Uvasorb complete compositions, systems and methods

A highly concentrated UVA/UVB filter blend with ethylhexyl pelargonate solvent addresses solubility and stability issues in sunscreen formulations, enabling cold processing and improved sensorial attributes.

WO2025245480A1PCT designated stage Publication Date: 2025-11-273V SIGMA USA INC
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Patent Information

Application Number
PCT/US2025/030829
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-05-23
Filing Date
2025-05-23
Publication Date
2025-11-27

AI Technical Summary

Technical Problem

Current sunscreen formulations face challenges in achieving complete solubility and stability of organic UV filters at high concentrations, leading to incomplete dissolution, recrystallization, and inhomogeneity, which limits cold-processing methods and affects sensorial attributes, energy costs, and environmental impact.

Method used

A highly concentrated, liquid UVA/UVB filter blend using ethylhexyl pelargonate as a solvent, combined with specific UV filters, allows for cold processing without heating, maintaining stability and sensorial quality, and enabling SPF-tunable formulations.

Benefits of technology

The solution provides stable, SPF-tunable sunscreen formulations with improved sensorial attributes and reduced manufacturing time, energy consumption, and environmental footprint, while ensuring complete solubility and stability of UV filters.

✦ Generated by Eureka AI based on patent content.

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Abstract

Compositions, methods and systems relating to sunscreen active filter mixtures. In one exemplary embodiment, a mixture, in solution form, that may include all or some of the following components: a UVB filter, a UVA filter, a UVA-UVB gap filter; and / or a vehicle for increasing stability and minimizing recrystallization of components, is disclosed.
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Description

UVASORB COMPLETE COMPOSITIONS, SYSTEMS AND METHODSCROSS-REFERENCE TO RELATED APPLICATIONS

[0001] This application is a PCT Application, which claims priority under 35 U.S.C. § 119 to U.S. Provisional Patent Application No. 63 / 651,034, filed May 23, 2024, the contents of which are incorporated by reference herein in its entirety.FIELD

[0002] This disclosure relates to highly concentrated, soluble and SPF-tunable mixtures of organic sunscreen active UV filters in a preferred vehicle, stable for months. The mixtures can be used in sunscreen formulations using cold and hot-process manufacturing techniques.BACKGROUND

[0003] Sunscreen cream and lotion formulations are typically oil-in-water (o / w) emulsions, where the oil phase acts not only as an emollient, such as in classic cream and lotions, but also as the main solvent used to dissolve organic filter active ingredients (e.g., UVA / UVB filters). Those organic filters have known different solubility and typically require considerable thermal energy in order to be dispersed and dissolved in the oil phase. This challenge precludes any so-called “cold-processing” method to produce a sunscreen lotion thus negatively impacting energy costs, manufacturing time, and the “green” environmental footprint.

[0004] Currently, the only cold process technically possible is one employing inorganic UV filters (zinc and titanium oxides). These types of filters limit overall outcome regarding sensorial preferences in sunscreens (for example, whitening, stickiness, poor spreadability).

[0005] Furthermore, the solubility of organic filters is often compromised by other ingredients of the formula leading to incomplete dissolution and recrystallization of the filter, with a resulting inhomogeneity of the final formula during manufacturing and / or during stability and usage.

[0006] Having a highly concentrated, liquid, stable organic UV filter mixture has proven to be a challenge because of recrystallization and / or poor solubility of the organic filters when used at the high concentrations necessary to have a suitable raw material for the production of cream and lotions with different SPF values.

[0007] The vehicle compatibility with other cosmetic ingredients and with a positive effect on the final sensorial attributes is also of paramount importance for the compliance and the success of the final sunscreen formula. Skin feeling is reported as one of the main reasons people do not apply / reapply sunscreens or choose a different brand based on feeling during application.

[0008] Accordingly, additional cold processing methods and sunscreen mixtures having preferred sensorial attributes are needed.SUMMARY OF THE INVENTION

[0009] In Described herein are compositions, methods and systems relating to sunscreen mixtures. In one exemplary embodiment, the invention may include mixture, in solution form, that may include all or some of the following components:1) A highly efficient UVB filter (Uvasorb HEB);2) A UVA filter (DHHB, Diethylamino hydroxybenzoyl hexyl benzoate);3) A UVA-UVB gap filter (Bemotrizinol); and / or4) A vehicle (preferably ethylhexyl pelargonate or neopentyl glycol diheptanoate, but also optionally including seed oil esters, such as Ethyl Macadamiate, Sunflower Seed Oil Sorbitol Esters, Hydrolyzed Jojoba Esters, and the like).

