Photosensitive composition for hologram recording, hologram recording medium, and hologram

Patent metadata

Field	Value
Publication number	US-11427656-B2
Application number	US-201716325352-A
Country	US
Kind code	B2
Filing date	Aug 30, 2017
Priority date	Aug 30, 2016
Publication date	Aug 30, 2022
Grant date	Aug 30, 2022

Abstract

To provide a photosensitive composition for hologram recording that enables further improvement in diffraction characteristic. A photosensitive composition for hologram recording that includes at least two kinds of photopolymerizable monomers, a photopolymerization initiator, a binder resin, and a polymerization inhibitor. The at least two kinds of photopolymerizable monomers are a monofunctional monomer and a polyfunctional monomer.

First claim

The invention claimed is:

1. A photosensitive composition for hologram recording comprising at least two kinds of photopolymerizable monomers; a photopolymerization initiator; a binder resin; and a polymerization inhibitor,
wherein the at least two kinds of photopolymerizable monomers are a monofunctional monomer and a polyfunctional monomer, wherein the monofunctional monomer is a carbazole monomer selected from the group consisting of 2-(9H-carbazole-9-yl)ethyl acrylate and 9H-carbazole-9-ethylmethacrylate and the polyfunctional monomer is a fluorene monomer,
wherein an amount of the polymerization inhibitor is from 0.1% to 10% by mass of the photosensitive composition and a molar ratio of the polymerization inhibitor to the photopolymerization initiator is 0.5 to 1.5.

2. The photosensitive composition for hologram recording according to claim 1 , wherein the polymerization inhibitor is selected from the group consisting of a quinone compound, a benzotriazole compound, a hindered phenol compound, and a thiazine compound.

3. A hologram recording medium comprising: at least a photosensitive layer including the photosensitive composition for hologram recording according to claim 1 ; and at least one transparent base material,
wherein the photosensitive layer is formed on the at least one transparent base material.

4. A hologram obtained with use of the hologram recording medium according to claim 3 , wherein an amount of refractive index change of the hologram is 0.06 or more.

5. The photosensitive composition for hologram recording according to claim 1 , wherein irradiation of the photosensitive composition provides a hologram having a refractive index change of 0.06 or more.

6. The photosensitive composition for hologram recording according to claim 1 , wherein the fluorene monomer is selected from the group consisting of 9,9-bis((meth)acryloyloxyaryl)fluorenes and 9,9 bis((meth)acryloyloxy-(poly)alkoxyaryl)fluorenes.

7. The photosensitive composition for hologram recording according to claim 1 , wherein the fluorene monomer is bisphenoxy ethanol fluorene dimethacrylate.

8. The photosensitive composition for hologram recording according to claim 1 , wherein the binder resin is selected from the group consisting of polyvinyl acetate, poly(methyl) acrylic acid ester, polyvinyl alcohol, triacetyl cellulose, polylsoprene, polybutadiene, polychloroprene, silicone rubber, polystyrene, polyvinyl butyral, polychloroprene, polyvinyl chloride, polyarylater, chlorinated polyethylene, chlorinated polypropylene, poly-N-vinylcarbazole or a derivative thereof, poly-N-vinylpyrrolidone or a derivative thereof, polyarylate, copolymers thereof, and mixtures thereof.

9. The photosensitive composition for hologram recording according to claim 1 , wherein the binder resin selected from the group consisting of a vinyl acetate, an acrylic, and a hydrolysate thereof.

10. The photosensitive composition for hologram recording according to claim 1 , wherein the photopolymerization initiator is a cationic polymerization initiator.

11. The photosensitive composition for hologram recording according to claim 1 , wherein the photopolymerization initiator is not a cationic polymerization initiator.

12. The photosensitive composition for hologram recording according to claim 11 , further comprising: (i) a sensitizing dye present in an amount from 0.01% to 3.0% by mass of the photosensitive composition and (ii) a chain transfer agent present in an amount from 0.1% to 1.0% by mass of the photosensitive composition.

13. The photosensitive composition for hologram recording according to claim 1 , wherein the amount of the polymerization inhibitor is from 0.1% to 5% by mass of the photosensitive composition.

14. The photosensitive composition for hologram recording according to claim 1 , wherein the polymerization inhibitor is a hindered phenol compound.

