GB2444702A - Volatile compositions having an end-of-life indication - Google Patents
Volatile compositions having an end-of-life indication Download PDFInfo
- Publication number
- GB2444702A GB2444702A GB0624857A GB0624857A GB2444702A GB 2444702 A GB2444702 A GB 2444702A GB 0624857 A GB0624857 A GB 0624857A GB 0624857 A GB0624857 A GB 0624857A GB 2444702 A GB2444702 A GB 2444702A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- composition
- volatile
- composition according
- fragrance
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 45
- 206010011906 Death Diseases 0.000 title description 3
- 239000000463 material Substances 0.000 claims abstract description 34
- 239000003205 fragrance Substances 0.000 claims abstract description 22
- FRPHFZCDPYBUAU-UHFFFAOYSA-N Bromocresolgreen Chemical compound CC1=C(Br)C(O)=C(Br)C=C1C1(C=2C(=C(Br)C(O)=C(Br)C=2)C)C2=CC=CC=C2S(=O)(=O)O1 FRPHFZCDPYBUAU-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002386 air freshener Substances 0.000 claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 10
- 239000002253 acid Substances 0.000 claims abstract description 9
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000013078 crystal Substances 0.000 claims abstract description 6
- 239000003365 glass fiber Substances 0.000 claims abstract description 3
- 239000004745 nonwoven fabric Substances 0.000 claims abstract description 3
- 239000004753 textile Substances 0.000 claims abstract description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 4
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims description 4
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 claims description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 229960004063 propylene glycol Drugs 0.000 claims description 3
- 235000013772 propylene glycol Nutrition 0.000 claims description 3
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 3
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000005639 Lauric acid Substances 0.000 claims description 2
- 239000002250 absorbent Substances 0.000 claims description 2
- 230000002745 absorbent Effects 0.000 claims description 2
- 235000011187 glycerol Nutrition 0.000 claims description 2
- 229960003512 nicotinic acid Drugs 0.000 claims description 2
- 235000001968 nicotinic acid Nutrition 0.000 claims description 2
- 239000011664 nicotinic acid Substances 0.000 claims description 2
- 229940107700 pyruvic acid Drugs 0.000 claims description 2
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims 1
- 229960001138 acetylsalicylic acid Drugs 0.000 claims 1
- 229940114077 acrylic acid Drugs 0.000 claims 1
- 239000003463 adsorbent Substances 0.000 claims 1
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 claims 1
- 239000000975 dye Substances 0.000 description 10
- 239000000758 substrate Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- UDSAIICHUKSCKT-UHFFFAOYSA-N bromophenol blue Chemical compound C1=C(Br)C(O)=C(Br)C=C1C1(C=2C=C(Br)C(O)=C(Br)C=2)C2=CC=CC=C2S(=O)(=O)O1 UDSAIICHUKSCKT-UHFFFAOYSA-N 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 3
- ZHFPEICFUVWJIS-UHFFFAOYSA-M sodium 2-hydroxy-5-[(3-nitrophenyl)diazenyl]benzoate Chemical compound [Na+].Oc1ccc(cc1C([O-])=O)N=Nc1cccc(c1)[N+]([O-])=O ZHFPEICFUVWJIS-UHFFFAOYSA-M 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 description 2
- WSTQLNQRVZNEDV-CSKARUKUSA-N (e)-4-methyldec-3-en-5-ol Chemical compound CCCCCC(O)C(\C)=C\CC WSTQLNQRVZNEDV-CSKARUKUSA-N 0.000 description 2
