JP6544235B2 - 光起電力素子の製造方法 - Google Patents
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Description
Isc:短絡電流密度
Voc:開放電圧
η:光電変換効率
ITO:インジウム錫酸化物
A−1:下記式で表される化合物
A−2:下記式で表される化合物
各実施例・比較例における光電変換効率は、次式により求めた。
η(%)=Isc(mA/cm2)×Voc(V)×FF/照射光強度(mW/cm2)×100
FF=JVmax/(Isc(mA/cm2)×Voc(V))
JVmax(mW/cm2)は、印加電圧が0Vから開放電圧までの間で電流密度と印加電圧の積が最大となる点における電流密度と印加電圧の積の値である。
劣化率(%)=連続光照射後の光電変換効率(%)/光照射開始直後の光電変換効率(%)×100
(合成例1)
化合物A−1を下式に示す方法で合成した。
1H−NMR(CDCl3,ppm):8.10(s,2H)、7.72−7.69(m,4H)、7.59(d,2H)、7.43−7.41(m,6H)、7.13(d,2H)。
化合物A−2を下記式に示す方法で合成した。なお、合成例2記載の化合物(2−i)はジャーナルオブザアメリカンケミカルソサエティ(Journal of the American Chemical Society)、2009年、131巻、7792−7799頁に記載されている方法を参考に、化合物(2−p)はアンゲバンテケミ インターナショナルエディション(Angewandte Chemie International Edition)、2011年、50巻、9697−9702頁に記載されている方法を参考にして合成した。
1H−NMR(270MHz,CDCl3):7.71(s,1H),4.79(s,1H),4.59(s,1H),3.88(s,3H)ppm。
1H−NMR(270MHz,CDCl3):7.48(s,1H),4.19(t,J=3.0Hz,2H),4.05(t,J=3.0Hz,2H),3.87(s,3H)ppm。
1H−NMR(270MHz,DMSO−d6):7.46(s,1H),4.18(t,J=3.2Hz,2H),4.01(t,J=3.2Hz,2H)ppm。
1H−NMR(270MHz,DMSO−d6):13.31(brs,1H),4.20(t,J=3.0Hz,2H),4.03(t,J=3.0Hz,2H)ppm。
1H−NMR(270MHz,CDCl3):4.27(t,J=6.7Hz,2H),4.16(t,J=3.0Hz,2H),4.01(t,J=3.0Hz,2H),1.72(m,2H),1.5−1.3(m,12H),0.88(t,J=7.0Hz,3H)ppm。
1H−NMR(270MHz,CDCl3):7.65(d,J=2.7Hz,1H),7.28(dd,J=2.7Hz and 5.4Hz,1H),4.31(t,J=6.8Hz,2H),1.75(m,2H),1.42−1.29(m,12H),0.89(t,J=6.8Hz,3H)ppm。
1H−NMR(270MHz,CDCl3):4.32(t,J=6.5Hz,2H),1.75(m,2H),1.42−1.29(m,12H),0.89(t,J=6.8Hz,3H)ppm。
1H−NMR(270MHz,CDCl3):7.69(d,J=4.9Hz,2H),7.64(d,J=4.9Hz,2H)ppm。
1H−NMR(270MHz,CDCl3):7.11(d,4.9Hz,1H),6.92(dd,4.9Hz and 3.2Hz,1H),6.76(d,J=3.2Hz,1H),2.76(d,J=6.8Hz,2H),1.62(m,1H),1.4−1.3(m,8H),0.88(m,6H)ppm。
1H−NMR(270MHz,CDCl3):7.63(d,J=5.7Hz,1H),7.45(d,J=5.7Hz,1H),7.29(d,J=3.6Hz,1H),6.88(d,J=3.6Hz,1H),2.86(d,J=7.0Hz,2H),1.70−1.61(m,1H),1.56−1.41(m,8H),0.97−0.89(m,6H)ppm。
1H−NMR(270MHz,CDCl3):7.68(s,2H),7.31(d,J=3.2Hz,2H),6.90(d,J=3.2Hz,2H),2.87(d,J=6.2Hz,4H),1.69(m,2H),1.40−1.30(m,16H),1.0−0.9(m,12H),0.39(s,18H)ppm。
エタノール溶媒(和光純薬工業(株) 製)0.5mLを、酢酸亜鉛2水和物(和光純薬工業(株) 製)10mgの入ったサンプル瓶の中に加え、熱溶解して溶液Aを得た。溶液Aに3−アミノプロピルトリエトキシシラン(アルドリッチ社製)を1体積%の割合で加えて溶液Bを得た。
エタノール溶媒(和光純薬工業(株) 製)0.5mLに3−アミノプロピルトリエトキシシラン(アルドリッチ社製)を1体積%の割合で加えて溶液Dを得た。
エタノール溶媒(和光純薬工業(株) 製)0.5mLに[3−(N,N−ジメチルアミノ)プロピル]トリメトキシシラン(東京化成工業(株)製)を0.1体積%の割合で加えて溶液Eを得た。
溶液Bに替えて溶液Aを用いてITO層上に塗布し、200℃30分間熱処理して電子取出し層を形成した他は実施例1と全く同様に素子作製と測定を行った。
溶液Aにモノエタノールアミン((株)東京化成工業製)を1体積%の割合で加えて溶液Fを得た。
