• Title/Summary/Keyword: $^{1}H$ NMR

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Synthesis and Properties of Novel Flame-Retardant and Thermally Stable Poly(amideimide)s from N,N'-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino Acids and Phosphine Oxide Moiety by Two Different Methods

  • Faghihi, Khalil;Hajibeygi, Mohsen;Shabanian, Meisam
    • Macromolecular Research
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    • v.17 no.10
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    • pp.739-745
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    • 2009
  • N,N'-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino acids 3a-g were synthesized by the condensation reaction of bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride 1 with two equimolars of Lalanine 2a, L-valine 2b, L-leucine 2c, L-isoleucine 2d, L-phenyl alanine 2e, L-2-aminobutyric acid 2f and L-histidine 2g in an acetic acid solution. Seven new poly(amide-imide)s PAIs 5a-g were synthesized through the direct polycondensation reaction of seven chiral N,N'-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino acids 3a-g with bis(3-amino phenyl) phenyl phosphine oxide 4 by two different methods: direct polycondensation in a medium consisting of N-methyl-2-pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride ($CaCl_2$/pyridine (py), and direct polycondensation in a tosyl chloride (TsCl)/pyridine (py)/N,N-dimethylformamide (DMF) system. The polymerization reaction produced a series of flame-retardant and thermally stable poly(amide-imide)s 5a-g with high yield. The resulted polymers were fully characterized by FTIR, $^1H$ NMR spectroscopy, elemental analyses, inherent viscosity, specific rotation and solubility tests. Data obtained by thermal analysis (TGA and DTG) revealed that the good thermal stability of these polymers. These polymers can be potentially utilized in flame retardant thermoplastic materials.

Liquid Crystalline Properties of Dimers Having o-, m- and p- Positional Molecular Structures

  • Park, Joo-Hoon;Choi, Ok-Byung;Lee, Hwan-Myung;Lee, Jin-Young;Kim, Sung-Jo;Cha, Eun-Hee;Kim, Dong-Hyun;Ramaraj, B.;So, Bong-Keun;Kim, Kyung-Hwan;Lee, Soo-Min;Yoon, Kuk-Ro
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1647-1652
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    • 2012
  • With the objective to design and synthesis of Schiff's base symmetrical liquid crystal dimmers and to study the effect of molecular structure variation ($o-ortho$, $m-meta$, $p-para$) and change in alkoxy terminal chain length on mesomorphic properties of liquid crystals, We have synthesized Schiff base dimers from dialdehyde derivative containing 2-hydroxy-1,3-dioxypropylene as short spacer with aniline derivatives having different lengths of terminal alkoxy chains ($n$ = 5, 7, 9). The chemical structure of the final products was characterized by proton nuclear magnetic resonance ($^1H$ NMR) spectroscopy and fourier transform infrared (FT-IR) spectroscopy. The mesomorphic properties and optical textures of the resultant dimers were characterized by differential scanning calorimetry (DSC) and polarized optical microscopy (POM). The existence of smectic A phase transition was confirmed by the observation of batonnets and fan shaped textures in optical microscopy when compound were heated from crystalline phase. All of the dimers of this series, with the exception of $\mathbf{2S_5}$ -ortho, -meta, -para, were thermotropic liquid crystal. The compound $\mathbf{2S_9}$ -meta was monotropic, while the rest were enantiotropic. It was found that the change in terminal alkoxy chain length has pronounced effect on the mesomorphic properties. The temperature range of smectic A phase window widens with increasing alkoxy chain length.

