JP2014503445A - 半導体性炭素ナノチューブの選択的分離方法、半導体性炭素ナノチューブの分散液、及び該方法で分離した炭素ナノチューブを含む電子素子 - Google Patents
半導体性炭素ナノチューブの選択的分離方法、半導体性炭素ナノチューブの分散液、及び該方法で分離した炭素ナノチューブを含む電子素子 Download PDFInfo
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- JP2014503445A JP2014503445A JP2013536538A JP2013536538A JP2014503445A JP 2014503445 A JP2014503445 A JP 2014503445A JP 2013536538 A JP2013536538 A JP 2013536538A JP 2013536538 A JP2013536538 A JP 2013536538A JP 2014503445 A JP2014503445 A JP 2014503445A
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- carbon nanotubes
- semiconducting
- carbon nanotube
- polythiophene derivative
- electronic device
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 291
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- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
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Classifications
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Abstract
Description
Rは、C7−C50アルキル基であり、
R1及びR2は、互いに独立して、水素、ハロゲン、メチル及びハロメチルのうち一つであり、
lは、1ないし40,000の整数、及び/または1ないし10,000の整数である。
Rは、C7−C50アルキル基であり、
R1及びR2は、互いに独立して、水素、ハロゲン、メチル及びハロメチルのうち一つであり、
lは、1ないし40,000の整数、及び/または1ないし10,000の整数である。
Rは、C7−C50アルキル基であり、
R1及びR2は、互いに独立して、水素、ハロゲン、メチル及びハロメチルのうち一つであり、
lは、1ないし40,000の整数、及び/または1ないし10,000の整数である。
Rは、C7−C50アルキル基、C7−C30アルキル基、C10−C30アルキル基のうち一つであるが、実施形態は、それらに制限されるものではない。
分散剤として、立体規則性ポリ(3−オクチルチオフェン)(Sigma−Aldrich Co.社製)10mgをトルエン25mLに入れて溶解し、この溶液に単一壁炭素ナノチューブ(HiPCO SWNT、Unidym社製)5mgを添加して混合液を得た。前記単一壁炭素ナノチューブは、超音波分散器(sonic bath)内に、50℃で、最大振幅の70%で30分間分散させ、金属性単一壁炭素ナノチューブ及び半導体性単一壁炭素ナノチューブを含む分散液を得た。前記生成された分散液を、約25,000Gで2時間遠心分離した後、上澄み液(supernatant)を分離し、前記上澄み液を、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液として使用した。
前記単一壁炭素ナノチューブを−40℃で分散させることを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを−30℃で分散させることを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを15℃で分散させることを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを20℃で分散させることを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを40℃で分散させることを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを60℃で分散させることを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを70℃で分散させることを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを90℃で分散させることを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
