JP2010036109A - 有機光触媒フィルムの製造方法 - Google Patents
有機光触媒フィルムの製造方法 Download PDFInfo
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- JP2010036109A JP2010036109A JP2008201950A JP2008201950A JP2010036109A JP 2010036109 A JP2010036109 A JP 2010036109A JP 2008201950 A JP2008201950 A JP 2008201950A JP 2008201950 A JP2008201950 A JP 2008201950A JP 2010036109 A JP2010036109 A JP 2010036109A
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Images
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
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- Photovoltaic Devices (AREA)
- Hybrid Cells (AREA)
- Catalysts (AREA)
Abstract
【解決手段】p型有機半導体とn型有機半導体とを含む有機光触媒フィルムの製造方法であって、成膜時又は成膜後に加熱することを特徴とする製造方法。
【選択図】図4
Description
で表されるフタロシアニン誘導体が挙げられる。
で表されるナフタロシアニン誘導体が挙げられる。
で表されるポルフィリン誘導体が挙げられる。
で表されるペリレン誘導体が挙げられる。
で表されるナフタレン誘導体が挙げられる。
で表されるポリチオフェン誘導体が挙げられる。
で表されるフラーレン誘導体が挙げられる。
有機光触媒材料として、n型有機半導体である3,4,9,10−ペリレンテトラカルボキシル−ビスベンズイミダゾール(以下「PTCBI」と表記する)及びp型有機半導体であるフタロシアニン(以下「H2Pc」と表記する)を用いた。本発明においては、それぞれ昇華精製したものを用いた。
実施例1,2又は比較例1の有機光触媒被覆電極を用いた一室型三極式セルについて、それぞれ、電解質として、1mM 2−メルカプトエタノール水溶液(pH=10)を用い、常温、常圧下、電位走査速度を20mV/秒として、−0.2V〜+0.6Vの範囲でCV測定を行った。実施例1,2の結果を図2に、比較例1の結果を図3に示す。
実施例1,2又は比較例1の有機光触媒被覆電極を用いた一室型三極式セルについて、それぞれ、電解質として、5mM 2−メルカプトエタノール水溶液(pH=10)を用い、アルゴン雰囲気下、常温、常圧で、印加電位は0V(vs.Ag/AgCl)とし、作用スペクトルとして、400〜750nmのIPCE(各波長における入射光子数あたりの反応分子数)をモノクロメーターにより測定した。その結果を図4に示す。
有機光触媒材料として、n型有機半導体である[6,6]−フェニル−C61酪酸メチルエステル(以下「PCBM」と表記する)及びp型有機半導体であるポリ(3−ヘキシルチオフェン−2,5−ジイル)(以下「P3HT」と表記する)を用いた。実施例4においては、p型有機半導体である亜鉛フタロシアニン(以下「ZnPc」と表記する)を用いた。本発明においては、PCBM及びP3HTは市販のものをそのまま使用し、ZnPcは昇華精製したものを用いた。
実施例3、4、比較例2又は3の有機光触媒被覆電極を用いた一室型三極式セルについて、それぞれ、常温、常圧下、電位走査速度を20mV/秒として、−0.3V〜+0.5Vの範囲でCV測定を行った。実施例3及び4の結果を図5に、比較例2及び3の結果を図6に示す。
実施例3,4、比較例2又は3の有機光触媒被覆電極を用いた一室型三極式セルについて、それぞれ、アルゴン雰囲気下、常温、常圧で、印加電位は0.3V(vs.Ag/AgCl)とし、作用スペクトルとして、400〜750nmのIPCEをモノクロメーターにより測定した。その結果を図7に示す。
混合フィルムの加熱効果に関する情報を得ることを目的として、2−メルカプトエタノールの光触媒的酸化反応に伴うアノード光電流値の経時変化を実施例3及び比較例2の電極について測定した。測定条件は、印加電位0.3V(vs.Ag/AgCl)で、ITO被覆ガラス基板側から白色光を100mW/cm2の光量で照射した。実施例3の結果を図8(a)に、比較例2の結果を図8(b)に示す。
Claims (14)
- p型有機半導体とn型有機半導体とを含む有機光触媒フィルムの製造方法であって、成膜時又は成膜後に加熱することを特徴とする製造方法。
- 前記有機光触媒フィルムがn型有機半導体の上にp型有機半導体が積層された二層膜であって、n型有機半導体が加熱された状態でp型有機半導体を積層する、請求項1に記載の製造方法。
- 真空蒸着法を用い、真空度が4.0×10−3Pa未満の条件で、室温下にある基体の上に前記n型有機半導体を積層した後、基体の温度を40〜150℃に制御することにより加熱されたn型有機半導体層の上にp型有機半導体を積層する、請求項2に記載の製造方法。
- 前記基体の温度を90〜120℃に制御する、請求項3に記載の製造方法。
- 前記真空度が5.0×10−4Paの条件で、前記基体の温度を120℃に制御する、請求項4に記載の製造方法。
- 前記p型有機半導体が、フタロシアニン誘導体、ナフタロシアニン誘導体、ポルフィリン誘導体及び導電性高分子からなる群から選ばれる少なくとも1種である、請求項1〜5のいずれか1項に記載の製造方法。
- 前記n型有機半導体が、フラーレン類、カーボンナノチューブ類、電子供与体をドープした導電性高分子、ペリレン誘導体、及びナフタレン誘導体からなる群から選ばれる少なくとも1種である、請求項1〜6のいずれか1項に記載の製造方法。
- 前記n型有機半導体とp型有機半導体との混合物を成膜した後、真空度が0.1Pa未満の条件で、50〜160℃に加熱する、請求項1に記載の製造方法。
- 前記n型有機半導体及びp型有機半導体を含む溶液を基体上に滴下し、該基体をスピンさせて成膜し、その後、真空度が0.1Pa未満の条件で、50〜160℃に加熱する、請求項8に記載の製造方法。
- 前記真空度が7.0×10−2Paの条件で、前記温度が95〜105℃である、請求項9に記載の製造方法。
- 前記n型有機半導体が低分子半導体であって、前記p型有機半導体が高分子半導体である、請求項8〜10のいずれか1項に記載の製造方法。
- 前記n型有機半導体がフラーレン誘導体であって、前記p型有機半導体が導電性高分子である、請求項11に記載の製造方法。
- 請求項1〜12のいずれか1項に記載の製造方法により得られた有機光触媒フィルム。
