CA1242221A - Methode de purification de l'alcool - Google Patents

Methode de purification de l'alcool

Info

Publication number: CA1242221A
Authority: CA; Canada
Prior art keywords: exchange resin; ethanol; ppm; bed; alcohol
Prior art date: 1983-06-28
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

CA000456575A

Other languages

English (en)

Inventor

David A. Templer

John E. Schuler

Robert C. Mahar

Robert W. Percival

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.)

Rohm and Haas Co

Original Assignee

Rohm and Haas 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.)

1983-06-28

Filing date

1984-06-14

Publication date

1988-09-20

1984-06-14 Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co

1988-09-20 Application granted granted Critical

1988-09-20 Publication of CA1242221A publication Critical patent/CA1242221A/fr

Status Expired legal-status Critical Current

Links

LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 115
238000000746 purification Methods 0.000 title claims abstract description 9
238000000034 method Methods 0.000 claims abstract description 36
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 16
238000005260 corrosion Methods 0.000 claims abstract description 15
230000007797 corrosion Effects 0.000 claims abstract description 15
239000003729 cation exchange resin Substances 0.000 claims abstract description 14
239000003957 anion exchange resin Substances 0.000 claims abstract description 13
239000012535 impurity Substances 0.000 claims abstract description 13
229910052751 metal Inorganic materials 0.000 claims abstract description 12
239000002184 metal Substances 0.000 claims abstract description 12
150000003839 salts Chemical class 0.000 claims abstract description 9
239000003456 ion exchange resin Substances 0.000 claims abstract description 8
229920003303 ion-exchange polymer Polymers 0.000 claims abstract description 8
150000007524 organic acids Chemical class 0.000 claims abstract description 7
235000005985 organic acids Nutrition 0.000 claims abstract description 5
239000011347 resin Substances 0.000 claims description 47
229920005989 resin Polymers 0.000 claims description 47
239000000446 fuel Substances 0.000 claims description 25
238000000855 fermentation Methods 0.000 claims description 12
230000004151 fermentation Effects 0.000 claims description 12
230000002378 acidificating effect Effects 0.000 claims description 10
239000002816 fuel additive Substances 0.000 claims description 7
150000002500 ions Chemical group 0.000 claims description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 29
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
150000001298 alcohols Chemical class 0.000 description 14
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
239000002253 acid Substances 0.000 description 10
150000001768 cations Chemical class 0.000 description 8
229920001429 chelating resin Polymers 0.000 description 8
125000001453 quaternary ammonium group Chemical group 0.000 description 5
230000008929 regeneration Effects 0.000 description 5
238000011069 regeneration method Methods 0.000 description 5
150000001450 anions Chemical class 0.000 description 4
150000003467 sulfuric acid derivatives Chemical class 0.000 description 4
239000000654 additive Substances 0.000 description 3
238000005349 anion exchange Methods 0.000 description 3
238000002485 combustion reaction Methods 0.000 description 3
239000000356 contaminant Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical group O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
239000002028 Biomass Substances 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
239000002585 base Substances 0.000 description 2
238000005341 cation exchange Methods 0.000 description 2
150000001805 chlorine compounds Chemical class 0.000 description 2
239000003245 coal Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000010828 elution Methods 0.000 description 2
239000011521 glass Substances 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
239000000203 mixture Substances 0.000 description 2
150000002823 nitrates Chemical class 0.000 description 2
UKRWCEJTOPSTEC-RDTXWAMCSA-N (6ar,9r)-4-acetyl-n-ethyl-7-methyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)NCC)C2)=C3C2=CN(C(C)=O)C3=C1 UKRWCEJTOPSTEC-RDTXWAMCSA-N 0.000 description 1
ZPLCXHWYPWVJDL-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)methyl]-1,3-oxazolidin-2-one Chemical compound C1=CC(O)=CC=C1CC1NC(=O)OC1 ZPLCXHWYPWVJDL-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
229910000975 Carbon steel Inorganic materials 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 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
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical class CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
241001163743 Perlodes Species 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000011575 calcium Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000010962 carbon steel Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
-1 chlorldes Chemical class 0.000 description 1
238000011109 contamination Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000001514 detection method Methods 0.000 description 1
ZLCCLBKPLLUIJC-UHFFFAOYSA-L disodium tetrasulfane-1,4-diide Chemical compound [Na+].[Na+].[S-]SS[S-] ZLCCLBKPLLUIJC-UHFFFAOYSA-L 0.000 description 1
238000004821 distillation Methods 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
239000012458 free base Substances 0.000 description 1
239000002828 fuel tank Substances 0.000 description 1
239000003502 gasoline Substances 0.000 description 1
230000036571 hydration Effects 0.000 description 1
238000006703 hydration reaction Methods 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical group [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
238000007654 immersion Methods 0.000 description 1
238000013383 initial experiment Methods 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
238000004949 mass spectrometry Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
239000003345 natural gas Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000006069 physical mixture Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Inorganic materials [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1

Landscapes

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

CA000456575A 1983-06-28 1984-06-14 Methode de purification de l'alcool Expired CA1242221A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US50878783A	1983-06-28	1983-06-28
US508,787		1983-06-28

Publications (1)

Publication Number	Publication Date
CA1242221A true CA1242221A (fr)	1988-09-20

Family

ID=24024072

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000456575A Expired CA1242221A (fr)	1983-06-28	1984-06-14	Methode de purification de l'alcool

Country Status (2)

Country	Link
BR (1)	BR8304256A (fr)
CA (1)	CA1242221A (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2005063681A1 (fr) *	2003-12-23	2005-07-14	Basf Aktiengesellschaft	Procede de fabrication d'une ethylamine
WO2010088434A1 (fr) *	2009-02-02	2010-08-05	Tate And Lyle Ingredients Americas, Inc.	Prétraitement d'une alimentation d'alcool brut ou de furane à un appareil de perméation de vapeur

1983
- 1983-08-08 BR BR8304256A patent/BR8304256A/pt not_active IP Right Cessation
1984
- 1984-06-14 CA CA000456575A patent/CA1242221A/fr not_active Expired

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2005063681A1 (fr) *	2003-12-23	2005-07-14	Basf Aktiengesellschaft	Procede de fabrication d'une ethylamine
US7563933B2 (en)	2003-12-23	2009-07-21	Basf Aktiengesellschaft	Method for producing an ethylamine
WO2010088434A1 (fr) *	2009-02-02	2010-08-05	Tate And Lyle Ingredients Americas, Inc.	Prétraitement d'une alimentation d'alcool brut ou de furane à un appareil de perméation de vapeur

Also Published As

Publication number	Publication date
BR8304256A (pt)	1984-05-29

Legal Events

Date	Code	Title	Description
2005-09-20	MKEX	Expiry

Publication	Publication Date	Title
US4615806A (en)	1986-10-07	Removal of iodide compounds from non-aqueous organic media
Fernández et al.	2005	Removal of Cd and Zn from inorganic industrial waste leachate by ion exchange
Anderson et al.	1955	Phenol sorption on ion exchange resins
US3123553A (en)	1964-03-03	Removal of alkyl benzene sulfonate from liquids
Kawabata et al.	1981	Removal and recovery of organic pollutants from aquatic environment. 4. Separation of carboxylic acids from aqueous solution using crosslinked poly (4-vinylpyridine)
Huang et al.	1982	Activated carbon for treatment of cadmium wastewater
CN1389296A (zh)	2003-01-08	弱酸阳离子交换树脂的制备
Chikuma et al.	1990	Selective sorption of fluoride ions by anion-exchange resin modified with alizarin fluorine blue-praseodymium (III) complex
US4853130A (en)	1989-08-01	Method for purifying liquids
Matchett et al.	1944	Tartrates from grape wastes
US3414510A (en)	1968-12-03	Method for selectively removing chromates
US7097771B2 (en)	2006-08-29	In-tank time release ion exchange resin containing a fuel additive
Erkelens et al.	1987	Origin of system peaks in single-column ion chromatography of inorganic anions using high pH borate—gluconate buffers and conductivity detection
CA1170670A (fr)	1984-07-10	Extraction des elements ferreux en presence dans les effluents de traitement
US4151079A (en)	1979-04-24	Regeneration of ion exchange resins
GOTO et al.	1984	Adsorption equilibria of phenol on anion exchange resins in aqueous solution
EP0149792A2 (fr)	1985-07-31	Méthode pour traiter des solutions aqueuses avec des résines échangeuses de cation faiblement acides
EP0155384A2 (fr)	1985-09-25	Méthode pour traiter des solutions aqueuses avec des résines échangeuses de cations faiblement acides et d'anions basiques
US3458439A (en)	1969-07-29	Ion exchange process and regeneration of anion exchange resins
Snukiškis et al.	2000	KINETICS OF THE SIMULTANEOUS SORPTION OF NONIONIC SURFACTANT AND COPPER (II) BY POLY ACRYLIC ACID-FUNCTIONALIZED ION EXCHANGER
Sokolova	2001	Sorption purification of scandium (III) to remove zirconium (IV) impurity in hydrochloric acid solutions
Rodionov et al.	1991	The current state of the problem of the elimination of boron from waste waters
JPH0696147B2 (ja)	1994-11-30	イオン交換樹脂組成物を用いた超純水の製造法
JPH09141108A (ja)	1997-06-03	強塩基性アニオン交換樹脂のナトリウム低減方法
Goren	1959	Recovery scheme for poisoned ion exchange resins