CA2441132C - Cooling compositions - Google Patents
Cooling compositions Download PDFInfo
- Publication number
- CA2441132C CA2441132C CA002441132A CA2441132A CA2441132C CA 2441132 C CA2441132 C CA 2441132C CA 002441132 A CA002441132 A CA 002441132A CA 2441132 A CA2441132 A CA 2441132A CA 2441132 C CA2441132 C CA 2441132C
- Authority
- CA
- Canada
- Prior art keywords
- group
- carbon atoms
- composition according
- alkyl
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 210
- 238000001816 cooling Methods 0.000 title claims abstract description 36
- 239000002826 coolant Substances 0.000 claims abstract description 68
- 150000002148 esters Chemical class 0.000 claims abstract description 47
- 230000035807 sensation Effects 0.000 claims abstract description 30
- UJNOLBSYLSYIBM-WISYIIOYSA-N [(1r,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl] (2r)-2-hydroxypropanoate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)[C@@H](C)O UJNOLBSYLSYIBM-WISYIIOYSA-N 0.000 claims abstract description 14
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims abstract description 12
- 230000005923 long-lasting effect Effects 0.000 claims abstract description 12
- 239000001069 triethyl citrate Substances 0.000 claims abstract description 12
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 235000013769 triethyl citrate Nutrition 0.000 claims abstract description 12
- -1 carboxy-hydroxyethyl Chemical group 0.000 claims description 66
- 125000000217 alkyl group Chemical group 0.000 claims description 50
- 125000004432 carbon atom Chemical group C* 0.000 claims description 45
- 239000001257 hydrogen Substances 0.000 claims description 35
- 229910052739 hydrogen Inorganic materials 0.000 claims description 35
- 239000002250 absorbent Substances 0.000 claims description 32
- 230000002745 absorbent Effects 0.000 claims description 31
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 29
- 229940041616 menthol Drugs 0.000 claims description 29
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 25
- 125000003545 alkoxy group Chemical group 0.000 claims description 23
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 20
- 125000003342 alkenyl group Chemical group 0.000 claims description 19
- 150000003857 carboxamides Chemical class 0.000 claims description 17
- 150000002431 hydrogen Chemical class 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- HPXRVTGHNJAIIH-PTQBSOBMSA-N cyclohexanol Chemical class O[13CH]1CCCCC1 HPXRVTGHNJAIIH-PTQBSOBMSA-N 0.000 claims description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 239000006210 lotion Substances 0.000 claims description 13
- 239000003921 oil Substances 0.000 claims description 12
- 235000019198 oils Nutrition 0.000 claims description 12
- 241000124008 Mammalia Species 0.000 claims description 11
- 150000001721 carbon Chemical group 0.000 claims description 11
- 230000000699 topical effect Effects 0.000 claims description 11
- 239000006071 cream Substances 0.000 claims description 10
- 150000003254 radicals Chemical class 0.000 claims description 10
- 239000000843 powder Substances 0.000 claims description 9
- 125000002252 acyl group Chemical group 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 8
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims description 7
- 239000006260 foam Substances 0.000 claims description 7
- 239000001525 mentha piperita l. herb oil Substances 0.000 claims description 7
- 235000019477 peppermint oil Nutrition 0.000 claims description 7
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 239000000499 gel Substances 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 239000002674 ointment Substances 0.000 claims description 6
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 claims description 6
- 206010021639 Incontinence Diseases 0.000 claims description 5
- 125000004423 acyloxy group Chemical group 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 5
- 239000000839 emulsion Substances 0.000 claims description 5
- 125000001624 naphthyl group Chemical group 0.000 claims description 5
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 241001465754 Metazoa Species 0.000 claims description 4
