CA1096229A - Decaffeination process - Google Patents
Decaffeination processInfo
- Publication number
- CA1096229A CA1096229A CA277,172A CA277172A CA1096229A CA 1096229 A CA1096229 A CA 1096229A CA 277172 A CA277172 A CA 277172A CA 1096229 A CA1096229 A CA 1096229A
- Authority
- CA
- Canada
- Prior art keywords
- extract
- aqueous extract
- fatty material
- caffeine
- coffee
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims abstract description 19
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims abstract description 87
- 239000000463 material Substances 0.000 claims abstract description 57
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims abstract description 43
- 239000006286 aqueous extract Substances 0.000 claims abstract description 43
- 229960001948 caffeine Drugs 0.000 claims abstract description 43
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims abstract description 43
- 239000007788 liquid Substances 0.000 claims abstract description 35
- 235000016213 coffee Nutrition 0.000 claims abstract description 26
- 235000013353 coffee beverage Nutrition 0.000 claims abstract description 26
- 239000007787 solid Substances 0.000 claims description 27
- 240000007154 Coffea arabica Species 0.000 claims description 25
- 244000269722 Thea sinensis Species 0.000 claims description 7
- 238000000605 extraction Methods 0.000 claims description 7
- 235000005687 corn oil Nutrition 0.000 claims description 6
- 239000002285 corn oil Substances 0.000 claims description 6
- 238000012546 transfer Methods 0.000 claims description 6
- 239000010635 coffee oil Substances 0.000 claims description 3
- 239000003813 safflower oil Substances 0.000 claims description 3
- 235000019483 Peanut oil Nutrition 0.000 claims description 2
- 235000019485 Safflower oil Nutrition 0.000 claims description 2
- BAECOWNUKCLBPZ-HIUWNOOHSA-N Triolein Natural products O([C@H](OCC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC)C(=O)CCCCCCC/C=C\CCCCCCCC BAECOWNUKCLBPZ-HIUWNOOHSA-N 0.000 claims description 2
- PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000004006 olive oil Substances 0.000 claims description 2
- 235000008390 olive oil Nutrition 0.000 claims description 2
- 239000000312 peanut oil Substances 0.000 claims description 2
- 235000005713 safflower oil Nutrition 0.000 claims description 2
- 239000003549 soybean oil Substances 0.000 claims description 2
- 235000012424 soybean oil Nutrition 0.000 claims description 2
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 claims description 2
- 229940117972 triolein Drugs 0.000 claims description 2
- 239000003039 volatile agent Substances 0.000 claims description 2
- 239000000284 extract Substances 0.000 abstract description 65
- 239000012071 phase Substances 0.000 abstract description 13
- 238000000926 separation method Methods 0.000 abstract description 12
- 239000005418 vegetable material Substances 0.000 abstract description 12
- 241001122767 Theaceae Species 0.000 abstract 1
- 239000000796 flavoring agent Substances 0.000 description 13
- 235000019634 flavors Nutrition 0.000 description 13
- 239000003921 oil Substances 0.000 description 13
- 235000019198 oils Nutrition 0.000 description 12
- 238000009826 distribution Methods 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 10
- 239000000470 constituent Substances 0.000 description 7
- 238000012545 processing Methods 0.000 description 6
- 238000007738 vacuum evaporation Methods 0.000 description 6
- 235000013361 beverage Nutrition 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 244000013123 dwarf bean Species 0.000 description 3
- 235000021331 green beans Nutrition 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 102000018361 Contactin Human genes 0.000 description 1
- 108060003955 Contactin Proteins 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241001024304 Mino Species 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 241000533293 Sesbania emerus Species 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000010420 art technique Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 229960005150 glycerol Drugs 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 235000021539 instant coffee Nutrition 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- -1 oleic acid ester Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 235000021003 saturated fats Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 235000021081 unsaturated fats Nutrition 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
