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===================================================================================== 제 목 : Chemical Synthesis and Catalysis Harnessing Organosilanes연 사 : 전준하 교수(Department of Chemistry & Biochemistry University of Texas Arlington)일 시 : 2019년 8월 7일(수) 오후 4시장 소 : 화학관 2층 서병인강의실 (330226호실)===================================================================================== Chemical Synthesis and Catalysis Harnessing OrganosilanesJunha JeonDepartment of Chemistry and Biochemistry The University of Texas at ArlingtonArlington, Texas 76019 E-mail: jjeon@uta.eduEnvironmentally benign, stable, and abundant organosilanes are increasingly utilized in an impressively wide range of synthetic applications involving biomedically relevant agents, catalysts, and drug delivery vehicles. Despite the advances on organosilane chemistry, much less success has been achieved on broadly applicable, highly regio-, stereo-, and chemoselective silylation of unactivated C–C and C–H bonds. The goals of our research research program are to develop highly efficient synthetic methods for preparation of high-value synthetic building blocks and bioactive molecules and to advance our understanding of the associated catalytic mechanisms. Success in these endeavors will accelerate the use of a variety of novel small molecules to be employed in drug discovery and development, thus contributing to the promotion of human health. In this talk, our efforts toward expanding the dimension of organosilicon chemistry directed toward chemical synthesis and catalysis will be presented. Specifically, the progress on design and application of redox neutral and oxidative C–C and C–H silylation methodologies harnessing a traceless hydrosilyl acetal and our new discovery on catalytic hydrogen atom transfer from hydrosilanes to vinylarenes for hydrosilylation and polymerization will be discussed.
세미나가 취소되었습니다.===================================================================================== 제 목 : MOLECULAR ASPECTS OF FRICTION BETWEEN POLYMER COATED SURFACES연 사 : Prof. Andra Dėdinaitė일 시 : 2019년 6월 18일(화) 오전 11시장 소 : 화학관 2층 서병인강의실 (330226호실)===================================================================================== MOLECULAR ASPECTS OF FRICTION BETWEEN POLYMER COATED SURFACES-the biolubrication perspective Andra Dėdinaitė KTH Royal Institute of Technology, School of Engineering Sciences in Chemistry, biotechnology and Health, Department of Chemistry, Surface and Corrosion Science, Drottning Kristinas väg 51, SE-10044 Stockholm, Sweden Nature has developed aqueous lubrication systems that perform close to perfect for many years under demanding conditions – sudden transitions from stagnant state to motion, shear under high loads and low speeds. These systems operate well lubricated and with minimal wear, if lucky, over 100 years. There is a need to look in detail at nature’s solutions in order to gain understanding of how man-made aqueous lubrication ought to be designed. With this purpose, we consider the complexity of a human synovial joint, joint lubricating fluids, architecture of individual components in these fluids and association structures. Next, we make attempts to mimic the nature and to understand principles of its operation in terms of friction control between surfaces. In order to do so we need to understand self-assembly at interfaces, and lubrication properties of key structural elements – bottle-brush and brush-on-brush polyelectrolytes, as well as polyelectrolye- surfactant aggregates. Examples will be discussed of how synthetically derived analogues of naturally available polyelectrolytes perform in aqueous environment as lubricating agents on solid surfaces. It will also be shown how extremely high friction forces between surfaces, induced between two negatively charged surfaces by oppositely charged polyelectrolyte bridging, can be modified by polyelectroyte association with the surfactant, leading to extremely low friction, even in presence of high adhesive force. Further, the case will be discussed when friction between the surfaces is high despite the absence on adhesion. For good lubrication, strong attachment of lubricant to surfaces is of importance. Thus polymers that contain blocks that lubricate and other blocks that provide strong anchoring to surfaces are desirable. To this end, we have, together with co-workers in Vilnius University, Lithuania, synthesized polyelectrolytes that carry resemblance to muscle-adhesive proteins and demonstrated how thin layers of these polyelectrolytes can withstand harsh attempts off wear without yielding to it.
