Synthesis and Characterization of Organic Molecules for Organic Thin-Film Transistors.
- Alternative Title
- 유기 박막 트랜지스터를 위한 유기 분자의 합성 및 특성화
- Abstract
- In chapter 1.
In this study, a series of new fluorenone-based small molecules were synthesized and characterized as organic semiconductors for organic field-effect transistors (OFETs). Thermal, optical, and electrochemical properties of the new compounds were characterized. Furthermore, thin films of the developed compounds were employed as organic semiconductors, and vacuum-deposited film of fluorenone derivative with alkylated double thiophene exhibited p-channel device characteristics with hole mobility as high as 0.02 cm2/Vs and current on/off ratio of 107. In addition, surface morphology and microstructure of vacuum deposited films were analyzed and correlated with the electrical characteristics.
In chapter 2.
In this study, we introduce a series of newly synthesized [1]benzothieno[3,2-b][1]benzothiophene-based small molecules as organic semiconductors for organic thin-film transistors. Thermal, optical, and electrical properties of new compounds are analyzed and characterized in detail. Synthesized BTBT-based compounds were employed as organic semiconductor, and thin films were developed with simple solution-processed fabrication. Synthesized BTBT derivatives exhibited different liquid crystalline features depending on attached side chains. Linearly alkylated compounds showed relatively higher mobilities than compounds with branched-like alkyl chains due to high crystalline smectic phases appeared in rod-like compounds. Among synthesized materials, compound 5 exhibited p-type channel mobility as high as 0.28 cm2/Vs and current on/off ratio of near 108 with unique crystal to crystal phase transition.
In chapter 3.
In this study, a series of newly synthesized [1]benzothieno[3,2-b][1]benzothiophene-based small molecules were synthesized and characterized as organic semiconductors for organic thin-film transistors. Thermal, optical, and electrical properties of new compounds are characterized. Synthesized BTBT-based compounds were employed as organic semiconductor, and thin films were developed with simple solution-processed fabrication. Among synthesized materials, compound 2 exhibited p-type channel mobility as high as 0.06 cm2/Vs and current on/off ratio of near 108.
- Issued Date
- 2022
- Awarded Date
- 2022. 2
- Type
- Dissertation
- Keyword
- 유기합성
- Publisher
- 부경대학교
- Affiliation
- 부경대학교 대학원
- Department
- 대학원 스마트그린기술융합공학과
- Advisor
- 서성용
- Table Of Contents
- Chapter 1. Fluorenone Derivatives for OFET Applications. 1
1.1 Introduction 1
1.2 Experimental 4
1.2.1 General Methods 4
1.2.2 Synthesis 4
1.2.2.1 Synthesis of 2-(thiophen-2-yl)-9H-fluoren-9-one (4) 4
1.2.2.2 Synthesis of 2-(5-bromothiophen-2-yl)-9H-fluoren-9-one (5) 4
1.2.2.3 Synthesis of 2-(5-(2-ethylhexyl)thiophen-2-yl)-9H-fluoren-9-one (1) 4
1.2.2.4 Synthesis of 2-(5'-(2-ethylhexyl)-[2,2'-bithiophen]-5-yl)-9H-fluoren-9-one (2) 5
1.2.3 Theoretical calculation 6
1.2.4 Device fabrication 6
1.2.5 Characterization 6
1.3 Results and Discussion 8
1.3.1 Synthesis 8
1.3.2 Thermal, optical, and electrochemical properties 10
1.3.3 Theoretical calculation 14
1.3.4 Thin-film transistor characterization 16
1.3.5 Thin-film microstructure and morphology 20
1.4 Conclusion 22
Chapter 2. Octyl-Substituted BTBT Derivatives for Organic Thin Film Transistors. 23
2.1 Introduction 23
2.2 Experimental 29
2.2.1 General Methods 29
2.2.2 Synthesis 29
2.2.2.1 Synthesis of 2-bromo-7-octylbenzo[b]benzo[4,5]thieno[2,3-d]thiophene (6) 29
2.2.2.2 Synthesis of 2-octyl-7-(thiophen-2-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (7) 30
2.2.2.3 Synthesis of 2-(5-iodothiophen-2-yl)-7-octylbenzo[b]benzo[4,5]thieno[2,3-d]thiophene (8) 30
2.2.2.4 Synthesis of 2-octyl-7-(5-octylthiophen-2-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (1) 31
2.2.2.5 Synthesis of 2-(5-(2-ethylhexyl)thiophen-2-yl)-7-octylbenzo[b]benzo[4,5]thieno[2,3-d]thiophene (2) 31
2.2.2.6 Synthesis of 2-octyl-7-(5'-octyl-[2,2'-bithiophen]-5-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (3) 32
2.2.2.7 Synthesis of 2-(5'-(2-ethylhexyl)-[2,2'-bithiophen]-5-yl)-7-octylbenzo[b]benzo[4,5]thieno[2,3-d]thiophene (4) 33
2.2.2.8 Synthesis of 2-([2,2'-bithiophen]-5-yl)-7-octylbenzo[b]benzo[4,5]thieno[2,3-d]thiophene (5) 33
2.2.3 Theoretical calculation 34
2.2.4 Device fabrication 34
2.3 Results and discussion 35
2.3.1 Synthesis 35
2.3.2 Optoelectronic characterization and theoretical calculation 38
2.3.3 Thermal properties 43
2.3.4 Thin-film transistor characterization and morphological / microstructural analysis 47
2.4 Conclusion 57
Chapter 3. Ethylhexyl-Substituted BTBT Derivatives for Organic Thin Film Transistors. 58
3.1 Introduction 58
3.2 Experimental 61
3.2.1 General Methods 61
3.2.2 Synthesis 61
3.2.2.1 Synthesis of 2-bromo-7-(2-ethylhexyl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (9) 61
3.2.2.2 Synthesis of 2-(2-ethylhexyl)-7-(5-iodothiophen-2-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (10) 62
3.2.2.3 Synthesis of 2-(2-ethylhexyl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (1) 62
3.2.2.4 Synthesis of 2-(2-ethylhexyl)-7-(thiophen-2-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (2) 63
3.2.2.5 Synthesis of 2-(2-ethylhexyl)-7-(5-octylthiophen-2-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (3) 63
3.2.2.6 Synthesis of 2-(2-ethylhexyl)-7-(5-(2-ethylhexyl)thiophen-2-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (4) 64
3.2.2.7 Synthesis of 2-([2,2'-bithiophen]-5-yl)-7-(2-ethylhexyl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (5) 65
3.2.2.8 Synthesis of 2-(2-ethylhexyl)-7-(5'-octyl-[2,2'-bithiophen]-5-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (6) 65
3.2.2.9 Synthesis of 2-(2-ethylhexyl)-7-(5'-(2-ethylhexyl)-[2,2'-bithiophen]-5-yl)benzo[b]benzo[4,5]thieno[2,3-d]thiophene (7) 66
3.2.2.10 Synthesis of 2,5-bis(7-(2-ethylhexyl)benzo[b]benzo[4,5]thieno[2,3-d]thiophen-2-yl)thiophene (8) 67
3.2.3 Theoretical calculation 67
3.2.4 Device fabrication 67
3.3 Results and discussion 68
3.3.1 Synthesis 68
3.3.2 Thermal, optical, and electrochemical properties 72
3.3.3 Theoretical calculation 80
3.3.4 Thin-film transistor characterization 85
3.4 Conclusion 90
References 91
APPENDIX 102
- Degree
- Master
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- 대학원 > 스마트그린기술융합공학과
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