࣏࣭࣎ࣛ࣬ᾦᬏ≟ឺࢅᣞྡྷࡊࡒ᭯ᶭኯ㝟㞹ờࡡ㛜Ⓠ
Development of organic solar cells towards application to polymers and liquid crystals◂✪௥⾪⩽ ᑚᯐ ⏜౅㸝᮶ாኬᏕኬᏕ㝌ᕝᏕ⣌◂✪⛁࣬ຐᩅ㸞Yuka Kobayashi, Assistant Professor, The University of Tokyoኯ㝟㞹ờࡢࠉࢠ࣭࢙ࣛࣤࢾ࣭࡛ࣜ࢟ࡊ࡙ࠉḗୠ௥ࡡ࢙ࢾ࣭ࣜ࢟″ࡡ㔔さ࡝ᰍ࡛ࡊ࡙Ἰ┘ࡈࡿ࡙࠷ࡾࠊࡐࡡ୯࡚ࡵࠉ᭯ᶭ໩ྙ∸ࢅ⣪ᮞ࡛ࡌࡾ᭯ᶭኯ㝟㞹ờࡢࠉࡆࡿࡱ࡚ࡡ୹Ὦ࡛࡝ࡖ࡙ࡀࡒ Si ⣌ࡡኯ㝟㞹ờ࡞ࡢ࡝࠷ࠉ
ࠔ㍇࠷ࠕࠔ᯺ࡼ࠾࠷ࠕ࡝
࡜ࡡඁࡿࡒຊᕝᛮࢅ᭯ࡌࡾࡒࡴࠉࡐࡡ≁ᚡࢅὩ࠾ࡊࠉ࢙ࢗ࢓ࣚࣇࣜࡷࣗࣄ࢞ࢰࢪ࡛࠷ࡖࡒ⏍Ὡᐠ╌ᆵࡡ ࣁࢴࢷ࣭ࣛ″࡛ࡊ࡙ࡡᚺ⏕࠿᭿ᙽࡈࡿ࡙࠷ࡾࠊࡊ࠾ࡊ
࡝࠿ࡼࠉࡆࡿࡱ࡚࡞㛜Ⓠࡈࡿ࡙ࡀࡒ᭯ᶭኯ㝟㞹ờࡢࠉࣆࢰࣞࢨ࢓ࢼࣤࡷ C60 ࣆ࣭ࣚࣝࣤ➴ࢅ༖ᑙమᒒ࡛ࡊ࡙⏕࠷࡙࠷ࡾࡒࡴࠉ㧏౮࡝ࡓࡄ࡚࡝ࡂࠉ໩Ꮥྙᠺንᥦ
ᛮ࠿இࡊࡂࠉࣆ࢔࣑ࣜ௧አࡡᙟឺ࡫ࡡᚺ⏕࠿ᴗࡴ࡙ᅏ㞬࡚࠵ࡾࠊࡐࡆ࡚ᮇ◂✪࡚ࡢࠉࣆ࢔࣑ࣜ(⷟⭯)ࡓࡄ࡚࡝ࡂࠉ࣏࣭࣎ࣛࡷࠉᾦᬏ≟ឺ࡫ࡵᐖ᪾࡞໩Ꮥንᥦ
࠿ྊ⬗࠾ࡗࠉ࢙ࢾ࣭ࣜ࢟ንᥦຝ⋙࠿㧏࠷ฦᏄࢅ⌦ㄵスゝࠉྙᠺࡊࠉኯ㝟㞹ờ࡞㐲ࡊࡒ᭯ᶭ༖ᑙమ࡛ࡊ࡙ࡡ࣎ࢷࣤࢨࣔࣜࢅ᥀ࡾࡆ࡛ࢅ┘Ⓩ࡛ࡊ࡙࠷ࡾࠊ
Organic materials have been attracted keen interests due to their advantages such aslightness and softness.

Especially, application of organic semiconductors to organic

solar cells is desirable because they are expected as an “environment-friendly energysource” for the next generation molecular devices.

However, efficiencies of typicalorganic solar cells such as C60-Pc are quite low compared with those of Si-basedorganic cells.

Efficient conductivity would be induced by controlled aggregation of

the conducting organic molecules in film, polymer, and liquid crystal.

