EP0083325A2 - Process for the manufacture of a sweetener based on milk and a sweetener manufactured according to the process - Google Patents
Process for the manufacture of a sweetener based on milk and a sweetener manufactured according to the process Download PDFInfo
- Publication number
- EP0083325A2 EP0083325A2 EP82850235A EP82850235A EP0083325A2 EP 0083325 A2 EP0083325 A2 EP 0083325A2 EP 82850235 A EP82850235 A EP 82850235A EP 82850235 A EP82850235 A EP 82850235A EP 0083325 A2 EP0083325 A2 EP 0083325A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- lactose
- sweetener
- hydrolysis
- degree
- glucose
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims abstract description 45
- 235000003599 food sweetener Nutrition 0.000 title claims abstract description 25
- 239000003765 sweetening agent Substances 0.000 title claims abstract description 25
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 8
- 235000013336 milk Nutrition 0.000 title abstract description 5
- 239000008267 milk Substances 0.000 title abstract description 5
- 210000004080 milk Anatomy 0.000 title abstract description 5
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims abstract description 136
- 239000008101 lactose Substances 0.000 claims abstract description 131
- 230000007062 hydrolysis Effects 0.000 claims abstract description 36
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 36
- 150000001768 cations Chemical class 0.000 claims abstract description 32
- 238000004132 cross linking Methods 0.000 claims abstract description 31
- 230000001131 transforming effect Effects 0.000 claims abstract description 24
- 230000002378 acidificating effect Effects 0.000 claims abstract description 23
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 23
- 229930182830 galactose Natural products 0.000 claims abstract description 20
- 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 abstract description 19
- 239000008103 glucose Substances 0.000 claims abstract description 19
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims abstract description 18
- 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 claims abstract description 18
- XDIYNQZUNSSENW-NUVHGKSTSA-N (2r,3s,4s,5r)-2,3,4,5,6-pentahydroxyhexanal;(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal Chemical compound OC[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O XDIYNQZUNSSENW-NUVHGKSTSA-N 0.000 claims abstract description 7
- 239000000047 product Substances 0.000 claims description 39
- 150000002500 ions Chemical class 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 12
- 239000005862 Whey Substances 0.000 claims description 10
- 102000007544 Whey Proteins Human genes 0.000 claims description 10
- 108010046377 Whey Proteins Proteins 0.000 claims description 10
- 238000011282 treatment Methods 0.000 claims description 10
- 239000012466 permeate Substances 0.000 claims description 8
- 229940005642 polystyrene sulfonic acid Drugs 0.000 claims description 5
- MIDXCONKKJTLDX-UHFFFAOYSA-N 3,5-dimethylcyclopentane-1,2-dione Chemical compound CC1CC(C)C(=O)C1=O MIDXCONKKJTLDX-UHFFFAOYSA-N 0.000 claims description 4
- 235000013736 caramel Nutrition 0.000 claims description 4
- 229920001467 poly(styrenesulfonates) Polymers 0.000 claims description 4
- 238000005498 polishing Methods 0.000 claims description 3
- 238000001704 evaporation Methods 0.000 claims description 2
- 230000008020 evaporation Effects 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 8
- 239000003456 ion exchange resin Substances 0.000 description 8
- 229920003303 ion-exchange polymer Polymers 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 238000003892 spreading Methods 0.000 description 7
- 235000013351 cheese Nutrition 0.000 description 6
- 239000012467 final product Substances 0.000 description 5
- 239000000796 flavoring agent Substances 0.000 description 5
- 235000019634 flavors Nutrition 0.000 description 5
- 235000019605 sweet taste sensations Nutrition 0.000 description 5
- 238000005342 ion exchange Methods 0.000 description 4
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 3
- 235000013361 beverage Nutrition 0.000 description 3
- 230000001172 regenerating effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 235000013405 beer Nutrition 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 235000013365 dairy product Nutrition 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000007210 heterogeneous catalysis Methods 0.000 description 2
- 235000015122 lemonade Nutrition 0.000 description 2
- 230000003204 osmotic effect Effects 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 240000002129 Malva sylvestris Species 0.000 description 1
- 235000006770 Malva sylvestris Nutrition 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 235000015173 baked goods and baking mixes Nutrition 0.000 description 1
- 102000005936 beta-Galactosidase Human genes 0.000 description 1
- 108010005774 beta-Galactosidase Proteins 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000015155 buttermilk Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 235000020186 condensed milk Nutrition 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 235000015142 cultured sour cream Nutrition 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 235000015071 dressings Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000015220 hamburgers Nutrition 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- -1 hydrogen ions Chemical class 0.000 description 1
- 235000015243 ice cream Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 235000012771 pancakes Nutrition 0.000 description 1
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000013580 sausages Nutrition 0.000 description 1
- 235000020183 skimmed milk Nutrition 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 235000008939 whole milk Nutrition 0.000 description 1
- 235000013618 yogurt Nutrition 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K13/00—Sugars not otherwise provided for in this class
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K1/00—Glucose; Glucose-containing syrups
Definitions
- the present invention relates to a process for the manufacture of a sweetener from milk-sugar or lactose and a sweetener manufactured according to the process.
- Lactose can be derived from any type of milk product like whole milk, skim milk, butter milk, whey, cottage cheese whey etc. Of particular interest is to make use of lactose from whey which is often considered a non-useful rye side product. Lactose has little sweet taste and for making use of lactose as a sweetener the lactose has to be transformed or split up into glucose and galactose which are sweeter types of sugar. It is known that such transforming of lactose is made by hydrolysis with some acid, some ion exchanger or some enzym. Such a method and other hydrolysing methods are described for instance in Journal of Dairy Science, Vol. 64, pages 1759-1771, "Beta-Galactosidase: Review of Recent Research", M. L. Richmond, J. I. Gray and C. M. Stine.
