• Bulletin of the Korean Chemical Society
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• v.33 no.12
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• pp.4007-4014
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• 2012

Efficient synthetic route to novel 4'-fluorinated 5'-deoxythreosyl phosphonic acid nucleosides was described from glyceraldehyde using Horner-Emmons reaction in the presence of triethyl ${\alpha}$-fluorophosphonoacetate. Glycosylation reaction of nucleosidic bases with glycosly donor 14 gave the nucleosides which were further phosphonated and hydrolyzed to reach desired nucleoside analogues. Synthesized nucleoside analogues 18, 21, 25 and 28 were tested for anti-HIV activity as well as cytotoxicity. Adenine derivatives 18 and 21 showed significant anti-HIV activity up to $100{\mu}M$.

• Proceedings of the Korean Society of Tribologists and Lubrication Engineers Conference
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• 2002.10b
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• pp.269-270
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• 2002

Antiwear(AW) properties of phoshphonic acid derivatives for trimethylolpropane (TMP) esters were investigated under boundary conditions. AW effect of dialkyl phosphonates depends on polarity of base fluid. They provide good AW performance in less polar TMP esters, whereas their AW effect is not sufficient in polar TMP esters. Amine salts of phosphonic acid were developed as new AW additiνe system for TMP esters. They provide excellent AW performance even in polar TMP esters.

• Fire Science and Engineering
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• v.28 no.4
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• pp.57-63
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• 2014

This study was performed to test the combustive properties of Medium Density Fibreboard (MDF) specimens treated with piperazinomethyl-bis-phosphonic acid (PIPEABP), methylpiperazinomethyl-bis-phosphonic acid (MPIPEABP), and N,N-dimethylethylenediaminomethyl-bis-phosphonic acid (MDEDAP). MDF Plates were painted in three times with 15 wt% solution of the alkylenediaminoalkyl-bis-phosphonic acids at the room temperature, respectively. After drying specimen treated with chemicals, combustive properties were examined by the cone calorimeter (ISO 5660-1). It was indicated that the specimens treated with chemicals showed the later time to peak mass loss rate ($TMLR_{peak}$) = (340475) s than that of virgin plate by reducing the burning rate. In adition, the specimens treated with chemicals showed the higher $CO_{mean}$ production (0.0883~0.0963) kg/kg than that of virgin plate. Especially, the specimens treated with chemicals showed the higher mean smoke extinction area ($SEA_{mean}$) ($5m^2/kg{\sim}21.5m^2/kg$) than that of virgin plate. Thus, It is supposed that the combustion-retardation properties were improved by the partial due to the treated alkylenediaminoalkyl-bis-phosphonic acids in the virgin MDF Plate. However, It gave a negative effect on smoke reduction.

• Bulletin of the Korean Chemical Society
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• v.32 no.2
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• pp.411-416
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• 2011

Steric and electronic parameters of 4'-substituents play significant roles in steering the conformation of nucleoside analogues. In order to investigate the relationship of 4'-group with antiviral enhancement, novel 4'-hydroxymethyl-5'-norcarbocyclic adenosine phosphonic acid analogues were designed and synthesized from 2,2-dimethyl-1,3-dioxolane-4-ethanol (5) using reiterative Grignard addition and ring-closing metathesis (RCM) as key reactions. The synthesized adenosine phosphonic acids analogues (22) and (23) were subjected to antiviral screening against HIV-1. Compound (23) exhibited moderate anti-HIV activity ($EC_50$ = 8.61 ${\mu}M$) in the CEM cell line.

• Bulletin of the Korean Chemical Society
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• v.31 no.4
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• pp.915-920
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• 2010

A novel 2',4'-dimethyl carbocyclic adenosine 5'-phosphonic acid analogue (20) was prepared using acyclic stereoselective route from commercially available 4-hydroxybutan-2-one (4). To improve cellular permeability and enhance the anti-HCV activity of this phosphonic acid, a 3',5'-cyclic SATE phosphonodiester nucleoside prodrug (22) was prepared. The synthesized phosphonic nucleoside analogues, (20) and (22), were assayed for their ability to inhibit HCV RNA replication in a subgenomic replicon Huh7 cell line.

