IP Library Granted Patent US 8,329,148
Granted Patent B1
US 8,329,148 · App. 13/572,165 · Granted Dec 11, 2012

Photostabilization of coenzyme Q compounds with alkoxycrylene compounds

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Quick Facts
Patent No.
US 8,329,148
App. No.
13/572,165
Granted
Dec 11, 2012
Kind
B1
Abstract

A method of reducing photodegradation of a coenzyme Q 10 compound when exposed to UV radiation in a composition containing said coenzyme Q 10 compound comprising combining with said coenzyme Q 10 compound a compound of formula (I) in an amount effective to quench singlet excited state energy from the coenzyme Q 10 compound and transfer the singlet excited state energy from the coenzyme Q 10 compound to the compound of formula (I), wherein one of R 1 and R 2 is a straight or branched chain C 1 -C 30 alkoxy radical, and the non-alkoxy R 1 or R 2 is hydrogen; and R 3 is a straight or branched chain C 1 -C 30 alkyl radical, thereby photostabilizing the retinoid compound.

Claims (13)

1. A photostabilized sunscreen cosmetic or dermatological composition comprising a coenzyme Q 10 compound in an amount of about 0.001% to about 5% by weight and a compound of formula (I) in an amount of about 0.01% to about 20% by weight, based on the total weight of the composition, wherein the compound of formula (I) is

wherein one of R 1 and R 2 is a straight or branched chain C 1 -C 30 alkoxy radical, and the non-alkoxy R 1 or R 2 is hydrogen; and R 3 is a straight or branched chain C 1 -C 30 alkyl radical.

2. The photostabilized composition of claim 1 , wherein R 1 is methoxy and R 2 is hydrogen.

3. The photostabilized composition of claim 1 , wherein R 1 is hydrogen and R 2 is methoxy.

4. The photostabilized composition of claim 1 , wherein R 3 is a C 12 -C 24 straight chain or branched alkyl.

5. The photostabilized composition of claim 4 , wherein R 3 is a 2-butyloctyl radical.

6. The photostabilized composition of claim 4 , wherein R 3 is an 2-ethylhexyl radical.

7. The photostabilized composition of claim 1 , wherein the compound of formula (I) is present in an amount in the weight range of about 0.1% to about 20%, based on the total weight of the composition.

8. The photostabilized composition of claim 7 , wherein the compound of formula (I) is present in an amount in this weight range of about 0.1% to about 10%, based on the total weight of the composition.

9. The photostabilized composition of claim 1 , wherein the compound of formula (I) is present in an amount in this weight range of about 0.1% to about 5%, based on the total weight of the composition.

10. The photostabilized composition of claim 1 , wherein the coenzyme Q 10 compound is present in an amount in the weight range of about 0.01% to about 5%, based on the total weight of the composition.

11. The photostabilized composition of claim 10 , wherein the coenzyme Q 10 compound is present in this weight range of about 0.01% to about 1%, based on the total weight of the composition.

12. The photostabilized composition of claim 11 , wherein the coenzyme Q 10 compound is present in this weight range of about 0.01% to about 0.5%, based on the total weight of the composition.

Assignments (4)
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 →