15. A hologram having an amount of refractive index change of 0.06 or more, wherein the hologram is produced by irradiating a hologram recording medium comprising:
at least one transparent base material; and
at least one photosensitive layer formed on the at least one transparent base material,
wherein the at least one photosensitive layer comprises a photosensitive composition comprising at least two kinds of photopolymerizable monomers, a photopolymerization initiator, a binder resin, and a polymerization inhibitor,
wherein the at least two kinds of photopolymerizable monomers are a monofunctional carbazole monomer selected from the group consisting of 2-(9H-carbazole-9-yl)ethyl acrylate and 9H-carbazole-9-ethylmethacrylate and a polyfunctional fluorene monomer,
wherein an amount of the polymerization inhibitor is from 0.1% to 10% by mass of the photosensitive composition and a molar ratio of the polymerization inhibitor to the photopolymerization initiator is 0.5 to 1.5.

16. The hologram of claim 15 , wherein the polymerization inhibitor is selected from the group consisting of a quinone compound, a benzotriazole compound, a hindered phenol compound, and a thiazine compound.

17. The hologram of claim 15 , wherein the polyfunctional fluorene monomer is selected from the group consisting of 9,9-bis((meth)acryloyloxyaryl)fluorenes and 9,9-bis((meth)acryloyloxy-(poly)alkoxyaryl)fluorenes.

18. The hologram of claim 15 , wherein the polyfunctional fluorene monomer is bisphenoxy ethanol fluorene dimethacrylate.

19. The hologram of claim 15 , wherein the binder resin is selected from the group consisting of polyvinyl acetate, poly(methyl) acrylic acid ester, polyvinyl alcohol, triacetyl cellulose, polylsoprene, polybutadiene, polychloroprene, silicone rubber, polystyrene, polyvinyl butyral, polychloroprene, polyvinyl chloride, polyarylater, chlorinated polyethylene, chlorinated polypropylene, poly-N-vinylcarbazole or a derivative thereof, poly-N-vinylpyrrolidone or a derivative thereof, polyarylate, copolymers thereof, and mixtures thereof.

20. The hologram of claim 15 , wherein the binder resin selected from the group consisting of a vinyl acetate, an acrylic, and a hydrolysate thereof.

21. A photosensitive composition for hologram recording comprising at least two kinds of photopolymerizable monomers; a photopolymerization initiator; a binder resin; and a polymerization inhibitor,
wherein the at least two kinds of photopolymerizable monomers are a monofunctional monomer and a polyfunctional monomer, wherein the monofunctional monomer is a carbazole monomer and the polyfunctional monomer is a fluorene monomer,
wherein the polymerization inhibitor is a hindered phenol and an amount of the polymerization inhibitor is from 0.1% to 10% by mass of the photosensitive composition and a molar ratio of the polymerization inhibitor to the photopolymerization initiator is 0.1 to 10.

22. The photosensitive composition for hologram recording according to claim 21 , wherein the carbazole monomer is selected from the group consisting of 2-(9H-carbazole-9-yl)ethyl acrylate and 9H-carbazole-9-ethylmethacrylate.

23. The photosensitive composition for hologram recording according to claim 22 , wherein the fluorene monomer is selected from the group consisting of 9,9-bis((meth)acryloyloxyaryl)fluorenes and 9,9 bis((meth)acryloyloxy-(poly)alkoxyaryl)fluorenes.

24. The photosensitive composition for hologram recording according to claim 21 , wherein the amount of the polymerization inhibitor is from 0.1% to 5% by mass of the photosensitive composition

Assignees

• Sony Corp

Inventors

• Hara Hisaya
• Igarashi Eri
• KAWASAKI Kenshiro

Classifications

• G03F7/001

  Phase modulating patterns, e.g. refractive index patterns · CPC title

• G11B7/24044

  for storing optical interference patterns, e.g. holograms; for storing data in three dimensions [3D], e.g. volume storage (G11B7/24038 takes precedence) · CPC title

• G03F7/027 Primary

  Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds (G03F7/075 takes precedence) · CPC title

• G03F7/025

  Non-macromolecular photopolymerisable compounds having carbon-to-carbon triple bonds, e.g. acetylenic compounds (G03F7/075 takes precedence) · CPC title

• G03H2260/12

  Photopolymer · CPC title