EP3458026A1 - Ligninbeschichtete metalloxidnanopartikel und verwendung davon in kosmetischen zusammensetzungen - Google Patents

Ligninbeschichtete metalloxidnanopartikel und verwendung davon in kosmetischen zusammensetzungen

Info

Publication number
EP3458026A1
EP3458026A1 EP17798467.1A EP17798467A EP3458026A1 EP 3458026 A1 EP3458026 A1 EP 3458026A1 EP 17798467 A EP17798467 A EP 17798467A EP 3458026 A1 EP3458026 A1 EP 3458026A1
Authority
EP
European Patent Office
Prior art keywords
lignin
metal oxide
nanoparticle
irradiating
carried out
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.)
Withdrawn
Application number
EP17798467.1A
Other languages
English (en)
French (fr)
Other versions
EP3458026A4 (de
Inventor
Michela MORSELLA
Anabel E. LANTERNA
Juan SCAIANO
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
University of Ottawa
Original Assignee
University of Ottawa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by University of Ottawa filed Critical University of Ottawa
Publication of EP3458026A1 publication Critical patent/EP3458026A1/de
Publication of EP3458026A4 publication Critical patent/EP3458026A4/de
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241Containing particulates characterized by their shape and/or structure
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K33/00Medicinal preparations containing inorganic active ingredients
    • A61K33/24Heavy metals; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K33/00Medicinal preparations containing inorganic active ingredients
    • A61K33/24Heavy metals; Compounds thereof
    • A61K33/30Zinc; Compounds thereof
    • 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27Zinc; Compounds thereof
    • 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29Titanium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/48Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/51Nanocapsules; Nanoparticles
    • A61K9/5107Excipients; Inactive ingredients
    • A61K9/5176Compounds of unknown constitution, e.g. material from plants or animals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • 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
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/413Nanosized, i.e. having sizes below 100 nm
    • 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
    • A61K2800/60Particulates further characterized by their structure or composition
    • A61K2800/61Surface treated
    • A61K2800/62Coated
    • A61K2800/624Coated by macromolecular compounds
    • 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
    • A61K2800/60Particulates further characterized by their structure or composition
    • A61K2800/65Characterized by the composition of the particulate/core
    • A61K2800/651The particulate/core comprising inorganic material
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00Nanotechnology for materials or surface science, e.g. nanocomposites
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y40/00Manufacture or treatment of nanostructures

