CN113876022A - High-molecular latent-fragrance slow-release material and application thereof in heating cigarettes - Google Patents
High-molecular latent-fragrance slow-release material and application thereof in heating cigarettes Download PDFInfo
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- CN113876022A CN113876022A CN202111102497.4A CN202111102497A CN113876022A CN 113876022 A CN113876022 A CN 113876022A CN 202111102497 A CN202111102497 A CN 202111102497A CN 113876022 A CN113876022 A CN 113876022A
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- Prior art keywords
- latent
- release material
- acid
- slow
- perfume
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- 235000019504 cigarettes Nutrition 0.000 title claims abstract description 76
- 239000000463 material Substances 0.000 title claims abstract description 63
- 239000003205 fragrance Substances 0.000 title claims abstract description 41
- 238000010438 heat treatment Methods 0.000 title abstract description 25
- 241000208125 Nicotiana Species 0.000 claims abstract description 25
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims abstract description 25
- 239000000126 substance Substances 0.000 claims abstract description 22
- 229920000642 polymer Polymers 0.000 claims abstract description 10
- 150000003384 small molecules Chemical class 0.000 claims abstract description 8
- 235000013599 spices Nutrition 0.000 claims abstract description 7
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 26
- 239000002304 perfume Substances 0.000 claims description 26
- XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 17
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 claims description 14
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 14
- GWYFCOCPABKNJV-UHFFFAOYSA-N beta-methyl-butyric acid Natural products CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims description 14
- HYMLWHLQFGRFIY-UHFFFAOYSA-N Maltol Natural products CC1OC=CC(=O)C1=O HYMLWHLQFGRFIY-UHFFFAOYSA-N 0.000 claims description 12
- 229940043353 maltol Drugs 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 239000000796 flavoring agent Substances 0.000 claims description 11
- 235000019634 flavors Nutrition 0.000 claims description 11
- 229920002472 Starch Polymers 0.000 claims description 10
- 229920002674 hyaluronan Polymers 0.000 claims description 10
- 229960003160 hyaluronic acid Drugs 0.000 claims description 10
- 235000019698 starch Nutrition 0.000 claims description 10
- 239000008107 starch Substances 0.000 claims description 10
- 239000005711 Benzoic acid Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- 235000010233 benzoic acid Nutrition 0.000 claims description 8
- 239000000661 sodium alginate Substances 0.000 claims description 8
- 235000010413 sodium alginate Nutrition 0.000 claims description 8
- 229940005550 sodium alginate Drugs 0.000 claims description 8
- 238000013268 sustained release Methods 0.000 claims description 8
- 239000012730 sustained-release form Substances 0.000 claims description 8
- 238000005886 esterification reaction Methods 0.000 claims description 7
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 claims description 6
- XYHKNCXZYYTLRG-UHFFFAOYSA-N 1h-imidazole-2-carbaldehyde Chemical compound O=CC1=NC=CN1 XYHKNCXZYYTLRG-UHFFFAOYSA-N 0.000 claims description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-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
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims description 5
- 239000000758 substrate Substances 0.000 claims description 5
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 4
- CHWNEIVBYREQRF-UHFFFAOYSA-N 4-Ethyl-2-methoxyphenol Chemical compound CCC1=CC=C(O)C(OC)=C1 CHWNEIVBYREQRF-UHFFFAOYSA-N 0.000 claims description 4
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 claims description 4
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims description 4
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 claims description 4
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- 238000000465 moulding Methods 0.000 claims description 4
- 229920005615 natural polymer Polymers 0.000 claims description 4
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 claims description 4
- 235000010987 pectin Nutrition 0.000 claims description 4
- 229920001277 pectin Polymers 0.000 claims description 4
- 239000001814 pectin Substances 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- FQTLCLSUCSAZDY-UHFFFAOYSA-N (+) E(S) nerolidol Natural products CC(C)=CCCC(C)=CCCC(C)(O)C=C FQTLCLSUCSAZDY-UHFFFAOYSA-N 0.000 claims description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 claims description 2
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 claims description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 claims description 2
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 claims description 2
- MSHFRERJPWKJFX-UHFFFAOYSA-N 4-Methoxybenzyl alcohol Chemical compound COC1=CC=C(CO)C=C1 MSHFRERJPWKJFX-UHFFFAOYSA-N 0.000 claims description 2
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims description 2
- 229920002101 Chitin Polymers 0.000 claims description 2
- 229920001661 Chitosan Polymers 0.000 claims description 2
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- YIKYNHJUKRTCJL-UHFFFAOYSA-N Ethyl maltol Chemical compound CCC=1OC=CC(=O)C=1O YIKYNHJUKRTCJL-UHFFFAOYSA-N 0.000 claims description 2
- 239000005770 Eugenol Substances 0.000 claims description 2
- BJIOGJUNALELMI-ONEGZZNKSA-N Isoeugenol Natural products COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 claims description 2
- GLZPCOQZEFWAFX-JXMROGBWSA-N Nerol Natural products CC(C)=CCC\C(C)=C\CO GLZPCOQZEFWAFX-JXMROGBWSA-N 0.000 claims description 2