- KAQBNBSMMVTKRN-UHFFFAOYSA-N 2,4,6-trinitrobenzoic acid Chemical compound OC(=O)C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O KAQBNBSMMVTKRN-UHFFFAOYSA-N 0.000 description 2
- UFBJCMHMOXMLKC-UHFFFAOYSA-N 2,4-dinitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O UFBJCMHMOXMLKC-UHFFFAOYSA-N 0.000 description 2
- NFAVNWJJYQAGNB-UHFFFAOYSA-N 2-methylundecanal Chemical compound CCCCCCCCCC(C)C=O NFAVNWJJYQAGNB-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- JCYPECIVGRXBMO-UHFFFAOYSA-N 4-(dimethylamino)azobenzene Chemical compound C1=CC(N(C)C)=CC=C1N=NC1=CC=CC=C1 JCYPECIVGRXBMO-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- LDKDGDIWEUUXSH-UHFFFAOYSA-N Thymophthalein Chemical compound C1=C(O)C(C(C)C)=CC(C2(C3=CC=CC=C3C(=O)O2)C=2C(=CC(O)=C(C(C)C)C=2)C)=C1C LDKDGDIWEUUXSH-UHFFFAOYSA-N 0.000 description 2
- QIRDPEPUXNCOLD-UHFFFAOYSA-N [9-(diethylamino)benzo[a]phenoxazin-5-ylidene]azanium;sulfate Chemical compound [O-]S([O-])(=O)=O.C1=CC=C2C3=NC4=CC=C(N(CC)CC)C=C4OC3=CC(=[NH2+])C2=C1.C1=CC=C2C3=NC4=CC=C(N(CC)CC)C=C4OC3=CC(=[NH2+])C2=C1 QIRDPEPUXNCOLD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 2
- JOZKFWLRHCDGJA-UHFFFAOYSA-N citronellol acetate Chemical compound CC(=O)OCCC(C)CCC=C(C)C JOZKFWLRHCDGJA-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- OBRMNDMBJQTZHV-UHFFFAOYSA-N cresol red Chemical compound C1=C(O)C(C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C=C(C)C(O)=CC=2)=C1 OBRMNDMBJQTZHV-UHFFFAOYSA-N 0.000 description 2
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 2
- CEQFOVLGLXCDCX-WUKNDPDISA-N methyl red Chemical compound C1=CC(N(C)C)=CC=C1\N=N\C1=CC=CC=C1C(O)=O CEQFOVLGLXCDCX-WUKNDPDISA-N 0.000 description 2
- 238000000302 molecular modelling Methods 0.000 description 2
- PGSADBUBUOPOJS-UHFFFAOYSA-N neutral red Chemical compound Cl.C1=C(C)C(N)=CC2=NC3=CC(N(C)C)=CC=C3N=C21 PGSADBUBUOPOJS-UHFFFAOYSA-N 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- PRZSXZWFJHEZBJ-UHFFFAOYSA-N thymol blue Chemical compound C1=C(O)C(C(C)C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C(=CC(O)=C(C(C)C)C=2)C)=C1C PRZSXZWFJHEZBJ-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- TVBNRFCUTVWHQB-UHFFFAOYSA-N 1-anilino-4-(methylamino)anthracene-9,10-dione Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(NC)=CC=C1NC1=CC=CC=C1 TVBNRFCUTVWHQB-UHFFFAOYSA-N 0.000 description 1
- CMYZTJCWFRFRIW-UHFFFAOYSA-N 1-bromo-4-(4-methoxyphenyl)benzene Chemical compound C1=CC(OC)=CC=C1C1=CC=C(Br)C=C1 CMYZTJCWFRFRIW-UHFFFAOYSA-N 0.000 description 1
- GVZNXUAPPLHUOM-UHFFFAOYSA-N 2-[1-(1-methoxypropan-2-yloxy)propan-2-yloxy]propan-1-ol Chemical compound COCC(C)OCC(C)OC(C)CO GVZNXUAPPLHUOM-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
- AMPCGOAFZFKBGH-UHFFFAOYSA-N 4-[[4-(dimethylamino)phenyl]-(4-methyliminocyclohexa-2,5-dien-1-ylidene)methyl]-n,n-dimethylaniline Chemical compound C1=CC(=NC)C=CC1=C(C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 AMPCGOAFZFKBGH-UHFFFAOYSA-N 0.000 description 1
- BSYNRYMUTXBXSQ-FOQJRBATSA-N 59096-14-9 Chemical compound CC(=O)OC1=CC=CC=C1[14C](O)=O BSYNRYMUTXBXSQ-FOQJRBATSA-N 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- FYEHYMARPSSOBO-UHFFFAOYSA-N Aurin Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)=C1C=CC(=O)C=C1 FYEHYMARPSSOBO-UHFFFAOYSA-N 0.000 description 1
- JOZKFWLRHCDGJA-LLVKDONJSA-N Citronellyl acetate Natural products CC(=O)OCC[C@H](C)CCC=C(C)C JOZKFWLRHCDGJA-LLVKDONJSA-N 0.000 description 1
