WO2022115947A1 - Cannabis compositions in particle form for smoking articles - Google Patents
Cannabis compositions in particle form for smoking articles Download PDFInfo
- Publication number
- WO2022115947A1 WO2022115947A1 PCT/CA2021/051715 CA2021051715W WO2022115947A1 WO 2022115947 A1 WO2022115947 A1 WO 2022115947A1 CA 2021051715 W CA2021051715 W CA 2021051715W WO 2022115947 A1 WO2022115947 A1 WO 2022115947A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- cannabis
- particles
- composition
- plant material
- fraction
- Prior art date
Links
- 239000002245 particle Substances 0.000 title claims abstract description 220
- 239000000203 mixture Substances 0.000 title claims abstract description 173
- 230000000391 smoking effect Effects 0.000 title claims abstract description 81
- 241000218236 Cannabis Species 0.000 title claims 43
- 239000000463 material Substances 0.000 claims abstract description 114
- 238000000034 method Methods 0.000 claims abstract description 60
- 230000000717 retained effect Effects 0.000 claims abstract description 24
- 239000011148 porous material Substances 0.000 claims abstract description 18
- 238000009826 distribution Methods 0.000 claims abstract description 14
- 238000011068 loading method Methods 0.000 claims abstract description 13
- 238000005096 rolling process Methods 0.000 claims description 46
- 235000019504 cigarettes Nutrition 0.000 claims description 29
- 229930003827 cannabinoid Natural products 0.000 claims description 28
- 239000003557 cannabinoid Substances 0.000 claims description 28
- 150000003505 terpenes Chemical class 0.000 claims description 19
- 235000007586 terpenes Nutrition 0.000 claims description 18
- 238000000926 separation method Methods 0.000 claims description 16
- 238000012856 packing Methods 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 12
- 239000003086 colorant Substances 0.000 claims description 9
- 229930003935 flavonoid Natural products 0.000 claims description 8
- 150000002215 flavonoids Chemical class 0.000 claims description 8
- 235000017173 flavonoids Nutrition 0.000 claims description 8
- 238000007873 sieving Methods 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 7
- 239000000796 flavoring agent Substances 0.000 claims description 6
- 235000013355 food flavoring agent Nutrition 0.000 claims description 6
- 231100000252 nontoxic Toxicity 0.000 claims description 6
- 230000003000 nontoxic effect Effects 0.000 claims description 6
- 238000010298 pulverizing process Methods 0.000 claims description 6
- 208000006150 Marijuana Smoking Diseases 0.000 claims description 5
- 238000005304 joining Methods 0.000 claims description 4
- 238000005119 centrifugation Methods 0.000 claims description 2
- 238000003780 insertion Methods 0.000 claims description 2
- 230000037431 insertion Effects 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 238000005303 weighing Methods 0.000 claims 1
- 240000004308 marijuana Species 0.000 abstract description 174
- 241000196324 Embryophyta Species 0.000 description 21
- 229960004242 dronabinol Drugs 0.000 description 21
- 229950011318 cannabidiol Drugs 0.000 description 16
- CYQFCXCEBYINGO-UHFFFAOYSA-N THC Natural products C1=C(C)CCC2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3C21 CYQFCXCEBYINGO-UHFFFAOYSA-N 0.000 description 15
- ZTGXAWYVTLUPDT-UHFFFAOYSA-N cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CC=C(C)C1 ZTGXAWYVTLUPDT-UHFFFAOYSA-N 0.000 description 15
- QHMBSVQNZZTUGM-UHFFFAOYSA-N Trans-Cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-UHFFFAOYSA-N 0.000 description 14
- PCXRACLQFPRCBB-ZWKOTPCHSA-N dihydrocannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)C)CCC(C)=C1 PCXRACLQFPRCBB-ZWKOTPCHSA-N 0.000 description 14
- 230000008569 process Effects 0.000 description 13
- CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-IAGOWNOFSA-N 0.000 description 12
- 229940065144 cannabinoids Drugs 0.000 description 11
- 239000002253 acid Substances 0.000 description 9
- 239000000654 additive Substances 0.000 description 8
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 7
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 7
- -1 adamantoylindoles Chemical class 0.000 description 7
- QHMBSVQNZZTUGM-ZWKOTPCHSA-N cannabidiol Chemical compound OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-ZWKOTPCHSA-N 0.000 description 7
- 239000000779 smoke Substances 0.000 description 7
- ZLYNXDIDWUWASO-UHFFFAOYSA-N 6,6,9-trimethyl-3-pentyl-8,10-dihydro-7h-benzo[c]chromene-1,9,10-triol Chemical compound CC1(C)OC2=CC(CCCCC)=CC(O)=C2C2=C1CCC(C)(O)C2O ZLYNXDIDWUWASO-UHFFFAOYSA-N 0.000 description 6
- 235000009120 camo Nutrition 0.000 description 6
- 235000005607 chanvre indien Nutrition 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 238000011049 filling Methods 0.000 description 6
- UCONUSSAWGCZMV-HZPDHXFCSA-N Delta(9)-tetrahydrocannabinolic acid Chemical compound C([C@H]1C(C)(C)O2)CC(C)=C[C@H]1C1=C2C=C(CCCCC)C(C(O)=O)=C1O UCONUSSAWGCZMV-HZPDHXFCSA-N 0.000 description 5
- WEEGYLXZBRQIMU-UHFFFAOYSA-N Eucalyptol Chemical compound C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 239000000284 extract Substances 0.000 description 5
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 5
- 239000011487 hemp Substances 0.000 description 5
- AAXZFUQLLRMVOG-UHFFFAOYSA-N 2-methyl-2-(4-methylpent-3-enyl)-7-propylchromen-5-ol Chemical compound C1=CC(C)(CCC=C(C)C)OC2=CC(CCC)=CC(O)=C21 AAXZFUQLLRMVOG-UHFFFAOYSA-N 0.000 description 4
- NAGBBYZBIQVPIQ-UHFFFAOYSA-N 6-methyl-3-pentyl-9-prop-1-en-2-yldibenzofuran-1-ol Chemical compound C1=CC(C(C)=C)=C2C3=C(O)C=C(CCCCC)C=C3OC2=C1C NAGBBYZBIQVPIQ-UHFFFAOYSA-N 0.000 description 4
- VNGQMWZHHNCMLQ-UHFFFAOYSA-N 6-methyl-3-pentyl-9-propan-2-yldibenzofuran-1-ol Chemical compound C1=CC(C(C)C)=C2C3=C(O)C=C(CCCCC)C=C3OC2=C1C VNGQMWZHHNCMLQ-UHFFFAOYSA-N 0.000 description 4
- 244000198134 Agave sisalana Species 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000002485 combustion reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 4
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 4
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 4
- 239000002699 waste material Substances 0.000 description 4
- CYQFCXCEBYINGO-SJORKVTESA-N (6as,10ar)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol Chemical compound C1=C(C)CC[C@@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-SJORKVTESA-N 0.000 description 3
- WRYLYDPHFGVWKC-UHFFFAOYSA-N 4-terpineol Chemical compound CC(C)C1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-UHFFFAOYSA-N 0.000 description 3
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 3
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 3
- ZROLHBHDLIHEMS-UHFFFAOYSA-N Delta9 tetrahydrocannabivarin Natural products C1=C(C)CCC2C(C)(C)OC3=CC(CCC)=CC(O)=C3C21 ZROLHBHDLIHEMS-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 240000005561 Musa balbisiana Species 0.000 description 3
- 235000018290 Musa x paradisiaca Nutrition 0.000 description 3
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 3
- 244000061176 Nicotiana tabacum Species 0.000 description 3
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 3
- FAMPSKZZVDUYOS-UHFFFAOYSA-N alpha-Caryophyllene Natural products CC1=CCC(C)(C)C=CCC(C)=CCC1 FAMPSKZZVDUYOS-UHFFFAOYSA-N 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 229960005233 cineole Drugs 0.000 description 3
- 239000000287 crude extract Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 3
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 3
- 238000003801 milling Methods 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- QHCQSGYWGBDSIY-HZPDHXFCSA-N tetrahydrocannabinol-c4 Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCC)=CC(O)=C3[C@@H]21 QHCQSGYWGBDSIY-HZPDHXFCSA-N 0.000 description 3
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 238000009966 trimming Methods 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Natural products CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 description 2
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 2
- RBEAVAMWZAJWOI-MTOHEIAKSA-N (5as,6s,9r,9ar)-6-methyl-3-pentyl-9-prop-1-en-2-yl-7,8,9,9a-tetrahydro-5ah-dibenzofuran-1,6-diol Chemical compound C1=2C(O)=CC(CCCCC)=CC=2O[C@H]2[C@@H]1[C@H](C(C)=C)CC[C@]2(C)O RBEAVAMWZAJWOI-MTOHEIAKSA-N 0.000 description 2
- JSNRRGGBADWTMC-UHFFFAOYSA-N (6E)-7,11-dimethyl-3-methylene-1,6,10-dodecatriene Chemical compound CC(C)=CCCC(C)=CCCC(=C)C=C JSNRRGGBADWTMC-UHFFFAOYSA-N 0.000 description 2
- IQSYWEWTWDEVNO-ZIAGYGMSSA-N (6ar,10ar)-1-hydroxy-6,6,9-trimethyl-3-propyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylic acid Chemical compound C([C@H]1C(C)(C)O2)CC(C)=C[C@H]1C1=C2C=C(CCC)C(C(O)=O)=C1O IQSYWEWTWDEVNO-ZIAGYGMSSA-N 0.000 description 2
- ZROLHBHDLIHEMS-HUUCEWRRSA-N (6ar,10ar)-6,6,9-trimethyl-3-propyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCC)=CC(O)=C3[C@@H]21 ZROLHBHDLIHEMS-HUUCEWRRSA-N 0.000 description 2
- IXJXRDCCQRZSDV-GCKMJXCFSA-N (6ar,9r,10as)-6,6,9-trimethyl-3-pentyl-6a,7,8,9,10,10a-hexahydro-6h-1,9-epoxybenzo[c]chromene Chemical compound C1C[C@@H](C(O2)(C)C)[C@@H]3C[C@]1(C)OC1=C3C2=CC(CCCCC)=C1 IXJXRDCCQRZSDV-GCKMJXCFSA-N 0.000 description 2
- TZGCTXUTNDNTTE-DYZHCLJRSA-N (6ar,9s,10s,10ar)-6,6,9-trimethyl-3-pentyl-7,8,10,10a-tetrahydro-6ah-benzo[c]chromene-1,9,10-triol Chemical compound O[C@@H]1[C@@](C)(O)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 TZGCTXUTNDNTTE-DYZHCLJRSA-N 0.000 description 2
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- YEDIZIGYIMTZKP-UHFFFAOYSA-N 1-methoxy-6,6,9-trimethyl-3-pentylbenzo[c]chromene Chemical compound C1=C(C)C=C2C3=C(OC)C=C(CCCCC)C=C3OC(C)(C)C2=C1 YEDIZIGYIMTZKP-UHFFFAOYSA-N 0.000 description 2
- IAIHUHQCLTYTSF-UHFFFAOYSA-N 2,2,4-trimethylbicyclo[2.2.1]heptan-3-ol Chemical compound C1CC2(C)C(O)C(C)(C)C1C2 IAIHUHQCLTYTSF-UHFFFAOYSA-N 0.000 description 2
- TWKHUZXSTKISQC-UHFFFAOYSA-N 2-(5-methyl-2-prop-1-en-2-ylphenyl)-5-pentylbenzene-1,3-diol Chemical compound OC1=CC(CCCCC)=CC(O)=C1C1=CC(C)=CC=C1C(C)=C TWKHUZXSTKISQC-UHFFFAOYSA-N 0.000 description 2
- COURSARJQZMTEZ-UHFFFAOYSA-N 2-(5-methyl-2-prop-1-en-2-ylphenyl)-5-propylbenzene-1,3-diol Chemical compound OC1=CC(CCC)=CC(O)=C1C1=CC(C)=CC=C1C(C)=C COURSARJQZMTEZ-UHFFFAOYSA-N 0.000 description 2
- YJYIDZLGVYOPGU-XNTDXEJSSA-N 2-[(2e)-3,7-dimethylocta-2,6-dienyl]-5-propylbenzene-1,3-diol Chemical compound CCCC1=CC(O)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1 YJYIDZLGVYOPGU-XNTDXEJSSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- XWIWWMIPMYDFOV-UHFFFAOYSA-N 3,6,6,9-tetramethylbenzo[c]chromen-1-ol Chemical compound C1=C(C)C=C2OC(C)(C)C3=CC=C(C)C=C3C2=C1O XWIWWMIPMYDFOV-UHFFFAOYSA-N 0.000 description 2
- GGVVJZIANMUEJO-UHFFFAOYSA-N 3-butyl-6,6,9-trimethylbenzo[c]chromen-1-ol Chemical compound C1=C(C)C=C2C3=C(O)C=C(CCCC)C=C3OC(C)(C)C2=C1 GGVVJZIANMUEJO-UHFFFAOYSA-N 0.000 description 2
- QUYCDNSZSMEFBQ-UHFFFAOYSA-N 3-ethyl-6,6,9-trimethylbenzo[c]chromen-1-ol Chemical compound C1=C(C)C=C2C3=C(O)C=C(CC)C=C3OC(C)(C)C2=C1 QUYCDNSZSMEFBQ-UHFFFAOYSA-N 0.000 description 2
- XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 description 2
- IPGGELGANIXRSX-RBUKOAKNSA-N 3-methoxy-2-[(1r,6r)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylphenol Chemical compound COC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 IPGGELGANIXRSX-RBUKOAKNSA-N 0.000 description 2
- IXCUTZUASDSIJO-UHFFFAOYSA-N 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one Chemical compound C1=C(O)C(OC)=CC(C=2OC3=CC(O)=C(CC=C(C)C)C(O)=C3C(=O)C=2)=C1 IXCUTZUASDSIJO-UHFFFAOYSA-N 0.000 description 2
- WBRXESQKGXYDOL-DLBZAZTESA-N 5-butyl-2-[(1r,6r)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]benzene-1,3-diol Chemical compound OC1=CC(CCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 WBRXESQKGXYDOL-DLBZAZTESA-N 0.000 description 2
- GKVOVXWEBSQJPA-UONOGXRCSA-N 5-methyl-2-[(1r,6r)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]benzene-1,3-diol Chemical compound CC(=C)[C@@H]1CCC(C)=C[C@H]1C1=C(O)C=C(C)C=C1O GKVOVXWEBSQJPA-UONOGXRCSA-N 0.000 description 2
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 2
- 235000011624 Agave sisalana Nutrition 0.000 description 2
- 244000021317 Annona cherimola Species 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- IPGGELGANIXRSX-UHFFFAOYSA-N Cannabidiol monomethyl ether Natural products COC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 IPGGELGANIXRSX-UHFFFAOYSA-N 0.000 description 2
- KASVLYINZPAMNS-UHFFFAOYSA-N Cannabigerol monomethylether Natural products CCCCCC1=CC(O)=C(CC=C(C)CCC=C(C)C)C(OC)=C1 KASVLYINZPAMNS-UHFFFAOYSA-N 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 240000000560 Citrus x paradisi Species 0.000 description 2
- 241001325266 Cordia Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PLAPMLGJVGLZOV-UHFFFAOYSA-N Epi-orientin Natural products OC1C(O)C(O)C(CO)OC1C1=C(O)C=C(O)C2=C1OC(C=1C=C(O)C(O)=CC=1)=CC2=O PLAPMLGJVGLZOV-UHFFFAOYSA-N 0.000 description 2
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 235000004431 Linum usitatissimum Nutrition 0.000 description 2
- 240000006240 Linum usitatissimum Species 0.000 description 2
- 235000006679 Mentha X verticillata Nutrition 0.000 description 2
- 235000002899 Mentha suaveolens Nutrition 0.000 description 2
- 235000001636 Mentha x rotundifolia Nutrition 0.000 description 2
- NFLGAXVYCFJBMK-UHFFFAOYSA-N Menthone Chemical compound CC(C)C1CCC(C)CC1=O NFLGAXVYCFJBMK-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 2
- JMFSHKGXVSAJFY-UHFFFAOYSA-N Saponaretin Natural products OCC(O)C1OC(Oc2c(O)cc(O)c3C(=O)C=C(Oc23)c4ccc(O)cc4)C(O)C1O JMFSHKGXVSAJFY-UHFFFAOYSA-N 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- 244000299461 Theobroma cacao Species 0.000 description 2
- 239000005844 Thymol Substances 0.000 description 2
- MOZJVOCOKZLBQB-UHFFFAOYSA-N Vitexin Natural products OCC1OC(Oc2c(O)c(O)cc3C(=O)C=C(Oc23)c4ccc(O)cc4)C(O)C(O)C1O MOZJVOCOKZLBQB-UHFFFAOYSA-N 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- USMNOWBWPHYOEA-UHFFFAOYSA-N alpha-thujone Natural products CC1C(=O)CC2(C(C)C)C1C2 USMNOWBWPHYOEA-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 2
- NHZMSIOYBVIOAF-UHFFFAOYSA-N cannabichromanone A Natural products O=C1C(CCC(C)=O)C(C)(C)OC2=CC(CCCCC)=CC(O)=C21 NHZMSIOYBVIOAF-UHFFFAOYSA-N 0.000 description 2
- YJYIDZLGVYOPGU-UHFFFAOYSA-N cannabigeroldivarin Natural products CCCC1=CC(O)=C(CC=C(C)CCC=C(C)C)C(O)=C1 YJYIDZLGVYOPGU-UHFFFAOYSA-N 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 2
- 238000000280 densification Methods 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- IFYYFLINQYPWGJ-UHFFFAOYSA-N gamma-decalactone Chemical compound CCCCCCC1CCC(=O)O1 IFYYFLINQYPWGJ-UHFFFAOYSA-N 0.000 description 2
- HIGQPQRQIQDZMP-UHFFFAOYSA-N geranil acetate Natural products CC(C)=CCCC(C)=CCOC(C)=O HIGQPQRQIQDZMP-UHFFFAOYSA-N 0.000 description 2
- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- MLFHJEHSLIIPHL-UHFFFAOYSA-N isoamyl acetate Chemical compound CC(C)CCOC(C)=O MLFHJEHSLIIPHL-UHFFFAOYSA-N 0.000 description 2
- PQLMXFQTAMDXIZ-UHFFFAOYSA-N isoamyl butyrate Chemical compound CCCC(=O)OCCC(C)C PQLMXFQTAMDXIZ-UHFFFAOYSA-N 0.000 description 2
- ZYTMANIQRDEHIO-KXUCPTDWSA-N isopulegol Chemical compound C[C@@H]1CC[C@@H](C(C)=C)[C@H](O)C1 ZYTMANIQRDEHIO-KXUCPTDWSA-N 0.000 description 2
- IYRMWMYZSQPJKC-UHFFFAOYSA-N kaempferol Chemical compound C1=CC(O)=CC=C1C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 IYRMWMYZSQPJKC-UHFFFAOYSA-N 0.000 description 2
- 235000001510 limonene Nutrition 0.000 description 2
- 229940087305 limonene Drugs 0.000 description 2
- 229930007744 linalool Natural products 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229930007503 menthone Natural products 0.000 description 2
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- PEFNSGRTCBGNAN-UHFFFAOYSA-N nephrocizin Natural products OC1C(O)C(O)C(CO)OC1OC1=CC(O)=C2C(=O)C=C(C=3C=C(O)C(O)=CC=3)OC2=C1 PEFNSGRTCBGNAN-UHFFFAOYSA-N 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- NDTYTMIUWGWIMO-UHFFFAOYSA-N perillyl alcohol Chemical compound CC(=C)C1CCC(CO)=CC1 NDTYTMIUWGWIMO-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- NDVASEGYNIMXJL-UHFFFAOYSA-N sabinene Chemical compound C=C1CCC2(C(C)C)C1C2 NDVASEGYNIMXJL-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000010902 straw Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 229960000790 thymol Drugs 0.000 description 2
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 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 description 2
- FQTLCLSUCSAZDY-UHFFFAOYSA-N (+) E(S) nerolidol Natural products CC(C)=CCCC(C)=CCCC(C)(O)C=C FQTLCLSUCSAZDY-UHFFFAOYSA-N 0.000 description 1
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- OPFTUNCRGUEPRZ-UHFFFAOYSA-N (+)-beta-Elemen Natural products CC(=C)C1CCC(C)(C=C)C(C(C)=C)C1 OPFTUNCRGUEPRZ-UHFFFAOYSA-N 0.000 description 1
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- YGWKXXYGDYYFJU-SSDOTTSWSA-N (+)-menthofuran Chemical compound C1[C@H](C)CCC2=C1OC=C2C YGWKXXYGDYYFJU-SSDOTTSWSA-N 0.000 description 1
- NZGWDASTMWDZIW-MRVPVSSYSA-N (+)-pulegone Chemical compound C[C@@H]1CCC(=C(C)C)C(=O)C1 NZGWDASTMWDZIW-MRVPVSSYSA-N 0.000 description 1
- NDVASEGYNIMXJL-NXEZZACHSA-N (+)-sabinene Natural products C=C1CC[C@@]2(C(C)C)[C@@H]1C2 NDVASEGYNIMXJL-NXEZZACHSA-N 0.000 description 1
- ITYNGVSTWVVPIC-DHGKCCLASA-N (-)-allo-Aromadendrene Chemical compound C([C@@H]1[C@H]2C1(C)C)CC(=C)[C@@H]1[C@H]2[C@H](C)CC1 ITYNGVSTWVVPIC-DHGKCCLASA-N 0.000 description 1
- RGZSQWQPBWRIAQ-CABCVRRESA-N (-)-alpha-Bisabolol Chemical compound CC(C)=CCC[C@](C)(O)[C@H]1CCC(C)=CC1 RGZSQWQPBWRIAQ-CABCVRRESA-N 0.000 description 1
- OPFTUNCRGUEPRZ-QLFBSQMISA-N (-)-beta-elemene Chemical compound CC(=C)[C@@H]1CC[C@@](C)(C=C)[C@H](C(C)=C)C1 OPFTUNCRGUEPRZ-QLFBSQMISA-N 0.000 description 1
