- An effective preparation of both 1,3-diketones and nitriles from alkynones with oximes as hydroxide sources
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An effective phosphine-catalyzed protocol has been established for the syntheses of 1,3-diketones and nitriles from alkynones with oximes as hydroxide surrogates. This method features the use of a phosphine catalyst, compatibility with various functional groups and ambient temperature, which makes this approach very practical. A plausible mechanism was proposed.
- Chen, Pei,Zhang, Qian-Qian,Guo, Jia,Chen, Lu-Lu,Wang, Yan-Bo,Zhang, Xiao
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p. 6958 - 6966
(2018/10/02)
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- Variations in the blaise reaction: Conceptually new synthesis of 3-amino enones and 1,3-diketones
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Organic compounds with 3-amino enone or 1,3-diketone functional groups are extremely important, as they can be converted into a plethora of heterocyclic or carbocyclic compounds, or can be used as ligands in metal complexes. We have achieved a new, easy, straightforward and convenient synthesis of 3-amino enones and 1,3-diketones starting from aryl/heteroaryl/alkyl nitriles and 1-aryl/alkyl 2-bromoethanones. The reaction is a variation of the classical Blaise reaction, and it works with zinc and trimethylsilyl chloride as an activator. By running the hydrolysis of the reaction intermediate with HCl (3 N aq.) at 0-30 °C or at 100 °C, it is possible to form either 3-amino enones or 1,3-diketones, respectively. The newly developed method was used for the synthesis of avobenzone, an ingredient of sun-screen lotions. Furthermore, an easy synthesis of (Z)-3-amino-1-[4-(tertbutyl) phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one, with UV/Vis absorption characteristics similar to those of avobenzone, was also achieved.
- Rao, H. Surya Prakash,Muthanna, Nandurka
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supporting information
p. 1525 - 1532
(2015/03/04)
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- PARTICULATE UV PROTECTION AGENT
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The present invention relates to particulate UV protection agents which are obtainable by hydrothermal treatment of a particulate metal oxide and subsequent application of a manganese oxide coating, and to the preparation and use thereof. The present invention furthermore relates to novel compositions, in particular for topical application, which are intended, in particular, for light protection of the skin and/or hair against UV radiation and free-radical-induced stress, and to the use thereof in the above-mentioned cosmetic application.
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- Cosmetic/sunscreen compositions containing dibenzoylmethane compounds and dithiolane compound photostabilizers therefor
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Cosmetic/sunscreen compositions contain a combination of at least one dibenzoylmethane sunscreen compound and a photostabilizing amount of at least one dithiolane compound of formula (I) below:
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- Cosmetic compositions comprising photostabilized dibenzoylmethane compounds and 2-pyrrolidinone-4- carboxy esters
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Photostable cosmetic compositions contain, formulated into a cosmetically acceptable vehicle, at least one UV-screening system that includes: (a) at least one dibenzoylmethane compound, and(b) at least one 2-pyrrolidinone-4-carboxy ester compound having the following formula (I): in which: R1 is a linear or branched C1-C20 alkyl radical, andR2 is a linear or branched C1-C20 alkyl radical which optionally includes a C5-C6 ring member, the phenyl radical, the benzyl radical or the phenethyl radical.
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- Photostable cosmetic compositions comprising dibenzoylmethane/pyrrolidinone compounds
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Photostable UV-photoprotecting cosmetic sunscreen compositions contain (a) an effective UV-photoprotecting amount of at least one dibenzoylmethane compound sunscreen, (b) an effective radiation-photostablizing amount of at least one pyrrolidinone compound having the formula (I) below: and, advantageously, at least one liquid fatty phase and at least one lipophilic active sunscreen agent of low solubility, formulated into (c) a cosmetically acceptable support therefor.
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- Photoprotective cosmetic compositions comprising photostabilized dibenzoylmethane compounds and siloxane-containing arylalkyl benzoate amide compounds
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Photostable, topically applicable cosmetic/dermatological compositions contain at least one dibenzoylmethane sunscreen compound and at least one photostabilizing siloxane-containing arylalkyl amide compound of formula (I) below:
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- Benzoic acid ester compounds, compositions, uses and methods related thereto
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Benzoic acid ester compounds of formula (I): wherein R and R1-R5 are as defined in the description, methods for producing them and use thereof in cosmetic, pharmaceutical, personal care and industrial preparations as sunscreens based on photochemical precursor properties of ultraviolet absorbers.
