Alkyl group-substituted organopolysiloxane gels
AssigneeWacker Chemical Corporation
InventorBryan E. Fry
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AssigneeWacker Chemical Corporation
InventorBryan E. Fry
Estimating the term…
Organopolysiloxane gel products having a variety of physical forms and which produce a silky feel when applied to the skin are prepared by reacting an unsaturated organopolysiloxane resin, an Si—H functional organosiloxane crosslinker bearing pendant hydrido functionality, a C4 or higher unsaturated hydrocarbon, and optionally, an unsaturated hydrophile component. Products ranging from viscous liquids, creamy gels, pastes, and soft powders may be obtained. The products are highly useful in formulating cosmetic and pharmaceutical products.
A process for the preparation of a gel composition, said process comprising:
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Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with…
Dispersions; Emulsions: gels
Containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus: organosilicon compounds
Polysiloxanes: containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
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1. Field of the Invention
The present invention pertains to oleaginous alkyl group-substituted silicone gels, processes for their preparation, and use thereof.
2. Background Art
A series of gels were produced employing Procedures A, B, and C. The materials used, their amounts, and the properties of the gels produced are reproduced in Tables 1 and 2 below. Example C7 is a Comparative Example employing no unsaturated alkene. 1 TABLE 1 ALKYL ELASTOMER GEL FORMULATIONS Example: 1 2 3 4 5 6 Oleaginous Component1 74.9 74.9 69.9 69.9 69.9 67 Unsaturated Organopolysiloxane 16.96 15.96 15.56 15.76 15.96 13.73 Resin (% wt)2 Si-H Functional Crosslinker3 2.99 3.99 4.39 4.19 3.99 13.73 1-octadecene 5 5 10 10 10 5.5 Catalyst OL4 0.0500 0.0500 0.0500 0.0500 0.0500 0.0500 F950A5 0.10 0.10 0.10 0.10 0.10 0 Batch Size (g) 450 3700 450 450 450 450 Initial % H 0.0152 0.0203 0.0224 0.0214 0.0203 0.07 Mol Alkyl Vi/mol H 1.30 0.91 1.65 1.73 1.82 0.29 Mol Resin Vi/mol H 0.74 0.53 0.47 0.49 0.53 0.13 Viscosity (cP) 92000 504000 284000 190,000,000 101000 — Characteristics slimy gel pasty creamy thick slime stringy soft6 powder % H (final) 0.0038 0.0050 0.011 0.0018 0.0028 0.037 Procedure Used (A, B, or C) A A A A A C 1CM040, volatile cyclic dimethylsiloxane available from Wacker Silicones, Adrian, MI; 2MQ resin 804, Wacker Silicones; 3EL Crosslinker 525, Wacker Silicones; 4Platinum hydrosilylation catalyst, Wacker Silicones; 5mercaptopropyl silsesquioxane; 62x through a 3-roll mill.
2 TABLE 2 ALKYL ELASTOMER GEL FORMULATIONS Example: C7 7 8 9 10 11 12 Oleaginous Component1 78.7 70.0 73.0 70.4 67.0 67.0 67.0 Unsaturated Organopolysiloxane 15.3 9.77 12.57 14.02 10.22 10.22 13.74 Resin (% wt)2 Si-H Functional Crosslinker3 5.9 13.49 8.38 9.83 15.73 15.73 5.50 1-octadecene 0 6.7 6 5.7 7 7 13.74 Catalyst OL4 0.0544 0.0500 0.0500 0.0500 0.0500 0.0500 0.0300 F950A5 — 0 0 — — — — Batch Size (g) 423 450 450 450 450 450 3700 Initial % H 0.0301 0.0688 0.0427 0.0501 0.0802 0.0802 0.0700 Mol Alkyl Vi/mol H 0 0.36 0.52 0.42 0.32 0.32 0.29 Mol Resin Vi/mol H 0.34 0.10 0.20 0.19 0.09 0.09 0.13 Viscosity (cP) — low 650 — — — — Characteristics chunky, separated powder6 powder6 soft powder6 soft powder6 soft powder6 soft powder6 % H (final) — 0.035 0.009 0.028 0.047 0.051 0.046 Procedure Used (A, B, or C) A C C B B C B 1CM040, volatile cyclic dimethylsiloxane available from Wacker Silicones, Adrian, MI; 2MQ resin 804, Wacker Silicones; 3EL Crosslinker 525, Wacker Silicones; 4Platinum hydrosilylation catalyst, Wacker Silicones; 5mercaptopropyl silsesquioxane; 62x through a 3-roll mill.
An unsaturated amide was prepared by mixing 80 g hexamethylenediamine, 43 g water, and 50 g octanoic acid, heating to 225° C., and holding for 2 hours in a glass reactor fitted with a trap. The reactor was allowed to cool, and the trap emptied. The reactor was heated to 220° C. under vacuum to remove unreacted hexamethylenediamine, cooled, and the trap again emptied. 93 g undecyclenic acid was added and the reactor heated to 225° C. for 2 hours. The trap was again emptied, and the reactor heated to 225° C. under vacuum for 2 hours to remove excess acid. The product is the undecyclenic acid/octanoic acid diamide of hexamethylenediamine.