Modifications of the sol-gel films and production processes thereof

• US 10,227,492 B2
• Filed: 08/31/2017
• Issued: 03/12/2019
• Est. Priority Date: 11/16/2015
• Status: Active Grant

• Current Assignee: Moleculed Ltd.
• Original Assignee: StoreDot Ltd.
• Inventors: Armon, Mor Shmuel, Cohen, Elad, Kuks, Evgenia Liel (Jeny), Schwarz, Rony, Sella, Eran, Szwarcman, Daniel
• Primary Examiner(s): Salvitti, Michael A
• Application Number:
  US15/691,774
• Publication Number:
  US 20180072892A1
• Time in Patent Office: 558 Days
• CPC Class Codes: C08G 2220/00 Compositions for preparing gels other than hydrogels, aerogels and xerogels
• CPC Class Codes: C08G 83/001 Macromolecular compounds containing organic and inorganic sequences, e.g. organic polymers grafted onto silica
• CPC Class Codes: C08K 5/29 Compounds containing one or more carbon-to-nitrogen double bonds
• CPC Class Codes: C08K 5/3437 condensed with carbocyclic rings
• CPC Class Codes: C09B 11/24 Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
• CPC Class Codes: C09B 67/0076 Preparations of cationic or basic dyes in liquid form
• CPC Class Codes: C09B 67/0083 Solutions of dyes
• CPC Class Codes: C09B 69/008 Dyes containing a substituent, which contains a silicium atom
• CPC Class Codes: C09B 69/103 containing a diaryl- or triarylmethane dye
• CPC Class Codes: C09K 11/025 non-luminescent particle coatings or suspension media
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1018 Heterocyclic compounds
• CPC Class Codes: C09K 2211/1022 bridged by heteroatoms, e.g. N, P, Si or B
• CPC Class Codes: C09K 2211/1048 with oxygen
• CPC Class Codes: C09K 2211/1088 containing oxygen as the only heteroatom
• CPC Class Codes: G02B 6/005 provided by one optical element, or plurality thereof, placed on the light output side of the light guide
• CPC Class Codes: G02B 6/0051 Diffusing sheet or layer
• CPC Class Codes: G02B 6/0053 Prismatic sheet or layer; Brightness enhancement element, sheet or layer
• CPC Class Codes: G02B 6/0055 Reflecting element, sheet or layer
• CPC Class Codes: G02B 6/0056 : for producing polarisation effects, e.g. by a surface with polarizing properties or by an additional polarizing elements
• CPC Class Codes: G02F 1/133514 : Colour filters
• CPC Class Codes: G02F 1/133516 : Methods for their manufacture, e.g. printing, electro-deposition or photolithography
• CPC Class Codes: G02F 1/133614 : using photoluminescence, e.g. phosphors illuminated by UV or blue light
• CPC Class Codes: G02F 1/133617 : Illumination with ultraviolet light; Luminescent elements or materials associated to the cell
• CPC Class Codes: G02F 2201/52 : RGB geometrical arrangements
• CPC Class Codes: G02F 2202/38 : Sol-gel materials
• CPC Class Codes: G03F 7/0007 : Filters, e.g. additive colour filters; Components for display devices
• CPC Class Codes: G03F 7/027 : Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds G03F7/075 takes precedence
• CPC Class Codes: G03F 7/105 : having substances, e.g. indicators, for forming visible images

Abstract

Color conversion films for a LCD (liquid crystal display) having RGB (red, green, blue) color filters, as well as such displays, formulations, precursors and methods are provided, which improve display performances with respect to color gamut, energy efficiency, materials and costs. The color conversion films absorb backlight illumination and convert the energy to green and/or red emission at high efficiency, specified wavelength ranges and narrow emission peaks. The color conversion films may comprise at least one of: polydimethylsiloxane hydroxy terminated, dendritic polyol or polyvinylpyrrolidone.

