WO2020175772A1 - 자외선에 의해 자외선 차단 효율이 증가하는 자외선 차단용 화장료 조성물 - Google Patents

자외선에 의해 자외선 차단 효율이 증가하는 자외선 차단용 화장료 조성물 Download PDF

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Publication number
WO2020175772A1
WO2020175772A1 PCT/KR2019/017182 KR2019017182W WO2020175772A1 WO 2020175772 A1 WO2020175772 A1 WO 2020175772A1 KR 2019017182 W KR2019017182 W KR 2019017182W WO 2020175772 A1 WO2020175772 A1 WO 2020175772A1
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WO
WIPO (PCT)
Prior art keywords
methoxycinnamate
composition
weight
cosmetic composition
blocking
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/KR2019/017182
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English (en)
French (fr)
Inventor
최민성
송경희
조형진
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LG H&H Co Ltd
Original Assignee
LG Household and Health Care Ltd
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
Priority claimed from KR1020190037278A external-priority patent/KR102026658B1/ko
Application filed by LG Household and Health Care Ltd filed Critical LG Household and Health Care Ltd
Priority to US17/433,543 priority Critical patent/US12168065B2/en
Priority to CN202511016858.1A priority patent/CN120549788A/zh
Priority to EP19916789.1A priority patent/EP3932384A4/en
Priority to JP2021549862A priority patent/JP7662158B2/ja
Priority to CN201980004246.7A priority patent/CN111867551B/zh
Publication of WO2020175772A1 publication Critical patent/WO2020175772A1/ko
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier 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
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers
    • A61K2800/522—Antioxidants; Radical scavengers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/591—Mixtures of compounds not provided for by any of the codes A61K2800/592 - A61K2800/596

Definitions

  • UV-blocking cosmetic composition that increases UV-blocking efficiency by UV rays
  • the present invention relates to a cosmetic composition for UV protection that increases UV protection efficiency by UV rays.
  • UV rays irradiated from sunlight acts as a major cause of erythema, swelling, freckles, or skin cancer on the skin. Recently, many studies on various skin diseases caused by ultraviolet rays have been actively conducted. UV rays depend on their wavelength, the wavelength of 200-280 11111 is 11 ⁇ :, 280-320 The wavelength of 11 is
  • the wavelength of 320-400 11111 is classified as 11 ⁇ -show. 1 -(: passes through the ozone layer and disappears without reaching the ground surface. Penetrates to the epidermis of the skin and causes erythema, freckles, or swelling. It is known to induce skin aging and skin irritation by penetrating into the dermis of the skin, promoting skin cancer, wrinkles, and melanin formation. A number of epidemiological studies have demonstrated a strong relationship between sun exposure and human skin cancer.
  • UV blocking products with (ultraviolet blocking index) are released
  • the sunscreen products are inorganic sunscreens such as titanium dioxide or zinc oxide, or ethylnuxylmethoxycinnamate, ethylnuclear silsalicylate, octocrylene, butylmethoxydibenzoylmethane,
  • UV protection cosmetics may reduce UV protection efficiency by UV rays.
  • a UV blocker with a methoxycinnamate structure may reduce UV protection efficiency by UV rays.
  • a UV blocker with a methoxycinnamate structure may reduce UV protection efficiency by UV rays.
  • Ethyl hexyl methoxycinnamate, isoamyl methoxycinnamate, or cinoxate has a problem in that the trans structure is changed to a cis structure by ultraviolet rays, and the efficiency of absorbing light in the ultraviolet region decreases. This can cause skin aging and various skin diseases as it cannot effectively block UV rays. In addition, as the outdoor activity increases, the longer the time the skin is exposed to sunlight, it causes the inconvenience of having to reapply sunscreen cosmetics several times.
  • the problem to be solved by the present invention is ultraviolet rays having a methoxycinnamate structure.
  • the intermolecular distance of methoxycinnamate can be adjusted by varying the content of polar oil or hydrocarbon oil. Specifically, when the distance between molecules is large, the methoxycinnamate molecule of the trans structure by ultraviolet rays is a cis structure. When the molecules are exposed to ultraviolet rays, various photoreactants including dimers may be generated when the distance between molecules is close enough. The Jt-Jt* transition energy level is changed by Jt stacking, and the wavelength range of absorbable energy can also be expanded.
  • UV-A 320 to 400 nm
  • UV-B 280 to 320 nm
  • the present invention uses an ultraviolet screening agent and a polar oil having a methoxycinnamate structure.
  • the present invention provides a cosmetic composition for blocking ultraviolet rays.
  • a UV-blocking cosmetic composition comprising a UV-blocking agent having a methoxycinnamate structure and a hydrocarbon oil.
  • the UV-blocking agent having a methoxycinnamate structure is provided.
  • It may contain any one or more selected from the group consisting of isoamyl P-methoxycinnamate and cinoxate.
  • the blocking agent may be contained in an amount of 2 to 30% by weight, preferably 2 to 25% by weight, and more preferably 2 to 20% by weight based on the weight of the composition.
  • the ultraviolet screening agent having the methoxycinnamate structure relative to the total weight of the composition of the present invention If it is less than 2% by weight, it is increased or decreased by ultraviolet rays, and if it is more than 30% by weight, the stability of the cosmetic formulation may be impaired.
  • the polar oil may be an ester-based oil or a triglyceride, specifically cetylethylhexanoate (0 1 11 ) 4116 &110),
  • the polar oil is not more than 5% by weight of the total weight of the composition, preferably 0.01 to 5% by weight, more preferable. It may be 0.05 to 4% by weight, or most preferably, polar oil may not be included. If the polar oil exceeds 5% by weight, it may be exposed to ultraviolet rays. The effect disappears.
  • the UV-blocking cosmetic composition including the UV-blocking agent having a methoxycinnamate structure of the present invention and polar oil may additionally contain hydrocarbon oil, in which case the UV-blocking effect is remarkably
  • the hydrocarbon oil is fluid (1 ⁇ (1) paraffin, hard fluid isoparaffin, medium fluid isoparaffin, vaseline, 11-paraffin, mineral oil, isoparaffin, isododecane, iso Hexadecane, polyisobutylene, hydrogenated
  • the hydrocarbon oil is 5 to 30% by weight based on the total weight of the composition, preferably 5.1 to 30% by weight, 5.5 to 30% by weight, 6 to 30% by weight, 6.5 to 30% by weight, or 7 to 30% by weight.
  • the hydrocarbon oil is 5 to 25% by weight, more preferably 5.1 to 25% by weight, 5.5 to 25% by weight, 6 to 25% by weight, 6.5 to 25% by weight, or 7 to 25% by weight.
  • the hydrocarbon oil is 5 to 15% by weight based on the total weight of the composition, more preferably 5.1 to 15% by weight, 5.5 to 15% by weight, 6 to 15% by weight, 6.5 to It may be included in 15% by weight, or 7 to 15% by weight. If the above hydrocarbon oil is less than 5% by weight of the total weight of the composition, the feeling of use is too stiff and does not satisfy the basic quality standards of cosmetics, and if it exceeds 30% by weight The stability of the formulation may be impaired.
  • the UV-blocking cosmetic composition of the present invention uses silicone oil. 2020/175772 1»(:1 ⁇ 1 ⁇ 2019/017182
  • the UV protection cosmetic composition of the present invention may not contain substantially silicone oil, and the silicone oil is 15% by weight or less based on the total weight of the composition. Preferably it may contain 10% by weight or less, more preferably 5% by weight or less, and even more preferably 3% by weight or less.
  • Ultraviolet rays included in the cosmetic composition of the present invention Ethyl hexyl methoxycinnamate as a blocking agent or
  • Isoamyl:?-methoxycinnamate is not compatible with silicone oil, so if it contains more than 15% by weight of silicone oil, its stability at room temperature may decrease.
  • the sunscreen cosmetic composition of the present invention contains a sunscreen agent and a polar oil having a methoxycinnamate structure of 1:0.01 to 1, preferably 1:0.01 to 0.8, and more preferably 1:0.01 To 0.6, more preferably 1:0.01 to 0.4, more preferably 1:0.01 to 0.2 (sunscreen having a methoxycinnamate structure: polar oil), or most preferably does not contain polar oil.
  • polar oil having a methoxycinnamate structure of 1:0.01 to 1, preferably 1:0.01 to 0.8, and more preferably 1:0.01 To 0.6, more preferably 1:0.01 to 0.4, more preferably 1:0.01 to 0.2 (sunscreen having a methoxycinnamate structure: polar oil), or most preferably does not contain polar oil.
  • the weight of the polar oil exceeds the range of the weight ratio, the effect of increasing the ultraviolet ray blocking efficiency by ultraviolet rays does not occur.