- a method for hydrolysing of lactose is also known from the US Patent 4,067,748.
- the lactose is hydrolysed by means of a strongly acidic cation exchanger preferably a strongly acidic polystyrene ion exchanger resin.
- the hydrolysing can be made for a dry matter content of 20-40%, for instance 30%, and that the hydrolysing is made by means of an ion exchanger resin having a very low cross linking number, preferably a cross linking number of between 0,5 and 5%.
- the lactose to be treated has a dry matter content which is of such low magnetude that the hydrolysed lactose for many purposes is not directly useful but has to be subjected to further treatments like evaporazation etc.
- an ion exchanger resin having a very low cross linking degree can be used and can be advisable for the indicated low dry matter contents, but on the contrary it is not practically possible to use such low cross linking degrees for higher dry matter contents since the osmothic pressure at high dry matter contents is so high that there is a risk that the ion exchanger resin balls crack and thereby are destroyed.
- the lactose transforming into glucose and galactose also is made by stirring the lactose solution together with the ion exchange resin what causes cracking and wear of the ion exchange resin balls.
- the lactose transformation can be made in that the ion exchange resin is allowed to successively fall to the bottom of a column in counter current towards a rising lactose bearing liquid and while the ion exchange resin is recirculated to the top of the column.
- the object of the invention is therefore to solve the problem of providing a new process for the manufacture of a sweetener from lactose, which process allows a practical and economical manufacture of the intended sweetener.
- the invention also relates to a sweetener manufactured according to the said process.
- a further object of the invention is to provide such a process, in which the dry matter content in the lactose solution can be kept substantially higher than has so far been possible, and in which the dry matter content of the final product is correspondingly higher than previously considered possible without evaporating or further treating the hydrolysed product.
- a further object of the invention is to provide a process for the manufacture of sweeteners of lactose, according to which a substantially higher dry matter content is obtained than has previously been usual, at which a higher degree of hydrolysis is obtained than has previously been usual and which process can be proceeded so that the cycle speed is substantially higher than has previously been possible.
- the starting material in the process according to the invention is lactose in a water solution or permeate having a dry matter content of between 40 and at least 80%.
- lactose solution is given a dry matter content of between 50 and 60 %. If the lactose is to be dissolved in water the temperature is raised to between 80 and 150°C or preferably between 90 and 120°C. At high temperatures lactose is dissolved more completely and as a consequence a higher dry matter content is obtained than at lower temperatures.
- the high dry matter content of the lactose solution ts advantageous in that a concentrated solution is obtained which need not be evaporated and which gives the process a high capacity.
- the pH-value of the lactose solution may vary, but normally the pH-value is less than 7 and preferably . the pH-value is between 5 and 6.
- the lactose solution may be filtered for the purpose of polishing the solution, but this is not quite necessary. On the contrary the lactose solution may be further treated for splitting the lactose up to glucose and galactose immediately after having been dissolved in water.
- This further treatment of the lactose solution is made by an acid heterogeneous catalysis, in this case a hydrolysis, whereby the lactose solution is treated with a strongly acidic cation exchanger for instance polystyrene-sulfonic acid or any other ion exchanger built on a polymere.
- a strongly acidic cation exchanger for instance polystyrene-sulfonic acid or any other ion exchanger built on a polymere.
- a cation exchanger for this purpose preferably should have a moderately low cross linking degree, or for instance a cross linking degree of 5,5-10% or preferably 5,5-6%.
- the strongly acidic cation exchanger acts as a heterogeneous catalysor in which the hydrogen ions split the lactose to glucose and galactose.
- the acid heterogeneous catalysis is proceeding at a temperature of 80-150°C or preferably 90-120°C.
- the process can be proceeded to a hydrolysis degree of between 40% and practically 100%.
- the hydrolysis is preferably proceeded to a hydrolysation degree of about 70-90%.
- a hydrolysation degree of less than 70-80% there is a risk that lactose and/or galactose will crystallize after long storing time and at low temperatures. If it is required to further increase the sweetness of the hydrolysed lactose solution, a slight amount of extra lactose may be added which will strengthen the taste of sweetness of the glucose and the galactose.
- the acidity of the lactose solution is successively increased, and the glucose-galactose product leaving the process may have a pH-value of 1.5-2.5. It may be considered advantageous that the glucose-galactose solution is kept at a relatively low pH-value since the microbiological resistance is high at low pH-value.
- the milk sugar product may be polished for instance by being filtered through activated carbon. Such a polishing step, however, is only necessary for certain products in which a clear non-coloured product is required.
- the final sugar product may be evaporized, but since the dry matter content is as high as 45-80% or preferably 50-60% evaporizing is generally not necessary.
- the final hydrolysed product normally has a pH-value of 1.5-2.5. For adapting the sugar product to its intended field of use the pH-value may be raised upon demand.
- the sugar product, manufactured accoding to the process is well suited for many different purposes, for instance for use in food stuffs like bakery products of different kinds, beverages such as beer, lemonades etc., or different types of canned products for which some sweetener is desired, for cheese products like cheese dip, spreadable cheeses, cream cheese etc., for sweetening of sweet meats and confiture, for dairy products like condensed milk, acidified culture type of milk, sour cream, yoghurt etc., for dry mix powders such as baking mix powder, pancake mix powder, sallad dressings, sausages, hamburgers, soups etc. or for sweetening of ice-cream.
- beverages such as beer, lemonades etc.
- canned products for which some sweetener is desired
- cheese products like cheese dip, spreadable cheeses, cream cheese etc.
- sweetening of sweet meats and confiture for dairy products like condensed milk, acidified culture type of milk, sour cream, yoghurt etc.
