GB2028131A - Sunblock formulations containing polyethylene - Google Patents
Sunblock formulations containing polyethylene Download PDFInfo
- Publication number
- GB2028131A GB2028131A GB7922383A GB7922383A GB2028131A GB 2028131 A GB2028131 A GB 2028131A GB 7922383 A GB7922383 A GB 7922383A GB 7922383 A GB7922383 A GB 7922383A GB 2028131 A GB2028131 A GB 2028131A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- composition
- polyethylene
- methoxybenzophenone
- hydroxy
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 102
- -1 polyethylene Polymers 0.000 title claims abstract description 62
- 238000009472 formulation Methods 0.000 title claims abstract description 55
- 229920000573 polyethylene Polymers 0.000 title claims abstract description 47
- 239000004698 Polyethylene Substances 0.000 title claims abstract description 46
- 239000003974 emollient agent Substances 0.000 claims abstract description 22
- 239000003755 preservative agent Substances 0.000 claims abstract description 22
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 21
- 230000000475 sunscreen effect Effects 0.000 claims abstract description 18
- 239000000516 sunscreening agent Substances 0.000 claims abstract description 18
- 229920001519 homopolymer Polymers 0.000 claims abstract description 11
- 229920001577 copolymer Polymers 0.000 claims abstract description 8
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000007762 w/o emulsion Substances 0.000 claims abstract description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 39
- 239000006096 absorbing agent Substances 0.000 claims description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 30
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 29
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 claims description 29
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 claims description 24
- 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 claims description 22
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 claims description 22
- 239000003963 antioxidant agent Substances 0.000 claims description 21
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 20
- 239000008367 deionised water Substances 0.000 claims description 16
- 229910021641 deionized water Inorganic materials 0.000 claims description 16
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 claims description 14
- YDIYEOMDOWUDTJ-UHFFFAOYSA-N 4-(dimethylamino)benzoic acid Chemical compound CN(C)C1=CC=C(C(O)=O)C=C1 YDIYEOMDOWUDTJ-UHFFFAOYSA-N 0.000 claims description 13
- 239000003205 fragrance Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims description 13
- 239000002480 mineral oil Substances 0.000 claims description 13
- 235000010446 mineral oil Nutrition 0.000 claims description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
- 230000003078 antioxidant effect Effects 0.000 claims description 12
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 claims description 12
- 229960002216 methylparaben Drugs 0.000 claims description 12
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 claims description 11
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 11
- OQILCOQZDHPEAZ-UHFFFAOYSA-N octyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 claims description 10
- 229940056099 polyglyceryl-4 oleate Drugs 0.000 claims description 10
- 239000000473 propyl gallate Substances 0.000 claims description 10
- 235000010388 propyl gallate Nutrition 0.000 claims description 10
- 229940075579 propyl gallate Drugs 0.000 claims description 10
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 claims description 10
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 claims description 10
- 229960003415 propylparaben Drugs 0.000 claims description 10
- 229940110456 cocoa butter Drugs 0.000 claims description 9
- 235000019868 cocoa butter Nutrition 0.000 claims description 9
- 229920005638 polyethylene monopolymer Polymers 0.000 claims description 9
- 239000008159 sesame oil Substances 0.000 claims description 9
- 235000011803 sesame oil Nutrition 0.000 claims description 9
- UKHVLWKBNNSRRR-TYYBGVCCSA-M quaternium-15 Chemical compound [Cl-].C1N(C2)CN3CN2C[N+]1(C/C=C/Cl)C3 UKHVLWKBNNSRRR-TYYBGVCCSA-M 0.000 claims description 8
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 7
- 229920000053 polysorbate 80 Polymers 0.000 claims description 7
- 235000011187 glycerol Nutrition 0.000 claims description 6
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 claims description 6
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 claims description 6
- 229940096792 quaternium-15 Drugs 0.000 claims description 6
- 229940032094 squalane Drugs 0.000 claims description 6
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 claims description 5
- 239000003906 humectant Substances 0.000 claims description 5
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 claims description 5
- 230000005855 radiation Effects 0.000 claims description 5
- NPSJHQMIVNJLNN-UHFFFAOYSA-N 2-ethylhexyl 4-nitrobenzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=C([N+]([O-])=O)C=C1 NPSJHQMIVNJLNN-UHFFFAOYSA-N 0.000 claims description 4
- 239000004808 2-ethylhexylester Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- MJVGBKJNTFCUJM-UHFFFAOYSA-N mexenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(C)C=C1 MJVGBKJNTFCUJM-UHFFFAOYSA-N 0.000 claims description 4
- LYXOWKPVTCPORE-UHFFFAOYSA-N phenyl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 LYXOWKPVTCPORE-UHFFFAOYSA-N 0.000 claims description 4
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims description 4
- 229940068968 polysorbate 80 Drugs 0.000 claims description 4
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 3
- 239000012964 benzotriazole Substances 0.000 claims description 3
- WXNRYSGJLQFHBR-UHFFFAOYSA-N bis(2,4-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O WXNRYSGJLQFHBR-UHFFFAOYSA-N 0.000 claims description 3
- APMNCWVADFMAKK-UHFFFAOYSA-N carbonic acid;[2-(2-ethylhexyl)-4-phenylphenyl]-phenylmethanone Chemical compound OC(O)=O.CCCCC(CC)CC1=CC(C=2C=CC=CC=2)=CC=C1C(=O)C1=CC=CC=C1 APMNCWVADFMAKK-UHFFFAOYSA-N 0.000 claims description 3
- 239000012965 benzophenone Substances 0.000 claims description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 230000002335 preservative effect Effects 0.000 claims 6
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 claims 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims 2
- SODJJEXAWOSSON-UHFFFAOYSA-N bis(2-hydroxy-4-methoxyphenyl)methanone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(OC)C=C1O SODJJEXAWOSSON-UHFFFAOYSA-N 0.000 claims 2
- 238000004040 coloring Methods 0.000 claims 2
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 claims 2
- 230000002708 enhancing effect Effects 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- 229940049964 oleate Drugs 0.000 claims 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 7
- 239000004615 ingredient Substances 0.000 description 10
- 206010015150 Erythema Diseases 0.000 description 9
- 239000006210 lotion Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 235000013772 propylene glycol Nutrition 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 231100000321 erythema Toxicity 0.000 description 7
- SEQDDYPDSLOBDC-UHFFFAOYSA-N Temazepam Chemical compound N=1C(O)C(=O)N(C)C2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 SEQDDYPDSLOBDC-UHFFFAOYSA-N 0.000 description 6
- 239000012467 final product Substances 0.000 description 6
- 229960001173 oxybenzone Drugs 0.000 description 6
- KGULFLCOPRYBEV-KTKRTIGZSA-N 2-[2-[2-[(z)-octadec-9-enoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCOCCOCCO KGULFLCOPRYBEV-KTKRTIGZSA-N 0.000 description 5
