全國中小學科展

2018年

New approach to the synthesis of functionalized fluoroalkenes

Fluorine has a big influence on physical, chemical and biological properties of organic structures. Organofluorine compounds are widely used in modern medical chemistry to develop new drugs. Insertion of fluorine atom into organic molecules can improve their reactivity in biological systems, increase their metabolic stability, lipophilicity and permeability through membranes. As a consequence, in recent years, the percentage of drugs containing one or more fluorine atoms has increased rapidly up to 40%. The fluoroallylic fragment is also able to change properties of bioactive molecules. Its introduction into such structures as inhibitors of histonedeacetylase, inhibitors of matrix metalloproteinase, asparagine, glutamine, etc. increases their biological activity and electronic properties. We propose a new method for the synthesis of functionalized fluoroalkenes, based on the generation of fluoroallyl nucleophiles from silyl- and boronyl-substituted fluorocyclopropanes and their further usage in the allylation of carbonyl compounds or their derivatives. Due to the fact that the cyclopropanation of alkenyl boronates is not possible under conditions of alkaline dehydrohalogenation of dibromofluoromethane, we have developed a new method for the preparation of silyl- and boronyl-substituted cyclopropanes, which consist of carbene cyclopropanation of multiple C=C bonds by sodium dibromofluoroacetate catalyzed by (IPr)AgCl. The new method is effective for the cyclopropanation of not only boronyl- and silyl-substituted olefins, but also for low-reactivity alkenes, such as monoalkyl substituted alkenes, allyl alcohol ethers and α,β-unsaturated carbonyl compounds. The conditions for isomerization of silyl- and boronyl-substituted fluorohalocyclopropanes in the presence of catalytic amounts of copper (I) bromide in acetonitrile was selected. It was shown that the regioselectivity of the process is determined by the thermodynamic control. Thus, the formation of fluorovinylsilanes or fluorovinylboranes in the isomerization of α-silyl- or α-boronyl-gem-bromofluorophenylcyclopropanes and fluoroallylsilanes upon isomerization of β-silyl-gem-bromofluorophenylcyclopropanes was observed. Thus, new types of fluorinated reagents were obtained that are not previously described in the literature (...)

郵不得你不撕

本作品主要在探討圖的IC-coloring ,一個由郵票問題變化出來的圖著色問題。給定一個連通圖G,想要在所有的頂點上標一個自然數,使其所有頂點所標的和為K,而且對於所有介於1和K之間的自然數k,恆存在一個G的連通子圖,其連通子圖上所有點的標號總和為k。能達到這種性質的標號,稱為圖G的一個IC-coloring,以M(G)表示所有IC-coloring中K的最大值。 有關於圖的IC-coloring過去已經有不少研究,大部分的研究是找尋M(G)值的下界。在本次研究中,我們以改進圖G為四連方陣圖(P2╳Pn)對於一般的自然數n的M(G)下界值。

對弈機器人運用於預防及延緩失智症之研究

本研究目標在於改良對弈機械人及分析長期對弈資訊,運用於早期老人失智症之預防。 據文獻及詢問專家後得知對弈遊戲具有預防失智症狀的功效,而研究中的對弈機器人以大腦功能狀態評估(JOMAC)為研究方向,研究資料分析如「玩家思考時間、對弈棄局次數、下錯頻率」等資訊並設計檢測橋段等機制以符合評估項目達到預防提醒之目的。對弈人工智慧,針對玩家棋力會自動調整機器人的棋力。採用 UCT 演算法,透過搜尋模擬能計算出各點落子勝率,藉由選擇較高或較低勝率的落子點,使人工智慧棋力與使用者旗鼓相當,保持使用者遊戲體驗及強化思考使失智症狀得以延緩。此外運用類神經網路改良影像自動校正,利用學習的方式解決不穩定環境光下誤判過多的問題,且提高校正速度,使對弈過程更加穩定。

