Eusolex UV-Pearls Unique process



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Eusolex UV-Pearls

Eusolex UV-Pearls Unique process 2 Hydrolysis OR OR RO- Si - OR +H 2 O RO- Si- OH R-OH 1 Emulsification Oil phase: Monomer + UV filters Water OR OR + OR RO- Si- OR OR R-OH OSiR 3 OSiR 3 OSiR 3 RO - Si- O- Si- O- Si- OR n OSiR 3 OSiR 3 OSiR 3 3 interfacial polycondensation Schematic representation of the polycondensation reaction to form the threedimensional shell of Eusolex UV-Pearls consisting of SiO 2 tetrahedrons. March 2008 Page 2

Eusolex UV-Pearls Three-dimensional shell Loading, i.e. UV Filter content ~ 40 % Particle size ~1.0 µm White, aqueous suspension of capsules March 2008 Page 3

General performance delivered by encapsulation Hydrophobic UV filters now available for the water phase Easy incorporation in formulation, excellent solubility Improved skin feeling of formerly tacky ingredients High physical integrity thanks to stable encapsulation system (ultraturrax, pressure, temperature etc.) Reduced percutaneous penetration dermal uptake studies: in vivo (photo-acoustics), in vitro (differential stripping, membrane model), ex vivo (human epidermal uptake) March 2008 Page 4

Eusolex UV-Pearls vs General UV filter requirements Safe for use toxicological dossiers of the encapsulated UV filters well known Easy handling Excellent solubility Nice skin feeling Photostable systems Compliance with regulations just addition to the water phase easy incorporation of up to 20 25 % of the suspension no direct skin contact with tacky UV filters due to encapsulation thanks to physical separation of OMC and BMDBM e.g. Colipa ratio for appropriate UVA protection feasible March 2008 Page 5

Eusolex UV-Pearls vs General UV filter requirements Safe for use More than safe Easy handling Excellent solubility Nice skin feeling Photostable systems Compliance with regulations toxicological dossiers of the encapsulated UV filters well known Sunglasses for the Skin prevent direct skin contact of UV filters just addition to the water phase easy incorporation of up to 20 25 % of the suspension no direct skin contact with tacky UV filters due to encapsulation thanks to physical separation of OMC and BMDBM e.g. Colipa ratio for appropriate UVA protection feasible March 2008 Page 6

Portfolio dispersions with encapsulated UV filters Eusolex UV-Pearls B-O, Item no. 130804 INCI: Water (for EU: Aqua), Octocrylene, Butyl Methoxydibenzoylmethane, Silica, PVP, Phenoxyethanol, Chlorphenesin, Disodium EDTA Eusolex UV-Pearls B-O 2, Item no. 130806 INCI: Water (for EU: Aqua), Octocrylene, Butyl Methoxydibenzoylmethane, Silica, PVP, Phenoxyethanol, Methylparaben, Propylparaben March 2008 Page 7

Eusolex UV-Pearls encapsulated OMC Improved photostability of OMC/BMDBM BMDBM photo-stability of the system OMC/BMDBM after UV irradiation (15 min equal to 1 MED). Blue line: 3 % BMDBM/ 7.5 % OMC (as Eusolex UV- Pearls TM ). Red line: 3 % BMDBM/ 7.5 % free OMC. Residual BMDBM in % 100,00 80,00 60,00 40,00 20,00 0,00 65.00 91.84 40.43 77.41 27.12 72.60 0 30 60 90 120 UV Irradiation (min) Conclusion: The entrapment of OMC in Eusolex UV-Pearls prevents its chemical interaction with BMDBM, leading to an overall significantly improved photo stability of the combination OMC/BMDBM. 68.40 22.02 March 2008 Page 8