[0010] One feature of the present invention may include the use of a highly concentrated liquid organic UVA / UVB filter blend. This feature provides for an SPF -tunable ingredient for sunscreen formulation. In one aspect of the invention, the use of about 10% to about 35% of this UVA / UVB blend, referred to herein as “UVASORB COMPLETE,” “as is” in the final formula may obtain an SPF15 to SPF50-60 sunscreen (in-silico calculation).

[0011] Another feature of the present invention may include the use of a UVA / UVB filter blend with the correct ratio between UVB and UVA protection, according to COLIPA requirements. An aspect of the invention provides for the complete protection from UVB and UVA with the requested ratio UVB / UVA=3.

[0012] Still another feature of the present invention may include the use of a UVA / UVB filter blend in a liquid form of with very low viscosity. This feature allows the filter to be readily pumped / dosed into the formula reactor during manufacturing, saving time and removing dust formation, as well as the necessity of powder dispensing / dumping systems.

[0013] Yet another feature of the present invention may include the use of a UVA / UVB filter blend in a liquid form that provides for the formation of sunscreen lotions without any heating step. An aspect of the present invention includes the use of a UVA / UVB filter blend that facilitates cold processing of sunscreen lotions or creams.

[0014] Another feature of the present invention may include the use of a highly concentrated liquid organic UVA, or UVB, or UVA-UVB gap-filler filters. An aspect of the invention provides for the use of about 10% to about 35% of this liquid single filter “as is” in the final formula.

[0015] In one exemplary embodiment, another feature of the present invention may include a vehicle for a mixture, that vehicle being in the form of a solvent. Most of the solvents commonly used in current cosmetic formulations of sunscreens while being able to support high concentration of UV organic filters, fail during stability because of re-crystallization and / or precipitation.

[0016] Common ester solvents were tested by the present inventors, as they are used routinely in commercial formulas because of the acceptable skin feeling, and desirable chemical and solubilization properties. Surprisingly, a novel ester, ethylhexyl pelargonate was found to be a powerful solubilizer, with a pleasant skin feeling and an extended resistance to re-crystallization. The solution described in the example #5 herein shows that its stability is greater than 1 year. Extended stability is ongoing.

[0017] Another feature of the present invention may include the use of ethylhexyl perlargonate as a vehicle for a mixture. Ethylhexyl pelargonate’s lightness and spreadability attributes allows the creation of pleasant cream and lotions, enhancing the customer perception of a very easy to spread and light product. This solvent vehicle also mitigates the stickiness induced buy the organic UV fdters. Further, this solvent vehicle may be synthetic or 100% natural from upcycled raw materials.

[0018] In another exemplary embodiment, a feature of the present invention may be a vehicle that is neopentyl glycol diheptanoate.

[0019] As used herein, "consisting essentially of' is a transitional phrase that defines the scope of the compositions described herein. It limits the claim to the specified elements and those that do not materially affect the basic and novel characteristics of the compositions. The characteristics of the compositions are that they are stable solutions, as opposed to water-containing emulsions that, over time, lack the type of stability that maintains the UV organic filters in the emulsion, such that they re-crystallize and / or precipitate. In one embodiment, the solutions are stable (i.e., nosignificant re-crystallization and / or precipitation of the UV organic filters in a month or more, three months or more, six months or more, or one year or more, where significant refers to no more than 5%, no more than 10%, no more than 15%, or no more than 20% of the UV organic filters). By way of example, addition of sufficient water to the organic solutions, such that would be present in an emulsion, materially affects the characteristics of the organic solutions described herein, as solutions and emulsions are entirely different compositions. They have significantly different properties, including but not limited to differences in shelf stability.

[0020] Other aspects and advantages of the invention will become apparent from a review of the detailed description below.DETAILED DESCRIPTION

[0021] Embodiments described herein can be understood more readily by reference to the following detailed description, examples, and claims. Elements, components and methods described herein, however, are not limited to the specific embodiments presented in the detailed description, examples, and claims. In particular, these embodiments are merely illustrative of the principles of the present invention. Accordingly, this disclosure is not intended to embrace all such alternatives, modifications and variations that fall within the spirit and broad scope of the specification and in view of the claims.

[0022] All publications, patents and patent applications mentioned in this specification are incorporated herein in their entirety by reference, to the same extent as if each individual publication, patent, or patent application was specifically and individually indicated to be incorporated herein by reference. In addition, citation or identification of any reference in this application shall not be construed as an admission that such reference is available as prior art to the present invention. To the extent that section headings are used, they should not be construed as necessarily limiting.

[0023] In addition, all ranges disclosed herein are to be understood to encompass any and all subranges subsumed therein. For example, a stated range of “1.0 to 10.0” should be considered to include any and all subranges beginning with a minimum value of 1.0 or more and ending with a maximum value of 10.0 or less, e.g., 1 .0 to 5.3, or 4.7 to 10.0, or 3.6 to 7.9. All ranges disclosed herein are also to be considered to include the end points of the range, unless expressly statedotherwise. For example, a range of “between 5 and 10,” from 5 to 10,” or “5-10” should generally be considered to include the end points 5 and 10.

