WO2005042828A2 - Stabilized body care products, household products, textiles and fabrics - Google Patents
Stabilized body care products, household products, textiles and fabrics Download PDFInfo
- Publication number
- WO2005042828A2 WO2005042828A2 PCT/EP2004/052644 EP2004052644W WO2005042828A2 WO 2005042828 A2 WO2005042828 A2 WO 2005042828A2 EP 2004052644 W EP2004052644 W EP 2004052644W WO 2005042828 A2 WO2005042828 A2 WO 2005042828A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- carbon atoms
- hydroxy
- tetramethyl
- alkyl
- hydrogen
- Prior art date
Links
- 239000000047 product Substances 0.000 title claims abstract description 86
- 239000004744 fabric Substances 0.000 title claims abstract description 36
- 239000004753 textile Substances 0.000 title claims abstract description 21
- -1 hydroxylamine salt compounds Chemical class 0.000 claims abstract description 95
- 239000003599 detergent Substances 0.000 claims abstract description 17
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000004904 UV filter Substances 0.000 claims abstract description 9
- 239000002979 fabric softener Substances 0.000 claims abstract description 7
- 239000000551 dentifrice Substances 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 274
- 125000000217 alkyl group Chemical group 0.000 claims description 157
- 238000002360 preparation method Methods 0.000 claims description 97
- 229910052739 hydrogen Inorganic materials 0.000 claims description 95
- 239000001257 hydrogen Substances 0.000 claims description 90
- 239000000203 mixture Substances 0.000 claims description 78
- 150000002431 hydrogen Chemical class 0.000 claims description 59
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 58
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims description 54
- 150000001875 compounds Chemical class 0.000 claims description 53
- 125000002947 alkylene group Chemical group 0.000 claims description 52
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 48
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 44
- 239000003795 chemical substances by application Substances 0.000 claims description 38
- 239000003921 oil Substances 0.000 claims description 35
- 229960003330 pentetic acid Drugs 0.000 claims description 28
- 239000006071 cream Substances 0.000 claims description 25
- CSGAUKGQUCHWDP-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1O CSGAUKGQUCHWDP-UHFFFAOYSA-N 0.000 claims description 24
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 24
- 150000002148 esters Chemical class 0.000 claims description 24
- 229910052799 carbon Inorganic materials 0.000 claims description 23
- 210000004209 hair Anatomy 0.000 claims description 23
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 239000007983 Tris buffer Substances 0.000 claims description 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- 239000000126 substance Substances 0.000 claims description 19
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 18
- 239000004480 active ingredient Substances 0.000 claims description 18
- 238000009472 formulation Methods 0.000 claims description 16
- 239000000499 gel Substances 0.000 claims description 16
- 230000000087 stabilizing effect Effects 0.000 claims description 16
- KMEUSKGEUADGET-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)N1O KMEUSKGEUADGET-UHFFFAOYSA-N 0.000 claims description 15
- 239000006210 lotion Substances 0.000 claims description 15
- YYTYIUAYFBFKHX-UHFFFAOYSA-N n-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)acetamide Chemical compound CC(=O)NC1CC(C)(C)N(O)C(C)(C)C1 YYTYIUAYFBFKHX-UHFFFAOYSA-N 0.000 claims description 15
- 229910052760 oxygen Inorganic materials 0.000 claims description 15
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 15
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 14
- 238000011282 treatment Methods 0.000 claims description 14
- CRGBPDJWOLULDY-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) acetate Chemical compound CC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 CRGBPDJWOLULDY-UHFFFAOYSA-N 0.000 claims description 13
- 239000000843 powder Substances 0.000 claims description 13
- 239000007921 spray Substances 0.000 claims description 13
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 229910019142 PO4 Inorganic materials 0.000 claims description 12
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- 239000003205 fragrance Substances 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 239000002304 perfume Substances 0.000 claims description 11
- 239000001993 wax Substances 0.000 claims description 11
- 125000004450 alkenylene group Chemical group 0.000 claims description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims description 10
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 10
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 10
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 10
- 239000010452 phosphate Substances 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 9
- 235000010323 ascorbic acid Nutrition 0.000 claims description 9
- 239000011668 ascorbic acid Substances 0.000 claims description 9
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- 239000002453 shampoo Substances 0.000 claims description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 8
- 150000007942 carboxylates Chemical class 0.000 claims description 8
- 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 8
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 8
- 229910052727 yttrium Inorganic materials 0.000 claims description 8
- URDCARMUOSMFFI-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid Chemical compound OCCN(CC(O)=O)CCN(CC(O)=O)CC(O)=O URDCARMUOSMFFI-UHFFFAOYSA-N 0.000 claims description 7
- TXXNVPVRPSACBM-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylic acid;1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O TXXNVPVRPSACBM-UHFFFAOYSA-N 0.000 claims description 7
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 7
- 229910002651 NO3 Inorganic materials 0.000 claims description 7
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 7
- 230000000844 anti-bacterial effect Effects 0.000 claims description 7
- 239000003963 antioxidant agent Substances 0.000 claims description 7
- 235000006708 antioxidants Nutrition 0.000 claims description 7
- 229940072107 ascorbate Drugs 0.000 claims description 7
- 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 claims description 7
- 238000004043 dyeing Methods 0.000 claims description 7
- 239000000284 extract Substances 0.000 claims description 7
- 239000010985 leather Substances 0.000 claims description 7
- 229940049920 malate Drugs 0.000 claims description 7
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 7
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 7
- 229920000058 polyacrylate Polymers 0.000 claims description 7
- 239000000344 soap Substances 0.000 claims description 7
- 239000004094 surface-active agent Substances 0.000 claims description 7
- 229910052721 tungsten Inorganic materials 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 6
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 6
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 claims description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims description 6
- AEMRFAOFKBGASW-UHFFFAOYSA-M Glycolate Chemical compound OCC([O-])=O AEMRFAOFKBGASW-UHFFFAOYSA-M 0.000 claims description 6
- 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 claims description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 6
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 6
- 230000001166 anti-perspirative effect Effects 0.000 claims description 6
- 239000003213 antiperspirant Substances 0.000 claims description 6
- 125000005228 aryl sulfonate group Chemical group 0.000 claims description 6
- 125000000732 arylene group Chemical group 0.000 claims description 6
- 125000001589 carboacyl group Chemical group 0.000 claims description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical compound [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 claims description 6
- 229940050410 gluconate Drugs 0.000 claims description 6
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims description 6
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 6
- IWYDHOAUDWTVEP-UHFFFAOYSA-M mandelate Chemical compound [O-]C(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-M 0.000 claims description 6
- 229910021645 metal ion Inorganic materials 0.000 claims description 6
- 125000001624 naphthyl group Chemical group 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 230000000737 periodic effect Effects 0.000 claims description 6
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 6
- 229920000193 polymethacrylate Polymers 0.000 claims description 6
- 229940095064 tartrate Drugs 0.000 claims description 6
- UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 claims description 6
- 239000002966 varnish Substances 0.000 claims description 6
- 235000013311 vegetables Nutrition 0.000 claims description 6
- 229940088594 vitamin Drugs 0.000 claims description 6
- 229930003231 vitamin Natural products 0.000 claims description 6
- 239000011782 vitamin Substances 0.000 claims description 6
- 235000013343 vitamin Nutrition 0.000 claims description 6
- 125000006839 xylylene group Chemical group 0.000 claims description 6
- 150000001851 cinnamic acid derivatives Chemical class 0.000 claims description 5
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 5
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 claims description 5
- 239000011521 glass Substances 0.000 claims description 5
- 150000002443 hydroxylamines Chemical class 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 239000002674 ointment Substances 0.000 claims description 5
- 235000010384 tocopherol Nutrition 0.000 claims description 5
- 239000011732 tocopherol Substances 0.000 claims description 5
- 229960001295 tocopherol Drugs 0.000 claims description 5
- 229930003799 tocopherol Natural products 0.000 claims description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- 150000003722 vitamin derivatives Chemical class 0.000 claims description 5
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims description 5
- HEOCBCNFKCOKBX-RELGSGGGSA-N (1s,2e,4r)-4,7,7-trimethyl-2-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-3-one Chemical compound C1=CC(C)=CC=C1\C=C/1C(=O)[C@]2(C)CC[C@H]\1C2(C)C HEOCBCNFKCOKBX-RELGSGGGSA-N 0.000 claims description 4
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical class C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims description 4
- QCJDXHSSMDQRBO-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-ol;chloride Chemical compound [Cl-].CC1(C)CC(O)CC(C)(C)[NH+]1O QCJDXHSSMDQRBO-UHFFFAOYSA-N 0.000 claims description 4
- JGUMTYWKIBJSTN-UHFFFAOYSA-N 2-ethylhexyl 4-[[4,6-bis[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 JGUMTYWKIBJSTN-UHFFFAOYSA-N 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 241000199911 Peridinium Species 0.000 claims description 4
- 229910052770 Uranium Inorganic materials 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 150000001449 anionic compounds Chemical group 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 238000004140 cleaning Methods 0.000 claims description 4
- 229910052802 copper Inorganic materials 0.000 claims description 4
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 4
- 229960004697 enzacamene Drugs 0.000 claims description 4
- 239000008266 hair spray Substances 0.000 claims description 4
- 239000005556 hormone Substances 0.000 claims description 4
- 229940088597 hormone Drugs 0.000 claims description 4
- 229910052759 nickel Inorganic materials 0.000 claims description 4
- 229960001679 octinoxate Drugs 0.000 claims description 4
- 150000002891 organic anions Chemical group 0.000 claims description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 229920002401 polyacrylamide Polymers 0.000 claims description 4
- 229940116351 sebacate Drugs 0.000 claims description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 229910052720 vanadium Inorganic materials 0.000 claims description 4
- 229910052725 zinc Inorganic materials 0.000 claims description 4
- OIQXFRANQVWXJF-QBFSEMIESA-N (2z)-2-benzylidene-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical compound CC1(C)C2CCC1(C)C(=O)\C2=C/C1=CC=CC=C1 OIQXFRANQVWXJF-QBFSEMIESA-N 0.000 claims description 3
- QDNPLNOHUNPYHZ-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-propoxypiperidine Chemical compound CCCOC1CC(C)(C)N(O)C(C)(C)C1 QDNPLNOHUNPYHZ-UHFFFAOYSA-N 0.000 claims description 3
- WQFZLUAKGBOQEN-UHFFFAOYSA-N 2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate;1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)[NH+]1O.CC1(C)CC(=O)CC(C)(C)[NH+]1O.CC1(C)CC(=O)CC(C)(C)[NH+]1O.CC1(C)CC(=O)CC(C)(C)[NH+]1O.[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O WQFZLUAKGBOQEN-UHFFFAOYSA-N 0.000 claims description 3
- VZOFQIJZHYEQSJ-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylate;(1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-yl) acetate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.CC(=O)OC1CC(C)(C)[NH+](O)C(C)(C)C1.CC(=O)OC1CC(C)(C)[NH+](O)C(C)(C)C1.CC(=O)OC1CC(C)(C)[NH+](O)C(C)(C)C1 VZOFQIJZHYEQSJ-UHFFFAOYSA-N 0.000 claims description 3
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 claims description 3
- LUTRAMFAYXFIQK-UHFFFAOYSA-N acetic acid;1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC([O-])=O.CC1(C)CC(O)CC(C)(C)[NH+]1O LUTRAMFAYXFIQK-UHFFFAOYSA-N 0.000 claims description 3
- 239000002386 air freshener Substances 0.000 claims description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 230000002951 depilatory effect Effects 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 229930003935 flavonoid Natural products 0.000 claims description 3
- 150000002215 flavonoids Chemical class 0.000 claims description 3
- 235000017173 flavonoids Nutrition 0.000 claims description 3
- 239000004611 light stabiliser Substances 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 239000001301 oxygen Chemical group 0.000 claims description 3
- 150000002989 phenols Chemical class 0.000 claims description 3
- 239000002437 shaving preparation Substances 0.000 claims description 3
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09G—POLISHING COMPOSITIONS; SKI WAXES
- C09G1/00—Polishing compositions
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
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- C11D3/42—Brightening agents ; Blueing agents
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/388—Amine oxides
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
- D06M13/473—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having five-membered heterocyclic rings
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- D—TEXTILES; PAPER
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- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
- D06M13/477—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having six-membered heterocyclic rings
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/6426—Heterocyclic compounds
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- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/6428—Compounds containing aminoxide groups
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/02—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings containing insect repellants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
- A61Q3/02—Nail coatings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
Definitions
- the present invention relates to the use of selected hindered nitroxyl, hydroxylamine and hydroxylamine salt compounds and selected organic UV filters for the protection of body care products, personal care products, household products, fabric care products, institutional & industrial products, textiles and fabrics against the deleterious effects of light, heat and oxygen.
