• 제목/요약/키워드: IR and $^1H$ NMR spectra

검색결과 145건 처리시간 0.02초

Hybrid LED용 유기 형광체로서의 Swallow-Tail Perylene Bisimide 제조 및 특성 연구 (Synthesis and Characterization of Swallow-Tail Perylene Bisimide as Organic Phosphor for Hybrid LED)

  • 정성봉;정연태
    • 한국전기전자재료학회논문지
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    • 제32권1호
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    • pp.86-92
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    • 2019
  • Although perylene bisimide derivatives have advantages such as excellent thermal stability and high luminance efficiency, they have poor solubility characteristics in organic solvents. In this research, in order to improve the solubility characteristics, we prepared perylene bisimide derivatives (1C) and (2C) with swallow-tail substituted imide, which is known to lead to excellent solubility. The structures and properties of swallow-tail perylene bisimide (1C) and (2C) were analyzed by $^1H-NMR$, FT-IR, UV/Vis spectroscopy, and thermogravimetric analysis (TGA). The maximum absorption wavelengths of (1C) and (2C) in the UV/Vis spectrum were 558 nm and 556 nm, respectively, and the maximum emission wavelengths were 602 nm and 600 nm, respectively. In the TGA, (1C) demonstrated good thermal stability with less than 5 wt% weight loss up to $242^{\circ}C$. In the solubility test, (1C) and (2C) exhibited solubilities of more than 5 wt% in chloroform, ethyl acetate, and dimethylformamide, but not in methanol. When the compounds (1C) and (2C) were mixed with PMMA (polymethyl methacrylate), thin films showed peaks at 679 nm and 677 nm, respectively, in the photoluminescence spectra. (1C) was found to be a possible candidate as red organic phosphor for hybrid LEDs.

Perylene Bisimide 유도체의 적색 유기 형광체 합성 및 특성 연구 (Synthesis and Characterization of Red Organic Fluorescent of Perylene Bisimide Derivatives)

  • 이승민;정연태
    • 한국전기전자재료학회논문지
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    • 제30권9호
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    • pp.577-582
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    • 2017
  • The white light of a hybrid LED is obtained by using red and green organic fluorescent layers made of polymethylmethacrylate (PMMA) films, which function as color down-conversion layers of blue light-emitting diodes. In this research, we studied the fluorescence properties of a red organic fluorophore, employing perylene bisimide derivatives applicable to hybrid LEDs. The solubility, thermal stability, and luminous efficiency are important characteristics of organic fluorophores for use in hybrid LEDs. The perylene fluorescent compounds (1A and 1B) were prepared by the reaction of 4-bromophenol and 4-iodophenol with N,N'-bis(4-bromo-2,6-diisopropylphenyl)-1, 6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxyl diimide (1) in the presence of dimethyl formaldehyde (DMF) at $70^{\circ}C$. The synthesized derivatives were characterized by using $^1H-NMR$, FT-IR, UV/Vis absorption and PL spectra, and TGA analysis. Compounds 1A and 1B showed absorption and emission at 570 nm and 604 nm in the UV/Vis spectrum. We also documented favorable solubility and thermal stability characteristics of the perylene fluorophores in our work. Perylene fluorophore 1, with the 4-bromophenol substituent 1A, exhibited particularly good thermal stability and solubility in organic solvents.

Synthesis and Light-Emitting Properties of Phenyl-Thiophene-Based Alternating Copolymers Synthesized by Heck Coupling Reaction

  • Shim, Hong-Ku;Taek Ahn;Lee, Hye-Young;Lee, Jeong-Ik
    • Macromolecular Research
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    • 제9권2호
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    • pp.116-121
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    • 2001
  • A series of poly(1,4-phenylenevinylene-alt-3-alkyl-2,5-thienylenevinylene)s (alkyl = hexyl [PPV-alt-6-TV] and octyl (PPV-alt-8-TV] group) have been synthesized by the Heck coupling reaction. These polymers were characterized using $^1$H-NMR, FT-IR spectroscopy, and thermogravimetric analysis (TCA). They are solvent processible and have obviously copolymeric structure. The photophysical properties of the polymers were investigated using UV-visible and steady-state photoluminescence(PL) spectroscopy. We studied the change of light-emitting properties by incorporating the thiophene group into the PPV polymer backbone using alternating copolymer system. The properties of two synthesized polymers are very similar, but they exhibited apparent changes of light-emitting properties compared with other PPV backbone based polymers. The broad absorption bands from 350 to 570 nm are due to $\pi$-$\pi$* transitions of the polyconjugated systems. The absorption maxima of the two polymers were found at about 452 and 448 nm for PPV-alt-6-TV and PPV-alt-8-TV, respectively. The copolymers showed broad PL spectra between 550 and 700 nm without vibronic bands and PL emission maxima of PPV-alt-6-TV and PPV-alt-8-TV are about 620 and 605 nm, respectively. The copolymers exhibited the red emission (PPValt-6-TV), but more red shifted emissions are needed to obtain real red color.

