US3875140A - Process for the preparation of fructose - Google Patents
Process for the preparation of fructose Download PDFInfo
- Publication number
- US3875140A US3875140A US365356A US36535673A US3875140A US 3875140 A US3875140 A US 3875140A US 365356 A US365356 A US 365356A US 36535673 A US36535673 A US 36535673A US 3875140 A US3875140 A US 3875140A
- Authority
- US
- United States
- Prior art keywords
- boric acid
- fructose
- solution
- glucose
- reaction
- 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 - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K11/00—Fructose
-
- H—ELECTRICITY
- H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
- H02J—CIRCUIT ARRANGEMENTS OR SYSTEMS FOR SUPPLYING OR DISTRIBUTING ELECTRIC POWER; SYSTEMS FOR STORING ELECTRIC ENERGY
- H02J13/00—Circuit arrangements for providing remote indication of network conditions, e.g. an instantaneous record of the open or closed condition of each circuitbreaker in the network; Circuit arrangements for providing remote control of switching means in a power distribution network, e.g. switching in and out of current consumers by using a pulse code signal carried by the network
- H02J13/00004—Circuit arrangements for providing remote indication of network conditions, e.g. an instantaneous record of the open or closed condition of each circuitbreaker in the network; Circuit arrangements for providing remote control of switching means in a power distribution network, e.g. switching in and out of current consumers by using a pulse code signal carried by the network characterised by the power network being locally controlled
Definitions
- ABSTRACT Fructose is produced by the isomerization of glucose and/or mannose by a process comprising isomerizing the glucose or mannose in an alkali solution containing an aryl boric acid.
- the present invention relates to a process for the production of fructose by the isomerization of glucose or mannose in alkaline solution.
- the present invention comprises a process for the isomerization of glucose and/or mannose in alkaline solution, wherein the solution contains an aryl boric acid.
- the solution contains an aryl boric acid.
- fructose yields of up to and beyond 80% can be obtained.
- the boric acid there can be used, for example, phenyl boric acid, naphthyl boric acid, alkoxyphenyl boric acids, such as 4-methoxyphenyl boric acid, nitrophenyl boric acids or sulfonated phenyl or naphthyl boric acids.
- the process can be carried out especially advantageously when the aryl boric acid is a component of an insoluble organic polymer.
- Such insoluble polymers can be obtained, for example, by polymerizing a vinylphenyl boric acid or a derivative thereof with itself or with styrene or a similar compound or by fixing an aryl boric acid, via a further substituent, on to a reactive carricr material, for example, by fixing a sulfonylphenyl boric acid on to an anion exchanger resin.
- the process according to the present invention can be carried out with the use of glucose solutions with a concentration of up to or it is especially advantageous to use 20-25% glucose solutions.
- glucose solutions with a concentration of up to or it is especially advantageous to use 20-25% glucose solutions.
- pure glucose there can also be used appropriate crude starch hydrolyzates or invert sugar solutions from which a part of the fructose has been removed in known manner.
- the reaction temperature used is usually between about 20 and 80C and preferably between and C. In the case of higher temperatures, the decomposition of the fructose and of the aryl boric acids becomes more noticeable as a disturbing side reaction and, at comparatively low temperatures, the rate of the reaction is, as is to be expected, lower so that the reaction is uneconomic.
- the reaction solution should contain about l/2 to 1 mole of aryl boric acid in order to bring about a maximum formation of fructose.
- the yield of fructose is impaired and, when using higher amounts of aryl boric acid, the rate of reaction drops very considerably, which is surprising and which naturally impairs the economy of the process.
- the .separation of the fructose formed from the reaction solution can be carried out in known manner, for example, by separation by means of an ion exchanger or by precipitation of the fructose from a neutral solution in the form of calcium fructosate.
- the aryl boric acid is added to the reaction solution in the form of a component of an insoluble polymer, the fructose formed is preponderantly also fixed in complex form on the resin and can be removed with the resin from the reaction solution.
- dilute hydrochloric acid there is obtained a fructose-enriched solution which can then be further worked up in known manner.
