CN116999342A - Cosmetic composition - Google Patents

Cosmetic composition Download PDF

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Publication number
CN116999342A
CN116999342A CN202210437100.5A CN202210437100A CN116999342A CN 116999342 A CN116999342 A CN 116999342A CN 202210437100 A CN202210437100 A CN 202210437100A CN 116999342 A CN116999342 A CN 116999342A
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Prior art keywords
cosmetic composition
cream
light
oil
photoluminescent
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庞惠卿
保罗·E·伯罗斯
谢梦兰
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Beijing Summer Sprout Technology Co Ltd
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Beijing Summer Sprout Technology Co Ltd
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Priority to CN202210437100.5A priority Critical patent/CN116999342A/en
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    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K41/00Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/14Drugs for dermatological disorders for baldness or alopecia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q7/00Preparations for affecting hair growth
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42Colour properties
    • A61K2800/43Pigments; Dyes
    • A61K2800/434Luminescent, Fluorescent; Optical brighteners; Photosensitizers

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Birds (AREA)
  • Radiation-Therapy Devices (AREA)

Abstract

A cosmetic composition is disclosed comprising a parent material and a photoluminescent material; the peak wavelength of the photoluminescence material absorption spectrum is in the wavelength range of ambient light, the peak wavelength of the emission spectrum is above 660nm, and the photoluminescence material comprises organic micromolecular materials. The photoluminescent material may be doped in a parent material, preferably a sunscreen, a barrier, a foundation, etc.; the matrix material may also be the main component of these products, including but not limited to glycerin, hyaluronic acid, collagen, oily moisturizing ingredients, niacinamide, and the like. When the cosmetic composition is used daily, the photoluminescent material can be used for absorbing part of ambient light and emitting deep red and near infrared light, so that the effect of phototherapy on human skin is realized, and the energy is saved and multiple purposes are achieved. A phototherapy cosmetic comprising the cosmetic composition and a method of preparing the cosmetic composition are also disclosed.

Description

Cosmetic composition
Technical Field
The present application relates to a cosmetic composition. And more particularly to a cosmetic composition comprising a photoluminescent organic small molecule material.
Background
In the middle and late 20 th century, techniques such as micro-light therapy (Low Light Laser Treatment) and photo bio-modulation (PBM) have been developed, and light is used as a means for treating diseases in the medical field (Michael r.hamulin, ying-Ying Huang, handbook of Photomedicine, CRC Press). In recent years, various researches show that the red light to near infrared light irradiation is beneficial to promoting regeneration of tissues such as collagen and skin cells, and can be applied to the fields of anti-wrinkle cosmetology, promotion of wound healing, freckle removal, scar removal and the like (Chan Hee Nam et al, dermatologic Surgery,2017,43:371-380;Daniel Barolet,Semin Cutan Med Surg,2008,27:227-238;Yongmin Jeon,Adv.Mater.Technol.2018,1700391). In vitro studies show that the visible light to near infrared band spectral region can trigger the synthesis of skin collagen. Furthermore, red light therapy is a useful tool to reduce redness and inflammation, especially to help reduce signs of aging. The specific red light wavelength can aim at the deep layer of the skin and promote the regeneration of tissues such as collagen and skin cells. The red light can not only reduce the inflammation of the surface layer of the skin, but also reduce deeper inflammation. Light of different wavelengths has different chromophores and has different effects on tissue. Wavelengths generally refer to the use of their associated colors, including blue, green, red, and near infrared light, and generally the longer the wavelength, the deeper the penetration of tissue. Fig. 1a shows the penetration depth of light of different wavelength bands into skin tissue (Daniel barlet, semin Cutan Med Surg,2008, 27:227-238), it can be seen that light with a wavelength of 600-1000nm can penetrate the dermis layer to a depth of 2-4mm below the skin. In determining the effective wavelength of the phototherapy light source, the absorption of the tissue must be taken into account in addition to the depth of penetration. At a wavelength of 600nm, blood hemoglobin (Hb) is the main obstacle to photon absorption, and further, at a wavelength of 1000nm, absorption of water starts to become strong. Fig. 1b shows the absorption of different wavelengths of light by different physiological substances (e.g. water, hemoglobin, oxyhemoglobin and melanin) (Daniel Barolet, semin Cutan Med Surg,2008, 27:227-238), it can be seen that the optimal wavelength band window capable of penetrating skin tissue without loss is approximately between 600-1400nm, which is the optimal choice for performing non-invasive phototherapy. In particular, the human eye is insensitive to the deep red light of 660nm or more and is not perceivable by the near infrared light of 750nm, so that if the light of 660nm or more is used for phototherapy on eyes and faces, normal vision is not affected.