- 125000004450 alkenylene group Chemical group 0.000 claims description 4
- 210000000481 breast Anatomy 0.000 claims description 4
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 230000001681 protective effect Effects 0.000 claims description 4
- 229940116229 borneol Drugs 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 3
- 239000010800 human waste Substances 0.000 claims description 3
- 125000004076 pyridyl group Chemical group 0.000 claims description 3
- 239000010677 tea tree oil Substances 0.000 claims description 3
- 229940111630 tea tree oil Drugs 0.000 claims description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 claims description 2
- 208000002874 Acne Vulgaris Diseases 0.000 claims description 2
- 206010000496 acne Diseases 0.000 claims description 2
- 150000005840 aryl radicals Chemical class 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- QCRXMFTZTSTGJM-UHFFFAOYSA-N triacetyl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(=O)OC(=O)CC(O)(C(=O)OC(C)=O)CC(=O)OC(C)=O QCRXMFTZTSTGJM-UHFFFAOYSA-N 0.000 claims description 2
- 125000006726 (C1-C5) alkenyl group Chemical group 0.000 claims 4
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims 2
- 239000010828 animal waste Substances 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 239000012528 membrane Substances 0.000 abstract description 10
- 230000036541 health Effects 0.000 abstract description 5
- 230000001877 deodorizing effect Effects 0.000 abstract description 4
- 210000003491 skin Anatomy 0.000 description 65
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 31
- 150000001875 compounds Chemical class 0.000 description 28
- 235000019615 sensations Nutrition 0.000 description 27
- 239000003795 chemical substances by application Substances 0.000 description 25
- 230000000694 effects Effects 0.000 description 25
- 239000000463 material Substances 0.000 description 25
- 235000019645 odor Nutrition 0.000 description 24
- 239000010410 layer Substances 0.000 description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 230000035597 cooling sensation Effects 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 210000003051 thermoreceptor Anatomy 0.000 description 11
- 108091008689 thermoreceptors Proteins 0.000 description 11
- 235000006679 Mentha X verticillata Nutrition 0.000 description 9
- 235000002899 Mentha suaveolens Nutrition 0.000 description 9
- 235000001636 Mentha x rotundifolia Nutrition 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- 210000001124 body fluid Anatomy 0.000 description 8
- 239000010839 body fluid Substances 0.000 description 8
- 239000003974 emollient agent Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 210000004379 membrane Anatomy 0.000 description 8
- 230000036559 skin health Effects 0.000 description 8
- 239000000344 soap Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 230000008901 benefit Effects 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 210000000416 exudates and transudate Anatomy 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 239000002304 perfume Substances 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 229910001424 calcium ion Inorganic materials 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 230000008447 perception Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000012549 training Methods 0.000 description 6
- 210000002700 urine Anatomy 0.000 description 6
- 102000004190 Enzymes Human genes 0.000 description 5
- 108090000790 Enzymes Proteins 0.000 description 5
- 206010040880 Skin irritation Diseases 0.000 description 5
- 239000000551 dentifrice Substances 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 238000007726 management method Methods 0.000 description 5
- 230000003287 optical effect Effects 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 230000036556 skin irritation Effects 0.000 description 5
- 231100000475 skin irritation Toxicity 0.000 description 5
- 230000002459 sustained effect Effects 0.000 description 5
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical group [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 4