- 238000013019 agitation Methods 0.000 description 5
- 235000015165 citric acid Nutrition 0.000 description 5
- 229960004960 dioxybenzone Drugs 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 229940075643 oleth-3 Drugs 0.000 description 5
- 206010042496 Sunburn Diseases 0.000 description 4
- UKHVLWKBNNSRRR-ODZAUARKSA-M dowicil 200 Chemical compound [Cl-].C1N(C2)CN3CN2C[N+]1(C\C=C/Cl)C3 UKHVLWKBNNSRRR-ODZAUARKSA-M 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- XOJVVFBFDXDTEG-UHFFFAOYSA-N pristane Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)C XOJVVFBFDXDTEG-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- WHQOKFZWSDOTQP-UHFFFAOYSA-N 2,3-dihydroxypropyl 4-aminobenzoate Chemical compound NC1=CC=C(C(=O)OCC(O)CO)C=C1 WHQOKFZWSDOTQP-UHFFFAOYSA-N 0.000 description 2
- SFAAOBGYWOUHLU-UHFFFAOYSA-N 2-ethylhexyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(CC)CCCC SFAAOBGYWOUHLU-UHFFFAOYSA-N 0.000 description 2
- PUYOAVGNCWPANW-UHFFFAOYSA-N 2-methylpropyl 4-aminobenzoate Chemical compound CC(C)COC(=O)C1=CC=C(N)C=C1 PUYOAVGNCWPANW-UHFFFAOYSA-N 0.000 description 2
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229920001684 low density polyethylene Polymers 0.000 description 2
- 239000004702 low-density polyethylene Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 230000019612 pigmentation Effects 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229960004063 propylene glycol Drugs 0.000 description 2
- 230000037072 sun protection Effects 0.000 description 2
- YKNCPXOFSKBINA-UHFFFAOYSA-N (2-hydroxy-4-methoxyphenyl)-phenylmethanone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1.OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 YKNCPXOFSKBINA-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- IYAZLDLPUNDVAG-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 IYAZLDLPUNDVAG-UHFFFAOYSA-N 0.000 description 1
- TWAOKHHZKFMFMD-UHFFFAOYSA-N 2-ethylhexyl 2-(4-phenylbenzoyl)benzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)C1=CC=C(C=2C=CC=CC=2)C=C1 TWAOKHHZKFMFMD-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 1
- 241001340526 Chrysoclista linneella Species 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000004150 EU approved colour Substances 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229940024874 benzophenone Drugs 0.000 description 1
- BJFLSHMHTPAZHO-UHFFFAOYSA-N benzotriazole Chemical compound [CH]1C=CC=C2N=NN=C21 BJFLSHMHTPAZHO-UHFFFAOYSA-N 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 1
- 229960004106 citric acid Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229960005150 glycerol Drugs 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229950000999 mexenone Drugs 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 229950002083 octabenzone Drugs 0.000 description 1
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 1
- 229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
- QKNZNUNCDJZTCH-UHFFFAOYSA-N pentyl benzoate Chemical compound CCCCCOC(=O)C1=CC=CC=C1 QKNZNUNCDJZTCH-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 210000004694 pigment cell Anatomy 0.000 description 1
- JWCPZKNBPMSYND-UHFFFAOYSA-N propan-2-yl 4-aminobenzoate Chemical compound CC(C)OC(=O)C1=CC=C(N)C=C1 JWCPZKNBPMSYND-UHFFFAOYSA-N 0.000 description 1
- 229940045635 sodium pyroglutamate Drugs 0.000 description 1
- CRPCXAMJWCDHFM-DFWYDOINSA-M sodium;(2s)-5-oxopyrrolidine-2-carboxylate Chemical compound [Na+].[O-]C(=O)[C@@H]1CCC(=O)N1 CRPCXAMJWCDHFM-DFWYDOINSA-M 0.000 description 1
- CRPCXAMJWCDHFM-UHFFFAOYSA-M sodium;5-oxopyrrolidine-2-carboxylate Chemical compound [Na+].[O-]C(=O)C1CCC(=O)N1 CRPCXAMJWCDHFM-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000010409 thin film Substances 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
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/445—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof aromatic, i.e. the carboxylic acid directly linked to the aromatic ring
-
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- A61K8/8111—Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
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)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A sunblock or sunscreen formulation contains from 2.0% to 15% by weight of the formulation of a homopolymer or copolymer (e.g. with vinyl acetate) of polyethylene. The formulation is preferably a water in oil emulsion and may include emulsifiers, emollients and preservatives, and one or more ultraviolet absorbing compounds. The Molecular weight of the homopolymer may be 1,100 to 2,000, and that of the copolymer may be 2,000 to 3,500.
Description
SPECIFICATION Sunblock formulation
Ultraviolet energy absorbed by the human skin can produce an erythemal reaction (redness).
The intensity of the reaction is dependent upon the amount of energy absorbed. Ultraviolet radiation from both sunlight and artificial sources has been divided into three bands (UV-A,
UV-B, and UV-C) which emit different quantities of energy and therefore produce an erythemal reaction at different time intervals after exposure. The amount of energy from any source required tp produce a minimally perceptible redness reaction of the skin is termed the Minimal
Erythema Dose or MED.
UV-A radiation is present in the sunlight reaching the earth's surface and has a wavelength of 320 to 400 nanometers (nm.). It can cause tanning of the skin but is weak in causing reddening of the skin. About 20 to about 50 joules/cm2 of UV-A energy is required to produce one MED. The erythema reaction is maximal in intensity about 72 hours after exposure.
UV-B radiation is present in the sunlight reaching the earth's surface and has a wavelength of 290 to 320 nm. It causes the sunburn reaction which also stimulates pigmentation (tanning) in the skin. Approximately 20 to 50 millijoules/cm2 of UV-B energy is required to produce one
MED (i.e., about 1,000 times less than the dose of UV-A). The erythema reaction is maximal in intensity at from about 6 to about 20 hours after exposure.
UV-C radiation has a wavelength of 200 to 290 nm. and is not present in the sunlight reaching the earth's surface but can be emitted by artificial ultraviolet sources. It is not effective in stimulating pigmentation but does cause erythema requiring about 5 to 20 millijoules/cm2 to produce one MED.
The tanning ability of an individual is genetically predetermined and is governed by the individual's capacity to produce melanin pigment within the pigment cells when stimulated by
UV-B and UV-A. The extent of any erythemal response is a function of skin color and thus less time is required to produce a MED in light skinned individuals than to produce a MED in dark skinned individuals.
The most rapid way to cause tanning is to allow the sun to produce erythema of the skin.
Erythema sufficient to induce tanning yet not so severe as to cause pain requires only half the time of exposure that is required to produce a painful sunburn. Suntanning can occur at the
UV-A wavelengths but develops slowly under natural conditions. Tanning most commonly develops after exposure to the "sunburn" UV-B band.
Sunscreen preparations are commercially available which extend the time it takes the sun to produce a sunburn. Such preparations contain chemicals which can absorb ultraviolet light at various wavelengths, i.e. 2-hydroxy-4-methoxybenzophenone which absorbs UV-A, or an opaque substance that phsically reflects or scatters the ultraviolet light, i.e. talc.
Ultraviolet absorbing compounds and sunscreen compositions containing the same are disclosed, for example, in U.S. Patents 3,004,896; 3,189,615; 3,403,207; 3,479,428; 3,644,614; 3,670,074; 3,751,563; 3,821,363; 3,892,844; British Patent 1,291,917; etc.
