Image pickup device

1. An image pickup device comprising an organic photoelectric conversion film sandwiched between at least two electrodes,

wherein the organic photoelectric conversion film is a layer consisting essentially of a quinacridone derivative represented by a general formula (I) or a quinazoline derivative represented by a general formula (II):

wherein the ring A represents:

n1 and n2 each independently represents 0 or 1; a portion of the ring A having n1 or n2 of 0 represents:

wherein the ring A may further have a substituent;

R 1 and R 2 each independently represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group;

R 3 , R 4 , R 5 and R 6 each independently represents an alkyl group having 1 to 30 carbon atoms, an alkenyl group having from 2 to 30 carbon atoms, an alkynyl group having from 2 to 30 carbon atoms, an aryl group having from 6 to 30 carbon atoms, an amino group having from 0 to 30 carbon atoms, an alkoxy group having from 1 to 30 carbon atoms, an aryloxy group having from 6 to 30 carbon atoms, a heteroaryloxy group having from 1 to 30 carbon atoms, an acyl group having from 1 to 30 carbon atom, an alkoxycarbonyl group having from 2 to 30 carbon atoms, an aryloxycarbonyl group having from 7 to 30 carbon atoms, an acyloxy group having from 2 to 30 carbon atoms, an acylamino group having from 2 to 30 carbon atoms, an alkoxycarbonylamino group having from 2 to 30 carbon atoms, an aryloxycarbonylamino group having from 7 to 30 carbon atoms, a sulfonylamino group having from 1 to 30 carbon atoms, a sulfamoyl group having from 0 to 30 carbon atoms, a carbamoyl group having from 1 to 30 carbon atoms, an alkylthio group having from 1 to 30 carbon atoms, an arylthio group having from 6 to 30 carbon atoms, a heterocycle-substituted thio group having from 1 to 30 carbon atoms, a sulfonyl group having from 1 to 30 carbon atoms, a sulfinyl group having from 1 to 30 carbon atoms, an ureido group having from 1 to 30 carbon atoms, a phosphoric acid amide group having from 1 to 30 carbon atoms, a hydroxyl group, a mercapto group, a halogen atom, a cyano group, a sulfo group, a carboxyl group, a nitro group, a hydroxamic acid group, a sulfino group, a hydrazino group, an imino group, a heterocyclic group having from 1 to 30 carbon atoms, or a silyl group having from 3 to 40 carbon atoms; and

m1, m2, m3 and m4 each independently represents an integer of 0 to 4, and, in case m1, m2, m3 or m4 represents an integer of 2 to 4, plural R 3 s, R 4 s, R 5 s or R 6 s may be mutually bonded to form a ring; and

wherein the layer has a thickness of from 30 nm to 300 nm.

2. An image pickup device according to claim 1 ,

wherein, in an absorption spectrum of the organic photoelectric conversion film, an absorption peak at a longest wavelength has a half-peak width of 50 to 150 nm.

3. An image pickup device according to claim 1 , further comprising at least one charge transport layer for transporting electrons generated in the organic photoelectric conversion film,

wherein a longer wavelength end of an absorption spectrum of said at least one charge transport layer is positioned at a wavelength that is shorter than a longer wavelength end of an absorption spectrum of Alq (aluminum quinoline).

4. An image pickup device according to claim 3 ,

wherein the absorption spectrum of the charge transport layer has a longer wavelength end positioned at 400 nm or shorter.

5. An image pickup device according to claim 3 , further comprising a layer having a filter effect for absorbing light of a wavelength of 400 nm or less, and realizing a structure in which the charge transport layer does not absorb light by the filter effect of the layer.

6. An image pickup device according to claim 3 , wherein the charge transport layer comprises a compound represented by a general formula (III):

L A) m   (III)

wherein A represents a heterocycle formed by condensing two or more aromatic heterocycles, in which heterocycles represented by A may be mutually same or different; m represents an integer of 2 or larger; and L represents a single bond, alkylene, alkenylene, alkynylene, arylene, or divalent heterocycle.

7. An image pickup device according to claim 6 ,

wherein the charge transport layer comprises a compound represented by a general formula (VI):

wherein X represents O, S, Se, Te or N—R; R represents a hydrogen atom, an aliphatic hydrocarbon group, an aryl group or a heterocyclic group;

the group

represents a nitrogen-containing aromatic heterocyclic group;

m represents an integer of 2 or larger; and

L represents a single bond, alkylene, alkenylene, alkynylene, arylene, or divalent heterocycle.

8. An image pickup device according to claim 1 , wherein the absorption spectrum of the organic photoelectric conversion film has a peak at a wavelength of 510 to 570 nm.

