CN103169625B - Wrap up the microcapsule of solid sunscreen, preparation method and application thereof - Google Patents
Wrap up the microcapsule of solid sunscreen, preparation method and application thereof Download PDFInfo
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- CN103169625B CN103169625B CN201310098635.5A CN201310098635A CN103169625B CN 103169625 B CN103169625 B CN 103169625B CN 201310098635 A CN201310098635 A CN 201310098635A CN 103169625 B CN103169625 B CN 103169625B
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- Prior art keywords
- microcapsule
- sunscreen
- solid
- combination
- natural polymer
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- 239000003094 microcapsule Substances 0.000 title claims abstract description 92
- 230000000475 sunscreen effect Effects 0.000 title claims abstract description 77
- 239000000516 sunscreening agent Substances 0.000 title claims abstract description 77
- 239000007787 solid Substances 0.000 title claims abstract description 61
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 229920005615 natural polymer Polymers 0.000 claims abstract description 38
- 229920000936 Agarose Polymers 0.000 claims abstract description 19
- 229920001661 Chitosan Polymers 0.000 claims abstract description 17
- 229920001817 Agar Polymers 0.000 claims abstract description 16
- 239000008272 agar Substances 0.000 claims abstract description 16
- 239000001913 cellulose Substances 0.000 claims abstract description 14
- 229920002678 cellulose Polymers 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims abstract description 13
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 6
- 239000007788 liquid Substances 0.000 claims description 62
- 239000000839 emulsion Substances 0.000 claims description 55
- 239000004094 surface-active agent Substances 0.000 claims description 39
- 239000000243 solution Substances 0.000 claims description 38
- 239000003921 oil Substances 0.000 claims description 32
- 235000019198 oils Nutrition 0.000 claims description 32
- 239000006185 dispersion Substances 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 26
- 239000002245 particle Substances 0.000 claims description 23
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 18
- -1 polyoxyethylene Polymers 0.000 claims description 18
- 229940057995 liquid paraffin Drugs 0.000 claims description 15
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 15
- ZEMPKEQAKRGZGQ-AAKVHIHISA-N 2,3-bis[[(z)-12-hydroxyoctadec-9-enoyl]oxy]propyl (z)-12-hydroxyoctadec-9-enoate Chemical class CCCCCCC(O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CC(O)CCCCCC)COC(=O)CCCCCCC\C=C/CC(O)CCCCCC ZEMPKEQAKRGZGQ-AAKVHIHISA-N 0.000 claims description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- 239000004006 olive oil Substances 0.000 claims description 13
- 235000008390 olive oil Nutrition 0.000 claims description 13
- 239000003381 stabilizer Substances 0.000 claims description 13
- 239000011787 zinc oxide Substances 0.000 claims description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 239000003960 organic solvent Substances 0.000 claims description 11
- CUNWUEBNSZSNRX-RKGWDQTMSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;(z)-octadec-9-enoic acid Chemical group OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O CUNWUEBNSZSNRX-RKGWDQTMSA-N 0.000 claims description 10
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 claims description 10
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 9
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 8
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 8
- 239000003549 soybean oil Substances 0.000 claims description 8
- 235000012424 soybean oil Nutrition 0.000 claims description 8
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 claims description 7
- RYAIMSPHUVXLQI-UHFFFAOYSA-N 4-(aminomethyl)-2-(benzotriazol-2-yl)phenol Chemical compound NCC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 RYAIMSPHUVXLQI-UHFFFAOYSA-N 0.000 claims description 7
- 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 claims description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 7
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 7
- 239000004147 Sorbitan trioleate Substances 0.000 claims description 7
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 7
- 229920002545 silicone oil Polymers 0.000 claims description 7
- 239000001593 sorbitan monooleate Substances 0.000 claims description 7
- 235000011069 sorbitan monooleate Nutrition 0.000 claims description 7
- 229940035049 sorbitan monooleate Drugs 0.000 claims description 7
- 229960005078 sorbitan sesquioleate Drugs 0.000 claims description 7
- 235000019337 sorbitan trioleate Nutrition 0.000 claims description 7
- 229960000391 sorbitan trioleate Drugs 0.000 claims description 7
- 239000000600 sorbitol Substances 0.000 claims description 7
- 239000004408 titanium dioxide Substances 0.000 claims description 7
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 6
- 239000004141 Sodium laurylsulphate Substances 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 6
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 6
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 6
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 6
- 238000007711 solidification Methods 0.000 claims description 6
- 230000008023 solidification Effects 0.000 claims description 6
- 108010010803 Gelatin Proteins 0.000 claims description 5
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 5
- 229910019142 PO4 Inorganic materials 0.000 claims description 5
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- 229920000388 Polyphosphate Polymers 0.000 claims description 5
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 5
- 239000012964 benzotriazole Substances 0.000 claims description 5
- 239000008273 gelatin Substances 0.000 claims description 5
- 229920000159 gelatin Polymers 0.000 claims description 5
- 235000019322 gelatine Nutrition 0.000 claims description 5
- 235000011852 gelatine desserts Nutrition 0.000 claims description 5
- 239000008187 granular material Substances 0.000 claims description 5
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 5
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 5
- 239000010452 phosphate Substances 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 5
- 235000021317 phosphate Nutrition 0.000 claims description 5
- 229920001223 polyethylene glycol Polymers 0.000 claims description 5
- 239000001205 polyphosphate Substances 0.000 claims description 5
- 235000011176 polyphosphates Nutrition 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- 239000000230 xanthan gum Substances 0.000 claims description 5
- 235000010493 xanthan gum Nutrition 0.000 claims description 5
- 229920001285 xanthan gum Polymers 0.000 claims description 5
- 229940082509 xanthan gum Drugs 0.000 claims description 5
- 229920000136 polysorbate Polymers 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 claims description 4
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 claims description 4
- NJCDRURWJZAMBM-UHFFFAOYSA-N 6-phenyl-1h-1,3,5-triazin-2-one Chemical compound OC1=NC=NC(C=2C=CC=CC=2)=N1 NJCDRURWJZAMBM-UHFFFAOYSA-N 0.000 claims description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 3
- 239000012965 benzophenone Substances 0.000 claims description 3
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical class C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 claims description 3
- TZRJNNCJJFGXTJ-UHFFFAOYSA-N C(C)OC1=NC(=NC(=N1)OCC)C1=C(C=C(C=C1)O)O Chemical compound C(C)OC1=NC(=NC(=N1)OCC)C1=C(C=C(C=C1)O)O TZRJNNCJJFGXTJ-UHFFFAOYSA-N 0.000 claims description 2
- JHJUUEHSAZXEEO-UHFFFAOYSA-M sodium;4-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=C(S([O-])(=O)=O)C=C1 JHJUUEHSAZXEEO-UHFFFAOYSA-M 0.000 claims description 2
- 239000006096 absorbing agent Substances 0.000 abstract description 13
- 239000002537 cosmetic Substances 0.000 abstract description 11
- 230000000638 stimulation Effects 0.000 abstract description 6
- 238000000354 decomposition reaction Methods 0.000 abstract description 4
- 239000012071 phase Substances 0.000 description 27
- 238000003756 stirring Methods 0.000 description 25
- 239000000463 material Substances 0.000 description 19
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 15
