JP2014519324A5 - - Google Patents
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- Publication number
- JP2014519324A5 JP2014519324A5 JP2014511537A JP2014511537A JP2014519324A5 JP 2014519324 A5 JP2014519324 A5 JP 2014519324A5 JP 2014511537 A JP2014511537 A JP 2014511537A JP 2014511537 A JP2014511537 A JP 2014511537A JP 2014519324 A5 JP2014519324 A5 JP 2014519324A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- polymer
- group
- methyl
- target
- 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.)
- Granted
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- 150000001875 compounds Chemical class 0.000 claims 24
- 241000208125 Nicotiana Species 0.000 claims 23
- 229920000642 polymer Polymers 0.000 claims 22
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims 16
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 16
- -1 β-damacenone Chemical compound 0.000 claims 13
- RRHGJUQNOFWUDK-UHFFFAOYSA-N isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims 12
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N Cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 claims 10
- WRMNZCZEMHIOCP-UHFFFAOYSA-N Phenethyl alcohol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 10
- 239000000463 material Substances 0.000 claims 10
- 230000001953 sensory Effects 0.000 claims 10
- 230000004936 stimulating Effects 0.000 claims 10
- HJOVHMDZYOCNQW-UHFFFAOYSA-N Isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 claims 9
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 8
- YCIMNLLNPGFGHC-UHFFFAOYSA-N Catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims 8
- IWDCLRJOBJJRNH-UHFFFAOYSA-N P-Cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 claims 8
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims 8
- IKHGUXGNUITLKF-UHFFFAOYSA-N acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 8
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N benzohydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims 8
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 8
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 8
- HUMNYLRZRPPJDN-UHFFFAOYSA-N Benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims 6
- RRAFCDWBNXTKKO-UHFFFAOYSA-N Eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims 6
- HRPVXLWXLXDGHG-UHFFFAOYSA-N acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 6
- WVDDGKGOMKODPV-UHFFFAOYSA-N benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 6
- 230000000391 smoking Effects 0.000 claims 6
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims 5
- 229910052785 arsenic Inorganic materials 0.000 claims 5
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims 5
- 229910052793 cadmium Inorganic materials 0.000 claims 5
- 239000011651 chromium Substances 0.000 claims 5
- 229910052804 chromium Inorganic materials 0.000 claims 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 5
