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タイトル: | Synthesis of a 1,2-Dithienylethene-Containing Donor-Acceptor Polymer via Palladium-Catalyzed Direct Arylation Polymerization (DArP) |
著者: | Wakioka, Masayuki https://orcid.org/0000-0002-2437-2787 (unconfirmed) Yamashita, Natsumi Mori, Hiroki Nishihara, Yasushi Ozawa, Fumiyuki |
著者名の別形: | 脇岡, 正幸 山下, 菜摘 小澤, 文幸 |
キーワード: | direct arylation polycondensation palladium catalyst conjugated polymer |
発行日: | 23-Apr-2018 |
出版者: | MDPI AG |
誌名: | Molecules |
巻: | 23 |
号: | 4 |
開始ページ: | 981 |
論文番号: | 981 |
抄録: | This paper reports the synthesis of D-A polymers containing 1, 2-dithienylethene (DTE) units via palladium-catalyzed direct arylation polymerization (DArP). The reaction of dibromoisoindigo (1-Br) and DTE (2-H), in the presence of Pd2(dba)3·CHCl3 (0.5 mol%), P(2-MeOC6H4)3 (L1) (2 mol%), pivalic acid (1 equiv) as catalyst precursors, and Cs2CO3 (3 equiv) as a base affords poly(1-alt-2) with a high molecular weight (Mn up to 44, 900). Although, it has been known that monomers, with plural C–H bonds, tend to form insoluble materials via direct arylation at undesirable C–H positions; the reaction of 1-Br and 2-H cleanly proceeds without insolubilization. The resulting polymer has a well-controlled structure and exhibits good charge transfer characteristics in an organic field-effect transistor (OFET), compared to the polymer produced by Migita–Kosugi–Stille cross-coupling polymerization. The DArP product displays an ideal linear relationship in the current–voltage curve, whereas the Migita–Kosugi–Stille product shows a VG-dependent change in the charge mobility. |
著作権等: | This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0). |
URI: | http://hdl.handle.net/2433/234211 |
DOI(出版社版): | 10.3390/molecules23040981 |
PubMed ID: | 29690616 |
出現コレクション: | 学術雑誌掲載論文等 |
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