- FQTLCLSUCSAZDY-ATGUSINASA-N Nerolidol Chemical compound CC(C)=CCC\C(C)=C\CC[C@](C)(O)C=C FQTLCLSUCSAZDY-ATGUSINASA-N 0.000 claims description 2
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 2
- 229940116229 borneol Drugs 0.000 claims description 2
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 229930016911 cinnamic acid Natural products 0.000 claims description 2
- 235000013985 cinnamic acid Nutrition 0.000 claims description 2
- BJIOGJUNALELMI-ARJAWSKDSA-N cis-isoeugenol Chemical compound COC1=CC(\C=C/C)=CC=C1O BJIOGJUNALELMI-ARJAWSKDSA-N 0.000 claims description 2
- 235000015165 citric acid Nutrition 0.000 claims description 2
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 claims description 2
- 229940093503 ethyl maltol Drugs 0.000 claims description 2
- 229960002217 eugenol Drugs 0.000 claims description 2
- 229960001867 guaiacol Drugs 0.000 claims description 2
- 239000012943 hotmelt Substances 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- 239000001630 malic acid Substances 0.000 claims description 2
- 235000011090 malic acid Nutrition 0.000 claims description 2
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 2
- WASNIKZYIWZQIP-AWEZNQCLSA-N nerolidol Natural products CC(=CCCC(=CCC[C@@H](O)C=C)C)C WASNIKZYIWZQIP-AWEZNQCLSA-N 0.000 claims description 2
- 229960000292 pectin Drugs 0.000 claims description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 2
- 239000008104 plant cellulose Substances 0.000 claims description 2
- 239000002861 polymer material Substances 0.000 claims description 2
- 235000018102 proteins Nutrition 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
- 108090000623 proteins and genes Proteins 0.000 claims description 2
- 239000011975 tartaric acid Substances 0.000 claims description 2
- 235000002906 tartaric acid Nutrition 0.000 claims description 2
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 claims description 2
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 claims description 2
- 238000003672 processing method Methods 0.000 claims 1
- 230000000391 smoking effect Effects 0.000 abstract description 26
- 238000000034 method Methods 0.000 abstract description 8
- 238000012545 processing Methods 0.000 abstract description 4
- 238000012360 testing method Methods 0.000 description 15
- 239000000779 smoke Substances 0.000 description 13
- -1 sodium alginate leaf alcohol ester Chemical class 0.000 description 13
- 239000001913 cellulose Substances 0.000 description 10
- 235000010980 cellulose Nutrition 0.000 description 10
- 229920002678 cellulose Polymers 0.000 description 10
- 230000004580 weight loss Effects 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
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- 238000003756 stirring Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000005520 cutting process Methods 0.000 description 3
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 2
- PBIDWHVVZCGMAR-UHFFFAOYSA-N 1-methyl-3-prop-2-enyl-2h-imidazole Chemical compound CN1CN(CC=C)C=C1 PBIDWHVVZCGMAR-UHFFFAOYSA-N 0.000 description 2
- 229920000945 Amylopectin Polymers 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 2
- 235000010443 alginic acid Nutrition 0.000 description 2
- 239000000783 alginic acid Substances 0.000 description 2
- 229960001126 alginic acid Drugs 0.000 description 2
- 229920000615 alginic acid Polymers 0.000 description 2
- 150000004781 alginic acids Chemical class 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000002608 ionic liquid Substances 0.000 description 2
- 229940016286 microcrystalline cellulose Drugs 0.000 description 2
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 2
- 239000008108 microcrystalline cellulose Substances 0.000 description 2
- 229960002715 nicotine Drugs 0.000 description 2
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- MTJGVAJYTOXFJH-UHFFFAOYSA-N 3-aminonaphthalene-1,5-disulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(N)=CC(S(O)(=O)=O)=C21 MTJGVAJYTOXFJH-UHFFFAOYSA-N 0.000 description 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 1
- 229920000875 Dissolving pulp Polymers 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
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- 239000007789 gas Substances 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
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- 235000019505 tobacco product Nutrition 0.000 description 1
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Images
Classifications
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/20—Biochemical treatment
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B3/00—Preparing tobacco in the factory
- A24B3/12—Steaming, curing, or flavouring tobacco
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D1/00—Cigars; Cigarettes
- A24D1/002—Cigars; Cigarettes with additives, e.g. for flavouring
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Manufacture Of Tobacco Products (AREA)
Abstract
The invention discloses a high molecular latent-fragrance slow-release material and application thereof in heating cigarettes. The polymer type latent-fragrance slow-release material can uniformly crack at the temperature of 200-300 ℃ to release corresponding micromolecule spice substances, is suitable for being applied to heating cigarettes, and effectively improves the taste-per-mouth consistency of the heating cigarettes in the smoking process. In addition, different from the use mode of small molecule type spices or latent fragrant substances, the high molecular type latent fragrant slow-release material provided by the invention can be prepared into a tobacco shred-shaped material through solution forming or thermal forming and directly added into tobacco shreds of heated cigarettes for use, and has certain processing convenience.