- 229930006727 (-)-endo-fenchol Natural products 0.000 description 1
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 1
- 229930007631 (-)-perillyl alcohol Natural products 0.000 description 1
- PXLKJWMSFPYVNB-UHFFFAOYSA-N (1-methyl-4-propan-2-ylcyclohexyl) acetate Chemical compound CC(C)C1CCC(C)(OC(C)=O)CC1 PXLKJWMSFPYVNB-UHFFFAOYSA-N 0.000 description 1
- 239000001871 (1R,2R,5S)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol Substances 0.000 description 1
- 239000001500 (2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol Substances 0.000 description 1
- VIINAUVGZZLXGK-WPZRUTIUSA-N (2z)-3,7-dimethylocta-2,6-dien-1-ol;(2e)-3,7-dimethylocta-2,6-dien-1-ol Chemical compound CC(C)=CCC\C(C)=C/CO.CC(C)=CCC\C(C)=C\CO VIINAUVGZZLXGK-WPZRUTIUSA-N 0.000 description 1
- CXENHBSYCFFKJS-UHFFFAOYSA-N (3E,6E)-3,7,11-Trimethyl-1,3,6,10-dodecatetraene Natural products CC(C)=CCCC(C)=CCC=C(C)C=C CXENHBSYCFFKJS-UHFFFAOYSA-N 0.000 description 1
- 239000001745 (6R)-3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran Substances 0.000 description 1
- TZFPIQSSTVIJTQ-HUUCEWRRSA-N (6ar,10ar)-3-butyl-1-hydroxy-6,6,9-trimethyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylic acid Chemical compound C([C@H]1C(C)(C)O2)CC(C)=C[C@H]1C1=C2C=C(CCCC)C(C(O)=O)=C1O TZFPIQSSTVIJTQ-HUUCEWRRSA-N 0.000 description 1
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 1
- 239000001707 (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol Substances 0.000 description 1
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- WUOACPNHFRMFPN-SECBINFHSA-N (S)-(-)-alpha-terpineol Chemical compound CC1=CC[C@@H](C(C)(C)O)CC1 WUOACPNHFRMFPN-SECBINFHSA-N 0.000 description 1
- JGINTSAQGRHGMG-NLJYZETGSA-N (z)-5-[(1s,5s,6r)-4,6-dimethyl-6-bicyclo[3.1.1]hept-3-enyl]-2-methylpent-2-en-1-ol Chemical compound C1[C@@H]2[C@@](CC/C=C(CO)/C)(C)[C@H]1CC=C2C JGINTSAQGRHGMG-NLJYZETGSA-N 0.000 description 1
- ZPNWJGPRXXTUNI-UHFFFAOYSA-N 1-(1h-indol-2-yl)-2-phenylethanone Chemical class C=1C2=CC=CC=C2NC=1C(=O)CC1=CC=CC=C1 ZPNWJGPRXXTUNI-UHFFFAOYSA-N 0.000 description 1
- KBHWKXNXTURZCD-UHFFFAOYSA-N 1-Methoxy-4-propylbenzene Chemical compound CCCC1=CC=C(OC)C=C1 KBHWKXNXTURZCD-UHFFFAOYSA-N 0.000 description 1
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 1
- XBGUIVFBMBVUEG-UHFFFAOYSA-N 1-methyl-4-(1,5-dimethyl-4-hexenylidene)-1-cyclohexene Chemical compound CC(C)=CCCC(C)=C1CCC(C)=CC1 XBGUIVFBMBVUEG-UHFFFAOYSA-N 0.000 description 1
- 239000001169 1-methyl-4-propan-2-ylcyclohexa-1,4-diene Substances 0.000 description 1
- DITBWPUMEUDVLU-UHFFFAOYSA-N 1h-indazole-3-carboxamide Chemical class C1=CC=C2C(C(=O)N)=NNC2=C1 DITBWPUMEUDVLU-UHFFFAOYSA-N 0.000 description 1
- SZQZAUQREUIIJH-UHFFFAOYSA-N 1h-indol-2-yl(naphthalen-1-yl)methanone Chemical class C1=CC=C2C(C(C=3NC4=CC=CC=C4C=3)=O)=CC=CC2=C1 SZQZAUQREUIIJH-UHFFFAOYSA-N 0.000 description 1
- QQBFHNKJGBCSLG-UHFFFAOYSA-N 2''-O-L-Galactopyranosylorientin Natural products OC1C(O)C(O)C(CO)OC1OC1C(C=2C3=C(C(C=C(O3)C=3C=C(O)C(O)=CC=3)=O)C(O)=CC=2O)OC(CO)C(O)C1O QQBFHNKJGBCSLG-UHFFFAOYSA-N 0.000 description 1
- RWZPGQYFIRIGPB-UHFFFAOYSA-N 2-(propan-2-ylideneamino)oxyhexanoic acid Chemical compound CCCCC(C(O)=O)ON=C(C)C RWZPGQYFIRIGPB-UHFFFAOYSA-N 0.000 description 1
- RADIRXJQODWKGQ-HWKANZROSA-N 2-Ethoxy-5-(1-propenyl)phenol Chemical compound CCOC1=CC=C(\C=C\C)C=C1O RADIRXJQODWKGQ-HWKANZROSA-N 0.000 description 1
- RCSBILYQLVXLJG-UHFFFAOYSA-N 2-Propenyl hexanoate Chemical compound CCCCCC(=O)OCC=C RCSBILYQLVXLJG-UHFFFAOYSA-N 0.000 description 1
- MVRPPTGLVPEMPI-UHFFFAOYSA-N 2-cyclohexylphenol Chemical class OC1=CC=CC=C1C1CCCCC1 MVRPPTGLVPEMPI-UHFFFAOYSA-N 0.000 description 1
- FTHTUFXEOVWCBY-UHFFFAOYSA-N 2-cyclopropyl-3,4,5,6-tetramethyl-1H-indole Chemical class N1C2=CC(C)=C(C)C(C)=C2C(C)=C1C1CC1 FTHTUFXEOVWCBY-UHFFFAOYSA-N 0.000 description 1
- ODBRNZZJSYPIDI-UHFFFAOYSA-N 3',4',5,7-tetrahydroxy-6-C-glucopyranosylflavone Natural products OC1C(O)C(O)C(CO)OC1C1=C(O)C=C(OC(=CC2=O)C=3C=C(O)C(O)=CC=3)C2=C1O ODBRNZZJSYPIDI-UHFFFAOYSA-N 0.000 description 1
- MIDXCONKKJTLDX-UHFFFAOYSA-N 3,5-dimethylcyclopentane-1,2-dione Chemical compound CC1CC(C)C(=O)C1=O MIDXCONKKJTLDX-UHFFFAOYSA-N 0.000 description 1
- YCIXWYOBMVNGTB-UHFFFAOYSA-N 3-methyl-2-pentylcyclopent-2-en-1-one Chemical compound CCCCCC1=C(C)CCC1=O YCIXWYOBMVNGTB-UHFFFAOYSA-N 0.000 description 1
- XZEUYTKSAYNYPK-UHFFFAOYSA-N 3beta-29-Norcycloart-24-en-3-ol Natural products C1CC2(C)C(C(CCC=C(C)C)C)CCC2(C)C2CCC3C(C)C(O)CCC33C21C3 XZEUYTKSAYNYPK-UHFFFAOYSA-N 0.000 description 1
- SCZVLDHREVKTSH-UHFFFAOYSA-N 4',5,7-trihydroxy-3'-methoxyflavone Chemical compound C1=C(O)C(OC)=CC(C=2OC3=CC(O)=CC(O)=C3C(=O)C=2)=C1 SCZVLDHREVKTSH-UHFFFAOYSA-N 0.000 description 1
- WRYLYDPHFGVWKC-SNVBAGLBSA-N 4-Terpineol Natural products CC(C)[C@]1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-SNVBAGLBSA-N 0.000 description 1
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 1
- NVEQFIOZRFFVFW-UHFFFAOYSA-N 9-epi-beta-caryophyllene oxide Natural products C=C1CCC2OC2(C)CCC2C(C)(C)CC21 NVEQFIOZRFFVFW-UHFFFAOYSA-N 0.000 description 1
- 241001133760 Acoelorraphe Species 0.000 description 1
- 235000009434 Actinidia chinensis Nutrition 0.000 description 1
- 244000298697 Actinidia deliciosa Species 0.000 description 1
- 235000009436 Actinidia deliciosa Nutrition 0.000 description 1
- 244000144725 Amygdalus communis Species 0.000 description 1
- 235000011437 Amygdalus communis Nutrition 0.000 description 1
- 244000099147 Ananas comosus Species 0.000 description 1
- 235000007119 Ananas comosus Nutrition 0.000 description 1
- 235000002272 Annona cherimola Nutrition 0.000 description 1
- 235000005288 Annona lutescens Nutrition 0.000 description 1
- 235000005274 Annona squamosa Nutrition 0.000 description 1
- KMOUJOKENFFTPU-UHFFFAOYSA-N Apigenin-7-glucosid Natural products OC1C(O)C(O)C(CO)OC1OC1=CC(O)=C2C(=O)C=C(C=3C=CC(O)=CC=3)OC2=C1 KMOUJOKENFFTPU-UHFFFAOYSA-N 0.000 description 1
- 235000008725 Artocarpus heterophyllus Nutrition 0.000 description 1
- 244000025352 Artocarpus heterophyllus Species 0.000 description 1
- SMDOOINVMJSDPS-UHFFFAOYSA-N Astragaloside Natural products C1=C(O)C(OC)=CC(C2=C(C(=O)C3=C(O)C=C(O)C=C3O2)OC2C(C(OC3C(C(O)C(O)C(CO)O3)O)C(O)C(CO)O2)O)=C1 SMDOOINVMJSDPS-UHFFFAOYSA-N 0.000 description 1
- 235000000832 Ayote Nutrition 0.000 description 1
- DBMJZOMNXBSRED-UHFFFAOYSA-N Bergamottin Natural products O1C(=O)C=CC2=C1C=C1OC=CC1=C2OCC=C(C)CCC=C(C)C DBMJZOMNXBSRED-UHFFFAOYSA-N 0.000 description 1
- 235000004936 Bromus mango Nutrition 0.000 description 1
- UVOLYTDXHDXWJU-UHFFFAOYSA-N Cannabichromene Chemical compound C1=CC(C)(CCC=C(C)C)OC2=CC(CCCCC)=CC(O)=C21 UVOLYTDXHDXWJU-UHFFFAOYSA-N 0.000 description 1
- REOZWEGFPHTFEI-JKSUJKDBSA-N Cannabidivarin Chemical compound OC1=CC(CCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 REOZWEGFPHTFEI-JKSUJKDBSA-N 0.000 description 1
- 102000018208 Cannabinoid Receptor Human genes 0.000 description 1
- 108050007331 Cannabinoid receptor Proteins 0.000 description 1
- VBGLYOIFKLUMQG-UHFFFAOYSA-N Cannabinol Chemical compound C1=C(C)C=C2C3=C(O)C=C(CCCCC)C=C3OC(C)(C)C2=C1 VBGLYOIFKLUMQG-UHFFFAOYSA-N 0.000 description 1
- 235000008697 Cannabis sativa Nutrition 0.000 description 1
- MWGFICMOCSIQMV-LZYBPNLTSA-N Cannflavin A Chemical compound C1=C(O)C(OC)=CC(C=2OC3=CC(O)=C(C\C=C(/C)CCC=C(C)C)C(O)=C3C(=O)C=2)=C1 MWGFICMOCSIQMV-LZYBPNLTSA-N 0.000 description 1
- MWGFICMOCSIQMV-PXNMLYILSA-N Cannflavin A Natural products O(C)c1c(O)ccc(C=2Oc3c(c(O)c(C/C=C(\CC/C=C(\C)/C)/C)c(O)c3)C(=O)C=2)c1 MWGFICMOCSIQMV-PXNMLYILSA-N 0.000 description 1
- PPYVSZXPYMTRKN-LZYBPNLTSA-N Cannflavin C Chemical compound C1=C(O)C(OC)=CC(C=2OC3=C(C\C=C(/C)CCC=C(C)C)C(O)=CC(O)=C3C(=O)C=2)=C1 PPYVSZXPYMTRKN-LZYBPNLTSA-N 0.000 description 1
- 235000009467 Carica papaya Nutrition 0.000 description 1
- 240000006432 Carica papaya Species 0.000 description 1
- 239000005973 Carvone Substances 0.000 description 1
- 240000000712 Casimiroa edulis Species 0.000 description 1
- 235000003936 Casimiroa edulis Nutrition 0.000 description 1
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 1
- 244000037364 Cinnamomum aromaticum Species 0.000 description 1
- 235000014489 Cinnamomum aromaticum Nutrition 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
- 244000241235 Citrullus lanatus Species 0.000 description 1
- 235000012828 Citrullus lanatus var citroides Nutrition 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000175448 Citrus madurensis Species 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 240000007154 Coffea arabica Species 0.000 description 1
- 235000006481 Colocasia esculenta Nutrition 0.000 description 1
- 244000205754 Colocasia esculenta Species 0.000 description 1
- ACBOFPQSBWBAQR-UHFFFAOYSA-N Cosmosiin Natural products OCC1OC(Oc2cc(O)c3C(=O)C=C(Oc3c2)c4cccc(O)c4)C(O)C(O)C1O ACBOFPQSBWBAQR-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 235000015001 Cucumis melo var inodorus Nutrition 0.000 description 1
- 240000002495 Cucumis melo var. inodorus Species 0.000 description 1
- 240000008067 Cucumis sativus Species 0.000 description 1
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 1
- 240000004244 Cucurbita moschata Species 0.000 description 1
- 235000009854 Cucurbita moschata Nutrition 0.000 description 1
- 235000009804 Cucurbita pepo subsp pepo Nutrition 0.000 description 1
- RRTBTJPVUGMUNR-UHFFFAOYSA-N Cycloartanol Natural products C12CCC(C(C(O)CC3)(C)C)C3C2(CC)CCC2(C)C1(C)CCC2C(C)CCCC(C)C RRTBTJPVUGMUNR-UHFFFAOYSA-N 0.000 description 1
- 235000017788 Cydonia oblonga Nutrition 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- SBPMGFIOIRMBJJ-UHFFFAOYSA-N Delta7-cis-iso-tetrahydrocannabivarin Natural products C1C2(C)CCC(C(C)=C)C1C1=C(O)C=C(CCC)C=C1O2 SBPMGFIOIRMBJJ-UHFFFAOYSA-N 0.000 description 1
- XXGMIHXASFDFSM-UHFFFAOYSA-N Delta9-tetrahydrocannabinol Natural products CCCCCc1cc2OC(C)(C)C3CCC(=CC3c2c(O)c1O)C XXGMIHXASFDFSM-UHFFFAOYSA-N 0.000 description 1
- UBSCDKPKWHYZNX-UHFFFAOYSA-N Demethoxycapillarisin Natural products C1=CC(O)=CC=C1OC1=CC(=O)C2=C(O)C=C(O)C=C2O1 UBSCDKPKWHYZNX-UHFFFAOYSA-N 0.000 description 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
- 240000001008 Dimocarpus longan Species 0.000 description 1
- 235000011511 Diospyros Nutrition 0.000 description 1
- 244000236655 Diospyros kaki Species 0.000 description 1
- 235000006025 Durio zibethinus Nutrition 0.000 description 1
- 240000000716 Durio zibethinus Species 0.000 description 1
- 235000009008 Eriobotrya japonica Nutrition 0.000 description 1
- 244000061508 Eriobotrya japonica Species 0.000 description 1
- KBEBGUQPQBELIU-CMDGGOBGSA-N Ethyl cinnamate Chemical compound CCOC(=O)\C=C\C1=CC=CC=C1 KBEBGUQPQBELIU-CMDGGOBGSA-N 0.000 description 1
- YIKYNHJUKRTCJL-UHFFFAOYSA-N Ethyl maltol Chemical compound CCC=1OC=CC(=O)C=1O YIKYNHJUKRTCJL-UHFFFAOYSA-N 0.000 description 1
- GYCKQBWUSACYIF-UHFFFAOYSA-N Ethyl salicylate Chemical compound CCOC(=O)C1=CC=CC=C1O GYCKQBWUSACYIF-UHFFFAOYSA-N 0.000 description 1
- 239000005770 Eugenol Substances 0.000 description 1
- 235000000235 Euphoria longan Nutrition 0.000 description 1
- QQBFHNKJGBCSLG-BPBUVSPTSA-N Flavocannabiside Natural products O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1c1c(O)cc(O)c2C(=O)C=C(c3cc(O)c(O)cc3)Oc12)[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 QQBFHNKJGBCSLG-BPBUVSPTSA-N 0.000 description 1
- 235000017317 Fortunella Nutrition 0.000 description 1
- 235000016623 Fragaria vesca Nutrition 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 235000011363 Fragaria x ananassa Nutrition 0.000 description 1
- 241001536352 Fraxinus americana Species 0.000 description 1
- 235000017048 Garcinia mangostana Nutrition 0.000 description 1
- 240000006053 Garcinia mangostana Species 0.000 description 1
- AZKVWQKMDGGDSV-BCMRRPTOSA-N Genipin Chemical compound COC(=O)C1=CO[C@@H](O)[C@@H]2C(CO)=CC[C@H]12 AZKVWQKMDGGDSV-BCMRRPTOSA-N 0.000 description 1
- 241000134874 Geraniales Species 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- TWVJWDMOZJXUID-SDDRHHMPSA-N Guaiol Chemical compound C1([C@H](CC[C@H](C2)C(C)(C)O)C)=C2[C@@H](C)CC1 TWVJWDMOZJXUID-SDDRHHMPSA-N 0.000 description 1
- 239000004866 Hashish Substances 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
- HVXLSFNCWWWDPA-UHFFFAOYSA-N Isocycloartenol Natural products C1CC(O)C(C)(C)C2C31CC13CCC3(C)C(C(CCCC(C)=C)C)CCC3(C)C1CC2 HVXLSFNCWWWDPA-UHFFFAOYSA-N 0.000 description 1
- 235000010254 Jasminum officinale Nutrition 0.000 description 1
- 240000005385 Jasminum sambac Species 0.000 description 1
- 240000007049 Juglans regia Species 0.000 description 1
- 235000009496 Juglans regia Nutrition 0.000 description 1
- PTNJRKBWIYNFSY-UHFFFAOYSA-N Lirinin-O-methyl-ether Natural products COc1ccc-2c(CC3N(C)CCc4cc(OC)c(OC)c-2c34)c1 PTNJRKBWIYNFSY-UHFFFAOYSA-N 0.000 description 1
- 244000108452 Litchi chinensis Species 0.000 description 1
- WYQVAPGDARQUBT-FGWHUCSPSA-N Madecassol Chemical compound O([C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)O)OC[C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O)OC(=O)[C@]12CC[C@H]([C@@H]([C@H]1C=1[C@@]([C@@]3(CC[C@H]4[C@](C)(CO)[C@@H](O)[C@H](O)C[C@]4(C)[C@H]3CC=1)C)(C)CC2)C)C)[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O WYQVAPGDARQUBT-FGWHUCSPSA-N 0.000 description 1
- 241000218922 Magnoliophyta Species 0.000 description 1
- HYMLWHLQFGRFIY-UHFFFAOYSA-N Maltol Natural products CC1OC=CC(=O)C1=O HYMLWHLQFGRFIY-UHFFFAOYSA-N 0.000 description 1
- 241000220225 Malus Species 0.000 description 1
- 235000011430 Malus pumila Nutrition 0.000 description 1
- 235000015103 Malus silvestris Nutrition 0.000 description 1
- 235000014826 Mangifera indica Nutrition 0.000 description 1
- 240000007228 Mangifera indica Species 0.000 description 1
- YGWKXXYGDYYFJU-UHFFFAOYSA-N Menthofuran Natural products C1C(C)CCC2=C1OC=C2C YGWKXXYGDYYFJU-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- IKMDFBPHZNJCSN-UHFFFAOYSA-N Myricetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC(O)=C(O)C(O)=C1 IKMDFBPHZNJCSN-UHFFFAOYSA-N 0.000 description 1
- 150000001200 N-acyl ethanolamides Chemical class 0.000 description 1
- 240000002853 Nelumbo nucifera Species 0.000 description 1
- 235000006508 Nelumbo nucifera Nutrition 0.000 description 1
- 235000006510 Nelumbo pentapetala Nutrition 0.000 description 1
- 235000015742 Nephelium litchi Nutrition 0.000 description 1
- FQTLCLSUCSAZDY-ATGUSINASA-N Nerolidol Chemical compound CC(C)=CCC\C(C)=C\CC[C@](C)(O)C=C FQTLCLSUCSAZDY-ATGUSINASA-N 0.000 description 1
- IGHTZQUIFGUJTG-QSMXQIJUSA-N O1C2=CC(CCCCC)=CC(O)=C2[C@H]2C(C)(C)[C@@H]3[C@H]2[C@@]1(C)CC3 Chemical compound O1C2=CC(CCCCC)=CC(O)=C2[C@H]2C(C)(C)[C@@H]3[C@H]2[C@@]1(C)CC3 IGHTZQUIFGUJTG-QSMXQIJUSA-N 0.000 description 1
- 241000315040 Omura Species 0.000 description 1
- RBVAFYCFAFADAG-UHFFFAOYSA-N Orientin Natural products OCC1OC(C(O)c2c(O)cc(O)c3C(=O)C=C(Oc23)c4ccc(O)c(O)c4)C(O)C1O RBVAFYCFAFADAG-UHFFFAOYSA-N 0.000 description 1
- 235000011203 Origanum Nutrition 0.000 description 1
- 240000000783 Origanum majorana Species 0.000 description 1
- 235000000370 Passiflora edulis Nutrition 0.000 description 1
- 244000288157 Passiflora edulis Species 0.000 description 1
- BLUHKGOSFDHHGX-UHFFFAOYSA-N Phytol Natural products CC(C)CCCC(C)CCCC(C)CCCC(C)C=CO BLUHKGOSFDHHGX-UHFFFAOYSA-N 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- HXQRIQXPGMPSRW-UHZRDUGNSA-N Pollinastanol Natural products O[C@@H]1C[C@H]2[C@@]3([C@]4([C@H]([C@@]5(C)[C@@](C)([C@H]([C@H](CCCC(C)C)C)CC5)CC4)CC2)C3)CC1 HXQRIQXPGMPSRW-UHZRDUGNSA-N 0.000 description 1
- PXRCIOIWVGAZEP-UHFFFAOYSA-N Primaeres Camphenhydrat Natural products C1CC2C(O)(C)C(C)(C)C1C2 PXRCIOIWVGAZEP-UHFFFAOYSA-N 0.000 description 1
- 240000005809 Prunus persica Species 0.000 description 1
- 235000006029 Prunus persica var nucipersica Nutrition 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- 244000017714 Prunus persica var. nucipersica Species 0.000 description 1
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 1
- 241000508269 Psidium Species 0.000 description 1
- NZGWDASTMWDZIW-UHFFFAOYSA-N Pulegone Natural products CC1CCC(=C(C)C)C(=O)C1 NZGWDASTMWDZIW-UHFFFAOYSA-N 0.000 description 1
- 235000014443 Pyrus communis Nutrition 0.000 description 1
- 240000001987 Pyrus communis Species 0.000 description 1
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 1
- 241000219492 Quercus Species 0.000 description 1
- 235000016976 Quercus macrolepis Nutrition 0.000 description 1
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 1
- 240000007651 Rubus glaucus Species 0.000 description 1
- 235000011034 Rubus glaucus Nutrition 0.000 description 1
- 235000009122 Rubus idaeus Nutrition 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 241001409321 Siraitia grosvenorii Species 0.000 description 1
- 235000009184 Spondias indica Nutrition 0.000 description 1
- 206010042618 Surgical procedure repeated Diseases 0.000 description 1
- 240000004584 Tamarindus indica Species 0.000 description 1
- 235000004298 Tamarindus indica Nutrition 0.000 description 1
- UCONUSSAWGCZMV-UHFFFAOYSA-N Tetrahydro-cannabinol-carbonsaeure Natural products O1C(C)(C)C2CCC(C)=CC2C2=C1C=C(CCCCC)C(C(O)=O)=C2O UCONUSSAWGCZMV-UHFFFAOYSA-N 0.000 description 1
- HNZBNQYXWOLKBA-UHFFFAOYSA-N Tetrahydrofarnesol Natural products CC(C)CCCC(C)CCCC(C)=CCO HNZBNQYXWOLKBA-UHFFFAOYSA-N 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- LQSNPVIQIPKOGP-UHFFFAOYSA-N UNPD159785 Natural products OC1C(O)C(O)C(CO)OC1OC1=C(O)C=C(O)C2=C1OC(C=1C=C(O)C(O)=CC=1)=CC2=O LQSNPVIQIPKOGP-UHFFFAOYSA-N 0.000 description 1
- 240000000851 Vaccinium corymbosum Species 0.000 description 1
- 235000003095 Vaccinium corymbosum Nutrition 0.000 description 1
