ELECTROLUMINESECENT MATERIAL, METHOD FOR MANUFACTRUING THE SAME, AND LUMINESECENT DEVICE

• US 20200136051A1
• Filed: 01/02/2019
• Published: 04/30/2020
• Est. Priority Date: 10/19/2018
• Status: Active Grant

• Current Assignee: Wuhan China Star Optoelectronics Semiconductor Display Technology Co., Ltd. (TCL Technology Group Corp.)
• Original Assignee: Wuhan China Star Optoelectronics Semiconductor Display Technology Co., Ltd. (TCL Technology Group Corp.)
• Inventors: LUO, Jiajia
• Granted Patent: US 11,145,818 B2
• Time in Patent Office: Days
• CPC Class Codes: H05B 33/10 Apparatus or processes specially adapted to the manufacture of electroluminescent light sources
• CPC Class Codes: H10K 2101/20 Delayed fluorescence emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 71/00 Manufacture or treatment specially adapted for the organic devices covered by this subclass
• CPC Class Codes: H10K 71/15 characterised by the solvent used
• CPC Class Codes: H10K 85/10 Organic polymers or oligomers
• CPC Class Codes: H10K 85/615 Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
• CPC Class Codes: H10K 85/626 containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
• CPC Class Codes: H10K 85/631 Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine

Abstract

A luminescent material, a method for manufacturing the luminescent material and a luminescent device are provided. The method includes reacting 2,7-dibromofluorene and bromine hexyl to generate a first intermediate product, reacting the first intermediate product and a bis(pinacolato)diboron reagent to generate a second intermediate product, reacting 1, 4-dibromo-phenodiphene and the organic thermal activation delayed fluorescent material to generate a third intermediate product, and reacting the first intermediate product, the second intermediate product and the third intermediate product to generate the electroluminescent material.

Claims

1. An electroluminescent material, wherein a molecular structural formula of the electroluminescent material is as follows:

2. A method for manufacturing an electroluminescent material, comprising:

providing a first reactant and a second reactant and reacting the first reactant and the second reactant to generate a first intermediate product, wherein a molecular structural formula of the first reactant is

3. The method for manufacturing the electroluminescent material of claim 2, wherein in the reacting process of reacting the first reactant and the second reactant to generate the first intermediate product, a relationship between a molar weight of the first reactant and a volume of the second reactant is that for 1 millimoles of the first reactant, there are 0.5 milliliters-2 milliliters of the second reactant.

4. The method for manufacturing the electroluminescent material of claim 3, wherein the first reactant and the second reactant are reacted in a first solvent to generate the first intermediate product, and the first solvent is selected from a group consisting of styrene, perchloroethylene, trichloroethylene, acetone, ethylene glycol ether, and triethanolamine.

5. The method for manufacturing the electroluminescent material of claim 4, wherein the first solvent comprises a first additive, and the first additive is selected from a group consisting of potassium hydroxide, sodium hydroxide, sodium tertiary butanol (NaO_t-Bu), and sodium bicarbonate.

6. The method for manufacturing the electroluminescent material of claim 2, wherein in the reacting process of reacting the first intermediate product and the third reactant to generate the second intermediate product, a relationship between a molar weight of the first intermediate product and a molar weight of the third reactant is that for 1 millimoles of the first intermediate product, there are 1 millimoles-5 millimoles of the third reactant.

7. The method for manufacturing the electroluminescent material of claim 6, wherein the first intermediate product and the third reactant are reacted in a second solvent to generate the second intermediate product, and the second solvent is selected from a group consisting of styrene, perchloroethylene, trichloroethylene, acetone, sodium tert-butanol (NaO_t-Bu), N, n-dimethylformamide, and triethanolamine.

8. The method for manufacturing the electroluminescent material of claim 7, wherein the second solvent comprises a second additive, and the second additive is selected from a group consisting of [1,1′

-bis (diphenyl phosphine) diferrocene] palladium dichloride (Pd(dppf)Cl₂), potassium acetate (KOAc), sodium acetate (NaOAc), sodium tert-butanol (NaO_t-Bu), potassium nitrate (KNO₃), and magnesium sulfate (MgSO₄).

