全國中小學科展

一等獎

Light as energy source in chemical reaction. New synthesis of valuable dithienylacetylenes

Photochromism (from Greek φωζ photo “light” and χρωμα chroma “colour”) is determined as reversible transformation between two chemical species, induced by action of light [1]. Herewith, initial form and photoinduced isomer have different physical and chemical properties. The phenomenon is attractive for the design of hi-tech materials, including optical memory elements and molecular switches. Diarylethenes is the most promising class of organic photochromic compounds due to outstanding thermal stability of both isomers and high photostability [2]. The size of so-called ethene bridge significantly affects the photochromic reaction. The photochromic diarylethenes with 4-, 5-, and 6-membered cyclic ethene bridge are known, but there is no example with 3-membered bridge. In this study we report a new approach towards dithienylacetylenes 3 that include the synthesis of diarylcyclopropenones 2 via Friedel-Crafts alkylation of heterocyclic compounds 1 with tetrachlorocyclopropene and following UV-irradiation. It was found that the diarylethenes 2 do not display photochromic properties, but they undergo quantitative photoelimination of carbon monoxide upon UV-irradiation resulting in dithienylacetylene 3. Thus, we have proposed a new synthetic two-step approach to dithienylacetylenes 3 [3], which could be useful synthons in synthesis of photochromic diarylethenes with various ethene bridges.

利用福衛三號氣溫數據觀測北半球平流層急劇增溫現象

出於對溫度在人類的生活圈和地球各高度多樣的好奇,我們在本研究中,利用福衛三號的大氣溫度資料分析「北半球平流層急劇增溫現象(SSW)」這個特殊現象,發現:此現象明顯出現在冬末春初;高度方面,低空較不易觀察,而30公里以上高空受影響的程度較大;緯度方面,北緯40度以南的地區在SSW發生時降溫,幅度較小,而北緯40度以北升溫,幅度隨緯度增加而漸大。 同時,我們比較西元2006年~2010年的資料,試著探討海陸差異和週期性,雖然海陸沒有顯著成果,但我們發現SSW在西元2009年為近年來高峰,且有類似週期性的變化;另外,我們也近一步對南半球做延伸探討,希望得到更完整的資訊。 經由此研究,我們不但更了解SSW,也更確信福衛三號在未來極有可能成為新興的氣候變化觀測依據。

Hay Aliens

The purpose of my project was to prove if the seeds of invasive plants are spread throughout the Peace region in hay harvested by local farmers. Invasive plants are so dangerous because they adapt to their environment fast and some of them can cause harm to both animals and humans. Within a year they can completely wipe the ecosystem out of native plants. Many invasive plants are either poisonous or can affect the systems of the animals body’s. I collected 22 hay samples from local farms around the North Peace region. I conducted a survey to help collect information about the samples. A pretest was conducted to determine which of two homemade sifters (one with three layers of decreasing size wire mesh, and one with 6 layers of materials with larger size holes) was the best for sifting through hay. I was able to determine that the larger sifter was easier for sifting hay. I sifted through all 22 samples with the larger sifter. I individually looked through each layer and removed what I believed to be seeds. Each seed was individually bagged, labeled, and photographed through a microscope. After each seed was photographed they were planted to help identify the seeds. I contacted a seed specialist. I was able to send him the images of my seeds. He helped me to identify my findings. I removed a total of 5568 potential seeds in my 22 samples. Out of all the potential seeds found 628 seeds were invasive. All invasive plants identified either cause pain to animals or they easily over take the native plants.

Experimental Study on Vibration Mitigation of Structure by Utilizing Paraboloidal Tank Tuned Liquid Damper (TLD)

本研究以自製模型模擬「結構物裝設拋物體液槽阻尼器(TLD)」。此TLD以多個拋物面容器組成,實驗評估其容器曲率、盛水深、盛水質量比(水質量/總質量)及結構物振幅等參數對減振效應的影響。在不同曲率容器內調整盛水深,使「水體自然擺盪頻率」接近「結構物振動頻率」;水體強烈擺盪時易觀察到水面碎波現象,衍生側向擾動,使水體旋轉,此時「旋轉頻率」亦幾乎等於「結構物振動頻率」,產生更大之共振效應,因此水體可提供較大反向作用力,增加減振效果。結構物振幅越大,水體旋轉可能性越高,減振效應越顯著;增加盛水質量比亦減振效果較佳。但水體旋轉時,結構物亦產生側向位移,因此於容器底部加裝潛沒式導流板,可有效控制液體旋轉方向,使其成對異向旋轉,減低結構物側向位移量。實驗證實藉調整拋物面容器之TLD的上述參數,可有效達到減振效果。

以奈米銦顆粒或鈉離子修飾竹子導電作為新型熱電材料之研究

熱電材料的條件為導熱差,電導率高的材料,此特性可將熱能轉換成電能,為一新興的再生能源。竹子生長快,為一導熱差的材質,但電導率低。本實驗將野生孟宗竹加工裁切,浸泡於飽和食鹽水加上奈米銦顆粒(73mg/ml)環境中,以高壓蒸氣(121℃、1.1 atm/cm2)處理40分鐘後測量處理前後其電阻變化、增加兩端溫度差及電壓改變的電流密度、增加溫度改變的電流,及熱導率等,並以複式顯微鏡觀察,確認奈米銦顆粒的確有進入竹子維管束內。實驗結果顯示,以飽和食鹽水及奈米銦顆粒高壓蒸氣法處理的竹片,相對於對照組,電導率上升了約1706倍,但熱擴散度只上升了約10%,熱電優值(Thermoelectric Figure of Merit) ZT為 0.059。本實驗方法有效提升竹子的電導率,證實竹子是一個有潛力的新興熱電材料。

