• 약학회지
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• 제33권6호
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• pp.361-364
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• 1989

The Synthesis of acyclic derivatives of ribavirin (2'-azido and halo seco derivatives) for the development of new antiviral agents is described. These acyclic nucleosides are synthesized from ribavirin by the method of ring opening reaction of sugar moietry.

• Bulletin of the Korean Chemical Society
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• 제27권12호
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• pp.1981-1984
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• 2006

Novel amphiphilic, thermo-responsive polyaspartamides which showed both LCST (lower critical solution temperature), and sol-gel transition were prepared and characterized. The polyaspartamide derivatives were synthesized from polysuccinimide, the polycondensate of aspartic acid monomer, via successive nucleophilic ring-opening reaction by using dodecylamine and N-isopropylethylenediamine (NIPEDA). At the intermediate composition ranges, the dilute aqueous solution exhibited a thermally responsive phase separation due to the presence of LCST. The phase transition temperature was controllable by changing the content of pendent groups. In addition, a physical gelation, i.e. the sol-gel transition was observed from the concentrated solutions, which was elucidated by dynamic viscoelastic measurements. These novel injectable and thermo-responsive hydrogels have potential for various biomedical applications such as tissue engineering and current drug delivery system.

• 한국군사과학기술학회지
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• 제8권1호
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• pp.69-80
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• 2005

A synthesis of azide-terminated glycidyl azide polymer, GAP-A, was carried out by tosylation and azidation of polyepichlorohydrin(PECH) prepared by cationic ring-opening polymerization. Polyepichlorohydrin was prepared by cationic activated monomer polymerization using ethylene glycol and $BF_3{\cdot}OEt_2$ as an initiator and a catalyst at $\~10^{\circ}C$. Tosylation of polyepichlorohydrin was performed using traditional TsCl/pyridine method and was also carried out using TsCl/amine catalysts to reduce the reaction time significantly. Azidation of tosyl-terminated PECH(OTs-PECH) was performed using $NaN_3$ as an azidation reagent in DMF solvent at high temperature and was unexpectedly completed within 2 hours.

• 한국군사과학기술학회지
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• 제7권2호
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• pp.109-117
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• 2004

We synthesized energetic prepolymer(2-nitrato ethyl oxirane, NEO) for plastic-bonded explosive and measured its thermodynamic parameters. 2-Nitrato ethyl oxirane(NEO) as a monomer was synthesized from 4-butene-ol, the first-step was preparation of 1-nitrate-3-butene and second-step was synthesized 2-nitrate-ethyl oxirane from 1nitrate-3-butene and then polymerized by cationic ring opening polymerization. The unreacted monomer concentration was measured by GC. The thermodynamic parameters were obtained from the ceiling temperature(Tc) values of 1 mole monomer at each reaction temperature. We varied feed rate of monomer, concentration of initiator and monomer to control molecular weight and polydispersity of perpolymer(NEO). Number average molecular weight(Mn), polydispersity(PD), and glass transition temperature(Tg), viscosity of prepolymer(NEO) were 2000, 1.07, $-55^{\circ}C$ and 300 poise respectively.

• Bulletin of the Korean Chemical Society
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• 제31권4호
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• pp.840-844
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• 2010

The new MPV type reagent, Al-methanesulfonyldiisobutylalane ($DIBAO_3SCH_3$), has been prepared and its reducing characteristics in the reduction of selected organic compounds containing representative functional groups have been examined in order to find out a new reducing system with high selectivity in organic synthesis. In general, the reagent is extremely mild, showing only reactivity toward aldehydes, ketones and epoxides. The reagent exhibits a unique reducing applicability in organic synthesis. Thus, the reagent can achieve a clean 1,2-reduction of $\alpha,\beta$-unsaturated aldehydes and ketones to produce the corresponding allylic alcohols in 100% purity. In addition, the reagent shows an excellent regioselectivity in the ring-opening reaction of epoxides. Finally, $DIBAO_3SCH_3$ shows a high stereoselectivity in the reduction of cyclic ketones to produce the thermodynamically more stable epimers exclusively.

• Bulletin of the Korean Chemical Society
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• 제19권6호
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• pp.680-685
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• 1998

Two kinds of new aliphatic diols were synthesized by the ring-opening reaction of lactide and glycolide with 1,4-butanediol, a difunctional initiator, in the presence of stannous octoate. The resulting aliphatic diols were melt-polymerized with D-tartaric acid at 150 ℃ to produce new crosslinkable polyesters. They were reacted with hexamethylene diisocyanate in THF at 65 ℃ in a teflon mold for 24 h to prepare sequentially ordered crosslinked polyesters (BD/LT/GL/D-tartarate). Degradation of the prepared yellow crosslinked films was carried out in a buffer solution in order to examine the effect of time, pH, temperature and crosslinking degree on their degradation rate and mechanism. The rate of degradation increased with an increase in pH and temperature, but it decreased with increasing degree of crosslinkage incorporated into the crosslinked polyesters. We also found that the crosslinked polymers were converted into the acidic compounds such as lactic, glycolic, and D-tartaric acids during the degradation.

