Network structures based upon metal-organic backbones represent a new class of functional materials that can be rationally constructed by employing the concepts of supramolecular chemistry and crystal engineering. The modularity of design strategies, the diversity of prototypal structures, and the dynamic features of networks have afforded great advantages over traditional materials syntheses. The research presented in this thesis is primarily concerned with developing an in-depth understanding of the basic principles that govern the supramolecular behaviors of metal-organic networks and gaining an experimental control over the structure and function of these new classes of hybrid materials.The use of rigid and angular organic ligands along with transition metal clusters gives rise to a wide variety of novel metal-organic architectures ranging from zero-dimensional nanostructures to three-dimensional frameworks. Conformational analysis of these structural models suggests the geometric foundations for the existence of superstructural diversity. Controlled crystallization experiments further reveal the synthetic factors that might determine the formation of supramolecular isomers.Careful selection of more labile organic components, on the other hand, leads to flexible metal-organic networks exhibiting dynamic characteristics that have not been observed in their rigid counterparts. The guest-dependent closing/opening of cavities and the ease of fine-tuning their chemical environments demonstrate the effectiveness of such a strategy in the context of generating tailored functional materials.

This thesis details the synthesis and coordination chemistry of twenty-five nitrogencontaining heterocyclic ligands, nineteen of which were previously unreported compounds. These ligands were designed for use as synthons for the formation of molecular cages, so contain multiple coordination sites capable of bridging multiple metal atoms. The majority of molecular cages in the literature are formed by rigid bridging ligands, whereas the ligands studied in this research incorporate a higher level of flexibility, thereby lessening the degree of control over the self-assembly process and increasing the number of possible structures that can be formed upon reaction of these ligands with meal salts. Three of the new ligands synthesised were two-armed bridging ligands, which were reacted with a wide variety of metal salts to investigate what self-assembly products were formed. The complexes characterised include a M₃L₃ cyclic trimer, a range of coordination polymers of varying dimensionality, a range of dimeric products and a series of M₄L₆ cage-like molecular squares. However, the majority of ligands studied were three-armed, potentially tripodal compounds, which were envisaged as potential components of M₃L₂ or M₆L₄ molecular cages. The products of self-assembly of these ligands with various metals salts were shown to include a variety of discrete tri- and tetranuclear complexes, a range of coordination polymers of varying dimensionality and interpenetration, and a complex M₆L₄ assembly that appears to be a collapsed coordination cage. Unfortunately some of the ligands synthesised were shown to decompose in the presence of various metal salts, a phenomenon already identified in the literature. Analogues of these decomposition products were synthesised deliberately to identify the potential of a known tridentate ligand as a metallosupramolecular synthon. ¹H NMR spectroscopy, mass spectrometry, elemental analysis, thermogravimetric analysis and X-ray crystallography were used to study the compounds synthesised. The crystal structures of five ligands and fifty-one complexes are discussed.

This thesis details the synthesis and coordination chemistry of twenty-five nitrogencontaining heterocyclic ligands, nineteen of which were previously unreported compounds. These ligands were designed for use as synthons for the formation of molecular cages, so contain multiple coordination sites capable of bridging multiple metal atoms. The majority of molecular cages in the literature are formed by rigid bridging ligands, whereas the ligands studied in this research incorporate a higher level of flexibility, thereby lessening the degree of control over the self-assembly process and increasing the number of possible structures that can be formed upon reaction of these ligands with meal salts. Three of the new ligands synthesised were two-armed bridging ligands, which were reacted with a wide variety of metal salts to investigate what self-assembly products were formed. The complexes characterised include a M₃L₃ cyclic trimer, a range of coordination polymers of varying dimensionality, a range of dimeric products and a series of M₄L₆ cage-like molecular squares. However, the majority of ligands studied were three-armed, potentially tripodal compounds, which were envisaged as potential components of M₃L₂ or M₆L₄ molecular cages. The products of self-assembly of these ligands with various metals salts were shown to include a variety of discrete tri- and tetranuclear complexes, a range of coordination polymers of varying dimensionality and interpenetration, and a complex M₆L₄ assembly that appears to be a collapsed coordination cage. Unfortunately some of the ligands synthesised were shown to decompose in the presence of various metal salts, a phenomenon already identified in the literature. Analogues of these decomposition products were synthesised deliberately to identify the potential of a known tridentate ligand as a metallosupramolecular synthon. ¹H NMR spectroscopy, mass spectrometry, elemental analysis, thermogravimetric analysis and X-ray crystallography were used to study the compounds synthesised. The crystal structures of five ligands and fifty-one complexes are discussed.