- dry mix powders such as baking mix powder, pancake
- the product manufactured according to the process, has a high content of dry matter, and a high lactose to glucose-galactose transforming speed, and it is possible to proceed the process, according to the invention, to a very high degree of hydrolysis for the product.
- lactose powder obtained from whey was added to 60 1 water having a temperature of 80pC. The said temperature was maintained until the greatest part of the lactose powder was dissolved, whereupon the lactose solution was treated with a strongly acidic cation exchanger consisting of polystyrene-sulfonic acid having a cross linking degree of 8%.
- the hydrolysis was proceeded to a hydrolysing degree of 40%, whereupon the ready hydrolysed product was withdrawn and analysed.
- the transforming cycle speed corresponded to a bed volume of 0.50 per hour.
- the product had a brown-yellow colour and a soft caramel taste.
- lactose obtained from whey was dissolved in 35 1 water having a temperature of 97°C.
- the pH was found to be 5.51.
- the lactose solution was treated with an ion exchanger mass, which ion exchanger is a strongly acidic cation exchanger having a cross linking degree of 5,5%.
- the hydrolysis was proceeded as far as a hydrolysing degree of 96%.
- the pH-value was found to be 1.82.
- the treated product had a pure sweet taste without any substantial extraneous flavour. The colour was slightly yellow.
- After the product had been polished over activated carbon the product was clear and completely without any flavour.
- the transforming cycle speed according to this example corresponded to 1.0 bed volyme per hour. Depending on the high degree of hydrolysing no crystallization was observed, not even after long storing at low temperatures.
- lactose obtained from whey was dissolved in 20 1 water of 140°C temperature under a pressure of 3.10 bar.
- the pH-value of the lactose solution was measured to 5.0.
- the lactose solution was treated with a strongly acidic ion exchanger, based on a polystyrene-sulfonic acid having a cross-linking degree (DVB-degree) of 6%.
- The'hydrolysis was run to a hydrolysing degree of 92%.
- the transforming cycle speed corresponded to a bed volume of 1.1 per hour.
- the ready product was brownish and had a slight caramel taste. Without being polished the product was considered well suited for bakery purposes.
- lactose obtained from whey of cottage cheese was mixed with 50 1 water of 100°C.
- the pH-value of the lactose solution was measured to 4.5.
- the lactose solution was treated with a strongly acidic cation exchanger having a cross linking degree of 10% and the hydrolysis was run to a hydrolysis degree to 95%.
- the transforming speed corresponded to a flow cycle speed of 0,7 bed volumes per hour.
- the ready product was slightly yellow and had a good sweetness without any flavour. After the product had been polished over activated carbon a clear non-coloured product without any noticable flavour had been obtained.
- the product was considered well suitable as a sweetener for beverages, i.e. beverages of the brewery inndustry like beer and lemonades etc.
- lactose powder obtained from whey was dissolved in 29 1 water and was mixed at a temperature of 119°C and at a pressure of 1.9 bar.
- the pH-value of the lactose solution was measured to be 1.8.
- the lactose solution was treated with a strongly acidic cation exchanger having a cross- linking degree of 5.5%.
- the hydrolysis was run to a hydrolysis degree of 93%.
- the transforming speed corresponded to flow cycle speed of 1.9 bed volumes per hour.
- the ready product was slightly yellowish and had a pure sweet taste without any noticable flavour.
- the hydrolysis could be carried out with a flow cycle speed of 1.9 bed volyme per hour corresponding to a period for transforming lactose into glucose and galactose of not more than about half an hour. No substantial crack formation or any other damage of the ion exchange resin could be noticed.
- lactose powder from whey was dissolved in 40 1 water of 100°C temperature.
- the lactose mixture was treated with a strongly acidic cation exchanger which was a mixture of 50% of a strongly acidic cation exchanger having a cross linking degree of 5.5% and the remaining a cation exchanger having a cross linking degree of 8%.
- the hydrolysis was run to a hydrolysing degree of 98% at a transforming speed cycle of 1.5 bed volumes per hour.
- the product thereby manufactured was practically completely clear and non-coloured and had a strong sweet taste.
- lactose powder 50 kg lactose powder was solved in 50 1 water at a temperature of 97°C.
- the lactose solution was hydrolysed as far as to 96% by means of a strong acidic cation exchanger having a cross linking degree of 5.5%.
- the hydrolysed lactose had a relatively sweet taste.
- To the hydrolysed lactose was thereafter added 15% of non-hydrolysed lactose, and a taste panel considered the sweetness of the product substantially higher than the sweetness of the hydrolysed lactose without the addition of non-hydrolysed lactose.
- BV/h bed volume per hour
- DM dry matter content
- a strongly acidic cation exchanger having a low cross linking degree within the above mentioned interval makes the hydrolysis run more easily, so that a higher flow speed can be maintained without the risk that the hydrolysis degree decreases.
- a hydroli.sing degree of more than 80% the product is so stable that there is practically no crystallizing, not even at long time of storing.
- Cation exchangers having a low cross linking degree are rather sensitive to pressure or are brittle, and as mentioned above the osmotic pressure at high dry matter contents becomes so high that there is a risk that the cation exchanger is damaged.
- high dry matter contents it is therefore often considered necessary to use cation exchangers having a higher cross linking degree than the above indicated cross linking degree interval of 5.5-10% than should have been desired, depending on operating technical viewpoints.
- the apparatus illustrated in figure 1 comprises a closed container 1 having a top dome 2 and a bottom dome 3 and an intermediate bottom 4 adjacent the bottom dome 3.
- a bed 5 of a cation exchanger On the intermediate bottom 4 and up to about half the height of the container has been applied a bed 5 of a cation exchanger, and on a level slightly above the upper surface 6 of the cation exchanger bed there is an inlet 7 for lactose.