- 238000009826 distribution Methods 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 13
- 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 12
- 229960001679 octinoxate Drugs 0.000 description 12
- 230000003287 optical effect Effects 0.000 description 12
- 238000010521 absorption reaction Methods 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 238000001914 filtration Methods 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 239000012153 distilled water Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 6
- 239000002390 adhesive tape Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 238000001816 cooling Methods 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 235000002639 sodium chloride Nutrition 0.000 description 4
- 229920001213 Polysorbate 20 Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 229920004890 Triton X-100 Polymers 0.000 description 3
- 239000002250 absorbent Substances 0.000 description 3
- 230000002745 absorbent Effects 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229960004756 ethanol Drugs 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000002105 nanoparticle Substances 0.000 description 3
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 3
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 235000011078 sorbitan tristearate Nutrition 0.000 description 3
- IJCWFDPJFXGQBN-BIFNRIDTSA-N sorbitan tristearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@@H](O)[C@@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-BIFNRIDTSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- UMHJEEQLYBKSAN-UHFFFAOYSA-N Adipaldehyde Chemical compound O=CCCCCC=O UMHJEEQLYBKSAN-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229920000875 Dissolving pulp Polymers 0.000 description 2
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 2
- WFEBQEXEKYVLMO-UHFFFAOYSA-N OC1=C(C=C(C=C1)CN)C1=CC=CC=2NN=NC21 Chemical compound OC1=C(C=C(C=C1)CN)C1=CC=CC=2NN=NC21 WFEBQEXEKYVLMO-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000013522 chelant Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 230000006196 deacetylation Effects 0.000 description 2
- 238000003381 deacetylation reaction Methods 0.000 description 2
- 230000029087 digestion Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- TVHALOSDPLTTSR-UHFFFAOYSA-H hexasodium;[oxido-[oxido(phosphonatooxy)phosphoryl]oxyphosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O TVHALOSDPLTTSR-UHFFFAOYSA-H 0.000 description 2
- BHTJEPVNHUUIPV-UHFFFAOYSA-N pentanedial;hydrate Chemical compound O.O=CCCCC=O BHTJEPVNHUUIPV-UHFFFAOYSA-N 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 150000003016 phosphoric acids Chemical class 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
- 229920000053 polysorbate 80 Polymers 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 238000010008 shearing Methods 0.000 description 2
- 235000019832 sodium triphosphate Nutrition 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical class [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 2
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 206010015150 Erythema Diseases 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- SOROIESOUPGGFO-UHFFFAOYSA-N diazolidinylurea Chemical compound OCNC(=O)N(CO)C1N(CO)C(=O)N(CO)C1=O SOROIESOUPGGFO-UHFFFAOYSA-N 0.000 description 1
- 229960001083 diazolidinylurea Drugs 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 231100000321 erythema Toxicity 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 239000007863 gel particle Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 210000001732 sebaceous gland Anatomy 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 230000037394 skin elasticity Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007962 solid dispersion Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 230000037072 sun protection Effects 0.000 description 1
- 210000000106 sweat gland Anatomy 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000010913 used oil Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Manufacturing Of Micro-Capsules (AREA)
Abstract
The invention discloses a kind of wrap up solid sunscreen microcapsule, preparation method and application thereof.Described microcapsule comprises solid sunscreen and natural polymer, and described solid sunscreen is wrapped in the microcapsule of described natural polymer formation, and wherein, described solid sunscreen is inorganic UV screener, organic uv absorbers or its mixture; Described natural polymer is agar, agarose, cellulose, chitosan or derivatives thereof.Microcapsule of the present invention can be used in cosmetics, effectively avoid the decomposition of solid sunscreen, and solid sunscreen and skin are separated, reduce the stimulation to skin, hydrophilic natural polymer can hide color, improve feel, strengthen its conformability in cosmetics.
Description
Technical field
The present invention relates to microcapsule, be specifically related to a kind of wrap up solid sunscreen microcapsule, preparation method and application thereof.
Background technology
The mankind recognize for a long time and are exposed to for a long time in ultraviolet (wavelength 280-400nm) radiation and can cause damage to skin, even burn as the UV-B of wavelength between 280-320nm makes skin produce erythema, the UV-A of wavelength between 320-400nm can accelerate skin elasticity and run off, cause premature skin ageingly occurring wrinkle, even promote the startup of erythematous response or expand erythematous response.
Ultraviolet absorber and ultraviolet light screener two kinds can be divided into according to sun-proof mechanism at present for sun-proof chemicals, ultraviolet absorber is generally lipophilic liquid or solid, hydroxyl hydrogen in molecule on phenyl ring can form intramolecular hydrogen bond and form chelate ring between adjacent ketonic oxygen, when molecule generation thermal vibration after absorption ultraviolet light, the hydrogen bond chelate ring that breaks opens formation ionic compound.Ultraviolet light screener is the solids such as titanium dioxide, zinc oxide mainly, and when being subject to high energy ultraviolet and irradiating, the electronics Absorbable rod ultraviolet in valence band is excited on conduction band and produces electron-hole pair.In addition, because particle diameter is less than ultraviolet wavelength, the electronics in particle is forced to vibration becomes secondary wave source to all directions emitting electromagnetic wave scatters ultraviolet.
Ultraviolet absorber has the high feature of sun-proof efficiency, but poor stability, directly use Diazolidinyl Urea, in cosmetics, usually have content to limit; Ultraviolet light screener has safety, stable advantage, in cosmetics, content does not limit, if but directly use content Tai Gaoyi to be deposited as white layer at skin surface, affect the secretion of visual effect and sebaceous gland, sweat gland, microparticle compositions also has the dry and astringent shortcoming of feel.Usually simultaneously containing ultraviolet absorber and ultraviolet light screener in current sun care preparations.
No matter be solid ultraviolet absorber, or solid ultraviolet light screener, usually be directly distributed in oil phase in particulate form and form emulsion for cosmetics, the shortcoming of its poor stability, chafe (ultraviolet absorber) or sense of touch dry and astringent (ultraviolet light screener) cannot be avoided.
Therefore, in order to play anti-sunlight function better, reducing the stimulation to skin, needing to improve existing sun-proof chemicals.
Summary of the invention
The object of the present invention is to provide a kind of microcapsule, adopt natural polymer parcel solid sunscreen, make sunscreen play anti-sunlight function better, improve sunscreen stability.And the problem alleviated to the stimulation of skin and sense of touch difference in direct use procedure.
A first aspect of the present invention provides one a kind of microcapsule, and described microcapsule comprises solid sunscreen and natural polymer, and described solid sunscreen is wrapped in the microcapsule of described natural polymer formation, wherein,
Described solid sunscreen is inorganic UV screener, organic uv absorbers or its mixture;
Described natural polymer is agar, agarose, cellulose, chitosan, or derivatives thereof.
