WO2016161493A1 - Topic sun-protection formulations - Google Patents

Topic sun-protection formulations Download PDF

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Publication number
WO2016161493A1
WO2016161493A1 PCT/BR2015/050040 BR2015050040W WO2016161493A1 WO 2016161493 A1 WO2016161493 A1 WO 2016161493A1 BR 2015050040 W BR2015050040 W BR 2015050040W WO 2016161493 A1 WO2016161493 A1 WO 2016161493A1
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WO
WIPO (PCT)
Prior art keywords
sun
topic
protection
formulation
skin
Prior art date
Application number
PCT/BR2015/050040
Other languages
French (fr)
Inventor
Nelson Luís Perassinoto
Maria Regina Bartuccio Raponi
Original Assignee
Isp Do Brasil Ltda
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Isp Do Brasil Ltda filed Critical Isp Do Brasil Ltda
Priority to PCT/BR2015/050040 priority Critical patent/WO2016161493A1/en
Priority to BR112017021595-0A priority patent/BR112017021595B1/en
Publication of WO2016161493A1 publication Critical patent/WO2016161493A1/en
Priority to CONC2017/0010434A priority patent/CO2017010434A2/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/738Cyclodextrins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the present invention generally concerns topic sun- protection formulations made applicable to wet skin without a whitening effect.
  • the invention particularly concerns topic sun- protection formulations comprising cyclodextrin making possible to apply such formulations to wet skin, substantially avoiding a whitening effect during application, as well as providing substantially the same SPF (sun protection factor) when applied to either dry or wet skin.
  • “sun protection” relates to protection of the skin from sunburn and erythema by absorbing, reflecting, filtering, scattering and/or blocking solar radiation in general, including, individually or in combination, UVA, UVB, UVC, and any other.
  • wet skin encompasses damp, moist or sweaty skin or any other name given to the situation where high skin humidity is present, as opposed to normal dry skin.
  • sunscreen products generally known as water-resistant (waterproof, sweat-proof) were developed, which, applied to the dry skin of the user, would still provide sun protection after around one hour of contact or immersion in water.
  • water-resistant products usually, the reapplication of water-resistant products after this exposure to water requires prior drying of the skin. Attempts to reapply such products to wet skin commonly lead to the whitening of the product layer upon the skin, signaling an irregular film formation, consequently providing both unappealing and inadequate protection against solar radiation.
  • cyclodextrin can be used as an agent that makes topic sun-protection formulations applicable to wet skin, with a non-whitening effect during application, while providing substantially the same SPF for application on wet skin, compared to the SPF obtained with the same formulation applied to dry skin.
  • cyclodextrin is mostly cited as able to form inclusion or encapsulating complexes, in the sense that certain chemical compounds can be entrapped in cyclodextrin' s molecule truncated cone-shape hydrophobic cavity.
  • cyclodextrin for instance:
  • the formulations of the invention which can be applied both to wet and dry skin, comprise one or more sun protection agents (radiation absorbers or radiation blockers) and one or more cyclodextrins .
  • the ratio between the percentage in weight of one or more sun protection agents and the percentage in weight of one or more cyclodextrins ranges from 0.30 to 120, more particularly from 0.85 to 40 and even more particularly from 1 to 20.
  • the amount of one or more sun protection agents ranges from 3 to 60%, more particularly from 6 to 40% in weight with respect to total formulation weight.
  • the amount of one or more cyclodextrins ranges from 0.5 to 10%, more particularly from 1 to 7% and even more particularly from 2 to 6% in weight with respect to total formulation weight.
  • Sun protection agents that are radiation absorbers are known to a person skilled in the art, and can be used individually or in combination among themselves .
