EP0013014A1 - Verfahren zum Gewinnen rieselfähiger Fruktose - Google Patents
Verfahren zum Gewinnen rieselfähiger Fruktose Download PDFInfo
- Publication number
- EP0013014A1 EP0013014A1 EP79105309A EP79105309A EP0013014A1 EP 0013014 A1 EP0013014 A1 EP 0013014A1 EP 79105309 A EP79105309 A EP 79105309A EP 79105309 A EP79105309 A EP 79105309A EP 0013014 A1 EP0013014 A1 EP 0013014A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- syrup
- fructose
- weight
- alcohol
- inoculated
- 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.)
- Withdrawn
Links
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 title claims abstract description 39
- 229930091371 Fructose Natural products 0.000 title claims abstract description 39
- 239000005715 Fructose Substances 0.000 title claims abstract description 39
- 238000000034 method Methods 0.000 title claims abstract description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 53
- 235000020357 syrup Nutrition 0.000 claims abstract description 36
- 239000006188 syrup Substances 0.000 claims abstract description 34
- 150000001720 carbohydrates Chemical class 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 5
- 238000002425 crystallisation Methods 0.000 claims description 4
- 230000008025 crystallization Effects 0.000 claims description 4
- 238000010899 nucleation Methods 0.000 claims description 4
- 238000002255 vaccination Methods 0.000 claims description 4
- 239000008103 glucose Substances 0.000 claims description 3
- 238000011081 inoculation Methods 0.000 claims description 3
- 235000021433 fructose syrup Nutrition 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 230000008719 thickening Effects 0.000 claims 1
- 238000004383 yellowing Methods 0.000 claims 1
- 239000013078 crystal Substances 0.000 abstract description 13
- 239000012456 homogeneous solution Substances 0.000 abstract description 3
- 235000013339 cereals Nutrition 0.000 description 13
- 239000000243 solution Substances 0.000 description 9
- 235000013305 food Nutrition 0.000 description 7
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000005755 formation reaction Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 238000001914 filtration Methods 0.000 description 3
- 150000004676 glycans Chemical class 0.000 description 3
- 229920001282 polysaccharide Polymers 0.000 description 3
- 239000005017 polysaccharide Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000008121 dextrose Substances 0.000 description 2
- 235000003599 food sweetener Nutrition 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002772 monosaccharides Chemical class 0.000 description 2
- 239000003765 sweetening agent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- -1 aliphatic alcohols Chemical class 0.000 description 1
- 239000008122 artificial sweetener Substances 0.000 description 1
- 235000021311 artificial sweeteners Nutrition 0.000 description 1
- 235000019219 chocolate Nutrition 0.000 description 1
- 235000008504 concentrate Nutrition 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 235000021096 natural sweeteners Nutrition 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
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
Definitions
- the invention relates to a process for obtaining free-flowing, fine-grained fructose by crystallization from syrup mass with a high fructose content.
- fructose is a natural sugar
- fructose in crystalline form is often used as a sweetener for foods and the like.
- the object of the invention is to obtain free-flowing fructose from readily available syrup mass in a simple manner and with a high degree of purity.
- the syrup-alcohol solution is inoculated by adding fine-grain saccharide, monosaccharide or polysaccharide, preferably fructose and / or glucose, that fructose is crystallized while the inoculated syrup-alcohol solution is left standing, and that the crystallized fructose has a free-flowing, fine-grain quality is obtained by separating.
- fructose can be obtained with a fine grain size less than 400 mesh and with a purity of 99% and better.
- Grain syrup with a high fructose concentration is obtained from cereal starch by the action of enzymes and / or microbes. Such cereal syrups are cheap and available in large quantities in the food industry. Therefore, a further development of the invention is based on cereal syrup with a fructose content of 90%.
- the mixing of the S irupmasse with the alcohol should be a clear, homogeneous solution yield.
- This solution is then inoculated with a fine particle size food grade material, preferably using a sweetener , for example monosaccharide, polysaccharide and preferably fine crystalline fructose, glucose or the like. After the inoculation, it is advisable to stir the solution, preferably for 5 to 10 hours, because stirring can improve the yield.
- the inoculated solution is then left to stand for a few hours, preferably 3 to 12 hours, so that the fructose crystals can form, which are then obtained by harvesting them by filtration, centrifugation or other separation measures.
- the crystals can then be washed, preferably in alcohol, for example in ethanol, and dried in vacuo.
- the crystals obtained in this way are free-flowing and have a particle size of less than 400 mesh, in most cases even less than 200 to 300 mesh.