Description
Technical Field
The invention belongs to the technical field of heating cigarettes, and particularly relates to a high-molecular latent-fragrance slow-release material and application thereof in heating cigarettes.
Background
In recent years, the sales of traditional cigarettes have been decreasing due to the continuing concerns about smoking and health issues. Meanwhile, a plurality of novel tobacco products enter the visual field of people, the heating cigarette is used as a novel cigarette product, the smoking mode of the novel cigarette product is most similar to the sensory quality of the novel cigarette product and the traditional cigarette, and meanwhile, the harm of smoking the traditional cigarette can be greatly reduced, so that the novel cigarette product becomes the most potential development direction of the tobacco industry.
In the process of smoking, the traditional cigarette releases nicotine and flavor substances through slow combustion of the tobacco shred sections, so that the sensory difference of consumers before and after smoking is relatively small. The heating cigarette is to heat the tobacco sheet by a heating appliance to release substances such as nicotine and the like to meet the sensory requirements of consumers, and the tobacco sheet is in a continuous overall heating state, so that the release of small-molecule flavor substances with strong volatility, such as alcohol flavors, acid flavors and phenol flavors, is difficult to keep consistent, and the problem of inconsistent mouth-to-mouth smoking taste of the heating cigarette in the smoking process is more prominent.
By pro-fragrance is meant a compound which is not itself fragrant or less fragrant, but which is capable of degrading or splitting during aging or heating to produce a fragrance. The latent fragrant substance has low volatility and strong stability, and the addition of the latent fragrant substance in the heated cigarette is an effective way for solving the existing problems of the heated cigarette. However, the aroma substances for cigarettes studied and used at present, such as glycoside aroma compounds, sugar ester aroma compounds and sugar amine aroma compounds, are all small-molecule aroma substances, and the steps of synthesis and purification are complex, so that the cost is high, and the large-scale application of the aroma substances is hindered.
Therefore, the development of a novel latent fragrant substance which can be applied in a large scale, the innovation of the use mode of the latent fragrant substance in the heating cigarette and the effective improvement of the consistency of the smoking flavor before and after smoking of the heating cigarette are still the current technical difficulties.
Disclosure of Invention
The invention aims to provide a high-molecular latent-fragrance slow-release material and application thereof in heating cigarettes, so as to solve the problem of inconsistent smoking taste before and after smoking of the existing heating cigarettes.
In order to realize the purpose, the invention is realized by the following technical scheme:
a high-molecular latent-fragrance slow-releasing material is prepared from natural high-molecular material and small-molecular fragrance material through esterifying reaction.
Further, the natural polymer material is selected from one or more of plant cellulose, starch, chitosan, chitin, pectin, protein, pectin, sodium alginate and hyaluronic acid.
Further, the small molecule perfume material is an acid perfume, an alcohol perfume or a phenol perfume;
the acid spices are selected from one or more of acetic acid, isovaleric acid, myristic acid, benzoic acid, phenylacetic acid, cinnamic acid, malic acid, citric acid, tartaric acid and lactic acid;
the alcohol perfume is selected from one or more of isoamyl alcohol, leaf alcohol, borneol, nerol, nerolidol, benzyl alcohol, beta-phenethyl alcohol and anisyl alcohol;
the phenolic perfume is one or more selected from maltol, ethyl maltol, p-cresol, eugenol, isoeugenol, guaiacol and 4-ethyl guaiacol.
