IP Library Granted Patent US 11,439,573
Granted Patent B2
US 11,439,573 · App. 16/349,509 · Granted Sep 13, 2022

Photopolymerizable base coat for a nail

Inventors: Xiaoyan Tu (Valencia, CA); Justina Vy Lan Hoang (El Segundo, CA); Jay Jayasingha Kingsley (Reseda, CA)
Assignee: Wella Operations US LLC
A61K8/35A61K8/731A61K8/8152A61Q3/02A61K2800/594A61K2800/5922A61K2800/81A61K2800/95
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Quick Facts
Patent No.
US 11,439,573
App. No.
16/349,509
Granted
Sep 13, 2022
Kind
B2
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 (11)

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.

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

3. 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.

4. 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.

5. 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.

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

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.

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

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.

10. 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.

11. 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.

Assignments (7)
RELEASE OF SECURITY INTEREST Recorded Jan 19, 2023
From: DEUTSCHE BANK TRUST COMPANY AMERICAS
To: COTY, INC.
Reel/Frame 064310/0178 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 3, 2022
From: COTY INC.
To: WELLA OPERATIONS US LLC
Reel/Frame 060705/0074 →
CORRECTIVE NOTICE REGARDING SECURITY INTEREST IN SPECIFIED PATENTS Recorded Aug 2, 2022
From: DEUTSCHE BANK TRUST COMPANY AMERICAS
To: COTY, INC.
Reel/Frame 061055/0376 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (PATENTS) Recorded Aug 6, 2021
From: COTY INC.; CALVIN KLEIN COSMETIC CORPORATION; COTY US LLC; COTY BRANDS MANAGEMENT INC.; O P I PRODUCTS, INC.; NOXELL CORPORATION; THE WELLA CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 057112/0639 →
SECURITY INTEREST Recorded Jun 17, 2021
From: COTY INC.; CALVIN KLEIN COSMETIC CORPORATION; COTY US LLC; COTY BRANDS MANAGEMENT INC.; O P I PRODUCTS, INC.; NOXELL CORPORATION; THE WELLA CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS
Reel/Frame 057261/0788 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 7, 2021
From: COTY INC.; CALVIN KLEIN COSMETIC CORPORATION; COTY US LLC; COTY BRANDS MANAGEMENT INC.; O P I PRODUCTS, INC.; GRAHAM WEBB INTERNATIONAL, INC.; NOXELL CORPORATION; THE WELLA CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 056179/0322 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 13, 2019
From: TU, XIAOYAN; HOANG, JUSTINA; KINGSLEY, JAY
To: COTY INC.
Reel/Frame 049161/0864 →
Continuity (2)
Provisional Application 62438112 · Dec 22, 2016
Related Publication 20190336422A1 · Nov 7, 2019