In another preference, with the total weight of described microcapsule, the content of described solid sunscreen is 0.1-80%.
In another preference, with the total weight of described microcapsule, the content of described natural polymer is 0.1-50%.
In another preference, the mean diameter of described microcapsule is 200 nanometer-20 microns.
In another preference, the mean diameter of described microcapsule is 1 micron-10 microns.
In another preference, described inorganic UV screener is selected from: Zinc oxide particles, titanium dioxide granule and combination thereof.
In another preference, described organic uv absorbers is selected from: dibenzoyl methane class, benzophenone, cinnamate derivative, hydroxy phenyl s-triazine, benzotriazole and combination thereof.
In another preference, described microcapsule is also containing water, organic solvent, surfactant, stabilizing agent or its combination.
In another preference, described microcapsule also comprises liquid sunscreen, and described liquid sunscreen and described solid sunscreen are all wrapped in the microcapsule that described natural polymer formed.
Second aspect present invention provides the preparation method of the microcapsule described in a kind of first aspect present invention, comprises the following steps:
A natural polymer is dissolved in water or aqueous solution and forms solution by ();
B solid sunscreen is dispersed in the solution that step (a) obtains and forms S/W dispersion liquid by (), or be liquid by solid sunscreen heating and melting, is dispersed in the solution that step (a) obtains and forms O/W emulsion;
C S/W dispersion liquid that step (b) obtains by () or O/W emulsion dispersion form S/W/O emulsion or O/W/O emulsion in containing the oil phase of lipophilic surfactant;
D described S/W/O emulsion that step (c) obtains by () or the solidification of O/W/O emulsion obtain described microcapsule,
Wherein, described natural polymer, solid sunscreen are as described in the first aspect of the invention;
Described lipophilic surfactant is sorbitan sesquioleate, polyoxyethylene ether, polyoxyethylene hydrogenated Oleum Ricini, sorbitan trioleate, sorbitan monooleate, anhydrous sorbitol tristearate, alkylglycoside, cithrol or its combination;
Described oil phase is silicone oil, liquid paraffin, olive oil, Oleum Cocois, Oleum Ricini, hardened soybean oil or its combination.
In another preference, the mass concentration of the solution that described step (a) obtains is 0.1-50%.
In another preference, the mass ratio of described solid dispersion and described natural polymer is 800-0.002.
In another preference, in step (c), in described oil phase, lipophilic surfactant consumption is the 0.5-20wt% of oil phase, preferably, is 0.5-10wt%.
In another preference, in step (c), S/W dispersion liquid or O/W emulsion are 10:1-1:10 with the mass ratio of the oil phase containing lipophilic surfactant.
In another preference, in described step (d), by following, S/W/O emulsion or O/W/O emulsion can well known to a person skilled in the art that mode is cured: for the polymer of high-temperature digestion low-temperature setting, solidification that the S/W/O emulsion formed as embedded material as agar, agarose or O/W/O emulsion (can be less than 40 DEG C of even ice baths) at a lower temperature; The S/W/O emulsion that the cellulose dissolved for low temperature, highly basic, Strong shear power condition is formed as embedded material or O/W/O emulsion can be solidified under the condition of room temperature, acid adding; The S/W/O emulsion formed as embedded material as chitosan for the material solidified under cross-linking agent existence condition or O/W/O emulsion, can add aldehydes, as hexandial, glutaraldehyde etc., or phosphoric acid salt, the solidifications such as tripolyphosphate, four Quadrafos.
In another preference, in described step (b), in the solution that described step (a) obtains, be also added with liquid sunscreen.
In another preference, in described step (b), in the solution that described step (a) obtains, also add organic solvent, surfactant, stabilizing agent or its combination;
Described organic solvent is selected from: ethanol, isopropyl alcohol, methanol, acetone, silicone oil, liquid paraffin, olive oil, Oleum Cocois, Oleum Ricini, hardened soybean oil and combination thereof;
Described surfactant is selected from: Tween, Triton, SDS (sodium lauryl sulphate), CTAB (cetyl trimethyl ammonium bromide), SDBS (dodecylbenzene sodium sulfonate), sodium alkyl sulfate, polyoxyethylene ether, alkylglycoside, cithrol, sorbitan sesquioleate, polyoxyethylene hydrogenated Oleum Ricini, sorbitan trioleate, sorbitan monooleate, anhydrous sorbitol tristearate and combination thereof;
Described stabilizing agent is selected from: polyvinyl alcohol, Polyethylene Glycol, polyvinylpyrrolidone, gelatin, xanthan gum, hydroxypropyl cellulose, phosphate, polyphosphate and combination thereof.
In another preference, described organic solvent, surfactant, stabilizing agent or its consumption combined are the 0-50wt% of S/W dispersion liquid or O/W emulsion gross weight; Be preferably 0.5-40wt%; Be more preferably 5-35wt%.
Third aspect present invention provides a kind of sun care preparations, containing the microcapsule described in first aspect present invention.
In another preference, the microcapsule also containing parcel liquid sunscreen in described sun care preparations, liquid sunscreen and solid sunscreen are all wrapped in the microcapsule of natural polymer stroke.
Should be understood that within the scope of the present invention, above-mentioned each technical characteristic of the present invention and can combining mutually between specifically described each technical characteristic in below (eg embodiment), thus form new or preferred technical scheme.As space is limited, tiredly no longer one by one to state at this.
Accompanying drawing explanation
Fig. 1 is the optical microscope photograph of chitosan imbedded 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole.
Fig. 2 is the grain size distribution of chitosan imbedded 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole.
Fig. 3 is the optical microscope photograph of agar embedding butyl methoxydibenzoylmethise.
Fig. 4 is the grain size distribution of agar embedding butyl methoxydibenzoylmethise.
Fig. 5 is the optical microscope photograph of Agarose embedding titanium dioxide.
Fig. 6 is the grain size distribution of Agarose embedding titanium dioxide.
Fig. 7 is the optical microscope photograph of cellulose embedding zinc oxide.
Fig. 8 is the grain size distribution of cellulose embedding zinc oxide.
Fig. 9 is the optical microscope photograph of Agarose embedding zinc oxide and ethylhexyl methoxy cinnamate.
Figure 10 is the optical microscope photograph of chitosan imbedded 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole.
Figure 11 is the grain size distribution of chitosan imbedded 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole.
Figure 12 is the uv absorption property being used alone two kinds of solid-state UV absorbent microcapsules.
Figure 13 compares with the uv absorption property of liquid ultraviolet absorber microcapsule (OMC) used in combination and solid ultraviolet absorber microcapsule (UV360) for being used alone a kind of liquid ultraviolet absorber microcapsule (OMC).
Figure 14 compares with the uv absorption property of liquid ultraviolet absorber microcapsule (OMC) used in combination and solid ultraviolet absorber microcapsule (Parsol1789) for being used alone a kind of liquid ultraviolet absorber microcapsule (OMC).