Further, the preparation of the high molecular latent-fragrance slow-release material comprises the steps of selecting a natural high molecular material with hydroxyl groups as a reaction substrate when the esterification reaction is carried out on the acid spice; when the esterification reaction is carried out by using alcohol perfume or phenol perfume, natural polymer with carboxyl group is selected as a reaction substrate.
Further, the polymer type latent fragrance slow-release material is cracked at the temperature of 200-300 ℃ to release small molecule fragrance substances.
A heated cigarette, which uses the polymer type latent-fragrance sustained-release material.
Further, the polymer type latent-fragrance slow-release material is prepared into a film-shaped material by a processing mode of solution molding or hot melt molding, and then the film-shaped latent-fragrance slow-release material in a tobacco shred shape is prepared and added into a tobacco rod of a heated cigarette.
Furthermore, the adding proportion of the latent-aroma slow-release material in the shape of the cut tobacco in the tobacco rod of the heating cigarette is 0.05-2 wt%.
The invention has the beneficial effects that:
the invention takes natural high molecular material and micromolecule perfume materials such as alcohol perfume, acid perfume and phenol perfume as reaction substrates, and prepares the high molecular latent perfume slow-release material through esterification reaction.
The polymer type latent-fragrance slow-release material has good processing performance, can be prepared into a film-shaped material by a solution forming or thermal forming mode, and then is shredded into a tobacco shred-shaped latent-fragrance slow-release material which is directly added into tobacco shreds for heating cigarettes. The use mode of the high molecular type latent fragrant substance provided by the invention is different from that of a small molecular type fragrant substance or latent fragrant substance, and the high molecular type latent fragrant substance has better processing convenience.
Meanwhile, the polymer type latent-fragrance slow-release material can uniformly crack and release corresponding small-molecule spice substances at the temperature of 200-300 ℃, and when the polymer type latent-fragrance slow-release material is used for heating cigarettes, the taste-per-mouth consistency of the heated cigarettes in the smoking process can be effectively improved, the miscellaneous gas of the heated cigarettes is reduced, the mouth feel is improved, and the sensory quality of the heated cigarettes is improved.
Drawings
FIG. 1 is a drawing showing the preparation of cellulose benzoate1H nuclear magnetic spectrum;
FIG. 2 is a thermogravimetric plot of cellulose benzoate;
FIG. 3 is a thermogravimetric plot of cellulose benzoate at 250 ℃.
Detailed Description
The technical solution of the present invention will be further described in detail with reference to the following embodiments. It is to be understood that the following examples are only illustrative and explanatory of the present invention and should not be construed as limiting the scope of the present invention. All the technologies realized based on the above-mentioned contents of the present invention are covered in the protection scope of the present invention.
Unless otherwise indicated, the raw materials and reagents used in the following examples are all commercially available products or can be prepared by known methods.
Example 1
Weighing 10 parts of microcrystalline cellulose, adding the microcrystalline cellulose into 90 parts of 1-allyl-3-methylimidazole ionic liquid, stirring and dissolving at 80 ℃, adding 5 parts of benzoic acid and 1 part of pyridine for reacting for 2 hours, then adding excessive ethanol to terminate the reaction, repeatedly washing the reaction product, and drying to obtain the high-molecular latent-fragrance slow-release material: cellulose benzoate.
The nuclear magnetic hydrogen spectrum analysis of the obtained product is shown in figure 1, and the result shows that the benzoic acid successfully reacts with the hydroxyl on the cellulose to obtain the corresponding esterification product. The substitution degree of benzoic acid is 1.98 calculated by nuclear magnetic hydrogen spectrum.
Dissolving cellulose benzoate in acetone, adding the obtained solution into a mold, volatilizing acetone at 50 deg.C to obtain cellulose benzoate film with size of 10cm 20cm 0.04mm, cutting into tobacco shred-shaped latent perfume sustained-release material by a shredder, and adding into tobacco rod of heated cigarette at a ratio of 0.5 wt%.
The results of thermogravimetric tests on the cellulose benzoate are shown in figure 2, and it can be seen that the cellulose benzoate slowly loses weight at 200-300 ℃ and uniformly cracks to explain the release of benzoic acid.