- Process as claimed in claim 4 wherein the process is carried out at a temperature of between and 6.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2229064A DE2229064A1 (de) | 1972-06-15 | 1972-06-15 | Verfahren zur herstellung von fruktose |
Publications (1)
Publication Number | Publication Date |
---|---|
US3875140A true US3875140A (en) | 1975-04-01 |
Family
ID=5847774
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US365356A Expired - Lifetime US3875140A (en) | 1972-06-15 | 1973-05-30 | Process for the preparation of fructose |
Country Status (5)
Country | Link |
---|---|
US (1) | US3875140A (de) |
AT (1) | AT329472B (de) |
DE (1) | DE2229064A1 (de) |
FR (1) | FR2189512B1 (de) |
GB (1) | GB1369185A (de) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2627111A1 (de) * | 1975-06-17 | 1976-12-30 | Ici Ltd | Verfahren zur umsetzung von aldose oder aldosederivaten zu ketose oder ketosederivaten |
US4096036A (en) * | 1976-06-15 | 1978-06-20 | Standard Brands Incorporated | Method for the separation of water soluble polyols |
US4173558A (en) * | 1977-06-30 | 1979-11-06 | Am International, Inc. | Non-aqueous polymeric dispersion alkyl methacrylate copolymers in mixtures of organic solvents and glossy coatings produced therefrom |
US4173559A (en) * | 1977-06-30 | 1979-11-06 | Am International, Inc. | Non-aqueous polymeric dispersion of alkyl methacrylate and alkyl acrylate copolymers in mixtures of cyclohexane and alcohols and matte coatings produced therefrom |
US4199374A (en) * | 1978-12-22 | 1980-04-22 | Chimicasa Gmbh | Process of preparing crystalline fructose from high fructose corn syrup |
US4199373A (en) * | 1979-04-13 | 1980-04-22 | Chimicasa Gmbh | Process for the manufacture of crystalline fructose |
US4273922A (en) * | 1980-03-21 | 1981-06-16 | The United States Of America As Represented By The Secretary Of Agriculture | Ketose sugars from aldose sugars |
US4663449A (en) * | 1982-11-16 | 1987-05-05 | Imperial Chemical Industries Plc | Process for effecting aldose to ketose conversion |
US5230742A (en) * | 1987-02-02 | 1993-07-27 | A. E. Staley Manufacturing Co. | Integrated process for producing crystalline fructose and high-fructose, liquid-phase sweetener |
US5234503A (en) * | 1987-02-02 | 1993-08-10 | A.E. Saley Manufacturing Co. | Integrated process for producing crystalline fructose and a high-fructose, liquid-phase sweetener |
US5350456A (en) * | 1987-02-02 | 1994-09-27 | A. E. Staley Manufacturing Company | Integrated process for producing crystalline fructose and a high fructose, liquid-phase sweetener |
US5656094A (en) * | 1987-02-02 | 1997-08-12 | A.E. Staley Manufacturing Company | Integrated process for producing crystalline fructose and a high-fructose, liquid phase sweetener |
US20100204651A1 (en) * | 2009-02-06 | 2010-08-12 | Mark Stringham | Automatic safety occluder |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2746889A (en) * | 1954-07-27 | 1956-05-22 | Staley Mfg Co A E | Interconversion of sugars using anion exchange resins |
US2818851A (en) * | 1956-02-07 | 1958-01-07 | Joseph X Khym | Separation and analysis of polyhydroxy substances |
US3431253A (en) * | 1966-09-06 | 1969-03-04 | Us Army | Fructose formation from glucose |
US3432345A (en) * | 1966-04-07 | 1969-03-11 | Union Starch & Refining Co Inc | Production of fructose from dextrose |
US3514327A (en) * | 1967-09-27 | 1970-05-26 | Us Army | Isomerization of glucose,maltose,and lactose with amino compounds |
US3558355A (en) * | 1968-07-12 | 1971-01-26 | Eisai Co Ltd | Process for enhancement of sweetness of sugars |
US3684574A (en) * | 1970-04-20 | 1972-08-15 | Anheuser Busch | Method of producing sweet syrup by resin isomerization of dextrose syrup |
-
1972
- 1972-06-15 DE DE2229064A patent/DE2229064A1/de active Pending