Claims

1. A hybrid sol-gel formulation comprising:

an epoxy silica ormosil solution comprising TEOS (tetraethyl orthosilicate), at least one silane precursor other than TEOS, and GLYMO ((3-Glycidyloxypropyl) trimethoxysilane);

a nanoparticles powder comprising isocyanate-functionalized silica nanoparticles and ethylene glycol;

a transition metal alkoxide matrix solution; and

at least one rhodamine-based fluorescent (RBF) compound;

wherein the formulation further comprises at least one of;

polydimethylsiloxane hydroxy terminated, dendritic polyol or polyvinylpyrrolidone.

2. The sol-gel formulation of claim 1, wherein the GLYMO is polymerized.

3. The sol-gel formulation of claim 1, wherein the at least one silane precursor comprises at least one of:

PhTMOS (trimethoxyphenylsilane), a TMOS (trimethoxysilane) with fluorine substituents, F₁TMOS (trimethoxy(3,3,3-trifluoropropyl)silane), F₂TMOS (tridecafluoro- 1,1,2,2 -tetrahydrooctyl)trimethoxysilane, 1,2-bis(triethoxysilyl)ethane, trimethoxy(propyl)silane, octadecyltrimethoxysilane, fluorotriethoxysilane, and ammonium(propyl)trimethoxysilane.

4. The formulation of claim 3, wherein the RBF compound is defined by the following formula:

5. The formulation of claim 3, wherein the RBF compound is defined by the following formula:

6. The formulation of claim 3, wherein the RBF compound is defined by the following formula:

7. The formulation of claim 1, wherein the RBF compound is a red-fluorescent RBF compound and the at least one silane precursor comprises PhTMOS.

8. The formulation of claim 1, wherein the RBF is a red-fluorescent RBF compound and the at least one silane precursor comprises a TMOS with fluorine substituents.

9. The formulation of claim 1, wherein the RBF is a green-fluorescent RBF compound and the at least one silane precursor comprises F₁TMOS.

10. A color conversion film for a LCD (liquid crystal display) having RGB (red, green, blue) color filters, the color conversion film prepared from the formulation of claim 3 by a sol-gel process, wherein the RBF compound is selected to absorb illumination from a backlight source of the LCD and have at least one of a R emission peak and a G emission peak.

11. A LCD comprising the color conversion film of claim 8.

12. The LCD of claim 11, wherein the color conversion film is in the LCD panel.

13. A method comprising:

preparing a hybrid sol-gel precursor formulation from;

a solution comprising tetraethyl orthosilicate (TEOS), at least one silane precursor, and (3-Glycidyloxypropyl) trimethoxysilane (GLYMO);

a nanoparticles powder comprising isocyanate-functionalized silica nanoparticles and ethylene glycol;

a transition metal alkoxide matrix solution, and

mixing the hybrid sol-gel precursor with at least one RBF compound; and

spreading the mixture on a substrate and drying the spread mixture to form a film;

wherein the GLYMO is polymerized before preparing the epoxy silica ormosil solution.

14. The method of claim 13, wherein at least one of the following is added to the epoxy silica ormosil solution:

polydimethylsiloxane hydroxy terminated, dendritic polyol and polyvinylpyrrolidone.

15. The method of claim 13, wherein the substrate is treated prior to the spreading of the mixture.

16. The method of claim 15, wherein the substrate is treated by covalently bonding (aminopropyl)triethoxysilane (APTES).

17. The method of claim 13, further comprising associating the film with any of:

a diffuser, a prism film and a polarizer film in a display backlight unit.

18. A hybrid sol-gel formulation comprising:

an epoxy silica ormosil solution comprising TEOS (tetraethyl orthosilicate), at least one silane precursor other than TEOS, and GLYMO ((3-Glycidyloxypropyl) trimethoxysilane);

a nanoparticles powder comprising non-functionalized silica nanoparticles and ethylene glycol;

a transition metal alkoxide matrix solution; and

at least one rhodamine-based fluorescent (RBF) compound.