具三苯胺衍生物之電洞傳輸層材料開發

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吳佩玲(WU,PEI-LING) 查詢紙本館藏

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具三苯胺衍生物之電洞傳輸層材料開發

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至系統瀏覽論文 (2028-6-30以後開放)

摘要(中)

本研究主要以三苯胺 (Triarylamine, TAA) 為核心，開發出數種有機光電材料。首先於核心一端接上推電子基團為末端帶有甲氧基的三苯胺 (TPA) ；另一端接上拉電子基氰乙酸乙烯基 (Ethyl cyanoacetate) 和丙二腈 (Malononitrile) 作為錨定基團，再以加入噻吩來延長共軛系統及外掛不同數量的推電子基團，以調控材料能階及增加分子內電荷轉移，製備出六種小分子材料: TPA-MN (1) 、 TPA-CA (1a)、TPA-T-MN (2) 、 TPA-T-CA (2a)、3TPA-MN (3) 及 3TPA-CA (3a)。最後將這一系列材料應用在錫鈣鈦礦太陽能電池中的電洞傳輸層上，並以自組裝 (Self-assembly) 的方式製成元件，目前還在優化元件條件中，但其中 TPA-T-MN(2) 及 3TPA-MN (3) 效率已有達到 7%，與使用自組裝方法製造的錫鈣鈦礦太陽能電池的最高報導效率 8.3% 相比，已具有良好的初始測試結果，期望後續優化能有進一步地提升。

摘要(英)

In this study, several organic photoelectronic materials were developed primarily based on triarylamine (TAA). One end of the core was functionalized with a methoxyl group as a terminal electron-donating group of triphenylamine (TPA). The other end was modified with electron-withdrawing groups, ethyl cyanoacetate and malononitrile, as anchoring groups. Additionally, thiophene units were incorporated to extend the conjugation length and various numbers of electron-pushing groups were attached to regulate the energy level of the materials and enhance intramolecular charge transfer effect. As a result, six small molecule materials were synthesized: TPA-MN (1), TPA-CA (1a), TPA-T-MN (2), TPA-T-CA (2a), 3TPA-MN (3), and 3TPA-CA (3a). Finally, this series were applied as hole transporting materials in Tin-based perovskite solar cells and fabricated into devices using a self-assembly process. Currently, the device conditions are still being optimized. However, TPA-T-MN (2) and 3TPA-MN (3) have both already achieved efficiencies of 7%. Compared to the highest reported efficiency of 8.3% for Tin-based perovskite solar cells fabricated using a self-assembly method, these materials have shown good performance in current test. These series are under optimizing. After improvement, their performances are expected for better efficiencies.

關鍵字(中)

★ 三苯胺
★ 電洞傳輸層
★ 錫鈣鈦礦太陽能電池

關鍵字(英)

論文目次

摘要 I
ABSTRACT II
謝誌 III
目錄 IV
LIST OF FIGURES IX
LIST OF TABLES XI
LIST OF SCHEMES XII
附錄目錄 XIV
第一章、緒論 1
第一節、前言 2
第二節、太陽能電池之概論 3
1-2-1 矽晶太陽能電池 6
1-2-2 無機化合物半導體太陽能電池 7
1-2-3 混合式薄膜 7
第三節、鈣鈦礦太陽能電池簡介 9
1-3-1 鈣鈦礦太陽能電池元件組成 11
1-3-2 工作原理 14
1-3-3 電洞傳輸材料 14
第四節、電池參數介紹 19
1-4-1 J - V 曲線 21
1-4-2 短路電流 21
1-4-3 開環電壓 22
1-4-4 外部量子效率 22
1-4-5 填充因子 22
1-4-6 能量轉換效率 23
第五節、研究動機 24
1-5-1 文獻回顧 24
1-5-2 分子設計 33
第二章、實驗部分 35
第一節、化合物名稱對照 36
第二節、實驗藥品 38
2-2-1 實驗所用之化學藥品 38
2-2-2 實驗所用之溶劑除水方式 39
第三節、實驗儀器 40
2-3-1 核磁共振光譜儀 40
2-3-2 高解析質譜儀 41
2-3-3 紫外/可見/近紅外分光光度計 41
2-3-4 示差熱掃描卡計 41
2-3-5 熱重分析儀 42
2-3-6 電化學裝置 42
第四節、合成步驟 43
 4-METHOXY-N-(4-METHOXYPHENYL)-N-(4-(TRIBUTYLSTANNYL) PHENYL)ANILINE (4) 之合成 43
 4-METHOXY-N-(4-METHOXYPHENYL)-N-(4-(TRIBUTYLSTANNYL) PHENYL)ANILINE (5) 之合成 44
 4-(DIPHENYLAMINO)BENZALDEHYDE (6) 44
 4-(BIS(4-BROMOPHENYL)AMINO)BENZALDEHYDE (7) 45
 4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)BENZALDEHYDE (8) 46
 2-(4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)BENZYLIDENE)MALONONITRILE / TPA-MN (1) 47
 (E)-3-(4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)PHENYL)-2-CYANOACRYLIC ACID / TPA-CA (1A) 48
 4-BROMO-N,N-DIPHENYLANILINE (9) 49
 N,N-DIPHENYL-4-(TRIBUTYLSTANNYL)ANILINE (10) 49
 5-(4-(DIPHENYLAMINO)PHENYL)THIOPHENE-2-CARBALDEHYDE (11) 50
 5-(4-(BIS(4-BROMOPHENYL)AMINO)PHENYL)THIOPHENE-2-CARBALDEHYDE (12) 51
 5-(4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)PHENYL)THIOPHENE-2-CARBALDEHYDE (13) 51
 5-(4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)PHENYL)THIOPHENE-2-CARBALDEHYDE (14) 52
 2-((5-(4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)PHENYL)THIOPHEN-2-YL)METHYLENE)MALONONITRILE / TPA-T-MN (2) 53
 (Z)-3-(5-(4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)PHENYL)THIOPHEN-2-YL)-2-CYANOACRYLIC ACID / TPA-T-CA (2A) 54
 5-(4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)PHENYL)-4-(4-(BIS(4-METHOXYPHENYL)AMINO)PHENYL)THIOPHENE-2-CARBALDEHYDE (15) 55
 2-((5-(4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)PHENYL)-4-(4-(BIS(4-METHOXYPHENYL)AMINO)PHENYL)THIOPHEN-2-YL)METHYLENE)MALONONITRILE / 3TPA-MN (3) 57
 (Z)-3-(5-(4-(BIS(4′-(BIS(4-METHOXYPHENYL)AMINO)-[1,1′-BIPHENYL]-4-YL)AMINO)PHENYL)-4-(4-(BIS(4-METHOXYPHENYL)AMINO)PHENYL)THIOPHEN-2-YL)-2-CYANOACRYLIC ACID / 3TPA-CA (3A) 57
第三章、結果與討論 59
第一節、合成方法探討 60
第二節、理論計算 61
第三節、光物理及分子特性探討 64
3-1-1 UV - vis 吸收光譜 64
3-1-2 示差脈波伏安法 68
3-1-3 示差熱掃描卡計 74
3-1-4 熱重分析儀 77
第四章、結論 80
第五章、附錄 83
第六章、參考文獻 105

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指導教授

陳銘洲(CHEN,MING-ZHOU)

審核日期

2023-6-28

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