分散剤として、立体規則性ポリ(3−デシルチオフェン)(Sigma−Aldrich Co.社製)を使用して金属性単一壁炭素ナノチューブ及び半導体性単一壁炭素ナノチューブを含む分散液を得て、その後、遠心分離して半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得たことを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを−40℃で分散させることを除き、実施例10と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを−30℃で分散させることを除き、実施例10と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを15℃で分散させることを除き、実施例10と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを20℃で分散させることを除き、実施例10と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを40℃で分散させることを除き、実施例10と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを60℃で分散させることを除き、実施例10と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを70℃で分散させることを除き、実施例10と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを90℃で分散させることを除き、実施例10と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
分散剤として、立体規則性ポリ(3−ドデシルチオフェン)(Sigma−Aldrich Co.社製)を使用して金属性単一壁炭素ナノチューブ及び半導体性単一壁炭素ナノチューブを含む分散液を得て、その後、遠心分離して半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得たことを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。前記炭素ナノチューブ分散液のカラーは、暗い褐色を示した。
前記単一壁炭素ナノチューブを−40℃で分散させることを除き、実施例19と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを−30℃で分散させることを除き、実施例19と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを15℃で分散させることを除き、実施例19と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを20℃で分散させることを除き、実施例19と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを40℃で分散させることを除き、実施例19と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを60℃で分散させることを除き、実施例19と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを70℃で分散させることを除き、実施例19と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
前記単一壁炭素ナノチューブを90℃で分散させることを除き、実施例19と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
分散剤として、立体規則性ポリ(3−ヘキシルチオフェン)(Sigma−Aldrich Co.社製)を使用して金属性単一壁炭素ナノチューブ及び半導体性単一壁炭素ナノチューブを含む分散液を得て、その後、遠心分離して半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得たことを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
分散剤として、下記化学式(8)のポリ(3,3’’’−ジドデシル−クオータ−チオフェン)(Sigma−Aldrich Co.社製)を使用して金属性単一壁炭素ナノチューブ及び半導体性単一壁炭素ナノチューブを含む分散液を得て、その後、遠心分離して半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得たことを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
分散剤として、下記化学式(9)の立体規則性ポリ(3−メチル−4−デシル−チオフェン−2,5−ジイル)(Sigma−Aldrich Co.社製)を使用して金属性単一壁炭素ナノチューブ及び半導体性単一壁炭素ナノチューブを含む分散液を得て、その後、遠心分離して半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得たことを除き、実施例1と同一の方法で、半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を得た。
UV−Vis−NIR吸収スペクトル評価
前記実施例1,10,19−27、及び比較例1〜3で得られた半導体性単一壁炭素ナノチューブを含む炭素ナノチューブ分散液を、UV−Vis−NIR分光器(Varian社製)を使用して、波長の範囲内の吸収強度を測定した。その結果を、図1、図2及び図3に示した。