- the crystals used for seeding in pure crystalline fructose as the crystalline product which is obtained with the method according to the invention so that preferably the F obtained by the method according to the invention may employ ruktosekristalle for seeding. It is harmless if the syrup mass used, as in commercial syrup masses with a high fructose concentration, contains other saccharides, for example 3 to 8% (percent) dextrose and smaller amounts of other polysaccharides.
- Crystalline saccharide is preferably used for inoculation with a grain size of preferably 0.05 to 0.5 mm and in an amount of preferably 0.5 to 5 percent by weight of saccharide based on the weight of the syrup-alcohol solution to be inoculated.
- the moisture content of the fructose syrup can be reduced accordingly by concentrating the syrup in a vacuum, but preferably temperatures in Range from 30 to 90 ° Celsius, better temperatures in the range from 35 to 55 ° Celsius. Concentration in a vacuum should always take place at a temperature at which the concentrate does not change color, in particular does not change color to yellow. It was found that at Cereal syrup mass under vacuum. concentrated, formations of yellow color inhibited or delayed the crystallization and recovery of the free-flowing fructose. For this reason, one should avoid the formation of such formations from the outset by avoiding the temperatures at which these formations form.
- Any volatile alcohol suitable for food can be used, which can be easily removed and which forms a clear homogeneous solution with the fructose-containing syrup and whose moisture content corresponds to the determination for Q.
- Ethanol is preferred as the alcohol, although other alcohols, such as propanol, butanol and similar aliphatic alcohols or even low molecular weight, polyhydric alcohols can also be used.
- free-flowing, fine fructose crystals are obtained which can be used directly in edible foods, for example in sweets, chocolate products, cakes and other foods, alone or in conjunction with other natural or artificial sweeteners.
- the size of the crystals obtained can vary and can also be influenced by the process conditions, for example the temperature of the syrup-alcohol solution, the lowering of this temperature as the process progresses, the amount and type of crystals used for the vaccination and so on .
- Syrup and ethanol with a different moisture content can be used, provided 0.05 ⁇ Q ⁇ 0.25.
- Grain syrup with a fructose content of 90 dry weight percent, a dextrose content of 7 dry weight percent, a content of other saccharides of 3 dry weight percent and a water content of 20% was assumed. 1000 grams of this cereal syrup were mixed with 710 milliliters of anhydrous ethanol at room temperature. This mixture was then inoculated with 16 grams of fine grain, crystalline fructose. The mixture was then left to stand for 12 hours and the resulting crystals were separated, washed with ethanol and dried under vacuum. Fine-grained, free-flowing fructose with a particle size smaller than 300 mesh, a yield of 36 percent and a purity of 99% was obtained.
- Example 3 As example with the only difference that the inoculated mixture was stirred for an additional 5 hours. The stirring increased the yield from 36% from Example 1 to 45%. Parti- and purity were the same as in Example 1.
- Example 3
- Cereal syrup with the same composition as in Example 1 was concentrated in vacuo at 40 ° Celsius to a moisture content of 10%. 1000 grams of this concentrated syrup were heated to 50 0 C and mixed with 558 milliliters of ethanol at room temperature. The ethanol used had a water content of 5%. The mixture was then inoculated with 1 8 grams of fine grain crystalline fructose, stirred and allowed to cool. After 15 hours, the fructose crystals formed in the meantime were filtered off, washed in ethanol and dried under vacuum. Fine-grained, free-flowing fructose with a particle size of 200 to 400 med with a yield of 50% and a purity of 99% was obtained.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Organic Chemistry (AREA)
- Jellies, Jams, And Syrups (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US972454 | 1978-12-22 | ||
| US05/972,454 US4199374A (en) | 1978-12-22 | 1978-12-22 | Process of preparing crystalline fructose from high fructose corn syrup |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0013014A1 true EP0013014A1 (de) | 1980-07-09 |
