EP2346488A2 - Composés de polyamide 5 dans des préparations cosmétiques - Google Patents
Composés de polyamide 5 dans des préparations cosmétiquesInfo
- Publication number
- EP2346488A2 EP2346488A2 EP09736569A EP09736569A EP2346488A2 EP 2346488 A2 EP2346488 A2 EP 2346488A2 EP 09736569 A EP09736569 A EP 09736569A EP 09736569 A EP09736569 A EP 09736569A EP 2346488 A2 EP2346488 A2 EP 2346488A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- polyamide
- skin
- cosmetic
- preparations
- compounds
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 65
- 150000001875 compounds Chemical class 0.000 title claims abstract description 37
- 239000002537 cosmetic Substances 0.000 title claims abstract description 33
- 239000000126 substance Substances 0.000 claims abstract description 38
- 239000004904 UV filter Substances 0.000 claims abstract description 25
- 239000004480 active ingredient Substances 0.000 claims abstract description 17
- 150000002632 lipids Chemical class 0.000 claims abstract description 12
- 230000007774 longterm Effects 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 239000004909 Moisturizer Substances 0.000 claims description 12
- 230000001333 moisturizer Effects 0.000 claims description 12
- 239000000839 emulsion Substances 0.000 claims description 9
- 230000004224 protection Effects 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- PBFGMXZRJIUGKU-UHFFFAOYSA-N 3-decanoyloxybutyl decanoate Chemical compound CCCCCCCCCC(=O)OCCC(C)OC(=O)CCCCCCCCC PBFGMXZRJIUGKU-UHFFFAOYSA-N 0.000 claims description 2
- LFESLSYSZQYEIZ-UHFFFAOYSA-N 3-octanoyloxybutyl octanoate Chemical compound CCCCCCCC(=O)OCCC(C)OC(=O)CCCCCCC LFESLSYSZQYEIZ-UHFFFAOYSA-N 0.000 claims description 2
- 229940114374 butylene glycol dicaprylate Drugs 0.000 claims description 2
- DLAHAXOYRFRPFQ-UHFFFAOYSA-N dodecyl benzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1 DLAHAXOYRFRPFQ-UHFFFAOYSA-N 0.000 claims description 2
- 230000001153 anti-wrinkle effect Effects 0.000 abstract description 5
- -1 PA6-6 Polymers 0.000 description 30
- 230000000475 sunscreen effect Effects 0.000 description 21
- 239000000516 sunscreening agent Substances 0.000 description 21
- 239000003921 oil Substances 0.000 description 17
- 235000019198 oils Nutrition 0.000 description 17
- 239000000203 mixture Substances 0.000 description 15
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 14
- 238000009472 formulation Methods 0.000 description 13
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 10
- 230000037072 sun protection Effects 0.000 description 9
- 239000004952 Polyamide Substances 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 229920002647 polyamide Polymers 0.000 description 8
- 239000004677 Nylon Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 229920001778 nylon Polymers 0.000 description 7
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical class C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 5
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 4
- 229920002292 Nylon 6 Polymers 0.000 description 4
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 4
- 230000006750 UV protection Effects 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- UBNYRXMKIIGMKK-RMKNXTFCSA-N amiloxate Chemical compound COC1=CC=C(\C=C\C(=O)OCCC(C)C)C=C1 UBNYRXMKIIGMKK-RMKNXTFCSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 229960004881 homosalate Drugs 0.000 description 4
- 230000003020 moisturizing effect Effects 0.000 description 4
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 150000003918 triazines Chemical class 0.000 description 4
- HEOCBCNFKCOKBX-RELGSGGGSA-N (1s,2e,4r)-4,7,7-trimethyl-2-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-3-one Chemical compound C1=CC(C)=CC=C1\C=C/1C(=O)[C@]2(C)CC[C@H]\1C2(C)C HEOCBCNFKCOKBX-RELGSGGGSA-N 0.000 description 3
- PDHSAQOQVUXZGQ-JKSUJKDBSA-N (2r,3s)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2h-chromene-5,7-diol Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2OC)=CC=C(O)C(O)=C1 PDHSAQOQVUXZGQ-JKSUJKDBSA-N 0.000 description 3
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 229920000571 Nylon 11 Polymers 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 229930016911 cinnamic acid Natural products 0.000 description 3
- 235000013985 cinnamic acid Nutrition 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 3
- YBGZDTIWKVFICR-UHFFFAOYSA-N octinoxate Chemical compound CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1 YBGZDTIWKVFICR-UHFFFAOYSA-N 0.000 description 3
- 229960003921 octisalate Drugs 0.000 description 3
- OSORMYZMWHVFOZ-UHFFFAOYSA-N phenethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCC1=CC=CC=C1 OSORMYZMWHVFOZ-UHFFFAOYSA-N 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 230000037303 wrinkles Effects 0.000 description 3