Eusolex UV-Pearls in vivo SPF boost 14 12 in vivo SPF 10 8 6 4 2 In vivo SPF boost, observed in a formulation containing 10 % of the UV filter OMC. Screening involved 5 volunteers. 0 Free UV filter Eusolex UV-PearlsTM Conclusion: Eusolex UV-Pearls are able to boost the in vivo SPF in distinct formulations. March 2008 Page 9

Eusolex UV-Pearls in vivo SPF boost UV filters in O + W phase! 25 in vivo SPF International SPF Test Method, 10 volunteers 20 15 10 5 12 10 22 20 SPF to be labelled 0 10 % OCR, 2 % BMDBM 10 % OCR, 2 % BMDBM + 2 % OMC (= 5.4 % UV-Pearls) Conclusion: Eusolex UV-Pearls are able to the in vivo SPF in distinct formulations. March 2008 Page 10

New UVA/B requirements Commission of the European Communities (EC) Recommends minimum UVA PF for sunscreens in vitro preferred; reference: in vivo PPD / in vivo SPF ⅓ of labeled SPF and minimum λ crit =370 nm COLIPA* In vitro method (UVAPF) in line with EU (includes irradiation step) Ratio 3 New symbol: COLIPA RATIO = SPFlabel UVAPF *Recommendation No 21/Guideline No 20&22 March 2008 Page 11

Combination fulfills EU/COLIPA ratio 25 22 in vivo SPF SPF to be labelled in vitro UVA PF, Colipa Colipa ratio 20 20 15 λ crit =377 λ crit =376 12 10 10 5,7 6,7 5 3 1,7 0 10 % OCR, 2 % BMDBM 10 % OCR, 2 % BMDBM + 2 % OMC (= 5.4 % UV-Pearls) in vitro UVA PF according to COLIPA method 2007, N = 20 (5 plates x 4 spots), T(0.95%)<15% March 2008 Page 12

Portfolio New development Avobenzone O O C H 3 O CH CH 3 3 CH 3 Eusolex UV-Pearls B-O Encapsulated Butyl Methoxydibenzoylmethane for the water phase March 2008 Page 13

Eusolex UV-Pearls B-O B-O Butyl methoxydibenzoylmethane & Octocrylene refined in a pearl O O C H 3 O CH CH 3 3 CH 3 March 2008 Page 14

Composition of the UVA capsule Eusolex UV-Pearls B-O An aqueous dispersion with approx. 40 % UV filter ~ 9 % BMDBM (Avobenzone) ~ 31 % Octocrylene ~ 57 % Water INCI: Water (for EU: Aqua), Octocrylene, Butyl Methoxydibenzoylmethane, Silica, PVP, Phenoxyethanol, Chlorphenesin, Disodium EDTA Octocrylene acts as a solubilizer and photo stabilizes BMDBM at the same time The mixture has an intrinsic balanced protection against harmful UV-rays March 2008 Page 15

UV spectrum Eusolex UV-Pearls B-O 0,20 0,18 0,16 0,14 0,12 Abs 0,10 0,08 0,06 0,04 0,02 0,00 280 300 320 340 360 380 400 Wavelength [nm] Intrinsic Balanced protection against harmful UV-rays March 2008 Page 16

SPF and UVA performance of Eusolex UV-Pearls B-O 8 7 6 7,9 6 in vivo SPF SPF labelled in vitro UVA-PF Colipa Ratio 5 4,1 4 3 Int l SPF Test 10 volunteers 2 1 SPF to be labelled Colipa in vitro UVA-PF 1,5 Colipa ratio λ Crit. = 374 nm 0 7 % OCR, 2 % BMDBM (as capsule) March 2008 Page 17

Effect of Eusolex UV-Pearls B-O on SPF 20 18 16 14 18,6 15 12 10 8 6 11,5 10 5,8 7,9 4 2 0 MDA-S-46-02 4.25 % OCR & 0.8 % BMDBM in the oil phase 5 % Eusolex UV-Pearls B-O in the water phase MDA-S-46-05 8.5 % OCR & 1.6 % BMDBM in the oil phase 3 % Eusolex UV-Pearls B-O in the water phase in vivo SPF SPF to be labeled in vitro UVA PF March 2008 Page 18

