利用直接碳-氫/碳-溴耦合反應高效率引入π架橋至以S,N-駢芳香雜環為核心之電洞傳輸材料;Efficient Insertion of π-bridge into S,N-Heteroacene Core-Based Hole-Transport Materials by Direct C-H/C-Br Coupling Reactions

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Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/94748

Title:	利用直接碳-氫/碳-溴耦合反應高效率引入π架橋至以S,N-駢芳香雜環為核心之電洞傳輸材料;Efficient Insertion of π-bridge into S,N-Heteroacene Core-Based Hole-Transport Materials by Direct C-H/C-Br Coupling Reactions
Authors:	鄭晧志;Zheng, Hao-Zhi
Contributors:	化學工程與材料工程學系
Keywords:	碳-氫/碳-溴耦合;電洞傳輸材料;S,N-駢芳香雜環
Date:	2024-08-12
Issue Date:	2024-10-09 15:27:44 (UTC+8)
Publisher:	國立中央大學
Abstract:	近年來，隨著全球環境變遷和能源需求的增加，綠色能源的研究越來越受到重視，其中，鈣鈦礦太陽能電池為綠色能源的研究方向之一。鈣鈦礦太陽能電池之所以受到關注，主要是因為他們生產簡單、壽命長、具有大規模生產的能力和高轉換效率。到目前為止，鈣鈦礦太陽能電池一直是許多研究團隊的研究焦點。駢苯(acene)在光電領域中具有優異的潛力，有良好的光電性質，在許多光電材料中都有不錯的表現，但是駢苯穩定性較差，合成方法也相對複雜，不容易合成，於是將駢苯改變成駢芳香雜環(heteroacene)為現今許多團隊的研究目標，相比駢苯，駢芳香雜環改善駢苯的缺點，駢芳香雜環比較穩定且合成也簡單許多，現今有許多團隊將駢芳香雜環應用於光電材料中，也得到優異的結果。吡咯并吲哚并二噻吩(pyrroloindacenodithiophene, NIDT or PIDT)是屬於駢芳香雜環的一種化合物，其合成簡單且原料便宜也具有高平面性，先前有其他研究團隊將吡咯并吲哚并二噻吩當底物應用於光電元件的材料，例如有機發光二極體(OLED)、有機場效應電晶體(OFET)以及其他光電元件。本團隊主要是研究鈣鈦礦太陽能電池，所以我們的團隊將吡咯并吲哚并二噻吩作為核心，並且在末端基與核心分子之間加入了π架橋，增加吡咯并吲哚并二噻吩的π共軛長度，其中π架橋為噻吩(thiophene)以及3,4-乙烯二氧噻吩(3,4-ethylenedioxythiophene , EDOT)。大部分研究團隊將核心分子與末端基進行交叉耦合的反應，大多都是使用人名反應，但人名反應複雜且會使用破壞環境的藥品，所以我們團隊用省步驟合成法取代傳統的人名反應，減少合成成本以及避免使用破壞環境之藥品，並期望得到良好的產率與不錯的光電轉化效率。 ;In recent years, with global environmental changes and increasing energy demands, green energy research has gained significant attention. Perovskite solar cells, as one of the directions of green energy research, have garnered attention mainly due to their simple production process, long lifespan, scalability, and high conversion efficiency. Perovskite solar cells have been a focal point for many research teams. Acenes exhibit excellent potential in the optoelectronic field due to their good optoelectronic properties, performing well in many optoelectronic materials. However, acenes suffer from poor stability and complex synthesis methods, making them difficult to synthesize. Consequently, converting acenes into heteroacenes has become the goal of many research teams. Compared to acenes, heteroacenes improve on the drawbacks of acenes by being more stable and easier to synthesize. Many teams are now applying heteroacenes in optoelectronic materials, yielding excellent results. Pyrroloindacenodithiophene (NIDT or PIDT) is a type of heteroacene compound that is easy to synthesize, cost-effective, and exhibits high planarity. Previous research teams have used pyrroloindacenodithiophene as a substrate in optoelectronic device materials such as organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), and other optoelectronic devices. Our team focuses on perovskite solar cells, using pyrroloindacenodithiophene as the core molecule, and incorporating π-bridges between the end groups and the core molecule to increase the π-conjugation length of pyrroloindacenodithiophene. The π-bridges used are thiophene and 3,4-ethylenedioxythiophene (EDOT). Most research teams employ cross-coupling reactions between the core molecule and the end groups using named reactions, which are complex and involve environmentally harmful reagents. Our team has adopted a step-economical synthesis method to replace traditional named reactions, aiming to reduce synthesis costs and avoid the use of environmentally harmful reagents while achieving good yields and efficient optoelectronic conversion.
Appears in Collections:	[National Central University Department of Chemical & Materials Engineering] Electronic Thesis & Dissertation

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