JP2014055256A - 組成物および光電変換素子 - Google Patents
組成物および光電変換素子 Download PDFInfo
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- JP2014055256A JP2014055256A JP2012201552A JP2012201552A JP2014055256A JP 2014055256 A JP2014055256 A JP 2014055256A JP 2012201552 A JP2012201552 A JP 2012201552A JP 2012201552 A JP2012201552 A JP 2012201552A JP 2014055256 A JP2014055256 A JP 2014055256A
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- substituent
- formula
- electron
- fullerene
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- 239000007788 liquid Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
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- 125000000168 pyrrolyl group Chemical group 0.000 description 1
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- 238000003756 stirring Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- FKHIFSZMMVMEQY-UHFFFAOYSA-N talc Chemical compound [Mg+2].[O-][Si]([O-])=O FKHIFSZMMVMEQY-UHFFFAOYSA-N 0.000 description 1
- GZCRRIHWUXGPOV-UHFFFAOYSA-N terbium atom Chemical compound [Tb] GZCRRIHWUXGPOV-UHFFFAOYSA-N 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
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- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Junction Field-Effect Transistors (AREA)
- Photovoltaic Devices (AREA)
Abstract
Description
で表される基が結合するフラーレン骨格上の炭素原子と、R8が結合するフラーレン骨格上の炭素原子とが、最短で数えて1結合介して位置するか、3結合介して位置する構造を有する。
化合物(A):式(1−A)で表される基およびR8で表される基が、それぞれ、フラーレン骨格を構成する1つの六員環において、隣り合う2つの炭素原子(オルト位)に結合した化合物
化合物(B):式(1−A)で表される基およびR8で表される基が、それぞれ、フラーレン骨格を構成する1つの六員環において、2個の炭素原子が介在する位置に存在する2つの炭素原子(パラ位)に結合した化合物
本発明のインクは、本発明の組成物と溶媒を含む。溶媒は、本発明の組成物を溶解させるものであればよく、例えば、トルエン、キシレン、メシチレン、テトラリン、デカリン、ビシクロヘキシル、ブチルベンゼン、sec−ブチルベンゼン、tert−ブチルベンゼン等の不飽和炭化水素系溶媒、四塩化炭素、クロロホルム、ジクロロメタン、ジクロロエタン、クロロブタン、ブロモブタン、クロロペンタン、ブロモペンタン、クロロヘキサン、ブロモヘキサン、クロロシクロヘキサン、ブロモシクロヘキサン等のハロゲン化飽和炭化水素系溶媒、クロロベンゼン、ジクロロベンゼン、トリクロロベンゼン等のハロゲン化不飽和炭化水素系溶媒、テトラヒドロフラン、テトラヒドロピラン等のエーテル系溶媒等が挙げられる。
本発明の光電変換素子は、第1の電極と、第2の電極と、該第1の電極および該第2の電極の間に設けられる活性層とを有し、該活性層が式(1)で表される電子受容性化合物と電子供与性化合物を含有する組成物を含むことを特徴とする。本発明の光電変換素子において、第1の電極と第2の電極のうち、少なくとも一方は透明又は半透明である。
電極の材料として、ポリアニリン及びその誘導体、ポリチオフェン及びその誘導体等の有機の透明導電膜を用いてもよい。
活性層は、本発明の組成物を一種単独で含んでいても二種以上を組み合わせて含んでいてもよい。活性層のホール輸送性を高めるために、電子供与性化合物及び/又は電子受容性化合物として、本発明の組成物以外の化合物を活性層中に用いてもよい。なお、電子供与性化合物、電子受容性化合物は、これらの化合物のエネルギー準位のエネルギーレベルから相対的に決定される。
光電変換素子の好ましい製造方法は、第1の電極と、第2の電極と、該第1の電極および該第2の電極との間に設けられる活性層とを有する光電変換素子の製造方法であって、該第1の電極上に本発明のインクを塗布法により塗布して活性層を形成する工程、該活性層上に第2の電極を形成する工程を含む製造方法である。
