Laser Photolysis Studies of -Bond Cleavage of Carbonyl Compounds in Solution

• Project/Area Number: 19550005
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Physical chemistry
• Research Institution: Gunma University
• Principal Investigator: YAMAJI Minoru Gunma University, 大学院・工学研究科, 准教授 (20220361)
• Project Period (FY): 2007 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000); Fiscal Year 2008: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000); Fiscal Year 2007: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
• Keywords: 励起分子素過程 / レーザー光分解法 / 過渡吸收 / ω解離反応 / DFT計算 / 三重項光増感 / ベンゾフェノン / 三重項エネルギー移動 / リン光測定 / 光誘起結合解離 / レーザー閃光光分解 / ω解離 / ラジカル発生 / CIDEP

Research Abstract

ベンゾフェノンおよびクマリンの誘導体を合成し、レーザー光分解法による過渡吸収測定を行い光化学反応中間体を検出し生成量子収率を決定した。また、密度汎関数計算により三重項状態のエネルギー準位を決定した。以上の実験と計算結果より光誘起ω解離過程では解離する結合の解離エネルギーの大きさよりも解離の活性化エネルギーの大きさがω解離反応性を支配していることを明らかにした。

Research Products

• [Journal Article] Photoinduced bond dissociation of 4-methylcoumarin derivatives in solution studied by laser flash photolysis and DFT calculations (2009)
  • Author(s): M. Yamaji, K. Nozaki, X. Allonas, S. Nakajima, S. Tero-Kubota and B. Marciniak
  • Journal Title: J. Phys. Chem. A 113 Pages: 5815-5822
  • Peer Reviewed
• [Journal Article] α-Bond dissociation of p-phenylbenzoyl derivatives in the higher triplet excited state studied by two-color two-laser flash photolysis (2009)
  • Author(s): M. Yamaji, X. Cai, M. Sakamoto, M. Fujitsuka and T.Majima
  • Journal Title: J. Phys. Chem. A 113 Pages: 1696-1703
  • Peer Reviewed
• [Journal Article] Photofragmentation of a benzophenone derivative having benzylic C-O bond studied by laser flash photolysis in solution (2009)
  • Author(s): M. Yamaji
  • Journal Title: Res. Chem. Intermed 35 Pages: 175-186
  • Peer Reviewed
• [Journal Article] Trap states and transport characteristics in picene thin film field-effect transistor (2009)
  • Author(s): N. Kawasaki, Y. Kubozono, H. Okamoto, A. Fujiwara and M. Yamaji
  • Journal Title: Appl. Phys. Lett 94
  • NAID: 120001063224
  • Peer Reviewed
• [Journal Article] High-performance C60 and picene thin film field-effect transistors with conducting polymer electrodes in bottom contact structure (2009)
  • Author(s): Y. Kaji, R. Mitsuhashi, X. Lee, H. Okamoto, T. Kambe, N. Ikeda, A. Fujiwara, M. Yamaji, K. Omote and Y. Kubozono
  • Journal Title: Org. Electron 10 Pages: 432-436
  • Peer Reviewed
• [Journal Article] Spectroscopic studies of the light-color modulation mechanism of firefly (beetle) bioluminescence (2009)
  • Author(s): T. Hirano, Y. Hasumi, K. Ohtsuka, S. Maki, H. Niwa, M. Yamaji and D. Hashizume
  • Journal Title: J. Am. Chem. Soc 131 Pages: 2385-2396
  • Peer Reviewed
• [Journal Article] Photoinduced bond dissociation of 4-methylcoumarin derivatlves in solution studied by laser flash photolysis and DFT calculations (2009)
  • Author(s): M. Yamaji
  • Journal Title: J. Phys. Chem. A (印刷中)
  • Peer Reviewed
• [Journal Article] Photofragmentation of a benzophenone derivative having benzylic C-O bond studied by laser flash photolysis in solution (2009)
  • Author(s): M. Yamaji
  • Journal Title: Res. Chem. Intermed. 352 Pages: 175-186
  • Peer Reviewed
• [Journal Article] Stepwise two-color laser photolysis studies of α-cleavage in highly excited trlplet states of α-acyl-4-phenylphenols (2009)