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 2
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 2
- OIQXFRANQVWXJF-QBFSEMIESA-N (2z)-2-benzylidene-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical class CC1(C)C2CCC1(C)C(=O)\C2=C/C1=CC=CC=C1 OIQXFRANQVWXJF-QBFSEMIESA-N 0.000 description 2
- AALXZHPCKJILAZ-UHFFFAOYSA-N (4-propan-2-ylphenyl)methyl 2-hydroxybenzoate Chemical compound C1=CC(C(C)C)=CC=C1COC(=O)C1=CC=CC=C1O AALXZHPCKJILAZ-UHFFFAOYSA-N 0.000 description 2
- YVLPJIGOMTXXLP-UHFFFAOYSA-N 15-cis-phytoene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CC=CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C YVLPJIGOMTXXLP-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- 206010015150 Erythema Diseases 0.000 description 2
- 229920000299 Nylon 12 Polymers 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 206010040925 Skin striae Diseases 0.000 description 2
- 208000031439 Striae Distensae Diseases 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- UBNYRXMKIIGMKK-UHFFFAOYSA-N amiloxate Chemical compound COC1=CC=C(C=CC(=O)OCCC(C)C)C=C1 UBNYRXMKIIGMKK-UHFFFAOYSA-N 0.000 description 2
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 2
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 210000000481 breast Anatomy 0.000 description 2
- CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- FDATWRLUYRHCJE-UHFFFAOYSA-N diethylamino hydroxybenzoyl hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1O FDATWRLUYRHCJE-UHFFFAOYSA-N 0.000 description 2
- GLCJMPWWQKKJQZ-UHFFFAOYSA-L disodium;2-[4-(4,6-disulfonato-1h-benzimidazol-2-yl)phenyl]-1h-benzimidazole-4,6-disulfonate;hydron Chemical compound [Na+].[Na+].C1=C(S(O)(=O)=O)C=C2NC(C3=CC=C(C=C3)C3=NC4=C(C=C(C=C4N3)S(=O)(=O)O)S([O-])(=O)=O)=NC2=C1S([O-])(=O)=O GLCJMPWWQKKJQZ-UHFFFAOYSA-L 0.000 description 2
- HUVYTMDMDZRHBN-UHFFFAOYSA-N drometrizole trisiloxane Chemical compound C[Si](C)(C)O[Si](C)(O[Si](C)(C)C)CC(C)CC1=CC(C)=CC(N2N=C3C=CC=CC3=N2)=C1O HUVYTMDMDZRHBN-UHFFFAOYSA-N 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 231100000321 erythema Toxicity 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 229920002674 hyaluronan Polymers 0.000 description 2
- 229960003160 hyaluronic acid Drugs 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 2
- 229940119170 jojoba wax Drugs 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000004611 light stabiliser Substances 0.000 description 2
- AGBQKNBQESQNJD-UHFFFAOYSA-N lipoic acid Chemical compound OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229960001679 octinoxate Drugs 0.000 description 2
- 229960000601 octocrylene Drugs 0.000 description 2
- OQILCOQZDHPEAZ-UHFFFAOYSA-N octyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
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- 125000001424 substituent group Chemical group 0.000 description 2
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- 230000036572 transepidermal water loss Effects 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical class OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- BWSBEWKXOZREHV-PMSYUDCUSA-N (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-[[(2r)-2,5,7,8-tetramethyl-2-[(4r,8r)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl]oxy]oxane-3,4,5-triol Chemical compound C([C@@](OC1=C(C)C=2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC1=C(C)C=2O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O BWSBEWKXOZREHV-PMSYUDCUSA-N 0.000 description 1
- WSGCRSMLXFHGRM-DEVHWETNSA-N (2s)-2-[[(2s)-6-amino-2-[[(2s,3r)-2-[[(2s,3r)-2-[[(2s)-6-amino-2-(hexadecanoylamino)hexanoyl]amino]-3-hydroxybutanoyl]amino]-3-hydroxybutanoyl]amino]hexanoyl]amino]-3-hydroxypropanoic acid Chemical compound CCCCCCCCCCCCCCCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(O)=O WSGCRSMLXFHGRM-DEVHWETNSA-N 0.000 description 1
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- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 1
- FYADHXFMURLYQI-UHFFFAOYSA-N 1,2,4-triazine Chemical class C1=CN=NC=N1 FYADHXFMURLYQI-UHFFFAOYSA-N 0.000 description 1
- LALVCWMSKLEQMK-UHFFFAOYSA-N 1-phenyl-3-(4-propan-2-ylphenyl)propane-1,3-dione Chemical compound C1=CC(C(C)C)=CC=C1C(=O)CC(=O)C1=CC=CC=C1 LALVCWMSKLEQMK-UHFFFAOYSA-N 0.000 description 1
- YVLPJIGOMTXXLP-UUKUAVTLSA-N 15,15'-cis-Phytoene Natural products C(=C\C=C/C=C(\CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)/C)(\CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)/C YVLPJIGOMTXXLP-UUKUAVTLSA-N 0.000 description 1
- YVLPJIGOMTXXLP-BAHRDPFUSA-N 15Z-phytoene Natural products CC(=CCCC(=CCCC(=CCCC(=CC=C/C=C(C)/CCC=C(/C)CCC=C(/C)CCC=C(C)C)C)C)C)C YVLPJIGOMTXXLP-BAHRDPFUSA-N 0.000 description 1
