• Title/Summary/Keyword: Polyphosphoric acid

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Preparation, Characterization and First Application of Alumina Supported Polyphosphoric Acid (PPA/Al2O3) as a Reusable Catalyst for the Synthesis of 14-Aryl-14H-dibenzo[a, j]xanthenes

  • Norouzi, Haniyeh;Davoodnia, Abolghasem;Bakavoli, Mehdi;Zeinali-Dastmalbaf, Mohsen;Tavakoli-Hoseini, Niloofar;Ebrahimi, Mahmoud
    • Bulletin of the Korean Chemical Society
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    • v.32 no.7
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    • pp.2311-2315
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    • 2011
  • Alumina supported polyphosphoric acid (PPA/$Al_2O_3$) was successfully prepared by impregnation of alumina support by polyphosphoric acid and characterized using FT-IR spectroscopy, the $N_2$ adsorption/desorption analysis (BET), thermal analysis (TG/DTG), and X-ray diffraction (XRD) techniques. The catalytic behavior of this new solid acid supported heterogeneous catalyst was checked in the synthesis of 14-aryl-14H-dibenzo[a, j]xanthenes by cyclocondensation reaction of ${\beta}$-naphthol and aryl aldehydes under solvent-free conditions. The results showed that the novel catalyst has high activity and the desired products were obtained in very short reaction times with high yields. Moreover, the catalyst can be easily recovered by filtration and reused at least three times with only slight reduction in its catalytic activity.

Synthetic Studies on Fused Nitrogen-heterocycles from N-Amino-N,N $^\prime$-dihydrodiazinediones (I). Condensation of N-Amino-N,N $^\prime$-dihydrodiazinediones with 1,3-Dicarbonyl Compounds

  • Shin, Sung-Chul;Lee, Youn-Young
    • Bulletin of the Korean Chemical Society
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    • v.9 no.6
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    • pp.359-362
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    • 1988
  • The condensation of 1-amino-1,2-dihydro-3,6-pyridazinedione (1) and 2-amino-2,3-dihydro-1,4-phthalazinedione (2) with 1,3-diketones or 1,3-dialdehydes in polyphosphoric acid gave 6,9-dihydro-6,9-dioxopyridazino [1,2-a][1,2,3]triazines (3-6) and 6,11-dihydro-6,11-dioxo[1,2,3]triazino[1,2-b]phtha lazines (7-10), respectively. The condensation of 2 with 2,4-pentanedione in acetic acid gave N-alkylidene intermediate (11), which was cyclized to 9 by treatment with polyphosphoric acid.

Silica Gel-Supported Polyphosphoric Acid (PPA-SiO2) Catalyzed One-Pot Multi-Component Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and -thiones: An Efficient Method for the Biginelli Reaction

  • Zeinali-Dastmalbaf, Mohsen;Davoodnia, Abolghasem;Heravi, Majid M.;Tavakoli-Hoseini, Niloofar;Khojastehnezhad, Amir;Zamani, Hassan Ali
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.656-658
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    • 2011
  • A green and efficient method for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and -thiones through one-pot three-component reaction of ethyl acetoacetate, an aryl aldehyde, and urea or thiourea in acetonitrile using silica gel-supported polyphosphoric acid (PPA-$SiO_2$) as catalyst is described. Compared to the classical Biginelli reaction conditions, the present methodology offers several advantages such as high yields, relatively short reaction times, mild reaction condition and a recyclable catalyst with a very easy work up.

Synthesis of 5,6-difluoro-2-aminoindan.HCI (5,6-디플루오르 -2-아미노인단.염산염의 합성)

  • 마은숙
    • YAKHAK HOEJI
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    • v.43 no.6
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    • pp.751-755
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    • 1999
  • 3,4-Difluoroamphetamine.HCI and 5,6-difluoro-2-aminoindan.HCI were synthesized as serotonergic agents. 3,4-Difluorobenzaldehyde was condensed with nitroethane and reduced with $LiAlH_4$ to obtain 3,4-difluoroamphetamine. And 5,6-difluoro-2-aminoidan.HCI was synthesizd through reactions of condensation with malonic acid, 10% Pd-C reduction, cyclization with polyphosphoric acid, oximation and catalytic hydrogenation.