  • a non-limiting list of examples of such radiation absorbers is: aminobenzoic acid, avobenzone, benzophenones , cinoxate, dioxybenzone , ensulizole, homosalate, meradimate, octisalate, octinoxate, octocrylene, PABA (p-aminobenzoic acid) and derivatives thereof, sulisobenzone, trolamine salicylate, 3-benzylidene camphor and derivatives thereof; esters of cinnamonic acid, esters of salicylic acid; esters of benzalmalonic acid, such as 4- methoxybenzmalonic acid di-2-ethylhexyl ester; triazine derivatives, for example 2 , 4 , 6-trianilino- (p-carbo-2 ' -ethyl-1 '
  • benzoic acid
  • Sun protection agents that are radiation blockers are known to a person skilled in the art, and can be used individually or in combination among themselves.
  • Non-limiting examples of such radiation blockers encompass metallic oxides of iron, titanium, silicon, manganese, cerium, zinc, aluminum and zirconium, as well as silicates, barium sulfate and zinc stearate .
  • cyclodextrins adequate to be employed in the formulations of the invention, without excluding any other, are one or more of the following:
  • alpha-cyclodextrin a 6-membered sugar ring molecule, as depicted in the image below:
  • beta-cyclodextrin a 7-membered sugar ring molecule, as depicted in the image below:
  • gamma-cyclodextrin a 8-membered sugar ring molecule, as depicted in the image below:
  • cyclodextrins for instance alkylated cyclodextrins , although somewhat less preferred, are not excluded from the invention. In particular embodiments of the invention, only beta-cyclodextrin is utilized.
  • the wet-applicable topic sun-protection formulations of the invention may be any galenic formulation known to a person skilled in the art, such as emulsion, lotion, aerosol, cream, gel, powder, foam, oil, ointment, or any other.
  • the wet- applicable formulations are oil-in-water and water-in-oil emulsions .
  • the sun-protection formulations of the invention are useful in any field, such as cosmetics and medicine, when wet- skin applicability is desired or necessary.
  • the formulations of the invention can be used in products aimed exclusively at providing sun protection or in multifunctional cosmetic products, such as antiaging, facial or body treatment, make-up, shampoo, etc., which comprise a sun protection agent as an additional benefit ingredient.
  • the sun- protection formulations of the invention may comprise ingredients listed in the International Nomenclature of Cosmetic Ingredients (INCI) dictionary, issued by the USA association PCPC - Personal Care Products Council (previously known as CTFA - Cosmetic, Toiletry and Fragrance Association) .
  • ICI International Nomenclature of Cosmetic Ingredients
  • the formulations of the inventions may comprise at least one of the following ingredients: antiacne, antidandruff , antifungal, antimicrobial, antioxidant, reducing agent, biocidal, external analgesic, skin whitening agent, pigment, hydrating agent, vitamin, enzyme, emulsifier, fragrance, preservative, ceramide, aminoacid derivative, liposome, polyol, vegetal extract, silicone, humectant, emollient, antiviral, insect repellent, foaming or foam boosting agent, occluding agent, self-tanning agent, electrolyte, pH control agent, dye, fixative resin, film forming agent, powder, glittering agent.
  • a useful particle size of cyclodextrin ranges from 0.1 to 1000 ⁇ , more particularly from 10 to 500 ⁇ .
  • formulations according to this invention can be used on humans or animals.
  • the invention concerns the use of cyclodextrin in the manufacture of topic sun-protection formulations that provide wet-applicability with a non-whitening effect and providing substantially the same SPF for application on either dry or wet skin.
  • the invention concerns a method for providing wet-skin applicability with non-whitening effect to topic sun-protection formulations, while providing substantially the same SPF for application to either dry or wet skin, wherein 0.1-10% in weight of said formulation of one or more cyclodextrins are added thereto .
  • Example 1 A prior art SPF 30 sunscreen formulation
  • Acrylic acid/VP crosspolymer 0.40 (UltraThix®P100)
  • Ethylhexyl salicylate (Escalol® 587) 3.00
  • Glyceryl stearate and laureth-23 (Cerasynt® 0.60 945)
  • Ultrathix®, Escalol®, Cerasynt®, Ceraphyl®, Antaron®, Si-Tech®, Vital ET® and Optiphen® are chemical ingredients commercialized by the US company Ashland Inc.
