TWI403460B - Carbon nanotube compound and method for producing the same - Google Patents
Carbon nanotube compound and method for producing the same Download PDFInfo
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本發明係關於一種奈米碳管複合物，並且特別地，本發明是關於一種具有羧酸化的多層奈米碳管之複合物。This invention relates to a carbon nanotube composite and, in particular, to a composite of a carboxylated multi-layered carbon nanotube.
由於高科技產業的發展，電磁波對儀器設備與人體之影響也因此備受關切與重視。Due to the development of high-tech industries, the influence of electromagnetic waves on instruments and equipment and the human body has received much attention and attention.
目前的電子設備大多以質輕、低成本、易設計以及具有絕緣特性之塑膠為外殼，因此在使用中易導致靜電累積且無法消除電子雜訊的干擾，這些問題對儀器設備、環境及個人均造成相當大的影響。許多國家都發佈了電磁相容性(EMC)標準，在新進的國家，不能滿足電磁相容標準的設備不允許銷售。因此，電磁相容技術與屏蔽材料之研製，已成為電子產品設計必須了解與掌握的關鍵技術之一。由於導電高分子優越之導電與介電特性，使其在電磁屏蔽材料之應用極受矚目。Most of the current electronic devices are made of plastics that are light in weight, low in cost, easy to design, and have insulating properties. Therefore, they are likely to cause static electricity accumulation during use and cannot eliminate the interference of electronic noise. These problems are common to equipment, environment, and individuals. Has a considerable impact. Electromagnetic compatibility (EMC) standards have been published in many countries, and equipment that cannot meet electromagnetic compatibility standards is not allowed to be sold in new countries. Therefore, the development of electromagnetic compatibility technology and shielding materials has become one of the key technologies that must be understood and mastered in electronic product design. Due to its superior electrical and dielectric properties, conductive polymers are attracting attention in electromagnetic shielding materials.
因此，本發明提出一種製造一奈米碳管複合物之方法，可製造一具有抗電磁輻射效能的奈米碳管複合物，以提供市面上各式之電子產品作為一屏蔽材料，並進一步提升原有的應用領域或衍生新的應用範疇。Therefore, the present invention provides a method for manufacturing a carbon nanotube composite, which can produce a carbon nanotube composite having electromagnetic radiation resistance, thereby providing various electronic products on the market as a shielding material and further improving The original application area or the new application category.
本發明之一範疇在於提供一種用以製作一奈米碳管複合物之方法。One aspect of the present invention is to provide a method for making a carbon nanotube composite.
根據一具體實施例，本發明之方法包含下列步驟。首先，混合一苯胺三聚體以及一二甲基乙胺溶液以形成一第一溶液。接著，混合雙酸酐以及一二甲基乙胺溶液溶形成一第二溶液。再混合該第二溶液以及該第一溶液以形成一第三溶液。其後，混合一羧酸化的多層奈米碳管、二氨基二苯醚以及一二甲基乙胺溶液以形成一第四溶液。According to a specific embodiment, the method of the invention comprises the following steps. First, a monoaniline trimer and a monodimethylethylamine solution are mixed to form a first solution. Next, the mixed bis-anhydride and the dimethylethylamine solution are dissolved to form a second solution. The second solution and the first solution are further mixed to form a third solution. Thereafter, a monocarboxylated multilayer carbon nanotube, a diaminodiphenyl ether, and a monodimethylethylamine solution were mixed to form a fourth solution.
進一步，混合該第四溶液以及該第三溶液以獲得一聚醯胺酸/奈米碳管溶液。最後，將部分該聚醯胺酸/奈米碳管溶液塗佈於一載具上並對該載具以及塗佈於該載具上之部分該聚醯胺酸/奈米碳管溶液進行一熱處理程序，以於該載具上形成該奈米碳管複合物。Further, the fourth solution and the third solution are mixed to obtain a polyglycolic acid/carbon nanotube solution. Finally, a portion of the polyphosphonic acid/nanocarbon tube solution is coated on a carrier and the carrier and a portion of the polyaminic acid/carbon nanotube solution coated on the carrier are subjected to a solution. A heat treatment procedure is performed to form the carbon nanotube composite on the carrier.