Submitted by Rafael Santana (rafael.silvasantana@ufpe.br) on 2017-11-20T18:13:13Z No. of bitstreams: 2 license_rdf: 811 bytes, checksum: e39d27027a6cc9cb039ad269a5db8e34 (MD5) Dissertação Rodrigo_FINAL.pdf: 4486847 bytes, checksum: 16164eaa3748ca4b3daa8f16f390f82c (MD5) / Made available in DSpace on 2017-11-20T18:13:13Z (GMT). No. of bitstreams: 2 license_rdf: 811 bytes, checksum: e39d27027a6cc9cb039ad269a5db8e34 (MD5) Dissertação Rodrigo_FINAL.pdf: 4486847 bytes, checksum: 16164eaa3748ca4b3daa8f16f390f82c (MD5) Previous issue date: 2015-03-06 / CNPQ, FACEPE, CAPES, INCT-INAMI / Este trabalho descreve a síntese de novos polímeros de coordenação utilizando o ácido 4,4’-sulfonildibenzóico (H2SDA) e os íons lantanídeos La3+ e Eu3+. Para a formação dos polímeros de coordenação, o H2SDA foi combinado com o sal Ln(NO3)3.6H2O (Ln = La ou Eu) em DMF, utilizando a metodologia de cristalização convencional. Os cristais obtidos utilizando o Lantânio e Európio, LaSDA e EuSDA respectivamente, apresentaram-se na forma de bastões alongados, com seis faces planas, incolores e transparentes. Uma diminuição na transparência é observada, na direção da cor esbranquiçada, à medida que o sólido é exposto ao ar. A espectroscopia de infravermelho evidencia a formação de um composto de coordenação, possuindo ligantes com modos de coordenação do tipo ponte. A difração de raios-X de monocristal para o LaSDA mostra a obtenção de um polímero de coordenação unidimensional, com formação de um sistema bimetálico, intercontectado por átomos de carbono, que se arranja na conformação de Paddle-Wheel. A difração de raios-X de pó não se mostrou satisfatória, entretanto pôde-se indicar que os padrões do LaSDA e do LaSDA simulado a partir dos dados de raios-X de monocristal possuem algumas similaridades. A comparação do LaSDA simulado e EuSDA sugere que eles não possuem a mesma estrutura cristalina. A espectroscopia de fotoluminescência revela informações sobre o comportamento do ligante no polímero de coordenação, por intermédio do espectro do composto LaSDA. Informações sobre o ambiente químico do íon Eu3+ foi determinado para o espectro do composto EuSDA. Este pôde ser classificado como possuindo um sítio de simetria sem centro de inversão, o que restringe o seu grupo pontual para C1, Cn, Cnv e Cs ou na direção de alguma simetria que se aproxime destas. Além disso, o EuSDA apresentou uma ótima eficiência quântica de emissão de 73% o que o caracteriza como um bom fósforo. A comparação dos espectros de emissão para os compostos EuSDA e o EuSDA* (material após remoção do solvente) mostra modificações no padrão de linhas que está relacionado com a mudança de simetria na vizinhança do íon Eu3+ após a remoção do DMF. / This work describes the synthesis of new coordination polymers using 4,4’-sulfonildibenzoic acid and the lanthanide íons La3+ and Eu3+. In order to form the coordination polymers, H2SDA was combined with the salt Ln(NO3)3.6H2O (Ln = La ou Eu) in DMF, under conventional, open crystallization conditions. Both LaSDA and EuSDA crystals were obtained as colorless, transparent and rectangular crystals. A decrease in transparency towards white is observed with exposure of either solid to air. Infrared spectroscopy demonstrates the formation of a coordination compound, with ligands coordinating through bridge-type modes. Single crystal X-ray diffraction for LaSDA shows that a one-dimensional coordination polymer was obtained, forming a bimetallic system connected through O-C-O moieties arranged in a paddle-wheel configuration. Powder X-ray diffraction was not satisfactory, but it indicated that the experimental pattern from LaSDA and the one simulated the single crystal data feature several similarities. Comparison between LaSDA and EuSDA suggests that they are not isostructural. Photoluminescence spectroscopy reveals informations on the behavior of the ligand in the coordination polymer by spectra of the LaSDA. Information on the chemical environment of Eu3+ was determined from the luminescence spectrum of EuSDA. It was inferred that it possesses a symmetry site without an inversion center, restricting its point group to C1, Cn, Cnv e Cs or some other symmetry similar to those. In addition, EuSDA presented good quantum efficiency of emission of 73%, characterizing it as a good phosphor. Comparison of the emission spectra for the compounds EuSDA and EuSDA* (material after undergoing solvent removal) showed changes in the line pattern, which is related to the change in symmetry around the ion Eu3+ after DMF removal.