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A detailed study of physicochemical properties and microstructure of EmimCl-EG deep eutectic solvents: Their influence on SO2 absorption behavior

  • Zhu, Jiahong;Xu, Yingjie;Feng, Xiao;Zhu, Xiao
    • Journal of Industrial and Engineering Chemistry
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    • 제67권
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    • pp.148-155
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    • 2018
  • To get a better understanding of the effect of physicochemical properties and microstructure on $SO_2$ absorption behavior of DESs with different molar ratios of EmimCl and EG (from 2:1 to 1:2), densities (${\rho}$), viscosities (${\eta}$), speeds of sound (u), refractive indices ($n_D$), and thermal decomposition temperatures ($T_d$) of EmimCl-EG DESs were measured and used to obtain the other derived properties, such as thermal expansion coefficient (${\alpha}_p$) and activation energy for viscous flow ($E_{\eta}$). Moreover, FT-IR spectra and in situ variable-temperature NMR spectroscopy were employed to study the microstructures of DESs. Based on physicochemical and spectroscopic properties, the influence of the concentrations of EmimCl on the interactions in DESs was explored to be associated with their $SO_2$ absorption behavior. The results show that the interactions between $Emim^+$ and $Cl^-$ of EmimCl is gradually weakening with increasing the concentration of EG in DESs by forming of hydrogen bond interaction of $O-H{\cdots}Cl^-$, resulting in a decrease of ${\rho}$, ${\eta}$, u, $n_D$, and $T_d$ of DESs, and hindering the charge-transfer interaction of $SO_2$ with $Cl^-$ and deceasing $SO_2$ capture capacity. Moreover, the $SO_2$ absorption capacity of DESs is proportional to their ${\rho}$ and $E_{\eta}$, respectively.

N-아실-α-아미노숙신이미드와 N-아실-α-아미노글루탈이미드의 합성 (Synthesis of N-acyl-α-aminosuccinimides and N-acyl-α-aminoglutarimides)

  • 정대일;김문주;송현애;김윤영;이용균;박유미;최순규;한정태;박민수
    • 생명과학회지
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    • 제14권1호
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    • pp.91-97
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    • 2004
  • 앞선 연구의 구조적 특성을 근거로 하여, 한 분자내에 MES 유발경련에 작용하는 cyclicimide의 구조를 포함하면, 그들의 구조가 경련 유발 수용체들에 상호 보완적으로 작용, MES및 PTZ유발 경련에 모두 작용할 수 있는 적용 범위가 넓은 항경련성 화합물이 될 수 있을 것으로 생각하여 N-acyl-$\alpha$-aminosuccinimide 1과 N-acyl-$\alpha$-aminoglutar- imide 2 유도체를 합성하였다. 먼저 (R)-2-benzyloxy carbonylamino-succinic acid 3을 출발 물질로 하여 N-acyl-a-aminosuccinimide 1 유도체인 (R)-Benzoic acid 4-benzyloxycarbonyl-amino-2-oxo-pyrrolidin-l-yl ester 6a, (R)4-nitro-benzoic acid 4-benzyloxycarbon-ylamino-2-oxo-pyrrolidin-1-yl ester 6b, (R)-4-nitro-benzoic acid 4-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl ester 6c, 그리고 (R)-propionic acid 4-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl ester 64를 합성하였다 또한 (R)-3-car-bobenzyloxy-aminoglutarrnic acid 7를 출발물질로 하여 N-acyl-$\alpha$-aminoglutarimide 2유도체인 (R)-(3-Benzyloxycarbonyl-amino-2,6-dioxo-piperidin-1-yloxy)-acetic acid methyl ester 10a, (R)-(3-benzyloxyarbonylamino-2,6-dioxo-piperidin-1-yloxy)-acetic acid ethyl ester l0b, 그리고 (R)-2-(3-benzylox-ycarbonylanino-2,6-dioxo-piperidin-1-yloxy)-propionic acid methyl ester l0c를 합성하였다. 합성된 화합물 6a, 6b, 6c, 6d, 10a, lOb, l0c에 대한 활성평가는 각 단계별 MES test와 PTZ test의 항경련 활성 시험 방법을 가지고 실험할 예정이다.