IP Library Granted Patent US 8,986,661
Granted Patent B2
US 8,986,661 · App. 13/578,534 · Granted Mar 24, 2015

Sun protection compositions

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Quick Facts
Patent No.
US 8,986,661
App. No.
13/578,534
Granted
Mar 24, 2015
Kind
B2
Abstract

The invention relates to sun protection compositions for application on the skin, containing special polyurethanes and special sun filter combinations, and to the use of said polyurethanes and sun filter combinations for producing sun protection products.

Claims (45)

1. A sun protection composition comprising at least one polyurethane urea obtained by

A) preparing water-insoluble, non-water-dispersible, isocyanate-functional polyurethane prepolymers A) from

A1) organic polyisocyanates,

A2) polymeric polyols with number-average molecular weights of from 400 to 8000 g/mol, determined by gel permeation chromatography relative to polystyrene standard in tetrahydrofuran at 23° C. and OH functionalities of 1.5 to 6,

A3) optionally hydroxy-functional compounds with molecular weights of 62 to 399 g/mol, and

A4) optionally nonionic hydrophilizing agents,

and

B) then reacting some or all of their free NCO groups with at least one amino-functional compound B), comprising at least one amino-functional compound B2) which comprises one or more ionic and/or ionogenic groups,

wherein the at least one polyurethane urea is dispersed in water during or after step B), wherein the isocyanate-functional polyurethane prepolymers A) have a content of ionic and ionogenic groups below 1 milliequivalent per 100 g of polyurethane prepolymers, and

wherein said sun protection composition comprises a total of 16 to 35% by weight of one or more sun protection filter substances, based on the total weight of said sun protection composition, and at least one of said sun protection filter substances is octocrylene which is present in an amount of from 4 to 12% by weight, based on total weight of said sun protection composition, wherein the at least one polyurethane urea has repeat units containing urea groups, which are formed in the reaction of the isocyanate-functional prepolymers A) with the at least one amino-functional compound B), and wherein the sun protection composition has a Sun Protection Factor (SPF) boosting effect.

2. The sun protection composition as claimed in claim 1 , wherein said sun protection filter substances comprise one or more UV-A filters, UV-B filters, broadband filters and/or physical filters.

3. The sun protection composition as claimed in claim 1 , wherein said sun protection composition comprises a total of 20 to 35% by weight of said sun protection filter substances, based on total weight of said sun protection composition.

4. The sun protection composition as claimed in claim 1 , wherein said sun protection composition comprises octocrylene in an amount of from 6 to 12% by weight based on total weight of said sun protection composition.

5. The sun protection composition as claimed in claim 1 , wherein said sun protection composition comprises a sun protection factor of at least 15 as measured in accordance with the SPF test method.

6. The sun protection composition as claimed in claim 1 , wherein said amino-functional compound B) further comprises at least one amino-functional compound B1) which comprises no ionic and/or ionogenic groups.

7. The sun protection composition as claimed in claim 1 , wherein said prepolymers A) are obtained by reacting at least one polyol selected from the group consisting of polyether polyols, polycarbonate polyols, polyether-polycarbonate polyols and/or polyester polyols, and polyisocyanates.

8. The sun protection composition as claimed in claim 1 , wherein said at least one polyurethane urea comprises at least one sulphonic acid and/or sulphonate group.

9. The sun protection composition as claimed in claim 1 , wherein said sun protection filter substances comprise at least one dibenzoylmethane derivative.

10. A method for preparing a cosmetic sun protection composition comprising mixing (i) at least one polyurethane urea obtained by

A) preparing water-insoluble, non-water-dispersible, isocyanate-functional polyurethane prepolymers A) from

A1) organic polyisocyanates,

A2) polymeric polyols with number-average molecular weights of from 400 to 8000 g/mol, determined by gel permeation chromatography relative to polystyrene standard in tetrahydrofuran at 23° C. and OH functionalities of 1.5 to 6,

A3) optionally hydroxy-functional compounds with molecular weights of 62 to 399 g/mol, and

