DK1977017T3 - Fremgangsmåde til betainseparation - Google Patents
Fremgangsmåde til betainseparation Download PDFInfo
- Publication number
- DK1977017T3 DK1977017T3 DK07700273.1T DK07700273T DK1977017T3 DK 1977017 T3 DK1977017 T3 DK 1977017T3 DK 07700273 T DK07700273 T DK 07700273T DK 1977017 T3 DK1977017 T3 DK 1977017T3
- Authority
- DK
- Denmark
- Prior art keywords
- betaine
- chromatographic separation
- solution
- cation exchange
- exchange resin
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 100
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims abstract description 248
- 229960003237 betaine Drugs 0.000 claims abstract description 131
- 238000013375 chromatographic separation Methods 0.000 claims abstract description 81
- 239000003729 cation exchange resin Substances 0.000 claims abstract description 76
- 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 claims abstract description 73
- 239000002253 acid Substances 0.000 claims abstract description 71
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 claims abstract description 34
- 235000021536 Sugar beet Nutrition 0.000 claims abstract description 34
- 238000000855 fermentation Methods 0.000 claims abstract description 23
- 230000004151 fermentation Effects 0.000 claims abstract description 23
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 claims abstract 15
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 81
- 239000000243 solution Substances 0.000 claims description 81
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 75
- 239000011347 resin Substances 0.000 claims description 66
- 229920005989 resin Polymers 0.000 claims description 66
- 239000012527 feed solution Substances 0.000 claims description 65
- 238000010828 elution Methods 0.000 claims description 32
- 230000014759 maintenance of location Effects 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 239000003480 eluent Substances 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 18
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 claims description 17
- 150000001735 carboxylic acids Chemical class 0.000 claims description 17
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 claims description 17
- 229960000367 inositol Drugs 0.000 claims description 17
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 claims description 17
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 16
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 16
- 229920005862 polyol Polymers 0.000 claims description 15
- 150000003077 polyols Chemical class 0.000 claims description 14
- 238000002425 crystallisation Methods 0.000 claims description 12
- 230000008025 crystallization Effects 0.000 claims description 12
- 235000013379 molasses Nutrition 0.000 claims description 10
- 230000002378 acidificating effect Effects 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 9
- 238000010923 batch production Methods 0.000 claims description 8
- 239000004310 lactic acid Substances 0.000 claims description 8
- 235000014655 lactic acid Nutrition 0.000 claims description 8
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 claims description 7
- 229940079889 pyrrolidonecarboxylic acid Drugs 0.000 claims description 7
- 235000016068 Berberis vulgaris Nutrition 0.000 claims description 5
- 241000335053 Beta vulgaris Species 0.000 claims description 5
- 238000011084 recovery Methods 0.000 claims description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- 239000004925 Acrylic resin Substances 0.000 claims description 3
- 229920000178 Acrylic resin Polymers 0.000 claims description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims description 3
- -1 carboxyl compound Chemical class 0.000 claims description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001253 acrylic acids Chemical class 0.000 claims description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
- 238000004132 cross linking Methods 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 3
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 238000010924 continuous production Methods 0.000 claims 1
- 230000003111 delayed effect Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 48
- 238000000926 separation method Methods 0.000 description 27
- 235000011187 glycerol Nutrition 0.000 description 25
- 229960005150 glycerol Drugs 0.000 description 25
- 150000003839 salts Chemical class 0.000 description 17
- 239000000126 substance Substances 0.000 description 15
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 13
- 229930195725 Mannitol Natural products 0.000 description 13
- 239000000594 mannitol Substances 0.000 description 13
- 235000010355 mannitol Nutrition 0.000 description 13
- 229960001855 mannitol Drugs 0.000 description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 239000004386 Erythritol Substances 0.000 description 12
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 12
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 12
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 12