本發明之另一範疇在於提供一種奈米碳管複合物。其可為聚醯胺酸高分子/奈米碳管複合物。Another aspect of the invention is to provide a carbon nanotube composite. It may be a poly-proline polymer/nanocarbon tube composite.
根據本發明之另一具體實施例，該奈米碳管複合物包含一聚醯胺酸高分子以及複數個羧酸化的多層奈米碳管，平均分佈於該聚醯胺酸高分子中。According to another embodiment of the present invention, the carbon nanotube composite comprises a poly-proline polymer and a plurality of carboxylated multilayer carbon nanotubes, which are evenly distributed in the poly-proline polymer.
由於奈米碳管本身具有微弱的凡得瓦爾力，易聚在一起，且與高分子材料之間並無作用力存在，因此無法均勻的與高分子材料相結合。相較於先前技術，本發明之優點在於將奈米碳管表面進行羧酸化程序，使其表面產生羧酸基(-COOH)，賦予奈米碳管溶解性質，使其平均分佈於高分子中。Since the carbon nanotubes themselves have a weak van der Waals force, they tend to get together, and there is no force between them and the polymer material, so they cannot be uniformly combined with the polymer material. Compared with the prior art, the invention has the advantages of performing a carboxylation process on the surface of the carbon nanotubes to produce a carboxylic acid group (-COOH) on the surface thereof, and imparting the solubility properties of the carbon nanotubes to be evenly distributed in the polymer. .
關於本發明之優點與精神可以藉由以下的發明詳述及所附圖式得到進一步的瞭解。The advantages and spirit of the present invention will be further understood from the following detailed description of the invention.
本發明提供一種製作奈米碳管複合物之方法。該奈米碳管複合物可為聚醯胺酸高分子/奈米碳管複合物。其中該奈米碳管為羧酸化的多層奈米碳管，且平均分佈於該聚醯胺酸高分子中。根據本發明之具體實施例係揭露如下。The present invention provides a method of making a carbon nanotube composite. The carbon nanotube composite may be a poly-proline polymer/nanocarbon tube composite. The carbon nanotube is a carboxylated multilayer carbon nanotube and is evenly distributed in the polyamic acid polymer. Specific embodiments in accordance with the present invention are disclosed below.
請參見圖一，圖一係繪示根據本發明之一具體實施例的方法流程圖。Referring to FIG. 1, FIG. 1 is a flow chart of a method according to an embodiment of the present invention.
如圖一所示，於本具體實施例中，該方法包含下列步驟：首先，根據本方法於步驟S110中，混合一苯胺三聚體以及一二甲基乙胺溶液以形成一第一溶液。隨後，根據本方法於步驟S112中，混合雙酸酐以及一二甲基乙胺溶液溶形成一第二溶液。接著，根據本方法於步驟S114中，混合該第二溶液以及該第一溶液以形成一第三溶液。再接著，根據本方法於步驟S116中，混合一羧酸化的多層奈米碳管、二氨基二苯醚以及一二甲基乙胺溶液以形成一第四溶液。於實務中，第四溶液的各組成分之比例可視情況進行調整。As shown in FIG. 1, in the specific embodiment, the method comprises the following steps. First, in step S110, a monoaniline trimer and a dimethylethylamine solution are mixed to form a first solution. Subsequently, in step S112, the mixed bis-anhydride and the dimethylethylamine solution are dissolved to form a second solution according to the method. Next, in step S114, the second solution and the first solution are mixed to form a third solution according to the method. Then, according to the method, in step S116, the monocarboxylated multilayer carbon nanotube, the diaminodiphenyl ether and the monodimethylethylamine solution are mixed to form a fourth solution. In practice, the proportion of each component of the fourth solution may be adjusted as appropriate.