- the inlet 7 is connected to a spreading device having several nozzles (not illustrated) which spread the lactose evenly over the surface of the ion exchanger bed.
- the acid inlet 12 and the air inlet 14 are closed and the lactose solution is pumped into the container in a predetermined amount per unit of time, preferably by means of a positive pump.
- the lactose is spread over the surface 6 of the ion exchanger bed 5 by means of the spreading device 8.
- the lactose successively passes through the ion exchanger bed at a certain speed, but if the lactose is pumped into the container with a higher speed than can pass through the ion exchanger bed 5 a layer 15 of lactose solution appears on top of the surface 6 of the ion exchanger bed.
- the lactose solution which is pumped into the container through the inlet 7 always meets the strongest part of the acid at or adjacent the outlet, even if the acid of the ionexchanger resin is partly consumed, what is advantageous in order to maintain the highest possibly degree of hydrolysis.
- the acid content of the ion exchanger resin successively is reduced during the hydrolysing process, and at a certain stage it is necessary to regenerate the ion exchanger resin.
- the ion exchanger bed 5 is thereafter forced down to its original level, acid, for instance hydrochloric acid, of about 5% concentration is pumped into the container through the acid inlet 12 and the spreading device 13 and is allowed to pass through the ion exchanger bed 5 from above until the ion exchanger mass is saturated. Excess of acid is removed by flushing water through the bed, and thereafter the equipment is ready for once again being taken into use for hydrolysing lactose into glucose and galactose.
- acid for instance hydrochloric acid
- FIG 2 there is shown a diagram of suitable handling temperatures. Along the vertical shaft is plotted the dry matter content in percent and along the horizontal shaft is plotted the solution temperature for lactose or permeate respectively in water. It is evident that the temperature for completely solving lactose of for instance 40% dry matter content in water is about 92°C and that the temperature becomes higher corresponding to a higher dry matter content to about 140°C for a dry matter content of 80%. The above temperatures relate to the lactose curve L. Corresponding temperatures for permeate P are about 55°C for a permeate having a dry matter content of about 40% and about 100°C for a permeate of 80% dry matter content.
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Abstract
Description
- The present invention relates to a process for the manufacture of a sweetener from milk-sugar or lactose and a sweetener manufactured according to the process.
- Lactose can be derived from any type of milk product like whole milk, skim milk, butter milk, whey, cottage cheese whey etc. Of particular interest is to make use of lactose from whey which is often considered a non-useful rye side product. Lactose has little sweet taste and for making use of lactose as a sweetener the lactose has to be transformed or split up into glucose and galactose which are sweeter types of sugar. It is known that such transforming of lactose is made by hydrolysis with some acid, some ion exchanger or some enzym. Such a method and other hydrolysing methods are described for instance in Journal of Dairy Science, Vol. 64, pages 1759-1771, "Beta-Galactosidase: Review of Recent Research", M. L. Richmond, J. I. Gray and C. M. Stine.
- The said previously known methods for transforming lactose to glucose and galactose, however, have been achieved with a relatively low content of dry matter and/or a relatively low degree of hydrolysis, and the transforming speed during the hydrolysis has been low. It has not been considered possible to hydrolyse lactose having a dry matter content of more than about 20-40%, and therefore the degree of hydrolysis or the transforming speed during hydrolysis has been unprofitably low. Due to the low degree of hydrolysis in some previously known processes the sugar solution, in addition to glucose and galactose, also contains some amounts of remaining lactose, which especially during long storage at low temperature tends to separate as crystals. The low dry matter content or the low degree of hydrolysis leads to the effect that the methods are disadvantageous from an economical viewpoint and that the final product may be so diluted or may have such composition that it must be treated further in order to become practically useful for different purposes.
- A method for hydrolysing of lactose is also known from the US Patent 4,067,748. According to this known method the lactose is hydrolysed by means of a strongly acidic cation exchanger preferably a strongly acidic polystyrene ion exchanger resin. In the patented method it is stated that the hydrolysing can be made for a dry matter content of 20-40%, for
instance 30%, and that the hydrolysing is made by means of an ion exchanger resin having a very low cross linking number, preferably a cross linking number of between 0,5 and 5%. - Even in the said patented method the lactose to be treated has a dry matter content which is of such low magnetude that the hydrolysed lactose for many purposes is not directly useful but has to be subjected to further treatments like evaporazation etc. Further an ion exchanger resin having a very low cross linking degree. Such low cross linking degree can be used and can be advisable for the indicated low dry matter contents, but on the contrary it is not practically possible to use such low cross linking degrees for higher dry matter contents since the osmothic pressure at high dry matter contents is so high that there is a risk that the ion exchanger resin balls crack and thereby are destroyed.
- According to the patent the lactose transforming into glucose and galactose also is made by stirring the lactose solution together with the ion exchange resin what causes cracking and wear of the ion exchange resin balls. Alternatively it is indicated that the lactose transformation can be made in that the ion exchange resin is allowed to successively fall to the bottom of a column in counter current towards a rising lactose bearing liquid and while the ion exchange resin is recirculated to the top of the column.
- As mentioned the previously known methods are disadvantageous both in that it is necessary to keep low dry matter contents of lactose solution and in that has been considered necessary or advantageous to carry out the hydrolysing by means of an ion exchange resing having a very low cross linking degree what causes a destroying of the ion exchange resin in case of high dry matter conetnts, and in that the process is run while stirring the lactose solution and the ion exchange resin. In total the known steps lead to long periods for transforming lactose into glucose and galactose.