- 235000019414 erythritol Nutrition 0.000 description 12
- 229940009714 erythritol Drugs 0.000 description 12
- 150000007524 organic acids Chemical class 0.000 description 12
- 235000005985 organic acids Nutrition 0.000 description 12
- 230000002209 hydrophobic effect Effects 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 238000004128 high performance liquid chromatography Methods 0.000 description 6
- 150000002500 ions Chemical class 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 235000011149 sulphuric acid Nutrition 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
- YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical group [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
- 239000005909 Kieselgur Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 238000004587 chromatography analysis Methods 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 238000011020 pilot scale process Methods 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 150000005846 sugar alcohols Chemical class 0.000 description 5
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 4
- 229930006000 Sucrose Natural products 0.000 description 4
- 235000011054 acetic acid Nutrition 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 230000007717 exclusion Effects 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 235000006408 oxalic acid Nutrition 0.000 description 4
- 229960004793 sucrose Drugs 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000003957 anion exchange resin Substances 0.000 description 3
- 229940023913 cation exchange resins Drugs 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 235000015165 citric acid Nutrition 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000005374 membrane filtration Methods 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 235000000346 sugar Nutrition 0.000 description 3
- 239000001117 sulphuric acid Substances 0.000 description 3
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 229940024606 amino acid Drugs 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 235000013681 dietary sucrose Nutrition 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 2
- 238000010979 pH adjustment Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000002269 spontaneous effect Effects 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 150000008163 sugars Chemical class 0.000 description 2
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- AYRXSINWFIIFAE-SCLMCMATSA-N Isomaltose Natural products OC[C@H]1O[C@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)[C@@H](O)[C@@H](O)[C@@H]1O AYRXSINWFIIFAE-SCLMCMATSA-N 0.000 description 1
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 description 1
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 229950010582 betaine anhydrous Drugs 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 238000011210 chromatographic step Methods 0.000 description 1
- 229960004106 citric acid Drugs 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000000413 hydrolysate Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- DLRVVLDZNNYCBX-RTPHMHGBSA-N isomaltose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)C(O)O1 DLRVVLDZNNYCBX-RTPHMHGBSA-N 0.000 description 1
- 229960000448 lactic acid Drugs 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13B—PRODUCTION OF SUCROSE; APPARATUS SPECIALLY ADAPTED THEREFOR
- C13B20/00—Purification of sugar juices
- C13B20/14—Purification of sugar juices using ion-exchange materials
- C13B20/144—Purification of sugar juices using ion-exchange materials using only cationic ion-exchange material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
- B01D15/36—Selective adsorption, e.g. chromatography characterised by the separation mechanism involving ionic interaction, e.g. ion-exchange, ion-pair, ion-suppression or ion-exclusion
- B01D15/361—Ion-exchange
- B01D15/362—Cation-exchange
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13B—PRODUCTION OF SUCROSE; APPARATUS SPECIALLY ADAPTED THEREFOR
- C13B20/00—Purification of sugar juices
- C13B20/14—Purification of sugar juices using ion-exchange materials
- C13B20/148—Purification of sugar juices using ion-exchange materials for fractionating, adsorption or ion exclusion processes combined with elution or desorption of a sugar fraction
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
Claims (34)
- FREMGANGSMÅDE TIL BETAINSEPARATION1. Fremgangsmåde til kromatografisk separation af betain fra en sukkerroebaseret opløsning, hvor en svagt sur kationbytterharpiks i H+-form anvendes i den kromatografiske separation; hvor betain separeres fra andre carboxylforbindelser.
- 2. Fremgangsmåde ifølge krav 1, hvor den sukkerroebaserede opløsning er en opløsning fra en fermenteringsproces.
- 3. Fremgangsmåde ifølge krav 2, hvor opløsningen fra fermenteringsprocessen er en citronsyre-, gæreller ethanolfermenteringsopløsning.
- 4. Fremgangsmåde ifølge krav 1, hvor den sukkerroebaserede opløsning er en opløsning fra en sukkerroeafledt proces, der omfatter betain, carboxylsyrer, polyoler og/eller PCA.