In the presentwork, novel conducting organic molecules, which are programmed to self-assemble, aresynthesized aiming the application to organic solar cells.
㸦ࠉ◂✪┘Ⓩ᭯ᶭ༖ᑙమࡢ௑ᚃࡡኯ㝟㞹ờࡡ⣪ᮞ࡛ࡊ࡙ᴗࡴ࡙᭯᭻࡚࠵ࡾࠊࡊ࠾ࡊ࡝࠿ࡼࠉ᭯ຝ࡞㞹ẴࢅὮࡌࡒࡴ࡞ࡢఎᑙ⤊㊪ࢅ☔ಕࡌࡾࡒࡴ࡞ᶭ⬗ᛮฦᏄྜྷኃ࠿ฦ㞫✒ᒒᵋ㏸ࢅ࡛ࡾࡆ

-1-࡛࠿᭻ࡱࡊࡂࠉࡆࡡโᚒࡢኬࡀ࡝ㄚ㢗࡚࠵ࡾࠊࡱࡒࠉⓆ⏍ࡊࡒ࢞ࣔࣛ࢓ࡡ⛛ິᗐࢅ㧏ࡴࡾスゝ࠿ᚪさ࡛࡝ࡾࠊ ᮇ◂✪࡚ࡢࠉᶭ⬗ᛮฦᏄ࡞⮤ᕤ㞗✒ᏻ⬗ᇱࢅᣚࡒࡎ࡙ࠉ⤎ᬏᵋ㏸୯࡚᭻ࡲࡡฦᏄ㒼าࢅ࡛ࡾࡻ࠹࡞ࣈࣞࢡ࣐ࣚࣤࢡࡌࡾࡆ࡛࡞ࡻࡽࡆࡡၡ㢗ࢅග᭱ࡌࡾࡆ࡛ࢅ⩻࠻ࡒ㸝㉰ฦᏄⓏ࢓ࣈ࣭ࣞࢲ㸞ࠊࡱࡒࠉࡆࡿࡱ࡚࡞ᚋࡼࡿࡒ▩ぜ࠾ࡼࠉ➠ୌ⣥࢓࣐࡛ࣤࣇࣝࣤࢪࢷࢴࢺ㓗࠾ࡼᠺࡾሲࡡỀ⣪⤎ྙࢾࢴࢹ࣭࣠ࢠࡢࠉฦᏄྜྷኃࢅ࣑࢜ࣚ≟࡞㒼าࡌࡾࡡ࡞㐲ࡌࡾࡆ࡛࠿᪺ࡼ࠾࡛࡝ࡖ࡙࠷ࡒࡒࡴࠉᶭ⬗ᛮฦᏄ࡞ࡆࡡࢾࢴࢹ࣭࣠ࢠࢅᑙථࡌࡾࡆ࡛࡛ࡊࡒࠊᶭ⬗ᛮ㒂న࡞ࡢࠉᑛ࡝࠷࢙ࢾ࣭࡚ࣜ࢟ທ㉫ࡊࠉ௙ࡡฦᏄ࡞Ẓ࡬࡙ᐖ᪾࡞㞹Ꮔ≟ឺࢅን໩ࡈࡎࡾࡆ࡛࠿ྊ⬗࡝㟸࣊ࣤࢭࣤ⣌໩ྙ∸࡚࠵ࡾ࢓ࢫࣝࣤࢅ⏕࠷࡙࢓࣐ࣤࢅྙᠺࡊࠉࣇࣝࣤࢪࢷࢴࢺ㓗࡛ሲࢅᙟᠺࡈࡎࡾࡆ࡛࡞ࡻࡾఎᑙᛮࡡⓆ⌟ࢅ᭿ᙽࡊࡒࠊࡱࡒࠉỀ⣪⤎ྙࢾࢴࢹ࣭࣠ࢠ⮤మ࠿ఎᑙᛮⓆ⌟ࡡ㘵࡛࡝ࡖ࡙࠷ࡾ⣌ࡢ࡮࡛ࢆ࡜ሒ࿈ࡈࡿ࡙࠽ࡼࡍࠉ
࣒࢜ࢼࢫ࣑ࡡレ⣵࡝᳠ゞࡢ௑ᚃࡡᮞᩩスゝ࡞࠽࠷࡙㔔さ࡝▩ぜࢅᥞ౩ࡌࡾࡵࡡ࡛⩻࠻ࡒࠊࡱࡒࠉࡆࡡఎᑙ࣒࢜ࢼࢫ࣑࡞ୌ⯙ᛮ࠿࠵ࡾ࡝ࡼࡣࠉྜྷࡋᏻ⬗ᇱࢅ᭯ࡌࡾᾦᬏฦᏄࡷ࣏࣭࣎ࣛ࡫࡛ᚺ⏕ࡌࡾࡆ࡛࠿ྊ⬗࡚࠵ࡾࡒࡴࠉ⤎ᬏࡓࡄ࡚࡝ࡂᾦᬏࠉ࣏࣭࣎ࣛ࡫࡛ᙟឺࢅ⮤ᅹ࡞ࢤࣤࢹ࣭࡚ࣞࣜࡀࡾࡡ࡚ࡢ࡝࠷࠾࡛᭿ᙽࡊࡒࠊ㸧ࠉ◂✪⤊㐛᭩㐲໩ࢅ⾔ࡖࡒࠊࡐࡡ⤎ᯕࠉᅒ㸦࡞ࡱࡍࠉᩝ⊡୕࡞࡙㎾᥃ࡊࡒທ㉫≟ឺ♟ࡌࡻ࠹࡞ࠉ࢓ࢫࣝࣤ⎌୕ࡡࡲ࡝ࡼࢅ᭯ࡌࡾࡆ࡛࠿▩ࡼࡿ࡙࠷ࡾ㟸࣊ࡍࠉỀ⣪⤎ྙ㒂న࡞࠽࠷࡙ࡵ -424ࣤࢭࣤ⣌໩ྙ∸࡚࠵ࡾ࢓ࢫࣝࣤ࡞