- ATJXMQHAMYVHRX-CPCISQLKSA-N Ellagic acid Natural products OC1=C(O)[C@H]2OC(=O)c3cc(O)c(O)c4OC(=O)C(=C1)[C@H]2c34 ATJXMQHAMYVHRX-CPCISQLKSA-N 0.000 description 1
- 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 1
- WWKGVZASJYXZKN-UHFFFAOYSA-N Methyl violet 2B Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(N)=CC=1)=C1C=CC(=[N+](C)C)C=C1 WWKGVZASJYXZKN-UHFFFAOYSA-N 0.000 description 1
- BELBBZDIHDAJOR-UHFFFAOYSA-N Phenolsulfonephthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2S(=O)(=O)O1 BELBBZDIHDAJOR-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- GAWOVNGQYQVFLI-ISLYRVAYSA-N c1cc(OCC)ccc1\N=N\c1ccc(N)cc1N Chemical compound c1cc(OCC)ccc1\N=N\c1ccc(N)cc1N GAWOVNGQYQVFLI-ISLYRVAYSA-N 0.000 description 1
- DGQLVPJVXFOQEV-JNVSTXMASA-N carminic acid Chemical compound OC1=C2C(=O)C=3C(C)=C(C(O)=O)C(O)=CC=3C(=O)C2=C(O)C(O)=C1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DGQLVPJVXFOQEV-JNVSTXMASA-N 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- IQFVPQOLBLOTPF-HKXUKFGYSA-L congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- XJRPTMORGOIMMI-UHFFFAOYSA-N ethyl 2-amino-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound CCOC(=O)C=1SC(N)=NC=1C(F)(F)F XJRPTMORGOIMMI-UHFFFAOYSA-N 0.000 description 1
- GAWOVNGQYQVFLI-UHFFFAOYSA-N etoxazene Chemical compound C1=CC(OCC)=CC=C1N=NC1=CC=C(N)C=C1N GAWOVNGQYQVFLI-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- UFLHIIWVXFIJGU-UHFFFAOYSA-N hex-3-en-1-ol Natural products CCC=CCCO UFLHIIWVXFIJGU-UHFFFAOYSA-N 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000013507 mapping Methods 0.000 description 1
- STZCRXQWRGQSJD-GEEYTBSJSA-M methyl orange Chemical compound [Na+].C1=CC(N(C)C)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-GEEYTBSJSA-M 0.000 description 1
- 229940012189 methyl orange Drugs 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- HQHBAGKIEAOSNM-UHFFFAOYSA-N naphtholphthalein Chemical compound C1=CC=C2C(C3(C4=CC=CC=C4C(=O)O3)C3=CC=C(C4=CC=CC=C43)O)=CC=C(O)C2=C1 HQHBAGKIEAOSNM-UHFFFAOYSA-N 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000007793 ph indicator Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229960003531 phenolsulfonphthalein Drugs 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- STZCRXQWRGQSJD-UHFFFAOYSA-M sodium;4-[[4-(dimethylamino)phenyl]diazenyl]benzenesulfonate Chemical compound [Na+].C1=CC(N(C)C)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-UHFFFAOYSA-M 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000001003 triarylmethane dye Substances 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
- A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
- A61L9/12—Apparatus, e.g. holders, therefor
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
- A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
Abstract
A non-aqueous composition comprising a halochromic dye, a fragrance material, a non-volatile base or acid, and a highly polar, low volatile solvent is disclosed. The composition changes its colour when the predominant part of the fragrance material has evaporated over time. The preferred composition comprises Bromocresol Green as the dye, triethanolamine as the non-volatile base, dipropylenglycole as the solvent, and a fragrance composition. Also claimed is an air-freshener device in which a composition of the present invention is absorbed or adsorbed in a material selected from paper, textiles, felt-type materials, wovens and non-wovens, glass fibre filters and crystals.
