디스플레이용 프탈로시아닌계 염/안료의 합성 및 특성에 관한 연구
- Alternative Title
- The study on the synthesis and characteristics of phthalocyanine derivatives dyes/pigments for display materials
- Abstract
- Phthalocyanine (Pc) compound can be applicable to optical storage media, organic solar cell, LCD, PDP, semiconductor, and detect counterfeit money. Porphyrin, perylene and subphthalocyanines also can applicable to similar fields as phthalocyanine. All of these substances has abundant π electrons and a variety of physically and chemically very stable optical organic material is used.
Unique UV-Vis absorb characteristics of each material retain each characteristics after synthesis of hybrid cross-linking and they can absorb two different wavelength regions at a same time. It meant that they are effectively designed material since two components of pigment are usually necessary to absorb two distinct wavelength region. In particular, perylene / Pc hybrid materials showed, the strong yellow luminescence characteristic upon UV irradiation at 365 ㎚. The chemical and optical properties of cross-linked phthalocyanine derivatives were analyzed by the means of FT-IR, 1H-NMR, GC-MS, and UV-Vis spectroscopic techniques.
Phthalocyanine green 36 has been used as high quality liquid crystal display (LCD) color filter material due to its unique yellowish green and bright hue. The production of nano-sized phthalocyanine green is dependent on several factors such as solvent, temperature and the presence of a suitable halogen atoms. In this study, phthalocyanine green 36 was synthesized and its chemical structure was confirmed by utilizing infrared spectroscope. Then it was grounded up to nano scale using various solvent. Particle size, shape and crystalline structure were compared and evaluated after particle size reduction by the use of transmission electron microscope (TEM) and X-ray diffractometer (XRD). Also dispersion and thermal properties of samples were analyzed by particle size analyzer (PSA) and thermogravimetry-differential scanning calorimeter (TG-DSC), respectively.
- Issued Date
- 2013
- Awarded Date
- 2013. 2
- Type
- Dissertation
- Publisher
- 부경대학교
- Alternative Author(s)
- Kim, Seong Jin
- Affiliation
- 부경대학교 대학교
- Department
- 대학원 공업화학과
- Advisor
- 박성수
- Table Of Contents
- Chapter Ⅰ. PDP용 프탈로시아닌계 기능성 염료의 합성 및 특성에 관한 연구
1. 서론............................................................................................................................1
2. 이론적 배경.............................................................................................................3
2.1. Functional dye.................................................................................................3
2.2. Porphyrin...........................................................................................................5
2.3. Perylene.............................................................................................................8
2.4. Subphthalocyanine........................................................................................10
2.5. Phthalocyanine...............................................................................................12
2.6. PDP...................................................................................................................14
2.7. LCD..................................................................................................................17
3. 실험..........................................................................................................................20
3.1. 시약...................................................................................................................20
3.2. 분석기기..........................................................................................................21
3.2.1. FT-IR spectrometer.............................................................................21
3.2.1. 1H-NMR spectrometer.........................................................................21
3.2.1. UV-Vis spectrometer...........................................................................21
3.3 Phthalonitrile 유도체의 합성......................................................................22
3.3.1. 3,6-dichloro-4,5-bis(phenylamino)benzene-1,2-dinitrile의 합성...................................................................................................................22
3.3.2. 4,5-bis(phenylamino)-3,6-bis(phenylthio)benzene-1,2- dinitrile의 합성....................................................................................................23
3.4. Porphyrin-phthalocyanine의 합성............................................................25
3.4.1. 5-(4-Hydroxyphenyl)-10,15,20-triphenyl porphyrin의 합성.....25
3.4.2. 5-[4-(1,2-dicyanophenyl)-phenoxyl]-10,15,20-triphenyl porphyrin의 합성..................................................................................................27
3.4.3. 2-[phenoxy porphyrin]-9,10,16,17,23,24-aminophenyl-8,11,15,18,22,25-thiophenyl zinc phthalocyanine의 합성...............................29
3.4.4. (2-phenoxy porphyrin) zinc phthalocyanine의 합성...................30
