螢光黃衍生物的合成、螢光和在奈米孔洞材料的應用

摘要本論文研究染料的衍生物、含染料之奈米孔洞材料之合成及應用。一般合成含染料之奈米孔洞材料，傳統方式為先合成不同螢光染料的衍生物，將螢光染料衍生物的羧酸基醯氯化，再與含有胺基的奈米孔洞材料鍵結；本論文另外採用在奈米孔洞材料表面直接進行螢光染料合成，首先將奈米孔洞材料表面修飾帶有胺基的矽烷，再將染料單體的酸酐與胺基鍵結，再加入另一染料單體，利用Friedel-Crafts反應來合成含螢光染劑的奈米孔洞材料。本論文選用的螢光染料是FAM，它會發出特定之綠色螢光。本論文將二氧化矽奈米孔洞材料作為後續研究之基材。SBA-15奈米中孔洞分子篩，孔洞及顆粒大小約為7 nm及400 nm。利用其高表面積與孔洞性質，使染料之鍵結量提高，孔洞性也能使染料對外界環境更加敏感。以具有高度生物相容性之二氧化矽奈米孔洞材料作為基材，合成具有螢光性質之奈米孔洞材料。此合成方法不但稀有，不需使用含特殊官能基之昂貴染料，也可任意調控反應起始物，合成所需之染料。在生物細胞標定之應用上也具實際效果。

關鍵字

螢光；奈米孔洞材料

並列摘要

Abstract This thesis studies the synthesis and application of dye derivatives, dye-containing nanoporous materials. A nanosized nanoporous material was synthesized. SBA-15NPs (SBA-15 nanoparticles) having ca. 7 nm porous and 400 nm particle size. There are two methods to synthesize nanoporous materials with fluorescence indicators. The first method was synthesizing the fluorescence indicators and derivatives with different carboxylic acid groups. Carboxylic acids of indicators or derivatives were Chlorinated and products were bonded with the nanoporous material containing the amine group. Second, the synthesis of fluorescent dyes is directly carried out on the surface of nanoporous material solid. The surface of the nanopores is modified with an amine-based silane and then the acid anhydride of the one dye monomer is bonded to the amine group. Finally, Nanoporous materials containing fluorescent dyes were obtained via Friedel-Crafts reaction after adding other dye monomer to above primary product. A kind of bonded indicators such as dye-FAM was studied because of its unique properties. The bonded indicators emitted green fluorescence. Synthesized nanoporous materials with indicators via Friedel-Crafts reaction are inexpensive, simple and rare as compared to commercially available dyes. In addition, Silica as the component of the synthesized nanomaterial has high biocompatibility and stability. Thus, mesoporous nanoparticles with indicators can be applied not only as a cell maker but also a medicine carrier.