CA1083880A - Methode pour decafeiner le cafe non torrefie - Google Patents

Methode pour decafeiner le cafe non torrefie

Info

Publication number: CA1083880A
Authority: CA; Canada
Prior art keywords: caffeine; coffee; green; green coffee; extract
Prior art date: 1975-06-24
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

Application number

CA254,770A

Other languages

English (en)

Inventor

Gary L. Hickernell

Chi-Hang Lee

Paul R. Zanno

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

General Foods Corp

Original Assignee

General Foods Corp

Priority date (The priority date 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 date listed.)

1975-06-24

Filing date

1976-06-14

Publication date

1980-08-19

1976-06-14 Application filed by General Foods Corp filed Critical General Foods Corp

1980-08-19 Application granted granted Critical

1980-08-19 Publication of CA1083880A publication Critical patent/CA1083880A/fr

Status Expired legal-status Critical Current

Links

235000013353 coffee beverage Nutrition 0.000 title claims abstract description 75
235000016213 coffee Nutrition 0.000 title claims abstract description 72
238000000034 method Methods 0.000 title claims description 26
RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims abstract description 136
229960001948 caffeine Drugs 0.000 claims abstract description 69
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 68
VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims abstract description 68
239000000284 extract Substances 0.000 claims abstract description 55
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
229920000642 polymer Polymers 0.000 claims abstract description 13
230000002950 deficient Effects 0.000 claims abstract description 10
229920006037 cross link polymer Polymers 0.000 claims abstract description 7
239000002245 particle Substances 0.000 claims abstract description 5
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 17
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 14
239000000178 monomer Substances 0.000 claims description 13
150000001555 benzenes Chemical class 0.000 claims description 10
-1 poly(vinyl) Polymers 0.000 claims description 8
125000004432 carbon atom Chemical group C* 0.000 claims description 7
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125000000217 alkyl group Chemical group 0.000 claims description 6
WVAFEFUPWRPQSY-UHFFFAOYSA-N 1,2,3-tris(ethenyl)benzene Chemical compound C=CC1=CC=CC(C=C)=C1C=C WVAFEFUPWRPQSY-UHFFFAOYSA-N 0.000 claims description 5
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150000001875 compounds Chemical class 0.000 description 8
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235000010627 Phaseolus vulgaris Nutrition 0.000 description 7
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235000013361 beverage Nutrition 0.000 description 6
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244000013123 dwarf bean Species 0.000 description 5
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239000005715 Fructose Substances 0.000 description 2
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VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
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WWNNZCOKKKDOPX-UHFFFAOYSA-N N-methylnicotinate Chemical compound C[N+]1=CC=CC(C([O-])=O)=C1 WWNNZCOKKKDOPX-UHFFFAOYSA-N 0.000 description 2
AAWZDTNXLSGCEK-ZHQZDSKASA-N Quinic acid Natural products O[C@H]1CC(O)(C(O)=O)C[C@H](O)C1O AAWZDTNXLSGCEK-ZHQZDSKASA-N 0.000 description 2
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CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