- 229940117916 cinnamic aldehyde Drugs 0.000 claims 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N precursor Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims 5
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 claims 4
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 1-butanal Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 claims 4
- SESFRYSPDFLNCH-UHFFFAOYSA-N Benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims 4
- OOCCDEMITAIZTP-QPJJXVBHSA-N Cinnamyl alcohol Natural products OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 claims 4
- MLUCVPSAIODCQM-NSCUHMNNSA-N Crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N Hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 4
- LELOWRISYMNNSU-UHFFFAOYSA-N Hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N M-Cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 claims 4
- QPJVMBTYPHYUOC-UHFFFAOYSA-N Methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims 4
- OSWPMRLSEDHDFF-UHFFFAOYSA-N Methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 claims 4
- FQTLCLSUCSAZDY-QKXCFHHRSA-N Nerolidol Natural products CC(C)=CCC\C(C)=C/CC[C@](C)(O)C=C FQTLCLSUCSAZDY-QKXCFHHRSA-N 0.000 claims 4
- QWVGKYWNOKOFNN-UHFFFAOYSA-N O-Cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 claims 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N Oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 4
- 102000014961 Protein Precursors Human genes 0.000 claims 4
- 108010078762 Protein Precursors Proteins 0.000 claims 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N Stearic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 4
- MWOOGOJBHIARFG-UHFFFAOYSA-N Vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims 4
- HGINCPLSRVDWNT-UHFFFAOYSA-N acrylaldehyde Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 4
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 4
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims 4
- 229910052753 mercury Inorganic materials 0.000 claims 4
- KWOLFJPFCHCOCG-UHFFFAOYSA-N methylphenylketone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims 4
- 229910052759 nickel Inorganic materials 0.000 claims 4
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 4
- NBBJYMSMWIIQGU-UHFFFAOYSA-N propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 claims 4
- BUGBHKTXTAQXES-UHFFFAOYSA-N selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims 4
- 229910052711 selenium Inorganic materials 0.000 claims 4
- 239000011669 selenium Substances 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- DTOSIQBPPRVQHS-PDBXOOCHSA-N α-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims 4
- NPNUFJAVOOONJE-ZIAGYGMSSA-N β-(E)-Caryophyllene Chemical compound C1CC(C)=CCCC(=C)[C@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-ZIAGYGMSSA-N 0.000 claims 4
- AYJXHIDNNLJQDT-UHFFFAOYSA-N 2,6,6-trimethylcyclohex-2-ene-1,4-dione Chemical compound CC1=CC(=O)CC(C)(C)C1=O AYJXHIDNNLJQDT-UHFFFAOYSA-N 0.000 claims 3
- 239000005770 Eugenol Substances 0.000 claims 3
- 229960002217 Eugenol Drugs 0.000 claims 3
- 229920000344 Molecularly imprinted polymer Polymers 0.000 claims 3
- IMKJGXCIJJXALX-SHUKQUCYSA-N Sclareolide Chemical compound CC([C@@H]1CC2)(C)CCC[C@]1(C)[C@@H]1[C@]2(C)OC(=O)C1 IMKJGXCIJJXALX-SHUKQUCYSA-N 0.000 claims 3
- PQDRXUSSKFWCFA-CFNZNRNTSA-N Solanone Chemical compound CC(=O)CC[C@@H](C(C)C)\C=C\C(C)=C PQDRXUSSKFWCFA-CFNZNRNTSA-N 0.000 claims 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- 229940095076 benzaldehyde Drugs 0.000 claims 3
- 229930007855 geranyl acetone Natural products 0.000 claims 3
- HNZUNIKWNYHEJJ-FMIVXFBMSA-N geranyl acetone Chemical compound CC(C)=CCC\C(C)=C\CCC(C)=O HNZUNIKWNYHEJJ-FMIVXFBMSA-N 0.000 claims 3
- 239000000178 monomer Substances 0.000 claims 3
- 229940096995 sclareolide Drugs 0.000 claims 3
- UGVIZCBJCSXBCJ-JWFUOXDNSA-N (1aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-1a,4,5,6,7,7b-hexahydrocyclopropa[a]naphthalen-2-one Chemical compound O=C1[C@H]2C(C)(C)[C@H]2[C@@]2(C)[C@H](C)CCCC2=C1 UGVIZCBJCSXBCJ-JWFUOXDNSA-N 0.000 claims 2
- YHRUHBBTQZKMEX-YFVJMOTDSA-N (2-trans,6-trans)-farnesal Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\C=O YHRUHBBTQZKMEX-YFVJMOTDSA-N 0.000 claims 2
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 claims 2
- TVXNKQRAZONMHJ-UHFFFAOYSA-M (4-ethenylphenyl)methyl-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=C(C=C)C=C1 TVXNKQRAZONMHJ-UHFFFAOYSA-M 0.000 claims 2
- VUVORVXMOLQFMO-ONEGZZNKSA-N (E)-3-pyridin-3-ylprop-2-enoic acid Chemical compound OC(=O)\C=C\C1=CC=CN=C1 VUVORVXMOLQFMO-ONEGZZNKSA-N 0.000 claims 2
- BOTWFXYSPFMFNR-PYDDKJGSSA-N (E)-Phytol Chemical compound CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CO BOTWFXYSPFMFNR-PYDDKJGSSA-N 0.000 claims 2
- 239000001707 (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol Substances 0.000 claims 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims 2
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (N-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 claims 2
- BLTXWCKMNMYXEA-UHFFFAOYSA-N 1,1,2-trifluoro-2-(trifluoromethoxy)ethene Chemical compound FC(F)=C(F)OC(F)(F)F BLTXWCKMNMYXEA-UHFFFAOYSA-N 0.000 claims 2
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-Heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 claims 2
- WHFHDVDXYKOSKI-UHFFFAOYSA-N 1-ethenyl-4-ethylbenzene Chemical compound CCC1=CC=C(C=C)C=C1 WHFHDVDXYKOSKI-UHFFFAOYSA-N 0.000 claims 2
- VLSRKCIBHNJFHA-UHFFFAOYSA-N 2-(trifluoromethyl)prop-2-enoic acid Chemical compound OC(=O)C(=C)C(F)(F)F VLSRKCIBHNJFHA-UHFFFAOYSA-N 0.000 claims 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-Vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N 2-hydroxyethyl 2-methylacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims 2
