CHARGE-TRANSPORTING THIN FILM

• US 20160071625A1
• Filed: 05/21/2014
• Published: 03/10/2016
• Est. Priority Date: 05/22/2013
• Status: Active Grant

• Current Assignee: Merck Patent GmbH (Merck & Co., Inc.)
• Original Assignee: Konica Minolta Inc.
• Inventors: KITA, Hiroshi, KATAKURA, Rie, TANAKA, Tatsuo
• Granted Patent: US 10,002,685 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: H01B 1/121 Charge-transfer complexes
• CPC Class Codes: H01G 9/2059 comprising an organic dye as the active light absorbing material, e.g. adsorbed on an electrode or dissolved in solution
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 30/30 comprising bulk heterojunctions, e.g. interpenetrating networks of donor and acceptor material domains
• CPC Class Codes: H10K 30/50 Photovoltaic [PV] devices
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/215 comprising substituents, e.g. PCBM
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/611 Charge transfer complexes
• CPC Class Codes: H10K 85/654 comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: H10K 85/657 Polycyclic condensed heteroaromatic hydrocarbons
• CPC Class Codes: H10K 85/6572 comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: H10K 85/6574 comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
• CPC Class Codes: Y02E 10/542 Dye sensitized solar cells
• CPC Class Codes: Y02E 10/549 Organic PV cells

Abstract

This invention addresses the problem of providing a charge-transporting thin film with small variations in properties due to disturbance and small variations in resistance over time during application of current. The invention further provides a charge-transporting thin film with a secondary effect of small variations over time and stable luminescent properties. The charge-transporting thin film of the present invention contains one or more types of functional organic compounds having chiral elements, and is characterized in that the total of the number of chiral elements per molecule in each type of the functional organic compounds summed over all types of the functional organic compounds is four or more.

Claims

1. A charge-transporting thin film containing one or more types of functional organic compounds having chiral elements, wherein the total of the number of chiral elements per molecule in each type of the functional organic compounds summed over all types of the functional organic compounds is four or more.

2. The charge-transporting thin film according to claim 1, wherein the total of the number of chiral elements per molecule summed over all types of the functional organic compounds is within a range of five to fifteen.

3. The charge-transporting thin film according to claim 1, wherein the charge-transporting thin film comprises at least two types of the functional organic compounds having chiral elements, and each of the at least two types of the functional organic compounds includes at least one isomer selected from enantiomers and diastereomers.

4. The charge-transporting thin film according to claim 1, wherein the charge-transporting thin film comprises at least two types of the functional organic compounds having chiral elements, at least one of the functional organic compounds includes both enantiomers and diastereomers.

5. The charge-transporting thin film according to claim 1, wherein

the charge-transporting thin film comprises at least two types of the functional organic compounds having chiral elements, at least one of the functional organic compounds is a metal complex;

and

the metal complex has two or more chiral elements per molecule, and thereby includes both enantiomers and diastereomers.

6. The charge-transporting thin film according to claim 1, wherein the charge-transporting thin film comprises at least two types of the functional organic compounds having chiral elements, all of the at least two types of the functional organic compounds includes both enantiomers and diastereomers.

7. The charge-transporting thin film according to claim 1, wherein the functional organic compounds having chiral elements have a biaryl structure which has chiral elements due to hindered rotation between two aryl moieties, such that the functional organic compounds include an atropisomer.

8. The charge-transporting thin film according to claim 1, wherein the at least one type of the functional organic compounds having chiral elements is a compound which emits light during excitation under an electric field.

9. The charge-transporting thin film according to claim 8, wherein the compound which emits light during excitation under an electric field is the metal complex.

10. The charge-transporting thin film according to claim 1, wherein

the charge-transporting thin film contains the functional organic compounds having chiral elements;

and

a volatile organic material having a boiling point lower than 300°

C. under normal pressure, wherein the volatile organic material has an asymmetric carbon atom.

11. The charge-transporting thin film according to claim 1, wherein

each of the functional organic compounds contained in the charge-transporting thin film comprises a mixture of the enantiomers and diastereomers;

the charge-transporting thin film contains a volatile organic material having a boiling point lower than 300°

C. under normal pressure; and

the volatile organic material has an asymmetric carbon atom.