[Pt(II)(cis-DACH) (DPPE)] .$2NO_3$: A Novel Class Of Platinum Complex Exhibiting Selective Cytotoxicity to Human Ovarian Carcinoma Cell Lines and Normal Kidney Cells

  • Jung, Jee-Chang;Chu, Min-Ho;Chang, Sung-Goo;Lee, Kyung-Tae;Rho, Young-Soo
    • Biomolecules & Therapeutics
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    • v.5 no.2
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    • pp.125-132
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    • 1997
  • Cisplatin, a platinum-complex, is currently one of the most effective compounds used in the treat-ment of solid tumors. However, its use is limited by severe side effects such as renal toxicity. Our platinum-based drug discovery program is aimed at developing drugs capable of diminishing toxicity and improving selective cytotoxicity. We synthesized new Pt (II) complex analogue containing 1,2-diaminocyclohexane (DACH) as carrier ligand and 1,2-bis (diphenylphosphino) ethane (DPPE) as a leaving group. Furthermore, nitrate was added to improve the solubility. A new series of [Pt(cia-DACH)(DPPE)] . $2NO_3$ (PC) was synthes-ized and characterized by their elemental analysis and by various spectroscopic techniques [infrared (IR), $_{13}$carbon nuclear magnetic resonance (NMR)] .PC demonstrated acceptable and significant antitumor activity against SKOV-3 and OVCAR-3 human ovarian carcinoma cell lines as compared with that of cisplatin. The cytotoxicity of PC in normal cells was found quite less than that of cisplatin using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), ($^3$H)thymidine uptake and glucose consumption tests in rabbit renal proximal tubular cells, human renal cortical cells and tissues. In conclusion, PC is considered to be more selective cytotoxicity toward human ovarian cancer cells than normal human/rabbit kidney cells.

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Synthesis of Biosurfactant-Based Silver Nanoparticles with Purified Rhamnolipids Isolated from Pseudomonas aeruginosa BS-161R

  • Kumar, C. Ganesh;Mamidyala, Suman Kumar;Das, Biswanath;Sridhar, B.;Devi, G. Sarala;Karuna, Mallampalli SriLakshmi
    • Journal of Microbiology and Biotechnology
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    • v.20 no.7
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    • pp.1061-1068
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    • 2010
  • The biological synthesis of nanoparticles has gained considerable attention in view of their excellent biocompatibility and low toxicity. We isolated and purified rhamnolipids from Pseudomonas aeruginosa strain BS-161R, and these purified rhamnolipids were used to synthesize silver nanoparticles. The purified rhamnolipids were further characterized and the structure was elucidated based on one- and two-dimensional $^1H$ and $^{13}C$ NMR, FT-IR, and HR-MS spectral data. Purified rhamnolipids in a pseudoternary system of n-heptane and water system along with n-butanol as a cosurfactant were added to the aqueous solutions of silver nitrate and sodium borohydride to form reverse micelles. When these micelles were mixed, they resulted in the rapid formation of silver nanoparticles. The synthesized nanoparticles were characterized by UV-Visible spectroscopy, transmission electron microscopy, and energy dispersive X-ray spectroscopy (EDS). The nanoparticles formed had a sharp adsorption peak at 410 nm, which is characteristic of surface plasmon resonance of the silver nanoparticles. The nanoparticles were monodispersed, with an average particle size of 15.1 nm (${\sigma}={\pm}5.82$ nm), and spherical in shape. The EDS analysis revealed the presence of elemental silver signal in the synthesized nanoparticles. The formed silver nanoparticles exhibited good antibiotic activity against both Grampositive and Gram-negative pathogens and Candida albicans, suggesting their broad-spectrum antimicrobial activity.

A New Method of Producing a Natural Antibacterial Peptide by Encapsulated Probiotics Internalized with Inulin Nanoparticles as Prebiotics