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Page/Page column 17
(2010/11/23)
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- Photostable UV-screening compositions comprising dibenzoylmethane/diarylbutadiene compounds
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Topically applicable, photostable cosmetic/dermatological UV-screening compositions comprise (a) at least one photolabile UV-screening dibenzoylmethane compound and (b) a dibenzoylmethane photostabilizing amount of at least one 4,4-diarylbutadiene compound, formulated into a topically applicable, cosmetically/dermatologically acceptable support therefor; the weight ratio of the 4,4-diarylbutadiene compound(s) to the diarylbutadiene compound(s) is characteristically greater than 2.5 and the subject compositions are advantageously devoid of any cinnamate sunscreen.
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- Dibenzoylmethane sunscreen compositions photostabilized with amphiphilic block copolymers
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Topically applicable photostable sunscreen/photoprotective compositions contain at least one dibenzoylmethane UV-sunscreen and an effective photostabilizing amount therefor of at least one amphiphilic block copolymer which comprises at least one nonionic hydrophilic polymer block and at least one hydrophobic polymer block, formulated into a topically applicable, cosmetically acceptable medium therefor.
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- Photoprotective UV-screening compositions comprising triazine/dibenzoylmethane/diarylbutadiene compounds
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Topically applicable, photostable cosmetic/dermatological UV-screening compositions suited for photoprotecting the skin and the hair, comprise (a) at least one UV-screening dibenzoylmethane compound, (b) at least one UV-screening 1,3,5-triazine compound that is photosensitive in the presence of a dibenzoylmethane compound, and (c) a 1,3,5-triazine photostabilizing amount of at least one 4,4-diarylbutadiene compound, formulated into a topically applicable, cosmetically/dermatologically acceptable support therefor; the weight ratio of the 4,4-diarylbutadiene compound(s) to the dibenzoylmethane compound(s) is characteristically greater than 2.5 and the subject compositions are advantageously devoid of any cinnamate sunscreen.
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- Photostable photoprotective UV-screening compositions comprising dibenzoylmethane/methyl-benzylidenecamphor/diarylbutadiene compounds
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Topically applicable, photostable cosmetic/dermatological UV-screening compositions comprise (a) at least one UV-screening dibenzoylmethane compound, (b) p-methylbenzylidenecamphor, and (c) a methylbenzylidenecamphor photostabilizing amount of at least one 4,4-diarylbutadiene compound, formulated into a topically applicable, cosmetically/dermatologically acceptable support therefor; the weight ratio of the 4,4-diarylbutadiene compound(s) to the dibenzoylmethane compound(s) is characteristically greater than 2.5 and the subject compositions are advantageously devoid of any cinnamate sunscreen.
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- Photostabilized dibenzoylmethane sunscreens immobilized within sol/gel matrices
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Photoprotective cosmetic/dermatological compositions well suited for the UV-photoprotection of the skin, hair, nails, eyebrows, eyelashes and/or lips, contain an effective photostable and UV-photoprotecting amount of at least one dibenzoylmethane organic sunscreen immobilized within a matrix prepared via sol-gel process from at least one silicon alkoxide, at least one non-ionic surfactant and water, but in the absence of any organic solvent, formulated into a topically applicable, cosmetically/dermatologically acceptable medium therefor.
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- SYNERGISTICALLY UV-PHOTOPROTECTING MIXED SUNSCREEN COMPOSITIONS
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Topically applicable cosmetic/dermatological sunscreen composition well suited for the enhanced UV-photoprotection of human skin and/or hair, contain synergistically UV-APPD-enhancing amounts of (i) at least one UV-screening silicon compound having a benzotriazole functional group substituent, (ii) at least one UV-screening dibenzoylmethane compound, and (iii) at least one UV-screening amino-substituted 2-hydroxybenzophenone compound having the following structural formula (III): formulated into (iv) a topically applicable, cosmetically/dermatologically acceptable vehicle, diluent or carrier therefor.
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- UV-photostabilized sunscreen compositions comprising dibenzoylmethane/benzophenone compounds
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Topically applicable cosmetic/dermatological sunscreen compositions well suited for the stable UV-photoprotection of human skin and/or hair are devoid of any p-methylbenzylidenecamphor, but contain (a) an effective photoprotecting amount of at least one UV-screening dibenzoylmethane compound, and (b) an effective photostabilizing amount of at least on UV-screening amino-substituted 2-hydroxybenzophenone compound having the following structural formula (I): 1formulated into (c) a topically applicable, cosmetically/dermatologically acceptable vehicle, diluent or carrier therefor.
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- Composition containing a dibenzoylmethane derivative and an alpha-alkylstyrene dimer uv stabilising method
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The invention relates to a cosmetic or dermatological composition, for topical use, in particular for the photoprotection of skin and hair, characterized in that it comprises at least, in a cosmetically acceptable support: (a) from 0.1 to 20% by weight of a UV screening agent of the dibenzoylmethane-based type and (b) from 0.1 to 20% by weight of one specific alpha-alkylstyrene-based dimer. The invention relates to a novel process for improving the stability of at least one dibenzoylmethane derivative towards UV radiation, which consists in combining with the said dibenzoylmethane derivative an effective amount of at least one specific alpha-alkylstyrene-based dimer.
