tune the bandgap of this class of materials while maintaining their solubility and processability.",

author = "Wong, {Wai Yeung} and Choi, {Ka Ho} and Lu, {Guo Liang} and Shi, {Jian Xin}",

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T1 - Synthesis, redox and optical properties of low-bandgap platinum(II) polyynes with 9-dicyanomethylene-substituted fluorene acceptors

AU - Wong, Wai Yeung

AU - Choi, Ka Ho

AU - Lu, Guo Liang

AU - Shi, Jian Xin

PY - 2001/4/5

Y1 - 2001/4/5

N2 - In view of the strong electron-with-drawing nature of the cyano substituent, a blue donor/acceptor-type organometallic polymer (trans-[-Pt(PBu3)2-C≡C-R-C≡C-]n (R = 9-dicyanomethylenefluorene-2,7-diyl)) was prepared in good yield by CuI-catalyzed polymerization involving the dehydrohalogenating coupling of trans-[Pt(PBu3)2Cl2] and H-C≡C-R-C≡C-H. The thermal, redox and photoconducting properties of the polymer are reported. Electronic absorption studies indicate that it has a bandgap of 1.58 eV which is the lowest among any of the metal polyyne polymer reported in the literature. The derivatization of the polymer backbone with electron deficient dicyano-substituted electron acceptor in the side chain is found to be effective to tune the bandgap of this class of materials while maintaining their solubility and processability.

AB - In view of the strong electron-with-drawing nature of the cyano substituent, a blue donor/acceptor-type organometallic polymer (trans-[-Pt(PBu3)2-C≡C-R-C≡C-]n (R = 9-dicyanomethylenefluorene-2,7-diyl)) was prepared in good yield by CuI-catalyzed polymerization involving the dehydrohalogenating coupling of trans-[Pt(PBu3)2Cl2] and H-C≡C-R-C≡C-H. The thermal, redox and photoconducting properties of the polymer are reported. Electronic absorption studies indicate that it has a bandgap of 1.58 eV which is the lowest among any of the metal polyyne polymer reported in the literature. The derivatization of the polymer backbone with electron deficient dicyano-substituted electron acceptor in the side chain is found to be effective to tune the bandgap of this class of materials while maintaining their solubility and processability.

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U2 - 10.1002/1521-3927(20010301)22:6<461::AID-MARC461>3.0.CO;2-F

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M3 - Journal article

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SN - 1022-1336

VL - 22

SP - 461

EP - 465

JO - Macromolecular Rapid Communications

JF - Macromolecular Rapid Communications

IS - 6

ER -

Synthesis, redox and optical properties of low-bandgap platinum(II) polyynes with 9-dicyanomethylene-substituted fluorene acceptors

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