[논문]알킬기로 연결된 실록산 말단기를 가지는 비대칭 아연-프탈로시아닌의 합성과 물성에 대한 연구

홍선미; 박종승

doi:10.12772/tse.2018.55.095

[국내논문] 알킬기로 연결된 실록산 말단기를 가지는 비대칭 아연-프탈로시아닌의 합성과 물성에 대한 연구
Synthesis and Properties of Asymmetrical Zinc-phthalocyanines Containing a Siloxane End-group Linked with Alkyl Spacers of Different Lengths 원문보기

한국섬유공학회지 = Textile science and engineering, v.55 no.2, 2018년, pp.95 - 100

홍선미 (부산대학교 유기소재시스템공학과) , 박종승 (부산대학교 유기소재시스템공학과)

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Phthalocyanine (Pc), which has an electron-rich, aromatic structure, exhibits excellent optical properties as well as thermal and chemical stability. Numerous Pc derivatives, based on highly conjugated ring systems, have been proposed to facilitate efficient energy or electron transfer. They have been frequently adopted for suitable applications such as sensors and photosensitizers. In this study, we present the synthesis and properties of various asymmetrical zinc-phthalocyanine (ZnPc) derivatives having a siloxane end-group linked with alkyl chain spacers of different lengths. A ZnPc-immobilized ITO electrode was prepared by the direct attachment of the siloxane anchoring group to the oxide surface. The synthesized Pcs and the immobilized Pc surfaces were fully characterized by various techniques. The effect of the alkyl spacer length on the optical and electrochemical properties of the Pc-functionalized electrode is briefly discussed.

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UV-Vis absorption spectra and photoluminescence spectra were obtained using a Shimadzu UV-1800 spectrophotometer and a Perkin-Elmer LS-45 spectrofluorometer, respectively. In addition, self-assembly monolayer (SAM) was formed on the ITO glass, and physical properties were evaluated. The SAM-covered ITO glass was analyzed using scanning electron microscopy (JEOL JSM-6700F) and XPS (AXIS SUPRA, Kratos Analytical Ltd.
In this study, we synthesized two Pc-TEOS derivatives having a siloxane end-group linked by the different alkyl chain spacers. The synthesis of Pc-C3-TEOS and Pc-C14- TEOS with high purity was confirmed by ¹H-NMR and MALDI-mass measurement.
The ¹H-NMR spectra was recorded on Inova Tech at 500 MHz using CDCl₃ as solvent and MALDI-TOF mass spectrometry were performed at the Korea Basic Science Institute in Ochang (Korea). UV-Vis absorption spectra and photoluminescence spectra were obtained using a Shimadzu UV-1800 spectrophotometer and a Perkin-Elmer LS-45 spectrofluorometer, respectively.
In addition, self-assembly monolayer (SAM) was formed on the ITO glass, and physical properties were evaluated. The SAM-covered ITO glass was analyzed using scanning electron microscopy (JEOL JSM-6700F) and XPS (AXIS SUPRA, Kratos Analytical Ltd.). Cyclic Voltammetry (CV) was measured to examine the electrochemical properties of the prepared SAM using SP-150 (Bio-Logic SAS).
The Pc SAMs have been effective in electrochemical sensing applications [22−24]. The cyclic voltammetry (CV) was measured to investigate the electrochemical properties of PcC3-TEOS and Pc-C14-TEOS coated ITO electrodes. For CV measurements, Pc-coated ITO glass, Pt wire, and Ag wire were used as the working, counter, and reference electrodes, respectively.

대상 데이터

4-Iodophthalonitrile, 2-methylbut-3-yn-2-ol, bis(triphenylphosphine) palladium(II) dichloride, copper(I) iodide, sodium ascorbate, copper(II) sulfate pentahydrate, sodium hydroxide, tetrahydrofuran (THF), toluene, 2-dimethylaminoethanol (DMAE), dimethyl sulfoxide (DMSO), 4-pentyn-1-ol, and pentanol were purchased from Sigma-Aldrich. tertButylphthalonitrile and 4-nitrophthalonitrile were purchased from TCI.
tertButylphthalonitrile and 4-nitrophthalonitrile were purchased from TCI. Potassium carbonate, triethylamine, methyl alcohol and chloroform were purchased from Junsei Chemicals. All reagents were used without further purification.

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[국내논문] 알킬기로 연결된 실록산 말단기를 가지는 비대칭 아연-프탈로시아닌의 합성과 물성에 대한 연구
Synthesis and Properties of Asymmetrical Zinc-phthalocyanines Containing a Siloxane End-group Linked with Alkyl Spacers of Different Lengths 원문보기

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[국내논문] 알킬기로 연결된 실록산 말단기를 가지는 비대칭 아연-프탈로시아닌의 합성과 물성에 대한 연구 Synthesis and Properties of Asymmetrical Zinc-phthalocyanines Containing a Siloxane End-group Linked with Alkyl Spacers of Different Lengths 원문보기

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[국내논문] 알킬기로 연결된 실록산 말단기를 가지는 비대칭 아연-프탈로시아닌의 합성과 물성에 대한 연구
Synthesis and Properties of Asymmetrical Zinc-phthalocyanines Containing a Siloxane End-group Linked with Alkyl Spacers of Different Lengths 원문보기

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