IP Library Granted Patent US 10,002,685
Granted Patent B2
US 10,002,685 · App. 14/785,506 · Granted Jun 19, 2018

Charge-transporting thin film

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,002,685
App. No.
14/785,506
Granted
Jun 19, 2018
Kind
B2
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 (23)

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.

Assignments (4)
NUNC PRO TUNC ASSIGNMENT Recorded Feb 10, 2026
From: MERCK PATENT GMBH
To: UDC IRELAND LIMITED
Reel/Frame 073741/0073 →
NUNC PRO TUNC ASSIGNMENT Recorded Oct 7, 2021
From: KONICA MINOLTA INC
To: MERCK PERFORMANCE MATERIALS GERMANY GMBH
Reel/Frame 057748/0075 →
NUNC PRO TUNC ASSIGNMENT Recorded Oct 7, 2021
From: MERCK PERFORMANCE MATERIALS GERMANY GMBH
To: MERCK PATENT GMBH
Reel/Frame 057748/0146 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 19, 2015
From: KITA, HIROSHI; TANAKA, TATSUO; KATAKURA, RIE
To: KONICA MINOLTA, INC.
Reel/Frame 036889/0730 →