- UV light stabilizers of the benzotriazole class enhance product's stability and shelf live due to their very good UV-A and UV-B absorption properties, compared to other absorbers such as benzophenones where mainly UV- B light is absorbed.
- WO 01/07550 teaches the treatment of fabric with hindered amine stabilizers.
- U.S. Pat. No. 6,254,724 teaches the stabilization of pulp and paper with hindered-amine based compounds.
- the present invention pertains to a stabilized composition
- a stabilized composition comprising
- Gi and G 2 are independently alkyl of 1 to 4 carbon atoms or are together pentamethylene
- Z and Z 2 are each methyl, or Zi and Z 2 together form a linking moiety which may additionally be substituted by an ester, ether, hydroxy, oxo, cyanohydrin, amide, amino, carboxy or urethane group,
- X is an inorganic or organic anion, such as phosphate, phosphonate, carbonate, bicarbonate, nitrate, chloride, bromide, bisulfite, sulfite, bisulfate, sulfate, borate, formate, acetate, benzoate, citrate, oxalate, tartrate, acrylate, polyacrylate, fumarate, maleate, itaco- nate, glycolate, gluconate, malate, mandelate, tiglate, ascorbate, polymethacrylate, a carboxylate of nitrilotriacetic acid, hydroxyethylethylenediaminetriacetic acid, ethylene- diaminetetraacetic acid or of diethylenetriaminepentaacetic acid, a diethylenetriamin- epentamethyle ⁇ ephosphonate, an alkylsulfonate or an arylsulfonate, and where the total charge of cations h is equal to
- X is chloride, bisulfite, bisulfate, sulfate, phosphate, nitrate, ascorbate, acetate, citrate or carboxylate of ethylenediaminetetraacetic acid or of diethylenetriaminepentaacetic acid; for instance X is bisulfate or citrate.
- the hindered nitroxyl, hydroxylamine and hydroxylamine salt compounds of component (b) are for example of formulae A to EE and A* to EE*
- E is oxyl or hydroxyl
- R is hydrogen or methyl, in formula A and A*, n is 1 or 2, when n is 1 ,
- Ri is hydrogen, alkyl of 1 to 18 carbon atoms, alkenyl of 2-18 carbon atoms, propargyl, glycidyl, alkyl of 2 to 50 carbon atoms interrupted by one to twenty oxygen atoms, said alkyl substituted by one to ten hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, or
- Ri is alkyl of 1 to 4 carbon atoms substituted by a carboxy group or by -COOZ where Z is hydrogen, alkyl of 1 to 4 carbon atoms or phenyl, or where Z is said alkyl substituted by - (COO )n M" * where n is 1 -3 and M is a metal ion from the 1st, 2nd or 3rd group of the periodic table or is Zn, Cu, Ni or Co, or M is a group N n+ (R 2 ) 4 where R 2 is alkyl of 1 to 8 carbon atoms or benzyl, when n is 2,
- Ri is alkylene of 1 to 12 carbon atoms, alkenylene of 4 to 12 carbon atoms, xylylene or alkylene of 1 to 50 carbon atoms interrupted by one to twenty oxygen atoms, substituted by one to ten hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, in formula B and B*, m is 1 to 4, when m is 1 , R 2 is alkyl of 1 to 18 carbon atoms, alkyl of 3 to 18 carbon atoms interrupted by -COO-, or R 2 is -CH 2 (OCH 2 CH 2 ) n OCH 3 where n is 1 to 12, or R 2 is cycloalkyl of 5 to 12 carbon atoms, aryl of 6 to 12 carbon atoms, or said aryl substituted by one to four alkyl groups of 1 to 4 carbon atoms, or R 2 is -NHR 3 where R 3 is alkyl of 1 to 18 carbon atoms, cycloalkyl of 5
- R 2 is alkanetriyl of 3 to 8 carbon atoms or benzenetriyl, or when m is 4,
- R 2 is alkanetetrayl of 5 to 8 carbon atoms or benzenetetrayl, in formula C and C*, Rio is hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aralkyl of 7 to 15 carbon atoms, alkanoyl of 2 to 18 carbon atoms, alkenoyl of 3 to 5 carbon atoms or benzoyl, x is 1 or 2, when x is 1, R11 is hydrogen, alkyl of 1 to 18 carbon atoms, alkenyl of 2 to 18 carbon atoms, propargyl, glycidyl, alkyl of 2 to 50 carbon atoms interrupted by one to twenty oxygen atoms, said alkyl substituted by one to ten hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, or
- R 1 1 is alkyl of 1 to 4 carbon atoms substituted by a carboxy group or by -COOZ where Z is hydrogen, alkyl of 1 to 4 carbon atoms or phenyl, or where Z is said alkyl substituted by - (COO ) n M" * where n is 1 -3 and M is a metal ion from the 1st, 2nd or 3rd group of the periodic table or is Zn, Cu, Ni or Co, or M is a group N n+ (R 2 ) 4 where R 2 is hydrogen, alkyl of 1 to 8 carbon atoms or benzyl, or when x is 2,
- R 1 1 is alkylene of 1 to 12 carbon atoms, alkenylene of 4 to 12 carbon atoms, xylylene or alkylene of 1 to 50 carbon atoms interrupted by one to twenty oxygen atoms, substituted by one to ten hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, in formula D and D*,
- Rio is as defined above, y is 1 to 4, and
- R-I2 is defined as R 2 above in formula E and E*, k is 1 or 2, • "» " • "» when k is 1,
- R 2 o and R 2 ⁇ are independently alkyl of 1 to 12 carbon atoms, alkenyl of 2 to 12 carbon atoms or aralkyl of 7 to 15 carbon atoms, or R 20 is also hydrogen, or
- R 20 and R 21 together are alkylene of 2 to 8 carbon atoms or said alkylene substituted by hydroxyl, or are acyloxy-alkylene of 4 to 22 carbon atoms, or when k is 2,
- R 2u and R21 are together (-CH 2 ) 2 C(CH2-) 2j in formula F and F*,
- Rao is hydrogen, alkyl of 1 to 18 carbon atoms, benzyl, glycidyl, or alkoxyalkyl of 2 to 6 carbon atoms, g is 1 or 2, when g is 1, 31 is defined as Ri above when n is 1, when g is 2, R 31 is defined as Ri above when n is 2, in formula G and G*, Qi is -NR 4 ⁇ - or -O-,
- Ei is alkylene of 1 to 3 carbon atoms
- E ⁇ is -CH 2 -CH(R 2 )-O- where R ⁇ is hydrogen, methyl or phenyl, or E ⁇ is -(CH ) 3 -NH- or E n is a direct bond
- Rio is hydrogen or alkyl of 1 to 18 carbon atoms
- R ⁇ is hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aralkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms
- R ⁇ is -CH 2 -CH(R 42 )-OH where R 2 is as defined above, in formula H and H*, p is 1 or 2
- T 4 is as defined for Rn when x is 1 or 2, M and Y are independently methylene or carbonyl, for instance M is methylene and Y is carbonyl, in formula I and I*, this formula denotes a recurring structural unit of a polymer where Ti is ethylene or 1,2- propylene or is the repeating structural unit derived from an alpha-olefin copolymer with an alkyl acrylate or methacrylate, and where q is 2 to 100,
- Qi is -N(R 4 ⁇ )- or -O- where R 4 ⁇ is as defined above, in formula J and J*, r is 1 or 2, ' *"'
- T 7 is as defined for Ri when n is 1 or 2 in formula A, for example T 7 is octamethylene when r is 2, in formula L and L*, u is 1 or 2, T ⁇ 3 is as defined for Ri when n is 1 or 2 in formula A, with the proviso that T 3 is not hydrogen when u is 1 , in formula M and M*, Ei and E 2] being different, each are -CO- or -N(E 5 )- where E 5 is hydrogen, alkyl of 1 to 12 carbon atoms or alkoxycarbonylalkyl of 4 to 22 carbon atoms, for instance E ⁇ is -CO- and E is -N(E 5 )-, E 3 is hydrogen, alkyl of 1 to 30 carbon atoms, phenyl, naphthyl, said phenyl or said naphthyl substituted by chlorine or by alkyl of 1 to 4 carbon atoms, or phenylalkyl of 7 to 12 carbon atoms, or said phenyl
- Ri is as defined for Ri. in formula A when n is 1, G 3 is a direct bond, alkylene of 1 to 12 carbon atoms, phenylene or -NH-G NH- where Gi is alkylene of 1 to 12 carbon atoms, in formula O and O*.