- 5. Fremgangsmåde ifølge krav 4, hvor opløsningen fra en sukkerroeafledt proces er vinasse, melasser eller betainmelasser.
- 6. Fremgangsmåde ifølge krav 1, hvor mindst en søjle eller en del af en søjle, der indeholder en svagt sur kationbytterharpiks i H+-form, anvendes i den kromatografiske separation.
- 7. Fremgangsmåde ifølge krav 1, hvor den svagt sure kationbytterharpiks er en acrylharpiks.
- 8. Fremgangsmåde ifølge krav 7, hvor acrylharpiksen afledes fra gruppen bestående af methylacrylat, ethylacrylat, butylacrylat, methylmethacrylat og acrylonitril eller acrylsyrer eller blandinger deraf.
- 9. Fremgangsmåde ifølge krav 7, hvor harpiksen er tværbundet med divinylbenzen (DVB).
- 10. Fremgangsmåde ifølge krav 9, hvor harpiksens tværbindingsgrad er 3 til 8 vægt-%.
- 11. Fremgangsmåde ifølge krav 1, hvor en eluent, der anvendes i den kromatografiske separation, er vand.
- 12. Fremgangsmåde ifølge krav 1, hvor temperaturen på den eluent, der anvendes i den kromatografiske separation, er mellem 10 °C og 95 °C.
- 13. Fremgangsmåde ifølge krav 12, hvor eluentens temperatur er mellem 65 °C og 95 °C.
- 14. Fremgangsmåde ifølge krav 1, hvor den svagt sure kationbytterharpiks’ partikelstørrelse er 10 til 2000 pm.
- 15. Fremgangsmåde ifølge krav 14, hvor den svagt sure kationbytterharpiks’ partikelstørrelse er 100 til 400 pm.
- 16. Fremgangsmåde ifølge krav 1, hvor pFl’et for en foderopløsning er under 6.
- 17. Fremgangsmåde ifølge krav 16, hvor pH’et for foderopløsningen er under 5,1.
- 18. Fremgangsmåde ifølge krav 1, hvor den kromatografiske separation er en batch-proces.
- 19. Fremgangsmåde ifølge krav 1, hvor den kromatografiske separation er en proces med simuleret bevægeligt leje.
- 20. Fremgangsmåde ifølge krav 19, hvor processen med simuleret bevægeligt leje er en sekventiel proces.
- 21. Fremgangsmåde ifølge krav 19, hvor processen med simuleret bevægeligt leje er en kontinuerlig proces.
- 22. Fremgangsmåde ifølge krav 1, hvor fremgangsmåden endvidere omfatter separering af en anden fraktion eller fraktioner beriget med et polyol og/eller en carboxylsyre.
- 23. Fremgangsmåde ifølge krav 22, hvor polyolet er inositol og/eller glycerol.
- 24. Fremgangsmåde ifølge krav 22, hvor carboxylsyren er citronsyre, mælkesyre og/eller pyrrolidon-carboxylsyre.
- 25. Fremgangsmåde ifølge krav 1, hvor en betainberiget fraktion og citronsyreberiget fraktion separeres.
- 26. Fremgangsmåde ifølge krav 1, hvor fremgangsmåden endvidere omfatter genvinding af betain fra den betainberigede fraktion.
- 27. Fremgangsmåde ifølge krav 26, hvor genvindingen sker ved krystallisering.
- 28. Fremgangsmåde ifølge krav 1, hvor justering af den kromatografiske separations pH anvendes til at regulere eller styre betains retentionsfaktor.
- 29. Fremgangsmåde ifølge krav 28, hvor elueringen af betain forsinkes ved at sænke foderets pH til mindre end pH 5,1.
- 30. Fremgangsmåde ifølge krav 1, hvor carboxylforbindelsen er citronsyre, mælkesyre og/eller pyrrol idon-carboxylsyre.