脱水イソプロピルアルコール溶媒(和光純薬工業(株) 製)0.5mLにオルトチタン酸テトライソプロピル(和光純薬工業(株) 製)を1体積%の割合で加えて溶液Gを得た。
溶液Dを塗布しなかった他は実施例4と全く同様に素子作製と測定を行った。
得られた電流値より光電変換効率(η)を算出した結果、熱処理後の光電変換効率の保持率は94%であった。
1,8−ジヨードオクタン(東京化成工業(株)製)を2体積%含むクロロホルム溶液(ナカライテスク(株) 製)0.2mLを、A−2 0.9mg、[70]PCBM(ソレーヌ社製)1.1mgの入ったサンプル瓶の中に加え、さらに、超音波洗浄機(井内盛栄堂(株)製US−2、出力120W)中で30分間超音波照射することにより溶液Hを得た。
溶液Bに替えて溶液Aを用いてITO層上に塗布し、100℃30分間熱処理した後、溶液Dをスピンコート法により3000rpmで塗布して100℃30分間熱処理して電子取出し層を形成した他は実施例5と全く同様に素子作製と測定を行った。
溶液Aに3−(2−アミノエチルアミノ)プロピルトリエトキシシラン(東京化成工業(株)製)を0.5体積%の割合で加えて溶液Iを得た。
溶液Aにトリエトキシ−3−(2−イミダゾリン−1−イル)プロピルシラン(アルドリッチ社製)を0.5体積%の割合で加えて溶液Jを得た。
溶液Bに替えて溶液Aを用いてITO層上に塗布し、100℃30分間熱処理して電子取出し層を形成した他は実施例5と全く同様に素子作製と測定を行った。
溶液Bに替えて溶液Fを用いた他は実施例5と全く同様に素子作製と測定を行った。
2 陰極
3 電子取出し層
4 光電変換層
5 陽極
Claims (8)
- 無機化合物(A)の前駆体と、電子供与性基および結合性官能基を有する有機化合物(B)とを混合し、溶解させて調製した溶液を、陰極または光電変換層上に塗工して層を形成した後前記有機化合物(B)の結合性官能基を無機化合物(A)と結合せしめるか、または、前記溶液中で無機化合物(A)の前駆体と有機化合物(B)とを結合させる反応を行った後、この溶液を陰極または光電変換層上に塗工して電子取り出し層を形成することを特徴とする光起電力素子の製造方法。
- 前記結合性官能基が、アルコキシシリル基、クロロシリル基、スルホニルクロリド基、カルボキシ基、リン酸基、チオール基から選択される官能基である、請求項1に記載の光起電力素子の製造方法。
- 前記電子供与性基が、アミノ基、芳香族アミノ基、アルコキシ基、チエニル基およびフラニル基からなる群より選択される基である、請求項1または2に記載の光起電力素子の製造方法。
- 前記無機化合物(A)が無機酸化物である、請求項1〜3のいずれかに記載の光起電力素子の製造方法。
- 前記無機化合物がn型半導体性を有する無機酸化物である、請求項4に記載の光起電力素子の製造方法。
- 前記無機酸化物が、亜鉛、チタン、すず、インジウムからなる群より選択される金属の酸化物である、請求項4または5に記載の光起電力素子の製造方法。
- 前記無機化合物(A)の前駆体が、加熱によって酸化する金属化合物である、請求項1〜6のいずれかに記載の光起電力素子の製造方法。
- 前記無機化合物(A)の前駆体が、金属塩または金属アルコキシドである、請求項7に記載の光起電力素子の製造方法。
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JP2014082492 | 2014-04-14 | ||
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PCT/JP2015/060802 WO2015159755A1 (ja) | 2014-04-14 | 2015-04-07 | 光起電力素子 |
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JP6690276B2 (ja) * | 2016-02-09 | 2020-04-28 | 株式会社リコー | 光電変換素子 |
TWI624075B (zh) * | 2016-11-29 | 2018-05-11 | 國立勤益科技大學 | 可提升光電轉換效率之軟性高分子太陽能電池之結構及其方法 |
KR102107882B1 (ko) * | 2017-08-24 | 2020-05-07 | 주식회사 엘지화학 | 유기전자소자 및 이의 제조 방법 |
CN109100343A (zh) * | 2018-07-02 | 2018-12-28 | 中国科学院合肥物质科学研究院 | 氧化钨薄膜的制备方法 |
US11329177B2 (en) * | 2018-11-08 | 2022-05-10 | Swift Solar Inc | Stable perovskite module interconnects |
EP3890040A4 (en) * | 2018-11-26 | 2022-08-31 | Toray Industries, Inc. | ORGANIC SOLAR CELL MODULE, METHOD FOR ITS MANUFACTURE, ELECTRONIC DEVICE, OPTICAL SENSOR AND IMAGE DEVICE |
JP2022031990A (ja) * | 2018-11-28 | 2022-02-24 | 京セラ株式会社 | 太陽電池素子および太陽電池モジュール |
