Ultraviolet radiation absorbing polyethers

• US 9,255,180 B2
• Filed: 03/13/2013
• Issued: 02/09/2016
• Est. Priority Date: 06/28/2012
• Status: Active Grant

• Current Assignee: Johnson & Johnson Consumer Inc. (Johnson & Johnson)
• Original Assignee: Johnson & Johnson Consumer Inc. (Johnson & Johnson)
• Inventors: Levins, Christopher G., Zavatsky, Joseph F., Nathan, Aruna, Daly, Susan
• Primary Examiner(s): GULLEDGE, BRIAN M
• Application Number:
  US13/799,222
• Publication Number:
  US 20140004061A1
• Time in Patent Office: 1,063 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: A61K 2800/57 Compounds covalently linked to a(n inert) carrier molecule, e.g. conjugates, pro-fragrances
• CPC Class Codes: A61K 8/86 Polyethers
• CPC Class Codes: A61Q 17/04 Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
• CPC Class Codes: C08G 65/3326 aromatic
• CPC Class Codes: C08G 65/333 containing nitrogen
• CPC Class Codes: C08G 65/33396 having oxygen in addition to nitrogen

Abstract

A polymer composition comprising a linear ultraviolet radiation absorbing polyether that comprises a chemically bound UV-chromophore.

Claims

1. A polymer composition comprising a linear ultraviolet radiation absorbing polyether that comprises a covalently bound UV-chromophore and that comprises a backbone having glyceryl repeat units.

2. The polymer composition of claim 1 wherein the linear ultraviolet radiation absorbing polyether comprises a repeat unit selected from the group consisting of

3. The polymer composition of claim 1 wherein the linear ultraviolet radiation absorbing polyether comprises a repeat unit

4. The polymer composition of claim 1 wherein the linear ultraviolet radiation absorbing polyether comprises a repeat unit

5. The polymer composition of claim 1, comprising about 50% or more of said linear ultraviolet radiation absorbing polyether comprising the covalently bound UV-chromophore.

6. The polymer composition of claim 1, comprising about 90% or more of said linear ultraviolet radiation absorbing polyether comprising the covalently bound UV-chromophore.

7. The polymer composition of claim 1, comprising about 95% or more of said linear ultraviolet radiation absorbing polyether comprising the covalently bound UV-chromophore.

8. The polymer composition of claim 1, wherein the linear ultraviolet radiation absorbing polyether is characterized as having the structure:

9. The polymer composition of claim 8, wherein m is 1 and n is 0.

10. The polymer composition of claim 8, wherein X and R are independently selected from the group consisting of hydrogen, linear alkyl, alkenyl or alkynyl hydrocarbon chains, and linear siloxanes.

11. The polymer composition of claim 1, wherein the linear ultraviolet radiation absorbing polyether is a reaction product of the ring opening polymerization of a monomer selected from a group consisting of ethylene oxide, propylene oxide, and a glycidyl ether.

12. The polymer composition of claim 11, wherein the glycidyl ether is selected from the group consisting of n-butyl glycidyl ether and 2-ethylhexylglycidyl ether.

13. The polymer composition of claim 1, wherein the UV-chromophore is selected from the group consisting of triazoles, camphors, dibenzoylmethanes, 4-aminobenzoic acid and alkane esters thereof, anthranilic acid and alkane esters thereof, salicylic acid and alkane esters thereof, hydroxycinnamic acid and alkane esters thereof, dihydroxy-, dicarboxy-, and hydroxycarboxybenzophenones and alkane ester or acid halide derivatives thereof, dihydroxy-, dicarboxy-, and hydroxycarboxychalcones and alkane ester or acid halide derivatives thereof, dihydroxy-, dicarboxy-, and hydroxycarboxycoumarins and alkane ester or acid halide derivatives thereof, benzalmalonate, benzimidazole derivatives, benzoxazole derivatives, 3-(3-(2H-benzo[d][1,2,3]triazol-2-yl)-5-(tert-butyl)-4-hydroxyphenyl), 6-octyl-2-(4-(4,6-di([1,1′

-biphenyl ]-4-yl)-1,3,5-triazin-2-yl)-3-hydroxyphenoxy)propanoate and trioctyl 2,2′

,2″

-(((1,3,5-triazine-2,4,6-triyl) tris(3-hydroxybenzene-4,1-diyl))tris(oxy)) tripropanoate.

14. The polymer composition of claim 1, wherein the UV-chromophore is selected from the group consisting of a benzotriazole and a triazine.

15. The polymer composition of claim 1 having a polydispersity index of about 1.5 or less.

16. The polymer composition of claim 1 having a polydispersity index of about 1.2 or less.

17. The polymer composition of claim 1 wherein said polymer composition is the reaction product of a polyglycerol ester and a UV-chromophore having a functional group suitable for covalent attachment to said polyglycerol ester.

18. The polymer composition of claim 1 wherein said polymer composition is substantially free of hyperbranched ultraviolet radiation absorbing polymers.

19. A composition comprising a cosmetically acceptable topical carrier and a polymer composition comprising a linear ultraviolet radiation absorbing polyether that comprises a chemically covalently bound UV-chromophore and that comprises a backbone having glyceryl repeat units.