  • phase A 1 - Combining the components of phase A, with agitation up to homogeneity, and heating up to 83-88 °C.
  • phase B 2 - Combining the components of phase B, and heating to 83-88 °C with agitation.
  • phase B Adding phase B into phase A, and mixing up to homogeneity.
  • phase C adding phase C into phase AB, and mixing for about 10 minutes. Vigorously stirring for 5 minutes.
  • Viscosity 30, 000-180, 000 cps (Brookfield DV I, F 4, 3 rpm, 25°C) .
  • Example 2 A SPF 30 wet-skin applicable sunscreen formulation according to the invention.
  • Ethylhexyl salicylate (Escalol® 587) 3.00
  • formulation 2 according to the invention provided substantially the same SPF when applied to either dry or wet skin.
  • Site 2 protecting skin with control product, dry skin.
  • Site 3 immersion of participant person in a bathtub for 20 minutes. Immediately after applying product, and after about 15 minutes drying time, irradiating the test area.
  • test locals are evaluated.
  • the individual SPF (SPFi) of control and test products for each participant is calculated as the ratio between the MED for skin-protected by the product (MEDp) and the MED for unprotected skin (MEDu) , according to the formula below:
  • n number of measurements

Abstract

The invention concerns topic sun-protection formulations made applicable to wet skin by way of the presence of a cyclodextrin, without a whitening effect.

Description

TOPIC SUN-PROTECTION FORMULATIONS
Field of the invention
The present invention generally concerns topic sun- protection formulations made applicable to wet skin without a whitening effect.
The invention particularly concerns topic sun- protection formulations comprising cyclodextrin making possible to apply such formulations to wet skin, substantially avoiding a whitening effect during application, as well as providing substantially the same SPF (sun protection factor) when applied to either dry or wet skin.
The meaning of "same SPF" relates to a comparison between the performance of sun protection formulations, applied to either dry or wet skin.
According to the meaning employed in this document, "sun protection" relates to protection of the skin from sunburn and erythema by absorbing, reflecting, filtering, scattering and/or blocking solar radiation in general, including, individually or in combination, UVA, UVB, UVC, and any other.
Also according to the meaning employed in this document "wet skin" encompasses damp, moist or sweaty skin or any other name given to the situation where high skin humidity is present, as opposed to normal dry skin.
Background of the invention
In recent times improved sunscreen products have been disclosed, seemingly in response to a demand from users wishing to sunbathe on the beach or by the swimming pool, going in and out of the water, without having to frequently re-apply the sun protection product .
As a response to that demand, sunscreen products generally known as water-resistant (waterproof, sweat-proof) were developed, which, applied to the dry skin of the user, would still provide sun protection after around one hour of contact or immersion in water. Usually, the reapplication of water-resistant products after this exposure to water requires prior drying of the skin. Attempts to reapply such products to wet skin commonly lead to the whitening of the product layer upon the skin, signaling an irregular film formation, consequently providing both unappealing and inadequate protection against solar radiation.
Another improvement in the sun protection technology has been the development of wet-skin applicable products. Typically for those formulations, which are anhydrous and/or emulsifier-free so as to avoid a whitening effect when being applied to wet skin, they attain less than the SPF obtained when applying the formulation to dry skin.
Therefore, it seems that the performance of prior art products still presents drawbacks concerning sun protection topic formulations, as wet-skin applicability with non-whitening effect, along with important SPF values in either dry or wet skin, have never been attained at the same time.
Summary of the invention
It has now been verified that cyclodextrin can be used as an agent that makes topic sun-protection formulations applicable to wet skin, with a non-whitening effect during application, while providing substantially the same SPF for application on wet skin, compared to the SPF obtained with the same formulation applied to dry skin.