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 description 1
- PFPQMWRASYNLMZ-LGIMBNBCSA-N 2-(3,4-dihydroxyphenyl)-3-[(2s,3r,4r,5s,6r)-3,4-dihydroxy-5-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC[C@@H]1[C@@H](O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@@H](O)[C@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 PFPQMWRASYNLMZ-LGIMBNBCSA-N 0.000 description 1
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- LXTZRIBXKVRLOA-UHFFFAOYSA-N padimate a Chemical compound CCCCCOC(=O)C1=CC=C(N(C)C)C=C1 LXTZRIBXKVRLOA-UHFFFAOYSA-N 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 229940032041 peg-8 laurate Drugs 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229940098888 phenethyl benzoate Drugs 0.000 description 1
- 229940057874 phenyl trimethicone Drugs 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229950009195 phenylpropanol Drugs 0.000 description 1
- 230000003711 photoprotective effect Effects 0.000 description 1
- 235000011765 phytoene Nutrition 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- PZQSQRCNMZGWFT-QXMHVHEDSA-N propan-2-yl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC(C)C PZQSQRCNMZGWFT-QXMHVHEDSA-N 0.000 description 1
- XLCIFRJORZNGEV-UHFFFAOYSA-N propan-2-yl 2-[dodecanoyl(methyl)amino]acetate Chemical compound CCCCCCCCCCCC(=O)N(C)CC(=O)OC(C)C XLCIFRJORZNGEV-UHFFFAOYSA-N 0.000 description 1
- ZPWFUIUNWDIYCJ-UHFFFAOYSA-N propan-2-yl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C ZPWFUIUNWDIYCJ-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 229940079889 pyrrolidonecarboxylic acid Drugs 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 1
- 150000003872 salicylic acid derivatives Chemical class 0.000 description 1
- 229940043230 sarcosine Drugs 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- 230000037067 skin hydration Effects 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- XYUVJABZUWWMMH-UHFFFAOYSA-N sodium;1,3,5-triazine Chemical compound [Na].C1=NC=NC=N1 XYUVJABZUWWMMH-UHFFFAOYSA-N 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000003687 soy isoflavones Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- ABTZKZVAJTXGNN-UHFFFAOYSA-N stearyl heptanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCC ABTZKZVAJTXGNN-UHFFFAOYSA-N 0.000 description 1
- 229940098758 stearyl heptanoate Drugs 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000036561 sun exposure Effects 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- 230000009182 swimming Effects 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- 229960003080 taurine Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229960002663 thioctic acid Drugs 0.000 description 1
- 239000010496 thistle oil Substances 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- GKAVWWCJCPVMNR-UHFFFAOYSA-N tridecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCC GKAVWWCJCPVMNR-UHFFFAOYSA-N 0.000 description 1
- LINXHFKHZLOLEI-UHFFFAOYSA-N trimethyl-[phenyl-bis(trimethylsilyloxy)silyl]oxysilane Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 LINXHFKHZLOLEI-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- SMYKBXMWXCZOLU-UHFFFAOYSA-N tris-decyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCCCC)C(C(=O)OCCCCCCCCCC)=C1 SMYKBXMWXCZOLU-UHFFFAOYSA-N 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 230000037331 wrinkle reduction Effects 0.000 description 1
- 239000011670 zinc gluconate Substances 0.000 description 1
- 229960000306 zinc gluconate Drugs 0.000 description 1
- 235000011478 zinc gluconate Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/88—Polyamides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Definitions
- the invention includes the use of one or more polyamide-5 (Orgasol Caresse) to increase the care and / or active power of cosmetic or dermatological preparations, such as water resistance, long-term stability, skin moisture and stickiness.
- Nylon is a 100% synthetic fiber that was first introduced in 1939 by Du Pont. Nylon has been adopted as a generic name for linear aliphatic polyamides. For example, nylon 4, nylon 11, etc. are chemically correct polyamide / polyamide fibers PA4, PA11.
- the original nylon is chemically a PA66, i. a polycondensation product of hexane-1, 6-diamine and adipic acid.
- nylon types 6, 11, 12 and 66 as well as nylon copolymers 12, 6, 66 are known. These nylon types have particular swelling properties, i. reduces the bulk density of cosmetic products, clouding properties, i. reduces the transparency and translucency of cosmetic agents and viscostatic properties, i. increases or decreases the viscosity of cosmetic products.