Definitions

  • the present invention relates to nanoparticles, and associated preparative methods.
  • the present invention relates to nanoparticles coated with lignin, a process to prepare the coated nanoparticles, and uses thereof, including uses in cosmetic formulations and diagnostic applications.
  • Titanium dioxide (T1O2) is a common ingredient in many sun protection products, including sunscreens.
  • Ti0 2 along with zinc oxide are the two ingredients that are allowed in the largest concentrations in sunscreens commercialized in North America (up to 25% permitted). This is rather surprising, as the same form of Ti0 2 (predominantly anatase) is also used for a wide range of light initiated and free radical mediated processes, including solar cells, self-sterilizing tiles and treatment and purification of polluted waters, due to its high reactivity.
  • a nanoparticle comprising a metal oxide coated with lignin to form discrete coated particles which have a nanometric size.
  • the metal oxide can in certain embodiments be Ti0 2 or ZnO.
  • the lignin is cross-linked over a surface of the metal oxide particle. In certain embodiments, the cross-linking is carried out by UVA irradiation.
  • the coating on the metal oxide particle may be from about 1 to about 10 nm in thickness. In further embodiments, the coating on the metal oxide particle may be from 2 to 5 nm in thickness. In a specific embodiment, the coating on the metal oxide particle is about 3 nm in thickness.
  • the lignin may be an organo-soluble or water-soluble source of lignin.
  • the lignin can be a pure source of lignin, or a source which includes carbohydrates.
  • the lignin is Kraft lignin, Organosolv lignin, Low Sulfonate Content (LSC) lignin, Sodium lignin, Sodium lignin without sugars or Alkali lignin.
  • LSC Low Sulfonate Content
  • Other lignin sources with similar properties may also be used.
  • Also provided herein is a process for preparing a lignin coated nanoparticle, comprising a. mixing a metal, or a metal oxide nanoparticle precursor with solubilized lignin to form a mixture; and b. irradiating the mixture with UVA at a wavelength effective to form particles which have a nanometric size.
  • the metal oxide may be Ti0 2 or ZnO.
  • the lignin is cross-linked over a surface of the metal oxide particle.
  • the mixture may be irradiated at about 369 nm to carry out the cross-linking. More particularly, the irradiating is carried out for a time effective to produce a coating on the metal oxide particle that is preferably from about 1 to 10 nm in thickness, more typically from 2 to 5 nm in thickness, and in specific embodiments about 3 nm in thickness.
  • the lignin used in the process may be an organo-soluble or water-soluble source of lignin.
  • the lignin can be a pure source of lignin, or a source which includes carbohydrates.
  • the lignin is Kraft lignin, Organosolv lignin, Low Sulfonate Content (LSC) lignin, Sodium lignin, Sodium lignin without sugars or Alkali lignin.
  • LSC Low Sulfonate Content
  • Other lignin sources with similar properties may also be used.
  • the process can be carried out, in specific embodiments, by combining the metal oxide nanoparticle precursor with an excess of lignin, for example, from about 1 : 10 to about 1 :5 w/w metal oxide:Lignin. In specific non-limiting examples, 1 : 10 w/w or 1 :5 w/w
  • Ti0 2 :Lignin may be combined in the mixture.
  • the irradiating may be carried out for up to 2 hours with stirring to keep the oxide nanoparticle precursor and lignin in suspension.
  • the process may also be carried out in batch or continuously.
  • continuous flow conditions may be carried out at a flow rate of 1 to 10 mL/sec, or in a specific embodiment, at a flow rate of about 4 mL/sec.
  • continuous flow conditions described herein it is possible to produce gram scale quantities of lignin-coated metal oxide nanoparticles. Using a small optical width for the UVA irradiation can also increase cross-linking efficiency and reduce reaction times.
  • the process may include a further step after irradiation whereby the nanoparticles are separated from the mixture by centrifugation and washed.
  • a cosmetic composition comprising a nanoparticle as described above, or produced according to a process as described above, and a suitable carrier or excipient.
  • the cosmetic composition may be a sunscreen or other cosmetic including the nanoparticle defined herein as a sunblock agent.
  • the cosmetic composition may be prepared as a topical skin care composition.
  • the cosmetic composition may be a sunscreen, skin moisturizer, skin cream, body lotion, body spray, mascara, foundation, rouge, face powder, eyeliner, eyeshadow, nail polish, lipstick, or another personal care composition in which sunblock may be included as an ingredient.