The thermal weight loss properties of cellulose benzoate at 250 ℃ were further analyzed and the results are shown in FIG. 3. The cellulose benzoate shows a uniform and slow weight loss trend at a constant temperature of 250 ℃, the weight loss rate within 30min is 55 percent, and the requirement of heating cigarettes on slow release of the perfume can be well met.
The heated cigarette added with the same amount of benzoic acid is used as a comparison cigarette, and the heated cigarette added with the cut tobacco-shaped latent fragrance slow-release material is used as a test cigarette. The results of the smoke panel test on the heated cigarette added with benzoic acid show that the comfort of two mouths of smoke is better before smoking, but the smoke taste is thinner at the later stage of smoking; the smoke of the heated cigarette added with the latent-fragrance slow-release material is mellow and full, and the consistency of the smoking flavor is good.
Example 2
Weighing 10 parts of amylopectin, adding the 10 parts of amylopectin into 90 parts of 1-allyl-3-methylimidazole ionic liquid, stirring and dissolving at 80 ℃, adding 5 parts of isovaleric acid and 1 part of 4-dimethylaminopyridine to react for 5 hours, adding excessive ethanol to stop the reaction, repeatedly washing the reaction product, and drying to obtain the high-molecular latent-fragrance slow-release material: starch isovalerate.
The starch isovalerate is processed by hot melting to obtain starch isovalerate film with size of 10cm x 0.1mm, and the starch isovalerate film is cut into latent fragrance slow release material with cut tobacco shape by a filament cutter, and the latent fragrance slow release material is added into a tobacco rod of a heated cigarette according to the proportion of 0.5 wt%.
The results of thermogravimetric test and constant temperature weightlessness test at 250 ℃ of the starch isovalerate show that the starch isovalerate slowly weightlessness is 200-300 ℃, and isovaleric acid is released by uniform cracking. Meanwhile, the starch isovalerate shows a uniform and slow weight loss trend at a constant temperature of 250 ℃, the weight loss rate within 30min is 48.6%, and the requirement of heating cigarettes on slow release of the perfume can be well met.
The heated cigarette added with isovaleric acid in the same amount is used as a comparison cigarette, and the heated cigarette added with the cut tobacco-shaped latent-fragrance slow-release material is used as a test cigarette. The results of smoke panel test on the two cigarettes show that the two cigarettes added with isovaleric acid have good smoke comfort before smoking, but the smoke taste is relatively thin at the later stage of smoking; the smoking taste of the heated cigarette added with the latent fragrance slow-release material has better consistency.
Example 3
Weighing 10 parts of alginic acid, adding the alginic acid into 90 parts of dimethyl sulfoxide, stirring and dissolving at 50 ℃, adding 10 parts of leaf alcohol, 0.5 part of 4-dimethylaminopyridine and 0.5 part of dicyclohexylcarbodiimide, reacting for 24 hours, adding excessive ethanol to stop the reaction, repeatedly washing the reaction product, and drying to obtain the high-molecular latent-fragrance slow-release material: sodium alginate leaf alcohol ester.
Dissolving 50 parts of sodium alginate leaf alcohol ester in chloroform, adding the obtained solution into a mould, volatilizing the chloroform at 50 ℃ to obtain a sodium alginate leaf alcohol ester film with the size of 10cm by 20cm by 0.1mm, cutting the sodium alginate leaf alcohol ester film into a cut tobacco-shaped latent-fragrance slow-release material by a tobacco cutter, and adding the latent-fragrance slow-release material into a tobacco rod of a heated cigarette in a proportion of 1 wt%.
The results of thermogravimetric test and constant temperature weightlessness test at 250 ℃ of sodium alginate leaf alcohol ester show that starch isovalerate slowly weightlessness is 200-300 ℃ and evenly cracks to release leaf alcohol. Meanwhile, the sodium alginate leaf alcohol ester shows a uniform and slow weight loss trend at a constant temperature of 250 ℃, the weight loss rate within 30min is 31.7%, and the requirement of heating cigarettes on slow release of the perfume can be well met.
The heated cigarette added with the same amount of leaf alcohol is used as a comparison cigarette, and the heated cigarette added with the cut tobacco-shaped latent-fragrance slow-release material is used as a test cigarette. The results of the smoke panel test on the two cigarettes show that the heated cigarette added with the leaf alcohol has better smoke comfort before smoking, but has thinner smoke taste at the later stage of smoking; the smoking taste of the heated cigarette added with the latent fragrance slow-release material has better consistency.
