NO131604B - - Google Patents
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- Publication number
- NO131604B NO131604B NO5870A NO5870A NO131604B NO 131604 B NO131604 B NO 131604B NO 5870 A NO5870 A NO 5870A NO 5870 A NO5870 A NO 5870A NO 131604 B NO131604 B NO 131604B
- Authority
- NO
- Norway
- Prior art keywords
- acids
- extracted
- aqueous
- acid
- solution
- Prior art date
Links
- 239000002253 acid Substances 0.000 claims description 87
- 238000000034 method Methods 0.000 claims description 32
- 239000000284 extract Substances 0.000 claims description 29
- 239000000463 material Substances 0.000 claims description 27
- 239000000341 volatile oil Substances 0.000 claims description 19
- 150000007513 acids Chemical class 0.000 claims description 12
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 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 claims description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 8
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims description 8
- 230000002378 acidificating effect Effects 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 239000003637 basic solution Substances 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- 239000001648 tannin Substances 0.000 claims description 6
- 229920001864 tannin Polymers 0.000 claims description 6
- 235000018553 tannin Nutrition 0.000 claims description 6
- 239000001569 carbon dioxide Substances 0.000 claims description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- 229910000396 dipotassium phosphate Inorganic materials 0.000 claims description 3
- 235000019797 dipotassium phosphate Nutrition 0.000 claims description 3
- 229910000397 disodium phosphate Inorganic materials 0.000 claims description 3
- 235000019800 disodium phosphate Nutrition 0.000 claims description 3
- 239000008055 phosphate buffer solution Substances 0.000 claims description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims 4
- 229910052708 sodium Inorganic materials 0.000 claims 4
- 238000000605 extraction Methods 0.000 description 22
- 239000000243 solution Substances 0.000 description 18
- 235000008694 Humulus lupulus Nutrition 0.000 description 17
- VMSLCPKYRPDHLN-UHFFFAOYSA-N (R)-Humulone Chemical compound CC(C)CC(=O)C1=C(O)C(CC=C(C)C)=C(O)C(O)(CC=C(C)C)C1=O VMSLCPKYRPDHLN-UHFFFAOYSA-N 0.000 description 16
- 229930186179 lupulin Natural products 0.000 description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 15
- 239000011347 resin Substances 0.000 description 14
- 229920005989 resin Polymers 0.000 description 14
- 239000003513 alkali Substances 0.000 description 11
- 238000009835 boiling Methods 0.000 description 10
- 235000019658 bitter taste Nutrition 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 239000000061 acid fraction Substances 0.000 description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 238000006317 isomerization reaction Methods 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000012141 concentrate Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 239000000470 constituent Substances 0.000 description 5
- 230000037213 diet Effects 0.000 description 5
- 235000005911 diet Nutrition 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 4
- 238000013124 brewing process Methods 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 239000010692 aromatic oil Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000010411 cooking Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229960003975 potassium Drugs 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 235000019640 taste Nutrition 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- QRDZSRWEULKVNW-UHFFFAOYSA-N 6-hydroxy-2-oxo-1h-quinoline-4-carboxylic acid Chemical compound C1=C(O)C=C2C(C(=O)O)=CC(=O)NC2=C1 QRDZSRWEULKVNW-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000001508 potassium citrate Substances 0.000 description 1
- 229960002635 potassium citrate Drugs 0.000 description 1
- 235000011082 potassium citrates Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C3/00—Treatment of hops