  • the lignin coating acts as a sacrificial antioxidant preventing the free radical reactions that T1O2 otherwise initiates. It does so while preserving the sun protection and light scattering properties of T1O2.
  • FIGURE 1 shows ATR-IR spectra of T1O2 (black), Kraft lignin (blue) and Ti0 2 @Kraft (red);
  • FIGURE 2 shows DR spectra of T1O2 (black), Kraft lignin (red) and Ti0 2 @Kraft (blue);
  • FIGURE 3 shows a TEM image of Ti02@LSC showing organic shell surrounding the inorganic particle (arrow). Scale bar: 20 nm;
  • FIGURE 4 shows the percentage of Lignin released (or degraded) upon UVA-UVB irradiation for 2 h.
  • the plot assumes that the absorption coefficient of lignin is constant, that is, insensitive to exposure or release. Data reproducible within ⁇ 5%;
  • FIGURE 5 shows the percentage of 2-propanol remaining upon UVA-UVB irradiation in the presence of different Particles.
  • A T1O2 (black), Ti02@Kraft (blue) and Ti02@Org (red).
  • B T1O2 (black), Ti02@LSC (blue), Ti02@Sodium (red), Ti02@Sodium without sugars (green), and Ti02@Alkali (violet);
  • FIGURE 6 shows the results of avobenzone photodegradation using different amount of particles: A) 0.01 %, B) 0.03 % and C) 0.06 %. Percentage of avobenzone remaining upon UVA-UVB irradiation in the absence (black) and in the presence of T1O2 (blue), Ti02@Kraft (red) and Ti0 2 @Org (green) and Ti0 2 @LSC (violet);
  • FIGURE 7 shows kinetic traces of the enzymatic activity of ALP acquired at 405 nm for dephosphorylation of PNNP. Traces recorded after enzyme pretreatment in absence of particles (black) and in the presence of T1O2 (blue), and Ti0 2 @Kraft (red). Full circle under dark conditions and open circle upon UVA irradiation for 30 min;
  • FIGURE 8 shows initial rates calculated for the enzymatic activity of ALP under dark and upon UVA irradiation in the absence (black) and in the presence of Ti0 2 (blue), Ti0 2 @Kraft (red) and Ti0 2 @Org (green) and Ti0 2 @LSC (violet);
  • FIGURE 10 shows ATR-IR spectra of Ti0 2 , lignin and lignin@Ti0 2 ;
  • FIGURE 11 shows DR spectra of Ti0 2 , L2@Ti0 2 , L3@Ti0 2 , L4@Ti0 2 ;
  • FIGURE 12 shows emission spectrum obtained after combination of UVA-UVB lamps.
  • the present inventors have developed a novel approach for scavenging ROS and other species that may be formed before they diffuse away from metal oxide particles, such as Ti0 2 , and cause damage to either biomolecules or other important sunblock ingredients.
  • This approach is different from the usual modifications of Ti0 2 using Si0 2 or A1 2 0 3 , or from the known attenuation of radical generation upon encapsulation in large pore zeolites, and involves the use of lignin to construct a thin shell around the metal oxide particles.
  • the lignin coated nanoparticle described herein therefore takes advantage of the free- radical scavenging and antioxidant properties of lignin, which is effectively used as a sacrificial scavenger for the ROS anticipated from Ti0 2 and other metal oxides.
  • lignins can be attached to the surface of the metal oxide nanoparticles by UVA irradiation. Less than 20% of lignin release has been found (Figure 4) upon irradiation with UVA-UVB light showing good particle stability within the exposure time expected for sunscreens (2 - 4h). Furthermore, studies carried out with one type of particles demonstrate the addition of lignin (LSC) does not affect the SPF values of Ti0 2 , and does not deteriorate SPF performance of Ti0 2 upon UVA-UVB irradiation ( Figure 2).
  • the present inventors have tested degradation levels of avobenzone upon UVA-UVB irradiation in the presence of different particles and at different concentrations.
  • the performance of the coated particles (lignin@Ti0 2 ) as avobenzone protectors is shown herein to be equal or greater, depending on the particle concentration, than the pristine Ti0 2 Ps ( Figure 3). This is especially advantageous since avobenzone is one of the most common sunscreen ingredients, and is widely employed as a UVA protector. However, it suffers from the problem of photodegradation, thus limiting its effectiveness in commercial formulations. These results also suggest that these particles can provide additional protection to other sunscreen ingredients.
  • coated particles lignin@Ti0 2
  • HRP horseradish peroxidase
  • the coated particles described herein can reduce free radical damage to biomolecules, and work well in conjunction with avobenzone, the most common UVA sunblock, reducing its level of photodegradation (the most common problem with avobenzone).
  • the inventors evaluated to what extent the oxidation of isopropanol to acetone is inhibited for lignin-modified Ti0 2 . This provides a direct measurement of the ability of Ti0 2 to catalyze oxidations and is rooted in our knowledge of the catalytic properties of Ti0 2 .