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 claims 2
- AUZRCMMVHXRSGT-UHFFFAOYSA-N 2-methylpropane-1-sulfonic acid;prop-2-enamide Chemical compound NC(=O)C=C.CC(C)CS(O)(=O)=O AUZRCMMVHXRSGT-UHFFFAOYSA-N 0.000 claims 2
- FGKJLKRYENPLQH-UHFFFAOYSA-N 4-Methylpentanoic acid Chemical compound CC(C)CCC(O)=O FGKJLKRYENPLQH-UHFFFAOYSA-N 0.000 claims 2
- FWMPKHMKIJDEMJ-UHFFFAOYSA-N 4-allyl-2,6-dimethoxyphenol Chemical compound COC1=CC(CC=C)=CC(OC)=C1O FWMPKHMKIJDEMJ-UHFFFAOYSA-N 0.000 claims 2
- RDLIXBOANMANKN-UHFFFAOYSA-N 4-ethenylbenzenecarboximidamide Chemical compound NC(=N)C1=CC=C(C=C)C=C1 RDLIXBOANMANKN-UHFFFAOYSA-N 0.000 claims 2
- IRQWEODKXLDORP-UHFFFAOYSA-N 4-ethenylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=C)C=C1 IRQWEODKXLDORP-UHFFFAOYSA-N 0.000 claims 2
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 claims 2
- FMMWHPNWAFZXNH-UHFFFAOYSA-N Benz[a]pyrene Chemical compound C1=C2C3=CC=CC=C3C=C(C=C3)C2=C2C3=CC=CC2=C1 FMMWHPNWAFZXNH-UHFFFAOYSA-N 0.000 claims 2
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 claims 2
- YACLQRRMGMJLJV-UHFFFAOYSA-N Chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 claims 2
- YHRUHBBTQZKMEX-FBXUGWQNSA-N E,E-Farnesal Natural products CC(C)=CCC\C(C)=C/CC\C(C)=C/C=O YHRUHBBTQZKMEX-FBXUGWQNSA-N 0.000 claims 2
- 239000005977 Ethylene Substances 0.000 claims 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N Isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 claims 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N Itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims 2
- 229960004488 Linolenic Acid Drugs 0.000 claims 2
- YKVWPZJHENXDAJ-VOTSOKGWSA-N Megastigmatrienone Chemical compound CC1=CC(=O)CC(C)(C)C1\C=C\C=C YKVWPZJHENXDAJ-VOTSOKGWSA-N 0.000 claims 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N Methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N Methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinylpyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N Octadecene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 claims 2
- 239000005642 Oleic acid Substances 0.000 claims 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N Palmitic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 2
- 235000021314 Palmitic acid Nutrition 0.000 claims 2
- BOTWFXYSPFMFNR-QYLFUYDXSA-N Phytol Natural products CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C/CO BOTWFXYSPFMFNR-QYLFUYDXSA-N 0.000 claims 2
- SMQUZDBALVYZAC-UHFFFAOYSA-N Salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 claims 2
- 235000021355 Stearic acid Nutrition 0.000 claims 2
- UIERETOOQGIECD-ONEGZZNKSA-N Tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 claims 2
- XUCNUKMRBVNAPB-UHFFFAOYSA-N Vinyl fluoride Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 claims 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims 2
- 239000012491 analyte Substances 0.000 claims 2
- 229930015712 aristolone Natural products 0.000 claims 2
- 235000019445 benzyl alcohol Nutrition 0.000 claims 2
- 229960002903 benzyl benzoate Drugs 0.000 claims 2
- 229940117948 caryophyllene Drugs 0.000 claims 2
- 229930000787 caryophyllene Natural products 0.000 claims 2
- BHBPJIPGXGQMTE-UHFFFAOYSA-N ethane-1,2-diol;2-methylprop-2-enoic acid Chemical compound OCCO.CC(=C)C(O)=O.CC(=C)C(O)=O BHBPJIPGXGQMTE-UHFFFAOYSA-N 0.000 claims 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 2
- 229930007744 linalool Natural products 0.000 claims 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 2
- 229940095102 methyl benzoate Drugs 0.000 claims 2
- 229960001047 methyl salicylate Drugs 0.000 claims 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N methylene dichloride Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 2
- 229930004077 nerolidols Natural products 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 230000003647 oxidation Effects 0.000 claims 2
- 238000007254 oxidation reaction Methods 0.000 claims 2
- 150000002923 oximes Chemical class 0.000 claims 2
- 239000002002 slurry Substances 0.000 claims 2
- 235000019505 tobacco product Nutrition 0.000 claims 2
- 229940117960 vanillin Drugs 0.000 claims 2
- 235000012141 vanillin Nutrition 0.000 claims 2
- PZSJOBKRSVRODF-UHFFFAOYSA-N vanillin acetate Chemical compound COC1=CC(C=O)=CC=C1OC(C)=O PZSJOBKRSVRODF-UHFFFAOYSA-N 0.000 claims 2
- XTXRWKRVRITETP-UHFFFAOYSA-N vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims 1
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-Naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 claims 1
- MUNOBADFTHUUFG-UHFFFAOYSA-N 3-phenylaniline Chemical group NC1=CC=CC(C=2C=CC=CC=2)=C1 MUNOBADFTHUUFG-UHFFFAOYSA-N 0.000 claims 1
- DMVOXQPQNTYEKQ-UHFFFAOYSA-N 4-Aminobiphenyl Chemical group C1=CC(N)=CC=C1C1=CC=CC=C1 DMVOXQPQNTYEKQ-UHFFFAOYSA-N 0.000 claims 1
- HYBBIBNJHNGZAN-UHFFFAOYSA-N Furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 claims 1
- FLAQQSHRLBFIEZ-UHFFFAOYSA-N N-Methyl-N-nitroso-4-oxo-4-(3-pyridyl)butyl amine Chemical compound O=NN(C)CCCC(=O)C1=CC=CN=C1 FLAQQSHRLBFIEZ-UHFFFAOYSA-N 0.000 claims 1
- XKABJYQDMJTNGQ-VIFPVBQESA-N N-Nitrosonornicotine Chemical compound O=NN1CCC[C@H]1C1=CC=CN=C1 XKABJYQDMJTNGQ-VIFPVBQESA-N 0.000 claims 1
- HZEBHPIOVYHPMT-OUBTZVSYSA-N Polonium-210 Chemical compound [210Po] HZEBHPIOVYHPMT-OUBTZVSYSA-N 0.000 claims 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 229910052790 beryllium Inorganic materials 0.000 claims 1
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium(0) Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 claims 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 239000008079 hexane Substances 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 125000006838 isophorone group Chemical group 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 150000002816 nickel compounds Chemical class 0.000 claims 1
