• Title/Summary/Keyword: maleic acid

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Detection of Long Alkyl Esters of Succinic and Maleic Acid Using TLC-MALDI-MS

  • Kim, Hin-Hee;Han, Sang-Pil;Kim, Jeong-Kwon;Kim, Yeong-Joon
    • Bulletin of the Korean Chemical Society
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    • v.32 no.3
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    • pp.915-920
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    • 2011
  • Four esters of succinic and maleic acid were synthesized, separated by thin-layer chromatography (TLC), and identified using matrix-assisted laser desorption/ionization-mass spectrometry (MALDI-MS). A comparison of matrix materials showed that 2,6-dihydroxybenzoic acid (2,6-DHB) yielded a greater ionization efficiency than 2,5-DHB prior to TLC separation. The location of each ester sample on the TLC plate was estimated by comparing the developed plate with a duplicate plate that had been visualized by immersion in a $KMnO_4$ solution. Generally, mass spectra obtained from the $KMnO_4$-visualized plate were relatively poor. Reproducible mass spectra with high peak abundance were difficult to obtain using the 2,6-DHB matrix from crude synthetic esters extracted from the TLC plates. Significant improvements in both reproducibility and sensitivity were realized by using pencil lead as the MALDI matrix. The current methodology will be beneficial to organic chemists since it can provide a guideline for simple and rapid characterization of small organic compounds.

Selective Esterification of N-Benzyl-L-aspartic Acid. (I). Some Modified Methods for the Preparation of N-Benzylaspartic Anhydride Hydrobromide

  • Lee Chal-Ho;Chai, Kyu-Yun;Lee, Man-Koo;Chung, Bong-Young
    • Bulletin of the Korean Chemical Society
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    • v.8 no.6
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    • pp.457-459
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    • 1987
  • Racemic N-benzylaspartic acid (4) was prepared from maleic anhydride and used to modify and develop some efficient methods for the preparation of N-benzylaspartic anhydride hydrobromide (5). Thus, successive treatment of the compound 4 with 30% HBr in acetic acid and acetic anhydride afforded the title compound 5 in 75% yield. From this compound 5, ${\alpha}$-benzyl and ${\alpha}$-methyl N-benzylaspartates were also prepared.

Halogen Containing Heterocyclic Compounds (Part Ⅱ) Halogenation of Furfuryl Derivatives-Maleic Anhydride Adduct (含할로겐 異元素環化合物에 關한 硏究 (第2報) 풀퍼릴誘導體-마레인酸無水物 附加物의 할로겐化反應)

  • Kim, You-Sun;Kim, Chung-Hee
    • Journal of the Korean Chemical Society
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    • v.9 no.2
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    • pp.88-95
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    • 1965
  • The exo adduct between furfuryl derivatives (furan, furfuryl acetate and furfuryl alcohol) and maleic anhydride were prepared in the presence of ethyl ether. The bromination of the exo adduct of each derivatives gave a monobromolactone and dibromoacid when the reaction was done in the presence of water. The formation of the bromolactone was proved to be dependent to the carboxylic participation to the incipient rearranged carbonium ion of a classical type, and the participation was sterically hindered by the steric structure of the substituents. The bromination of the furan-maleic anhydride adduct in the presence of organic solvent $(CCl_4,\;CH_2Cl_2)$ gave the dibromide, whereas the photochlorination of the same adduct in the presence of carbon tetrachloride gave the tetrachloride. The procedure of the preparation and the reaction path of the halogenation were described.