- It might be expected that the use of an ion exchange resin having a higher cross linking degree than that mentioned in the above cited publications, or that a lactose transforming treatment of a lactose solution having rather high dry matter contents or a treatment of the lactose solution by having same pass through a fixed bed of an ion exchange mass, should lead to long periods for transforming lactose into glucose and galactose, or alternatively to a lower degree of hydrolysis for a maintained transforming period. It has, however, surprisingly proved that this is not the case. According to the invention, it is on the contrary, possible to treat lactose solutions having high dry substance contents by using ion exchange masses having a rather high crosslinking degree, and by providing the lactose transforming in a fixed bed of ion exchange mass, and in spite thereof the lactose transforming periods are surprisingly short and the hydrolysing degree is extreemly high.
- The object of the invention is therefore to solve the problem of providing a new process for the manufacture of a sweetener from lactose, which process allows a practical and economical manufacture of the intended sweetener.
- The invention also relates to a sweetener manufactured according to the said process.
- A further object of the invention is to provide such a process, in which the dry matter content in the lactose solution can be kept substantially higher than has so far been possible, and in which the dry matter content of the final product is correspondingly higher than previously considered possible without evaporating or further treating the hydrolysed product.
- A further object of the invention is to provide a process for the manufacture of sweeteners of lactose, according to which a substantially higher dry matter content is obtained than has previously been usual, at which a higher degree of hydrolysis is obtained than has previously been usual and which process can be proceeded so that the cycle speed is substantially higher than has previously been possible.
- The starting material in the process according to the invention is lactose in a water solution or permeate having a dry matter content of between 40 and at least 80%. Preferably lactose solution is given a dry matter content of between 50 and 60 %. If the lactose is to be dissolved in water the temperature is raised to between 80 and 150°C or preferably between 90 and 120°C. At high temperatures lactose is dissolved more completely and as a consequence a higher dry matter content is obtained than at lower temperatures. The high dry matter content of the lactose solution ts advantageous in that a concentrated solution is obtained which need not be evaporated and which gives the process a high capacity. Depending of what starting material is used from which the lactose is otained the pH-value of the lactose solution may vary, but normally the pH-value is less than 7 and preferably . the pH-value is between 5 and 6.
- If found advisable the lactose solution may be filtered for the purpose of polishing the solution, but this is not quite necessary. On the contrary the lactose solution may be further treated for splitting the lactose up to glucose and galactose immediately after having been dissolved in water.
- This further treatment of the lactose solution is made by an acid heterogeneous catalysis, in this case a hydrolysis, whereby the lactose solution is treated with a strongly acidic cation exchanger for instance polystyrene-sulfonic acid or any other ion exchanger built on a polymere.
- In order to make it possible to keep the dry matter contents of the high magnetude as mentioned above and at the same time keep the transforming cycle period short in hydrolysing of lactose into glucose and galactose a cation exchanger for this purpose preferably should have a moderately low cross linking degree, or for instance a cross linking degree of 5,5-10% or preferably 5,5-6%. In this connection the strongly acidic cation exchanger acts as a heterogeneous catalysor in which the hydrogen ions split the lactose to glucose and galactose. The acid heterogeneous catalysis is proceeding at a temperature of 80-150°C or preferably 90-120°C. Depending on how long the lactose solution is kept in contact with the strongly acidic cation exchanger the process can be proceeded to a hydrolysis degree of between 40% and practically 100%. For commercial use and for maximum obtainable sweetness and best taste, the hydrolysis is preferably proceeded to a hydrolysation degree of about 70-90%. At a hydrolysation degree of less than 70-80%, there is a risk that lactose and/or galactose will crystallize after long storing time and at low temperatures. If it is required to further increase the sweetness of the hydrolysed lactose solution, a slight amount of extra lactose may be added which will strengthen the taste of sweetness of the glucose and the galactose. When combining the lactose solution with the strongly acidic cation exchanger the acidity of the lactose solution is successively increased, and the glucose-galactose product leaving the process may have a pH-value of 1.5-2.5. It may be considered advantageous that the glucose-galactose solution is kept at a relatively low pH-value since the microbiological resistance is high at low pH-value.
- By starting with a lactose solution having as high dry matter content as between 40 and at least 80% or preferably 50-60% the capacity of the process becomes high, and a flow cycle speed of 0.2-2.0 bed volymes per hour is quite possible for a degree of hydrolysis of more than 80%. Such flow speed is substantially higher than has previously been possible.
- In spite of the relatively high temperature during the entire process there is only a little, if any, risk of caramellizing and in the hydrolysed final product there are very small and neglectable amounts of caramellizing products.
- In order to further improve the taste and remove possible caramellizing substances of the ready hydrolysed glucose-galactose product, the milk sugar product may be polished for instance by being filtered through activated carbon. Such a polishing step, however, is only necessary for certain products in which a clear non-coloured product is required.
- Upon demand the final sugar product may be evaporized, but since the dry matter content is as high as 45-80% or preferably 50-60% evaporizing is generally not necessary. The final hydrolysed product normally has a pH-value of 1.5-2.5. For adapting the sugar product to its intended field of use the pH-value may be raised upon demand.
- The sugar product, manufactured accoding to the process, is well suited for many different purposes, for instance for use in food stuffs like bakery products of different kinds, beverages such as beer, lemonades etc., or different types of canned products for which some sweetener is desired, for cheese products like cheese dip, spreadable cheeses, cream cheese etc., for sweetening of sweet meats and confiture, for dairy products like condensed milk, acidified culture type of milk, sour cream, yoghurt etc., for dry mix powders such as baking mix powder, pancake mix powder, sallad dressings, sausages, hamburgers, soups etc. or for sweetening of ice-cream. There are numerous fields of use which further can be envisaged. As mentioned above the product, manufactured according to the process, has a high content of dry matter, and a high lactose to glucose-galactose transforming speed, and it is possible to proceed the process, according to the invention, to a very high degree of hydrolysis for the product.