- Orgasol® represents the compounds according to INCI Polyamide-5, which can be used, for example, to increase the sun protection factor in cosmetic sunscreen products (parfums cosmetique, No. 198, December 2007, p.72).
- Orgasol grades are available as ultra fine powders, sometimes with small particle sizes. The use is known in foundations, lipsticks, mascara, eye shadows and nail polishes as well as in gel cream, skin moisturizers, lotions, sunscreen preparations or after-shave formulations.
- the nylon 6 types are lipophilic and provide a silky skin feel that contained them
- nylon 12 types are less lipophilic and impart a dry
- Orgasol Caresse® also marketed as Orgasol Type 4000 EXD, is specifically designed for aqueous
- Formulations have been developed. It comprises fine polyamide copolymer (6-12) powder with an average particle size of 10 microns. Orgasol Caresse® has a higher absorption capacity for both water and oil than other types of orgasol.
- Sunscreens include a UV filter that filters out certain UV rays from sunlight to protect the skin or hair from their harmful effects.
- Known UV filters are substances from the positive list of UV filters (Annex VII of the EC Cosmetics Directive) and are preferably used.
- a measure of the UV protection performance in the context of the present invention is, for example, the sun protection factor (SPF or SPF).
- the SPF (sun protection factor) (SPF) indicates the prolongation of the sun exposure, which is made possible by using the sunscreen. It is the ratio of erythema threshold with sunscreen and erythema threshold without sunscreen.
- IPD immediate pigment darkening
- a further disadvantage is that sunscreens have often lost their protective effect due to the washing-off effect after contact with water, when bathing or swimming.
- the object of the present invention is therefore to provide a sunscreen preparation which, in addition to a cosmetic acceptance, has an improved water resistance on the skin.
- the preparations comprise one or more care and / or active ingredients selected from the group of UV filter substances, anti-wrinkle active ingredients, skin moisturizers and / or lipids.
- a care or active power according to the invention is considered primarily the water resistance, skin moisturization, wrinkle reduction and long-term stability.
- the following substances, which are responsible for the respective effects, are cited as corresponding active or care substances.
- the active power can be increased by the addition of polyamide-5 compounds, or reduced with the same active power, the proportion of active or care substances.
- one or more polyamide-5 compounds can be used to increase the sun protection factor and / or the UV protection performance of cosmetic or dermatological light stabilizers containing at least one UV filter substance.
- one or more polyamide-5 compounds for increasing the water resistance of the preparation in particular W / O or W / S emulsions containing sunscreens, can be applied to the human skin, thus also indirectly increasing the Contribute light protection performance of the preparation.
- the increase in skin hydration by the use of one or more polyamide-5 compound in cosmetic or dermatological preparations comprising at least one skin moisturizer and / or polar lipid can also be observed.
- the cosmetic and dermatological preparations in the sense of the present invention do not leave a greasy or sticky impression on the skin and are extremely tolerated by the skin, as shown by the advantageous distribution of care and active ingredients in the preparation by means of polyamide 5 compounds.
- the increase in the care and / or active power according to the invention means the increase in the care or active power caused by the care or active ingredients contained or compared to a preparation containing the same ingredients without the polyamide-5 compounds.
- Orgasol Caresse® polyamide-5 compounds according to the invention is a fine polyamide copolymer (6-12) powder, which causes an improvement in the feel of the skin, especially in aqueous systems, especially O / W emulsions
- the particle size is about 10 microns. Compared to the other orgasol types, Orgasol Caresse has a higher absorption capacity (both oil and water).
- Orgasol Caresse has besides the improvement of the skin feeling further properties:
- these compounds are referred to as polyamide-5 compounds.
- the sunscreen preparations according to the invention may be composed as usual.
- they comprise UV filter substances based on triazine derivatives.
- This UV filter which is the structural motif
- Triazine derivatives according to the invention are therefore, for example, those which are described in EP-A-775,698:
- R 4 and R 5 are selected from the group of branched and unbranched alkyl groups of 1 to 18 carbon atoms.
- the alkyl groups may in turn be advantageously substituted with silyloxy groups.
- Ai is advantageously a substituted homo- or heterocyclic aromatic five-membered or six-membered ring.
- R 6 represents a hydrogen atom or a branched or unbranched alkyl group having 1 to 10 carbon atoms, in particular the 2,4-bis - ⁇ [4- (2-ethylhexyloxy) -2-hydroxy] - phenyl ⁇ -6- (4 -methoxyphenyl) -1, 3,5-triazine (INCI: aniso triazine), which is available under the trade name Tinosorb® S from CIBA-Chemikalien GmbH and characterized by the following structure:
- dioctylbutylamidotriazone (INCI: dioctylbutamidotriazone), which is available under the trade name UVASORB HEB from 3V Sigma and is characterized by the following structural formula:
- the unsymmetrically substituted s-triazine derivatives according to the invention are advantageously incorporated in the oil phase of the cosmetic or dermatological formulations.