乾坤大挪移

會議室圓桌上有n個座位,順時針依序放有編號①、②、③、 、n,共n張名牌。將參與這場會議的人也編碼,依序為1、2、3、 、 ,假設編號1的人一定會先抵達並坐到了名牌②的位置,剩下的人則依亂序到來,先找到自己名牌的座位,如果位置是空的就坐下,如果位置被佔了就往順時針方向找到下一個空位坐下(例如3到達時,若③、④均被坐了,而⑤位置是空的,則3就坐到名牌⑤的位置)。等到一個人坐定後,另一個人再進入會議室,依此規則,最後此n人到底會有幾種不同的坐法? 我們以遞迴手法以外的方法解決了這個的問題,並深入探討: 1.能否從入座的順序立刻得知最後坐定的位置? 2. 能否從最後坐定的位置,找出進入會議室的順序?同時得知有幾種不同進入會議室的順序會符合同一種坐法? 3. 每個人坐錯位置的機率為何?恰k人坐錯位置的機率為何?坐錯位置人數的期望值為何?

在酵母菌中被熱休克蛋白90所保護的遺傳變異之探討

基因型的改變會導致表現型的改變,然而,有一種稱為遺傳緩衝的效應,能隱蔽基因型變異,維持表現型穩定。由於某些遺傳變異不適合生物的原始環境,卻能被保護,使在各種環境中持續演化。從前人的果蠅研究發現,若剔除熱休克蛋白90能夠使其不同遺傳品系間的基因型變異被顯露出來;而在酵母菌的研究中,剔除熱休克蛋白90會增加在環境擾動時的生長差異,因此熱休克蛋白90被認為有參與遺傳緩衝效應。更重要的是,熱休克蛋白家族普遍存在於所有真核生物中。為一窺遺傳緩衝效應機制的原貌,本研究誘發釀酒酵母菌菌種196的突變、增加其基因型的多樣化,並以doxycycline環境及高溫環境營造環境壓力,以降低酵母菌196及其突變株的基因Hsc82之表現量,找出含有因為突變而被熱休克蛋白90所保護的基因的突變株。希望透過找到這些突變株以了解,有哪些基因突變會被熱休克蛋白90所保護,並進而推論人類基因的突變是否也能依循此機制被隱蔽。

Random number generators and their applications in Computer Science with the Monte Carlo Method

Monte Carlo methods are non-parametric algorithms that use random numbers and theorems of probability theory to approximate values that are not random. The purpose of my research was to approximate the surface of different geographical areas that can be easily approximated to polygons (e.g. lakes, glaciers, deserts) with Monte Carlo simulations starting from either Cartesian coordinates or pictures. Computer science would not exist without math, and this research project showed me the importance of a deep understanding of probability theory in the world of simulations and, more generally, the importance of developing new theorems and algorithms. The results of my research could be developed in different ways: it would be interesting to produce software that allows one to approximate areas from pictures taken from a smartphone; as well, the theorem I found has to be proven, and also Monte Carlo methods as a means of random number generation can always be improved. There are still many possibilities.

Gannet Investigation: Survivng an Unnatural Disaster

For a unique marine bird, so magnificent and accessible to the public, the Australasian Gannet (Morus serrator) colony found at Cape Kidnappers, 紐西蘭, significantly lacks research. Knowledge of gannet behaviour and how humans could best sustain a relationship with them remains unstudied. M. serrator are colonial monogamous breeders and produce a single chick each breeding season (Ismar, S.M.H. 2013). With the same mate over breeding seasons, pairs work cooperatively sharing the energy input into a single chick. Such parental care leads to highly territorial behaviour (McMeekan, C. P. & Wodzicki, K. A. 1946). This suggests more dominant gannets would claim larger territories to have a greater distance between nests of other birds, to increase the survival of their offspring. With a land-based colony this means the gannets are at risk from land and airborne predators, suggesting more dominant birds will claim territories in the central area as it offers greater safety from predator pressures (Minias, P. 2014). It was hypothesised that birds in the centre will have a greater distance between their nests and have a smaller height compared to those around the periphery of the Plateau Colony. The distances between nests and the heights of nests were recorded in the centre and around the periphery of the colony to determine if there was a correlation between the variables. It was found that centre nests had a greater distance between them and were of a smaller nest height when compared to those around the periphery. Anthropogenic influences from tourism and conservation has the potential to change the evolutionary trajectory of managed populations. This colony is protected by predator control programs. Altering this significant selection pressure has the potential to change the nesting behaviour of this species. Monitoring annual nesting distribution patterns and colony numbers over time, may enable informed development of more sustainable ecotourism and protection of the colony. This investigation provides baseline data to support further research on this colony.