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Preparation and Characterization of PVA/PSSA-MA Electrolyte Membranes Containing Silica Compounds for Fuel Cell Application (실리카 화합물을 함유한 PVA/PSSA-MA 전해질 막의 제조 및 특성과 연료전지로의 응용)

  • Byun, Hong-Sik;Kim, Dae-Hoon;Lee, Byung-Seong;Lee, Bo-Sung;Yoon, Seok-Won;Rhim, Ji-Won
    • Membrane Journal
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    • v.18 no.4
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    • pp.336-344
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    • 2008
  • This manuscript deals with the investigation of the possibility of the crosslinked poly(vinyl alcohol) membranes with both poly(styrene sulfonic acid-co-maleic acid) and 3-(trihydroxysilyl)-1-propanesulfonic acid (THS-PSA) for the fuel cell application. The studies were focused on the characterization of the resulting membranes through water content, thermal gravimetric analysis, ion exchange capacity, ion conductivity and methanol permeability measurements and then compared with the existing Nafion membrane. Typically, the ion conductivity lied in the range of $10^{-3}$ to $10^{-2}\;S/cm$ while the methanol permeability showed the range of $10^{-6}$ to $10^{-8}\;cm^2/s$.

Effect of Ion Exchange Capacity on Salt Removal Rate in Membrane Capacitive Deionization Process (이온교환용량이 막 결합형 축전식 탈염공정에서 염 제거율에 미치는 영향)

  • Yun, Won Seob;Cheong, Seong Ihl;Rhim, Ji Won
    • Membrane Journal
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    • v.28 no.5
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    • pp.332-339
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    • 2018
  • In order to investigate the effect of ion exchange capacity of ion exchange membranes on the salt removal efficiency in the membrane capacitive deionization process, sulfosuccinic acid (SSA) as the cross linking agent was added to poly(vinyl alcohol)(PVA) and sulfonic acid-co-maleic acid (PSSA_MA) was put into PVA at different concentrations of 10, 50 and 90 wt% relative to PVA. As the content of PSSA_MA increased, the water content and ion exchange capacity increased and the salt removal efficiency was also increased in the membrane capacitive deionization process. The highest salt removal efficiency was 65.5% at 100 mg/L NaCl feed at a flow rate, 15 mL/min and adsorption, 1.4 V/5 min for PSSA_MA 90 wt%.

Preparation of Composite Membranes Via PVA/PAM Solution Coating onto Hydrophilized PVDF Hollow Fiber Membrane and Their Pervaporation Separation of Water-ethanol Mixture (PVDF 중공사막의 표면친수화 후 PVA/PAM 용액의 코팅을 통한 복합막제조와 이의 물-에탄올계의 투과증발 분리)

  • Kim, Ji Seon;Park, Chae Young;Park, Hun Whee;Seo, Chang Hee;Rhim, Ji Won
    • Membrane Journal
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    • v.23 no.4
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    • pp.312-318
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    • 2013
  • Poly vinylidene fluoride (PVDF) hollow fiber membranes were hydrophilized using polyethylenimine (PEI) and p-xylylene dichloride (XDC), and poly(vinyl alcohol) (PVA) and poly (acrylic acid -co- maleic acid) (PAM) mixed solutions by varying the concentration of PAM were coated onto PVDF membrane surface. The surface coating was verified by the observation of scanning electron microscope (SEM) and the permselective characteristcs of the resulting composite membranes were tested for 90 wt% aqueous ethanol solution by the pervaporation technique. The effects of the corsslinking agent concentraion, the temperature of feed solution, and the reaction temperature on the flux and separation factors were measured. Typically, the flux, $1,480g/m^2hr$ at the reaction temperature $100^{\circ}C$, PAM 3 wt%, feed temperature $70^{\circ}C$ was obtained, on the other hand, for the separation factor, ${\alpha}_{W/E}=82$ at the conditions of the reaction temperature $100^{\circ}C$, PAM 15 wt% and feed temperature $25^{\circ}C$ was shown.

