CN1910130B - 用于生产适用于聚酯生产的干羧酸饼的方法 - Google Patents
用于生产适用于聚酯生产的干羧酸饼的方法 Download PDFInfo
- Publication number
- CN1910130B CN1910130B CN2005800020790A CN200580002079A CN1910130B CN 1910130 B CN1910130 B CN 1910130B CN 2005800020790 A CN2005800020790 A CN 2005800020790A CN 200580002079 A CN200580002079 A CN 200580002079A CN 1910130 B CN1910130 B CN 1910130B
- Authority
- CN
- China
- Prior art keywords
- carboxylic acid
- cake
- solvent
- water
- slurry
- 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 - Fee Related
Links
- 150000001732 carboxylic acid derivatives Chemical class 0.000 title claims abstract description 142
- 238000000034 method Methods 0.000 title claims abstract description 56
- 238000004519 manufacturing process Methods 0.000 title abstract description 15
- 229920000728 polyester Polymers 0.000 title abstract description 12
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 186
- 239000002002 slurry Substances 0.000 claims abstract description 76
- 239000002904 solvent Substances 0.000 claims description 114
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 105
- 239000000047 product Substances 0.000 claims description 49
- 239000007788 liquid Substances 0.000 claims description 42
- 239000012535 impurity Substances 0.000 claims description 28
- 239000012452 mother liquor Substances 0.000 claims description 26
- 230000003647 oxidation Effects 0.000 claims description 23
- 238000007254 oxidation reaction Methods 0.000 claims description 23
- 238000001035 drying Methods 0.000 claims description 21
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 20
- 238000005406 washing Methods 0.000 claims description 20
- 239000002994 raw material Substances 0.000 claims description 13
- 239000006227 byproduct Substances 0.000 claims description 11
- 229910017052 cobalt Inorganic materials 0.000 claims description 9
- 239000010941 cobalt Substances 0.000 claims description 9
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 claims description 8
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 7
- 239000011572 manganese Substances 0.000 claims description 7
- 229910052748 manganese Inorganic materials 0.000 claims description 7
- 230000002411 adverse Effects 0.000 claims description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 6
- 238000000746 purification Methods 0.000 claims description 6
- 239000000470 constituent Substances 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 claims description 3
- 238000012423 maintenance Methods 0.000 claims 3
- 239000007858 starting material Substances 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical compound CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 15
- 238000005516 engineering process Methods 0.000 description 12
- 238000006073 displacement reaction Methods 0.000 description 9
- 229920000139 polyethylene terephthalate Polymers 0.000 description 9
- 239000005020 polyethylene terephthalate Substances 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 8
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 description 8
- GOUHYARYYWKXHS-UHFFFAOYSA-N 4-formylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=O)C=C1 GOUHYARYYWKXHS-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000012065 filter cake Substances 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229920001634 Copolyester Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- -1 polyethylene terephthalate Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- PNVDDTCIZTWBNJ-UHFFFAOYSA-N 1-oxofluorene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=C2C3=CC=C(C(=O)O)C(=O)C3=CC2=C1 PNVDDTCIZTWBNJ-UHFFFAOYSA-N 0.000 description 1
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 1
- 241001195377 Prorates Species 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- LBJNMUFDOHXDFG-UHFFFAOYSA-N copper;hydrate Chemical compound O.[Cu].[Cu] LBJNMUFDOHXDFG-UHFFFAOYSA-N 0.000 description 1
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/26—1,4 - Benzenedicarboxylic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
Claims (12)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/758,676 US7546747B2 (en) | 2004-01-15 | 2004-01-15 | Process for production of a dried carboxylic acid cake suitable for use in polyester production |