  • Cui, Lian-Hua;Yan, Chang-Guo;Li, Hui-Shan;Kim, Whee-Soo;Hong, Liang;Kang, Sang-Kee;Choi, Yun-Jaie;Cho, Chong-Su
    • Journal of Microbiology and Biotechnology
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    • v.28 no.4
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    • pp.510-519
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    • 2018
  • Synbiotics are a combination of probiotics and prebiotics, which lead to synergistic benefits in host welfare. Probiotics have been used as an alternative to antibiotics. Among the probiotics, Pediococcus acidilactici (PA) has shown excellent antimicrobial activity against Salmonella Gallinarum (SG) as a major poultry pathogen and has improved the production performances of animals. Inulin is widely used as a prebiotic for the improvement of animal health and growth. The main aim of this study was to investigate the antimicrobial activity of inulin nanoparticle (IN)-internalized PA encapsulated into alginate/chitosan/alginate (ACA) microcapsules (MCs) for future in vivo application. The prepared phthalyl INs (PINs) were characterized by DLS and FE-SEM. The contents of phthal groups in the PINs were estimated by $^1H-NMR$ measurement as 25.1 mol.-%. The sizes of the PINs measured by DLS were approximately 203 nm. Internalization into PA was confirmed by confocal microscopy and flow cytometry. The antimicrobial activity of PIN-internalized probiotics encapsulated into ACA MCs was measured by coculture antimicrobial assays on SG. PIN-internalized probiotics had a higher antimicrobial ability than that of ACA MCs loaded with PA/inulin or PA. Interestingly, when PINs were treated with PA and encapsulated into ACA MCs, as a natural antimicrobial peptide, pediocin was produced much more in the culture medium compared with other groups with inulin-loaded ACA MCs and PA encapsulated into ACA MCs.

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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    • v.9 no.2
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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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Synthesis of Subphthalocyanine Compound Derivatives and Their Properties (Subphthalocyanine 화합물 유도체들의 합성 및 특성 비교)

  • Kim, Jae Hwan;Heo, Jin;Lee, Yun-Yi;Kim, Bo Hyun;Lee, Geun-Dae;Hong, Seong-Soo;Park, Seong Soo
    • Applied Chemistry for Engineering
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    • v.20 no.1
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    • pp.46-51
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    • 2009
  • Subphthalocyanine (SubPc) derivatives consisting of the different kinds and positions of substitute group were successfully synthesized using various types of the precursor as the intermediate compound. The chemical structure of precursor and product was determined by the means of $^{1}H-NMR$ and FT-IR spectrometer. Also, spectroscopic and crystalline properties were determined by means of UV-Vis spectrometer and XRD, respectively. It was found that SubPc derivatives absorbed selectively visible light ranging from 560 to 600 nm, their solubility was enhanced by introducing substitute groups, and their maximum absorbing wavelength was shifted by changing the kind and position of substitute groups.

Adenosine derived from Staphylococcus aureus-engulfed macrophages functions as a potent stimulant for the induction of inflammatory cytokines in mast cells

  • Ma, Ying Jie;Kim, Chan-Hee;Ryu, Kyoung-Hwa;Kim, Min-Su;So, Young-In;Lee, Kong-Joo;Garred, Peter;Lee, Bok-Luel
    • BMB Reports
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    • v.44 no.5
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    • pp.335-340
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    • 2011
  • In this study, we attempted to isolate novel mast cell-stimulating molecules from Staphylococcus aureus. Water-soluble extract of S. aureus cell lysate strongly induced human interleukin-8 in human mast cell line-1 and mouse interleukin-6 in mouse bone marrow-derived mast cells. The active molecule was purified to homogeneity through a $C_{18}$ reverse phase HPLC column. By determination of its structure by MALDITOF and $^1H$- and $^{13}C$-NMR, adenosine was revealed to be responsible for the observed cytokine induction activities. Further studies using 8-sulfophenyl theophylline, a selective adenosine receptor blocker, verified that purified adenosine can induce interleukin-8 production via adenosine receptors on mast cells. Moreover, adenosine was purified from S. aureus-engulfed RAW264.7 cells, a murine macrophage cell line, used to induce phagocytosis of S. aureus. These results show a novel view of the source of exogenous adenosine in vivo and provide a mechanistic link between inflammatory disease and bacterial infection.

