US2942008A - Solubilizing of mineral, vegetable, and animal oils for cosmetic, pharmaceutical, and industrial purposes - Google Patents
Solubilizing of mineral, vegetable, and animal oils for cosmetic, pharmaceutical, and industrial purposes Download PDFInfo
- Publication number
- US2942008A US2942008A US627112A US62711256A US2942008A US 2942008 A US2942008 A US 2942008A US 627112 A US627112 A US 627112A US 62711256 A US62711256 A US 62711256A US 2942008 A US2942008 A US 2942008A
- Authority
- US
- United States
- Prior art keywords
- alcohol
- oil
- molecular weight
- mineral
- vegetable
- 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.)
- Expired - Lifetime
Links
- 239000002480 mineral oil Substances 0.000 title description 13
- 229910052500 inorganic mineral Inorganic materials 0.000 title description 11
- 230000003381 solubilizing effect Effects 0.000 title description 11
- 235000013311 vegetables Nutrition 0.000 title description 11
- 239000010775 animal oil Substances 0.000 title description 10
- 239000008158 vegetable oil Substances 0.000 title description 10
- 239000002537 cosmetic Substances 0.000 title description 9
- 239000000203 mixture Substances 0.000 claims description 43
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 34
- 150000002191 fatty alcohols Chemical class 0.000 claims description 24
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 42
- 235000019441 ethanol Nutrition 0.000 description 32
- 239000003921 oil Substances 0.000 description 24
- 235000019198 oils Nutrition 0.000 description 24
- 125000004432 carbon atom Chemical group C* 0.000 description 17
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 13
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 12
- 239000006210 lotion Substances 0.000 description 12
- 238000001556 precipitation Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 8
- 229940043348 myristyl alcohol Drugs 0.000 description 8
- 239000004166 Lanolin Substances 0.000 description 7
- 235000019483 Peanut oil Nutrition 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 7
- -1 aliphatic alcohols Chemical class 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 7
- 229940039717 lanolin Drugs 0.000 description 7
- 235000019388 lanolin Nutrition 0.000 description 7
- 239000000312 peanut oil Substances 0.000 description 7
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 6
- 241001465754 Metazoa Species 0.000 description 6
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
- 229940055577 oleyl alcohol Drugs 0.000 description 6
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- 230000001166 anti-perspirative effect Effects 0.000 description 4
- 239000003213 antiperspirant Substances 0.000 description 4
- 229960000541 cetyl alcohol Drugs 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000002917 insecticide Substances 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- 239000004006 olive oil Substances 0.000 description 4
- 235000008390 olive oil Nutrition 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000004264 Petrolatum Substances 0.000 description 3
- 108010009736 Protein Hydrolysates Proteins 0.000 description 3
- 230000002421 anti-septic effect Effects 0.000 description 3
- 239000003212 astringent agent Substances 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 239000004922 lacquer Substances 0.000 description 3
- 229940042472 mineral oil Drugs 0.000 description 3
- 239000010697 neat foot oil Substances 0.000 description 3
- 229940066842 petrolatum Drugs 0.000 description 3
- 235000019271 petrolatum Nutrition 0.000 description 3
- 239000003531 protein hydrolysate Substances 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 239000008159 sesame oil Substances 0.000 description 3
- 235000011803 sesame oil Nutrition 0.000 description 3
- 229920002545 silicone oil Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 208000001840 Dandruff Diseases 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229940064004 antiseptic throat preparations Drugs 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000005018 casein Substances 0.000 description 2
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 2
- 235000021240 caseins Nutrition 0.000 description 2
- 235000012343 cottonseed oil Nutrition 0.000 description 2
- 239000002385 cottonseed oil Substances 0.000 description 2
- 239000010730 cutting oil Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000012990 dithiocarbamate Substances 0.000 description 2
- 150000004659 dithiocarbamates Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001815 facial effect Effects 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 2
- 229960004068 hexachlorophene Drugs 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920006316 polyvinylpyrrolidine Polymers 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- OZFAFGSSMRRTDW-UHFFFAOYSA-N (2,4-dichlorophenyl) benzenesulfonate Chemical compound ClC1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=CC=C1 OZFAFGSSMRRTDW-UHFFFAOYSA-N 0.000 description 1
- JXNPEDYJTDQORS-HZJYTTRNSA-N (9Z,12Z)-octadecadien-1-ol Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCO JXNPEDYJTDQORS-HZJYTTRNSA-N 0.000 description 1
- IKYKEVDKGZYRMQ-PDBXOOCHSA-N (9Z,12Z,15Z)-octadecatrien-1-ol Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCCO IKYKEVDKGZYRMQ-PDBXOOCHSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- DKGXIVRSAKPDHF-UHFFFAOYSA-N 6-chloro-3-methyl-1-phenylpyrimidine-2,4-dione Chemical compound O=C1N(C)C(=O)C=C(Cl)N1C1=CC=CC=C1 DKGXIVRSAKPDHF-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 101150034533 ATIC gene Proteins 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 244000144730 Amygdalus persica Species 0.000 description 1
- 235000002566 Capsicum Nutrition 0.000 description 1