進一步，根據本方法於步驟S118中，混合該第四溶液以及該第三溶液以獲得一聚醯胺酸/奈米碳管溶液。最後，根據本方法於步驟S120中，將部分該聚醯胺酸/奈米碳管溶液塗佈於一載具上並對該載具以及塗佈於該載具上之部分該聚醯胺酸/奈米碳管溶液進行一熱處理程序，以於該載具上形成該奈米碳管複合物。Further, in step S118, the fourth solution and the third solution are mixed according to the method to obtain a poly-proline/nanocarbon tube solution. Finally, according to the method, in step S120, a portion of the poly-proline/nanocarbon tube solution is coated on a carrier and the carrier and a portion coated on the carrier are coated with the poly-proline The carbon nanotube solution is subjected to a heat treatment process to form the carbon nanotube composite on the carrier.
以下將具體說明本發明之方法的實施環境。請注意，以下流程、材料、實驗參數以及各種數據僅為舉例說明本發明，而非限制本發明之範疇。The implementation environment of the method of the present invention will be specifically described below. It is to be noted that the following processes, materials, experimental parameters, and various data are merely illustrative of the invention and are not intended to limit the scope of the invention.
首先，秤取0.1363g(0.47mmol)之苯胺三聚體溶於6g之二甲基乙胺中，在室溫下攪拌24小時以形成一第一溶液。隨後，秤取0.5205g(1mmol)之雙酸酐溶於1.5g之二甲基乙胺中，並在室溫下攪拌30分鐘以形成一第二溶液。接著，混合該第二溶液以及該第一溶液，並在室溫下攪拌24小時以形成一第三溶液。再接著，取約佔該第四溶液之0.5~3重量百分比之羧酸化的多層奈米碳管以及0.2002g(1mmol)二氨基二苯醚溶於2.5g之二甲基乙胺中，並在室溫下攪拌24小時以形成一第四溶液。First, 0.1363 g (0.47 mmol) of the aniline trimer was weighed and dissolved in 6 g of dimethylethylamine, and stirred at room temperature for 24 hours to form a first solution. Subsequently, 0.5205 g (1 mmol) of bis-anhydride was weighed and dissolved in 1.5 g of dimethylethylamine, and stirred at room temperature for 30 minutes to form a second solution. Next, the second solution and the first solution were mixed and stirred at room temperature for 24 hours to form a third solution. Then, about 0.5 to 3% by weight of the fourth solution of the carboxylated multilayer carbon nanotubes and 0.2002 g (1 mmol) of diaminodiphenyl ether are dissolved in 2.5 g of dimethylethylamine, and Stir at room temperature for 24 hours to form a fourth solution.
進一步，混合該第四溶液以及該第三溶液，並在室溫下攪拌24小時，以獲得一聚醯胺酸/奈米碳管溶液。最後，取適量該聚醯胺酸/奈米碳管溶液塗佈於一玻璃板上並對該玻璃板以及塗佈於該玻璃板上之部分該聚醯胺酸/奈米碳管溶液進行一熱處理程序，以於該載具上形成該奈米碳管複合物。Further, the fourth solution and the third solution were mixed and stirred at room temperature for 24 hours to obtain a polyglycolic acid/nanocarbon tube solution. Finally, an appropriate amount of the polyaminic acid/nanocarbon tube solution is coated on a glass plate and the glass plate and a portion of the polyaminic acid/carbon nanotube solution coated on the glass plate are subjected to a solution. A heat treatment procedure is performed to form the carbon nanotube composite on the carrier.
其中該熱處理程序之溫度係自室溫階段性地升高至約300℃，再由300℃階段性地降低至室溫。該奈米碳管複合物形成之熱處理程序之詳細內容如表一所示。The temperature of the heat treatment procedure is gradually increased from room temperature to about 300 ° C, and then gradually lowered from 300 ° C to room temperature. The details of the heat treatment procedure for the formation of the carbon nanotube composite are shown in Table 1.