- 235000017537 Vaccinium myrtillus Nutrition 0.000 description 1
- 235000009499 Vanilla fragrans Nutrition 0.000 description 1
- 244000263375 Vanilla tahitensis Species 0.000 description 1
- 235000012036 Vanilla tahitensis Nutrition 0.000 description 1
- 235000009754 Vitis X bourquina Nutrition 0.000 description 1
- 235000012333 Vitis X labruscana Nutrition 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- RRQVSLLVCGRJNI-UHFFFAOYSA-N ac1l4h72 Chemical compound C1C2(C)CCC(C(C)(C)O)C1C1=C(O)C=C(CCC)C=C1O2 RRQVSLLVCGRJNI-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- BOTWFXYSPFMFNR-OALUTQOASA-N all-rac-phytol Natural products CC(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)=CCO BOTWFXYSPFMFNR-OALUTQOASA-N 0.000 description 1
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 1
- 235000020224 almond Nutrition 0.000 description 1
- RGZSQWQPBWRIAQ-LSDHHAIUSA-N alpha-Bisabolol Natural products CC(C)=CCC[C@@](C)(O)[C@@H]1CCC(C)=CC1 RGZSQWQPBWRIAQ-LSDHHAIUSA-N 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- FSLPMRQHCOLESF-UHFFFAOYSA-N alpha-amyrenol Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C)CCC(C)C(C)C5C4=CCC3C21C FSLPMRQHCOLESF-UHFFFAOYSA-N 0.000 description 1
- YHBUQBJHSRGZNF-HNNXBMFYSA-N alpha-bisabolene Natural products CC(C)=CCC=C(C)[C@@H]1CCC(C)=CC1 YHBUQBJHSRGZNF-HNNXBMFYSA-N 0.000 description 1
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 description 1
- KQAZVFVOEIRWHN-UHFFFAOYSA-N alpha-thujene Natural products CC1=CCC2(C(C)C)C1C2 KQAZVFVOEIRWHN-UHFFFAOYSA-N 0.000 description 1
- 229940011037 anethole Drugs 0.000 description 1
- KZNIFHPLKGYRTM-UHFFFAOYSA-N apigenin Chemical compound C1=CC(O)=CC=C1C1=CC(=O)C2=C(O)C=C(O)C=C2O1 KZNIFHPLKGYRTM-UHFFFAOYSA-N 0.000 description 1
- XADJWCRESPGUTB-UHFFFAOYSA-N apigenin Natural products C1=CC(O)=CC=C1C1=CC(=O)C2=CC(O)=C(O)C=C2O1 XADJWCRESPGUTB-UHFFFAOYSA-N 0.000 description 1
- 235000008714 apigenin Nutrition 0.000 description 1
- 229940117893 apigenin Drugs 0.000 description 1
- KMOUJOKENFFTPU-QNDFHXLGSA-N apigenin 7-O-beta-D-glucoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=C2C(=O)C=C(C=3C=CC(O)=CC=3)OC2=C1 KMOUJOKENFFTPU-QNDFHXLGSA-N 0.000 description 1
- UIDUJXXQMGYOIN-UHFFFAOYSA-N aromadendrin Natural products CC1(C)C2C1CCC(C)C1C2C(C)CC1 UIDUJXXQMGYOIN-UHFFFAOYSA-N 0.000 description 1
- WYQVAPGDARQUBT-XCWYDTOWSA-N asiaticoside Natural products O=C(O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]2[C@H](O)[C@H](O)[C@H](O[C@H]3[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O3)[C@@H](CO)O2)O1)[C@@]12[C@@H]([C@@H](C)[C@H](C)CC1)C=1[C@](C)([C@@]3(C)[C@@H]([C@@]4(C)[C@H]([C@@](CO)(C)[C@@H](O)[C@H](O)C4)CC3)CC=1)CC2 WYQVAPGDARQUBT-XCWYDTOWSA-N 0.000 description 1
- 229940022757 asiaticoside Drugs 0.000 description 1
- QCYLIQBVLZBPNK-UHFFFAOYSA-N asiaticoside A Natural products O1C(C(=O)C(C)C)=CC(C)C(C2(C(OC(C)=O)CC34C5)C)C1CC2(C)C3CCC(C1(C)C)C45CCC1OC1OCC(O)C(O)C1O QCYLIQBVLZBPNK-UHFFFAOYSA-N 0.000 description 1
- QMNWISYXSJWHRY-XWJCTJPOSA-N astragaloside Chemical compound O1[C@H](C(C)(O)C)CC[C@]1(C)[C@@H]1[C@@]2(C)CC[C@]34C[C@]4(CC[C@H](O[C@H]4[C@@H]([C@@H](O)[C@H](O)CO4)O)C4(C)C)C4[C@@H](O[C@H]4[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O4)O)CC3[C@]2(C)C[C@@H]1O QMNWISYXSJWHRY-XWJCTJPOSA-N 0.000 description 1
- DBMJZOMNXBSRED-OQLLNIDSSA-N bergomottin Chemical compound O1C(=O)C=CC2=C1C=C1OC=CC1=C2OC/C=C(C)/CCC=C(C)C DBMJZOMNXBSRED-OQLLNIDSSA-N 0.000 description 1
- JFSHUTJDVKUMTJ-QHPUVITPSA-N beta-amyrin Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C)CCC(C)(C)C[C@H]5C4=CC[C@@H]3[C@]21C JFSHUTJDVKUMTJ-QHPUVITPSA-N 0.000 description 1
- QQFMRPIKDLHLKB-UHFFFAOYSA-N beta-amyrin Natural products CC1C2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)C QQFMRPIKDLHLKB-UHFFFAOYSA-N 0.000 description 1
- PDNLMONKODEGSE-UHFFFAOYSA-N beta-amyrin acetate Natural products CC(=O)OC1CCC2(C)C(CCC3(C)C4(C)CCC5(C)CCC(C)(C)CC5C4=CCC23C)C1(C)C PDNLMONKODEGSE-UHFFFAOYSA-N 0.000 description 1
- NPNUFJAVOOONJE-UHFFFAOYSA-N beta-cariophyllene Natural products C1CC(C)=CCCC(=C)C2CC(C)(C)C21 NPNUFJAVOOONJE-UHFFFAOYSA-N 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- POIARNZEYGURDG-FNORWQNLSA-N beta-damascenone Chemical compound C\C=C\C(=O)C1=C(C)C=CCC1(C)C POIARNZEYGURDG-FNORWQNLSA-N 0.000 description 1
- POIARNZEYGURDG-UHFFFAOYSA-N beta-damascenone Natural products CC=CC(=O)C1=C(C)C=CCC1(C)C POIARNZEYGURDG-UHFFFAOYSA-N 0.000 description 1
- 229930003493 bisabolene Natural products 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 235000021014 blueberries Nutrition 0.000 description 1
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 1
- 229940116229 borneol Drugs 0.000 description 1
- OBNCKNCVKJNDBV-UHFFFAOYSA-N butanoic acid ethyl ester Natural products CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 239000001405 butyl (E)-3-phenylprop-2-enoate Substances 0.000 description 1
- OHHIVLJVBNCSHV-KTKRTIGZSA-N butyl cinnamate Chemical compound CCCCOC(=O)\C=C/C1=CC=CC=C1 OHHIVLJVBNCSHV-KTKRTIGZSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 244000213578 camo Species 0.000 description 1
- 229930006739 camphene Natural products 0.000 description 1
- ZYPYEBYNXWUCEA-UHFFFAOYSA-N camphenilone Natural products C1CC2C(=O)C(C)(C)C1C2 ZYPYEBYNXWUCEA-UHFFFAOYSA-N 0.000 description 1
- ORIYPICUSOGUOA-UHFFFAOYSA-N cannabidiol propyl analogue Natural products CCCc1cc(O)c(C2CC(=CCC2C(=C)C)C)c(O)c1 ORIYPICUSOGUOA-UHFFFAOYSA-N 0.000 description 1
- WVOLTBSCXRRQFR-DLBZAZTESA-N cannabidiolic acid Chemical compound OC1=C(C(O)=O)C(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 WVOLTBSCXRRQFR-DLBZAZTESA-N 0.000 description 1
- QXACEHWTBCFNSA-SFQUDFHCSA-N cannabigerol Chemical compound CCCCCC1=CC(O)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1 QXACEHWTBCFNSA-SFQUDFHCSA-N 0.000 description 1
- SEEZIOZEUUMJME-FOWTUZBSSA-N cannabigerolic acid Chemical compound CCCCCC1=CC(O)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1C(O)=O SEEZIOZEUUMJME-FOWTUZBSSA-N 0.000 description 1
- 229960003453 cannabinol Drugs 0.000 description 1
- SVTKBAIRFMXQQF-UHFFFAOYSA-N cannabivarin Chemical compound C1=C(C)C=C2C3=C(O)C=C(CCC)C=C3OC(C)(C)C2=C1 SVTKBAIRFMXQQF-UHFFFAOYSA-N 0.000 description 1
- GSKCCTCCRCROKT-UHFFFAOYSA-N cannflavin C Natural products COc1cc(ccc1O)C2=CC(=O)c3c(O)cc(O)c(C=C(/C)CCC=C(C)C)c3O2 GSKCCTCCRCROKT-UHFFFAOYSA-N 0.000 description 1
- 235000013736 caramel Nutrition 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- NPNUFJAVOOONJE-UONOGXRCSA-N caryophyllene Natural products C1CC(C)=CCCC(=C)[C@@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-UONOGXRCSA-N 0.000 description 1
- 229940117948 caryophyllene Drugs 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 235000012547 cherimoya Nutrition 0.000 description 1
- 235000019219 chocolate Nutrition 0.000 description 1
- RFFOTVCVTJUTAD-UHFFFAOYSA-N cineole Natural products C1CC2(C)CCC1(C(C)C)O2 RFFOTVCVTJUTAD-UHFFFAOYSA-N 0.000 description 1
- KBEBGUQPQBELIU-UHFFFAOYSA-N cinnamic acid ethyl ester Natural products CCOC(=O)C=CC1=CC=CC=C1 KBEBGUQPQBELIU-UHFFFAOYSA-N 0.000 description 1
- CCRCUPLGCSFEDV-UHFFFAOYSA-N cinnamic acid methyl ester Natural products COC(=O)C=CC1=CC=CC=C1 CCRCUPLGCSFEDV-UHFFFAOYSA-N 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 229940043350 citral Drugs 0.000 description 1
- WTEVQBCEXWBHNA-YFHOEESVSA-N citral B Natural products CC(C)=CCC\C(C)=C/C=O WTEVQBCEXWBHNA-YFHOEESVSA-N 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 235000016213 coffee Nutrition 0.000 description 1
- 235000013353 coffee beverage Nutrition 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 235000014510 cooky Nutrition 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- ONQRKEUAIJMULO-YBXTVTTCSA-N cycloartenol Chemical compound CC(C)([C@@H](O)CC1)[C@H]2[C@@]31C[C@@]13CC[C@]3(C)[C@@H]([C@@H](CCC=C(C)C)C)CC[C@@]3(C)[C@@H]1CC2 ONQRKEUAIJMULO-YBXTVTTCSA-N 0.000 description 1
- YNBJLDSWFGUFRT-UHFFFAOYSA-N cycloartenol Natural products CC(CCC=C(C)C)C1CCC2(C)C1(C)CCC34CC35CCC(O)C(C)(C)C5CCC24C YNBJLDSWFGUFRT-UHFFFAOYSA-N 0.000 description 1
- FODTZLFLDFKIQH-UHFFFAOYSA-N cycloartenol trans-ferulate Natural products C1=C(O)C(OC)=CC(C=CC(=O)OC2C(C3CCC4C5(C)CCC(C5(C)CCC54CC53CC2)C(C)CCC=C(C)C)(C)C)=C1 FODTZLFLDFKIQH-UHFFFAOYSA-N 0.000 description 1
- 230000000911 decarboxylating effect Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 description 1
- HCAWPGARWVBULJ-IAGOWNOFSA-N delta8-THC Chemical compound C1C(C)=CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 HCAWPGARWVBULJ-IAGOWNOFSA-N 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229930004069 diterpene Natural products 0.000 description 1
- 125000000567 diterpene group Chemical group 0.000 description 1
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 1
- 238000011143 downstream manufacturing Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000002621 endocannabinoid Substances 0.000 description 1
- 229940093499 ethyl acetate Drugs 0.000 description 1
- 229940093503 ethyl maltol Drugs 0.000 description 1
- 229940005667 ethyl salicylate Drugs 0.000 description 1
- 239000001902 eugenia caryophyllata l. bud oil Substances 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 229930009668 farnesene Natural products 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- IFYYFLINQYPWGJ-VIFPVBQESA-N gamma-Decalactone Natural products CCCCCC[C@H]1CCC(=O)O1 IFYYFLINQYPWGJ-VIFPVBQESA-N 0.000 description 1
- OALYTRUKMRCXNH-QMMMGPOBSA-N gamma-Nonalactone Natural products CCCCC[C@H]1CCC(=O)O1 OALYTRUKMRCXNH-QMMMGPOBSA-N 0.000 description 1
- BXWQUXUDAGDUOS-UHFFFAOYSA-N gamma-humulene Natural products CC1=CCCC(C)(C)C=CC(=C)CCC1 BXWQUXUDAGDUOS-UHFFFAOYSA-N 0.000 description 1
- AZKVWQKMDGGDSV-UHFFFAOYSA-N genipin Natural products COC(=O)C1=COC(O)C2C(CO)=CCC12 AZKVWQKMDGGDSV-UHFFFAOYSA-N 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- TWVJWDMOZJXUID-QJPTWQEYSA-N guaiol Natural products OC(C)(C)[C@H]1CC=2[C@H](C)CCC=2[C@@H](C)CC1 TWVJWDMOZJXUID-QJPTWQEYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- QBNFBHXQESNSNP-UHFFFAOYSA-N humulene Natural products CC1=CC=CC(C)(C)CC=C(/C)CCC1 QBNFBHXQESNSNP-UHFFFAOYSA-N 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 229930002839 ionone Natural products 0.000 description 1
- 150000002499 ionone derivatives Chemical class 0.000 description 1
- 229940117955 isoamyl acetate Drugs 0.000 description 1
- 229940094941 isoamyl butyrate Drugs 0.000 description 1
- ODBRNZZJSYPIDI-VJXVFPJBSA-N isoorientin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1C1=C(O)C=C(OC(=CC2=O)C=3C=C(O)C(O)=CC=3)C2=C1O ODBRNZZJSYPIDI-VJXVFPJBSA-N 0.000 description 1
- UYJGIAWJIRZBNU-UHFFFAOYSA-N isoorientin Natural products OCC1OC(C(O)C(O)C1O)c2cc(O)c(O)c3C(=O)C=C(Oc23)c4ccc(O)c(O)c4 UYJGIAWJIRZBNU-UHFFFAOYSA-N 0.000 description 1
- 229940095045 isopulegol Drugs 0.000 description 1
- MYXNWGACZJSMBT-VJXVFPJBSA-N isovitexin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1C1=C(O)C=C(OC(=CC2=O)C=3C=CC(O)=CC=3)C2=C1O MYXNWGACZJSMBT-VJXVFPJBSA-N 0.000 description 1
- OYJCWTROZCNWAA-UHFFFAOYSA-N isovitexin Natural products OCC1OC(C(O)C(O)C1O)c2c(O)cc3CC(=CC(=O)c3c2O)c4ccc(O)cc4 OYJCWTROZCNWAA-UHFFFAOYSA-N 0.000 description 1
- 235000008777 kaempferol Nutrition 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- LRDGATPGVJTWLJ-UHFFFAOYSA-N luteolin Natural products OC1=CC(O)=CC(C=2OC3=CC(O)=CC(O)=C3C(=O)C=2)=C1 LRDGATPGVJTWLJ-UHFFFAOYSA-N 0.000 description 1
- IQPNAANSBPBGFQ-UHFFFAOYSA-N luteolin Chemical compound C=1C(O)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(O)C(O)=C1 IQPNAANSBPBGFQ-UHFFFAOYSA-N 0.000 description 1
- 235000009498 luteolin Nutrition 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 229940043353 maltol Drugs 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- HXVTYMWVMVKVTF-UHFFFAOYSA-N methyl 2-(4-tert-butylphenyl)acetate Chemical compound COC(=O)CC1=CC=C(C(C)(C)C)C=C1 HXVTYMWVMVKVTF-UHFFFAOYSA-N 0.000 description 1
- 229940102398 methyl anthranilate Drugs 0.000 description 1
- 229960001047 methyl salicylate Drugs 0.000 description 1
- CCRCUPLGCSFEDV-BQYQJAHWSA-N methyl trans-cinnamate Chemical compound COC(=O)\C=C\C1=CC=CC=C1 CCRCUPLGCSFEDV-BQYQJAHWSA-N 0.000 description 1
- 230000003278 mimic effect Effects 0.000 description 1
- 229930003658 monoterpene Natural products 0.000 description 1
- 150000002773 monoterpene derivatives Chemical class 0.000 description 1
- 235000002577 monoterpenes Nutrition 0.000 description 1
- UXOUKMQIEVGVLY-UHFFFAOYSA-N morin Natural products OC1=CC(O)=CC(C2=C(C(=O)C3=C(O)C=C(O)C=C3O2)O)=C1 UXOUKMQIEVGVLY-UHFFFAOYSA-N 0.000 description 1
- PCOBUQBNVYZTBU-UHFFFAOYSA-N myricetin Natural products OC1=C(O)C(O)=CC(C=2OC3=CC(O)=C(O)C(O)=C3C(=O)C=2)=C1 PCOBUQBNVYZTBU-UHFFFAOYSA-N 0.000 description 1
- 235000007743 myricetin Nutrition 0.000 description 1
- 229940116852 myricetin Drugs 0.000 description 1
- ACLUUJWYNUJGGO-UHFFFAOYSA-N naphthalen-1-yl(1h-pyrrol-2-yl)methanone Chemical class C=1C=CC2=CC=CC=C2C=1C(=O)C1=CC=CN1 ACLUUJWYNUJGGO-UHFFFAOYSA-N 0.000 description 1
- ZYTMANIQRDEHIO-UHFFFAOYSA-N neo-Isopulegol Natural products CC1CCC(C(C)=C)C(O)C1 ZYTMANIQRDEHIO-UHFFFAOYSA-N 0.000 description 1
- WASNIKZYIWZQIP-AWEZNQCLSA-N nerolidol Natural products CC(=CCCC(=CCC[C@@H](O)C=C)C)C WASNIKZYIWZQIP-AWEZNQCLSA-N 0.000 description 1
- HIGQPQRQIQDZMP-FLIBITNWSA-N neryl acetate Chemical compound CC(C)=CCC\C(C)=C/COC(C)=O HIGQPQRQIQDZMP-FLIBITNWSA-N 0.000 description 1
- 238000009828 non-uniform distribution Methods 0.000 description 1
- 235000014571 nuts Nutrition 0.000 description 1
- 150000007823 ocimene derivatives Chemical class 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- PLAPMLGJVGLZOV-VPRICQMDSA-N orientin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1C1=C(O)C=C(O)C2=C1OC(C=1C=C(O)C(O)=CC=1)=CC2=O PLAPMLGJVGLZOV-VPRICQMDSA-N 0.000 description 1
- 229930007459 p-menth-8-en-3-one Natural products 0.000 description 1
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 1
- OORFXDSWECAQLI-UHFFFAOYSA-N parahexyl Chemical group CC1(C)OC2=CC(CCCCCC)=CC(O)=C2C2=C1CCC(C)C2 OORFXDSWECAQLI-UHFFFAOYSA-N 0.000 description 1
- 239000010663 parsley oil Substances 0.000 description 1
- 235000005693 perillyl alcohol Nutrition 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000007875 phellandrene derivatives Chemical class 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- BOTWFXYSPFMFNR-PYDDKJGSSA-N phytol Chemical compound CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CO BOTWFXYSPFMFNR-PYDDKJGSSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 description 1
- 239000001508 potassium citrate Substances 0.000 description 1
- 229960002635 potassium citrate Drugs 0.000 description 1
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 1
- 235000011082 potassium citrates Nutrition 0.000 description 1
- LJCNRYVRMXRIQR-OLXYHTOASA-L potassium sodium L-tartrate Chemical compound [Na+].[K+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O LJCNRYVRMXRIQR-OLXYHTOASA-L 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 235000015136 pumpkin Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 229930006696 sabinene Natural products 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 229930004725 sesquiterpene Natural products 0.000 description 1
- 150000004354 sesquiterpene derivatives Chemical class 0.000 description 1
- 229930002368 sesterterpene Natural products 0.000 description 1
- 150000002653 sesterterpene derivatives Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229940083542 sodium Drugs 0.000 description 1
- 235000015424 sodium Nutrition 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- 239000001476 sodium potassium tartrate Substances 0.000 description 1
- 235000011006 sodium potassium tartrate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 229930006978 terpinene Natural products 0.000 description 1
- 150000003507 terpinene derivatives Chemical class 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 229930007110 thujone Natural products 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 235000015149 toffees Nutrition 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- XJPBRODHZKDRCB-UHFFFAOYSA-N trans-alpha-ocimene Natural products CC(=C)CCC=C(C)C=C XJPBRODHZKDRCB-UHFFFAOYSA-N 0.000 description 1
- VVGOCOMZRGWHPI-UHFFFAOYSA-N trans-hept-4-enal Natural products CCC=CCCC=O VVGOCOMZRGWHPI-UHFFFAOYSA-N 0.000 description 1
- 150000003648 triterpenes Chemical class 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- SGEWCQFRYRRZDC-VPRICQMDSA-N vitexin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1C1=C(O)C=C(O)C2=C1OC(C=1C=CC(O)=CC=1)=CC2=O SGEWCQFRYRRZDC-VPRICQMDSA-N 0.000 description 1
- PZKISQRTNNHUGF-UHFFFAOYSA-N vitexine Natural products OC1C(O)C(O)C(CO)OC1OC1=C(O)C=C(O)C2=C1OC(C=1C=CC(O)=CC=1)=CC2=O PZKISQRTNNHUGF-UHFFFAOYSA-N 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 238000003809 water extraction Methods 0.000 description 1
- 229930007850 β-damascenone Natural products 0.000 description 1
- SBPMGFIOIRMBJJ-CTHAPGQVSA-N δ-7-cis-isotetrahydrocannabivarin Chemical compound C1[C@@]2(C)CC[C@@H](C(C)=C)C1C1=C(O)C=C(CCC)C=C1O2 SBPMGFIOIRMBJJ-CTHAPGQVSA-N 0.000 description 1
Classifications
-
- 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
- A24D1/18—Selection of materials, other than tobacco, suitable for smoking
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- 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
- A24D1/20—Cigarettes specially adapted for simulated smoking devices
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
Definitions
- This application generally relates to cannabis compositions in particle form for loading into smoking articles.
