ORGANOFUNCTIONALIZED SILICONE RESINS 19 Formulation 3: Prototype Sunscreen Composition Material Amount (%) A. Water 77.58 Tetrasodium EDTA 0.05 Phenoxyethanol & methylparaben & butylparaben & ethylparaben & propylparaben 0.80 Magnesium aluminum silicate 0.25 Ester* 7.00 Octyl methoxycinnamate 7.00 Octyl salicylate 3.00 Benzophenone - 3 3.00 Acrylates/%o_3o alkyl acrylate crosspolymer 0.30 Carbomer 0.15 Sorbitan oleate 0.20 Fragrance 0.12 Triethanolamine 99% 0.55 n. C. Procedure: 1. Heat water of Phase A to 75øC. Add remaining ingredients in order with moderate propeller agitation, making sure all parabens have dissolved. Mix for 15 min, while cooling to 50øC. 2. Combine Phase B with sweep agitation at ambient temperature. Mix until smooth "paste" is obtained. 3. Add Phase B at RT to Phase A (at 50øC) with rapid propeller agitation. Mix for 30 min or longer to ensure that polymers are completely dispersed. 4. Cool with moderate agitation to 45øC. Add Phase C to batch with moderate propeller agita- tion. Mix for 10 min. 5. Add Phase D to batch at 40øC. Mix with moderate agitation for 20 min. Cool to RT. * Three formulations were prepared using either dilauryltrimethylolpropane siloxysilicate, diisostearyltri- methylolpropane siloxysilicate, or octyl palmitate. Formulation 4: Prototype Lipstick Composition Material Amount (%) A. Castor oil Silicone ester resin* Propypylparaben Candelilla wax Carnauba wax White beeswax Ozokerite wax Tocopherol B. D&C Red no. 6 Barium Lake (40% C.O. Colormix) D&C Red no. 7 Calcium Lake (40% C.O. Colormix) Titanium dioxide (60% C.O. Colormix) C. Berry flavor 41.85 20.00 0.10 6.OO 2.00 4.5O 2.50 0.05 7.00 7.00 9.OO 1.00 Procedure: 1. Combine Phase A and heat with agitation to 85-90øC. Mix at temperature for 15 min. 2. Cool to 75øC. Add Phase B with agitation. Mix for 30 min, avoiding aeration. Add Phase C to Phase AB with agitation and mix for 10 min pour into molds at 75øC. * Two products were prepared using eiher dilauryltrimethylolpropane siloxysilicate or dilisostearyltrimeth- ylolpropane siloxysilicate. ACKNOWLEDGMENTS The authors gratefully acknowledge the contributions of F. Traver, D. Johnson, and P.
20 JOURNAL OF THE SOCIETY OF COSMETIC CHEMISTS Miranda for synthesizing the various organomodified siloxysilicate resins utilized in these evaluations, and of R. Thimineur for his initial substantivity evaluations employ- ing spray-rinse techniques. REFERENCES (1) (2) (3) (4) (5) (6) (7) (8) (9) (10) (11) (12) (13) (14) (15) (16) (i7) (i8) (19) (20) (21) (22) (23) (24) (25) (26) (27) Skin protectant products for over-the-counter use: Tentative final monograph proposed rule, Federal Register, Vol. 48, No. 32, p. 6820, February 15, 1983. Skin protectant products for over-the-counter human use: Diaper rash products proposed rule, Federal Register, Vol. 55, No. 119, p. 25204, June 20, 1990. I. Van Reeth and A. Wilson, Understanding factors which influence permeability of silicones and their derivatives, Cosmet. Toiletr. 109, 87-92 (1994). H. M. Klemisch, "Personal Care Applications," in The Analytical Chemistry of Silicones, Vol. 112, A. Lee Smith, Ed. (John Wiley & Sons, New York, 1991), pp. 117-132. R. Y. Lochhead, The history of polymers in hair care (1940-present), Cosmet. Toiletr. 103, 23-61, (1988). H. C. Geen, US 2,826,551, Nontangling shampoo, assignee: Simonize Co., March 11, 1958. A. DiSapio, Presentation at the Society of Cosmetic Chemists Annual Meeting, New York, December 1994. A.J. DiSapio, Silicones in personal care: An ingredient revolution, DCI, 154, 29 (1994). A.J. DiSapio, The evolution of silicones: Versatile alternatives to hydrocarbons, Soap, Cosmet., Chem. Spec., 50, (Sept. 1994). M. Starch and C. DeVries, Dimethicone copolyol compounds and their contribution to diminish irritation effects on the rabbit eye, Parj•um. Kosmet., 67, 148, (1986). V. Powell and R. Thimineur, New developments in alkyl silicones, Cosmet. Toiletr., 108, (1993). J. Imperante and A.J. O'Lenick, Jr., US 5,115,049, Fatty carboxylic silicone amine salts, assignee: Siltech Inc., May 19, 1992. A. J. O'Lenick, Jr., US 5,070,171, Phosphated silicone polymers, assignee: Siltech Inc., December 3, 1991. A.J. O'Lenick, Jr., and J. K. Parkinson, US 5,091,493, Silicone phosphobetaines, assignee: Siltech Inc., February 25, 1992. A.J. O'Lenick, Jr., US 5,100,956, Silicone protein polymers, assignee: Siltech Inc., March 31, 1992. A. DiSapio and P. Fridd, Silicones: Use of substantive properties on skin and hair, Int. J. Cosmet. Sci., 10, 75-89, (1988). A. Castrogiovanni, S. Barone, A. Krog, M. McCulley, and J. Callelo, US 5,505,937, Cosmetic com- positions with improved transfer resistance, assignee: Revlon Consumer Product Corp., April 9, 1996. A. Castrogiovanni, S. Barone, A. Krog, M. McCulley, and J. Callelo, EP 602905 A2, Cosmetic compositions for skin and lips providing good transfer resistance, assignee: Revlon Consumer Product Corp., June 22, 1994. B. K. Thayer and F.J. Traver, US 4,725,658, Novel silicone-ester waxes, assignee: General Electric Co., February 16, 1988. R. Thimineur, F. Traver, and V. VanValkenburgh, US 5,334,737, Liquid silicone esters, assignee: General Electric Co., August 1994. R. L. Wells, WO 92/10162, Shampoo compositions with silicone cationic organic polymeric condi- tioning agents, assignee: The Proctor & Gamble Co., June 25, 1992. A.J. O'Lenick, Jr., US 5,051,489, Novel silicone waxes, assignee: Siltech Inc., September 24, 1991. M. E. Snyder, R. E. Bolich, Jr., D. M. Stentz, D. S. Cobb, and V. J. Kowasniewski, EP 240,350 B1, Hair care composition contains rigid silicone polymer in volatile carrier, to improve style retention without loss of dry hair properties, assignee: The Proctor & Gamble Co., June 28, 1995. G.V. Scott and C. R. Robbins, Stiffness of human hair fibers, J. Soc. Cosmet. Chem., 29, 469-485 (1978). M.L. Garcia and J. Diaz, Combability measurements on human hair, J. Soc. Cosmet. Chem., 27, 379-398 (1976). C. R. Robbins and R. J. Crawford, A method to evaluate hair body, J. Soc. Cosmet. Chem., 35, 369-377 (1984). M.D. Berthiaume, Silicones in hair fixatives and finishing products--A brief review, DCI, 156, 60 (1995).
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