[Plenary Seminar] 류덕희 회장님 "성취의 삶을 위한 제언"======================================연 사 : 류덕희 회장님(화학과 56학번, 경동제약 회장)제 목 : 성취의 삶을 위한 제언일 시 : 2019년 5월 16일(목) 오후 4시 15분 장 소 : 화학관 1층 첨단강의실(330118호)-------------------------------------- <연사 약력>1. 성명: 류덕희(화학56)2. 소속: 경동제약(주) 회장3. 학력: 1956년 성동공업고등학교 졸업 1956년 성균관대 화학과 입학(61년 졸업) 2001년 성균관대 경영학 명예박사4. 경력: 1960년 성균관대 학생위원장 1960년 4.19 의거 학생대책위원회 성균관대 대표 1996년 한국 천주교 평신도 사도직 협의회 회장 2010년 제8대 한국제약협회 이사장
===================================================================================== 제 목 : Organic Synthesis in Automated Flow Chemistry Platform연 사 : 황예진 교수(인하대학교 화학공학과)일 시 : 2019년 5월 10일(금) 오전 11시-12시장 소 : 화학관 2층 서병인강의실 (330226호실)===================================================================================== Organic Synthesis in Automated Flow Chemistry Platform Ye-Jin Hwang Assistant Professor Department of Chemical Engineering, Inha University, Incheon yjhwang@inha.ac.kr There is increasing pressure in drug discovery to deliver a steady stream of active compounds for physicochemical profiling and potency testing. In order to accelerate lead optimization, it is imperative to reduce the time required for each iteration of design, synthesis, and screening. I will present an automated chemistry platform that can efficiently screen a wide range of reactions, including single/multi-phase, single/multi-step, and photochemical reactions at the 14 microliter scale. Individual droplets are prepared by a liquid handler and moved through fluoropolymer tubing by a carrier gas at elevated pressures. Reactions occur in a heated reactor where the liquid droplet is oscillated back and forth to ensure thorough mixing – even for biphasic liquid-liquid reactions or liquid-gas reactions – without being limited to a finite residence time. Optional inlet and/or outlet injections enable multistep chemistry. A portion of the crude product mixture is sampled and sent directly to an online HPLC/MS for analysis, purification, and product collection, typically of 10-500 μg. The system offers the enhanced heat and mass transfer characteristics, increased safety, and opportunity for automation associated with flow chemistry while enabling the following key advantages: (a) reduction of material consumption, preparing just 40 microliters for each reaction condition, (b) elimination of residence time dispersion, (c) elimination of the inverse relationship between residence time and mass transfer rate for a flow reactor of fixed length, (d) simplification of continuous and discrete variable screening through the use of a liquid handler to prepare reaction mixtures, and (e) elimination of the time- and material-waste associated with waiting for flow reactors to reach steady state. Importantly, because the reaction droplet is equivalent to one segment in a continuous segmented flow, reaction conditions identified using the platform can be directly translated to a continuous synthesis. This helps bridge the connection between the early research stages of drug discovery and the later stages, where material demands grow from the μg-mg scale to the g-kg scale.
