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作者 Mynar, Justin Lee
書名 Development of macromolecular architectures for applications in materials science
國際標準書號 9780549171058
book jacket
說明 210 p
附註 Source: Dissertation Abstracts International, Volume: 68-08, Section: B, page: 5243
Adviser: Jean M. J. Frechet
Thesis (Ph.D.)--University of California, Berkeley, 2007
The ability to manipulate matter to make more useful materials is a pursuit common to all chemists. Depending on the targeted material, this can be achieved either by formation of covalent bonds or via supramolecular interactions. Operating at the scale of small molecules, covalent synthesis is essential. However, operating at the scale of a single cell, self-assembly becomes more practical. Yet, there exist macromolecules that belong in a size regime between small molecules and bulk material. These molecules are of interest for molecular machines, electronics, and their interactions with biological environments. Here both covalent chemistry and self-assembly have been employed to afford functional molecules that are applicable in light harvesting, drug delivery, bioimaging, and nanomaterials
The first four chapters discuss the usage of covalent chemistry in the synthesis of materials. Chapter 1 describes the huge impact the cycloaddition of azides and alkynes is having in materials science. In Chapter 2, a series of dendronized linear polymers are made utilizing the click reaction as a highly effective means of realizing this complex architecture. The synthetic pathway demonstrates a graft-to approach, which, in the past, seemed to be an inferior way to produce dendronized polymers. Chapter 3 presents a new macromolecular architecture, doubly-dendronized polymer obtained again by exploiting click chemistry. While Chapters 2 and 3 demonstrate postpolymerization functionalization process, Chapter 4 describes our efforts in prepolymerization functionalization to obtain a new type of monomer. These triazole monomers combine many of the attractive features found in established monomers, such as styrene and vinyl pyridines. The ability to construct and functionalize molecules within such a broad size range demonstrates the power of click chemistry in materials science
The last four chapters present work that utilizes self-assembly to achieve product formation and function. In Chapter 5, small molecule amphiphiles self-assemble into micelles. Specifically designed to degrade under irradiation with infrared light. With the potential to use this concept for drug delivery, Chapter 6 describes polymeric amphiphiles that form micelles sensitive to infrared light. Such polymeric micelles appear to be less toxic and possess a lower critical micelle concentration that the small molecule system of Chapter 5. In Chapter 7, cryptophanes that encapsulate polarized xenon self-assemble into amine containing dendrimers. These dendrimers can encapsulate several cryptophanes Icages leading to amplification of the xenon NMR signal by a factor of eight. In Chapter 8, a nonconvalent synthetic light-harvesting complex is proposed. Lengthy covalent synthesis is avoided by allowing the monomers to hydrogen bond to form a hexameric structure. From these structures, energy transfer should take place via a Forster mechanism. These applications illustrate the power of self-assembly to achieve unique macromolecular architectures as well as function. Finally in Chapter 9, the concept of light-harvesting is utilized to increase performance in a multi-component hydrogen-evolving catalysis
School code: 0028
Host Item Dissertation Abstracts International 68-08B
主題 Chemistry, Organic
Chemistry, Polymer
Alt Author University of California, Berkeley
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