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Free Radical-mediated Ring Expansion Reactions:Endocyclic Cleavage of Cyclopropylcarbinyl Radicals
이필호,이병철,이구연,이창희,장숙복,Lee, Pil Ho,Lee, Byeong Cheol,Lee, Gu Yeon,Lee, Chang Hui,Jang, Suk Bok Korean Chemical Society 2000 Bulletin of the Korean Chemical Society Vol.21 No.6
Ring expansion reactions via endocyclic cleavage of cyclopropylcarbinyl radicals derived from the reaction of [1-benzyloxycarbonylbicyclo[n. 1.O]alk-(n+l)-yl] -1-imidazolethiocarboxylates with tributyltin hydride/AIBN proceeded to produce 3-cycloalkenecarboxylates in good yields. Benzyl (5'-phenoxypentyl) -3-cyclohepten-1 -carboxylate was obtained in 33% yield from the reaction of benzyl 5-methylenebicyclo [4. 1.0]- 1-carboxylates with 4-phenoxybutyl iodide under radical conditions. Selective cleavage of endocyclic bond in cyclopropane to the cyclohexane, results from stabilization of the resultant radical by the carbonyl groups, such as the benzyloxycarbonyl group, which lower the transition state energy for the final cyclopropane cleavage in the ring expansion.
51-위상 출력 클록을 가지는 CMOS 위상 고정 루프
이필호,장영찬,Lee, Pil-Ho,Jang, Young-Chan 한국정보통신학회 2014 한국정보통신학회논문지 Vol.18 No.2
본 논문에서는 125 MHz 목표 주파수의 51-위상 출력 클록을 가지는 전하 펌프 위상 고정 루프(PLL)를 제안한다. 제안된 위상 고정 루프는 51-위상 클록을 출력하면서 최대 동작 주파수를 확보하기 위해 세 개의 전압 제어 발진기(VCO)를 사용한다. 17 단의 지연 소자는 각각의 전압 제어 발진기를 구성하며, 51-위상 클록 사이의 위상 오차를 줄이는 저항 평준화 구조는 세 개의 전압 제어 발진기를 결합시킨다. 제안된 위상 고정 루프는 공급전압 1.0 V의 65 nm 1-poly 9-metal CMOS 공정을 사용한다. 동작 주파수 125 MHz에서 시뮬레이션된 출력 클록의 peak-to-peak 지터는 0.82 ps이다. 51-위상 출력 클록의 차동 비선형성(DNL)과 적분 비선형성(INL)은 각각 -0.013/+0.012 LSB와 -0.033/+0.041 LSB이다. 동작 주파수 범위는 15 ~ 210 MHz이다. 구현된 위상 고정 루프의 면적과 전력 소모는 각각 $580{\times}160{\mu}m^2$과 3.48 mW이다. This paper proposes a charge-pump phase-locked loop (PLL) with 51-phase output clock of a 125 MHz target frequency. The proposed PLL uses three voltage controlled oscillators (VCOs) to generate 51-phase clock and increase of maximum operating frequency. The 17 delay-cells consists of each VCO, and a resistor averaging scheme which reduces the phase mismatch among 51-phase clock combines three VCOs. The proposed PLL uses a 65 nm 1-poly 9-metal CMOS process with 1.0 V supply. The simulated peak-to-peak 지터 of output clock is 0.82 ps at an operating frequency of 125 MHz. The differential non-linearity (DNL) and integral non-linearity (INL) of the 51-phase output clock are -0.013/+0.012 LSB and -0.033/+0.041 LSB, respectively. The operating frequency range is 15 to 210 MHz. The area and power consumption of the implemented PLL are $580{\times}160{\mu}m^2$ and 3.48 mW, respectively.
이필호,방극찬,안효순,이구연,Lee, Pil Ho,Bang, Geuk Chan,An, Hyo Sun,Lee, Gu Yeon Korean Chemical Society 2001 Bulletin of the Korean Chemical Society Vol.22 No.12
In situ generated homoallenylindium reagents derived from the reaction of indium with 4-bromo-3-[(tri-methylsilyl) methyl]-1,2-butadiene reacted with a variety of aldehydes in DMF to produce 2-(2-hydroxy-ethyl) homoallenylsilanes at room temperatu re in good to excellent yields. 2- or 3-Hydroxybenzaldehyde that contains labile hydrogen was reacted with homoallenylindium reagent to provide the homoallenylsilanes. In the case of 4-formylbenzoic acid, the desired compound was produced in 88% yield. 4-Bromo-3-[(trimethyl-silyl) methyl]-1,2-butadiene was prepared from monoacetylation and mesylation of 2-butyn-1,4-diol, addition of trimethylsilylmethyl anion, saponification and mesylation followed by Finkelstein reaction.