Detailed description of the invention
Present inventor is through extensively and in depth studying, unexpected discovery adopts natural polymer parcel solid sunscreen, effectively can avoid the decomposition of sunscreen, and solid sunscreen and skin can be separated, reduce the stimulation to skin, in addition, the effect that hydrophilic natural polymer also can play and hide color, improve feel, strengthen its conformability in cosmetics.On this basis, the present invention is completed.
Solid sunscreen
Solid sunscreen of the present invention refers to inorganic UV screener, organic uv absorbers or its mixture.
Inorganic UV screener is selected from Zinc oxide particles, titanium dioxide granule and combination thereof.
Organic uv absorbers is selected from dibenzoyl methane class, benzophenone, cinnamate derivative, hydroxy phenyl s-triazine, benzotriazole and combination thereof, as butyl methoxydibenzoylmethise, 2,4-diethoxy-6-(2 ', 4 '-dihydroxy phenyl)-1,3,5-triazine, 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole, di-2-ethylhexylphosphine oxide [6-BTA-4-tert-octylphenol].
Natural polymer
Natural polymer is that occurring in nature exists, the polymer of unartificial synthesis, can derive from animal body, as chitosan, also can derive from plant, as cellulose, can also derive from algae, as agar, agarose.
The natural polymer that the present invention is used, includes but not limited to agar, agarose, cellulose, Chitosan-phospholipid complex.
As known in the art, in order to obtain the good polymeric material of quality, physical or chemical treatment may be carried out to the polymer of these natural origins, as purification, chemical modification.As carried out deacetylatedly making it more easily dissolve to chitosan, filtration is carried out to agar and removes insoluble matter and make that it is more stable, carry out ethyoxyl to agarose modifies and can dissolve at a lower temperature.
Microcapsule
Microcapsule of the present invention, comprises natural polymer and solid sunscreen, and described solid sunscreen is wrapped in the microcapsule of described natural polymer formation.
Microcapsule of the present invention, mean diameter is 200 nanometer-20 microns, is preferably 1 micron-10 microns.
Solid sunscreen is coated by natural polymer, can effectively avoid the decomposition of sunscreen and itself and skin are separated reducing its stimulation to skin, hydrophilic natural polymer also can play and hide color, improve feel, strengthen its conformability in cosmetics.
In addition, natural polymer solidify to form in the process of gel particle under certain condition, can store large quantity of moisture in its macromolecular network structure.Therefore, microcapsule also can be moisture.
In order to promote the dispersion of solid sunscreen in macromolecular material, organic solvent can be added, as ethanol, isopropyl alcohol, methanol, acetone, silicone oil, liquid paraffin, olive oil, Oleum Cocois, Oleum Ricini, hardened soybean oil or its combination etc.; Surfactant can be added, as Tween, Triton (as TX-100), SDS, CTAB, SDBS, sodium alkyl sulfate, polyoxyethylene ether (as PO-500, PO-310), alkylglycoside, cithrol, sorbitan sesquioleate (as Arlacel83), polyoxyethylene hydrogenated Oleum Ricini, sorbitan trioleate (as Span85), sorbitan monooleate (as Span80), anhydrous sorbitol tristearate (as Span65) or its combination; Stabilizing agent can be added, as polyvinyl alcohol, Polyethylene Glycol, polyvinylpyrrolidone, gelatin, xanthan gum, hydroxypropyl cellulose, phosphate, polyphosphate or its combination etc.Therefore, microcapsule also can contain organic solvent, surfactant, stabilizing agent or its combination.
Usually, in order to improve sun-proof result, can by used in combination to a kind of solid sunscreen (as solid sunscreen ZnO nano granule) and other liquid sunscreen (as ethylhexyl methoxy cinnamate).Microcapsule of the present invention can also comprise liquid sunscreen, and described liquid sunscreen and described solid sunscreen are all wrapped in the microcapsule that described natural polymer formed, and liquid sunscreen and solid sunscreen are embedded in microcapsule simultaneously.In addition, also the microcapsule of the microcapsule of parcel solid sunscreen of the present invention with parcel liquid sunscreen can be mixed, in sun care preparations.
Preparation method
Microcapsule preparation method of the present invention, comprises the following steps:
A natural polymer is dissolved in water or aqueous solution and forms solution by ();
B solid sunscreen is dispersed in the solution that step (a) obtains and forms S/W dispersion liquid by (), or be liquid by solid sunscreen heating and melting, is dispersed in the solution that step (a) obtains and forms O/W emulsion;
C S/W dispersion liquid that step (b) obtains by () or O/W emulsion dispersion form S/W/O emulsion or O/W/O emulsion in containing the oil phase of lipophilic surfactant;
D described S/W/O emulsion that step (c) obtains by () or the solidification of O/W/O emulsion obtain described microcapsule.
Solid sunscreen described in natural polymer described in step (a), step (b) as previously mentioned.
In step (a), described aqueous solution refers to the solution that acid is formed with water, alkali and water, salt and water or polymer and water, and wherein the quality of water accounts for the 50%-99.9% of aqueous solution quality, is preferably 75-99.5%, is more preferably 85-99%.Described acid is mineral acid or its mixture such as the organic acid such as acetic acid, citric acid or phosphoric acid, hydrochloric acid, sulphuric acid, and described alkali is sodium hydroxide, potassium hydroxide, ammonia or its mixture.Described salt is for containing Na
+, K
+, Mg
2+, Ca
2+, Zn
2+, NH
4 +deng and water-soluble salt under normal temperature and pressure state, as sodium chloride, potassium chloride, sodium sulfate, calcium chloride etc.
As is known to the person skilled in the art, according to natural polymer dissolubility and concentration, suitable temperature can be chosen, add acid or alkali, shearing force, make it be dissolved in the water.Such as deacetylated chitosan can be dissolved in the water under pH is less than the normal temperature condition of 4, needs to add acetic acid when dissolving; Low solubility agarose can be dissolved in water at about 80 DEG C; Agar dissolves under needing the temperature more than 100 DEG C; Cellulose needs just can be dissolved in water under low temperature, highly basic, Strong shear power condition, also needs to add highly basic in course of dissolution, and as sodium hydroxide solution, after certain hour is freezing, high speed machine stirs again; During dissolution of high-concentration cellulose solution, required shearing force is larger than low concentration solution, and dissolution of high-concentration agarose solution is temperature required higher than low concentration agarose solution.
The solid sunscreen be wrapped by can be liquid in preparation process, if butyl methoxydibenzoylmethise melting when high temperature (more than 95 DEG C) is liquid, also can be solid particle state, as zinc oxide, titania nanoparticles.
In preparation process, also can liquid sunscreen together be joined in the solution that step (a) obtains with solid sunscreen (preferably after melting), obtain the microcapsule simultaneously wrapping up solid sunscreen and liquid sunscreen.Liquid sunscreen is various liquid sunscreen known in the art, as ethylhexyl methoxy cinnamate (OMC), 2-cyano group-3,3-diphenyl 2-Propenoic acid-2-ethylhexyl ester etc.
