CA1340767C - Parfums renfermant un ou des neoalcanamides avec un alkyle inferieur en n - Google Patents
Parfums renfermant un ou des neoalcanamides avec un alkyle inferieur en nInfo
- Publication number
- CA1340767C CA1340767C CA000543957A CA543957A CA1340767C CA 1340767 C CA1340767 C CA 1340767C CA 000543957 A CA000543957 A CA 000543957A CA 543957 A CA543957 A CA 543957A CA 1340767 C CA1340767 C CA 1340767C
- Authority
- CA
- Canada
- Prior art keywords
- insect
- carbon atoms
- insects
- methyl
- repelling
- 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
- 125000000217 alkyl group Chemical group 0.000 title claims abstract description 72
- 239000002304 perfume Substances 0.000 title abstract description 63
- 239000000203 mixture Substances 0.000 claims abstract description 131
- 239000003599 detergent Substances 0.000 claims abstract description 101
- 241000238631 Hexapoda Species 0.000 claims abstract description 92
- 239000005871 repellent Substances 0.000 claims abstract description 69
- 230000002940 repellent Effects 0.000 claims abstract description 69
- 239000000077 insect repellent Substances 0.000 claims abstract description 66
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 57
- 239000007788 liquid Substances 0.000 claims abstract description 54
- 230000001846 repelling effect Effects 0.000 claims abstract description 50
- 150000001875 compounds Chemical class 0.000 claims abstract description 33
- 239000000344 soap Substances 0.000 claims abstract description 30
- 239000002904 solvent Substances 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 17
- 239000002609 medium Substances 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 238000005406 washing Methods 0.000 claims description 14
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 13
- 229930195733 hydrocarbon Natural products 0.000 claims description 13
- 150000002430 hydrocarbons Chemical class 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000004327 boric acid Substances 0.000 claims description 7
- 125000002252 acyl group Chemical group 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 5
- 239000012736 aqueous medium Substances 0.000 claims description 4
- 239000004927 clay Substances 0.000 claims description 4
- 230000000717 retained effect Effects 0.000 claims description 4
- 239000000377 silicon dioxide Substances 0.000 claims description 4
- 150000008282 halocarbons Chemical class 0.000 claims description 3
- 239000010665 pine oil Substances 0.000 claims description 2
- 150000005827 chlorofluoro hydrocarbons Chemical class 0.000 claims 2
- 125000005619 boric acid group Chemical group 0.000 claims 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 claims 1
- 241001674044 Blattodea Species 0.000 abstract description 23
- 239000002453 shampoo Substances 0.000 abstract description 21
- XBZKNIOOAQAFBD-UHFFFAOYSA-N n-ethyl-7,7-dimethyloctanamide Chemical class CCNC(=O)CCCCCC(C)(C)C XBZKNIOOAQAFBD-UHFFFAOYSA-N 0.000 abstract description 16
- 239000002917 insecticide Substances 0.000 abstract description 14
- 239000001993 wax Substances 0.000 abstract description 13
- 241000255925 Diptera Species 0.000 abstract description 12
- 238000004519 manufacturing process Methods 0.000 abstract description 9
- 241000238657 Blattella germanica Species 0.000 abstract description 8
- 150000001408 amides Chemical class 0.000 abstract description 5
- 241001465754 Metazoa Species 0.000 abstract description 4
- 230000005923 long-lasting effect Effects 0.000 abstract description 4
- 239000000758 substrate Substances 0.000 abstract description 4
- 241000257303 Hymenoptera Species 0.000 abstract description 3
- 241001674048 Phthiraptera Species 0.000 abstract description 2
- 241000258242 Siphonaptera Species 0.000 abstract description 2
- 238000010419 pet care Methods 0.000 abstract description 2
- 241000238660 Blattidae Species 0.000 abstract 1
- 239000000306 component Substances 0.000 description 53
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 47
- FDFPSNISSMYYDS-UHFFFAOYSA-N 2-ethyl-N,2-dimethylheptanamide Chemical compound CCCCCC(C)(CC)C(=O)NC FDFPSNISSMYYDS-UHFFFAOYSA-N 0.000 description 45
- 239000000047 product Substances 0.000 description 37
- 239000000463 material Substances 0.000 description 28
- -1 alkanoyl chloride Chemical compound 0.000 description 26
- 238000012360 testing method Methods 0.000 description 26