In the prior art, cyclodextrin is mostly cited as able to form inclusion or encapsulating complexes, in the sense that certain chemical compounds can be entrapped in cyclodextrin' s molecule truncated cone-shape hydrophobic cavity. In connection to sun protection, one finds in the prior art other uses for cyclodextrin, for instance:
US6.428.796, WO2008003685 , FR2756487 - emulsion stabilizer;
DE10141683 - mixtures of cyclodextrin and metallic oxides such as Ti02, ZnO, A1203, etc., in sun protection dermatological preparations, to provide reduced skin adherence and oiliness; US 5514367 - cosmetic compositions for artificially tanning the skin comprising a skin tanning agent, cyclodextrin and a cosmetically acceptable carrier.
Those qualities of the sun-protection formulations of the invention are not dependent on formation of inclusion complexes with cyclodextrins .
The formulations of the invention, which can be applied both to wet and dry skin, comprise one or more sun protection agents (radiation absorbers or radiation blockers) and one or more cyclodextrins .
In a particular embodiment of the formulation of the invention, without excluding any other, the ratio between the percentage in weight of one or more sun protection agents and the percentage in weight of one or more cyclodextrins ranges from 0.30 to 120, more particularly from 0.85 to 40 and even more particularly from 1 to 20.
In a particular embodiment of the formulation of the invention, without excluding any other, the amount of one or more sun protection agents ranges from 3 to 60%, more particularly from 6 to 40% in weight with respect to total formulation weight.
In a particular embodiment of the formulation of the invention, without excluding any other, the amount of one or more cyclodextrins ranges from 0.5 to 10%, more particularly from 1 to 7% and even more particularly from 2 to 6% in weight with respect to total formulation weight.
Sun protection agents that are radiation absorbers are known to a person skilled in the art, and can be used individually or in combination among themselves . A non-limiting list of examples of such radiation absorbers is: aminobenzoic acid, avobenzone, benzophenones , cinoxate, dioxybenzone , ensulizole, homosalate, meradimate, octisalate, octinoxate, octocrylene, PABA (p-aminobenzoic acid) and derivatives thereof, sulisobenzone, trolamine salicylate, 3-benzylidene camphor and derivatives thereof; esters of cinnamonic acid, esters of salicylic acid; esters of benzalmalonic acid, such as 4- methoxybenzmalonic acid di-2-ethylhexyl ester; triazine derivatives, for example 2 , 4 , 6-trianilino- (p-carbo-2 ' -ethyl-1 ' - hexyloxy) -1 , 3 , 5-triazine and octyltriazone ; iscotrizinol; propane-1 , 3-diones , such as 1- ( 4-tertbutylphenyl ) -3- ( 4 ' - methoxyphenyl) propane-1 , 3-dione ; ketotricyclo (5.2.1.0) decane derivatives; derivatives of benzoylmethane , for example, l-(4'- tert . butylphenyl ) -3- (4 ' -methoxyphenyl) propane-1, 3-dione, 4-tert- butyl-4 ' -methoxydibenzoylmethane; l-phenyl-3- (4 ' - isopropylphenyl ) -propane-1 , 3-dione ; derivatives of benzoic acid, such as 2- ( 4-diethylamino-2-hydroxybenzoyl) -benzoic acid hexylester; lH-benzimidazole-4 , 6-disulfonic acid; 2,2' -(1,4- phenylene ) bis- , disodium salt; and benzotriazoles , such as bis- octyltriazol ; drometrizole trisiloxane (CAS-No .155633-54-8 ) ; asymmetrically substituted triazine derivatives such as anisotriazine.
Sun protection agents that are radiation blockers are known to a person skilled in the art, and can be used individually or in combination among themselves. Non-limiting examples of such radiation blockers encompass metallic oxides of iron, titanium, silicon, manganese, cerium, zinc, aluminum and zirconium, as well as silicates, barium sulfate and zinc stearate .