  • Author(s): Y. Kaji
  • Journal Title: Org. Electron 10 Pages: 432-436
  • Peer Reviewed
• [Journal Article] α-Bond dissociation of P-phenylbenzoyl derivatives in the higher tripletexclted state studied by two-color two-laser flash photolysis (2009)
  • Author(s): M. Yamaji
  • Journal Title: J. Phys. Chem. A 113 Pages: 1696-1703
  • Peer Reviewed
• [Journal Article] Spectroscopic studies of the light-color modulation mechanism of firefly(beetle) bioluminescence (2009)
  • Author(s): T. Hirano
  • Journal Title: J. Am. Chem. Soc 113 Pages: 2385-2396
  • Peer Reviewed
• [Journal Article] Trap states and transport characteristics in picene thin film field-effect transistor (2009)
  • Author(s): N. KaWasaki
  • Journal Title: Appl, Phys. Lett 94
  • Peer Reviewed
• [Journal Article] Synthesis of a [3.3]biphenylophane, and its photophysical and photochemical properties studied by emission and transient absorption measurements (2008)
  • Author(s): M. Yamaji, T. Tsukada, H. Shizuka and J. Nishimura
  • Journal Title: Chem. Phys. Lett 460 Pages: 474-477
  • Peer Reviewed
• [Journal Article] Photochemical decomposition of amidobiphenyls in highlyexcited triplet states studied by stepwise two-color laser photolysis (2008)
  • Author(s): M. Yamaji and M. Nishio
  • Journal Title: J. Photochem. Photobiol. A : Chem 193 Pages: 288-293
  • Peer Reviewed
• [Journal Article] Photodecomposition profiles of β-bond cleavage of phenylphenacyl derivatives in the higher triplet excited states during stepwise two-color two-laser flash photolysis (2008)
  • Author(s): M. Yamaji, X. Cai, M. Sakamoto, M. Fujitsuka and T. Majima
  • Journal Title: J. Phys. Chem. A 112 Pages: 11306-11311
  • Peer Reviewed
• [Journal Article] Stepwise two-color laser photolysis studies of α-cleavage in highly excited triplet states of α-acyl-4-phenylphenols (2008)
  • Author(s): M. Yamaji
  • Journal Title: Photochem. Photobiol. Sci. 7 Pages: 711-717
  • Peer Reviewed
• [Journal Article] Preparation, structure, and spectral properties of cyclophanes consisting of oligothiophene unites (2008)
  • Author(s): A. Tsuge, T. Hara, T. Moriguchi and M. Yamaji
  • Journal Title: Chem. Lett. Pages: 870-871
  • NAID: 10024281683
  • Peer Reviewed
• [Journal Article] Photochemistry of nitrogen-bridged cyclophanes : 2, 11-diaza[3_2]anthracenoparacyclophane and 2, 11-diaza[3_2]paracyclopane systems (2008)
  • Author(s): H. Okamoto, M. Yamaji and K. Satake
  • Journal Title: Syn. Lett. 13 Pages: 1931-1945
  • Peer Reviewed
• [Journal Article] Air-assisted high-performance field-effect transistor with thinfilms of picene (2008)
  • Author(s): H. Okamoto, N. Kawasaki, Y. Kaji, Y. Kubozono, A. Fujiwara and M. Yamaji
  • Journal Title: J. Am. Chem. Soc 130 Pages: 10470-10471
  • Peer Reviewed
• [Journal Article] 1^1B_u (S_2) and 2^1A_g (S_1) fluorescence and the 2^1A_g state of α, ω-dithienylbutadiene and α, ω-dithienylethylene (2008)
  • Author(s): T. Itoh and M. Yamaji
  • Journal Title: J. Phys. Chem. A 112 Pages: 13413-13418
  • Peer Reviewed
• [Journal Article] Observation of intramolecular singlet and triplet excimers of tethered naphthalene moieties under the geometric constraints imposed by the host framework of zeolites (2008)
  • Author(s): S. Hashimoto and M. Yamaji
  • Journal Title: Phys. Chem. Chem. Phys 10 Pages: 3124-3130
  • Peer Reviewed