9. A method for improving the photoelectric conversion efficiency of the image pickup device of claim 1 , which comprises applying an electric field of 10 V/m to 1×10 12 V/m to the organic photoelectric conversion film of the image pickup device according to claim 1 .

10. An image pickup device according to claim 1 ,

wherein an electric field of 10 V/m to 1×10 12 V/m is applied to the organic photoelectric conversion film.

11. A device comprising at least two electromagnetic wave-absorbing/photoelectric converting portions, of which at least one comprises an image pickup device according to claim 1 .

12. A device according to claim 11 ,

wherein said at least two electromagnetic wave-absorbing/photoelectric converting portions have a laminate structure of at least two layers.

13. A device according to claim 12 ,

wherein an upper layer of said at least two layers comprises a portion capable of a photoelectric conversion by absorbing green light.

14. A device comprising at least three electromagnetic wave-absorbing/photoelectric converting portions, of which at least one comprises an image pickup device according to claim 1 .

15. A device according to claim 14 ,

wherein said at least three electromagnetic wave-absorbing/photoelectric converting portions have a laminate structure of at least three layers,

and an upper layer of said at least three layers comprises a portion capable of a photoelectric conversion by absorbing green light.

16. A device according to claim 15 ,

wherein at least two of said at least three electromagnetic wave-absorbing/photoelectric converting portions are formed in a silicon substrate.

17. A device according to claim 14 ,

wherein at least two of said at least three electromagnetic wave-absorbing/photoelectric converting portions are formed by inorganic layers.

18. An image pickup device comprising:

a positive hole transport material that is a layer consisting essentially of a quinacridone derivative by a general formula (I) or a quinazoline derivative by a general formula (II); and

an electron transport material having a peak wavelength of an absorption spectrum, equal to or shorter than a peak wavelength of an absorption spectrum of the positive hole transport material:

wherein the ring A represents:

n1 and n2 each independently represents 0 or 1; a portion of the ring A having n1 or n2 of 0 represents:

wherein the ring A may further have a substituent;

R 1 and R 2 each independently represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group;

R 3 , R 4 , R 5 and R 6 each independently represents an alkyl group having 1 to 30 carbon atoms, an alkenyl group having from 2 to 30 carbon atoms, an alkynyl group having from 2 to 30 carbon atoms, an aryl group having from 6 to 30 carbon atoms, an amino group having from 0 to 30 carbon atoms, an alkoxy group having from 1 to 30 carbon atoms, an aryloxy group having from 6 to 30 carbon atoms, a heteroaryloxy group having from 1 to 30 carbon atoms, an acyl group having from 1 to 30 carbon atom, an alkoxycarbonyl group having from 2 to 30 carbon atoms, an aryloxycarbonyl group having from 7 to 30 carbon atoms, an acyloxy group having from 2 to 30 carbon atoms, an acylamino group having from 2 to 30 carbon atoms, an alkoxycarbonylamino group having from 2 to 30 carbon atoms, an aryloxycarbonylamino group having from 7 to 30 carbon atoms, a sulfonylamino group having from 1 to 30 carbon atoms, a sulfamoyl group having from 0 to 30 carbon atoms, a carbamoyl group having from 1 to 30 carbon atoms, an alkylthio group having from 1 to 30 carbon atoms, an arylthio group having from 6 to 30 carbon atoms, a heterocycle-substituted thio group having from 1 to 30 carbon atoms, a sulfonyl group having from 1 to 30 carbon atoms, a sulfinyl group having from 1 to 30 carbon atoms, an ureido group having from 1 to 30 carbon atoms, a phosphoric acid amide group having from 1 to 30 carbon atoms, a hydroxyl group, a mercapto group, a halogen atom, a cyano group, a sulfo group, a carboxyl group, a nitro group, a hydroxamic acid group, a sulfino group, a hydrazino group, an imino group, a heterocyclic group having from 1 to 30 carbon atoms, or a silyl group having from 3 to 40 carbon atoms; and

m1, m2, m3 and m4 each independently represents an integer of 0 to 4, and, in case m1, m2, m3 or m4 represents an integer of 2 to 4, plural R 3 s, R 4 s, R 5 s or R 6 s may be mutually bonded to form a ring; and

wherein the layer has a thickness of from 30 nm to 300 nm.

19. An image pickup device according to claim 18 ,

wherein the electron transport material is selected from: a 5- to 7-membered heterocyclic compound comprising a nitrogen atom, an oxygen atom or a sulfur atom, said 5- to 7-membered heterocyclic compound being optionally further condensed with another ring; an aromatic condensed carbon ring compound; and a metal complex compound having a nitrogen-containing heterocyclic compound as a ligand.

20. An image pickup device according to claim 18 ,

wherein a film of the electron transport material has a crystalline state.