- Rio is as defined for R ⁇ , 0 in formula C, in formula P and P*
- E 6 is an aliphtic or aromatic tetravalent radical, for example neopentanetetrayl or benzenetetrayl, in formula T and T*
- R51 is hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, or aryl of 6 to 10 carbon atoms
- R5 2 is hydrogen or alkyl of 1 to 18 carbon atoms
- f is 1 or 2
- R50 is as defined for R1.1.
- R 50 is -(CH 2 ) z COOR 54 where z is 1 to 4 and R M is hydrogen or alkyl of 1 to 18 carbon atoms, or R 54 is a metal ion from the 1st, 2nd or 3rd group of the periodic table or a group -N(Rs5) where R55 is hydrogen, alkyl of 1 to 12 carbon atoms or benzyl, when f is 2, R K , is as defined for R-n in formula C when x is 2, in formula U and U*, R ⁇ , R M , Res and R56 are independently alkyl of 1 to 4 carbon atoms or are together pentamethylene. in formula V and V*, R57, R58.
- R59 and R ⁇ o are independently alkyl of 1 to 4 carbon atoms or are together pentamethylene.
- R ⁇ i, Rea, R ⁇ 3 and R&t are independently alkyl of 1 to 4 carbon atoms or are together pentamethylene, Res is alkyl of 1 to 5 carbon atoms,
- M is hydrogen or oxygen, wherein in formulas X to CC and X* to CC* n is 2 to 3,
- Gi is hydrogen, methyl, ethyl, butyl or benzyl, m is 1 to 4, x is 1 to 4, when x is 1,
- Ri and R 2 are independently alkyl of 1 to 18 carbon atoms, said alkyl interrupted by one to five oxygen atoms, said alkyl substituted by 1 to 5 hydroxyl groups or said alkyl both interrupted by said oxygen atoms and substituted by said hydroxyl groups; cycloalkyl of 5 to 12 carbon atoms, aralkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by one to three alkyl of 1 to 8 carbon atoms, or R 1 is also hydrogen, or Ri and R 2 are together tetramethylene, pentamethylene, hexamethylene or 3-oxapenta- methylene, when x is 2, Ri is hydrogen, alkyl of 1 to 8 carbon atoms, said alkyl interrupted by one or two oxygen atoms, said alkyl substituted by a hydroxyl group, or said alkyl both interrupted by one or two oxygen atoms and substituted by a hydroxyl group,
- R 2 is alkylene of 2 to 18 carbon atoms, said alkylene interrupted by one to five oxygen atoms, said alkylene substituted by 1 to 5 hydroxyl groups or said alkylene both interrupted by said oxygen atoms and substituted by said hydroxyl groups; o-, m- or p- phenylene or said phenylene substituted by one or two alkyl of 1 to 4 carbon atoms, or R 2 is -(CH 2 ) k O[(CH2)kO]h(CH 2 )k- where k is 2 to 4 and h is 1 to 40, or Ri, and R 2 together with the two N atoms to which they are attached are piperazin-1,4-diyl, when x is 3, Ri is hydrogen R 2 is alkylene of 4 to 8 carbon atoms interrupted by one nitrogen atom, when x is 4, Ri is hydrogen, R 2 is alkylene of 6 to 12 carbon atoms interrupted by two nitrogen atoms, R 3 is hydrogen, alkyl of 1 to 8 carbon
- Q is an alkali metal salt, ammonium or N + (G ⁇ ) 4] in formula DD and DD* m is 2 or 3, when m is 2,
- G is -(CH 2 CHR-O) r CH 2 CHR-, where r is 0 to 3, and R is hydrogen or methyl, and when m is 3,
- G is glyceryl, in formula EE and EE*
- G 2 is -CN, -CONH 2 or -COOG 3 where G 3 is hydrogen, alkyl of 1 to 18 carbon atoms or phenyl,
- X is an inorganic or organic anion, such as phosphate, phosphonate, carbonate, bicarbonate, nitrate, chloride, bromide, bisulfite, sulfite, bisulfate, sulfate, borate, formate, acetate, benzoate, citrate, oxalate, tartrate, acrylate, polyacrylate, fumarate, maleate, ita- conate, glycolate, gluconate, malate, mandelate, tiglate, ascorbate, polymethacrylate, a carboxylate of nrtrilotriacetic acid, hydroxyethylethylenediaminetriacetic acid, ethylenediaminetetraacetic acid or of diethylenetriaminepentaacetic acid, a diethylenetriamine- pentamethylenephosphonate, an alkylsulfonate or an arylsulfonate, and where the total charge of cations h is equal to the total charge of anions j
- the compounds of component (b) are those of formulas A, A*, B, B * . C, C*, D,
- R is hydrogen, in formula A and A* n is 1 or 2, when n is 1,
- Ri is hydrogen, alkyl of 1 to 6 carbon atoms, alkenyl of 2-6 carbon atoms, propargyl, glycidyl, alkyl of 2 to 20 carbon atoms interrupted by one to ten oxygen atoms, said alkyl substituted by one to five hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, or R-[ is alkyl of 1 to 4 carbon atoms substituted by a carboxy group or by -COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms, when n is 2, R is alkylene of 1 to 8 carbon atoms, alkenylene of 4 to 8 carbon atoms, alkylene of 1 to 20 carbon atoms interrupted by one to ten oxygen atoms, substituted by one to five hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, in formula B and B* m is 1 or 2 when m is 1 ,
- R 2 is alkyl of 1 to 4 carbon atoms or R 2 is CH 2 (OCH 2 CH 2 ) n OCH 3 where n is 1 to 12, or R is phenyl, or said phenyl substituted by one to three methyl groups, R 2 is -NHR 3 where R 3 is alkyl of 1 to 4 carbon atoms or phenyl, or said phenyl substituted by one or two methyl groups, when m is 2, R 2 is alkylene of 1 to 8 carbon atoms, alkenylene of 4 to 8 carbon atoms, or R 2 is -CH 2 (OCH 2 CH 2 ) n OCH 2 - where n is 1 to 12, R 2 is NH F ⁇ NH where R 4 is of 2 to 6 carbon atoms, aralkylene of 8 to 15 carbon atoms or arylene of 6 to 12 carbon atoms, R 2 is -CO- or -NHCONH, in formula C and C*,
- Rio is hydrogen or, alkanoyl of 1 to 3 carbon atoms, x is 1 or 2, - when x is 1,
- Rn is hydrogen, alkyl of 1 to 6 carbon atoms or glycidyl
- R 11 is alkyl of 1 to 4 carbon atoms substituted by a carboxy group or by COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms, when x is 2,
- R 11 is alkylene of 1 to 6 carbon atoms, in formula D and D*, Rio is hydrogen, y is 1 or 2,
- R 2 is defined as R 2 above, in formula Y, Y*. Z and Z*, x is 1 or 2, when x is 1, Ri and R 2 are independently alkyl of 1 to 4 carbon atoms, or Ri and R 2 are together tetramethylene, or pentamethylene,
- R 2 is hydrogen or alkyl of 1 to 4 carbon atoms, said alkyl group substituted by a hydroxyl group, when x is 2,
- Ri is hydrogen, alkyl of 1 to 4 carbon atoms, said alkyl substituted by a hydroxyl group, R 2 is alkylene of 2 to 6 carbon atoms, Re is as defined above.
- the compounds of component (b) are those of formulas A, A*, B, B*, C, C*, D,
- R is hydrogen, in formula A and A*, h is 1,
- Ri is hydrogen, alkyl of 1 to 4 carbon atoms, glycidyl, alkyl of 2 to 4 carbon atoms interrupted by one or two oxygen atoms, said alkyl substituted by one or two hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, or Ri is alkyl of 1 to 4 carbon atoms substituted by -COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms, in formula B and B*, m is 1 or 2,
- R 2 is alkyl of 1 to 4 carbon atoms or R 2 is CH 2 (OCH 2 CH 2 ) n OCH 3 where n is 1 to 4, when m is 2,
- R 2 is alkylene of 1 to 8 carbon atoms, in formula C and C*,
- Rio is hydrogen or alkanoyl of 1 or 2 carbon atoms, x is 1 or 2, when x is 1 ,
- R 11 is hydrogen, alkyl of 1 to 4 carbon atoms or glycidyl, R 11 is alkyl of 1 to 4 carbon atoms substituted by COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms, when x is 2,
- R 11 is alkylene of 1 to 6 carbon atoms, in formula D and D*, R 10 is hydrogen, y is 1 or 2,
- R ⁇ 2 is defined as R 2 above.
