# US 11,439,573 B2 · Photopolymerizable base coat for a nail

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- Number: US 11,439,573 B2
- Document ID: US11439573B2
- Status: Granted
- Kind: B2
- Application number: 16/349,509
- Filed: 2017-12-15
- Published: 2019-11-07
- Granted: 2022-09-13
- Earliest claimed: 2016-12-22
- Assignees: Wella Operations US, LLC
- Applicants: Coty Inc.
- Inventors: Xiaoyan Tu; Justina Vy Lan Hoang; Jay Jayasingha Kingsley
- Web page: https://patentgrep.com/patent/US11439573B2

## CPC

- A61K 8/35: Ketones, e.g. benzophenone
- A61K 8/55: Phosphorus compounds
- A61K 8/36: Carboxylic acids; Salts or anhydrides thereof
- A61K 8/37: Esters of carboxylic acids
- A61K 8/375: {the alcohol moiety containing more than one hydroxy group}
- A61K 8/731: {Cellulose; Quaternized cellulose derivatives}
- A61K 8/8152: {Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers}
- A61K 8/87: Polyurethanes
- A61Q 3/02: Nail coatings
- A61K 2800/5922: At least two compounds being classified in the same subclass of A61K8/18
- A61K 2800/594: Mixtures of polymers
- A61K 2800/81: Preparation or application process involves irradiation
- A61K 2800/95: Involves in-situ formation or cross-linking of polymers
- 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)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

A photopolymerizable composition suitable for forming a polymerized base coat of a substantially uniform mixture of nitrocellulose and crosslinked (meth)acrylate polymer is disclosed. The composition comprises an ethyl acetate solution including multiple (meth)acrylate monomers, nitrocellulose, a rapid release copolymer of alkyl acrylate monomers, a chain extended di-(hydroxyethylmethacryloyl) trimethylhexyl dicarbamate oligomer of weight average molecular weight of 10 to 20 kDa, one or more plasticizers and a photoinitiator.

## Claims

### Claim 1

A composition suitable for formation of a photopolymerized base coat on a nail, comprising: a mixture of components including multiple (meth)acrylate monomers comprising hydroxyethyl (meth)acrylate at a weight percentage of about 2 wt % to about 10 wt %, hydroxypropyl (meth)acrylate at a weight percentage of about 5 wt % to about 15 wt %, isobornyl (meth)acrylate at a weight percentage of about 2 wt % to about 4 wt % and acrylic acid at a weight percentage of about 0.1 wt % to about 1 wt % wherein the weight percentage of each of the monomers is relative to the total weight of the composition, nitrocellulose at a nitrogen weight percentage of about 10.7 wt % to about 12.3 wt % relative to the total weight of the nitrocellulose, a rapid release linear copolymer of butyl acrylate and a mixture of methyl and ethyl acrylates wherein the molar ratio of butyl acrylate to the mixture of methyl and ethyl acrylate is in a range of about 1:0.8 to about 1:1.5 and the weight average molecular weight of the rapid release linear copolymer is in a range from about 3 kDa to about 20 kDa, a polyethylene glycol chain extended di-(hydroxyethylmethacryloyl) trimethylhexyl dicarbamate oligomer of weight average molecular weight in the range of 10 kDa to 20 kDa a polydispersity of about 2.0 to about 5.0 and a weight percentage in a range of about 11.0 wt % to about 16 wt % relative to the total weight of the composition, one or more plasticizers and a photoinitiator wherein the mixture is in an ethyl acetate solution.

### Claim 2 (depends on 1)

A composition according to claim 1 wherein the one or more plasticizers include camphor and trimethyl pentanyl diisobutyrate.

### Claim 3 (depends on 1)

A composition according to claim 1 wherein the rapid release copolymer has a weight average molecular weight range from about 4 kDa to about 10 kDa and has a polydispersity of from about 1.3 to about 2.0.

### Claim 4 (depends on 1)

A composition according to claim 1 comprising: about 5 wt % to about 30 wt % of the (meth)acrylate monomers, about 2 wt % to about 20 wt % of the nitrocellulose, about 2 to about 30 wt % of the rapid release copolymer, about 11 wt % to about 16 wt % of the dicarbamate oligomer, about a negligible but detectable wt % to about 10 wt % of the one or more plasticizers, about 0.1 wt % to about 10 wt % of the photoinitiator and about 30 wt % to about 70 wt % of the ethyl acetate.