[0024] Further, when the phrase “up to” is used in connection with an amount or quantity, it is to be understood that the amount is at least a detectable amount or quantity. For example, a material present in an amount “up to” a specified amount can be present from a detectable amount and up to and including the specified amount.

[0025] All wt.% quantities are based on a total weight of the composition unless expressly stated otherwise.

[0026] Additionally, in any disclosed embodiment, the terms “substantially,” “approximately,” and “about” may be substituted with “within [a percentage] of’ what is specified, where the percentage includes 0.1, 1, 5, and 10 percent.

[0027] It is also to be understood that the article “a” or “an” refers to “at least one,” unless the context of a particular use requires otherwise.

[0028] UVAsorb HEB, also known as Iscotrizinol or Diethylhexyl Butamido Triazone, is a UVB sunscreen agent that is also effective against some UVA rays. It is an oil-soluble chemical sunscreen. The chemical formula for Iscotrizinol is shown below:

[0029]

[0030] According to its major aspects and briefly described, The present disclosure is directed to a mixture for sunscreens.

[0031] In one exemplary embodiment, the present invention may include a mixture having the following components:1) A highly efficient UVB filter (Uvasorb HEB);2) A UVA filter (DHHB, Diethylamino hydroxybenzoyl hexyl benzoate);3) A UVA-UVB gap filter (Bemotrizinol, also known as Tinosorb S or Bis- Ethylhexyloxyphenol Methoxyphenyl Triazine); and / or4) A vehicle (ethylhexyl pelargonate or neopentyl glycol diheptanoate).

[0032] In another exemplary embodiment, the present invention may include a method for making a mixture, including the steps a) Providing an appropriate amount of a vehicle (about 50% to about 70%) that is put in a vessel and heated to about 80°C. b) Adding bemotrizinol at an about 10% to about 20% and waiting until dissolution; c) Adding di ethylamino hydroxybenzoyl hexyl benzoate at 5% to about 15% and allowing to dissolve; and d) Adding Uvasorb® HEB at about 20% to about 30% and allowing to dissolve completely.

[0033] In one aspect of the above embodiment, the resulting solution is clear and stable for at least 1 year without sign of recrystallization. Should minor recrystallization occur over a long term, the crystals can be easily reverted (i.e. crystals quickly solubilize) with mild warming step of heating up to 40°C.

[0034] In another exemplary embodiment, the present invention may include a method for making a mixture, including the steps of: a) Providing an appropriate amount of vehicle (about 60% to about 70%) in a vessel and heating to about 60°C; and b) Adding bemotrizinol at about 30% to about 40% and waiting until dissolution.

[0035] In another exemplary embodiment, the present invention may include a method for making a mixture, including the steps of: a) Proving an appropriate amount of vehicle (about 60% to about 70%) in a vessel and heating to about 60°C; and b) Adding di ethylamino hydroxybenzoyl hexyl benzoate at about 30% to about 40% and waiting until dissolution.

[0036] In another exemplary embodiment, the present invention may include a method for making a mixture, including the steps of: a) Proving an appropriate amount of vehicle (about 60% to about 70%) in a vessel and heating to about 80°C; and b) Adding Uvasorb® HEB at about 30% to about 40% and waiting until dissolution.

[0037] Some embodiments described herein are further illustrated in the following nonlimiting examples.EXAMPLE 1

[0038] An appropriate amount of vehicle (isononyl isononanoate) (50% - 70%) is put in a vessel and heated to 80°C. Bemotrizinol is added at a 10% to 20% and wait till dissolution; then Diethylamino hydroxybenzoyl hexyl benzoate is added at 5% to 15% and let to dissolve. Lastly, Uvasorb® HEB is added at 20% to 30% and let to dissolve completely.

[0039] The solution is heavily re-crystallizing or showing precipitate after 1 month, room temperature.EXAMPLE 2

[0040] An appropriate amount of vehicle (C12-15 alkyl benzoate) (50% - 70%) is put in a vessel and heated to 80°C. Bemotrizinol is added at a 10% to 20% and wait till dissolution; then Diethylamino hydroxybenzoyl hexyl benzoate is added at 5% to 15% and let to dissolve. Lastly, Uvasorb® HEB is added at 20% to 30% and let to dissolve completely.

[0041] The solution is re-crystallizing or showing precipitate after 1 month, room temperature.EXAMPLE 3

[0042] An appropriate amount of vehicle (Capric / Caprylic Triglycerides) (50% - 70%) is put in a vessel and heated to 80°C. Bemotrizinol is added at a 10% to 20% and wait till dissolution; then Diethylamino hydroxybenzoyl hexyl benzoate is added at 5% to 15% and let to dissolve. Lastly, Uvasorb® HEB is added at 20% to 30% and let to dissolve completely.