- 239000003205 fragrance Substances 0.000 description 25
- 239000002253 acid Substances 0.000 description 22
- 229910052708 sodium Inorganic materials 0.000 description 20
- 239000011734 sodium Substances 0.000 description 20
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 19
- 239000000243 solution Substances 0.000 description 18
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 15
- 230000000694 effects Effects 0.000 description 15
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 14
- AJKNALLWSOTYKC-UHFFFAOYSA-N n,10,10-trimethylundecanamide Chemical compound CNC(=O)CCCCCCCCC(C)(C)C AJKNALLWSOTYKC-UHFFFAOYSA-N 0.000 description 14
- 239000007921 spray Substances 0.000 description 13
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 12
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 12
- 239000000843 powder Substances 0.000 description 12
- 150000007513 acids Chemical class 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 11
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 10
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 10
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 10
- 241000282414 Homo sapiens Species 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 150000002576 ketones Chemical class 0.000 description 9
- 102000004190 Enzymes Human genes 0.000 description 8
- 108090000790 Enzymes Proteins 0.000 description 8
- 239000002671 adjuvant Substances 0.000 description 8
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 8
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 238000012935 Averaging Methods 0.000 description 7
- 239000000945 filler Substances 0.000 description 7
- 239000000499 gel Substances 0.000 description 7
- 235000017550 sodium carbonate Nutrition 0.000 description 7
- 229910000029 sodium carbonate Inorganic materials 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical group CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 150000001299 aldehydes Chemical class 0.000 description 6
- 239000011324 bead Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 239000006072 paste Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 239000005792 Geraniol Substances 0.000 description 5
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 5
- 235000019568 aromas Nutrition 0.000 description 5
- 229910021538 borax Inorganic materials 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 5
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 5
- 229960001673 diethyltoluamide Drugs 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 239000003995 emulsifying agent Substances 0.000 description 5
- 229940117927 ethylene oxide Drugs 0.000 description 5
- 229940113087 geraniol Drugs 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 5
- 230000002045 lasting effect Effects 0.000 description 5
- 239000002480 mineral oil Substances 0.000 description 5
- 235000010446 mineral oil Nutrition 0.000 description 5
- 230000002085 persistent effect Effects 0.000 description 5
- 229940067107 phenylethyl alcohol Drugs 0.000 description 5
- 235000017557 sodium bicarbonate Nutrition 0.000 description 5
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 5
- 239000004328 sodium tetraborate Substances 0.000 description 5
- 235000010339 sodium tetraborate Nutrition 0.000 description 5
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 4
- VYDBDDDTZMNNMM-UHFFFAOYSA-N 11:0(10Me,10Me) Chemical compound CC(C)(C)CCCCCCCCC(O)=O VYDBDDDTZMNNMM-UHFFFAOYSA-N 0.000 description 4
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 4
- WOFMVUZGDHWHLJ-UHFFFAOYSA-N 7,7-dimethyloctanoyl chloride Chemical compound CC(C)(C)CCCCCC(Cl)=O WOFMVUZGDHWHLJ-UHFFFAOYSA-N 0.000 description 4
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 4
- UYWQUFXKFGHYNT-UHFFFAOYSA-N Benzylformate Chemical compound O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 4
- BTJXBZZBBNNTOV-UHFFFAOYSA-N Linalyl benzoate Chemical compound CC(C)=CCCC(C)(C=C)OC(=O)C1=CC=CC=C1 BTJXBZZBBNNTOV-UHFFFAOYSA-N 0.000 description 4
- 241000220317 Rosa Species 0.000 description 4
- 241000231739 Rutilus rutilus Species 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 4
- 239000000443 aerosol Substances 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 150000003973 alkyl amines Chemical class 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 229940007550 benzyl acetate Drugs 0.000 description 4