In described step (b), organic solvent can be added, as ethanol, isopropyl alcohol, methanol, acetone, silicone oil, liquid paraffin, olive oil, Oleum Cocois, Oleum Ricini, hardened soybean oil or its combination etc. in the solution that described step (a) obtains.Surfactant can be added if Tween is (as Tween20 in the solution that described step (a) obtains, Tween40, Tween60, Tween80 etc.), Triton (as TX-100), SDS, CTAB, SDBS, sodium alkyl sulfate, polyoxyethylene ether is (as PO-500, PO-310), alkylglycoside, cithrol, sorbitan sesquioleate (as Arlacel83), polyoxyethylene hydrogenated Oleum Ricini, sorbitan trioleate (as Span85), sorbitan monooleate (as Span80), anhydrous sorbitol tristearate (as Span65), or its combination, promote sunscreen dispersion.Also can add stabilizing agent in the solution that described step (a) obtains as polyvinyl alcohol, Polyethylene Glycol, polyvinylpyrrolidone, gelatin, xanthan gum, hydroxypropyl cellulose, phosphate, polyphosphate or its combination, promote sunscreen dispersion.Such as, when sunscreen is butyl methoxydibenzoylmethise, surfactant Tween20, Tween80 and TX-100 can be added, be distributed under the condition of high speed shear in agarose solution and form O/W emulsion; For solid-state sunscreen, as titania nanoparticles, surfactant can be added as polyoxyethylene ether, cithrol etc., under the condition of high speed shear, first be distributed to cellulose aqueous solution be mixed to form S (solid)/W (water) dispersion liquid.Sunscreen be liquid and solid mixture time, surfactant and stabilizing agent can be added simultaneously and dispersible in chitosan-acetic acid solution form S/O/W dispersion liquid as ethylhexyl methoxy cinnamate and Zinc oxide nanoparticle mixture add Tween20 and PEG-10000.The dispersion effect that also can reach in conjunction with dispersing modes such as ultrasonic, grindings.Organic solvent, surfactant, stabilizing agent or its consumption combined are the 0-50wt% of S/W dispersion liquid or O/W emulsion gross weight, and preferably, being 0.5-40wt%, is more preferably 5-35wt%.
Oil phase described in step (c) be in preparation process for liquid, be insoluble to solution that step (a) formed and adding the solution formed with step (a) under lipophilic surfactant condition and can be formed the compound of emulsion, can be silicone oil, liquid paraffin, olive oil, Oleum Cocois, Oleum Ricini, hardened soy bean wet goods country allow to use in cosmetics and be grease or its combination of liquid at the operational.In oil phase consumption and step (b), S/W dispersion liquid or O/W emulsion consumption mass ratio are 1:10-10:1, if mass ratio is too little, microcapsule diameter is difficult to control; If mass ratio is too large, microcapsule productive rate is too low.
Lipophilic surfactant described in step (c) is dissolved in used oil phase, can be selected from sorbitan sesquioleate (as Arlacel83), polyoxyethylene ether (as PO-500, PO-310), polyoxyethylene hydrogenated Oleum Ricini, sorbitan trioleate (as Span85), sorbitan monooleate (as Span80), anhydrous sorbitol tristearate (as Span65), alkylglycoside, cithrol etc.In oil phase, lipophilic surfactant consumption is the 0.5-10wt% of oil phase, if consumption, is difficult to control microcapsule diameter very little; If consumption is too many, the control of particle diameter is not improved.
According to the stability of polymer solution, the temperature of corresponding set-up procedure (c).As when polymer be agar and agarose time, the temperature of step (c) is 40 DEG C-100 DEG C; When polymer is cellulose, the temperature of step (c) is-10 DEG C-40 DEG C.In addition, step (c) is prepared in S/W/O emulsion or O/W/O emulsion process except adding aqueous phase, oil phase, surfactant, the compound making emulsion-stabilizing can also be added, as stabilizing agents such as polyvinyl alcohol, Polyethylene Glycol, polyvinylpyrrolidone, gelatin, xanthan gum, hydroxypropyl cellulose, phosphate, polyphosphates.Wherein, aqueous phase refers to the described S/W dispersion liquid that step (b) obtains or O/W emulsion.
In step (d), S/W/O emulsion or O/W/O emulsion solidify to form the condition of granule can depending on natural polymer dissolution properties.For the polymer of high-temperature digestion low-temperature setting, as agar, agarose, solidification that the S/W/O emulsion formed as embedded material or O/W/O emulsion (can be less than 40 DEG C of even ice baths) at a lower temperature.The S/W/O emulsion that the cellulose dissolved for low temperature, highly basic, Strong shear power condition is formed as embedded material or O/W/O emulsion can be solidified under the condition of room temperature, acid adding.In addition, cross-linking agent can be added in step (d), microencapsulated material is solidified under the process conditions of suitable control, as microencapsulated material be chitosan time, aldehydes, hexandial, glutaraldehyde etc. can be added, or phosphoric acid salt, tripolyphosphate, four Quadrafos etc. shorten the hardening time of chitosan.
Sun care preparations
The present invention also provides a kind of sun care preparations, and it contains microcapsule of the present invention.
In order to improve the sun-proof result of cosmetics, also can containing liquid sunscreen or the microcapsule wrapping up liquid sunscreen in cosmetics of the present invention.
The above-mentioned feature that the present invention mentions, or the feature that embodiment is mentioned can combination in any.All features that this case description discloses can with any composition forms and use, each feature disclosed in description, anyly can provide identical, alternative characteristics that is impartial or similar object replaces.Therefore apart from special instruction, the feature disclosed is only general example that is impartial or similar features.
Beneficial effect of the present invention is:
(1) a kind of microcapsule of novel parcel solid sunscreen is provided, there is preferably uv absorption property, improve sun protection;
(2) the solid sunscreen in microcapsule is wrapped up by natural polymer, effectively can avoid the decomposition of solid sunscreen;
(3) solid sunscreen and skin are separated by natural polymer, reduce its stimulation to skin;
(4) effect that hydrophilic natural polymer also can play and hide color, improve feel, strengthen its conformability in cosmetics.
Below in conjunction with specific embodiment, set forth the present invention further.Should be understood that these embodiments are only not used in for illustration of the present invention to limit the scope of the invention.The experimental technique of unreceipted actual conditions in the following example, the usually conveniently conditioned disjunction condition of advising according to manufacturer.
Unless otherwise defined, all specialties used in literary composition and scientific words and one skilled in the art the same meaning be familiar with.In addition, any method similar or impartial to described content and material all can be applicable in the inventive method.The use that better implementation method described in literary composition and material only present a demonstration.
Embodiment 1
It is in 1wt% aqueous acetic acid that deacetylated for 0.3g chitosan (deacetylation 89%) is joined 20g concentration, and stirring 30min at 200 rpm, to make it fully dissolve for subsequent use.