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- UV-photostabilized sunscreen compositions comprising dibenzoylmethane/triazine/benzophenone compounds
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Topically applicable cosmetic/dermatological sunscreen compositions well suited for the stable UV-photoprotection of human skin and/or hair, are devoid of any p-methylbenzylidenecamphor, but which contain (a) an effective photoprotecting amount of at least one UV-sunscreening dibenzoylmethane compound, (b) an effective photoprotecting amount of at least one UV-screening 1,3,5-triazine compound normally photosensitive in the presence of a dibenzoylmethane compound (a), and (c) an effective photostabilizing amount of at least one UV-screening amino-substituted 2-hydrozybenzophenone compound having the following structural formula (VIII): formulated into (d) a topically applicable, cosmetically/dermatologically acceptable vehicle, diluent or carrier therefor.
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- Dibenzoylmethane sunscreen compositions containing photostablizing amounts of tri-substituted butane compounds
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Improvedly photostable UV-photoprotecting cosmetic/dermatological compositions for the skin and/or the hair contain (a) a UV-photoprotective amount of at least one dibenzoylmethane sunscreen, e.g., 4-(tert-butyl)-4′-methoxydibenzoylmethane or 4-isopropyldibenzoylmethane, advantageously (a′) a UV-photoprotective amount of at least one 1,3,5-triazine sunscreen, e.g., 2-[(p-(tert-butylamido]-4,6-bis[(p-(2′ethylhexyl-1′-oxycarbonyl)anilino]-1,3,5-triazine or 2,4,6-tris[p-(2′-ethylhexyl-1′-oxycarbonyl)anilino]-1,3,5-triazine, (b) an effective sunscreen photostabilizing amount of 1,1,1-tris(2-methyl-4-hydroxy-5-tert-butylphenyl) butane, formulated into (c) a topically applicable, cosmetically acceptable vehicle, diluent or carrier therefor.
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- Method for providing dibenzoylmethane derivatives with light stability
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The invention concerns novel light-stable filtering cosmetic compositions for topically protecting the skin and/or the hair against ultraviolet radiation, in particular solar radiation, comprising in a cosmetically acceptable support, at least a dibenzoylmethane derivative and at least an oily phase, and an efficient amount of at least a thickening copolymer including at least a hydrophobic unit in sufficient amount for it to be partially or completely soluble in the oily phase and at least a hydrophilic unit in sufficient amount for thickening the oily phase as stabilizing agent for the filter. The invention also concerns the corresponding method for providing dibenzoylmethane with light stability and the use of the compositions for skin and hair protection against the effects of ultraviolet radiation.
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- Compositions containing a dibenzoylmethane derivative and a titanium oxide nanopigment, and uses
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The present invention relates to new cosmetic compositions for topical use which are intended more particularly for the photoprotection of the skin and/or hair against ultraviolet radiation and to their use in the abovementioned cosmetic application. Still more precisely, it relates to antisun compositions which comprise, in a cosmetically acceptable vehicle, an association of a specific screening agent, chosen from dibenzoylmethane derivatives, with at least one inorganic titanium oxide nanopigment treated with silanes and/or silicones.
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- Photostable sunscreen compositions comprising dibenzoylmethane compounds and 2-hydroxybenzophenone-substituted silanes/organosiloxanes
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Improvedly photostable, topically applicable cosmetic/dermatological sunscreen compositions well suited for the photoprotection of human skin and/or hair against the damaging effects of UV-irradiation, particularly solar radiation, comprise (1) a UV-photoprotecting effective amount of at least one dibenzoylmethane sunscreen compound and (2) a photostabilizing effective amount of at least one silane or organosiloxane bearing a 2-hydroxybenzophenone substituent.
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- Compositions comprising a dibenzoylmethane derivative, a 1,3,5-triazine derivative and a silicon derivative containing a benzalmalonate function, and methods of use therefor
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The present invention relates to novel cosmetic and/or dermatological compositions comprising, in a cosmetically and/or dermatologically acceptable support, (i) a dibenzoylmethane derivative, in particular 4-tert-butyl-4'-methoxydibenzoylmethane, (ii) at least one specific 1,3,5-triazine derivative, and (iii) at least one silicone derivative containing a benzalmalonate function. These compositions are particularly photostable. The invention also relates to the use of these compositions in the cosmetic and/or dermatological fields, in particular, as a sunscreen.