Description
ORGANIC COMPOSITION
The present invention is generally directed to volatile compositions having an end-of-life indication and to systems comprising them. Particularly the present invention is generally directed to air-freshener systems useful in dispensing volatile substances, e.g. fragrance materials, which also include an end-of-life indicator.
Air-freshener systems typically include a volatile material, often included within a carrier substance which, when exposed to the air-space of the ambient environment, volatilizes over time, until essentially all of the volatile material has been delivered from the air-freshener system. While such a system is elegant in its simplicity and is effective, it suffers from the shortcoming that typically there is no visibly discernable indicator of the end of the useful life of the air-freshener system provided to the user of the device. There is thus nothing to indicate that a further air-freshener system should be purchased and used in the place of the depleted system, or that the depleted system should be refilled with a fresh ::::: supply of volatile material.
* . To overcome this shortcoming, the prior art has proposed various solutions. Indicator systems specially intended for air freshener systems are, for example, described in US * 20 Patent 4,128,508, which indicator system is based on the change in color of a pH indicator *** * combined with a slowly evaporating acid or base. Such systems have the disadvantage that the choice of suitable volatile acids and bases is limited, inter alia, because they often have * .: a strong and usually undesirable smell of their own. In addition, this system only works for aqueous-based perfume compositions.
International Patent application WO 03/031966 describes a system, which is based on volatile dyes, which are coated on a substrate thereby coloring the substrate. As the volatile dye evaporates over time, the substrate changes color. While such a system provides certain advantages, nonetheless it requires that a substrate be coated in a first step before the fragrance is added.
While the prior art provides certain useful systems, nonetheless there remains a real and continuing need in the art to provide further means which provide an indication of the consumption of a volatile, in particular a fragrance.
Surprisingly it has been found that halochromic dyes, i.e. materials which are known to the person skilled in the art as materials that change their color when pH changes occur, when used with non-aqueous composition, change their color as the volatile material evaporates over time, thus indicating that the composition has become ineffective.
Accordingly, the present invention refers in one of its aspects to a non-aqueous composition comprising a halochromic dye, a fragrance material, a non-volatile base or acid, and a highly polar, low volatile solvent, said composition changing its color when the predominant part of the fragrance material has evaporated over time. I0
By "non-aqueous composition" is meant a composition, in particular a liquid, which is essentially free of water, i.e. containing less than 1% by weight of water based on the total composition.
: *., 15 Suitable fragrance materials may be selected from the extensive range of natural products **..
and synthetic molecules currently available, such as essential oils, alcohols, aldehydes and ketones, ethers and acetals, esters and lactones, macrocylces and heterocycles. Such *.: fragrance materials are described, for example, in S. Arctander Perfume Flavors and Chemicals Vols. 1 and 2, Arctander, Montclair NJ USA 1989.
S..... * .
By "non-volatile" is meant any material having a maximum vapor pressure of 0.025mm Hg (preferably a maximum of 0.01mm Hg) at 20 C. Non-volatile bases may be selected from the non-limiting list consisting of tnethanolamine (TEA), 4-methyiphenyl amine and 4-dimethylaminopyridine (DMAP). Non-volatile acids may be selected from the non-limiting list consisting of citric acid, lauric acid, stearic acid, linoleic acid, acrylic acid, pyruvic acid, nicotinic acid, acetylsalicylic acid, and the like.
Examples of highly polar, low volatile solvents include dipropylenglycole (DPG), triethyleneglycol (TEG), propyleneglycol (PG), glycerine, 2-methyl-i,3-propanediol, tripropyleneglycol methyl ether (Dowanol TPM), and the like.
Preferably, the highly polar, low volatile solvent has a maximum vapor pressure of 0.1mm Hg at 20 C. By "highly polar" is meant that the selected solvent is able to solubilize more or at least 0.1 weight % of the halochromic dye which is intended to be used in the composition..