- 240000008574 Capsicum frutescens Species 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- XUYPXLNMDZIRQH-LURJTMIESA-N N-acetyl-L-methionine Chemical compound CSCC[C@@H](C(O)=O)NC(C)=O XUYPXLNMDZIRQH-LURJTMIESA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
- 235000019774 Rice Bran oil Nutrition 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000013566 allergen Substances 0.000 description 1
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 1
- ZZTCCAPMZLDHFM-UHFFFAOYSA-N ammonium thioglycolate Chemical compound [NH4+].[O-]C(=O)CS ZZTCCAPMZLDHFM-UHFFFAOYSA-N 0.000 description 1
- 235000021302 avocado oil Nutrition 0.000 description 1
- 239000008163 avocado oil Substances 0.000 description 1
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 239000001390 capsicum minimum Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 235000012716 cod liver oil Nutrition 0.000 description 1
- 239000003026 cod liver oil Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000262 estrogen Substances 0.000 description 1
- 230000001076 estrogenic effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 239000008266 hair spray Substances 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000005644 linolenyl group Chemical group 0.000 description 1
- JXNPEDYJTDQORS-UHFFFAOYSA-N linoleyl alcohol Natural products CCCCCC=CCC=CCCCCCCCCO JXNPEDYJTDQORS-UHFFFAOYSA-N 0.000 description 1
- 125000005645 linoleyl group Chemical group 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000010665 pine oil Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZZPKZRHERLGEKA-UHFFFAOYSA-N resorcinol monoacetate Chemical compound CC(=O)OC1=CC=CC(O)=C1 ZZPKZRHERLGEKA-UHFFFAOYSA-N 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical group CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Chemical group CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- 239000003542 rubefacient Substances 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 239000003009 skin protective agent Substances 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- LVJWPWPWOXPERC-UHFFFAOYSA-K sodium zinc octadecanoate Chemical compound [Na+].[Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O LVJWPWPWOXPERC-UHFFFAOYSA-K 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 1
- 229940098465 tincture Drugs 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 229940118827 zinc phenolsulfonate Drugs 0.000 description 1
- BOVNWDGXGNVNQD-UHFFFAOYSA-L zinc;2-hydroxybenzenesulfonate Chemical compound [Zn+2].OC1=CC=CC=C1S([O-])(=O)=O.OC1=CC=CC=C1S([O-])(=O)=O BOVNWDGXGNVNQD-UHFFFAOYSA-L 0.000 description 1
- 150000003754 zirconium Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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Definitions
- the present invention relates to solubilizing of mineral, vegetable and animal oils in low molecular weight water miscible or water soluble alcohols, such as methyl, ethyl and isopropyl alcohol.
- the solubilizing combination is used as a solubilizing agent in a proportion less than the low alcohol (1 to 3 carbon atoms) and oil (24 to 100 carbon atoms).
- the most satisfactory mixer or additive combinations are those which include saturated fatty alcohols having from 10 to 24 carbon atoms, and desirably from 12 to 18 carbon atoms. 7, 7
- high molecular weight fatty alcohols may be used singly or in' combination, and should preferably constitute 50 to 100% of the additive combination and between to 20% of the final combination containing the mineral, animal or vegetable oil and the low molecular weight water soluble fatty alcohol. These combinations are utilized in non-aqueous compositions.
- the amount of water present should always be keptless than and if possible less than 1% or 1% since most effective permanent mixtures are obtained without separation in the absence of water.
- unsaturated fatty alcohols are preferred, it is also possible to utilize saturated fatty alcohols or even hydroxylated fatty alcohols as for example in amounts from 10% to 25% of the saturated fatty alcohol by itself or in the mixer combination.
- the preferred amount of fatty alcohols is 20% oflthe total mixture.
- fatty alcohols which may be used are the following:
- solubilizing combinations may include low molecular weight aliphatic alcohols having 1 to 3 carbon atoms, such as ethyl, propyl, isopropyl and methyl.
- Cetyl, palmityl, myristyl, lauryl, oleyl, linoleyl, linolenyl, stearyl, decyl, ricinoleyl, behenyl, arachindyl and erucyl fatty alcohols may be substitluted in or added to Examples A to E.
- the solubilized combination contains from 20 to 50% of the animal, vegetable or mineral'oils, and
- the resultant compound contains from 20 to 50% of a low molecular weight water soluble aliphatic alcohol, such as ethyl or isopropyl alcohol.
- a low molecular weight water soluble aliphatic alcohol such as ethyl or isopropyl alcohol.
- Methyl alcohol may be used in industrial products, instead of ethyl or isopropyl alcohol.
- linseed oil pine oil, olive oil, wheat germ oil, tallow oil, rice bran oil, corn oil, rosin oil, and peanut oil may also be employed.
- Animal oils which may be used are lanolin, Neats foot oil, Whale oil, bone oil, sperm oil, codliver oil and the like.
- EXAMPLE I Parts by weight Light petrolatum oil 20 to 60 Alcohol ethyl or isopropyl 40 Solubilizing combination
- EXAMPLE II Cottonseed oil 20 to 40 Alcohol ethyl or isopropyl 40 Solubilizing combination
- EXAMPLE I11 Sesame oil 40 Alcohol ethyl or isopropyl 40 Solubilizing combination l0
- Neats foot oil to 50 Ethyl alcohol 20 to 50 Solubilizing combination 10 to 20 The products produced are stable, clear, translucent solubilized oil.
- the solubilizing combinations are selected from Examples A to E.
