BE620113A - - Google Patents
Info
- Publication number
- BE620113A BE620113A BE620113DA BE620113A BE 620113 A BE620113 A BE 620113A BE 620113D A BE620113D A BE 620113DA BE 620113 A BE620113 A BE 620113A
- Authority
- BE
- Belgium
- Prior art keywords
- acid
- solution
- supersaturated
- temperature
- crystallizer
- Prior art date
Links
- 239000000243 solution Substances 0.000 claims description 69
- 239000002253 acid Substances 0.000 claims description 54
- 238000000034 method Methods 0.000 claims description 32
- RAHZWNYVWXNFOC-UHFFFAOYSA-N sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 29
- 239000011780 sodium chloride Substances 0.000 claims description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 239000012047 saturated solution Substances 0.000 claims description 18
- -1 alanine compound Chemical class 0.000 claims description 15
- 239000007864 aqueous solution Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- 230000003287 optical Effects 0.000 claims description 10
- 235000004279 alanine Nutrition 0.000 claims description 5
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 4
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 2
- 230000002378 acidificating Effects 0.000 claims description 2
- 150000008065 acid anhydrides Chemical class 0.000 claims 3
- 238000001704 evaporation Methods 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 230000005712 crystallization Effects 0.000 description 30
- 238000002425 crystallisation Methods 0.000 description 27
- 235000001014 amino acid Nutrition 0.000 description 25
- 150000001413 amino acids Chemical class 0.000 description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
- 239000000725 suspension Substances 0.000 description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 17
- 239000000047 product Substances 0.000 description 17
- 239000007787 solid Substances 0.000 description 17
- 239000000706 filtrate Substances 0.000 description 16
- 238000004090 dissolution Methods 0.000 description 15
- 239000012452 mother liquor Substances 0.000 description 15
- 150000003839 salts Chemical class 0.000 description 15
- 230000001264 neutralization Effects 0.000 description 10
- 239000000463 material Substances 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000002585 base Substances 0.000 description 7
- 238000001914 filtration Methods 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 6
- 230000005591 charge neutralization Effects 0.000 description 6
- 238000006386 neutralization reaction Methods 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 235000010269 sulphur dioxide Nutrition 0.000 description 6
- CJCSPKMFHVPWAR-JTQLQIEISA-N Methyldopa Chemical compound OC(=O)[C@](N)(C)CC1=CC=C(O)C(O)=C1 CJCSPKMFHVPWAR-JTQLQIEISA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000010949 copper Substances 0.000 description 5
- 238000010899 nucleation Methods 0.000 description 5
- 230000001590 oxidative Effects 0.000 description 5
- 229920001098 polystyrene-block-poly(ethylene/propylene) Polymers 0.000 description 5
- 229960005190 Phenylalanine Drugs 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 150000001879 copper Chemical class 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- 238000005755 formation reaction Methods 0.000 description 4
- 239000012458 free base Substances 0.000 description 4
- 238000002955 isolation Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- 235000008729 phenylalanine Nutrition 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- BTANRVKWQNVYAZ-UHFFFAOYSA-N 2-Butanol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- CJCSPKMFHVPWAR-UHFFFAOYSA-N 2-azaniumyl-3-(3,4-dihydroxyphenyl)-2-methylpropanoate Chemical compound OC(=O)C(N)(C)CC1=CC=C(O)C(O)=C1 CJCSPKMFHVPWAR-UHFFFAOYSA-N 0.000 description 2
- WPDXAMRGYMDTOV-UHFFFAOYSA-N 3-bromo-2-methylphenol Chemical compound CC1=C(O)C=CC=C1Br WPDXAMRGYMDTOV-UHFFFAOYSA-N 0.000 description 2
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N Perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000002220 antihypertensive agent Substances 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- 230000003472 neutralizing Effects 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N p-acetaminophenol Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 2
- 230000002572 peristaltic Effects 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 150000007519 polyprotic acids Polymers 0.000 description 2
- 238000005086 pumping Methods 0.000 description 2
- 239000005297 pyrex Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- NATUQRGCLABGAL-UHFFFAOYSA-N 2-amino-3-(2,3-dihydroxyphenyl)propanoic acid Chemical compound OC(=O)C(N)CC1=CC=CC(O)=C1O NATUQRGCLABGAL-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N Chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- JXTHNDFMNIQAHM-UHFFFAOYSA-N Dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 1
- 206010020649 Hyperkeratosis Diseases 0.000 description 1
- 241000152160 Ira Species 0.000 description 1
- 125000000998 L-alanino group Chemical group [H]N([*])[C@](C([H])([H])[H])([H])C(=O)O[H] 0.000 description 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 1
- 241001067739 Lotis Species 0.000 description 1
- 240000007119 Malus pumila Species 0.000 description 1
- 229960004838 Phosphoric acid Drugs 0.000 description 1
- 235000015450 Tilia cordata Nutrition 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 229960004319 Trichloroacetic Acid Drugs 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N Trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 230000003276 anti-hypertensive Effects 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- MGLRBIFGIFABJB-UHFFFAOYSA-O azanium;hydride Chemical compound [H-].[NH4+] MGLRBIFGIFABJB-UHFFFAOYSA-O 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 235000012970 cakes Nutrition 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 229960005215 dichloroacetic acid Drugs 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting Effects 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxyl anion Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000011068 load Methods 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000002993 phenylalanine derivatives Chemical class 0.000 description 1
- 229940116254 phosphonic acid Drugs 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000001105 regulatory Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001131 transforming Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE620113A true BE620113A (xx) |
Family
ID=193715
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE620113D BE620113A (xx) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE620113A (xx) |
-
0
- BE BE620113D patent/BE620113A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0720595B1 (fr) | Procede de dedoublement de deux antipodes optiques par cristallisation | |
| FR2507595A1 (fr) | Processus en continu pour obtenir de l'acide terephtalique et du glycol purs en partant de polyethylene terephtalate residuel | |
| BE620113A (xx) | ||
| FR2954310A1 (fr) | Procede de dedoublement d'enantiomeres par evapocristallisation preferentielle | |
| BE491132A (xx) | ||
| EP0191512B1 (fr) | Procédé de fabrication de carbonate de sodium anhydre dense et carbonate de sodium anhydre dense obtenu par ce procédé | |
| BE622666A (xx) | ||
| EP3487835B1 (fr) | Procédé de dédoublement de sels de baclofène | |
| US3158648A (en) | Direct resolution of alpha-methyl-3, 4-dihydroxyphenylalanine | |
| JPS58172365A (ja) | Ｓ−（カルボキシメチル）−（ｒ）−システイン及びｓ−（カルボキシメチル）−（ｓ）−システインの収得法 | |
| EP0041908A1 (fr) | Procédé de fabrication de la dichloro-2,6-nitro-4-aniline et composé obtenu par ce procédé | |
| BE558454A (xx) | ||
| CH288315A (fr) | Procédé de préparation du sel potassique de pénicilline cristallisé. | |
| CH401082A (fr) | Procédé pour le dédoublement optique de l'acide homocystéique ou d'un sel de monoammonium de celui-ci | |
| CH634288A5 (fr) | Pantoate de guanidine. | |
| EP0023178A1 (fr) | Procédé de préparation de solutions concentrées d'amygdaline sous sa forme naturelle | |
| BE541136A (xx) | ||
| BE624441A (xx) | ||
| CH654558A5 (fr) | Procede pour la production d'oxyfluorure de niobium. | |
| BE689679A (xx) | ||
| CH248478A (fr) | Procédé de récupération de la théobromine d'une solution aquese contenant des dérivés méthylés de la xanthine. | |
| WO1995009861A1 (fr) | Procede de cristallisation du lactulose | |
| CH289599A (fr) | Procédé pour la séparation de l'isomère | |
| CH266092A (fr) | Procédé de préparation de sels de guanidine. | |
| BE431954A (xx) |