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  2. 工學院
  3. 化學工程學系
請用此 Handle URI 來引用此文件: http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/50699
完整後設資料紀錄
DC 欄位值語言
dc.contributor.advisor陳賢燁(Hsien-Yeh Chen)
dc.contributor.authorJui-Hung Yuanen
dc.contributor.author袁睿宏zh_TW
dc.date.accessioned2021-06-15T12:53:20Z-
dc.date.available2018-07-26
dc.date.copyright2016-07-26
dc.date.issued2016
dc.date.submitted2016-07-19
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dc.identifier.urihttp://tdr.lib.ntu.edu.tw/jspui/handle/123456789/50699-
dc.description.abstract奈米科技由於其高表面積的特性,在生物科學、醫學和工業等方面都扮演極其重要的角色。而近年來,奈米科技的研究正逐步向多組分系統進行發展,結合新型多功能性鍍膜的表面改質技術於奈米科技,可以使相關的應用得到重大的突破。本研究使用聚對二甲苯高分子製造出兩種多功能性奈米粒子,達到專一與靈活的表面反應性,以期能在複雜的生物系統中成功結合各種生物分子。我們使用化學氣相沉積技術與奈米沉澱法製造出的奈米粒子,可以進行azide-alkyne環化反應, thiol-maleimide點擊反應和原子轉移自由基聚合反應來達到專一性鍵結,或是利用NHS-ester-amine 偶聯反應和光聚合交聯反應來達到表面的靈活性控制。實驗中,除了透過各種分析儀器來驗證奈米粒子的平均粒徑、外觀形態及表面化學特性外,我們也將其與螢光和聚甲基丙烯酸乙二醇酯(PEGMA)分子做結合,以確認其反應性。最後,多功能性奈米粒子做為標靶抗癌藥物的載體,鍵結上太平洋紫杉醇(paclitaxel)及葉酸(folic acid)分子,並實際進行海拉細胞(HeLa cell)的生長抑制測試。zh_TW
dc.description.abstractBecause of high surface to volume ratio, nanotechnology has played an important role in the biological science, medicine and industry. Recently, the development of nanotechnology has evolved into an era of multi-component systems. By introducing novel multifunctional coating to surface modification in nano-scaled dimension, applications of nanotechnology may make an important breakthrough. In this study, two kinds of multifunctional nanocolloids based on poly-para-xylylene were created to achieve specific and flexible reactivity with numerous biomolecules in complicated biological systems. Fabricated by chemical vapor deposition and nanoprecipitation methods, these nanoparticles could possess specificity through azide-alkyne cycloaddition, maleimide click reaction and surface-initiated atom transfer radical polymerization or flexibility through NHS-ester-amine coupling reaction and the photochemcially induced crosslinking reaction. Average sizes, morphologies, and surface chemistry of nanoparticles were characterized with a series of analysis. In addition, conjugations of fluorescent probes and poly(ethylene glycol) methacrylate (PEGMA) were also accomplished to confirm reactivity. Finally, application as a targeted drug carrier by immobilized with paclitaxel and folic acid molecules was demonstrated to inhibit growth of HeLa cancer cell.en
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Previous issue date: 2016
en
dc.description.tableofcontentsContent
致謝 I
摘要 II
Abstract III
Notations V
Content X
List of Figures XIII
List of Tables XV
Chapter 1 Introduction 1
1.1 Introduction 1
1.1.1 Nanotechnology 1
1.1.2 Functionalized poly-para-xylylene 2
Chapter 2 Experimental Section 7
2.1 Analysis Instruments 7
2.2 Synthesis of functionalized [2,2]paracyclophane 8
2.2.1 4-methyl-propiolate-[2,2]paracyclophane (PCP-Ester-alkyne) 8
2.2.2 4-N-maleimidomethyl-[2,2]paracyclophane (PCP-Maleimide) 8
2.2.3 4-methyl-2-bromoisobutyrate-[2.2]paracyclophane (PCP-Ester-bromide) 9
2.2.4 4-N-hydroxysuccinimide-ester-[2,2]paracyclophane (PCP-NHS-ester) 9
2.2.5 4-benzoyl-[2,2]paracyclophane (PCP-Benzoyl) 9
2.3 CVD Copolymerization 11
2.3.1 PPX-t-AMB 13
2.3.2 PPX-d-NB 14
2.4 Fabrication of nanoparticles 15
2.4.1 Nanoprecipitation method 15
2.4.2 Fabrication of PPX-t-AMB nanoparticles 17
2.4.3 Fabrication of PPX-d-NB nanoparticles 17
2.5 Characterization 18
2.5.1 Fourier transform infrared spectroscopy 18
2.5.2 X-ray photoelectron spectroscopy 18
2.5.3 Scanning Electron Microscopy 19
2.5.4 Dynamic light scattering 19
2.6 Biomolecule Conjugation 20
2.6.1 PPX-t-AMB 20
2.6.2 PPX-d-NB 21
2.7 Targeting anticancer therapy 22
2.7.1 Cell cultivation 22
2.7.2 Surface modification 22