- UV-A filter substance (s) of the preparations according to the invention is or are the phenylene-1,4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid
- salts preferably the corresponding sodium, potassium or triethanolammonium salts, in particular the phenylene-1,4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid bis-sodium salt
- UVA filter diethylamino hydroxybenzoyl hexyl benzoate which is available from BASF under the trade name Uvinul A Plus, may preferably be used according to the invention.
- At least one UV filter substance can be selected from 2,2'-methylenebis (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol) [INCI : Bisoctyltriazol], which by the chemical structural formula
- Tinosorb® M from CIBA-Chemie GmbH.
- At least 2 of said UV filter substances are used together.
- Exemplary and advantageous combinations are:
- Another embodiment of the present invention contains 2,4-bis - ⁇ [4- (2-ethyl-hexyl-oxy) -2-hydroxy] -phenyl ⁇ -6- (4-methoxyphenyl) -1, 3,5-triazine (Tinosorb® S), phenylene-1,4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid bis-sodium salt (Neo Heliopan® AP) and 2,2'-methylene bis (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) -phenol) (Tinosorb® M) together as UV filter substances.
- UV filter substances are advantageously present overall in amounts of from 0.1% by weight to 20% by weight, preferably from 0.5 to 15% by weight, in particular from 1 to 10% by weight, based in each case on the total weight of the preparations.
- UV filter substances which can be used in the preparations according to the invention (optional or in addition) are mentioned below:
- Advantageous oil-soluble UV-B filters are z. B .:
- 3-Benzylidene camphor derivatives preferably 3- (4-methylbenzylidene) camphor [INCI: 4-methylbenzylidene camphor], marketed by Merck under the trade designation Eusolex 6300 and / or 3-benzylidene camphor;
- 4-aminobenzoic acid derivatives preferably (2- ethylhexyl) 4- (dimethylamino) benzoate, 4- (dimethylamino) benzoic acid amyl ester;
- Esters of cinnamic acid preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4-methoxycinnamic acid isopentyl ester;
- esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomenthyl salicylate,
- benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
- Esters of benzalmalonic acid preferably di (2-ethylhexyl) 4-methoxybenzalmalonate, with respect to the C 3 axis of the triazine core, symmetrically triazine derivatives, preferably 4.4 l , 4 "- (1, 3,5-triazine-2,4, 6-triyltriimino) -tris-benzoic acid tris (2-ethylhexyl) [INCI: Octyl Triazone], which is marketed by BASF Aktiengesellschaft under the trade name UVINUL® T 150,
- Benzotriazole derivatives preferably 2,2'-methylenebis (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol) and UV filters bound to polymers.
- Advantageous water-soluble UV-B filter substances are z. B .:
- Salts of 2-phenylbenzimidazole-5-sulfonic acid such as its sodium, potassium or triethanolammonium salt, and the sulfonic acid itself;
- Sulfonic acid derivatives of 3-Benzylidencamphers such as. B. 4- (2-oxo-3-bornylidenme- thyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bomylidenemethyl) sulfonic acid and salts thereof.
- UV-A filters which can be used in formulations according to the invention are, for example, derivatives of dibenzoylmethane, in particular 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione and 1-phenyl -3- (4'-isopropylphenyl) propane-1,3-dione.
- Advantageous UV-A filter substance is also 4- (tert-butyl) -4'-methoxydibenzoylmethane (CAS-Nr. 70356-09-1), marketed by Givaudan under the trade name Parsol ® 1789 and from Merck under the trade name Eusolex ® 9020 is sold.
- 1,4-di (2-oxo-10-sulfo-3-bomylidenemethyl) benzene and its salts especially the corresponding 10-sulfato compounds, in particular the corresponding sodium, potassium or triethanolammonium salt.
- benzene-1, 4-di (2-oxo-3-bomylidenemethyl-10-sulfonic acid) is characterized by the following structure:
- Advantageous filter substances which absorb both UV-A and UV-B radiation are, for example, 2,2'-methylenebis (6- (2H-benzotriazol-2-yl) -4- (1, 1, 3,3-tetramethylbutyl) phenol) or 2- (2H-benzotriazol-2-yl) -4-methyl-6- [2-methyl-3- [1,3,3,3-tetramethyl] 1 - [(trimethylsilyl) oxy] disiloxanyl] propyl] phenol (CAS No .: 155633-54-8) with the INCI name Drometrizole Trisiloxane, which is represented by the chemical structural formula is marked.
- a further light protection filter substance according to the invention to be used advantageously is ethylhexyl-2-cyano-3,3-diphenylacrylate (octocrylene), which is under the name Uvinul ® N 539 available from BASF and is characterized by the following structure:
- preparations according to the invention if present in the form of so-called oil-free cosmetic or dermatological preparations, preferably present, which contain a water phase and at least one UV filter substance which is liquid at room temperature as the further phase, may contain the following UV filter substances which are liquid at room temperature.