• [Journal Article] Shinmyouzu, J-type aggrigation of a simple merocyanine skelton : Spectral features and structure of 4-amino-6-oxopyrimidine (2008)
  • Author(s): K. Goto, R. Omae, M. Yamaji and T. Shinmyouzu
  • Journal Title: J. Photochem. Photobiol. A : Chem. 193 Pages: 92-96
  • Peer Reviewed
• [Journal Article] 11Bu(S2)and21Ag(S1)fluorescence and the 21Ag-state of α, ω-dithienylbutadiene and α, ω-dithienylethylene (2008)
  • Author(s): T. Itoh
  • Journal Title: J. Phys. Chem. A 112 Pages: 13413-13418
  • Peer Reviewed
• [Journal Article] Photodecomposition profiles of β-bond cleavage of phenylphenacyl derivatives in the higher triplet excited states during stepwise two-color twb-laser flash photolsis (2008)
  • Author(s): M. Yamaji
  • Journal Title: J. Phys, Chem. A 112 Pages: 11306-11311
  • Peer Reviewed
• [Journal Article] Air-assisted high-performance field-effect transistor with thinfilms of picene (2008)
  • Author(s): H. Okamoto
  • Journal Title: J. Am. Chem. Soc 130 Pages: 10470-10471
  • Peer Reviewed
• [Journal Article] Preparation, structure, and spectral properties of cyclophanes consisting of oliothiohene unites (2008)
  • Author(s): A. Tsuge
  • Journal Title: Chem. Lett. Pages: 870-871
  • Peer Reviewed
• [Journal Article] Synthesis of a[3.3]biphenylophane and its photophysical and photochemical properties studied by emission and translent absorption measurements (2008)
  • Author(s): M. Yamaji
  • Journal Title: Chem. Phys. Lett 460 Pages: 474-477
  • Peer Reviewed
• [Journal Article] Photochemistry of nitrogen-bridged cyclophanes:2,11-Diaza[3]ahthracenoparacylophane and 2,11-diaza[3]paraclopane (2008)
  • Author(s): H. Okamoto
  • Journal Title: Syn. Lett 13 Pages: 1931-1945
  • Peer Reviewed
• [Journal Article] Stepwise two-color laser photolysis studies of α-cleavage in highly exgited triplet states of α-acyl-4-phenylphenols (2008)
  • Author(s): M. Yamaji
  • Journal Title: Photochem. Photobiol. Sci 7 Pages: 711-717
  • Peer Reviewed
• [Journal Article] Observation of intramolecular singlet and triplet excimers of tethered naphthalene moieties under the geometric constraints imposed by the host framework of zeolites (2008)
  • Author(s): S. Hashimoto
  • Journal Title: Phys. Chem. Chem. Phys 10 Pages: 3124-3130
  • Peer Reviewed
• [Journal Article] J-type aggregation of a simple merocyanine skeleton: Spectral features and structure of 4-amino-6-oxorimidine (2008)
  • Author(s): K. Goto
  • Journal Title: J. Photochem. Photobiol. A: Chem 194 Pages: 92-96
  • Peer Reviewed
• [Journal Article] Photochemical decomposition of aminobiphenyls in highly excited triplet states studied by stepwise two-color laser photolsis (2008)
  • Author(s): M. Yamaji
  • Journal Title: J. Photochem. Photobiol. A: Chem 193 Pages: 288-293
  • Peer Reviewed
• [Journal Article] Observation of intramolecular singlet and triplet excimers of tethered naphthalene moieties under the geometric constraints imposed by the host franework of zeolites (2008)
  • Author(s): S. Hashimoto and M. Yamaji
  • Journal Title: Chem.PhyS.PhyS.Chem. 10(印刷中)
  • Peer Reviewed
• [Journal Article] Stepwise Two-Color Laser Photolysis Studies of α-Cleavage in Highly Excited Triplet States of α-Acyl-4-phenylphenols (2008)
  • Author(s): M. Yamaji
  • Journal Title: Photochem.PhotobioLSci. 7(印刷中)
  • Peer Reviewed