-
1973
- 1973-05-30 US US365356A patent/US3875140A/en not_active Expired - Lifetime
- 1973-06-11 GB GB2769473A patent/GB1369185A/en not_active Expired
- 1973-06-13 FR FR7321456A patent/FR2189512B1/fr not_active Expired
- 1973-06-14 AT AT523873A patent/AT329472B/de not_active IP Right Cessation
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2746889A (en) * | 1954-07-27 | 1956-05-22 | Staley Mfg Co A E | Interconversion of sugars using anion exchange resins |
US2818851A (en) * | 1956-02-07 | 1958-01-07 | Joseph X Khym | Separation and analysis of polyhydroxy substances |
US3432345A (en) * | 1966-04-07 | 1969-03-11 | Union Starch & Refining Co Inc | Production of fructose from dextrose |
US3431253A (en) * | 1966-09-06 | 1969-03-04 | Us Army | Fructose formation from glucose |
US3514327A (en) * | 1967-09-27 | 1970-05-26 | Us Army | Isomerization of glucose,maltose,and lactose with amino compounds |
US3558355A (en) * | 1968-07-12 | 1971-01-26 | Eisai Co Ltd | Process for enhancement of sweetness of sugars |
US3684574A (en) * | 1970-04-20 | 1972-08-15 | Anheuser Busch | Method of producing sweet syrup by resin isomerization of dextrose syrup |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2627111A1 (de) * | 1975-06-17 | 1976-12-30 | Ici Ltd | Verfahren zur umsetzung von aldose oder aldosederivaten zu ketose oder ketosederivaten |
US4096036A (en) * | 1976-06-15 | 1978-06-20 | Standard Brands Incorporated | Method for the separation of water soluble polyols |
US4173558A (en) * | 1977-06-30 | 1979-11-06 | Am International, Inc. | Non-aqueous polymeric dispersion alkyl methacrylate copolymers in mixtures of organic solvents and glossy coatings produced therefrom |
US4173559A (en) * | 1977-06-30 | 1979-11-06 | Am International, Inc. | Non-aqueous polymeric dispersion of alkyl methacrylate and alkyl acrylate copolymers in mixtures of cyclohexane and alcohols and matte coatings produced therefrom |
US4199374A (en) * | 1978-12-22 | 1980-04-22 | Chimicasa Gmbh | Process of preparing crystalline fructose from high fructose corn syrup |
US4199373A (en) * | 1979-04-13 | 1980-04-22 | Chimicasa Gmbh | Process for the manufacture of crystalline fructose |
US4273922A (en) * | 1980-03-21 | 1981-06-16 | The United States Of America As Represented By The Secretary Of Agriculture | Ketose sugars from aldose sugars |
JPS57114597A (en) * | 1980-03-21 | 1982-07-16 | Us Agriculture | Manufacture of ketose sugar |
JPH0132833B2 (de) * | 1980-03-21 | 1989-07-10 | Us Agriculture | |
US4663449A (en) * | 1982-11-16 | 1987-05-05 | Imperial Chemical Industries Plc | Process for effecting aldose to ketose conversion |
US5230742A (en) * | 1987-02-02 | 1993-07-27 | A. E. Staley Manufacturing Co. | Integrated process for producing crystalline fructose and high-fructose, liquid-phase sweetener |
US5234503A (en) * | 1987-02-02 | 1993-08-10 | A.E. Saley Manufacturing Co. | Integrated process for producing crystalline fructose and a high-fructose, liquid-phase sweetener |
US5350456A (en) * | 1987-02-02 | 1994-09-27 | A. E. Staley Manufacturing Company | Integrated process for producing crystalline fructose and a high fructose, liquid-phase sweetener |
US5656094A (en) * | 1987-02-02 | 1997-08-12 | A.E. Staley Manufacturing Company | Integrated process for producing crystalline fructose and a high-fructose, liquid phase sweetener |
US20100204651A1 (en) * | 2009-02-06 | 2010-08-12 | Mark Stringham | Automatic safety occluder |
Also Published As
Publication number | Publication date |
---|---|
AT329472B (de) | 1976-05-10 |
GB1369185A (en) | 1974-10-02 |
ATA523873A (de) | 1975-07-15 |
FR2189512A1 (de) | 1974-01-25 |
FR2189512B1 (de) | 1977-02-11 |
DE2229064A1 (de) | 1973-12-20 |
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