- compositions may be used in cosmetics, pharmaceuticals, polishes, abrasive and bufiing suspensions, paints and waxes, dry cleaning compounds, hydraulic fluids, degreasing compounds, insecticides, weed killers and special lubricants.
- compositions are miscible with methyl, ethyl or isopropyl alcohol in any proportions.
- the freezing point of the composition is depressed and better lubricating properties are obtained in machinery bearings, as well as in cutting oil used in metal working industries.
- the present invention provides novel Water clear, non-aqueous mineral, vegetable and animal oils dissolved in low molecular weight alcohols and solubilized by light molecular Weight fatty alcohols, will be highly effective in silicone protective lotions to give effective cutaneous protection against soaps, detergents, alkalies, sensitizers, solvents, plasticizers and allergens as well as in various aerosol preparations which are used in the cosmetic field, as, for example, for hair and nail lacquers and which will be useful for the dispersion of cutting oils, drying oils, solvent oils, insect repellants, insecticides, and pigments in the paint industry.
- lanolin derivatives antiseptic rubefacients, estrogenic hormones, methyl sulfoXide, dithiocarbamates;methoxy chloracetic acid, solubilizedamino acids.
- anti-perspirant preparations there may be added aluminum, zinc, or zirconium salts, and deodorants as hexachlorophene and silicones.
- silicone protective preparations there may be added soluble silicones, lanolin derivatives, and antiseptics.
- antiseptics In the after-shaving lotions, there may be added antiseptics, astringents, as aluminum, zinc or zirconiumv
- anti-dandruif lotions there maybe added sulfur, resorcinol, salicylates, organic sulfides, dithiocarbamates, oXy-acetamides, and oXy-acetic acids.
- silicones In the hair lacquer preparations, there may be added silicones, casein, protein hydrolysates and lanolin derivatives.
- the permanent waving solutions there may be added the thioglycollic derivatives, polyvinylpyrrolidine and casein or protein hydrolysates.
- composition XXIII immediately tends to produce a cloudiness and precipitation and separation of the oil and-alcohol.
- composition XXIV initially tends to be clear but upon standing or shelving develops cloudiness which slowly increases with time and gives a.
- precipitation- Compositions XXVI and XXVII also tend to cloud withtirne and give a precipitation, although the development of cloudiness and'the precipitation ismuch slower than in case of composition XXIV.
- a clear, non-aqueous solubilized liquid composition consisting of a low molecular weight aliphatic alcohol having 1 to 3 carbon-atoms and an oil containing 24 to I00 carbon atoms, normally immiscible in said low molecular'weight aliphatic alcohol, and said oil and alcohol being made miscibleand solubilizedin each other by a high molecular weightfatty alcohol having 12 to 24 carbon" atoms, said 'solubilized composition consisting essentially of -50% of the 'oil, 20-50% of the low molecular of- I the high molecweight.
- compositions XXVI and XXVIIa similar develop:
- composition XXIV ment of cloudiness and precipitation, as is true of composition XXIV,.would take about three to four weeks longer.
- compositionXXV remainsbright and clear with a shelf life of twelve monthsjand longer
- composition XXV remains clear and soluble indefinitely.
- the present application is a continuation-in-part of ap- 2.
- composition of claim 1 in which the high molecular weight fatty alcohol consistsof a mixture of lauryl alcohol and myristyl alcohol and constitutes between 10% i i to20% of the solubilized composition with the balance consistingpf equal parts of an oil selected frornthc group.
- lajclear non-aqueous solubilized liquid composition consisting of a low m containing 1 to 3 carbon atoms and an oil containing 24 to 100 carbonatoms, normally immiscible in said low molecular weight aliphatic alcohol, and said oiland 31- cohol being made miscible and solubilized in each other by inclusion of a minor proportion of a high molecular weight aliphatic alcohol having '12 to 24 carbon atoms, said solubilized composition consisting essentially of 20 to. 50%"of mineraloil, 20 to 50% ofethyl alcohol and 5-20% ofthe high molecular weight fatty alcohol, said percentages'being by Weight.
- a clear, non-aqueous solubilized liquid composition consisting of ethyl alcohol and petrolatum oil in equal parts constituting about -90% of the composition which have been solubilized in each other by 5 to 20% of a high molecular weight aliphaticalcohol having 12 to 24 carbon atoms.
- ular weight aliphatic alcohol is included in an amount ranging between 10% and 20%.
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Description
Unite St e Patmt SOLUBILIZING 0F MINERAL, VEGETABLE, AND
ANIMAL OILS FOR COSMETIC, PHARMACEU- TICAL, AND INDUSTRIAL PURPOSES Irwin I; Lubowe, Scarsdale, N.Y. (667 Madison Ave., New York 21, N.Y.)
No Drawing. Filed Dec. 10, 1956, Ser. No. 627,112
6 Claims. (Cl. 252-364) The present invention relates to solubilizing of mineral, vegetable and animal oils in low molecular weight water miscible or water soluble alcohols, such as methyl, ethyl and isopropyl alcohol.
It has not been readily possible to prepare clear nonseparating solutions of high molecular weight vegetable or mineral oils with low molecular weight aliphatic alcohols.
Normally mixtures of low molecular weight alcohols and high molecular weight oils of mineral, vegetable or animal origin will readily separate, and if prepared as emulsions will have diminished pharmaceutical and therapeutic effectiveness, cosmetic consumer acceptance, industrial applicability and efficiency.
