Synthesis and Characterization of DPP-Based Conjugated Polymers via Dehydrogenative Direct Alkenylation Polycondensation

Jiwon Lee; Hea Jung Park; Jung Min Joo; Do Hoon Hwang

doi:10.1007/s13233-019-7070-z

Synthesis and Characterization of DPP-Based Conjugated Polymers via Dehydrogenative Direct Alkenylation Polycondensation

Jiwon Lee, Hea Jung Park, Jung Min Joo, Do Hoon Hwang

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

15 Citations (Scopus)

Abstract

Two π-conjugated polymers were successfully synthesized by polycondensation via dehydrogenative direct alkenylation with Pd(II) catalyst (Pd(OAc) ₂ ) without directing groups in an atom- and step-economical and eco-friendly manner. Using the Pd(OAc) ₂ /pyridine catalytic system, C-H activation of the C-5 position on the thiophene moiety of 3,6-di(thiophen-2'-yl)diketopyrrolopyrrole derivative was regioselective and the cross-coupled products were readily formed with trans-configuration. The optical, electrochemical, and thermal properties of the synthesized polymers were studied to investigate their potential applicability to semiconducting materials. [Figure not available: see fulltext.].

Original language	English
Pages (from-to)	115-118
Number of pages	4
Journal	Macromolecular Research
Volume	27
Issue number	2
DOIs	https://doi.org/10.1007/s13233-019-7070-z
Publication status	Published - 1 Feb 2019

Bibliographical note

Publisher Copyright:
© 2019, The Polymer Society of Korea and Springer.

Keywords

dehydrogenation
diketopyrrolopyrrole
direct alkenylation
palladium
polycondensation

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10.1007/s13233-019-7070-z

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title = "Synthesis and Characterization of DPP-Based Conjugated Polymers via Dehydrogenative Direct Alkenylation Polycondensation",

abstract = " Two π-conjugated polymers were successfully synthesized by polycondensation via dehydrogenative direct alkenylation with Pd(II) catalyst (Pd(OAc) 2 ) without directing groups in an atom- and step-economical and eco-friendly manner. Using the Pd(OAc) 2 /pyridine catalytic system, C-H activation of the C-5 position on the thiophene moiety of 3,6-di(thiophen-2'-yl)diketopyrrolopyrrole derivative was regioselective and the cross-coupled products were readily formed with trans-configuration. The optical, electrochemical, and thermal properties of the synthesized polymers were studied to investigate their potential applicability to semiconducting materials. [Figure not available: see fulltext.].",

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author = "Jiwon Lee and Park, {Hea Jung} and Joo, {Jung Min} and Hwang, {Do Hoon}",

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doi = "10.1007/s13233-019-7070-z",

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T1 - Synthesis and Characterization of DPP-Based Conjugated Polymers via Dehydrogenative Direct Alkenylation Polycondensation

AU - Lee, Jiwon

AU - Park, Hea Jung

AU - Joo, Jung Min

AU - Hwang, Do Hoon

PY - 2019/2/1

Y1 - 2019/2/1

N2 - Two π-conjugated polymers were successfully synthesized by polycondensation via dehydrogenative direct alkenylation with Pd(II) catalyst (Pd(OAc) 2 ) without directing groups in an atom- and step-economical and eco-friendly manner. Using the Pd(OAc) 2 /pyridine catalytic system, C-H activation of the C-5 position on the thiophene moiety of 3,6-di(thiophen-2'-yl)diketopyrrolopyrrole derivative was regioselective and the cross-coupled products were readily formed with trans-configuration. The optical, electrochemical, and thermal properties of the synthesized polymers were studied to investigate their potential applicability to semiconducting materials. [Figure not available: see fulltext.].

AB - Two π-conjugated polymers were successfully synthesized by polycondensation via dehydrogenative direct alkenylation with Pd(II) catalyst (Pd(OAc) 2 ) without directing groups in an atom- and step-economical and eco-friendly manner. Using the Pd(OAc) 2 /pyridine catalytic system, C-H activation of the C-5 position on the thiophene moiety of 3,6-di(thiophen-2'-yl)diketopyrrolopyrrole derivative was regioselective and the cross-coupled products were readily formed with trans-configuration. The optical, electrochemical, and thermal properties of the synthesized polymers were studied to investigate their potential applicability to semiconducting materials. [Figure not available: see fulltext.].

KW - dehydrogenation

KW - diketopyrrolopyrrole

KW - direct alkenylation

KW - palladium

KW - polycondensation

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Synthesis and Characterization of DPP-Based Conjugated Polymers via Dehydrogenative Direct Alkenylation Polycondensation

Abstract

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Keywords

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