CA1085871A - Obtention d'acides organiques - Google Patents

Obtention d'acides organiques

Info

Publication number: CA1085871A
Authority: CA; Canada
Prior art keywords: acetone; mixture; nitric acid; water; polar solvent
Prior art date: 1977-09-28
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

Application number

CA287,712A

Other languages

English (en)

Inventor

Edward T. Sabourin

J. Gustav Schulz

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.)

Gulf Research and Development Co

Original Assignee

Gulf Research and Development Co

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.)

1977-09-28

Filing date

1977-09-28

Publication date

1980-09-16

1977-09-28 Application filed by Gulf Research and Development Co filed Critical Gulf Research and Development Co

1977-09-28 Priority to CA287,712A priority Critical patent/CA1085871A/fr

1980-09-16 Application granted granted Critical

1980-09-16 Publication of CA1085871A publication Critical patent/CA1085871A/fr

Status Expired legal-status Critical Current

Links

238000004519 manufacturing process Methods 0.000 title claims description 4
150000007524 organic acids Chemical class 0.000 title description 4
235000005985 organic acids Nutrition 0.000 title description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 45
239000000203 mixture Substances 0.000 claims abstract description 26
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims abstract description 23
229910017604 nitric acid Inorganic materials 0.000 claims abstract description 23
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
229910001868 water Inorganic materials 0.000 claims abstract description 18
239000007787 solid Substances 0.000 claims abstract description 16
239000002253 acid Substances 0.000 claims abstract description 15
238000006243 chemical reaction Methods 0.000 claims abstract description 15
150000007513 acids Chemical class 0.000 claims abstract description 11
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 10
239000002002 slurry Substances 0.000 claims abstract description 10
239000003245 coal Substances 0.000 claims abstract description 9
239000002798 polar solvent Substances 0.000 claims abstract description 8
238000000034 method Methods 0.000 claims description 9
238000000926 separation method Methods 0.000 claims description 7
239000003077 lignite Substances 0.000 claims description 3
150000001735 carboxylic acids Chemical class 0.000 claims description 2
238000001035 drying Methods 0.000 claims 1
238000001914 filtration Methods 0.000 claims 1
239000004604 Blowing Agent Substances 0.000 abstract 1
238000005886 esterification reaction Methods 0.000 abstract 1
229920005989 resin Polymers 0.000 abstract 1
239000011347 resin Substances 0.000 abstract 1
229940074355 nitric acid Drugs 0.000 description 20
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
239000003575 carbonaceous material Substances 0.000 description 15
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
239000000706 filtrate Substances 0.000 description 7
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 6
MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
229910052799 carbon Inorganic materials 0.000 description 5
229910052760 oxygen Inorganic materials 0.000 description 5
239000001301 oxygen Substances 0.000 description 5
239000000047 product Substances 0.000 description 5
239000000243 solution Substances 0.000 description 5
229910052717 sulfur Inorganic materials 0.000 description 5
239000011593 sulfur Substances 0.000 description 5
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
238000004821 distillation Methods 0.000 description 4
239000000463 material Substances 0.000 description 4
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 4
229910052753 mercury Inorganic materials 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
238000000605 extraction Methods 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
229910010272 inorganic material Inorganic materials 0.000 description 3
239000011147 inorganic material Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
150000001491 aromatic compounds Chemical class 0.000 description 2
239000011575 calcium Substances 0.000 description 2
229910052791 calcium Inorganic materials 0.000 description 2
238000006114 decarboxylation reaction Methods 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
230000003647 oxidation Effects 0.000 description 2
238000007254 oxidation reaction Methods 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
KUVIULQEHSCUHY-XYWKZLDCSA-N Beclometasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COC(=O)CC)(OC(=O)CC)[C@@]1(C)C[C@@H]2O KUVIULQEHSCUHY-XYWKZLDCSA-N 0.000 description 1
235000008247 Echinochloa frumentacea Nutrition 0.000 description 1
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 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
240000004072 Panicum sumatrense Species 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
239000002802 bituminous coal Substances 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
230000002596 correlated effect Effects 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
150000002391 heterocyclic compounds Chemical class 0.000 description 1
239000004021 humic acid Substances 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
238000005984 hydrogenation reaction Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
-1 polyethylene Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000011084 recovery Methods 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 1
239000011343 solid material Substances 0.000 description 1
101150008563 spir gene Proteins 0.000 description 1
239000003476 subbituminous coal Substances 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1

Landscapes

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

CA287,712A 1977-09-28 1977-09-28 Obtention d'acides organiques Expired CA1085871A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA287,712A CA1085871A (fr)	1977-09-28	1977-09-28	Obtention d'acides organiques

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA287,712A CA1085871A (fr)	1977-09-28	1977-09-28	Obtention d'acides organiques

Publications (1)

Publication Number	Publication Date
CA1085871A true CA1085871A (fr)	1980-09-16

Family

ID=4109652

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA287,712A Expired CA1085871A (fr)	1977-09-28	1977-09-28	Obtention d'acides organiques

Country Status (1)

Country	Link
CA (1)	CA1085871A (fr)

1977
- 1977-09-28 CA CA287,712A patent/CA1085871A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1997-09-16	MKEX	Expiry

Publication	Publication Date	Title
US4052448A (en)	1977-10-04	Organic acids and process for preparing same
CA1207751A (fr)	1986-07-15	Traitement des humus
US3309356A (en)	1967-03-14	Separating levoglucosan and carbohydrate acids from aqueous mixtures containing the same-by solvent extraction
US4239613A (en)	1980-12-16	Deashed coal from nitric acid oxidation of aqueous coal slurry
US3148227A (en)	1964-09-08	Preparation of unsaturated hydrocarbons from oxygen-containing organic materials
CA1085871A (fr)	1980-09-16	Obtention d'acides organiques
US4414192A (en)	1983-11-08	Method of producing a highly reactive pitch fraction and its usage
US4150040A (en)	1979-04-17	Aromatic anhydrides
US4195186A (en)	1980-03-25	Process for preparing organic acids
US4195185A (en)	1980-03-25	Process of preparing organic acids
EP0026244B1 (fr)	1983-10-19	Préparation d'un mélange d'acides polycarboxyliques aromatiques polycycliques, soluble dans l'acétone mais insoluble dans l'eau
US4384134A (en)	1983-05-17	Process for preparing organic acids
US4382146A (en)	1983-05-03	Organic acids and process for preparing same
US4334084A (en)	1982-06-08	Organic acids and process for preparing same
GB1563451A (en)	1980-03-26	Nitro-substituted polyaromatic polycarboxylic acid compositions and processes for their preparation from coal based materials
EP0026245B1 (fr)	1984-05-16	Préparation d'un mélange d'acides aromatiques polycycliques et polycarboxyliques, soluble dans l'acétone et dans l'eau, et mélange ainsi obtenu
CA1140588A (fr)	1983-02-01	Methode de preparation d'acides organiques
EP0363613A2 (fr)	1990-04-18	Procédé de fabrication de charbon actif
CA1131248A (fr)	1982-09-07	Methode de preparation d'acides organiques
SU878295A1 (ru)	1981-11-07	Способ получени дезоксипеганина гидрохлорида
US2463204A (en)	1949-03-01	Recovery of sludge acids
EP0115109A1 (fr)	1984-08-08	Procédé pour préparation d'acides organiques
EP0013785A1 (fr)	1980-08-06	Mélange d'anhydrides d'acides polycarboxyliques aromatiques polycycliques portant des groupes nitro nucléaires et leur procédé de préparation
SU827066A1 (ru)	1981-05-07	Способ получени урсоловой кислоты
EP0146526B1 (fr)	1987-09-30	Procédé pour la fabrication de matières organiques ou de matières hydrolysées à partir de boues d'eau usée pour obtenir des substrats utilisables dans la technique biologique