Mixed esters of dicarboxylic acids for use as pigment dispersants
OwnerRonald J. Smith, Maria K. Smithinventors
Life of this patent
Estimating the term…
Loading patent…
OwnerRonald J. Smith, Maria K. Smithinventors
Estimating the term…
Novel mixed esters of dicarboxylic acids with monohydric fatty alcohols and propoxylated fatty alcohols show unexpected superior properties as pigment dispersants, especially for inorganic pigments used in foundations, make-ups, lipsticks and physical sunscreens. The compounds of the present invention show superior pigment wetting and dispersing properties, as demonstrated by their ability to form fluid, very high-solids dispersions, while exhibiting unusual emolliency and gloss formation. The novel compounds of this invention have the following structural formula: wherein R1 is has the structural formula: wherein: R4 is a saturated or unsaturated, substituted or unsubstituted aliphatic moiety containing from 4 to 24 carbon atoms; X is an integer from 3 to 30; R2 is a saturated or unsaturated, substituted or unsubstituted aliphatic moiety which contains from 4 to 40 carbon atoms; and R3 is a saturated or unsaturated, straight chain or branched chain aliphatic moiety containing from 12 to 24 carbon atoms. The preferred compounds are Octyldodecyl PPG-3 Myristyl Ether Dilinoleate and Isostearyl PPG-4 Butyloctyl Ether Dilinoleate.
A compound of the following structural formula:
The compound Isostearyl PPG-4 Butyloctyl Ether Dilinoleate.
A cosmetically acceptable topical composition comprising
A method of dispersing an amount of an inorganic micronized pigment in a topical composition containing water and a cosmetically effective amount of at least one active ingredient selected from the group consisting of organic sunscreens, physical sunscreens, self tanning agents, pigments, opacifying agents, moisturizers, film formers, thickening agents, emulsifiers, conditioning agents and deodorant actives comprising:
Dependencies are inferred from the claim text.
From the US filing history. Foreign family members aren’t listed.
No references of this kind are recorded.
Containing oxygen: derivatives containing from 2 to 10 oxyalkylene groups
Make-up preparations; Body powders; Preparations for removing make-up: preparations containing skin colorants, e.g. pigments
Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom: dicarboxylic acid esters…
Medicines and medical preparations
Term ended 8 Dec 2023 (estimated)
Drawings are temporarily unavailable. Open the PDF at USPTO
The present invention relates to novel mixed esters of polypropoxylated fatty alcohols and monohydric fatty alcohols with dicarboxylic fatty acids. These compounds exhibit unique pigment dispersion, emolliency and gloss-imparting properties. The fatty mixed esters of the present invention are particularly useful in the formulation of make-ups and other pigmented products, lotions, lipsticks, cold creams, skin moisturizers, sunscreen lotions, topical pharmaceutical products and cleansing creams. The present invention further relates to topical preparations incorporating the fatty mixed esters of the present invention.
A diverse range of formulations useful in personal care and pharmaceutical applications utilize inorganic pigments and other micronized inorganic oxides, such as physical sunscreen ingredients. Typically, these finely divided particulate products are dispersed within formulations by mixing, using either low-shear or high-shear methods. In order to make stable, cosmetically acceptable products, uniform dispersions must be produced, with all particles wetted out and which remain in suspension over a period of time without settling, jelling or agglomerating. Producing such stable suspensions has proved to be a challenge, although some successes have been achieved.
For example, U.S. Pat. No. 5,116,604 to Fogel describes the use of neopentanoate esters, in particular isoarchidyl neopentanoate, as cosmetic emollients for sunscreen products. U.S. Pat. No. 5,716,602 to Ulck describes sunscreens formulated to include a water resistance agent and an insect repellent. One form has in it an aqueous emulsion DEET, a sunscreen agent, an anionic surfactant, an alkylated PVP, and octyldodecyl neopentanoate. Both Fogel and Ulck use Octyldodecyl Neopentanoate.
The novel compounds of this invention are particularly useful in wetting and dispersing pigments, including such pigments as metallic oxides. The novel mixed esters of this invention are produced by the reaction of propoxylated fatty alcohols and monohydric fatty alcohols with dicarboxylic fatty acids. Preferably, the propoxylated fatty alcohols have a carbon chain length between 4 and 24 carbon atoms and a degree of propoxylation between 3 and 30, and most preferably between 3 and 15 units of propylene oxide.
It is additionally preferred that the diacid used in this invention is an aliphatic diacid having a carbon chain length between 4 and 40. The preferred fatty alcohols are chosen from a group having a carbon chain length between 12 and 24.
A preferred aliphatic diacid is dilinoleic acid and preferred propoxylated fatty alcohols are myristyl alcohol and butyloctanol. Preferred monohydric fatty alcohols are octyldodecanol and isostearyl alcohol.