本発明の組成物は、有機薄膜トランジスタに用いることもできる。有機薄膜トランジスタとしては、ソース電極及びドレイン電極と、これらの電極間の電流経路となる有機半導体層(活性層)と、この電流経路を通る電流量を制御するゲート電極とを備えた構成を有するものが挙げられ、有機半導体層が本発明の組成物を含む有機薄膜によって構成される。このような有機薄膜トランジスタとしては、例えば、電界効果型、静電誘導型等が挙げられる。
本発明の組成物は、有機エレクトロルミネッセンス素子(以下、「有機EL素子」という場合がある。)に用いることもできる。有機EL素子は、少なくとも一方が透明又は半透明である一対の電極間に発光層を有する。有機EL素子は、発光層の他にも、正孔輸送層、電子輸送層を含んでいてもよい。該発光層、正孔輸送層、電子輸送層のいずれかの層中に本発明の組成物が含まれる。発光層中には、本発明の組成物の他にも、電荷輸送材料(電子輸送材料と正孔輸送材料の総称を意味する。)を含んでいてもよい。有機EL素子としては、i)陽極と発光層と陰極とを有する素子、ii)さらに陰極と発光層の間に、該発光層に隣接して電子輸送材料を含有する電子輸送層を有する陽極と発光層と電子輸送層と陰極とを有する素子、iii)さらに陽極と発光層の間に、該発光層に隣接して正孔輸送材料を含む正孔輸送層を有する陽極と正孔輸送層と発光層と陰極とを有する素子、iv)陽極と正孔輸送層と発光層と電子輸送層と陰極とを有する素子等が挙げられる。
本発明の組成物を用いた光電変換素子は、透明又は半透明の電極から太陽光等の光を照射することにより、電極間に光起電力が発生し、有機薄膜太陽電池として動作させることができる。有機薄膜太陽電池を複数集積することにより有機薄膜太陽電池モジュールとして用いることもできる。
有機薄膜太陽電池は、従来の太陽電池モジュールと基本的には同様のモジュール構造をとりうる。太陽電池モジュールは、一般的には金属、セラミック等の支持基板の上にセルが構成され、その上を充填樹脂や保護ガラス等で覆い、支持基板の反対側から光を取り込む構造をとるが、支持基板に強化ガラス等の透明材料を用い、その上にセルを構成してその透明の支持基板側から光を取り込む構造とすることも可能である。具体的には、スーパーストレートタイプ、サブストレートタイプ、ポッティングタイプと呼ばれるモジュール構造、アモルファスシリコン太陽電池などで用いられる基板一体型モジュール構造等が知られている。本発明の組成物を用いて製造される有機薄膜太陽電池も使用目的や使用場所及び環境により、適宜これらのモジュール構造を選択できる。
支持基板の周囲は、内部の密封及びモジュールの剛性を確保するため金属製のフレームでサンドイッチ状に固定し、支持基板とフレームの間は封止材料で密封シールする。また、セルそのものや支持基板、充填材料及び封止材料に可撓性の素材を用いれば、曲面の上に太陽電池を構成することもできる。
本発明の電子素子は、式(1)で表される電子受容性化合物を含む。電子素子としては、例えば、光電変換素子、有機薄膜トランジスタ、有機EL素子が挙げられる。各電子素子の構成は、先述のとおりである。
レジオレギュラーポリ(3−ヘキシルチオフェン)(Lumtec社製 LT−S909)を20mg/mLの濃度でo−ジクロロベンゼンに溶解させた。得られた液に、電子受容性化合物1をレジオレギュラーポリ(3−ヘキシルチオフェン)の重量に対して等倍重量加えインクを調製した。レジオレギュラーポリ3−ヘキシルチオフェンは電子供与性化合物として作用する。
ガラス基板にスパッタリング法によりITO膜を形成した。ITO膜のシート抵抗は10Ω/sqであった。ITO膜を形成したガラス基板をアセトンバスに浸して超音波洗浄し、次いでエタノールバスに浸して超音波洗浄した。次に、PEDOT:PSS溶液(H.C.スタルク社製 CLEVIOS P VP AI 4083)をスピンコートによりITO膜上に塗布し、大気中、110℃で10分間加熱することにより、膜厚40nmの正孔注入層を作製した。次に、前記インクをスピンコート法によりPEDOT:PSS膜が形成された基板に塗布し、有機薄膜太陽電池の活性層を得た。活性層の厚さは、約210nmであった。その後、窒素雰囲気下、110℃の条件で10分間ベークを行った。その後、真空蒸着機によりフッ化リチウム(厚さ1nm)、アルミニウム(厚さ80nm)を順次蒸着し有機薄膜太陽電池を得た。蒸着の際の真空度は、5x10−4Paであった。また、得られた有機薄膜太陽電池の形状は、2mm×2mmの正方形であった。得られた有機薄膜太陽電池の特性は、ソーラシミュレーター(Bunkoh−Keiki Co.製、商品名OTENTO−SUN III:AM1.5Gフィルター、放射照度100mW/cm2)を用いて一定の光を照射し、発生する電流と電圧を測定して求めた。その結果、開放端電圧は0.63Vであった。
実施例1において、電子受容性化合物1の代わりに[6,6]−フェニルC61−酪酸メチルエステル([60]−PCBM)を用いた以外は同様にして有機薄膜太陽電池を作製して、得られた有機薄膜太陽電池の特性を求めた。その結果、開放端電圧は0.60Vであった。
Claims (8)
- 式(1)で表される電子受容性化合物と、電子供与性化合物とを含む組成物。
- FがC60フラーレンまたはC70フラーレンであることを特徴とする請求項1又は2に記載の組成物。
- 電子供与性化合物が共役系高分子であることを特徴とする請求項1〜3のいずれか一項に記載の組成物。
- 共役系高分子がチオフェン環を含有することを特徴とする請求項4に記載の組成物。
- 請求項1〜5のいずれか一項に記載の組成物と溶媒とを含むインク。
- 第1の電極と、第2の電極と、該第1の電極および該第2の電極の間に設けられる活性層とを有し、該活性層は請求項1〜5のいずれか一項に記載の組成物を含む光電変換素子。
- 式(1)で表される電子受容性化合物を含む電子素子。
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011009347A (ja) * | 2009-06-24 | 2011-01-13 | Konica Minolta Holdings Inc | 有機光電変換素子、太陽電池及び光センサアレイ |
JP2011124470A (ja) * | 2009-12-14 | 2011-06-23 | Konica Minolta Holdings Inc | 有機光電変換素子、太陽電池、及び光センサアレイ |
WO2011148717A1 (ja) * | 2010-05-28 | 2011-12-01 | コニカミノルタホールディングス株式会社 | 有機光電変換素子、太陽電池及び光センサアレイ |
JP2012148999A (ja) * | 2011-01-18 | 2012-08-09 | Jx Nippon Oil & Energy Corp | フラーレン誘導体及びそれを用いた光電変換素子 |
JP2013170187A (ja) * | 2012-02-17 | 2013-09-02 | Fujifilm Corp | 有機光電変換素子組成物、これを含む薄膜、光電池、これに用いられる有機半導体ポリマー、化合物およびポリマーの製造方法 |
JP2014028912A (ja) * | 2012-07-03 | 2014-02-13 | Sumitomo Chemical Co Ltd | 高分子化合物及びそれを用いた有機光電変換素子 |
-
2012
- 2012-09-13 JP JP2012201552A patent/JP6145602B2/ja not_active Expired - Fee Related
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011009347A (ja) * | 2009-06-24 | 2011-01-13 | Konica Minolta Holdings Inc | 有機光電変換素子、太陽電池及び光センサアレイ |
JP2011124470A (ja) * | 2009-12-14 | 2011-06-23 | Konica Minolta Holdings Inc | 有機光電変換素子、太陽電池、及び光センサアレイ |
WO2011148717A1 (ja) * | 2010-05-28 | 2011-12-01 | コニカミノルタホールディングス株式会社 | 有機光電変換素子、太陽電池及び光センサアレイ |
JP2012148999A (ja) * | 2011-01-18 | 2012-08-09 | Jx Nippon Oil & Energy Corp | フラーレン誘導体及びそれを用いた光電変換素子 |
JP2013170187A (ja) * | 2012-02-17 | 2013-09-02 | Fujifilm Corp | 有機光電変換素子組成物、これを含む薄膜、光電池、これに用いられる有機半導体ポリマー、化合物およびポリマーの製造方法 |
JP2014028912A (ja) * | 2012-07-03 | 2014-02-13 | Sumitomo Chemical Co Ltd | 高分子化合物及びそれを用いた有機光電変換素子 |
Non-Patent Citations (2)
Title |
---|
CHANG-ZHI LI, ET AL.: "Face-to-face C6F5-[60]fullerene interaction for ordering fullerene molecules and application to thin", CHEM. COMMUN., vol. 46, JPN6016028574, 2010, pages 8582 - 8584, ISSN: 0003365919 * |
YUTAKA MATSUO: "Development of fullerene derivatives with high LUMO level through changes in π-conjugated system sh", PURE APPL. CHEM., vol. 84(4), JPN6016028572, 2012, pages 945 - 952, ISSN: 0003365920 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2019182143A1 (ja) * | 2018-03-23 | 2019-09-26 | 住友化学株式会社 | 光電変換素子 |
JPWO2019182143A1 (ja) * | 2018-03-23 | 2021-03-11 | 住友化学株式会社 | 光電変換素子 |
JP7315531B2 (ja) | 2018-03-23 | 2023-07-26 | 住友化学株式会社 | 光検出素子 |
US11917839B2 (en) | 2018-03-23 | 2024-02-27 | Sumitomo Chemical Company, Limited | High signal-to-noise ratio photoelectric conversion element |
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