  • the sunscreen cosmetic composition of the present invention contains a sunscreen agent having a methoxycinnamate structure and a hydrocarbon oil of 1:0.2 to 15, preferably 1:0.2 to 8, and more preferably 1: It can be included in a weight ratio of 0.2 to 3 (sunscreen with methoxycinnamate structure: hydrocarbon oil).
  • Hydrocarbon oil may be included in an appropriate weight ratio with the above-described UV-blocking agent in order to improve the usability of the cosmetic composition within a range of 5% by weight or more relative to the total weight of the composition. If it is outside the above range, the UV-blocking efficiency due to UV rays or the cosmetic composition The feeling of use may be impaired.
  • the UV-blocking cosmetic composition of the present invention comprises polar oil and
  • polar oil and hydrocarbon oil are 1: 1 to 300, preferably 1:1 to 200, and more preferably 1:1 to ⁇ 0 (polar oil: hydrocarbon oil)
  • polar oil hydrocarbon oil
  • the UV-blocking cosmetic composition of the present invention may additionally include an inorganic sun-blocking agent.
  • the inorganic sun-blocking agent may be titanium dioxide, zinc oxide, or iron oxide, but is not limited thereto.
  • the barrier cosmetic composition may additionally contain a moisturizer, a thickener, a surfactant, an oily agent, an antiseptic, an antioxidant, an alcohol, a flavoring agent, an anti-moisture control agent, or a natural extract, but is not limited thereto.
  • the cosmetic composition according to the present invention is conventionally manufactured in the art.
  • the sunscreen cosmetic composition of the present invention may be an emulsion formulation, for example, a water-in-oil (/ or oil-in-water (0 ⁇ ) formulation.
  • the present invention is an ultraviolet ray comprising 2 to 30% by weight of a sunscreen agent having a methoxycinnamate structure, 5% by weight or less of polar oil, and 5 to 30% by weight of a hydrocarbon oil relative to the total weight of the composition.
  • the present invention provides a method for producing a cosmetic composition for UV protection comprising the step of mixing an UV protection agent having a methoxycinnamate structure and a polar oil of 5% by weight or less based on the total weight of the composition.
  • the manufacturing method may include a step of additionally mixing hydrocarbon oil. The manufacturing method may be applied in the same manner as the contents of the cosmetic composition for UV protection.
  • the inventors of the present invention contain a specific content of polar oil in a cosmetic composition containing the above-mentioned sunscreen, and the cosmetic composition is prepared in an oil-in-water (0/ ⁇ ) formulation, so that the molecular weight of methoxycinnamate As the distance can be adjusted closer, it has been found that the UV blocking efficiency increases when exposed to UV rays.
  • the present invention uses an ultraviolet screening agent and polar oil having a methoxycinnamate structure.
  • the sunscreen provides a cosmetic composition for sunscreen comprising isoamyl:?-methoxycinnamate.
  • the sunscreen agent
  • isoamyl:?-methoxycinnamate it may further contain ethylhexylmethoxycinnamate, sinoxate, or a mixture thereof.
  • the sunscreen with a methoxycinnamate structure is 2 to 30 compared to the total weight of the composition Weight%, preferably 2 to 25% by weight, and more preferably 2 to 20% by weight. If the UV blocker having the methoxycinnamate structure is less than 2% by weight of the total weight of the composition of the present invention, the SPF by ultraviolet rays It decreases, and if it exceeds 30% by weight, the stability of the cosmetic formulation may be impaired.
  • the isoamyl P-methoxycinnamate may be contained in an amount of 2 to 30% by weight, preferably 2 to 25% by weight, and more preferably 2 to 20% by weight based on the total weight of the composition. If the amount of amyl P-methoxycinnamate is less than 2% by weight, the SPF decreases due to ultraviolet rays, and if it exceeds 30% by weight, the stability of the cosmetic formulation may be impaired.
  • the polar oil may be an ester-based oil or a triglyceride, and an ultraviolet ray blocker having a methoxycinnamate structure may be excluded.
  • the polar oil is cetylethylhexanoate. (Cetylethylhexanoate), Caprylic/capric glycerides,
  • Phenethyl benzoate Dicaprylyl carbonate, C12-15 Alkyl Benzoate,
  • It may contain, but is not limited to, any one or more selected from the group consisting of octocrylene and phenyl trimethicone.
  • the content of the polar oil may be equal to or less than the content of the isoamyl P-methoxycinnamate.
  • the content of the polar oil may be 0.01 to 30% by weight based on the total weight of the composition. ,Preferably 0.01 to 25% by weight, more preferably 0.01 to 20% by weight.
  • the polar oil may not be included in the UV-blocking cosmetic composition of the present invention at all.
  • the content of the polar oil is the isotype. When the content of amyl P-methoxycinnamate is exceeded, the effect of increasing SPF by ultraviolet rays disappears.
  • the UV-blocking cosmetic composition of the present invention contains a UV-blocking agent having a methoxycinnamate structure and a polar oil of 1:0.01 to 0.7, preferably 1:0.01 to 0.5, more preferably 1:0.01 To 0.3 (sunscreen having a methoxycinnamate structure: polar oil).
  • the sunscreen cosmetic composition of the present invention contains isoamyl P-methoxycinnamate and polar oil 1:0.01 To 0.7, preferably 1:0.01 to 0.5, more preferably 1:0.01 to 0.3
  • the UV-blocking cosmetic composition is non-polar oil
  • non-polar oil may contain, for example, hydrocarbon oil, silicone oil, or a mixture thereof. If the UV-blocking cosmetic composition contains hydrocarbon oil, it is excellent in application to the skin, and 2020/175772 1»(:1 ⁇ 1 ⁇ 2019/017182
  • the UV protection effect may be increased.
  • the hydrocarbon oil may contain one or more selected from the group consisting of isododecane, isohexadecane, mineral oil, hydrogenated polydecene, and squalane, but is limited thereto.
  • the above-mentioned UV-blocking cosmetic composition additionally contains silicone oil, the effect of increasing the UV-blocking efficiency by UV rays is excellent and it helps to improve the feeling of use.
  • the silicone oil is cyclotetrasiloxane, cyclotetrasiloxane, and cyclote Pentasiloxane, cyclohexasiloxane, dimethicone, dimethiconol and
  • It may be one or more selected from the group consisting of phenyltrimethicone, etc., but is not limited thereto.
  • the UV-blocking cosmetic composition of this invention is made of non-polar oil compared to the total weight of the composition.
  • the non-polar oil is 0.01 to 20% by weight, preferably 5.0% by weight, based on the total weight of the composition. To 20% by weight, or 5.1 to 20% by weight. Preferably, the non-polar oil contains 0. () 1 to 10% by weight, more preferably 5.0 to 10% by weight, or 5.1 to 20% by weight relative to the total weight of the composition. If the non-polar oil is less than 0.01% by weight of the total weight of the composition, the feeling of use is too stiff, and the basic quality standard of the cosmetic product cannot be satisfied, and if it exceeds 20% by weight, the stability of the formulation may be impaired.
  • the UV-blocking cosmetic composition of the present invention is an emulsion formulation
  • the sunscreen cosmetic composition of the present invention may be an oil-in-water (0/) formulation.
  • the sunscreen cosmetic composition of the present invention is manufactured in an oil-in-water formulation containing a specific content of polar oil, the effect of increasing the ultraviolet ray blocking efficiency after irradiation with ultraviolet rays is remarkable. Excellent.
  • the present invention includes an ultraviolet ray blocker having a methoxycinnamate structure and a polar oil
  • the ultraviolet ray blocking agent includes isoamyl methoxycinnamate
  • the ultraviolet ray blocking agent is 2 relative to the total weight of the composition To 30% by weight
  • the content of the polar oil is equal to or less than the content of the isoamyl:?-methoxycinnamate.
  • the composition provides an ultraviolet ray blocking cosmetic composition after UV irradiation. The effect is remarkably increased, and the feeling of use of the cosmetic composition is also remarkably excellent.
  • the present invention uses an ultraviolet screening agent and a polar oil having a methoxycinnamate structure.
  • Isoamyl:?-methoxycinnamate is included, and the content of the polar oil is Provides a method of manufacturing a cosmetic composition for sunscreen that is equal to or less than the content of isoamyl P-methoxycinnamate.
  • the above manufacturing method can be applied in the same manner as the content of the sunscreen cosmetic composition.
  • the UV-blocking cosmetic composition of the present invention significantly increases the UV-blocking efficiency when exposed to UV rays, especially UV-A (320 to 400 nm) and UV-B (280 to 320 ⁇ ).
  • the UV-blocking cosmetic composition of the present invention is remarkably excellent in terms of use by containing a specific amount of hydrocarbon oil-a brief description of the drawing.
  • Figure 1 shows the increase rate of ultraviolet ray blocking in an embodiment of the present invention (Example 8)
  • Example 8 is a result of changes in absorbance before and after UV irradiation in an embodiment of the present invention.
  • Example 3 is a result of changes in absorbance before and after irradiation with ultraviolet rays in an example (Example 13) of the present invention.
