Controlled synthesis of ortho, para -alternating linked polyarenes via catalyst-transfer Suzuki coupling polymerization

Hong Hai Zhang; Yu Xing Zhu; Weiyu Wang; Jiahua Zhu; Peter V. Bonnesen; Kunlun Hong

doi:10.1039/c8py00070k

Controlled synthesis of ortho, para -alternating linked polyarenes via catalyst-transfer Suzuki coupling polymerization

Hong Hai Zhang, Yu Xing Zhu, Weiyu Wang, Jiahua Zhu, Peter V. Bonnesen, Kunlun Hong

Macromolecular Nanomaterials

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

10 Scopus citations

Abstract

A novel class of ortho, para-alternating linked polyarenes is synthesized via catalyst-transfer Suzuki coupling polymerization with Pd₂(dba)₃/t-Bu₃P/p-BrC₆H₄COPh as initiator. Through a series of kinetic studies and MALDI-TOF analysis, the polymerization is shown to proceed in a chain-growth manner. The optical and thermal properties for the ortho, para-alternating linked polyarenes exhibit unusual molecular weight dependence. Thus, the polymer with lower molecular weight (M_n = 6300 g mol^-1) emits green fluorescence whereas the one with higher molecular weight (M_n = 13800 g mol^-1) emits blue fluorescence under UV (λ = 360 nm) irradiation. Furthermore, an all-conjugated block copolymer containing a polyfluorene block and the ortho, para-alternating linked block is also successfully prepared, in a one-pot procedure. These results can provide a pathway to obtain polyarenes with precisely controlled structures, hence, desirable properties.

Original language	English
Pages (from-to)	3342-3346
Number of pages	5
Journal	Polymer Chemistry
Volume	9
Issue number	24
DOIs	https://doi.org/10.1039/c8py00070k
State	Published - Jun 28 2018

Funding

We thank the National Natural Science Foundation of China (Grant Numbers 21704041) for the support. Part of the synthesis and characterization was done at the Center for Nanophase Materials Sciences, which is a DOE Office of Science User Facility. H.-H. Zhang was partially supported by the Laboratory Directed Research and Development Program of Oak Ridge National Laboratory (LOIS# 7938).

Funders	Funder number
LOIS	7938
Oak Ridge National Laboratory
National Natural Science Foundation of China	21704041

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title = "Controlled synthesis of ortho, para -alternating linked polyarenes via catalyst-transfer Suzuki coupling polymerization",

abstract = "A novel class of ortho, para-alternating linked polyarenes is synthesized via catalyst-transfer Suzuki coupling polymerization with Pd2(dba)3/t-Bu3P/p-BrC6H4COPh as initiator. Through a series of kinetic studies and MALDI-TOF analysis, the polymerization is shown to proceed in a chain-growth manner. The optical and thermal properties for the ortho, para-alternating linked polyarenes exhibit unusual molecular weight dependence. Thus, the polymer with lower molecular weight (Mn = 6300 g mol-1) emits green fluorescence whereas the one with higher molecular weight (Mn = 13800 g mol-1) emits blue fluorescence under UV (λ = 360 nm) irradiation. Furthermore, an all-conjugated block copolymer containing a polyfluorene block and the ortho, para-alternating linked block is also successfully prepared, in a one-pot procedure. These results can provide a pathway to obtain polyarenes with precisely controlled structures, hence, desirable properties.",

author = "Zhang, {Hong Hai} and Zhu, {Yu Xing} and Weiyu Wang and Jiahua Zhu and Bonnesen, {Peter V.} and Kunlun Hong",

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AU - Zhang, Hong Hai

AU - Zhu, Yu Xing

AU - Wang, Weiyu

AU - Zhu, Jiahua

AU - Bonnesen, Peter V.

AU - Hong, Kunlun

PY - 2018/6/28

Y1 - 2018/6/28

N2 - A novel class of ortho, para-alternating linked polyarenes is synthesized via catalyst-transfer Suzuki coupling polymerization with Pd2(dba)3/t-Bu3P/p-BrC6H4COPh as initiator. Through a series of kinetic studies and MALDI-TOF analysis, the polymerization is shown to proceed in a chain-growth manner. The optical and thermal properties for the ortho, para-alternating linked polyarenes exhibit unusual molecular weight dependence. Thus, the polymer with lower molecular weight (Mn = 6300 g mol-1) emits green fluorescence whereas the one with higher molecular weight (Mn = 13800 g mol-1) emits blue fluorescence under UV (λ = 360 nm) irradiation. Furthermore, an all-conjugated block copolymer containing a polyfluorene block and the ortho, para-alternating linked block is also successfully prepared, in a one-pot procedure. These results can provide a pathway to obtain polyarenes with precisely controlled structures, hence, desirable properties.

AB - A novel class of ortho, para-alternating linked polyarenes is synthesized via catalyst-transfer Suzuki coupling polymerization with Pd2(dba)3/t-Bu3P/p-BrC6H4COPh as initiator. Through a series of kinetic studies and MALDI-TOF analysis, the polymerization is shown to proceed in a chain-growth manner. The optical and thermal properties for the ortho, para-alternating linked polyarenes exhibit unusual molecular weight dependence. Thus, the polymer with lower molecular weight (Mn = 6300 g mol-1) emits green fluorescence whereas the one with higher molecular weight (Mn = 13800 g mol-1) emits blue fluorescence under UV (λ = 360 nm) irradiation. Furthermore, an all-conjugated block copolymer containing a polyfluorene block and the ortho, para-alternating linked block is also successfully prepared, in a one-pot procedure. These results can provide a pathway to obtain polyarenes with precisely controlled structures, hence, desirable properties.

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JO - Polymer Chemistry

JF - Polymer Chemistry

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Controlled synthesis of ortho, para -alternating linked polyarenes via catalyst-transfer Suzuki coupling polymerization

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