- 電極基材の表面に、請求項13に記載の有機光触媒フィルムを被覆してなる電極。
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011147849A (ja) * | 2010-01-19 | 2011-08-04 | Tokyo Institute Of Technology | p−n接合型粒子、及びその製造方法、並びに有機光触媒 |
WO2016132750A1 (ja) * | 2015-02-18 | 2016-08-25 | 株式会社村田製作所 | 光二次電池、及び光二次電池用電極の製造方法 |
WO2016132749A1 (ja) * | 2015-02-18 | 2016-08-25 | 株式会社村田製作所 | 光二次電池 |
CN106362794A (zh) * | 2016-08-08 | 2017-02-01 | 上海师范大学 | N,n‑二(2,6‑异丙基苯基)‑3,4,9,10‑苝四羧酸酐的用途 |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01119662A (ja) * | 1987-10-30 | 1989-05-11 | Sumitomo Electric Ind Ltd | 有機物薄膜の製造法 |
JPH01255660A (ja) * | 1988-04-06 | 1989-10-12 | Agency Of Ind Science & Technol | シリコンフタロシアニンポリマー薄膜の製法 |
JPH0774377A (ja) * | 1993-08-31 | 1995-03-17 | Kawamura Inst Of Chem Res | 光電変換素子 |
JPH10226883A (ja) * | 1997-02-18 | 1998-08-25 | Ricoh Co Ltd | フタロシアニン結晶質薄膜の作製法 |
JP2000033265A (ja) * | 1998-07-17 | 2000-02-02 | Chisso Corp | オレフィン及び芳香族炭素化合物の選択酸化光触媒、並びにそれを用いた含酸素化合物の製造方法 |
WO2005063393A1 (ja) * | 2003-12-26 | 2005-07-14 | Kansai Technology Licensing Organization Co., Ltd. | 有機光触媒を用いた水の電気分解方法 |
JP2005203659A (ja) * | 2004-01-19 | 2005-07-28 | Sony Corp | 光電変換材料およびその製造方法ならびに光電変換素子およびその製造方法ならびに電子装置およびその製造方法 |
WO2006115271A1 (ja) * | 2005-04-26 | 2006-11-02 | Osaka University | 有機光触媒 |
JP2007273939A (ja) * | 2005-09-06 | 2007-10-18 | Kyoto Univ | 有機薄膜光電変換素子及びその製造方法 |
-
2008
- 2008-08-05 JP JP2008201950A patent/JP5544691B2/ja not_active Expired - Fee Related
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01119662A (ja) * | 1987-10-30 | 1989-05-11 | Sumitomo Electric Ind Ltd | 有機物薄膜の製造法 |
JPH01255660A (ja) * | 1988-04-06 | 1989-10-12 | Agency Of Ind Science & Technol | シリコンフタロシアニンポリマー薄膜の製法 |
JPH0774377A (ja) * | 1993-08-31 | 1995-03-17 | Kawamura Inst Of Chem Res | 光電変換素子 |
JPH10226883A (ja) * | 1997-02-18 | 1998-08-25 | Ricoh Co Ltd | フタロシアニン結晶質薄膜の作製法 |
JP2000033265A (ja) * | 1998-07-17 | 2000-02-02 | Chisso Corp | オレフィン及び芳香族炭素化合物の選択酸化光触媒、並びにそれを用いた含酸素化合物の製造方法 |
WO2005063393A1 (ja) * | 2003-12-26 | 2005-07-14 | Kansai Technology Licensing Organization Co., Ltd. | 有機光触媒を用いた水の電気分解方法 |
JP2005203659A (ja) * | 2004-01-19 | 2005-07-28 | Sony Corp | 光電変換材料およびその製造方法ならびに光電変換素子およびその製造方法ならびに電子装置およびその製造方法 |
WO2006115271A1 (ja) * | 2005-04-26 | 2006-11-02 | Osaka University | 有機光触媒 |
JP2007273939A (ja) * | 2005-09-06 | 2007-10-18 | Kyoto Univ | 有機薄膜光電変換素子及びその製造方法 |
Non-Patent Citations (1)
Title |
---|
JPN6012055551; 芝田岳史 他: '導電性高分子/C60相互浸透型光電変換素子の基板加熱による効率改善' 2007年(平成19年)秋季第68回応用物理学会学術講演会講演予稿集第3分冊 , 20070904, Page1260, (社)応用物理学会 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011147849A (ja) * | 2010-01-19 | 2011-08-04 | Tokyo Institute Of Technology | p−n接合型粒子、及びその製造方法、並びに有機光触媒 |
WO2016132750A1 (ja) * | 2015-02-18 | 2016-08-25 | 株式会社村田製作所 | 光二次電池、及び光二次電池用電極の製造方法 |
WO2016132749A1 (ja) * | 2015-02-18 | 2016-08-25 | 株式会社村田製作所 | 光二次電池 |
CN106362794A (zh) * | 2016-08-08 | 2017-02-01 | 上海师范大学 | N,n‑二(2,6‑异丙基苯基)‑3,4,9,10‑苝四羧酸酐的用途 |
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