  • UV protection cosmetics were prepared with the contents of Table 2 below.
  • Shohang and: 8 were prepared, respectively, and heated to 75 degrees.
  • To Shohang: 8 were slowly put in, and emulsified for 5 minutes using a homomixer. Cooled to 30 degrees.
  • Each of the prepared samples Before and after irradiation It was measured by the method, and the results are shown in Table 3 below.
  • OMC Ethylhexyl methoxycinnamate/ IMC: Isoamyl p-methoxycinnamate
  • Example 8 Data immediately determined by (Optomertrics Corporation) were used.
  • the absorbance before ultraviolet irradiation for Example 8 was represented by a solid line, and the absorbance after ultraviolet irradiation was represented by a dotted line.
  • Example 8 was irradiated with ultraviolet rays. It was confirmed that the absorbance of the entire UV region was increased.
  • the increase in the SPF value after UV irradiation may be due to the remarkable increase in absorbance in the UV-A (320 to 400 nm) and UV-B (280 to 320 nm) regions, especially the UV-B region.
  • OMC Ethylhexyl methoxycinnamate/ IMC: Isoamyl p-methoxycinnamate/ BEMT: 2020/175772 1»(:1/10 ⁇ 019/017182
  • the in-vitro SPF value was increased by ultraviolet rays.
  • Comparative Examples 19 and 20 containing 10% by weight of polar oil the in-vitro SPF value was decreased by ultraviolet rays. From the results, it was confirmed that the UV protection cosmetic composition of the present invention needs to be limited in the content of polar oil, unlike non-polar oils, in order to exhibit the excellent UV protection effect.
  • UV-blocking cosmetics having the composition disclosed in Tables 14 and 15 were prepared as follows. The ingredients of Shohang were mixed well at 75 degrees and prepared.
  • Item 7 was added and dispersed for 30 minutes using a disper. The rest: The raw materials of item 8 were added, warmed to 75 degrees, and prepared.: Slowly put in item 8, using a homo mixer to emulsify for minutes and cool to 30 degrees. I did.
  • Cetyl ethylhexanoate/ BEMT Bis-e ⁇ lylhexyloxyphenol methoxyphenyl triazine
  • raw material 8 was added and warmed to 75°C to prepare.: While slowly putting in item 8, it was emulsified for minutes using a homomixer and cooled to 30°C.
  • OMC Ethylhexyl methoxycinnamate/ IMC: Isoamyl p-methoxycinnamate/ CEH:
  • Cetyl ethylhexanoate/ BEMT Bis-ethylhexyloxyphenol methoxyphenyl triazine
  • OMC Ethylhexyl methoxycinnamate/ IMC: Isoamyl p-methoxycinnamate/ CEH:
  • Cetyl ethylhexanoate/ BEMT Bis-ethylhexyloxyphenol methoxyphenyl triazine
  • the absorbance was measured from 9 different points on the PMMA plate, and each
  • the average value of the SPF value calculated from the absorbance was used.
  • the sunscreen cosmetics were prepared with the contents of Table 21 below. Items A and B were prepared and heated to 75 degrees. Emulsifying for 5 minutes using a homomixer and cooling to 30 degrees while slowly putting in A to B. The SPF values before and after UV irradiation of each prepared sample were measured in the same manner as in Experimental Example 1, and the result The following table
  • UV protection cosmetics were prepared with the contents shown in Table 23 below.
  • Shohang and: 8 were prepared, respectively, and heated to 75°C.
  • Shohang: 8 slowly injected, and emulsified for 5 minutes using a homomixer. Cooled to 30 degrees Celsius.
  • the values before and after irradiation were measured in the same manner as in Experimental Example 1, and the results are shown in Table 24 below.
  • UV-blocking cosmetics were manufactured by referring to Tables 25 and 26 below.
  • the sho port and the mother port were prepared and heated to 75 degrees.
  • the values before and after irradiation of each prepared sample were measured in the same manner as in Experimental Example 1, and the results are shown in Table 27 below.
  • UV-blocking cosmetics were manufactured by referring to Tables 28 and 29 below.
  • the sho port and the mother port were prepared and heated to 75 degrees.

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Abstract

본 발명은 자외선 차단용 화장료 조성물에 관한 것으로, 구체적으로 메톡시신나메이트 구조를 갖는 자외선 차단제, 및 특정한 중량의 극성 오일을 포함하는 자외선 차단용 화장료 조성물에 관한 것이다. 본 발명의 자외선 차단용 화장료 조성물은 자외선에 노출될 때 자외선 차단 효율이 현저하게 증가되며 사용감이 현저하게 우수하다.

Description

2020/175772 1»（：1^1{2019/017182 명세서
발명의명칭:자외선에의해자외선차단효율이증가하는자외선 차단용화장료조성물
기술분야
[1] 본출원은 2019년 2월 27일출원된대한민국출원제 10-2019-0023391호, 2019년
3월 29일출원된대한민국출원제 10-2019-0037278호, 2019년 8월 29일출원된 대한민국출원제 10-2019-이06892호및 2019년 8월 29일출원된대한민국출원 제 10-2019-이06893호에기초한우선권을주장하며,해당출원의 명세서 및 도면에 개시된모든내용은본출원에원용된다.
[2] 본발명은자외선에의해자외선차단효율이증가되는자외선차단용화장료 조성물에 관한것이다.
배경기술
[3] 태양광으로부터조사되는 자외선은피부에홍반이나,부종,주근깨,또는 피부암을일으키는주요한원인으로작용한다.최근 자외선에 기인한여러 가지 피부질병들에 대한많은연구가활발히진행되고있다.일반적으로 자외선은 그파장에따라, 200-280 11111의 파장은 11\ ：, 280-320따11의 파장은
Figure imgf000002_0001
320-400 11111의 파장은 11\^-쇼로분류된다. 1 -（：는오존층을통과하면서지표면에 도달하지못하고소실되며,
Figure imgf000002_0002
는피부의표피까지 침투되어홍반과주근깨, 또는부종등을일으킨다.
Figure imgf000002_0003
피부의 진피까지침투하여 피부암과주름, 멜라닌형성을촉진하는등,피부노화,및피부자극을유발하는것으로알려져 있다.다수의 역학연구로일광노출과인체피부암의 강력한관계가증명되어 있다.
[4] 일광노출과관련된상기 언급된위험의 결과로, 자외선 차단제품에 대한 일반대중의관심은증가하여 왔으며,그결과다양한종류의
（자외선 차단지수）를가지는 자외선 차단제품이출시되고
있다. 자외선 차단제품은높은 값을갖도록하기위해 이산화티탄,또는 산화아연등의무기 자외선 차단제,또는에칠핵실메톡시신나메이트, 에칠핵실살리실레이트,옥토크릴렌，부틸메톡시디벤조일메탄,
비스-에칠핵실옥시페놀메톡시페닐트리아진,또는
디에칠아미노하이드록시벤조일핵실벤조에이트등의유기 자외선 차단제를 포함한다.
[5] 자외선차단용화장품은자외선에 의해자외선차단효율이 떨어질수있다. 특히 메톡시신나메이트구조를갖는자외선차단제인
에칠핵실메톡시신나메이트,이소아밀 메톡시신나메이트,또는시녹세이트는 자외선에 의해트렌스구조가시스구조로바뀌면서자외선영역의 빛을 흡수하는효율이 떨어지는문제점을가지고있다.자외선차단효율이 떨어지게 되면효과적으로자외선을차단할수없어피부노화나각종피부질병을유발할 수있다.또한야외활동이많아짐에따라피부가태양광에노출되는시간이 길어지면자외선차단용화장품을여러번덧발라줘야하는불편함을유발할수 있다.이러한문제를해결하기위해 ,자외선차단용화장료조성물에서 메톡시신나메이트구조를갖는자외선차단제자체의효과가감소하는것을 방지하는방법또는동량을사용하더라도효과를보다더증진시키는방법의 개발이필요한실정이다.
발명의상세한설명
기술적과제
[6] 본발명이해결하고자하는과제는메톡시신나메이트구조를갖는자외선
차단제가자외선에노출될때자외선차단효율이떨어지는문제점이해결되고, 오히려자외선에의해자외선차단효율이증가되는자외선차단용화장료 조성물을제공하는것이다.
과제해결수단
[7] 본발명의발명자들은상기종래기술의문제점을해결하기위해예의연구 노력한결과,메톡시신나메이트구조를갖는자외선차단제를포함하는화장료 조성물이특정한조건하에서자외선에노출될때오히려자외선차단효율이 증가하는놀라운발견을하여본발명을완성하게되었다.