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Synthesis and Characterization of Fluorinated Polybenzimidazole Proton Exchange Membranes for Fuel Cell (연료전지용 불소화 폴리벤즈이미다졸 양성자 교환 멤브레인 합성 및 특성평가)

  • KIM, AE RHAN
    • Transactions of the Korean hydrogen and new energy society
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    • v.28 no.1
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    • pp.24-29
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    • 2017
  • A fluorinated polybenzimidazole (FPBI) was synthesized from 3,3-diaminobenzidine (DAB) of tetraamine, 2,2-bis(4-carboxyphenyl)hexafluoropropane of aromatic biscarboxylic acid, and 4,4-sulfonyldibenzoic acid of aromatic biscarboxylic acid in polyphosphoric acid (PPA). A FPBI was easily cast and made into clear films. The structure of condensation polymers and corresponding membranes were analyzed using GPC (gel permeation chromatography), $^1H$-NMR ($^1H$ nuclear magnetic resonance) and FT-IR (fourier transform infrared). TGA (thermogravimetric analysis) analysis showed that the prepared membranes were thermally stable, so that elevated temperature fuel cell operation would be possible. The proton conductivity of the FPBI membranes increased with increasing temperatures in the polymer. A FPBI membrane has a maximum ion conductivity of 45 mS/cm at $90^{\circ}C$ and 100% relative humidity.

The development of membranes for high temperature PEMFC

  • Lee, Doo-Yeon;Sun, Hee-Young;Cho, Chung-Kun;Lee, Myung-Jin;Seung, Do-Young
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.184-184
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    • 2006
  • We have succeeded in the preparation of high molecular weight polybenzimidazoles by solution polycondensation of 3,3'-diaminobenzidine tetrahydrochloride with isophthalic acid, terephthalic acid, or with their derivatives using polyphosphoric acid both as solvent and as condensing agent. Also, we modified phosphoric acid into fluoroalkyl-phosphonic acids[F-PA]. The main reasons are as follows, first of all F-PAs are stronger acids than PA and alkylphosphonic acids which should promote proton hopping and transport. In addition, F-PA has weaker adsorption onto Pt which help to prevent electrocatalyst poisoning and promote higher oxygen reduction activity. The ionic conductivity of 85%-H3PO4 doped membranes show $10^{-2}\;Scm^{-1}\;to\;3{\times}10^{-2}\;Scm^{-1}\;at\;150^{\circ}C$ MEA with 2 %-added electrolyte shows slightly higher cell voltage than the others.

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Beckmann Rearrangements of 1-Indanone Oxime Derivatives Using Aluminum Chloride and Mechanistic Considerations

  • Lee, Byeong Se;Chu, So Yeong;Lee, In Yeong;Lee, Bon Su;Song, Jung Ui;Ji, Dae Yun
    • Bulletin of the Korean Chemical Society
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    • v.21 no.9
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    • pp.860-866
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    • 2000
  • Hydrocarbostyril, which is a key intermediate in our new synthetic route to 6-nitroquipazine, can be prepared from 1-indanone oxime by Beckmann rearrangement. We have optimized the reaction by using a Lewis acid, aluminum chloride,in the yield of 91% instead of common acids such as polyphosphoric acid,and sulfuric acid used in conventional Beckmann rearrangement (20% in the literature, 10% in our experiment).The optimized condition is established by usingthree equivalents of aluminum chloride in CH2Cl2 at -40 $^{\circ}C$ - room tempera-turefor 40 min. We have applied this condition to other 1-indanone derivatives, such as 4-methyl-, 4-methoxy-, 4-nitro and 6-nitro-1-indanones. The mechanism ofthis BR has been proposed on the basis of the effect of tem-perature and substituenton product ratio, with the aid of PM3 calculation for a model system.