It is the primary object of the present invention to provide a novel solubilized mineral, vegetable and animal oil composition in which such oils will be dispersed in low molecular weight alcohols and which product may be used as a base for cosmetic preparations such as hair tonics, hand lotions, sun screening preparations, and aftershave lotions, as well as, facial astringents, anti-perspirant preparations, and anti-dandruff preparations.
Still further objects and advantages will appear in the more detailed description set forth below, it being understood, however, that this more detailed description is given by way of illustration and explanation only and not by way of limitation, since various changes therein may be made by those skilled in the art without departing from the scope and spirit of the present invention.
In accomplishing the above objects,- it has been found satisfactory to solubilize mixtures of low alcohols (1 to 3 carbon atoms) and oils (24 to 100 carbon atoms) in major proportion (50 to 100%) by addition of minor proportions of fatty alcohols having 10 to 24 carbon atoms.
The solubilizing combination is used as a solubilizing agent in a proportion less than the low alcohol (1 to 3 carbon atoms) and oil (24 to 100 carbon atoms).
The most satisfactory mixer or additive combinations are those which include saturated fatty alcohols having from 10 to 24 carbon atoms, and desirably from 12 to 18 carbon atoms. 7, 7
These high molecular weight fatty alcohols may be used singly or in' combination, and should preferably constitute 50 to 100% of the additive combination and between to 20% of the final combination containing the mineral, animal or vegetable oil and the low molecular weight water soluble fatty alcohol. These combinations are utilized in non-aqueous compositions.
In mixing to form water clear non-cloudy permanent liquid mixture for storageandshipment, the amount of water present should always be keptless than and if possible less than 1% or 1% since most effective permanent mixtures are obtained without separation in the absence of water.
Although unsaturated fatty alcohols are preferred, it is also possible to utilize saturated fatty alcohols or even hydroxylated fatty alcohols as for example in amounts from 10% to 25% of the saturated fatty alcohol by itself or in the mixer combination.
The preferred amount of fatty alcohols is 20% oflthe total mixture.
Among the fatty alcohols which may be used are the following:
Lauryl alcohol Myristyl alcohol Oleyl alcohol Stearyl alcohol Palmityl alcohol Cetyl alcohol Linoleyl alcohol Linolenyl alcohol Ricinoleyl alcohol Arachadecyl alcohol a a mixture of a major proportion of an animal, mineral or vegetable oil and a low molecular weight aliphatic alcohol in the presence of 5 to 20% of one of the following miscibility inducing combinations:
In general the above solubilizing combinations may include low molecular weight aliphatic alcohols having 1 to 3 carbon atoms, such as ethyl, propyl, isopropyl and methyl.
It is usually desirable to use combinations of 2 to 3 of the fatty alcohols having 14 to 24 carbons, in an amount ranging from 5 to 15% of the oil and low alcohol mixture.
Cetyl, palmityl, myristyl, lauryl, oleyl, linoleyl, linolenyl, stearyl, decyl, ricinoleyl, behenyl, arachindyl and erucyl fatty alcohols may be substitluted in or added to Examples A to E.
Preferably the solubilized combination contains from 20 to 50% of the animal, vegetable or mineral'oils, and
fattyalcohol (12 to 24 carbon atoms).
3 a The resultant compound contains from 20 to 50% of a low molecular weight water soluble aliphatic alcohol, such as ethyl or isopropyl alcohol. Methyl alcohol may be used in industrial products, instead of ethyl or isopropyl alcohol.
Among the other fatty alcohol combinations which may be used are the following:
Examples F G H I Decy 5 5 1% 5 70 60 20 25 25 30 40 2 15 30 Stearyl 20 2 1 40 (all parts by weight) peach kernel oil, safiiower oil, tung oil, avocado oil,
linseed oil, pine oil, olive oil, wheat germ oil, tallow oil, rice bran oil, corn oil, rosin oil, and peanut oil may also be employed.
Animal oils which may be used are lanolin, Neats foot oil, Whale oil, bone oil, sperm oil, codliver oil and the like.
To give specific examples:
EXAMPLE I Parts by weight Light petrolatum oil 20 to 60 Alcohol ethyl or isopropyl 40 Solubilizing combination EXAMPLE II Cottonseed oil 20 to 40 Alcohol ethyl or isopropyl 40 Solubilizing combination EXAMPLE I11 Sesame oil 40 Alcohol ethyl or isopropyl 40 Solubilizing combination l0 EXAMPLE IV Neats foot oil to 50 Ethyl alcohol 20 to 50 Solubilizing combination 10 to 20 The products produced are stable, clear, translucent solubilized oil.
The solubilizing combinations are selected from Examples A to E.
The above compositions may be used in cosmetics, pharmaceuticals, polishes, abrasive and bufiing suspensions, paints and waxes, dry cleaning compounds, hydraulic fluids, degreasing compounds, insecticides, weed killers and special lubricants.
To give some additional examples:
4 EXAMPLE VII Oleyl alcohol 15 Mineral oil 15 Peanut oil 50 Isopropyl alcohol 40 The above compositions are particularly useful in cosmetics in that they will be highly stable over a wide range of temperatures for long periods of time without separation.
All the compositions are miscible with methyl, ethyl or isopropyl alcohol in any proportions.
The freezing point of the composition is depressed and better lubricating properties are obtained in machinery bearings, as well as in cutting oil used in metal working industries.