[8] 본발명의발명자들은상기자외선차단제를포함하는화장료조성물에서
극성오일또는하이드로카본오일의함량을달리함에따라메톡시신나메이트의 분자간거리를조절할수있음을발견하였다.구체적으로,분자간거리가멀 경우에는자외선에의해트렌스구조의메톡시신나메이트분자가시스구조로 바뀌어자외선흡수능이현저하게떨어질수있다.하지만,분자간의거리가 충분히가까운거리에서는자외선에노출되었을때 ,다이머（dimer）를비롯한 다양한광반응물이생성될수있다.이렇게생성된광반응물과의 Jt-Jt stacking에 의해 Jt-Jt*전이에너지준위가달라져흡수할수있는에너지의파장영역도 확장될수있다.본발명의자외선차단제를포함하는화장료조성물은
UV-A（320내지 400 nm）및 UV-B（280내지 320 nm）의파장영역에서흡광도가 자외선조사전에비해현저하게증가할뿐만아니라, SPF값이현저하게 증가된다.
[9] 본발명은메톡시신나메이트구조를갖는자외선차단제및극성오일을
포함하는자외선차단용화장료조성물을제공한다.또한,본발명은
메톡시신나메이트구조를갖는자외선차단제및하이드로카본오일을 포함하는자외선차단용화장료조성물을제공한다.상기메톡시신나메이트 구조를갖는자외선차단제는에칠핵실메톡시신나메이트,
이소아밀 P-메톡시신나메이트및시녹세이트등으로이루어진군에서선택된 어느하나이상을포함할수있다.상기메톡시신나메이트구조를갖는자외선 2020/175772 1»（：1^1{2019/017182
3 차단제는조성물종중량대비 2내지 30중량%,바람직하게 2내지 25중량%, 더욱바람직하게 2내지 20중량%로포함될수있다.상기 메톡시신나메이트 구조를갖는자외선차단제가본발명의조성물총중량대비 2중량%미만일 경우에는자외선에의해 가감소하며 , 30중량%초과일경우에는화장료 제형의 안정성이 저해될수있다.
[1이 일실시예에서 ,상기 극성오일은에스터계오일또는트리글리세라이드등일 수있으며 ,구체적으로세틸에틸핵사노에이트 (0 1 11)4116 &110 ),
Figure imgf000004_0001
。때15011 6), 012- 15알킬벤조에이트 (02- 15 6 112：0 6)및
옥토크릴렌 (0^00716116)등으로이루어진군에서선택된어느하나이상을 포함할수있으나,이에 제한되는것은아니다.상기극성오일은조성물총중량 대비 5%중량이하,바람직하게는 0.01내지 5중량,더욱바람직하게 0.05내지 4 중량%일수있거나,가장바람직하게극성오일이포함되지 않을수있다.상기 극성오일이 5중량%초과일경우에는자외선에
Figure imgf000004_0002
효과가 사라진다.
[11] 일실시예에서,본발명의 메톡시신나메이트구조를갖는자외선차단제 및 극성오일을포함하는자외선차단용화장료조성물은하이드로카본오일을 추가로포함할수있으며，이러한경우자외선차단효과가현저하게증가되며 및피부에발림성이우수하다.상기하이드로카본오일은유동 (1切 (1)파라핀, 경질유동이소파라핀,중질유동이소파라핀,바셀린, 11-파라핀,미네랄오일, 이소파라핀,이소도데칸,이소핵사데칸,폴리이소부틸렌，수소화된
폴리이소부틸렌,폴리부텐,오조케라이트,세례신,미세결정질왁스,파라핀 왁스,폴리에틸렌왁스,폴리에틸렌/폴리프로필렌왁스,스쿠알란,스쿠알렌, 프리스탄,및폴리이소프렌등으로이루어진군으로부터선택된어느하나 이상을포함할수있으나,이에제한되는것은아니다.
[12] 상기하이드로카본오일은조성물총중량대비 5내지 30중량%,바람직하게 5.1내지 30중량%, 5.5내지 30중량%, 6내지 30중량%, 6.5내지 30중량%,또는 7내지 30중량%로포함될수있다.바람직하게,상기하이드로카본오일은 조성물종중량대비 5내지 25중량%,더욱바람직하게 5.1내지 25중량%, 5.5 내지 25중량%, 6내지 25중량%, 6.5내지 25중량%,또는 7내지 25중량%로 포함될수있다.바람직하게,상기하이드로카본오일은조성물총중량대비 5 내지 15중량%,더욱바람직하게 5.1내지 15중량%, 5.5내지 15중량%, 6내지 15중량%, 6.5내지 15중량%,또는 7내지 15중량%로포함될수있다.상기 하이드로카본오일이조성물총중량대비 5중량%미만일경우에는사용감이 너무뻑뻑하여화장품의 기본적인품질기준을만족시키지못하며， 30중량% 초과일경우에는제형의 안정성이 저해될수있다.
[13] 일실시예에서,본발명의자외선차단용화장료조성물은실리콘오일을 2020/175772 1»（：1^1{2019/017182
4 추가로포함할수있으며，이러한경우자외선에의해자외선차단효율이 증가하는효과가우수하며사용감개선에도도움을준다.그러나,상기와같이 극성오일의함량이 제한된조건에서,실리콘오일은메톡시신나메이트구조를 갖는자외선차단제와상용성이좋지 않기 때문에과량포함하는것은 바람직하지 않다.본발명의자외선차단용화장료조성물은실리콘오일을 실질적으로포함하지 않을수있으며,실리콘오일을조성물총중량대비 15 중량%이하,바람직하게 10중량%이하,더욱바람직하게 5중량%이하,더욱더 바람직하게 3중량%이하로포함할수있다.상기실리콘오일은
사이클로테트라실록산,사이클로펜타실록산,사이클로핵사실록산,디메치콘, 디메치콘올및페닐트리메치콘등으로이루어진군에서선택되는하나이상일 수있으나,이에제한되는것은아니다.본발명의화장료조성물에포함되는 자외선차단제인에칠핵실메톡시신나메이트또는
이소아밀:?-메톡시신나메이트는실리콘오일과상용성이좋지 않아 15중량%를 초과하는실리콘오일을포함시상온에서 안정성이 떨어질수있다.
[14] 일실시예에서,본발명의자외선차단용화장료조성물은메톡시신나메이트 구조를갖는자외선차단제및극성오일을 1 :0.01내지 1,바람직하게 1 :0.01내지 0.8,더욱바람직하게 1 :0.01내지 0.6,보다바람직하게 1 :0.01내지 0.4,보다더 바람직하게 1 : 0.01내지 0.2（메톡시신나메이트구조를갖는자외선차단제:극성 오일）의중량비로포함할수있거나,가장바람직하게극성오일을포함하지 않을수있다.상기 극성오일의중량이상기중량비의범위를초과하는경우, 자외선에 의한자외선차단효율이증가하는효과가발생되지 않는다.
[15] 일실시예에서,본발명의자외선차단용화장료조성물은메톡시신나메이트 구조를갖는자외선차단제및하이드로카본오일을 1 :0.2내지 15,바람직하게 1 :0.2내지 8,더욱바람직하게 1 :0.2내지 3（메톡시신나메이트구조를갖는 자외선차단제:하이드로카본오일）의중량비로포함할수있다.상기
하이드로카본오일은조성물총중량대비 5중량%이상인범위내에서,화장료 조성물의사용감을향상시키기 위해상기자외선차단제와적절한중량비로 포함될수있다.상기 범위를벗어나는경우,자외선에의한자외선차단효율 또는화장료조성물의사용감이 저해될수있다.
[16] 일실시예에서,본발명의자외선차단용화장료조성물은극성오일과
하이드로카본오일을동시에포함할경우,극성오일및하이드로카본오일을 1 : 1내지 300,바람직하게 1 : 1내지 200,더욱바람직하게 1 : 1내지 ^0（극성 오일:하이드로카본오일）의중량비로포함할수있다.상기 극성오일및 하이드로카본오일의중량비가상기범위를벗어나는경우,자외선에 의한 자외선차단효율또는화장료조성물의사용감이 저해될수있다.
[17] 일실시예에서,본발명의자외선차단용화장료조성물은추가로무기자외선 차단제를포함할수있다.상기무기자외선차단제는이산화티탄,산화아연 또는산화철등일수있으나,이에 제한되지 않는다.또한,본발명의자외선 2020/175772 1»（：1^1{2019/017182
5 차단용화장료조성물은보습제，증점제 ,계면활성제 ,유상기제 ,방부제 , 산화방지제 ,알코올,향료,ᅣ恨조절제또는천연추출물등을추가로포함할수 있으나,이에제한되지않는다.
[18] 본 발명에따른 화장료 조성물은당업계에서통상적으로제조되는
어떠한 제형으로도제조될수있으며,예컨대,용액,현탁액,유탁액,페이스트, 겔,크림,로션,비누,계면활성제-함유클린싱또는오일등으로 제형화될수 있으나,이에한정되는것은아니다.보다구체적으로,유연화장수,영양화장수, 스킨토너,영양크림,유액,화장연고,마사지크림,에센스,아이크림,클렌징 크림,클렌징폼,클렌징워터,팩,젤,메이크업베이스,파운데이션,스프레이 또는파우더등의 제형으로제조될수있다.일실시예에서,본발명의자외선 차단용화장료조성물은에멀전제형,예를들어 유중수 ( /이또는수중유 (0八¥) 제형일수있다.
