CA1303061C - Separation de l'acide citrique d'un bouillon de fermentation a l'aide d'un adsorbant polymerique non zeolitique - Google Patents

Separation de l'acide citrique d'un bouillon de fermentation a l'aide d'un adsorbant polymerique non zeolitique

Info

Publication number: CA1303061C
Authority: CA; Canada
Prior art keywords: adsorbent; citric acid; zone; desorbent; adsorption
Prior art date: 1986-12-18
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA000556717A

Other languages

English (en)

Inventor

Santi Kulprathipanja

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

Honeywell UOP LLC

Original Assignee

UOP LLC

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1986-12-18

Filing date

1988-01-18

Publication date

1992-06-09

1986-12-18 Priority claimed from US06/943,219 external-priority patent/US4720579A/en

1986-12-18 Priority to US06/943,219 priority Critical patent/US4720579A/en

1987-11-16 Priority to US07/122,161 priority patent/US4851574A/en

1987-11-16 Priority to US07/121,830 priority patent/US4851573A/en

1988-01-18 Priority to CA000556717A priority patent/CA1303061C/fr

1988-01-18 Priority to JP63008216A priority patent/JPH01191691A/ja

1988-01-18 Application filed by UOP LLC filed Critical UOP LLC

1988-11-25 Priority to US07/275,827 priority patent/US4924027A/en

1989-05-08 Priority to US07/349,273 priority patent/US5068419A/en

1992-06-09 Publication of CA1303061C publication Critical patent/CA1303061C/fr

1992-06-09 Application granted granted Critical

2009-06-09 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 title claims abstract description 454
239000003463 adsorbent Substances 0.000 title claims abstract description 212
238000000926 separation method Methods 0.000 title claims abstract description 67
238000000855 fermentation Methods 0.000 title claims abstract description 31
230000004151 fermentation Effects 0.000 title claims abstract description 31
229910021536 Zeolite Inorganic materials 0.000 title description 2
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 title description 2
239000010457 zeolite Substances 0.000 title description 2
239000000203 mixture Chemical group 0.000 claims abstract description 74
229910001868 water Inorganic materials 0.000 claims abstract description 31
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 29
239000004793 Polystyrene Substances 0.000 claims abstract description 23
229920002223 polystyrene Polymers 0.000 claims abstract description 23
239000003957 anion exchange resin Substances 0.000 claims abstract description 21
229920000642 polymer Polymers 0.000 claims abstract description 15
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract description 14
230000007935 neutral effect Effects 0.000 claims abstract description 11
150000003512 tertiary amines Chemical class 0.000 claims abstract description 8
230000002209 hydrophobic effect Effects 0.000 claims abstract description 7
125000003277 amino group Chemical group 0.000 claims abstract description 6
150000002576 ketones Chemical class 0.000 claims abstract description 5
150000007522 mineralic acids Chemical class 0.000 claims abstract description 3
239000000463 material Substances 0.000 claims description 78
238000000034 method Methods 0.000 claims description 74
230000008569 process Effects 0.000 claims description 57
150000003839 salts Chemical class 0.000 claims description 44
238000001179 sorption measurement Methods 0.000 claims description 42
238000003795 desorption Methods 0.000 claims description 38
238000011144 upstream manufacturing Methods 0.000 claims description 18
239000012530 fluid Substances 0.000 claims description 17
230000000694 effects Effects 0.000 claims description 15
239000011159 matrix material Substances 0.000 claims description 15
238000000746 purification Methods 0.000 claims description 15
239000007791 liquid phase Substances 0.000 claims description 7
229920000178 Acrylic resin Polymers 0.000 claims description 6
239000004925 Acrylic resin Substances 0.000 claims description 6
150000002148 esters Chemical class 0.000 claims description 5
QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 5
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 4
150000008044 alkali metal hydroxides Chemical class 0.000 claims description 4
239000000908 ammonium hydroxide Substances 0.000 claims description 4
238000006073 displacement reaction Methods 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 3
229920005990 polystyrene resin Polymers 0.000 claims description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 2
238000006243 chemical reaction Methods 0.000 claims description 2
229910000000 metal hydroxide Inorganic materials 0.000 claims description 2
150000004692 metal hydroxides Chemical class 0.000 claims description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims 1