Several studies showed that irradiance of 7.5mW/cm was used 2 LED with wavelength of 640-680nm is used as light source, and daily dose is 5.17J/cm 2 When the wrinkle removal effect is very remarkable (Chan Hee Nam et al Dermatologic Surgery,2017, 43:371-380). For various phototherapy operations with wavelengths above 660nm, the irradiance is typically 8-50mW/cm 2 In this case, the therapeutic effect is achieved (Daniel Barolet, semin Cutan Med Surg,2008, 27:227-238). On the other hand, it is generally believed that the total irradiance of the sun reaching the outside of the earth's atmosphere is 1360W/m 2 (about 136 mW/cm) 2 ) Of course, some loss will occur through the atmosphere, especially most of the short wavelength Ultraviolet (UV) light will be reflected back into space. Thus, the irradiance of the UV light in the 290-400nm band in the sunlight reaching the ground at normal midday is about 4.1mW/cm 2 It can be seen from fig. 2 that this is only a small fraction of the total irradiation, whereas the main fraction of the total solar radiation is concentrated in the band above 400nm (nahan down et al International Journal of Research in Education and Science, volume 2,Issue 1,Winter 2016). If the irradiation of the wave band less than or equal to 700nm is taken into consideration, the sunlight irradiation reaching the ground can also be performed at 30-50mW/cm 2 This is comparable to the irradiation dose required for phototherapy. The glass can block ultraviolet rays to a great extent, so that light waves which can be emitted into a room are mainly in a visible light wave band (400-700 nm), and general indoor illumination does not contain ultraviolet rays. Therefore, phototherapy can be performed if light of 700nm or less in ambient light can be converted into deep red or near infrared light of 660nm or more.
Applicant discloses in prior patent application CN109956977a various small organic molecule luminescent materials with Photoluminescence (PL) emission wavelengths of 681, 709 and 738nm, which can emit deep red and near infrared light with peak wavelength of above 660nm under excitation of illumination. However, these applications disclose only compounds and only mention that these compounds are doped as a light-emitting material in a host material and are prepared as an organic electroluminescent device (OLED) in combination with other organic functional layers, and do not mention that these organic materials are applied as a photoluminescent material in cosmetics.
Patent application JP2002338956a mentions a phosphor absorbing ultraviolet light, which contains a rare earth element, a base material and a chelating agent, and can be applied in cosmetics such as sunscreens, blushes, and the like. The application mainly uses the phosphor to absorb ultraviolet rays (< 400 nm) and play a role in sun protection and skin protection, and does not pay attention to the effect of applying photoluminescence organic small molecular materials to cosmetics to achieve phototherapy on skin. The examples given show phosphors that emit at 610nm by absorbing ultraviolet light, but as mentioned above, it can be seen from fig. 2 that the ultraviolet portion of the ambient light is not actually the main body, so that the disclosed cosmetic composition actually absorbs more light in the wavelength band above 400nm and emits deep red and near infrared light having a wavelength greater than 660nm, which is insensitive or invisible to the human eye, thereby realizing phototherapy of the human skin.
In patent application CN1717214a cosmetic composition is disclosed, which as part of the pigment is a fluorescent semiconductor nanoparticle. The luminophores in this application are semiconductor nanoparticles, which are distributed in the form of particles in a carrier, the desired color being obtained by adjusting the composition and the particle size distribution of the semiconductor nanoparticles in the carrier. This requires the search for suitable carrier materials or modification of the semiconductor nanoparticles, but not all carriers can be used in cosmetics, and thus has strong limitations. More importantly, the application adopts fluorescent semiconductor nano particles to emit light in the visible light range, display color, and can be smeared on nails, eyelashes, eyebrows, lips and hair to achieve the effect of 'make-up'. The luminescent material in the application emits light in the deep red and near infrared bands, which is insensitive or invisible to human eyes, so as to achieve the phototherapy purpose, and therefore, the luminescent material which can be converted into the deep red and near infrared bands, such as organic micromolecular materials, is also used. The organic small molecular material can be directly dissolved in common cosmetic solvents such as alcohol, glycerol and the like, does not form particles, and is easier to prepare.