[19] 일실시예에서,본발명은조성물총중량대비메톡시신나메이트구조를갖는 자외선차단제 2내지 30중량%,극성오일 5%중량%이하,및하이드로카본 오일 5내지 30중량%를포함하는자외선차단용화장료조성물을제공한다. 상기조성물은자외선조사후자외선차단효과가현저하게상승되며 ,화장료 조성물의사용감또한현저하게우수하다.
Figure imgf000006_0001
[21] 본발명은메톡시신나메이트구조를갖는자외선차단제,및조성물총중량 대비 5%중량%이하의극성오일을혼합하는단계를포함하는자외선차단용 화장료조성물의제조방법을제공한다.일실시예에서,상기제조방법은 하이드로카본오일을추가로혼합하는단계를포함할수있다.상기제조방법은 상기자외선차단용화장료조성물에대한내용이동일하게적용될수있다.
[22]
[23] 다른측면에서 ,본발명의발명자들은상기자외선차단제를포함하는화장료 조성물에특정한함량의극성오일을포함하고,화장료조성물을수중유 (0/\¥) 제형으로제조함으로써메톡시신나메이트의분자간거리를가깝게조절할수 있어,자외선에노출될때자외선차단효율이증가함을발견하였다.
[24] 본발명은메톡시신나메이트구조를갖는자외선차단제및극성오일을
포함하며,상기자외선차단제는이소아밀:?-메톡시신나메이트를포함하는 자외선차단용화장료조성물을제공한다.상기자외선차단제는
이소아밀:?-메톡시신나메이트외에추가적으로에칠핵실메톡시신나메이트, 시녹세이트,또는이들의혼합물등을더포함할수있다.상기
메톡시신나메이트구조를갖는자외선차단제는조성물총중량대비 2내지 30 중량%,바람직하게 2내지 25중량%,더욱바람직하게 2내지 20중량%로 포함될수있다.상기메톡시신나메이트구조를갖는자외선차단제가본발명의 조성물총중량대비 2중량%미만일경우에는자외선에의해 SPF가감소하며 , 30중량%초과일경우에는화장료제형의안정성이저해될수있다.
[25] 일실시예에서,상기이소아밀 P-메톡시신나메이트는조성물총중량대비 2 내지 30중량%,바람직하게 2내지 25중량%,더욱바람직하게 2내지 20 중량%로포함될수있다.상기이소아밀 P-메톡시신나메이트가 2중량%미만일 경우에는자외선에의해 SPF가감소하며 , 30중량%초과일경우에는화장료 제형의안정성이저해될수있다.
[26] 일실시예에서 ,상기극성오일은에스터계오일또는트리글리세라이드등일 수있으며,이에메톡시신나메이트구조를갖는자외선차단제는제외될수 있다.구체적으로,상기극성오일은세틸에틸핵사노에이트 (Cetylethylhexanoate), 카프릴릭 /카프릭글리세라이드 (Caprylic/capric glycerides),
페네틸벤조에이트 (Phenethyl benzoate),디카프릴릴카르보네이트 (Dicaprylyl carbonate), C12-15알킬벤조에이트 (C12-15 Alkyl Benzoate),
옥토크릴렌 (Octocrylene)및페닐트리메치콘 (Phenyl Trimethicone)등으로 이루어진군에서선택된어느하나이상을포함할수있으나,이에제한되는 것은아니다.
[27] 일실시예에서,상기극성오일의함량은상기이소아밀 P-메톡시신나메이트의 함량과같거나또는그미만일수있다.또는상기극성오일의함량은조성물총 중량대비 0.01내지 30중량%,바람직하게 0.01내지 25중량%,더욱바람직하게 0.01내지 20중량%로포함될수있다.또는상기극성오일은본발명의자외선 차단용화장료조성물에전혀포함되지않을수있다.상기극성오일의함량이 상기이소아밀 P-메톡시신나메이트의함량을초과할경우에는자외선에의한 SPF증가효과가사라진다.
[28] 일실시예에서 ,본발명의자외선차단용화장료조성물은메톡시신나메이트 구조를갖는자외선차단제및극성오일을 1:0.01내지 0.7,바람직하게 1:0.01 내지 0.5,더욱바람직하게 1:0.01내지 0.3 (메톡시신나메이트구조를갖는 자외선차단제:극성오일)의중량비로포함할수있다.또는,본발명의자외선 차단용화장료조성물은이소아밀 P-메톡시신나메이트및극성오일을 1:0.01 내지 0.7,바람직하게 1：0.01내지 0.5,더욱바람직하게 1:0.01내지 0.3
(이소아밀 P-메톡시신나메이트:극성오일)의중량비로포함할수있다.상기극성 오일의중량이상기중량비의범위를초과하는경우,자외선에의한자외선차단 효율이증가하는효과가발생되지않는다.
[29] 일실시예에서 ,상기자외선차단용화장료조성물은비극성오일을
추가적으로포함할수있으며,상기비극성오일은예를들어하이드로카본 오일,실리콘오일,또는이들의혼합물등을포함할수있다.상기자외선차단용 화장료조성물이하이드로카본오일을포함할경우피부에발림성이우수하며 2020/175772 1»（：1^1{2019/017182
7 자외선차단효과가증가될수있다.상기하이드로카본오일은이소도데칸, 이소핵사데칸,미네랄오일 ,하이드로제네이티드폴리데센,및스쿠알란등으로 이루어진군으로부터선택된어느하나이상을포함할수있으나,이에 제한되는 것은아니다.또한,상기자외선차단용화장료조성물이실리콘오일을추가로 포함할경우,자외선에의해자외선차단효율이증가하는효과가우수하며 사용감개선에도도움을준다.상기실리콘오일은사이클로테트라실록산, 사이클로펜타실록산,사이클로핵사실록산,디메치콘,디메치콘올및
페닐트리메치콘등으로이루어진군에서선택되는하나이상일수있으나,이에 제한되는것은아니다.
[3이 본발명의자외선차단용화장료조성물은비극성오일을조성물총중량대비
20중량%이하,바람직하게 15중량%이하,더욱바람직하게 5중량%이하,더욱 더 바람직하게 3중량%이하로포함할수있다.상기비극성오일은조성물총 중량대비 0.01내지 20중량%,바람직하게 5.0내지 20중량%,또는 5.1내지 20 중량%포함될수있다.바람직하게,상기비극성오일은조성물총중량대비 0.()1내지 10중량%,더욱바람직하게 5.0내지 10중량%,또는 5.1내지 중량% 포함될수있다.상기 비극성오일이조성물총중량대비 0.01중량%미만일 경우에는사용감이너무뻑뻑하여화장품의 기본적인품질기준을만족시키지 못하며 , 20중량%초과일경우에는제형의 안정성이 저해될수있다.
[31] 일실시예에서 ,본발명의자외선차단용화장료조성물은에멀전제형 ,
바람직하게 수중유 (0/ )제형일수있다.본발명의자외선차단용화장료 조성물이상기특정한함량의극성오일을포함하는수중유제형으로제조되는 경우,자외선에조사후자외선차단효율이증가하는효과가현저하게 우수하다.
[32] 일실시예에서 ,본발명은메톡시신나메이트구조를갖는자외선차단제 및 극성오일을포함하며,상기자외선차단제는이소아밀 메톡시신나메이트를 포함하며 ,상기자외선차단제는조성물총중량대비 2내지 30중량%이며 ,상기 극성오일의함량은상기 이소아밀:?-메톡시신나메이트의함량과같거나또는그 미만인수중유형의자외선차단용화장료조성물을제공한다.상기조성물은 자외선조사후자외선차단효과가현저하게상승되며 ,화장료조성물의사용감 또한현저하게우수하다.
Figure imgf000008_0001
[34] 본발명은메톡시신나메이트구조를갖는자외선차단제및극성오일을
혼합하는단계를포함하며,상기자외선차단제는
이소아밀:?-메톡시신나메이트를포함하며,상기 극성오일의 함량은상기 이소아밀 P-메톡시신나메이트의함량과같거나또는그미만인자외선차단용 화장료조성물의제조방법을제공한다.상기제조방법은상기자외선차단용 화장료조성물에대한내용이동일하게적용될수있다.
발명의효과
[35] 본발명의자외선차단용화장료조성물은자외선에노출될때자외선차단 효율,특히 UV-A（320내지 400 nm）및 UV-B（280내지 320■）에대한차단 효과가현저하게증가된다.또한,본발명의자외선차단용화장료조성물은 특정한함량의하이드로카본오일을포함함으로써사용감이현저하게 우수하다- 도면의간단한설명
[36] 도 1은본원발명일실시예（실시예 8）의자외선차단증가율을나타낸
결과이다.