- UV filter substances which are liquid at room temperature are homomenthyl salicylate, 2-ethylhexyl 2-cyano-3,3-diphenyl acrylate, 2-ethylhexyl 2-hydroxybenzoate and esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester and 4-methoxycinnamic acid - isopentyl ester.
- Homomenthyl salicylate (INCI: Homosalate) is characterized by the following structure:
- 2-ethylhexyl-2-cyano-3,3-diphenylacrylate (INCI: Octocrylene) is available from BASF under the name Uvinul ® N 539 available and is characterized by the following structure:
- 2-Ethylhexyl 2-hydroxybenzoate (2-ethylhexyl salicylate, octyl salicylate, INCI: octyl salicylate) is available, for example, from Haarmann & Reimer under the trade name Neo Heliopan OS and is characterized by the following structure:
- 4-Methoxycinnamate (2-ethylhexyl) ester (2-ethylhexyl-4-methoxycinnamate, INCI: octyl methoxycinnamate) is available, for example, from Hoffmann-La Roche under the trade name Parsol MCX and has the following structure:
- Isopentyl 4-methoxycinnamate isopentyl-4-methoxycinnamate, INCI: isoamyl p-methoxycinnamate
- isoamyl p-methoxycinnamate is available, for example, from Haarmann & Reimer under the trade name Neo Heliopan E 1000 and has the following structure:
- the total amount of one or more UV filter substances which are liquid at room temperature in the finished cosmetic or dermatological preparations is advantageously selected from the range from 0.1% by weight to 30% by weight, preferably from 0.5 to 20% by weight , in each case based on the total weight of the preparations.
- the SPF (Sun Protection Factor) is according to the regulations of the New
- SPF minimum erythemal dose (MED) quotient on protected and unprotected skin.
- polyamide-5 compounds makes it possible to achieve an unpredictable increase in the light protection performance of UV light protection preparations. Likewise, the water resistance of these preparations is increased by the addition of polyamide-5 compounds.
- One or more polyamide-5 compounds can thus be used to increase the sun protection factor and / or the UV protection performance of cosmetic or dermatological light stabilizers containing at least one UV filter substance.
- One or more polyamide-5 compounds can be used in cosmetic or dermatological sunscreen formulations to increase the water resistance of the formulation on human skin.
- the cosmetic and dermatological preparations according to the invention may further contain cosmetic adjuvants and other active ingredients such as are commonly used in such preparations, for.
- cosmetic adjuvants and other active ingredients such as are commonly used in such preparations, for.
- Preservatives, preservatives, bactericides, perfumes, anti-foaming agents, dyes and color pigments, thickeners, moisturizing and / or moisturizing substances, fats, oils, waxes or other common ingredients of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, Foam stabilizers, electrolytes, organic solvents or silicone derivatives.
- Further advantageous anti-wrinkling agents in the context of the present invention are natural active ingredients and / or derivatives thereof, such as. Alpha-lipoic acid, phytoene, D-biotin, coenzyme Q10, alpha-glucosylrutin, carnitine, camosine, natural and / or synthetic isoflavonoids, creatine, fumaric acid esters, ectoine and its derivatives, tea extracts, folic acid, arginine and its salts, taurine, and / or ⁇ -alanine.
- active ingredients can be contained in a proportion of 0.001 to 10% by weight, based on the total weight of the preparation in this.
- moisturizers or so-called moisturizers can be advantageously combined with polyamide-5 compounds.
- Moisturizers are substances or mixtures of substances which give cosmetic or dermatological preparations the property of reducing the moisture release of the horny layer (also called transepidermal water loss (TEWL) after application or spreading on the skin surface) and / or hydrating the horny layer positively to influence.
- TEWL transepidermal water loss
- the proportion of skin moisturizing agents also called moisturizers, in the range of 5 to 15 wt.%, Based on the total mass of the preparation.
- Advantageous moisturizers for the purposes of the present invention are in particular glycerol.
- lactic acid, butylene glycol, sorbitol, pyrrolidonecarboxylic acid, polymeric moisturizers from the group of water-soluble and / or water-swellable and / or water-gellable polysaccharides can be used as moisturizers.
- Polyamide 5 compounds lead to an astonishing improvement in skin moisturization in anhydrous oil preparations. While body oils are good for the care of dry skin, they have a drawback of inadequate moisturizing performance. This was also significantly improved due to the combination with polyamide-5 compounds.
- Suitable oils are, in particular, the group of polar oils, for example from the group of lecithins and fatty acid triglycerides, namely the triglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 8 to 24, in particular 12 to 18 carbon atoms. atoms.
- the fatty acid triglycerides can be selected, for example, advantageously from the group of synthetic, semi-synthetic and natural oils, such.