ラマン分光測定装置(T.Y.Horriba社製)を利用して、2.33eV(532nm)、1.94eV(633nm)及び1.59eV(785nm)それぞれの励起エネルギー(excitation energy)で遠心分離する前の実施例19の炭素ナノチューブ分散液、及びこれを25,000Gで2時間遠心分離した後で得られた上澄み液のラマン分光スペクトルの放射休止モード(RBM:radial breathing mode)スペクトルを測定した。その結果を、図4ないし図6に示した。
ソース電極でとしてのPt、ドレイン電極としてのTi、ゲート電極(n−ドーピングされたSi基板)、及び誘電体層としてのSiO2(300nm厚)でもって、薄膜トランジスタを製造した。
図10A及び図10Bは、一実施形態による太陽電池の概路図である。図10Aを参照すれば、一実施形態による太陽電池100は、連続してスタックされた(stacked)基板10、下部電極20、光活性層50及び上部電極60を含んでもよい。基板10の材料は、不導体性高分子、シリコン、ガラス、溶融シリカ、石英、プラスチック、PMS(polydimethylsiloxane)、及びそれらの組み合わせのうち一つを含んでもよいが、実施形態は、それらに制限されるものではない。下部電極20及び上部電極60は、それぞれ亜鉛酸化物、スズ酸化物、インジウムスズ酸化物のような、透明な導電性酸化物材料のうち少なくとも一つを含んでもよいが、実施形態は、それらに制限されるものではない。下部電極20及び上部電極60の材料及び/または材料(複数)は同一であっても異なってもよい。光活性層50は、n−型層30及びp−型層40を含む。p−型層40は、一実施形態による半導体性炭素ナノチューブを含む分散液を含む。前記半導体性炭素ナノチューブは、太陽電池で電荷発生に使用されてもよい。また、前記半導体性炭素ナノチューブは、前記炭素ナノチューブの特性によって、電荷輸送を容易に行うのにも使用されてもよい。前記ポリチオフェン誘導体は、電子ドナーに使用されてもよい。
Claims (40)
- 溶媒、炭素ナノチューブ及び分散剤を含む混合液で、前記炭素ナノチューブを分散させる段階と、
前記混合液から、半導体性炭素ナノチューブを選択的に分離する段階と、を含み、
前記炭素ナノチューブは、半導体性炭素ナノチューブを含み、
前記分散剤がチオフェン環、及び前記チオフェン環に連結された炭化水素側鎖を含むポリチオフェン誘導体を含み、
前記炭化水素側鎖は、炭素数7以上を含むアルキル基を含み、
前記炭化水素側鎖が立体規則的に配列された方法。 - 前記ポリチオフェン誘導体は、下記化学式(1)で表示されることを特徴とする請求項1に記載の方法:
Rは、C7−C50アルキル基であり、
R1及びR2は、互いに独立して、水素、ハロゲン、メチル及びハロメチルのうち一つであり、
lは、1ないし40,000の整数である。 - 前記ポリチオフェン誘導体は、下記化学式(2),(3)及び(4)のうち一つで表示されることを特徴とする請求項1に記載の方法:
- 前記ポリチオフェン誘導体は、下記化学式(5),(6)及び(7)のうち一つで表示されることを特徴とする請求項1に記載の方法:
- 前記炭素ナノチューブの直径が3nm以下であることを特徴とする請求項1に記載の方法。
- 前記炭素ナノチューブの直径が約0.7nmないし約3nmである ことを特徴とする請求項1に記載の方法。
- 前記炭素ナノチューブが、単一壁炭素ナノチューブ、二重壁炭素ナノチューブ、多重壁炭素ナノチューブ及び束型炭素ナノチューブ、またはそれらの組み合わせであることを特徴とする請求項1に記載の方法。
- 前記溶媒が有機溶媒を含むことを特徴とする請求項1に記載の方法。
- 前記炭素ナノチューブが、有機溶媒で、約10mg/L未満の溶解度を有することを特徴とする請求項7に記載の方法。
- 前記有機溶媒が、クロロホルム、ジクロロエタン、トルエン、キシレン、デカリン、メシチレン、ヘキサン及びテトラヒドロフランのうち少なくとも一つを含むことを特徴とする請求項8に記載の方法。
- 前記混合液で、炭素ナノチューブに係わる分散剤の重量比が、約10:1ないし約1:10であることを特徴とする請求項1に記載の方法。
- 前記混合液で、分散剤の含量が、溶媒全容量を基準に、約0.1mg/mlないし約1mg/mlであることを特徴とする請求項1に記載の方法。
- 前記混合液で、炭素ナノチューブの含量が、溶媒全容量を基準に、約0.1mg/mlないし約1mg/mlであることを特徴とする請求項1に記載の方法。
- 前記混合液で、炭素ナノチューブを分散させる段階が、およそ−40℃ないし約90℃で遂行されることを特徴とする請求項1に記載の方法。
- 前記混合液で、炭素ナノチューブを分散させる段階が、およそ−20℃ないし約90℃で遂行されることを特徴とする請求項1に記載の方法。
- 前記混合液で、炭素ナノチューブを分散させる段階が、約20℃ないし約80℃で遂行されることを特徴とする請求項1に記載の方法。
- 前記混合液で、炭素ナノチューブを分散させる段階が、約40℃ないし約70℃で遂行されることを特徴とする請求項1に記載の方法。
- 前記混合液から、半導体性炭素ナノチューブを選択的に分離する段階が、前記混合液から、遠心分離によって分散された半導体性炭素ナノチューブを含む上澄み液を分離する段階を含むことを特徴とする請求項1に記載の方法。
- 前記上澄み液で、半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量を基準に、75重量%以上であることを特徴とする請求項18に記載の方法。
- 前記上澄み液で、半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量を基準に、99重量%以上であることを特徴とする請求項18に記載の方法。