It is possible to include amounts of essential oil in the range from 2 to 20% in the above compositions.
EXAMPLE VIII To give an example of a sun-screening compound:
Parts by weight Digalloyl oleate 5 Isopropyl alcohol 15 Myristyl alcohol 15 Light petrolatum 40 Ethyl alcohol 30 EXAMPLE IX Silicone hand lotion Low viscosity silicone oil, 1,000 cs. 15 Neats foot oil 15 Isopropyl alcohol 40 Lauryl alcohol 10 EXAMPLE X Hair spray Isopropyl ester of lanolin 10 Isopropyl alcohol 20 Silicone oil viscosity 1,000 cs. 10 Polyvinyl pyrrolidine 10 Oleyl alcohol 5 Freon- 25 Dichloro tetra fiuoro ethane EXAMPLE XI Insecticide solution Mineral oil (light) 30 Isopropyl alcohol 30 Lauryl alcohol 10 2-4 hexandiol 5 Insecticide (dimethyl phthalate) 5 EXAMPLE XII Anti-seborrheic hair lotion Parts by weight Estrogenic hormone Isopropyl ester of lanolin 30 Palmitic alcohol 10 Ethyl alcohol 50 Acetyl methionine 5 Genite (2-4 diphenyl ester benzene sulfonic acid) 5 EXAMPLE XIII Anti-perspirant Aluminum sulfate 25 Sesame oil 20 Oleyl alcohol 10 Hexachlorophene 2. Ethyl alcohol 45 Glycerol 5 EXAMPLE XIV A fter-shave lotion Peanut oil Oleyl alcohol Ethyl alcohol 7 i EXAMPLE XV Hair Lacquer Silicone oil (alcohol soluble) Isopropyl lanolin Protein hydrolysates Polyvinyl pyrollidine Oleyl alcohol Freon EXAMPLE XVI Permanent waving solution Thioglycollic acid Ammonium thioglycollate Olive oil Lauryl alcohol EXAMPLE XVII Solid cologne Sodium stearate Zinc' sulfocarbolate Sesame oil Lauryl alcohol Myristyl alcohol Ethyl alcohol EXAMPLE XVIII Transparent soap Sodium stearate Peanut oil Cetyl alcohol Lauryl alcohol Ethyl alcohol EXAMPLE XIX Scalp stimulating lotion Resorcinol mono-acetate Tincture of capsicum Zinc phenol sulfonate Cottonseed oil Lauryl alcohol Ethyl alcohol Salicylic acid Peanut oil Isopropyl alcohol Lauryl alcohol Myristyl alcohol EXAMPLE XXI Solubilized olive oil composition Olive oil Isopropyl alcohol Lauryl alcohol Myristyl alcohol 6 EXAMPLE XXII Solubilized peanut oil composition Peanut oil 20 Isopropyl alcohol 60 Lauryl alcohol 10 Methyl alcohol 3 Where lauryl and myristyl' compounds are used to gether as high molecular weight fatty alcohols, the proportion of lauryl should be 2 to 4 times the proportion of myristyl alcohol.
It is apparent that many variations may be made in the formulae.
In the examples above set forth, the specific ingredients described may be widely varied.
To summarize the present invention, it provides novel Water clear, non-aqueous mineral, vegetable and animal oils dissolved in low molecular weight alcohols and solubilized by light molecular Weight fatty alcohols, will be highly effective in silicone protective lotions to give effective cutaneous protection against soaps, detergents, alkalies, sensitizers, solvents, plasticizers and allergens as well as in various aerosol preparations which are used in the cosmetic field, as, for example, for hair and nail lacquers and which will be useful for the dispersion of cutting oils, drying oils, solvent oils, insect repellants, insecticides, and pigments in the paint industry.
It is the primary object of the present invention to provide a novel solubilized mineral, vegetable and animal oil composition in which such oils will be dispersed in low molecule Weight alcohols and which may be the product used as a base for cosmetic preparations such as hair touics, hand lotions, sunscreening preparations, and after-shave lotions, as well as facial astringents, antiperspirant preparations, and anti-dandruff preparations.
In the hair lotion preparations, there may be added lanolin derivatives, antiseptic rubefacients, estrogenic hormones, methyl sulfoXide, dithiocarbamates;methoxy chloracetic acid, solubilizedamino acids.
In the anti-perspirant preparations,there may be added aluminum, zinc, or zirconium salts, and deodorants as hexachlorophene and silicones.
In the silicone protective preparations, there may be added soluble silicones, lanolin derivatives, and antiseptics.
In the after-shaving lotions, there may be added antiseptics, astringents, as aluminum, zinc or zirconiumv In the anti-dandruif lotions, there maybe added sulfur, resorcinol, salicylates, organic sulfides, dithiocarbamates, oXy-acetamides, and oXy-acetic acids.
In the hair lacquer preparations, there may be added silicones, casein, protein hydrolysates and lanolin derivatives.
In the permanent waving solutions, there may be added the thioglycollic derivatives, polyvinylpyrrolidine and casein or protein hydrolysates.
These added components will not effect the solubilizing eifect of the above high molecular weight fatty alcohols.
Normally mixtures of low molecular Weight alcohols and high molecular Weight oils of mineral, vegetable or animal origin with 5 to 15% of the above fatty alcohols will not separate, and will have high pharmaceutical and therapeutic effectiveness, cosmetic consumer acceptance, industrial applicability and efliciency.