5g2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole (UV360), 0.017g PVAC polyvinylalcohol (degree of polymerization 1750) are joined in above-mentioned dissolving deacetylated chitosan solution for subsequent use, under room temperature, 1000RPM, stirs 10min afterwards obtain S/W dispersion liquid.
Using for subsequent use as the oil phase containing lipophilic surfactant for the mixing material 50g (Span80 accounts for the 4wt% of olive oil weight) of olive oil and Span80.
Above-mentioned S/W dispersion liquid is joined in the oil phase olive oil containing lipophilic surfactant Span80, under room temperature, 1000RPM, stirs 60min obtain S/W/O emulsion.3.75 × 10 are dripped afterwards under room temperature, 200RPM stir
-3the glutaraldehyde water solution of g (amino is 1:1 with the mol ratio of aldehyde radical) 1wt%, cross-linking reaction 1h at 300 rpm, makes S/W/O emulsion solidify, sucking filtration afterwards, with distilled water wash product.
Obtained microcapsule optical microscope photograph is shown in accompanying drawing 1, and particle size distribution is shown in accompanying drawing 2, and the particle diameter (MalvernZetasizerNanoZS test) of product is distributed in 2-7 μm, and mean diameter is 3.73 μm, and particle diameter is very even.
Embodiment 2
0.8g agar is joined in 20g water, under 110 DEG C of oil baths, heat 30min make it fully dissolve, for subsequent use at 95 DEG C afterwards.
5g organic uv absorbers butyl methoxydibenzoylmethise (Parsol1789) is mixed at 95 DEG C with 0.3gTween80, join in above-mentioned dissolving agar solution for subsequent use, afterwards 95 DEG C, stir 10min under 1000RPM and obtain O/W emulsion.
Liquid paraffin and PO-500 mixing material 50g (PO-500 accounts for the 0.5wt% of liquid paraffin weight) are preheating to 95 DEG C for subsequent use as the oil phase containing lipophilic surfactant.
Above-mentioned O/W emulsion is joined in the oil phase containing lipophilic surfactant, 95 DEG C, stir 60min under 1000RPM and obtain O/W/O emulsion.
O/W/O emulsion slowly stirs 60min cooling at 200 rpm and is down to cold curing, and sucking filtration is with distilled water wash product afterwards.
Obtained microcapsule optical microscope photograph is shown in accompanying drawing 3, and particle size distribution is shown in accompanying drawing 4, and the particle size distribution of product is between 3-8 micron, and mean diameter is 5.1 microns, and particle diameter is very even.
Embodiment 3
0.8g agarose is joined in 20g water, under 110 DEG C of oil baths, heat 30min make it fully dissolve, for subsequent use at 80 DEG C afterwards.
3g titanium dioxide, 0.01g polyvinylpyrrolidone PVP-K90,15g dehydrated alcohol are joined in above-mentioned dissolving agarose solution for subsequent use, afterwards 80 DEG C, stir 10min under 1000RPM and obtain S/W dispersion liquid.
Liquid paraffin and Span80 mixing material 25g (Span80 accounts for the 10wt% of liquid paraffin weight) are preheating to 80 DEG C for subsequent use as the oil phase containing lipophilic surfactant.
S/W dispersion liquid is joined in the oil phase containing lipophilic surfactant 80 DEG C, stir 60min under 1000RPM and obtain S/W/O emulsion.
S/W/O emulsion slowly stirs 60min cooling at 200 rpm and is down to cold curing, and sucking filtration is with distilled water wash product afterwards.
Obtained microcapsule optical microscope photograph is shown in accompanying drawing 5, and particle size distribution is shown in accompanying drawing 6, and the particle size distribution of product is at 2-7 μm, and mean diameter is 3.62 μm, and particle diameter is very even.
Embodiment 4
1.8g cellulose, 1.4g sodium hydroxide and 2.4g carbamide are joined in 16g water, at-12 DEG C, cools 30min, take out and stir 30min at 1,000 rpm to make it fully dissolve for subsequent use.
5g zinc oxide and liquid organic uv absorbers ethylhexyl methoxy cinnamate (OMC) of 5g, 0.05gPEG-10000,0.3gTween80 are mixed to join in above-mentioned dissolving cellulose solution for subsequent use, under room temperature, 1000RPM, stir 10min afterwards obtain S/O/W dispersion liquid.
Using liquid paraffin and Span80 mixing material 300g (Span80 accounts for the 6wt% of liquid paraffin weight) for subsequent use as the oil phase containing lipophilic surfactant.
S/O/W dispersion liquid is joined in the oil phase containing lipophilic surfactant and under room temperature, 1000RPM, stir 60min obtain S/W/O emulsion.Under room temperature, 200RPM, stir 60min afterwards make the precuring of S/W/O emulsion, drip 12g1mol/L hydrochloric acid solution to neutrality afterwards and make after it fully solidifies, sucking filtration is with distilled water wash product.
Obtained microcapsule optical microscope photograph is shown in accompanying drawing 7, and particle size distribution is shown in accompanying drawing 8, and the particle size distribution of product is at 3-7 μm, and mean diameter is 5.1 μm, and particle diameter is very even.
Embodiment 5
2g agarose is joined in 20g water, under 110 DEG C of oil baths, heat 30min make it fully dissolve, for subsequent use at 80 DEG C afterwards.
2g zinc oxide and liquid organic uv absorbers ethylhexyl methoxy cinnamate (OMC) of 5g, 0.05gPEG-10000,0.3gTween80 are mixed to join in above-mentioned dissolving cellulose solution for subsequent use, under room temperature, 1000RPM, stir 10min afterwards obtain S/O/W dispersion liquid.
Using liquid paraffin and Span80 mixing material 50g (Span80 accounts for the 6wt% of liquid paraffin weight) for subsequent use as the oil phase containing lipophilic surfactant.
S/O/W dispersion liquid is joined in the oil phase containing lipophilic surfactant 80 DEG C, stir 60min under 1000RPM and obtain S/O/W/O emulsion.
S/O/W/O emulsion slowly stirs 60min cooling at 200 rpm and is down to cold curing, and sucking filtration obtains with distilled water wash product the microcapsule embedding zinc oxide solid particle and ethylhexyl methoxy cinnamate (OMC) liquid afterwards.Obtained microcapsule optical microscope photograph is shown in accompanying drawing 9.
Embodiment 6
It is in 1wt% aqueous acetic acid that deacetylated for 0.1g chitosan (deacetylation 89%) is joined 20g concentration, and stirring 30min at 200 rpm, to make it fully dissolve for subsequent use.
10g2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole, 0.017g PVAC polyvinylalcohol (degree of polymerization 1750) are joined in above-mentioned dissolving deacetylated chitosan solution for subsequent use, under room temperature, 1000RPM, stirs 10min afterwards obtain S/W dispersion liquid.
Using for subsequent use as the oil phase containing lipophilic surfactant for the mixing material 50g (Span80 accounts for the 4wt% of olive oil weight) of olive oil and Span80.