- 31. Fremgangsmåde ifølge krav 28, hvor en betainfraktion og en citronsyrefraktion separeres fra opløsningen.
- 32. Fremgangsmåde ifølge krav 28, hvor betain separeres fra polyolforbindelser.
- 33. Fremgangsmåde ifølge krav 32, hvor polyolet er inositol og/eller glycerol.
- 34. Anvendelse af en svagt sur kationbytterharpiks i H+-form til kromatografisk separation af betain fra en sukkerroebaseret opløsning, hvor betain separeres fra andre carboxylforbindelser.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/328,800 US8864995B2 (en) | 2006-01-10 | 2006-01-10 | Method for separating betaine |
| PCT/FI2007/050008 WO2007080228A1 (en) | 2006-01-10 | 2007-01-09 | Method for separating betaine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK1977017T3 true DK1977017T3 (da) | 2018-01-22 |
Family
ID=38001150
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK07700273.1T DK1977017T3 (da) | 2006-01-10 | 2007-01-09 | Fremgangsmåde til betainseparation |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8864995B2 (da) |
| EP (1) | EP1977017B1 (da) |
| JP (1) | JP4822030B2 (da) |
| DK (1) | DK1977017T3 (da) |
| ES (1) | ES2657664T3 (da) |
| RS (1) | RS56857B1 (da) |
| RU (1) | RU2445969C2 (da) |
| UA (1) | UA95936C2 (da) |
| WO (1) | WO2007080228A1 (da) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2005249147B2 (en) | 2004-06-04 | 2011-03-24 | Poly Gain Pte Ltd | Natural sweetener |
| JP5775656B2 (ja) | 2005-06-03 | 2015-09-09 | ホリズン サイエンス ピーティーワイ リミテッド | ボディマス再分布性を有する物質 |
| MX2009002413A (es) * | 2006-09-19 | 2009-03-20 | Horizon Science Pty Ltd | Extractos derivados de la caña de azucar y un proceso para su manufactura. |
| DK2401048T3 (da) * | 2009-02-25 | 2019-09-23 | Dupont Nutrition Biosci Aps | Separationsfremgangsmåde |
| CN102946962B (zh) * | 2010-03-30 | 2014-12-24 | 杜邦营养生物科学有限公司 | 分离方法 |
| WO2012106761A1 (en) | 2011-02-08 | 2012-08-16 | Horizon Science Pty Ltd | Sugar extracts |
| MY171216A (en) | 2012-08-28 | 2019-10-02 | The Product Makers Australia Pty Ltd | Extraction method |
| WO2015021512A1 (en) | 2013-08-16 | 2015-02-19 | Horizon Science Pty Ltd | Sugar cane derived extracts and methods of treatment |
| GB201419852D0 (en) * | 2014-11-07 | 2014-12-24 | Dupont Nutrition Biosci Aps | Method |
| WO2017103348A1 (fr) * | 2015-12-17 | 2017-06-22 | Urgo Recherche Innovation Et Developpement | Composition liquide pour son utilisation comme solution nasale |
| KR20200125628A (ko) | 2018-02-26 | 2020-11-04 | 다니스코 유에스 인크. | 스킨 케어 유익성을 제공하기 위한 조성물 및 사용 방법 |
| CN108645949B (zh) * | 2018-07-06 | 2020-06-30 | 河北华北制药华恒药业有限公司 | 一种检测发酵液中甜菜碱含量的方法 |
| CN108982716A (zh) * | 2018-07-18 | 2018-12-11 | 珠海伊斯佳科技股份有限公司 | 一种皮肤角质层中天然保湿因子的测定方法 |
| CN109030665A (zh) * | 2018-10-08 | 2018-12-18 | 黑龙江大学 | 亲水性液相色谱串联质谱法测定红甜菜中甜菜碱含量的检测方法 |
| CN114307252B (zh) * | 2021-12-30 | 2022-09-20 | 南京工业大学 | 一种利用准二维色谱法分离糖和酸的工艺 |