- It should be noted that it is very well possible to control the degree of hydrolysis as far as +1 or 2% by varying the bed volymes, i.e. by varying the periods of time for transforming lactose into glucose and galactose.
- In the following some examples of the process according to the invention will be described. In all examples an equipment for the treatment of 100 kg lactose solution has been used, and when only the weight of the final product is mentioned in the following examples it is consequently pre-supposed that in all
cases 100 kg of a lactose solution was added to the processing equpiment for treatment. - 40 kg lactose powder obtained from whey was added to 60 1 water having a temperature of 80pC. The said temperature was maintained until the greatest part of the lactose powder was dissolved, whereupon the lactose solution was treated with a strongly acidic cation exchanger consisting of polystyrene-sulfonic acid having a cross linking degree of 8%. The hydrolysis was proceeded to a hydrolysing degree of 40%, whereupon the ready hydrolysed product was withdrawn and analysed. The transforming cycle speed corresponded to a bed volume of 0.50 per hour. The product had a brown-yellow colour and a soft caramel taste. After the product had been filtered over activated carbon the brown-yellow colour had disappeared and practically all caramel taste had disappeared and the final product was considered to have a moderate sweetness. After storing in cooled condition at a temperature of less than 10°C the product by time became turbid in that non-transformed lactose was crystallized and by time dropped to the bottom.
- 65 kg lactose obtained from whey was dissolved in 35 1 water having a temperature of 97°C. When all lactose had been dissolved in the water the pH was found to be 5.51. With kept temperature of 97°C the lactose solution was treated with an ion exchanger mass, which ion exchanger is a strongly acidic cation exchanger having a cross linking degree of 5,5%. The hydrolysis was proceeded as far as a hydrolysing degree of 96%. Immediately after the hydrolysis was finished the pH-value was found to be 1.82. The treated product had a pure sweet taste without any substantial extraneous flavour. The colour was slightly yellow. After the product had been polished over activated carbon the product was clear and completely without any flavour. The transforming cycle speed according to this example corresponded to 1.0 bed volyme per hour. Depending on the high degree of hydrolysing no crystallization was observed, not even after long storing at low temperatures.
- 80 kg lactose obtained from whey was dissolved in 20 1 water of 140°C temperature under a pressure of 3.10 bar. The pH-value of the lactose solution was measured to 5.0. With a maintained temperature of 140°C the lactose solution was treated with a strongly acidic ion exchanger, based on a polystyrene-sulfonic acid having a cross-linking degree (DVB-degree) of 6%. The'hydrolysis was run to a hydrolysing degree of 92%. The transforming cycle speed corresponded to a bed volume of 1.1 per hour. The ready product was brownish and had a slight caramel taste. Without being polished the product was considered well suited for bakery purposes. Some tendency of cracking of the polystyrene sulfonic acid balls was observed, what is supposed to depend on the high osmotic pressure obtained at the high dry matter content in this example.
- 50 kg lactose obtained from whey of cottage cheese was mixed with 50 1 water of 100°C. The pH-value of the lactose solution was measured to 4.5. With maintained temperature the lactose solution was treated with a strongly acidic cation exchanger having a cross linking degree of 10% and the hydrolysis was run to a hydrolysis degree to 95%. The transforming speed corresponded to a flow cycle speed of 0,7 bed volumes per hour. The ready product was slightly yellow and had a good sweetness without any flavour. After the product had been polished over activated carbon a clear non-coloured product without any noticable flavour had been obtained. The product was considered well suitable as a sweetener for beverages, i.e. beverages of the brewery inndustry like beer and lemonades etc. In spite of the relatively high cross linking degree of the cation exchanger the hydrolysis could be carried out as far as to a hydrolysing degree of 95% with a flow cycle speed of 0.7 bed volymes corresponding to a period for transforming lactose into glucose and galactose of less than 1.5 hours.
- 71 kg lactose powder obtained from whey was dissolved in 29 1 water and was mixed at a temperature of 119°C and at a pressure of 1.9 bar. The pH-value of the lactose solution was measured to be 1.8. With a maintained temperature, the lactose solution was treated with a strongly acidic cation exchanger having a cross- linking degree of 5.5%. The hydrolysis was run to a hydrolysis degree of 93%. The transforming speed corresponded to flow cycle speed of 1.9 bed volumes per hour. The ready product was slightly yellowish and had a pure sweet taste without any noticable flavour.
- In spite of the high dry matter content, the high hydrolysing degree and the relatively low cross linking degree of the cation exchanger the hydrolysis could be carried out with a flow cycle speed of 1.9 bed volyme per hour corresponding to a period for transforming lactose into glucose and galactose of not more than about half an hour. No substantial crack formation or any other damage of the ion exchange resin could be noticed.
- 60 kg lactose powder from whey was dissolved in 40 1 water of 100°C temperature. The lactose mixture was treated with a strongly acidic cation exchanger which was a mixture of 50% of a strongly acidic cation exchanger having a cross linking degree of 5.5% and the remaining a cation exchanger having a cross linking degree of 8%. The hydrolysis was run to a hydrolysing degree of 98% at a transforming speed cycle of 1.5 bed volumes per hour. The product thereby manufactured was practically completely clear and non-coloured and had a strong sweet taste.
- 50 kg lactose powder was solved in 50 1 water at a temperature of 97°C. The lactose solution was hydrolysed as far as to 96% by means of a strong acidic cation exchanger having a cross linking degree of 5.5%. The hydrolysed lactose had a relatively sweet taste. To the hydrolysed lactose was thereafter added 15% of non-hydrolysed lactose, and a taste panel considered the sweetness of the product substantially higher than the sweetness of the hydrolysed lactose without the addition of non-hydrolysed lactose.
-
- In the above examples was used a strongly acidic cation exchanger having a low cross-linking degree. The content of Divinylbenzene in this strongly acidic cation exchanger is about 5.5%.