9. The method for manufacturing the electroluminescent material of claim 2, wherein in the reacting process of reacting the fourth reactant and the fifth reactant to generate the third intermediate product, a relationship between a molar weight of the fourth reactant and a molar weight of the fifth reactant is that for 1 millimoles of the fourth reactant, there are 1 millimoles-10 millimoles of the fifth reactant.

10. The method for manufacturing the electroluminescent material of claim 9, wherein the fourth reactant and the fifth reactant are reacted in a third solvent to generate the third intermediate product, and the third solvent is selected from a group consisting of styrene, perchloroethylene, trichloroethylene, acetone, ethylene glycol ether, and triethanolamine.

11. The method for manufacturing the electroluminescent material of claim 10, wherein the third solvent comprises a third additive, and the third additive is selected from a group consisting of potassium hydroxide, sodium hydroxide, sodium tertiary butanol (NaO_t-Bu) and sodium bicarbonate.

12. The method for manufacturing the electroluminescent material of claim 2, wherein in the reacting process of reacting the first intermediate product, the second intermediate product and the third intermediate product to generate the electroluminescent material, a relationship among a molar weight of the first intermediate product, a molar weight of the second intermediate product and a molar weight of the third intermediate product is that for 1 millimoles of the first intermediate product, there are 0.5 millimoles-1.5 millimoles of the second intermediate product and 0.1 millimoles-1.5 millimoles of the third intermediate product.

13. The method for manufacturing the electroluminescent material of claim 12, wherein the first intermediate product, the second intermediate product and the third intermediate product are reacted in a fourth solvent to generate the electroluminescent material, and the fourth solvent is selected from a group consisting of styrene, trichloroethylene, toluene, N, n-dimethylformamide acetone, ethylene glycol ether, and triethanolamine.

14. The method for manufacturing the electroluminescent material of claim 13, wherein the fourth solvent comprises a fourth additive, and the fourth additive is selected from a group consisting of [1,1′

-bis (diphenyl phosphine) diferrocene] palladium dichloride (Pd(dppf)Cl₂), potassium acetate (KOAc), sodium tert-butyl alcohol (NaO_t-Bu), sodium acetate (NaOAc), palladium acetate (Pd(C₂H₃O₂)₂), and tri-butyl phosphtetrafluoroborate.

15. The method for manufacturing the electroluminescent material of claim 2, wherein a molecular structural formula of the electroluminescent material is as follows:

16. The method for manufacturing the electroluminescent material of claim 2, wherein the reacting process of reacting the first intermediate product, the second intermediate product and the third intermediate product to generate the electroluminescent material comprises:

reacting the first intermediate product, the second intermediate product and the third intermediate product to produce a mixture containing the electroluminescent material;

separating and purifying the mixture containing the electroluminescent material to obtain the electroluminescent material.

17. The method for manufacturing the electroluminescent material of claim 16, wherein the reacting process of separating and purifying the mixture containing the electroluminescent material to obtain the electroluminescent material comprises:

extracting the mixture containing the electroluminescent material by an extraction solvent; and

employing column chromatography to the mixture containing the electroluminescent material by a chromatographic column.

18. The method for manufacturing the electroluminescent material of claim 17, wherein the extraction solvent is selected from a group consisting of dichloromethane, trichloromethane, and tetrahydrofuran.

19. The method for manufacturing the electroluminescent material of claim 17, wherein a volume ratio of dichloromethane and n-hexane of the chromatographic column ranges from 1:

0.5 to 1;

10.

20. A luminescent device, wherein comprises:

a base layer, the base layer comprises a substrate base and a first electrode layer formed on the substrate base;

a cavity transmitting and injecting layer, the cavity transmitting and injecting layer is formed on the base layer, and electrically connected to the first electrode layer;

a luminescent layer, the luminescent layer is formed on the cavity transmitting and injecting layer;

an electronic transmitting layer, the electronic transmitting layer is formed on the luminescent layer; and

a second electrode layer, the second electrode layer is electrically connected to the electronic transmitting layer, wherein the luminescent layer comprises an electroluminescent material, a molecular structural formula of the electroluminescent material is as follows;