Particular cyclodextrins adequate to be employed in the formulations of the invention, without excluding any other, are one or more of the following:
• alpha-cyclodextrin : a 6-membered sugar ring molecule, as depicted in the image below:
Figure imgf000005_0001
• beta-cyclodextrin : a 7-membered sugar ring molecule, as depicted in the image below:
Figure imgf000006_0001
• gamma-cyclodextrin : a 8-membered sugar ring molecule, as depicted in the image below:
Figure imgf000006_0002
Derivatized cyclodextrins , for instance alkylated cyclodextrins , although somewhat less preferred, are not excluded from the invention. In particular embodiments of the invention, only beta-cyclodextrin is utilized.
The wet-applicable topic sun-protection formulations of the invention may be any galenic formulation known to a person skilled in the art, such as emulsion, lotion, aerosol, cream, gel, powder, foam, oil, ointment, or any other.
In particular embodiments of the invention, the wet- applicable formulations are oil-in-water and water-in-oil emulsions .
The sun-protection formulations of the invention are useful in any field, such as cosmetics and medicine, when wet- skin applicability is desired or necessary. In the cosmetic area the formulations of the invention can be used in products aimed exclusively at providing sun protection or in multifunctional cosmetic products, such as antiaging, facial or body treatment, make-up, shampoo, etc., which comprise a sun protection agent as an additional benefit ingredient.
As known to a person skilled in the art, the sun- protection formulations of the invention may comprise ingredients listed in the International Nomenclature of Cosmetic Ingredients (INCI) dictionary, issued by the USA association PCPC - Personal Care Products Council (previously known as CTFA - Cosmetic, Toiletry and Fragrance Association) . The formulations of the inventions may comprise at least one of the following ingredients: antiacne, antidandruff , antifungal, antimicrobial, antioxidant, reducing agent, biocidal, external analgesic, skin whitening agent, pigment, hydrating agent, vitamin, enzyme, emulsifier, fragrance, preservative, ceramide, aminoacid derivative, liposome, polyol, vegetal extract, silicone, humectant, emollient, antiviral, insect repellent, foaming or foam boosting agent, occluding agent, self-tanning agent, electrolyte, pH control agent, dye, fixative resin, film forming agent, powder, glittering agent.
There is no specific limitation to the particle size of the cyclodextrin used in the formulations of the invention, chosen according to the envisaged formulation, as the person skilled in the art knows how to do. Typically, without excluding any other range, a useful particle size of cyclodextrin ranges from 0.1 to 1000 μιη, more particularly from 10 to 500 μιη.
Cosmetic sun-protection formulations per se and ways to prepare them are known in the art. An example is the publication "Sunscreens : Development: Evaluation , and Regulatory Aspects", Lowe, N. J. et al., Marcel Dekker, 2nd edition, 1997.
The formulations according to this invention can be used on humans or animals.
In another aspect, the invention concerns the use of cyclodextrin in the manufacture of topic sun-protection formulations that provide wet-applicability with a non-whitening effect and providing substantially the same SPF for application on either dry or wet skin.
In a further aspect, the invention concerns a method for providing wet-skin applicability with non-whitening effect to topic sun-protection formulations, while providing substantially the same SPF for application to either dry or wet skin, wherein 0.1-10% in weight of said formulation of one or more cyclodextrins are added thereto .
Examples
The examples that follow aim to show how the invention works through particular embodiments, without limiting in any way the extension of protection provided by the content of the attached claims .
Example 1 - A prior art SPF 30 sunscreen formulation
COMPONENT TABLE - Formula # 12018-37B
PHASE INGREDIENT w/w %
A Water QSP 100
Disodium EDTA 0.05
Glycerin 1.50
Triethanolamine 0.04
Acrylic acid/VP crosspolymer 0.40 (UltraThix®P100)
B Butyl methoxydibenzoylmethane (Escalol® 517) 3.50
Ethylhexyl salicylate (Escalol® 587) 3.00
Octocrylene (Escalol® 597) 7.00
Glyceryl stearate and laureth-23 (Cerasynt® 0.60 945)
Tridecyl neopentanoate (Ceraphyl® 55) 3.00
VP/eicosene copolymer 2.00 (Antaron® V-220)
Bis-ethylhexyloxyphenol methoxyphenyl 3.30 triazine (Escalol® S)
Homosalate 9.50
C Potassium cetyl phosphate 0.90
D Triethanolamine 0.33
E Cyclopentasiloxane 0.50
(Si-Tech® CM 040)
F Disodium lauriminodiproprionate tocopheryl 0.50
phosphates
(Vital® ET)
Phenoxyethanol (and) caprylyl glycol 0.80 (Optiphen®) 96% Denatured alcohol 1.50
Obs: Ultrathix®, Escalol®, Cerasynt®, Ceraphyl®, Antaron®, Si-Tech®, Vital ET® and Optiphen® are chemical ingredients commercialized by the US company Ashland Inc.