Surprisingly high molecular Weight fatty alcohols containing 12 to 18 carbon atoms result in solu'bilizing of mineral oils and vegetable oils on the one hand in ethyl 7 and isopropyl alcohol and on the other hand in a manner, which remarkably is not-achieved when the corresponding fatty acid is used by itself in the same amounts or in combination with thefatty alcohol. i -To-illustrate this point, a the -following combinations were made up in parts by weight: g 3
In connection with the above composition, composition XXIII immediately tends to produce a cloudiness and precipitation and separation of the oil and-alcohol.
Composition XXIV initially tends to be clear but upon standing or shelving develops cloudiness which slowly increases with time and gives a. precipitation- Compositions XXVI and XXVII also tend to cloud withtirne and give a precipitation, although the development of cloudiness and'the precipitation ismuch slower than in case of composition XXIV.
Howeyer, with composition XXIII,- the separation and cloudiness takes place immediately, whereas. with .corn position XXIV there is "considerable development of cloudiness and precipitation within 12 to 24 Weeks While "weight aliphatic alcohol and5-20% ular weight fatty alcohol, said percentages being: by
8 h plications Serial Numberi' 349,311, filed April 16, 1953, now abandoned and ber 28, 1954, now abandoned. i Having nowparticularly described and a'scertainedvthe nature of the invention; and 'in'what' manner the same is "to beperrermedgwnat is claimed is:
1. A clear, non-aqueous solubilized liquid composition consisting of a low molecular weight aliphatic alcohol having 1 to 3 carbon-atoms and an oil containing 24 to I00 carbon atoms, normally immiscible in said low molecular'weight aliphatic alcohol, and said oil and alcohol being made miscibleand solubilizedin each other by a high molecular weightfatty alcohol having 12 to 24 carbon" atoms, said 'solubilized composition consisting essentially of -50% of the 'oil, 20-50% of the low molecular of- I the high molecweight.
in compositions XXVI and XXVIIa similar develop:
ment of cloudiness and precipitation, as is true of composition XXIV,.would take about three to four weeks longer.
On the other hand, compositionXXV remainsbright and clear with a shelf life of twelve monthsjand longer,
- without any appearance of cloudiness or precipitation and it would appear from the experiments being carried, on.
that either under winter or summer conditions the composition XXV remains clear and soluble indefinitely.
It has been found that sudden changes in temperature tend to catalyze the development of cloudiness, separation and precipitation in compositions XXIV, XXVI and XXVII whereas with composition XXV such catalyzing effect is altogether absent.
Upon substituting oleic and ricinoleic acid for lauric and myristic acid, the same result was observed in respect to cloudiness and precipitation after several weeks of standing, particularly under sudden changes of temperature.
It appears that the cloudiness and precipitation is due to the carboxyl group, which tends to activate any small quantities of water which might be present or become adsorbed upon storage.
Initially the corresponding high molecular weight fatty acids appear to give miscibility but such miscibility is not permanent.
IVhile there has been herein described a preferred form of the invention, it should be understood that the same may be altered in details and in relative arrangemnt of parts within the scope of the appended claims.
The present application is a continuation-in-part of ap- 2. The composition of claim 1, in which the low molec- Serial Number 465,443, filed Octoular weight aliphatic alcohol is selected fromthe group consistingof methyl alcohohethyl alcohol and isopropyl alcohol and in which the high molecular weight aliphatic alcohol hasfrom 12 to 24 carbon atoms and constitutes i i 5% .to 20% of the solubilized composition.
3. The composition of claim 1, in which the high molecular weight fatty alcohol consistsof a mixture of lauryl alcohol and myristyl alcohol and constitutes between 10% i i to20% of the solubilized composition with the balance consistingpf equal parts of an oil selected frornthc group. p
consisting of animal, vegetable and mineral oils and an alcohol selectedfrom the group consisting of methyl, ethyl and isopropyl alcoholpthe; proportion of lauryl alcohol:
beingZ to 4 times the proportion of myristyl alcohol.
4. lajclear non-aqueous solubilized liquid composition consisting of a low m containing 1 to 3 carbon atoms and an oil containing 24 to 100 carbonatoms, normally immiscible in said low molecular weight aliphatic alcohol, and said oiland 31- cohol being made miscible and solubilized in each other by inclusion of a minor proportion of a high molecular weight aliphatic alcohol having '12 to 24 carbon atoms, said solubilized composition consisting essentially of 20 to. 50%"of mineraloil, 20 to 50% ofethyl alcohol and 5-20% ofthe high molecular weight fatty alcohol, said percentages'being by Weight. i
5. A clear, non-aqueous solubilized liquid composition consisting of ethyl alcohol and petrolatum oil in equal parts constituting about -90% of the composition which have been solubilized in each other by 5 to 20% of a high molecular weight aliphaticalcohol having 12 to 24 carbon atoms.
ular weight aliphatic alcohol is included in an amount ranging between 10% and 20%.