• [Journal Article] Photoinduced ω-bond dissociation of m-halomethylbenzophenones studied by laser photolysis techniques and DFT calculations. Substituted position effects (2007)
  • Author(s): M. Yamaji, M. Ogasawara, K. Kikuchi, S. Nakajima, S. Tero-Kubota, B. Marciniak and K. Nozaki
  • Journal Title: Phys. Chem. Chem. Phys. 9 Pages: 3268-3275
  • Peer Reviewed
• [Journal Article] C-Si bond dissociation in highly excited triplet states of phenybenzylphenylsilanes studied by stepwise two-color laser photolysis in solution (2007)
  • Author(s): M. Yamaji, T. Mikoshiba and S. Masuda
  • Journal Title: Chem. Phys. Lett. 438 Pages: 229-233
  • Peer Reviewed
• [Journal Article] Stepwise laser photolysis studies of β-bond cleavage in highly excited triplet states of biphenyl derivatives having C-O bonds (2007)
  • Author(s): M. Yamaji, A. Kojima and S. Tobita
  • Journal Title: J. Phys. Chem. A 111 Pages: 770-776
  • Peer Reviewed
• [Journal Article] Spectral properties and charge-transfer complexes of the cyclophanes having the pyrene moiety (2007)
  • Author(s): A. Tsuge, Y. Ikeura, T. Moriguchi and M. Yamaji
  • Journal Title: Chem. Lett. 35 Pages: 1016-1017
  • NAID: 10019744205
  • Peer Reviewed
• [Journal Article] The C-O bond dissociation of naphthoxymethyl compounds in the higher triplet excited state using two-color two-laser flash photolysis (2007)
  • Author(s): X. Cai, M. Yamaji, M. Sakamoto, M. Fujitsuka and T. Majima
  • Journal Title: Chem. Phys. Lett. 443 Pages: 248-252
  • Peer Reviewed
• [Journal Article] C-O Bond cleavage of esters with a naphthyl group in the higher triplet excited state during two-color two-laser flash photolysis (2007)
  • Author(s): X. Cai, M. Sakamoto, M. Yamaji, M. Fujitsuka and T. Majima
  • Journal Title: Chem. Eur. J. 13 Pages: 3143-3149
  • Peer Reviewed
• [Journal Article] J-type aggregation of a simple merocyanine skeleton; Spactral features and structure of 4-amino-6-oxqpyrimidine (2007)
  • Author(s): K. Goto, et. al.
  • Journal Title: J.Photochem.Photobiol.A:Chem. 194 Pages: 92-96
  • Peer Reviewed
• [Journal Article] Photochemical Decomposition of Amiriobiphenyls in Highly Excited Triplet States StUdied by Stepwise Two-color Laser Photolysis (2007)
  • Author(s): M. Yamaji and M. Nishio
  • Journal Title: J.Photochem.Photobiol.A:Chem. 193 Pages: 288-293
  • Peer Reviewed
• [Journal Article] The C-O Bond Dissociation of Naphthoxymethyl Compounds in the Higher Triplet Excited State Using. Two-color Two-laser Flash Photolysis (2007)
  • Author(s): X. Cai., et. al.
  • Journal Title: Chem.Phys.Lett. 443 Pages: 248-252
  • Peer Reviewed
• [Journal Article] Spectral Properties and Charge-transfer Complexes of the Cyclophanes HaVing the Pyrene Moiety (2007)
  • Author(s): A. Tsuge, et. al.
  • Journal Title: Chem.Lett. 36 Pages: 1016-1017
  • Peer Reviewed
• [Journal Article] Photoinduced ω-bond dissociation of m-halomethylbenzophenones stUdied by laser photolysis techniques and DFT calculations. SubstitUted position effects (2007)
  • Author(s): M. Yamaji, et. al.
  • Journal Title: Chem.PhyS.PhyS.Chem 9 Pages: 3268-3275
  • Peer Reviewed
• [Journal Article] C-Si bond dissociation in highly excited trplet states of phenylbenzylphenylsilanes studied by stepwise two-color laser photolysis in solution (2007)
  • Author(s): M. Yamaji, et. al.