在本實施例中，該奈米碳管複合物為聚醯胺酸高分子/奈米碳管複合物。其中該奈米碳管為羧酸化的多層奈米碳管，且平均分佈於該聚醯胺酸高分子中。此外，於實際應用中，前述苯胺三聚體：雙酸酐：二氨基二苯醚之莫爾數比可以是，但不受限於0.47：1：1。此外，於實際應用中，該不同比例之羧酸化的多層奈米碳管之比例約佔該第四溶液之0.5~3重量百分比。In this embodiment, the carbon nanotube composite is a poly-proline polymer/nanocarbon tube composite. The carbon nanotube is a carboxylated multilayer carbon nanotube and is evenly distributed in the polyamic acid polymer. Further, in practical applications, the molar ratio of the aforementioned aniline trimer: dianhydride:diaminodiphenyl ether may be, but is not limited to, 0.47:1:1. In addition, in practical applications, the ratio of the different proportions of the carboxylated multi-layered carbon nanotubes is about 0.5 to 3% by weight of the fourth solution.
於實際應用中，前述羧酸化的多層奈米碳管進一步藉由下列步驟製作：混合一多層奈米碳管以及一硫酸/硝酸混合溶液於超音波震盪環境下進行一表面官能基化程序，以獲得該羧酸化的多層奈米碳管。其中，該多層奈米碳管加入該硫酸/硝酸混合溶液中，產生一羧化反應致使該多層奈米碳管表面產生一羧酸基。並且，該硫酸/硝酸混合溶液中的硫酸與硝酸之比例可為3：1；且該硫酸之純度可為90%；該硝酸之純度可為70%。請注意，於實務中，該硫酸/硝酸混合溶液中的硫酸與硝酸之比例、該硫酸以及該硝酸之純度皆可視情況進行調整。In practical applications, the above-mentioned carboxylated multi-layered carbon nanotubes are further prepared by mixing a multi-layered carbon nanotube and a sulfuric acid/nitric acid mixed solution in a supersonic oscillation environment for a surface functionalization process. The carboxylated multilayer carbon nanotube is obtained. Wherein, the multi-layered carbon nanotube is added to the sulfuric acid/nitric acid mixed solution to generate a carboxylation reaction to cause a monocarboxylic acid group on the surface of the multi-layered carbon nanotube. Moreover, the ratio of sulfuric acid to nitric acid in the sulfuric acid/nitric acid mixed solution may be 3:1; and the purity of the sulfuric acid may be 90%; the purity of the nitric acid may be 70%. Please note that in practice, the ratio of sulfuric acid to nitric acid in the sulfuric acid/nitric acid mixed solution, the sulfuric acid and the purity of the nitric acid may be adjusted as appropriate.
以下將具體說明該羧酸化的多層奈米碳管之製作方法的實施環境。請注意，以下流程、材料、實驗參數以及各種數據僅為舉例說明本發明，而非限制本發明之範疇。The implementation environment of the method for producing the carboxylated multilayer carbon nanotube will be specifically described below. It is to be noted that the following processes, materials, experimental parameters, and various data are merely illustrative of the invention and are not intended to limit the scope of the invention.
首先，將多層奈米碳管加入硫酸/硝酸混合溶液中，於20±5℃環境下超音波震盪23小時。其中該硫酸/硝酸混合溶液中的硫酸與硝酸之比例為3：1；且該硫酸之純度為90%；該硝酸之純度為70%。隨後，將上述之產物抽氣過濾，並利用去離子水與甲醇反覆沖洗四次。將過濾好之羧酸化的多層奈米碳管置於烘箱中，溫度設定為60℃，烘乾時間為24小時，以去除多餘水分，最後獲得該羧酸化的多層奈米碳管。First, a multi-layered carbon nanotube was added to a sulfuric acid/nitric acid mixed solution, and ultrasonically oscillated for 23 hours at 20 ± 5 °C. Wherein the ratio of sulfuric acid to nitric acid in the sulfuric acid/nitric acid mixed solution is 3:1; and the purity of the sulfuric acid is 90%; the purity of the nitric acid is 70%. Subsequently, the above product was suction filtered and rinsed four times with deionized water and methanol. The filtered carboxylated multi-layered carbon nanotubes were placed in an oven at a temperature of 60 ° C and a drying time of 24 hours to remove excess water, and finally the carboxylated multilayer carbon nanotubes were obtained.