Bennett: The Chemical Formulary, vol. IX, p. 104 and vol. X,p. 63. Chem. Pub. Co., Brooklyn, N.Y., 1951 and 1957.
olecular weightaliph'atic alcohol 6. The compo sition of claim 5 in which the high molec-
Claims (1)
1. A CLEAR, NON-AQUEOUS SOLUBILIZED LIQUID COMPOSITION CONSISTING OF A LOW MOLECULAR WEIGHT ALIPHATIC ALCOHOL HAVING 1 TO 3 CARBON ATOMS AND AN OIL CONTAINING 24 TO 100 CARBON ATOMS, NORMALLY IMMISCIBLE IN SAID LOWR MOLECULAR WEIGHT ALIPHATIC ALCOHOL, AND SAID OIL AND ALCOHOL BEING MADE MISCIBLE AND SOLUBLILIZED IN EACH OTHER BY A HIGH MOLECULAR WEIGHT FATTY ALCOHOL HAVING 12 TO 24 CARBON ATOMS, SAID SOLUBILIZED COMPOSITION CONSISTING ESSENTIALLY OF 20-50% OF THE OIL, 20-50% OF THE LOW MOLECULAR WEIGHT ALIPHATIC ALCOHOL AND 5-20% OF THE HIGH MOLECULAR WEIGHT FATTY ALCOHOL, SAID PERCENTAGES BEING BY WEIGHT.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US627112A US2942008A (en) | 1956-12-10 | 1956-12-10 | Solubilizing of mineral, vegetable, and animal oils for cosmetic, pharmaceutical, and industrial purposes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US627112A US2942008A (en) | 1956-12-10 | 1956-12-10 | Solubilizing of mineral, vegetable, and animal oils for cosmetic, pharmaceutical, and industrial purposes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2942008A true US2942008A (en) | 1960-06-21 |
Family
ID=24513226
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US627112A Expired - Lifetime US2942008A (en) | 1956-12-10 | 1956-12-10 | Solubilizing of mineral, vegetable, and animal oils for cosmetic, pharmaceutical, and industrial purposes |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2942008A (en) |
Cited By (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3069358A (en) * | 1958-03-26 | 1962-12-18 | American Cyanamid Co | Germicidal detergent composition |
| US3069359A (en) * | 1958-03-26 | 1962-12-18 | American Cyanamid Co | Germicidal detergent composition |
| US3158443A (en) * | 1961-03-13 | 1964-11-24 | Prod Semi Conducteurs Soc | Production of tellurium |
| US3340142A (en) * | 1965-07-28 | 1967-09-05 | Phillips Petroleum Co | Contact avicides |
| US3419658A (en) * | 1965-01-25 | 1968-12-31 | Du Pont | Nonaqueous aerosol foams containing mineral oil |
| US3422204A (en) * | 1963-11-13 | 1969-01-14 | Exxon Research Engineering Co | Cosmetic composition containing lanolin and hexadecyl alcohol |
| US3429648A (en) * | 1965-08-30 | 1969-02-25 | William J Langley | Deliming,bating or pickling with solution containing dimethylsulfoxide |
| US3530215A (en) * | 1966-07-28 | 1970-09-22 | Revlon | Conditioning hair with quaternized homopolymers |
| US3549770A (en) * | 1963-12-09 | 1970-12-22 | Crown Zellerbach Corp | Therapeutic administration of effective amounts of dimethyl sulfoxide to human and animal subjects |
| US3549771A (en) * | 1964-02-10 | 1970-12-22 | Crown Zellerbach Corp | Retarding the growth of microorganisms with dimethyl sulfoxide |
| US3711606A (en) * | 1970-09-02 | 1973-01-16 | Crown Zellerbach Corp | Enhancing tissue penetration of physiologically active steroidal agents with dmso |
| US3928558A (en) * | 1972-05-26 | 1975-12-23 | Lever Brothers Ltd | Hairspray compositions containing a silicone glycol block copolymer |
| US3959160A (en) * | 1973-05-16 | 1976-05-25 | Wilkinson Sword Limited | Aerosol shaving foam compositions |
| US4002734A (en) * | 1973-10-29 | 1977-01-11 | Pickford Melcina H | Hair grooming composition |
| US4009254A (en) * | 1974-05-06 | 1977-02-22 | Colgate-Palmolive Company | Topical compositions |
| US4126681A (en) * | 1975-12-08 | 1978-11-21 | The Procter & Gamble Company | Topical composition containing acetyl salicylic acid |
| US4177267A (en) * | 1963-12-09 | 1979-12-04 | Crown Zellerbach | Enhancing tissue penetration of physiologically active steroidal agents with DMSC |
| US4224319A (en) * | 1979-07-31 | 1980-09-23 | Ernest Marcadet | Antiseptic composition for topical application to the skin |
| US4464293A (en) * | 1982-04-12 | 1984-08-07 | Dobrin Robert J | Liquid cleaner-disinfectant composition for use in wiping down dental operatories |
| US4496554A (en) * | 1979-01-17 | 1985-01-29 | E. R. Squibb & Sons, Inc. | Oleaginous emollient vehicle for steroid formulations |
| EP0117070A3 (en) * | 1983-01-26 | 1985-12-18 | The Procter & Gamble Company | Cosmetic sticks |
| US4608370A (en) * | 1985-03-04 | 1986-08-26 | Aronsohn Richard B | Skin formulation |
| US5409694A (en) * | 1991-07-18 | 1995-04-25 | Procter & Gamble | Liquid deodorant compositions |