================================================================제 목 : A Molecular Design Principle of Purely Organic PHotocatalysts for Visible-light Driven Polymerizations and Organic Reactions연 사 : 권민상 교수(UNIST 신소재공학부)일 시 : 2019년 4월 23일(화) 오후 4시 장 소 : 화학관 1층 첨단강의실(330118호실)================================================================A Molecular Design Principle of Purely Organic PHotocatalysts for Visible-light Driven Polymerizations and Organic Reactions Min Sang Kwon1Department of Materials Science and Engineering Ulsan National Institute of Science and Engineering (UNIST), Ulsan, Korea*E-mail: kwonms@unist.ac.kr The development of new chemical reactions using photoredox catalysts (PCs) is one of the most important topics in the field of organic and polymer synthesis since photoredox-mediated reactions are “green” and “mild” alternatives to thermal processes, and structurally unusual organic scaffolds can be built under extremely mild conditions using these catalysts. A variety of photoredox-mediated reactions have been actively developed in which organometallic complexes, including Ru(II) and Ir(III), have been mostly employed as PCs. However, concerns about toxicity, cost, precious-metal sustainability, and trace-metal contamination have limited their widespread use, especially in biomedical and electronic applications. In addition, the rather narrow redox-potential ranges and limited structural diversities of these transition-metal complexes limit their scope.Due to their broad structural diversity and benign environmental profiles, purely organic PCs provide attractive alternatives to transition-metal-based catalysts. However, the full potential of organic PCs has not been realized, as the criteria for their design are not well established. Therefore, the development of new transformations using organic PCs is limited to a few organic dyes commonly used for imaging purposes and whose parameters are not straightforwardly tuned through structural alternation.In this talk, we propose a general strategy for the design of purely organic PCs.[1] Strongly twisted donor–acceptor structures are introduced as a general scaffold design for these PCs. The charge transfer (CT) characteristics of the lowest excited states of the designed PCs greatly promote the generation of the lowest triplet excited states (T1) and allow systematic control of the essential catalyst parameters over broad ranges, thereby facilitating efficient catalytic performance. Through combined computational and experimental studies, we provide a flow chart that facilitates the computationally directed rational design of organic PCs for the development of new photoredox-mediated reactions. Based on this strategy, highly efficient organic PCs were discovered that addressed important issues associated with photoredox-mediated atom transfer radical polymerization (ATRP), reversible addition-fragmentation chain transfer (RAFT), and dehalogenation reaction. [1] Singh, V. K., Yu, C., Badgujar, S., Kim, Y., Kwon, Y., Kim, D., Lee, J., Akhter, T., Thangavel, G., Park, L. S., Lee, J., Nandajan, P. C., Wannemacher, R., Milian-Medina, B., Luer, L, Kim, K. S.*, Gierschner, J.* & Kwon, M. S.*Nat. Catal.1, 794-804 (2018) “Highly efficient organic photocatalysts discovered via a computer-aided-design strategy for visible-light-driven atom transfer radical polymerization”
<Plenary Seminar>======================================연 사 : 강헌 교수님(서울대학교 화학과)제 목 : 얼음화학일 시 : 2019년 4월 4일(목) 오후 4시 15분 장 소 : 화학관 1층 첨단강의실(330118호)-------------------------------------- 지난 수 세기 동안 화학 연구는 액상의 물에서 진행되는 화학반응에 관심이 집중돼 온 반면, 얼음의 화학은 과학자들의 관심 밖이었다. 그 이유는 지구상에는 물이 얼음보다 많고 지구의 생태계는 물은 기반으로 이루어지기 때문이다. 또한, 온도가 낮은 고체상에서는 원자나 분자의 움직임이 매우 느리고 화학 반응도 일어나지 않는다는 것이 상식이었다. 하지만 우주 전체적으로 보면, 우주의 평균 온도는 대단히 낮고 대부분의 물 분자는 액체보다는 고체상의 얼음 형태로 존재한다. 따라서 우주에 떠다니는 차가운 얼음 입자에서도 끊임없이 원자와 분자가 만나 화학반응을 일으키고, 이렇게 오랜 시간에 걸쳐 생명의 기원에 필요한 분자들이 만들어져 왔을 것이라 과학자들은 상상한다. 본 세미나에서는 얼음에서 일어나는 미지의 화학 과정에 대한 연구를 간략히 소개한다. 실험실에서 고진공 표면 분광분석 장비를 사용하여 얼음 화학에 대한 어떠한 연구를 수행할 수 있으며, 얼음 화학의 지식이 저온 환경에서 일어나는 화학과정 및 우주의 얼음 입자에서의 분자 생성 과정을 밝히는 연구에 어떻게 활용될 수 있는지를 논의한다.