- the hindered nitroxyl, hydroxylamine and hydroxylamine salt compounds of component (b) are selected from bis(1-oxyl-2,2-6-6-tetramethylpiperidin-4-yl) sebacate; bis(1-hydroxy-2,2-6-6-tetramethylpiperidin-4-yl) sebacate; 1 -hydroxy-2,2-6-tetramethyl-4- acetoxypiperidinium citrate; 1-oxyl-2.2,6,6-tetramethyl-4-acetamidopiperidine; 1-hydroxy- 2 ] 2,6 ] 6-tetramethyl-4-acetamidopiperidine; 1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopi- peridinium bisulfate; l-oxyl ⁇ ⁇ -tetramethyM-oxo-piperidine; 1-hydroxy -2,2,6,6-tetrame- thyl-4-oxo-piperidine; 1-hydroxy ⁇ . ⁇ . ⁇ -te
- the hindered nitroxyl, hydroxylamine and hydroxylamine salt compounds of component (b) are selected from 1-oxyl-2,2,6,6-tetramethyl ⁇ l-hydroxypiperidine; 1-hydroxy- 2 1 2,6,6-tetramethyl-4-hydroxypiperidine; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium chloride; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium acetate; 1-hydroxy-2,2,6,6-te- tramethyl-4-hydroxypiperidinium bisulfate; 1 -hydroxy- ⁇ . ⁇ . ⁇ -tetramethyM-hydroxypiperidi- nium citrate; bis(1-hydroxy-2 l 2,6,6-tetramethyl-4-hydroxypiperidinium) citrate; tris(1 -hydroxy- 2,2,6,6-tetrarnethyl-4 ⁇ hydroxypiperidinium) citrate; tetra(1 -hydroxy-2,2,6,6-tetramethyl-4-
- the compounds of component (b) are selected from 1-hydroxy-2,2,6,6-tetrame- thyl-4-hydroxypiperid inium citrate; bis(1 -hydroxy ⁇ . ⁇ . ⁇ -tetramethyM-hydroxypiperidinium) ci ate; tris(1-hydroxy-2,2,6 J 6-tetramethyl-4-hydroxypiperidinium) citrate; 1-hydroxy-2,2,6,6- tetramethyl-4-hydroxypiperidinium DTPA; bis(1 -hydroxy-2,2,6,6-tetramethyl-4-hydroxy- piperidinium) DTPA; tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) DTPA; tetra- k ' ⁇ s(1-hydroxy-2,2.6,6-tetramethyl-4-hydroxypiperidinium) DTPA; pentakis(1-hydroxy-2,2,6 J 6- tetramethyl-4-hydroxypiperidinium) DTPA; 1 -hydroxy-2,
- EDTA ethylenediaminetetraacetic acid
- DTPA diethylenetriaminepentaacetic acid
- HEDTA hydroxyethylethylenediaminetriacetic acid
- NTA ni- trilotriacetic acid
- DTPMPA diethylenetriaminepentamethylenephosphonic acid
- the organic UV absorber component (ci) is preferably selected from butyl methoxy- dibenzoyimethane, ethylhexyi methoxydibenzoylmethane and isopropyl dibenzoylmethane
- Component (ci) is most preferably selected from 4-tert-butyl-4'-methoxydibenzoylmethane and 4-ethylhexyl-4'-methoxydibenzoylmethane. Most preferred is 1-(4-tert-butylphenyl)-3-(4- methoxyphenyI)propane-1 ,3-dione.
- Component (c 2 ) is preferably selected from octyl methoxycinnamate (4-methoxycinnamic acid 2-ethylhexyl ester), diethanolamine methoxycinnamate (diethanolamine salt of 4- methoxycinnamic acid), isoamyl p-methoxycinnamate (4-ethoxycinnamic acid 2-isoamyl ester), 2,5-diisopropylmethyl cinnamate and a cinnamic acid amido derivative, and most preferably octyl methoxycinnamate.
- Component (c 3 ) is preferably selected from 4-methyl-benzylidene camphor (3-(4'-methyl)- benzylidene-boman-2-one), 3-benzylidene camphor (3-benzylidene-boman-2-one), poly- acrylamidomethylbenzylidene camphor ⁇ N-[2(and 4)-2-oxyborn-3-ylidene-methyl)benzyl]- acrylamide polymer ⁇ , trimonium-benzylidene camphor sulfate [3-(4'-trimethylammonium)- benzylidene-bornan-2-one methyl sulfate], terephthalydene dicamphorsulfonic acid ⁇ 3,3'-(1 ] 4- phenylenedimethine)-bis(7,7-dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-methanesulfonic acid ⁇ or salts thereof, and benzyliden
- Component (c 4 ) is preferably selected from diethylhexyl butamido Triazone and ethylhexyl triazone. Most preferably ethylhexyl triazone is used.
- the organic UV filters according to component (c) can be used in admixture with other commercial available UV filters.
- Suitable UV absorbers which can be used are listed in the follwing Table:
- Table 1 Additional U V absorbers p-aminobenzoic acid derivatives, for example 4-dimethylaminobenzoic acid 2-ethylhexyl ester salicylic acid derivatives, for example salicylic acid 2-ethylhexyl ester benzophenone derivatives, for example 2-hydroxy-4-methoxybenzophenone and its
- 5-sulfonic acid derivative diphenylacrylates for example 2-ethylhexyl 2-cyano-3,3-diphenylacrylate, and 3-(benzofura- nyl) 2-cyanoacrylate
- EP-A-709080 hydroxyphenyltriazine compounds for example 2-(4 , -methoxyphenyl)-4,6-bis(2 , -hydroxy-4 , -n- octyloxyphenyl)-1,3,5-triazine; 2,4-bis ⁇ [4-(3-(2-propyloxy)-2-hydroxy-propyloxy)-2-hydroxy]- phenyl ⁇ -6-(4-methoxyphenyl)-1 l 3 J 5-triazine; 2,4-bis ⁇ [4-(tris(trimethylsilyloxy-silylpropyloxy)-2- hydroxy]-phenyl ⁇ -6-(4-methoxyphenyl)-1 > 3,5-triazine; 2,4-bis ⁇ [4-(2"-methylpropenyloxy)-2- hydroxy]-phenyl ⁇ -6-(4-methoxyphenyl)-1 ,3,5-triazine; 2,4-bis ⁇ [4-(1
- compositions may comprise further traditional additives, for example antioxidants.
- the present invention further pertains to a stabilized composition
- a stabilized composition comprising
- an organic UV filter selected from (ci) dibenzoylmethane derivatives; (c 2 ) cinnamic acid esters; (c 3 ) camphor derivatives; and (c ) trianilino-s-triazine derivatives; and
- antioxidants are for example selected from the hindered phenolic and benzofuranone stabilizers.
- Suitable antioxidants are for example selected from the group consisting of
- M H, ammonium, alkali
- the hindered amine light stabilizers (HALS) of component (d) are for example known commercial compounds. They are for example selected from the group consisting of bis(2,2,6 ] 6-tetramethylpiperidin-4-yl)sebacate 1 bis(2,2,6 I 6-tetramethylpiperidin-4-yl)succinate ] bis(1 l 2,2,6 J 6-pentamethylpiperidin-4-yl)sebacate J n-butyl-3,5-di-tert-butyl-4-hydroxybenzyl- malonic acid-bis(1 ,2, 2,6,6-pentamethylpiperidyl)ester, the condensate of 1 -hydroxyethyl- 2 1 2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid, the condensate of N,N'- bis(2,2,6 1 6-tetramethyM-pipe ⁇ idyl)hexamethylenediamine and 4-tert-octylamino
- the complex formers of component (d) are for example nitrogen-containing complex formers or polyanionically-derived natural polysaccharides, for example those containing phosphate, phosphonate or methyl phosphonate groups, such as chitin derivatives, e.g. sulfochitin, carboxymethylchitin, phosphochitin or chitosan derivatives, for example sulfochitosan, carboxymethylchitosan or phosphochitosan.
- chitin derivatives e.g. sulfochitin, carboxymethylchitin, phosphochitin or chitosan derivatives, for example sulfochitosan, carboxymethylchitosan or phosphochitosan.
- the complex formers are for example selected from the group consisting of ethylenediamine- tetracetic acid (EDTA), nitrilotriacetic acid (NTA), -alaninediacetic acid (EDETA) or
- EDDS ethylenediaminedisuccinic acid
- ATMP arninetrimethylenephosphoric acid
- the present stabilizer systems are particularly suitable for stabilizing body care products, in particular for use in skin-care products, as bath and shower products, preparations containing fragrances and odoriferous substances, hair-care products, dentifrices, deodorizing and antiperspirant preparations, decorative preparations, light protection formulations and preparations containing active ingredients.
- Suitable skin-care products are, in particular, body oils, body lotions, body gels, treatment creams, skin protection ointments, shaving preparations, such as shaving foams or gels, skin powders, such as baby powder, moisturising gels, moisturising sprays, revitalising body sprays, cellulite gels and peeling preparations.
- shaving preparations such as shaving foams or gels
- skin powders such as baby powder, moisturising gels, moisturising sprays, revitalising body sprays, cellulite gels and peeling preparations.
- Preparations containing fragrances and odoriferous substances are in particular scents, perfumes, toilet waters and shaving lotions (aftershave preparations).
- Suitable hair-care products are, for example, shampoos for humans and animals, in particular dogs, hair conditioners, products for styling and treating hair, perming agents, hair sprays and lacquers, hair gels, hair fixatives and hair dyeing or bleaching agents.
- Suitable dentifrices are in particular tooth creams, toothpastes, mouth-washes, mouth rinses, anti-plaque preparations and cleaning agents for dentures.
- Suitable decorative preparations are in particular lipsticks, nail varnishes, eye shadows, mascaras, dry and moist make-up, rouge, powders, depilatory agents and suntan lotions.
- Suitable cosmetic formulations containing active ingredients are in particular hormone preparations, vitamin preparations, like tocopherol, ascorbic acid, vitamin Q, D and K, carotinoid such as retinol, retinal, retinoicacid and licopen, vegetable extract preparations, antibacterial preparations, preparations containing instable aminoacids comprising dipeptides, oligo- pepeptides and polypeptides such as methionen, cyctein, cystin, tryptophan. phenylalanin, tyrosin, preparations containing phenols, poylphenols or flavonoids.