Submitted by isabela.moljf@hotmail.com (isabela.moljf@hotmail.com) on 2017-05-08T14:44:31Z No. of bitstreams: 1 lippyfariamarques.pdf: 5076100 bytes, checksum: 2953e513680692299734c5fd00a57c88 (MD5) / Approved for entry into archive by Adriana Oliveira (adriana.oliveira@ufjf.edu.br) on 2017-05-17T13:43:56Z (GMT) No. of bitstreams: 1 lippyfariamarques.pdf: 5076100 bytes, checksum: 2953e513680692299734c5fd00a57c88 (MD5) / Made available in DSpace on 2017-05-17T13:43:56Z (GMT). No. of bitstreams: 1 lippyfariamarques.pdf: 5076100 bytes, checksum: 2953e513680692299734c5fd00a57c88 (MD5) Previous issue date: 2010-03-05 / CAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior / Este trabalho consistiu na síntese e caracterização de complexos de metais de transição, especialmente os íons metálicos da primeira série de transição, Cu2+, Co2+ e Zn2+, contendo o ânion dicarboxilato 2,6-piridinodicarboxilato bem como os ligantes nitrogenados rígido e flexível: 4,4’-bipiridina (BIPY) e 1,3-bis(4-piridil)propano (BPP). Todos os compostos sintetizados foram caracterizados por análise elementar (CHN), análise termogravimétrica (TG), espectroscopia vibracional na região do infravermelho (IV) e difração de raios X de monocristal. O capítulo 1 abrange uma breve introdução sobre Polímeros de Coordenação. Adicionalmente, incluiu-se uma apresentação sobre Química Supramolecular seguido de uma apresentação sobre o ligante carboxilato e os ligantes nitrogenados utilizados neste trabalho, destacando a intensa pesquisa na área. No capítulo 2 descreve-se a síntese do sal de sódio derivado do ácido dicarboxílico, bem como dos seis complexos contendo o ligante nitrogenado 1,3-bis(4-piridil)propano e o ligante nitrogenado BIPY. Estes complexos foram formulados como [Cu(2,6-PDC)(2,6-PDCH2)].3H2O (1), [Cu2 (μ-BPP) (2,6-PDC)2(H2O)2]. 2H2O (2), {[Co(H2O)4 (BPP)] [Co(2,6-PDC)2]. H2O}n (3) e (H2BPP) [Zn(2,6-PDC)2].4H2O (4), [ Co2 (μ-BIPY) (2,6-PDC)2(H2O)4]. 2H2O (5) e [Cu2(μ-O2CCH2C4H3S)4(Bipy)]n (6). O capítulo 3 relaciona-se com a caracterização dos complexos contendo o ligante nitrogenado 1,3-bis(4-piridil)propano. Os complexos (2) e (3) tiveram suas estruturas determinadas por difração de raios X de monocristal. O complexo (2) é homobimetálico com dois centros de Cu(II) em geometria pirâmide de base quadrada distorcida conectados através do ligante BPP em ponte. Por outro lado, o composto (3) apresenta uma porção complexa aniônica formada por um centro de Co(II) e dois ânions piridinodicarboxilatos e uma cadeia polimérica catiônica, constituída por íons Co(II) e ligantes BPP em ponte. Em ambos os casos um sistema supramolecular 3-D é gerado através de ligações de hidrogênio. Os dados analíticos e espectroscópicos para o composto (4) sugerem a formação de um complexo formado por duas porções. A porção aniônica é formada por dois ligantes 2,6-piridinodicarboxilatos coordenados de forma tridentada através da coordenação (O-N-O) ao centro de Zn(II) e estabilizando a carga um ligante nitrogenado BPP duplamente protonado. Esse tipo de estrutura é bem suportado por vários exemplos da literatura. O capítulo 4 engloba a caracterização dos complexos contendo o ligante nitrogenado rígido 4,4’-bipiridina (BIPY). Os complexos (5) e (6) tiveram suas estruturas determinadas por difração de raios X de monocristal. No complexo (5) temos a formação de um composto binuclear onde o ligante nitrogenado BIPY atua em ponte entre os sítios metálicos de Co(II) que por sua vez se encontram coordenados de modo tridentado ao ânion 2,6-piridinodicarboxilato e duas moléculas de água culminando em uma geometria octaédrica para o centro metálico. A natureza 3-D é evidenciada através de ligações de hidrogênio do tipo O – H...O. No composto (6) verifica-se que cada centro metálico adota uma geometria pirâmide de base quadrada