• Macromolecular Research
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• 제17권5호
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• pp.346-351
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• 2009

$TiCl(O-i-Pr)_3/SiO_2$ and $Ti(O-i-Pr)_4/SiO_2$ were prepared by immobilizing chlorotitanium (IV) isopropoxide ($TiCl(O-i-Pr)_3$) and titanium (IV) isopropoxide ($Ti(O-i-Pr)_4$), to pretreated silica. The effect of the polymerization reaction conditions on the catalytic activity and characteristics of the resulting PLA were investigated. The catalytic conversion, molecular weight and polydispersity index (PDI) of the PLA produced on the titanium alkoxide supported catalysts increased proportionally with the reaction temperature. When the PLA was synthesized in bulk polymerization, the PLA produced with the supported catalysts had higher molecular weight than those with homogeneous catalysts. The melting temperature of the polymer produced with silica supported alkoxide catalysts was approximately $170-180^{\circ}C$.

• Bulletin of the Korean Chemical Society
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• 제29권1호
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• pp.51-56
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• 2008

The regioselective ring opening of epoxides using elemental iodine and bromine in the presence of methimazole (MMI, a anti-thyroid drug) and its metabolite methimazole-disulfide as new catalysts are studied. MMI easily converted in vitro to MMI-disulfide without any double activation presented in vivo. FT-Raman and UV spectroscopies are used to study the interaction of iodine with these catalysts. The results indicate that both catalysts are efficient in polyiodide formation, but MMI-disulfide can catalyze this reaction in higher yield and regioselectivity. The complex [(MMI-disulfide)I]+.I3- is considered to be formed initially which could be bulkier by addition of excess of iodine in the course of the reaction. These bulky nucleophiles have a fundamental role in the high regioselectivity by attacking the less sterically hindered epoxide carbon. In this study we suggest that MMI is readily converted to MMI-disulfide by interaction with iodine or activated iodine in thyroid gland, and this process is responsible for high anti-thyroid activity of MMI.

• 대한화학회지
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• 제53권3호
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• pp.340-344
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• 2009

Phosphonitrillic chroride cyclic trimer 화합물을 $200{\sim}300\;{^{\circ}C}$ 하에 개환중합하여 선상 고분자를 얻 은 후 Grignard 시약 ($CH_2$=CH-MgBr)을 천천히 가하여 vinyl 기를 포함하는 polyphosphazene을 합성하였 으며, 이 폴리머를 HEMA(2-hydroxyethyl methacrylate)와 반응시켜 HEMA/vinyl-substituted polyphosphazene 을 얻었다. 이 고분자를 AIBN (azobisisobutyronitrile) 개시제 존재 하에서 교차결합제로 EGDMA(ethylene glycol dimethacrylate) 그리고 NVP (N-vinyl-pyrrolidone)을 혼합하여 공중합 시켰다. 얻어진 공중합체에 대한 측정 결과 산소투과율 (Dk/t)은 88로 측정되었으며, 함수율은 30.89% 그리고 가시광선 투과율은 87%로 나타났다. 이 자료로부터 이 공중합체가 우수한 콘택트렌즈 재료임을 발견하였다.

• 공업화학
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• 제26권2호
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• pp.132-137
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• 2015

BEA형 제올라이트를 알칼리용액으로 처리하여 결정구조 내에 메조세공이 형성되도록 제조하고, 세공 내에 균일계 키랄 Co(III) 살렌을 고정화시켰다. 메조세공 BEA-제올라이트에 고정화된 이핵형 Co-$GaCl_3$ 살렌 촉매는 말단 에폭사이드의 산소고리를 카르복실산으로 여는 키랄 반응에 대하여 높은 활성을 나타내었다. 이 반응을 통하여 라세믹 에폭사이드로부터 다양한 모노 에스테르 유도체를 중간 정도의 광학선택도(47~69 ee%)로 합성할 수 있었다. 키랄(S)-ECH를 반응물로 사용하면, 이들은 키랄 살렌 촉매 존재하에서 카르복시 산에 의하여 에폭사이드의 링이 광학선택적으로 열리며, 생성된 화합물을 염기용액에서 탈염산 처리하면 다시 에폭사이드 링이 형성되면서 광학순도가 매우 높은 모노에스터 에폭사이드 (R)-GB (98 ee% 이상)가 얻어졌다. 고정화촉매는 매우 용이하게 제조될 수 있었으며, 특별한 재생처리 없이 여러번 재사용하여도 촉매의 활성이 유지되었다.