[37] 도 2는본원발명일실시예（실시예 8）의자외선조사전후에따른흡광도변화 결과이다.
[38] 도 3는본원발명일실시예（실시예 13）의자외선조사전후에따른흡광도변화 결과이다.
[39] 도 4는비교예 11의자외선조사전후에따른흡광도변화결과이다.
발명의실시를위한최선의형태
[4이 이하,본발명의이해를돕기위하여실시예등을들어상세하게설명하기로 한다.그러나,본발명에따른실시예들은여러가지다른형태로변형될수 있으며,본발명의범위가하기실시예들에한정되는것으로해석되어서는안 된다.본발명의실시예들은당업계에서평균적인지식을가진자에게본발명을 보다완전하게설명하기위해제공되는것이다.
[41]
[42] 실험예 1:자외선조사전후의자외선차단효과
[43] 하기표 1에정리된대표적인자외선차단제 5종을 PMMA plate（HelioScreen Labs, HD6）에 1.3mg/cm 2으로도포하고자외선전조사기（solar simulator 16S, Solar light company）를이용하여 2MED조사하기전후의 in-vitro SPF를 SPF-290S （Optomertrics Corporation）을통해즉정하였다. In-vitro SPF는 PMMA plate의
6개의다른부분에서측정하고그평균값을사용하였다.그결과를하기표 1에 나타내었다.
[44] 2020/175772 1»(：1/10公019/017182
9
[표 1]
Figure imgf000010_0004
[45] * 01ᆻ[（그 : £仕 比比\）나 1고6仕10\）:뇨뻬11 / 1MC: 180 1고）나 !>1116仕10
[46] 그결과,메톡시신나메이트구조를갖는 OMC또는 （：는 1
Figure imgf000010_0001
증가한반면,나머지자외선차단제는유의미한변화가없었다.
[47]
[48] 실험예 2: 0] 및 11 함량에따른자외선차단효과
[49] 하기표 2의함량으로자외선차단용화장품을제조하였다.쇼항과：8항을각각 준비하여 75도로가온하였다.쇼항에：8항을천천히투입하면서호모믹서를 이용하여 5분동안유화하고 30도까지 냉각하였다.제조한각각의시료의
Figure imgf000010_0002
조사전후의
Figure imgf000010_0003
방법으로측정하고,그결과를하기표 3에 나타내었다.
[5이 [표 ¾
Figure imgf000010_0005
[51] * OMC: Ethylhexyl methoxycinnamate/ IMC: Isoamyl p-methoxycinnamate
[52] 2020/175772 1»(：1^1{2019/017182
10
[표 3]
Figure imgf000011_0003
[53]
[54] 실험예 3:실리콘오일의함량에따른자외선차단효과
[55] 상기와같은방법으로하기표 4와같은조성의시료를제조하였다.각각의 시료를같은방법으로 1 조사전후의
Figure imgf000011_0001
측정하였으며, 1 전후의 값을비교하여하기표 5에나타내었다.
[56] [표 4]
Figure imgf000011_0004
Figure imgf000011_0002
2020/175772 1»（：1^1{2019/017182
11
[표 5]
Figure imgf000012_0002
[59] 실리콘오일의함량에따른발명의효과를알아보기위해실험을진행하였다. 비교예 2내지 5에서처럼실리콘오일의함량이높아져도발명의효과는 유지되었다.그러나실리콘오일과 OMC및 IMC의상용성이좋지않아안정성이 다소감소하는것으로나타났다.
[6이
[61] 실험예 4:하이드로카본오일의함량에 따른자외선차단효과
[62] 상기와같은방법으로하기표 6과같은조성의시료를제조하였다.각각의 시료를같은방법으로 1 조사전후의
Figure imgf000012_0001
측정하였으며, 1 전후의 값을비교하여하기표 7에나타내었다.
[63]
2020/175772 1»（：1/10公019/017182
12
[표 6]
Figure imgf000013_0001
[64] *이 : £ 1 1116\ 11고 110\）^ 111 111 6/ 1MC: 180 1고 1 !^-111 110\）^ 111 111 6/표£] 1:
요 - 11） 116\）나（베）11611011고 11（베）11611）나仕 /쇼 1 £]、1180: 0^1 ?£0 / ??0-10/1 0뇨11 11 0116 / 01 61고 900： 8011 ^1101 6
[65]
[표刀
Figure imgf000014_0001
[66] 하이드로카본오일의종류와함량에 따른발명의 효과를알아보기 위하여 실험을진행하였다.비교예 6내지 9,및실시예 9내지 12의실험결과를볼때, 하이드로카본의종류와함량에 관계 없이본발명의 SPF상승효과는우수하게 나타났다.그러나하이드로카본오일의 함량이 5%미만인비교예 6내지 9의 경우에는사용감이너무뻑뻑하여화장품의 기본적인품질기준에미치지 못했다.하이드로카본의 함량이 5%이상인실시예 9내지 12의경우에는 SPF 상승효과가현저하게우수하고,피부에발림성도현저하게우수하였다.
[67] 실시예 8의자외선조사전후에따른자외선영역의흡광도（Absorbance）변화를 도 2에나타내었다.흡광도는 in-vitro SPF를측정하기위해 SPF-290S
（Optomertrics Corporation）로즉정된데이터를사용하였다.실시예 8에 대한 자외선조사전의흡광도는실선으로,자외선조사후흡광도는점선으로 표시하였다.도 2에서나타낸것처럼,실시예 8은자외선을조사함에 따라 자외선전체 영역의흡광도가증가함을확인하였다. UV조사후의 SPF값이 상승하는것은 UV-A（320내지 400 nm）및 UV-B（280내지 320 nm）영역,특히 UV-B영역의흡광도가현저하게증가하는것에기인하는것일수있다.
[68]
[69] 실험예 5:극성오일의함량에따른자외선차단효과
P이 상기와같은방법으로하기표 8과같은조성의시료를제조하였다.각각의 시료를같은방법으로 UV조사전후의 in-vitro SPF를측정하였으며, UV전후의 값을비교하여하기표 9에 나타내었다.
m] 2020/175772 1»（：1/10公019/017182
14
[표 8]
Figure imgf000015_0001
[72] *이 : £ 1 1116\ 11고 110\）^ 111111 6/ 1MC: 1801고 1 !^-111 110\）^ 111111 6/표£] 11:
요 - 11） 116\）나（베）11611011고 11（베）11611）나仕 /쇼 1 £]、1180: 0^1 ?£0 / ??0-10/1 어1고6仕（：0116 / 01公떼1900: 8아¾ 1101
3] [표 9]
Figure imgf000015_0002
4] 극성오일의종류와함량에따른발명의효과를알아보기위해서실험을
진행하였다.극성오일의함량 5%이하일때에는실시예 13, 14처럼자외선차단 효과가현저하게상승되었다.그러나극성오일의함량이 5%이상일때에는 2020/175772 1»（：1^1{2019/017182
15 비교예 내지 13처럼자외선차단효율의상승이나타나지않았다.
5] 실시예 13의자외선조사전후의흡광도그래프를각각도 3에나타내었다. 흡광도그래프를보면자외선전영역에서자외선차단효율이증가함을확인할 수있었다.
6] 비교예 11의자외선조사전후의흡광도그래프를도 4에나타내었다.도 4에 나타낸비교예 11의흡광도변화를보면자외선에의한흡광도변화가거의 없음을볼수있으며 ,오히려 11¥：8영역에서미세하게흡광도가감소하는것이 보인다.
7]
8] 실험예 6:극성오일의종류및함량에 따른자외선차단효과
9] 상기와같은방법으로하기표 과같은조성의시료를제조하였다.각각의 시료를같은방법으로 1 조사전후의
Figure imgf000016_0001
측정하였으며, 1 전후의 값을비교하여하기표 11에나타내었다.
[8이
2020/175772 1»（：1/10公019/017182
16
［표 1이
Figure imgf000017_0001
[81] * OMC: Ethylhexyl methoxycinnamate/ IMC: Isoamyl p-methoxycinnamate/ BEMT: 2020/175772 1»（：1/10公019/017182
17 요 - 11）116\）나（베）1161101 1고 11（베）11611）나仕 /쇼 1 £]、1 180: 0^1 ?£0 / ??0-10/1 어1고6仕（：0116 / 01公떼1900: 8아¾ 11 01
[82] [표 11]
Figure imgf000018_0001
[83] 더많은극성오일의종류와함량에따른자외선차단효과를알아보기위해서 실험을진행하였다.극성오일의함량 5%이하일때에는실시예 15내지 19처럼 자외선조사전후에자외선차단효과의상승이현저하게나타났다.하지만극성 오일의함량이 5%초과일때에는비교예 14내지 18처럼자외선차단효과의 상승이나타나지않았다.
