Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/3712
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dc.contributor戴憲弘zh_TW
dc.contributorShenghong A. Daien_US
dc.contributor吳宗明zh_TW
dc.contributor鄭文桐zh_TW
dc.contributor蘇文烱zh_TW
dc.contributor陳志平zh_TW
dc.contributorTsong-Ming Wuen_US
dc.contributorCheng-Wen Tungen_US
dc.contributorWen-Chiung Suen_US
dc.contributorChih-Ping Chenen_US
dc.contributor.advisor鄭如忠zh_TW
dc.contributor.advisorRu-Jong Jengen_US
dc.contributor.author蔡政哲zh_TW
dc.contributor.authorTsai, Cheng-Cheen_US
dc.contributor.other中興大學zh_TW
dc.date2009zh_TW
dc.date.accessioned2014-06-06T05:32:33Z-
dc.date.available2014-06-06T05:32:33Z-
dc.identifierU0005-2912200817004900zh_TW
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dc.identifier.urihttp://hdl.handle.net/11455/3712-
dc.description.abstract利用具有選擇性之雙官能基單體(4-isocyanato-4’(3,3-dimethyl-2,4-dioxo-azetidino)diphenylmethane (IDD))以收斂式合成出5種(C10、C14及C18、phenol及diol)系列polyurea/malonamide dendrimer,免除傳統添加觸媒、保護及活化步驟。研究內容分為二部份:首先合成不同外圍官能基polyurea/malonamide dendrimer,藉由isocyanate分別與氫氧基及胺基產成urethane及urea鍵結,再配合由azetidine-2,4-dione官能基與一級胺開環反應形成malonamide鍵結,進行dendrimer材料之合成及分析,然後進行dendrimers於無機材料改質及聚胺酯應用。 蒙脫土(montmorillonite)(MMT)為一無機層狀天然黏土,原始MMT呈現親水性,可均勻分散於水或是醇類,與親油性高分子並不相容。影響層間距的因素可區分為CEC值、分子大小、分枝程度及親疏水性。本研究藉由結構設計達成簡化矽酸鹽層改質及分散,以離子交換方式將C10、C14及C18系列poly(urea/malonamide) dendrimer接枝至蒙脫土表面,並藉由dendrimer的三維立體結構、自我組裝及親疏水性增加層間距,以進一步達到脫層形態。其中不同代數C10系列dendrimer較輕易進入MMT層間,插層形態層間距分別為40 Å、67 Å及38 Å,此外[G2]-C10/MMT及[G3]-C10/MMT可觀察到脫層形態共存現象,但整體分散效果以[G2]-C10/MMT較佳。 形狀記憶材料為一種能感應外界刺激,記憶形變並且回復的新型功能性材料。聚胺酯具有獨特的物性及功能,如高彈性、高伸長率、抗溶劑、抗酸與耐磨損等,再加上製備程序上迅速及簡便之優勢,成為開發形狀記憶材料的首選。研究中導入poly(urea/malonamide) dendrimer製備側鏈樹枝化聚胺酯,由於dendrimers具備豐富氫鍵的官能基,預期產生熱可逆的物理性交聯來補強聚胺酯材料的強度,結合提高物理交聯密度及提升分子作用力兩項優點,提升整體材料的機械性質及形狀記憶特性;並且研究不同代數dendrimer及硬鏈段組成比例對於聚胺酯材料形態學的影響。分別利用C10與C18系列dendrimer製備側鏈樹枝化聚胺酯,並且與傳統線性聚胺酯比較,材料的硬鏈段組成需高於35 %,才具備較佳熱穩定性及形變加工溫度區間。就機械性質而言,輕微相混合形態具備較佳斷裂點抗張強度與斷裂點伸長率,特別是[D1-XX]-C18可達18 Mpa及680 %,大幅改善線性聚胺酯材料硬脆的缺陷。形狀記憶測試中發現C18系列樹枝狀鏈延長劑導入,可大幅提升硬鏈段物理交聯強度,在形變過程中扮演維持永久形狀的架構,其回復率可提升至90 %以上且回復時間低於10 sec,其中[D2-XX]-C18系列可達100 %回復且回復時間低於3 sec,甚至在捲曲形變測試中,材料可迅速回復且無損傷。zh_TW
dc.description.abstractSynthesis, characterization and application of poly(urea/malonamide) dendrimers are described in this study. The dual functional building block (4-isocyanato-4'(3,3-dimethyl-2,4-dioxo-azetidino)diphenylmethane (IDD)) was selected to prepare five series of dendrimers via convergent route. Utilizing high reactivity of isocyanate and selectivity of azetidine-2,4-dione, the sequential addition reactions were developed under mild condition without resorting to painstaking protection-deprotection or activation methodology. Furthermore, these