| US5888482A (en) * | 1995-05-24 | 1999-03-30 | Societe D'exploitation De Produits Pour L'industrie Chimique Seppic | Emulsifying composition based on alkylpolyglycosides and its uses |
| US6869611B1 (en) | 1996-02-08 | 2005-03-22 | Douglas E. Kligman | Composition and method of effecting superficial chemical skin peels |
| EP1844754A3 (en) * | 2006-04-13 | 2014-01-01 | L'Oréal | Solubilization of acid ingredients |
| WO2017110979A1 (en) * | 2015-12-25 | 2017-06-29 | 花王株式会社 | Hair cosmetic |
| US20190358136A1 (en) * | 2018-05-22 | 2019-11-28 | HSP Technologies LLC | Hair care compositions and methods of making and using same |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2093863A (en) * | 1933-12-01 | 1937-09-21 | Du Pont | Textile oils |
-
1956
- 1956-12-10 US US627112A patent/US2942008A/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2093863A (en) * | 1933-12-01 | 1937-09-21 | Du Pont | Textile oils |
Cited By (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3069359A (en) * | 1958-03-26 | 1962-12-18 | American Cyanamid Co | Germicidal detergent composition |
| US3069358A (en) * | 1958-03-26 | 1962-12-18 | American Cyanamid Co | Germicidal detergent composition |
| US3158443A (en) * | 1961-03-13 | 1964-11-24 | Prod Semi Conducteurs Soc | Production of tellurium |
| US3422204A (en) * | 1963-11-13 | 1969-01-14 | Exxon Research Engineering Co | Cosmetic composition containing lanolin and hexadecyl alcohol |
| US3549770A (en) * | 1963-12-09 | 1970-12-22 | Crown Zellerbach Corp | Therapeutic administration of effective amounts of dimethyl sulfoxide to human and animal subjects |
| US4177267A (en) * | 1963-12-09 | 1979-12-04 | Crown Zellerbach | Enhancing tissue penetration of physiologically active steroidal agents with DMSC |
| US3549771A (en) * | 1964-02-10 | 1970-12-22 | Crown Zellerbach Corp | Retarding the growth of microorganisms with dimethyl sulfoxide |
| US3419658A (en) * | 1965-01-25 | 1968-12-31 | Du Pont | Nonaqueous aerosol foams containing mineral oil |
| US3340142A (en) * | 1965-07-28 | 1967-09-05 | Phillips Petroleum Co | Contact avicides |
| US3429648A (en) * | 1965-08-30 | 1969-02-25 | William J Langley | Deliming,bating or pickling with solution containing dimethylsulfoxide |
| US3530215A (en) * | 1966-07-28 | 1970-09-22 | Revlon | Conditioning hair with quaternized homopolymers |
| US3711606A (en) * | 1970-09-02 | 1973-01-16 | Crown Zellerbach Corp | Enhancing tissue penetration of physiologically active steroidal agents with dmso |
| US3928558A (en) * | 1972-05-26 | 1975-12-23 | Lever Brothers Ltd | Hairspray compositions containing a silicone glycol block copolymer |
| US3959160A (en) * | 1973-05-16 | 1976-05-25 | Wilkinson Sword Limited | Aerosol shaving foam compositions |
| US4002734A (en) * | 1973-10-29 | 1977-01-11 | Pickford Melcina H | Hair grooming composition |
| US4009254A (en) * | 1974-05-06 | 1977-02-22 | Colgate-Palmolive Company | Topical compositions |
| US4126681A (en) * | 1975-12-08 | 1978-11-21 | The Procter & Gamble Company | Topical composition containing acetyl salicylic acid |
| US4496554A (en) * | 1979-01-17 | 1985-01-29 | E. R. Squibb & Sons, Inc. | Oleaginous emollient vehicle for steroid formulations |
| US4224319A (en) * | 1979-07-31 | 1980-09-23 | Ernest Marcadet | Antiseptic composition for topical application to the skin |
| US4464293A (en) * | 1982-04-12 | 1984-08-07 | Dobrin Robert J | Liquid cleaner-disinfectant composition for use in wiping down dental operatories |
| EP0117070A3 (en) * | 1983-01-26 | 1985-12-18 | The Procter & Gamble Company | Cosmetic sticks |
| US4608370A (en) * | 1985-03-04 | 1986-08-26 | Aronsohn Richard B | Skin formulation |
| US5409694A (en) * | 1991-07-18 | 1995-04-25 | Procter & Gamble | Liquid deodorant compositions |
| US5888482A (en) * | 1995-05-24 | 1999-03-30 | Societe D'exploitation De Produits Pour L'industrie Chimique Seppic | Emulsifying composition based on alkylpolyglycosides and its uses |
| US6869611B1 (en) | 1996-02-08 | 2005-03-22 | Douglas E. Kligman | Composition and method of effecting superficial chemical skin peels |
| EP1844754A3 (en) * | 2006-04-13 | 2014-01-01 | L'Oréal | Solubilization of acid ingredients |
| WO2017110979A1 (en) * | 2015-12-25 | 2017-06-29 | 花王株式会社 | Hair cosmetic |
| US20190358136A1 (en) * | 2018-05-22 | 2019-11-28 | HSP Technologies LLC | Hair care compositions and methods of making and using same |
| US11766391B2 (en) * | 2018-05-22 | 2023-09-26 | HSP Technologies LLC | Hair care compositions and methods of making and using same |
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