  • Journal Title: Chem.Phys.Lett. 438 Pages: 229-233
  • Peer Reviewed
• [Journal Article] C-O Bond Cleavage of Ester Group having a Naphthyl Group in the Higher Excited State during TWo-color Two-laser Flash Photolysis (2007)
  • Author(s): X. Cai, et. al.
  • Journal Title: Chem.J.Eur. 13 Pages: 3143-3149
  • Peer Reviewed
• [Journal Article] Stepwise laser photolysis studies of β-bond cleavage in highly excited triplet states of biphenyl derivatives havng C-O bonds (2007)
  • Author(s): M. Yamaji, et. al.
  • Journal Title: J.Phys.Chem.A 111 Pages: 770-776
  • Peer Reviewed
• [Presentation] Chemical bond cleavage studied by laser flash photolysis and pulse radiolysis (2008)
  • Author(s): M. Yamaji
  • Organizer: 2008 8^<th> International Conference on Pulse Investigations in Chemistry, Biology and Physics PULS2008
  • Place of Presentation: Krakow (Poland)
  • Year and Date: 2008-09-08
• [Presentation] Chemical bond cleavage studied by laser flash photolysis and pulse radiolsis (2008)
  • Author(s): M. Yamaji
  • Organizer: 2008 8th International Conference on Pulse Investigations in Chemistry Biology and Physics PULS'2008
  • Place of Presentation: Krakow (Poland)
  • Year and Date: 2008-09-08
• [Presentation] Bond cleavage upon photolysis of triplet states (2007)
  • Author(s): M. Yamaji
  • Organizer: 2007 Korea-Japan Symposium on Frontier Photoscience
  • Place of Presentation: Gyeongju (Korea)
  • Year and Date: 2007-11-24
• [Presentation] カルボニル化合物の新しい光化学反応(その6) (2007)
  • Author(s): 山路稔、野崎浩一、手老省三
  • Organizer: ω解離反応性の置換位置依存性、光化学討論会
  • Place of Presentation: 松本(長野)
  • Year and Date: 2007-09-27
• [Presentation] C-X Bond (X = O, Si and N) Dissociation in Highly Excited triplet States of Some Biphenyl derivatives Studied by Stepwise Two-Color Laser Photolysis (2007)
  • Author(s): M. Yamaji
  • Organizer: XXIII International Conference on Photochemistry 2007
  • Place of Presentation: Cologne (Germany)
  • Year and Date: 2007-08-02
• [Presentation] Bond Cleavage upon Photolysjs of Triplet Sates (2007)
  • Author(s): M. Yamaji
  • Organizer: 2007 Korea-Japan Symposium on Frontier Photoscience
  • Place of Presentation: Gyeongiu,Korea
• [Presentation] C-X Bond(X=O,Si and N)Dissociation in Highly Excited triplet States of Some Biphenyl derivatives Studied by Stepwise Two-Color Laser PhotoIyis, XXIII Intemational Conference on Photochemistry 2007 (2007)
  • Author(s): M. Yamaji
  • Organizer: XXIII Intemational Conference on Photochemistry 2007
  • Place of Presentation: Cologne,Germany
• [Presentation] カルポニル化合物の新しい光化学反応(その6):ω解離反応性の置換位置存性 (2007)
  • Author(s): 山路 稔
  • Organizer: 2007光化学討論会
  • Place of Presentation: 信州大学松本キャンパス
• [Patent(Industrial Property Rights)] ピセン化合物の製造方法およびピセン化合物の結晶体 (2008)
  • Inventor(s): 岡本秀毅、久保園芳博、山路稔、郷田慎
  • Industrial Property Rights Holder: 国立大学法人岡山大学、国立大学法人群馬大学、株式会社ナード研究所
  • Industrial Property Number: 2008-326231
  • Filing Date: 2008-12-22
• [Patent(Industrial Property Rights)] 特許願 (2008)
  • Inventor(s): 岡本秀毅 久保園芳博 山路稔 郷田慎
  • Industrial Property Rights Holder: 株式会社ナード研究所国立大学法人岡山大学国立大学法人群馬大学
  • Industrial Property Number: 2008-326231
  • Filing Date: 2008-12-22