US9168218B2 discloses a cosmetic composition comprising a photoluminescent macromolecular polymer (PLP), a solvent and at least one other cosmetically acceptable ingredient, which can down-convert UV (ultraviolet) to visible light, which has the effect of lightening skin colour and increasing colour. Also, the application uses a luminescent polymer in order to show brightness to the outside, and thus must emit a visible light to do so. Moreover, this application uses macromolecular polymers which are also substantially different in chemical nature from the small organic molecules disclosed in the present application.
In addition, most of the sun-screening products on the market at present are generally classified into physical sun-screening and chemical sun-screening, wherein the physical sun-screening usually adopts photosensitive materials such as zinc oxide, titanium dioxide (TiO 2) and pearl powder to absorb or reflect ultraviolet rays; the chemical sun protection adopts dibenzoylmethane, benzophenone, dimethyloctyl, PARA-aminobenzyl acid (PARA), cinnamate, dihydroxyacetone, phenols and other components to absorb ultraviolet rays so as to achieve the effect of protecting human skin from ultraviolet radiation, but all sun protection products can only prevent the ultraviolet radiation to a certain extent and do not have the effect of deep red/near infrared luminescence. As described above, some of the presently disclosed cosmetic compositions containing photoluminescent materials generally use fluorescent semiconductor nanoparticles or macromolecular polymers as PL materials, which mainly emit visible light to achieve the effect of brightening skin color or "make-up", and do not pay attention to using small organic molecules as PL materials in cosmetics, which absorb a part of ambient light and emit deep red and near infrared light insensitive or invisible to human eyes to achieve the effect of phototherapy on human body.
Disclosure of Invention
The present application aims to provide a cosmetic composition which solves at least some of the problems mentioned above.
According to one embodiment of the present application, a cosmetic composition is disclosed comprising:
a matrix material and a photoluminescent material;
the peak wavelength of the photoluminescence material absorption spectrum is in the wavelength range of ambient light, and the peak wavelength of the emission spectrum is above 660 nm;
the photoluminescent material comprises an organic small molecule material.
According to one embodiment of the application, wherein the parent material comprises one or several of the following: day cream, toner, essence, neck cream, eye cream, sun cream, foundation, powder, foundation, BB cream, barrier cream, body cream, hair oil.
According to one embodiment of the application, wherein the parent material comprises day cream, sun cream, foundation liquid or barrier cream.
According to one embodiment of the application, the parent material comprises one or several of the following: glycerol, hyaluronic acid, collagen, vitamin a, vitamin C, vitamin E, retinol, amino acids, water, alcohol, ceramide, nicotinamide, polypeptide, polyphenol, saccharomyces cerevisiae, ursolic acid, plant extracts, oily moisturizing ingredients, zinc oxide, titanium dioxide (TiO 2), pearl powder, dibenzoylmethane, benzophenone, dimethyloctyl, PARA-aminobenzoic acid (PARA), cinnamate, dihydroxyacetone, phenols.
According to one embodiment of the application, wherein the plant extract comprises one or several of the following: ginseng extract, aloe extract, seaweed extract, tea extract and resveratrol extract.
According to one embodiment of the present application, the oily moisturizing ingredient comprises one or more of the following: jojoba oil, coconut oil, grape seed oil, evening primrose oil, wheat germ oil, sunflower oil, lotus flower oil, orchid oil, almond oil, tea tree oil.
According to one embodiment of the application, the photoluminescent material is capable of being used as an OLED luminescent material.
According to one embodiment of the application, the photoluminescent material is an OLED luminescent material.
According to one embodiment of the application, wherein the photoluminescent material is a phosphorescent material.
According to one embodiment of the application, wherein the absolute quantum yield (PLQY) of the photoluminescent material is 10% or more.
According to one embodiment of the application, wherein the absolute quantum yield (PLQY) of the photoluminescent material is 20% or more.
According to one embodiment of the application, wherein the absolute quantum yield (PLQY) of the photoluminescent material is 40% or more.
According to one embodiment of the application, the peak wavelength of the photoluminescence material absorption spectrum is within the wavelength range of the solar spectrum.
According to an embodiment of the application, the peak wavelength of the photoluminescence material absorption spectrum is between 400-700 nm.
According to one embodiment of the application, wherein the peak wavelength of the photoluminescence material absorption spectrum is between 450-650 nm.