࠽ࡻࡦ 1:24 හ࡚ࡡ㞹Ꮔࡡᗀ࠿ࡽ࠿➠ୌ⣥࢓࣐ࢿᇱࢅᑙථࡌࡾฦᏄス☔ヾࡈࡿࡒࠊࡆࡿࡢࠉཫ᪁࠿ທ㉫≟ゝࢅゝ⏤ࡊࡒࠊࡆࡿࡱ࡚ࡡ◂✪࠾ࡼࠉឺ࡞㛭୙ࡌࡾࡆ࡛ࢅ♟ြࡌࡾࡵࡡ➠ୌ⣥࢓࣓ࣤࢼ࣑࡛ࢗࣇࣝࣤࢪࢷ࡚࠵ࡾࠊ᭞࡞ࠉỀ⣪⤎ྙ୯ࡡࣆࢴ໩ࢴࢺ㓗࠾ࡼᠺࡾỀ⣪⤎ྙࢾࢴࢹ࣠∸࢕࢛ࣤࡡ㞹Ⲭࡢࠉࣈࣞࢹࣤࡡ࣭ࢠࡢࠉ࢞ࣔࣛ࢓Ⓠ⏍࡞రࡼ࠾ࡡᙫ

㞹Ⲭࡢ ࡚࠵ࡽࠉ࠷ࡍࡿࡵይࡱ㡢ࢅ୙࠻࡙࠽ࡽࠉ࢓ࢫ࡛ࣝࣤභ࡞Ềࡊ࠷ೋ࡚࠵ࡖࡒࠊࡆࡡ⩻ᐳ࠾ࡼࠉ࢓⣪⤎ྙࢾࢴࢹ࣭࣠ࢠ୯ࡡ㞹Ꮔ≟ឺࢫ࢙ࣝࣤࢰࣤ࢓࣐࡛ࣤࣇࣝࣤࢪࢷࢅ஢ࡴ⌦よࡌࡾࡆ࡛࠿㔔さ࡛⩻࠻ࠉࢴࢺ㓗࡛ࡡ⮤ᕤ㞗✒మࡢ࢞ࣔࣛ࢓⌦ㄵゝ⟤ࢅ⾔࡝ࡖࡒࠊ࢓ࢫ࢙ࣝࣤࢰ