2.7.3 Cell viability test 23
Chapter 3 Results and Discussion 25
3.1 PPX-t-AMB 25
3.1.1 Characterization 27
3.1.2 Reactivity 32
3.2 PPX-d-NB 35
3.2.1 Characterization 35
3.2.2 Reactivity 40
3.3 Application of multifunctional nanoparticles 41
3.3.1 Biocompatibility 41
3.3.2 Targeting anticancer therapy 43
Chapter 4 Conclusion 45
4.1 Conclusion 45
4.2 Future work 46
References 48
Appendix 53

List of Figures
Fig. 1-1 Schematic illustration of diversified functionalities of poly-para-xylylene 3
Fig. 2-1. Schematic illustration of functionalized [2,2]paracyclophane synthesis 10
Fig. 2-2. Schematic illustration of CVD copolymerization for functionalized poly-para-xylylene 11
Fig. 2-3. Schematic illustration of customized CVD system with three-sourced installations 12
Fig. 2-4. Phase diagram of the ternary system including solute, solvent and water 16
Fig. 3-1. Schematic illustration of multifunctional and specific reaction with PPX-t-AMB 26
Fig. 3-2. SEM images of PPX-t-AMB nanoparticles 28
Fig. 3-3. DLS analysis of PPX-t-AMB nanoparticles 28
Fig. 3-4. IRRAS spectra of (1) PPX-t-AMB (2) PPX-Ester alkyne (3) PPX-Maleimide (4) PPX-Ester bromide 29
Fig. 3-5. XPS survey spectrum for PPX-t-AMB 31
Fig. 3-6. The C1s high-resolution spectrum of PPX-t-AMB 31
Fig. 3-7. Fluorescent images of modified PPX-t-AMB nanoparticles 33
Fig. 3-8. Dependence of diameters and polymerization time for ATRP of PEGMA 34
Fig. 3-9. SEM images and DLS analysis of PPX-t-AMB nanoparticles before and after ATRP reaction for 360 mins 34
Fig. 3-10. SEM images of PPX-d-NB nanoparticles 36
Fig. 3-11. DLS analysis of PPX-d-NB nanoparticles 36
Fig. 3-12. IRRAS spectra of (1) PPX-d-NB (2) PPX-NHS ester (3) PPX-benzoyl 37
Fig. 3-13. XPS high-resolution spectrum of PPX-d-NB 39
Fig. 3-14. Fluorescent images of modified PPX-d-NB nanoparticles 40
Fig. 3-15. Relative viability towards 3T3 fibroblast and ASC cells cultured with PPX-d- NB nanoparticles 42
Fig. 3-16. Relative viability towards HeLa cells cultured with PPX-d-NB, PPX-d-NB-PTX, PPX-d-NB-PTX-FA nanoparticles 44
Fig. 4-1. Schematic illustration of dithiodipropanic acid-functionalized poly-para-xylylene nanoparticles 47
List of Tables
Table 2-1. The parameters of PPX-t-AMB copolymerization using CVD process 13
Table 2-2. The parameters of PPX-d-NB copolymerization using CVD process 14
dc.language.isoen
dc.subject生物界面zh_TW
dc.subject奈米粒子zh_TW
dc.subject奈米粒子zh_TW
dc.subject生物界面zh_TW
dc.subject多功能聚對二甲苯zh_TW
dc.subject化學氣相沉積zh_TW
dc.subject奈米沉澱法zh_TW
dc.subject奈米沉澱法zh_TW
dc.subject癌症標靶治療zh_TW
dc.subject化學氣相沉積zh_TW
dc.subject多功能聚對二甲苯zh_TW
dc.subject癌症標靶治療zh_TW
dc.subjecttargeted cancer therapyen
dc.subjectnanoparticlesen
dc.subjectbiointerfacesen
dc.subjectmultifunctional poly-para-xylyleneen
dc.subjectchemical vapor depositionen
dc.subjectnanoprecipitationen
dc.subjecttargeted cancer therapyen
dc.subjectnanoparticlesen
dc.subjectbiointerfacesen
dc.subjectmultifunctional poly-para-xylyleneen
dc.subjectchemical vapor depositionen
dc.subjectnanoprecipitationen
dc.title多功能聚對二甲苯:奈米尺度靈活與專一性之表面控制zh_TW
dc.titleMultifunctional Poly-para-xylylenes: Flexibility and Specificity of Controlled Biointerfaces in Nano-Scaled Dimensionen
dc.typeThesis
dc.date.schoolyear104-2
dc.description.degree碩士
dc.contributor.oralexamcommittee游佳欣(Jia-shing Yu),戴子安(Chi-An Dai),趙玲(Ling Chao)
dc.subject.keyword奈米粒子,生物界面,多功能聚對二甲苯,化學氣相沉積,奈米沉澱法,癌症標靶治療,zh_TW
dc.subject.keywordnanoparticles,biointerfaces,multifunctional poly-para-xylylene,chemical vapor deposition,nanoprecipitation,targeted cancer therapy,en
dc.relation.page53
dc.identifier.doi10.6342/NTU201601065
dc.rights.note有償授權
dc.date.accepted2016-07-19
dc.contributor.author-college工學院zh_TW
dc.contributor.author-dept化學工程學研究所zh_TW
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