  • ALP Alkaline Phosphatase
  • Avobenzone is a widely used UVA ingredient, largely present in an enol form that photo-degrades readily upon UVA-UVB exposure. Given the ubiquitous use of avobenzone, it was important to establish its compatibility with the new hybrid materials to evaluate to what extent they could help with avobenzone' s lack of photostability. The following sections cover the four types of experiments mentioned above.
  • Tetrahydrofuran and 2-propanol were purchased from Fischer Scientific and Avobenzone from Wako.
  • Kraft lignin was purchased from MeadWestVaco and Organosolv lignin
  • NMR spectra were recorded using a Bruker Avance II 300 spectrometer with an appropriate pulse sequence with a spectral width of -0.5 ppm to 12.5 ppm and with the pre-saturation signal centered at 4.706 ppm (proton water signal).
  • Attenuated Total Reflectance Infrared (ATR-IR) spectra were recorded with a Varian 640 FTIR spectrometer equipped with an ATR accessory in the 500 - 4000 crrr 1 range.
  • the percentage of molar mass of the adsorbed polymer on the surface of Ti0 2 was measured by Thermogravimetric analysis (TGA) using a Q5000 IR instrument (TA Instruments; New Castle, DE, USA) under N 2 or air flow (120 mL/min) with a heating rate of 10 °C/min (balance gas with nitrogen 10.0 ml/min; sample gas with nitrogen 25.0 ml/min).
  • TGA Thermogravimetric analysis
  • the sample TGA data were analyzed by using TA Instruments Universal Analysis 2000 Version 4.5 A.
  • Transmission Electron Microscope (TEM) images were acquired with a Jeol JEM-2100F field emission transmission electron microscope. TEM samples were prepared by drop casting a water suspension of catalysts onto 400 square mesh carbon coated copper grids (Electron Microscopy Sciences).
  • Enzyme inactivation Ti() 2- mediated photodamage.
  • Alkaline phosphatase from bovine intestinal mucosa (ALP) (0.02 mg/mL) solution and particles suspension (0.25 mg/mL) were prepared in cold buffer (1.0 M diethanolamine with 0.50 mM magnesium chloride) pH 9.8 at 37 °C.
  • the substrate solution of p-mtro phenylphosphate (PNPP) was prepared in water with a concentration of 0.5 mM.
  • the enzyme was submitted to UVA irradiation for 30 min in the absence and in the presence of 50 ⁇ g/mL Ti0 2 or Lignin@Ti0 2 under stirring.
  • Avobenzone/particles ratio 1/13; 1/41; 1/82 (w/w).
  • Samples (1 mL) were collected at lh intervals for 4h and centrifuged at 7000 rpm, 20°C, 10 min. Each aliquot was analyzed by UV spectroscopy recording absorbance at 362 nm.
  • lignin are solubilized in 5 mL of solvent (water or tetrahydrofuran -THF-, according to the solubility properties of the corresponding lignin) and placed together with 10 mg of Ti0 2 .
  • solvent water or tetrahydrofuran -THF-, according to the solubility properties of the corresponding lignin
  • Ti0 2 10 mg
  • the mixture is kept under dark overnight and then submitted to UVA (368 nm LED) irradiation for 2h under vigorous stirring.
  • the slurry is separated by centrifugation and washed with water (or THF, respectively) three times.
  • the resulting particles are dried at 100- 120 °C for at least 1 h.
  • the particles were characterized by Attenuated Total Reflectance Infrared (ATR-IR), Diffuse Reflectance (DR), Transmission Electron Microscopy (TEM), and Termogravimetry analysis (TGA).
  • the particles can thus be synthesized under very mild conditions taking advantage of the photocatalytic activity of Ti0 2 .
  • a mixture of a lignin solution organic or aqueous solution depending on the type of lignin used
  • Ti0 2 Upon UVA irradiation a mixture of a lignin solution (organic or aqueous solution depending on the type of lignin used) in the presence of Ti0 2 , lignin can be cross-linked over the particle surface (due to light-induced ROS generation) and lead to lignin-coated Ti0 2 nanoparticles within 1-2 hours.
  • Figures 1 and 2 show the functionalization of Ti0 2 using Kraft lignin. Similar results were found for the other types of lignin used ( Figures 10 and 11).
  • the diffuse reflectance (DR) spectra in Figure 2 show that the particles can slightly extend the absorption of Ti0 2 to the visible light region (typically below 400 nm) due to the presence of lignin.
  • the thin lignin coating makes these compositions cosmetically acceptable not only in terms of light absorption and scattering but also in terms of the visible color and appearance.
  • lignin@Ti0 2 NPs show a very light tint suitable for skincare formulations.
  • the particles are insoluble in water, they are effectively waterproof.
  • Figure 3 is a HR-TEM image suggesting organic shell surrounds the Ti0 2 particles, and more important, that the particles retain their nanometric size ( ⁇ 50 nm).