Blend Films of Poly(acrylic acid-co-maleic acid) with Poly(vinyl alcohol) (I) : Thermo-mechanical Properties and Gas Permeability (폴리(비닐 알코올)과 폴리(아크릴산-말레산) 공중합체의 블렌드 필름 (I) : 열적-기계적 성질 및 가스 투과도)

  • Ham Shin-Kyun;Jung Min-Hye;Chang Jin-Hae
    • Polymer(Korea)
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    • v.30 no.4
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    • pp.298-304
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    • 2006
  • Blends of poly (acrylic acid-co-maleic acid)(PAM) with poly (vinyl alcohol)(PVA) were obtained by solution blending. The blends were solvent-on to a film to examine thermo-mechanical properties and gas permeability. The transition temperatures $(T_g\;and\;T_m)$ of the blends remained constant regardless of PAM contents. However, the values of enthalpy changes corresponding to melting transition $({\Delta}H_m)$ and initial degradation temperature $({T_D}^i)$ were decreased with increasing PAM content. The values of ultimate strength and initial modulus gave the maximum value at the 12 wt% PAM then decreased with further increase of PAM content up to 15 wt%. To measure the gas permeability of the PVA/PAM blend films, the PVA blend solutions were coated onto both biaxially oriented propylene (BOPP) and poly (ethylene terephthalate)(PET) films. The oxygen transmission rate $(O_2\;TR)$ permeability values mono- tonically decreased with increasing PAM content. However, moisture vapor transmission rate was not affected by PAM content.

A SCANNING ELECTRON MICROSCOPIC STUDY OF BONDING ASPECTS TO THE SCLEROTIC DENTIN (경화된 상아질의 접합 양상에 관한 주사전자현미경적 연구)

  • Lee, Rin;Lee, Hyeong-Il;Lee, Kwang-Won;Son, Ho-Hyun
    • Restorative Dentistry and Endodontics
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    • v.22 no.1
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    • pp.228-243
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    • 1997
  • The changes of microstructures, morphology of sclerotic dentin and bonding aspects generated by an adhesive resin was investigated. Incisors and premolars showing natural cervical abrasions were collected and conditioned with 10 % phosphoric acid or 10 % maleic acid. The sclerotic dentin specimens were then rinsed and blot-dried and applied with dentin adhesive (All Bond 2) to the conditioned dentin surface. To examine the morphologic change of the sclerotic dentin specimen after etching and bonding procedure, the treated specimens were examined by SEM. To analyze the chemical composition of sclerotic dentin and crystals occluding dentinal tubules, the sclerotic dentin specimen was powdered and examined with X-ray Diffractometer. To investigate the Ca/P weight percent ratio within the dentinal tubules, the sclerotic dentin specimen was fractured perpendicularly to the long axis of the tooth from the center of cervical abrasion lesion and then examined with EDX(Energy Dispersive X-ray) microanalyzer. The results were as follows : 1. The increased width of peritubular dentin and the depositions of the irregular amorphous materials within the dentinal tubules were showed in the sclerotic dentin specimens. 2. After the treatment of sclerotic dentin specimen with 10 % phosphoric acid or 10 % maleic acid, the lateral side of tubules rather than cross-sectional tubule openings was showed exclusively at the incisal and gingival incline of the specimens. 3. After the treatment of sclerotic dentin specimen with 10 % phosphoric acid or 10 % maleic acid, the hybrid layer was not formed evidently and the resin tag was not formed or shortly penetrated into the tubules with the thinner diameter. 4. According to the results of XRD analysis of the sclerotic dentin specimen, Hydroxyapatite and Octacalcium phosphate were predominent, however, Whitlockite crystals were rare. 5. The mean Ca/P weight percent ratio analysed from 5 fractured sclerotic dentin specimens was $2.322{\pm}0.170$ at the intertubular dentin, $1.826{\pm}0.051$ within the dentinal tubule.