- Cocoglyceride olive oil, sunflower oil, jojoba oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, castor oil, wheat germ oil, grapeseed oil, thistle oil, evening primrose oil, macadamia nut oil and the like, as well as propylheptyl octanoate and / or diisopropyl sebacate.
- further advantageous polar oil components can furthermore be selected from the group of esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or or unbranched alcohols having a chain length of 3 to 30 carbon atoms and from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms.
- ester oils can then advantageously be selected from the group consisting of phenethyl benzoate, 2-phenylethyl benzoate, isopropyl lauroyl sarcosinate, phenyl trimethicone, cyclomethicone, dibutyl adipate, octyl palmitate, octyl cocoate, octyl isostearate, octyldodeceyl myristate, octyldodecanol, cetearyl isononanoate, isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n Butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-
- Eg jojoba oil acetyltrifluoromethylphenylvalylglycine, acrylamidoammonium acrylate copolymer, aluminum magnesium hydroxide stearate, ammonium lactate, ammonium polyacrylate, ammonium polyacryloyl dimethyl taurate, arginine PCA, capryloyl salicylic acid ester, cinnamic acid, cocoglucoside, copper gluconate, diphenyl dimethicone,
- Disodium adenosine triphosphate Dnatriumsuccinat, Disteardimoniumhectorit, dodecene, Eperua falcata, hydrogenated Palmenglycerid, hydrogenated Palmenglyceridcitrat, Hydrogenated Palmenkernglyceride, hydrolyzed wheat protein PG-Propylmethylsilandiol, hydroxyethyl acrylate / Natriumacryloyldimethyltauracopolymer, lsodeceth-6, Linseed Acid magnesium aspartate, melibiose, Oxothiazolidinecarboxylklare, Palmitoylpentapeptide 4, PEG-8 laurate, Phenethyl alcohol, phenylpropanol, polyacrylates-13, polyacrylates-3, sarcosine, saxifraga sarmentosa extract, scutellaria baicalensis extract, sodium metabisulfite, soy isoflavone
- lipids and oils are better distributed or held in the cosmetic preparation by polyamide-5 and thus lead to the observed improvements in the effects, such as skin moisturization.
- W / O emulsions, G7W emulsions, hydrodispersions, gels, alcoholic preparations, cosmetic sprays, pads, cloth, plasters, W / S, b / w, microemulsion, nanoemulsion, mousse, foam, PIT emulsion are described as formulations according to the invention , oil, hydrogel, hydrodispersion gel, oleogel, b / w, W / S, multiple emulsion, ointment, cream gel, cream lotion formulated with polyamide-5 compounds.
- the preparations according to the invention can advantageously be formulated as aerosol, pump spray, tube, crucible, bag-in-can system, ampoule, as a kit of different types of packaging, for filling electric, battery-operated and battery-powered devices.
- the use of one or more polyamide-5 compounds in sunscreen-containing W / O or W / S emulsions has proven to be advantageous if these preparations are present in a packaging in which a ball is contained for better removal of the preparation.
- the preparation according to the invention comprising polyamide-5 compounds can thus be used for the care / treatment of hands, elbows, knees, feet, face, nails, cuticle, breast lift, breast lift, stretch marks and stretch marks, nipples during breastfeeding, lips, eyes , Hair, skin disinfection, skin whitening, use in the shower or as a bath additive, as a carrier of repellents, as a basis for make-up products, enriched with particles as Scrubieriperat used, as they targeted the active ingredients or care substances on Deploy the site of action.
- the polymaid-5 compounds according to the invention lead to a better distribution of active ingredients, such as, for example, Anti wrinkle agents, and care agents, such as e.g. oils, in cosmetic preparations.
- active ingredients such as, for example, Anti wrinkle agents, and care agents, such as e.g. oils
- better dispersibility leads to better stability and better product performance.
- It can thus be used with the same efficacy, for example, the low temperature stability ( ⁇ 15 ° C), low effective or stabilizing agents as the preparations without polyamide-5 compounds.
- the proportion of active ingredients can thus be reduced without sacrificing the effectiveness.
- an increased effectiveness against preparations without polyamide-5 compounds arises (see, for example, the light protection performance or water resistance).
- these nylon types In sunscreen formulations, these nylon types, the polyamide-5 compounds, help prevent the formation of white residues, which also indicates the improved distribution and stabilization of fabrics in the formulations.