Since sunscreen products are often employed by people undergoing physical exertion particularly in warm climates or people who are engaging in water activities, it is desirable to have a product which is moisture resistant. Attempts at formulating such products have included the development of polymeric ultraviolet absorbing compounds and compositions, as note, U.S.
Patents 3,666,732; 3,795,733; 3,864,473; 3,895,104; 3,980,617; 4,004,047; etc.
This invention is directed to sun block or sunscreen formulations having enhanced ultraviolet absorbing properties. The formulation is preferably a water in oil emulsion which contains water, emollients, emulsifiers, preservatives, antioxidants, and one or more ultraviolet absorbing compounds. The ultra-violet absorbing property of the formulation is enhanced by including from about 2.0% to about 15% by weight of polyethylene, preferably from about 2.5% to about 6.0% by weight of low density, low molecular weight polyethylene homopolymer.
This invention is directed to a sunblock or sunscreen formulation having enhanced ultraviolet absorbtion in both the sunburning (UV-B) and tanning (UV-A) regions. The formulation contains one or more ultraviolet absorbing compounds and from about 2.0% to about 15% by weight of polyethylene. Various other ingredients such as emollients, emulsifiers, preservatives, antioxidants, fragrances, coloring agents, etc. can be included within the formulation.
The formulation is preferably a water in oil type emulsion since this affords added moisture resistance to the product. However, the product could also be formulated as an oil in water emulsion, cream base, or oil base. Depending upon the choice of ingredients, the formulation has a semi-soild cream like consistency which can be packaged in a plastic squeeze tube or it has a lotion type consistency which can be packaged in a plastic squeeze container. The container can include a flow type cap or pump type dispenser.
The formulation contains one or more ultra-violet absorbing agents, preferably at least one compound which absorbs in the UV-B region and at least one compound which absorbs in the
UV-A region. The total amount of UV absorbing agents included within the formulation will be from about 3% to about 15% by weight.
Suitable UV-A absorbing agents include 2-(2'-hydroxy-5'-methylphenyl)benzotriazole (Tinuvin
P); 2-(2'- hydroxy-5'- octylphenyI)benzotriazole (Spectra-Sorb UV 5411); 2,4-dihydroxybenzophenone (Uvinul 400); 2-hydroxy-4Amethaxybenzophenone (oxybenzone, Spectra-Sorb UV9,
Uvinul M-40); 2,2', 4,4'-tetrahydroxybenzophenone (Uvinul D50); 2,2'-dihydroxy-4,4'-dima- thoxybenzophenone (Uvinul(g) D49); 2,2'-dihydroxy-4-methoxybenzophenone (dioxybenzone,
Spectra-Sorb UV24); 2-ethylhexyl-4-phenyl-benzophenone carbonate (Eusolex 3573); 2-hydroxy 4-methoxy-4'-methylbenzophenone (mexenone, Uvistat 2211); 2-hydroxy-4-(noctyloxy)benzo- phenone (octabenzone, Spectra-Sorb UV531); 4-phenylbenzophenone (Eusolex 3490); and 2 ethylhexyl-2-cyano-3, 3'-diphenylacrylate (Uvinul N539). The UV-A absorbing agent or agents may be present in the final product at from about 0.5% to about 10% by weight of the formulation. The amount will vary according to the particular agent selected and whether the formulation is intended to minimize or permit tanning. The preferred UV-A absorbing agent is 2-hydroxy-4-methoxybenzophenone alone or in combination with 2,2'-dihydroxy-4-methoxyben- zophenone.
Suitable UV-B absorbing agents include 4-(dimethylamino)benzoic acid, ethyl ester; 4 (dimethylam ino)benzoic acid, 2-ethylhexyl ester (Escalol 507); 4-(dimethylami no)benzoic acid, pentyl ester (Escalol 506); glyceryl p-aminobenzoate (Escalol 106); isobutyl p-aminobenzoate (Cycloform); and isopropyl p-aminobenzoate. The UV-B absorbing agent or agents may be present in the final product at from about 3% to about 10% by weight of the formulation. The amount will vary according to the particular agent selected and degree of protection desired in the final product. The preferred UV-B absorbing agent is 4-(dimethylamino)benzoic acid, 2ethylhexyl ester.
The critical ingredient in the sun block or sunscreen formulations is the presence of from about 2.0% to about 15% by weight of polyethylene, preferably from about 2.5 to about 6% by weight. It has been found that including 2.0% by weight or more of polyethylene results in an enhancement of the UV absorbing properties of the formulation in both the UV-A and UV-B regions. Increasing the amount of polyethylene will result in corresponding increased UV absorption up to about 5.5% by weight polyethylene. Increasing the amount of polyethylene above about 5.5% does not result in appreciable increases of UV absorption above that found at 5.5%. Thus, the upper limit of about 15% by weight polyethylene is based upon the fact that higher amount will result in an undesirable product due to the feel and viscosity of such formulations.
Suitable forms of polyethylene for inclusion within these sunblock and sunscreen formulations are homopolymers having a low molecular weight of from about 110 to about 2000 and a low density of from about 0.88 to about 0.92 g./cc and copolymers of polyethylene and vinyl acetate having a molecular weight of from about 2000 to about 3500 and a density of from about 0.91 to about 0.93 g./cc. The low molecular weight, low density polyethylene homopolymers are preferred. It is to understood that, except where the context otherwise indicates references to "polyethylene" include homopolymers of ethylene and copolymers of ethylene with one or more other substances.
The polyethylene also functions in increasing the moisture resistance and wash resistance of the formulation. The polyethylene also aids in maintaining the stability of the water in oil emulsion and improves the feel and spreadability of the formulation.
The formulation generally also contains from about 40% to about 65% by weight of water, from about 15% to about 30% by weight of emollients, from about 3% to about 10% by weight of emulsifiers, less than about 1 % by weight of preservatives and antioxidants, and less than about 1 % by weight of fragrance and colouring agents.
Suitable emollients include mineral oil, squalane, octyl palmitate, cocoa butter, sesame oil, pristane, etc. The formulation will preferably contain a mixture of several of these emollients or others which are approved for cosmetic use.
Suitable emulsifiers include polyoxyethylene, (3) oleyl ether (oleth 3), polyglyceryl-4 oleate, polysorbate 80 (Tween 80), etc. The formulation will preferably contain a mixture of two or more of these emulsifiers or others which are approved for cosmetic use.
Suitable preservatives include a methylparaben (Tegosept M), quaternium-15 (N-(3-chloroallyl)-hexaminium chloride, Dowcil 200), propylparaben (Tegosept P), etc., and the preferred antioxidant is a mixture of butylated hydroxyanisole, propylene glycol, propyl gallate and citric acid (Tenox 2). The formulation will preferably contain the antioxidant mixture and one or more of the preservatives or any other preservatives and antioxidants approved for cosmetic use.
