JPWO2020033903A5 - - Google Patents

Claims (54)

(i) particles and (ii) a carrier solution comprising:
said particles are:
(a) a bioabsorbable and biodegradable polymer comprising poly -D-lactic acid (PDLA), poly-L-lactic acid (PLLA), poly(lactic-co-glycolic acid ) ( PLGA), or polyethylene glycol; (PEG ) ; and (b) a colorant having a molecular weight of from about 5 to about 10×10 ⁶ Daltons;
including
the carrier solution is an oil-in-water emulsion;
A composition, wherein said particles are present in said carrier solution at a concentration of 5% w/v to 60% w/v of said carrier solution. 2. The composition of claim 1 , wherein said composition is useful as a semi-permanent tattoo ink. 3. The composition of claim 1 or 2 , wherein said particles are present in said carrier solution at a concentration of about 340 mg/ml to about 600 mg/ml. The composition of any one of claims 1-3 , wherein the particles have an average diameter ranging from about 10 nm to about 100 µm . A composition according to any one of claims 1 to 4 , wherein the particles are free of metals. A composition according to any preceding claim, wherein the colorant is adsorbed to, physically entrapped by, or covalently bound to the polymer. The composition of any one of claims 1-6 , further comprising a humectant. The composition of any one of claims 1-7, further comprising a buffering agent. The composition of any one of claims 1-8 , further comprising a surfactant. A composition according to any preceding claim, wherein the carrier solution comprises sterile saline, phosphate buffered saline, water, ethanol, polyols or oils, or mixtures thereof. A composition according to any one of claims 1 to 10 , having a bioabsorption or biodegradation profile exhibiting a lag phase of about 2 months to about 12 months. A composition according to any preceding claim, wherein the colorant is a dye, pigment, fluorescent or phosphorescent. 13. A method of tattooing a subject, comprising intradermally administering to said subject a cosmetically effective amount of the composition of any one of claims 1-12. 13. The composition according to any one of claims 1 to 12, which is used in a method for treating pigment disorders, wherein the treatment method comprises applying an effective amount of the composition to the skin of a subject in need of treatment for pigment disorders. A composition comprising contacting with. (i) a particle comprising:
(a) comprising a shell polymer that is bioabsorbable and biodegradable;
a shell, wherein the shell polymer comprises poly (sebacic anhydride ) (poly(SA)), polyorthoester, aliphatic polyanhydride, or aromatic polyanhydride;
(b) a core comprising a colorant having a molecular weight of about 5 to about 10×10 ⁶ Daltons;
a particle comprising
(ii) a carrier solution;
the carrier solution is an oil-in-water emulsion;
A composition, wherein said particles are present in said carrier solution at a concentration of 5% w/v to 60% w/v of said carrier solution. 16. The composition of claim 15 , wherein said composition is useful as a semi-permanent tattoo ink. 17. The composition of claim 15 or 16 , wherein said particles have an average diameter ranging from about 10 nm to about 100 μm . A composition according to any one of claims 15 to 17, wherein said particles have an average diameter ranging from about 10 nm to about 50 µm . A composition according to any one of claims 15 to 18, wherein the shell polymer has a weight average molecular weight of 50 Da to 200 kDa. A composition according to any one of claims 15 to 19, wherein the shell polymer undergoes surface or bulk erosion in aqueous solutions. 21. The composition of any one of claims 15-20 , having a bioabsorption or biodegradation profile exhibiting a lag phase of about 2 months to about 12 months. A composition according to any one of claims 15 to 21, wherein the colorant is a dye, pigment, fluorescent or phosphorescent. The composition of any one of claims 15-22, wherein the core further comprises a core polymer. 24. The composition of claim 23 , wherein said shell polymer and said core polymer are the same. 24. The composition of claim 23 , wherein said shell polymer and said core polymer are different. A composition according to any one of claims 23 to 25 , wherein at least one of said shell polymer and said core polymer is a block copolymer, said block copolymer being a diblock or triblock copolymer. about 7%-10%, about 10%-15%, about 15%-20%, about 20%-25%, about 25%-30%, about 30%-35%, about 35% ~40%, about 40%-45%, about 45%-50%, about 50%-55%, about 55%-60%, about 60%-65%, about 65%-70%, about 70%- of claims 23-26 , present in the particles at a concentration of 75%, about 75%-80%, about 80%-85%, about 85%-90%, or about 90%-92% w/w A composition according to any one of the preceding claims. The composition of any one of claims 23-27, wherein the colorant is adsorbed to, physically entrapped by, or covalently bound to the core polymer. thing. The composition of any one of claims 15-27, wherein the colorant is adsorbed to, physically entrapped by, or covalently bound to the shell polymer. . The shell polymer comprises an aliphatic polyanhydride or an aromatic polyanhydride, wherein the aliphatic polyanhydride or the aromatic polyanhydride is poly[bis(p-carboxyphenoxy)methane)] (poly(CPM )), poly[1,3-bis(p-carboxyphenoxy)propane)]poly(CPP), poly[1,6-bis(p-carboxyphenoxy)hexane] (poly(CPH)), poly(sebacine anhydride acid) (poly(SA)), poly[1,4-bis(hydroxyethyl)terephthalate-alt-ethyloxyphosphate], or poly[1,4-bis(hydroxyethyl)terephthalate-alt-ethyloxyphosphate]- A composition according to any one of claims 15 to 29, which is co-1,4-bis(hydroxyethyl)terephthalate-co-terephthalate (P(BHET-EOP/BHET), 80/20). The composition of any one of claims 15-22, wherein the shell polymer comprises a polyorthoester, and the polyorthoester (POE) is POE I, POE II, POE III, or POE IV. The core polymer is bioabsorbable and biodegradable, and the core polymer is polycaprolactone (PCL), poly-D-lactic acid (PDLA), poly-L-lactic acid (PLLA), poly(lactic-co-glycol) acid), (PLGA), polyethylene glycol (PEG), polyethylene glycol-diacrylate (PEGDA), poly(sebacic anhydride) (poly(SA)), polyorthoesters, aliphatic polyanhydrides, aromatic polyanhydrides , or block copolymers thereof. The core polymer is bioabsorbable and biodegradable, the core polymer comprises an aliphatic polyanhydride or an aromatic polyanhydride, the aliphatic polyanhydride or the aromatic polyanhydride comprises a poly[ bis(p-carboxyphenoxy)methane)] (poly(CPM)), poly[1,3-bis(p-carboxyphenoxy)propane)]poly(CPP), poly[1,6-bis(p-carboxyphenoxy ) hexane] (poly(CPH)), poly(sebacic anhydride) (poly(SA)), poly[1,4-bis(hydroxyethyl)terephthalate-alt-ethyloxyphosphate], or poly[1,4- bis(hydroxyethyl)terephthalate-alt-ethyloxyphosphate] -co -1,4-bis(hydroxyethyl)terephthalate-co-terephthalate (P(BHET-EOP/BHET), 80/20). 33. The composition of any one of claims 1-28 and 32 . Claims 23-30 and 32-33, wherein the shell polymer comprises a polyorthoester and the polyorthoester (POE) is POE I, POE II, POE III, or POE IV. composition. The particles are about 340 mg/ml to about 370 mg/ml, about 370 mg/ml to about 400 mg/ml, about 400 mg/ml to about 430 mg/ml, about 430 mg/ml to about 450 mg/ml, about 450 mg/ml to about the carrier solution at a concentration of 480 mg/ml, from about 480 mg/ml to about 510 mg/ml, from about 510 mg/ml to about 540 mg/ml, from about 540 mg/ml to about 570 mg/ml, or from about 570 mg/ml to about 600 mg/ml; A composition according to any one of claims 15 to 34 , present in a The composition of any one of claims 15-35, further comprising a humectant. The composition of any one of claims 15-36, further comprising a buffering agent. The composition of any one of claims 15-37, further comprising a surfactant. The composition of any one of claims 15-38, wherein the carrier solution comprises sterile saline, phosphate buffered saline, water, ethanol, polyols or oils, or mixtures thereof. 23. A method of tattooing a subject, comprising intradermally administering to said subject a cosmetically effective amount of the composition of any one of claims 15-22. 40. A method of tattooing a subject, comprising intradermally administering to said subject a cosmetically effective amount of the composition of any one of claims 23-39. 23. The composition according to any one of claims 15 to 22, which is used in a method for treating pigment disorders, wherein the treatment method comprises applying an effective amount of the composition to the skin of a subject in need of treatment for pigment disorders. A composition comprising contacting with. 40. The composition according to any one of claims 23 to 39, which is used in a method for treating pigment disorders, wherein said treatment method comprises applying an effective amount of the composition to the skin of a subject in need of treatment for pigment disorders. A composition comprising contacting with. 41. The method of claim 40 , wherein the tattooing provides a tattoo that partially or completely changes color. 42. The method of claim 41 , wherein said tattooing provides a tattoo that partially or completely changes color. 14. The method of claim 13 , wherein the tattooing provides a tattoo that partially or completely changes color. 45. The method of claim 44, wherein the tattoo partially or completely changes color as the particles degrade. 46. The method of claim 45, wherein the tattoo partially or completely changes color as the particles degrade. 47. The method of claim 46, wherein the tattoo partially or completely changes color as the particles degrade. The particles are about 340 mg/ml to about 370 mg/ml, about 370 mg/ml to about 400 mg/ml, about 400 mg/ml to about 430 mg/ml, about 430 mg/ml to about 450 mg/ml, about 450 mg/ml to about the carrier solution at a concentration of 480 mg/ml, from about 480 mg/ml to about 510 mg/ml, from about 510 mg/ml to about 540 mg/ml, from about 540 mg/ml to about 570 mg/ml, or from about 570 mg/ml to about 600 mg/ml; 3. The composition of claim 1 or 2, wherein the composition is in The composition of any one of claims 1-3, wherein the particles have an average diameter ranging from about 10 nm to about 50 µm. The particles are one of a plurality of particles, and the shell polymer is in an amount effective to induce aggregation of the particles when incorporated into the dermis of a subject, or the coloring when incorporated into the dermis of a subject. A composition according to any one of claims 15 to 22 , present in an amount sufficient to prevent or inhibit phagocytosis of the agent. The particles are one of a plurality of particles, and the core polymer is in an amount effective to induce aggregation of the particles when incorporated into the dermis of a subject, or the coloring when incorporated into the dermis of a subject. A composition according to any one of claims 23-28 and 32-33, present in an amount sufficient to prevent or inhibit phagocytosis of the agent. said particle is one of a plurality of particles, and said polymer is in an amount effective to induce aggregation of said particles upon incorporation into the dermis of a subject, or said colorant upon incorporation into the dermis of a subject 52. The composition of any one of claims 1-12, 50 and 51, which is present in an amount sufficient to prevent or inhibit phagocytosis of.