- a further aspect of the present invention is the stabilization of active ingredients selected from vitamins, carotinoids, vegetable extracts, antibacterials, phenols, poylphenols or flavonoids comprising applying thereto at least one compound of component (b) and at least one compound of component (c).
- the present body care products can be in the form of creams, ointments, pastes, foams, gels, lotions, powders, make-ups, sprays, sticks or aerosols or wipes.
- the present stabilizer systems may be present in the oil phase or in the aqueous or aqueous/alcoholic phase.
- the additives of component (b) and (c) are present, for example, in the body care and household products in a concentration of about 5 to about 10000 ppm, based on the total formulation, preferably from about 10 to about 5000 ppm, and most preferably from about 100 to about 1000 ppm.
- the additives of component (b) and (c) are present in the body care and household products in a concentration of about 5, 10, 15, 20, 25, 35, 40, 45 or 50 ppm, based on the total formulation.
- the additives of component (b) and (c) is present from about 5 to about 1000 ppm in the formulations (compositions) of this invention.
- the ratio of component (b) to component (c) is in the present composition is from 1 :1000 to 1000:1, preferably from 1:100 to 100:1, most preferably from 1:10 to 10:1,
- cosmetic or pharmaceutical preparations may contain further adjuvants as described below.
- the preparations contain, for example, from 0.1 to 30 % by weight, preferably from 0.1 to 15 % by weight and especially from 0.5 to 10 % by weight, based on the total weight of the composition, of one or more UV absorbers, from 1 to 60 % by weight, especially from 5 to 50 % by weight and preferably from 10 to 35 % by weight, based on the total weight of the composition, of at least one oil component, from 0 to 30 % by weight, especially from 1 to 30 % by weight und preferably from 4 to 20 % by weight, based on the total weight of the composition, of at least one emulsifier, from 10 to 90 % by weight, especially from 30 to 90 % by weight, based on the total weight of the composition, of water, and from 0 to 88.9 % by weight, especially from 1 to 50
- compositions/preparations according to the invention may also contain one or one more additional compounds as described below.
- ester oils are isopropylmyristate, isopropylpalmitate, isopropylstearate, isopropyl isostearate, isopropyloleate, n-butylstearate, n-hexyllaurate, n-decyloleate.
- adjuvants diethylhexyl 2,6- naphthalate, di-n-butyl adipate, di(2-ethylhexyl)-adipate, di(2-ethylhexyl)- succinate and diisotridecylvestat, and also diol esters, such as ethylene glycol dioleate, ethylene glycol diisotridecanoate, propylene glycol di(2-ethylhexanoate), propylene glycol diisostearate, propylene glycol dipelargonate, butanediol diisostearate and neopentyl glycol dicaprylate.
- diol esters such as ethylene glycol dioleate, ethylene glycol diisotridecanoate, propylene glycol di(2-ethylhexanoate), propylene glycol diisostearate, propylene glycol dipelargonate, butanediol
- Natural or synthetic triqlvcerides induding ⁇ lyceryl esters and derivatives Di- or tri-glycerides, based on C 6 -C 8 fatty acids, modified by reaction with other alcohols (caprylic/capric triglyceride, wheat germ glycerides, etc.).
- Fatty acid esters of polyglycerin polyglyceryl-n such as polyglyceryl-4 caprate, polyglyceryl-2 isostearate, etc.
- castor oil hydrogenated vegetable oil, sweet almond oil, wheat germ oil, sesame oil, hydrogenated cottonseed oil, coconut oil, avocado oil, corn oil, hydrogenated castor oil, shea butter, cocoa butter, soybean oil, mink oil, sunflower oil, safflower oil, macadamia nut oil, olive oil, hydrogenated tallow, apricot kernel oil, hazelnut oil, borago oil, etc.
- Waxes including esters of long-chain acids and alcohols as well as compounds having waxlike properties, e.g., camauba wax, beeswax (white or yellow), lanolin wax, candellila wax, ozokerite, japan wax, paraffin wax, microcrystalline wax, ceresin. cetearyl esters wax, synthetic beeswax.etc. Also, hydrophilic waxes as Cetearyl Alcohol or partial glycerides.
- Akylene glycol esters especially ethylene glycol distearate; fatty acid alkanolamides, especially coco fatty acid diethanolamide; partial glycerides, especially stearic acid monoglyceride; esters of polyvalent, unsubstituted or hydroxy-substituted carboxylic acids with fatty alcohols having from 6 to 22 carbon atoms, especially long-chained esters of tartaric acid; fatty substances, for example fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which in total have at least 24 carbon atoms, especially laurone and distearyl ether; fatty acids, such as stearic acid, hydroxystearic acid or behenic acid, ring-opening products of olefin epoxides having from 12 to 22 carbon atoms with fatty alcohols having from 12 to 22 carbon atoms and/or polyols having from 2 to 15 carbon atoms and from 2 to 10
- Mineral oil (light or heavy), petrolatum (yellow or white), microcrystalline wax, paraffinic and isoparaffinic compounds, hydrogenated isoparaffinic molecules as polydecenes and polybu- tene, hydrogenated polyisobutene, squalane, isohexadecane, isododecane and others from plant and animal kingdom.
- Silicones or siloxanes organosubstituted polvsiloxanes
- simethicones which are mixtures of dimethicones having an average chain length of from 200 to 300 dimethylsiloxane units with hydrogenated silicates.
- a detailed survey by Todd et al. of suitable volatile silicones may in addition be found in Cosm. Toil. 91, 27 (1976).
- Emulsifier systems may comprise for example: carbocyclic acids and their salts: alkaline soap of sodium, potassium and ammonium, metallic soap of calcium or magnesium, organic basis soap such as Why, palmitic, stearic and oleic acid etc.. Alkyl phosphates or phosphoric acid esters, acid phosphate, diethanolamine phosphate, potassium cetyl phosphate. Ethoxylated carboxylic acids or polyethyleneglycol esters, PEG-n acylates.
- Linear fatty alcohols having from ⁇ to 22 carbon atoms, branched from 2 to 30 mol of ethylene oxide and/or from 0 to 5 mol propylene oxide with with fatty acids having from 12 to 22 carbon atoms and with alkylphenols having from 8 to 15 carbon atoms in the alkyl group.
- Fatty alcohol polyglycolether such as laureth-n, ceteareth-n, steareth-n, oleth-n.
- Fatty acid polyglycolether such as PEG-n stearate, PEG-n oleate, PEG-n cocoate.
- Monoglycerides and polyol esters Monoglycerides and polyol esters.
- C12-C22 fatty acid mono- and di- esters of addition products of from 1 to 30 mol of ethylene oxide with polyols Fatty acid and polyglycerol ester such as monostearate glycerol, diisostearoyl polyglyceryl-3-diisostearates, polyglyceryl-3-diisostearates, triglyceryl diisostearates, polyglyceryl-2-sesquiisostearates or polyglyceryl dimerates. Mixtures of compounds from a plurality of those substance classes are also suitable.
- Fatty acid polyglycolesters such as monostearate diethylene glycol, fatty acid and polyethylene glycol esters, fatty acid and saccharose esters such as sucro esters, glycerol and saccharose esters such as sucro glycerides.
- Sorbitol and sorbitan sorbitan mono- and di-esters of saturated and unsaturated fatty acids having from 6 to 22 carbon atoms and ethylene oxide addition products.
- Polysorbate-n series, sorbitan esters such as sesqui- isostearate, sorbitan, PEG-(6)-isostearate sorbitan, PEG-(10)-sorbitan laurate, PEG-17- di- oleate sorbitan.
- Glucose derivatives C8-C22 alkyl-mono and oligo-glycosides and ethoxylated analogues with glucose being preferred as the sugar component.
- O/W emulsifiers such as methyl gluceth-20 sesquistearate, sorbitan stearate/sucrose cocoate, methyl glucose sesquistearate, cetearyl alcohol/cetearyl glucoside.
- W/O emulsifiers such as methyl glucose di- oleate/ methyl glucose isostearate.
- Sulfates and sulfonated derivatives dialkylsulfosucci- nates, dioctyl succinate, alkyl lauryl sulfonate, linear sulfonated parafins, sulfonated tetrapro- plyne sulfonate, sodium lauryl sulfates, amonium and ethanolamine lauryl sulfates, lauyl ether sulfates, sodium laureth sulfates, sulfosuccinates. aceyl isothionates, alkanolamide sulfates, taurines, methyl taurines, imidazole sulfates.
- Amine derivatives, amine salts, ethoxylated amines, oxide amine with chains containing an heterocycle such as alkyl imidazolines, pyridine derivatives, isoquinoteines, cetyl pyridinium chlorure, cetyl pyridinium bromide, quaternary ammonium such as cetyltrimethylbroide amonium broide (CTBA), ste- arylalkonium.
- Propoxylated or POE-n ethers (Meroxapols), Polaxamers or poly(oxyethylene)m- block-poly(oxypropylene)n-block(oxyethylene).
- Zwitterionic surfactants that carry at least one quaternary ammonium group and at least one carboxylate and/or sulfonate group in the molecule.
- Zwitterionic surfactants that are especially suitable are betaines, such as N-alkyl- N.N-dimethylammonium glycinates, cocoalkyldimethylammonium glycinate, N-acylamino- propyl-N.N-dimethylammonium glycinates. cocoacylaminopropyldimethylammonium glycinate and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines each having from 8 to 18 carbon atoms in the alkyl or acyl group and also cocoacylaminoethylhydroxyethylcarboxy- methylglycinate, N-alkylbetaine, N-alkylaminobetaines.
- betaines such as N-alkyl- N.N-dimethylammonium glycinates, cocoalkyldimethylammonium glycinate, N-acylamino- propyl-N.N-dimethylam
- Nonionic emulsifiers such as PEG-6 beeswax (and) PEG-6 stearate (and) polyglyceryl - 2-isostearate [Apifac], glyceryl stearate ( and) PEG-100 stearate. [Arlacel 165], PEG-5 glyceryl stearate [arlatone 963 S], sorbitan oleate (and) polyglyceryl-3 ricinoleate.
- Anionic emulsifiers such as PEG-2 stearate SE, glyceryl stearate SE [Monelgine, Cutina KD], propylene glycol stearate [Tegin P], cetearyl Alcohol and Sodium cetearyl sulfate [Lanette N, Cutina LE, Crodacol GP], cetearyl alcohol and sodium lauryl sulfate [Lanette W], trilaneth-4 phopshate and glycol stearate and PEG-2 stearate [Sedefos 75], glyceryl stearate and sodium lauryl Sulfate [Teginacid Special].
- Cationic acid bases such as cetearyl alcohol and cetrimonium bromide.
- the emulsifiers may be used in an amount of, for example, from 1 to 30 % by weight, especially from 4 to 20 % by weight and preferably from 5 to 10 % by weight, based on the total weight of the composition.
- the preferably amount of such emulsifier system could represent 5% to 20% of the oil phase.
- the cosmetic / pharmaceutical preparations for example creams, gels, lotions, alcoholic and aqueous/alcoholic solutions, emulsions, wax/fat compositions, stick preparations, powders or ointments, may in addition contain, as further adjuvants and additives, mild surfactants, super-fatting agents, consistency regulators, thickeners, polymers, stabilisers, biogenic active ingredients, deodorising active ingredients, anti-dandruff agents, film formers, swelling agents, further UV light-protective factors, antioxidants, hydrotropic agents, preservatives, insect repellents, self-tanning agents, solubilisers, perfume oils, colourants, antimicrobial agents and the like.
- mild surfactants for example creams, gels, lotions, alcoholic and aqueous/alcoholic solutions, emulsions, wax/fat compositions, stick preparations, powders or ointments
- biogenic active ingredients for example creams, gels, lotions, alcoholic and aqueous/alcoholic solutions,
- Substances suitable for use as super-fatting agents are, for example, lanolin and lecithin and also polyethoxylated or acrylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides, the latter simultaneously acting as foam stabilisers.
- Suitable mild surfactants include fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and/or di-alkyl sulfosuccinates, fatty acid isethionates, fatty acid sarcosinates, fatty add taurides, fatty acid glutamates, ⁇ -olefin sulfonates, ethercarboxylic acids, alkyl oligoglucosides, fatty acid glucamides, alkylamidobetaines and/or protein fatty acid condensation products, the latter preferably being based on wheat proteins.
- Silicium dioxide magnesium silicates, aluminium silicates, polysaccharides or derivatives thereof for example hyaluronic acid, xanthan gum, guar-guar, agar-agar, alginates, carra- ghenan, gellan, pectines, or modified cellulose such as hydroxycellulose, hydroxypropyl- methylcellulose.
- polyacrylates or homopolymer of reticulated acrylic acids and polyacrylamides carbomer (carbopol types 980, 981, 1382, ETD 2001, ETD2020, Ultrez 10) or Salcare range such as Salcare SC80(steareth-10 allyl ether/acrylates copolymer), Salcare SC81(acrylates copolymer), Salcare SC91 and Salcare AST(sodium acrylates copoly- mer/PPG-1 trideceth-6), sepigel 305(polyacrylamide/laureth-7 ' ), Simulgel NS and Simulgel EG (hydroxyethyl acrylate / sodium acryloyldimethyl taurate copolymer), Stabilen 30 (acrylates / vinyl isodecanoate crosspolymer), Pemulen TR-1 (acrylates / C10-30 alkyl acry- late crosspolymer), Luvigel EM (sodium acrylates copolymer), Aculyn 28 (
- Suitable cationic polymers are, for example, cationic cellulose derivatives, for example a qua- temised hydroxymethyl cellulose obtainable under the name Polymer JR 400 from Amerchol, cationic starches, copolymers of diallylammonium salts and acrylamides, quarternised vinyl- pyrrolidone/vinyl imidazole polymers, for example Luviquat ® (BASF), condensation products of polyglycols and amines, quatemised collagen polypeptides, for example lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat ® L/Gr ⁇ nau), quatemised wheat polypeptides, polyethyleneimine, cationic silicone polymers, for example amidomethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretin/Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Mer
- cationic chitin derivatives for example of quatemised chito- san, optionally distributed as microcrystals
- condensation products of dihaloalkyls for example dibromobutane, with bisdialkylamines, for example bisdimethylamino-1,3-propane, cationic guar gum, for example Jaguar C-17, Jaguar C-16 from Celanese, quatemised ammonium salt polymers, for example Mirapol A-IS.' irapol AD-1, Mirapol AZ-1 from Miranol.
- anionic, zwitterionic, amphoteric and non-ionic polymers there come into consideration, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobomyl acrylate copolymers, methyl vinyl ether/ maleic anhydride copolymers and esters thereof, uncrosslinked polyacrylic acids and polyacrylic acids crosslinked with polyols, acrylamidopropyl-trimethylammonium chloride /acrylate copolymers, octyl acrylamide/methyl methacrylatetert-butylaminoethyl meth- acrylate/2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone/- vinyl acetate copolymers, vinylpyrrolidone/dimethylaminoethyl methacrylate/vinyl ca
- Biogenic active ingredients are to be understood as meaning, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceram ⁇ des, pseudoceramides, essential oils, plant extracts and vitamin complexes.
- deodorising active ingredients there come into consideration, for example, antiperspi- rants, for example aluminium chlorohydrates (see J. Soc. Cos . Chem. 24, 281 (1973)). Under the trade mark Locron ® of Hoechst AG, Frankfurt (FRG), there is available comer- cially, for example, an aluminium chlorohydrate corresponding to formula AI 2 (OH) 5 CI x 2.5 H 2 O, the use of which is especially preferred (see J. Pharm. Pharmacol. 26, 531 (1975)). Besides the chlorohydrates, it is also possible to use aluminium hydroxyacetates and acidic aluminium/zirconium salts. Esterase inhibitors may be added as further deodorising active ingredients.
- Such inhibitors are preferably trialkyl citrates, such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate and especially triethyl citrate (Hydagen CAT, Henkel), which inhibit enzyme activity and hence reduce odour formation.
- trialkyl citrates such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate and especially triethyl citrate (Hydagen CAT, Henkel), which inhibit enzyme activity and hence reduce odour formation.
- esterase inhibitors are sterol sulfates or phosphates, for example lanosterol, cholesterol, campesterol, stigmasterol and sitosterol sulfate or phosphate, dicar- boxylic acids and esters thereof, for example glutaric acid, glutaric acid monoethyl ester, glu- taric acid diethyl ester, adipic acid, adipic acid monoethyl ester, adipic acid diethyl ester, ma- Ionic acid and malonic acid diethyl ester and hydroxycarboxylic acids and esters thereof, for example citric acid, malic acid, tartaric acid or tartaric acid diethyl ester.
- dicar- boxylic acids and esters thereof for example glutaric acid, glutaric acid monoethyl ester, glu- taric acid diethyl ester, adipic acid, adipic acid monoethyl ester, adipic acid diethy
- Antibacterial active ingredients that influence the germ flora and kill or inhibit the growth of sweat-decomposing bacteria can likewise be present in the preparations (especially in stick preparations).
- Examples include chitosan, phenoxyethanol and chlorhexidine gluconate.
- 5-chloro-2-(2,4- dichlorophenoxy)-phenol Triclosan, Irgasan, Ciba Specialty Chemicals Inc. has also proved especially effective.
- anti-dandruff agents there may be used, for example, dimbazole, octopirox and zinc pyri- thione.
- Customary film formers include, for example, chitosan, microcrystalline chitosan, quatemised chitosan, polyvinylpyrrolidone, vinylpyrrolidone/vinyl acetate copolymers, polymers of quaternary cellulose derivatives containing a high proportion of acrylic acid, collagen, hyaluronic acid and salts thereof and similar compounds.
- Hvdrotropic agents include, for example, chitosan, microcrystalline chitosan, quatemised chitosan, polyvinylpyrrolidone, vinylpyrrolidone/vinyl acetate copolymers, polymers of quaternary cellulose derivatives containing a high proportion of acrylic acid, collagen, hyaluronic acid and salts thereof and similar compounds.
- hydrotropic agents for example ethoxylated or non ethoxylated mono-alcohols, diols or polyols with a low number of carbon atoms or their ethers (e.g. ethanol, isopropanol, 1,2-dipropanediol, propyleneglycol, glyerin, ethylene glycol, ethylene glycol monoethylether, ethylene glycol monobutylether, propylene glycol monomethylether, propylene glycol monoethylether, propylene glycol monobutylether, diethylene glycol monomethylether; diethylene glycol monoethylether, diethylene glycol monobutylether and similar products).
- ethers e.g. ethanol, isopropanol, 1,2-dipropanediol, propyleneglycol, glyerin, ethylene glycol, ethylene glycol monoethylether, ethylene glycol monobutylether, propylene glycol
- the polyols that corne into consideration for that purpose have preferably from 2 to 15 carbon atoms and at least two hydroxy groups.
- the polyols may also contain further functional groups, especially amino groups, and/or may be modified with nitrogen.
- Typical examples are as follows: glycerol, alkylene glycols, for example ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and also polyethylene glycols having an average molecular weight of from 100 to 1000 Dalton; technical oligoglycerol mixtures having an intrinsic degree of condensation of from 1.5 to 10, for example technical diglycerol mixtures having a diglycerol content of from 40 to 50 % by weight; methylol compounds, such as, especially, trimethylolethane, trimethylolpropane, tri- methylol butane, pentaerythritol and dipentaerythritol; lower alkyl-glucosides, especially those having from 1 to
- Suitable preservatives include, for example,Methyl-,Ethyl-, Propyl-, Butyl- parabens, Benzal- konium chloride, 2-Bromo-2-nitro-propane-1,3-diol, Dehydroacetic acid, Diazolidinyl Urea, 2- Dichloro-benzyl alcohol, DMDM hydantoin, Formaldehyde solution, Methyldibromogluta- nitrile, Phenoxyethanol, Sodium Hydroxymethylglycinate.
