Charge-transporting thin film

Patent metadata

Field	Value
Publication number	US-10002685-B2
Application number	US-201414785506-A
Country	US
Kind code	B2
Filing date	May 21, 2014
Priority date	May 22, 2013
Publication date	Jun 19, 2018
Grant date	Jun 19, 2018

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.

First claim

The invention claimed is:

1. A charge-transporting thin film containing at least two types of functional organic compounds having chiral elements, wherein
a total number of the chiral elements in each type of the functional organic compounds, summed over all the functional organic compounds, is four or more,
the functional organic compounds comprise a metal complex and a host compound, the metal complex has two or more chiral elements in a single molecule, thereby comprising a mixture of enantiomers and diastereomers, and the host compound has two or more chiral elements in a single molecule, thereby comprising a mixture of enantiomers and diastereomers.

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

3. The charge-transporting thin film according to claim 1 , further comprises at least one additional functional organic compound which is not the metal complex or the host compound, wherein each of the additional functional organic compounds comprises at least one selected from a mixture of enantiomers and a mixture of diastereomers.

4. The charge-transporting thin film according to claim 1 , wherein at least one of the functional organic compounds is an electron transport material comprising both a mixture of enantiomers and diastereomers.

5. The charge-transporting thin film according to claim 1 , wherein all of the at least two types of the functional organic compounds comprise both a mixture of enantiomers and diastereomers.

6. The charge-transporting thin film according to claim 1 , wherein at least one of the functional organic compounds having chiral elements has a biaryl structure which has chiral elements due to hindered rotation between two aryl moieties, such that the at least one of the functional organic compounds comprises a mixture of atropisomers.

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

8. The charge-transporting thin film according to claim 7 , wherein the light-emitting compound is the metal complex.

9. The charge-transporting thin film according to claim 1 , wherein
the thin film comprises 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.

10. The charge-transporting thin film according to claim 1 , wherein
all of the functional organic compounds contained in the charge-transporting thin film comprise a mixture of 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.

11. The charge-transporting thin film according to claim 1 , wherein the host compound is a heteroaromatic hydrocarbon derivative.

12. The charge-transporting thin film according to claim 1 , wherein both of the metal complex and the host compound have a biaryl structure, have a chiral element due to hindered rotation between two aryl moieties, and comprise a mixture of atropisomers.

13. The charge-transporting thin film according to claim 11 , wherein both of the metal complex and the host compound have a biaryl structure, have a chiral element due to hindered rotation between two aryl moieties, and comprise a mixture of atropisomers.

14. A charge transporting thin film containing one or more types of functional organic compounds having chiral elements in a single molecule, wherein
a total number of the chiral elements in each type of the functional organic compounds, summed over all the functional organic compounds, is four or more,
the charge-transporting thin film contains the functional organic compounds having the chiral elements; and
the thin film comprises 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.

Assignees

• Konica Minolta Inc

Inventors

• Kita Hiroshi
• Tanaka Tatsuo
• Katakura Rie

Classifications

• C09K11/06

  containing organic luminescent materials · CPC title

• Y02E10/549

  Organic PV cells · CPC title

• H01B1/121 Primary

  Charge-transfer complexes · CPC title

• H01G9/2059

  comprising an organic dye as the active light absorbing material, e.g. adsorbed on an electrode or dissolved in solution · CPC title

• Y02E10/542

  Dye sensitized solar cells · CPC title