239000003480 eluent Substances 0.000 claims 1
150000003242 quaternary ammonium salts Chemical class 0.000 claims 1
125000001302 tertiary amino group Chemical group 0.000 claims 1
235000015165 citric acid Nutrition 0.000 description 134
229960004106 citric acid Drugs 0.000 description 134
238000012360 testing method Methods 0.000 description 63
229920005989 resin Polymers 0.000 description 38
239000011347 resin Substances 0.000 description 38
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 34
150000001720 carbohydrates Chemical class 0.000 description 29
235000014633 carbohydrates Nutrition 0.000 description 28
229920001429 chelating resin Polymers 0.000 description 27
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 20
239000011148 porous material Substances 0.000 description 19
230000014759 maintenance of location Effects 0.000 description 16
-1 citrate anions Chemical class 0.000 description 14
239000000700 radioactive tracer Substances 0.000 description 14
230000002829 reductive effect Effects 0.000 description 14
229940032330 sulfuric acid Drugs 0.000 description 14
235000010633 broth Nutrition 0.000 description 13
230000000274 adsorptive effect Effects 0.000 description 12
239000011800 void material Substances 0.000 description 12
108090000623 proteins and genes Proteins 0.000 description 11
102000004169 proteins and genes Human genes 0.000 description 11
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 10
150000001413 amino acids Chemical class 0.000 description 9
239000007788 liquid Substances 0.000 description 9
239000000126 substance Substances 0.000 description 9
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
239000011575 calcium Substances 0.000 description 8
230000009849 deactivation Effects 0.000 description 8
239000003456 ion exchange resin Substances 0.000 description 8
229920003303 ion-exchange polymer Polymers 0.000 description 8
239000012071 phase Substances 0.000 description 8
239000000243 solution Substances 0.000 description 8
239000002253 acid Substances 0.000 description 7
239000002585 base Substances 0.000 description 7
238000004587 chromatography analysis Methods 0.000 description 7
239000007787 solid Substances 0.000 description 7
SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 6
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 6
SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 6
229910052700 potassium Inorganic materials 0.000 description 6
238000011084 recovery Methods 0.000 description 6
230000009467 reduction Effects 0.000 description 6
241000894007 species Species 0.000 description 6
235000011149 sulphuric acid Nutrition 0.000 description 6
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
238000004128 high performance liquid chromatography Methods 0.000 description 5
239000001257 hydrogen Substances 0.000 description 5
229910052739 hydrogen Inorganic materials 0.000 description 5
239000012535 impurity Substances 0.000 description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
229920001467 poly(styrenesulfonates) Polymers 0.000 description 5
239000011591 potassium Substances 0.000 description 5
230000003068 static effect Effects 0.000 description 5
235000000346 sugar Nutrition 0.000 description 5
150000008163 sugars Chemical class 0.000 description 5
241000228245 Aspergillus niger Species 0.000 description 4
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 description 4
229920001577 copolymer Polymers 0.000 description 4
238000010494 dissociation reaction Methods 0.000 description 4
230000005593 dissociations Effects 0.000 description 4
235000013305 food Nutrition 0.000 description 4
239000008103 glucose Substances 0.000 description 4
150000002500 ions Chemical class 0.000 description 4
235000002639 sodium chloride Nutrition 0.000 description 4
CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 3
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 3
230000032683 aging Effects 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 3
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 3
238000009835 boiling Methods 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
238000001962 electrophoresis Methods 0.000 description 3
GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 3
230000006872 improvement Effects 0.000 description 3
230000007246 mechanism Effects 0.000 description 3
230000000704 physical effect Effects 0.000 description 3
125000001453 quaternary ammonium group Chemical group 0.000 description 3
239000002904 solvent Substances 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
229910017974 NH40H Inorganic materials 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
235000001014 amino acid Nutrition 0.000 description 2