- 208000010201 Exanthema Diseases 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 230000009471 action Effects 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 230000002421 anti-septic effect Effects 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 201000005884 exanthem Diseases 0.000 description 4
- 239000000796 flavoring agent Substances 0.000 description 4
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000002324 mouth wash Substances 0.000 description 4
- 210000001640 nerve ending Anatomy 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
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- 108020003175 receptors Proteins 0.000 description 4
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- 239000002453 shampoo Substances 0.000 description 4
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- 239000008117 stearic acid Substances 0.000 description 4
- 210000001519 tissue Anatomy 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- VUNOFAIHSALQQH-UHFFFAOYSA-N Ethyl menthane carboxamide Chemical compound CCNC(=O)C1CC(C)CCC1C(C)C VUNOFAIHSALQQH-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- UJNOLBSYLSYIBM-SGUBAKSOSA-N [(1r,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl] 2-hydroxypropanoate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)C(C)O UJNOLBSYLSYIBM-SGUBAKSOSA-N 0.000 description 3
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- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Natural products CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 description 2
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 2
- WEEGYLXZBRQIMU-UHFFFAOYSA-N 1,8-cineole Natural products C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 description 2
- MDVYIGJINBYKOM-IBSWDFHHSA-N 3-[(1r,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl]oxypropane-1,2-diol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OCC(O)CO MDVYIGJINBYKOM-IBSWDFHHSA-N 0.000 description 2
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- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 2
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 description 2
- 206010016322 Feeling abnormal Diseases 0.000 description 2
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 2
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- WQFGPARDTSBVLU-UHFFFAOYSA-N (1R,2S,3S,4R)-p-Menthane-2,3-diol Chemical compound CC(C)C1CCC(C)C(O)C1O WQFGPARDTSBVLU-UHFFFAOYSA-N 0.000 description 1
- 125000006732 (C1-C15) alkyl group Chemical group 0.000 description 1
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/24—Thermal properties
- A61K2800/244—Endothermic; Cooling; Cooling sensation
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
- Orthopedics, Nursing, And Contraception (AREA)
- Absorbent Articles And Supports Therefor (AREA)
- Thermotherapy And Cooling Therapy Devices (AREA)
- Detergent Compositions (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01109352.3 | 2001-04-17 | ||
| EP01109352.3A EP1250914B2 (en) | 2001-04-17 | 2001-04-17 | Cooling compositions |
| PCT/US2002/011919 WO2002083095A1 (en) | 2001-04-17 | 2002-04-16 | Cooling compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2441132A1 CA2441132A1 (en) | 2002-10-24 |
| CA2441132C true CA2441132C (en) | 2007-04-10 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002441132A Expired - Fee Related CA2441132C (en) | 2001-04-17 | 2002-04-16 | Cooling compositions |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP1250914B2 (enExample) |
| JP (1) | JP3853292B2 (enExample) |
| KR (1) | KR20040030586A (enExample) |
| CN (1) | CN100441158C (enExample) |
| AT (1) | ATE327778T1 (enExample) |
| BR (1) | BR0208916A (enExample) |
| CA (1) | CA2441132C (enExample) |
| DE (1) | DE60120113T3 (enExample) |
| MX (1) | MXPA03008654A (enExample) |
| WO (1) | WO2002083095A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10134607A1 (de) * | 2001-07-17 | 2003-02-06 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen mit langanhaltender kühlender Wirkung |
| DE102004048987B3 (de) * | 2004-10-04 | 2005-12-15 | Coty Deutschland Gmbh | Kühlende kosmetische Zusammensetzung und deren Verwendung |
| JP4496063B2 (ja) * | 2004-11-19 | 2010-07-07 | 花王株式会社 | 養毛・育毛料 |