࡛࡝ࡾࣚࢩ࢜ࣜⓆ⏍࡞ฺ᭯࡞഼ࡂ

ࣤ࢓࣐࡛ࣤ -+㸝ࣆࢴ㓗㸞ࡡࢱ࢕࣏ࡵࡡ࡛஢᝷ࡈࡿࡒࠊࡐࡆ࡚ࠉ࢓ࢫ࣭ࣝࢅ࣑࢜ࣚ≟ᵋ㏸ࡡ࣓ࢸࣜฦᏄ࡛

࢙ࣤࢰࣤ࢓࣐ࣤࡡྙᠺࢅ⾔࡝ࡖࡒࠊ



ࡊࠉ(&88(+  , ࡞ࡻࡽᵋ㏸-2-ᅒ㸦㸯ᮇ◂✪࡚ࢸࢧ࢕ࣤࡊࡒฦᏄ  㸝ᕞᅒ㸞࡛ࣆࢴ໩∸࡛ࡡࢱ࢕࣏࣭ᵋ㏸
࠽ࡻࡦỀ⣪⤎ྙ㒂నࡡ㞹Ⲭᐠᗐ㸨ࠉ◂✪ᠺᯕ㸦࣒࣬ࢰࣤࢪࣜ࣌ࣤ㓗ሲ࡞㛭ࡊ࡙ ㎾᥃ທ㉫≟ឺࢅ᭯ࡌࡾ㟸࣊ࣤࢭࡢ⢥⿿࡞ᠺຉࡊࠉඔ⣪ฦᯊ࡞࡙ゝ⟤ࣤ⣌໩ྙ∸࢓ࢫࣝࣤ࡞Ề⣪⤎ྙ⮤ೋ࡛ୌ⮬ࡌࡾ⤎ᯕࢅᚋࡒࠊࡆࡡሲࡡᕤ㞗✒໩ࡡ௘᤻ࡄ࡛࡝ࡾ➠ୌ⣥࢓༟⤎ᬏࢅㄢᩒࡊࡒᚃࠉ= ⥲⤎ᬏᵋ㏸࣐ࣤࢅᑙථࡊࡒฦᏄ࡚࠵ࡾ ࢓ࢫよᯊࢅ⾔ࡖࡒ㸝ᅒ㸨㸞ࠊࡐࡡ⤎ᯕࠉ࢙ࣝࣤࢰࣤ࢓࣐ࣤ  ࢅᏭ౮࡚ኬ

᭿ᙽࡊ࡙࠷ࡒ㏳ࡽ࡞࣑࢜ࣚ≟ࡡỀ㔖ථᡥྊ⬗࡝ࢨࢠࣞࣉ࢞ࢦࢩ࢙ࣤ⣪⤎ྙࢾࢴࢹ࣭࣠ࢠ࠿ᙟᠺࡈࡿ࡙ࢅฝⓆ໩ྙ∸࡛ࡊ࡙ࠉᅒ㸧࡞♟ࡊࡒ࠷ࡾࡆ࡛࠿☔ヾࡈࡿࡒࠊࡆࡆ࡚ࡢࠉྙᠺ࣭ࣜࢹ࡞ᚉ࠷ࠉ㸭ṹ㝭ࠉධ཭⋙࢓࣓ࣤࢼ࣑ࢗ㒂న࠾ࡼ㸨ᮇࡡỀ⣪㸨㸚࡚ᚋࡒࠊฦᏄ㸦 ࡞ᑊࡊ࡙⛸ࠍ⤎ྙࡓࡄ࡚࡝ࡂࠉࡈࡼ࡞㸦ᮇࡡᘽ࠷ࡡࣇࣝࣤࢪࢷࢴࢺ㓗㸝ሲ㓗ࠉ⮧㓗ࠉỀ⣪⤎ྙ࠾ࡼᠺࡾゝ㸩ᮇࡵࡡỀ⣪࣒ࢰࣤࢪࣜ࣌ࣤ㓗ࠉࢹࣛࣆ࢛࣒ࣜࣞ⤎ྙ࡚࣑࢜ࣚ≟Ề⣪⤎ྙࢾࢴࢹ࣠ࢰࣤࢪࣜ࣌ࣤ㓗ࠉࢢ࢕⓮㓗㸞ࢅຊ࠻ࠉ࣭ࢠ࠿ᙟᠺࡈࡿ࡙࠷ࡒࠊࡈࡼ࡞ࠉ⤎㸦㸯㸦ࡡሲᙟᠺࢅ⾔ࡖࡒࠊࡐࡡ࠹ࡔࠉᬏහ࡞࠽࠷࡙㸦ࡡฦᏄᵋ㏸ࡢࠉ