As discussed above, by varying the percentage of ingredients the formulation can be obtained in a lotion or semi-solid form. For example, in formulation the product as a lotion, water would be included at from about 60% to 65% by weight of the final product and one or more humectants such as propylene glycol, glycerin, 1,3-butylene glycol, sorbitol, or sodium pyroglutamate (sodium PCA) could be included at up to about 7.5% by weight of the final product.
The process techniques will vary somewhat according to the particular ingredients. In general, the majority of the emollients, emulsifiers, UV-absorbing agents, preservatives, and antioxidants are blended together with moderate mixing and heating to a temperature of above 90"C, preferably at from about 92"C to about 95"C. The polyethylene is then added slowly to the above blend while agitation and heating at above 90"C. Preferably, the polyethylene can first be added slowly with high speed mixing to one of the emollients which was not included in the main blend to completely disperse the polyethylene. This second blend can then be added slowly to main blend with agitating and heating.The mixing is continued until no undissolved particles of polyethylene are visible and the oily phase is maintained at above 90"C.
The water, preferably deionized water, is heated above 90"C, again preferably from about 92 to about 95"C. Any water soluble ingredients can be included within this aqueous phase.
The aqueous phase is then added slowly with moderate agitation to the oily phase. After the addition is completed, the agitation is increased and the mixture is maintained at above 90"C.
until the blend is uniform. The blend is cooled in several stages to room temperature with continued agitation, homogenized, and stored or packaged.
Preferred sun block formulations offering maximum protection according to this invention include from about 50% to about 60% by weight of water, from about 4.5% to about 6% by weight of a low molecular weight, low density polyethylene homopolymer, from about 2.5% to about 3.5% by weight of UV-A absorbing agents selected from 2-hydroxy-4-methoxybenzophenone (oxybenzone) and 2,2'-dihydroxy-4-methoxybenzophenone (dioxybenzone), from about 5% to about 10% by weight of the UV-B absorbing agent 4-(dimethylamino)benzoic acid, 2ethylhexyl ester (Escalol 507), from about 20% to about 27% by weight of emollients, from about 4% to about 7% by weight of emulsifiers, and up to about 1 % by weight of combined preservatives, antioxidants, and fragrances.
Most preferably the maximum protection formulation will contain about 55% by weight of deionized water, about 5.5% by weight of a polyethylene homoplymer having an average molecular weight of about 2000 and a density of about 0.92 g./cc., about 2.0 to about 2.5% by weight of 2-hydroxy-4-methoxybenzophenone, up to about 1 % by weight of 2,2'-dihydroxy4-methoxybenzophenone, about 7% by weight of 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester, from about 23% to about 25% by weight of emollients, about 5% by weight of emulsifiers, and up to 1 % by weight of combined preservatives, antioxidants, and fragrances.
Preferred sunscreen formulations which protect but still permit gradual tanning according to this invention contain from about 55% to about 65% by weight of water, from about 2.5 to about 4.5% by weight of a low density, low molecular weight polyethylene homopolymer, up to about 1 % by weight of 2-hydroxy-4-methoxybenzophenone (oxybenzone), from about 3% to about 5% by weight of 4-(dimethylamino)-benzoic acid, 2-ethylhexyl ester (Escalol 507), up to about 7.5% by weight of humectants, from about 20 to about 25% by weight of emollients, from about 4% to about 7% by weight of emulsifiers, and up to about 1 % by weight of combined preservatives, antioxidants, and fragrances.
The most preferred sunscreen formulation which still permits tanning is a lotion containing from about 60% to about 61% by weight of deionized water, about 3.5% by weight of a polyethylene homopolymer having an average molecular weight of about 1 500 and a density of about 0.91g./cc., about 0.6% by weight of 2-hydroxy-4-methoxybenzophenone, about 3.5% by weight of 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester, about 5% by weight of glycerin or propylene glycol, from about 20% to about 22% by weight of emollients, from about 5% to about 6% by weight of emulsifiers, and up to about 1 % by weight of combined preservatives, antioxidants, and fragrances.
The following examples are illustrative of the invention.
Examples 1-4
Sun block formulations having a sun protection factor (SPF) value greater than 1 5 are prepared. The SPF value is determined by dividing the minimal erythema dose (MED) for protected skin after the application of 2 mg./cm2 of the formulation by the MED for unprotected skin.
The ingredients are listed on a weight percent basis and the chemical, CTFA, and/or trade name are included. All four of these formulations are water in oil type emulsions in a thick lotion form.
1 2 3 4
Deionized Water 55.00 55.00 55.00 55.00
Polyethylene (homopolymer) (Allied Chemical A-C 6A, average 5.5 5.5 5.5 5.5 molecular wt. 2000, density of 0.92 s. /cc.) UV-A absorbing agents 2-Hydroxy-4-methoxybenzophenone 2.5 2.5 2.5 2.0 (oxybenzone, Uvinul M-40) 2,21-Dihydroxy-4-methoxybenzo- 0.5 - 0.5 1.0 phenone (dioxybenzone, Spectra-Sorb
UV24)
UV-B absorbing agent 4-(Dimethylamino)benzoic acid, 7.0 7.0 7.0 7.0 2-ethylhexyl ester (Escalol 507)
Emollients
Mineral oil (Blandol) 13.48 13.98 13.48 13.48
Squalane (Robane) 8.00 8.00 - 8.00
Octyl palmitate (Ceraphyl 368) - - 8.00 - Sesame oil 2.00 2.00 2.00 2.00
Cocoa butter 0.50 0.50 0.50 0.50
Emulsifiers
Polyoxyethylene (3) oleyl ether 3.50 3.50 3.50 3.50 (Oleth-3, Volpo 3)
Polyglyceryl-4 oleate 1.50 1.50 1.50 1.50 (Witconol 14)
Preservatives
Methylparaben (Tegosept M) 0.20 0.20 0.20 0.20
Propylparaben (Tegosept P) 0.10 0.10 0.10 0.10 Quaternium-l 5 (N- (3-Chloroallyl)- 0.20 0.20 0.20 0.20 hexaminium chloride, Dowicil 200)
Antioxidant
Propylene glycol and butylated 0.02 0.02 0.02 0.02 hydroxyanisole and propyl gallate and citric acid (Tenox 2)
The formulations of examples 1 to 4 are prepared in substantially the same manner. The following is a detailed description of the preparation of the formula of Example 3.
3.5 kg. of polyoxyethylene (3) oleyl ether, 1.5 kg. of polyglyceryl-4 oleate, 7 kg. of 4dimethylamino)-benzoic acid, 2-ethylhexyl ester, 2.5 kg. of 2-hydroxy-4-methoxybenzophenone, 0.5 kg. of 2,2'-dihydroxy-4-methoxybenzophenone, 2 kg. of sesame oil, 13.48 kg. of mineral oil, 0.5 kg. of cocoa butter, 0.02 kg. of Tenox 2, and 0.1 kg. of propylparaben are blended with moderate mixing and heating at 92 -95 C. The mixing is continued until the blend is uniform and clear at 92-95 C.
Meanwhile, 5.5 kg. of polyethylene are slowly added to 8 kg. of octyl palmitate with high speed mixing for about 1 5 minutes until the polyethylene is completely dispersed.