- cannabis material is reduced to a particulate form, loaded into a rolling medium (typically a rolling tube, cone, or wrapper) to obtain a cannabis cigarette.
- a rolling medium typically a rolling tube, cone, or wrapper
- the cannabis cigarette is then lit and resulting smoke is inhaled by the user.
- the present disclosure relates to a cannabis plant material composition in particle form, comprising a polymodal particle size distribution (PSD) comprising a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, wherein a pore size of the first sieve is ⁇ a pore size of the second sieve.
- PSD polymodal particle size distribution
- Implementations of the composition can include one or more of the following features:
- the first fraction can represent less than 70 wt.% relative to a total weight of the composition.
- the first fraction can represent at least 20 wt.% relative to a total weight of the composition.
- the second fraction can represent at least 20 wt.% relative to a total weight of the composition.
- the PSD can further comprise a third fraction of particles that passes through the second sieve and is retained by the first sieve.
- the third fraction can represent at least 20 wt.% relative to a total weight of the composition.
- composition particles • at least 90 wt.% of the composition particles pass through a 2.0 mm sieve.
- composition particles are retained at the 2.0 mm screen, preferably from 50% to about 80% of the composition particles are retained at the 2.0 mm screen.
- the particles are made from cannabis trim, cannabis flower, cannabis kief, or any combination thereof.
- composition can further comprise one or more additional component.
- the one or more additional component can be substantially homogenously distributed throughout the composition.
- the one or more additional component can comprise one or more cannabinoid(s), one or more terpene(s), one or more flavonoid(s), water, one or more flavoring agent(s), one or more non-toxic coloring agent(s), or any combinations thereof.
- the present disclosure also relates to a smoking article comprising the cannabis material as described herein.
- Implementations of the smoking article can include one or more of the following features:
- • can have a length of from about 40 mm to about 300 mm.
- • can comprise a cross-section having a diameter of from 15 mm to 30 mm.
- • can comprise from about 0.5 g to about 2.5 g of the cannabis plant material composition.
- the present disclosure also relates to a method of manufacturing a cannabis smoking article, the method comprising a) providing the cannabis plant material composition in particle form as described herein and b) loading the composition into the smoking article.
- Implementations of the smoking article can include one or more of the following features:
- the step a) can further comprise blending a first lot of cannabis particles corresponding to the first fraction of particles with a second lot of cannabis particles corresponding to the second fraction of particles to obtain the composition in particle form.
- the first lot and the second lot of particles can be separated from one bulk of cannabis material in particle form. • the first lot and the second lot of particles can be separated from different bulks of cannabis material in particle form.
- • can further comprise pulverizing cannabis plant material to obtain the bulk(s) of cannabis plant material in particle form.
- the cannabis plant material can be processed to remove cannabis plant stems therefrom.
- the cannabis plant material can include cannabis trim, cannabis flower, or any combination thereof.
- the smoking article can be a rolling medium to form a cannabis cigarette.
- the rolling medium can be a pre-roll tube or cone.
- the step b) can further comprise packing the cannabis material composition into the rolling medium with a packing pressure of from about 40 psi to about 120 psi.
- the packing pressure can be of about 85 psi.
- the packing pressure can be obtained with an automated tamper configured for insertion in the rolling medium forming the cannabis cigarette.
- the rolling medium can include an upper portion defining an upper aperture through which the cannabis material is incorporated, and the method can further comprise joining the upper portion to close off the upper aperture.
- the joining can be obtained by twisting the upper portion along a longitudinal axis of the rolling medium.
- the method can further comprise tipping the cannabis cigarette with a filter at a bottom end of the rolling medium.
- the method can further comprise weighting the cannabis cigarette to determine whether the cannabis cigarette has a pre-determined weight.
- the smoking article can be a heat-not-burn device and the composition is loaded into a mounting component of the device.
- composition can comprise a first amount of the first fraction of particles and a second amount of the second fraction of particles.
- FIG. 1 is a non-limiting flowchart of a method for manufacturing a cannabis smoking article in accordance with an embodiment of the present disclosure.
- FIGs. 2A-2B are non-limiting examples of smoking article representations in accordance with an embodiment of the present disclosure.
- FIGs. 3A and 3B are non-limiting examples of smoking article made with a cannabis composition in accordance with an embodiment of the present disclosure.
- FIGs. 4A and 4B are non-limiting flowchart of a method for manufacturing a cannabis composition in accordance with an embodiment of the present disclosure.
- a cannabis plant material composition in particle form comprising a controlled particle size distribution (PSD) having a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, wherein a pore size of the first sieve is ⁇ a pore size of the second sieve provides unexpected and surprising benefits. Particularly when the composition has pre-determined proportions of the at least two fractions of particles.
- PSD controlled particle size distribution
- composition having such controlled polymodal PSD may provide a more consistent burning rate that may be due to an optimized packing density in the smoking article.
- loading a cannabis plant material composition having such controlled polymodal PSD into a rolling medium to form a cannabis cigarette may provide a visually more consistent and attractive product, especially when such loading is implemented at an industrial scale with the use of automated or semi-automated equipment. More visual appearance consistency between products made in the same batch as well as inter-batch may also be obtained.
- the method of manufacture described herein may result in substantially fewer quality failures (e.g., based on pre-determined weight of the smoking article loaded with the composition, appearance of the smoking article, etc.) and/or reduced reduce waste materials during manufacturing of a smoking article such as a cannabis cigarette, which is advantageous in the context of large-scale industrial production.
- the reduction of waste materials during manufacturing can be afforded with the process described herein in that, for example, this process allows the use of various sources of plant material such as kief, trim, bud, flowers, which leads to less wasted materials that would require disposal thereof in other circumstances where one would not use some or all of those parts of the cannabis plant.
- the herein described approach may advantageously offer consistent and controlled PSD, which may also improve the use of volumetric dispensing/filling to achieve weight accuracy.
- the herein described approach may advantageously offer the ability to generate a composition having from about 50 wt.% to about 80 wt.% of particles within a 0.6 mm range, while minimizing fine particles. Such allows the person of skill the control to select a desired PSD.
- compositions of cannabis material in particle form are provided.
- composition of the present disclosure comprises cannabis plant material in particle form.
- Crobis generally refers to a genus of flowering plants that includes a number of species. There are three different species that have been recognized, namely Cannabis sativa, Cannabis indica and Cannabis ruderalis. Hemp, or industrial hemp, is a strain of the Cannabis sativa plant species that is grown specifically for the industrial uses of its derived products. Hemp has lower concentrations of the cannabinoid tetrahydrocannabinol (THC) and higher concentrations of the cannabinoid cannabidiol (CBD), which decreases or eliminates its psychoactive effects.
- THC cannabinoid tetrahydrocannabinol
- CBD cannabinoid cannabidiol
- the term “cannabis plant(s)”, encompasses wild type Cannabis and also variants thereof, including cannabis chemovars (or “strains”) that naturally contain different amounts of the individual cannabinoids.
- cannabis chemovars or “strains” that naturally contain different amounts of the individual cannabinoids.
- Cannabis strains have been bred to produce minimal levels of THC, the principal psychoactive constituent responsible for the high associated with it and other strains have been selectively bred to produce high levels of THC and other psychoactive cannabinoids.
- Cannabis plants produce a unique family of terpeno-phenolic compounds called cannabinoids, some of which produce the “high” one experiences from consuming marijuana.
- cannabisbis plant material refers to any part of the plant such as cannabis trim, cannabis flower (also called “cannabis bud”), cannabis kief, or any combination thereof.
- the plant material can be processed by removing any plant stems.
- the resulting cannabis material with stems removed can include both flower and trim, only cannabis trim or only cannabis flowers.
- the term “cannabis kief” refers to isolated cannabis trichomes, namely trichomes that have been separated from cannabis plant material plant using any method known in the art.
- the isolated cannabis trichomes may be obtained by a chemical separation method or may be separated by manual processes like dry sifting or by water extraction methods. Such methods are known in the art, and as such will not be further described here. Because of inherent limitations to existing separation methods, some plant matter or other foreign matter can be present in cannabis kief.
- the term “cannabis trim” generally refers to excess leaves a cultivator trims from the plants. For example, there are two types of leaves that are trimmed from cannabis buds; sugar leaves, which are smaller one-fingered leaves close to the bud, and fan leaves, which are larger multi-fingered leaves. Trimming of the cannabis can occur either before or after harvest of the plants. If done before, the trimming process maximizes the cannabis plant’s bloom, yielding more desirable crystals. That is, a good trim will get the grower a bigger, higher quality plant yield. If trimming is carried out post-harvest, the appearance and odor of the buds are improved, and the lower leaf quantity makes the resulting plant matter “smoother” to smoke or vaporize. Because of inherent limitations to existing separation methods, some plant matter or other foreign matter can be present in cannabis trim.
- cannabis plant material composition in particle form can be obtained by processing cannabis plant material of a certain size to reduce into pieces that are smaller than the original size.
- processing may include a pulverization process, such as comminution, crushing, or grinding, which apply an external force to reduce particles from an initial size to a smaller size.
- Examples of such external forces may include but is not limited to compression (e.g., where at least two working surfaces approach each other slowly, pressurizing the plant material uniformly, and crush same), impact (e.g., where a high-speed impactor such as a hammer or a ball impacts the plant material, or plant material collides with itself at high speed to cause crushing), shear (e.g., where plant material is cut into small pieces by a wedge, such as a cutter), and friction (e.g., where plant material is caught between two or more working surfaces that move relative to each other, and the movement of the working surfaces produces friction between the plant material and the working surfaces, and small pieces are scraped off from the plant material surface one after another).
- compression e.g., where at least two working surfaces approach each other slowly, pressurizing the plant material uniformly, and crush same
- impact e.g., where a high-speed impactor such as a hammer or a ball impacts the plant material, or plant material collides with itself at high speed to cause crushing
- the composition of the present disclosure includes cannabis plant material composition in particle form includes a controlled polymodal particle size distribution (PSD), in other words it has more than one mode which is designed on purpose.
- PSD controlled polymodal particle size distribution
- mode refers to the most commonly occurring size in a particle population. It is the peak position on the frequency distribution curve. This frequency distribution curve is a straightforward figure for strictly monomodal (having only one peak) particle populations.
- PSD controlled polymodal particle size distribution
- PSD particle-size distribution
- the way PSD is determined in the present disclosure is where powder is separated on sieves of different sizes.
- a composition that includes 90 wt.% of particles that pass a 0.5 mm sieve indicates that 90 wt.% of the particles have a size which is smaller than 0.5 mm and 10 wt.% of the particles have a size larger than 0.5 mm.
- a composition that includes 20 wt.% of particles that are retained by a 1.4 mm sieve indicates that 20 wt.% of the particles have a size which is larger than 1 .4 mm and 80 wt.% of the particles that have a size smaller than 1 .4 mm.
- the composition of the present disclosure includes a polymodal particle size distribution (PSD) comprising a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, wherein a pore size of the first sieve is ⁇ a pore size of the second sieve.
- PSD polymodal particle size distribution
- the composition of the present disclosure includes a polymodal PSD comprising a first fraction of particles that passes through a 0.5 mm sieve and a second fraction of particles that is retained by a 1.4 mm sieve.
- the first fraction represents less than 60 wt.% relative to a total weight of the composition.
- the first fraction represents at least 20 wt.% relative to a total weight of the composition.
- the second fraction represents at least 20 wt.% relative to a total weight of the composition.
- the composition further includes a third fraction of particles that passes through the 1.4 mm sieve and is retained by the 0.5 mm sieve.
- the third fraction represents at least 20 wt.% relative to a total weight of the composition.
- the composition of the present disclosure includes at least 90 wt.% of particles that pass a 2.0 mm sieve.
- the herein described controlled polymodal PSD of the composition can be obtained by blending different lots of cannabis particles each having a different particle size mode to form a mixture. When starting from different lots of cannabis particles, one can customize the different properties of the composition (e.g., porosity, filing power, packing density, etc.) by optimizing the weight ratios of the different lots of cannabis particles that are blended into the composition.
- a cannabis particles lot having a specific particle size mode can be obtained by separating particles from a bulk cannabis plant material according to known techniques in the art. For example, one can separate particles from a bulk cannabis plant material by sieving with a sieve having a specific pore size. Sieving is a simple technique for separating particles of different sizes. Depending upon the types of particles to be separated, sieves with different types of holes are used. A sieve typically uses a woven screen such as a mesh or net or metal. Other separation processes are also possible. For example, separating the particles can include electrostatic separation, centrifugal separation, or other separation techniques as is known in the art. For example, a pulverized bulk of cannabis plant material can be separated to obtain at least a first lot of particles with a particle size greater than 1 .4 mm and a second lot of particles with a particle size smaller than 1 .4 mm.
- different cannabis particles lots each having a specific particle size mode can be obtained by separating particles from the same or different bulk(s) of cannabis plant material.
- the ability to use different cannabis strains may also offer the ability to tune the psychoactive and/or entourage effect obtained by consuming the composition.
- the mixing of cannabis plant strains may also allow adjustment of the final concentration of a component of the composition, for example but not limited to the cannabinoid content and/or terpene content. Additionally, use of more than one strain allows for improved product and waste management - important in commercial production.
- the composition can be designed by combining the different particle size lots to form a composition having a controlled polymodal PSD.
- the cannabis plant material composition according to the present disclosure may also comprise one or more additional component.
- the one or more additional component may be added to alter the characteristics of the composition, such as cannabinoid content, potency, entourage effect, odor, color, and the like.
- the one or more additional component may be incorporated during the process to produce the composition and thus may be substantially homogeneously distributed throughout the composition.
- substantially homogeneously distributed it is meant that the amount of the one or more additional component is uniform throughout the composition.
- the one or more additional component may be any suitable food grade and/or non-toxic composition or component known in the art. As will be recognized by those of skill in the art, the toxicity of each type of additional component may be dependent on the method of consumption of the composition.
- suitable additional components may include, but are not limited to one or more cannabinoid, one or more terpene (also referred to herein as a “terpene blend”), one or more flavonoid, or any combination thereof.
- the one or more additional component may be a cannabinoid.
- cannabinoid generally refers to any chemical compound that acts upon a cannabinoid receptor such as CB1 and CB2.
- a cannabinoid may include endocannabinoids (produced naturally by humans and animals), phytocannabinoids (found in cannabis and some other plants), and synthetic cannabinoids (manufactured artificially).
- phytocannabinoids include, but are not limited to cannabichromene (CBC), cannabichromanon (CBCN), cannabichromevarin (CBCV), cannabidiol (CBD), cannabidiolic acid (CBDA), cannabidiorcol (CBD-C1), cannabidiol- C4 (CBD-C4), cannabidiol monomethylether (CBDM), cannabidivarin (CBDV), cannabielsoin (CBE), cannabifuran (CBF), cannabigerolic acid (CBGA), cannabigerol (CBG), cannabigerol monomethylether (CBGM), cannabigerovarin (CBGV), cannabicyclol (CBL), cannabicyclovarin (CBLV), cannabinol (CBN), cannabiorcol (CBN-C1), cannabinol-C2 (CBN-C2), cannabinol
- Examples of synthetic cannabinoids include, but are not limited to, naphthoylindoles, naphthylmethylindoles, naphthoylpyrroles, naphthylmethylindenes, phenylacetylindoles, cyclohexylphenols, tetramethylcyclopropylindoles, adamantoylindoles, indazole carboxamides, and quinolinyl esters.
- Cannabidiol means one or more of the following compounds: A2-cannabidiol, A5- cannabidiol (2-(6-isopropenyl-3-methyl-5-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); A4- cannabidiol (2-(6-isopropenyl-3-methyl-4-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); A3- cannabidiol (2-(6-isopropenyl-3-methyl-3-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); A3, 7- cannabidiol (2-(6-isopropenyl-3-methylenecyclohex-l-yl)-5-pentyl-l,3-benzenediol); A2- cannabidiol (2-(6-isopropenyl-3
- Tetrahydrocannabinol means one or more of the following compounds: A8- tetrahydrocannabinol (A8-THC), A9-cis-tetrahydrocannabinol (cis-THC), A9- tetrahydrocannabinol (A9-THC), A10-tetrahydrocannabinol (A10-THC), A9-tetrahydrocannabinol- C4 (THC-C4), A9-tetrahydrocannabinolic acid-C4 (THCA-C4), synhexyl (n-hexyl-A3THC).
- THC means one or more of the following compounds: A9-tetrahydrocannabinol and A8-tetrahydrocannabinol. In another preferred embodiment, THC means A9-tetrahydrocannabinol.
- a cannabinoid may be in an acid form or a non-acid form, the latter also being referred to as the decarboxylated form since the non-acid form can be generated by decarboxylating the acid form.
- the cannabinoid can be in its acid or non-acid form or be a mixture of both acid and non-acid forms.
- the cannabinoid may be extracted from any suitable source material including, but not limited to, cannabis or hemp plant material (e.g., flowers, seeds, and trichomes) or may be manufactured artificially (for example cannabinoids produced in yeast, as described in WO WO2018/148848). Cannabinoids can be extracted from a cannabis or hemp plant material according to any procedure known in the art.
- a “crude extract” containing a cannabinoid may be obtained by extraction from plant materials using for example aliphatic hydrocarbons (such as propane, butane), alcohols (such as ethanol), petroleum ether, naphtha, olive oil, carbon dioxide (including supercritical and subcritical CO2), chloroform, or any combinations thereof.
- the crude extract may then be “winterized”, that is, extracted with an organic solvent (such as ethanol) to remove lipids and waxes (to produce a “winterized extract”), as described for example in US 7,700,368, US 2004/0049059, and US 2008/0167483, which are each herein incorporated by reference in their entirety.
- the method for obtaining the cannabinoid may further include purification steps such as a distillation step to further purify, isolate or crystallize one or more cannabinoids, which is referred to in the art and herein as a “distillate”; US 2016/0346339, which is incorporated herein by reference, describes a process for extracting cannabinoids from cannabis plant material using solvent extraction followed by filtration, and evaporation of the solvent in a distiller to obtain a distillate.
- the distillate may be cut with one or more terpenes.
- the crude extract, the winterized extract or the distillate may be further purified, for example using chromatographic and other separation methods known in the art, to obtain an “isolate”.
- Cannabinoid extracts may also be obtained using solvent-less extraction methods; for example, cannabis plant material may be subjected to heat and pressure to extract a resinous sap (“rosin”) containing cannabinoids; methods for obtaining rosin are well-known in the art.
- rosin resinous sap
- the one or more additional component may also be a terpene.