Above-mentioned S/W dispersion liquid is joined in the oil phase olive oil containing lipophilic surfactant Span80, under room temperature, 1000RPM, stirs 60min obtain S/W/O emulsion.3.75 × 10 are dripped afterwards under room temperature, 200RPM stir
-3the glutaraldehyde water solution of g (amino is 1:1 with the mol ratio of aldehyde radical) 1wt%, cross-linking reaction 1h at 300 rpm, S/W/O emulsion is solidified, sucking filtration afterwards, obtains embedding the microcapsule of solid sunscreen 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole with distilled water wash product.Obtained microcapsule optical microscope photograph is shown in accompanying drawing 10, and particle size distribution is shown in accompanying drawing 11, and the particle size distribution of product is at 3-7 μm, and mean diameter is 5.1 μm, and particle diameter is very even.
Comparative example 1
0.8g agar is joined in 20g water, under 110 DEG C of oil baths, heat 30min make it fully dissolve, for subsequent use at 80 DEG C afterwards.
After liquid for 5g organic uv absorbers ethylhexyl methoxy cinnamate (OMC) is mixed with 0.3gTween80, join in above-mentioned dissolving agar solution for subsequent use, afterwards 80 DEG C, stir 10min under 1000RPM and obtain O/W emulsion.
50g soybean oil and Arlacal83 mixing material (Arlacal83 accounts for the 6wt% of soybean oil weight) are preheating to 95 DEG C for subsequent use as the oil phase containing lipophilic surfactant.
Above-mentioned O/W emulsion is joined in the oil phase containing lipophilic surfactant, 95 DEG C, stir 60min under 1000RPM and obtain O/W/O emulsion.
O/W/O emulsion slowly stirs 60min cooling at 200 rpm and is down to cold curing, and sucking filtration is with distilled water wash product afterwards.
Sun-proof performance test 1
Microcapsule prepared by 1.1 embodiments 1
The 3M that the embedding 2-that embodiment 1 method prepared (2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole (UV360) uniform microcapsule is applied in area 7cm*7cm imitates on skin adhesive tape, uv absorption is surveyed, rate of absorbing UV > 95% in 250-350nm.See Figure 12.
Microcapsule prepared by 1.2 embodiments 2
Embedding butyl methoxydibenzoylmethise (Parsol1789) microcapsule embodiment 2 method prepared is got 0.1g uniform application and is imitated on skin adhesive tape in the 3M that area is 7cm*7cm, uv absorption is surveyed, rate of absorbing UV > 95% in 250-350nm.See Figure 12.
Visible, be used alone embedding solid-state UV absorbent microcapsule, at 250-350nm Inner, there is excellent sun-proof performance.
Sun-proof performance test 2
Microcapsule prepared by 2.1 comparative examples 1
Getting embedding liquid organic uv absorbers ethylhexyl methoxy cinnamate uniform microcapsule that 0.1g prepared according to comparative example 1 method, to be applied in area be that the 3M of 7cm*7cm imitates on skin adhesive tape, uv absorption is surveyed in 250-380nm, see OMC in Figure 13, embed liquid organic uv absorbers ethylhexyl methoxy cinnamate microcapsule rate of absorbing UV within the scope of 250-330nm to be greater than within the scope of 96%, 330-380nm without obvious uv absorption.
Microcapsule prepared by 2.2 comparative examples 1 and embodiment 1
After the embedding ethylhexyl methoxy cinnamate microcapsule prepared according to comparative example 1 method and the embedding 2-prepared according to embodiment 1 method (2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole (UV360) microcapsule is mixed according to 1:1 mass ratio, getting 0.1g uniform application imitates on skin adhesive tape in the 3M that area is 7cm*7cm, uv absorption is surveyed in 250-380nm, see OMC+UV360 in Figure 13, embedding liquid state and solid-state organic uv absorbers microcapsule mixture rate of absorbing UV within the scope of 330-380nm obviously increase.
Microcapsule prepared by 2.3 comparative examples 1 and embodiment 2
After the embedding ethylhexyl methoxy cinnamate microcapsule prepared according to comparative example 1 method and the embedding butyl methoxydibenzoylmethise microcapsule prepared according to embodiment 2 method are mixed according to 1:1 mass ratio, getting 0.1g uniform application imitates on skin adhesive tape in the 3M that area is 7cm*7cm, uv absorption is surveyed in 250-380nm, see OMC+Parsol1789 in Figure 14, embedding liquid state and solid-state organic uv absorbers microcapsule mixture rate of absorbing UV within the scope of 320-380nm obviously increase.
Visible, after adding embedding solid-state UV absorbent microcapsule, sun-proof performance obviously strengthens.
The all documents mentioned in the present invention are quoted as a reference all in this application, are just quoted separately as a reference as each section of document.In addition should be understood that those skilled in the art can make various changes or modifications the present invention after having read above-mentioned teachings of the present invention, these equivalent form of values fall within the application's appended claims limited range equally.
Claims (8)
1. a microcapsule, is characterized in that, described microcapsule comprises solid sunscreen and natural polymer, and described solid sunscreen is wrapped in the microcapsule of described natural polymer formation, wherein,
Described solid sunscreen is inorganic UV screener, SOLID ORGANIC ultraviolet absorber or its mixture;
Described natural polymer is agar, agarose, cellulose or chitosan,
The mean diameter of described microcapsule is 200 nanometer-20 microns,
And described microcapsule also comprises liquid sunscreen, described liquid sunscreen and described solid sunscreen are all wrapped in the microcapsule that described natural polymer formed,
Wherein, described SOLID ORGANIC ultraviolet absorber is selected from: dibenzoyl methane class, benzophenone, hydroxy phenyl s-triazine, benzotriazole and combination thereof.
2. microcapsule as claimed in claim 1, it is characterized in that, the mean diameter of described microcapsule is 1 micron-10 microns.
3. microcapsule as claimed in claim 1, it is characterized in that, described inorganic UV screener is selected from: Zinc oxide particles, titanium dioxide granule and combination thereof.
4. microcapsule as claimed in claim 1, it is characterized in that, described SOLID ORGANIC ultraviolet absorber is butyl methoxydibenzoylmethise, 2,4-diethoxy-6-(2 ', 4 '-dihydroxy phenyl)-1,3,5-triazine, 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole, di-2-ethylhexylphosphine oxide [6-BTA-4-tert-octylphenol].
5. microcapsule as claimed in claim 1, is characterized in that, described microcapsule is also containing water, organic solvent, surfactant, stabilizing agent or its combination.