- bacteria-inhibiting agents are preservatives that have a specific action against gram-positive bacteria, such as 2,4,4 , -trichloro-2 , -hydroxydiphenyl ether, chlorhexi- dine (1,6-di(4-chlorophenyl-biguanido)hexane) or TCC (S ⁇ '-trichlorocarbanilide).
- gram-positive bacteria such as 2,4,4 , -trichloro-2 , -hydroxydiphenyl ether, chlorhexi- dine (1,6-di(4-chlorophenyl-biguanido)hexane) or TCC (S ⁇ '-trichlorocarbanilide).
- TCC S ⁇ '-trichlorocarbanilide
- a large number of aromatic substances and ethereal oils also have antimicrobial properties.
- Typical examples are the active ingredients eugenol, menthol and thymol in dove oil,
- a natural deodorising agent of interest is the terpene alcohol farnesol (3,7,11-tri- methyl-2,6,10-dodecatrien-1-ol), which is present in lime blossom oil.
- Glycerol monolaurate has also proved to be a bacteriostatic agent.
- the amount of the additional bacteria-inhibiting agents present is usually from 0.1 to 2 % by weight, based on the solids content of the preparations.
- Natural aromatic substances are, for example, extracts from blossom (lilies, lavender, roses, jasmine, neroli, ylang-ylang), from stems and leaves (geranium, patchouli, petit- grain), from fruit (aniseed, coriander, carraway, juniper), from fruit peel (bergamot, lemons, oranges), from roots (mace, angelica, celery, cardamom, costus, iris, calmus), from wood (pinewood, sandalwood, guaiacum wood, cedarwood, rosewood), from herbs and grasses (tarragon, lemon grass, sage, thyme), from needles and twigs (spruce, pine, Scots pine, mountain pine), from resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opo- po ⁇ ax).
- Typical synthetic aromatic substances are, for example, products of the ester, ether, aldehyde, ketone, alcohol or hydrocarbon type.
- Aromatic substance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethylmethylphenyl glycinate, allylcyclohexyl propionate, styrallyl propionate and benzyl salicylate.
- the ethers include, for example, benzyl ethyl ether;
- the aldehydes include, for example, the linear alkanals having from ⁇ to 16 hydrocarbon atoms, citral, citronellal, citro- nellyl oxyacetaldehyde, cyclamen aldehyde, hydroxycitronellal, lilial and bourgeonal;
- the ketones include, for example, the ionones, isomethylionone and methyl cedryl ketone;
- the alcohols include, for example, anethol, citronellol, eugenol, isoeugenol, geraniol, linalool, phenyl ethyl alcohol and terpinol; and
- the hydrocarbons include mainly the terpenes and balsams.
- Ethereal oils of relatively low volatility which are chiefly used as aroma components, are also suitable as perfume oils, e.g. sage oil, camomile oil, clove oil, melissa oil, oil of cinnamon leaves, lime blossom oil, juniper berry oil, vetiver oil, olibanum oil, galbanum oil, labolanum oil and lavandin oil.
- the cosmetic preparations may contain, as sdjuvants, anti-foams, such as silicones, structurants, such as maleic acid, solubilisers, such as ethylene glycol, propylene glycol, glycerol or diethylene glycol, opacifiers, such as latex, styrene/PVP or sty- rene/acrylamide copolymers, propellants, such as propane/butane mixtures, N 2 O, dimethyl ether, CO 2 , N 2 or air, so-called coupler and developer components as oxidation dye precursors, reducing agents, such as thioglycolic acid and derivatives thereof, thiolactic acid, cyste- amine, thiomalic acid or mercaptoethanesulfonic acid, or oxidising agents, such as hydrogen peroxide, potassium bromate or sodium bromate.
- anti-foams such as silicones
- structurants such as maleic acid
- Suitable insect repellents are, for example, N,N-diethyl-m-toluamide, 1 ,2-pentanediol or insect repellent 3535; suitable self-tanning agents are, for example, dihydroxyacetone and/or erythrulose or dihydroxy acetone and/or dihydroxy acetone i precursors as described in WO 01/65124 and/or erythrulose.
- the present stabilizer systems are particularly suitable for stabilizing body care products, in particular: skin-care preparations, e.g. skin-washing and cleansing preparations in the form of tablet-form or liquid soaps, soapless detergents or washing pastes, bath preparations, e.g. liquid (foam baths, milks, shower preparations) or solid bath preparations, e.g. bath cubes and bath salts; skin-care preparations, e.g. skin emulsions, multi-emulsions or skin oils; body oils, body lotions, body gels; skin protection ointments; cosmetic personal care preparations, e.g.
- skin-care preparations e.g. skin-washing and cleansing preparations in the form of tablet-form or liquid soaps, soapless detergents or washing pastes
- bath preparations e.g. liquid (foam baths, milks, shower preparations) or solid bath preparations, e.g. bath cubes and bath salts
- skin-care preparations e.
- eye-care preparations e.g. eyeshadow preparations, mascara, eyeliner, eye creams or eye-fix creams
- lip-care preparations e.g. lipsticks, lip gloss, lip contour pencils
- nail-care preparations such as nail varnish, nail varnish removers, nail hardeners or cuticle removers
- foot-care preparations e.g.
- foot baths foot powders, foot creams or foot balsams, special deodorants and antiperspirants or callus-removing preparations
- light-protective preparations such as sun milks, lotions, creams or oils, sunblocks or tropicals, pre-tanning preparations or after-sun preparations
- skin-tanning preparations e.g. self-tanning creams
- depigmenting preparations e.g. preparations for bleaching the skin or skin-lightening preparations
- insect-repellents e.g.
- insect-repellent oils lotions, sprays or sticks
- deodorants such as deodorant sprays, pump-action sprays, deodorant gels, sticks or roll-ons
- antiperspirants e.g. antiperspirant sticks, creams or roll-ons
- preparations for cleansing and caring for blemished skin e.g. synthetic detergents (solid or liquid), peeling or scrub preparations or peeling masks
- shaving preparations e.g.
- shaving soap foaming shaving creams, non-foaming shaving creams, foams and gels, preshave preparations for dry shaving, aftershaves or aftershave lotions; fragrance preparations, e.g. fragrances and odoriferous substances containing preparations (scents, eau de Cologne, eau de toilette, eau de perfume, perfume de toilette, perfume), perfume oils or perfume creams; cosmetic hair-treatment preparations, e.g. hair-washing preparations in the form of shampoos and conditioners, hair-care preparations, e.g. pretreatment preparations, hair tonics, styling creams, styling gels, pomades, hair rinses, treatment packs, intensive hair treatments, hair-structuring preparations, e.g.
- fragrance preparations e.g. fragrances and odoriferous substances containing preparations (scents, eau de Cologne, eau de toilette, eau de perfume, perfume de toilette, perfume), perfume oils or perfume creams
- cosmetic hair-treatment preparations e.g. hair
- hair-waving preparations for permanent waves hot wave, mild wave, cold wave
- hair-straightening preparations liquid hair-setting preparations, hair foams, hairsprays
- bleaching preparations e.g. hydrogen peroxide solutions, lightening shampoos, bleaching creams, bleaching powders, bleaching pastes or oils, temporary, semi-permanent or permanent hair colourants, preparations containing self-oxidising dyes, or natural hair colourants, such as henna or camomile
- dentifrices in particular tooth creams, toothpastes, mouth-washes, mouth rinses, anti- plaque preparations and cleaning agents for dentures
- decorative preparations in particular lipsticks, nail varnishes, eye shadows, mascaras, dry and moist make-up, rouge, powders, depilatory agents and suntan lotions cosmetic formulations containing active ingredients, in particular hormone preparations, vitamin preparations, vegetable extract preparations and antibacterial preparations.
- Suitable cosmetic formulations containing active ingredients are in particular hormone preparations, vitamin preparations, vegetable extract preparations and antibacterial preparations.
- the final formulations listed may exist in a wide variety of presentation forms, for example: in the form of liquid preparations as a W/O, O W, O/W/O, W/O/W or PIT emulsion and ail kinds of microemulsions, in the form of a gel, in the form of an oil, a cream, milk or lotion, in the form of a stick, in the form of a spray (spray with propellent gas or pump-action spray) or an aerosol, in the form of a foam, or in the form of a paste.
- a spray spray with propellent gas or pump-action spray
- aerosol aerosol
- cosmetic preparations for the skin are light-protective preparations, such as sun milks, lotions, creams, wipes, oils, sunblocks or tropicals, pretanning preparations or after-sun preparations, also skin-tanning preparations, for example self-tanning creams.
- light-protective preparations such as sun milks, lotions, creams, wipes, oils, sunblocks or tropicals
- pretanning preparations or after-sun preparations also skin-tanning preparations, for example self-tanning creams.
- sun protection creams, sun protection lotions, sun protection milk and sun protection preparations in the form of a spray are particularly interested.
- hair-washing preparations in the form of shampoos, hair conditioners, hair-care preparations, e.g. pretreatment preparations, hair tonics, styling creams, styling gels, pomades, hair rinses, treatment packs, intensive hair treatments, hair- straightening preparations, liquid hair-setting preparations, hair foams and hairsprays.
- hair-washing preparations in the form of shampoos.
- a shampoo has, for example, the following composition: from 0.01 to 5 % by weight of component (b) according to the invention, 12.0 % by weight of sodium laureth-2-sulfate, 4.0 % by weight of cocamidopropyl betaine, 3.0 % by weight of sodium chloride, and water ad 100%.
- hair-cosmetic formulations may be used:
- Laundry detergents, laundry adjuncts, laundry pre-treatment products, laundry boosters, fabric treatments (eg., spray starches, fabric refreshers), fabric softeners or other products, from which the additives of component (b) and (c) are intended for deposition onto fabrics with use, are considered household products of this invention, and the above concentration levels also pertain thereto.
- the present additives of component (b) and (c) are effective at stabilizing the laundry detergents and fabric softeners, as well as the fabrics treated therewith.
- the following is a list of examples of body care products of this invention and their ingredients:
- present body care products, household products, textiles and fabrics have high stability towards color changes and chemical degradation of the ingredients present in these products.
- present compositions that comprise a dye are found to have excellent color stability.
- the present invention further pertains to a stabilized composition
- a stabilized composition comprising (a) a body care product, household product, textile or fabric, (b) an effective stabilizing amount of at least one compound selected from the group consisting of (i) hindered nitroxyl compounds of formula (I), (ii) hindered hydroxylamine compounds of formula (II) and (iii) hindered hydroxylamine salt compounds of formula (III), (c) an organic UV filter selected from (ci) dibenzoylmethane derivatives; (c 2 ) cinnamic acid esters; (c 3 ) camphor derivatives; (c ) trianilino-s-triazine derivatives; and (e) a dye.
- an organic UV filter selected from (ci) dibenzoylmethane derivatives; (c 2 ) cinnamic acid esters; (c 3 ) camphor derivatives; (c ) trianilino-s-triazine
- Dyes according to the present invention are for example: - inorganic pigments, for example iron oxide (Iron Oxide Red, Iron Oxide Yellow, Iron Oxide Black, etc.), Ultramarines, Chromium Oxide Green or Carbon Black; - natural or synthetic organic pigments;
- iron oxide Iron Oxide Red, Iron Oxide Yellow, Iron Oxide Black, etc.
- Ultramarines Chromium Oxide Green or Carbon Black
- - natural or synthetic organic pigments for example: - inorganic pigments, for example iron oxide (Iron Oxide Red, Iron Oxide Yellow, Iron Oxide Black, etc.), Ultramarines, Chromium Oxide Green or Carbon Black; - natural or synthetic organic pigments;
- anionic or cationic dyes like acid dyes (anionic), basic dyes (cationic), direct dyes, reactive dyes or solvent dyes;
- chromophores Azo- (mono-, di, tris-, or poly-)stilbene-, carotenoide-, diarylmethan-, triarylmethan-, xanthen-, acridin-, quinoline, methin- (also polymethin-), thiazol-, indamin-, indophenol-, azin-, oxazin, thiazin-, anthraquinone-, indigoid-, phtalocyanine- and further synthetic, natural and/or inorganic chromophores.
- the present stabilizer systems are also used in household cleaning and treatment agents, for example in laundry products and fabric softeners, liquid cleansing and scouring agents, glass detergents, neutral deaners (all-purpose cleaners), acid household cleaners (bath), bathroom cleaners, for instance in washing, rinsing and dishwashing agents, kitchen and oven cleaners, clear rinsing agents, dishwasher detergents, shoe polishes, polishing waxes, floor detergents and polishes, metal, glass and ceramic deaners, textile-care products, rug cleaners and carpet shampoos, agents for removing rust, color and stains (stain remover sslt), furniture and multipurpose polishes and leather and vinyl dressing agents (leather and vinyl sprays) and air fresheners.
- household cleaning and treatment agents for example in laundry products and fabric softeners, liquid cleansing and scouring agents, glass detergents, neutral deaners (all-purpose cleaners), acid household cleaners (bath), bathroom cleaners, for instance in washing, rinsing and dishwashing agents
- the present invention also concerns home care and fabric care products such as drain cleaners, disinfectant solutions, upholstery cleaners, automotive care products (e.g., to clean and/or polish and protect paint, tires, chrome, vinyl, leather, fabric, rubber, plastic and fabric), degreasers, polishes (glass, wood, leather, plastic, marble, granite, and tile, etc.), and metal polishes and cleaners.
- Antioxidants are suitable to protect fragrances in above products as well as in dryer sheets.
- the present invention also relates to home care products such as candles, gel candles, air fresheners and fragrance oils (for the home).
- the stabilizers of the present invention may be employed in fabric treatment that takes place after use of the fabric, referred to as fabric care. Such treatments include laundering, which uses detergents, laundry aids and/or fabric conditioner, and the application of non-detergent based fabric care products, such as spray-on products. When employed in this fashion, the present stabilizers are intended for deposition onto the fabric and used to protect the fabric, colorants and fragrances associated with said these fabrics from environmental damage.
- Typical examples of household cleaning and treating agents are:
- the present stabilizers are for example incorporated by dissolution in an oil phase or alcoholic or water phase, where required at elevated temperature.
- the present invention also pertains to a method of stabilizing a body care product, household product, textile or fabric, which comprises incorporating therein or applying thereto at least one compound of component (b) and at least one compound of component (c), preferably at least one compound of the formulae A to EE and A* to EE*.
- the present stabilizers are applied thereto via deposition from for instance detergents, fabric conditioners or non-detergent based fabric care products.
- the present fabrics are natural or synthetic, and may be woven or nonwoven.
- the textiles of this invention are for example textile fiber materials, for example nitrogen- containing or hydroxy-group-containing fiber materials, for instance textile fiber materials selected from cellulose, silk, wool, synthetic polyamides, leather and polyurethanes. Included are cotton, linen and hemp, pulp and regenerated cellulose. Included also are cellulosic blends, for example mixtures of cotton and polyamide or cotton/polyester blends.
- the additives of the present invention are for example applied to textiles in a dyeing or printing process, or in a finishing process.
- the additives may be applied as part of a dye formulation.
- the additives may be applied to textiles for example in an ink-jet printing process.
- the additives are for example applied as part of an aqueous dye solution or printing paste. They may be applied in an exhaust method or dyeing by the padder dyeing method, in which the textiles are impregnated with aqueous dye solutions, which may contain salts, and the dyes and additives are fixed, after an alkali treatment or in the presence of alkali, if appropriate with the action of heat or by storage at room temperature for several hours. After fixing, the dyeings or prints are rinsed thoroughly with cold and hot water, if appropriate with the addition of an agent which has a dispersing action and promotes diffusion of the non-fixed portions.
- the dye or ink formulations for application to textiles may comprise further customary additves, for example surfactants, antifoams, antimicrobials and the like, for example as disclosed in U.S. Pat. Nos. 6,281,339, 6,353,094 and 6,323,327, the disclosures of which are hereby incorporated by reference.
- a further aspect of the present invention is the photo stabilizing of the UV filters according to component (c).
- the present invention also pertains to a method of photo stabilizing a compound according to component (c), which comprises applying to this compound at least one compound of component (b).
- the hydroxypropyl cellulose is first predissolved in half of the alcohol (Vortex mixer) and is charged with the aminomethylpropanol.
- the other components - with the exception of the acrylate resin - are dissolved in alcohol and this solution is added, with stirring, to the hydroxypropyl cellulose. Subsequently, the acrylate resin is added and stirred until completely dissolved. Excellent results are achieved.
- the components are mixed, with stirring, at room temperature until they are completely dissolved.
- the pH is 6.5. Excellent results are achieved.
- the components are mixed, with stirring, at room temperature until they are completely dissolved.
- the pH is 6.5. Excellent results are achieved.
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Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
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US10/576,915 US7678381B2 (en) | 2003-11-03 | 2004-10-25 | Stabilized body care products, household products, textiles and fabrics |
KR1020067007463A KR101158266B1 (en) | 2003-11-03 | 2004-10-25 | Stabilized body care products, household products, textiles and fabrics |
ES04804504T ES2401436T3 (en) | 2003-11-03 | 2004-10-25 | Body care products, household products, textiles and stabilized fabrics |
CN2004800397449A CN1902353B (en) | 2003-11-03 | 2004-10-25 | Stabilized body care products, household products, textiles and fabrics |
EP04804504A EP1680541B1 (en) | 2003-11-03 | 2004-10-25 | Stabilized body care products, household products, textiles and fabrics |
BRPI0415684A BRPI0415684B1 (en) | 2003-11-03 | 2004-10-25 | stabilized composition and process for stabilizing a body care or household product |
JP2006538835A JP5384791B2 (en) | 2003-11-03 | 2004-10-25 | Stabilized body care products, household products, fabrics and textiles |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP03104057 | 2003-11-03 | ||
EP03104057.9 | 2003-11-03 |
Publications (2)
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WO2005042828A2 true WO2005042828A2 (en) | 2005-05-12 |
WO2005042828A3 WO2005042828A3 (en) | 2005-07-14 |
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Application Number | Title | Priority Date | Filing Date |
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PCT/EP2004/052644 WO2005042828A2 (en) | 2003-11-03 | 2004-10-25 | Stabilized body care products, household products, textiles and fabrics |
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Country | Link |
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US (1) | US7678381B2 (en) |
EP (1) | EP1680541B1 (en) |
JP (1) | JP5384791B2 (en) |
KR (1) | KR101158266B1 (en) |
CN (1) | CN1902353B (en) |
BR (1) | BRPI0415684B1 (en) |
ES (1) | ES2401436T3 (en) |
TW (1) | TWI392785B (en) |
WO (1) | WO2005042828A2 (en) |
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- 2004-10-25 CN CN2004800397449A patent/CN1902353B/en active Active
- 2004-10-25 BR BRPI0415684A patent/BRPI0415684B1/en active IP Right Grant
- 2004-10-25 EP EP04804504A patent/EP1680541B1/en active Active
- 2004-10-25 US US10/576,915 patent/US7678381B2/en not_active Expired - Fee Related
- 2004-10-25 WO PCT/EP2004/052644 patent/WO2005042828A2/en active Application Filing
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Also Published As
Publication number | Publication date |
---|---|
US20070079446A1 (en) | 2007-04-12 |
CN1902353A (en) | 2007-01-24 |
EP1680541B1 (en) | 2012-12-19 |
BRPI0415684A (en) | 2006-12-19 |
KR101158266B1 (en) | 2012-06-19 |
KR20060095759A (en) | 2006-09-01 |
WO2005042828A3 (en) | 2005-07-14 |
JP5384791B2 (en) | 2014-01-08 |
TWI392785B (en) | 2013-04-11 |
EP1680541A2 (en) | 2006-07-19 |
BRPI0415684B1 (en) | 2015-12-08 |
ES2401436T3 (en) | 2013-04-19 |
US7678381B2 (en) | 2010-03-16 |
JP2007515396A (en) | 2007-06-14 |
CN1902353B (en) | 2012-08-15 |
TW200530460A (en) | 2005-09-16 |
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