PUKYONG

근적외선용 Phthalocyanine Dye의 합성과 특성

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Alternative Title
Synthesis and Properties of Near Infrared Phthalocyanine Dyes
Abstract
In 1907, phthalocyanine was found by Braun, in turn, synthesis was made by Linstead and industrialization was settled by Wyler.
Phthalocyanines are macrocyclic complexes whose π systems provide their unique chemical and physical properties and owe their dominant positions as blue and green dye to their intense absorption at long wavelengths of the visible spectrum and near infrared. In addition to high stability, they has been investigated in variable fields such as optical data storage, solar cell, sensors and OLED. But owing to extended π system, co-planar association of the phthalocyanine rings cause aggregation and it negatively impact solubility in common organic solvent.
In this study, we have solved the problem of insolubility by introducing alkyl and aromatic substituents at phthalocyanine.
Substituents cause substantial disruption of the van der Waals and strong lattice forces of the parent phthalocyanine and hence help confer solubility. Also, substituents gave rise to bathochromic shifts of red and near infrared region.
Author(s)
이정우
Issued Date
2012
Awarded Date
2012. 2
Type
Dissertation
Keyword
Phthalocyanine
Publisher
부경대학교
URI
https://repository.pknu.ac.kr:8443/handle/2021.oak/8953
http://pknu.dcollection.net/jsp/common/DcLoOrgPer.jsp?sItemId=000001965937
Alternative Author(s)
Jeong-Woo Lee
Affiliation
부경대학교 인쇄공학과
Department
대학원 인쇄공학과
Advisor
손세모
Table Of Contents
목 차


목 차 ⅰ
List of Figures ⅴ
List of Tables ⅷ

Abstract ⅸ

1. 서 론 1

2. 이 론 3
2-1. Phthalocyanine의 정의 3
2-2. 발색이론 4
2-2-1. 불포화구조설 4
2-2-2. 발색단설 4
2-2-2-1. 조색단의 영향 6
2-2-2-2. 발색단의 영향 6
2-2-2-3. 분자량 크기의 영향 8
2-2-3. 퀴노노이드설 8
2-2-4. 공명설 10
2-2-5. 전자론에 의한 발색설 11
2-3. Phthalocyanine의 합성법 15
2-3-1. Wyler 합성법 16
2-3-2. Linstead 합성법 16
3. 실 험 19
3-1. 합성시약, 분광특성 및 염료 물성 측정 19
3-1-1. 합성시약 19
3-1-2. 분광학적 특성 측정 19
3-1-3. 내구성 측정 20
3-1-4. 용해도 및 열안정성 측정 20
3-2. VOPc 1과 CuPc 1 합성 21
3-2-1. 2,3-dicyano-1,4-phenylenebis(4-methylbenzenesulfonate)의 합성 21
3-2-2. 3,6-bis(pentylthio)phthalonitrile의 합성 21
3-2-3. 1,4,8,11,15,18,22,25-octakis(pentylthio)vanadiumphthalocyanine
(VOPc 1)의 합성 22
3-2-4. 1,4,8,11,15,18,22,25-octakis(pentylthio)copperphthalocyanine
(CuPc 1)의 합성 23
3-3. VOPc 2과 CuPc 2 합성 24
3-3-1. 3,6-bis(hexylthio)phthalonitrile의 합성 24
3-3-2. 1,4,8,11,15,18,22,25-octakis(hexylthio)vanadiumphthalocyanine
(VOPc 2)의 합성 25
3-3-3. 1,4,8,11,15,18,22,25-octakis(hexylthio)copperphthalocyanine
(CuPc 2)의 합성 26
3-4. VOPc 3와 CuPc 3 합성 27
3-4-1. 3,6-bis(phenylthio)phthalonitrile의 합성 27
3-4-2. 1,4,8,11,15,18,22,25-octakis(phenylthio)vanadiumphthalocyanine
(VOPc 3)의 합성 28
3-4-3. 1,4,8,11,15,18,22,25-octakis(phenylthio)copperphthalocyanine
(CuPc 3)의 합성 29
3-5. VOPc 4와 CuPc 4 합성 29
3-5-1. 3,4,5,6-tetrakis(phenylthio)phthalonitrile의 합성 29

3-5-2. 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecakis(phenylthio)
vanadiumphthalocyanine(VOPc 4)의 합성 30
3-5-3. 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecakis(phenylthio)
copperphthalocyanine(CuPc 4)의 합성 31

4. 결과 및 고찰 32
4-1. 분광학적 특성 평가 32
4-1-1. Vanadiumphthalocyanine의 분광특성 평가 32
4-1-2. Copperphthalocyanine의 분광특성 평가 34
4-2. 내구성 평가 35
4-2-1. Vanadiumphthalocyanine 필름의 내구성 시험 결과 35
4-2-1-1. 1,4,8,11,15,18,22,25-octakis(pentylthio)vanadiumphthalocyanine
(VOPc1)필름의 내구성 시혐결과 38
4-2-1-2. 1,4,8,11,15,18,22,25-octakis(hexylthio)vanadiumphthalocyanine
(VOPc2)필름의 내구성 시혐결과 39
4-2-1-3. 1,4,8,11,15,18,22,25-octakis(phenylthio)vanadiumphthalocyanine
(VOPc3)필름의 내구성 시혐결과 40
4-2-1-4. 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecakis(phenylthio)
vanadiumphthalocyanine(VOPc4) 필름의 내구성 시혐결과 41
4-2-2. Copperphthalocyanine 필름의 내구성 시험 결과 42
4-2-2-1. 1,4,8,11,15,18,22,25-octakis(pentylthio)copperphthalocyanine
(CuPc1)필름의 내구성 시혐결과 44
4-2-2-2. 1,4,8,11,15,18,22,25-octakis(hexylthio)copperphthalocyanine
(CuPc2)필름의 내구성 시혐결과 45
4-2-2-3. 1,4,8,11,15,18,22,25-octakis(phenylthio)copperphthalocyanine
(CuPc3)필름의 내구성 시혐결과 46
4-2-2-4. 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecakis(phenylthio)
copperphthalocyanine(CuPc4) 필름의 내구성 시혐결과 47
4-3. 용해도와 열 안정성 48

5. 결 론 51

6. References 53
Degree
Master
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