CA1314905C - Procede pour la preparation d'acide oxalique et d'oxalate acide de sodium a partir d'oxalate de sodium brut - Google Patents

Procede pour la preparation d'acide oxalique et d'oxalate acide de sodium a partir d'oxalate de sodium brut

Info

Publication number: CA1314905C
Authority: CA; Canada
Prior art keywords: oxalate; sodium; solution; resin; oxalic acid
Prior art date: 1989-05-12
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 - Fee Related

Application number

CA000599561A

Other languages

English (en)

Inventor

Kwat Ie The

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.)

Rio Tinto Alcan International Ltd

Original Assignee

Alcan International Ltd Canada

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.)

1989-05-12

Filing date

1989-05-12

Publication date

1993-03-23

1989-05-12 Application filed by Alcan International Ltd Canada filed Critical Alcan International Ltd Canada

1989-05-12 Priority to CA000599561A priority Critical patent/CA1314905C/fr

1990-05-11 Priority to AU54937/90A priority patent/AU634543B2/en

1990-05-14 Priority to BR9002244A priority patent/BR9002244A/pt

1992-01-30 Priority to US07/827,895 priority patent/US5171887A/en

1993-03-23 Application granted granted Critical

1993-03-23 Publication of CA1314905C publication Critical patent/CA1314905C/fr

2010-03-23 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 title claims abstract description 248
ZNCPFRVNHGOPAG-UHFFFAOYSA-L sodium oxalate Chemical compound [Na+].[Na+].[O-]C(=O)C([O-])=O ZNCPFRVNHGOPAG-UHFFFAOYSA-L 0.000 title claims abstract description 88
229940039790 sodium oxalate Drugs 0.000 title claims abstract description 82
235000006408 oxalic acid Nutrition 0.000 title claims abstract description 81
238000000034 method Methods 0.000 title claims abstract description 51
UJRAXLUXHBUNDO-UHFFFAOYSA-M sodium;hydron;oxalate Chemical compound [Na+].OC(=O)C([O-])=O UJRAXLUXHBUNDO-UHFFFAOYSA-M 0.000 title claims abstract description 38
239000011347 resin Substances 0.000 claims abstract description 69
229920005989 resin Polymers 0.000 claims abstract description 69
239000000243 solution Substances 0.000 claims abstract description 61
238000005342 ion exchange Methods 0.000 claims abstract description 27
230000002378 acidificating effect Effects 0.000 claims abstract description 26
239000007787 solid Substances 0.000 claims abstract description 24
239000000203 mixture Substances 0.000 claims abstract description 23
238000004131 Bayer process Methods 0.000 claims abstract description 19
239000002253 acid Substances 0.000 claims abstract description 17
239000002002 slurry Substances 0.000 claims abstract description 17
229910001415 sodium ion Inorganic materials 0.000 claims abstract description 13
229910001570 bauxite Inorganic materials 0.000 claims abstract description 10
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 9
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
239000001257 hydrogen Substances 0.000 claims abstract description 9
239000007864 aqueous solution Substances 0.000 claims abstract description 8
-1 hydrogen ions Chemical class 0.000 claims abstract description 8
239000003729 cation exchange resin Substances 0.000 claims abstract description 6
229910021645 metal ion Inorganic materials 0.000 claims abstract description 5
239000012535 impurity Substances 0.000 claims description 19
229910052751 metal Inorganic materials 0.000 claims description 10
239000002184 metal Substances 0.000 claims description 10
229910052742 iron Inorganic materials 0.000 claims description 5
230000000717 retained effect Effects 0.000 claims description 5
229910052791 calcium Inorganic materials 0.000 claims description 4
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
229910052785 arsenic Inorganic materials 0.000 claims description 3
150000002739 metals Chemical class 0.000 claims description 3
229910052710 silicon Inorganic materials 0.000 claims description 3
229910052745 lead Inorganic materials 0.000 claims description 2
229910052720 vanadium Inorganic materials 0.000 claims description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
239000000047 product Substances 0.000 description 14
239000011734 sodium Substances 0.000 description 13
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 11
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 9
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound 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 8
238000006243 chemical reaction Methods 0.000 description 8
229910052708 sodium Inorganic materials 0.000 description 8
150000001768 cations Chemical class 0.000 description 7
230000008929 regeneration Effects 0.000 description 7
238000011069 regeneration method Methods 0.000 description 7
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
238000004090 dissolution Methods 0.000 description 6
229910052782 aluminium Inorganic materials 0.000 description 5
239000011575 calcium Substances 0.000 description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 4
239000013078 crystal Substances 0.000 description 4
238000001914 filtration Methods 0.000 description 4
239000003456 ion exchange resin Substances 0.000 description 4
229920003303 ion-exchange polymer Polymers 0.000 description 4
150000002500 ions Chemical class 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
239000011159 matrix material Substances 0.000 description 4
229940039748 oxalate Drugs 0.000 description 4
150000003891 oxalate salts Chemical class 0.000 description 4
229910000029 sodium carbonate Inorganic materials 0.000 description 4
239000000126 substance Substances 0.000 description 4
238000012360 testing method Methods 0.000 description 4
239000002699 waste material Substances 0.000 description 4
238000002441 X-ray diffraction Methods 0.000 description 3
WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 3
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
238000006073 displacement reaction Methods 0.000 description 3
239000012065 filter cake Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000012492 regenerant Substances 0.000 description 3
238000000926 separation method Methods 0.000 description 3
235000017550 sodium carbonate Nutrition 0.000 description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
235000008733 Citrus aurantifolia Nutrition 0.000 description 2
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
235000011941 Tilia x europaea Nutrition 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
QXDMQSPYEZFLGF-UHFFFAOYSA-L calcium oxalate Chemical compound [Ca+2].[O-]C(=O)C([O-])=O QXDMQSPYEZFLGF-UHFFFAOYSA-L 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
229920001429 chelating resin Polymers 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
238000001816 cooling Methods 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
238000005868 electrolysis reaction Methods 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
125000000524 functional group Chemical group 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
239000004571 lime Substances 0.000 description 2
239000011707 mineral Substances 0.000 description 2
235000010755 mineral Nutrition 0.000 description 2
229910017604 nitric acid Inorganic materials 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
238000012545 processing Methods 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
230000001172 regenerating effect Effects 0.000 description 2
239000000523 sample Substances 0.000 description 2
239000012488 sample solution Substances 0.000 description 2
239000010703 silicon Substances 0.000 description 2
DPEYHNFHDIXMNV-UHFFFAOYSA-N (9-amino-3-bicyclo[3.3.1]nonanyl)-(4-benzyl-5-methyl-1,4-diazepan-1-yl)methanone dihydrochloride Chemical compound Cl.Cl.CC1CCN(CCN1Cc1ccccc1)C(=O)C1CC2CCCC(C1)C2N DPEYHNFHDIXMNV-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-PWCQTSIFSA-N Tritiated water Chemical compound [3H]O[3H] XLYOFNOQVPJJNP-PWCQTSIFSA-N 0.000 description 1
239000003929 acidic solution Substances 0.000 description 1
150000004645 aluminates Chemical class 0.000 description 1
238000013459 approach Methods 0.000 description 1
RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
230000006399 behavior Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
229940023913 cation exchange resins Drugs 0.000 description 1
239000013626 chemical specie Substances 0.000 description 1
239000000470 constituent Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
238000010908 decantation Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000003487 electrochemical reaction Methods 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
239000010419 fine particle Substances 0.000 description 1
239000010439 graphite Substances 0.000 description 1
229910002804 graphite Inorganic materials 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000004021 humic acid Substances 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
238000009616 inductively coupled plasma Methods 0.000 description 1
239000002198 insoluble material Substances 0.000 description 1
239000003014 ion exchange membrane Substances 0.000 description 1
239000011133 lead Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
230000000813 microbial effect Effects 0.000 description 1
238000002156 mixing Methods 0.000 description 1
XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 description 1
GEVPUGOOGXGPIO-UHFFFAOYSA-N oxalic acid;dihydrate Chemical compound O.O.OC(=O)C(O)=O GEVPUGOOGXGPIO-UHFFFAOYSA-N 0.000 description 1
IPGOVDXOBDFUBM-UHFFFAOYSA-N oxalic acid;sodium Chemical compound [Na].OC(=O)C(O)=O IPGOVDXOBDFUBM-UHFFFAOYSA-N 0.000 description 1
UWBHMRBRLOJJAA-UHFFFAOYSA-N oxaluric acid Chemical compound NC(=O)NC(=O)C(O)=O UWBHMRBRLOJJAA-UHFFFAOYSA-N 0.000 description 1
229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
239000012286 potassium permanganate Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000012958 reprocessing Methods 0.000 description 1
230000002441 reversible effect Effects 0.000 description 1
KIJIBEBWNNLSKE-UHFFFAOYSA-M sodium;oxalic acid;hydroxide Chemical compound [OH-].[Na+].OC(=O)C(O)=O KIJIBEBWNNLSKE-UHFFFAOYSA-M 0.000 description 1
239000012265 solid product Substances 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
238000004448 titration Methods 0.000 description 1
GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
239000011800 void material Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA000599561A 1989-05-12 1989-05-12 Procede pour la preparation d'acide oxalique et d'oxalate acide de sodium a partir d'oxalate de sodium brut Expired - Fee Related CA1314905C (fr)

Priority Applications (4)

Application Number	Priority Date	Filing Date	Title
CA000599561A CA1314905C (fr)	1989-05-12	1989-05-12	Procede pour la preparation d'acide oxalique et d'oxalate acide de sodium a partir d'oxalate de sodium brut
AU54937/90A AU634543B2 (en)	1989-05-12	1990-05-11	Process for the preparation of oxalic acid and sodium hydrogen oxalate from crude sodium oxalate
BR9002244A BR9002244A (pt)	1989-05-12	1990-05-14	Processo para a preparacao de acido oxalico,oxalato de hidrogenio de sodio ou suas misturas
US07/827,895 US5171887A (en)	1989-05-12	1992-01-30	Process for the preparation of oxalic acid and sodium hydrogen oxalate from crude sodium oxalate

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000599561A CA1314905C (fr)	1989-05-12	1989-05-12	Procede pour la preparation d'acide oxalique et d'oxalate acide de sodium a partir d'oxalate de sodium brut

Publications (1)

Publication Number	Publication Date
CA1314905C true CA1314905C (fr)	1993-03-23

Family

ID=4140050

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000599561A Expired - Fee Related CA1314905C (fr)	1989-05-12	1989-05-12	Procede pour la preparation d'acide oxalique et d'oxalate acide de sodium a partir d'oxalate de sodium brut

Country Status (3)

Country	Link
AU (1)	AU634543B2 (fr)
BR (1)	BR9002244A (fr)
CA (1)	CA1314905C (fr)

1989
- 1989-05-12 CA CA000599561A patent/CA1314905C/fr not_active Expired - Fee Related
1990
- 1990-05-11 AU AU54937/90A patent/AU634543B2/en not_active Ceased
- 1990-05-14 BR BR9002244A patent/BR9002244A/pt unknown

Also Published As

Publication number	Publication date
AU5493790A (en)	1990-11-15
AU634543B2 (en)	1993-02-25
BR9002244A (pt)	1991-08-13

Legal Events

Date	Code	Title	Description
2005-03-23	MKLA	Lapsed

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