- 239000005022 packaging material Substances 0.000 claims 1
- 230000000379 polymerizing Effects 0.000 claims 1
- SMWDFEZZVXVKRB-UHFFFAOYSA-N quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 1
- 229960004889 salicylic acid Drugs 0.000 claims 1
- JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 claims 1
- JFALSRSLKYAFGM-OIOBTWANSA-N uranium-235 Chemical compound [235U] JFALSRSLKYAFGM-OIOBTWANSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Claims (18)
- (a)メチルエチルケトン、アセトアルデヒド、アセトン、アクロレイン、ブチルアルデヒド、クロトンアルデヒド、ホルムアルデヒド、プロピオンアルデヒド(priopionaldehyde)、カテコール、ヒドロキノン、m−クレゾール、p−クレゾール、o−クレゾール、フェノール、レゾルシノール、アンモニア、シアン化水素、酸化窒素、一酸化炭素、アクリロニトリル、1,3−ブタジエン、ベンゼン、イソプレン、トルエン、スチレン、ピリジン、ヒ素、カドミウム、クロム、鉛、水銀、ニッケル、セレン、およびその前駆体からなる群より選択されるホフマン検体、あるいは
(b)1種または複数のニコティアナ種中に天然に存在する感覚刺激性化合物
に対して選択的な分子インプリントポリマー。 - ポリマーが、1種または複数のニコティアナ種中に天然に存在する感覚刺激性化合物に対して選択的であり、感覚刺激性化合物は、メガスティグマトリエノン、β−ダマセノン、スクラレオリド、ソラノン、サリチル酸メチル、ケイ皮アルデヒド、フェネチルアルコール、ベンジルアルコール、メチルカビコール、ゲラニルアセトン、4−ケトイソフォロン、ベンズアルデヒド、イソフォロン、オイゲノール、メトキシオイゲノール、ヘプタノール、オクタン酸メチル、2−メチルプロピオン酸、2−メチル酪酸、4−メチルペンタン酸、ヘキサン酸、ヘキサデカン酸、オクタデカン酸、リナロール、フェネチルアルコール、ドセシルアシラート、ネロリドール、オクタン酸、オレイン酸、リノレン酸、5−アセトキシメチル−2−フルフラール、ファルネサール、1−ヘキサデカン、1−オクタデセン、フィトール、バニリン、アセトバニリン、シンナムアルデヒド、シンナミルアルコール、安息香酸メチル、サルチルアルデヒド、サリチル酸ベンジル、センブレンジオール、イソフォロン、オキシム、ソラベチボン、ツンベルゴール、ドセシルアクリラート、センブレノール、安息香酸ベンジル(benylbenzoate)、スカラル、アセトフェノン、カリオフィレン、およびアリストロンからなる群より選択される、請求項1に記載のポリマー。
- ビニル含有モノマー、アクリル酸またはアクリラート含有モノマー、アクリルアミド含有モノマー、およびその誘導体からなる群より選択される1種または複数のモノマーから調製される、請求項1に記載のポリマー。
- モノマーが、塩化ビニル、フッ化ビニル、フッ化ビニリデン、メチルビニルエーテル、パーフルオロ(メチルビニルエーテル)、クロロプレン、イソプレン、酢酸ビニル、エチレン、アクリル酸、メタクリル酸、トリフルオロメタクリル酸、メチルメタクリル酸、メタクリル酸メチル、エチレングリコールジメタクリラート、ヒドロキシエチルメタクリラート、trans−3−(3−ピリジル)−アクリル酸、スチレン、4−エチルスチレン、p−ビニル安息香酸、4−ビニルピリジン、4−ビニルベンジル−トリメチルアンモニウム(ammionium)クロリド、4(5)−ビニルイミダゾール、スチレン、アクリルアミド、ビニルピロリドン、アクリロニトリル、4−ビニルベンズアミジン、2−ビニルピリジン、1−ビニルイミダゾール、アクリルアミド、メタクリルアミド、アクリルアミド−(2−メチル)−1−プロパンスルホン酸、イタコン酸、およびその組み合わせからなる群より選択される、請求項3に記載のポリマー。
- 詰め物ラップによって囲まれた隣接するフィルター要素に取り付けた包装材料によって囲まれたタバコロッドを含む喫煙品であって、
喫煙品が、1−アミノナフタレン、2−アミノナフタレン、3−アミノビフェニル、4−アミノビフェニル、メチルエチルケトン、アセトアルデヒド、アセトン、アクロレイン、ベンゾ[a]ピレン、ブチルアルデヒド、クロトンアルデヒド、ホルムアルデヒド、プロピオンアルデヒド(priopionaldehyde)、カテコール、ヒドロキノン、m−クレゾール、p−クレゾール、o−クレゾール、フェノール、レゾルシノール、アンモニア、シアン化水素、酸化窒素、一酸化炭素、アクリロニトリル、1,3−ブタジエン、ベンゼン、イソプレン、トルエン、スチレン、ピリジン、キノリン、ヒ素、カドミウム、クロム、鉛、水銀、ニッケル、セレン、およびその前駆体からなる群より選択されるホフマン検体に対して選択的な分子インプリントポリマーをさらに含み、ポリマーは喫煙品のフィルター要素内に含まれている喫煙品。 - ホフマン(Hoffman)検体または1種または複数のニコティアナ種中に天然に存在する感覚刺激性化合物に対して選択的な分子インプリントポリマーを調製する方法であって、
(a)(i)メチルエチルケトン、アセトアルデヒド、アセトン、アクロレイン、ブチルアルデヒド、クロトンアルデヒド、ホルムアルデヒド、プロピオンアルデヒド(priopionaldehyde)、カテコール、ヒドロキノン、m−クレゾール、p−クレゾール、o−クレゾール、フェノール、レゾルシノール、アンモニア、シアン化水素、酸化窒素、一酸化炭素、アクリロニトリル、1,3−ブタジエン、ベンゼン、イソプレン、トルエン、スチレン、ピリジン、ヒ素、カドミウム、クロム、鉛、水銀、ニッケル、セレン、およびその前駆体からなる群より選択されるホフマン検体、あるいは
(ii)1種または複数のニコティアナ種中に天然に存在する感覚刺激性化合物から選択される標的分子に対して選択的な分子インプリントポリマーを形成するのに適切な鋳型分子を選択するステップであって、っこで、鋳型分子が標的分子またはその構造類似体であるステップと
(b)標的分子に対して選択的な分子インプリントポリマーを製造するために選択された鋳型分子の存在下で少なくとも1種の官能性モノマーを重合するステップと、を含む方法。 - 分子インプリントポリマーが1種または複数のニコティアナ種中に天然に存在する感覚刺激性化合物に対して選択的であり、感覚刺激性化合物が、メガスティグマトリエノン、β−ダマセノン、スクラレオリド、ソラノン、サリチル酸メチル、ケイ皮アルデヒド、フェネチルアルコール、ベンジルアルコール、メチルカビコール、ゲラニルアセトン、4−ケトイソフォロン、ベンズアルデヒド、イソフォロン、オイゲノール、メトキシオイゲノール、ヘプタノール、オクタン酸メチル、2−メチルプロピオン酸、2−メチル酪酸、4−メチルペンタン酸、ヘキサン酸、ヘキサデカン酸、オクタデカン酸、リナロール、フェネチルアルコール、ドセシルアシラート、ネロリドール、オクタン酸、オレイン酸、リノレン酸、5−アセトキシメチル−2−フルフラール、ファルネサール、1−ヘキサデカン、1−オクタデセン、フィトール、バニリン、アセトバニリン、シンナムアルデヒド、シンナミルアルコール、安息香酸メチル、サルチルアルデヒド、サリチル酸ベンジル、センブレンジオール、イソフォロン、オキシム、ソラベチボン、ツンベルゴール、ドセシルアクリラート、センブレノール、安息香酸ベンジル(benylbenzoate)、スカラル、アセトフェノン、カリオフィレン、およびアリストロンからなる群より選択される、請求項6に記載の方法。
- 標的分子がソラノンであり、鋳型分子が
または、標的分子がオイゲノールであり、鋳型分子が
または、標的分子がスクラレオリドであり、鋳型分子が
または、標的分子がβ−ダマセノンであり、鋳型分子が
または、標的分子がベンズアルデヒドであり、鋳型分子が
または、標的分子がサリチル酸メチルであり、鋳型分子が
または、標的分子がシンナムアルデヒドであり、鋳型分子が
または、標的分子がフェネチルアルコールであり、鋳型分子が
または、標的分子がメチルカビコールであり、鋳型分子が
または、標的分子がゲラニルアセトンであり、鋳型分子が
または、標的分子が4−ケトイソフォロンであり、鋳型分子が
または、標的分子がイソフォロンであり、鋳型分子が
- タバコ材料から標的化合物を単離する方法であって、
ポリマー内に標的化合物を結合するのに十分な時間および条件下でタバコ材料内に含まれている標的化合物に対して特異的なポリマーとタバコ材料を接触させるステップを含み、
標的化合物は、
(a)メチルエチルケトン、アセトアルデヒド、アセトン、アクロレイン、ブチルアルデヒド、クロトンアルデヒド、ホルムアルデヒド、プロピオンアルデヒド(priopionaldehyde)、カテコール、ヒドロキノン、m−クレゾール、p−クレゾール、o−クレゾール、フェノール、レゾルシノール、アンモニア、シアン化水素、酸化窒素、一酸化炭素、アクリロニトリル、1,3−ブタジエン、ベンゼン、イソプレン、トルエン、スチレン、ピリジン、ヒ素、カドミウム、クロム、鉛、水銀、ニッケル、セレン、およびその前駆体からなる群より選択されるホフマン検体、あるいは
(b)1種または複数のニコティアナ種中に天然に存在する感覚刺激性化合物であり、タバコ材料がタバコ抽出物またはタバコスラリーの形態をしており、
タバコ抽出物またはタバコスラリーは、水、塩化メチレン、メタノール、ヘキサンおよび酢酸エチルからなる群より選択される溶媒を含む方法。 - 処理したタバコ材料をポリマーから分離して標的化合物の含量を削減した処理材料を得るステップをさらに含む、請求項9に記載の方法。
- タバコ材料が、ニコティアナ種の植物の生きた花を取り囲むヘッドスペースからの気相成分を含む、請求項9に記載の方法。
- 標的化合物が、ベンゾ[a]ピレン、ホルムアルデヒド、N′−ニトロソノルニコチン、4−(メチルニトロソアミノ)−1−(3−ピリジル)−1−ブタノン、シアン化物、ベンゼン、鉛、ヒ素、ニッケル化合物、ポロニウム210、ウラン235、ウラン238、ベリリウム、カドミウム、クロム、その混合物、およびその誘導体からなる群より選択されるホフマン検体前駆体である、請求項9に記載の方法。
- 処理したタバコ材料中の標的化合物の含量が、未処理のタバコ材料と比較して50%超削減される、請求項9に記載の方法。
- 標的化合物が感覚刺激性化合物であり、結合した標的化合物を含むポリマーが、無煙タバコ製品における使用に適合したタバコ組成物に添加される、請求項9に記載の方法。
- ポリマーから標的化合物を除去するのに十分な時間および条件下でポリマーを溶媒で洗浄することによりポリマーを再生するステップをさらに含み、標的化合物を含有する溶媒は、少なくとも80重量%の標的化合物および溶媒を含み、および/またはポリマーから取り出された標的化合物は、感覚刺激性化合物であり、標的化合物はタバコ組成物に添加され、タバコ組成物が喫煙品中の喫煙に適した材料としての使用に適合している、または無煙タバコ製品における使用に適合している、請求項9に記載の方法。
- ポリマーが分子インプリントポリマーまたはインプリントされていないポリマーである、請求項9ないし15のいずれか一項に記載の方法。
- ポリマーが、ビニル含有モノマー、アクリル酸またはアクリラート含有モノマー、アクリルアミド含有モノマー、およびその誘導体からなる群より選択される1種または複数のモノマーから調製されるポリマーを含む、請求項6ないし15のいずれか一項に記載の方法。
- モノマーが、塩化ビニル、フッ化ビニル、フッ化ビニリデン、メチルビニルエーテル、パーフルオロ(メチルビニルエーテル)、クロロプレン、イソプレン、酢酸ビニル、エチレン、アクリル酸、メタクリル酸、トリフルオロメタクリル酸、メチルメタクリル酸、メタクリル酸メチル、エチレングリコールジメタクリラート、ヒドロキシエチルメタクリラート、trans−3−(3−ピリジル)−アクリル酸、スチレン、4−エチルスチレン、p−ビニル安息香酸、4−ビニルピリジン、4−ビニルベンジル−トリメチルアンモニウム(ammionium)クロリド、4(5)−ビニルイミダゾール、スチレン、アクリルアミド、ビニルピロリドン、アクリロニトリル、4−ビニルベンズアミジン、2−ビニルピリジン、1−ビニルイミダゾール、アクリルアミド、メタクリルアミド、アクリルアミド−(2−メチル)−1−プロパンスルホン酸、イタコン酸、およびその組み合わせからなる群より選択される、請求項17に記載の方法。
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