Effect of Eusolex UV-Pearls B-O on SPF 20 18 16 14 18,6 15 12 10 8 6 11,5 10 5,8 7,9 4 2 0 MDA-S-46-02 4.25 % OCR & 0.8 % BMDBM in the oil phase 5 % Eusolex UV-Pearls B-O in the water phase MDA-S-46-05 8.5 % OCR & 1.6 % BMDBM in the oil phase 3 % Eusolex UV-Pearls B-O in the water phase Total amounts of 5.85 % OCR & 1.2 % BMDBM in formulation MDA-S-46-02 9.4 % OCR & 1.9 % BMDBM in formulation MDA-S-46-05 in vivo SPF SPF to be labeled in vitro UVA PF generate unexpectedly high SPF values. March 2008 Page 19

Encapsulated UV-Filter March 2008 Page 20

Use Level Eusolex UV-Pearls B-O Eusolex UV-Pearls B-O in finished product: 5% 7.5% 10% 15% Avobenzone Content: 0.4 0.7 0.9 1.4 Octocrylene Content: 1.6 2.3 3.1 4.7 March 2008 Page 21

Eusolex UV-Pearls B-O Less is more formulating with a minimum number of UV filters! Free UV filters in the oil phase: Avobenzone Content: 4,6 4,3 4,1 3,6 Octocrylene Content: 8,4 7,7 6,9 5,3 Regulatory aspects and patent situation, especially regarding DSM patent families EP 780119 and US 6,033,649 have to be considered! March 2008 Page 22

SENSORY ASSESSMENT of encapsulated UV filters Safe for use More than safe Easy handling Excellent solubility Nice skin feeling Photostable systems Compliance with regulations toxicological dossiers of the encapsulated UV filters well known Sunglasses for the Skin prevent direct skin contact of UV filters just addition to the water phase easy incorporation of up to 20 25 % of the suspension no direct skin contact with tacky UV filters due to encapsulation thanks to physical separation of OMC and BMDBM e.g. Colipa ratio for appropriate UVA protection feasible March 2008 Page 23

encapsulated UV filters in the water phase vs conventional UV filters in the water phase Sensory Study with 20 volunteers (female, 18-65 years) Single blind, randomized, intra-individual comparison Comparison of 2 formulations 0-2-1 0-2-2 Ingredient INCI [%] [%] A Eusolex 232 PHENYLBENZIMID AZOLE SULFONIC ACID 2,00 Triethanolamin 90% Care TRIETHANOLAMINE, AQUA (WATER) 1,10 RonaCare Ectoin ECTOIN 0,10 0,10 Glycerol GLYCERIN 3,00 3,00 Methyl-4-hydroxybenzoate METHYLPARABEN 0,15 0,15 Titriplex III D ISODIUM EDTA 0,70 0,70 Water demineralized AQUA (WATER) 39,70 42,40 B Eusolex HMS H OMOSALATE 7,00 7,00 Eusolex OCR OCTOCRYLENE 3,00 3,00 Eusolex OS ETHYLHEXYL SALICYLATE 2,00 2,00 Eusolex 9020 B UTYL METHOXYDIBENZOYLMETHANE 3,00 3,00 RonaCare AP BIS-ETHYLHEXYL HYDROXYDIMETHOXY BENZYLMAL 0,50 0,50 Eumulgin B 2 CETEARETH-20 1,20 1,20 Miglyol 8810 BUTYLENE GLYCOL DICAPRYLATE/DICAPRATE 6,00 6,00 Cetiol A 2,00 2,00 Cetiol CC 2,00 2,00 Syncrowax HGLC C18-36 ACID TRIGLYCERIDE 1,00 1,00 Antaron V-220 F PVP/EICOSENE COPOLYMER 0,30 0,30 Pemulen TR-2 ACRYLATES/C10-30 ALKYL ACRYLATE CROSSPOLYM 0,20 0,20 Propyl-4-hydroxybenzoate PROPYLPARABEN 0,05 0,05 C Eusolex UV-Pearls OMC 5,40 March 2008 Water demineralized AQUA (WATER) 25,00 20,00 Page 24

