IP Library Granted Patent US 8,158,678
Granted Patent B2
US 8,158,678 · App. 11/101,214 · Granted Apr 17, 2012

Photoabsorbing, highly conjugated compounds of cyanoacrylic esters, sunscreen compositions and methods of use

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Quick Facts
Patent No.
US 8,158,678
App. No.
11/101,214
Granted
Apr 17, 2012
Kind
B2
Abstract

Novel derivatives of α-cyano-β-naphthyl acrylates, sunscreen compositions including one or more α-cyano-β-naphthyl acrylate derivatives are described herein. Also disclosed are methods for stabilizing a sunscreen composition and methods of filtering out ultra-violet light from a substrate by the addition of one or more of the foregoing α-cyano-β-naphthyl acrylate derivatives.

Claims (11)

1. A method of absorbing ultraviolet radiation having a wavelength in the range of about 320 nm to about 400 nm and photostabilizing a dibenzoylmethane derivative, comprising the step of adding a photostabilizing amount of a compound of formula (I) to a composition comprising a dibenzoylmethane derivative:

wherein R 1 is C 1 -C 50 alkyl; R 2 is a C 1 -C 50 alkyl and

exposing said composition to ultraviolet radiation having a wavelength in the range of about 320 nm to about 400 nm.

2. The method of claim 1 , wherein said dibenzoylmethane derivative is selected from the group consisting of 2-methyldibenzoylmethane; 4-methyldibenzoylmethane; 4-isopropyldibenzoylmethane; 4-tert-butyldibenzoylmethane; 2,4-dimethyldibenzoylmethane; 2,5-dimethyldibenzoylmethane; 4,4′-diisopropyldibenzoylmethane; 4,4′-dimethoxydibenzoylmethane; 4-tert-butyl-4′-methoxydibenzoylmethane; 2-methyl-5-isopropyl-4′-methoxydibenzoylmethane; 2-methyl-5-tert-butyl-4′-methoxydibenzoylmethane; 2,4-dimethyl-4′-methoxydibenzoylmethane; 2,6-dimethyl-4-tert-butyl-4′-methoxydibenzoylmethane, and combinations thereof.

3. A method of protecting a surface from ultraviolet radiation having a wavelength in the range of about 320 nm to about 400 nm comprising topically applying to said surface, in an acceptable carrier, a composition comprising a dibenzoylmethane derivative and a compound of formula (I):

wherein R 1 is C 1 -C 50 alkyl; R 2 is a C 1 -C 50 alkyl and

exposing said composition to ultraviolet radiation having a wavelength in the range of about 320 nm to about 400 nm.

4. The method of claim 3 , wherein said surface is human skin and said carrier is a cosmetically acceptable carrier.

5. A method of absorbing ultraviolet radiation having a wavelength in the range of about 320 nm to about 400 nm and photostabilizing a dibenzoylmethane derivative, comprising the step of adding a photostabilizing amount of a compound of formula (I) to a composition comprising a dibenzoylmethane derivative:

wherein R 1 is C 1 -C 50 alkyl; R 2 is a C 1 -C 50 alkyl and

exposing said composition to ultraviolet radiation having a wavelength in the range of about 320 nm to about 400 nm, wherein said compound of formula (I) exhibits a greater absorbance of ultraviolet radiation having a wavelength in the range of about 320 nm to about 400 nm than ultraviolet radiation having a wavelength in the range of about 290 nm to about 320 nm.

Assignments (10)
THIRD AMENDED AND RESTATED INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Dec 20, 2024
From: THE HALLSTAR COMPANY; HALLSTAR INNOVATIONS CORP.; HALLSTAR BEAUTY AND PERSONAL CARE INNOVATIONS COMPANY; UNIPLEX COMPANY
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 069747/0045 →
THIRD AMENDED AND RESTATED INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Nov 3, 2023
From: THE HALLSTAR COMPANY; HALLSTAR INNOVATIONS CORP.; HALLSTAR BEAUTY AND PERSONAL CARE INNOVATIONS COMPANY; UNIPLEX COMPANY
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 065448/0262 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 28, 2018
From: HALLSTAR INNOVATIONS CORP.
To: HALLSTAR BEAUTY AND PERSONAL CARE INNOVATIONS COMPANY
Reel/Frame 046977/0359 →
SECOND AMENDED AND RESTATED INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Nov 25, 2014
From: HALLSTAR INNOVATIONS CORP.
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 034468/0854 →
AMENDED AND RESTATED INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Feb 21, 2012
From: HALLSTAR INNOVATIONS CORP.
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 027742/0917 →
SECURITY INTEREST Recorded Oct 16, 2008
From: HALLSTAR INNOVATIONS CORP.
To: LASALLE BANK NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 021709/0286 →
INTELLECTUAL PROPERTY RELEASE Recorded Oct 14, 2008
From: LASALLE BANK NATIONAL ASSOCIATION, AS AGENT
To: HALLSTAR INNOVATIONS CORP.
Reel/Frame 021669/0701 →
CHANGE OF NAME Recorded May 14, 2007
From: CPH INNOVATIONS CORP.
To: HALLSTAR INNOVATIONS CORP.
Reel/Frame 019287/0001 →
SECURITY AGREEMENT Recorded Jan 25, 2006
From: CPH INNOVATIONS CORP.
To: LASALLE BANK NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 017207/0546 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2005
From: BONDA, MR. CRAIG A.; PAVLOVIC, MS. ANNA B.
To: CPH INNOVATIONS CORP.
Reel/Frame 016022/0849 →