Polymerizable composition for optical materials and application of same

Patent metadata

Field	Value
Publication number	US-11639413-B2
Application number	US-201716339672-A
Country	US
Kind code	B2
Filing date	Oct 10, 2017
Priority date	Oct 11, 2016
Publication date	May 2, 2023
Grant date	May 2, 2023

Abstract

A polymerizable composition for optical materials of the present invention includes a polymer (a) comprised of one or more compounds selected from compounds represented by the following General Formulas (1) to (4), a compound (b) of which light absorption characteristics vary by sensing changes in environment; and a polymerization reactive compound (c) (except for the polymer (a)).

First claim

The invention claimed is:

1. A polymerizable composition for optical materials, comprising:
a polymer (a) comprised of one or more compounds selected from compounds represented by the following General Formulas (1), (2), (3), (a-1), (a-2), (b-1), (b-2), (c-1), (c-2), (f-1), (f-2), (g-1), (g-2), (h), (i-1), (i-2), (j), (k-1), (k-3), (1), (m), (n-1), (n-2), (o), (p-1), (p-2), (q-1), (q-2), (q-3), (r), (s-1), (s-2), (t), (u) and (v);
a compound (b) of which light absorption characteristics vary by sensing changes in environment; and
a polymerization reactive compound (c);
wherein the polymerization reactive compound (c) includes:
(i) a polyiso(thio)cyanate compound, the polyiso(thio)cyanate compound being an aliphatic polyiso(thio)cyanate compound, an alicyclic polyiso(thio)cyanate compound, or an aromatic polyiso(thio)cyanate compound, and
(ii-1) a polythiol compound having two or more mercapto groups or (ii-2) a polycarboxylic acid compound having two or more carboxyl groups,
wherein the polymer (a) and polymerization reactive compound (c) are sole polymerizable components in the polymerizable composition,

wherein, in General Formula (1), A represents a polyolefin chain, R 1 and R 2 each represent a hydrogen atom or an alkyl group having 1 to 18 carbon atoms, and at least one of R 1 and R 2 is a hydrogen atom, X1 is a group represented by General Formula (1a) and X2 is a group represented by General Formula (1c), or X1 is a group represented by General Formula (1c) and X2 is a group represented by General Formula (1a)
—E-X 3   (1a)

wherein, in General Formula (1a), E represents an oxygen atom or a sulfur atom, and X 3 represents a polyalkylene glycol group or a group represented by General Formula (1b),
—R 3 -(G) m   (1b)

wherein, in General Formula (1b), R 3 represents an m+1 valent hydrocarbon group, G's are the same as or different from each other, and are groups represented by —OX 4 or —N + R 4 X 5 X 6 Q 1− , wherein X 4 to X 6 each represent a polyalkylene glycol group, R 4 represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms which optionally be substituted with a polyalkylene glycol group, or an aromatic alkyl group, Q 1− represents a halogen ion, a carboxylate anion, or inorganic acid anion, m is the number of bonds between R 3 and G, and represents an integer of 1 to 10,

wherein, in General Formula (1c), X 7 and X 8 are the same as or different from each other and polyalkylene glycol groups or groups represented by General Formula (1b), R 5 is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms which optionally be substituted with an alkylene glycol group, or an aromatic alkyl group having 6 to 18 carbon atoms, and Q 2 − represents a halogen ion, a carboxylate anion, or an anion of an inorganic acid,

wherein, in General Formula (2), A represents an n-valent organic group, R 2 represents an alkyl group having 1 to 20 carbon atoms which optionally be substituted, an aralkyl group having 7 to 20 carbon atoms which optionally be substituted, or an aryl group having 6 to 20 carbon atoms which optionally be substituted, R 3 represents a hydrocarbon group having 1 to 20 carbon atoms which has a hydroxyl group or an alkyleneoxy group having 1 to 20 carbon atoms, R 4 represents an organic group having 1 to 20 carbon atoms which optionally have a hydroxyl group, R 5 represents a hydrogen atom or an organic group having 1 to 20 carbon atoms, R 6 , R 7 , and R 8 each independently represent a hydrogen atom or a methyl group, n represents an integer of 1 to 20, and a and b each independently represent an integer of 1 to 200, a plurality of R 2 's to R 8 's may be the same as or different from each other,

wherein, in General Formula (3), A is derived from a polyol compound having two or more hydroxyl groups and shows a group which forms an ester bond by being bonded to C(═O)— in the repeating unit, R 1 represents an alkyl group having 1 to 20 carbon atoms which optionally be substituted, an aralkyl group having 7 to 20 carbon atoms which optionally be substituted, or an aryl group having 6 to 20 carbon atoms which optionally be substituted, R 2 represents a hydrocarbon group having 1 to 20 carbon atoms which has a hydroxyl group or an alkyleneoxy group having 1 to 20 carbon atoms, R 3 represents a hydrogen atom or a methyl group, m represents an integer of 1 to 1000, and o shows a value equal to or less than the number of hydroxyl groups in the polyol compound configuring A, a plurality of R 1 's to R 3 's may be the same as or different from each other,

wherein, in General Formula (a-1), a, b, and c each represent a unit number, and each independently are an integer of 3 to 300,

wherein, in General Formula (a-2), a, b, and c each represent a unit number, and each independently are an integer of 3 to 300,

wherein, in General Formula (b-1), b and c each represent a unit number and each independently are an integer of 3 to 300, and the mark * represents a bonding hand,

wherein, in General Formula (b-2), b and c each represent a unit number and each independently are an integer of 3 to 300, and the mark * represents a bonding hand,

wherein, in General Formula (c-1), b and c each represent a unit number and each independently are an integer of 3 to 300, and the mark * represents a bonding hand,

wherein, in General Formula (c-2), b and c each represent a unit number and each independently are an integer of 3 to 300, X represents a halogen ion, a carboxylate anion, or an inorganic acid anion, and the mark * represents a bonding hand,

wherein, in General Formula (f-1), a, b and c each represent a unit number and each independently are an integer of 3 to 300,

wherein, in General Formula (f-2), a, b, and c each represent a unit number and each independently are an integer of 3 to 300,

wherein, in General Formula (g-1), a, b, and c each represent a unit number and each independently are an integer of 3 to 300,

wherein, in General Formula (g-2), a, b, and c each represent a unit number and each independently are an integer of 3 to 300,

wherein, in General Formula (h), a, b, and c each represent a unit number and each independently are an integer of 3 to 300,

Assignees

• Mitsui Chemicals Inc

Inventors

• Ribeiro Nigel
• YANG Jie An
• Wang Hongbo
• Lin Yixi
• Murakami Masakazu
• Unezaki Takashi
• Makio Haruyuki

Classifications

• B29D11/00009

  Production of simple or compound lenses · CPC title

• C08G18/7642

  containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring · CPC title

• G02B1/041

  Lenses · CPC title

• C08G18/3876 Primary

  containing mercapto groups · CPC title

• G03C7/10

  with regular areas of colour, e.g. bands, lines, dots · CPC title