IP Library › Granted Patent US 9,422,414
Granted Patent B2
US 9,422,414 · App. 13/597,741 · Granted Aug 23, 2016

Organic-inorganic composite material, optical element, and multilayer diffractive optical element

Inventor: Hidefumi Iwasa (Yokohama, JP)
Assignee: Canon Kabushiki Kaisha
C08K3/22C08K5/07G02B1/04G02B1/041G02B5/1876G02B5/1895G02B27/0062
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Quick Facts
Patent No.
US 9,422,414
App. No.
13/597,741
Granted
Aug 23, 2016
Kind
B2
Abstract

An organic-inorganic composite material contains a cured material of an organic-inorganic composition containing a resin component, fine particles of a transparent conductive substance, and a polymerization initiator. Refractive properties of the Abbe number νd and anomalous dispersion θg, F of the organic-inorganic composite material are within a range surrounded by (νd, θg, F)=(16, 0.50), (16, 0.40), (23, 0.50), (23, 0.47). The content of the fine particles of the transparent conductive substance in the organic-inorganic composite material is from 7.7% to 20.0% by volume. The resin component contains a compound represented by the following formula: where R 1 and R 2 represent a hydrogen atom or a moiety containing a polymerizable functional group such as an acrylic group, a methacrylic group, an allyl group, a vinyl group, or an epoxy group or one or both of R 1 and R 2 represent the moiety containing the polymerizable functional group.

Claims (25)

1. An optical element comprising:

a transparent substrate; and

an organic-inorganic composite material placed on the transparent substrate,

wherein the organic-inorganic composite material contains a cured material of an organic-inorganic composition containing a resin component, fine particles of a transparent conductive substance, and a polymerization initiator; refractive properties of the Abbe number νd and anomalous dispersion θg, F of the organic-inorganic composite material are within a range surrounded by (νd, θg, F)=(16, 0.50), (16, 0.40), (23, 0.50), (23, 0.47); the content of the fine particles of the transparent conductive substance in the organic-inorganic composite material is from 7.7% to 20.0% by volume; and the resin component contains a compound represented by the following formula:

wherein R 1 and R 2 represent a hydrogen atom or a polymerizable functional group including any one selected from a group consisting of an acrylic group, a methacrylic group, an allyl group, a vinyl group, and an epoxy group, and wherein one or both of R 1 and R 2 represent the polymerizable functional group.

2. The optical element according to claim 1 , wherein the organic-inorganic composite material has a diffractive surface having a diffraction pattern.

3. A multilayer diffractive optical element comprising:

a first diffractive optical sub-element; and

a second diffractive optical sub-element,

wherein the first diffractive optical sub-element has a diffractive surface having a diffraction pattern and is made of an organic-inorganic composite material containing a cured material of an organic-inorganic composition containing a resin component, fine particles of a transparent conductive substance, and a polymerization initiator; refractive properties of the Abbe number νd and anomalous dispersion θg, F of the organic-inorganic composite material are within a range surrounded by (νd, θg, F)=(16, 0.50), (16, 0.40), (23, 0.50), (23, 0.47); the content of the fine particles of the transparent conductive substance in the organic-inorganic composite material is from 7.7% to 20.0% by volume; the second diffractive optical sub-element is made of a material having a refractive index and Abbe number greater than those of the first diffractive optical sub-element and has a diffractive surface having a diffraction pattern; the first and second diffractive optical sub-elements are arranged such that the diffractive surfaces of the first and second diffractive optical sub-elements face each other and are in tight contact with each other; and the resin component contains a compound represented by the following formula:

wherein R 1 and R 2 represent a hydrogen atom or a polymerizable functional group including any one selected from a group consisting of an acrylic group, a methacrylic group, an allyl group, a vinyl group, and an epoxy group, and wherein one or both of R 1 and R 2 represent the polymerizable functional group.

4. The optical element according to claim 1 , wherein the compound represented by Formula (1) is one or more selected from a group consisting of: monoallyl esters of naphthalene dicarboxylic acids; diallyl esters of naphthalene dicarboxylic acids; monoacryloyloxyethyl esters of naphthalene dicarboxylic acids; diacryloyloxyethyl esters of naphthalene dicarboxylic acids; monomethacryloyloxyethyl esters of naphthalene dicarboxylic acids; dimethacryloyloxyethyl esters of naphthalene dicarboxylic acids; vinylnaphthalene; and divinylnaphthalene.

5. The optical element according to claim 1 , wherein the compound represented by Formula (1) is a diallyl ester of a naphthalene dicarboxylic acid or a diacryloyloxyethyl ester of a naphthalene dicarboxylic acid.

6. The optical element according to claim 1 , wherein the transparent conductive substance is one selected from a group consisting of: tin-doped indium oxide; antimony-doped tin oxide; zinc-doped indium oxide; aluminum-doped zinc oxide; gallium-doped zinc oxide; and fluorine-doped tin oxide.

7. The optical element according to claim 6 , wherein the transparent conductive substance is tin-doped indium oxide.

8. The optical element according to claim 1 , wherein primary particles of the transparent conductive substance have a number-average size of 2 nm to 50 nm.

9. The optical element according to claim 1 , wherein a content of the compound that is included in the organic-inorganic composite material and represented by Formula (1) is 3% or more and 60% or less by weight.

10. The optical element according to claim 1 , wherein the optical element is a lens.

11. The multilayer diffractive optical element according to claim 3 , wherein the compound represented by Formula (1) is one or more selected from the group consisting of: monoallyl esters of naphthalene dicarboxylic acids; diallyl esters of naphthalene dicarboxylic acids; monoacryloyloxyethyl esters of naphthalene dicarboxylic acids; diacryloyloxyethyl esters of naphthalene dicarboxylic acids; monomethacryloyloxyethyl esters of naphthalene dicarboxylic acids; dimethacryloyloxyethyl esters of naphthalene dicarboxylic acids; vinylnaphthalene; and divinylnaphthalene.

12. The multilayer diffractive optical element according to claim 3 , wherein the compound represented by Formula (1) is a diallyl ester of a naphthalene dicarboxylic acid or a diacryloyloxyethyl ester of a naphthalene dicarboxylic acid.

13. The multilayer diffractive optical element according to claim 3 , wherein the transparent conductive substance is one selected from the group consisting of: tin-doped indium oxide; antimony-doped tin oxide; zinc-doped indium oxide; aluminum-doped zinc oxide; gallium-doped zinc oxide; and fluorine-doped tin oxide.

14. The multilayer diffractive optical element according to claim 12 , wherein the transparent conductive substance is tin-doped indium oxide.

15. The multilayer diffractive optical element according to claim 3 , wherein primary particles of the transparent conductive substance have a number-average size of 2 nm to 50 nm.

16. The multilayer diffractive optical element according to claim 3 , wherein the multilayer diffractive optical element is a lens.

17. The multilayer diffractive optical element according to claim 3 , wherein a height of grating of the multilayer diffractive optical element is 15 μm or less.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2012
From: IWASA, HIDEFUMI
To: CANON KABUSHIKI KAISHA
Reel/Frame 029505/0492 →
Priority Claims (1)
JP 2011-191428 · Sep 2, 2011 · national
Continuity (1)
Related Publication 20130057956A1 · Mar 7, 2013