According to an embodiment of the application, the peak wavelength of the photoluminescence material absorption spectrum is between 500-600 nm.
According to one embodiment of the application, wherein the peak wavelength of the photoluminescence material emission spectrum is between 680-2500 nm.
According to one embodiment of the application, the peak wavelength of the photoluminescence material emission spectrum is between 700-1400 nm.
According to one embodiment of the application, the emitted light energy of the photoluminescent material reaches the dermis layer of the human body.
According to one embodiment of the application, the photoluminescent material has a mass of 0.01% -50% of the parent material.
According to one embodiment of the application, the mass of the photoluminescent material is 0.1% -20% of the mass of the parent material.
According to one embodiment of the application, the mass of the photoluminescent material is 0.1% -5% of the matrix material.
According to one embodiment of the application, the photoluminescent material has a high solubility.
According to one embodiment of the application, the cosmetic composition is capable of being applied to the surface of the human skin.
According to one embodiment of the application, wherein the cosmetic composition is capable of being applied to the face, neck, extremities, torso or scalp surface of a human body.
According to one embodiment of the present application, there is also disclosed a phototherapy cosmetic comprising the cosmetic composition of any one of the preceding embodiments.
According to an embodiment of the present application, there is also disclosed a method of preparing the cosmetic composition of any of the preceding embodiments, comprising the steps of:
(1) Providing the parent material and the photoluminescent material, the photoluminescent material comprising small organic molecule material;
(2) The photoluminescent material is doped in the matrix material.
A cosmetic composition is disclosed that includes a parent material and a photoluminescent material. The photoluminescent material may absorb ambient light, preferably in the wavelength range 400-700nm, and convert it into deep red and near infrared light having wavelengths above 660 nm. The photoluminescent material comprises an organic micromolecular material, the photoluminescent material can be doped in a matrix material, and the matrix material can be cosmetics such as day cream, toner, essence, neck cream, eye cream, sun cream, isolation cream, foundation and the like, preferably sun cream, isolation cream and foundation; the matrix material may also be the main component of these cosmetic products, including but not limited to glycerin, hyaluronic acid, collagen, oily moisturizing ingredients, ceramides, nicotinamide, and the like. When the cosmetic composition is used for daily makeup, the photoluminescent material can be used for absorbing part of ambient light and emitting deep red and near infrared light, so that the effect of phototherapy on human skin is realized, and the energy is saved and multiple purposes are achieved.
Drawings
Fig. 1a is a graph of penetration depth of light of different wavelengths into human skin.
FIG. 1b is a graph showing the absorption of different physiological substances (water, hemoglobin, oxyhemoglobin, melanin) for light in different wavelength bands.
FIG. 2 is a graph of irradiance of light from 240nm to 1500nm in the solar spectrum at different color temperatures.
FIG. 3a is a graph of the emission spectrum of Compound 1 at an excitation wavelength of 500 nm.
FIG. 3b is a graph of the emission spectrum of Compound 2 at an excitation wavelength of 500 nm.
Detailed Description
As used herein, "near infrared light" refers to light having wavelengths in the 700-2500nm band, and particularly, in the context of phototherapy applications, "near infrared light" may refer to a portion of the band, such as 700-1400 nm. As used herein, "Ultraviolet (UV) light" refers to light having a wavelength of less than 400 nm. As used herein, "visible light" refers to light having a wavelength between 400 and 700 nm. As used herein, "deep red light" refers to light having a wavelength of 660-700 nm.
As used herein, "above" a certain wavelength refers to a band of wavelengths greater than or equal to a certain wavelength, for example, "above 660 nm" refers to light having a wavelength of 660nm or more. Accordingly, at a certain wavelength "below" means a wavelength band smaller than (shorter than) or equal to the certain wavelength. For example, "400nm or less" means light having a wavelength of 400nm or less.
As used herein, "ambient light" refers to light emitted from the surrounding environment and "sunlight" refers to light in the universe that reaches the ground by solar radiation (also including light that reaches the ground by solar radiation reflected by the moon, such as moon light). If outdoors, the "ambient light" is typically sunlight; if in a room, "ambient light" generally includes sunlight that is emitted into the room, as well as light emitted by the room illumination. Because of the earth's surface atmosphere, most of the ultraviolet light and the wave bands below are reflected back to space when solar radiation in the universe reaches the ground, so that the outdoor "ambient light" is mainly visible light and part of near infrared light (the wavelength range is 400-1400 nm). Glass used in common buildings has an ultraviolet-proof effect, and indoor artificial lighting (such as incandescent lamps, fluorescent lamps, LEDs, OLEDs and the like) does not generally have ultraviolet bands, so that the ultraviolet bands in indoor 'ambient light' are very little.