請參閱圖二。圖二係繪示圖一中苯胺三聚體的製作方法流程圖。首先，根據本方法於步驟S510中，混合對苯二胺、一鹽酸水溶液以及一乙醇溶液以形成一第一混合溶液。接著，根據本方法於步驟S512中，混合過硫酸銨以及該第一混合溶液以形成一第二混合溶液，並持續攪拌反應。再接著，根據本方法於步驟S514中，加入苯胺單體以形成一第三混合溶液，並持續攪拌。隨後，根據本方法於步驟S516中，於減壓環境下過濾該第三混合溶液以獲得一第一產物。再根據本方法於步驟S518中，混合該第一產物及一氫氧化銨溶液以形成一第四混合溶液，並持續攪拌。進一步，根據本方法於步驟S520中，於減壓環境下過濾該第四混合溶液以獲得一第二產物。最後，根據本方法於步驟S522中，對該第二產物進行管柱層析純化，以獲得該苯胺三聚體。Please refer to Figure 2. Figure 2 is a flow chart showing the preparation method of the aniline trimer in Figure 1. First, in step S510, p-phenylenediamine, an aqueous solution of hydrochloric acid, and a solution of ethanol are mixed to form a first mixed solution. Next, according to the method, in step S512, ammonium persulfate and the first mixed solution are mixed to form a second mixed solution, and the reaction is continuously stirred. Next, in step S514, according to the method, an aniline monomer is added to form a third mixed solution, and stirring is continued. Subsequently, according to the method, in step S516, the third mixed solution is filtered under a reduced pressure environment to obtain a first product. Then, according to the method, in step S518, the first product and an ammonium hydroxide solution are mixed to form a fourth mixed solution, and stirring is continued. Further, according to the method, in step S520, the fourth mixed solution is filtered under a reduced pressure environment to obtain a second product. Finally, in step S522, the second product is subjected to column chromatography purification to obtain the aniline trimer.
以下將具體說明該苯胺三聚體之製作方法的實施環境。請注意，以下流程、材料、實驗參數以及各種數據僅為舉例說明本發明，而非限制本發明之範疇。The implementation environment of the method for producing the aniline trimer will be specifically described below. It is to be noted that the following processes, materials, experimental parameters, and various data are merely illustrative of the invention and are not intended to limit the scope of the invention.
首先，取0.86g(8mmol)對苯二胺溶於100ml濃度為1M之氯化氫溶液以及40ml之乙醇中，於-5℃冰浴下進行反應，以形成一第一混合溶液。接著，秤取1.8g(8mmol)過硫酸銨於上述該第一混合溶液中以形成一第二混合溶液，並持續攪拌反應。反應約5分鐘後，當產物變為褐色，迅速加入1.5ml(16mmol)苯胺單體以形成一第三混合溶液，並持續攪拌。經過幾分鐘後，待該產物變為藍色，再計時攪拌反應30分鐘。First, 0.86 g (8 mmol) of p-phenylenediamine was dissolved in 100 ml of a 1 M hydrogen chloride solution and 40 ml of ethanol, and the reaction was carried out in an ice bath at -5 ° C to form a first mixed solution. Next, 1.8 g (8 mmol) of ammonium persulfate was weighed into the above first mixed solution to form a second mixed solution, and the reaction was continuously stirred. After about 5 minutes of reaction, when the product turned brown, 1.5 ml (16 mmol) of the aniline monomer was quickly added to form a third mixed solution, and stirring was continued. After a few minutes, the product turned blue and the reaction was stirred for 30 minutes.