  • Table 2 shows the amount of lignin found on each particle using TGA.
  • the organo-soluble lignins generate particles with higher loadings, presumably due to the presence of more conjugated structures in those types of lignin that can interact better with the free radicals generated by Ti0 2 .
  • LSC Low Sulfonate Content
  • Le Alkali Lignin Table 2 Weight percentage of lignin in each particle found after thermogravimetric analysis (TGA).
  • lignin@Ti0 2 is based on the photocatalytic activity of Ti0 2 , the new composites exhibit the capacity to inhibit free radical reactions. Particles showing the worst photocatalytic activity are indeed the ones chosen as potential sunblock active ingredients. From Figure 5,
  • Ti0 2 @Kraft, Ti0 2 @Org and Ti0 2 @LSC were selected for further examination, although L4@Ti0 2 (Sodium Lignin) also shows excellent performance.
  • Avobenzone is a widely used UVA protector, largely present in an enol form that photodegrades readily upon UVA-UVB exposure, through a mechanism involving a photo-induced enol-keto transformation.
  • Other sunblock agents can stabilize avobenzone, either by competitive light absorption (or scattering) or by quenching its excited states. Given the ubiquitous use of avobenzone, it is important to establish its compatibility with the new hybrid materials to evaluate to what extent they could be involved in the process of photodegradation or photoprotection of avobenzone.
  • the avobenzone aqueous solution (24 ⁇ ) was prepared in 1 mM Brij-10 solution ( ⁇ 0.04% of 2-propanol). The mixture was sonicated for 3h and stored in dark overnight. The reaction was carried out using 8 mL of this solution in a quartz test tube placed in a photoreactor equipped with 10 UVA lamps and 4 UVB lamps under stirring. T1O2 and several Ti0 2 @lignin NPs were tested using three different particle concentrations: 0.01; 0.03; and 0.06 wt%. The sample (1 mL) was collected each lh for 4h and centrifuged at 7000 rpm, 20°C, 10 min.
  • FIG. 6 shows the photodegradation of avobenzone at two different times (2 and 4 h of UVA-UVB irradiation) and using different amount of particles.
  • Lower particles concentration Ti0 2 can act as a photoprotector (graphs A and B), although when the Ti0 2 particle concentration is increased this ability is lost. In contrast, the new particles retain the photoprotection ability even at high Ti0 2 concentrations.
  • Alkaline phosphatase from bovine intestinal mucosa (ALP) (0.02 mg/mL) solution and particles suspension (0.25 mg/mL) were prepared in cold buffer (1.0 M Diethanolamine with 0.50 mM Magnesium Chloride) pH 9.8 at 37°C.
  • P PP phenylphosphate
  • the first coefficient (b) of the quadratic fit is the calculated initial slope.
  • Figure 8 shows the initial rates calculated for the enzymatic activity of ALP after treatment with Ti0 2 and Ti0 2 @lignin particles.
  • Ti0 2 can decrease the enzymatic activity simply by contact (dark conditions). This inhibition is increased under UVA exposure (Light conditions). Coating the Ti0 2 nanoparticles with any kind of lignin prevents the enzyme inactivation even under light conditions. These results indicate clearly that the UVA irradiation does not affect the enzyme and, more important, lignin@Ti0 2 Ps are innocuous for the enzymatic activity under dark conditions.
  • ⁇ ( ⁇ ) is the erythema action spectrum
  • ⁇ ( ⁇ ) the solar spectral irradiance
  • d the spectral transmittance of the sample
  • C a coefficient of adjustment
  • ⁇ ( ⁇ ) correspond to the mean monochromatic absorbance measured per plate of the test product layer before UV exposure.
  • Ti0 2 can generate ROS in the presence of water upon UVA irradiation.
  • the in vitro studies reported here demonstrate that T1O2 particles can be modified in order to decrease their photocatalytic activity, while retaining the absorption and scattering properties desirable for sunscreens and cosmetic uses.
  • the potential risks from Ti0 2 -mediated free radical generation are curtailed by shielding the particles with a good antioxidant.
  • the inventors have used a non-toxic, biocompatible shell made by lignin that neutralizes the free radicals by scavenging them with neutral antioxidants before they exit the new Ti0 2 -lignin composites, preserving the scattering and the UV absorption characteristics.
  • this stable lignin@Ti0 2 composite plays an important role reducing the photocatalytic activity of Ti0 2 in a chemical and enzymatic reaction, improving the photoprotection of the other ingredients even when they are present at high concentrations.
  • the particles described here showing a nanometric size and a very light color, are promising candidates as ingredients in skincare formulations, especially for sunscreens, given that they are non-toxic and waterproof .

