用於聚氨酯植入物表面功能化具有潤滑和抗污性能之光交聯醫用塗層

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鄭媖慈(Ying-Tzu Cheng) 查詢紙本館藏

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化學工程與材料工程學系

論文名稱

用於聚氨酯植入物表面功能化具有潤滑和抗污性能之光交聯醫用塗層
(Photo-crosslinkable Medical Coatings with Lubricating and Antifouling Properties for Surface Functionalization of Polyurethane Implants)

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至系統瀏覽論文 (2028-7-31以後開放)

摘要(中)

熱塑性聚氨酯 (TPU) 因其卓越的機械性能和生物相容性而在醫療領域中被廣泛應用於導管、傷口護理和長期植入等方面。然而，由於TPU基材具有疏水表面特性，在長期植入人體時容易出現非特異性生物黏附的問題，進而引發人體免疫反應、細菌感染和功能喪失，因此對TPU表面進行修飾賦予其高親水性、潤滑性和防污性能具有重要意義。本研究重點在於開發一種用於修飾TPU表面的雙層塗層系統，該系統由基底層和功能性塗層組成。基底層由四種單體組成，包含帶有季銨陽離子的2-甲基丙烯醯氧基乙基三甲基氯化銨 (TMAEMA)、甲基丙烯酸十二烷基酯 (DMA) 之長碳鏈有利於基底層吸附在TPU表面、3-甲基丙烯醯氧基-2-羥丙基-4-氧基二苯甲酮 (MHPBP) 通過光誘導的烴基插入交聯反應 (CHic) 形成交聯層、乙烯基吡咯烷酮 (NVP) 作為除氧劑促進光交聯反應，合成之基底層即為隨機共聚物TMAEMA-r-DMA-r-MHPBP-r-NVP (TDMN)；功能性塗層為雙離子材料2-甲基丙烯醯氧基乙基磷醯膽鹼 (MPC) 和MHPBP合成之共聚物MPC-r-MHPBP (MPM) 以及商用之親水材料聚乙烯吡咯烷酮 (PVP)，作為親水性的防污塗層。本研究通過自由基聚合合成共聚物，並利用1H NMR和ATR-FTIR光譜進行官能基鑑定，通過GPC分析確定共聚物的分子量，並利用UV-Vis識別光誘導聚合物的吸收波長範圍。修飾溶液的測量包含表面張力及黏度，塗層則使用AFM觀察其表面形貌，通過水接觸角和摩擦力測試比較表面潤滑度及穩定性，並利用蛋白質和抗菌黏附試驗研究其防污性能。研究結果表明，TDMN適用於TPU表面改質雙塗層系統中的基底層，MPM和PVP兩種聚合物作為功能性塗層都具有良好的抗污性和潤滑性，未來有望將雙塗層系統應用於改進TPU在醫療領域的長期植入效果。

摘要(英)

Thermoplastic polyurethane (TPU) is extensively utilized in medical applications such as catheters, wound care, and long-term implants due to its excellent mechanical properties and biocompatibility. However, the hydrophobic nature of TPU surfaces could lead to issues related to nonspecific bioadhesion during prolonged human implantation. Consequently, surface modification of TPU to enhance its hydrophilicity, lubricity, and antifouling properties holds significant importance.
This study focuses on the development of a two-layer coating system for surface modification of TPU, comprising a primer layer and a functional layer. The primer layer consists of four monomers. It incorporates the positively charged quaternary ammonium group from 2-trimethylammonioethyl methacrylate (TMAEMA) monomer, while the long carbon chain of dodeyl methacrylate (DMA) facilitates physical adsorption of layer onto the TPU surface. The cross-linking absorption is achieved through the light-induced C,H insertion crosslinking (CHic) reaction using 3-methacryloyloxy-2-hydroxypropyl-4-oxybenzophenone (MHPBP) as a photo-crosslinkable monomer. In addition, n-vinyl-2-pyrrolidone (NVP) acts as an oxygen scavenger to promote the photo-crosslinking reaction. The synthetic primer layer is random copolymer, TMAEMA-r-DMA-r-MHPBP-r-NVP (TDMN). As for the functional layer, the deposition of polyvinylpyrrolidone (PVP) is served as a hydrophilic antifouling coating. Another hydrophilic coating is MPM random copolymer, which consists of MHPBP and a zwitterionic monomer, 2-methacryloxyethylphosphorylcholine (MPC).
The copolymers were synthesized using free radical polymerization. Chemical structure characterization of the copolymers was conducted by 1H NMR and ATR-FTIR spectroscopy. The molecular weight was determined through GPC analysis. UV-Vis spectroscopy was employed to identify the absorption wavelength range of the photoinduced polymers. Besides, water contact angle and friction tests were conducted to compare surface wetting and lubricity, while AFM was used to observe the morphology of coatings. Protein and antibacterial adhesion tests were employed to evaluate the antifouling performance of the coatings.
According to the research, both MPM and PVP polymers exhibit excellent antifouling properties and high lubricity, making them suitable for the functional coatings in the double-layer coating system for TPU surface modification. This system shows great potential for improving the long-term implantation effectiveness of TPU in the medical field. Overall, this study provides valuable insights for the development of high-performance, biocompatible materials to address the demands in medical applications.

關鍵字(中)

★ 烴基插入反應
★ 二苯甲酮
★ 2-甲基丙烯醯氧乙基磷酸膽鹼
★ 聚乙烯吡咯烷酮
★ 熱塑性聚氨酯
★ 醫用塗料

關鍵字(英)

★ C,H insertion crosslinking reaction (CHic)
★ benzophenone (BP)
★ 2- methacryloxyethylphosphorylcholine (MPC)
★ polyvinylpyrrolidone (PVP)
★ thermoplastic polyurethane (TPU)
★ medical coatings

論文目次

摘要 i
ABSTRACT ii
致謝 iv
目錄 v
圖目錄 ix
表目錄 xii
專有名詞簡稱 xiii
聚合物簡稱 xiii
一、文獻回顧 1
1-1聚氨酯 (PU) 1
1-1-1 熱塑型聚氨酯 (TPU) 2
1-1-2 TPU於生物醫學之應用 3
1-2 醫療設備相關感染 (DAI) 4
1-2-1 導管相關性感染 (CAI) 4
1-2-2 生物膜之形成 (Biofilm formation) 5
1-2-3 凝血級聯反應 (Coagulation cascade) 6
1-3 表面修飾 8
1-3-1 物理修飾與化學修飾 9
1-3-3 烴基插入交聯反應 (CHic) 10
1-3-2 單一塗層與多層塗層 11
1-3-4 TPU表面修飾技術 12
1-4 輻射固化技術 15
1-4-1 光固化技術 15
1-4-2 自由基光起始劑 17
1-4-3 二苯甲酮衍生物 (MHPBP) 18
1-5 親水性抗污材料 20
1-5-1 聚乙烯吡咯烷酮 (PVP) 20
1-5-2 磷酸膽鹼 (PC) 21
二、研究目的 23
三、實驗方法 25
3-1 實驗設計 25
3-1-1 實驗藥品清單 25
3-1-2 各項儀器與設備 26
3-2 材料合成與製備 27
3-2-1 光敏感單體MHPBP之合成 27
3-2-2 光敏感共聚物TDMN之合成 28
3-2-3 光敏感共聚物MPM之合成 29
3-2-4 TPU基材製備 30
3-2-5 LB培養基製備 30
3-3 材料性質鑑定 31
3-3-1 化學結構分析 (Chemical structure analysis) 31
3-3-2 聚合物分子量測定 (Molecular weight determination) 31
3-3-3 官能基鑑定分析 (Functional group analysis) 31
3-4 可見光-紫外光分光光度法 (UV-Vis) 32
3-4-1 光敏感性單體及共聚物之吸光值測定 32
3-4-2 光敏感共聚物於紫外光照射之反應效率 32
3-4-3 第一塗層於第二修飾溶液之釋放量 33
3-5 修飾溶液之性質測定 33
3-5-1 修飾溶液之黏度 (Viscosity) 33
3-5-2 修飾溶液之表面張力 (Surface tension) 33
3-6 TPU基材浸塗修飾條件 34
3-6-1 單塗層修飾 (Single-layer coating) 35
3-6-2 雙塗層修飾 (Double-layer coating) 35
3-7 TPU塗層性質測定 36
3-7-1 表面形貌鑑定 (Surface topography) 36
3-7-2 潤滑度測試 (Lubricity test) 36
3-7-3 水下摩擦力測試 (Underwater Friction Test) 36
3-7-4 水接觸角測定 (Contact Angle Test) 37
3-7-5 抗菌貼附測試 (Anti-bacterial Attachment Test) 38
3-7-6 蛋白質貼附測試 (Protein Adsorption Test) 39
3-8 統計學分析 40
四、結果與討論 41
4-1 光起始劑與共聚物之性質測定 41
4-1-1 光敏感單體MHPBP之1H NMR光譜 41
4-1-2 光反應性共聚物TDMN之1H NMR光譜圖 42
4-1-3 光反應性共聚物MPM之1H NMR光譜 43
4-2 光敏感性單體及共聚物之吸光值測定 45
4-2-1 光反應性物質之消光係數 45
4-2-2 光敏感共聚物於紫外光照射之反應效率 46
4-3 修飾溶液之性質測定 47
4-4 第一塗層於第二修飾溶液之釋放量 48
4-5 TDMN/PVP塗層之表面潤滑度及水下摩擦力測試 49
4-5-1 不同成分與濃度測試 49
4-5-2 不同紫外光固化條件 53
4-5-3 不同乾燥條件 54
4-6 TDMN/MPM塗層之表面潤滑度及水下摩擦力測試 57
4-6-1 單一塗層之摩擦力 57
4-6-2 不同成分與濃度測試 57
4-6-3 不同環境修飾條件 59
4-7 修飾塗層之表面性能鑑定 64
4-7-1 塗層之表面形貌 64
4-7-2 表面官能基分析 66
4-7-3 水接觸角測定 67
4-8 親水性塗層之抗沾黏測試 68
4-8-1 抗菌貼附測試 68
4-8-2 蛋白質貼附測試 69
五、結論 71
六、未來展望 72
七、參考文獻 73
附錄 79

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指導教授

黃俊仁(Chun-Jen Huang)

審核日期

2023-8-21

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