- A23F5/00—Coffee; Coffee substitutes; Preparations thereof
- A23F5/20—Reducing or removing alkaloid content; Preparations produced thereby; Extracts or infusions thereof
- A23F5/22—Reducing or removing alkaloid content from coffee extract
- A23F5/226—Reducing or removing alkaloid content from coffee extract by extraction with selective solvents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
- A23F3/00—Tea; Tea substitutes; Preparations thereof
- A23F3/36—Reducing or removing alkaloid content; Preparations produced thereby; Extracts or infusions thereof
- A23F3/38—Reducing or removing alkaloid content from tea extract
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Tea And Coffee (AREA)
- Extraction Or Liquid Replacement (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69073276A | 1976-05-27 | 1976-05-27 | |
| US690,732 | 1976-05-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1096229A true CA1096229A (en) | 1981-02-24 |
Family
ID=24773716
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA277,172A Expired CA1096229A (en) | 1976-05-27 | 1977-04-27 | Decaffeination process |
Country Status (29)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4324840A (en) * | 1980-06-16 | 1982-04-13 | General Foods Corporation | Adsorption decaffeination |
| EP0078121A1 (en) * | 1981-10-28 | 1983-05-04 | General Foods Corporation | Process for producing high yield coffee extract with superior flavor |
| GB2286108A (en) * | 1994-02-01 | 1995-08-09 | Surinder Pal Grewal | A method of preparing coffee beans |
| JP6143808B2 (ja) * | 2015-05-28 | 2017-06-07 | 曽田香料株式会社 | 水溶液中の溶質成分の抽出法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE48106C (de) * | B. chateau in Paris, 75 RueSainte Dominique | Verfahren zur Herstellung von concentrirten Kaffee-Extrakten | ||
| FR707106A (fr) * | 1930-03-07 | 1931-07-03 | Procédé pour la préparation de fèves de café décaféinées | |
| ZA757059B (en) * | 1974-11-27 | 1976-11-24 | Nestle Sa | Decaffeination process |
| AR204886A1 (es) * | 1974-11-27 | 1976-03-05 | Nestle Sa | Procedimiento para la descafeinacion de materias vegetale |
-
1977
- 1977-04-27 DK DK184277A patent/DK184277A/da not_active Application Discontinuation
- 1977-04-27 ZA ZA00772528A patent/ZA772528B/xx unknown
- 1977-04-27 CA CA277,172A patent/CA1096229A/en not_active Expired
- 1977-04-28 NZ NZ183958A patent/NZ183958A/xx unknown
- 1977-04-28 SE SE7704915A patent/SE432176B/xx not_active IP Right Cessation
- 1977-04-28 IN IN637/CAL/77A patent/IN145529B/en unknown
- 1977-04-28 IL IL51963A patent/IL51963A/xx unknown
- 1977-04-29 IT IT23045/77A patent/IT1080379B/it active
- 1977-05-02 GB GB18306/77A patent/GB1540170A/en not_active Expired
- 1977-05-05 CS CS772974A patent/CS247052B2/cs unknown
- 1977-05-05 PH PH19737A patent/PH12839A/en unknown
- 1977-05-10 GR GR53422A patent/GR63197B/el unknown
- 1977-05-13 CH CH599677A patent/CH620344A5/fr not_active IP Right Cessation
- 1977-05-13 DE DE19772721765 patent/DE2721765A1/de not_active Withdrawn
- 1977-05-16 BE BE177650A patent/BE854721A/xx not_active IP Right Cessation
- 1977-05-20 AU AU25358/77A patent/AU509537B2/en not_active Expired
- 1977-05-23 NO NO771794A patent/NO145813C/no unknown
- 1977-05-25 OA OA56179A patent/OA05670A/xx unknown
- 1977-05-25 PL PL19840377A patent/PL198403A1/xx not_active IP Right Cessation
- 1977-05-25 DD DD7700199130A patent/DD129735A5/xx unknown
- 1977-05-25 LU LU77411A patent/LU77411A1/xx unknown
- 1977-05-26 FR FR7716141A patent/FR2352497A1/fr active Granted
- 1977-05-26 NL NL7705816A patent/NL7705816A/xx not_active Application Discontinuation
- 1977-05-26 JP JP52061709A patent/JPS5941378B2/ja not_active Expired
- 1977-05-26 ES ES459165A patent/ES459165A1/es not_active Expired
- 1977-05-26 YU YU01316/77A patent/YU39093B/xx unknown
- 1977-05-26 AT AT377577A patent/AT357409B/de not_active IP Right Cessation
- 1977-05-27 IE IE1099/77A patent/IE45069B1/en not_active IP Right Cessation
- 1977-05-27 AR AR267798A patent/AR217431A1/es active
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |