Optical material and articles formed therefrom

Patent metadata

Field	Value
Publication number	US-10047192-B2
Application number	US-201314404870-A
Country	US
Kind code	B2
Filing date	May 31, 2013
Priority date	Jun 1, 2012
Publication date	Aug 14, 2018
Grant date	Aug 14, 2018

Abstract

Optical materials including polymerizable compositions and oligomeric and polymeric material formed therefrom. The oligomer or polymer material include structural repeat units. The optical material has low or substantially no absorbance of wavelengths in at least one of the spectral regions of interest. Optical components include adhesives, waveguides, spherical or non-spherical optical lenses, architectural articles, automotive components, laminated structures and composites.

First claim

What is claimed is:

1. An optical component comprising an optical material, the optical material comprising:
an oligomer or polymer material comprising structural repeating units represented by any of the formulas selected from:

wherein the oligomer or polymer material is formed by curing a polymerizable composition;
wherein, in the selected formula, R and R′, R 1 and R 2 , or R 3 and R 4 are independently selected from the group consisting of C 1 -C 15 alkyl, C 2 -C 15 alkenyl, halo-(C 1 -C 15 alkyl), C 3 -C 6 cycloalkyl, halo-(C 3 -C 6 cycloalkyl), heterocyclyl, heterocyclyl-(C 1 -C 15 alkyl), aryl-(C 1 -C 15 alkyl), heteroaryl, heteroaryl-(C 1 -C 15 alkyl), and alkoxy —(C 1 -C 15 alkyl), each of which may be optionally substituted by C 1 -C 15 alkyl, halo-(C 1 -C 15 alkyl), C 3 -C 6 cycloalkyl, halo-(C 3 -C 6 cycloalkyl), heterocyclyl, heterocyclyl-(C 1 -C 15 alkyl), aryl, aryl-(C 1 -C 15 alkyl), heteroaryl, C 1 -C 15 alkoxy, C 1 -C 15 alkylthio, hydroxyl, nitro, azido, cyan, acyloxy, carboxy, or ester; or
wherein, in the selected formula, R and R′, R 1 and R 2 , or R 3 and R 4 are taken together with the atoms to which they are bound to form a 5-7 membered heterocyclic ring which may be optionally substituted by C 1 -C 15 alkyl, halo-(C 1 -C 15 alkyl), C 3 -C 6 cycloalkyl, halo-(C 3 -C 6 cycloalkyl), heterocyclyl, heterocyclyl-(C 1 -C 15 alkyl), aryl, aryl-(C 1 -C 15 alkyl), heteroaryl, C 1 -C 15 alkoxy, C 1 -C 15 alkylthio, hydroxyl, nitro, azido, cyano, acyloxy, carboxy, or ester; and
wherein the optical material has a low absorbance, or substantially no absorbance, of wavelengths in one or more of the spectral regions including the vacuum ultraviolet region below 200 nm, the ultraviolet region between 180 nm to 360 nm, the visible region between 380 nm to 720 nm, the near infrared region between 750 nm to 2,500 nm, the infrared region between 2,500 nm to 10,000 nm, the far infrared region greater than 10,000 nm and the terahertz region between about 0.1 THz and 10 THz.

2. The optical component according to claim 1 , wherein the polymerizable composition has a refractive index between 1.40 and 1.50 when measured at 25° C. in a liquid state, prior to polymerization.

3. The optical component according to claim 1 , wherein the optical material comprises a glass transition temperature (T g ) between −30° C. and 100° C.

4. The optical component according to claim 1 , wherein the optical material exhibits a high solvent resistance.

5. The optical component according to claim 1 , wherein the optical material comprises a decomposition temperature of about 200° C. or more.

6. The optical component according to claim 1 , wherein structure repeating unit has the formula:

and
wherein R and R′ are independently ethyl or methyl groups; and
wherein the optical material has low absorbance, or substantially no absorbance, of wavelengths in the ultraviolet spectral region between 180 nm to 360 nm or the visible spectral region between 380 nm to 720 nm.

7. The optical component of claim 1 , which includes one or more of:
an optical waveguide for transmitting electromagnetic radiation selected from the group consisting of infrared, ultraviolet, and visible radiation;
a spherical or non-spherical optical lens;
a substantially transparent architectural article;
an automotive component; and
one or more layers of a laminated structure, wherein at least one layer of the laminated structure comprises the optical material.

8. The optical component according to claim 7 , wherein the automotive component is one or more of a headlight lens, a fog light lens, a turn indicator lens, a brake light lens, an illumination cover, or an illumination accessory.

9. An optical composite article comprising at least first and second optical materials according to claim 1 , wherein the first optical material comprises reinforcing or filler members and the second optical material comprises a binder or polymeric matrix.

10. An optical fiber comprising the optical material according to claim 1 .

11. The optical fiber according to claim 10 is a single-mode fiber or a multi-mode fiber.

Assignees

• Sirrus Inc

Inventors

• Ellison Matthew Mcbrayer
• Malofsky Bernard Miles
• Malofsky Adam Gregg
• Dey Tanmoy
• Sullivan Jeffrey M

Classifications

• C08L31/06

  Homopolymers or copolymers of esters of polycarboxylic acids · CPC title

• C07C69/38

  Malonic acid esters · CPC title

• C07C69/708

  Ethers · CPC title

• C08F222/10

  Esters · CPC title

• G02B6/255

  Splicing of light guides, e.g. by fusion or bonding · CPC title