[84]
[85] 실험예 7:수중유형에서오일의종류에따른자외선차단효과
[86] 하기표 12에개시된조성을갖는자외선차단용화장품을다음과같이
제조하였다.쇼항의원료를 75도에서잘혼합하여준비하였다.원료 항에원료 11항을투입하고디스퍼를이용하여 30분간분산시켰다.나머지：8항의원료를 투입하고 75도로가온하여준비하였다.：8항에쇼항을천천히투입하면서호모 믹서를이용해 분간유화하고 30도까지냉각하였다.
[87] 2020/175772 1»(：1/10公019/017182
18
[표 12]
Figure imgf000019_0002
Figure imgf000019_0001
측정하고,그결과를하기표 13에정리하여나타내었다.
[9이 [표 13]
Figure imgf000019_0003
[91] 오일을포함하지않은실시예 20또는비극성오일을포함한실시예 21내지
23은자외선에의해 in-vitro SPF값이증가하였다.하지만,극성오일이 10중량% 포함된비교예 19, 20은자외선에의해 in-vitro SPF값이떨어졌다.이러한 결과로부터본발명의자외선차단용화장료조성물이우수한자외선차단 효과를나타내기위해서는비극성오일과달리극성오일의함량에제한이 필요함을확인하였다.
[92]
[93] 실험예 8:수중유형에서 0] 및 11^（：의오일에따른자외선차단효과
[94] 하기표 14및표 15에개시된조성을갖는자외선차단용화장품을다음과같이 제조하였다.쇼항의원료를 75도에서잘혼합하여준비하였다.원료 6항에원료
7항을투입하고디스퍼를이용하여 30분간분산시켰다.나머지：8항의원료를 투입하고 75도로가온하여준비하였다.：8항에쇼항을천천히투입하면서호모 믹서를이용해 분간유화하고 30도까지냉각하였다.
[95] [표 14]
Figure imgf000020_0002
Figure imgf000020_0001
[표 15]
Figure imgf000021_0003
[98] * OMC: Ethylhexyl methoxycinnamate/ IMC: Isoamyl p-methoxycinnamate/ CEH:
Cetyl ethylhexanoate/ BEMT: Bis-e比 lylhexyloxyphenol methoxyphenyl triazine
[99] 각각의시료를 PMMA plate(HelioScreen Labs, HD6)에 1.3mg/cm 2의양으로
도포하고실험용자외선조사장치 bio- sun (vilber Lourmat)을이용하여 321nm의 파장의빛을 2MED조사하기전후의 in-vitro SPF를 (표 16,표 17)에나타내었다. In-vitro SPF는 spectrophotometer (Epoch)로부터즉정한톱광도을이용하여 아래의식을통해계산하였다.흡광도는 PMMA plate의 9개의다른
지점으로부터측정하고,각각의흡광도로부터계산된 SPF수치의평균값을 사용하였다.
[100]
Figure imgf000021_0001
[101]
Figure imgf000021_0002
spectrum 2020/175772 1»(：1/10公019/017182
21
[102] S X : Spectral irradiance (W/m 2/nm)
[103] T Transmittance
[104] [표 16]
Figure imgf000022_0002
[105] [표 17]
Figure imgf000022_0003
[106] OMC가단독으로사용된비교예 21내지 23에서는극성오일이소량만
포함되
Figure imgf000022_0001
낮아져본발명의효과가사라졌다. OMC에 추가로비극성오일이포함되는실시예 25내지 30에서는자외선차단효율이 증가함을확인할수있었다. IMC가단독으로사용된실시예 32내지 34에서는 극성오일의부정적효과가현저하게감소하였다. （：에추가로비극성오일이 포함되는실시예 35내지 40에서는자외선에의하여자외선차단효율이 증가함을확인할수있었다.
[107]
[108] 실험예 9:수중유형에서 11^（：와극성오일에따른자외선차단효과
[109] 하기표 18및표 19에개시된조성을갖는자외선차단용화장품을다음과같이 제조하였다.쇼항의원료를 75도에서잘혼합하여준비하였다.원료 6항에원료
7항을투입하고디스퍼를이용하여 30분간분산시킨후원료 8을투입하고 75도로가온하여준비하였다.：8항에쇼항을천천히투입하면서호모믹서를 이용해 분간유화하고 30도까지냉각하였다.
[110] [표 18]
Figure imgf000023_0001
[111] * OMC: Ethylhexyl methoxycinnamate/ IMC: Isoamyl p-methoxycinnamate/ CEH:
Cetyl ethylhexanoate/ BEMT: Bis-ethylhexyloxyphenol methoxyphenyl triazine
[112] 2020/175772 1»(：1/10公019/017182
23
[표 19]
Figure imgf000024_0002
[113] * OMC: Ethylhexyl methoxycinnamate/ IMC: Isoamyl p-methoxycinnamate/ CEH:
Cetyl ethylhexanoate/ BEMT: Bis-ethylhexyloxyphenol methoxyphenyl triazine
[114] 각각의시료를 PMMA plate(HelioScreen Labs, HD6)에 L3mg/cm 2의양으로 도포하고 suntest XLS+ (solar simulator)를이용하여 2MED조사하기전후의 in-vitro SPF를하기표 20에나타내었다. In-vitro SPF는 spectrophotometer (Epoch)로부터측정한흡광도를이용하여아래의식을통해계산하였다.
흡광도는 PMMA plate의 9개의다른지점으로부터측정하고,각각의
흡광도로부터계산된 SPF수치의평균값을사용하였다.
[115]
Figure imgf000024_0001
[116] E X： Erythemal action spectrum
[117] S Spectral irradiance (W/m 2/nm)
[118] T、 : Transmittance
[119] [표 2이
Figure imgf000025_0001
[12이 실시예 41내지 46처럼 극성오일의 함량이 IMC의함량과같거나보다적은 경우에는자외선에의해 in-vitro SPF수치가증가하였다.반면에 비교예 24내지 33처럼 극성오일의 함량이 IMC의함량보다많을때에는자외선에의해 in-vitro SPF수치가감소하거나,변화율이 현저하게낮아짐을확인하였다.따라서,본 발명의자외선차단용화장료조성물이자외선차단효과를우수하게발휘하기 위해서는극성오일의 함량이자외선차단제,특히 IMC의함량과같거나보다 적어야함을확인하였다.
[121]
[122] 실험예 10:비극성오일의함량에따른자외선차단효과
[123] 하기표 21의함량으로자외선차단용화장품을제조하였다. A항과 B항을각각 준비하여 75도로가온하였다. A항에 B항을천천히투입하면서호모믹서를 이용하여 5분동안유화하고 30도까지 냉각하였다.제조한각각의시료의 UV 조사전후의 SPF값을실험예 1과같은방법으로측정하고,그결과를하기표
22에 나타내었다. 2020/175772 1»(：1/10公019/017182
25
[표 21]
Figure imgf000026_0003
Figure imgf000026_0001
Figure imgf000026_0004
[127] 실시예 47내지 50과같이비극성오일이 20%까지포함되어도자외선에의해 자외선차단효율이증가함을확인하였다.
[128]
[129] 실험예 11: 0] 및 11 함량에따른자외선차단효과
[130] 하기표 23의함량으로자외선차단용화장품을제조하였다.쇼항과：8항을각각 준비하여 75도로가온하였다.쇼항에：8항을천천히투입하면서호모믹서를 이용하여 5분동안유화하고 30도까지냉각하였다.제조한각각의시료의
Figure imgf000026_0002
조사전후의 값을실험예 1과같은방법으로측정하고,그결과를하기표 24에나타내었다.
[131] 2020/175772 1»(：1/10公019/017182
26
[표 23]
Figure imgf000027_0002
Figure imgf000027_0001
Figure imgf000027_0003
[134] 실시예 51내지 53처럼포함된극성오일이 IMC의함량보다낮을때는발명의 효과가유지되었고,비교예 34및 35처럼극성오일이 IMC의함량보다높을 때에는본발명의효과가사라짐을확인하였다.
[135]
[136] 실험예 12:유화제에따른자외선차단효과
[137] 하기표 25및표 26을참고하여자외선차단용화장품을제조하였다.쇼항과 모항을각각준비하여 75도로가온하였다.쇼항에：8항을천천히투입하면서호모 믹서를이용하여 5분동안유화하고 30도까지냉각하였다.제조한각각의 시료의 조사전후의 값을실험예 1과같은방법으로측정하고,그결과를 하기표 27에나타내었다.
[138] 2020/175772 1»(：1/10公019/017182
27
[표 25]
Figure imgf000028_0001
[139] [표 26]
Figure imgf000028_0002
[14이
[표 27]
Figure imgf000029_0003
[141] 수중유형에적합한유화제를포함하여도본발명의효과가유지됨을
확인하였다.