• Fire Science and Engineering
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• v.27 no.6
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• pp.57-63
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• 2013

This study was performed to test the combustive properties of Pinus rigida specimens treated with piperazinomethyl-bis-phosphonic acid (PIPEABP), methylpiperazinomethyl-bis-phosphonic acid (MPIPEABP), and N,N-dimethylethylene-diaminomethyl-bis-phosphonic acid (MDEDAP). Pinus rigida Plates were painted in three times with 15 wt% alkylenedi-aminoalkyl-bis-phosphonic acid solutions at the room temperature. After drying specimen treated with chemicals, combustive properties were examined by the cone calorimeter (ISO 5660-1). It was indicated that the specimens treated with chemicals showed the later time to peak mass loss rate ($TMLR_{peak}$) = (315~420) s than that of virgin plate by reduc-ing the burning rate except for $TPMR_{peak}$ (280 s) treated with DMDAP. In adition, the specimens treated with chemicals showed both the higher total smoke release rate (TSRR) (407.3~902.0) $m^2/m^2$ and $CO_{mean}$ production (407.3~902.0) $m^2/m^2$ than those of virgin plate. Especially, for the specimens treated with PIPEABP, 1st-smoke production rate (1st-SPR) (0.1250~0.1297) g/s was lower than that of virgin plate, while the 2nd-SPR (0.183 g/s) was higher. Thus, It is supposed that the combustion-retardation properties were improved by the partial due to the treated alkylenediaminoalkyl-bis-phos-phonic acids in the virgin Pinus rigida.

• Macromolecular Research
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• v.15 no.6
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• pp.587-594
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• 2007

Well defined amphiphilic diblock copolymers of poly(styrene-b-vinylbenzylphosphonic acid) (PS-b-PVBPA) were prepared by controlled radical polymerization technique, two-step hydrolysis reactions using trime-thylsilyl bromide from the corresponding phosphonic ethyl ester. By indirect, backward pH titration of the block copolymer, a good titration curve of a dibasic acid was observed. The IEC values obtained from both backward pH titration and volumetric back titration were almost identical. Thermal gravimetric analysis (TGA) of the phosphonic acid containing block copolymer showed a high thermal stability up to $400^{\circ}C$.

• Applied Chemistry for Engineering
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• v.23 no.6
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• pp.583-587
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• 2012

Six kinds of new aminoalkyl phosphonic acid or aminoalkyl phosphinic acid derivatives with mono-dialkylamino, or di-dialkylamino functional groups in the molecule were synthesized and their smoke densities were tested. The aminoalkyl phposphonic acid or aminoalkyl phosphinic acid derivatives were synthesized with quantitative yields of 90~98.6% by one step reaction of the phosphorus acid or hypo phosphorous acid with amine and aldehyde. The smoke density was measured by the ASTM E 662 method. Values of the smoke density were obtained from 224.5 to 256.6. The smoke density of the compounds with two aminoalkyl structures decreased more than that of compounds with one aminoalkyl structure. In addition, there was no correlation between the smoke density and the number of carbon atoms in the alkyl group attached to the amino group.

• Journal of the Korean Chemical Society
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• v.17 no.2
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• pp.136-141
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• 1973

DL-1-aminobutylphosphonic acid was synthesized from the pentanoic acid which was prepared from the butyl alcohol, by the modified Curtius reaction. DL-2-amino-2-carboxyethylphosphonic acid was also synthesized from the pyruvic acid was also synthesized from the pyruvic acid. Four previously unreported N-acylated derivatives were prepared according to the modified Schotten-Baumann method. They are as follows; N-acetyl-DL-1-aminobutylphosphonic acid, N-benzoyl-DL-1-aminobutylphosphonic acid, N-benzoyl-DL-2-amino-2-carboxyethylphosphonic acid, N-p-chlorobenzoyl-DL-2-amino-2-carboxyethylphosphonic acid. The products were identified by the methods of elemental analysis, infrared spectra, ninhydrin test and neutralization equivalent.

• Membrane Journal
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• v.28 no.5
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• pp.368-377
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• 2018

The n-nitrilotris(methylene) phosphonic acid (NTPA) potassium salt was synthesized as a draw solute for forward osmosis. NTPA-4K, NTPA-5K and NTPA-6K were synthesized by varying the content of KOH added to NTPA and confirmed by $^1H$-NMR and $^{13}C$-NMR. The osmotic pressure, viscosity, water flux and reverse salt flux were measured to characterize the draw solute. In the forward osmosis process when distilled water was used as a feed solution and 0.5 M of NTPA-4K, NTPA-5K and NTPA-6K were used as a draw solution, the water flux was 35.8, 38.8 and 42.2 LMH, the reverse salt flux was 5.4, 6.9 and 7.4 gMH, respectively. It was confirmed that the water flux was lower than the conventional NaCl draw solution, but the reverse salt flux was much lower. In order to recover the diluted draw solution, nanofiltration was conducted. The results showed that the draw solute could be retained by above 90%.