-
- In the above examples was used a strongly acidic cation exchanger in the form of a mixture of 50% having a cross linking degree of 8% and 50% of another cation exchanger having a cross linking degree of 5.5% the combined cross linking degree being (DVB content) 6.75%.
- It should be noted that a strongly acidic cation exchanger having a low cross linking degree within the above mentioned interval makes the hydrolysis run more easily, so that a higher flow speed can be maintained without the risk that the hydrolysis degree decreases. At a hydroli.sing degree of more than 80% the product is so stable that there is practically no crystallizing, not even at long time of storing.
- Cation exchangers having a low cross linking degree, however, are rather sensitive to pressure or are brittle, and as mentioned above the osmotic pressure at high dry matter contents becomes so high that there is a risk that the cation exchanger is damaged. When using high dry matter contents it is therefore often considered necessary to use cation exchangers having a higher cross linking degree than the above indicated cross linking degree interval of 5.5-10% than should have been desired, depending on operating technical viewpoints.
- In all of the above mentioned examples an apparatus has been used, which is illustrated in the accompanying figure 1, and the lactose or the permeate respectively have been treated mainly at the temperatures in relation to the dry matter substance as illustrated in the accompanying curve, figure 2, in which the dry matter content is plotted along the vertical axis and the temperature in centigrades have been plotted along the horizontal axis.
- The apparatus illustrated in figure 1, comprises a closed container 1 having a
top dome 2 and a bottom dome 3 and anintermediate bottom 4 adjacent the bottom dome 3. On theintermediate bottom 4 and up to about half the height of the container has been applied abed 5 of a cation exchanger, and on a level slightly above theupper surface 6 of the cation exchanger bed there is aninlet 7 for lactose. Theinlet 7 is connected to a spreading device having several nozzles (not illustrated) which spread the lactose evenly over the surface of the ion exchanger bed. At theintermediate bottom 4 there are severalscreen type nozzles 9 for letting the hydrolysed lactose out to avolyme 10 between theintermediate bottom 4 and the bottom dome 3, and the hydrolysed lactose is withdrawn through anoutlet conduit 11. On a level slightly above theinlet 7 for lactose there is anotherinlet 12 for introducing regenerating acid whichinlet 12 likewise is formed with a spreadingdevice 13 for evenly distributing the regenerating acid over the surface of the ion exchanger bed. On a level above theupper surface 6 of the ion exchanger bed there is afurther inlet 14 for pessurized air or any other gas. - When hydrolysing the lactose the
acid inlet 12 and theair inlet 14 are closed and the lactose solution is pumped into the container in a predetermined amount per unit of time, preferably by means of a positive pump. The lactose is spread over thesurface 6 of theion exchanger bed 5 by means of the spreadingdevice 8. The lactose successively passes through the ion exchanger bed at a certain speed, but if the lactose is pumped into the container with a higher speed than can pass through the ion exchanger bed 5 alayer 15 of lactose solution appears on top of thesurface 6 of the ion exchanger bed. It is considered advisable to maintain a layer of about 5 centimeters oflactose solution 15 on top of thesurface 6 of the ion exchanger bed, but if thelevel 16 of the lactose solution tends to rise pressurized air is blown dose by dose into thepressure chamber 17 above the ion exchanger bed, whereby the lactose solution under pessure is brought to pass through the ion exchanger bed. Thelevel 16 of the lactose layer may in automatical way be maintained rather constant dose by dose letting pressurized air into thepressure chamber 17. The hydrolysed lactose may batchwise or continuously be withdrawn through theoutlet conduit 11 at the bottom of the container. Since the ion exchanger bed is fixed there is no wear of the ion exchanger balls. The lactose solution which is pumped into the container through theinlet 7 always meets the strongest part of the acid at or adjacent the outlet, even if the acid of the ionexchanger resin is partly consumed, what is advantageous in order to maintain the highest possibly degree of hydrolysis. - The acid content of the ion exchanger resin successively is reduced during the hydrolysing process, and at a certain stage it is necessary to regenerate the ion exchanger resin. This is made in that the
inlet tube 7 for the lactose, the spreadingdevice 8 and theion exchanger bed 5 are flushed clean by means of water, whereafter water is pumped into the ion exchanger bed from underneath through theoutlet conduit 11, whereby the ionexchanger bed is lifted and is loosened. By means of air from thepressurized air 14 theion exchanger bed 5 is thereafter forced down to its original level, acid, for instance hydrochloric acid, of about 5% concentration is pumped into the container through theacid inlet 12 and the spreadingdevice 13 and is allowed to pass through theion exchanger bed 5 from above until the ion exchanger mass is saturated. Excess of acid is removed by flushing water through the bed, and thereafter the equipment is ready for once again being taken into use for hydrolysing lactose into glucose and galactose. - In figure 2 there is shown a diagram of suitable handling temperatures. Along the vertical shaft is plotted the dry matter content in percent and along the horizontal shaft is plotted the solution temperature for lactose or permeate respectively in water. It is evident that the temperature for completely solving lactose of for