Example 4
Weighing 10 parts of hyaluronic acid, adding the hyaluronic acid into 90 parts of N, N-dimethylformamide, stirring and dissolving at 40 ℃, adding excessive thionyl chloride, and obtaining acyl-chlorinated hyaluronic acid when a reaction system is not stopped.
Adding 10 parts of acyl chlorinated hyaluronic acid into pyridine, slowly adding 5 parts of maltol, reacting at 50 ℃ for 4 hours, adding excessive isopropanol to terminate the reaction, repeatedly washing the reaction product, and drying to obtain the high-molecular latent-fragrance slow-release material: hyaluronic acid maltol ester.
Dissolving 50 parts of hyaluronic acid maltol ester in chloroform, adding the obtained solution into a mold, volatilizing chloroform at 50 ℃ to obtain hyaluronic acid maltol ester film with the size of 10cm by 20cm by 0.1mm, cutting into latent aroma sustained-release material in the shape of cut tobacco by a tobacco cutter, and adding the latent aroma sustained-release material into a tobacco rod of a heated cigarette at a ratio of 1.5 wt%.
The results of thermogravimetric test and constant temperature weightlessness test at 250 ℃ of the hyaluronic acid maltol ester show that the hyaluronic acid maltol ester slowly weightlessness at 200 ℃ and 300 ℃ uniformly cracks and explains the release of maltol. Meanwhile, the hyaluronic acid maltol ester shows a uniform and slow weight loss trend at a constant temperature of 250 ℃, the weight loss rate within 30min is 42.9%, and the requirement of heating cigarettes on slow release of the spice can be well met.
The heated cigarette added with the same amount of maltol is used as a comparison cigarette, and the heated cigarette added with the cut tobacco-shaped latent-fragrance slow-release material is used as a test cigarette. The results of the smoke panel test on the two cigarettes show that the heating cigarettes added with the maltol have good smoke comfort before smoking, but have light smoke taste in the later stage of smoking; the smoking taste of the heated cigarette added with the latent fragrance slow-release material has better consistency.
The above results show that compared with the method of directly adding small-molecular flavor substances into tobacco shreds, the method can effectively improve the taste consistency of the heated cigarettes in the smoking process by adding the high-molecular latent flavor slow-release material into the heated cigarettes.
The embodiments of the present invention have been described above. However, the present invention is not limited to the above embodiment. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (8)
1. A high-molecular latent-fragrance slow-release material is characterized by being prepared by esterification reaction of a natural high-molecular material and a small-molecular fragrance substance.
2. The high molecular latent scent slow release material of claim 1, wherein the natural high molecular material is selected from one or more of plant cellulose, starch, chitosan, chitin, pectin, protein, pectin, sodium alginate and hyaluronic acid.
3. The polymeric latent perfume sustained-release material according to claim 1, wherein the small molecule perfume substance is an acid perfume, an alcohol perfume or a phenol perfume;
the acid spices are selected from one or more of acetic acid, isovaleric acid, myristic acid, benzoic acid, phenylacetic acid, cinnamic acid, malic acid, citric acid, tartaric acid and lactic acid;
the alcohol perfume is selected from one or more of isoamyl alcohol, leaf alcohol, borneol, nerol, nerolidol, benzyl alcohol, beta-phenethyl alcohol and anisyl alcohol;
the phenolic perfume is one or more selected from maltol, ethyl maltol, p-cresol, eugenol, isoeugenol, guaiacol and 4-ethyl guaiacol.
4. The polymer type latent fragrance sustained-release material according to claim 3, wherein the polymer type latent fragrance sustained-release material is prepared by selecting a natural polymer material with a hydroxyl group as a reaction substrate when an acid flavor is subjected to esterification reaction; when the esterification reaction is carried out by using alcohol perfume or phenol perfume, natural polymer with carboxyl group is selected as a reaction substrate.
5. The polymeric latent scent slow release material of claim 1, wherein the polymeric latent scent slow release material is cleaved at 200-300 ℃ to release small molecule flavor substances.
6. A heated cigarette, characterized in that the polymeric latent-fragrance sustained-release material according to any one of claims 1 to 5 is used.
7. The heated cigarette according to claim 6, wherein the polymer type latent aroma slow-release material is prepared into a film-like material by a processing method of solution molding or hot melt molding, and then the film-like material is prepared into a tobacco shred-shaped latent aroma slow-release material to be added into a tobacco rod of the heated cigarette.
8. The heated cigarette of claim 7, wherein the cut tobacco-shaped latent aroma slow-release material is added to the tobacco rod of the heated cigarette in a proportion of 0.05 to 2 wt%.
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