A Convenient Allylation of 1,n-Dicarbonyl Compounds Using Organoindium Reagents
이필호,동서문,이구연,Lee, Pil Ho,DongSeo, Mun,Lee, Gu Yeon Korean Chemical Society 2001 Bulletin of the Korean Chemical Society Vol.22 No.12
The chemoselective reactions of 1,n-dicarbonyl compounds with allyl halides using indium metal were investigated. $\alpha-Ketoesters$ such as ethyl pyruvate, ethyl 3-methyl-2-oxobutyrate and ethyl benzoylformate reacted with a variety of allyl halides i n the presence of indium to afford hydroxy unsaturated carbonyl compounds in good to excellent yields in MeOH/HCl at $25^{\circ}C.$ For the allyl bromide, the presence of various substituents at the $\alpha$ or $\gamma$ position exhibited little effects on both the reaction rates and yields. Ethyl acetoacetate or ethyl levulinate was treated with allylindium reagent to give hydroxy unsaturated carbonyl compounds in good yield. These results mean that both reactivity and selectivity are independent of the distance between carbonyl groups. 2,3-Butanedione or 1-phenyl-1,2-propanedione reacted with allylindium to produce monoallylation product as major compound.
3 차원 하이드로젤 지지체 제작을 위한 고분자 몰드의 가공 특성에 대한 실험적 연구
이필호(Pil-Ho Lee),이상원(Sang Won Lee),김대훈(Daehoon Kim),김시현(Si Hyeon Kim),성종환(Jong Hwan Sung),정하승(Haseung Chung) 대한기계학회 2013 大韓機械學會論文集B Vol.37 No.7
최근 생체모사 융모는 검체검사 및 신약개발 등의 분야에서 비용 및 윤리적 문제를 해결하기 위한 대안으로 부각되고 있다. 본 연구는 생체모사 융모구조 3 차원 하이드로젤 지지체의 효과적인 제작을 위한 고분자 몰드의 가공에 관한 내용을 다루고 있다. 고분자 몰드 제작을 위하여 레이저 가공 및 마이크로 드릴링 가공 프로세스를 적용한 실험이 수행되었다. 가공 프로세스 최적화를 위하여 다양한 조건에서 레이저 가공 및 마이크로 드릴링 실험을 진행하였으며, 이 때 폴리카보네이트(poly-carbonate) 고분자 몰드가 사용되었다. 전자주사현미경 및 광학현미경 관측을 통하여 고분자 몰드 및 생체모사 융모 형상을 관측하였다. 실험결과 생체모사 융모는 레이저 가공 및 마이크로 드릴링을 적용한 경우 모두 적절한 형상을 보이는 것으로 확인되었다. A three-dimensional hydrogel scaffold has been proposed for the effective production of biomimetic intestinal villi to reduce ethical and cost problems caused by animal testing in pharmaceutical development. This study explores an experimental approach to develop a new technique based on laser machining and microdrilling processes to produce a plastic mold for the fabrication of a three-dimensional hydrogel scaffold. For process optimization, both the laser machining and the microdrilling experiments are conducted by varying the experimental conditions, and structural characterization of the mold and intestinal villi were performed using SEM (scanning electron microscope) and OM (optical microscope) images. Polycarbonate (PC) was used as a candidate material. The experimental results show that intestinal villi can be fabricated by both laser and microdrilling machining processes.
3 차원 하이드로젤 지지체 제작을 위한 고분자 몰드의 가공 특성에 대한 실험적 연구
이필호(Pil-Ho LEE),이상원(Sang Won LEE),김시현(Si Hyeon KIM),성종환(Jong Hwan SUNG),정하승(Haseung CHUNG) 대한기계학회 2012 대한기계학회 춘추학술대회 Vol.2012 No.11
3-dimentional hydrogel scaffold has been proposed for the effective production of biomimetic intestinal villi to reduce ethic and cost problems caused by animal testing in the pharmaceutical development. This paper explores the experimental approach to develop a new technique based on laser machining and micro-drilling process to produce the plastic mold for the fabrication of 3-dmientional hydrogel scaffold. For the process optimization, both of the laser machining and micro-scale drilling experiments are conducted with varying experimental conditions and structural characterization of mold and intestinal villi were performed using SEM (scanning electron microscope) and OM (optical microscope) images. For the candidate materials poly-carbonate (PC) was tried. The experimental results show that intestinal villi can be fabricated by both laser and micro-drilling machining processes.