- C12C3/12—Isomerised products from hops
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C3/00—Treatment of hops
- C12C3/04—Conserving; Storing; Packing
- C12C3/08—Solvent extracts from hops
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C5/00—Other raw materials for the preparation of beer
- C12C5/02—Additives for beer
- C12C5/026—Beer flavouring preparations
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Food Science & Technology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Plant Substances (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB139369A GB1236731A (en) | 1969-01-09 | 1969-01-09 | Improvements in and relating to hops |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO131604B true NO131604B (es) | 1975-03-17 |
| NO131604C NO131604C (es) | 1975-06-25 |
Family
ID=9721217
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO5870A NO131604C (es) | 1969-01-09 | 1970-01-08 |
Country Status (13)
| Country | Link |
|---|---|
| AT (1) | AT299855B (es) |
| AU (1) | AU1009370A (es) |
| BE (1) | BE744211A (es) |
| CA (1) | CA921491A (es) |
| CS (1) | CS162700B2 (es) |
| DE (1) | DE2000689A1 (es) |
| ES (1) | ES375304A1 (es) |
| FI (1) | FI46860C (es) |
| FR (1) | FR2030133A1 (es) |
| GB (1) | GB1236731A (es) |
| IE (1) | IE33916B1 (es) |
| IT (1) | IT1030511B (es) |
| NO (1) | NO131604C (es) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4395431A (en) * | 1979-05-15 | 1983-07-26 | Carlton And United Breweries Limited | Processing of hop resins and similar materials |
| ZA802708B (en) * | 1979-05-24 | 1981-05-27 | Brewing Patents Ltd | Method of purifying iso-alpha-acids |
| US4644084A (en) * | 1984-01-25 | 1987-02-17 | Miller Brewing Company | Preparation of tetrahydroisohumulones |
| US4717580A (en) * | 1984-04-12 | 1988-01-05 | Scottish & Newcastle Breweries Plc | Method of enhancing the bitterness of beer |
| ZA852712B (en) * | 1984-04-12 | 1985-12-24 | Scottish & Newcastle Breweries | Method of enhancing the bitterness of beer |
| US4956195A (en) * | 1987-04-03 | 1990-09-11 | Kalamazoo Holdings, Inc. | Hop flavors wherein deleterious odor-forming impurities have been removed |
| US4778691A (en) * | 1987-04-03 | 1988-10-18 | Kalamazoo Holdings, Inc. | Removal of deleterious odor-forming impurities from hop flavors |
| CZ201376A3 (cs) * | 2013-02-05 | 2014-02-12 | Chmelařský institut s. r. o. | Způsob přípravy hořčicích látek z beta kyselin chmele |
| GB201412212D0 (en) * | 2014-07-09 | 2014-08-20 | Ifast Nv | Process for beer brewing with additional of alkali metal humulates to the wort |
-
1969
- 1969-01-09 GB GB139369A patent/GB1236731A/en not_active Expired
-
1970
- 1970-01-07 CA CA071620A patent/CA921491A/en not_active Expired
- 1970-01-07 AU AU10093/70A patent/AU1009370A/en not_active Expired
- 1970-01-08 NO NO5870A patent/NO131604C/no unknown
- 1970-01-08 DE DE19702000689 patent/DE2000689A1/de active Pending
- 1970-01-08 IE IE2270A patent/IE33916B1/xx unknown
- 1970-01-09 CS CS18470A patent/CS162700B2/cs unknown
- 1970-01-09 AT AT16370A patent/AT299855B/de not_active IP Right Cessation
- 1970-01-09 FR FR7000693A patent/FR2030133A1/fr not_active Withdrawn
- 1970-01-09 BE BE744211D patent/BE744211A/xx unknown
- 1970-01-09 IT IT1915470A patent/IT1030511B/it active
- 1970-01-09 ES ES375304A patent/ES375304A1/es not_active Expired
- 1970-01-09 FI FI5570A patent/FI46860C/fi active
Also Published As
| Publication number | Publication date |
|---|---|
| AU1009370A (en) | 1971-07-08 |
| CA921491A (en) | 1973-02-20 |
| AT299855B (de) | 1972-07-10 |
| BE744211A (fr) | 1970-06-15 |
| IT1030511B (it) | 1979-04-10 |
| NO131604C (es) | 1975-06-25 |
| IE33916B1 (en) | 1974-12-11 |
| ES375304A1 (es) | 1972-08-16 |
| FI46860B (es) | 1973-04-02 |
| DE2000689A1 (de) | 1970-12-03 |
| FR2030133A1 (es) | 1970-10-30 |
| IE33916L (en) | 1970-07-09 |
| FI46860C (fi) | 1973-07-10 |
| CS162700B2 (es) | 1975-07-15 |
| GB1236731A (en) | 1971-06-23 |
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