IP Library Granted Patent US 8,722,024
Granted Patent B2
US 8,722,024 · App. 13/256,019 · Granted May 13, 2014

Ester gels, methods of manufacture, and uses thereof

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Quick Facts
Patent No.
US 8,722,024
App. No.
13/256,019
Granted
May 13, 2014
Kind
B2
Abstract

Gels of isopropyl esters of fatty alcohols that include a dimethyl/methylhydrogensiloxane copolymer, a silanol-terminated PDMS or an ethenyl-terminated PDMS, and a hydride functional siloxane. Also provided are methods for making the gels and articles containing them.

Claims (12)

1. A clear gelled isopropyl ester of a C2-C20 fatty acid prepared by the process of reacting a bis-vinyldimethicone/dimethicone copolymer with (i) either a silanol-terminated PDMS or an ethenyl-terminated PDMS and (ii) a hydride functional siloxane in the presence of the isopropyl ester of a C2-C20 fatty acid and a catalyst comprising platinum or tin to obtain the clear gelled ester.

2. A composition comprising the clear gelled ester of claim 1 and further comprising at least one additional component selected from any one or more of the following groups: (i) water-immiscible materials selected from the group consisting of volatile silicones, volatile paraffinic hydrocarbons, non-volatile silicones, non-volatile paraffinic hydrocarbons, cosmetically-acceptable esters, lanolin and derivatives thereof, glyceryl esters of fatty acids or triglycerides, fluorinated oils and Guerbet esters; (ii) film forming polymers, including silicone-containing and non-silicone polymers, the latter comprised of polymerized ethylenically unsaturated monomers either alone or in combination with one or more organic moieties; (iii) plasticizers; and (iv) viscosity modifiers.

3. A composition comprising the clear gelled ester of claim 1 and further comprising at least one additional component selected from either or both the following groups: (i) water-immiscible materials selected from the group consisting of volatile silicones, volatile paraffinic hydrocarbons, non-volatile silicones, non-volatile paraffinic hydrocarbons, cosmetically-acceptable esters, lanolin and derivatives thereof, glyceryl esters of fatty acids or triglycerides, fluorinated oils and Guerbet esters; and (ii) film forming polymers, including silicone-containing and non-silicone polymers, the latter comprised of polymerized ethylenically unsaturated monomers either alone or in combination with one or more organic moieties.

4. A composition comprising the clear gelled ester of claim 1 and further comprising at least one sunscreen or sunblock.

5. The composition of claim 4 wherein the sunscreen or sunblock is selected from the group consisting of: p-aminobenzoic acid up to 15%; avobenzone up to 3%; cinoxate up to 3%; dioxybenzone up to 3%; homosalate up to 15%; menthyl anthranilate up to 5%; octocrylene up to 10%; octylmethoxycinnamate, up to 7.5%; octyl salicylate up to 5%; oxybenzone up to 6%; padimate-O up to 8%; phenylbenzimidazole sulfonic acid up to 4%; sulisobenzone up to 10%; titanium dioxide up to 25%; trolamine salicylate up to 12%; and zinc oxide up to 25% wherein all % are recited in percentage by weight.

6. A composition comprising the clear gelled ester of claim 1 and further comprising at least one skin care active ingredient selected from the group consisting of: anti-inflammatory agents, humectants, skin bleaching agents, a skin soothing agents, antioxidants, vitamins, exfoliants, anti-ageing compounds, antimicrobial agents, and anti-acne ingredients.

7. A method of thickening an isopropyl ester of a C2-C30 fatty acid, the method comprising the step of reacting: (i) a bis-vinyldimethicone/dimethicone copolymer, with (ii) either a silanol-terminated PDMS or an ethenyl-terminated PDMS, and (iii) a hydride functional siloxane, in the presence of (iv) a catalyst selected from the group consisting of platinum and tin and the ester.

8. The method of claim 7 wherein the ester and components (i), (ii), and (iii) are first combined to form a first combination, whereafter the catalyst is combined with the first combination.

9. The method of claim 7 wherein the hydride functional siloxane is a hydride-terminated methylhydrosiloxane/dimethylsiloxane copolymer.

10. The method of claim 9 wherein the hydride-terminated methylhydrosiloxane/dimethylsiloxane copolymer includes from about 15 to 50 mole percent of methylhydrosiloxane.

11. The method of claim 10 where the catalyst is platinum.

12. The method of claim 7 where the isopropyl ester of a C2-C30 fatty acid is selected from the group consisting of isopropyl palmitate, isopropopyl myristate and isopropyl isostearate.

Assignments (6)
PATENT SECURITY AGREEMENT Recorded Sep 4, 2025
From: VANTAGE SPECIALTIES, INC.; VANTAGE SPECIALTY CHEMICALS, INC.; VANTAGE SPECIALTY INGREDIENTS, INC.
To: APOLLO ADMINISTRATIVE AGENCY LLC, AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT
Reel/Frame 072801/0720 →
TERMINATION AND RELEASE OF FIRST LIEN SECURITY INTEREST IN PATENTS RECORDED AT REEL 060072, FRAME 0662 Recorded Aug 29, 2025
From: MORGAN STANLEY SENIOR FUNDING, INC., AS COLLATERAL AGENT
To: JEEN INTERNATIONAL CORP.
Reel/Frame 072765/0290 →
TERMINATION AND RELEASE OF SECURITY INTEREST RECORDED AT REEL 060072, FRAME 0686 Recorded Mar 13, 2023
From: MORGAN STANLEY SENIOR FUNDING, INC.
To: JEEN INTERNATIONAL CORP.
Reel/Frame 063071/0912 →
PATENT SECURITY AGREEMENT Recorded May 16, 2022
From: JEEN INTERNATIONAL CORP.
To: MORGAN STANLEY SENIOR FUNDING, INC.
Reel/Frame 060072/0662 →
PATENT SECURITY AGREEMENT Recorded May 16, 2022
From: JEEN INTERNATIONAL CORP.
To: MORGAN STANLEY SENIOR FUNDING, INC.
Reel/Frame 060072/0686 →
NUNC PRO TUNC ASSIGNMENT Recorded Feb 6, 2022
From: MATEU, JUAN R.; PERLE, ADAM
To: JEEN INTERNATIONAL CORP.
Reel/Frame 058901/0172 →