As used herein, "small organic molecule material" refers to any organic or organometallic material that is not a polymer. The molecular weight of the small molecules can be large as long as they have a precise structure. Dendrimers with a well-defined structure can be considered as small molecules. Preferably, the small organic molecule refers to an organic compound having a molecular weight of 10000 or less; more preferably, an organic compound having a molecular weight of 5000 or less; most preferably, the molecular weight is below 2000.
As used herein, "quantum yield" refers to the utilization of light quanta in a photochemical reaction. Defined as the ratio of photons undergoing photochemical reactions to the total number of photons absorbed.
A graph of solar irradiance at sunny noon (color temperature 6000K) is shown in fig. 2 (Nathan down et al International Journal of Research in Education and Science, volume 2,Issue 1,Winter 2016), where the wavelength band from 400-700nm can be considered to be the visible band, below 400nm the ultraviolet and deep ultraviolet bands, and above 700nm the near infrared, infrared and microwave bands. In some areas with higher altitudes or adequate sunlight, solar irradiance is more intense. When people are in outdoor activities, these radiation will be directed completely to the bare skin without any protection or sun protection measures. Most sun-screening creams sold in the market at present adopt a mode of reflecting ultraviolet rays in sunlight to achieve the effect of protecting human skin from ultraviolet radiation. But viewed from another aspect the portion of the high energy uv light is fully available as an excitation light source that excites a down-converting material to emit light of a particular wavelength. Indeed, other bands of light (including but not limited to blue, green, yellow, red, etc.) may be used as excitation light sources, not just ultraviolet light, but to photoluminescent materials that emit longer wavelengths (e.g., deep red, near infrared, and infrared). Even in a room, a large amount of sunlight is emitted through the glass window, and although the glass filters most of the ultraviolet rays, a large amount of light having a wavelength in the range of 400-1400nm is emitted into the room. For example, the indoor illuminance may reach 1000lux on a sunny day (outdoor direct illuminance on a sunny day is 100,000 lux), while the indoor illumination may reach 750lux generally, that is, if the indoor environment is lighted well on a sunny day, the illuminance of the indoor environment light may be close to 2000lux, which is about 1/50 of the direct irradiation on a sunny day. However, considering that most people are in the room for a long time beyond the outdoor time, the part of the ambient light has a long irradiation time although the energy is slightly low, and can be used as a light source to excite the photoluminescent material to emit deep red and near infrared light for phototherapy of the human body. Finally, in some special occasions, such as photography, video shooting, etc., a more reinforced illumination lamp is needed, the illumination can reach 1400lux, and the illumination can also be used as a light source to excite the photoluminescent material to emit deep red and near infrared light, and phototherapy is performed while working.
A large number of medical researches prove that the radiation with the wave band of 600-1400nm is the optimal window for phototherapy, and can not only go deep into the skin of a human body, but also be not absorbed by various physiological substances. When people are exposed to sunlight, the sunlight can be fully utilized for phototherapy, and particularly, the irradiation of a large amount of visible light is converted into a wavelength band which is suitable for phototherapy. Since human eyes are very insensitive to light with the wave band above 660nm and almost indistinguishable from light with the wave band above 700nm, if ambient light, preferably light with the wave band shorter than 700nm in sunlight, is converted into light with the wave band between 660 and 1400nm and irradiates the skin surface of a human body, phototherapy can be carried out, normal vision cannot be affected, and the energy can be fully utilized.