238000013459 approach Methods 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000011324 bead Substances 0.000 description 2
230000008901 benefit Effects 0.000 description 2
238000004061 bleaching Methods 0.000 description 2
159000000007 calcium salts Chemical class 0.000 description 2
KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
230000003247 decreasing effect Effects 0.000 description 2
230000001419 dependent effect Effects 0.000 description 2
239000003599 detergent Substances 0.000 description 2
239000010919 dye waste Substances 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
238000011010 flushing procedure Methods 0.000 description 2
235000011389 fruit/vegetable juice Nutrition 0.000 description 2
238000005342 ion exchange Methods 0.000 description 2
231100000647 material safety data sheet Toxicity 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
244000005700 microbiome Species 0.000 description 2
235000013379 molasses Nutrition 0.000 description 2
UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000002245 particle Substances 0.000 description 2
FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
239000000575 pesticide Substances 0.000 description 2
235000018102 proteins Nutrition 0.000 description 2
238000010926 purge Methods 0.000 description 2
238000012546 transfer Methods 0.000 description 2
239000012808 vapor phase Substances 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
239000002699 waste material Substances 0.000 description 2
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 1
WBHAUHHMPXBZCQ-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound COC1=CC=CC(C)=C1O WBHAUHHMPXBZCQ-UHFFFAOYSA-N 0.000 description 1
APCLRHPWFCQIMG-UHFFFAOYSA-N 4-(5,6-dimethoxy-1-benzothiophen-2-yl)-4-oxobutanoic acid Chemical compound C1=C(OC)C(OC)=CC2=C1SC(C(=O)CCC(O)=O)=C2 APCLRHPWFCQIMG-UHFFFAOYSA-N 0.000 description 1
108091006522 Anion exchangers Proteins 0.000 description 1
101100495256 Caenorhabditis elegans mat-3 gene Proteins 0.000 description 1
WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
229940125791 MSA-2 Drugs 0.000 description 1
241000693467 Macroporus Species 0.000 description 1
108010057081 Merozoite Surface Protein 1 Proteins 0.000 description 1
101710162106 Merozoite surface antigen 2 Proteins 0.000 description 1
101100400378 Mus musculus Marveld2 gene Proteins 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 1
239000002156 adsorbate Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
229910052925 anhydrite Inorganic materials 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
150000001555 benzenes Chemical class 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
FNAQSUUGMSOBHW-UHFFFAOYSA-H calcium citrate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O FNAQSUUGMSOBHW-UHFFFAOYSA-H 0.000 description 1
239000001354 calcium citrate Substances 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
230000008859 change Effects 0.000 description 1
235000020971 citrus fruits Nutrition 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
230000002860 competitive effect Effects 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
238000013461 design Methods 0.000 description 1
230000008034 disappearance Effects 0.000 description 1
238000009826 distribution Methods 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
239000012527 feed solution Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
238000004508 fractional distillation Methods 0.000 description 1
238000005194 fractionation Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
150000002605 large molecules Chemical class 0.000 description 1
229920002521 macromolecule Polymers 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000000178 monomer Substances 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229920001542 oligosaccharide Polymers 0.000 description 1
150000002482 oligosaccharides Chemical class 0.000 description 1
230000003204 osmotic effect Effects 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
230000002028 premature Effects 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
230000000750 progressive effect Effects 0.000 description 1
MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose 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[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
239000002994 raw material Substances 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
230000003381 solubilizing effect Effects 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
239000012086 standard solution Substances 0.000 description 1
230000002522 swelling effect Effects 0.000 description 1
235000013337 tricalcium citrate Nutrition 0.000 description 1
SWZDQOUHBYYPJD-UHFFFAOYSA-N tridodecylamine Chemical compound CCCCCCCCCCCCN(CCCCCCCCCCCC)CCCCCCCCCCCC SWZDQOUHBYYPJD-UHFFFAOYSA-N 0.000 description 1