[0043] The Solution is re-crystallizing or showing precipitate after 1 month, room temperature.EXAMPLE 4

[0044] An appropriate amount of vehicle (Octyl Palmitate) (50% - 70%) is put in a vessel and heated to 80°C. Bemotrizinol is added at a 10% to 20% and wait till dissolution; then Diethylamino hydroxybenzoyl hexyl benzoate is added at 5% to 15% and let to dissolve. Lastly, Uvasorb® HEB is added at 20% to 30% and let to dissolve completely.

[0045] The solution is re-crystallizing or showing precipitate after 3 months, room temperature.EXAMPLE 5

[0046] An appropriate amount of vehicle (EthylHexyl Pelargonate) (50% - 70%) is put in a vessel and heated to 80°C. Bemotrizinol is added at a 10% to 20% and wait till dissolution; then Diethylamino hydroxybenzoyl hexyl benzoate is added at 5% to 15% and let to dissolve. Lastly, Uvasorb® HEB is added at 20% to 30% and let to dissolve completely.

[0047] The solution is stable after 12 months, room temperature.EXAMPLE 6

[0048] An appropriate amount of vehicle (Neopentyl Glycol Diheptanoate) (50% - 70%) is put in a vessel and heated to 80°C. Bemotrizinol is added at a 10% to 20% and wait till dissolution; then Diethylamino hydroxybenzoyl hexyl benzoate is added at 5% to 15% and let to dissolve. Lastly, Uvasorb® HEB is added at 20% to 30% and let to dissolve completely.

[0049] The solution is stable after 6 months, room temperature.

[0050] It is understood that the disclosure provides compositions and methods that can be used in a variety of applications and fields without limitation, such as all the industrial fields where a polymer above described is dispersed in water and / or solvent, for instance in cosmetic industry, pharmaceutics industry, coating industry, drilling fluid industry, agricultural, coatings and more.

[0051] Those skilled in the art will appreciate that many modifications and substitutions may be made to the foregoing description without departing from the spirit and scope of the present disclosure.

Claims

WHAT IS CLAIMED:

1. A stable, highly concentrated solution comprising: a UVAB-UVA organic filter in a vehicle, the UVAB-UVA organic filter constituted by about 20% to about 30% Uvasorb® HEB, about 10% to about 15% bemotrizinol, and from 5% to 15% DHHB (diethylamino hydroxybenzoyl hexyl benzoate).

2. The solution of claim 1, wherein the vehicle is ethylhexyl pelargonate or neopentyl glycol diheptanoate.

3. A stable, highly concentrated solution comprising: a UVB-UVA gap filler organic filter in a vehicle, the UVB-UVA gap filler organic filter constituted by about 30% to about 40% Bemotrizinol.

4. The solution of claim 3, wherein the vehicle is ethylhexyl pelargonate or neopentyl glycol diheptanoate.

5. A stable, highly concentrated solution comprising: a UVA organic filter in a vehicle, the UVA organic filter constituted by about 30% to about 40% diethylamino hydroxybenzoyl hexyl benzoate.

6. The solution of claim 5, wherein the vehicle is ethylhexyl pelargonate or neopentyl glycol diheptanoate.

7. A stable, highly concentrated solution comprising: a UVB organic filter in a vehicle, the UVB organic filter constituted by about 30% to about 40% Uvasorb® HEB.

8. The solution of claim 7, wherein the vehicle is ethylhexyl pelargonate or neopentyl glycol diheptanoate.

9. A vehicle to keep organic UV filters in solutions over longer period of time without recrystallization / precipitation at high concentration, with enhanced sensorial attributes and acceptance for cosmetic industry comprising: a solvent, the solvent being ethylhexyl pelargonate or neopentyl glycol diheptanoate.

10. A stable, highly concentrated solution consisting essentially of: a UVAB-UVA organic filter in a vehicle, the UVAB-UVA organic filter constituted by about 20% to about 30% Uvasorb® HEB, about 10% to about 15% bemotrizinol, and from 5% to 15% DHHB.

11. A stable, highly concentrated solution consisting essentially of: a UVB organic filter in a vehicle, the UVB organic filter constituted by about 30% to about 40% Uvasorb® HEB.

12. A stable, highly concentrated solution consisting of: a UVAB-UVA organic filter in a vehicle, the UVAB-UVA organic filter constituted by about 20% to about 30% Uvasorb® HEB, about 10% to about 15% bemotrizinol, and from 5% to 15% DHHB.

13. A stable, highly concentrated solution consisting of: a UVB organic filter in a vehicle, the UVB organic filter constituted by about 30% to about 40% Uvasorb® HEB.

Citation Information

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