POLYSILSESQUIOXANE COMPOSITIONS AND PROCESS

• US 20110020413A1
• Filed: 01/14/2010
• Published: 01/27/2011
• Est. Priority Date: 01/19/2009
• Status: Abandoned Application

• Current Assignee: Grant Industries, Inc., Nanometics LLC
• Original Assignee: Grant Industries, Inc., Nanometics LLC
• Inventors: Gormley, John, Isaacman, Steven
• Application Number:
  US12/687,186
• Publication Number:
  US 20110020413A1
• Time in Patent Office: Days
• US Class Current: 424/401
• CPC Class Codes: A61K 2800/412 Microsized, i.e. having sizes between 0.1 and 100 microns
• CPC Class Codes: A61K 2800/434 Luminescent, Fluorescent; Optical brighteners; Photosensitizers
• CPC Class Codes: A61K 2800/624 by macromolecular compounds
• CPC Class Codes: A61K 2800/651 The particulate/core comprising inorganic material
• CPC Class Codes: A61K 2800/652 The particulate/core comprising organic material
• CPC Class Codes: A61K 8/0275 Containing agglomerated particulates
• CPC Class Codes: A61K 8/19 containing inorganic ingredients
• CPC Class Codes: A61K 8/891 saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• CPC Class Codes: A61P 17/02 for treating wounds, ulcers, burns, scars, keloids, or the like
• CPC Class Codes: A61P 17/16 Emollients or protectives, e.g. against radiation
• CPC Class Codes: A61Q 19/08 Anti-ageing preparations
• CPC Class Codes: C08G 77/04 Polysiloxanes
• CPC Class Codes: C08K 5/0041 Optical brightening agents, organic pigments
• CPC Class Codes: C08L 83/04 Polysiloxanes
• CPC Class Codes: Y10T 428/2998 including synthetic resin or polymer

Abstract

Composite particles comprised of an optical agent(s) entrapped in a non-porous microparticle of polyorganosilsesquioxane to yield discrete microparticles, are provided. The optical agent is fully encapsulated in the interior of the silsesquioxane particle to impart optical properties that include absorption and emission in the ultraviolet and visible spectrum respectively, without otherwise interfering with the surface chemistry or surface properties of the particle. The use of these novel microparticles in a cosmetic or pharmaceutical composition provides a change in the optical appearance of the skin by either changing the apparent tone or hue, making the skin appear lighter, softer, or by photoluminescent brightening and/or by novel color sculpting under various light conditions.

Claims

1. A non-porous microparticle of polyorganosilsesquioxane containing an entrapped optical agent whereby the surface of the particle is essentially free of optical agents.

2. The non-porous microparticle defined in claim 1, wherein said particle is at least 0.1 micron in size, but below 100 microns in size.

3. The non-porous microparticle defined claim 2, wherein said particle is one of a plurality of said particles essentially monodispersed in size with an average particle size between at least 1 micron to about 10 microns in size and at least 90% by weight of the particles fall within this size range.

4. The non-porous microparticle defined in claim 1, wherein said optical agent is active in the visible or UV electromagnetic spectrum and selected from the group consisting of D&

C dyes, FD&

C dyes, photoluminescent nanodiamonds, photoluminescent amorphous carbon nanoparticles and fluorescent dyes.

5. The non-porous microparticle defined in claim 4, wherein said optical agent is nonionic or cationic.

6. The non-porous microparticle defined in claim 4, wherein said fluorescent dye is capable of absorption in the UV electromagnetic spectra and provides emission in the blue-green region of the visible electromagnetic spectrum.

7. The non-porous microparticle defined in claim 6, wherein said fluorescent dye is cationic.

8. The non-porous microparticle defined in claim 7, wherein said fluorescent dye is a pyrazoline dye.

9. The non-porous microparticle defined in claim 4 wherein said optical agent is a nonionic D&

C dye.

10. The non-porous microparticle defined in claim 4, wherein said optical agent is a photoluminescent nanodiamond or photoluminescent amorphous carbon particle made from detonation or non-detonation methods.

11. The non-porous microparticle defined in claim 1, wherein said optical agent is a mixture comprised of more than one ingredient active in the visible or UV electromagnetic spectrum and selected from the group consisting of D&

C dyes, FD&

C dyes, photoluminescent nanodiamonds, photoluminescent amorphous carbon nanoparticles and fluorescent dyes.

12. The non-porous microparticle defined in claim 11, wherein the optical agent is comprised of a mixture of nonionic and cationic ingredients.

13. The non-porous microparticle defined in claim 11, wherein said optical agent is a synergistic combination of D&

C Green No 6 and photoluminescent nanodiamond which provide unique optical properties not present in microparticles containing green dye or nanodiamond alone.