CN110649165A (zh) * | 2019-04-04 | 2020-01-03 | 原秀玲 | 一种以四苯基联苯二胺衍生物为空穴传输材料的钙钛矿电池 |
CN113838977B (zh) * | 2020-06-08 | 2024-03-19 | 中国科学院苏州纳米技术与纳米仿生研究所 | 一种钙钛矿太阳能电池及其制备方法 |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6962685B2 (en) * | 2002-04-17 | 2005-11-08 | International Business Machines Corporation | Synthesis of magnetite nanoparticles and the process of forming Fe-based nanomaterials |
US7588828B2 (en) * | 2004-04-30 | 2009-09-15 | Nanoco Technologies Limited | Preparation of nanoparticle materials |
JP5298308B2 (ja) | 2005-09-06 | 2013-09-25 | 国立大学法人京都大学 | 有機薄膜光電変換素子及びその製造方法 |
JP5087764B2 (ja) | 2005-12-22 | 2012-12-05 | 国立大学法人 香川大学 | シリコン微粒子とその製造方法およびそれらを用いた太陽電池とその製造方法 |
KR100836759B1 (ko) * | 2006-10-04 | 2008-06-10 | 삼성전자주식회사 | 유기 메모리 소자 및 그 형성 방법 |
KR100853086B1 (ko) * | 2007-04-25 | 2008-08-19 | 삼성전자주식회사 | 나노결정-금속산화물 복합체 및 그의 제조방법 |
EP2143144B1 (en) * | 2007-04-27 | 2018-11-28 | Merck Patent GmbH | Organic photovoltaic cells |
GB2450382B (en) * | 2007-06-22 | 2009-09-09 | Cambridge Display Tech Ltd | Organic thin film transistors, organic light-emissive devices and organic light-emissive displays |
US8686404B2 (en) * | 2008-12-08 | 2014-04-01 | The Trustees Of The University Of Pennsylvania | Organic semiconductors capable of ambipolar transport |
CN102763235B (zh) * | 2010-02-25 | 2015-06-24 | 默克专利股份有限公司 | 用于有机电子器件的电极处理方法 |
TWI411148B (zh) * | 2010-12-15 | 2013-10-01 | Ind Tech Res Inst | 有機太陽能電池 |
JP2012191194A (ja) * | 2011-02-23 | 2012-10-04 | Mitsubishi Chemicals Corp | 光電変換素子、太陽電池及び太陽電池モジュール並びにこれらの製造方法 |
JP2012216832A (ja) | 2011-03-30 | 2012-11-08 | Mitsubishi Chemicals Corp | 光電変換素子、太陽電池、太陽電池モジュール及びインク |
JP5681608B2 (ja) | 2011-08-17 | 2015-03-11 | Jx日鉱日石エネルギー株式会社 | 光電変換素子およびその製造方法 |
JP5991799B2 (ja) | 2011-09-01 | 2016-09-14 | 株式会社イデアルスター | ホールブロック層の製造方法、およびそのホールブロック層を備える光電変換素子の製造方法 |
JP5742705B2 (ja) * | 2011-12-22 | 2015-07-01 | コニカミノルタ株式会社 | 有機光電変換素子 |
WO2013151142A1 (ja) * | 2012-04-05 | 2013-10-10 | コニカミノルタ株式会社 | 有機光電変換素子およびこれを用いた太陽電池 |
WO2013180230A1 (ja) * | 2012-06-01 | 2013-12-05 | 三菱化学株式会社 | 金属酸化物含有半導体層の製造方法及び電子デバイス |
JP5774566B2 (ja) * | 2012-09-19 | 2015-09-09 | 富士フイルム株式会社 | 有機薄膜太陽電池 |
EP3378114A4 (en) * | 2015-11-16 | 2019-08-07 | Hheli, LLC | SURFACE FUNCTIONALIZED ACIDIFIED METAL OXIDE MATERIALS SYNTHESIZED FOR ENERGY STORAGE, CATALYSIS, PHOTOVOLTAIC AND SENSOR APPLICATIONS |
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