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Birds (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Dermatology (AREA)
  • Botany (AREA)
  • Zoology (AREA)
  • Physics & Mathematics (AREA)
  • Biomedical Technology (AREA)
  • Nanotechnology (AREA)
  • Optics & Photonics (AREA)
  • Cosmetics (AREA)
EP17798467.1A 2016-05-20 2017-05-19 Ligninbeschichtete metalloxidnanopartikel und verwendung davon in kosmetischen zusammensetzungen Withdrawn EP3458026A4 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201662339603P 2016-05-20 2016-05-20
PCT/CA2017/050613 WO2017197530A1 (en) 2016-05-20 2017-05-19 Lignin-coated metal oxide nanoparticles and use thereof in cosmetic compositions

Publications (2)

Publication Number Publication Date
EP3458026A1 true EP3458026A1 (de) 2019-03-27
EP3458026A4 EP3458026A4 (de) 2020-04-22

Family

ID=60324738

Family Applications (1)

Application Number Title Priority Date Filing Date
EP17798467.1A Withdrawn EP3458026A4 (de) 2016-05-20 2017-05-19 Ligninbeschichtete metalloxidnanopartikel und verwendung davon in kosmetischen zusammensetzungen

Country Status (3)

Country Link
EP (1) EP3458026A4 (de)
CA (1) CA3030443A1 (de)
WO (1) WO2017197530A1 (de)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108938450B (zh) * 2018-06-26 2020-11-24 华南理工大学 一种木质素改性二氧化钛颗粒及其制备方法与应用
WO2020109671A1 (en) 2018-11-29 2020-06-04 Aalto University Foundation Sr Lignin particle based hydrogel and the method for preparation of lignin colloidal particles by solvent evaporation process
WO2021026360A1 (en) * 2019-08-07 2021-02-11 Regents Of The University Of Minnesota Biodegradable microporous coating
US11155683B2 (en) 2019-09-13 2021-10-26 Nanophase Technologies Corporation Lipophillically dispersed phenolic polymer particles
CA3154815A1 (en) * 2019-12-10 2021-06-17 Jamal FTOUNI Dry compositions, emulsions and/or fluids for chemical and physical sun protection and use thereof
WO2022016117A1 (en) 2020-07-16 2022-01-20 Nanophase Technologies Corporation Particulates of polyphenolics and dispersions thereof
BR102020026475A8 (pt) 2020-12-22 2022-07-19 Botica Comercial Farm Ltda Processo de obtenção de composição de lignina associada com zno e tio2 para produto cosmético com cor para pele negra, para booster de proteção à luz azul e para proteção da pele contra agentes oxidantes externos, e respectivo produto resultante
CN113101235B (zh) * 2021-03-17 2022-02-15 华南理工大学 一种原位二氧化钛包覆木质素复合颗粒及其制备与应用
CN113957090A (zh) * 2021-11-12 2022-01-21 四川轻化工大学 一种盐穗木金属硫蛋白HcMT复合物及其在防晒霜中的应用
CN116082861A (zh) * 2022-10-25 2023-05-09 安徽新涛光电科技有限公司 一种纳米二氧化钛粉体分散液及其制备方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10354380A1 (de) * 2003-11-20 2005-06-16 Basf Ag Verwendung von Lignanen in kosmetischen oder dermatologischen Zubereitungen
CA2681153A1 (en) * 2007-03-23 2008-10-02 Basf Se Methods of producing surface-modified nanoparticulate metal oxides, metal hydroxides and/or metal oxide hydroxides
US20100202985A1 (en) * 2009-02-11 2010-08-12 Amcol International Corporation Sunscreen compositions including particulate sunscreen actives that exhibit boosting of sun protection factor
CN103709772B (zh) * 2013-12-16 2016-04-13 华南理工大学 无机/木质素系聚合物复合纳米颗粒及其制备方法与应用
US9932495B2 (en) * 2014-04-25 2018-04-03 Empire Technology Development Llc Lignin derived photo-responsive coatings
FR3044239B1 (fr) * 2015-11-30 2017-12-22 Centre Nat Rech Scient Emulsions anti-uv stabilisees avec de la lignine et des nanoparticules
CN106633967B (zh) * 2016-09-14 2019-01-18 华南理工大学 一种二氧化钛/木质素基复合纳米颗粒及制备方法和应用

