IP Library › Granted Patent US 8,779,277
Granted Patent B2
US 8,779,277 · App. 13/366,009 · Granted Jul 15, 2014

Light energy conversion material

Inventors: Shinji Inagaki (Nagoya, JP); Masao Aoki (Rodenbach, DE); Ken-ichi Yamanaka (Aichi-gun, JP); Kiyotaka Nakajima (Yamato, JP); Masataka Ohashi (Nagoya, JP)
Assignee: Kabushiki Kaisha Toyota Chuo Kenkyusho
H01G9/20H01G9/2027
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Quick Facts
Patent No.
US 8,779,277
App. No.
13/366,009
Granted
Jul 15, 2014
Kind
B2
Abstract

A method of transferring electrons with a light energy conversion material is described. The material includes a silica porous material having silicon atoms chemically bonded with an organic group that is an electron donor in a skeleton thereof, and an electron acceptor disposed in at least one portion among a pore, the skeleton and the outer circumference of the porous material. The method includes absorbing light energy by the organic group and transferring electrons excited by the light energy to the electron acceptor.

Claims (10)

1. A method of transferring electrons with a light energy conversion material comprised of a porous material including an electron donor in a skeleton thereof, and an electron acceptor disposed in at least one portion among a pore, the skeleton and the outer circumference of the porous material, wherein the porous material including the electron donor in the skeleton thereof is a silica porous material comprised of silicon atoms chemically bonded with an organic group, the method comprising:

absorbing light energy by the organic group of the silica porous material and transferring electrons excited by the light energy from the organic group of the silica porous material to the electron acceptor,

wherein the organic group is the electron donor and is a molecule selected from the group consisting of 1,1-bi-2-naphthol, 1,3-di(N-carvazolyl)propane (DCzPr), 1,4-di(N-carvazolyl)butane (DCzBu), 1,4-diazabicyclo[2,2,2]octane, 2,3-dihydroxy-naphtol, 2,7-dihydroxy-naphthol, 2-naphthol, Cu(2,9-diphenyl-1,10-phenanthroline) 2+ , di(N-carvazolyl)methane (DCzMe), meso-2,4-di(N-carvazolyl)pentane (m-DCzPe), Mg(phthalocyanine) 4+ , N,N,N′,N′-tetramethyl-p-phenylenediamine, N,N,N′,N′-tetramethylbenzidine, N,N-diethylaniline, N,N-dimethylaniline, N-ethyl-carbazole (EtCz), Rh 2 (1,3-diisocyanopropane) 4 2+ , Ru(2,2′-bipyridine) 3 2+ , Tetrakis(dimethylamino)ethylene (TDAE), trans-1,2-di(N-carvazolyl)cyclobutane (DCzCBu), Zn(tetra(N-methylpyridinium)porphyrin) 4+ , a Zn porphyrin complex, Zn(tetraphenylporphyrin), Zn(octaethylporphyrin), a Zn phthalocyanine complex, anthracene, indene, oxadiazole, oxazole, quadricyclane, diazabicyclooctane, diphenylethylene, triethylamine, triphenylmethane, trimethoxybenzene, naphthalene, norbornadiene, hydrazone, pyrene, phenanthrene, phenothiazine, perylene, methoxynaphthalene and biphenyl.

2. The method of claim 1 , wherein the electron acceptor is at least one kind selected from the group consisting of compounds represented by the following general formula (3):

Cr(2,2′-bipyridine) 3 2+ , Cr(2,2′-bipyridine) 3 3+ , Cr(CN) 6 3− , Fe(CN) 6 4− , Fe 3+ , N,N-dimethylaniline, Pt 2 (P 2 O 5 ) 4 H 8 4− , methyl p-cyanobenzoate, p-dicyanobenzene, p-dinitrobenzene, p-benzoquinone, ReCl 8 2− , Rh 2 (1,3-diisocyanopropane) 4 2+ , Ru(2,2′-bipyridine) 3 2+ , trans-stilbene, UO 2 2+ , a Zn porphyrin complex, Zn(tetraphenylporphyrin), Zn(octaethylporphyrin), Zn phthalocyanine, acetophenone, anthracene, an osmium(II) complex, chloranil, cyanoanthracene, cyanonaphthalene, dimethylaniline, dicyanoanthracene, dicyanonaphthalene, dimethylbicyclohepta-2,5-diene-2,3-dicarboxylate, tetracyanoanthracene, tetracyanoethylene, triphenylpyrylium tetrafluoroborate, naphthalene, nitrobenzene, viologen, phenanthrene, fullerene C60, fullerene C60-μ-oxodimer(C120O), fullerene C70, benzophenone, methylviologen, methoxyacetophenone, oxygen and an aromatic vinyl polymer.

3. The method of claim 1 , wherein the porous material has a periodic structure with an interval of 5 nm or less based on the regular arrangement of the organic groups.

4. The method of claim 1 , wherein the porous material has the pore with a central pore diameter of 1 nm to 30 nm.

5. The method of claim 1 , wherein the porous material has one or more peaks at a diffraction angle corresponding to a d value of 1 nm or more in an X-ray diffraction pattern.

6. The method of claim 1 , wherein the electron acceptor is at least one kind selected from the group consisting of a quinone compound, an aromatic compound having a vinyl group, an aromatic compound having a cyano group, an aromatic compound having a nitro group, a nitrogen-containing aromatic compound, an organic compound having a dicyanomethylene group, a molecular metal complex containing an organic compound having a dicyanomethylene group as a ligand, an organic compound having a cyanoimino group, a molecular metal complex containing an organic compound having a cyanoimino group as a ligand, fullerene, a carbon nanotube, a metal complex having a nitrogen-containing organic ligand, a metal complex having a cyclic ligand, a metal complex salt, a metal ion and a metal oxide.

7. The method of claim 1 , wherein the silica porous material has a skeleton structure of X—Si—O, X being the organic group that is chemically bound to the silicon atoms.

Priority Claims (2)
JP 2006-235638 · Aug 31, 2006 · national
JP 2007-189886 · Jul 20, 2007 · national
Continuity (2)
Division 11892776 · Aug 27, 2007
Related Publication 20120181163A1 · Jul 19, 2012