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j. Soc. Cosmet. Chem., 37, 225-231 (July/August 1986) Acid stable dibenzylidene sorbitol gelled clear solid antiperspirant formulations: I T. SCHAMPER, M. JABLON, M. H. RANDHAWA, A. SENATORE, and J. D. WARREN, Shulton Research Division, American Cyanamid Company, 697 Route 46, Clifton, N•I 07015. Received December 4, 1985. Synopsis The stability of clear, solid antiperspirant formulations gelled with dibenzylidene sorbitol was investigated. It was found that the choice of glycol or alcohol solvent had a minor effect on product stability. A major enhancement of stability was achieved by incorporating acetamide MEA, methenamine, or zinc acetate, alone or in combination, as stabilizing agents. Using these materials, products have been prepared that are stable for over a year at 45 ø C. INTRODUCTION Antiperspirant formulators have been trying to prepare clear solid antiperspirants with the aesthetic application properties of stearate gelled alcohol/glycol stick deodorants for many years. The advantages of the stearate stick deodorant application aesthetics are clarity, ease of application, cool and refreshing feel on application, lack of powdery residue, and non-greasy feel. However, the known chemical incompatibility of the acidic antiperspirant salts with sodium stearate prevents the successful formulation of products. In addition, neutral or basic aluminum salts, although compatible with so- dium stearate, are known not to produce highly efficacious products. The publication of US patents 4154816 (1) in 1979 and 4346079 (2) in 1982 by Roehi (assigned to Naarden) discloses the possibility of producing a clear solid antiperspirant with the aesthetics of a deodorant. Roehl's patents describe the gellation of glycols containing acidic aluminum antiperspirant salts with dibenzylidene sorbitol (DBS) to give clear solid antiperspirant formulations. DBS (Figure 1) is not a new chemical. Thomas and Sibi reported the condensation product of benzaldehyde and sorbitol in 1926 (3). The structures of the three condensa- tion products between benzaldehyde and sorbitol (mono: 2,4-benzylidene sorbitol di: 1,3:2,4-dibenzylidene sorbitol (DBS) and tri: 1,3:2,4:5,6-tribenzylidene sorbitol) were reported in the 40s and 50s (4-10). The thermodynamically unfavored 2,4:3,5- dibenzylidene sorbitol was reported in the 60s (11, 12). Kinetic data on the condensa- tion reaction was also reported in the 60s (13, 14). A NMR paper (15) in 1976 dis- closed the solution structures of the di and tri benzylidene sorbitols. DBS is an excellent gelling agent for organic solvents. Numerous patents have been issued for products utilizing this feature. DBS is an unusual gelling agent because it is a relatively small, compact neutral molecule with a molecular weight of 358 daltons. This contrasts to the high molecular weights of the usual polymeric gelling agents. 225
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