Family
ID=25519676
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP79105309A Withdrawn EP0013014A1 (de) | 1978-12-22 | 1979-12-21 | Verfahren zum Gewinnen rieselfähiger Fruktose |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4199374A (da) |
| EP (1) | EP0013014A1 (da) |
| CA (1) | CA1113462A (da) |
| DK (1) | DK537479A (da) |
| PT (1) | PT70625A (da) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0116389A1 (en) * | 1983-01-07 | 1984-08-22 | TATE & LYLE PUBLIC LIMITED COMPANY | Solid fructose |
| EP0156571A3 (en) * | 1984-03-09 | 1986-05-28 | A.E. Staley Manufacturing Company | Improvements in or relating to fructose crystallization |
| EP0155803A3 (en) * | 1984-03-09 | 1986-05-28 | A.E. Staley Manufacturing Company | Crystalline fructose preparation |
| GB2168352A (en) * | 1984-10-24 | 1986-06-18 | Hayashibara Biochem Lab | Crystalline erlose |
| GB2172288A (en) * | 1985-03-13 | 1986-09-17 | Tate & Lyle Plc | Crystallization of fructose |
| FR2640282A1 (fr) * | 1988-12-12 | 1990-06-15 | Archer Daniels Midland Co | Cristallisation d'un melange aqueux de fructose et d'alcool |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5731440B2 (da) * | 1980-08-11 | 1982-07-05 | ||
| US4643773A (en) * | 1984-03-09 | 1987-02-17 | A. E. Staley Manufacturing Company | Crystallization of fructose utilizing a mixture of alcohols |
| WO1986006746A1 (en) * | 1985-05-09 | 1986-11-20 | Drytech Corporation | Method and apparatus for removing volatiles from or dehydrating liquid products |
| US4634472A (en) * | 1985-08-23 | 1987-01-06 | A. E. Staley Manufacturing Company | Enrichment of fructose syrups |
| 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 |
| 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 |
| FI77693C (fi) * | 1987-06-03 | 1989-04-10 | Suomen Sokeri Oy | Foerfarande foer kristallisering av fruktos. |
| US4816268A (en) * | 1987-08-14 | 1989-03-28 | Nutrasweet Co | Process for preparing a comestible containing stirrer straw and product thereof |
| USH621H (en) | 1988-03-25 | 1989-04-04 | A. E. Staley Manufacturing Company | Flavor modification of distilled spirits |
| USH1014H (en) | 1988-04-28 | 1992-01-07 | A. E. Staley Manufacturing Company | Method of making cherries of maraschino type |
| US5047088A (en) * | 1989-06-30 | 1991-09-10 | A. E. Staley Manufacturing Company | Method for crystallization of fructose |
| US4988531A (en) * | 1989-11-07 | 1991-01-29 | A. E. Staley Manufacturing Company | Method for manufacturing gel pieces |
| US5395640A (en) * | 1990-02-20 | 1995-03-07 | A.E. Staley Manufacturing Company | Method of preparing reduced fat foods |
| US5409726A (en) * | 1990-02-20 | 1995-04-25 | A. E. Staley Manufacturing Co. | Method of preparing reduced fat foods |
| US5387426A (en) * | 1990-02-20 | 1995-02-07 | A.E. Staley Manufacturing Company | Method of preparing reduced fat foods |
| US5372835A (en) * | 1990-02-20 | 1994-12-13 | A. E. Staley Manufacturing Company | Method of preparing reduced fat foods |
| US5368878A (en) * | 1990-02-20 | 1994-11-29 | A. E. Staley Manufacturing Company | Reduced fat meat products |
| US5374442A (en) * | 1990-02-20 | 1994-12-20 | A. E. Staley Manufacturing Company | Method of preparing reduced fat foods |
| US5436019A (en) * | 1990-02-20 | 1995-07-25 | A. E. Staley Manufacturing Co. | Method of preparing reduced fat foods |
| WO1991012728A1 (en) * | 1990-02-20 | 1991-09-05 | A.E. Staley Manufacturing Company | Method of preparing reduced fat foods |
| US5378491A (en) * | 1990-02-20 | 1995-01-03 | A. E. Staley Manufacturing Co. | Method of preparing a starch hydrolysate, an aqueous starch hydrolysate dispersion, method of preparing a food containing a starch hydrolysate, and a food formulation containing a starch hydrolysate |
| US5258199A (en) * | 1991-08-30 | 1993-11-02 | A. E. Staley Manufacturing Co. | Chocolate-flavored confections and method for manufacturing |
| US5376399A (en) * | 1992-05-15 | 1994-12-27 | A.E. Staley Manufacturing Co. | Reduced fat cremes |
| USH1394H (en) * | 1992-05-22 | 1995-01-03 | A. E. Staley Manufacturing Company | Method of preparing reduced fat spreads |
| USH1395H (en) * | 1992-05-22 | 1995-01-03 | A. E. Staley Manufacturing Company | Composition and method of preparing reduced fat spreads |
