# US 10,945,928 B2 · Denture base coating composition, coating film-bearing denture base, plate denture, and method for producing coating film-bearing denture base

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- Number: US 10,945,928 B2
- Document ID: US10945928B2
- Status: Granted
- Kind: B2
- Application number: 16/438,640
- Filed: 2019-06-12
- Published: 2019-09-26
- Granted: 2021-03-16
- Earliest claimed: 2017-01-31
- Assignees: FUJIFILM Corporation
- Applicants: FUJIFILM Corporation
- Inventors: Yosuke Yamamoto; Akihito Amao; Kiyotaka Fukagawa; Yuta Shigenoi; Natsumi Yokokawa; Chiaki Tsutsumi; Noriyuki Wakabayashi; Kazuo Takakuda
- Web page: https://patentgrep.com/patent/US10945928B2

## CPC

- A61C 13/01: Palates or other bases or supports for the artificial teeth; Making same
- A61K 6/887: Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- A61C 13/1016: {Methods or apparatus for mounting, holding or positioning a set of teeth}
- A61K 6/00: Preparations for dentistry
- A61K 6/72: comprising nitrogen-containing compounds
- C08F 222/38: Amides
- C09D 4/00: Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16}
- A61K 6/35: Preparations for stabilising dentures in the mouth
- C08L 33/26: Homopolymers or copolymers of acrylamide or methacrylamide
- A61C: DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE (non-driven toothbrushes A46B; {tongue scrapers A61B17/24;} preparations for dentistry A61K6/00; preparations for cleaning the teeth or mouth A61K8/00, A61Q11/00)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- 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)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

A denture base coating composition includes at least one selected from the group consisting of a first compound represented by Formula (1-0) and a second compound represented by Formula (2-0).

## Claims

### Claim 1

A denture base coating composition comprising a first compound represented by Formula (1-0) and a second compound represented by Formula (2-0),
wherein the content mass ratio of the content of the first compound to the content of the second compound in the denture base coating composition is 10/90 to 90/10,
in Formula (1-0), R1A and R1B each independently represents a group represented by Formula (1A) or a hydrogen atom, at least one selected from the group consisting of R1A and R1B is a group represented by Formula (1A), and R2 represents a hydrogen atom or a methyl group,
in Formula (1A), R1's each independently represent a methyl group, an ethyl group, an n-propyl group, or an i-propyl group, m represents an integer from 1 to 4, n represents an integer from 2 to 4, a plurality of R1's may be identical with or different from one another, and the symbol * represents a position of bonding to the nitrogen atom in Formula (1-0), and
in Formula (2-0), R31 represents a hydrogen atom or a methyl group, p represents an integer from 2 to 4, L represents a p-valent linking group, and a plurality of R31's may be identical with or different from one another.

### Claim 2 (depends on 1)

The denture base coating composition according to claim 1, wherein the second compound is at least one selected from the group consisting of a compound represented by Formula (2-01) and a compound represented by Formula (2-02),
in Formula (2-01), R31's each independently represent a hydrogen atom or a methyl group, L1's each independently represent —O—, an alkylene group having 2 to 4 carbon atoms, or a divalent linking group combining these,
in Formula (2-02), R31's each independently represent a hydrogen atom or a methyl group, R21 and R23 each independently represents —O—, an alkylene group having 1 to 4 carbon atoms, or a divalent linking group combining these, R22 represents —O—, an alkylene group having 1 to 4 carbon atoms, a group represented by Formula (III), or a divalent linking group combining these, and L2 and L3 each independently represents a single bond or a group represented by Formula (III), and
in Formula (III), R31 represent a hydrogen atom or a methyl group, and the symbol * represents a position of bonding.

### Claim 3 (depends on 1)

The denture base coating composition according to claim 1, wherein the first compound is a compound represented by Formula (1-01), and the second compound is a compound represented by Formula (2),
in Formula (1-01), R1's each independently represent a methyl group, an ethyl group, an n-propyl group, or an i-propyl group, R2 represents a hydrogen atom or a methyl group, m represents an integer from 1 to 4, n represents an integer from 2 to 4, and a plurality of R1's may be identical with or different from one another, and
in Formula (2), R31's each independently represent a hydrogen atom or a methyl group, R32's each independently represent an ethylene group, a 1,2-propylene group, or a 1,3-propylene group, m2 represents an integer from 0 to 2, and a plurality of R31's and a plurality of R32's may be identical with or different from one another.

### Claim 4 (depends on 1)

The denture base coating composition according to claim 1, wherein the first compound is a compound represented by Formula (1-1) or a compound represented by Formula (1-2), and the second compound is a compound represented by Formula (2-1),

### Claim 5 (depends on 1)

The denture base coating composition according to claim 1, further comprising a polymerization initiator.

### Claim 6 (depends on 1)

A coating film-bearing denture base comprising a denture base and a coating film formed on the denture base, the coating film being obtained by curing the denture base coating composition according to claim 1.

### Claim 7 (depends on 6)

The coating film-bearing denture base according to claim 6, wherein an arithmetic mean roughness Ra of the surface of the denture base on the coating film side is 30 to 1,000 nm.

### Claim 8 (depends on 6)

The coating film-bearing denture base according to claim 6, wherein the denture base is a surface-treated denture base treated with a surface treating agent.

### Claim 9 (depends on 8)

The coating film-bearing denture base according to claim 8, wherein the surface treating agent includes an organic solvent, and a main component of the organic solvent is at least one selected from the group consisting of a ketone-based solvent, an alcohol-based solvent, an ether-based solvent, and an ester-based solvent.

### Claim 10 (depends on 9)

The coating film-bearing denture base according to claim 9, wherein the main component of the organic solvent is at least one selected from the group consisting of acetone and methyl ethyl ketone.

### Claim 11 (depends on 6)

A plate denture comprising the coating film-bearing denture base according to claim 6.

### Claim 12 (depends on 1)

A method for producing a coating film-bearing denture base comprising a denture base and a coating film formed on the denture base, the method comprising:
step A of applying the denture base coating composition according to claim 1 on the denture base and obtaining a denture base coating composition layer; and
step B of applying energy to the denture base coating composition layer, thereby curing the denture base coating composition layer, and obtaining a coating film.

### Claim 13 (depends on 12)

The method for producing a coating film-bearing denture base according to claim 12, the method further comprising step S of surface-treating the denture base, before the step A.

### Claim 14 (depends on 13)

The method for producing a coating film-bearing denture base according to claim 13, wherein the step S is a step of bringing the surface of the denture base into contact with a surface treating agent.

### Claim 15 (depends on 14)

The method for producing a coating film-bearing denture base according to claim 14, wherein the surface treating agent includes an organic solvent, and a main component of the organic solvent is at least one selected from the group consisting of a ketone-based solvent, an alcohol-based solvent, an ether-based solvent, and an ester-based solvent.

### Claim 16 (depends on 15)

The method for producing a coating film-bearing denture base according to claim 15, wherein the main component of the organic solvent is at least one selected from the group consisting of acetone and methyl ethyl ketone.

### Claim 17 (depends on 1)

The denture base coating composition according to claim 1, wherein the coating composition comprises,
the first compound represented by Formula (1-1) or Formula (1-2),
the second compound represented by Formula (2-1), and
a polymerization initiator,