### Claim 5 (depends on 1)

A composition according to claim 1 wherein the weight percentage ranges of the (meth)acrylate monomers comprise about 5.8 wt % to about 6.8 wt % of hydroxypropyl (meth)acrylate; about 2.6 wt % to about 3.2 wt % for of hydroxyethyl (meth)acrylate, about 2.2 wt % to about 2.8 wt % of isobornyl (meth)acrylate and about 0.1 wt % to about 0.9 wt % of acrylic acid.

### Claim 6 (depends on 1)

A composition of claim 1 wherein the chain extended oligomer is chain extended by a core formed of polyethylene glycol and trimethylhexyl diisocyanate.

### Claim 7

A photopolymerized composition comprising a crosslinked (meth)acrylate polymer of multiple (meth)acrylate monomers comprising hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, isobornyl (meth)acrylate and acrylic acid and which are crosslinked with a polyethylene glycol chain extended di-(hydroxyethylmethacryloyl) trimethylhexyl dicarbamate oligomer of weight average molecular weight in the range of 10 kDa to 20 kDa, a polydispersity of about 2.0 to about 5.0 and wherein the weight percentage of the dicarbamate oligomer is in a range about 22 wt % to about 32 wt % relative to the total weight of the photopolymerized composition, nitrocellulose at a nitrogen weight percentage of about 10.7 wt % to about 12.3 wt % relative to the total weight of the nitrocellulose, a rapid release linear copolymer of, butyl acrylate and a mixture of methyl and ethyl acrylates wherein the molar ratio of butyl acrylate to the methyl and ethyl acrylate mixture is in a range of about 1:0.8 to about 1:1.5 and the weight average molecular weight of the rapid release linear copolymer is in a range from about 3 kDa to about 20 kDa, and one or more plasticizers and a photoinitiator, wherein the nitrocellulose, the crosslinked (meth)acrylate polymer and the rapid release linear copolymer are in a substantially homogeneous single solid phase mixture with each other.

### Claim 8 (depends on 7)

A photopolymerized composition of claim 7 wherein the chain extended oligomer is chain extended by a core formed of polyethylene glycol and trimethylhexyl diisocyanate.

### Claim 9

A photopolymerized base coat suitable for covering a nail comprising a photopolymerized composition of a crosslinked (meth)acrylate polymer of multiple (meth)acrylate monomers comprising hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, isobornyl (meth)acrylate and acrylic acid which are crosslinked by a polyethylene glycol chain extended di-(hydroxyethylmethacryloyl) trimethylhexyl dicarbamate oligomer of weight average molecular weight in the range of 10 kDa to 20 kDa, a polydispersity of about 2.0 to about 5.0 and a weight percentage of the dicarbamate oligomer in the range of about 22 wt % to about 32 wt % relative to the total weight of the photopolymerized base coat, nitrocellulose at a nitrogen weight percentage of about 10.7 wt % to about 12.3 wt % relative to the total weight of the nitrocellulose, a rapid release linear copolymer of butyl acrylate and a mixture of methyl and ethyl acrylates wherein the molar ratio of butyl acrylate to the mixture of methyl and ethyl acrylate is in a range of about 1:0.8 to about 1:1.5 and the weight average molecular weight of the rapid release linear copolymer is in a range from about 3 kDa to about 20 kDa, and one or more plasticizers and a photoinitiator, wherein the nitrocellulose, the crosslinked (meth)acrylate polymer and the rapid release linear copolymer are in a substantially homogeneous single solid phase mixture with each other.

### Claim 10 (depends on 9)

A photopolymerized base coat according to claim 9 wherein the crosslinked polymer, nitrocellulose, rapid release copolymer, one or more plasticizers and photoinitiator are a substantially homogeneous solid mixture.

### Claim 11 (depends on 9)

A photopolymerized base coat according to claim 9 comprising about 21 wt % to 27 wt % of the multiple (meth)acrylate monomers, about 25 wt % to about 27 wt % of the dicarbamate oligomer, about 13 to about 15 wt % of the nitrocellulose, about 9 wt % to about 11 wt % of the rapid release copolymer, about 9 wt % to about 11 wt % of the one or more plasticizers, and about 5 wt % to about 7 wt % of the photoinitiator.