New Thiazolo[3,2-b][1,2,4]triazole Derivatives : Useful Compounds for the Preparation of 7-Substituted Cephalosporins

  • Nam, Ghil-Soo;Lee, Jae-Chul;Chi, Dae-Yoon;Kim, Joong-Hyup
    • Bulletin of the Korean Chemical Society
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    • v.11 no.5
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    • pp.383-386
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    • 1990
  • We have synthesized several bicyclic heteroaromatic compounds with bridgehead nitrogen from N-amine salts of heteroaromatic amines. 2-Amino and 2-unsubstituted thiazolo[3,2-b][l,2,4]triazole derivatives 2a-b were prepared by the cyclization reaction from N-amine salts of aminothiazole-5-yl(N-methoxyimino)acetate with cyanogen bromide and formamidine acetic acid salt, respectively. 2-Methylthiazolo[3,2-b][1,2,4]triazole 2c was obtained from N-acetylated N-amine salt of aminothiazole-5-yl(N-methoxyimino)acetate by the cyclization reaction in the presence of polyphosphoric acid (PPA). 2-Substituted and 2-unsubstituted thiazole[3,2-b][1,2,4]triazole derivatives 2a-c were coupled with 7-aminocephalosporanic acid (7-ACA). Coupled cephalosporin derivatives 1a-c did not have good antibacterial activities in vitro.

Calcium Phosphate Bone Cement Based on Wet Prepared Dicalcium Phosphate

  • Chang, Myung Chul
    • Journal of the Korean Ceramic Society
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    • v.55 no.5
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    • pp.480-491
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    • 2018
  • Calcium phosphates (CaP) were prepared by a wet chemical method. Micro-crystalline dicalcium phosphate (DCPD) was precipitated at $37^{\circ}C$ and pH 5.0 using $Ca(OH)_2$ and $H_3PO_4$. The precipitated DCPD solution was kept at $37^{\circ}C$ for 96 h. Artificial bone cement was composed of DCPD, $Ca(H_2PO_4)_2{\cdot}H_2O$ (MCPM), and $CaSO_4{\cdot}1/2H_2O$, $H_2O$ and aqueous poly-phosphoric acid solution. The wet prepared CaP powder was used as a matrix for the bone cement recipe. With the addition of aqueous poly-phosphoric acid, the cement hardening reaction was started and the CaP bone cement blocks were fabricated for the mechanical strength measurement. For the tested blocks, the mechanical strength was measured using a universal testing machine, and the microstructure phase analysis was done by field emission scanning electron microscopy and X-ray diffraction. The cement hardening reaction occurred through the decomposition and recrystallization of MCPM and $CaSO_4{\cdot}1/2H_2O$ added on the surface of the wet prepared CaP, and this resulted in grain growth in the bone cement block.

Linear and Hyperbranched Polymers via Electrophilic Substitution Reaction in Polyphosphoric $Acid/P_{2}O_{5}$

  • Choi, Ja-Young;Jeon, In-Yeop;Tan, Loon-Seng;Baek, Jong-Beom
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.195-195
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    • 2006
  • A superior electrophilic substitution reaction medium that is non-toxic, relatively less corrosive, and non-volatile electrophilic substitution reaction to afford high molecular weight linear and hyperbranched polyetherketones (PEK' s) was developed. The system has very strong driving force to give extra ordinary high molecular weight linear and hyperbranched PEK' s. The reaction medium was further extended to prepare various types of copolymers and covalently grafted polymers onto carbon nanotube (CNT) or carbon nanofiber (CNF). By using characteristic hydrophilic nature of the reaction medium, hyperbranched PEK' s could be synthesized from commercially available $A_3\;+\;B_2$ monomers without network formation via selective solubility of the monomers.

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