Composition for optical material and use of same

Patent metadata

Field	Value
Publication number	US-9529118-B2
Application number	US-201314647845-A
Country	US
Kind code	B2
Filing date	Nov 29, 2013
Priority date	Nov 30, 2012
Publication date	Dec 27, 2016
Grant date	Dec 27, 2016

Abstract

A composition for optical materials of the present invention includes a polyolefin (A) obtained by (co)polymerizing at least one kind of olefin selected from α-olefins having 3 to 20 carbon atoms and a photochromic compound (B).

First claim

The invention claimed is:

1. A composition for optical materials, comprising:
a polyolefin (A) obtained by (co)polymerizing at least one kind of olefin selected from propylene, 1-butene, 1-pentene, 3-methyl-1-butene, 2-methyl-1-butene, 1-hexene, 4-methyl-1-pentene, 3-methyl-1-pentene, 2-methyl-1-pentene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene, 1-hexadecene, 1-octadecene, and 1-eicosene; and
a photochromic compound (B).

2. The composition for optical materials according to claim 1 ,
wherein the photochromic compound (B) is represented by the following general formula (1).

wherein, in the formula, R 1 and R 2 may be the same as or different from each other, and each of R 1 and R 2 independently represents a hydrogen atom;
a linear or branched alkyl group having 1 to 12 carbon atoms;
a cycloalkyl group having 3 to 12 carbon atoms;
an aryl group having 6 to 24 carbon atoms or a heteroaryl group having 4 to 24 carbon atoms which is substituted or unsubstituted (which has at least one substituent selected from a halogen atom, a hydroxy group, a linear or branched alkyl group having 1 to 12 carbon atoms, a linear or branched alkoxy group having 1 to 12 carbon atoms, a linear or branched haloalkyl group having 1 to 12 carbon atoms which is substituted with at least one halogen atom, a linear or branched haloalkoxy group having 1 to 12 carbon atoms which is substituted with at least one halogen atom, a phenoxy group or a naphthoxy group which is substituted with at least one linear or branched alkyl group or alkoxy group having 1 to 12 carbon atoms, a linear or branched alkenyl group having 2 to 12 carbon atoms, an —NH 2 group, an —NHR group, an —N(R) 2 group (R is a linear or branched alkyl group having 1 to 6 carbon atoms and where two Rs are present, the two Rs may be the same as or different from each other, and a methacryloyl group or an acryloyl group); or
an aralkyl or heteroaralkyl group (a linear or branched alkyl group having 1 to 4 carbon atoms is substituted with an aryl group or a heteroaryl group, R 3 s may be the same as or different from each other, and each of R 3 s independently represents a halogen atom;
a linear or branched alkyl group having 1 to 12 carbon atoms;
a cycloalkyl group having 3 to 12 carbon atoms;
a linear or branched alkoxy group having 1 to 12 carbon atoms;
a linear or branched haloalkyl group having 1 to 12 carbon atoms which is substituted with at least one halogen atom, a halocycloalkyl group having 3 to 12 carbon atoms which is substituted with at least one halogen atom, a linear or branched haloalkoxy group having 1 to 12 carbon atoms which is substituted with at least one halogen atom;
an aryl group having 6 to 24 carbon atoms or a heteroaryl group having 4 to 24 carbon atoms which is substituted or unsubstituted (which has at least one substituent selected from a halogen atom, a hydroxy group, a linear or branched alkyl group having 1 to 12 carbon atoms, a linear or branched alkoxy group having 1 to 12 carbon atoms, a linear or branched haloalkyl group having 1 to 12 carbon atoms which is substituted with at least one halogen atom, a linear or branched haloalkoxy group having 1 to 12 carbon atoms which is substituted with at least one halogen atom, a phenoxy group or a naphthoxy group which is substituted with at least one a linear or branched alkyl group or alkoxy group having 1 to 12 carbon atoms, a linear or branched alkenyl group having 2 to 12 carbon atoms, and an amino group);
an aralkyl or heteroaralkyl group (a linear or branched alkyl group having 1 to 4 carbon atoms is substituted with an aryl group or a heteroaryl group);
a substituted or unsubstituted phenoxy or naphthoxy group (which has at least one substituent selected from a linear or branched alkyl or alkoxy group having 1 to 6 carbon atoms);
—NH 2 , —NHR, —CONH 2 or —CONHR (R is a linear or branched alkyl group having 1 to 6 carbon atoms); or
—OCOR 8 or —COOR 8 (here, R 8 is a linear or branched alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, or in R 1 and R 2 , a phenyl group which is substituted with at least one substituent of a substituted aryl group or a substituted heteroaryl group or an unsubstituted phenyl group), m is an integer of 0 to 4;