The polyethylene blend is then slowly added to the main blend with agitation at a temperature of 92-95 C. The mixing is continued until the oily blend is completely liquid and clear with no undissolved particles of polyethyle visible.
54.5 kg. of deionized water are then heated to 92-95"C and 0.2 kg. of methylparaben are added with moderate mixing at this temperature. The mixing is continued until the methylparaben is completely dissolved.
The aqueous solution is then slowly added to the oily blend with moderate mixing. When the addition is completed, the mixing speed is increased until the batch is uniform. The batch is maintained at 90-95"C.
The batch is then rapidly cooled to 60"C and mixed at this temperature for about 30 minutes and then cooled to 50"C with continued mixing. At the same time, 0.2 kg. of quaternium-1 5 are dissolved in 0.5 kg. of deionized water. This aqueous solution is then added slowly to the batch with mixing until the batch is again uniform, i.e., about 1 5 minutes. The resulting batch is then cooled to room temperature with continued mixing and then homogenized to yield 100 kg. of the final product.
Examples 5 and 6
Sunscreen formulations having a sun protection factor value of 7 and 8 respectively. The ingredients are listed on a weight percent basis and both the CTFA are trade name are included.
Both formulations are water in oil type emulsions having a lotion consistency.
5 6
Deionized Water 60.05 60.55
Polyethylene (homopolymer) 3.50 3.50 (Allied Chemical A-C 617A, average molecular weight 1500, density of 0.91 g./cc.)
UV-A absorbing agent 0.50 0.60 2-Hydroxy-4-methoxybenzophenone (oxybenzone, Uvinyl M-40)
UV-B absorbing agent 3.0 3.50 4-(Dimethylamino)benzoic acid, 2-ethylhexyl ester (Escalol 507)
Humectant
Propylene glycol 5.00
Glycerin - 5.00
Emollients
Mineral oil (Blandol) 11.48
Mineral oil (Klearol) - 20.88
Pristane 10.00
Emulsifiers
Polyoxyethylene (3) oleyl ether 3.50 3.50 (Oleth-3, Volpo 3)
Polyglyceryl-4 oleate (Witconol 14) 1.50 1.50
Polysorbate 80 (Tween 80) 0.50 0.50
Preservatives
Methylparaben (Tegosept M) 0.2 0.2
Propylparaben (Tegosept P) 0.1 0.1 Quaternium- 1 5 (N(3-chloroallyl)hexaminium chloride, Dowicil 200) 0.15 0.15
Antioxidant
Propylene glycol and butylated 0.02 0.02 hydroxyanisole and propyl gallate and citric acid (Tenox 2) Fragrance 0.50 50 These formulations are prepared according to the procedure set forth in the previous examples. The final products are lotions which are more fluid than the formulations of Example 1 to 4.
Examples 7 and 8
The followintg sunblock and sunscreen formulations can also be prepared according to the procedure of Example 3. Again, the ingredients are listed on a weight percent basis and both the CTFA and trade name are included. Both formulations are water in oil type emulsions. The formulation of Example 7 is a thick lotion or cream whereas that of Example 8 is more fluid
7 8
Deionized water 55.00 60.55
Polyethylene (Vinyl acetate 5.5 3.5 copolymer) (Allied Chemical A-C 400, average molecular weight 3500, density of 0.92 g./cc.)
UV-A absorbing agents 2-Hydroxy-4-methoxybenzophenone 2.5 0.6 (oxybenzone, Uvinul M-40) 2, 21-Dihydroxy-4-methoxybenzo- 0.5 - phenone (dioxybenzone, Spectra .Sorb UV24)
UV-B absorbing agent 4-(Dimethylamino)benzoic acid, 7.0 3.5 2-ethylhexyl ester (Escalol 507)
Emollients
Mineral oil (Blandol) 13.4B Mineral oil (Klearol) 20.88 2O88 Octyl palmitate (Ceraphyl 368) 8.00 Sesame oil 2.00
Cocoa butter 0.50 - Humectant
Glycerin 5.0
Emulsifiers
Polyoxyethylene (3) oleyl ether 3.0 3.50 (Oleth-3, Volpo 3) Polyglyceryl-4 oleate 1.50 1.50 (Witconol 14)
Polysorbate 80 (Tween 80) 0.50
Preservatives
Methylparaben (Tegosept M) 0.20 0.20
Propylparaben (Tegosept P3 0.10 0.10
Quaternium-15 (N- (3-Chloro- 0.20 0.15 allyl)-hexaminium chloride,
Dowicil 200)
Antioxidant
Propylene glycol and butylated 0.02 0.02 hydroxyanisole and propyl gal late and citric acid (Tenox 2)
Example 9
The UV absorption of two similar formulations one containing polyethylene (P) and the other without polyethylene (NP) are compared. The ingredients are listed on a weight percent basis.
P NP
Deionized Water 55.00 55.00
Polyethylene (Allied Chemical A-C 6A) 5.50
UV-A absorbing agent 2-Hydroxy-4-methoxybenzo- 2.50 2.50 phenone (oxybenzone, Uvinul
M-40) 2,2'-Dihydroxy-4-methoxybenzo- 0.5 0.5 phenone (dioxybenzone, Spectra
Sorb UV24)
UV-B absorbing agent 4-(Dimethylamino)benzoic acid, 7.00 7.00 2-ethylhexyl ester (Escalol 507)
Emollients
Mineral oil (Blandol) 13.48 18.98
Squalane (Robane) 8.00 8.00
Sesame oil 2.00 2.00
Cocoa butter 0.50 0.50
Emulsifiers
Polyoxyethylene (3) oleyl ether 3.50 3.50 (Oleth-3, Volpo 3)
Polyglyceryl-4 oleate (Witconol 14) 1.50 1.50
Preservatives
Methylparaben (Tegosept M) 0.20 0.20
Propylparaben (Tegosept P) 0.10 0.10 Quaternium-15 (N-(3-chloroallyl)- 0.20 0.20 hexaminium chloride, Dowicil 200)
Antioxidant
Propylene glycol and butylated 0.02 0.02 hydroxyanisole and propyl gallate and citric acid (Tenox 2)
The two formulations are prepared in essentially the same manner and are evaluated in vitro according to the procedure of Cumpelik, "Analytical Procedures and Evaluation of Sunscreens",
J. Soc. Cosmet. Chem., 23, p, 333-345 (1972).
Thin film samples of each formula are hot air dried and the ultraviolet absorbance is recorded at from 240 to 400 nm. Using these values, the percent of ultraviolet transmitted in the erythemal (sun burning) region of 292.5 to 342.5 nm. and in the tanning region of 322.5 to 372.5 nm. are calculated. Of course, the greater the percent ultraviolet transmitted by the formulation the less protection it affords.
Each formulation is tested three times. For the polyethylene containing formulation (P), the relative average percent transmitted erythemal is 5.105 and the relative average percent transmitted tan is 19.569. For the none polyethylene formulation (NP), the relative average percent transmitted erythemal is 6.58 and the relative average percent transmitted tan is 55.23.
Thus, the none polyethylene formulation (NP) transmitted 1.28 times the polyethylene formulation (P) in the erythemal region and 2.82 times the polyethylene formulation in the tanning region.