poly(urea/malonamide) dendrimers are empolyed in montmorillonite (MMT) and polyurethane (PU) modification. MMT is the most commonly layered silicate with high aspect ratios. Employing suitable surfactants with simple ion-exchange reactions could achieve different natures of morphologies: intercalated, intercalated-and-flocculated and exfoliated. In general, most of the traditional surfactants are linear forms, even though the interlayer d-spacing can be increased, but still maintain intercalated feature of nanocomposites. Hence, the incorporation of dendritic surfactants may precisely control the d-spacing between layered silicates because of the presence of their geometric architecture and hydrophobic property. The dendritic structure even with low molecular weight could effectively intercalate the layered silicates and enlarge the d-spacing to 40 Å ([G1]-C10/MMT). On the other hand, dendritic structures with higher molecular weight would increase the steric hindrance and hydrophobic effect, which could effortlessly lead to exfoliated morphology as compared to the traditional linear surfactants. Recently, the shape-memory materials which can sense and respond to external stimulus have attracted great interest due to its potential applications. Generally speaking, shape-memory materials can divide into three categories, which include metal alloy, ceramic material and polymer. Particularly, the PU system with the advantages of low cost, excellent processability and facile modification can be applied to biomedical materials or resin industry. The better shape recovery characteristics and environmental practicality are still in great demand for future applications. Herein a unique type of the PU elastomers have been achieved, by incorporating the different generations of dendrimers as the chain extender and switch the hard segment contain. The abadeant hydrogen bonding of poly(urea/malonamide) dendrimers would significantly improve the mechanical properties and shape memory effects. The appearance of phase-mixed morphology and the increase of hydrogen bonding sites could improve the tensile properties. Especially, the [D1-XX]-C18 samples even exhibited elongations higher than 650 %, as well as tensile strengths of approximately 18 Mpa. For cyclic shape memory test, the recovery ratio of side chain dendritic PUs were increased to 90 %, whereas the recovery time were decreased to less than 10 second. In addition, fully recovery of [D2-XX]-C18 PU required less than 3 second without any creases or defects.en_US
