Solid color film, preparation method thereof, and display device

Patent metadata

Field	Value
Publication number	US-11512202-B2
Application number	US-201916626330-A
Country	US
Kind code	B2
Filing date	Nov 25, 2019
Priority date	Nov 13, 2019
Publication date	Nov 29, 2022
Grant date	Nov 29, 2022

Abstract

The present invention provides a solid color film, a preparation method thereof and a display device. The solid color film includes a transparent substrate and a solid color material dispersed in the transparent substrate, and the solid color material includes a host structure formed of cucurbituril and a guest structure supported on the host structure and formed by bonding a carboxyl group-containing rhodamine-based dye and an aminoadamantane through a chemical bond, wherein the guest structure is bonded to the host structure through the adamantane to form a host-guest structure.

First claim

What is claimed is:

1. A solid color film, comprising a transparent substrate and a solid color material dispersed in the transparent substrate, the solid color material comprising a host structure formed of cucurbituril and a guest structure supported on the host structure, wherein the guest structure is formed by bonding a carboxyl group-containing rhodamine-based dye and an amino adamantane through a chemical bond, and the guest structure is bonded to the host structure through an amino cation group of the rhodamine-based dye of the guest structure, and a carbonyl group on the cucurbituril in the host structure to form a host-guest structure.

2. The solid color film according to claim 1 , wherein the rhodamine-based dye has a chemical structure as shown in formula (1), formula (2), formula (3), formula (4), or formula (5):

wherein, in the formula (2), X − is at least one of F − , Cl − , Br, CF 3 SO 3 − , CF 2 HSO 3 , and CFH 2 SO 3 − , and structures of R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from at least one of a linear alkane, a branched alkane, an alkoxy-containing linear or branched alkane, an ester-containing chain, an F-substituted alkane derivative, a conjugated compound in which an alkoxy group is bonded to an ester group, and a heterocyclic ring-containing compound;
in the formula (3), R 1 is at least one of F, Cl, Br, I and CN substituent groups; structures of R 1 , R 2 , R 3 , and R 4 are independently selected from at least one of a linear alkane, a branched alkane, an alkoxy-containing linear or branched alkane, an ester-containing chain, an F-substituted alkane derivative, a conjugated compound in which an alkoxy group is bonded to an ester group, and a heterocyclic ring-containing compound;
in the formula (4), X − is at least one of F − , Cl − , Br − , CF 3 SO 3 − , CF 4 HSO 3 − , and CFH 2 SO3 − , and structures of R 1 , R 2 , R 3 , and R 4 are independently selected from at least one of a halogen-substituted group, an amino group, a carboxyl group, a hydroxyl group, a sulfate group, an aldehyde group, an ester group, an acyl group, —COBr, a nitrile, a nitro group, ═NH, ≡N, a benzene, and a phenol ring; and structures of R 1 , R 2 , R 3 , and R 4 are independently selected from at least one of a linear alkane, a branched alkane, an alkoxy-containing linear or branched alkane, an ester-containing chain, an F-substituted alkane derivative, a conjugated compound in which an alkoxy group is bonded to an ester group, and a heterocyclic ring-containing compound;
in the formula (5), X— is at least one of F − , Cl − , Br − , CF 3 SO 3 − , CF 2 HSO 3 − , and CFH 2 SO 3 − , and structures of R 1 , R 2 , and R 3 are independently selected from at least one of a halogen-substituted group, a carboxyl group, a hydroxyl group, a sulfate group, an aldehyde group, an ester group, an acyl group, —COBr, a nitrile, a nitro group, an amino group, a benzene, and a phenol ring; and structures of R 1 , R 2 , and R 3 are independently selected from at least one of a linear alkane, a branched alkane, an alkoxy-containing linear or branched alkane, an ester-containing chain, an F-substituted alkane derivative, a conjugated compound in Which an alkoxy group is bonded to an ester group, and a heterocyclic ring-containing compound.

3. The solid color film according to claim 1 , wherein the guest structure is synthesized by the following reaction scheme:

4. The solid color film according to claim 3 , wherein
the guest structure and the host structure are reacted by the following reaction scheme:

5. A display device, comprising a display screen and the solid color film according to according to claim 1 , wherein the solid color film is disposed on a light exiting side of the display screen.

6. A method of preparing a solid color film, comprising the following steps:
S10, reacting a carboxyl group-containing rhodamine dye with an amino adamantane to form a guest structure;
S20, forming a host structure by using cucurbituril;
S30, thoroughly stirring the guest structure and the host structure in a buffer to form a solid color material; and
S40, uniformly dispersing the solid color material in a transparent resin, followed by baking to form the solid color film, and
wherein the solid color material comprising a host structure formed of cucurbituril and a guest structure supported on the host structure, wherein the guest structure is formed by bonding a carboxyl group-containing rhodamine-based dye and an amino adamantane through a chemical bond, and the guest structure is bonded to the host structure through an amino cation group of the rhodamine-based dye of the guest structure, and a carbonyl group on the cucurbituril in the host structure to form a host-guest structure.

7. The method of preparing the solid color film according to claim 6 , wherein the step S10 comprises:
S11, placing the carboxyl group-containing rhodanine dye and the amino adamantane in dichloromethane to obtain a solution to be reacted;
S12, adding a catalyst to the solution to be reacted, wherein a carboxyl group in a benzene ring of the rhodamine dye and an amino group in the amino adamantane are reacted to obtain a reaction liquid after completion of a reaction;
S13, washing the reaction solution with saturated brine, and washing the reaction liquid with a saturated sodium bicarbonate solution, to remove an organic solvent in the reaction liquid; and
S14, after washing the reaction solution with a detergent, subjecting the reaction solution to column chromatography to obtain the guest structure.

8. The method of preparing the solid color film according to claim 7 , wherein the catalyst comprises 4-dimethylaminopyridine and dicyclohexylcarbodiimide.

9. The method of preparing the solid color film according to claim 6 , wherein the step S20 comprises:
S21, dissolving propargyl-cucurbit [7] in dimethyl sulfoxide to obtain a mixed solution;
S22, adding a 11-azido-3,6,9-trioxadecane-1-amine modified nano microspheres, a buffer, and tris [(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine to the mixed solution, and thoroughly stirring the mixture solution; and
S23, centrifugally separating the stirred mixed solution to obtain the host structure.

10. The method of preparing the solid color film according to claim 9 , wherein the buffer has a pH value of 7.1 to 7.5.

Assignees

• Tcl China Star Optoelectronics Tech Co Ltd

Inventors

• Zha Bao

Classifications

• C08K5/3495

  condensed with carbocyclic rings · CPC title

• C08K5/3467

  having more than two nitrogen atoms in the ring · CPC title

• C07D311/82

  Xanthenes · CPC title

• C09B67/0063

  of organic pigments with only macromolecular substances · CPC title

• C08K5/0041

  Optical brightening agents, organic pigments · CPC title