IP Library Granted Patent US 9,871,216
Granted Patent B2
US 9,871,216 · App. 14/237,850 · Granted Jan 16, 2018

Organic photoelectric conversion element and organic solar cell using the same

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Quick Facts
Patent No.
US 9,871,216
App. No.
14/237,850
Granted
Jan 16, 2018
Kind
B2
Abstract

To provide an organic photoelectric conversion element whereby conversion efficiency is increased by morphology improvement in a power generation layer, and whereby short circuit current (Jsc) attenuation when irradiating light is simultaneously suppressed, and an organic solar cell using the same. An organic photoelectric conversion element having: a transparent first electrode; a power generation layer having a p-type organic semiconductor material and an n-type organic semiconductor material; and a second electrode, on a transparent substrate, in which the power generation layer is a bulk heterojunction power generation layer including the p-type organic semiconductor material and the n-type organic semiconductor material, and additionally includes a compound represented by either the following general formula (I) or general formula (II).

Claims (23)

1. An organic photoelectric conversion element comprising:

a transparent first electrode;

a power generation layer having a p-type organic semiconductor material and an n-type organic semiconductor material; and

a second electrode disposed on a transparent substrate,

wherein the power generation layer is a bulk heterojunction power generation layer including the p-type organic semiconductor material and the n-type organic semiconductor material, and additionally comprising a compound represented by the following formula (I):

wherein R 1 represents a substituted or unsubstituted aryl group, Z 1 and Z 2 each represents a substituted or unsubstituted alkylene group having 1 to 3 carbon atoms, provided that a sum of the carbon atoms in the alkylene groups represented by Z 1 and Z 2 is 3 to 6; A represents an oxygen atom, N-Z 3 , or S(O) n5 ; Z 3 represents an alkyl group or an aryl group; and n5 represents an integer of from 0 to 2.

2. The organic photoelectric conversion element according to claim 1 , wherein the compound represented by formula (I) is contained in an amount of 0.1 to 15 parts by mass with respect to 100 parts by mass of a sum of the p-type semiconductor and n-type semiconductor.

3. The organic photoelectric conversion element according to claim 1 , wherein the compound represented by formula (I) has a solubility parameter value of 19 to 23.

4. An organic solar cell comprising the organic photoelectric conversion element according to claim 1 .

5. An organic photoelectric conversion element comprising:

a transparent first electrode;

a power generation layer having a p-type organic semiconductor material and an n-type organic semiconductor material; and

a second electrode disposed on a transparent substrate,

wherein the power generation layer is a bulk heterojunction power generation layer including the p-type organic semiconductor material and the n-type organic semiconductor material, and additionally comprising a compound represented by one of the following formulas (I-A) to (I-E):

wherein R 2 and R 3 represent a halogen atom, a substituted or unsubstituted alkyl group (—R a ), a hydroxyalkyl group (—R a (OH)), an alkoxy group (—OR a ), an aryloxy group, an amino group (—NH 2 ), an amino group (—NHR a ), an amino group (—N(R a ) 2 ), a thioether group (—SRa), an ester group, —COR a , —COOR a , —NHCOR a , —NHCOOR a , —NHSO 2 R a , or an alkylcarbonyloxy group (—OCOR a ), in which R a represents a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and m5 and l5 each represent an integer of from 0 to 4.

6. The organic photoelectric conversion element according to claim 5 , wherein the compound represented by one of the formulas (I-A) to (I-E) is contained in an amount of 0.1 to 15 parts by mass with respect to 100 parts by mass of a sum of the p-type semiconductor and n-type semiconductor.

7. The organic photoelectric conversion element according to claim 5 , wherein the compound represented by one of the formulas (I-A) to (I-E) has a solubility parameter value of 19 to 23.

8. The organic photoelectric conversion element according to claim 5 , wherein the compound represented by one of the formulas (I-A) to (I-E) is the compound of formula (I-A).

9. The organic photoelectric conversion element according to claim 5 , wherein the compound represented by one of the formulas (I-A) to (I-E) is the compound of formula (I-B).

10. The organic photoelectric conversion element according to claim 5 , wherein the compound represented by one of the formulas (I-A) to (I-E) is the compound of formula (I-C).

11. The organic photoelectric conversion element according to claim 5 , wherein the compound represented by one of the formulas (I-A) to (I-E) is the compound of formula (I-D).

12. The organic photoelectric conversion element according to claim 5 , wherein the compound represented by one of the formulas (I-A) to (I-E) is the compound of formula (I-E).

13. An organic solar cell comprising the organic conversion element according to claim 5 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2020
From: KONICA MINOLTA, INC.
To: SONY SEMICONDUCTOR SOLUTIONS CORPORATION
Reel/Frame 051922/0959 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 7, 2014
From: ITOH, HIROAKI
To: KONICA MINOLTA, INC.
Reel/Frame 032176/0194 →