A4) optionally nonionic hydrophilizing agents,

and

B) then reacting some or all of their free NCO groups with at least one amino-functional compound B), comprising at least one amino-functional compound B2) which comprises one or more ionic and/or ionogenic groups, and (ii) a total of 16 to 35% by weight of one or more sun protection filter substances, based on total weight of said sun protection composition, wherein the at least one polyurethane urea is dispersed in water during or after step B), wherein the isocyanate-functional polyurethane prepolymers A) have a content of ionic and ionogenic groups below 1 milliequivalent per 100 g of polyurethane prepolymers, and

wherein one of said sun protection filter substances is octocrylene which is present in an amount of from 4 to 12% by weight, based on total weight of the sun protection composition, and

wherein the at least one polyurethane urea has repeat units containing urea groups, which are formed in the reaction of the isocyanate-functional prepolymers A) with the at least one amino-functional compound B), and wherein the sun protection composition has a SPF-boosting effect.

11. A cosmetic method for protecting skin against negative effects of solar radiation, comprising applying a composition comprising at least one polyurethane urea obtained by

A) preparing water-insoluble, non-water-dispersible, isocyanate-functional polyurethane prepolymers A) from

A1) organic polyisocyanates,

A2) polymeric polyols with number-average molecular weights of from 400 to 8000 g/mol, determined by gel permeation chromatography relative to polystyrene standard in tetrahydrofuran at 23° C. and OH functionalities of 1.5 to 6,

A3) optionally hydroxy-functional compounds with molecular weights of 62 to 399 g/mol, and

A4) optionally nonionic hydrophilizing agents,

and

B) then reacting some or all of their free NCO groups with at least one amino-functional compound B), comprising at least one amino-functional compound B2) which comprises one or more ionic and/or ionogenic groups, and a total of 16 to 35% by weight of one or more sun protection filter substances, based on the total weight of the composition, to skin, wherein the at least one polyurethane urea is dispersed in water during or after step B, wherein the isocyanate-functional polyurethane prepolymers A) have a content of ionic and ionogenic groups below 1 milliequivalent per 100 g of polyurethane prepolymers, wherein at least one of said sun protection filter substances is octocrylene which is present in an amount of from 4 to 12% by weight, based on the total weight of the composition, and

wherein the at least one polyurethane urea has repeat units containing urea groups, which are formed in the reaction of the isocyanate-functional prepolymers A) with the at least one amino-functional compound B), and wherein the sun protection composition has a SPF-boosting effect.

12. The cosmetic method as claimed in claim 11 , wherein said composition, following application to the skin, at least partially remains on said skin.

13. The sun protection composition as claimed in claim 1 , wherein said sun protection composition comprises a sun protection factor of at least 20 as measured in accordance with the SPF test method.

14. The sun protection composition as claimed in claim 1 , wherein the at least one amino-functional compound B2) which comprises one or more ionic and/or ionogenic groups is 2-(2-aminoethylamino)ethanesulphonic acid and/or a salt thereof.

15. The sun protection composition as claimed in claim 6 , wherein the at least one amino-functional compound B1) which comprises no ionic and/or ionogenic groups is a diamine which comprises no ionic and/or ionogenic groups.

16. The sun protection composition as claimed in claim 8 , wherein said sulphonic acid and/or sulphonate group is a sodium sulphonate group.

17. The sun protection composition as claimed in claim 9 , wherein said dibenzoyl methane derivative is 4-(t-butyl)-4′-methoxydibenzoylmethane.

18. The sun protection composition as claimed in claim 1 , wherein said sun protection composition comprises 0.1 to 20% by weight of the at least one polyurethane urea based on the total weight of the composition.

19. The sun protection composition as claimed in claim 1 , wherein said sun protection composition comprises octocrylene in an amount of from 8 to 11% by weight based on total weight of said sun protection composition.

Assignments (4)
CHANGE OF NAME Recorded Apr 6, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038370/0892 →
CHANGE OF NAME Recorded Mar 21, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038188/0842 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2016
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER MATERIALSCIENCE AG
Reel/Frame 038045/0298 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2014
From: VAILA, SOPHIE; DOERR, SEBASTIAN; HOFACKER, STEFFEN
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 034553/0929 →