-3-ᅒ㸨 y࣒ࢰࣤࢪࣜ࣌ࣤ㓗ሲࡡ༟⤎ᬏ = ⥲ᵋ㏸よᯊ 8LIH;LH\ ᕞᅒ ࡛
9RS;LH\ ྎᅒ 㸧Ѹࢻࣆࢲ࢙ࣜࢲࣜ࢓࣐࣒ࣤ࣬ࢰࣤ

ࢹࣜࢅῼᏽࡊࡒ࡛ࡆࢀࠉ QP ࢅࢪࣜ࣌ࣤ㓗࡝࡜ࡡ௙ࡡሲ⤎ᬏ࡛Ẓ㉰࠻ࡾ㛏ἴ㛏ഁࡱ࡚ࣅ࣭ࢠ࠿ふῼࡈ㍉ࡊ࡙ࠉ୘᩟⅛⣪࿔㎰࡞ṅࡲ࠿࠵ࡾࡿࡒࠊࡆࡡࡆ࡛࠾ࡼࠉࡇࡂ᚜㔖ࡡỀࡆ࡛࠿᪺ࡼ࠾࡛࡝ࡖࡒࠊࡆࡿࡢࠉ࠿⣌ࡡ㞹Ꮔ≟ឺࢅን໩ࡈࡎࠉఎᑙᛮ㸦 ࣒࣬ࢰࣤࢪࣜ࣌ࣤ㓗ሲ࠿ࠉ࣒ࢲ

Ⓠ⌟ࡡ㘵࡛࡝ࡖ࡙࠷ࡾࡆ࡛࠿♟ြࡈࣤࣈࣞࢹࣤ࠿㛭୙ࡊࡒ≁␏࡝㞹Ꮔࡿࡒࠊ≟ឺࢅ᭯ࡊ࡙࠷ࡾࡆ࡛ࢅᙁࡂ♟ြࡌࡾࡵࡡ࡚࠵ࡾࠊࡆࡡࡆ࡛࠾ࡼᙔิࠉ㸩ࠉ௑ᚃࡡ◂✪ㄚ㢗࡛Ⓠᒈ

㒼าโᚒࡡࡒࡴ࡞ᑙථࡊࡒࡢࡍࡡᮇ◂✪࡚ྙᠺࡊࡒ㸦 ࡢࠉᶭ⬗ᛮฦ

୘᩟⅛⣪࠿㞹Ꮔ≟ឺ࡞㛭ࡊ࡙ࡵ㔔Ꮔ࡛ࡊ࡙ኬࡀ࡝㨡ງࢅ᭯ࡌࡾฦᏄさ࡝ᙲ๪ࢅᯕࡒࡊ࡙࠷ࡾྊ⬗ᛮ࠿࡚࠵ࡾ࠿ࠉṟᛍ࡝࠿ࡼࠉ໩ᏕⓏᏭᏽ♟ࡈࡿࡒࠊᛮ࡞Ḗࡄࡾഁ㟻࠿࠵ࡽࠉ௙ࡡࣇࣝࣤ ඔ⣪ฦᯊ࡞࡙Ᏸධ࡞ࡐࡡ⤄ᠺ࠿ୌࢪࢷࢴࢺ㓗࡛ࡡሲ࡞ࡗ࠷࡙ࡢࡐࡡ⮬ࡊࡒࢦࣤࣈࣜ࡞ࡗ࠷࡙⠾᪾Ⓩ࡝ఎ᭯ຝ࡝⢥⿿᪁Ἢ࠿ぜࡗ࠾ࡖ࡙࠷࡝ᑙᗐ☔ヾࢅ⾔ࡖࡒ࡛ࡆࢀࠉ⤧⦍మ࡚࠷ࠊఎᑙమ࡛ࡊ࡙ࡡ⬗ງࢅྡྷ୕ࡈࡎ࠵ࡖࡒࠊࡊ࠾ࡊ࡝࠿ࡼࠉඔ⣪ฦᯊ࡞ࡾࡒࡴ࡞ࡢࠉ࢓ࢼ࢛ࣤ⛸࠽ࡻࡦ⢥⿿࡙  ཋᏄฦࡡỀࢅྱࢆ࡚࠷ࡾࡆἪࡡ᭞࡝ࡾ᳠ゞ࠿ᚪさ࡚࠵ࡾࠊ࡛࠿᪺ࡼ࠾࡛࡝ࡖ࡙࠷ࡾࢦࣤࣈࣜ࡞㸪ࠉⓆ⾪≟Ἓࡗ࠷࡙ࡢ㞹Ẵఎᑙᛮࢅ☔ヾࡊࡒࠊࡱ

Y. Kobayashi, M. Yoshioka, K. Saigoࡒࠉࡆࡡࢦࣤࣈࣜࡡᣉᩋཬᑏࢪ࣋ࢠ

to be submitted-4-