Claims (27)
1. A sunscreen or sunblock composition which includes a homopolymer or copolymer of ethylene in an amount of from 2 to 15% by weight of the composition.
2. A sunscreen or sunblock composition according to Claim 1 and including 3% to 15% by weight of ultraviolet-absorbing agent, from 40% to 65% by weight of water, from 15% to 30% by weight of emollient, from 3% to 10% by weight of emulsifier, up to 1 % by weight combined of preservative and antioxidant, and up to 1 % by weight combined of fragrance and colouring agent.
3. The composition of Claim 2, wherein the ultraviolet absorbing agent includes one or more
UV-A absorbing and one or more UV-B absorbing agents.
4. The composition of Claim 3, wherein the UV-A absorbing agent or agents is/are present in an amount of from 0.5% to 10% by weight of the composition and the UV-B absorbing agent or agents is/are present in an amount of from 3% to 10% by weight of the composition.
5. The composition of Claim 4, wherein the UV-A absorbing agent is selected from one or more of 2-(2'hydroxy-5'-methylphenyl) benzotriazole; 2-(2'-hydroxy-5'-moctylphenyl) benzotriazole; 2,4-(dihydroxybenzophenone; 2-hydroxy-4-methoxybenzophenone; 2,2', 4,4'-tetrahydroxybenzophenone; 2,2'-dihydroxy-4,4'-dimethoxybenzophenone; 2,2'-dihydroxy-4-methoxybenzophenone; 2-ethylhexyl-4-phenylbenzophenone carbonate; 2-hyd roxy-4-methoxy-4'-methyibenzo- phenone; 2-hydroxy-4-(n-octyloxy)benzophenone; 4-phenylbenzophenone; and 2-ethylhexyl-2cyano-3,3'-diphenylacrylate and the UV-B absorbing agent is selected from one or more of 4 (dimethylamino)benzoic acid, ethyl ester; 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester; 4 (dimethylamino)benzoic acid, pentyl ester; glyceryl paminobenzoate; isobutyl paminobenzoate; and isopropyl paminobenzoate.
6. The composition of Claim 5, wherein the polyethylene is a homopolymer having a molecular weight of from 1100 to 2000 and a density of from 0.88 to 0.92 g./cc or is a copolymer of polyethylene and vinyl acetate having a molecular weight of from 2000 to 3500 and a density of from 0.91 to 0.93 g./cc.
7. The composition of Claim 6, wherein the UV-A absorbing agent is 2-hydroxy-4methoxybenzophenone alone or in combination with 2,2'-dihydroxy-4-methoxybenzophenone and the UV-P absorbing agent is 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester.
8. The composition of Claim 7, being a water-in-oil emulsion, wherein the polyethylene is a homopolymer of molecular weight of from 1100 to 2000 and density of from 0.88 to 0.92 g./cc and is present in an amount of from 2.5% to 6% by weight of the composition.
9. The composition of Claim 8, comprising from 50% to 60% by weight of water, from 4.5% to 6% by weight of a polyethylene homopolymer, from 2.5% to 3.5% by weight of 2hydroxy-4-methoxybenzophenone alone or in combination with 2,2'-dihydroxy-4-methoxybenzophenone, from 5% to 10% by weight of 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester, from 20% to 27% by weight of emollient, from about 4 . to about 7% by weight of emulsifier, and up to about 1 % by weight combined of preservative, antioxidant and fragrance.
10. The composition of Claim 9, comprising 55% by weight of deionized water, 5.5% by weight of a polyethylene homopolymer having an average molecular weight of 2000 and a density of 0.92 g./cc from 2.0% to 2.5% by weight of 2-hydroxy-4-methoxy-benzophenone, up to 1% by weight of 2,2'-dihydroxy-4-methoxybenzophenone, 7% by weight of 4-(dimethylamino)-benzoic acid, 2-ethylhexyl ester, from 23% to 25% by weight of emollient, 5% by weight of emulsifier, and up to 1 % by weight combined of preservative, antioxidant and fragrance.
11. The composition of Claim 10, consisting on a weight percent basis of: deionized water 55.0% polyethylene 5.5% 2-hydroxy-4-methoxybenzophenone 2.5% 2,2'-dihydroxy-4-methoxybenzophenone 0.5% 4-(dimethylamino)benzoic acid, 2-ethyl- 7.0%
hexyl ester mineral oil 13.48% squalane 8.0% sesame oil 2.0% cocoa butter 0.5% polyoxyethylene (3) oleyl ether 3.5% polyglyceryl-4 oleate 1.5% methylparaben 0.2% propylparaben 0. 1% quaternium-15 0.2% propylene glycol, butylated hydroxyani- 0.02%
sole, propyl gallate, and citric
acid
1 2. The composition of Claim 10 consisting on a weight percent basis of:: deionized water 55.0% polyethylene 5.5% 2-hydroxy-4-methoxybenzophenone 2.5% 4-(dimethylamino)benzoic acid, 2-ethyl- 7.0% hexyl ester mineral oil
13.98% squalane 8.0% sesame oil 2.0% cocoa butter 0.5% polyoxyethylene (3) oleyl ether 3.5% polyglyceryl-4 oleate 1.5% methylparaben 0.2% proy!parabe,n 0.1% quaternium-1 5 0.2% propylene glycol, butylated hydroxy- 0.02%
anisole, propyl gallate, and
citric acid 1 3. The composition of Claim 10 consisting on a weight percent basis of: deionized water 55.0% polyethylene 5.5% 2-hydroxy-4-methoxybenzophenone 2.5% 2,2'-dihydroxy-4-methoxybenzophenone 0.5% 4-(dimethylamino)benzoic acid, 2-ethyl- 7.0%
hexyl ester mineral oil 13.48% octyl palmitate 8.0% sesame oil 2.0% cocoa butter 0.5% polyoxyethylene (3) oleyl ether 3.5% polyglyceryl-4 oleate 1.5% methylparaben 0.2% propylparaben 0.1% quaternium-15 0.2% propylene glycol, butylated hydroxy- 0.02%
anisole, propyl gallate, and
citric acid
14.The composition of Claim 10 consisting on a weight percent basis of: deionized water 55.0% polyethylene 5.5% 2-hydroxy-4-methoxybenzophenone 2.0% 2,2'-dihydroxy-4-methoxybenzophenone 1.0% 4-(dimethylamino)benzoic acid, 2-ethyl 7.0%
hexyl ester mineral oil 13.48% squalane 8.0% sesame oil 2.0% cocoa butter 0.5% polyoxyethylene (3) oleyl ether 3.5% polyglyceryl-4 oleate 1.5% methylparaben 0.2% propylparaben 0. 1% quaternium-
15 0.2%
Propylene glycol, butylated 0.02% hydroxyanisole propyl gal late and citric acid 1 5. The composition of Claim 8, which comprises from 55% to 65% of weight of water, from 2.5% to 4.5% by weight of a polyethylene homopolymer, up to 1% by weight of 2hydroxy-4-methoxybenzophenone, from 3% to 5% by weight of 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester, up to 7.5% by weight of humectant, from 20% to about 25% by weight of emollient, from 4% to about 7% by weight of emulsifier, and up to 1 % by weight combined of preservative antioxidant and fragrance.
