IP Library Granted Patent US 12692341
Granted Patent B2
US 12692341 · App. 18/266,395 · Granted Jul 28, 2026

Curable composition

Inventors: Akihiro Shibamoto (Tokyo, JP); Takashi Yoshimura (Himeji, JP); Yukio Asai (Himeji, JP)
Assignee: DAICEL CORPORATION
C08G59/02C08G59/3281C08G65/22C08G77/14C08K5/34C08L83/04C09D171/02C09D183/12
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Quick Facts
Patent No.
US 12692341
App. No.
18/266,395
Granted
Jul 28, 2026
Kind
B2
Abstract

Provided is a curable composition that can form a lens having excellent visibility, antiglare effects, and contrast-enhancing effects by suppressing thermal degradation of a tetraazaporphyrin compound. The curable composition according to the present disclosure includes silsesquioxane containing a cyclohexene oxide group, and a tetraazaporphyrin compound having an absorption peak in a wavelength region of from 570 to 605 nm, in which a content of the tetraazaporphyrin compound is from 1000 to 10000 ppm by weight of a content of the silsesquioxane.

Claims (31)

1 . A hard coating film comprising a cured product of a curable composition, said curable composition comprising: silsesquioxane containing a cyclohexene oxide group; and a tetraazaporphyrin compound having an absorption peak in a wavelength region of 570 to 605 nm,

wherein a content of the tetraazaporphyrin compound is from 1000 to 10000 ppm by weight of a content of the silsesquioxane, and

wherein a luminous transmittance of the hard coating film is 78% or greater.

2 . The hard coating film according to claim 1 , wherein the silsesquioxane contains a structural unit represented by Formula (I) and a structural unit represented by Formula (II) below:

[R a SiO 3/2 ]  (I)

where in Formula (I), R a represents a group containing a cyclohexene oxide group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, or a hydrogen atom; and

[R a SiO 2/2 (OR b )]  (II)

where in Formula (II), R a is the same as described above, and R b represents a hydrogen atom or an alkyl group having from 1 to 4 carbons,

wherein a ratio of a content of the structural unit represented by Formula (I) to a content of the structural unit represented by Formula (II) (former/latter; molar ratio) is from 5 to 500; and

wherein 50 to 100 mol % of the total structural units represented by Formula (I) and (II) are structural units in which R a represents a group containing a cyclohexene oxide group.

3 . The hard coating film according to claim 1 , wherein,

in a transmission spectrum, a minimum value of a downward peak is in a wavelength region of from 570 to 605 nm,

a transmittance (t1) of the minimum value of the downward peak is 80% or less,

a ratio (t2/t1) of a transmittance (t2) at a wavelength of 550 nm to the transmittance (t1) is 1.1 or greater, and

a ratio (t3/t1) of a transmittance (t3) at a wavelength of 625 nm to the transmittance (t1) is 1.1 or greater.

4 . A method for producing a hard coated lens, the method comprising applying the curable composition to a lens surface and subjecting to curing to obtain a hard coated lens including the hard coating film according to claim 1 .

5 . A hard coated lens comprising the hard coating film according to claim 1 on a lens surface.

6 . Spectacles comprising the hard coated lens according to claim 5 .

7 . The hard coating film according to claim 2 , wherein,

in a transmission spectrum, a minimum value of a downward peak is in a wavelength region of from 570 to 605 nm,

a transmittance (t1) of the minimum value of the downward peak is 80% or less,

a ratio (t2/t1) of a transmittance (t2) at a wavelength of 550 nm to the transmittance (t1) is 1.1 or greater, and

a ratio (t3/t1) of a transmittance (t3) at a wavelength of 625 nm to the transmittance (t1) is 1.1 or greater.

8 . The hard coating film according to claim 1 , further comprising a solvent,

wherein a content of the solvent is from 0.5 to 3 times the content by weight of the silsesquioxane.

9 . The hard coating film according to claim 2 , further comprising a solvent,

wherein a content of the solvent is from 0.5 to 3 times the content by weight of the silsesquioxane.

10 . The hard coating film according to claim 3 , further comprising a solvent,

wherein a content of the solvent is from 0.5 to 3 times the content by weight of the silsesquioxane.

11 . The hard coating film according to claim 7 , further comprising a solvent,

wherein a content of the solvent is from 0.5 to 3 times the content by weight of the silsesquioxane.