Antimicrobial and Heavy Metal Sequestration Capacities of Graphene Polymer Nanofilms

Membrane bioreactors (MBR) are important components in the production of effluent in wastewater treatment systems. However, MBR are susceptible to biofouling, a process by which bacteria colonize the surface of the membrane in contact with water. Graphene could be a solution to biofilm formation. In this study, the graphene polymer nanocomposite’s antimicrobial and heavy metal removal properties and the mechanisms behind the properties were investigated. Five different films of nanocomposites with a form of graphene and a polymer were synthesized: Graphene, Graphene Oxide, PVK-GO, PVK-G, PVK. A Büchner funnel and a vacuum pump were used to coat membrane filters with solutions of each nanomaterial. Using the Büchner funnel, E. coli and B. subtilis bacteria were filtered through the filter and both the filtrate and the filter were examined for bacterial content. Similarly, a Pb2+ solution was filtered through the coated filters and percentage removal of the ion was calculated using Atomic Absorbtion Spectrometry. Further analysis from SEM data, ATR-IR, and an Oxidative Stress test revealed that the PVK-GO nanocomposite inactivates bacteria by causing oxidative stress and the carboxyl group binds to lead ions. PVK-GO was most effective at removing the highest percentage of heavy metal and inactivated the most bacteria and displayed the most antimicrobial properties. PVK-GO coatings provide an efficient and economical alternative to the current wastewater industry standard and can save millions of dollars and reduce environmental waste. Also, the coatings have applications in indwelling medical devices and can reduce the risks associated with biofilm formational and bacterial infections.

Reactivity of styrylmalonates as synthetic equivalents of Donor–acceptor cyclopropanes with aldehydes in the presence of BF3•Et2O

Donor–acceptor cyclopropanes (DACs), which can act as sources of 1,2- and 1,3-zwitterions in the presence of Lewis acids, are widely used in organic synthesis for the preparation of various carbo- and heterocyclic compounds, including natural compounds and their analogues. To date, many types of DACs reactivity have been identified. However, the chemistry of styrylmalonates (isomers of DACs, which can be easily generated from DACs) is almost undescribed and has a powerful synthetic potential. The use of styrylmalonates as synthetic equivalents of DACs allows us cardinally change the known reaction pathways of DACs. In this work, a new strategy for cascade assembly of substituted pyrenes based on the reactions of styrylmalonates with aldehydes in the presence of BF3•Et2O has been developed. Generation of formal 1,2-zwitterionic intermediates owing to complexation of dicarboxylate groups with BF3•Et2O is the driving force of the reaction discovered. This method makes it possible to assemble pyrenes or 5,6-dihydro-2H-pyran-2-ones in one synthetic stage from readily available starting compounds with high regio- and diastereoselectivity, and use these pyrenes in futher reactions. We’ve optimized conditions of the reaction and synthesized a number of various substituted pyrenes. Moreover, the reaction shows good results with various aromatic and heteroaromatic substituents. Pyrenes can be easily purified by crystallization. Every product was obtained selectively and determined by full set of physical-chemical methods, including X-ray analysis. 5,6-dihydro-2H-pyran-2-one skeleton is found in various natural compounds demonstrating a broad spectrum of biological activity, such as antiviral and antineoplastic.

Development of Biomimetic Skins

The objective of the project is to develop a novel biomimetic membrane and/or a scaffold for the said membrane. The approach of the project is to use animal skin from the domesticated pig or fish as a scaffold material for the adherence and growth of human skin fibroblasts to create a biomimetic membrane that can be used in medical applications as an alternative to today’s gold standards of Xenograft, Allograft and Autograft procedures. The biomimetic skin membrane can be used to treat victims of burns or scarring with a natural material that would be eliminated via natural bodily functions while eliminating the side effects and drawbacks such as scarring, secondary infections and tissue damage resulting from the current gold standard graft procedures on donor sites. Pig and fish skins were treated with ethanol and dehydrated followed by perfusion with Phosphate buffer solution and Cell culture media. Human skin fibroblasts (NF3 cells) were seeded on the animal skin scaffold. The human skin fibroblasts were then observed to determine their morphology and membrane formation properties. It was observed that the human skin fibroblasts were able to adhere to the non-human skin scaffolding and proliferate. More research is needed to determine their viability as a biomimetic membrane.

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。

吸收紫外光之透明有機薄膜太陽能電池

透明有機薄膜太陽能電池,有別於目前市售深藍黑色太陽能板,因其吸光範圍在不可見光區,使其外觀呈透明無色。若發展得當,便可應用在日常生活中,將玻璃更換為透明有機薄膜太陽能電池,廣泛利用再生能源。 本研究中,我們以旋環雙芴為主體,分別引入二苯環胺基、1,3,4-噁二唑雜環,合成 D2、A2分子作為透明有機薄膜太陽能電池的主動層。測量其溶液態的基本性質後,發現 D2、A2的吸收波長皆落在紫外光區。作為有機太陽能電池元件的主動層,不論是 D2 和 C60 搭配,或是 D2 和 A2 搭配,皆具有極佳的穿透度,並且太陽光下光電轉換效率最高可達0.52 %,弱光下的光電轉換效率可高達15.6 %。