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 4
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- 230000000052 comparative effect Effects 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 4
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- 239000006260 foam Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
- 150000002596 lactones Chemical class 0.000 description 4
- UWKAYLJWKGQEPM-LBPRGKRZSA-N linalyl acetate Chemical compound CC(C)=CCC[C@](C)(C=C)OC(C)=O UWKAYLJWKGQEPM-LBPRGKRZSA-N 0.000 description 4
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
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- UITCFDSJJCRSIB-UHFFFAOYSA-N n,4,4-trimethylpentanamide Chemical compound CNC(=O)CCC(C)(C)C UITCFDSJJCRSIB-UHFFFAOYSA-N 0.000 description 1
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
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- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 description 1
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- 150000003141 primary amines Chemical class 0.000 description 1
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- 230000002829 reductive effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 229930007790 rose oxide Natural products 0.000 description 1
- 239000010668 rosemary oil Substances 0.000 description 1
- 229940058206 rosemary oil Drugs 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 239000010671 sandalwood oil Substances 0.000 description 1
- 239000010672 sassafras oil Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000002884 skin cream Substances 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229940079842 sodium cumenesulfonate Drugs 0.000 description 1
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- QEKATQBVVAZOAY-UHFFFAOYSA-M sodium;4-propan-2-ylbenzenesulfonate Chemical compound [Na+].CC(C)C1=CC=C(S([O-])(=O)=O)C=C1 QEKATQBVVAZOAY-UHFFFAOYSA-M 0.000 description 1
- CACJZDMMUHMEBN-UHFFFAOYSA-M sodium;tridecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCCS([O-])(=O)=O CACJZDMMUHMEBN-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 229920005613 synthetic organic polymer Polymers 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 150000003511 tertiary amides Chemical class 0.000 description 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 101150076562 virB gene Proteins 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 239000003871 white petrolatum Substances 0.000 description 1
- 229930007850 β-damascenone Natural products 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/521—Carboxylic amides (R1-CO-NR2R3), where R1, R2 and R3 are alkyl or alkenyl groups
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/32—Amides; Substituted amides
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US89498386A | 1986-08-08 | 1986-08-08 | |
| US89498586A | 1986-08-08 | 1986-08-08 | |
| US894985 | 1986-08-08 | ||
| US894983 | 1986-08-08 | ||
| US071305 | 1987-07-16 | ||
| US07/071,305 US4804683A (en) | 1986-08-08 | 1987-07-16 | N-alkyl neotridecanamide insect repellents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1340767C true CA1340767C (fr) | 1999-09-28 |
Family
ID=27371858
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000543957A Expired - Fee Related CA1340767C (fr) | 1986-08-08 | 1987-08-07 | Parfums renfermant un ou des neoalcanamides avec un alkyle inferieur en n |
Country Status (10)
| Country | Link |
|---|---|
| AR (1) | AR245099A1 (fr) |
| AU (1) | AU607430B2 (fr) |
| BR (1) | BR8704051A (fr) |
| CA (1) | CA1340767C (fr) |
| DE (1) | DE3724900C2 (fr) |
| FR (1) | FR2602506B1 (fr) |
| GB (1) | GB2194787B (fr) |
| HK (1) | HK89294A (fr) |
| MX (4) | MX164582B (fr) |
| MY (1) | MY103011A (fr) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5434189A (en) * | 1986-08-08 | 1995-07-18 | Colgate-Palmolive Co. | N-alkyl neotridecanamide insect repellents |
| US5569411A (en) * | 1986-08-08 | 1996-10-29 | Colgate-Palmolive Co. | Liquid household cleaning composition with insect repellent |
| US5182305A (en) * | 1986-08-08 | 1993-01-26 | Colgate-Palmolive Co. | N-aryl and n-cycloakyl neoalkanamide insect repellents |
| US5391578A (en) * | 1986-08-08 | 1995-02-21 | Colgate-Palmolive Co. | N-lower alkyl neoalkanamide insect repellents |
| US5006562A (en) * | 1986-08-08 | 1991-04-09 | Colgate-Palmolive Co. | Processes for repelling insects by means of N-alkyl neoalkanamide insect repellents |