Preparation procedure
1 - Combining the components of phase A, with agitation up to homogeneity, and heating up to 83-88 °C.
2 - Combining the components of phase B, and heating to 83-88 °C with agitation.
3 - Adding phase B into phase A, and mixing up to homogeneity. 4 - At 83-88 °C, adding phase C into phase AB, and mixing for about 10 minutes. Vigorously stirring for 5 minutes.
5 - Adding phase D and homogenizing for 5 minutes.
6 - At 40 °C adding phase E and homogenizing for 5 minutes.
7 - Cooling to 30-35 °C, adding phase F and homogenizing for 10 minutes.
Obtained product :
Aspect: yellowish emulsion
pH: 6.0- 7.2;
Viscosity: 30, 000-180, 000 cps (Brookfield DV I, F 4, 3 rpm, 25°C) .
Example 2 - A SPF 30 wet-skin applicable sunscreen formulation according to the invention.
COMPONENT TABLE - Formula # 12018-37A
PHASE INGREDIENT w/w %
A Water QSP100
Disodium EDTA 0.05
Glycerin 1.50
Triethanolamine 0.04
Acrylic acid/VP crosspolymer 0.40
(UltraThix®P100)
B Butyl methoxydibenzoylmethane (Escalol® 3.50
517)
Ethylhexyl salicylate (Escalol® 587) 3.00
Octocrylene (Escalol® 597) 7.00
Glyceryl stearate and laureth-23 (Cerasynt® 0.60
945)
Tridecyl neopentanoate (Ceraphyl® 55) 3.00
VP/eicosene copolymer 2.00
(Antaron® V-220) Bis-ethylhexyloxyphenol methoxyphenyl 3.30 triazine (Escalol® S)
Homosalate 9.50
Beta-cyclodextrin (*) 5, 00 c Potassium cetyl phosphate 0.90
D Triethanolamine 0.33
E Cyclopentasiloxane 0.50
(Si-Tech® CM 040)
F Disodium lauriminodiproprionate tocopheryl 0.50
phosphates
(Vital® ET)
Phenoxyethanol (and) caprylyl glycol 0.80
(Optiphen®)
96% Denatured alcohol 1.50
(*) average particle size 118 μιη
Preparation procedure and obtained product - same as described in example 1.
Comparison between prior art and invention formulations
SPF FOR FORMULATION APPLIED TO DRY SKIN
Using the COLIPA (European Cosmetics Association)
2011 methodology, SPF was determined for both formulations of examples 1 and 2.
The results obtained are presented in the table below :
Figure imgf000010_0001
The results above indicate that both formulations provide specific SPF values, when applied to dry skin. It must be taken into account that, as per the content of international patent application WO2014165471, cyclodextrin in example 2 of the invention acts as a SPF booster, what explains the higher SPF obtained with the formulation of example 2 compared to the one in example 1.
SPF FOR FORMULATION APPLIED TO WET SKIN
Using the methodology adapted from ISO 24444/COLIPA
2011, described further on, SPF was determined for the formulations of examples 1 and 2.
The results obtained are presented in the table below :
Figure imgf000011_0001
Formulation of example 1 provoked the whitening effect when applied to wet skin. No whitening effect was obtained with the formulation of example 2.
