Chemoselective polycondensation of functional thiophene-based monomers using zincate complex

使用锌酸盐络合物对功能性噻吩基单体进行化学选择性缩聚

• 批准号: 24655097
• 负责人: HIGASHIHARA Tomoya
• 金额: $ 2.58万
• 依托单位: Yamagata University (2013)Tokyo Institute of Technology (2012)
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Challenging Exploratory Research
• 财政年份: 2012
• 资助国家: 日本
• 起止时间: 2012-04-01 至 2014-03-31
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-24655097/
• 关键词: 半導体高分子; 精密合成; 亜鉛錯体; 重縮合; ポリチオフェン; π共役系高分子; 精密重合; アート錯体; チオフェン; 根岸カップリング; 有機薄膜太陽電池

Regioregular poly(3-hexylthiophene) (P3HT) has been a commonly used p-type semi-conducting material for solution processable organic electronics. To establish a living system of"Negishi-type Catalyst-Transfer Polycondensation" using zincate complex as a synthetic method for well-defined P3HT, the ligands of Ni catalyst were optimized. As a result, a ligand of 1,2-bis(dicyclohexylphosphino)ethane produced P3HTs with highly controlled number average molecular weights (1,700-33,000) and very low D values (1.03-1.17). The polymerization results were strongly influenced by steric hindrance and/or electron-donating ability of the ligands. In addition, we succeeded in the post-polymerization of P3HT and the synthesis of P3HT-b-Poly(3-octadecylthiophene), the latter of which is the first demonstration by NCTP using zincate complex. This methodology could also apply to an electron-deficient monomer containing the naphthalene bisimide group to synthesize an n-type semi-conducting material.

区域规整聚(3-己基噻吩基)(P3HT)是一种广泛应用于溶液可加工有机电子器件的p型半导体材料。为建立“Negishi-型催化剂-转移缩聚”的生命体系，采用锌酸盐络合物作为合成P3HT的方法，对镍催化剂的配体进行了优化。结果，1，2-二(二环己基膦)乙烷配体生成了高度可控的数均相对分子质量(1,700-33,000)和非常低的D值(1.03-1.17)的P3HTs。配体的空间位阻和/或给电子能力对聚合结果有很大的影响。此外，我们还成功地完成了P3HT的后聚反应和P3HT-b-聚(3-十八烷基噻吩基)的合成，后者是NCTP首次使用锌酸盐配合物实现的。这种方法也可以应用于含有联二亚胺基团的缺电子单体来合成n型半导体材料。

项目成果

ポリチオフェン類の精密合成と有機太陽電池材料への応用

聚噻吩的精密合成及其在有机太阳能电池材料中的应用

• 发表时间: 2014
• 作者: T.Higashihara;H.C. Wu;T. Mizobe;C Lu;M. Ueda;W. C. Chen;東原知哉
• 通讯作者: 東原知哉

Synthesis and Characterization of All-Conjugated Graft Copolymers Comprised of n-Type or p-Type Backbones and Poly(3-hexylthiophene) Side Chains

• DOI: 10.1021/ma400043s
• 发表时间: 2013-02
• 期刊: Macromolecules
• 影响因子: 5.5
• 作者: Jin Wang;Chien Lu;Tetsunari Mizobe;M. Ueda;Wen‐Chang Chen;Tomoya Higashihara

Synthesis of New Thiadiazole-Containing Polythiophene Derivatives and Their Application to Organic Solar Cells

• DOI: 10.2494/photopolymer.26.185
• 发表时间: 2013-06
• 期刊: Journal of Photopolymer Science and Technology
• 影响因子: 0.8
• 作者: Tomoya Higashihara;Tetsunari Mizobe;Chien Lu;Wen‐Chang Chen;M. Ueda

Precision Synthesis of Tailor-made Polythiophene-based Materials Precision Synthesis of Tailor-made Polythiophene-based Materials and Their Application to Organic Solar Cells

定制聚噻吩基材料的精密合成 定制聚噻吩基材料的精密合成及其在有机太阳能电池中的应用

• 发表时间: 2013
• 作者: Tomoya Higashihara;Tetsunari Mizobe;We-Chang Chen and Mitsuru Ueda;Tomoya Higashihara;Tomoya Higashihara;Tomoya Higashihara;Tomoya Higashihara
• 通讯作者: Tomoya Higashihara

Purification-free and Regioregular Poly(3-hexylthiophene)

免纯化且立体规则的聚(3-己基噻吩)

• 发表时间: 2012
• 作者: T. Higashihara;Y. C. Lai;J. H. Tsai;W. C. Chen;and M. Ueda;T. Higashihara
• 通讯作者: T. Higashihara