| US5573700A (en) * | 1986-08-08 | 1996-11-12 | Colgate-Palmolive Co. | Liquid household cleaning composition with insect repellent |
| DE3767132D1 (de) * | 1986-10-24 | 1991-02-07 | Atochem | Polyfluorierte verbindungen und verfahren zu deren herstellung. |
| US5126369A (en) * | 1991-01-18 | 1992-06-30 | International Flavors & Fragrances Inc. | Use of lyrame® for repelling insects |
| IL102433A (en) * | 1991-07-24 | 1996-08-04 | Colgate Palmolive Co | Liquid household cleaning composition with insect repellent |
| IL102432A (en) * | 1991-07-24 | 1996-08-04 | Colgate Palmolive Co | Liquid household cleaning composition with insect repellent |
| GB9509603D0 (en) * | 1995-05-11 | 1995-07-05 | Unilever Plc | Insect-repellant compositions comprising polymer and nonionic surfactant |
| DE19909015C2 (de) * | 1999-03-02 | 2001-11-29 | Dirk Mundt | Vorrichtung zur Reinigung von Oberflächen, insbesondere Böden und Wandflächen |
| DE20115729U1 (de) | 2001-09-25 | 2001-12-20 | Stubna, Eduard, 80634 München | Detergentmittel mit repelent wirkenden chemischen Substanzen |
| AU2003224133B2 (en) | 2002-05-22 | 2007-09-06 | Unilever Plc | Method for preparing a cosmetic composition and cosmetic composition prepared by this method |
| EP1603515A1 (fr) * | 2003-03-12 | 2005-12-14 | Unilever N.V. | Procede de preparation d'une composition pour soins d'hygiene personnelle a partir d'un concentre |
| ES2307411B1 (es) * | 2006-06-16 | 2009-10-07 | Patricia Lomas Jimenez | Producto de lavado con actividad repelente para mosquitos. |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3005747A (en) * | 1957-09-07 | 1961-10-24 | Merck Ag E | Insect repellents |
| FR5098M (fr) * | 1966-01-07 | 1967-05-22 | ||
| US3644478A (en) * | 1969-11-13 | 1972-02-22 | Us Agriculture | Ethyl 2 2-dimethyl-3-(di-n-butylamino)-carbonylcyclobutaneacetate |
| GB1421744A (en) * | 1972-04-18 | 1976-01-21 | Wilkinson Sword Ltd | Aliphatic n-substituted tertiary amides possessing physiological cooling activity |
| IT1006572B (it) * | 1972-04-18 | 1976-10-20 | Wilkinson Sword Ltd | Composizioni ingeribili locali e altre aventi un effetto fisiologi co raffreddante sulla pelle e sul le membrane mucose del corpo |
| US4153679A (en) * | 1972-04-18 | 1979-05-08 | Wilkinson Sword Limited | Acyclic carboxamides having a physiological cooling effect |
| GB1421743A (en) * | 1972-04-18 | 1976-01-21 | Wilkinson Sword Ltd | Ingestible topical and other compositions |
| GB1457671A (en) * | 1974-01-31 | 1976-12-08 | Wilkinson Sword Ltd | Flavour |
| US4682982A (en) * | 1985-03-27 | 1987-07-28 | Colgate-Palmolive Company | Antistatic N-higher mono alkyl and mono alkenyl neoalkanamides, processes for manufacturing thereof, antistatic compositions containing such amides, and processes for decreasing accumulations of static charges on laundry |
-
1987
- 1987-07-28 DE DE3724900A patent/DE3724900C2/de not_active Expired - Fee Related
- 1987-07-30 AU AU76294/87A patent/AU607430B2/en not_active Ceased
- 1987-08-01 MY MYPI87001191A patent/MY103011A/en unknown
- 1987-08-05 FR FR878711149A patent/FR2602506B1/fr not_active Expired - Lifetime
- 1987-08-06 MX MX7670A patent/MX164582B/es unknown
- 1987-08-07 BR BR8704051A patent/BR8704051A/pt not_active IP Right Cessation
- 1987-08-07 GB GB8718816A patent/GB2194787B/en not_active Expired - Lifetime
- 1987-08-07 CA CA000543957A patent/CA1340767C/fr not_active Expired - Fee Related
- 1987-08-10 AR AR87308389A patent/AR245099A1/es active
-
1992
- 1992-03-25 MX MX9201334A patent/MX9201334A/es unknown
- 1992-03-25 MX MX9201339A patent/MX9201339A/es unknown
- 1992-03-25 MX MX9201335A patent/MX9201335A/es unknown
-
1994
- 1994-08-25 HK HK89294A patent/HK89294A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| HK89294A (en) | 1994-09-02 |
| FR2602506A1 (fr) | 1988-02-12 |
| AU607430B2 (en) | 1991-03-07 |
| MY103011A (en) | 1993-04-30 |
| BR8704051A (pt) | 1988-04-05 |
| GB8718816D0 (en) | 1987-09-16 |
| DE3724900A1 (de) | 1988-03-10 |
| FR2602506B1 (fr) | 1991-08-16 |
| MX164582B (es) | 1992-09-03 |
| GB2194787A (en) | 1988-03-16 |
| AU7629487A (en) | 1988-02-11 |
| DE3724900C2 (de) | 2000-04-06 |
| MX9201335A (es) | 1993-10-01 |
| AR245099A1 (es) | 1993-12-30 |
| MX9201339A (es) | 1993-10-01 |
| MX9201334A (es) | 1993-10-01 |
| GB2194787B (en) | 1991-05-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKLA | Lapsed |