Also Published As

Publication number Publication date
WO2017197530A1 (en) 2017-11-23
EP3458026A4 (de) 2020-04-22
CA3030443A1 (en) 2017-11-23

Similar Documents

Publication Publication Date Title
EP3458026A1 (de) Ligninbeschichtete metalloxidnanopartikel und verwendung davon in kosmetischen zusammensetzungen
EP1317245B8 (de) Kosmetische sonnenschutz-zubereitung
Kaur et al. Lignin-based metal oxide nanocomposites for UV protection applications: A review
CN1231543C (zh) 颗粒金属氧化物
AU2001286189A1 (en) Sunscreen cosmetic composition
US20220212946A1 (en) Cerium (iii) carbonate formulations
EP3801058B1 (de) Moleküle, die eine antioxidative aktivität nachahmen
Cardillo et al. Multifunctional Fe 2 O 3/CeO 2 nanocomposites for free radical scavenging ultraviolet protection
Swain et al. Synthesis of cosmetic grade TiO2-SiO2 core-shell powder from mechanically milled TiO2 nanopowder for commercial mass production
Rabani et al. Titanium dioxide incorporated in cellulose nanofibers with enhanced UV blocking performance by eliminating ROS generation
JP2002154915A (ja) 化粧料
Lyu et al. Nanoparticles in sunscreen: exploration of the effect and harm of titanium oxide and zinc oxide
Wawrzynczak et al. Nanosunscreens: From nanoencapsulated to nanosized cosmetic active forms
KR20210060645A (ko) 금속산화물 나노입자 - 나노셀룰로오스 복합체, 이의 제조방법, 이를 포함하는 자외선 차단제, 및 이를 포함하는 자외선 차단필름
JP2022526849A (ja) 水産物および水産養殖廃棄物から得られたヒドロキシアパタイトまたは改変ヒドロキシアパタイトを含む物理的サンスクリーン、その生産のためのプロセスおよびそれを含む光保護組成物
Detoni et al. Penetration, photo-reactivity and photoprotective properties of nanosized ZnO
JPH1111927A (ja) シリカを基材とする複合化粒子及びその製造方法及び配合化粧料
CN112074265A (zh) 二氧化钛
CN116211722A (zh) 防晒原料及其制备方法以及化妆品
KR101236770B1 (ko) 산화아연/이산화티탄 복합입자 및 이의 제조방법
KR101095992B1 (ko) 마이크로에멀젼을 이용한 풀러렌-실리카 나노복합체의 제조방법 및 상기 방법으로 제조된 풀러렌­실리카 나노복합체를 함유하는 자외선차단용 조성물
JPH11131048A (ja) 紫外線遮蔽性複合微粒子
CN114159323B (zh) 一种滑石基纳米二氧化钛紫外屏蔽复合材料的制备方法
JP2000212054A (ja) 複合化粉末を含む組成物
Kera et al. Modification of ZnO and TiO2 UV filters

Legal Events

Date Code Title Description
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE

PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20181219

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)
A4 Supplementary search report drawn up and despatched

Effective date: 20200324

RIC1 Information provided on ipc code assigned before grant

Ipc: A61K 8/11 20060101ALI20200317BHEP

Ipc: A61K 8/29 20060101ALI20200317BHEP

Ipc: A61Q 17/04 20060101ALI20200317BHEP

Ipc: A61K 8/02 20060101ALI20200317BHEP

Ipc: B82Y 30/00 20110101ALI20200317BHEP

Ipc: A61K 9/51 20060101ALI20200317BHEP

Ipc: A61K 8/27 20060101ALI20200317BHEP

Ipc: A61K 8/84 20060101AFI20200317BHEP

Ipc: A61K 33/30 20060101ALI20200317BHEP

Ipc: B82Y 40/00 20110101ALI20200317BHEP

Ipc: A61K 33/24 20190101ALI20200317BHEP

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20220721

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20230201