A of formula (1) represents an annelated ring of the above formula (A 2 ) or (A 4 ), and in these annelated rings, a dotted line represents a carbon C 5 -carbon C 6 bond of the naphthopyran ring in the general formula (1);
an α bond of an annelated ring (A 4 ) can be normally bonded to the carbon C 5 or C 6 of the naphthopyran ring in the general formula (1);
R 4 s may be the same as or different from each other, each of R 4 s independently represents OH or a linear or branched alkyl group or alkoxy group having 1 to 6 carbon atoms, or two R 4 s form a carbonyl (CO);
R 5 represents a halogen atom;
a linear or branched alkyl group having 1 to 12 carbon atoms;
a linear or branched haloalkyl group having 1 to 6 carbon atoms which is substituted with at least one halogen atom;
a cycloalkyl group having 3 to 12 carbon atoms;
a linear or branched alkoxy group having 1 to 6 carbon atoms;
a substituted or unsubstituted phenyl or benzyl group (which has at least one of substituents described above in the definition of R 1 and R 2 groups as a substituent in a case where each of R 1 and R 2 groups in the general formula (1) independently corresponds to an aryl or heteroaryl group);
—NH 2 or —NHR (here, R is a linear or branched alkyl group having 1 to 6 carbon atoms);
a substituted or unsubstituted phenoxy or naphthoxy group (which has at least a linear or branched alkyl or alkoxy group having 1 to 6 carbon atoms as a substituent); or
a —COR 9 , —COOR 9 , or —CONHR 9 group (here, R 9 is a linear or branched alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, or a substituted or unsubstituted phenyl or benzyl group (which has at least one of substituents described above in the definition of R 1 and R 2 groups as a substituent in a case where each of R 1 and R 2 groups in the general formula (1) independently corresponds to an aryl or heteroaryl group));
in a case where A exhibits (A 4 ), n is an integer of 0 to 2, and p is an integer of 0 to 4, and in a case where A exhibits (A 2 ), n is an integer of 0 to 2.

3. The composition for optical materials according to claim 1 ,
wherein in the polyolefin (A), the content of unit derived from at least one kind of olefin selected from 3-methyl-1-butene, 2-methyl-1-butene, 4-methyl-1-pentene, 3-methyl-1-pentene, and 2-methyl-1-pentene is 50 mol % to 100 mol %.

4. The composition for optical materials according to claim 1 ,
wherein the polyolefin (A) is a 4-methyl-1-pentene-based polymer.

5. An optical material comprised of the composition according to claim 1 .

6. A plastic eyeglass lens, comprising:
a substrate comprised of the composition according to claim 1 .

7. A film comprised of the composition according to claim 1 .

8. A plastic eyeglass lens, comprising:
a layer comprised of the film according to claim 7 over at least one surface of lens substrate surfaces.

9. A plastic eyeglass lens, comprising:
lens substrate layers over both surfaces of the film according to claim 7 .

Assignees

• Mitsui Chemicals Inc

Inventors

• Ryu Akinori
• Seki Ryouichi
• Fujii Kazuki

Classifications

• C09K9/02 Primary

  Organic tenebrescent materials · CPC title

• G02C7/10

  Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses · CPC title

• G02B5/30

  Polarising elements (light-modulating devices with active elements G02F1/00) · CPC title

• G02C7/12

  Polarisers · CPC title

• C09K2211/1011

  Condensed systems · CPC title