14. The non-porous microparticle defined in claim 11, wherein said optical agent is a synergistic combination of D&

C Red No 17 and photoluminescent nanodiamond which provide unique optical properties which are not present in microparticles containing red dye or nanodiamond alone.

15. The non-porous microparticle defined in claim 11, wherein said optical agent is a synergistic combination of photoluminescent nanodiamond and cationic fluorophore, such that the combination of optical agents broadens the emission spectrum and increases the emission intensity when compared to microparticles containing an equivalent amount of nanodiamond or cationic fluorophore alone.

16. The non-porous microparticle defined in claim 1, wherein the microparticles can convert light of higher energy to light of lower energy via photo luminescence, fluorescence and/or quantum confinement.

22. A method of altering the appearance of skin or hair of a subject in need of said treatment comprising the step of contacting said skin or hair of said subject with a personal care composition comprising an effective amount of the microparticles defined in claim 4.

27. A method of altering the appearance of synthetic fibers, plastic resins, paints, inks and coatings for producing colors and coatings to impart permanent brightening and novel color attributes, which comprises the step of incorporating as a filler in said synthetic fibers, plastic resins, paints, inks and coatings, a plurality of the particles defined in claim 1 in an effective amount to alter the appearance of the synthetic fibers, plastic resins, paints, inks and coatings for producing colors and coatings to impart permanent brightening and novel color attributes.

17. A personal care, cosmetic or pharmaceutical composition comprising about 0.1% to about 75% by weight of a plurality of non-porous microparticles of polyalkylsilsesquioxane containing an entrapped optical agent, whereby the surface of the plurality of microparticles is essentially free of optical agent, wherein the alkyl group in said polyalkylsilsesquioxane is selected from methyl, ethyl, propyl, butyl or phenyl radicals, either singly or in any combination thereof in combination with a cosmetically or pharmaceutically acceptable inert carrier or diluent.

18. The personal care, cosmetic or pharmaceutical composition defined in claim 17, selected from the group consisting of skin creams;

eye creams;

skin primers;

wrinkle correctors;

lotions;

sunscreen lotions;

after-sun lotions;

shampoos;

body rinses;

bath gels;

hair fixatives;

hair conditioners, hair serums;

nail polishes;

soaps;

hair color solutions;

mascaras;

eye shadows;

eye liners;

lipsticks;

lip glosses;

foundation liquids and loose or compressed powders;

tooth pastes;

oral rinses and in pharmaceutical preparations requiring an encapsulated fluorescent topical indicator for delivery purposes.

19. The personal care, cosmetic, or pharmaceutical composition defined in claim 18 used to reduce the appearance of skin imperfections or alter the appearance of the tone/hue of the skin, nails or hair.

20. The personal care, cosmetic or pharmaceutical composition defined in claim 17, wherein said plurality of microparticles reduces the perception of skin imperfections by one or more mechanisms including:

enhanced soft focus scattering of light (via Mie scattering and/or Rayleigh scattering (the latter in compositions where nanodiamond is present));

imparting a color tone/hue on the skin; and

/or by converting light of higher energy to light of lower energy when applied to the skin surface.

21. A method of reducing the appearance of imperfections in the skin of a subject in need of said treatment, wherein the imperfection is selected from the group consisting of mild scars, redness, wrinkles, shadows, discolorations and age spots, which comprises the step of topically applying to the skin of the subject, an effective amount of the personal care, cosmetic or pharmaceutical composition defined in claim 17.

23. A process to produce a plurality of non-porous microparticles of polyorganosilsesquioxane containing an entrapped optical agent, whereby the surface of the plurality of microparticles is essentially free of optical agent, which comprises the steps of:

a) hydrolyzing and condensing an alkyltrialkoxysilane in water in the presence of about 0.001% to about 2% by weight of optical agent, with about 0% to about 1% by weight suspending agent, with about 0% to about 2% by weight a surface tension modifier and an acid or base catalyst to form spherical particles;

b) purifying the spherical particles by washing them from about 1 to up to about 10 times and;

c) optionally, drying the particles at elevated temperatures to cure them to a highly cross-linked state;

wherein, weight % is in reference to the initial weight of silane charged and;

the alkyl groups in said alkyltrialkoxysilane can be the same or different, selected from methyl, ethyl, propyl, butyl or phenyl radicals.

24. The process defined in claim 23, wherein each of said plurality of particles is at least about 0.1 micron in size, but below about 100 microns in size and the particles are essentially spherical in shape.

25. The process defined in claim 24, wherein each of said plurality of particles is essentially monodispersed in size with an average particle size between at least about 1 micron to about 10 microns in size and at least 90% by weight of the particles falling within this size range.

26. The process defined in claim 23, wherein the alkyltrialkoxysilane is methyltrimethoxysilane to provide polymethylsilsesquioxane as the polyorganosilsesquioxane.