| KR100287306B1 (ko) * | 1993-03-29 | 2001-04-16 | 에이.이. 스테일리 매니팩츄어링 컴파니 | 결정성 프럭토즈의 통합된 제조방법 |
| CN1042237C (zh) * | 1993-04-01 | 1999-02-24 | A.E.施塔利制造公司 | 生产液体甜味剂和结晶果糖的联合方法 |
| BR0103406A (pt) * | 2001-08-15 | 2004-05-04 | Getec Guanabara Quimica Ind S | Processo de produção de frutose cristalina de elevada pureza utilizando xarope com baixo teor de frutose originária de sacarose, e produto obtido |
| US11078548B2 (en) | 2015-01-07 | 2021-08-03 | Virdia, Llc | Method for producing xylitol by fermentation |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1206040A (en) * | 1967-12-21 | 1970-09-23 | Boehringer Mannheim Gmbh | Process and device for the recovery of crystalline fructose from methanolic solution |
| DE2015591A1 (en) * | 1970-04-01 | 1972-01-05 | Maizena Gesellschaft Mbh, 2000 Hamburg | Fructose crystallisation - from alcoholic solutions by adding aqueous syrup to alcoholic solution containing seed crystals |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2588449A (en) * | 1950-03-03 | 1952-03-11 | Us Agriculture | Levulose dihydrate |
| US3513023A (en) * | 1966-04-29 | 1970-05-19 | Boehringer Mannheim Gmbh | Process for the production of crystalline fructose |
| DE1909316A1 (de) * | 1969-02-25 | 1971-06-24 | Boehringer Mannheim Gmbh | Agglomerierte Fructose und Verfahren zur Herstellung derselben |
| US3718484A (en) * | 1970-08-20 | 1973-02-27 | Food Technology | Solidified product from high fructose corn syrup and process for the preparation thereof |
| US3883365A (en) * | 1972-01-04 | 1975-05-13 | Suomen Sokeri Oy | PH adjustment in fructose crystallization for increased yield |
| DE2229064A1 (de) * | 1972-06-15 | 1973-12-20 | Boehringer Mannheim Gmbh | Verfahren zur herstellung von fruktose |
| JPS5239901B2 (da) * | 1973-02-12 | 1977-10-07 | ||
| JPS5012245A (da) * | 1973-06-04 | 1975-02-07 |
-
1978
- 1978-12-22 US US05/972,454 patent/US4199374A/en not_active Expired - Lifetime
-
1979
- 1979-12-17 DK DK537479A patent/DK537479A/da unknown
- 1979-12-21 EP EP79105309A patent/EP0013014A1/de not_active Withdrawn
- 1979-12-21 CA CA342,471A patent/CA1113462A/en not_active Expired
- 1979-12-21 PT PT70625A patent/PT70625A/pt unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1206040A (en) * | 1967-12-21 | 1970-09-23 | Boehringer Mannheim Gmbh | Process and device for the recovery of crystalline fructose from methanolic solution |
| DE2015591A1 (en) * | 1970-04-01 | 1972-01-05 | Maizena Gesellschaft Mbh, 2000 Hamburg | Fructose crystallisation - from alcoholic solutions by adding aqueous syrup to alcoholic solution containing seed crystals |
Non-Patent Citations (1)
| Title |
|---|
| CHEMICAL ABSTRACTS, Band 43, Nr. 9, 10. Mai 1949, Zusammenfassung Nr. 3639f, Columbus, Ohio, US,; & JP-C- 161 985 (SHIGETARO UEKI) 22.02.1944 * Zusammenfassung * * |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0116389A1 (en) * | 1983-01-07 | 1984-08-22 | TATE & LYLE PUBLIC LIMITED COMPANY | Solid fructose |
| EP0156571A3 (en) * | 1984-03-09 | 1986-05-28 | A.E. Staley Manufacturing Company | Improvements in or relating to fructose crystallization |
| EP0155803A3 (en) * | 1984-03-09 | 1986-05-28 | A.E. Staley Manufacturing Company | Crystalline fructose preparation |
| GB2168352A (en) * | 1984-10-24 | 1986-06-18 | Hayashibara Biochem Lab | Crystalline erlose |
| GB2172288A (en) * | 1985-03-13 | 1986-09-17 | Tate & Lyle Plc | Crystallization of fructose |
| GB2172288B (en) * | 1985-03-13 | 1989-06-21 | Tate & Lyle Plc | Sugar process |
| FR2640282A1 (fr) * | 1988-12-12 | 1990-06-15 | Archer Daniels Midland Co | Cristallisation d'un melange aqueux de fructose et d'alcool |
| BE1002717A5 (fr) * | 1988-12-12 | 1991-05-14 | Archer Daniels Midland Co | Cristallisation d'un melange aqueux de fructose et d'alcool. |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1113462A (en) | 1981-12-01 |
| DK537479A (da) | 1980-06-23 |
| US4199374A (en) | 1980-04-22 |
| PT70625A (de) | 1980-01-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Designated state(s): BE CH DE FR GB NL SE |
|
| 17P | Request for examination filed | ||
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
| 18D | Application deemed to be withdrawn |
Effective date: 19810606 |
|
| RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: RANIWALA, SUBODH KUMAR Inventor name: DWIVEDI, BASANT K. |