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- Veterinary Medicine (AREA)
- Birds (AREA)
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- Dermatology (AREA)
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- Chemical Kinetics & Catalysis (AREA)
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Abstract
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102008051007A DE102008051007A1 (de) | 2008-10-13 | 2008-10-13 | Polyamid-5-Verbindungen in kosmetischen Zubereitungen |
| PCT/EP2009/007306 WO2010043351A2 (fr) | 2008-10-13 | 2009-10-12 | Composés de polyamide 5 dans des préparations cosmétiques |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2346488A2 true EP2346488A2 (fr) | 2011-07-27 |
Family
ID=41667538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP09736569A Ceased EP2346488A2 (fr) | 2008-10-13 | 2009-10-12 | Composés de polyamide 5 dans des préparations cosmétiques |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US8529921B2 (fr) |
| EP (1) | EP2346488A2 (fr) |
| DE (1) | DE102008051007A1 (fr) |
| WO (1) | WO2010043351A2 (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8652448B2 (en) * | 2009-12-24 | 2014-02-18 | Kao Corporation | Hydrogel particles |
| CN105228578A (zh) * | 2013-05-14 | 2016-01-06 | 大赛璐赢创株式会社 | 含有紫外线散射剂的树脂粉体及其制造方法以及化妆材料 |
| US9173830B1 (en) * | 2014-04-24 | 2015-11-03 | Avon Products, Inc | Sunscreen compositions |
| EP4450056A1 (fr) * | 2023-04-18 | 2024-10-23 | L'oreal | Composition à base de chitosan et de polyester amide à terminaison ester |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19543730A1 (de) | 1995-11-23 | 1997-05-28 | Ciba Geigy Ag | Bis-Resorcinyl-Triazine |
| US5804205A (en) | 1996-02-26 | 1998-09-08 | Bausch & Lomb Incorporated | Skin care compositions |
| DE59704580D1 (de) | 1996-07-11 | 2001-10-18 | Wolff Walsrode Ag | Festkörperpartikel enthaltende Polyamidmischungen |
| EP0878469B1 (fr) | 1997-05-16 | 2004-10-27 | Ciba SC Holding AG | Resorcinyl-triazines |
| DE19834819A1 (de) | 1998-08-01 | 2000-02-03 | Beiersdorf Ag | Emulgatorfreie feindisperse Systeme vom Typ Öl-in-Wasser und Wasser-in-Öl |
| FR2789311B1 (fr) | 1999-02-08 | 2003-09-26 | Oreal | Utilisation de particules d'un organopolysiloxane hydrophile dans une composition de maquillage ou de soin resistante a l'eau |
| FR2789582B1 (fr) | 1999-02-12 | 2001-05-04 | Oreal | Compositions photoprotectrices contenant un derive de bis-resorcinyl triazine et un compose a groupements benzoazolyle ou benzodiazolyle |
| US6274124B1 (en) | 1999-08-20 | 2001-08-14 | Dragoco Gerberding & Co. Ag | Additive for improving the water resistance of cosmetic or dermatological formulations |
| DE10028718A1 (de) * | 2000-06-09 | 2001-12-13 | Henkel Kgaa | Kosmetische Stifte |
| JP2005002022A (ja) | 2003-06-10 | 2005-01-06 | Kao Corp | 水中油型乳化化粧料 |
| EP1537854A1 (fr) * | 2003-12-01 | 2005-06-08 | Johnson & Johnson Consumer France SAS | Emulsions pulvérisables à haute proportion de lipides |
| US8124686B2 (en) | 2004-03-02 | 2012-02-28 | Arkema France | Process for the manufacture of polyamide-12 powder with a high melting point |
| US20060205883A1 (en) | 2004-07-20 | 2006-09-14 | Karine Loyen | Crafting onto a polyamide powder by gamma-irradiation |
| US20060041041A1 (en) | 2004-07-20 | 2006-02-23 | Patrick Douais | Fireproofing polyamide powders and their use in a sintering process |
| FR2878434B1 (fr) | 2004-11-30 | 2008-03-07 | Arkema Sa | Composition cosmetique comprenant une poudre fine et poreuse |
| DE102006040903A1 (de) * | 2006-08-31 | 2008-03-13 | Henkel Kgaa | Kosmetische Zusammensetzungen mit einer Siliconelastomer-Konbination |
| EP2117536A2 (fr) * | 2007-02-22 | 2009-11-18 | Beiersdorf AG | Applications cosmétiques et pharmaceutiques d'acides aminés n-acylés, et composés structurellement apparentés |
| FR2914856B1 (fr) | 2007-04-12 | 2012-08-03 | Arkema France | Composition cosmetique comprenant une poudre fine |
-
2008
- 2008-10-13 DE DE102008051007A patent/DE102008051007A1/de not_active Withdrawn
-
2009
- 2009-10-12 US US13/123,740 patent/US8529921B2/en not_active Expired - Fee Related
- 2009-10-12 EP EP09736569A patent/EP2346488A2/fr not_active Ceased
- 2009-10-12 WO PCT/EP2009/007306 patent/WO2010043351A2/fr not_active Ceased
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2010043351A2 * |
Also Published As
| Publication number | Publication date |
|---|---|
| DE102008051007A1 (de) | 2010-04-15 |
| US8529921B2 (en) | 2013-09-10 |
| WO2010043351A3 (fr) | 2010-06-24 |
| US20110268674A1 (en) | 2011-11-03 |
| WO2010043351A2 (fr) | 2010-04-22 |
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