- terpene generally refers to a class of chemical components comprised of the fundamental building block of isoprene, which can be linked to form linear structures or rings. Terpenes may include hemiterpenes (single isoprenoid unit), monoterpenes (two units), sesquiterpenes (three units), diterpenes (four units), sesterterpenes (five units), triterpenes (six units), and so on. At least some terpenes are expected to interact with, and potentiate the activity of, cannabinoids.
- terpenes originating from cannabis plant may be used, including but not limited to aromadendrene, bergamottin, bergamotol, bisabolene, borneol, 4-3-carene, caryophyllene, cineole/eucalyptol, p-cymene, dihydroj asmone, elemene, farnesene, fenchol, geranylacetate, guaiol, humulene, isopulegol, limonene, linalool, menthone, menthol, menthofuran, myrcene, nerylacetate, neomenthylacetate, ocimene, perillylalcohol, phellandrene, pinene, pulegone, sabinene, terpinene, terpineol, 4-terpineol, terpinolene, and derivatives thereof.
- terpenes include nerolidol, phytol, geraniol, alpha-bisabolol, thymol, genipin, astragaloside, asiaticoside, camphene, beta-amyrin, thujone, citronellol, 1 ,8-cineole, cycloartenol, hashishene, and derivatives thereof. Further examples of terpenes are discussed in US Patent Application Pub. No. US2016/0250270, which is herein incorporated by reference in its entirety for all purposes.
- the composition may comprise from about 0.5 wt.% to about 15 wt.% terpene, for example up to about 15 wt.%, or up to about 10 wt.%, or up to about 5 wt.%, or up to about 4 wt.%, or up to about 3 wt.%, or up to about 2 wt.%, or up to about 1 wt.%.
- the one or more additional component may also be a flavonoid.
- flavonoid refers to a group of phytonutrients comprising a polyphenolic structure. Flavonoids are found in diverse types of plants and are responsible for a wide range of functions, including imparting pigment to petals, leaves, and fruit.
- flavonoids originating from a cannabis plant may be used, including but not limited to: apigenin, cannflavin A, cannflavin B, cannflavin C, chrysoeril, cosmosiin, flavocannabiside, homoorientin, kaempferol, luteolin, myricetin, orientin, quercetin, vitexin, and isovitexin.
- the one or more additional component may be a flavoring agent.
- Any suitable flavoring agent known in the art may be used.
- the flavoring agent may be selected from the group consisting of extracts of cinnamon, monk fruit, cucumber, mint, orange, lime, citrus, cookie dough, chocolate, vanilla, jasmine, lychee, almond, banana, grape, pear, pineapple, pine, oak, apple, pumpkin, grapefruit, watermelon, cotton sugar, durian, longan, taro, sapote, toffee nut, caramel, lotus, mango, mangosteen, coconut, coffee, strawberry, passion fruit, blueberry, raspberry, kiwi, walnut, cocoa, cherimoya, custard apple, papaya, fig, plum, nectarine, peaches, guava, honeydew, jackfruit, kumquat, loquat, palm, pomelo, persimmon, quince, and tamarind, or any combinations thereof.
- flavoring agents include, but are not limited to, mint oils, Wintergreen, clove bud oil, cassia, sage, parsley oil, marjoram, lemon, orange, propenyl guaethol, heliotropine, 4-cis-heptenal, diacetyl, methyl-p-tert-butyl phenyl acetate, methyl salicylate, ethyl salicylate, 1 -menthyl acetate, oxanone, a-irisone, methyl cinnamate, ethyl cinnamate, butyl cinnamate, ethyl butyrate, ethyl acetate, methyl anthranilate, iso-amyl acetate, iso-amyl butyrate, allyl caproate, eugenol, eucalyptol, thymol, cinnamic alcohol, octanol, o
- the one or more additional component may be a coloring agent (also called “colorant”). Any suitable coloring agent known in the art may be used.
- the coloring agent may be any suitable food grade and/or non-toxic colorant or coloring agent known in the art.
- the one or more additional component may include a combination of any one of the above examples of additional components.
- the composition of the present disclosure may be loaded into a rolling medium or wrapper to form a smoking article, for example a cannabis cigarette in the form of tube or cone.
- the rolling medium or wrapper may be a pre-roll tube or cone (which requires loading the composition through an opening at one thereof) or may be a rolling tube or cone which requires rolling the material to enclose the composition.
- Cones mimic a funnel, with a larger opening for packing and a smaller opening for inhaling, allowing for a different type of air flow than a tube.
- a tube on the other hand, has substantially the same diameter on the opening as it does on the mouthpiece, which mimics the cigarette type of air flow. It will be apparent that such loading may be performed at the manufacturing site or by an end-user.
- the rolling medium or wrapper may be any suitable rolling medium or wrapper known in the art.
- the rolling medium or wrapper can be made with a material such as paper, hemp, cordia palm leaf, tendu leaf, flower petal, banana leaves, flax, sisal, rice straw, esparto, and the like, and may be transparent, colored and/or flavored.
- the rolling medium or wrapper may also further include an additive on one of its surfaces (internal or external), such as kief, terpenes, cannabis distillate, and the like.
- the rolling medium or wrapper when rolled with the composition of the present disclosure may have a length that is approximately that one of a standard cannabis cigarette length.
- the length may be from about 40 mm to about 300 mm, such as 40 mm to about 300 mm, or from about 50 mm to about 140 mm, or from about 60 mm to about 130 mm, or from about 70 mm to about 120 mm, or from about 80 mm to about 110 mm.
- the rolling medium or wrapper when rolled with the composition of the present disclosure has a substantially constant cross-sectional area across its length; for example, the cross-sectional area can correspond to a diameter of from 15 mm to 30 mm.
- the rolling medium or wrapper when rolled with the composition of the present disclosure has a variable cross-sectional area across its tapered length with a diameter of, for example, from about 30 to 20 mm on one end and a diameter of, for example, from about 15 to 10 mm on the opposite end.
- the composition of the present disclosure may be mounted to a smoking device, for example to a heat-not-burn device.
- a smoking device for example to a heat-not-burn device.
- Such devices are known in the art and one aim of such heated smoking articles is to reduce known harmful smoke constituents of the type produced by the combustion and pyrolytic degradation of smoking material in conventional cannabis cigarettes.
- an aerosol is generated by the transfer of heat from a heat source to a physically separate aerosol-forming substrate or material, which may be located within, around or downstream of the heat source.
- volatile compounds are released from the aerosol-forming substrate by heat transfer from the heat source and entrained in air drawn through the smoking article. As the released compounds cool, they condense to form an aerosol that is inhaled by the user.
- the composition may be loaded into a suitable mounting component for use in such smoking device, such as a mounting cartridge or tube, alone or along with other smokable cannabis products, such as those described previously.
- the mounting component may have a length that is from about 40 mm to about 100 mm, such as 40 mm to about 90 mm, or from about 40 mm to about 80 mm, or from about 40 mm to about 70 mm, or from about 40 mm to about 60 mm, or about 50 mm (e.g., 2 inches).
- the composition of the present disclosure may, if desired, include other smokable cannabis products, such as hashish, cannabis distillate, cannabis rosin (a solid form of resin produced by heating fresh liquid resin to vaporize the volatile liquid terpene component), cannabis resin, cannabis wax, cannabis shatter (a translucent butane hash oil extract that looks like amber and has a consistency almost like hard candy butter) or other smokable materials, such as tobacco leaves.
- the composition of the present disclosure contains fillers and/or additives that regulate burning.
- the fillers that can be used are calcium carbonate to influence the permeability and color, magnesium carbonate to improve ash color, or titanium oxide if a particularly white ash is required.
- Sodium potassium tartrate, sodium and potassium citrate can be used as a combustion regulator for wrappers.
- FIG. 1 is a non-limiting flowchart of a process 100 of making smoking articles such as those described in accordance with various embodiments of the present disclosure.
- the process 100 includes a step 110 of providing a composition of cannabis materials in particle form.
- the cannabis material composition has a polymodal particle size distribution that includes at least a first particle size lot and a second particle size lot.
- the first lot and the second lot may include particles that have been separated from the same bulk of cannabis plant material particles or from different bulks.
- the composition can have pre-determined proportions of the first and second lot of particles at least based on a desired property of the composition (e.g., porosity, packaging density, etc.).
- composition with the desired polymodal PSD can proceed to subsequent steps required for commercialization; for example, the composition can be packaged in ready-to-use single packages or can be packaged in multipleuse packages for the user to load into any desired smoking article.
- the composition is incorporated into a smoking article.
- the composition can be loaded into a rolling medium or wrapper to form a cannabis cigarette or can be loaded into a mounting component of a heat-not-burn smoking device (either by the manufacturer or by the user), such as a cartridge or tube.
- the method step 120 entails loading a rolling medium or wrapper (such as a rolling paper, tube or cone, for example a pre-roll tube or cone) with the composition provided in step 110.
- the filling step can be done manually or done semi- automatically or automatically with rolling media or wrappers sequentially filled via a commercial cigarette filling apparatus.
- the rolling medium or wrapper loaded with the cannabis material composition can be closed at one end thereof (or at both ends thereof, in some implementations) to immobilize the composition into the rolling medium, thereby forming a cannabis cigarette.
- the rolling medium or wrapper may be filled with a mixture including the cannabis material composition as well as other components, such as tobacco leaves or other additives (e.g., burning additives, smokable density additives, cannabis distillate, terpenes, flavonoids, etc., as discussed previously in this text).
- tobacco leaves or other additives e.g., burning additives, smokable density additives, cannabis distillate, terpenes, flavonoids, etc., as discussed previously in this text.
- the method step 120 entails loading the mounting component with the composition provided in step 110.
- step 120 may include loading a weight of the cannabis material composition selected in the range of from about 0.1 g to about 2.5 g (including any value therein, such as about 0.2 g, 0.5 g, 0.6 g, 1.0 g, 1.2 g, 1.5 g, 1.8 g, etc.).
- the smoking article formed by the process 100 comprises from 0.5 g to 1.0 g of the cannabis material, such as 0.6 g.
- FIG. 2A and 2B are non-limiting examples of smoking articles in accordance with different embodiments of this disclosure.
- FIG. 2A shows smoking article 200 that is in the shape of a tube.
- the cannabis material composition 205 is in the interior of the smoking article 200, having been produced by process 100 as described with respect to FIG. 1.
- the smoking article 200 includes a wrapper 210 forming a tube.
- the smoking article may further comprise a filter 215.
- the filter 215 may be used to enhance smoking experience by blocking cannabis residues or solid particles that may be produced upon burning of the cannabis material composition while smoking the smoking article.
- FIG. 2B shows a smoking article 250 that is generally in the shape of a cone.
- the cannabis material composition 205 is in the interior of the smoking article 250, having been produced by process 100 as described with respect to FIG. 1.
- the smoking article 250 includes a wrapper 220 forming a cone.
- the smoking article may also further comprise filter 215.
- the filter 215 can be a paper filter such as a spiral tip paper filter that gives a more even draw than a standard folded or “W” style filter.
- the filter 215 can be a wood or glass tips, which can change the look, feel and “smoke” of a joint. Glass tends to stay cool to the touch and gives a sturdy feel to the crutch. Wood also does not transfer heat as much, so it remains cool. Standard, spiral, glass, or wood tips can be put into a cone- or tubeshaped pre-roll.
- the rolling medium or wrapper 210, 220 may form a smoking article having a length of from about 50 mm to about 300 mm (including any value therein, such as about 55 mm, 60 mm, 65 mm, 70 mm, 75 mm, 80 mm, 85 mm, 90 mm, 95 mm, 100 mm, 105 mm, 110 mm, 115 mm, 120 mm, etc.).
- the wrapper 210, 220 can be made with a material selected from paper, hemp, cordia palm leaf, tendu leaf, flower petal, banana leaves, flax, sisal, rice straw, esparto, and the like, and may be transparent, colored and/or flavored.
- the rolling medium or wrapper 210, 220 may also further include non-toxic colorants, artwork, and/or a non-toxic additive on one of its surfaces (internal or external), such as kief, terpenes, cannabis distillate, and the like.
- the geometry of the smoking article 200, 250 can be adjusted to account for the amount of cannabis material composition loaded therein.
- the smoking article 200, 250 has a length from about 40 mm to about 300 mm, or from about 50 mm to about 140 mm, or from about 60 mm to about 130 mm, or from about 70 mm to about 120 mm, or from about 80 mm to about 110 mm.
- the smoking article 200 has a substantially constant cross-sectional area across its length; for example, the cross-sectional area can correspond to a diameter of from 15 mm to 30 mm.
- the conic smoking article 250 has a variable cross-sectional area across its tapered length with a diameter of, for example, from about 30 to 20 mm on one end and a diameter of, for example, from about 15 to 10 mm on the opposite end.
- forming the smoking article 200, 250 includes densifying the cannabis composition particles in the smoking article. Densification can be achieved by applying pressure (called packing pressure) on the cannabis material composition that is loaded into the rolling medium or wrapper 210, 220, for example. In some embodiments, the pressure is applied on the cannabis material composition once the cannabis material composition entirely fills the rolling medium or wrapper 210, 220. In other embodiments, only a fraction of the rolling medium or wrapper 210, 220 is filled with a portion of the cannabis material composition and the pressure is subsequently applied to densify the portion, and the procedure repeated until the desired length of the rolling medium or wrapper 210, 220 is filled with the cannabis material composition.
- packing pressure pressure
- the packing pressure could be from about 40 psi to about 120 psi, or from about 50 psi to about 110 psi, or from 60 psi to about 100 psi, or from about 70 psi to about 90 psi, or about 85 psi, for example.
- a packing density in a range of from 100 to 400 mg/cm 3 is possible, or from about 200 to 300 mg/cm 3 , or around 250 mg/cm 3 .
- Selection of the particle sizes of the lots used for forming the composition and/or the proportions of the lots used are variables that can be adjusted to achieve various characteristics experienced by a user of the smoking article 200, 250. For example, these variables may be selected based on the desired combustion, burn rate, draw resistance, smoke intensity, etc.
- FIG. 4A shows a flowchart illustrating detailed method sub steps of step 110 in FIG. 1 for forming a composition of cannabis material particles having pre-determined proportions of at least a first and a second particle size lot.
- cannabis particles are provided in separate particle size lots that include at least a first particle size lot and a second particle size lot.
- the first lot and the second lot may include particles that have been separated from the same bulk of cannabis plant material particles or from different bulks.
- At step 460 at least two particle sizes and their proportions are selected so as to obtain a desired characteristic of the resulting smoking article. For example, a pre-determined ratio of the at least first and second lots are chosen to result in the lowest possible porosity across the length of a rolled cannabis cigarette while still retaining sufficient porosity for a minimal draw resistance (or other desired characteristic such as combustion rate, burn rate, smoke intensity, etc.).
- the particles having at least first and second size lots are mixed at step 470 to result in the desired composition of cannabis material in particle form.
- the mixing of step 470 is typically mechanical mixing.
- one or more additives are incorporated into the composition at optional step 475.
- the one or more additives can be incorporated before or during step 460 or step 470 (as shown in FIG. 4A), or at any other step in method 110.
- Step 460 includes selecting pre-determined ratios of at least first and second particle sizes so that the cannabis material composition mixed in step 470 has the desired characteristic, e.g., providing a consistent burn rate when added to rolling medium by having minimal porosity across the length of the resulting cannabis cigarette.
- the cannabis material composition is made up of more than one lot of particle sizes so that when combined, the smaller and larger particles of differing particle sizes together fill a substantial volume percent of the cannabis cigarette, whether a cone or tube. In the case of a tube or cone shape, the cannabis material mixture made up of more than one particle size also leads to a better-shaped tube or cone and visually attractive product. The mix of sizes also results in less variability in the finished cannabis cigarettes in differing batches.
- FIG. 4B shows further possible details of step 410 of providing cannabis particles with a first particle size lot and a second particle size lot.
- a bulk of cannabis particles are received at step 440.
- the received bulk of cannabis particles may have been pulverized or milled to turn the cannabis plant matter into the received bulk of particles.
- this bulk of particles may have been pre-processed or may be processed to obtain particles having a suitable particle size for the desired application.
- the particles when the particles are meant to have at least 90 wt.%, or at least 95 wt.%, or at least 99 wt.%, or 100 wt.% of particles having a size of 2.0 mm and less the received bulk of particles can be sieved to have a batch of particles with a particle size lower than 2.0 mm.
- the (e.g., pulverized) bulk of cannabis particles is passed through a sieve with holes of 2.0 mm. Particles smaller than 2.0 mm are gathered in a pre-processed batch of particles.
- the pre-processed batch of particles are then separated at step 450 to obtain at least two distinct particle size lots.
- the pre-processed batch of particles can be sieved to have a batch of particles with a particle size greater than 1.4 mm and a batch of particles with a particle size smaller than 1 .4 mm.
- the (e.g., pulverized) bulk of cannabis particles is passed through a sieve with holes of 1.4 mm in size. Particles 1.4 mm and larger are gathered in a batch of large-sized particles while the remaining particles pass through the sieve and all have a size less than 1.4 mm.
- sieving the cannabis particles in step 450 includes creating three distinct particle sizes.
- the previously sieved particles with sizes less than 1.4 mm are then passed through a second sieve, this one having holes of 0.5 mm in size. Particles 0.5 mm and larger (and also less than 1.4 mm) are gathered in a batch of mediumsized particles while the remaining particles that pass through this finer sieve all have a size less than 0.5 mm (e.g., are small-sized particles).
- the pulverized cannabis material is sieved to more than three distinct particle size lots.
- Amounts (i.e. , weight) of particles from the particle size lots are then selected and mixed according to steps 460 and 470 of FIG. 4A.
- the first lot and the second lot that are mixed in step 470 may include particles that have been separated from the same bulk of cannabis plant material particles or from different bulks.
- Step 450 of separating the particles is described by sieving, however, other separation processes are also possible.
- step 450 can include electrostatic separation, centrifugal separation, or other separation techniques as is known in the art.
- the sieves described above have been characterized with respect to specific pore sizes (e.g., 0.5 mm, 1.4 mm and 2.0 mm), the reader will readily understand that any other combination of sieves may be suitable in specific implementations of the herein described concept.
- the reader may opt to use a sieve that conforms to one or more of ASTM E11 , AASHTO T-27 & M-27, NIST, ISO 3310-1 , ISO 565/3310-1 and BS410 specifications.
- ASTM E11 AASHTO T-27 & M-27, NIST, ISO 3310-1 , ISO 565/3310-1 and BS410 specifications.
- the following table 1 lists several sieves based on ASTM E11 and ISO 565/3310-1 from which the reader can select a suitable sieve based on the desired application.
- Table 1 Sieve Size Comparison Table [0086] For example, the following table 2 lists several sieves from which the reader can select a suitable sieve based on the desired application.
- the composition may include a polymodal PSD which is formed by mixing a first fraction of particles that passes a sieve having a small pore size, e.g., any one of No. 20 up to No. 40, with a second fraction of particles that is retained by a sieve having a larger pore size, e.g., any one of No. 16 up to No. 6.
- a third fraction could also be mixed to form the composition and be characterized as being retained by the first sieve and as passing the second sieve selected therefrom.
- the composition formed using the steps in FIGS. 4A and 4B can have pre-determined proportions of the first and second lot of particles at least based on a desired property of the composition (e.g., porosity, packaging density, etc.).
- a desired property of the composition e.g., porosity, packaging density, etc.
- the composition can proceed to subsequent steps required for commercialization; for example, the composition can be packaged in ready-to-use single packages or can be packaged in multiple-use packages for the user to load into any desired smoking article.
- steps 460 and 470 results in a cannabis material composition having a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, where the pores of the first sieve are smaller than the pores of the second sieve.
- the cannabis material composition may further include a third fraction of particles that passes through the second sieve and is retained by the first sieve.
- the amount of the first fraction of particles can be selected based on the amount of the second fraction of particles and vice versa. In some embodiments, the amount of the first fraction of particles can be selected based on the amount of the third fraction of particles and vice versa. In some embodiments, the amount of the second fraction of particles can be selected based on the amount of the third fraction of particles and vice versa.
- the relative amounts of the various fractions of particles can be selected based on a predetermined ratio.
- the first fraction can represent less than about 70 wt.%, the weight being expressed relative to a weight of the cannabis material composition, e.g., from about 20 wt.% to about 60 wt.%, or from about 20 wt.% to about 30 wt.%.
- the second fraction can represent at least about 10 wt.%, the weight being expressed relative to a weight of the total cannabis material composition, e.g., from about 10 wt.% to about 50 wt.%, or from about 20 wt.% to about 30 wt.%.
- the third fraction can represent at least about 10 wt.%, the weight being expressed relative to a weight of the total cannabis material composition, e.g., from about 30 wt.% to about 60 wt.%, or from about 50 wt.% to 60 wt.%.
- the pores of the first sieve may have a size of 0.5 mm and the pores of the second sieve may have a size of 1 .4 mm.
- the first fraction of particles will have a size of less than 0.5 mm and the second fraction of particles will have a size larger than 1.4 mm.
- the third fraction of particles will have a size larger than 0.5 mm and smaller than 1.4 mm.
- the predetermined ratio can include less than about 70 wt.%, e.g., from about 20 wt.% to about 60 wt.%, or from about 20 wt.% to about 30 wt.%, of particles having a size of less than 0.5 mm; at least about 10 wt.%, e.g., from about 10 wt.% to about 50 wt.% or from about 20 wt.% to about 30 wt.%, of particles having a size of from above 1 .4 mm to 2.0 mm; and at least about 10 wt.%, or from about 50 wt.% to 60 wt.% of particles having a size of from above 0.5 to 1.4 mm.
- the predetermined ratio can include from about 20 wt.% to about 30 wt.% of particles having a size of from above 1 .4 mm to 2.0 mm, from about 50 wt.% to about 60 wt.% of particles having a size of from above 0.5 to 1.4 mm, and of about 20 wt.% of particles having a size of less than 0.5 mm.