dc.description.tableofcontents致謝 I 中文摘要 II 英文摘要 IV 目錄 VI 表目錄 IX 圖目錄 X 方程式目錄 XV 縮寫名稱 XVI 一、文獻回顧 1 1.1規則樹枝狀分子(dendrimer)簡介 1 1.1.1 Dendrimer合成路徑 3 1.1.2 Dendrimer結構與特性 5 1.1.3 Dendrimer與線性高分子比較 7 1.1.4規則樹枝狀衍生物 8 1.1.5加速dendrimer合成 9 1.2 Poly(urea/malonamide) dendrimer簡介 17 1.2.1 Urethane系列dendrimer 17 1.2.2 Azetidine-2,4-dione演進 19 1.2.3 Azetidine-2,4-dione反應選擇性 21 1.2.4 Poly(urea/malonamide) dendrimer設計策略 22 1.2.5 Phenyl系列poly(urea/malonamide) dendrimer 23 1.3 Dendrimer應用於蒙脫土(montmorillonite)改質 24 1.3.1蒙脫土簡介 25 1.3.2插層劑於蒙脫土表面形態 27 1.3.3 Poly(urea/malonamide) dendrimer插層劑結構設計策略 33 1.4形狀記憶(shape memory)有機奈米聚胺酯之開發 34 1.4.1形狀記憶材料簡介 34 1.4.2熱感應型(thermo-responsive)形狀記憶高分子 35 1.4.3 Polyurethane(PU)聚胺酯簡介 39 1.4.4形狀記憶聚胺酯設計策略 41 二、實驗內容 43 2.1藥品及溶劑部分 43 2.2實驗儀器 46 2.3實驗流程圖 49 2.4合成步驟 50 2.4.1五種系列polyurea/malonamide dendrimer之製備 50 2.4.1.1 IDD之製備 51 2.4.1.2 C10系列polyurea/malonamide dendrimer之製備 53 2.4.1.3 C14系列polyurea/malonamide dendrimer之製備 56 2.4.1.4 C18系列polyurea/malonamide dendrimer之製備 57 2.4.1.5 Phenol系列polyurea/malonamide dendrimer之製備 59 2.4.1.6 Diol系列polyurea/malonamide dendrimer之製備 61 2.4.2 Poly(urea/malonamide) dendrimer改質MMT 62 2.4.3線性、C10及C18系列側鏈樹枝狀形狀記憶聚胺酯之開發 65 2.4.3.1 C10及C18系列鏈延長劑之合成 66 2.4.3.2線性系列聚胺酯材料之製備 68 2.4.3.3 C10系列側鏈樹枝化聚胺酯之製備 69 2.4.3.4 C18系列側鏈樹枝化聚胺酯之製備 70 三、結果與討論 72 3.1單體合成與鑑定 72 3.1.1反應選擇性單體IDD之合成與鑑定 72 3.1.2 C10系列polyurea/malonamide dendrimer之合成與鑑定 75 3.1.3 C14系列polyurea/malonamide dendrimer之合成與鑑定 85 3.1.4 C18系列polyurea/malonamide dendrimer之合成與鑑定 87 3.1.5 Phenol系列polyurea/malonamide dendrimer之合成與鑑定 94 3.1.6 Diol系列polyurea/malonamide dendrimer之合成與鑑定 98 3.1.7 C10及C18系列鏈延長劑之合成與鑑定 103 3.1.8 Summary 109 3.2 [G1]-C10自我組裝現象探討 110 3.2.1 [G1]-C10 於THF溶液凝膠化現象(gelation) 110 3.2.2不同濃度下凝膠化探討 111 3.2.3 [G1]-C10自我組裝機制 113 3.2.4 Summary 114 3.3 Poly(urea/malonamide) dendrimer改質MMT 115 3.3.1 C10系列改質MMT 115 3.3.1.1熱性質分析 115 3.3.1.2形態學分析 120 3.3.1.3 C10系列插層形態探討 125 3.3.2 [G1]-C14及[G1]-C18改質MMT 126 3.3.3 Summary 127 3.4形狀記憶聚胺酯 128 3.4.1聚胺酯之合成與製備 128 3.4.1.1線性系列聚胺酯 128 3.4.1.2 C10系列側鏈樹枝化聚胺酯 129 3.4.1.3 C18系列側鏈樹枝化聚胺酯 130 3.4.1.4硬鏈段比例與鏈延長劑種類之選擇 131 3.4.2聚胺酯之FT-IR研究 132 3.4.3聚胺酯之熱性質分析 134 3.4.4聚胺酯之形態學分析 138 3.4.5聚胺酯之機械性質分析 139 3.4.6聚胺酯之形狀記憶測試 141 3.4.7 Summary 143 四、結論 144 五、參考文獻 146 六、個人著作 158zh_TW
dc.language.isoen_USzh_TW
dc.publisher化學工程學系所zh_TW
dc.relation.urihttp://www.airitilibrary.com/Publication/alDetailedMesh1?DocID=U0005-2912200817004900en_US
dc.subjectDendrimeren_US
dc.subject規則樹枝狀分子zh_TW
dc.subjectMontmorilloniteen_US
dc.subjectShape memory polymeren_US
dc.subjectPolyurethaneen_US
dc.subject蒙脫土zh_TW
dc.subject形狀記憶高分子zh_TW
dc.subject聚胺酯zh_TW
dc.title末端官能基型規則樹枝狀高分子之合成與特性分析zh_TW
dc.titleSynthesis and Characterization of Unique Dendrimers with Peripheral Functional Groupsen_US
dc.typeThesis and Dissertationzh_TW
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