16. The composition of Claim 15, comprising from 60% to 61% by weight of deionized water, 3.5% by weight of a polyethylene homopolymer having an average molecular weight of about 1500 and a density of 0.91 g./cc, 0.6% by weight of 2-hydroxy-4-methoxybenzophenone, 3.5% by weight of 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester, 5% by weight of glycerin or propylene glycol from 20% to 22% by weight of emollient, from 5% to 6% by weight of emulsifier, and up to 1 % by weight combined of preservative, antioxidant and fragrance.
1 7. The composition of Claim 1 6 consisting on a weight basis of: deionized water 60.55% polyethylene 3.5% 2-hydroxy-4-methoxybenzophenone 0.6% 4-(dimethylamino)benzoic acid, 3.5% 2-ethylhexyl ester glycerin 5.0% mineral oil 20.88% polyoxyethylene (3) oleyl ether 3.5% polyglycerol-4 oleate 1.5% polysorbate 80 0.5% methylparaben 0.2% propylparaben 0. 1% quaternium-1 5 0. 15% Ipropylene glycol, butylated 0.02% hydroxyanisole, propyl gallate, and citric acid
18. A sunscreen or sunblock formulation as claimed in Claim 2, and substantially as hereinbefore described with reference to any one of the foregoing individual Examples 1 to 8 or 9(p).
1 9. A method of enhancing the ultraviolet light absorbing properties of a sunscreen composition which contains one or more ultraviolet absorbing agent which comprises including at least 2% by weight of polyethylene within the composition.
20. The method of Claim 19, wherein the sunscreen composition contains from 3% to 15% by weight of ultraviolet absorbing agent and the polyethylene is included at from 2.0% to 15% by weight of the composition.
21. The method of Claim 20, wherein the composition contains from 0.5% to 10% by weight of one or more UV-A absorbing agents selected from the group consisting of 2-(2'hydroxy-5'-methylphenyl)benzotriazole; 2-(2'-hydroxy-5'-soctylphenyl)benzotriazole; 2,4-dihydroxybenzophenone; 2-hydroxy-4-methoxybenzophenone; 2,2',4,4'-tetrahydroxybenzophenone; 2, 2'-dihydroxy-4,4'-dimethoxybenzophenone; 2,2'-dihydroxy-4-methoxybenzophenone; 2-ethylhexyl-4-phenylbenzophenone carbonate; 2-hydroxy-4-methoxy-4'-methylbenzophenone; 2-hydroxy-4-( rroctyloxy)benzophenone; 4-phenyl benzophenone; and 2-ethylhexyl-2-cyano-3, 3'-diphe- nylacrylate and from 3% to 10% by weight of one or more UV-B absorbing agents selected from the group consisting of 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester; 4-(dimethylamino)benzoic acid, ethyl ester; 4-(dimethylamino)benzoic acid, pentyl ester; glyceryl paminobenzoate; isobutyl paminobenzoate; and isopropyl Raminobenzoate.
22. The method of Claim 21, wherein the polyethylene is a homopolymer having a molecular weight of from 1100 to 2000 and a density of from 0.88 to 0.92 g./cc. or is a copolymer of polyethylene and vinyl acetate having a molecular weight of from 2000 to 3500 and a density of from 0.91 to 0.93 g./cc.
23. The method of Claim 22, wherein the UV-A absorbing agent is 2-hydroxy-4-methoxybenzophenone alone or in combination with 2,2'-dihydroxy-4-methoxybenzophenone and the
UV-B absorbing agent is 4-(dimethylamino)benzoic acid, 2-ethylhexyl ester.
24. The method of Claim 23, wherein the composition also includes from 40% to 65% by weight of water, from 15% to 30% by weight of emollient, from 3% to 10% by weight of emulsifier, up to 1 % by weight combined of preservative, and antioxidant, and up to 1 % by weight combined of fragrance and colouring agent.
25. The method of Claim 24, wherein the composition is a water in oil emulsion containing from 2.5% to 6% by weight of polyethylene and this polyethylene is a homopolymer of a low molecular weight of from 1100 to about 2000 and a low density of from 0.88 to 0.92 g./cc.
26. A method of reducing the erythemal and/or tanning effects of ultraviolet radiation which comprises applying to the skin a composition as claimed in any one of Claims 1 to 8.
27. The features hereinbefore disclosed, or their equivalents, in any novel selection.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US92591578A | 1978-07-19 | 1978-07-19 |
Publications (2)
Publication Number | Publication Date |
---|---|
GB2028131A true GB2028131A (en) | 1980-03-05 |
GB2028131B GB2028131B (en) | 1983-03-30 |
Family
ID=25452421
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7922383A Expired GB2028131B (en) | 1978-07-19 | 1979-06-27 | Sunblock formations contraining polyethylene |
Country Status (12)
Country | Link |
---|---|
JP (2) | JPS5516100A (en) |
AR (1) | AR220401A1 (en) |
AU (1) | AU528642B2 (en) |
BR (1) | BR7904539A (en) |
CA (1) | CA1128864A (en) |
CH (1) | CH644756A5 (en) |
DE (1) | DE2929101A1 (en) |
ES (1) | ES482130A1 (en) |
FR (1) | FR2431290A1 (en) |
GB (1) | GB2028131B (en) |
IT (1) | IT1117187B (en) |
MX (1) | MX151328A (en) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4597963A (en) * | 1984-10-05 | 1986-07-01 | Charles Of The Ritz Group Ltd. | Moisture-resistant skin treatment compositions |
US4663157A (en) * | 1985-02-28 | 1987-05-05 | The Proctor & Gamble Company | Sunscreen compositions |
US4710371A (en) * | 1986-02-19 | 1987-12-01 | Victor Palinczar | Waterproof sunscreen compositions |
US4804531A (en) * | 1985-01-28 | 1989-02-14 | L'oreal | Cosmetic screening composition containing a UV screen in combination with a polymer obtained by block polymerization in emulsion and its use for the protection of the human epidermis against ultraviolet radiations |
US4937370A (en) * | 1987-06-02 | 1990-06-26 | The Procter & Gamble Company | Novel chromophores, sunscreen compositions and methods for preventing sunburn |
US4999186A (en) * | 1986-06-27 | 1991-03-12 | The Procter & Gamble Company | Novel sunscreen agents, sunscreen compositions and methods for preventing sunburn |
US5138089A (en) * | 1986-06-27 | 1992-08-11 | The Procter & Gamble Company | Chromophores, sunscreen compositions and methods for preventing sunburn |
US5229107A (en) * | 1986-06-27 | 1993-07-20 | The Procter & Gamble Company | Sunscreen agents, sunscreen compositions and methods for preventing sunburn |