隨後，將該產物抽氣過濾，並以30ml濃度為1M之氯化氫以及80ml之蒸餾水溶液沖洗該產物獲得一第一產物。將第一產物加入40ml濃度為1M之氫氧化銨溶液，以形成一第四混合溶液，並持續在室溫下攪拌反應1~2小時。進一步將第四混合溶液抽氣過濾，並以蒸餾水沖洗產物，將其沖洗至pH值接近中性為止，以獲得一第二產物，該第二產物為藍褐色。最後，對該第二產物進行管柱層析純化，以獲得該苯胺三聚體。Subsequently, the product was suction-filtered, and the product was washed with 30 ml of 1 M hydrogen chloride and 80 ml of a distilled aqueous solution to obtain a first product. The first product was added to 40 ml of a 1 M ammonium hydroxide solution to form a fourth mixed solution, and the reaction was continuously stirred at room temperature for 1 to 2 hours. The fourth mixed solution was further suction filtered and the product was rinsed with distilled water and rinsed until the pH was near neutral to obtain a second product which was blue-brown. Finally, the second product is subjected to column chromatography purification to obtain the aniline trimer.
由於奈米碳管本身具有微弱的凡得瓦爾力，易聚在一起，且與高分子材料之間並無作用力存在，因此無法均勻的與高分子材料相結合。相較於先前技術，本發明之優點在於將奈米碳管表面進行羧酸化程序，使其表面產生羧酸基(-COOH)，賦予奈米碳管溶解性質，使其平均分佈於高分子中。Since the carbon nanotubes themselves have a weak van der Waals force, they tend to get together, and there is no force between them and the polymer material, so they cannot be uniformly combined with the polymer material. Compared with the prior art, the invention has the advantages of performing a carboxylation process on the surface of the carbon nanotubes to produce a carboxylic acid group (-COOH) on the surface thereof, and imparting the solubility properties of the carbon nanotubes to be evenly distributed in the polymer. .
藉由以上較佳具體實施例之詳述，係希望能更加清楚描述本發明之特徵與精神，而並非以上述所揭露的較佳具體實施例來對本發明之範疇加以限制。相反地，其目的是希望能涵蓋各種改變及具相等性的安排於本發明所欲申請之專利範圍的範疇內。因此，本發明所申請之專利範圍的範疇應該根據上述的說明作最寬廣的解釋，以致使其涵蓋所有可能的改變以及具相等性的安排。The features and spirit of the present invention will be more apparent from the detailed description of the preferred embodiments. On the contrary, the intention is to cover various modifications and equivalents within the scope of the invention as claimed. Therefore, the scope of the patented scope of the invention should be construed as broadly construed in the
S110~S120．．．流程步驟S110~S120. . . Process step
S510~S522．．．流程步驟S510~S522. . . Process step
圖一係繪示根據本發明之一具體實施例之製作一奈米碳管複合物的方法流程圖。BRIEF DESCRIPTION OF THE DRAWINGS Figure 1 is a flow chart showing a method of making a carbon nanotube composite in accordance with an embodiment of the present invention.
圖二係繪示圖一中該苯胺三聚體的製作方法流程圖。Figure 2 is a flow chart showing the preparation method of the aniline trimer in Figure 1.
S110~S120．．．流程步驟S110~S120. . . Process step
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| TW200609284A (en) * | 2004-05-11 | 2006-03-16 | Arkema | Composite materials based on carbon nanotubes and polymer matrices and processes for obtaining same |
| WO2006115486A1 (en) * | 2005-04-22 | 2006-11-02 | Seldon Technologies, Llc | Article comprising carbon nanotubes and method of using the same for purifying fluids |
| TW200918586A (en) * | 2007-10-19 | 2009-05-01 | Nat Univ Tsing Hua | Method of preparation of a MWCNT/polymer composite having electromagnetic interference shielding effectiveness |
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| US20040071990A1 (en) * | 2002-07-05 | 2004-04-15 | Hideki Moriyama | Electrically conductive polyimide compositions having a carbon nanotube filler component and methods relating thereto |
| TW200609284A (en) * | 2004-05-11 | 2006-03-16 | Arkema | Composite materials based on carbon nanotubes and polymer matrices and processes for obtaining same |
| WO2006115486A1 (en) * | 2005-04-22 | 2006-11-02 | Seldon Technologies, Llc | Article comprising carbon nanotubes and method of using the same for purifying fluids |
| TW200918586A (en) * | 2007-10-19 | 2009-05-01 | Nat Univ Tsing Hua | Method of preparation of a MWCNT/polymer composite having electromagnetic interference shielding effectiveness |
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