Landscapes

Treatment Of Liquids With Adsorbents In General (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA000556717A 1986-12-18 1988-01-18 Separation de l'acide citrique d'un bouillon de fermentation a l'aide d'un adsorbant polymerique non zeolitique Expired - Lifetime CA1303061C (fr)

Priority Applications (7)

Application Number	Priority Date	Filing Date	Title
US06/943,219 US4720579A (en)	1986-12-18	1986-12-18	Separation of citric acid from fermentation broth with a neutral polymeric adsorbent
US07/121,830 US4851573A (en)	1986-12-18	1987-11-16	Separation of citric acid from fermentation broth with a weakly basic anionic exchange resin adsorbent
US07/122,161 US4851574A (en)	1986-12-18	1987-11-16	Separation of citric acid from fermentation broth with a strongly basic anionic exchange resin adsorbent
JP63008216A JPH01191691A (ja)	1986-12-18	1988-01-18	非ゼオライト重合体吸着剤を用いた発酵液からのクエン酸の分離方法
CA000556717A CA1303061C (fr)	1986-12-18	1988-01-18	Separation de l'acide citrique d'un bouillon de fermentation a l'aide d'un adsorbant polymerique non zeolitique
US07/275,827 US4924027A (en)	1986-12-18	1988-11-25	Separation of salts of citric acid from fermentation broth with a weakly basic anionic exchange resin adsorbent
US07/349,273 US5068419A (en)	1986-12-18	1989-05-08	Separation of an organic acid from a fermentation broth with an anionic polymeric adsorbent

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US06/943,219 US4720579A (en)	1986-12-18	1986-12-18	Separation of citric acid from fermentation broth with a neutral polymeric adsorbent
CA000556717A CA1303061C (fr)	1986-12-18	1988-01-18	Separation de l'acide citrique d'un bouillon de fermentation a l'aide d'un adsorbant polymerique non zeolitique

Publications (1)

Publication Number	Publication Date
CA1303061C true CA1303061C (fr)	1992-06-09

Family

ID=25671666

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000556717A Expired - Lifetime CA1303061C (fr)	1986-12-18	1988-01-18	Separation de l'acide citrique d'un bouillon de fermentation a l'aide d'un adsorbant polymerique non zeolitique

Country Status (1)

Country	Link
CA (1)	CA1303061C (fr)

1988
- 1988-01-18 CA CA000556717A patent/CA1303061C/fr not_active Expired - Lifetime

Legal Events

Date	Code	Title	Description
2009-06-09	MKEX	Expiry

Publication	Publication Date	Title
US5068419A (en)	1991-11-26	Separation of an organic acid from a fermentation broth with an anionic polymeric adsorbent
US5068418A (en)	1991-11-26	Separation of lactic acid from fermentation broth with an anionic polymeric absorbent
US4851573A (en)	1989-07-25	Separation of citric acid from fermentation broth with a weakly basic anionic exchange resin adsorbent
US4720579A (en)	1988-01-19	Separation of citric acid from fermentation broth with a neutral polymeric adsorbent
US7439392B2 (en)	2008-10-21	Separation of citric acid from gluconic acid in fermentation broth using a weakly or strongly basic anionic exchange resin adsorbent
US4924027A (en)	1990-05-08	Separation of salts of citric acid from fermentation broth with a weakly basic anionic exchange resin adsorbent
US4519845A (en)	1985-05-28	Separation of sucrose from molasses
US4248737A (en)	1981-02-03	Technique to reduce the zeolite molecular sieve solubility in an aqueous system
EP0103406B1 (fr)	1987-11-11	Extraction du saccharose
US4293346A (en)	1981-10-06	Simulated countercurrent sorption process employing ion exchange resins with backflushing
EP0047518B1 (fr)	1985-05-29	Extraction de sucrose à partir d'un mélange de sucres
US4851574A (en)	1989-07-25	Separation of citric acid from fermentation broth with a strongly basic anionic exchange resin adsorbent
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