================================================================제 목 : Self-healing fiber-reinforced composite 연 사 : 이민욱 박사(KIST)일 시 : 2019년 3월 11일(월) 오후 4시 장 소 : 화학관 2층 서병인강의실(330226호실)================================================================A novel approach to enhancement of self-healing for chemical, mechanical damage, which is crucial to the life-time of composite materials is discussed. The key idea of the method is to encapsulating the healing agent within the core of polymer fibers. The experiments revealed that two parts of the healing agent (commercially available epoxy resin and hardener) are encapsulated in separate polymeric nanofibers. The fibers can be generated by a single-step dual coaxial nozzle or emulsion spinning via solution blowing or electrospinning. The core-shell fibers with the diameters in the 200-2600 nm range are encased in the PDMS (polydimethyl siloxane) matrix to form a self-healing composite material. Under fatigue conditions, the coreshell fibers inside the composite material are ruptured and the healing agents released into the surrounding matrix. Various fatigue conditions including repeated bending and stretching are used to damage the composites and the degree of self-healing is quantified after that. Also, an incision resembling a crack is pre-notched and crack propagation is studied. It is found that the presence of the self-healing agents in the fibers significantly retards crack propagation due to curing by the epoxy at the ruptured site. The stiffness of the composites is also measured for the samples containing self-healing fibers inside them before and after the fatigue tests. A novel theory of crack propagation is proposed, which explains the observed jump-like growth of subcritical cracks. Biography: Minwook Lee completed his BS and MS in Mechanical Engineering from Korea University in 2008 and 2010. He pursued his PhD studies at Korea University in the School of Mechanical Engineering (2014), followed by postdoctoral studies at University of Illinois at Chicago in the department of Mechanical and Industrial Engineering (2014.1-2017.3). In 2017 Dr. Lee has been appointed as senior researcher in Institute of Advanced Composite Materials at KIST (Korea Institute of Science and Technology). His research interests include theoretical and experimental fluid mechanics, heat and mass transfer, spray dynamics, numerical simulations of multiphase flows, fracture and recovering of polymer composite materials and multifunctional micro-/nanofiber, etc. His present h-index (Scopus, 1/2018) is 16, and Dr. Lee is the author of 40 research papers, 25 domestic/PCT patents.
====================================== 제 목 : FROM ORGANIC CHEMISTRY TO MOLECULAR IMAGING: FUTURECHEM 연 사 : 지대윤 교수님(서강대학교 화학과) 일 시 : 2018년 11월 8일(목) 오후 4시 15분 장 소 : 화학관 1층 첨단강의실(330118호) -------------------------------------- I. NEW FLUORINATION METHOD IN A NONPOLAR PROTIC ALCOHOL SOLVENTS The typical method for introducing fluorine, which is the best PET radioisotope, at a specific aliphatic molecular site is the nucleophilic displacement of the corresponding sulfonate or halide by fluoride ion. Ten years ago, we have developed a remarkable effect of using tertiary alcohols as a reaction medium for nucleophilic fluorination with alkali metal fluorides. The great efficacy of this method is a particular advantage in labeling radiopharmaceuticals with [18F]fluorine in high yield and purity, and in shorter times compared to conventional syntheses. In this new mechanism, the bulky, polarizable cation separates F- from the protic solvent, which in turn acts as a base to reduce the unfavorable influence of the cation on the nucleophilicity of F-. II. NEW PET RADIOPHARMACEUTICALS IN MARKET After FDG has been used since 1980s commercially, new F-18 labeled commercial PET radiopharmaceuticals have not been lunched until 2008. Using this new fluorination method, two new radiopharmaceuticals [18F]FLT (cell proliferation imaging) and [18F]FP-CIT3 (Parkinson disease) were registered at Korea FDA in 2008. For your information, [18F]FLT and [18F]FP-CIT are commercially used for patients at Korea after getting the official permission from Korean FDA in 2008 spring. In 2002, 11C-labeled [11C]PIB (Pittsburgh compound B) was developed for imaging Aβ plaque in the brain of living subjects by modifying Thioflavin T, which has been used as a fluorescent dye for staining Aβ plaque in postmortem brains. [11C]PIB exhibited good Aβ plaque binding in a living brain with an appropriate brain accumulation and washout ratio. Three F-18 labeled PET tracers have been approved by the U.S. Food and Drug Administration (FDA) in 2012 (AmyvidTM, Eli Lilly), 2013 (VizamylTM, GE Healthcare), and 2014 (NeuraceqTM, Piramal) as Aβ imaging agents and a secondary tool for the diagnosis of AD. We have also developed fourth F-18 labeled Aβ imaging PET tracer in NDA by Korean FDA in 2018 (Alzavue®, FutureChem). Prostate cancer imaging including some therapeutics will be discussed. III. DEVELOPEMNT OF NEW ORGANIC SYNTHESIS METHODOLOGIES Some new organic synthesis methodologies will be discussed.