- FIG. 3A shows the results of smoking articles 310 that were loaded with 0.6g of a cannabis composition in particle form that includes a controlled polymodal PSD including a 20- 60-20 size distribution. More particularly, the composition includes a first lot of particles that pass a 2.0 mm sieve and that are retained by a 1.4 mm sieve (PSD 1.4 - 2.0 mm) representing 20 wt.% relative to the total weight of the composition, a second lot of particles that pass a 1.4 mm sieve and that are retained by a 0.5 mm sieve (PSD of 0.5 - 1.4 mm) representing 60 wt.% relative to the total weight of the composition, and a third lot of particles that pass a 0.5 mm sieve (PSD ⁇ 0.5 mm) representing 20 wt.% relative to the total weight of the composition.
- PSD 1.4 - 2.0 mm representing 20 wt.% relative to the total weight of the composition
- PSD of 0.5 - 1.4 mm a 0.5 mm sieve
- FIG. 3B shows two smoking articles 320 having the same weight of a cannabis composition in particle form that includes an uncontrolled PSD, i.e. , the bulk of cannabis material in particle form was not separated into different lots and reconstituted to form a controlled polymodal composition.
- the two experimental smoking articles 320 have appearances and widths that differ from each other. Further, while the total length of the smoking articles 310 (10 + 20 + 30) is the same as that one of the smoking articles 320 (10’ + 20’ + 30’), the tips 30 remaining after filling the smoking articles 310 and closing the apertures thereof are shorter than the corresponding tips 30’ on the smoking articles 320, which is indicative that the composition used to load the smoking articles 320 is too compact (too dense). Further, the filled smoking articles 320 has a length L2 which is too short compared to the length L1 of the smoking articles 310, again being indicative that the composition used to load the smoking articles 320 is too compact (too dense).
- Table 3 summarizes the results obtained in the controlled size distribution trial using an automated pre-roll cone filling CME machine (Colin Mear Engineering limited, England) operating under manufacturer recommended settings.
- the rate represents the number of cones produced per minute and with a reduced fail rate (under 25%).
- the terms “around”, “about” or “approximately” shall generally mean within the error margin generally accepted in the art. Hence, numerical quantities given herein generally include such error margin such that the terms “around”, “about” or “approximately” can be inferred if not expressly stated.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Botany (AREA)
- Mycology (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The present disclosure relates to a cannabis plant material composition in particle form, comprising a polymodal particle size distribution (PSD) comprising a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, wherein a pore size of the first sieve is < a pore size of the second sieve, as well as methods of making same. This composition can be used for loading into a smoking article.
Description
CANNABIS COMPOSITIONS IN PARTICLE FORM FOR SMOKING ARTICLES
CROSS-REFERENCE TO RELATED APPLICATION
[0001] The present application claims the benefit of U.S. provisional patent application serial number 63/120081 filed on December 1 , 2020. The contents of the above-referenced document are incorporated herein by reference in their entirety.
TECHNICAL FIELD
[0002] This application generally relates to cannabis compositions in particle form for loading into smoking articles.
BACKGROUND
[0003] Upon stage-wise legalization of cannabis-based consumer products in Canada and eventually in various other areas in the world, industrial scale production and accessibility to a wide variety of forms have accelerated in order to fulfill emerging demands.
[0004] Although there are different methods of consuming cannabis-based consumer products (e.g., oral ingestion, topical administration orvaping the cannabis oil), smoking is still the preferred mode of consuming cannabis. Typically, cannabis material is reduced to a particulate form, loaded into a rolling medium (typically a rolling tube, cone, or wrapper) to obtain a cannabis cigarette. The cannabis cigarette is then lit and resulting smoke is inhaled by the user.
[0005] Reducing the cannabis material to particles often occurs in an industrial setting by milling. Milling cannabis with no further downstream processing prior to loading into a rolling medium, results in a mixture of particles that is not uniform and with a wide range of particle shapes and sizes. Such a non-uniform mix of particles, when loaded into the rolling medium, will not burn consistently due non-uniform distribution of the particles as well as voids and porosities created along the length of the cannabis cigarette. Such variability can in turn negatively affect the user experience. Although milling cannabis followed by sieving the resulting particles to a specific particle size range could at least in part alleviate the problem, sieving to include only small particle size ranges to reduce voids and porosities results in considerable waste of cannabis material, reducing production yields and increasing costs.
SUMMARY
[0006] This Summary is provided to introduce a selection of concepts in a simplified form that are further described below in the Detailed Description. This Summary is not intended to identify key aspects or essential aspects of the claimed subject matter.
[0007] The present inventors have recognized that it is desirable to obtain cannabis compositions in particle form for loading into smoking articles that would at least partially alleviate the disadvantages discussed above.
[0008] As embodied and broadly described herein, the present disclosure relates to a cannabis plant material composition in particle form, comprising a polymodal particle size distribution (PSD) comprising a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, wherein a pore size of the first sieve is < a pore size of the second sieve.
[0009] Implementations of the composition can include one or more of the following features:
• the first fraction can represent less than 70 wt.% relative to a total weight of the composition.
• the first fraction can represent at least 20 wt.% relative to a total weight of the composition.
• the second fraction can represent at least 20 wt.% relative to a total weight of the composition.
• the first fraction of particles can pass through a 0.5 mm sieve.
• the second fraction of particles can be retained by a 1.4 mm sieve.
• the PSD can further comprise a third fraction of particles that passes through the second sieve and is retained by the first sieve.
• the third fraction can represent at least 20 wt.% relative to a total weight of the composition.
• the third fraction of particles can pass through the 1.4 mm sieve and can be retained by the 0.5 mm sieve.
• at least 90 wt.% of the composition particles pass through a 2.0 mm sieve.
• at least 50% of the composition particles are retained at the 2.0 mm screen, preferably from 50% to about 80% of the composition particles are retained at the 2.0 mm screen.
• the particles are made from cannabis trim, cannabis flower, cannabis kief, or any combination thereof.
• the composition can further comprise one or more additional component.
• the one or more additional component can be substantially homogenously distributed throughout the composition.
• the one or more additional component can comprise one or more cannabinoid(s), one or more terpene(s), one or more flavonoid(s), water, one or more flavoring agent(s), one or more non-toxic coloring agent(s), or any combinations thereof.
[0010] As embodied and broadly described herein, the present disclosure also relates to a smoking article comprising the cannabis material as described herein.
[0011] Implementations of the smoking article can include one or more of the following features:
• can be a cannabis cigarette comprising the cannabis material loaded into a rolling medium.
• can have a form of a tube or a cone.
• can have a length of from about 40 mm to about 300 mm.
• can comprise a cross-section having a diameter of from 15 mm to 30 mm.
• can be a heat-not-burn smoking device.
• can comprise from about 0.5 g to about 2.5 g of the cannabis plant material composition.
[0012] As embodied and broadly described herein, the present disclosure also relates to a method of manufacturing a cannabis smoking article, the method comprising a) providing the cannabis plant material composition in particle form as described herein and b) loading the composition into the smoking article.
[0013] Implementations of the smoking article can include one or more of the following features:
• the step a) can further comprise blending a first lot of cannabis particles corresponding to the first fraction of particles with a second lot of cannabis particles corresponding to the second fraction of particles to obtain the composition in particle form.
• the first lot and the second lot of particles can be separated from one bulk of cannabis material in particle form.
• the first lot and the second lot of particles can be separated from different bulks of cannabis material in particle form.
• separation can be performed with mesh sieving, electrostatic separation, or centrifugation.
• can further comprise pulverizing cannabis plant material to obtain the bulk(s) of cannabis plant material in particle form.
• prior to pulverizing the cannabis plant material, the cannabis plant material can be processed to remove cannabis plant stems therefrom.
• the cannabis plant material can include cannabis trim, cannabis flower, or any combination thereof.
• the smoking article can be a rolling medium to form a cannabis cigarette.
• the rolling medium can be a pre-roll tube or cone.
• the step b) can further comprise packing the cannabis material composition into the rolling medium with a packing pressure of from about 40 psi to about 120 psi.
• the packing pressure can be of about 85 psi.
• the packing pressure can be obtained with an automated tamper configured for insertion in the rolling medium forming the cannabis cigarette.
• the rolling medium can include an upper portion defining an upper aperture through which the cannabis material is incorporated, and the method can further comprise joining the upper portion to close off the upper aperture.
• the joining can be obtained by twisting the upper portion along a longitudinal axis of the rolling medium.
• the method can further comprise tipping the cannabis cigarette with a filter at a bottom end of the rolling medium.
• the method can further comprise weighting the cannabis cigarette to determine whether the cannabis cigarette has a pre-determined weight.
• the smoking article can be a heat-not-burn device and the composition is loaded into a mounting component of the device.
• the composition can comprise a first amount of the first fraction of particles and a second amount of the second fraction of particles.
• the first amount can be different from the second amount.
• the first amount can be selected based on the second amount.
[0014] All features of exemplary embodiments which are described in this disclosure and are not mutually exclusive can be combined with one another. Elements of one embodiment can be utilized in the other embodiments without further mention. Other aspects and features of the present invention will become apparent to those ordinarily skilled in the art upon review of the following description of specific embodiments in conjunction with the accompanying Figures.
BRIEF DESCRIPTION OF THE DRAWINGS
[0015] A detailed description of specific exemplary embodiments is provided herein below with reference to the accompanying drawings in which:
[0016] FIG. 1 is a non-limiting flowchart of a method for manufacturing a cannabis smoking article in accordance with an embodiment of the present disclosure.
[0017] FIGs. 2A-2B are non-limiting examples of smoking article representations in accordance with an embodiment of the present disclosure.
[0018] FIGs. 3A and 3B are non-limiting examples of smoking article made with a cannabis composition in accordance with an embodiment of the present disclosure.
[0019] FIGs. 4A and 4B are non-limiting flowchart of a method for manufacturing a cannabis composition in accordance with an embodiment of the present disclosure.
[0020] In the drawings, exemplary embodiments are illustrated by way of example. It is to be expressly understood that the description and drawings are only for the purpose of illustrating certain embodiments and are an aid for understanding. They are not intended to be a definition of the limits of the invention.
DETAILED DESCRIPTION
[0021] The present technology is explained in greater detail below. This description is not intended to be a detailed catalog of all the different ways in which the technology may be implemented, or all the features that may be added to the instant technology. For example, features illustrated with respect to one embodiment may be incorporated into other embodiments, and features illustrated with respect to a particular embodiment may be deleted from that embodiment. In addition, numerous variations and additions to the various embodiments suggested herein will be apparent to those skilled in the art considering the instant disclosure
which variations and additions do not depart from the present technology. Hence, the following description is intended to illustrate some embodiments of the technology, and not to exhaustively specify all permutations, combinations, and variations thereof.
[0022] The present inventors have discovered that using a cannabis plant material composition in particle form comprising a controlled particle size distribution (PSD) having a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, wherein a pore size of the first sieve is < a pore size of the second sieve provides unexpected and surprising benefits. Particularly when the composition has pre-determined proportions of the at least two fractions of particles.
[0023] Without being bound by any theory, it is believed that the herein described composition having such controlled polymodal PSD may provide a more consistent burning rate that may be due to an optimized packing density in the smoking article. Alternatively, or additionally, loading a cannabis plant material composition having such controlled polymodal PSD into a rolling medium to form a cannabis cigarette may provide a visually more consistent and attractive product, especially when such loading is implemented at an industrial scale with the use of automated or semi-automated equipment. More visual appearance consistency between products made in the same batch as well as inter-batch may also be obtained. Further, the method of manufacture described herein may result in substantially fewer quality failures (e.g., based on pre-determined weight of the smoking article loaded with the composition, appearance of the smoking article, etc.) and/or reduced reduce waste materials during manufacturing of a smoking article such as a cannabis cigarette, which is advantageous in the context of large-scale industrial production. The reduction of waste materials during manufacturing can be afforded with the process described herein in that, for example, this process allows the use of various sources of plant material such as kief, trim, bud, flowers, which leads to less wasted materials that would require disposal thereof in other circumstances where one would not use some or all of those parts of the cannabis plant.
[0024] In some embodiments, the herein described approach may advantageously offer consistent and controlled PSD, which may also improve the use of volumetric dispensing/filling to achieve weight accuracy.
[0025] In some embodiments, the herein described approach may advantageously offer the ability to generate a composition having from about 50 wt.% to about 80 wt.% of particles within
a 0.6 mm range, while minimizing fine particles. Such allows the person of skill the control to select a desired PSD.
Compositions of cannabis material in particle form
[0026] The composition of the present disclosure comprises cannabis plant material in particle form.
[0027] As used herein, the term “Cannabis” generally refers to a genus of flowering plants that includes a number of species. There are three different species that have been recognized, namely Cannabis sativa, Cannabis indica and Cannabis ruderalis. Hemp, or industrial hemp, is a strain of the Cannabis sativa plant species that is grown specifically for the industrial uses of its derived products. Hemp has lower concentrations of the cannabinoid tetrahydrocannabinol (THC) and higher concentrations of the cannabinoid cannabidiol (CBD), which decreases or eliminates its psychoactive effects.
[0028] As used herein, the term “cannabis plant(s)”, encompasses wild type Cannabis and also variants thereof, including cannabis chemovars (or “strains”) that naturally contain different amounts of the individual cannabinoids. For example, some Cannabis strains have been bred to produce minimal levels of THC, the principal psychoactive constituent responsible for the high associated with it and other strains have been selectively bred to produce high levels of THC and other psychoactive cannabinoids. Cannabis plants produce a unique family of terpeno-phenolic compounds called cannabinoids, some of which produce the “high” one experiences from consuming marijuana.
[0029] As used herein, the term “cannabis plant material” refers to any part of the plant such as cannabis trim, cannabis flower (also called “cannabis bud”), cannabis kief, or any combination thereof. The plant material can be processed by removing any plant stems. The resulting cannabis material with stems removed can include both flower and trim, only cannabis trim or only cannabis flowers.
[0030] As used herein, the term “cannabis kief” refers to isolated cannabis trichomes, namely trichomes that have been separated from cannabis plant material plant using any method known in the art. For example, and without wishing to be limiting in any manner, the isolated cannabis trichomes may be obtained by a chemical separation method or may be separated by manual processes like dry sifting or by water extraction methods. Such methods are known in the art, and
as such will not be further described here. Because of inherent limitations to existing separation methods, some plant matter or other foreign matter can be present in cannabis kief.
[0031] As used herein, the term “cannabis trim” generally refers to excess leaves a cultivator trims from the plants. For example, there are two types of leaves that are trimmed from cannabis buds; sugar leaves, which are smaller one-fingered leaves close to the bud, and fan leaves, which are larger multi-fingered leaves. Trimming of the cannabis can occur either before or after harvest of the plants. If done before, the trimming process maximizes the cannabis plant’s bloom, yielding more desirable crystals. That is, a good trim will get the grower a bigger, higher quality plant yield. If trimming is carried out post-harvest, the appearance and odor of the buds are improved, and the lower leaf quantity makes the resulting plant matter “smoother” to smoke or vaporize. Because of inherent limitations to existing separation methods, some plant matter or other foreign matter can be present in cannabis trim.
[0032] Typically, cannabis plant material composition in particle form can be obtained by processing cannabis plant material of a certain size to reduce into pieces that are smaller than the original size. For example, such processing may include a pulverization process, such as comminution, crushing, or grinding, which apply an external force to reduce particles from an initial size to a smaller size. Examples of such external forces may include but is not limited to compression (e.g., where at least two working surfaces approach each other slowly, pressurizing the plant material uniformly, and crush same), impact (e.g., where a high-speed impactor such as a hammer or a ball impacts the plant material, or plant material collides with itself at high speed to cause crushing), shear (e.g., where plant material is cut into small pieces by a wedge, such as a cutter), and friction (e.g., where plant material is caught between two or more working surfaces that move relative to each other, and the movement of the working surfaces produces friction between the plant material and the working surfaces, and small pieces are scraped off from the plant material surface one after another). In some implementations, by applying compressive force and shear force to particles frictionally, fine powder is gradually produced from the particle surface, which can be suitable for ultra-fine pulverization.
[0033] The composition of the present disclosure includes cannabis plant material composition in particle form includes a controlled polymodal particle size distribution (PSD), in other words it has more than one mode which is designed on purpose.
[0034] As used herein, the term “mode” refers to the most commonly occurring size in a particle population. It is the peak position on the frequency distribution curve. This frequency distribution curve is a straightforward figure for strictly monomodal (having only one peak) particle populations. When the particle composition includes a mixture of more than one particle population, this is when the composition is characterized as having a “polymodal” PSD - in other words, the particle population is a mixture of at least two fractions where each fraction has its own mode.
[0035] As used herein, the term “particle-size distribution” or “PSD” is a list of values that defines the relative amount, typically by mass, of particles present according to size. The way PSD is determined in the present disclosure is where powder is separated on sieves of different sizes. For example, a composition that includes 90 wt.% of particles that pass a 0.5 mm sieve indicates that 90 wt.% of the particles have a size which is smaller than 0.5 mm and 10 wt.% of the particles have a size larger than 0.5 mm. For example, a composition that includes 20 wt.% of particles that are retained by a 1.4 mm sieve indicates that 20 wt.% of the particles have a size which is larger than 1 .4 mm and 80 wt.% of the particles that have a size smaller than 1 .4 mm.
[0036] For example, in some embodiment, the composition of the present disclosure includes a polymodal particle size distribution (PSD) comprising a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, wherein a pore size of the first sieve is < a pore size of the second sieve.
[0037] For example, in some embodiment, the composition of the present disclosure includes a polymodal PSD comprising a first fraction of particles that passes through a 0.5 mm sieve and a second fraction of particles that is retained by a 1.4 mm sieve. For example, in some embodiment, the first fraction represents less than 60 wt.% relative to a total weight of the composition. For example, in some embodiment, the first fraction represents at least 20 wt.% relative to a total weight of the composition. For example, in some embodiment, the second fraction represents at least 20 wt.% relative to a total weight of the composition. For example, in some embodiment, the composition further includes a third fraction of particles that passes through the 1.4 mm sieve and is retained by the 0.5 mm sieve. For example, in some embodiment, the third fraction represents at least 20 wt.% relative to a total weight of the composition. For example, in some embodiment, the composition of the present disclosure includes at least 90 wt.% of particles that pass a 2.0 mm sieve.
[0038] Typically, the herein described controlled polymodal PSD of the composition can be obtained by blending different lots of cannabis particles each having a different particle size mode to form a mixture. When starting from different lots of cannabis particles, one can customize the different properties of the composition (e.g., porosity, filing power, packing density, etc.) by optimizing the weight ratios of the different lots of cannabis particles that are blended into the composition.
[0039] For example, a cannabis particles lot having a specific particle size mode can be obtained by separating particles from a bulk cannabis plant material according to known techniques in the art. For example, one can separate particles from a bulk cannabis plant material by sieving with a sieve having a specific pore size. Sieving is a simple technique for separating particles of different sizes. Depending upon the types of particles to be separated, sieves with different types of holes are used. A sieve typically uses a woven screen such as a mesh or net or metal. Other separation processes are also possible. For example, separating the particles can include electrostatic separation, centrifugal separation, or other separation techniques as is known in the art. For example, a pulverized bulk of cannabis plant material can be separated to obtain at least a first lot of particles with a particle size greater than 1 .4 mm and a second lot of particles with a particle size smaller than 1 .4 mm.
[0040] For example, different cannabis particles lots each having a specific particle size mode can be obtained by separating particles from the same or different bulk(s) of cannabis plant material. When starting from different bulks of cannabis plant material, one can advantageously use different cannabis strains or different parts of a cannabis plant in making the composition in particle form. The ability to use different cannabis strains may also offer the ability to tune the psychoactive and/or entourage effect obtained by consuming the composition. The mixing of cannabis plant strains may also allow adjustment of the final concentration of a component of the composition, for example but not limited to the cannabinoid content and/or terpene content. Additionally, use of more than one strain allows for improved product and waste management - important in commercial production.
[0041] Independently of whether each cannabis particle lot is obtained from the same or different bulk cannabis material in particle form, the composition can be designed by combining the different particle size lots to form a composition having a controlled polymodal PSD.
[0042] In some embodiments, the cannabis plant material composition according to the present disclosure may also comprise one or more additional component.
[0043] In some embodiments, the one or more additional component may be added to alter the characteristics of the composition, such as cannabinoid content, potency, entourage effect, odor, color, and the like.
[0044] In some embodiments, the one or more additional component may be incorporated during the process to produce the composition and thus may be substantially homogeneously distributed throughout the composition. By “substantially homogeneously distributed”, it is meant that the amount of the one or more additional component is uniform throughout the composition.
[0045] The one or more additional component may be any suitable food grade and/or non-toxic composition or component known in the art. As will be recognized by those of skill in the art, the toxicity of each type of additional component may be dependent on the method of consumption of the composition. For example, in applications where smoke I vapor produced by composition is to be inhaled, suitable additional components may include, but are not limited to one or more cannabinoid, one or more terpene (also referred to herein as a “terpene blend”), one or more flavonoid, or any combination thereof.