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THE SEM STUDY ABOUT THE MORPHOLOGICAL CHANGES OF THE DENTINAL SURFACE IRRADIATED WITH Nd : YAG LASER (Nd : YAG 레이저를 조사한 상아질 표면변화에 관한 주사전자현미경적 연구)

  • Lim, Sung-Sam;Yoon, Soo-Han;Park, Dong-Sung
    • Restorative Dentistry and Endodontics
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    • v.22 no.1
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    • pp.479-489
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    • 1997
  • The purpose of this study was to evaluate the effect of the Nd : YAG laser on the tooth hypersensitivity by the observation of the morphological changes of the dentinal surface irradiated with Nd : YAG laser by use of SEM. In 40 mandibular and maxillary molars without any carious lesion or restoration, severe attrition and abrasion, Enamel was removed with fine grit diamond bur and exposed dentinal surfaces were polished with Soflex discs. In control group (10 teeth), exposed dentinal surfaces were acid-etched with 10 % Maleic acid for 15 seconds. In the experimental group 1 (10 teeth), acid-etched dentinal surfaces with 10% Maleic acid were prepared by Nd : YAG laser (6 watts power, 1 psi water, 18 psi air) for 2 minutes. In the experimental group 2 (10 teeth), exposed dentinal surfaces were irradiated with Nd: YAG laser (10 watts power, 3 psi water, 10 psi air) until the painted black stains on the dentinal surfaces were completely removed. In the experimental group 3 (10 teeth). dentinal surfaces were prepared with Nd : YAG laser (6 watts power, 1 psi water, 18 psi air) until the painted black stanins on them were completely removed and then the irradiated dentinal surfaces were acid-etched with 10 % Maleic acid for 15 seconds. The specimens were routinely processed and observed with scanning electron microscope. The results were as follows : 1. In the irradiated dentinal surfaces, the characteristics of the melting and recrystalization on the dentinal surfaces were observed. Compared with the results in the control group, we could observe that in the irradiated dentinal surfaces, the aperture of the dentinal tubules were reduced and there were more debris obstructing the dentinal tubules. 2. In the irradiated dentinal surfaces, crater structures were commonly present and in the crater bottoms, there were a lot of bead like melted dentin structures, which had the ruptured opening in the center of them. 3. The melted dentins and cracks in the smear layer were less frequently observed in the irradiated dentinal surfaces using copious cooling water than in the irradiated dentinal surfaces using scare cooling water.

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Preparation of Ion Exchange Membranes for Fuel Cell Based on Crosslinked Poly(vinyl alcohol) with Poly(acrylic acid-co-maleic acid)

  • Kim, Dae-Sik;Park, Ho-Bum;Lee, Chang-Hyun;Lee, Young-Moo;Moon, Go-Young;Nam, Sang-Yong;Hwang, Ho-Sang;Yun, Tae-II;Rhim, Ji-Won
    • Macromolecular Research
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    • v.13 no.4
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    • pp.314-320
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    • 2005
  • Crosslinked poly(vinyl alcohol) (PVA) membranes were prepared at various crosslinking temperatures using poly(acrylic acid-co-maleic acid) (PAM) containing different PAM contents. The thermal properties of these PVA/PAM membranes prepared at various reaction temperatures were characterized using differential scanning calorimetry (DSC). The proton conductivity and methanol permeability of PVA/PAM membranes were then investigated as PAM content was varied from 3 to 13 wt%. It was found that the proton and methanol transport were dependent on PAM content in their function both as crosslinking agent and as donor of hydrophilic -COOH groups. Both these properties decreased monotonously with increasing PAM concentration. The proton conductivities of these PVA/PAM membranes were in the range from $10^{-3}\;to\;10^{-2}S/cm$ and the methanol permeabilities from $10^{-7}\;to\;10^{-6}cm^{2}/sec$. In addition, the effect of operating temperature up to $80^{\circ}C$ on ion conductivity was examined for three selected membranes: 7, 9 and 11 wt% PAM membranes. Ion conductivity increased with increasing operating temperature and showed and S/cm at $80^{\circ}C$, respectively. The effects of crosslinking and ionomer group concentration were also examined in terms of water content, ion exchange capacity (IEC), and fixed ion concentration. In addition, the number of water molecules per ionomer site was calculated using both water contents and IEC values. With overall consideration for all the properties measured in this study, $7{\sim}9\;wt%$ PAM membrane prepared at $140^{\circ}C$ exhibited the best performance. These characteristics of PVA/PAM membranes are desirable in applications related to the direct methanol fuel cell (DMFC).