The cosmetic compositions disclosed herein comprise a parent material and at least one photoluminescent material. The matrix material may be a commercially available common cosmetic, including, but not limited to, day cream, toner, essence, neck cream, eye cream, sun cream, foundation, powder, cake, BB cream, barrier cream, body cream, hair oil, and the like, preferably day cream, sun cream, foundation, barrier cream, and the like. The matrix material may also be the main component of the above product, including, but not limited to, glycerin, hyaluronic acid, collagen, vitamin a, vitamin C, vitamin E, retinol, amino acids, polypeptides, polyphenols, bifenthritis, ursolic acid, water, alcohols, ceramides, nicotinamide, plant extracts (including, but not limited to, ginseng extract, aloe extract, seaweed extract, tea extract, resveratrol extract, etc.), and various oily moisturizing components (including, but not limited to, jojoba oil, coconut oil, grape seed oil, evening primrose oil, wheat germ oil, sunflower oil, lotus flower oil, orchid oil, almond oil, tea tree oil, etc.). The parent material may also contain ingredients with sun protection effects, including but not limited to zinc oxide, titanium dioxide (TiO 2), pearl powder, dibenzoylmethane, benzophenone, dimethyloctyl, PARA-aminobenzyl acid (PARA), cinnamate, dihydroxyacetone, phenols, and the like. The photoluminescent material can be doped in the matrix material, and the photoluminescent material accounts for 0.01% -50% of the mass of the matrix material according to the requirement; preferably, 0.1% -20%; more preferably, the doping is performed in a proportion of 0.1% -5%. Preferably, the photoluminescent material is soluble in the matrix material. The photoluminescent material is capable of absorbing part of ambient light, preferably daylight, more preferably daylight having a wavelength comprised in the band of 400-700 nm; further, the peak wavelength of the photoluminescence material absorption spectrum may be between 400-700 nm; preferably between 450-650 nm; more preferably between 500 and 600nm, the peak wavelength of the emission spectrum is above 660nm, preferably between 680 and 2500nm, more preferably between 700 and 1400 nm.
The photoluminescent material in the disclosed cosmetic compositions comprises an organic small molecule material having photoluminescent properties, which is preferably useful as a luminescent material (emitter) in organic electroluminescent devices (OLEDs), since it generally has a very high absolute quantum efficiency, suitable for use in the disclosed cosmetic compositions. Especially, the phosphorescence luminescent material can regulate and control the emission wavelength and peak shape of the material by changing the position and the components of the groups so as to realize luminescence in deep red and near infrared bands. In addition, the solubility of the organic micromolecules can be greatly improved by adding hydroxyl, carboxyl, sulfonic acid group, amino and other groups to the organic micromolecules, so that the organic micromolecules can be easily dissolved in most commonly used and most basic cosmetic parent materials such as alcohol, glycerol and the like. The photoluminescence performance of the organic small molecules dissolved in the matrix material is not changed obviously, but the quenching caused by agglomeration is avoided due to the more uniform dispersion in the matrix.
Specifically, we have chosen two structurally different phosphorescent materials (compound 1 and compound 2) that can be used as phosphors in OLEDs, and have their Photoluminescence (PL) spectra measured separately, as shown in fig. 3a-3 b. The specific structures of compound 1 and compound 2 are shown below:
the low temperature photoluminescence spectrum (PL) test method of the selected small organic molecule materials herein: the low-temperature photoluminescence spectrum of the relevant compound was measured using a fluorescence spectrophotometer model number prismatic light F98 manufactured by Shanghai prismatic light technologies, inc. Dissolving a sample to be tested in anhydrous 2-methyltetrahydrofuran to prepare the sample with the concentration of 10 -5 The mol/L solution is filled into a low-temperature sample tube, then the low-temperature sample tube is put into a Dewar flask, liquid nitrogen is filled into the Dewar flask, and the liquid nitrogen amount is not more than 1/3 of the volume of the Dewar flask. Then the excitation wavelength is selected according to the properties of the corresponding compound to scan the sample to be detected, thus obtaining the low-temperature photoluminescence spectrum thereof, and the peak wavelength (lambda) can be directly read from the spectrum max ) Corresponding data.
Specifically, the emission spectrum of Compound 1 at an excitation wavelength of 500nm is shown in FIG. 3a, the peak wavelength λ of the emission spectrum max 668nm can be achieved, and the peak shape is wide, and contains more near infrared (more than 700 nm) light; the emission spectrum of Compound 2 at an excitation wavelength of 500nm is shown in FIG. 3b, the peak wavelength lambda max 687nm. Although the luminescent material having a narrow peak width waveform as shown in fig. 3b has advantages in the organic electroluminescent device due to better color saturation and higher efficiency, the organic small molecule compound having a broad spectrum as shown in fig. 3a is rather popular in the application to phototherapy cosmetics, which is also quite different from the organic electroluminescent device directly made of the compound. The organic small moleculeThe material (OLED luminescent material) emits deep red or near infrared light with the peak wavelength of more than 660nm under the excitation of light with the wavelength of more than 500nm, and the light in the wave bands can pass through the epidermis of the skin of a human body to reach the dermis, so that the phototherapy effect is realized.