Separation of $CO_2$ from Syngas Using Gas Hydrate Formation (가스 하이드레이트 동공점유특성을 이용한 합성가스로부터의 $CO_2$ 분리 공정)

  • Park, Sungmin;Lee, Seungmin;Lee, Youngjun;Kim, Bomhui;Seo, Yongwon
    • 한국신재생에너지학회:학술대회논문집
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    • 2011.11a
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    • pp.121.2-121.2
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    • 2011
  • 석탄가스화복합발전과 연계하여 사용할 수 있는 $CO_2$분리법으로 연소 전 탈탄소화는 연료가 연소되기 전에 $CO_2$를 회수하는 방법으로 현재 여러가지 분리법이 사용되고 있다. 본 연구에서는 가스 하이드레이트의 다양한 응용 분야 중 이산화탄소 격리분야에서 합성가스로부터 $CO_2$롤 효과적으로 분리/회수하기 위하여 가스 고형화법에 관한 연구를 진행하였다. 가스 하이드레이트 형성과정에서의 반응 특성을 살펴보기 위하여 순수계와 촉진제 첨가계(TBAB, TBAF, THF)에 대하여 반응시간에 따른 가스소모량 및 기상의 $CO_2$ 조성 변화를 측정하였다. 그 결과 하이드레이트 상에 고농도의 $CO_2$가 포집되는 것을 확인 할 수 있었다. 순수계와 THF 첨가계의 경우 가스 소모량이 다른 계에 비하여 높게 나타났다. 이는 순수계의 경우 구조-I의 큰 동공과 작은 동공에 모두 기체가 점유되기 때문이며, THF 첨가계의 경우 구조-II의 큰 동공에만 기체가 점유되지만 THF의 첨가로 인해 전환율이 증가되기 때문이다. 반면, TBAF와 TBAB 첨가계의 경우에는 상재적으로 낮은 가스 소모량을 보였다. 기체 소모량이 큰 경우 최종 기상의 $CO_2$ 조성이 낮게 나타났다. 그리고 모든 실험조건에서 1시간 이내에 하이드레이트 형성반응이 종결되는 것을 확인할 수 있었다. 또한, 촉진제 첨가에 의한 하이드레이트의 구조적인 변화를 확인하기 위하여 Raman 분광법과 $^1H$-NMR을 이용하여 혼합가스 하이드레이트를 분석하였다. 본 실험으로 얻어진 결과는 가스 고형화법을 이용한 합성가스 분리 공정 설계 및 개발에 중요한 기초자료가 될 것으로 사료된다.

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Synthesis and Effect on t-Butyl PBD of the Blue Light Emitting Poly(phenyl-9,9-dioctyl-9',9'-dihexanenitrile) fluorene

  • Kim Byong-Su;Kim Chung-Gi;Oh Jea-Jin;Kim Min-Sook;Kim Gi-Won;Park Dong-Kyu;Woo Hyung-Suk
    • Macromolecular Research
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    • v.14 no.3
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    • pp.343-347
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    • 2006
  • A novel, blue light-emitting polymer, poly(phenyl-9,9-dioctyl-9',9'dihexanenitrile)fluorene (PPFC6N), containing an alkyl and cyano group in the side chain, was synthesized by Suzuki polymerization and characterized. The polymer structure was confirmed by $^1H-NMR$. The number average molecular weight and the weight average molecular weight of the obtained polymer were 9,725 and 9,943 respectively. The resulting polymer was thermally stable with a glass transition temperature ($T_g$) of $93^{\circ}C$, and was easily soluble in common organic solvents such as THF, toluene, chlorobenzene and chloroform. The HOMO and LUMO energy levels of the polymer were revealed as 5.8 and 2.88 eV by cyclic voltammetry study, respectively. The ITO/PEDOT:PSS (40 nm)/PPFC6N (80 m)/LiF (1 nm)/Al (150 nm) device fabricated from the polymer emitted a PL spectrum at 450 nm and showed a real blue emission for pure PPFC6N in the EL spectrum. When t-butyl PBD was introduced as a hole blocking layer, the device performance was largely improved and the EL spectrum was slightly shifted toward deep blue. The device with PPFC6N containing t-butyl PBD layer showed the maximum luminance of 3,200 $cd/m^2$ at 9.5 V with a turnon voltage of 7 V.