The composition according to the present invention preferably comprises at least 40 weight %, e.g. 80 weight % or more, preferably 90 weight % or more, such as 95%, of a fragrance material based on the total composition.
By "halochromic dye" is meant any material known to be a material that changes color when pH changes occur. Suitable halochromic dyes may be selected from the non-limiting list consisting of 2,4-Dinitrophenol (CAS 51-28-5), Alizarin sodium sulfonate (CAS 130-22-3), Alizarin yellow (CAS 476-66-4), a-Naphtholbenzein (CAS 145-50-6), a-Naphtholphthalein (CAS 596-01-0), a-Naphtyl red (CAS 1260-17-9), Azolitmin (CAS 1395-18-2), Oracet blue 2R (CAS 4395-65-7), Bromocresol green (CAS 76-60-8), Bromocresol purple (CAS 115-40- 2), Bromophenol blue (CAS 115-39-9), Bromothylmol blue (CAS 76-59-5), Clorophenol red ::. 15 (CAS 4430-20-0), Congo red (CAS 117-92-0), Cresol red (CAS 1733-12-6), Crystal violet * *, (CAS 548-62-9), Diazo violet (CAS 6528-37-6), Methyl yellow (CAS 60-11-7), Methyl orange *.S.
(CAS 547-58-0), Methyl red (CAS 493-52-7), Methyl violet 2B (CAS 8004-87-3), Neutral red (CAS 553-24-2), Nile blue (CAS 3625-57-8), p-Ethoxychrysoidine (CAS 94-10-0), p- *: Nitrophenol (CAS 100-02-7), Pentamethoxy red (GAS 1755-51-7), Phenol red (CAS 143-74- 8), Phenolphthalein (GAS 77-09-8), Poirrier's blue (GAS 1400-96-0), Rosolic acid (CAS 603-S..
45-2), Salicyl yellow (CAS 584-42-9), Tetrabromphenol blue (CAS 4430-25-5), Thymol blue (CAS 76-61-9), Thymolphthalein (CAS 125-20-2) and Trinitrobenzoic acid (CAS 129-66-8) In a preferred embodiment, the halochromic dye is selected from the triphenylmethane family of so-called triarylmethane dyes, for example, Bromocresol green.
Extensive research revealed that halochromic dyes used in compositions according to the present invention change their color as a consequence of to the Hansen polar solubility parameter () and the Hansen hydrogen bonding solubility parameter (8H) of the fragrance material in which the dye is dissolved. These parameters may be evaluated as disclosed, for example, in Hansen Solubility Parameters: A User's Handbook" (Charles M. Hansen, CRC Press, 2000) or/and by using software available on the market, such as Molecular Modeling Pro from www.Chemistry-Software.com. The data given in Table 1 below have been calculated using the algorithm of Molecular Modeling Pro from Chemistry ChemSW for calculating 8 and E based on group contribution as described on page 9-10 of "Hansen Solubility Parameters: A User's Handbook" (Charles M. Hansen, CRC Press, 2000).
Fig. 1 illustrates, graphically, the data presented in Table 1, and more specifically the relation between the solubility parameters H and 6p.
As is further illustrated by the examples, Bromocresol green provides a clearly visible color change indicator from yellow to blue as the fragrance material evaporates over time, and is thus preferred. It has been found that non-aqueous compositions comprising -Bromocresol green -fragrance materials having a polar solubility parameter (8p) <= 7.5(MPa)"2, a hydrogen bonding solubility parameter (oH) <= 30 (MPa)"2 and 0H < -4 * Op + 30, -high polar, low volatile solvant, and -a non-volatile base, such as triethanolamine, : * : :: 15 change their color from yellow to blue when the predominant part of the fragrance material has evaporated over time thus indicating that the composition has become ineffective. * S..
By "predominant part" is meant that more than 50 weight % of the fragrance material, preferably at least 75%, e.g. at least 80%, is evaporated. S..
Accordingly, the present invention refers in a further aspect to a non-aqueous composition S. * . .: compnsing a) Bromocresol green, b) a fragrance composition consisting of at least 30 weight %, preferably at least 50 weight % , e.g. 60, 70 or 80 weight %, of a fragrance material having a polar solubility parameter (Op) < 7.5(MPa)"2, a hydrogen bonding solubility parameter (OH) < 30 (MPa)112 and 0H <= -4 * +30; c) high polar, low volatile solvent; and d) a non-volatile base.