na qual a base é formada pelos oxigênio do grupos carboxilato e a posição apical ocupada por um átomo de nitrogênio proveniente do ligante BIPY, que atua em ponte entre os sítios de Cu(II), originando uma cadeia polimérica unidimensional. O presente trabalho revela um grande interesse no estudo da Química Supramolecular, abrangendo importantes conteúdos em Química Inorgânica Supramolecular propondo-se diferentes rotas sintéticas para obtenção das estruturas supramoleculares. / This work describes the synthesis and characterization of transition metal complexes, especially the metallic ions from the first row, Cu2+, Co2+ and Zn2+, containing the 2,6-pyridinedicarboxylate anion as well as the rigid and the flexible nitrogen ligands, 4,4’-bipyridine (BIPY) and 1,3-bis(4-pyridil)propane (BPP). All the compounds were characterized by means of elemental analysis (CHN), thermal analysis (TG), infrared spectroscopy (IR) and single crystal X-ray diffraction analysis. Chapter 1 involves a brief introduction about Coordination Polymers. In addition a presentation about Supramolecular Chemistry, carboxylate anions and nitrogen ligands used in this work, is include enphatizing the intensive research in this area. In chapter 2, the synthesis of the sodium salt derived from the dicarboxylic acid, as well as of the six complexes containing the nitrogen ligands 1,3-bis(4-pyridil)propane and 4,4’-bipyridine are described. These complexes were named [Cu(2,6-PDC)(2,6-PDCH2)].3H2O (1), [Cu2 (μ-BPP) (2,6-PDC)2(H2O)2]. 2H2O (2), {[Co(H2O)4 (BPP)] [Co(2,6-PDC)2]. H2O}n (3) e (H2BPP) [Zn(2,6-PDC)2].4H2O (4), [ Co2 (μ-BIPY) (2,6-PDC)2(H2O)4]. 2H2O (5) e [Cu2(μ-O2CCH2C4H3S)4(Bipy)]n (6). Chapter 3 presents the characterization of the complexes containing the nitrogen ligand 1,3-bis(4-pyridil)propane. Complexes (2) and (3) had their structures determined by single crystal X-ray analysis. Complex (2) is homobimetallic were two Cu(II) centers in a distorted square-piramide geometry, connected by a BPP ligand in the bridging mode. On the other hand, compound (3) presents an anionic moiety, formed by a Co(II) center and two pyridinedicarboxylate anions and a cationic polymeric chain, formed by Co(II) ions and bridging BPP ligands. In both cases, a 3-D supramolecular array is generated through hydrogen bondings. The analytical and spectroscopic data for compound (4) suggest the formation of an ionic complex, in which the anionic moiety contains two 2,6-pyridinedicarboxylate anions coordinated to the Zn(II) center in the tridentate (ONO) fashion. The nitrogen ligand BPP is protonated, (H2BPP2+) estabilizing the anionic unit. This type of structure is well supported by several examples from literature. Chapter 4 describes the characterization of the complexes containing the rigid nitrogen ligand 4,4’-bipyridine (BIPY). Complexes (5) and (6) have had their structures determined by single crystal X-ray diffraction analysis. Complex (5) is homobinuclear in which the nitrogen ligand BIPY bridges two Co(II) sites that are also coordinated by 2,6-pyridinedicarboxylate anion in the tridentate mode as well as by two water molecules, in an distorted octahedral geometry. The 3-D supramolecular nature of the system is achievied through O – H…O hydrogen bondings. In compound (6) it can be noticed that each metal center adopts the distorted square-pyramide geometry in which the base is formed by the oxygen atoms from the carboxylate groups and the apical positions is occupied by nitrogen atom from BIPY ligand. The BIPY ligands bridge the Cu(II) sites, generating a one-dimensional polymeric chain. This work shows a great interest in the study of Supramolecular Chemistry, covering important content in Supramolecular Inorganic Chemistry proposing different synthetic routes to obtain of the supramolecular structures.