[0046] The one or more additional component may be a cannabinoid. As used herein, the term “cannabinoid” generally refers to any chemical compound that acts upon a cannabinoid receptor such as CB1 and CB2. A cannabinoid may include endocannabinoids (produced naturally by humans and animals), phytocannabinoids (found in cannabis and some other plants), and synthetic cannabinoids (manufactured artificially). Examples of phytocannabinoids include, but are not limited to cannabichromene (CBC), cannabichromanon (CBCN), cannabichromevarin (CBCV), cannabidiol (CBD), cannabidiolic acid (CBDA), cannabidiorcol (CBD-C1), cannabidiol- C4 (CBD-C4), cannabidiol monomethylether (CBDM), cannabidivarin (CBDV), cannabielsoin (CBE), cannabifuran (CBF), cannabigerolic acid (CBGA), cannabigerol (CBG), cannabigerol monomethylether (CBGM), cannabigerovarin (CBGV), cannabicyclol (CBL), cannabicyclovarin (CBLV), cannabinol (CBN), cannabiorcol (CBN-C1), cannabinol-C2 (CBN-C2), cannabinol-C4 (CBN-C4), cannabinodiol (CBND), cannabinol methylether (CBNM), cannabinol propyl variant (CBNV), cannabitriol (CBO), 8,9-dihydroxy-delta-6a-tetrahydrocannabinol, cannabiripsol (CBR), cannabicitran (CBT), cannabitriol, cannabitriolvarin (CBTV), ethoxy-cannabitriolvarin (CBTVE), cannabivarin (CBV), cannabinodivarin (CBVD), 10-ethoxy-9hydroxy-delta-6a-
tetrahydrocannabinol, tetrahydrocannabinol (THC), tetrahydrocannabinolic acid (THCA), A9- tetrahydrocannabinolic acid A (THCA-A), delta-9-cis-tetrahydrocannabinol (cis-THC), A6a,10a- Tetrahydrocannabinol (A6a,10a-THC), delta-8-tetrahydrocannabinol (A8-THC), delta-9- tetrahydrocannabinol (A9-THC), trihydroxy-delta-9-tetrahydrocannabinol (triOH-THC), delta-9- tetrahydrocannabinolic acid A (THCA-A), delta-9-tetrahydrocannabionolic acid B (THCA-B), delta-9-tetrahydrocannabinolic acid-C4 (THCA-C4), delta-9-tetrahydrocannabinol-C4, A9- Tetrahydrocannabutol (A9-THCB), A9-Tetrahydrocannabiphorol (A9-THCP), delta-9- tetrahydrocannabivarin (THCV), tetrahydrocannabivarinic acid (THCVA), A8- Tetrahydrocannabivarin (A8-THCV), 10-oxo-delta-6a-tetrahydrocannabionol (OTHC), delta-7-cis- iso tetrahydrocannabivarin, dehydrocannabifuran (DCBF), 3,4,5,6-tetrahydro-7-hydroxy-alpha- alpha-2-trimethyl-9-n-propyl-2, 6-methano-2H-1-benzoxocin-5-methanol (OH-iso-HHCV), and derivatives thereof. Examples of synthetic cannabinoids include, but are not limited to, naphthoylindoles, naphthylmethylindoles, naphthoylpyrroles, naphthylmethylindenes, phenylacetylindoles, cyclohexylphenols, tetramethylcyclopropylindoles, adamantoylindoles, indazole carboxamides, and quinolinyl esters.
[0047] Cannabidiol (CBD) means one or more of the following compounds: A2-cannabidiol, A5- cannabidiol (2-(6-isopropenyl-3-methyl-5-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); A4- cannabidiol (2-(6-isopropenyl-3-methyl-4-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); A3- cannabidiol (2-(6-isopropenyl-3-methyl-3-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); A3, 7- cannabidiol (2-(6-isopropenyl-3-methylenecyclohex-l-yl)-5-pentyl-l,3-benzenediol); A2- cannabidiol (2-(6-isopropenyl-3-methyl-2-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); A1- cannabidiol (2-(6-isopropenyl-3-methyl-l-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); and A6- cannabidiol (2-(6-isopropenyl-3-methyl-6-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol). In a preferred embodiment, and unless otherwise stated, CBD means A2-cannabidiol.
[0048] Tetrahydrocannabinol (THC) means one or more of the following compounds: A8- tetrahydrocannabinol (A8-THC), A9-cis-tetrahydrocannabinol (cis-THC), A9- tetrahydrocannabinol (A9-THC), A10-tetrahydrocannabinol (A10-THC), A9-tetrahydrocannabinol- C4 (THC-C4), A9-tetrahydrocannabinolic acid-C4 (THCA-C4), synhexyl (n-hexyl-A3THC). In a preferred embodiment, and unless otherwise stated, THC means one or more of the following compounds: A9-tetrahydrocannabinol and A8-tetrahydrocannabinol. In another preferred embodiment, THC means A9-tetrahydrocannabinol.
[0049] A cannabinoid may be in an acid form or a non-acid form, the latter also being referred to as the decarboxylated form since the non-acid form can be generated by decarboxylating the acid form. Within the context of the present disclosure, where reference is made to a specific cannabinoid, the cannabinoid can be in its acid or non-acid form or be a mixture of both acid and non-acid forms.
[0050] The cannabinoid may be extracted from any suitable source material including, but not limited to, cannabis or hemp plant material (e.g., flowers, seeds, and trichomes) or may be manufactured artificially (for example cannabinoids produced in yeast, as described in WO WO2018/148848). Cannabinoids can be extracted from a cannabis or hemp plant material according to any procedure known in the art. For example and without wishing to be limiting, a “crude extract” containing a cannabinoid may be obtained by extraction from plant materials using for example aliphatic hydrocarbons (such as propane, butane), alcohols (such as ethanol), petroleum ether, naphtha, olive oil, carbon dioxide (including supercritical and subcritical CO2), chloroform, or any combinations thereof. Optionally, the crude extract may then be “winterized”, that is, extracted with an organic solvent (such as ethanol) to remove lipids and waxes (to produce a “winterized extract”), as described for example in US 7,700,368, US 2004/0049059, and US 2008/0167483, which are each herein incorporated by reference in their entirety. Optionally, the method for obtaining the cannabinoid may further include purification steps such as a distillation step to further purify, isolate or crystallize one or more cannabinoids, which is referred to in the art and herein as a “distillate”; US 2016/0346339, which is incorporated herein by reference, describes a process for extracting cannabinoids from cannabis plant material using solvent extraction followed by filtration, and evaporation of the solvent in a distiller to obtain a distillate. The distillate may be cut with one or more terpenes. The crude extract, the winterized extract or the distillate may be further purified, for example using chromatographic and other separation methods known in the art, to obtain an “isolate”. Cannabinoid extracts may also be obtained using solvent-less extraction methods; for example, cannabis plant material may be subjected to heat and pressure to extract a resinous sap (“rosin”) containing cannabinoids; methods for obtaining rosin are well-known in the art.
[0051] The one or more additional component may also be a terpene. As used herein, the term “terpene” generally refers to a class of chemical components comprised of the fundamental building block of isoprene, which can be linked to form linear structures or rings. Terpenes may include hemiterpenes (single isoprenoid unit), monoterpenes (two units), sesquiterpenes (three units), diterpenes (four units), sesterterpenes (five units), triterpenes (six units), and so on. At
least some terpenes are expected to interact with, and potentiate the activity of, cannabinoids. For example, terpenes originating from cannabis plant may be used, including but not limited to aromadendrene, bergamottin, bergamotol, bisabolene, borneol, 4-3-carene, caryophyllene, cineole/eucalyptol, p-cymene, dihydroj asmone, elemene, farnesene, fenchol, geranylacetate, guaiol, humulene, isopulegol, limonene, linalool, menthone, menthol, menthofuran, myrcene, nerylacetate, neomenthylacetate, ocimene, perillylalcohol, phellandrene, pinene, pulegone, sabinene, terpinene, terpineol, 4-terpineol, terpinolene, and derivatives thereof. Additional examples of terpenes include nerolidol, phytol, geraniol, alpha-bisabolol, thymol, genipin, astragaloside, asiaticoside, camphene, beta-amyrin, thujone, citronellol, 1 ,8-cineole, cycloartenol, hashishene, and derivatives thereof. Further examples of terpenes are discussed in US Patent Application Pub. No. US2016/0250270, which is herein incorporated by reference in its entirety for all purposes. The composition may comprise from about 0.5 wt.% to about 15 wt.% terpene, for example up to about 15 wt.%, or up to about 10 wt.%, or up to about 5 wt.%, or up to about 4 wt.%, or up to about 3 wt.%, or up to about 2 wt.%, or up to about 1 wt.%.
[0052] The one or more additional component may also be a flavonoid. The term “flavonoid” as used herein refers to a group of phytonutrients comprising a polyphenolic structure. Flavonoids are found in diverse types of plants and are responsible for a wide range of functions, including imparting pigment to petals, leaves, and fruit. For example, flavonoids originating from a cannabis plant may be used, including but not limited to: apigenin, cannflavin A, cannflavin B, cannflavin C, chrysoeril, cosmosiin, flavocannabiside, homoorientin, kaempferol, luteolin, myricetin, orientin, quercetin, vitexin, and isovitexin.
[0053] The one or more additional component may be a flavoring agent. Any suitable flavoring agent known in the art may be used. For example, and without wishing to be limiting, the flavoring agent may be selected from the group consisting of extracts of cinnamon, monk fruit, cucumber, mint, orange, lime, citrus, cookie dough, chocolate, vanilla, jasmine, lychee, almond, banana, grape, pear, pineapple, pine, oak, apple, pumpkin, grapefruit, watermelon, cotton sugar, durian, longan, taro, sapote, toffee nut, caramel, lotus, mango, mangosteen, coconut, coffee, strawberry, passion fruit, blueberry, raspberry, kiwi, walnut, cocoa, cherimoya, custard apple, papaya, fig, plum, nectarine, peaches, guava, honeydew, jackfruit, kumquat, loquat, palm, pomelo, persimmon, quince, and tamarind, or any combinations thereof. Other examples of suitable flavoring agents include, but are not limited to, mint oils, Wintergreen, clove bud oil, cassia, sage, parsley oil, marjoram, lemon, orange, propenyl guaethol, heliotropine, 4-cis-heptenal, diacetyl, methyl-p-tert-butyl phenyl acetate, methyl salicylate, ethyl salicylate, 1 -menthyl acetate, oxanone,
a-irisone, methyl cinnamate, ethyl cinnamate, butyl cinnamate, ethyl butyrate, ethyl acetate, methyl anthranilate, iso-amyl acetate, iso-amyl butyrate, allyl caproate, eugenol, eucalyptol, thymol, cinnamic alcohol, octanol, octanal, decanol, decanal, phenylethyl alcohol, benzyl alcohol, a-terpineol, linalool, limonene, citral, neral, geranial, geraniol nerol, maltol, ethyl maltol, anethole, dihydroanethole, carvone, menthone, beta -damascenone, ionone, gamma -decalactone, gamma -nonalactone, y-undecalactone, and any combinations thereof.
[0054] The one or more additional component may be a coloring agent (also called “colorant”). Any suitable coloring agent known in the art may be used. For example, and without wishing to be limiting, the coloring agent may be any suitable food grade and/or non-toxic colorant or coloring agent known in the art.
[0055] The reader will readily understand that in embodiments of the present disclosure, the one or more additional component may include a combination of any one of the above examples of additional components.
[0056] The composition of the present disclosure may be loaded into a rolling medium or wrapper to form a smoking article, for example a cannabis cigarette in the form of tube or cone. For example, the rolling medium or wrapper may be a pre-roll tube or cone (which requires loading the composition through an opening at one thereof) or may be a rolling tube or cone which requires rolling the material to enclose the composition. Cones mimic a funnel, with a larger opening for packing and a smaller opening for inhaling, allowing for a different type of air flow than a tube. A tube, on the other hand, has substantially the same diameter on the opening as it does on the mouthpiece, which mimics the cigarette type of air flow. It will be apparent that such loading may be performed at the manufacturing site or by an end-user. The rolling medium or wrapper may be any suitable rolling medium or wrapper known in the art. The rolling medium or wrapper can be made with a material such as paper, hemp, cordia palm leaf, tendu leaf, flower petal, banana leaves, flax, sisal, rice straw, esparto, and the like, and may be transparent, colored and/or flavored. When desired, the rolling medium or wrapper may also further include an additive on one of its surfaces (internal or external), such as kief, terpenes, cannabis distillate, and the like.
[0057] In such embodiments, the rolling medium or wrapper when rolled with the composition of the present disclosure may have a length that is approximately that one of a standard cannabis cigarette length. For example, the length may be from about 40 mm to about 300 mm, such as 40
mm to about 300 mm, or from about 50 mm to about 140 mm, or from about 60 mm to about 130 mm, or from about 70 mm to about 120 mm, or from about 80 mm to about 110 mm. In tubular embodiments, the rolling medium or wrapper when rolled with the composition of the present disclosure has a substantially constant cross-sectional area across its length; for example, the cross-sectional area can correspond to a diameter of from 15 mm to 30 mm. In conic smoking embodiments, the rolling medium or wrapper when rolled with the composition of the present disclosure has a variable cross-sectional area across its tapered length with a diameter of, for example, from about 30 to 20 mm on one end and a diameter of, for example, from about 15 to 10 mm on the opposite end.
[0058] The composition of the present disclosure may be mounted to a smoking device, for example to a heat-not-burn device. Such devices are known in the art and one aim of such heated smoking articles is to reduce known harmful smoke constituents of the type produced by the combustion and pyrolytic degradation of smoking material in conventional cannabis cigarettes. Typically, in heat-not-burn device, an aerosol is generated by the transfer of heat from a heat source to a physically separate aerosol-forming substrate or material, which may be located within, around or downstream of the heat source. During smoking, volatile compounds are released from the aerosol-forming substrate by heat transfer from the heat source and entrained in air drawn through the smoking article. As the released compounds cool, they condense to form an aerosol that is inhaled by the user. Examples of heat-not-burn devices which may be suitable for mounting the composition of the present disclosure are the Omura™ (Omura), iQOS™ (Philip Morris International), Gio™ (British American Tobacco), and PAX™ (PAX Labs). In such an embodiment, the composition may be loaded into a suitable mounting component for use in such smoking device, such as a mounting cartridge or tube, alone or along with other smokable cannabis products, such as those described previously. The mounting component may have a length that is from about 40 mm to about 100 mm, such as 40 mm to about 90 mm, or from about 40 mm to about 80 mm, or from about 40 mm to about 70 mm, or from about 40 mm to about 60 mm, or about 50 mm (e.g., 2 inches).
[0059] The composition of the present disclosure may, if desired, include other smokable cannabis products, such as hashish, cannabis distillate, cannabis rosin (a solid form of resin produced by heating fresh liquid resin to vaporize the volatile liquid terpene component), cannabis resin, cannabis wax, cannabis shatter (a translucent butane hash oil extract that looks like amber and has a consistency almost like hard candy butter) or other smokable materials, such as tobacco leaves. Optionally, the composition of the present disclosure contains fillers and/or
additives that regulate burning. Among the fillers that can be used are calcium carbonate to influence the permeability and color, magnesium carbonate to improve ash color, or titanium oxide if a particularly white ash is required. Sodium potassium tartrate, sodium and potassium citrate can be used as a combustion regulator for wrappers.
Overview of manufacturing cannabis smoking articles
[0060] FIG. 1 is a non-limiting flowchart of a process 100 of making smoking articles such as those described in accordance with various embodiments of the present disclosure.
[0061] The process 100 includes a step 110 of providing a composition of cannabis materials in particle form. The cannabis material composition has a polymodal particle size distribution that includes at least a first particle size lot and a second particle size lot. The first lot and the second lot may include particles that have been separated from the same bulk of cannabis plant material particles or from different bulks. Further, the composition can have pre-determined proportions of the first and second lot of particles at least based on a desired property of the composition (e.g., porosity, packaging density, etc.).
[0062] Once the composition with the desired polymodal PSD has been provided, the composition can proceed to subsequent steps required for commercialization; for example, the composition can be packaged in ready-to-use single packages or can be packaged in multipleuse packages for the user to load into any desired smoking article.
[0063] Alternatively, once the composition with the desired polymodal PSD has been provided, at step 120 the composition is incorporated into a smoking article. For example, the composition can be loaded into a rolling medium or wrapper to form a cannabis cigarette or can be loaded into a mounting component of a heat-not-burn smoking device (either by the manufacturer or by the user), such as a cartridge or tube.
[0064] When making a cannabis cigarette, the method step 120 entails loading a rolling medium or wrapper (such as a rolling paper, tube or cone, for example a pre-roll tube or cone) with the composition provided in step 110. The filling step can be done manually or done semi- automatically or automatically with rolling media or wrappers sequentially filled via a commercial cigarette filling apparatus. The rolling medium or wrapper loaded with the cannabis material composition can be closed at one end thereof (or at both ends thereof, in some implementations) to immobilize the composition into the rolling medium, thereby forming a cannabis cigarette. In
some embodiments, the rolling medium or wrapper may be filled with a mixture including the cannabis material composition as well as other components, such as tobacco leaves or other additives (e.g., burning additives, smokable density additives, cannabis distillate, terpenes, flavonoids, etc., as discussed previously in this text). When making a mounting component of a heat-not-burn smoking device, the method step 120 entails loading the mounting component with the composition provided in step 110.
[0065] For example, step 120 may include loading a weight of the cannabis material composition selected in the range of from about 0.1 g to about 2.5 g (including any value therein, such as about 0.2 g, 0.5 g, 0.6 g, 1.0 g, 1.2 g, 1.5 g, 1.8 g, etc.). In some embodiments, the smoking article formed by the process 100 comprises from 0.5 g to 1.0 g of the cannabis material, such as 0.6 g.
Features of cannabis smoking articles
[0066] FIG. 2A and 2B are non-limiting examples of smoking articles in accordance with different embodiments of this disclosure.
[0067] FIG. 2A shows smoking article 200 that is in the shape of a tube. As shown, the cannabis material composition 205 is in the interior of the smoking article 200, having been produced by process 100 as described with respect to FIG. 1. The smoking article 200 includes a wrapper 210 forming a tube. In some embodiments, the smoking article may further comprise a filter 215. The filter 215 may be used to enhance smoking experience by blocking cannabis residues or solid particles that may be produced upon burning of the cannabis material composition while smoking the smoking article.
[0068] FIG. 2B shows a smoking article 250 that is generally in the shape of a cone. As shown, the cannabis material composition 205 is in the interior of the smoking article 250, having been produced by process 100 as described with respect to FIG. 1. The smoking article 250 includes a wrapper 220 forming a cone. In some embodiments, the smoking article may also further comprise filter 215.
[0069] In some embodiments, the filter 215 can be a paper filter such as a spiral tip paper filter that gives a more even draw than a standard folded or “W” style filter. Alternatively, the filter 215 can be a wood or glass tips, which can change the look, feel and “smoke” of a joint. Glass tends to stay cool to the touch and gives a sturdy feel to the crutch. Wood also does not transfer heat
as much, so it remains cool. Standard, spiral, glass, or wood tips can be put into a cone- or tubeshaped pre-roll.
[0070] The rolling medium or wrapper 210, 220 may form a smoking article having a length of from about 50 mm to about 300 mm (including any value therein, such as about 55 mm, 60 mm, 65 mm, 70 mm, 75 mm, 80 mm, 85 mm, 90 mm, 95 mm, 100 mm, 105 mm, 110 mm, 115 mm, 120 mm, etc.). The wrapper 210, 220 can be made with a material selected from paper, hemp, cordia palm leaf, tendu leaf, flower petal, banana leaves, flax, sisal, rice straw, esparto, and the like, and may be transparent, colored and/or flavored. The rolling medium or wrapper 210, 220 may also further include non-toxic colorants, artwork, and/or a non-toxic additive on one of its surfaces (internal or external), such as kief, terpenes, cannabis distillate, and the like.
[0071] The geometry of the smoking article 200, 250 can be adjusted to account for the amount of cannabis material composition loaded therein. In some embodiments, the smoking article 200, 250 has a length from about 40 mm to about 300 mm, or from about 50 mm to about 140 mm, or from about 60 mm to about 130 mm, or from about 70 mm to about 120 mm, or from about 80 mm to about 110 mm. In tubular embodiments, the smoking article 200 has a substantially constant cross-sectional area across its length; for example, the cross-sectional area can correspond to a diameter of from 15 mm to 30 mm. The conic smoking article 250 has a variable cross-sectional area across its tapered length with a diameter of, for example, from about 30 to 20 mm on one end and a diameter of, for example, from about 15 to 10 mm on the opposite end.
[0072] In some embodiments, forming the smoking article 200, 250 includes densifying the cannabis composition particles in the smoking article. Densification can be achieved by applying pressure (called packing pressure) on the cannabis material composition that is loaded into the rolling medium or wrapper 210, 220, for example. In some embodiments, the pressure is applied on the cannabis material composition once the cannabis material composition entirely fills the rolling medium or wrapper 210, 220. In other embodiments, only a fraction of the rolling medium or wrapper 210, 220 is filled with a portion of the cannabis material composition and the pressure is subsequently applied to densify the portion, and the procedure repeated until the desired length of the rolling medium or wrapper 210, 220 is filled with the cannabis material composition. The packing pressure could be from about 40 psi to about 120 psi, or from about 50 psi to about 110 psi, or from 60 psi to about 100 psi, or from about 70 psi to about 90 psi, or about 85 psi, for example.
[0073] As a result of this densification process, different packing densities in the smoking article 200, 250 can be achieved. For example, a packing density in a range of from 100 to 400 mg/cm3 is possible, or from about 200 to 300 mg/cm3, or around 250 mg/cm3.
[0074] Selection of the particle sizes of the lots used for forming the composition and/or the proportions of the lots used are variables that can be adjusted to achieve various characteristics experienced by a user of the smoking article 200, 250. For example, these variables may be selected based on the desired combustion, burn rate, draw resistance, smoke intensity, etc.
[0075] FIG. 4A shows a flowchart illustrating detailed method sub steps of step 110 in FIG. 1 for forming a composition of cannabis material particles having pre-determined proportions of at least a first and a second particle size lot. At step 410 cannabis particles are provided in separate particle size lots that include at least a first particle size lot and a second particle size lot. The first lot and the second lot may include particles that have been separated from the same bulk of cannabis plant material particles or from different bulks.
[0076] At step 460 at least two particle sizes and their proportions are selected so as to obtain a desired characteristic of the resulting smoking article. For example, a pre-determined ratio of the at least first and second lots are chosen to result in the lowest possible porosity across the length of a rolled cannabis cigarette while still retaining sufficient porosity for a minimal draw resistance (or other desired characteristic such as combustion rate, burn rate, smoke intensity, etc.).
[0077] The particles having at least first and second size lots are mixed at step 470 to result in the desired composition of cannabis material in particle form. The mixing of step 470 is typically mechanical mixing. In some embodiments, one or more additives are incorporated into the composition at optional step 475. The one or more additives can be incorporated before or during step 460 or step 470 (as shown in FIG. 4A), or at any other step in method 110.