Questionnaire - Assessment 1. Appearance: Seems more glassy after Application 2. Appearance: Glossier after Application 3. Distribution: Better to distribute 4. Distribution: More whitening after Distribution 5. Distribution: Permeates faster 6. Leaves a better Skin Feeling 7. Causes a better Smoothness 8. Feels "lighter" 9. Leaves a stronger Care Effect on the Skin 10. Better Moisturization of Skin 11. Sticks more 12. Greasier 13. Cream Characteristics: More velvety 14. Cream Characteristics: More silky 15. Cream Characteristics: More pliant 16. Cream Characteristics: More oily 17. Cream Characteristics: More waxy 18. Stronger Cooling Effect March 2008 Page 25

in vivo study results UV filters in the oil phase Homosalate 7 % Octocrylene 3 % Ethylhexyl Salicylate 2 % Avobenzone 3 % Stronger Cooling Effect More waxen More glassy 15 10 Glossier Better Distribution More oily More Whitening 5 More pliant Better Permeation 0 More silky Better Skin Feeling Majority evaluated formulation with capsules to be lighter, less greasy & less sticky More velvety Greasier Better Smoothness Feels "lighter" Sticks More Stronger Care Effect Better Moisturization Spray with 2 % PBSA in water phase Spray with 5 % Eusolex UV-Pearls 2292 in water phase - corresponding to 2 % OMC March 2008 both Page 26

Eusolex UV-Pearls Positioning vs competitive UV filters Conventional UV filters for the water phase require time consuming processing (neutralization, separate phase) require ph neutral/basic values influence ionic nature gel network influence ionic nature emulsion are hygroscopic can be tacky may induce coloration may not be approved world-wide may not be recommended for W/O may have an undesirable skin feeling Eusolex UV-Pearls simple handling ph flexibility no influence on gel network no influence on formulation base odorless nice skin feeling world-wide approval colorless suitable for W/O and O/W alike may have an unpleasant smell March 2008 Page 27

Eusolex UV-Pearls Positioning vs competitive UV filters Conventional UV filters for the oil phase may have a challengeing processability may be colored may have a high melting point may be limited in their solubility may not be recommended for W/O may have patent restrictions may have an unpleasant skin feel may not be approved world-wide Eusolex UV-Pearls simple handling nice skin feeling world-wide approval colorless suitable for W/O and O/W alike March 2008 Page 28

Eusolex UV-Pearls Positioning vs competitive UV filters ZnO challengeing processability ph drift protection performance in formulation over time limited approval Eusolex UV-Pearls simple handling suitable for O/W and W/O alike nice skin feeling odorless world-wide approval March 2008 Page 29

Eusolex UV-Pearls Keywords for the formulator SIMPLE easy handling, ph flexibility, odorless, no influence on formulation base No solubility issues of Avobenzone when using Eusolex UV-Pearls B-O STABLE the UV-Pearls encapsulation system is strong against stress Avobenzone is adequately photostabilized when using Eusolex UV-Pearls B-O PLEASANT - excellent sensory profile, good skin feeling of once sticky ingredients INNOVATIVE - hydrophobic UV filters for the water phase provide new formulation possibilities and pave the way for emollients of choice March 2008 Page 30

Eusolex UV-Pearls Appealing facts for the end-user Pleasance Improved skin feeling of emulsions Low spreadibility (Face Care) Transparency after topical application Safety High reduction of percutaneous penetration Sunglasses for the Skin have a low allergy potential are less irritant provide an increased safety Modernity New formulations offer fresh choice of Day Care and Sunscreens March 2008 Page 31