The composition according to the present invention may further comprise excipients generally used in combination with air-freshener compositions, such as malodorant counteracting compounds, antibacterials and insect repellents.
The composition provided by this invention can be absorbed into absorbent bases such as paper, textiles, felt-type materials, wovens and nonwovens, bonded or sintered synthetic or natural polymer powders, cellulose or unglazed ceramics, or adsorbed onto glass fiber filters, or crystals such as rock salt crystals or silica gel crystals.
The invention is now further described with reference to the following non-limiting examples.
These examples are for the purpose of illustration only and it is understood that variations and modifications can be made by one skilled in the art.
Example 1: non-aqueous compositions comprising Bromocresol green g of a volatile material as indicated in the table below were mixed with 5 g of a blend of Bromocresol green, triethanolamine (TEA) and dipropylene glycol (DPG) (0.7 weight % TEA, 0.1 weight % Bromocresol green and 99.2 weight % DPG), resulting in a yellow or green : *". 15 compositions. Each individual mixture changed its color to blue after approximately 90 *.S.
i... weight % of the volatile material was evaporated over time. *S..
Table 1: solubility parameters and 6H of volatile materials
S
* S.... * .
volatile material color of the mixture * S ::. acetophenone 6.7 4.2 green : isopropyl alcohol 6.6 16.2 green phenyl ethyl alcohol 4.4 13. 2 green aldehyde c12 mna (2-methylundecanal) 3.4 4.4 yellow capronaldehyde 5.9 5.8 yellow citronellyl acetate 2.2 5.6 yellow ethyl acetate 4.8 8.3 yellow cis-3-hexen-1-ol 2.9 6.4 yellow undecavertol (4-methyl-3-decen-5-ol) 2.5 10.0 yellow Mapping the two solubility parameters 6p and oH the curve (OH = -4 Op +30) shows a clear defined boundary between volatile compounds showing a yellow coloration when mixed with a mixture comprising Bromocresol green, DPG and TEA and a green coloration respectively (see Figure 1). * ** * * * *.*. **** * * **** 0* * * * * * **
S
* ***.S * * *** * I * S.. I. * * .. **
Claims (12)
- Claims 1. A non-aqueous composition comprising a halochromic dye, afragrance material, a non-volatile acid or base, and a highly polar, low volatile solvent, said composition changing its color when the predominant part of the fragrance material has evaporated over time.
- 2. A composition according to claim 1 wherein the highly polar, low volatile solvent has a maximum vapour pressure of 0.1mm Hg at 20 C.
- 3. A composition according to claim 1 or claim 2, wherein the non-volatile acid or base has a maximum vapour pressure of 0.01 mm Hg at 20 C.
- 4. A composition according to any one of the preceding claims wherein the highly polar low volatile solvent is selected from the list consisting of dipropylenglycole, triethyleneglycol, propyleneglycol, glycerine, 2-methyl-i,3-propanediol and * ** tripropyleneglycol methyl ether. *
- 5. A composition according to any one of the preceding claims wherein the non-volatile acid is selected from the group consisting of citric acid, lauric acid, steanc acid, linoleic acid, acrylic acid, pyruvic acid, nicotinic acid and acetylsalicylic acid.**.*s* * * *
- 6. A composition according to any one of claims 1-4 wherein the non-volatile base is *:*. selected from the group consisting of triethanolamine, 4-methylphenyl amine and 4-dimethylaminopyridine.
- 7. A composition according to claim 1 wherein the halochromic dye is Bromocresol green and the non-volatile base is triethanolamine.
- 8. A composition according to claim 7 comprising a) Bromocresol green, b) a fragrance composition consisting of at least 30 weigh % of a fragrance material having a polar solubility parameter (6p) <= 7.5(MPa)1'2, a hydrogen bonding solubility parameter (SH) <= 30 (MPa)112 and oH -4 * Op 30; c) triethanolamine; and d) dipropylenglycole.U
- 9. An air-freshener device comprising a composition as defined in any one of the preceding claims.