[0078] Step 460 includes selecting pre-determined ratios of at least first and second particle sizes so that the cannabis material composition mixed in step 470 has the desired characteristic, e.g., providing a consistent burn rate when added to rolling medium by having minimal porosity across the length of the resulting cannabis cigarette. The cannabis material composition is made up of more than one lot of particle sizes so that when combined, the smaller and larger particles of differing particle sizes together fill a substantial volume percent of the cannabis cigarette, whether a cone or tube. In the case of a tube or cone shape, the cannabis material mixture made
up of more than one particle size also leads to a better-shaped tube or cone and visually attractive product. The mix of sizes also results in less variability in the finished cannabis cigarettes in differing batches.
[0079] FIG. 4B shows further possible details of step 410 of providing cannabis particles with a first particle size lot and a second particle size lot. In this embodiment, a bulk of cannabis particles are received at step 440. The received bulk of cannabis particles may have been pulverized or milled to turn the cannabis plant matter into the received bulk of particles. Optionally, this bulk of particles may have been pre-processed or may be processed to obtain particles having a suitable particle size for the desired application.
[0080] For example, when the particles are meant to have at least 90 wt.%, or at least 95 wt.%, or at least 99 wt.%, or 100 wt.% of particles having a size of 2.0 mm and less the received bulk of particles can be sieved to have a batch of particles with a particle size lower than 2.0 mm. To obtain this batch of particle sizes, in one example, the (e.g., pulverized) bulk of cannabis particles is passed through a sieve with holes of 2.0 mm. Particles smaller than 2.0 mm are gathered in a pre-processed batch of particles.
[0081] The pre-processed batch of particles are then separated at step 450 to obtain at least two distinct particle size lots. For example, the pre-processed batch of particles can be sieved to have a batch of particles with a particle size greater than 1.4 mm and a batch of particles with a particle size smaller than 1 .4 mm. To obtain these two batches of particle sizes, in one example, the (e.g., pulverized) bulk of cannabis particles is passed through a sieve with holes of 1.4 mm in size. Particles 1.4 mm and larger are gathered in a batch of large-sized particles while the remaining particles pass through the sieve and all have a size less than 1.4 mm.
[0082] In some embodiments, sieving the cannabis particles in step 450 includes creating three distinct particle sizes. To continue the example above, the previously sieved particles with sizes less than 1.4 mm are then passed through a second sieve, this one having holes of 0.5 mm in size. Particles 0.5 mm and larger (and also less than 1.4 mm) are gathered in a batch of mediumsized particles while the remaining particles that pass through this finer sieve all have a size less than 0.5 mm (e.g., are small-sized particles). In some embodiments, the pulverized cannabis material is sieved to more than three distinct particle size lots.
[0083] Amounts (i.e. , weight) of particles from the particle size lots are then selected and mixed according to steps 460 and 470 of FIG. 4A. In some embodiments, the first lot and the second
lot that are mixed in step 470 may include particles that have been separated from the same bulk of cannabis plant material particles or from different bulks.
[0084] Step 450 of separating the particles is described by sieving, however, other separation processes are also possible. For example, step 450 can include electrostatic separation, centrifugal separation, or other separation techniques as is known in the art.
[0085] Further, while the sieves described above have been characterized with respect to specific pore sizes (e.g., 0.5 mm, 1.4 mm and 2.0 mm), the reader will readily understand that any other combination of sieves may be suitable in specific implementations of the herein described concept. For example, the reader may opt to use a sieve that conforms to one or more of ASTM E11 , AASHTO T-27 & M-27, NIST, ISO 3310-1 , ISO 565/3310-1 and BS410 specifications. For example, the following table 1 lists several sieves based on ASTM E11 and ISO 565/3310-1 from which the reader can select a suitable sieve based on the desired application.
Table 1 Sieve Size Comparison Table
[0086] For example, the following table 2 lists several sieves from which the reader can select a suitable sieve based on the desired application.
[0087] For example, in some embodiments, the composition may include a polymodal PSD which is formed by mixing a first fraction of particles that passes a sieve having a small pore size, e.g., any one of No. 20 up to No. 40, with a second fraction of particles that is retained by a sieve having a larger pore size, e.g., any one of No. 16 up to No. 6. In such embodiments, a third fraction could also be mixed to form the composition and be characterized as being retained by the first sieve and as passing the second sieve selected therefrom.
[0088] The composition formed using the steps in FIGS. 4A and 4B can have pre-determined proportions of the first and second lot of particles at least based on a desired property of the
composition (e.g., porosity, packaging density, etc.). Once the composition with the resulting desired polymodal PSD has been provided, the composition can proceed to subsequent steps required for commercialization; for example, the composition can be packaged in ready-to-use single packages or can be packaged in multiple-use packages for the user to load into any desired smoking article.
[0089] Generally, in some embodiments, steps 460 and 470 results in a cannabis material composition having a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, where the pores of the first sieve are smaller than the pores of the second sieve. The cannabis material composition may further include a third fraction of particles that passes through the second sieve and is retained by the first sieve.
[0090] In some embodiments, the amount of the first fraction of particles can be selected based on the amount of the second fraction of particles and vice versa. In some embodiments, the amount of the first fraction of particles can be selected based on the amount of the third fraction of particles and vice versa. In some embodiments, the amount of the second fraction of particles can be selected based on the amount of the third fraction of particles and vice versa.
[0091] The relative amounts of the various fractions of particles can be selected based on a predetermined ratio. For example, in some embodiments, the first fraction can represent less than about 70 wt.%, the weight being expressed relative to a weight of the cannabis material composition, e.g., from about 20 wt.% to about 60 wt.%, or from about 20 wt.% to about 30 wt.%. For example, in some embodiments, the second fraction can represent at least about 10 wt.%, the weight being expressed relative to a weight of the total cannabis material composition, e.g., from about 10 wt.% to about 50 wt.%, or from about 20 wt.% to about 30 wt.%. For example, in some embodiments, the third fraction can represent at least about 10 wt.%, the weight being expressed relative to a weight of the total cannabis material composition, e.g., from about 30 wt.% to about 60 wt.%, or from about 50 wt.% to 60 wt.%.
[0092] In some embodiments, the pores of the first sieve may have a size of 0.5 mm and the pores of the second sieve may have a size of 1 .4 mm. In such embodiments, the first fraction of particles will have a size of less than 0.5 mm and the second fraction of particles will have a size larger than 1.4 mm. When present, the third fraction of particles will have a size larger than 0.5 mm and smaller than 1.4 mm. In such embodiments, the predetermined ratio can include less than about 70 wt.%, e.g., from about 20 wt.% to about 60 wt.%, or from about 20 wt.% to about
30 wt.%, of particles having a size of less than 0.5 mm; at least about 10 wt.%, e.g., from about 10 wt.% to about 50 wt.% or from about 20 wt.% to about 30 wt.%, of particles having a size of from above 1 .4 mm to 2.0 mm; and at least about 10 wt.%, or from about 50 wt.% to 60 wt.% of particles having a size of from above 0.5 to 1.4 mm. For example, the predetermined ratio can include from about 20 wt.% to about 30 wt.% of particles having a size of from above 1 .4 mm to 2.0 mm, from about 50 wt.% to about 60 wt.% of particles having a size of from above 0.5 to 1.4 mm, and of about 20 wt.% of particles having a size of less than 0.5 mm.
EXAMPLE
[0093] The following example describe some exemplary modes of making and practicing certain compositions that are described herein. These examples are for illustrative purposes only and are not meant to limit the scope of the compositions and methods described herein.
Example 1
[0094] In this example, various smoking articles were produced in a controlled size distribution trial using an automated tube filling equipment.
[0095] FIG. 3A shows the results of smoking articles 310 that were loaded with 0.6g of a cannabis composition in particle form that includes a controlled polymodal PSD including a 20- 60-20 size distribution. More particularly, the composition includes a first lot of particles that pass a 2.0 mm sieve and that are retained by a 1.4 mm sieve (PSD 1.4 - 2.0 mm) representing 20 wt.% relative to the total weight of the composition, a second lot of particles that pass a 1.4 mm sieve and that are retained by a 0.5 mm sieve (PSD of 0.5 - 1.4 mm) representing 60 wt.% relative to the total weight of the composition, and a third lot of particles that pass a 0.5 mm sieve (PSD < 0.5 mm) representing 20 wt.% relative to the total weight of the composition.
[0096] All the experimental smoking articles 310 appear uniform and consistently sized. By contrast, FIG. 3B shows two smoking articles 320 having the same weight of a cannabis composition in particle form that includes an uncontrolled PSD, i.e. , the bulk of cannabis material in particle form was not separated into different lots and reconstituted to form a controlled polymodal composition.
[0097] As can be seen in FIGs. 3A and 3B, the two experimental smoking articles 320 have appearances and widths that differ from each other. Further, while the total length of the smoking articles 310 (10 + 20 + 30) is the same as that one of the smoking articles 320 (10’ + 20’ + 30’),
the tips 30 remaining after filling the smoking articles 310 and closing the apertures thereof are shorter than the corresponding tips 30’ on the smoking articles 320, which is indicative that the composition used to load the smoking articles 320 is too compact (too dense). Further, the filled smoking articles 320 has a length L2 which is too short compared to the length L1 of the smoking articles 310, again being indicative that the composition used to load the smoking articles 320 is too compact (too dense).
[0098] Furthermore, using a cannabis composition in particle form that includes an uncontrolled PSD led to significant failure rates (> 30%), where the pass I fail threshold is based on a predetermined weight of the smoking article and length of the filled cone
[0099] Table 3 summarizes the results obtained in the controlled size distribution trial using an automated pre-roll cone filling CME machine (Colin Mear Engineering limited, England) operating under manufacturer recommended settings. The rate represents the number of cones produced per minute and with a reduced fail rate (under 25%).
Table 3 - Trial Efficiency Summary with controlled polymodal PSD
S|Z® . r 20-60-20 30-50-20 25-55-20 20-60-20 distribution
Total Failures 101 138 88 104
Total Passed 465 471 476 491
. 566 609 564 595
Produced
Rate 15.5 15.7 15.9 16.4
Percent 17 8% 22 7% 15.6% 17.5%
Failure
Percent 82 2o/o 77.3% 84.4% 82.5%
Passed
OTHER EMBODIMENTS
[0100] In addition, although described primarily in the context of methods and systems, other implementations are also contemplated, as instructions stored on a non-transitory computer- readable medium, image processing, and/or control features for example.
[0101] A number of embodiments of the invention have been described. Nevertheless, it will be understood that various modifications may be made without departing from the spirit and scope of the invention.
[0102] Accordingly, other embodiments are within the scope of the appended claims.
[0103] Other examples of implementations will become apparent to the reader in view of the teachings of the present description and as such, will not be further described here.
[0104] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by a person of ordinary skill in the art to which the present invention pertains.
[0105] Note that titles or subtitles may be used throughout the present disclosure for convenience of a reader, but in no way these should limit the scope of the invention. Moreover, certain theories may be proposed and disclosed herein; however, in no way they, whether they are right or wrong, should limit the scope of the invention so long as the invention is practiced according to the present disclosure without regard for any particular theory or scheme of action.
[0106] All references cited throughout the specification are hereby incorporated by reference in their entirety for all purposes.
[0107] Reference throughout the specification to “some embodiments”, and so forth, means that a particular element (e.g., feature, structure, and/or characteristic) described in connection with the invention is included in at least one embodiment described herein, and may or may not be present in other embodiments. In addition, it is to be understood that the described inventive features may be combined in any suitable manner in the various embodiments.
[0108] It will be understood by those of skill in the art that throughout the present specification, the term “a” used before a term encompasses embodiments containing one or more to what the term refers. It will also be understood by those of skill in the art that throughout the present specification, the term “comprising”, which is synonymous with “including,” “containing,” or “characterized by,” is inclusive or open-ended and does not exclude additional, un-recited elements or method steps.
[0109] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains. In the case of conflict, the present document, including definitions will control.
[0110] As used in the present disclosure, the terms “around”, “about” or “approximately” shall generally mean within the error margin generally accepted in the art. Hence, numerical quantities given herein generally include such error margin such that the terms “around”, “about” or “approximately” can be inferred if not expressly stated.
[0111] Although various embodiments of the disclosure have been described and illustrated, it will be apparent to those skilled in the art in light of the present description that numerous modifications and variations can be made. The scope of the invention is defined more particularly in the appended claims.
Claims
1. Cannabis plant material composition in particle form, comprising a polymodal particle size distribution (PSD) comprising a first fraction of particles that passes through a first sieve and a second fraction of particles that is retained by a second sieve, wherein a pore size of the first sieve is < a pore size of the second sieve.
2. The cannabis plant material composition according to claim 1 , wherein the first fraction represents less than 70 wt.% relative to a total weight of the composition.
3. The cannabis plant material composition according to claim 2, wherein the first fraction represents from about 20 wt.% to about 60 wt.% relative to a total weight of the composition.
4. The cannabis plant material composition according to claim 2 or 3, wherein the second fraction represents at least 20 wt.% relative to a total weight of the composition.
5. The cannabis plant material composition according to any one of claims 1 to 4, wherein the first fraction of particles passes a No. 20 up to No. 40 sieve, and the second fraction of particles is retained by a No. 16 up to No. 6 sieve.
6. The cannabis plant material composition according to claim 5, wherein the first fraction of particles passes through a 0.5 mm sieve.
7. The cannabis plant material composition according to claim 5, wherein the second fraction of particles is retained by a 1.4 mm sieve.
8. The cannabis plant material composition according to any one of claims 1 to 7, further comprising a third fraction of particles that passes through the second sieve and is retained by the first sieve.
9. The cannabis plant material composition according to claim 8, wherein the third fraction represents at least 20 wt.% relative to a total weight of the composition.
10. The cannabis plant material composition according to any one of claims 1 to 9, wherein at least 90 wt.% of the composition particles pass through a 2.0 mm sieve.
The cannabis plant material composition according to any one of claims 1 to 9, wherein at least 50% of the composition particles are retained at the 2.0 mm screen, preferably from 50% to about 80% of the composition particles are retained at the 2.0 mm screen. The cannabis plant material composition according to any one of claims 1 to 11 , wherein the particles are made from cannabis trim, cannabis flower, cannabis kief, or any combination thereof. The cannabis plant material composition according to any one according to claims 1 to 12, further comprising one or more additional component. The cannabis plant material composition according to claim 13, wherein the one or more additional component is substantially homogenously distributed throughout the composition. The cannabis plant material composition according to claim 13 or 14, wherein the one or more additional component comprises one or more cannabinoid(s), one or more terpene(s), one or more flavonoid(s), water, one or more flavoring agent(s), one or more non-toxic coloring agent(s), or any combinations thereof. A smoking article comprising the cannabis material according to any one of claims 1 to 15. The smoking article according to claim 16, which is a cannabis cigarette comprising the cannabis material loaded into a rolling medium. The smoking article according to claim 17, which has a form of a tube or a cone. The smoking article according to claim 17 or 18, having a length of from about 40 mm to about 300 mm. The smoking article according to any one of claims 17 to 19, comprising a cross-section having a diameter of from 15 mm to 30 mm. The smoking article according to claim 16, which is a heat-not-burn smoking device. The smoking article according to any one of claims 16 to 21 , comprising from about 0.5 g to about 2.5 g of the cannabis plant material composition.
A method of manufacturing a cannabis smoking article, the method comprising: a) providing the cannabis plant material composition in particle form according to any one of claims 1 to 15; and b) loading the composition into the smoking article. The method according to claim 23, wherein the step a) further comprises blending a first lot of cannabis particles corresponding to the first fraction of particles with a second lot of cannabis particles corresponding to the second fraction of particles to obtain the composition in particle form. The method according to claim 24, wherein the first lot and the second lot of particles are separated from one bulk of cannabis material in particle form. The method according to claim 24, wherein the first lot and the second lot of particles are separated from different bulks of cannabis material in particle form. The method according to claim 25 or 26, wherein separation is performed with sieving, electrostatic separation, or centrifugation. The method according to any one of claims 25 to 27, further comprising pulverizing cannabis plant material to obtain the bulk(s) of cannabis plant material in particle form. The method according to claim 28, wherein prior to pulverizing the cannabis plant material, the cannabis plant material is processed to remove cannabis plant stems therefrom. The method according to claim 28 or 29, wherein the cannabis plant material includes cannabis trim, cannabis flower, or any combination thereof. The method according to any one of claims 23 to 30, wherein the smoking article is a rolling medium to form a cannabis cigarette. The method according to claim 31 , wherein the rolling medium is a pre-roll tube or cone.
The method according to claim 31 or 32, wherein the step b) comprises packing the cannabis material composition into the rolling medium with a packing pressure of from about 40 psi to about 120 psi. The method according to claim 33, wherein the packing pressure is of about 85 psi. The method according to claim 33 or 34, wherein the packing pressure is obtained with an automated tamper configured for insertion in the rolling medium forming the cannabis cigarette. The method according to any one of claims 31 to 35, wherein the rolling medium includes an upper portion defining an upper aperture through which the cannabis material is incorporated, the method further comprising joining the upper portion to close off the upper aperture. The method according to claim 36, wherein the joining is obtained by twisting the upper portion along a longitudinal axis of the rolling medium. The method according to any one of claims 31 to 37, further comprising tipping the cannabis cigarette with a filter at a bottom end of the rolling medium. The method according to any one of claims 31 to 38, further comprising weighing the cannabis cigarette to determine whether the cannabis cigarette has a predetermined weight. The method according to any one of claims 23 to 30, wherein the smoking article is a heat- not-burn device and wherein the composition is loaded into a mounting component of the device. The method according to any one of claims 23 to 39, wherein the composition comprises a first amount of the first fraction of particles and a second amount of the second fraction of particles. The method according to claim 40, wherein the first amount is different from the second amount. The method according to claim 40 or 42, wherein the first amount is selected based on the second amount.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US202063120081P | 2020-12-01 | 2020-12-01 | |
US63/120,081 | 2020-12-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2022115947A1 true WO2022115947A1 (en) | 2022-06-09 |
Family
ID=81852680
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/CA2021/051715 WO2022115947A1 (en) | 2020-12-01 | 2021-12-01 | Cannabis compositions in particle form for smoking articles |
Country Status (1)
Country | Link |
---|---|
WO (1) | WO2022115947A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2023115213A1 (en) * | 2021-12-21 | 2023-06-29 | Hexo Operations Inc. | Method for producing cannabis pre-rolls |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3136321A (en) * | 1955-08-18 | 1964-06-09 | Imp Tobacco Co Ltd | Method for treating tobacco |
US4074722A (en) * | 1976-04-23 | 1978-02-21 | Brown & Williamson Tobacco Corporation | Smokable tobacco products and manufacturing methods therefor |
WO2016050471A1 (en) * | 2014-09-30 | 2016-04-07 | Philip Morris Products S.A. | Homogenized tobacco material and method of production of homogenized tobacco material |
US20170001200A1 (en) * | 2015-04-08 | 2017-01-05 | Mitchell Leffel | Cannabis plant filter and apparatus |
WO2018044411A1 (en) * | 2016-09-04 | 2018-03-08 | Michael Cecchi | A device for separating plants and the plant byproduct |
US20200108018A1 (en) * | 2016-07-19 | 2020-04-09 | Buzzelet Development And Technologies Ltd | Cannabis products and industrial methods for production thereof |
US10646881B1 (en) * | 2016-07-11 | 2020-05-12 | William Stacy Page | System and method for separating and collecting cannabis |
-
2021
- 2021-12-01 WO PCT/CA2021/051715 patent/WO2022115947A1/en active Application Filing
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3136321A (en) * | 1955-08-18 | 1964-06-09 | Imp Tobacco Co Ltd | Method for treating tobacco |
US4074722A (en) * | 1976-04-23 | 1978-02-21 | Brown & Williamson Tobacco Corporation | Smokable tobacco products and manufacturing methods therefor |
WO2016050471A1 (en) * | 2014-09-30 | 2016-04-07 | Philip Morris Products S.A. | Homogenized tobacco material and method of production of homogenized tobacco material |
US20170001200A1 (en) * | 2015-04-08 | 2017-01-05 | Mitchell Leffel | Cannabis plant filter and apparatus |
US10646881B1 (en) * | 2016-07-11 | 2020-05-12 | William Stacy Page | System and method for separating and collecting cannabis |
US20200108018A1 (en) * | 2016-07-19 | 2020-04-09 | Buzzelet Development And Technologies Ltd | Cannabis products and industrial methods for production thereof |
WO2018044411A1 (en) * | 2016-09-04 | 2018-03-08 | Michael Cecchi | A device for separating plants and the plant byproduct |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2023115213A1 (en) * | 2021-12-21 | 2023-06-29 | Hexo Operations Inc. | Method for producing cannabis pre-rolls |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US11083211B2 (en) | Cannabis based moist snuff | |
US11957160B2 (en) | Filler containing blends of aerosol generating materials | |
US20200275688A1 (en) | Reconstituted Cocoa Husk Fiber Material | |
US11338222B2 (en) | Cannabis products modified by removing volatile organic compounds and adding volatile unsaturated hydrocarbons | |
US11654170B2 (en) | Optimizing volatile entourages in dry flowering plant mixtures | |
WO2022115947A1 (en) | Cannabis compositions in particle form for smoking articles | |
WO2023115213A1 (en) | Method for producing cannabis pre-rolls | |
US20240139268A1 (en) | Hybrid hashish-based consumer products | |
WO2023115215A1 (en) | Infused pre-rolls | |
US20230189869A1 (en) | Hashish having substantially uniform characteristics and method for producing same at an industrial scale | |
WO2024020687A1 (en) | Cannabis compositions for rolled smoking articles | |
WO2022133589A1 (en) | Formed hashish-based consumer products | |
CA3220784A1 (en) | Homogeneous extract-infused cannabis products and methods for preparation thereof | |
CN113662247B (en) | Water-exploded bead core liquid and preparation method thereof | |
WO2023240364A1 (en) | Homogeneous extract-infused cannabis products and methods for preparation thereof | |
US20230285485A1 (en) | Optimizing volatile entourages in dry flowering plant mixtures | |
WO2022232940A1 (en) | Hashish product and industrial process for making same using pretreated starting materials | |
CA3237461A1 (en) | Machinery for forming smoking articles of cannabis compositions |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 21899374 Country of ref document: EP Kind code of ref document: A1 |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 21899374 Country of ref document: EP Kind code of ref document: A1 |