The results above indicate that, while prior art formulation 1 had a decrease in SPF compared to the application on dry skin, formulation 2 according to the invention provided substantially the same SPF when applied to either dry or wet skin.
Description of methodology adapted from ISO 24444/ COLIPA 2005
The following methodology is based on ISO 24444 and
COLIPA 2005 Guidelines for determining FPS on wet skin.
The following adaptations concerning form of applications and drying time were adopted, as described below.
Site 1 - pre-MED on dry skin (MED = minimal erithema dose)
Site 2 - protecting skin with control product, dry skin.
Site 3 - immersion of participant person in a bathtub for 20 minutes. Immediately after applying product, and after about 15 minutes drying time, irradiating the test area.
After 16-24 hours after irradiation, the test locals are evaluated.
Determination of final SPF value
The individual SPF (SPFi) of control and test products for each participant is calculated as the ratio between the MED for skin-protected by the product (MEDp) and the MED for unprotected skin (MEDu) , according to the formula below:
SPFi = MEDp (protected skin) /MEDu (unprotected skin) Statistical analysis
The average SPF (x) and the standard deviation (s) are calculated for both control and test products, before and after immersion in water. Then, 95% confidence interval is calculated for both SPF with the formula below:
IC95%= x±c, where
IC95% = upper and lower limits of confidence interval
Figure imgf000012_0001
n = number of measurements
t = Student's t distribution value, bilateral, for n-1 freedom degrees and 95% confidence.
Based on the teachings contained in the preceding text and examples, a person skilled in the art will promptly appreciate the advantages of the invention, and will be able to propose equivalent embodiments comprising variations and alternatives that, although not expressly described, are not outside the scope of protection delimited by the attached claims .

Claims

1. A topic sun-protection formulation comprising one or more sun-protection agents and one or more cyclodextrins , wherein said formulation is made applicable to wet skin with non-whitening effect.
2. The topic sun-protection formulation according to claim 1 wherein said formulation provides substantially the same SPF for applications on either dry or wet skin.
3. The topic sun-protection formulation according to claim 1 wherein the cyclodextrin is one or more among alpha, beta and gamma cyclodextrin.
4. The topic sun-protection formulation according to claim 1 wherein the ratio between the percentage in weight of one or more sun-protection agents and the percentage in weight of one or more cyclodextrins ranges from 0.30 to 120, more particularly from 0.85 to 40 and even more particularly from 1 to 20.
5. The topic sun-protection formulation according to claim 1 wherein the amount of one or more sun-protection agents ranges from 3 to 60%, more particularly from 6 to 40% in weight with respect to total formulation weight.
6. The topic sun-protection formulation according to claim 1 wherein the amount of one or more cyclodextrins ranges from 0.5 to 10%, more particularly from 1 to 7% and even more particularly from 2 to 6% in weight with respect to total formulation weight.
7. The topic sun-protection formulation according to claim 1 wherein the sun protection agents are one or more radiation absorbers chosen from aminobenzoic acid, avobenzone, benzophenones , cinoxate, dioxybenzone , ensulizole, homosalate, meradimate, octisalate, octinoxate, octocrylene, PABA (p- aminobenzoic acid) and derivatives thereof, sulisobenzone, trolamine salicylate, 3-benzylidene camphor and derivatives thereof; esters of cinnamonic acid, esters of salicylic acid; esters of benzalmalonic acid, such as 4 -methoxybenzmalonic acid di-2-ethylhexyl ester; triazine derivatives, for example 2,4,6- trianilino-(p-carbo-2' -ethyl-1 ' -hexyloxy) -1,3,5-triazine and octyltriazone; iscotrizinol; propane-1 , 3-diones , such as l-(4- tert . butylphenyl ) -3- ( ' -methoxyphenyl ) propane-1 , 3-dione ; ketotricyclo (5.2.1.0) decane derivatives; derivatives of benzoylmethane , for example, 1- ( 4 ' -tert . butylphenyl ) -3- ( 4 ' - methoxyphenyl) propane-1, 3-dione, 4-tert-butyl-4 ' - methoxydibenzoylmethane; l-phenyl-3- ( 4 ' -isopropylphenyl ) - propane-1, 3-dione; derivatives of benzoic acid, such as 2- (4- diethylamino-2-hydroxybenzoyl) -benzoic acid hexylester; 1H- benzimidazole-4 , 6-disulfonic acid; 2 , 2 ' - ( 1 , 4-phenylene ) bis- , disodium salt; and benzotriazoles , such as bis-octyltriazol ; drometrizole trisiloxane (CAS-No .155633-54-8 ) ; asymmetrically substituted triazine derivatives such as anisotriazine .