======================================================================== 제 목 : Genome editing using CRISPR 연 사 : 배상수 교수님(한양대학교 화학과) 일 시 : 2018년 11월 1일(목) 오후 4시 30분 장 소 : 화학관 2층 서병인강의실(330226호실) =======================================================================Genome editing using CRISPR Sangsu Bae (sangsubae@hanyang.ac.kr) Department of Chemistry, Hanyang University, Seoul 04763, South Korea Genome editing with engineered nucleases such as ZFNs (zinc finger nucleases), TALENs (transcription-activator-like effector nucleases), and CRISPR-Cas9/Cpf1 derived RNA-guided endonucleases is broadly used for biomedical research, biotechnology, and medicine. In addition, CRISPR base editors that enable the direct conversion of DNA bases without producing double-stranded breaks (DSBs) of DNA were developed. Unlike ZFNs and TALENs whose DNA specificities are determined by DNA-binding proteins, CRISPR nucleases use complementary base pairing to recognize target sites. Now, CRISPR nucleases are widely exploited due to the ease of use and inexpensive cost; researchers can induce gene editing at different sites by simply altering the guide RNAs. However, CRISPR nucleases cleave not only on-target sites but also off-target sites that differ by up to several nucleotides from the on-target sites, causing unwanted off-target mutations and chromosomal rearrangements. Here I present web-based programs, named CRISPR RGEN Tools (www.rgenome.net), including a novel CRISPR design tool and a genome editing assessment tool. These tools are indispensable for gene mutation in human cells, animals and plants. Furthermore, I would introduce versatile applications of CRISPR nucleases such as a one-step transformation of Chlamydomonas reinhardtii and petunia by the DNA-free CRISPR, a circulating tumor DNA detection and the detailed mechanism of Cas9/Cpf1 revealed by single-molecule fluorescence imaging. Ultimately, I would also introduce my on-going study – molecular cloning in human cells.
============================================================= 제 목 : Rh(III)-Catalyzed C-H Functionalization:Access to Novel Bioactive Molecules 연 사 : 김인수 교수님(성균관대학교 약학과) 일 시 : 2018년 10월 25일(목) 오후 4시 30분 장 소 : 화학관 2층 서병인강의실(330226호실) ============================================================== Rh(III)-Catalyzed C-H Functionalization: Access to Novel Bioactive Molecules In Su Kim School of Pharmacy, Sungkyunkwan University, Suwon 16419, Republic of Korea insukim@skku.edu With considerable progress in medicinal chemistry, the construction of heterocycles has receiveed increasing attention in the past decades. In particular, N-heterocycles are widely found to be biologically relevant scaffolds of natural products, pharmaceuticals, agrochemicals, and functional materials. In this context, the directing group-assisted N-heterocycle synthesis via C-H bond functionalization is highly attractive in pharmaceutical industry. Thus, we recently reported the construction of N-heterocycles via the Rh(III)-catalyzed C-H functionalization followed by intramolecular cyclization. Moreover, our group recently focused on the synthesis and biological evaluation of N-heterocycles such as xanthones, chromones, indoles, azaindoles, indolines, acridines, and indolidinones, and etc. We herein describe a brief summary of our recent works on the synthesis of 2-benzazepines,1 bridged bicycles,2 carbazoles,2 and 2-naphthols3 using Morita-Balyis-Hillman (MBH) adducts as novel C-H allylation sources under Rh(III) catalysis. Additionally, we present the unexpected reactivity and selectivity of phosphonium salts (Wittig reagents) on the reductive C2-alkylation of pyridine and quinoline N-oxides, leading C2-alkylated pyridines and quinolines.4 The ability to alkylate pyridines and quinolines is also important for their further development as pharmaceuticals and agrochemicals, and for other purposes. < References > “Synthesis of 2-Benzazepines from Benzylamines and MBH Adducts Under Rhodium(III) Catalysis via C(sp2)-H Functionalization” ACS Catal. 2018, 8, 742–746. “Reactivity of Morita-Baylis-Hillamn Adducts in C-H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles” Org. Lett. 2018, 20, 4632–4636. “One-pot Synthesis of 2-Naphthols Using Nitrones and MBH Adducts via Decarboxylative N-O Bond Cleavage” Org. Chem. Front. 2018, 5, in press. (selected as Cover Page of OCF) \\ “Reductive C2-Alkylation of Pyridine- and Quinoline-N-Oxides Using Wittig Reagents” Angew. Chem., Int. Ed. 2018, 57, 12737–12740.
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