instance 40% dry matter content in water is about 92°C and that the temperature becomes higher corresponding to a higher dry matter content to about 140°C for a dry matter content of 80%. The above temperatures relate to the lactose curve L. Corresponding temperatures for permeate P are about 55°C for a permeate having a dry matter content of about 40% and about 100°C for a permeate of 80% dry matter content. - Arla, ekonomisk förening "Process for the manufacture of a sweetener based on milk and a sweetener manufactured according to the process"
-
- 1 container
- 2 top dome
- 3 bottom dome
- 4 intermediate bottom
- 5 bed of cation exchanger
- 6 upper surface (of 5)
- 7 inlet (for lactose)
- 8 spreading device
- 9 screen type nozzle
- 10 volume
- 11 outlet conduit
- 12 inlet (for regenerating acid)
- 13 spreading device
- 14 inlet (for air or gas)
- 15 layer (of lactose solution)
- 16 level (of lactose solution)
Claims (14)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT82850235T ATE25322T1 (en) | 1981-12-28 | 1982-11-18 | PROCESS FOR THE MANUFACTURE OF A MILK BASED SWEETENER AND A SWEETENER MANUFACTURED BY THIS PROCESS. |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US33452481A | 1981-12-28 | 1981-12-28 | |
SE8206009 | 1982-10-22 | ||
SE8206009A SE452337B (en) | 1981-12-28 | 1982-10-22 | PROCEDURE FOR THE PREPARATION OF A SWITCHING AGENT BY HYDROLYZE OF A LACTUS SOLUTION |
US334524 | 1994-11-03 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0083325A2 true EP0083325A2 (en) | 1983-07-06 |
EP0083325A3 EP0083325A3 (en) | 1984-11-28 |
EP0083325B1 EP0083325B1 (en) | 1987-02-04 |
Family
ID=26658268
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP82850235A Expired EP0083325B1 (en) | 1981-12-28 | 1982-11-18 | Process for the manufacture of a sweetener based on milk and a sweetener manufactured according to the process |
Country Status (10)
Country | Link |
---|---|
EP (1) | EP0083325B1 (en) |
AU (1) | AU550326B2 (en) |
CA (1) | CA1203115A (en) |
DE (1) | DE3275349D1 (en) |
ES (1) | ES8307900A1 (en) |
FI (1) | FI72147C (en) |
IE (1) | IE53762B1 (en) |
NO (1) | NO157507C (en) |
NZ (1) | NZ202634A (en) |
PT (1) | PT75963B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1958514A1 (en) | 2007-02-07 | 2008-08-20 | Kraft Foods R & D, Inc. Zweigniederlassung München | Modified whey powder and process for producing the same |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2592509A (en) * | 1950-07-13 | 1952-04-08 | Borden Co | Noncrystallizing lactose sirup and method of making |
GB1539278A (en) * | 1977-11-17 | 1979-01-31 | Express Dairy Foods Co Ltd | Production of hydrolysed lactose from whey lactose and its use in brewing or other fermentation process |
US4266027A (en) * | 1980-03-12 | 1981-05-05 | National Distillers And Chemical Corp. | Process for the hydrolysis of starch and fermentable hydrolysates obtained therefrom |
-
1982
- 1982-11-18 EP EP82850235A patent/EP0083325B1/en not_active Expired
- 1982-11-18 DE DE8282850235T patent/DE3275349D1/en not_active Expired
- 1982-11-22 IE IE2776/82A patent/IE53762B1/en unknown
- 1982-11-26 NZ NZ202634A patent/NZ202634A/en unknown
- 1982-12-02 ES ES82517877A patent/ES8307900A1/en not_active Expired
- 1982-12-08 CA CA000417243A patent/CA1203115A/en not_active Expired
- 1982-12-09 PT PT75963A patent/PT75963B/en unknown
- 1982-12-21 NO NO82824301A patent/NO157507C/en unknown
- 1982-12-21 AU AU91818/82A patent/AU550326B2/en not_active Ceased
- 1982-12-21 FI FI824400A patent/FI72147C/en not_active IP Right Cessation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2592509A (en) * | 1950-07-13 | 1952-04-08 | Borden Co | Noncrystallizing lactose sirup and method of making |
GB1539278A (en) * | 1977-11-17 | 1979-01-31 | Express Dairy Foods Co Ltd | Production of hydrolysed lactose from whey lactose and its use in brewing or other fermentation process |
US4266027A (en) * | 1980-03-12 | 1981-05-05 | National Distillers And Chemical Corp. | Process for the hydrolysis of starch and fermentable hydrolysates obtained therefrom |
Non-Patent Citations (2)
Title |
---|
CHEMICAL ABSTRACTS, vol. 85, 1976, page 393, no. 175740y, Columbus, Ohio, USA; T.O.R. HAGGETT: "The acid catalyzed hydrolysis of lactose using a cation exchange resin" & N.Z.J. DAIRY SCI. TECHNOL. 1976, 11(3), 176-179 * |
THE AUSTRALIAN JOURNAL OF DAIRY TECHNOLOGY, June 1979, pages 53-59; R.D. MacBEAN et al.: "Heterogeneous acid catalysed hydrolysis of lactose with cation exchange resins" * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1958514A1 (en) | 2007-02-07 | 2008-08-20 | Kraft Foods R & D, Inc. Zweigniederlassung München | Modified whey powder and process for producing the same |
Also Published As
Publication number | Publication date |
---|---|
NZ202634A (en) | 1986-02-21 |
PT75963B (en) | 1985-10-04 |
FI72147C (en) | 1987-04-13 |
ES517877A0 (en) | 1983-08-16 |
IE53762B1 (en) | 1989-02-01 |
EP0083325B1 (en) | 1987-02-04 |
AU550326B2 (en) | 1986-03-20 |
FI72147B (en) | 1986-12-31 |
AU9181882A (en) | 1983-06-30 |
NO824301L (en) | 1983-06-23 |
PT75963A (en) | 1983-01-01 |
ES8307900A1 (en) | 1983-08-16 |
NO157507B (en) | 1987-12-21 |
FI824400A0 (en) | 1982-12-21 |
DE3275349D1 (en) | 1987-03-12 |
CA1203115A (en) | 1986-04-15 |
IE822776L (en) | 1983-06-22 |
FI824400L (en) | 1983-06-29 |
EP0083325A3 (en) | 1984-11-28 |
NO157507C (en) | 1988-04-06 |
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