In addition to the requirement of deep red or near infrared luminescence, the absolute quantum yield (PLQY) of the photoluminescent material should also be above 10%, preferably above 20%, more preferably above 40%, in order to increase the photo-conversion efficiency. Based on this, we measured the absolute quantum yields (PLQY) of compound 1 and compound 2 simultaneously.
PLQY test method: absolute quantum yield (PLQY) data of the related compounds were determined using an Absolute quantum yield tester model C11347-11 manufactured by Hamamatsu, japan. First, sample preparation: at a vacuum level of about 10 - 6 In the case of TorrThe sample is evaporated on a quartz substrate to prepare a film to be tested, and in order to prevent compound quenching caused by excessive concentration, the 2 compounds are respectively doped into a main material compound H-1 in a doping concentration of 2%wt to form 2 film samples, wherein the total thickness of the samples is 200nm. And secondly, PLQY test: the method comprises the steps of firstly scanning in a permissible wave band (250-850 nm) of an instrument by using a multi-wavelength excitation (Scan) mode, then selecting the optimal excitation wavelength, and measuring absolute quantum yield (PLQY) data by using a Single-wavelength excitation (Single) mode, wherein the operation in the test is completed in a glove box. The selection of the optimal excitation wavelength is based on: the excitation wavelength for PLQY testing of the compounds of the application was selected to be 300nm, which is the excitation wavelength that is capable of exciting the sample and corresponds to when PLQY is highest. The absolute quantum yields (PLQY) of compound 1 and compound 2, respectively, were 45% and 23% (see Table 1). It should be noted that the host material H-1 used in the test is only diluted to prevent quenching of the compound due to excessive concentration, and the compound H-1 is not required to be used in actual use, and the organic small molecular material is doped in the host material of the cosmetic compositionThe same effect can be achieved.
The molecular structure of the host material compound H-1 is as follows:
table 1 PLQY data for compound 1 and compound 2
Numbering of compounds PLQY(%)
Compound 1 45
Compound 2 23
As can be seen from the data in fig. 3a-3b and table 1, not only do the small organic molecular materials compound 1 and compound 2 emit at wavelengths that meet the requirements of phototherapy applications, they also have higher PLQY that represents higher conversion efficiency. For example, in the open noon on a sunny day, irradiance in the 400-700nm band in ambient light is 30mW/cm 2 At this time, for compound 1, the irradiance of the down-converted outgoing light may reach 30×45% =13.5 mW/cm 2 Irradiance of 7.5mW/cm was used compared to that used in the literature report (Chan Hee Nam et al Dermatologic Surgery,2017, 43:371-380) 2 The energy of the LED light source with the peak wavelength of 640-680nm is almost doubled, so that more efficient phototherapy effect can be brought. For compound 2, irradiance of the down-converted emergent light can also reach 6.9mW/cm 2 In addition to the irradiance of the ambient light itself above 660nm, which alsoCan completely meet the requirements of phototherapy application. Meanwhile, phototherapy products with LEDs are generally used for 10-15 minutes each time to ensure 5.17J/cm 2 Is a function of the energy of the (c). However, in the environment light, phototherapy can be performed while working and living because no additional appliance is needed, which is equivalent to the increase of the treatment time. So although irradiance was slightly below 7.5mW/cm for Compound 2 2 But can reach 5.17J/cm under the irradiation of ambient light for 12 minutes 2 Is provided to achieve phototherapy effect. It should be noted that the above two compounds are only examples, and other organic small molecule compounds satisfying the conditions can also be applied as photoluminescent materials in the cosmetic composition of the present application. Of course, the photoluminescent material may further comprise other photoluminescent materials such as phosphors, perovskite materials, and/or quantum dot materials to enhance the light-induced conversion efficiency.
