IP Library Granted Patent US 8,431,112
Granted Patent B2
US 8,431,112 · App. 13/344,044 · Granted Apr 30, 2013

Photostabilization of cholecalciferol with alkoxycrylene compounds

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Quick Facts
Patent No.
US 8,431,112
App. No.
13/344,044
Granted
Apr 30, 2013
Kind
B2
Abstract

A method of reducing photodegradation of cholecalciferol when exposed to UV radiation in a composition containing cholecalciferol comprising combining with cholecalciferol a compound of formula (I) in an amount effective to quench excited state energy from cholecalciferol and transfer the excited state energy from cholecalciferol 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 cholecalciferol compound.

Claims (14)

1. A method of reducing photodegradation of cholecalciferol when exposed to UV radiation in a sunscreen or dermatological composition containing said cholecalciferol compound comprising combining with said cholecalciferol compound in an amount of about 0.01% to about 5% by weight and of formula (I) in an amount of about 0.1% to about 20% by weight, based on the total weight of the composition, to quench excited state energy from the cholecalciferol and transfer the excited state energy from the cholecalciferol 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.

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

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

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

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

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

7. The method of claim 1 , wherein the compound of formula (I) is present in an amount in the weight range of about 0.1% to about 10%, based on the total weight of the composition.

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

9. The method of claim 1 , wherein cholecalciferol is present in the weight range of about 0.01% to about 2%, based on the total weight of the composition.

10. The method of claim 1 , wherein cholecalciferol is present in the weight range of about 0.01% to about 1.0%, based on the total weight of the composition.

11. The method of claim 1 , wherein a molar ratio of the compound of formula (I) to cholecalciferol is about 1 to 1 to about 40 to 1.

12. The method of claim 11 , wherein the molar ratio of cholecalciferol to the compound of formula (I) is about 0.01 to about 0.06.

13. The method of claim 1 , wherein a molar ratio of compound of formula (I) to cholecalciferol is about 10 to 1 to about 55 to 1.

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 →