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235000019634 flavors Nutrition 0.000 description 2
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229960000367 inositol Drugs 0.000 description 2
235000021539 instant coffee Nutrition 0.000 description 2
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150000002170 ethers Chemical class 0.000 description 1
SZPUDSQPVUIVKC-UHFFFAOYSA-N ethoxymethyl prop-2-enoate Chemical compound CCOCOC(=O)C=C SZPUDSQPVUIVKC-UHFFFAOYSA-N 0.000 description 1
HJWBBBADPXPUPA-UHFFFAOYSA-N ethyl 3-(4-chlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate Chemical compound CCOC(=O)C1=C(C)ON=C1C1=CC=C(Cl)C=C1 HJWBBBADPXPUPA-UHFFFAOYSA-N 0.000 description 1
STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
229950002441 glucurolactone Drugs 0.000 description 1
150000004676 glycans Chemical class 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
238000000227 grinding Methods 0.000 description 1
PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
238000000622 liquid--liquid extraction Methods 0.000 description 1
239000001630 malic acid Substances 0.000 description 1
235000011090 malic acid Nutrition 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
230000002906 microbiologic effect Effects 0.000 description 1
ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
AYGYHGXUJBFUJU-UHFFFAOYSA-N n-[2-(prop-2-enoylamino)ethyl]prop-2-enamide Chemical compound C=CC(=O)NCCNC(=O)C=C AYGYHGXUJBFUJU-UHFFFAOYSA-N 0.000 description 1
UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical compound C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920001282 polysaccharide Polymers 0.000 description 1
239000005017 polysaccharide Substances 0.000 description 1
239000011148 porous material Substances 0.000 description 1
230000002265 prevention Effects 0.000 description 1
QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
RPGBCXPLDSDRMQ-UHFFFAOYSA-N propoxymethyl prop-2-enoate Chemical compound CCCOCOC(=O)C=C RPGBCXPLDSDRMQ-UHFFFAOYSA-N 0.000 description 1
PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
239000013557 residual solvent Substances 0.000 description 1
239000012508 resin bead Substances 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
238000013341 scale-up Methods 0.000 description 1
ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
KQTIIICEAUMSDG-UHFFFAOYSA-N tricarballylic acid Chemical compound OC(=O)CC(C(O)=O)CC(O)=O KQTIIICEAUMSDG-UHFFFAOYSA-N 0.000 description 1
NZHHDFRSEQSGLN-ZRDIBKRKSA-N tris(prop-2-enyl) (e)-prop-1-ene-1,2,3-tricarboxylate Chemical compound C=CCOC(=O)C\C(C(=O)OCC=C)=C/C(=O)OCC=C NZHHDFRSEQSGLN-ZRDIBKRKSA-N 0.000 description 1
PLCFYBDYBCOLSP-UHFFFAOYSA-N tris(prop-2-enyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound C=CCOC(=O)CC(O)(CC(=O)OCC=C)C(=O)OCC=C PLCFYBDYBCOLSP-UHFFFAOYSA-N 0.000 description 1
XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-UHFFFAOYSA-N 0.000 description 1
238000003809 water extraction Methods 0.000 description 1
239000008096 xylene Substances 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
- A23F5/223—Reducing or removing alkaloid content from coffee extract using flocculating, precipitating, adsorbing or complex-forming agents, or ion-exchangers
- 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
- A23F5/208—Reducing or removing alkaloid content; Preparations produced thereby; Extracts or infusions thereof by extraction of the beans with water, aqueous solutions without organic or inorganic solvents or aqueous coffee 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)
Solid-Sorbent Or Filter-Aiding Compositions (AREA)