| ES2361094T3 (es) * | 2006-08-09 | 2011-06-13 | The Procter And Gamble Company | Artículos absorbentes que incluyen un sistema de control de olor mejorado. |
| US8039011B2 (en) | 2006-10-10 | 2011-10-18 | Kimberly-Clark Worldwide, Inc. | Skin cooling compositions |
| US8338659B2 (en) | 2007-04-30 | 2012-12-25 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring leakage warning |
| CN102036716B (zh) * | 2008-05-22 | 2016-02-10 | 奇华顿股份有限公司 | 清凉组合物 |
| US8044258B2 (en) | 2008-06-27 | 2011-10-25 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring leakage warning |
| JP5452964B2 (ja) * | 2009-03-31 | 2014-03-26 | ユニ・チャーム株式会社 | 吸収性物品 |
| US20110152803A1 (en) * | 2009-12-18 | 2011-06-23 | Bissah Kofi A | Compositions for repelling fluid and uses thereof |
| JP5806605B2 (ja) * | 2011-11-30 | 2015-11-10 | 高砂香料工業株式会社 | 感覚刺激成分の評価方法 |
| RU2618043C2 (ru) * | 2012-04-30 | 2017-05-02 | Филип Моррис Продактс С.А. | Мундштук курительного изделия с комплексом включения холодящего агента |
| EP2695597B1 (en) * | 2012-08-07 | 2019-07-24 | Symrise AG | Cosmetic compositions |
| CN102908656B (zh) * | 2012-10-17 | 2016-04-06 | 天津市中科健新材料技术有限公司 | 一种吸收性制品用凉感递送组合物及其制备方法 |
| US20150374875A1 (en) * | 2014-06-30 | 2015-12-31 | The Procter & Gamble Company | Absorbent article comprising a cooling system |
| JP2016152871A (ja) * | 2015-02-20 | 2016-08-25 | 花王株式会社 | 吸収性物品 |
| CN106075537B (zh) * | 2016-06-24 | 2019-02-12 | 浙江夏舒生物科技有限公司 | 一种冷感凝胶材料及其制备方法与应用 |
| JP6452908B1 (ja) * | 2017-11-08 | 2019-01-16 | 花王株式会社 | 吸収性物品 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1095505A (enExample) † | 1900-01-01 | |||
| DE2608226A1 (de) † | 1976-02-28 | 1977-09-08 | Haarmann & Reimer Gmbh | Mittel mit physiologischer kuehlwirkung |
| JPS57126416A (en) * | 1981-01-28 | 1982-08-06 | Sekisui Chem Co Ltd | Plaster |
| US4844883A (en) * | 1987-01-20 | 1989-07-04 | Florasynth, Inc. | Stabilization of wintergreen flavor in chalk-based dentifrice and method |
| JPH075450B2 (ja) * | 1987-09-04 | 1995-01-25 | 鐘紡株式会社 | 透明な液状の油性化粧料 |
| JP3045562B2 (ja) † | 1991-05-13 | 2000-05-29 | 鐘紡株式会社 | 香料組成物 |
| WO1993023005A1 (en) † | 1992-05-18 | 1993-11-25 | The Procter & Gamble Company | Coolant compositions |
| IT1283042B1 (it) † | 1996-05-21 | 1998-04-07 | Condea Augusta Spa | Composizioni cosmetiche deodoranti e/o antitraspiranti |
| JPH10109945A (ja) * | 1996-10-04 | 1998-04-28 | Hisamitsu Pharmaceut Co Inc | 可塑剤および該可塑剤を含有する貼付剤 |
| JP2000095679A (ja) * | 1998-09-22 | 2000-04-04 | Nagoya Sports Kk | 清涼感を得るクーリング液 |
| JP3679252B2 (ja) * | 1998-10-14 | 2005-08-03 | 東洋エアゾール工業株式会社 | エアゾール組成物 |
| FR2788695B1 (fr) † | 1999-01-22 | 2002-09-06 | Roc Sa | Composition cosmetique a base de menthol et de menthyl lactate, peu odorante et non-irritante |
| JP2000247859A (ja) * | 1999-03-01 | 2000-09-12 | Kao Corp | 口腔用香料組成物 |
-
2001
- 2001-04-17 DE DE60120113.2T patent/DE60120113T3/de not_active Expired - Lifetime
- 2001-04-17 EP EP01109352.3A patent/EP1250914B2/en not_active Expired - Lifetime
- 2001-04-17 AT AT01109352T patent/ATE327778T1/de not_active IP Right Cessation
-
2002
- 2002-04-16 CA CA002441132A patent/CA2441132C/en not_active Expired - Fee Related
- 2002-04-16 MX MXPA03008654A patent/MXPA03008654A/es active IP Right Grant
- 2002-04-16 CN CNB028080610A patent/CN100441158C/zh not_active Expired - Lifetime
- 2002-04-16 BR BR0208916-5A patent/BR0208916A/pt not_active IP Right Cessation
- 2002-04-16 WO PCT/US2002/011919 patent/WO2002083095A1/en not_active Ceased
- 2002-04-16 KR KR10-2003-7013598A patent/KR20040030586A/ko not_active Ceased
- 2002-04-16 JP JP2002580899A patent/JP3853292B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE60120113T3 (de) | 2016-04-14 |
| CN1501794A (zh) | 2004-06-02 |
| EP1250914A1 (en) | 2002-10-23 |
| CA2441132A1 (en) | 2002-10-24 |
| EP1250914B1 (en) | 2006-05-31 |
| KR20040030586A (ko) | 2004-04-09 |
| CN100441158C (zh) | 2008-12-10 |
| MXPA03008654A (es) | 2003-12-08 |
| JP2004535380A (ja) | 2004-11-25 |
| JP3853292B2 (ja) | 2006-12-06 |
| WO2002083095A1 (en) | 2002-10-24 |
| ATE327778T1 (de) | 2006-06-15 |
| BR0208916A (pt) | 2004-04-20 |
| DE60120113D1 (de) | 2006-07-06 |
| DE60120113T2 (de) | 2007-05-10 |
| EP1250914B2 (en) | 2015-11-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20160418 |