- 前記上澄み液で、半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量を基準に、99.5重量%以上である ことを特徴とする請求項18に記載の方法。
- 前記上澄み液で、半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量を基準に、99.9重量%以上であることを特徴とする請求項18に記載の方法。
- 半導体性炭素ナノチューブと、
ポリチオフェン誘導体と、を含み、
前記ポリチオフェン誘導体は、チオフェン環、及び前記チオフェン環に連結された炭化水素側鎖を含み、
前記炭化水素側鎖は、炭素数7以上を含むアルキル基を含み、
前記炭化水素側鎖が立体規則的に配列された電子素子。 - 前記ポリチオフェン誘導体は、下記化学式(1)で表示されることを特徴とする請求項23に記載の電子素子:
Rは、C7−C50アルキル基であり、
R1及びR2は、互いに独立して、水素、ハロゲン、メチル及びハロメチルのうち一つであり、
lは、1ないし40,000の整数である。 - 前記ポリチオフェン誘導体は、下記化学式(2),(3)及び(4)のうち一つで表示されることを特徴とする請求項23に記載の電子素子:
- 前記ポリチオフェン誘導体は、下記化学式(5),(6)及び(7)のうち一つで表示されることを特徴とする請求項23に記載の電子素子:
- 半導体性炭素ナノチューブを含み、前記半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量を基準に、75重量%以上である電子素子。
- 前記半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量を基準に、99重量%以上であることを特徴とする請求項27に記載の電子素子。
- 前記半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量を基準に、99.5重量%以上であることを特徴とする請求項27に記載の電子素子。
- 前記半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量を基準に、99.9重量%以上であることを特徴とする請求項27に記載の電子素子。
- 前記電子素子は、トランジスタ、太陽電池、光検出器、光伝導体、電極及びフレキシブル電子素子のうち一つを含むことを特徴とする請求項27に記載の電子素子。
- 前記電子素子が薄膜トランジスタ(TFT)を含み、前記薄膜トランジスタの正孔移動度が10cm2/Vs以上であり、点滅電流比が106以上であることを特徴とする請求項27に記載の電子素子。
- ポリチオフェン誘導体と、
半導体性炭素ナノチューブと、を含み、
前記ポリチオフェン誘導体は、アルキル基と連結されたチオフェン環を含み、
前記アルキル基は、炭素数7以上を含み、
前記アルキル基が立体規則的に配列された分散液。 - 前記ポリチオフェン誘導体は、下記化学式(1)で表示されることを特徴とする請求項33に記載の分散液:
Rは、C7−C50アルキル基であり、
R1及びR2は、互いに独立して、水素、ハロゲン、メチル及びハロメチルのうち一つであり、
lは、1ないし40,000の整数である。 - 前記ポリチオフェン誘導体は、下記化学式(2),(3)及び(4)のうち一つで表示されることを特徴とする請求項33に記載の分散液:
- 前記ポリチオフェン誘導体は、下記化学式(5),(6)及び(7)のうち一つで表示されることを特徴とする請求項33に記載の分散液:
- 半導体性炭素ナノチューブを含み、前記半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量の75重量%以上である分散液。
- 前記半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量の99重量%以上であることを特徴とする請求項37に記載の分散液。
- 前記半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量の99.5重量%以上であることを特徴とする請求項37に記載の分散液。
- 前記半導体性炭素ナノチューブの含量が、炭素ナノチューブ全重量の99.9重量%以上であることを特徴とする請求項37に記載の分散液。
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US10355216B2 (en) | 2019-07-16 |
US20170033292A1 (en) | 2017-02-02 |
EP2635524A2 (en) | 2013-09-11 |
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KR101910984B1 (ko) | 2018-10-24 |
EP2635524A4 (en) | 2015-11-04 |
US20120104328A1 (en) | 2012-05-03 |
WO2012060601A2 (en) | 2012-05-10 |
EP2635524B1 (en) | 2017-08-23 |
KR20140003397A (ko) | 2014-01-09 |
US9502152B2 (en) | 2016-11-22 |
WO2012060601A3 (en) | 2012-07-26 |
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