US5229106A (en) * | 1986-06-27 | 1993-07-20 | The Procter & Gamble Company | Sunscreen agents, sunscreen compositions and method for preventing sunburn |
US5230874A (en) * | 1986-06-27 | 1993-07-27 | The Procter & Gamble Company | Sunscreen agents, sunscreen compositions and methods for preventing sunburn |
US5243064A (en) * | 1986-06-27 | 1993-09-07 | The Procter & Gamble Company | Chromophores, sunscreen compositions and methods for preventing sunburn |
US6843982B1 (en) | 1994-01-26 | 2005-01-18 | L'oreal | Anhydrous cosmetic or dermatological composition containing the combination of a silicone oil and a wax made from an ethylene homopolymer or copolymer |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
LU85304A1 (en) * | 1984-04-13 | 1985-11-27 | Oreal | POLYISOBUTYLENE CONTAINING SOLAR COMPOSITION AND ITS USE FOR THE PROTECTION OF THE HUMAN SKIN AGAINST ULTRAVIOLET RADIATION |
JPS6178715A (en) * | 1984-09-26 | 1986-04-22 | Shiseido Co Ltd | Cosmetic |
JP2584965B2 (en) * | 1985-12-11 | 1997-02-26 | 花王株式会社 | Long wavelength UV absorber |
HU199281B (en) * | 1986-10-17 | 1990-02-28 | Biogal Gyogyszergyar | Synergetic unsenziting face- and body-cosmetics |
JPS6429303A (en) * | 1987-07-24 | 1989-01-31 | Shiseido Co Ltd | Skin external preparation |
US5008100A (en) * | 1989-08-11 | 1991-04-16 | Elizabeth Arden Co., Division Of Conopco, Inc. | Oil-in-water emulsions containing polyethylene |
US5087445A (en) * | 1989-09-08 | 1992-02-11 | Richardson-Vicks, Inc. | Photoprotection compositions having reduced dermal irritation |
JPH0697689A (en) * | 1991-02-25 | 1994-04-08 | Takao Uchiyama | Sheet for avoiding bioeffect by electronic device |
JP2002308729A (en) * | 2001-04-04 | 2002-10-23 | Kansai Koso Kk | Emulsion composition, emulsion cosmetic, medicine and antiallergic agent containing the same |
EP3834812A4 (en) * | 2018-08-10 | 2022-05-04 | Shiseido Company, Ltd. | Cosmetic product |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
LU47604A1 (en) * | 1964-12-17 | 1966-06-17 | ||
US3821363A (en) * | 1966-10-20 | 1974-06-28 | A Black | Sunscreen preparation employing ethylene-maleic anhydride copolymers |
GB1351903A (en) * | 1971-06-11 | 1974-05-01 | Fmc Corp | Cosmetic and pharmaceutical compositions |
LU78001A1 (en) * | 1977-08-22 | 1979-05-23 | Oreal | NEW COSMETIC COMPOSITIONS IN THE FORM OF WATER-IN-OIL OR OIL-IN-WATER EMULSIONS |
-
1979
- 1979-06-15 AU AU48121/79A patent/AU528642B2/en not_active Ceased
- 1979-06-26 CA CA330,615A patent/CA1128864A/en not_active Expired
- 1979-06-27 GB GB7922383A patent/GB2028131B/en not_active Expired
- 1979-07-03 ES ES482130A patent/ES482130A1/en not_active Expired
- 1979-07-13 IT IT49753/79A patent/IT1117187B/en active
- 1979-07-16 AR AR277324A patent/AR220401A1/en active
- 1979-07-17 BR BR7904539A patent/BR7904539A/en unknown
- 1979-07-18 MX MX178539A patent/MX151328A/en unknown
- 1979-07-18 DE DE19792929101 patent/DE2929101A1/en not_active Ceased
- 1979-07-18 CH CH669579A patent/CH644756A5/en not_active IP Right Cessation
- 1979-07-19 FR FR7918738A patent/FR2431290A1/en active Granted
- 1979-07-19 JP JP9213079A patent/JPS5516100A/en active Granted
-
1989
- 1989-01-18 JP JP1009609A patent/JPH01246216A/en active Granted
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4597963A (en) * | 1984-10-05 | 1986-07-01 | Charles Of The Ritz Group Ltd. | Moisture-resistant skin treatment compositions |
US4804531A (en) * | 1985-01-28 | 1989-02-14 | L'oreal | Cosmetic screening composition containing a UV screen in combination with a polymer obtained by block polymerization in emulsion and its use for the protection of the human epidermis against ultraviolet radiations |
US4663157A (en) * | 1985-02-28 | 1987-05-05 | The Proctor & Gamble Company | Sunscreen compositions |
US4710371A (en) * | 1986-02-19 | 1987-12-01 | Victor Palinczar | Waterproof sunscreen compositions |
US5138089A (en) * | 1986-06-27 | 1992-08-11 | The Procter & Gamble Company | Chromophores, sunscreen compositions and methods for preventing sunburn |
US4999186A (en) * | 1986-06-27 | 1991-03-12 | The Procter & Gamble Company | Novel sunscreen agents, sunscreen compositions and methods for preventing sunburn |
US5210275A (en) * | 1986-06-27 | 1993-05-11 | The Procter & Gamble Company | Chromophores, sunscreen compositions and methods for preventing sunburn |
US5229107A (en) * | 1986-06-27 | 1993-07-20 | The Procter & Gamble Company | Sunscreen agents, sunscreen compositions and methods for preventing sunburn |
US5229106A (en) * | 1986-06-27 | 1993-07-20 | The Procter & Gamble Company | Sunscreen agents, sunscreen compositions and method for preventing sunburn |
US5230874A (en) * | 1986-06-27 | 1993-07-27 | The Procter & Gamble Company | Sunscreen agents, sunscreen compositions and methods for preventing sunburn |
US5243064A (en) * | 1986-06-27 | 1993-09-07 | The Procter & Gamble Company | Chromophores, sunscreen compositions and methods for preventing sunburn |
US4937370A (en) * | 1987-06-02 | 1990-06-26 | The Procter & Gamble Company | Novel chromophores, sunscreen compositions and methods for preventing sunburn |
US6843982B1 (en) | 1994-01-26 | 2005-01-18 | L'oreal | Anhydrous cosmetic or dermatological composition containing the combination of a silicone oil and a wax made from an ethylene homopolymer or copolymer |
Also Published As
Publication number | Publication date |
---|---|
CH644756A5 (en) | 1984-08-31 |
AU4812179A (en) | 1980-02-07 |
JPH0314806B2 (en) | 1991-02-27 |
AR220401A1 (en) | 1980-10-31 |
JPH01246216A (en) | 1989-10-02 |
GB2028131B (en) | 1983-03-30 |
JPS5516100A (en) | 1980-02-04 |
FR2431290B1 (en) | 1983-01-21 |
JPH0129763B2 (en) | 1989-06-14 |
ES482130A1 (en) | 1980-08-16 |
MX151328A (en) | 1984-11-12 |
IT7949753A0 (en) | 1979-07-13 |
IT1117187B (en) | 1986-02-17 |
CA1128864A (en) | 1982-08-03 |
FR2431290A1 (en) | 1980-02-15 |
AU528642B2 (en) | 1983-05-05 |
DE2929101A1 (en) | 1980-01-31 |
BR7904539A (en) | 1980-06-17 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |