DE2010655C3 - Verfahren zur Herstellung von Glycin - Google Patents
Verfahren zur Herstellung von GlycinInfo
- Publication number
- DE2010655C3 DE2010655C3 DE2010655A DE2010655A DE2010655C3 DE 2010655 C3 DE2010655 C3 DE 2010655C3 DE 2010655 A DE2010655 A DE 2010655A DE 2010655 A DE2010655 A DE 2010655A DE 2010655 C3 DE2010655 C3 DE 2010655C3
- Authority
- DE
- Germany
- Prior art keywords
- glycine
- hexamethylenetetramine
- amount
- water
- reaction
- 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.)
- Expired
Links
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 title claims description 56
- 239000004471 Glycine Substances 0.000 title claims description 28
- 238000000034 method Methods 0.000 title claims description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 62
- 238000006243 chemical reaction Methods 0.000 claims description 35
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 31
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 31
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 22
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 19
- 235000019270 ammonium chloride Nutrition 0.000 claims description 11
- 239000008346 aqueous phase Substances 0.000 claims description 8
- 229910021529 ammonia Inorganic materials 0.000 claims description 6
- 150000003863 ammonium salts Chemical class 0.000 claims description 4
- 239000012736 aqueous medium Substances 0.000 claims description 4
- 239000007790 solid phase Substances 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 2
- 239000013505 freshwater Substances 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- 238000004064 recycling Methods 0.000 claims description 2
- 230000001105 regulatory effect Effects 0.000 claims description 2
- 238000004090 dissolution Methods 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 239000012452 mother liquor Substances 0.000 description 20
- 239000012535 impurity Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 8
- 239000000706 filtrate Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000000376 reactant Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- 238000004140 cleaning Methods 0.000 description 5
- 238000005119 centrifugation Methods 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 2
- -1 NH4CI Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229960005215 dichloroacetic acid Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910000069 nitrogen hydride Inorganic materials 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
- C07C227/08—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid by reaction of ammonia or amines with acids containing functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
- C07C229/16—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of hydrocarbon radicals substituted by amino or carboxyl groups, e.g. ethylenediamine-tetra-acetic acid, iminodiacetic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
- C07F9/3813—N-Phosphonomethylglycine; Salts or complexes thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7008404A FR2083710A5 (enExample) | 1970-03-09 | 1970-03-09 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2010655A1 DE2010655A1 (de) | 1971-09-16 |
| DE2010655B2 DE2010655B2 (de) | 1979-03-01 |
| DE2010655C3 true DE2010655C3 (de) | 1979-10-18 |
Family
ID=9051968
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2010655A Expired DE2010655C3 (de) | 1970-03-09 | 1970-03-06 | Verfahren zur Herstellung von Glycin |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3510515A (enExample) |
| DE (1) | DE2010655C3 (enExample) |
| FR (1) | FR2083710A5 (enExample) |
| GB (1) | GB1273872A (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4547590A (en) * | 1984-07-06 | 1985-10-15 | W. R. Grace & Co. | Carbon monoxide process for the production of alpha amino acids |
| US4986976A (en) * | 1989-04-11 | 1991-01-22 | W. R. Grace & Co.-Conn. | Recovery of glycine and glauber's salt from waste crystal liquors |
| US5011988A (en) * | 1989-10-11 | 1991-04-30 | W. R. Grace & Co.-Conn. | Recovery of IDA and Glauber's salt from waste crystal liquors |
| US5159110A (en) * | 1991-05-16 | 1992-10-27 | W. R. Grace & Co.-Conn. | Process for recovering n-methyliminodiacetic acid from sodium sulfate |
| CN102030669B (zh) * | 2009-09-25 | 2014-07-23 | 李其奎 | 一种甘氨酸的生产方法 |
| CN103086900B (zh) * | 2011-11-04 | 2015-02-25 | 海南正业中农高科股份有限公司 | 一种在醇相中进行循环环保法生产甘氨酸的方法 |
| CN104326931B (zh) * | 2014-10-30 | 2016-05-18 | 河北东华冀衡化工有限公司 | 一种氨基乙酸醇析结晶自控系统 |
| CN105859571A (zh) * | 2015-01-19 | 2016-08-17 | 刘长飞 | 一种混合溶剂法生产甘氨酸的方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3244733A (en) * | 1962-01-30 | 1966-04-05 | Asahi Chemical Ind | Process for producing omega-amino acids |
| US3190914A (en) * | 1963-05-27 | 1965-06-22 | Rexall Drug Chemical | Process for the preparation of amino acids |
| US3215736A (en) * | 1964-03-20 | 1965-11-02 | Prod Chim Ind S P C I Soc D | Preparation of amino acids |
-
1967
- 1967-01-04 US US607308A patent/US3510515A/en not_active Expired - Lifetime
-
1970
- 1970-02-24 GB GB8862/70A patent/GB1273872A/en not_active Expired
- 1970-03-06 DE DE2010655A patent/DE2010655C3/de not_active Expired
- 1970-03-09 FR FR7008404A patent/FR2083710A5/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2083710A5 (enExample) | 1971-12-17 |
| US3510515A (en) | 1970-05-05 |
| DE2010655B2 (de) | 1979-03-01 |
| GB1273872A (en) | 1972-05-10 |
| DE2010655A1 (de) | 1971-09-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH494733A (de) | Verfahren zur Herstellung von p-Aminophenol | |
| DE3231084C2 (enExample) | ||
| DE2010655C3 (de) | Verfahren zur Herstellung von Glycin | |
| EP0014884B1 (de) | Verfahren zur Aufarbeitung von ammoniumsulfathaltigem Abwasser | |
| DE69018037T2 (de) | Gleichzeitige Herstellung von Zitronensäure und Alkalizitraten. | |
| DE1543801A1 (de) | Verfahren zur Herstellung einer aliphatischen alpha-Aminocarbonsaeure aus der entsprechenden alpha-Chlorcarbonsaeure und Ammoniak | |
| DE2319493C3 (de) | Verfahren zur Gewinnung von optisch aktivem a -Phenylglycin-benzolsulfonat durch optische Aufspaltung von DL- a -Phenylglycinbenzolsulfonat | |
| DE2357172A1 (de) | Verfahren zur herstellung von hexagonalen plattenfoermigen kristallen aus extrem chemisch reinem aluminiumsulfat | |
| DE3239244A1 (de) | Verfahren und vorrichtung zum mehrstufigen umkristallisieren | |
| DE2150994C3 (de) | Verfahren zur Herstellung reiner Alkalisalze von Aminopolycarbonsauren | |
| DE1518358A1 (de) | Verfahren zur Ausscheidung von Methionin oder eines Methioninsalzes aus einer methioninhaltigen waessrigen Ammoniumsulfatloesung | |
| DE3105006C2 (enExample) | ||
| DE2145084C3 (de) | Verfahren zur Abtrennung von Citronensäure aus wäßrigen Lösungen, die Citronensäure und L(+)-Isocitronensäure enthalten | |
| DE961168C (de) | Verfahren zur Herstellung von m- und p-Diisopropylbenzoldihydroperoxyden | |
| DE2052167C3 (de) | Verfahren zur Herstellung des gereinigten Ammoniumsalzes der 11-Cyanundecansäure bzw. der reinen freien 11-Cyanundecansäure | |
| DE2826842C2 (de) | Verfahren zum Abtrennen von Laurent- Säure (1-Naphthylamin-5-sulfonsäure) aus einem Gemisch von Laurent- und Peri-Säure (1-Naphthylamin-8-sulfonsäure) | |
| DE1925038B2 (de) | Verfahren zur Gewinnung von Terephthalsäure | |
| DE1282634B (de) | Verfahren zur Wiedergewinnung von Kupfer und Vanadin aus den Mutterlaugen der Adipinsaeureherstellung | |
| DE1592778B2 (de) | Verfahren zur herstellung eines stickstoff- und phosphathaltigen duengemittels | |
| DE1518364C2 (de) | Verfahren zur Herstellung von Diaceton-2-keto-l-gulonsaurehydrat | |
| DE1242233B (de) | Verfahren zur Herstellung von stabilem Natrium- oder Kaliumdichlorisocyanurat | |
| DE2037388C3 (de) | Verfahren zur Herstellung von beta-Aminocrotonamid | |
| DE2400318C3 (de) | Verfahren zur Aufarbeitung von Härtesalzabfällen | |
| DE1179795B (de) | Verfahren zur Reinigung von Pflanzenprotein | |
| DE2423982A1 (de) | Verfahren zur herstellung von kristallisiertem hydroxylammoniumsulfat |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |