| DC 欄位 |
值 |
語言 |
| DC.contributor | 化學工程與材料工程學系 | zh_TW |
| DC.creator | 徐嘉琪 | zh_TW |
| DC.creator | Chia-Chi Hsu | en_US |
| dc.date.accessioned | 2022-9-16T07:39:07Z | |
| dc.date.available | 2022-9-16T07:39:07Z | |
| dc.date.issued | 2022 | |
| dc.identifier.uri | http://ir.lib.ncu.edu.tw:444/thesis/view_etd.asp?URN=109324061 | |
| dc.contributor.department | 化學工程與材料工程學系 | zh_TW |
| DC.description | 國立中央大學 | zh_TW |
| DC.description | National Central University | en_US |
| dc.description.abstract | 在有機金屬化學領域可以利用耦合反應 (cross-coupling reactions)，合成出各種π-共軛長度的小分子，且隨著眾多科學家的投入研究，製備的方式也從傳統的人名反應演進到較省步驟的交叉脫氫耦合反應，交叉脫氫耦合反應可以快速建構C–C鍵¬ (sp3–sp3, sp–sp2, sp3–sp, sp2–sp2, sp2–sp, sp–sp)，獲取目標的有機分子，且科學家們發現這些π-共軛分子具有特殊的光學和電學的特性，若運用在光電材料上可使其具有：(1)可撓性 (2)相對簡易的製程 (3)相對低廉的成本 (4)重量輕薄等優點，因此具有發展潛力，在目前的應用領域有：有機發光二極體 (OLEDs)、有機場效電晶體 (OFETs)、有機太陽能電池 (OSCs)、染料敏化太陽能電池 (DSSCs)及鈣鈦礦太陽能電池 (perovskite solar cells, PSCs)。
在眾多的有機共軛小分子材料中，萘並雙噻吩 (Naphthodithiophene, NDT) 具有：(1)結構簡易 (2)合成容易 (3)原料便宜 (4)具有高度平面性等優點，基於上述優點，引發我們的研究興趣，且因為文獻中報導將萘並雙噻吩衍生物應用在鈣鈦礦太陽能電池元件中的電洞傳輸層時，其光電轉換效率 (power conversion efficiency, PCE, η) 僅有6.7 %，所以本團隊設計在以萘並雙噻吩作為核心結構與末端基分子中間插入一個烯烴當作π–架橋，期望可以藉此增加對電洞的提取能力，使光電轉換效率有卓越的表現。
此外，在上述眾多類型的交叉脫氫耦合反應中，因為Csp2–H / Csp2–H可快速建構具有π-共軛的有機分子材料並可運用到光電材料中，因此本研究利用交叉脫氫烯烴化反應製備出一系列的有機分子材料CCH01~CCH11，並 使用萘並雙噻吩異構物作為核心嘗試合成出CCH12~CCH13，接下來對其熱性質、光學性質、電化學性質進行探討與評估。
最後也將其作為電洞傳輸材料 (hole-transporting materials, HTMs) 應用在鈣鈦礦太陽能電池元件中，並進行光電轉換效率的測量，其中CCH02與文獻中的電洞傳輸材料相比，在插入π–架橋後，其光電轉換效率可從6.7 % 提升至17.22 %，表示雙鍵可有效增加其π共軛的傳導能力，此外CCH07、CCH08在末端基引入氟原子，其光電轉換效率也分別達到16.09 %、15.11 %。
關鍵字：交叉脫氫烯烴化反應、萘并雙噻吩、電洞傳輸材料、π–架橋、光電轉換效率。 | zh_TW |
| dc.description.abstract | In the field of organometallic chemistry, cross-coupling reactions can be used to synthesize various organic conjugated small molecules, and with the input of many scientists, the preparation method has also evolved from the traditional name reaction to the Cross-Dehydrogenative Coupling reactions. The Cross-Dehydrogenative Coupling reactions can quickly build C–C bonds¬ (sp3–sp3, sp–sp2, sp3–sp, sp2–sp2, sp2–sp, sp–sp) to obtain ideal organic molecules, and scientists have found that organic molecules have special optical and electrical properties, which can be used in optoelectronic materials. The following advantages: (1) flexibility (2) relatively simple process (3) relatively low cost (4) light weight etc. So it has great development potential, in the current application fields: organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), organic solar cells (OSCs), dye-sensitized solar cells (DSSCs) and perovskite solar cells (PSCs).
Among various organic conjugated small molecular materials, Naphthodithiophene (NDT) has the following advantages: (1) simple structure (2) easy synthesis (3) cheap raw materials (4) highly planar etc. Because the related team reports that it is used as hole-transporting materials (HTMs) in perovskite solar cells, its power conversion efficiency (PCE, η) is only 6.7%. Our team designed to insert an alkene as a π-bridge between the core structure of naphthobisthiophene and the aromatic end group. The double bond can further extend the π-conjugation. It is expected that the ability to extract holes can be increased, so that the PCE has excellent performance.
Finally, it was also used as HTMs in perovskite solar cells, and the PCE was measured. Compared with the hole-transporting materials in the literature, CCH02 has a high performance in inserting π–bridge, its PCE can be increased from 6.7% to 17.22%, indicating that the double bond can effectively increase the conductivity of its π–conjugation. In addition, CCH07 and CCH08 introduce fluorine atoms into the end groups, and the PCE also reached 16.09 % and 15.11% respectively.
Keyword：Cross-Dehydrogenative Olefinations, Naphthodithiophenes, Perovskite Solar Cells, Hole-Transporting Materials, π–bridge, Power Conversion Efficiency.
| en_US |
| DC.subject | 交叉脫氫烯烴化反應 | zh_TW |
| DC.subject | 萘并雙噻吩 | zh_TW |
| DC.subject | 鈣鈦礦太陽能電池 | zh_TW |
| DC.subject | 電洞傳輸材料 | zh_TW |
| DC.subject | π–架橋 | zh_TW |
| DC.subject | 光電轉換效率 | zh_TW |
| DC.subject | Cross-Dehydrogenative Olefinations | en_US |
| DC.subject | Naphthodithiophenes | en_US |
| DC.subject | Perovskite Solar Cells | en_US |
| DC.subject | Hole-Transport Materials | en_US |
| DC.subject | π–bridge | en_US |
| DC.subject | photoelectric conversion efficiency | en_US |
| DC.title | 利用交叉脫氫烯烴化反應製備 以萘并雙噻吩為核心結構的電洞傳輸材料 與其在鈣鈦礦太陽能電池之應用 | zh_TW |
| dc.language.iso | zh-TW | zh-TW |
| DC.title | Cross-Dehydrogenative Olefinations of Naphthodithiophenes: Synthetic Study and Application as Hole-Transport Materials in Perovskite Solar Cells | en_US |
| DC.type | 博碩士論文 | zh_TW |
| DC.type | thesis | en_US |
| DC.publisher | National Central University | en_US |