8. The topic sun-protection formulation according to claim 1 wherein the sun protection agents are one or more of radiation blockers chosen from metallic oxides of iron, titanium, silicon, manganese, cerium, zinc, aluminum and zirconium; silicates, barium sulfate and zinc stearate.
9. The topic sun-protection formulation according to claim 1 wherein the particle size of cyclodextrin ranges from 0.1 to 1, 000 μιη, more particularly from 10 to 500 μιη.
10. The topic sun-protection formulation according to claim 1 chosen from emulsion, lotion, aerosol, cream, gel, powder, foam, oil and ointment.
11. The topic sun-protection formulation according to claim 1 chosen from oil-in-water and water-in-oil emulsion.
12. The use of cyclodextrin in the manufacture of topic sun-protection formulations charaterized by the fact that it provides wet-applicability with a non-whitening effect and substantially the same SPF for application on either dry or wet skin .
13. The use of cyclodextrin in the manufacture of topic sun-protection formulations according to claim 12, wherein said formulations are as described in any one of claims 3 to 11.
14. A method for providing wet-skin applicability with non-whitening effect to a topic sun-protection formulation, while providing substantially the same SPF for application on either dry or wet skin, wherein one or more cyclodextrins are added to such a formulation.
15. A method according to claim 14 wherein said sun- protection formulations are as describe in any one of claims 3-
PCT/BR2015/050040 2015-04-10 2015-04-10 Topic sun-protection formulations WO2016161493A1 (en)

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PCT/BR2015/050040 WO2016161493A1 (en) 2015-04-10 2015-04-10 Topic sun-protection formulations
BR112017021595-0A BR112017021595B1 (en) 2015-04-10 2015-04-10 topical formulation of sun protection and use of cyclodextrin
CONC2017/0010434A CO2017010434A2 (en) 2015-04-10 2017-10-12 Topical sunscreen formulations

Applications Claiming Priority (1)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20020110570A1 (en) * 1998-09-18 2002-08-15 Heinrich Gers-Barlag Emulsifier-free finely disperse systems of the oil-in-water and water-in-oil type
US20070155695A1 (en) * 2004-01-19 2007-07-05 Corinna Wirth Flavonoid complexes with cyclodextrins
US20130130231A1 (en) * 2002-11-26 2013-05-23 Isaac Bentwich Bioinformatically detectable group of novel viral regulatory genes and uses thereof
WO2014165471A1 (en) * 2013-04-03 2014-10-09 Isp Investments Inc. Composition comprising cyclodextrin as uv- and ir-radiation screen agent

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20020110570A1 (en) * 1998-09-18 2002-08-15 Heinrich Gers-Barlag Emulsifier-free finely disperse systems of the oil-in-water and water-in-oil type
US20130130231A1 (en) * 2002-11-26 2013-05-23 Isaac Bentwich Bioinformatically detectable group of novel viral regulatory genes and uses thereof
US20070155695A1 (en) * 2004-01-19 2007-07-05 Corinna Wirth Flavonoid complexes with cyclodextrins
WO2014165471A1 (en) * 2013-04-03 2014-10-09 Isp Investments Inc. Composition comprising cyclodextrin as uv- and ir-radiation screen agent

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BR112017021595A2 (en) 2018-07-03
CO2017010434A2 (en) 2018-01-05

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