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- UV-photoprotective dibenzoylmethane compositions comprising photostabilizing amounts of benzalmalonate silanes
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Topically applicable, stable, UV-photoprotective cosmetic/dermatological compositions well suited for the photoprotection of human skin and/or hair against the damaging effects of UV-A and UV-B irradiation, comprise (a) an effective UV-photoprotecting amount of at least one dibenzoylmethane UV-sunscreen compound and (b) an effective dibenzoylmethane compound (a) photostabilizing amount of at least one benzalmalonate silane having the structural formula (I): STR1
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- Cosmetic filter compositions containing dibenzoylmethane, alkyl β, β'-diphenylacrylate and benzotriazole silicone, and uses thereof
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The present invention relates to novel cosmetic compositions comprising, in a cosmetically acceptable vehicle, at least one dibenzoylmethane derivative, at least one alkyl β,β'-diphenylacrylate derivative and at least one specific benzotriazole silicone. By virtue of a synergy effect between these three screening agents, these compositions have improved sun protection factors. The invention also relates to the use of these compositions in the cosmetic field.
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- Stabilised sunscreen compositions
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The present invention relates to the use of 2-ethylhexyl α-cyano-β,β-diphenylacrylate in, or for the manufacture of, cosmetic compositions containing p-methylbenzylidenecamphor in combination with at least one dibenzoylmethane derivative, for the purpose of improving the stability of p-methylbenzylidenecamphor in such compositions.
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- Photoprotective/cosmetic compositions comprising UV-sunscreens/dialkyl tartrates
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Novel cosmetic/dermatological UV-photoprotective compositions well suited for enhanced PF photoprotection of human skin and/or hair comprise (a) an effective UV-screening amount of at least one benzylidenecamphor sunscreen compound, and/or at least one dibenzoylmethane sunscreen compound, and/or at least one triazine sunscreen compound, and (b) a PF-enhancing amount of at least one dialkyl tartrate, formulated into a topically applicable, cosmetically/dermatologically acceptable vehicle, diluent or carrier therefor.
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- Stable photoprotective compositions comprising dibenzoylmethane compounds/polysaccharide
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Topically applicable, stable, photoprotective cosmetic/dermatological compositions, well suited for improved photoprotection of human skin and/or hair against the damaging effects of UV irradiation, particularly solar radiation, comprise (a) an effective photoprotecting amount of at least one dibenzoylmethane compound and (b) an effective photostabilizing amount of at least one polysaccharide alkyl ether.
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- Photostable cosmetic filter composition cotaining a UV-A filter and a substituted dialkylbenzalmalonate, the use of substituted dialkylbenzalmalonates in cosmetics as broad-band solar filters and novel substituted dialkyl malonates
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A photostable cosmetic filter composition for protecting human skin against UV radiation at wavelengths between 280 and 380 nm comprises, in a cosmetically acceptable support medium containing at least one oily phase, 1 to 3% by weight of a dibenzoylmethane derivative and at least 1% by weight of a substituted dialkylbenzalmalonate having formula I: STR1 R1 and R3 may be identical or different and represent H or a straight- or branched-chain C1 -C8 alkoxy radical. R2 and R4 represent a straight- or branched-chain C1 -C8 alkyl radical. The molar ratio of compound (I) to the dibenzoylmethane derivative is greater than or equal to 0.6.
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- Amido photostabilization of dibenzoylmethane sunscreens
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Topically applicable photostable sunscreen/cosmetic compositions well suited for the stable photoprotection of human skin and/or hair against the damaging effects of UV-irradiation, particularly solar radiation, comprise a photoprotecting effective amount of at least one dibenzoylmethane compound and an effective amount of at least one amido compound photostabilizer therefor, in a cosmetically acceptable vehicle, diluent or carrier.
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- Photostable cosmetic screening composition containing a UV-A screening agent and an alkyl β, β-diphenylacrylate or α-cyano-β,β-diphenylacrylate
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A photostable cosmetic screening composition and process for protection of the human epidermis against UV rays of wavelengths between 280 and 380 nm, the composition having, in a cosmetically acceptable vehicle containing at least one fatty phase, 1 to 5% by weight of a dibenzoylmethane derivative and at least 1% by weight of an alkyl β-β-diphenylacrylate or α-cyano-β-β-diphenylacrylate of formula (I), the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative being not less than 0.8.
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- U.V. Absorbing cosmetic compositions
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Cosmetic compositions containing dibenzoylmethane compounds of the formula STR1 wherein R and R1 are straight-chain or branched alkyl of 1-8 carbon atoms, n an integer from 0-3 and n' an integer from 1-3, dissolved in the fatty components of said composition have superior sun-protection efficiency.
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