CA254,770A 1975-06-24 1976-06-14 Methode pour decafeiner le cafe non torrefie Expired CA1083880A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US58981775A	1975-06-24	1975-06-24
US589,817		1990-09-27

Publications (1)

Publication Number	Publication Date
CA1083880A true CA1083880A (fr)	1980-08-19

Family

ID=24359661

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA254,770A Expired CA1083880A (fr)	1975-06-24	1976-06-14	Methode pour decafeiner le cafe non torrefie

Country Status (2)

Country	Link
CA (1)	CA1083880A (fr)
GB (1)	GB1488340A (fr)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL187665C (nl) *	1977-08-05	1991-12-16	D E J Int Research	Werkwijze voor het verwijderen van cafeine uit een waterige koffie- of thee-extract en werkwijze voor het verwijderen van cafeine uit groene koffiebonen.
NL7807214A (nl) *	1977-08-06	1979-02-08	D E J Int Research	Werkwijze voor de selectieve extractie van een oplos- bare component uit een vast korrelvormig materiaal, dat een aantal oplosbare componenten bevat.
NL7712503A (nl) *	1977-11-14	1979-05-16	D E J Int Research	Werkwijze voor het decaffeineren van groene koffiebonen.
FR2433359A1 (fr) *	1978-08-16	1980-03-14	Gen Foods Corp	Procede d'adsorption a contre-courant
CH639245A5 (fr) *	1980-10-08	1983-11-15	Nestle Sa	Procede d'extraction de la cafeine.
NL8104854A (nl) *	1981-10-27	1983-05-16	Douwe Egberts Tabaksfab	Werkwijze voor het decaffeineren van groene koffiebonen.
EP0078618A3 (fr) *	1981-11-04	1983-08-24	General Foods Corporation	Procédé d'amélioration d'extrait de café hydrolysé
DE3313339A1 (de) *	1983-04-13	1984-10-18	Kord Beteiligungsgesellschaft mbH & Co KG, 2000 Hamburg	Verfahren zur herstellung von entcoffeinierten genussmitteln
CA1301754C (fr) *	1986-05-30	1992-05-26	Louris Kaper	Procede de recuperation de cafeine dans du charbon active et procede de decafeination du cafe
US5906743A (en) *	1995-05-24	1999-05-25	Kimberly Clark Worldwide, Inc.	Filter with zeolitic adsorbent attached to individual exposed surfaces of an electret-treated fibrous matrix
US5614096A (en) *	1995-05-24	1997-03-25	Kimberly-Clark Corporation	Compressed adsorbent filter cake
EP0828556A1 (fr) *	1995-05-24	1998-03-18	Kimberly-Clark Worldwide, Inc.	Filtre a argiles minerales adsorbantes fixees a des surfaces individuelles exposees d'une matrice fibreuse
US5603830A (en) *	1995-05-24	1997-02-18	Kimberly-Clark Corporation	Caffeine adsorbent liquid filter with integrated adsorbent
USD383036S (en)	1995-11-16	1997-09-02	Kimberly-Clark Corporation	Filter cake holder
CN1188440C (zh) *	2000-08-29	2005-02-09	马林克罗特贝克公司	用于分析物分离的功能性聚合物介质
US10893685B2 (en)	2016-10-26	2021-01-19	Kao Corporation	Chlorogenic acid-containing composition manufacturing method
CN109862793B (zh) *	2016-10-26	2022-05-03	花王株式会社	含有绿原酸类的精制组合物
WO2018079178A1 (fr)	2016-10-26	2018-05-03	花王株式会社	Procédé de fabrication de composition comprenant des acides chlorogéniques purifiés
EP4327666A1 (fr) *	2022-08-26	2024-02-28	ANKA Angewandte Kaffeetechnologie GmbH	Procédé et dispositif de préparation de grains de café vert décaféinés et de la caféine, utilisant des résines adsorbantes, et utilisations correspondantes

1976
- 1976-06-14 CA CA254,770A patent/CA1083880A/fr not_active Expired
- 1976-06-16 GB GB2500176A patent/GB1488340A/en not_active Expired

Also Published As

Publication number	Publication date
GB1488340A (en)	1977-10-12

Legal Events

Date	Code	Title	Description
1997-08-19	MKEX	Expiry
2023-05-26	MKEX	Expiry	Effective date: 19970819

Publication	Publication Date	Title
CA1069376A (fr)	1980-01-08	Procede de decafeination
US4500556A (en)	1985-02-19	Anthocyanin colorant from grape pomace
US4411923A (en)	1983-10-25	Process for the extraction of caffeine from super-critical solutions
GB1603683A (en)	1981-11-25	Process for treating an aqueous extract of a vegetable material and the products obtained by this process
EP0040712B1 (fr)	1984-04-18	Procédé pour la décaféination du café vert et procédé pour la récupération de la caféine
US5021253A (en)	1991-06-04	Decaffeination of liquid medium
CA1115593A (fr)	1982-01-05	Procede de decafeination des grains de cafe verts
EP0398464B1 (fr)	1994-12-28	Récupération d'arôme à partir de l'hydrolyse thermique de marc de café
GB1488340A (en)	1977-10-12	Decaffeination of green coffee
CA1093472A (fr)	1981-01-13	Procede par adsorption
EP0140629B1 (fr)	1987-12-16	Decaféination au moyen de charbon actif traité
EP0078618A2 (fr)	1983-05-11	Procédé d'amélioration d'extrait de café hydrolysé
US5045334A (en)	1991-09-03	Process for separating and removing caffeine and chlorogenic from raw coffee and from one another
CA1177319A (fr)	1984-11-06	Methode de captage des volatils aromatiques
US4508743A (en)	1985-04-02	Caffeine adsorption
CA1227689A (fr)	1987-10-06	Methode pour decafeiner les grains de cafe verts sur du charbon actif
CA1220972A (fr)	1987-04-28	Procede de recuperation de solides du cafe decafeines
US3664845A (en)	1972-05-23	Molecular fractionation by pulsed centrifugation
EP0078650A1 (fr)	1983-05-11	Procédé d'amélioration d'extrait de café hydrolysé
CA1049318A (fr)	1979-02-27	Methode d'extraction de cafeine du cafe non torrefie
US4562083A (en)	1985-12-31	Decaffeination of green coffee with n-butyl acetate
CA1177317A (fr)	1984-11-06	Decafeination par solvant aprotique
JPS6116482B2 (fr)	1986-04-30
LACK et al.	1992	using supercritical CO2
EP0049357A1 (fr)	1982-04-14	Extraction de caféine