L'élaboration de nanomatériaux fonctionnels destinés à une large gamme d'applications est l'un des domaines les plus étudiés de la chimie des matériaux modernes. L'intérêt des chercheurs porte sur la conception de nanomatériaux multifonctionnels combinant dans un unique système les propriétés de différents matériaux et présentant diverses réponses physiques lorsque soumis à différents stimuli. Ce travail décrit la combinaison des propriétés optiques de l'or et des propriétés magnétiques de polymères de coordination tels que les analogues de Bleu de Prusse, pour obtenir des hétérostructures nanoscopiques magnéto-optiques présentant une architecture de type cœur-coquille. Dans un premier temps, nous avons préparé une série de nanoparticules à base d'un analogue du Bleu de Prusse tel que Ni3[Fe(CN)6]2 de différentes tailles et de manière contrôlée, afin de mieux comprendre l'évolution de leurs caractéristiques physiques avec la réduction de la taille jusqu'à une l'échelle nanométrique. Deuxièmement, nous nous sommes focalisés sur la conception de nano-objets hétérostructurés composés par un cœur d'or décoré par une coquille uniforme d'analogue du Bleu de Prusse K+/Ni2+/[FeII(CN)6]4- suivant une approche rationnelle et innovante. Ces nanoparticules cœur-coquilles d'Au@K+/Ni2+/[FeII(CN)6]4- présentent à la fois les propriétés optiques du cœur d'or et le comportement paramagnétique provenant de la couche de polymère de coordination cyano-ponté. Une étude a été menée sur le mécanisme de croissance de ce système complexe. Les propriétés optiques peuvent être modulées en contrôlant la taille du cœur d'or et l'épaisseur de la couche d'analogue de cyanometallate, en modifiant les paramètres de synthèse. Nous avons ensuite étendu cette approche de synthèse à d'autres hétérostructures contenant un cœur d'or et une coquille de K+/Co2+/[FeII(CN)6]4-. Nous avons également recherché une voie originale pour obtenir des nanoparticules creuses d'analogue du Bleu de Prusse en dissolvant le cœur d'or par lixiviation.Des propriétés magnétiques différentes, telles que le ferromagnétisme ou le superparamagnétisme, peuvent être apportées par la croissance additionnelle d'une seconde coquille d'analogue du Bleu de Prusse sur les nanoparticules de Au@K+/Ni2+/[FeII(CN)6]4-. Pour cela, différents analogues du Bleu de Prusse ont été sélectionnés. Les nanoparticules avec une double-couche d'analogues du Bleu de Prusse présentent les propriétés optiques dues au cœur d'or. Des propriétés de ferromagnétisme ont bien été ajoutées, démontrant la multifonctionnalité de ces nano-objets. En particulier, une étude a été menée sur une série de nanoparticules d'Au@K+/Ni2+/[FeII(CN)6]4-@K+/Ni2+/[CrIII(CN)6]3- de différentes tailles de manière à démontrer l'influence de l'architecture cœur-coquille sur la nature des propriétés magnétiques. Finalement, nous avons évalué les potentialités de ces nanoparticules pour l'imagerie médicale par scintigraphie. Des nanoparticules composées de Bleu de Prusse ou de type Au@K+/Ni2+/[FeII(CN)6]4-@K+/Fe3+/[FeII(CN)6]3- ont été préparées, puis greffées par des molécules organiques (dextrane commercial, biopolymères ou bicouches lipidiques) pour assurer leur dispersion en milieu aqueux. Ces nanoparticules ont été chargées en ions 201Tl+ et leur comportement in vivo a été déterminé par tomographie SPECT-CT, de manière à établir l'influence de la composition chimique, de la morphologie et de la fonctionnalisation de ces nanoparticules sur leur biodistribution dans l'organisme. / One of the most studied fields of modern material chemistry concerns the elaboration of functional nanomaterials reserved for a wide range of applications. For several years, researchers have been particularly attracted by the design of multifunctional systems combining in a single system the properties of different materials and exhibiting diverse physical responses when subjected to various stimuli. This work describes the combination of both optical properties of gold and magnetic properties of coordination polymers such as Prussian Blue analogous to form magneto-optical nano-heterostructures presenting an intricate core-shell architecture.Firstly, we have synthesized a series of Prussian Blue Analogous nanoparticles such as Ni3[Fe(CN)6]2 presenting different and controlled sizes, in order to better understand the evolution of their characteristics upon the size reduction from the micro- to the nanoscale.Secondly, we focalized on the design of heterostructured nano-objects composed by a gold core coated with a uniform K+/Ni2+/[FeII(CN)6]4- Prussian Blue analogous shell based on a new and rational approach. These core-shell Au@K+/Ni2+/[FeII(CN)6]4- nanoparticles exhibit both optical properties of the gold core and paramagnetic properties originating from the cyano-bridged coordination polymer layer. Using several techniques, we have investigated the growing mechanism of such intricate system. The optical responses of these nanoparticles can be modulated by controlling the gold core size and the Prussian Blue analogous shell thickness by modifying the experimental parameters. Then we extended the used synthetic approach to other gold core containing heterostructures with K+/Co2+/[FeII(CN)6]4- shell. We have also investigated an original way to design hollow nanoparticles by etching the gold core.The implement of different magnetic behavior, such as ferromagnetism or superparamagnetism, can be achieved by the subsequent growing of a new Prussian Blue Analogous shell on the Au@K+/Ni2+/[FeII(CN)6]4- nanoparticles. In this aim, several Prussian Blue analogous were selected to form the second layer. These double-layered nanoparticles exhibit optical properties originating from the gold core. Additionally, ferromagnetic properties have been successively implemented, proving the multifonctionality of these nano-objects. Particularly, a study on the evolution of the magnetic properties according to the shell thickness of the Prussian Blue analogous was performed on a series of different–sized Au@K+/Ni2+/[FeII(CN)6]4-@K+/Ni2+/[CrIII(CN)6]3- nanoparticles in order to demonstrate the influence of the core-shell architecture on the nature of the magnetic properties.Finally, we evaluated the potential of these nanoparticles for the medical imaging by scintigraphy. Simple Prussian Blue and core-shell Au@K+/Ni2+/[FeII(CN)6]4-@K+/Fe3+/[FeII(CN)6]3- nanoparticles were synthesized and post-synthetically grafted by organic molecules (commercial dextran, biopolymers or lipidic bilayer) to ensure their dispersibility in aqueous media. These nanoparticles have been loaded by radioactive 201Tl+ ions in order to investigate their behavior in the living organism by using SPECT-CT tomography in vivo and establish the influence of the nanoparticles composition, the morphology and the functionalization on the nanoparticles biodistribution and kinetic.

京都大学 / 0048 / 新制・課程博士 / 博士(工学) / 甲第18234号 / 工博第3826号 / 新制||工||1586(附属図書館) / 31092 / 京都大学大学院工学研究科合成・生物化学専攻 / (主査)教授 北川 進, 教授 松田 建児, 教授 濵地 格 / 学位規則第4条第1項該当 / Doctor of Philosophy (Engineering) / Kyoto University / DGAM

京都大学 / 0048 / 新制・課程博士 / 博士(工学) / 甲第18951号 / 工博第3993号 / 新制||工||1615(附属図書館) / 31902 / 京都大学大学院工学研究科合成・生物化学専攻 / (主査)教授 北川 進, 教授 松田 建児, 教授 安部 武志 / 学位規則第4条第1項該当 / Doctor of Philosophy (Engineering) / Kyoto University / DGAM

京都大学 / 0048 / 新制・課程博士 / 博士(工学) / 甲第19189号 / 工博第4066号 / 新制||工||1627(附属図書館) / 32181 / 京都大学大学院工学研究科合成・生物化学専攻 / (主査)教授 北川 進, 教授 濵地 格, 教授 森 泰生 / 学位規則第4条第1項該当 / Doctor of Philosophy (Engineering) / Kyoto University / DGAM

京都大学 / 0048 / 新制・課程博士 / 博士(工学) / 甲第19317号 / 工博第4114号 / 新制||工||1634(附属図書館) / 32319 / 京都大学大学院工学研究科合成・生物化学専攻 / (主査)教授 北川 進, 教授 松田 建児, 教授 陰山 洋 / 学位規則第4条第1項該当 / Doctor of Philosophy (Engineering) / Kyoto University / DGAM