[142]
[143] 실험예 13:폴리머에따른자외선차단효과
[144] 하기표 28및표 29를참고하여자외선차단용화장품을제조하였다.쇼항과 모항을각각준비하여 75도로가온하였다.쇼항에：8항을천천히투입하면서호모 믹서를이용하여 5분동안유화하고 30도까지냉각하였다.제조한각각의 시료의
Figure imgf000029_0001
전후의
Figure imgf000029_0002
방법으로측정하고,그결과를 하기표 30에나타내었다.
[145] [표 28]
Figure imgf000029_0004
2020/175772 1»（：1^1{2019/017182
29
[146] [표 29]
Figure imgf000030_0003
[147] ［표 3이
Figure imgf000030_0004
[148] 수중유형에서사용되는점증제를사용해도본발명의효과가유지됨을
확인하였다.
[149]
[15이 실험예 14:수중유형에서유화제의종류에따른자외선차단효과
[151] 하기표 31의처방에표 32에개시된여러종류의유화제를각각혼합하여 자외선차단용화장품을다음과같이제조하였다.쇼항의원료를 75도에서잘 혼합하여준비하였다.원료 6항에원료 7항과 8항을투입하고디스퍼를 이용하여 30분간분산시킨후 6항의나머지원료를투입하고 75도로가온하여 준비하였다.모항에쇼항을천천히투입하면서호모믹서를이용해 분간 유화하고 30도까지냉각하였다.제조한각각의시료의
Figure imgf000030_0002
조사전후의
Figure imgf000030_0001
실험예 1과같은방법으로측정하고,그결과를하기표 33에나타내었다.
[152] 2020/175772 1»（：1/10公019/017182
30
[표 31]
Figure imgf000031_0002
Figure imgf000031_0001
Figure imgf000031_0003
[155] 2020/175772 1»（：1^1{2019/017182
31
[표 33]
Figure imgf000032_0001
[156] 실시예 72내지 79에사용된유화제는자외선차단효과를현저하게
증가시켰지만,비교예 36에사용된유화제는자외선차단효과를증가시키지 못하는것으로나타냈다.

Claims

청구범위
[청구항 1] 메톡시신나메이트구조를갖는자외선차단제및조성물총중량대비 5 중량%이하의극성오일을포함하는자외선차단용화장료조성물. [청구항 2] 메톡시신나메이트구조를갖는자외선차단제및하이드로카본오일을 포함하는자외선차단용화장료조성물.
[청구항 3] 제 1항또는제 2항에 있어서 ,상기메톡시신나메이트구조를갖는자외선 차단제는조성물종중량대비 2내지 30중량%인자외선차단용화장료 조성물.
[청구항 4] 제 1항에 있어서,상기조성물은하이드로카본오일을추가로포함하는 자외선차단용화장료조성물.
[청구항 5] 제 2항또는제 4항에 있어서,상기하이드로카본오일은조성물총중량 대비 5내지 30중량%인자외선차단용화장료조성물.
[청구항 6] 제 1항에 있어서 ,상기조성물은메톡시신나메이트구조를갖는자외선 차단제및극성오일을 1:0.01내지 1 (메톡시신나메이트구조를갖는 자외선차단제:극성오일)의중량비로포함하는자외선차단용화장료 조성물.
[청구항 7] 제 2항또는제 4항에 있어서,상기조성물은메톡시신나메이트구조를 갖는자외선차단제및하이드로카본오일을 1:0.2내지 15 (메톡시신나메이트구조를갖는자외선차단제:하이드로카본오일)의 중량비로포함하는자외선차단용화장료조성물.
[청구항 8] 제 4항에 있어서,상기조성물은극성오일및하이드로카본오일을 1:1 내지 300 (극성오일:하이드로카본오일)의중량비로포함하는자외선 차단용화장료조성물.
[청구항 9] 제 1항또는제 2항에 있어서 ,상기메톡시신나메이트구조를갖는자외선 차단제는에칠핵실메톡시신나메이트,이소아밀 P-메톡시신나메이트및 시녹세이트로이루어진군에서선택된어느하나이상을포함하는 자외선차단용화장료조성물.
[청구항 ] 제 1항에 있어서,상기극성오일은
세틸에틸핵사노에이트 (Cetylethylhexanoate),카프릴릭 /카프릭
글리세라이드 (Caprylic/capric glycerides),페네틸벤조에이트 (Phenethyl benzoate),디카프릴릴카르보네이트 (Dicaprylyl carbonate), C12-15 알킬벤조에이트 (C12-15 Alkyl Benzoate)및옥토크릴렌 (Octocrylene)으로 이루어진군에서선택된어느하나이상을포함하는자외선차단용 화장료조성물.
[청구항 11] 제 2항또는제 4항에 있어서,상기하이드로카본오일은유동 (liquid) 파라핀,경질유동이소파라핀,중질유동이소파라핀,바셀린, n-파라핀, 미네랄오일,이소파라핀,이소도데칸,이소핵사데칸,폴리이소부틸렌, 2020/175772 1»（：1^1{2019/017182
33 수소화된폴리이소부틸렌,폴리부텐,오조케라이트,세례신,미세결정질 왁스,파라핀왁스,폴리에틸렌왁스,폴리에틸렌/폴리프로필렌왁스, 스쿠알란,스쿠알렌，프리스탄및폴리이소프렌으로이루어진
군으로부터선택된어느하나이상을포함하는자외선차단용화장료 조성물.
［청구항 12］ 제 1항또는제 2항에 있어서 ,상기조성물은실리콘오일을총중량대비
15중량%이하로포함하는자외선차단용화장료
［청구항 13］ 제 1항또는제 2항에 있어서,상기조성물은자외선
조사전에비해상승하는자외선차단용화장료조
［청구항 14］ 제 1항또는제 2항에 있어서 ,상기조성물은자외선
에 대한차단효과가증가되는자외선차단용
Figure imgf000034_0001
［청구항 15］ 조성물총중량대비 메톡시신나메이트구조를갖는자외선차단제 2 내지 30중량%,극성오일 5중량%이하,및하이드로카본오일 5내지 30 중량%를포함하는자외선차단용화장료조성물
［청구항 16］ 메톡시신나메이트구조를갖는자외선차단제,및조성물총중량대비 5 중량%이하의 극성오일을혼합하는단계를포함하는자외선차단용 화장료조성물의제조방법 .
［청구항 17］ 메톡시신나메이트구조를갖는자외선차단제 및극성오일을포함하며 , 상기자외선차단제는이소아밀:?-메톡시신나메이트를포함하는자외선 차단용화장료조성물.
［청구항 18］ 제 17항에 있어서,상기극성오일의함량은상기
이소아밀:?-메톡시신나메이트의함량과같거나또는그미만인자외선 차단용화장료조성물.
［청구항 19］ 제 17항에 있어서 ,상기조성물은수중유형인자외선차단용화장료
조성물.
［청구항 2이 제 17항에 있어서 ,상기 메톡시신나메이트구조를갖는자외선차단제는 조성물종중량대비 2내지 30중량%인자외선차단용화장료조성물.
［청구항 21］ 제 17항에 있어서 ,상기 메톡시신나메이트구조를갖는자외선차단제는 에칠핵실메톡시신나메이트,시녹세이트,또는이들의혼합물을 추가적으로포함하는자외선차단용화장료조성물.
［청구항 22］ 제 17항에 있어서,상기조성물은이소아밀 메톡시신나메이트및극성 오일을 1 :0.01내지 0.7（이소아밀 I5-메톡시신나메이트:극성오일）의 중량비로포함하는자외선차단용화장료조성물.
［청구항 23］ 제 17항에 있어서 ,상기조성물은추가적으로비극성오일을포함하는
Figure imgf000034_0002
2020/175772 1»（：1^1{2019/017182
34 차단효과가증가되는자외선차단용화장료조성물.
[청구항 26] 메톡시신나메이트구조를갖는자외선차단제 및극성오일을포함하며 , 상기자외선차단제는이소아밀:?-메톡시신나메이트를포함하며 , 상기자외선차단제는조성물총중량대비 2내지 30중량%이며 , 상기 극성오일의 함량은상기 이소아밀:?-메톡시신나메이트의 함량과 같거나또는그미만인수중유형의자외선차단용화장료조성물.
[청구항 27] 메톡시신나메이트구조를갖는자외선차단제 및극성오일을혼합하는 단계를포함하며 ,
상기자외선차단제는이소아밀:?-메톡시신나메이트를포함하며 , 상기 극성오일의 함량은상기 이소아밀:?-메톡시신나메이트의 함량과 같거나또는그미만인자외선차단용화장료조성물의제조방법 .
PCT/KR2019/017182 2019-02-27 2019-12-06 자외선에 의해 자외선 차단 효율이 증가하는 자외선 차단용 화장료 조성물 Ceased WO2020175772A1 (ko)

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