| CN116773512B (zh) * | 2023-06-25 | 2026-03-24 | 上海润和盛建设备科技有限公司 | 一种利用离子液体测定难溶金属氧化物杂质的方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3533929A (en) * | 1967-09-22 | 1970-10-13 | North American Rockwell | Electrochemical deionization |
| AT315775B (de) | 1970-10-16 | 1974-06-10 | Ennser Zuckerfabriks Ag | Verfahren zur Entfernung von Nichtzuckerstoffen aus technischen Zuckerlösungen |
| AU535842B2 (en) | 1979-05-30 | 1984-04-05 | Generale Sucriere S.A. | Deconisation of aqueous sugar solutions |
| US4359430A (en) | 1980-02-29 | 1982-11-16 | Suomen Sokeri Osakeyhtio | Betaine recovery process |
| FR2632302B1 (fr) | 1988-06-06 | 1991-02-22 | Roquette Freres | Procede de recuperation d'acide citrique a partir d'une liqueur en contenant |
| US6663780B2 (en) | 1993-01-26 | 2003-12-16 | Danisco Finland Oy | Method for the fractionation of molasses |
| FI20002148A7 (fi) * | 2000-09-29 | 2002-03-30 | Xyrofin Oy | Menetelmä tuotteiden talteenottamiseksi |
| FI20002149A7 (fi) * | 2000-09-29 | 2002-03-30 | Xyrofin Oy | Sakkaridien puhdistaminen kromatografisella erotuksella |
| FI20002150L (fi) * | 2000-09-29 | 2002-03-30 | Finnfeeds Finland Oy | Menetelmä tuotteiden talteenottamiseksi prosessiliuoksista |
| FI20020592A7 (fi) | 2002-03-27 | 2003-09-28 | Danisco Sweeteners Oy | Menetelmä sokereiden, sokerialkoholien, hiilihydraattien ja niiden seosten erottamiseksi niitä sisältävistä liuoksista |
| FI20021251A0 (fi) * | 2002-06-26 | 2002-06-26 | Finnfeeds Finland Oy | Menetelmä betaiinin talteenottamiseksi |
| US20060018972A1 (en) * | 2002-11-26 | 2006-01-26 | Upm Pharmaceuticals, Inc. | Aqueous sustained-release drug delivery system for highly water-soluble electrolytic drugs |
-
2006
- 2006-01-10 US US11/328,800 patent/US8864995B2/en active Active
-
2007
- 2007-01-09 ES ES07700273.1T patent/ES2657664T3/es active Active
- 2007-01-09 RS RS20180144A patent/RS56857B1/sr unknown
- 2007-01-09 UA UAA200809024A patent/UA95936C2/ru unknown
- 2007-01-09 DK DK07700273.1T patent/DK1977017T3/da active
- 2007-01-09 RU RU2008132795/15A patent/RU2445969C2/ru active
- 2007-01-09 EP EP07700273.1A patent/EP1977017B1/en active Active
- 2007-01-09 WO PCT/FI2007/050008 patent/WO2007080228A1/en not_active Ceased
- 2007-01-09 JP JP2008549033A patent/JP4822030B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| UA95936C2 (ru) | 2011-09-26 |
| RS56857B1 (sr) | 2018-04-30 |
| US20070158269A1 (en) | 2007-07-12 |
| EP1977017B1 (en) | 2017-11-15 |
| RU2008132795A (ru) | 2010-02-20 |
| ES2657664T3 (es) | 2018-03-06 |
| RU2445969C2 (ru) | 2012-03-27 |
| US8864995B2 (en) | 2014-10-21 |
| JP4822030B2 (ja) | 2011-11-24 |
| WO2007080228A1 (en) | 2007-07-19 |
| EP1977017A1 (en) | 2008-10-08 |
| JP2009522566A (ja) | 2009-06-11 |
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