6. a preparation method for microcapsule according to claim 1, is characterized in that, comprises the following steps:
A natural polymer is dissolved in water or aqueous solution and forms solution by ();
B solid sunscreen is dispersed in the solution that step (a) obtains and forms S/W dispersion liquid by ();
C S/W dispersion liquid that step (b) obtains by () is dispersed in the oil phase containing lipophilic surfactant and forms S/W/O emulsion;
D described S/W/O emulsion solidification that step (c) obtains by () obtains described microcapsule,
Wherein, described natural polymer, solid sunscreen are as claimed in claim 1;
Described lipophilic surfactant is sorbitan sesquioleate, polyoxyethylene ether, polyoxyethylene hydrogenated Oleum Ricini, sorbitan trioleate, sorbitan monooleate, anhydrous sorbitol tristearate, alkylglycoside, cithrol or its combination;
Described oil phase is silicone oil, liquid paraffin, olive oil, Oleum Cocois, Oleum Ricini, hardened soybean oil or its combination;
And in described step (b), in the solution that described step (a) obtains, be also added with liquid sunscreen.
7. preparation method as claimed in claim 6, is characterized in that, in described step (b), also adds organic solvent, surfactant, stabilizing agent or its combination in the solution that described step (a) obtains;
Described organic solvent is selected from: ethanol, isopropyl alcohol, methanol, acetone, silicone oil, liquid paraffin, olive oil, Oleum Cocois, Oleum Ricini, hardened soybean oil and combination thereof;
Described surfactant is selected from: Tween, Triton, SDS (sodium lauryl sulphate), CTAB (cetyl trimethyl ammonium bromide), SDBS (dodecylbenzene sodium sulfonate), sodium alkyl sulfate, polyoxyethylene ether, alkylglycoside, cithrol, sorbitan sesquioleate, polyoxyethylene hydrogenated Oleum Ricini, sorbitan trioleate, sorbitan monooleate, anhydrous sorbitol tristearate and combination thereof;
Described stabilizing agent is selected from: polyvinyl alcohol, Polyethylene Glycol, polyvinylpyrrolidone, gelatin, xanthan gum, hydroxypropyl cellulose, phosphate, polyphosphate and combination thereof.
8. a sun care preparations, is characterized in that, containing the microcapsule described in any one of claim 1 to 5.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310098635.5A CN103169625B (en) | 2013-03-25 | 2013-03-25 | Wrap up the microcapsule of solid sunscreen, preparation method and application thereof |
| TW102139690A TWI601538B (en) | 2013-03-25 | 2013-11-01 | Microcapsule encapsulating a solid sunscreen, and preparation and use thereof |
| JP2014055886A JP2014185152A (en) | 2013-03-25 | 2014-03-19 | Microcapsule for enclosing solid sunscreen agent, production method thereof, and use thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201310098635.5A CN103169625B (en) | 2013-03-25 | 2013-03-25 | Wrap up the microcapsule of solid sunscreen, preparation method and application thereof |
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| CN103169625A CN103169625A (en) | 2013-06-26 |
| CN103169625B true CN103169625B (en) | 2016-04-13 |
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| JP (1) | JP2014185152A (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104336013B (en) * | 2013-08-02 | 2016-05-25 | 浙江农林大学 | The preparation method of Tebuconazole Nano capsule |
| CN103610600A (en) * | 2013-11-15 | 2014-03-05 | 上海应用技术学院 | Ethyl cellulose particle loaded with oil-soluble sun screener benzophenone-3 and preparation method thereof |
| CN104434548B (en) * | 2014-12-16 | 2018-01-05 | 重庆小丸科贸有限公司 | A kind of hydrogel microcapsule with sun-proof function |
| CN104873412B (en) * | 2015-05-04 | 2017-08-25 | 上海应用技术学院 | A kind of methyl methacrylate cross-linked polymer particle and preparation method for loading fat-soluble sun-screening agent |
| CN104873411B (en) * | 2015-05-04 | 2017-08-25 | 上海应用技术学院 | A kind of styrene cross-linked polymer particle for loading fat-soluble sun-screening agent and preparation method thereof |
| US10900002B2 (en) * | 2015-06-05 | 2021-01-26 | Firmenich Sa | Microcapsules with high deposition on surfaces |
| CN105232353B (en) * | 2015-11-04 | 2018-03-27 | 南京华狮新材料有限公司 | A kind of cold-type yellow (clear) suncream or skin cream and preparation method thereof |
| KR101833612B1 (en) * | 2016-03-30 | 2018-02-28 | 선진뷰티사이언스(주) | Polymer composite particles containing much of organic sunscreen agents and the method for preparing thereof |
| CN108852863A (en) * | 2017-05-10 | 2018-11-23 | 滕州市悟通香料有限责任公司 | A kind of handguard capsule |
| CN107519025A (en) * | 2017-08-23 | 2017-12-29 | 中山大学惠州研究院 | A kind of hydrophobic sun-proof microcapsules and preparation method thereof |
| CN111358711B (en) * | 2018-12-25 | 2023-08-11 | 万华化学集团股份有限公司 | Photosensitive material/calcium alginate core-shell nanocapsule dispersoid and preparation method thereof |
| CN109771306B (en) * | 2019-01-02 | 2021-11-30 | 江南大学 | Inorganic-organic sunscreen agent composite microsphere and preparation method thereof |
| CN109999737A (en) * | 2019-03-20 | 2019-07-12 | 华南理工大学 | A kind of antifouling microcapsules of Degradable environment protection and the preparation method and application thereof |
| CN110387748A (en) * | 2019-06-21 | 2019-10-29 | 李新根 | A kind of preparation method of antiultraviolet microcapsule dressing agent |
| CN110484042B (en) * | 2019-07-05 | 2022-03-08 | 中山大学 | Self-repairing super-hydrophobic nano anticorrosive coating and preparation method thereof |
| CN112169716A (en) * | 2020-09-09 | 2021-01-05 | 中国科学院山西煤炭化学研究所 | Preparation method of microcapsule coated with solid microparticles |
| CN112402291A (en) * | 2020-11-26 | 2021-02-26 | 上海应用技术大学 | Composite wall material particle coated with fat-soluble sunscreen agent, preparation method and application |
| CN114931515A (en) * | 2022-06-23 | 2022-08-23 | 上海臻臣化妆品有限公司 | Method for preparing microencapsulated sunscreens, microencapsulated sunscreens and sunscreen products comprising the same |
| CN116139034B (en) * | 2023-03-03 | 2024-12-10 | 广东工业大学 | A triazine sunscreen microcapsule and its preparation method and application |
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| JP4840829B2 (en) * | 2009-09-01 | 2011-12-21 | 株式会社 資生堂 | Sunscreen cosmetics |
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| CN1287877A (en) * | 1999-07-27 | 2001-03-21 | 株式会社资生堂 | Micro-capsule and its prepn. method |
| CN1422609A (en) * | 2002-12-11 | 2003-06-11 | 曾仲韬 | Microcapsul water-aqua type cosmetic, personal care article and external-use medicine |
| CN101293191A (en) * | 2007-04-25 | 2008-10-29 | 中国科学院过程工程研究所 | A kind of agarose gel microsphere and preparation method thereof |
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| TW201436808A (en) | 2014-10-01 |
| JP2014185152A (en) | 2014-10-02 |
| TWI601538B (en) | 2017-10-11 |
| CN103169625A (en) | 2013-06-26 |
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