Studies of Hydrogen Evolution Reactions from Aluminum Foil using Waste Materials and Their Reaction Mechanism

Nowadays, the most of waste materials are incinerated and generated the toxic gases in 日本. On the other hand, the Hydrogen gas (H2) has attracted attention as clean energy due to no emissions of toxic gases. In this work, we investigated that the new hydrogen evolution system using waste materials, such as aluminum (Al) foil and lime desiccant, and also investigated their reaction mechanism. The grinded desiccant was added to Erlenmeyer flask containing 300 mL of water. After dissolution the desiccant, the Al foil was added to the solution to begin the reaction. Generated gas was determined by water displacement method. The gas components are identified by gas chromatography. We found that the waste material reaction combined with waste lime desiccant and Al foil could be used for one of the hydrogen evolution system. This reaction is depended on solubility of lime desiccant, thus mean solubility of CaO in water. The Al foil is reacted with the desiccant more than 20 times of reaction stoichiometry. The calcium ion or calcium complex ions are involved with the excess reaction of Al foil.

Novel holdfast marking behavior found in Seahorse

棘海馬 (Hippocampus spinosissimus) 經飼養觀察首次發現排放標示物行為。標示物標記偏好的棲枝,為海洋珊瑚礁魚類中類似的標示的新發現行為。觀察棘海馬會由泄殖腔孔排放一種白色的標示物,其成分鏡檢證明與棘海馬的排遺無關,且其更容易在水中漂流並黏附在棲枝上。棘海馬利用嗅覺幫助尋找含標示物的棲枝 (卡方值 : 24.183, P<0.001)。棘海馬不會傾向攀附有其他海馬標示物的棲枝,無論相同性別間或異性間,均未達顯著水準。標示物中有效成分為水溶性物質,其效能在室溫下可維持約7天,且冷藏可延長其標示效能。經由解剖觀察,證實標示物的分泌器官為泄殖腔中的生殖腺,但生殖腺切片中證明標示物分泌與棘海馬繁殖無關。

「孓」戰關鍵―台灣淡水渦蟲捕食蚊幼蟲機制及其黏液探討

虎紋三角渦蟲(Girardia tigrina)是台灣本土常見的渦蟲,常用於再生之研究。然而其黏液功能與成分以及捕食蚊幼蟲機制皆尚未清楚。本研究中,從解剖顯微鏡觀察得知渦蟲爬行時分泌的黏液能將蚊幼蟲纏住,且發現渦蟲偏好從蚊幼蟲腹部末端及肛進行攻擊,並於體外行物理機制初步消化後,將蚊幼蟲組織以咽運動產生的負壓吸入體內,再行化學分解。以Congo Red、CBR250及PAS染色,發現渦蟲黏液中具有多醣、蛋白質及醣蛋白,以SDS-PAGE分離渦蟲黏液蛋白後,用銀染法分析發現渦蟲黏液包含多種蛋白質,主要為蛋白質單體15kDa,以蛋白質N端定序及LC MS/MS交叉比對分析得知渦蟲黏液中可能含有titin、calcium-binding protein等蛋白質,相關實驗還在進行中。我們也發現渦蟲在有無蚊幼蟲環境不影響其黏液蛋白分泌量,然而黏液蛋白成分組成是否有差異,需再繼續研究。本研究結果可能對應用生物防治法抑制病媒蚊有所助益。