When the matrix material is selected from face cream, foundation, barrier cream or face sunscreen cream, the cosmetic composition doped with the photoluminescent material can be applied on the face of a human body, and under the irradiation of ambient light (including sunlight and artificial illumination), the photoluminescent material can convert part of the ambient light, preferably part of the wavelength band (preferably the wavelength range of 400-700 nm) in the sunlight, into deep red and near infrared to carry out phototherapy on the face skin. When the matrix material is selected from body sunscreens, body milks and the like, the cosmetic composition disclosed herein may be applied to any part of the body, such as the neck, limbs, trunk and the like, at which time the incorporated photoluminescent material may convert part of the ambient light, preferably part of the wavelength band in sunlight, into deep red and near infrared light for phototherapy of the body skin. Finally, when the matrix is hair oil, the cosmetic composition disclosed by the application is smeared on the surface of the scalp, and can convert partial ambient light into deep red and near infrared light to carry out phototherapy on the head, in particular to carry out hair growth treatment.
It should be understood that the various embodiments described herein are by way of example only and are not intended to limit the scope of the application. Thus, as will be apparent to those skilled in the art, the claimed application may include variations of the specific and preferred embodiments described herein. Many of the materials and structures described herein may be substituted with other materials and structures without departing from the spirit of the application. It is to be understood that the various theories as to why the present application works are not intended to be limiting.

Claims (15)

1. A cosmetic composition comprising:
a matrix material and a photoluminescent material;
the peak wavelength of the photoluminescence material absorption spectrum is in the wavelength range of ambient light, and the peak wavelength of the emission spectrum is above 660 nm;
the photoluminescent material comprises an organic small molecule material.
2. The cosmetic composition of claim 1, wherein the parent material comprises one or more of the following: day cream, toner, essence, neck cream, eye cream, sun cream, foundation, powder, foundation, BB cream, barrier cream, body cream, hair oil; preferably, the matrix material comprises day cream, sun cream, foundation liquid or barrier cream.
3. The cosmetic composition of claim 1, wherein the parent material comprises one or more of the following: glycerol, hyaluronic acid, collagen, vitamin a, vitamin C, vitamin E, retinol, amino acids, water, alcohols, ceramides, nicotinamide, polypeptides, polyphenols, saccharomyces cerevisiae, ursolic acid, plant extracts, oily moisturizing ingredients, zinc oxide, titanium dioxide, pearl powder, dibenzoylmethane, benzophenone, dimethyloctyl, para-aminobenzyl acid, cinnamates, dihydroxyacetone, phenols.
4. A cosmetic composition according to claim 3, wherein the plant extract comprises one or more of the following: ginseng extract, aloe extract, seaweed extract, tea extract and resveratrol extract.
5. A cosmetic composition according to claim 3, wherein the oily moisturizing ingredient comprises one or more of the following: jojoba oil, coconut oil, grape seed oil, evening primrose oil, wheat germ oil, sunflower oil, lotus flower oil, orchid oil, almond oil, tea tree oil.
6. The cosmetic composition of claim 1, wherein the photoluminescent material is capable of being used as an OLED luminescent material; preferably, the photoluminescent material is a phosphorescent material.
7. The cosmetic composition of claim 1 or 6, wherein the absolute quantum yield of the photoluminescent material is 10% or more; preferably, 20% or more; more preferably, 40% or more.
8. The cosmetic composition of claim 1 or 6, wherein the peak wavelength of the photoluminescence material absorption spectrum is within the wavelength range of the solar spectrum.
9. The cosmetic composition of claim 1 or 6, wherein the photoluminescence material absorption spectrum has a peak wavelength between 400-700 nm; preferably between 450-650 nm; more preferably between 500-600 nm.
10. The cosmetic composition of claim 1 or 6, wherein the photoluminescence material emission spectrum has a peak wavelength between 680-2500 nm; preferably between 700-1400 nm.
11. The cosmetic composition of claim 1, wherein the emitted light energy of the photoluminescent material reaches the dermis layer of the human body.
12. The cosmetic composition of claim 1, wherein the photoluminescent material is 0.01% -50% by mass of the parent material; preferably, 0.1% -20%; more preferably, 0.1% -5%.
13. The cosmetic composition of claim 1, wherein the cosmetic composition is capable of being applied to a human skin surface; preferably, it can be applied to the face, neck, extremities, torso or scalp surface of a human body.
14. A phototherapy cosmetic comprising the cosmetic composition of any one of claims 1-13.
15. A method of preparing the cosmetic composition of any one of claims 1-13, comprising the steps of:
(1) Providing the parent material and the photoluminescent material, the photoluminescent material comprising small organic molecule material;
(2) The photoluminescent material is doped in the matrix material.
CN202210437100.5A 2022-04-28 2022-04-28 Cosmetic composition Pending CN116999342A (en)

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