- 10. An air-freshener device according to claim 9 further comprising a means to which the composition is absorbed or adsorbed.
- 11. A device according to claim 10 wherein the absorbent is selected from paper, textiles, felt-type materials, wovens and nonwovens.
- 12. A device according to claim 10 wherein the adsorbent is selected from glass fiber filters and crystals. * S. * S S... *5*S * S S...S * S * I.SS..... * S S.. S * 5 * S. S *5
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0624857A GB2444702A (en) | 2006-12-13 | 2006-12-13 | Volatile compositions having an end-of-life indication |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0624857A GB2444702A (en) | 2006-12-13 | 2006-12-13 | Volatile compositions having an end-of-life indication |
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| GB0624857D0 GB0624857D0 (en) | 2007-01-24 |
| GB2444702A true GB2444702A (en) | 2008-06-18 |
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| Application Number | Title | Priority Date | Filing Date |
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| GB0624857A Withdrawn GB2444702A (en) | 2006-12-13 | 2006-12-13 | Volatile compositions having an end-of-life indication |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011101182A1 (en) * | 2010-02-18 | 2011-08-25 | Henkel Ag & Co. Kgaa | Stabilized perfume oils |
| EP2630974A1 (en) | 2012-02-27 | 2013-08-28 | Symrise AG | Stable room fragrances with usage endpoint display |
| EP2803369A1 (en) | 2013-05-14 | 2014-11-19 | Symrise AG | Two-phase Expiration Indicator for Fragrance Delivery Systems |
| EP2918295A1 (en) | 2014-03-11 | 2015-09-16 | Symrise AG | Release system for fragrances with optical terminal display |
| US12036341B2 (en) | 2019-07-17 | 2024-07-16 | The Procter & Gamble Company | Freshening compositions and methods of atomizing freshening compositions with a thermally-actuated microfluidic cartridge |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1581333A (en) * | 1976-07-02 | 1980-12-10 | Unilever Ltd | Colour change systems |
| EP0309173A2 (en) * | 1987-09-23 | 1989-03-29 | S.C. Johnson & Son, Inc. | Time-color indicators |
-
2006
- 2006-12-13 GB GB0624857A patent/GB2444702A/en not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1581333A (en) * | 1976-07-02 | 1980-12-10 | Unilever Ltd | Colour change systems |
| EP0309173A2 (en) * | 1987-09-23 | 1989-03-29 | S.C. Johnson & Son, Inc. | Time-color indicators |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011101182A1 (en) * | 2010-02-18 | 2011-08-25 | Henkel Ag & Co. Kgaa | Stabilized perfume oils |
| US9845449B2 (en) | 2010-02-18 | 2017-12-19 | Henkel Ag & Co. Kgaa | Stabilized perfume oils |
| EP2630974A1 (en) | 2012-02-27 | 2013-08-28 | Symrise AG | Stable room fragrances with usage endpoint display |
| EP2630975A1 (en) | 2012-02-27 | 2013-08-28 | Symrise AG | Stable room fragrances with usage endpoint display |
| EP2803369A1 (en) | 2013-05-14 | 2014-11-19 | Symrise AG | Two-phase Expiration Indicator for Fragrance Delivery Systems |
| WO2014184100A1 (en) | 2013-05-14 | 2014-11-20 | Symrise Ag | Two-phase exhaustion indicator for fragrance release systems |
| US9700645B2 (en) | 2013-05-14 | 2017-07-11 | Symrise Ag | Two-phase exhaustion indicator for fragrance release systems |
| EP2918295A1 (en) | 2014-03-11 | 2015-09-16 | Symrise AG | Release system for fragrances with optical terminal display |
| US12036341B2 (en) | 2019-07-17 | 2024-07-16 | The Procter & Gamble Company | Freshening compositions and methods of atomizing freshening compositions with a thermally-actuated microfluidic cartridge |
Also Published As
| Publication number | Publication date |
|---|---|
| GB0624857D0 (en) | 2007-01-24 |
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