3.5. Subphthalocyanin-phthalocyanine의 합성.............................................32
3.5.1. 2-nitro-9,10,16,17,23,24-aminophenyl-8,11,15,18,22,25-thiophenyl zinc phthalocyanine의 합성................................................................32
3.5.2. Chloro[2,9,16(17)-trinitrosubphthalocyaninato]-boron(III)의 합성...............................................................................................................34
3.5.3. Subphthalocyanin-zinc phthalocyanine의 합성.............................36
3.6. Perylene-phthalocyanine의 합성..............................................................38
3.6.1. 1,8-didodecylamino benzyl-Perylene-3,4,9,10-tetracarboxylic dianhydride 및 1,8-diamino benzyl-Perylene-3,4,9,10-tetracarboxylic dianhydride의 합성.......................................................................38
3.6.2. N-(dodecyl)perylene-3,4,9,10-tetracarboxylic acid-3,4-anhydride 9,10-dicarboximide 및 N-(aminophenyl)-perylene-3,4,9,10-tetracarboxylic acid 3,4-anhydride-9,10-dicarboximide의 합성.......................................................................................................................39
3.6.3. N-(dodecyl)-N-(ethanolamino)perylene-3,4,9,10-bis-(dicarboximide) 및 N-(aminophenyl)-N-(ethanolamino)-perylene-3,4,9,10-bis(dicarboximide)의 합성..................................................................40
3.6.4. N-(dodecyl)-N-[4-(2-aminoethoxy)benzene-1,2-dinitrile]-perylene-3,4,9,10-bis(dicarboximide) 및 N-(aminophenyl)-N-[4-(2-aminoethoxy)benzene-1,2-dinitrile]perylene-3,4,9,10-bis(dicarboximide)의 합성........................................................................................41
3.6.5. 2-(N-dodecyl perylenediimide) oxovanadiumphthalocyanine 및 2-(N-aminophenyl perylenediimide) oxovanadium phthalocyanine의 합성.................................................................................................43
4. 결과 및 고찰.........................................................................................................45
4.1. 구조학적 특성................................................................................................45
4.2. 분광학적 특성................................................................................................53
4.3. 용해도 특성 및 열적 특성..........................................................................57
5. 결론..........................................................................................................................59
Chapter Ⅱ. LCD color filter용 그린 안료의 합성 및 특성에 관한 연구
1. 서론..........................................................................................................................61
2. 실험..........................................................................................................................62
2.1. 시약...................................................................................................................62
2.2. 분석기기..........................................................................................................62
2.2.1. FT-IR spectrometer.............................................................................62
2.2.2. X-ray Fluorescence spectrometer....................................................62
2.2.3. X-ray Diffraction..................................................................................63
2.2.4. Transmission Electron Microscope..................................................63
2.2.5. 색상 Test.................................................................................................63
2.2.6. 색도 측정.................................................................................................64
2.2.7. 열분석.......................................................................................................64
2.3. Phthalocyanine green 안료의 합성..........................................................65
2.3.1. Phthalocyanine crude의 합성.............................................................65
2.3.2. phthalocyanine green 안료의 합성...................................................67
3. 분석 및 측정.........................................................................................................69
3.1. Phthalocyanine green 36 안료의 합성...................................................73
3.1.1. 반응 온도의 영향...................................................................................73
3.1.2. 용매 및 승온 속도의 영향..................................................................79
3.1.3. Scale up 및 Broime 과 aluminium chloride 함량의 영향.........85
3.1.4. 촉매, 유도체 및 산·염기 수용액의 영향.........................................96
3.2. Phthalocyanine green 36 안료의 나노화.............................................102
3.3 분산성 및 열적 특성...................................................................................111
4. 결 론......................................................................................................................114
Chapter Ⅲ. 총괄 결론................................................................................116
참고문헌.................................................................................................................117
- Degree
- Master
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