# US 10,479,844 B2 · Polymerizable composition and optically anisotropic body using same

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- Number: US 10,479,844 B2
- Document ID: US10479844B2
- Status: Granted
- Kind: B2
- Application number: 16/249,355
- Filed: 2019-01-16
- Published: 2019-05-23
- Granted: 2019-11-19
- Earliest claimed: 2015-01-16
- Assignees: DIC Corporation
- Applicants: Dic Corporation
- Inventors: Kouichi Endo; Toru Ishii; Yasuhiro Kuwana; Kazuaki Hatsusaka; Mika Yamamoto
- Web page: https://patentgrep.com/patent/US10479844B2

## CPC

- C08F 2/44: Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
- C08F 20/18: with acrylic or methacrylic acids
- C08F 220/24: containing perhaloalkyl radicals
- C08F 220/283: {and containing one or more carboxylic moiety in the chain, e.g. acetoacetoxyethyl(meth)acrylate}
- C08F 265/06: Polymerisation of acrylate or methacrylate esters on to polymers thereof
- C09D 151/00: Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds (based on ABS polymers C09D155/02); Coating compositions based on derivatives of such polymers
- C09D 151/003: {grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds (C09D151/04, C09D151/06 take precedence)}
- G02B 1/04: made of organic materials, e.g. plastics (G02B1/08 takes precedence)
- G02B 1/041: {Lenses}
- G02B 5/30: Polarising elements (light-modulating devices with active elements G02F1/00)
- G02F 1/13363: Birefringent elements, e.g. for optical compensation
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02F: OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS

## Abstract

The present invention provides a polymerizable composition containing a specific polymerizable compound and a fluorosurfactant having a specific polyoxyalkylene skeleton and having specific molecular weight. The invention also provides an optically anisotropic body, a retardation film, an antireflective film, and a liquid crystal display device that are produced using the polymerizable composition of the present invention. The present invention is useful because, when an optically anisotropic body is produced by photo-polymerization of the polymerizable composition, three features including the leveling properties of the surface of the optically anisotropic body, offset onto the substrate, and liquid crystal alignment can be improved simultaneously.

## Claims

### Claim 1

A method for producing a polymer product;
providing a polymerizable composition; and
polymerizing the polymerizable composition, wherein the polymerizable composition comprising:
a) a polymerizable compound having one polymerizable group or two or more polymerizable groups and satisfying formula (I)
Re(450 nm)/Re(550 nm)<1.0 (I)
(wherein Re(450 nm) is an in-plane retardation at a wavelength of 450 nm when the polymerizable compound having one polymerizable group is aligned on a substrate such that the direction of long axes of molecules of the polymerizable compound is horizontal to the substrate, and Re(550 nm) is an in-plane retardation at a wavelength of 550 nm when the polymerizable compound having one polymerizable group is aligned on the substrate such that the direction of the long axes of the molecules of the polymerizable compound is horizontal to the substrate); and
b) at least one fluorosurfactant selected from the group consisting of copolymers (III) having a weight average molecular weight of 2,500 to 30,000 and each obtained by copolymerizing essential monomers including a polymerizable monomer containing a fluorine atom and a polymerizable monomer represented by general formula (B), having a solubility parameter (SP value) of 8.9 to 10.5 (cal/cm3)0.5, and satisfying the following formula (1A):
1.00<100×(s+t+u)/MB<2.10 (1A)
(wherein s is an integer of 1 or more; t and u are each an integer of 0 or 1 or more; and MB is the molecular weight of the polymerizable monomer represented by general formula (B)):
(wherein R is a hydrogen atom or a methyl group; X, Y, and Z are each independently an alkylene group; s is an integer of 1 or more; t and u are each an integer of 0 or 1 or more; and W is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an aryl group).

### Claim 2 (depends on 1)

The method according to claim 1, wherein the polymer product is an optically anisotropic body.

### Claim 3 (depends on 1)

The method according to claim 1, wherein the polymer product is a retardation film.

### Claim 4 (depends on 1)

The method according to claim 1, further comprising using the polymer product as an optically anisotropic body to obtain a display device.

### Claim 5 (depends on 1)

The method according to claim 1, further comprising using the polymer product as an optically anisotropic body to obtain a light-emitting device.

### Claim 6 (depends on 1)

The method according to claim 1, further comprising using the polymer product to obtain a light-emitting diode lighting device.

### Claim 7 (depends on 1)

The method according to claim 1, further comprising using the polymer product to obtain a lens sheet.

### Claim 8 (depends on 1)

The method according to claim 1, wherein the polymerizable composition further comprises a dichroic pigment.

### Claim 9 (depends on 1)

The method according to claim 1, further comprising using the polymer product to obtain a polarizing film.

### Claim 10 (depends on 1)

The method according to claim 1, further comprising using the polymer product as a retardation film to obtain a display device.

### Claim 11 (depends on 1)

The method according to claim 1, further comprising using the polymer product as a retardation film to obtain a a light-emitting device.