本研究分成三個部份進行，在第一部份中，我們探討不同溶劑在商用觸媒Rh/C中的氫化表現，特別考慮氫鍵效應對環氧樹脂氫化之影響，並歸納溶劑篩選原則(即溶劑參數高α低β的規則)，依此原則配搭不同比例的混摻溶劑(如EA混摻水做為溶劑)，進而找出適當且符合綠色化學原則之反應溶劑；本部份也就該原則背後之物理化學意義做一闡述。在第二部份中，我們嘗試以商用觸媒Rh/C做為目標，合成活性更佳的觸媒，利用微波輔助多元醇還原法(Microwave Assisted Polyol Method)製備觸媒，比較不同觸媒擔體與活性金屬。其中以Rh5/VulcanXC72以及Rh2.5Pt2.5/VulcanXC72為活性最佳的單雙金屬觸媒，且對於環氧樹脂氫化的活性皆較商用觸媒Rh/C來得佳，其中雙金屬觸媒亦有較單金屬觸媒高的活性。為了瞭解這些觸媒的活性來源，我們嘗試進行BET、H2-TPR、XPS以及HRTEM等觸媒分析手段，觀測到RhOx的存在，並透過一般觸媒含浸法以及化學流體沉積法(Chemical Fluid Deposition, CFD)合成不具有RhOx且不同粒徑的觸媒進行比較，當觸媒中含有RhOx之成分，對活性有大幅度的提升。依上述觸媒對不同分子量的BPA型環氧樹脂進行氫化(BE186、BE503以及BE507)，搭配第一部份所篩選的溶劑，其結果與第一部份所推測的篩選原則一般(混摻溶劑效果最佳)。在第二部份中，自行合成的觸媒雖展現高活性(@40 oC, 1000 psi)，卻會對環氧基團造成過多的開環(BE186中，開環率 > 6 %；BE503以及BE507 > 20 %)。因此在第三部份中，我們將目標設定為降低氫化環氧樹脂開環率。根據文獻以及實驗數據，推測其反應路徑，並推論環氧基團開環原因。我們提出兩個方法能有效地降低觸媒開環率:1. 不使用混摻溶劑；2. 降低反應物與觸媒比例並提升溫度。雖然不使用混摻溶劑能降低開環率，但由於觸媒活性降低，會造成反應時間的延長，因此若保留混摻溶劑但降低觸媒使用量且提升溫度(40-60 oC)，我們有效地降低開環率並使反應時間不致過長，且雖然反應時間變長(2h-3.5h)，產量也隨之提高了2倍以上。值得注意的是，當同時使用上述兩個方法時，能將BE186的開環率降之幾乎為0。

There are three parts in this research, first of all, we discuss the solvent effect in hydrogenation of BPA type epoxy resin via commercial Rh/C (Sigma Aldrich), especially the effect of hydrogen bonding for hydrogenation of benzene ring. We then classify the selection rules of the solvent for hydrogenation of BPA type epoxy resin, and considering the physical chemistry behind the guide line (that is, high α and low β). Thereby, we follow this solvent selection rule to make different solvent mixture, and try out to find a moderate solvent, which performs the best activity and fits green chemistry principles, too. In the second section, we attempt to create a catalyst that perform better activity by considering the commercial catalyst Rh/C. To achieve this goal, microwave assisted polyol method has been applied. Among all of them, Rh5/VulcanXC72 and Rh2.5Pt2.5/VulcanXC72 act as the best catalyst within monometallic and bimetallic catalysts, which both perform better activity than commercial catalyst Rh/C, and it should be noticed that bimetallic catalyst (Rh2.5Pt2.5/VulcanXC72) possess better activity than monometallic catalyst (Rh5/VulcanXC72). To realize the reason of this fact, different catalyst characterization has been conducted, including H2-TPR, BET, XPS, and HRTEM et al. Characterization reveals that the presence of RhOx which is hypothesized to be an effective promoter in this system, to confirm this hypothesis, catalyst without RhOx and different particle size has been prepared by conventional impregnation and chemical fluid deposition method. The results show that for catalysts that present RhOx, the hydrogenation activity is much higher than that in absence of RhOx. Therefore, these catalysts, which is present RhOx, is used to carry out different molecular weight BPA type epoxy resins (BE186, BE503, BE507) accompanied with the solvent selected in first section, and it is found out that the reaction results are the same as that concluded in first section (i.e. solvent mixture possess the best activity in hydrogenation of BPA type epoxy resin). Though, high activity of hydrogenation can be achieved by synthesized catalysts, severer epoxy group loss has been found out (BE186, epoxy loss > 6%, BE503 and BE507, epoxy loss > 20%). Therefore, in the last section, we emphasize on how to lower the epoxy loss during hydrogenation process. In this section, the hydrogenation pathway is proposed according to the literature and reaction data in order to realize the mechanism of epoxy ring opening. Two methods have been considered: 1. Solvent without water addition (i.e. non solvent mixture). 2. Reduce the amount of catalyst and raise the reaction temperature. Although, reaction conducted in the solvent without using solvent mixture we proposed can effectively reduce the epoxy group loss, but the reaction rate is also reduced, thus, when we retain the solvent mixture but reduce the amount of catalyst (method 2), the epoxy group loss can be controlled under reasonable value (BE186, epoxy group loss <4 %). And when the abovementioned method is applied (method 1 and method 2), the epoxy loss of BE186 can be declined to almost zero value (no detectable).

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