US10/758,676 | 2004-01-15 | ||
PCT/US2005/000696 WO2005070862A2 (en) | 2004-01-15 | 2005-01-10 | Process for production of a dried carboxylic acid cake suitable for use in polyester production |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1910130A CN1910130A (zh) | 2007-02-07 |
CN1910130B true CN1910130B (zh) | 2010-10-20 |
Family
ID=34749551
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2005800020790A Expired - Fee Related CN1910130B (zh) | 2004-01-15 | 2005-01-10 | 用于生产适用于聚酯生产的干羧酸饼的方法 |
Country Status (18)
Country | Link |
---|---|
US (1) | US7546747B2 (zh) |
EP (2) | EP1704137B1 (zh) |
JP (1) | JP2007517896A (zh) |
KR (1) | KR101605558B1 (zh) |
CN (1) | CN1910130B (zh) |
AR (1) | AR047391A1 (zh) |
BR (1) | BRPI0506763A (zh) |
CA (1) | CA2552336A1 (zh) |
ES (2) | ES2608610T3 (zh) |
IN (1) | IN2012DN05010A (zh) |
LT (2) | LT1704137T (zh) |
MY (1) | MY145308A (zh) |
PL (2) | PL1704137T3 (zh) |
PT (2) | PT1704137T (zh) |
RU (1) | RU2380352C2 (zh) |
SG (1) | SG149846A1 (zh) |
TW (1) | TW200538430A (zh) |
WO (1) | WO2005070862A2 (zh) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070155987A1 (en) * | 2006-01-04 | 2007-07-05 | O'meadhra Ruairi S | Oxidative digestion with optimized agitation |
US7420082B2 (en) * | 2006-03-01 | 2008-09-02 | Eastman Chemical Company | Polycarboxylic acid production system employing hot liquor removal downstream of oxidative digestion |
US7772424B2 (en) * | 2006-03-01 | 2010-08-10 | Eastman Chemical Company | Polycarboxylic acid production system employing enhanced evaporative concentration downstream of oxidative digestion |
US20070208194A1 (en) * | 2006-03-01 | 2007-09-06 | Woodruff Thomas E | Oxidation system with sidedraw secondary reactor |
US7393973B2 (en) * | 2006-03-01 | 2008-07-01 | Eastman Chemical Company | Polycarboxylic acid production system with enhanced residence time distribution for oxidative digestion |
US7326808B2 (en) * | 2006-03-01 | 2008-02-05 | Eastman Chemical Company | Polycarboxylic acid production system employing cooled mother liquor from oxidative digestion as feed to impurity purge system |
US7816556B2 (en) * | 2006-03-01 | 2010-10-19 | Eastman Chemical Company | Polycarboxylic acid production system employing enhanced multistage oxidative digestion |
US8697906B2 (en) * | 2006-03-01 | 2014-04-15 | Grupo Petrotemex, S.A. De C.V. | Methods and apparatus for producing a low-moisture carboxylic acid wet cake |
US7326807B2 (en) * | 2006-03-01 | 2008-02-05 | Eastman Chemical Company | Polycarboxylic acid production system with enhanced heating for oxidative digestion |
US7501537B2 (en) * | 2006-03-01 | 2009-03-10 | Eastman Chemical Company | Polycarboxylic acid production system employing oxidative digestion with reduced or eliminated upstream liquor exchange |
US8173836B2 (en) * | 2006-03-01 | 2012-05-08 | Grupo Petrotemex, S.A. De C.V. | Method and apparatus for drying carboxylic acid |
US8754254B2 (en) * | 2010-06-30 | 2014-06-17 | Uop Llc | Process for purifying terephthalic acid |
US9328051B2 (en) * | 2013-12-27 | 2016-05-03 | Eastman Chemical Company | Methods and apparatus for isolating dicarboxylic acid |
US9388111B2 (en) * | 2013-12-27 | 2016-07-12 | Eastman Chemical Company | Methods and apparatus for isolating dicarboxylic acid |
CN103936581A (zh) * | 2014-04-24 | 2014-07-23 | 天华化工机械及自动化研究设计院有限公司 | 一种提高cta溶剂交换效率的方法 |
CN104826384B (zh) * | 2014-04-24 | 2017-07-28 | 因温斯特技术公司 | 用于芳族羧酸的过滤机 |
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-
2004
- 2004-01-15 US US10/758,676 patent/US7546747B2/en active Active
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2005
- 2005-01-10 EP EP05705384.5A patent/EP1704137B1/en active Active
- 2005-01-10 PT PT57053845T patent/PT1704137T/pt unknown
- 2005-01-10 ES ES05705384.5T patent/ES2608610T3/es active Active
- 2005-01-10 PL PL05705384T patent/PL1704137T3/pl unknown
- 2005-01-10 EP EP12000677.0A patent/EP2450342B1/en active Active
- 2005-01-10 RU RU2006129487/04A patent/RU2380352C2/ru not_active IP Right Cessation
- 2005-01-10 JP JP2006549483A patent/JP2007517896A/ja active Pending
- 2005-01-10 WO PCT/US2005/000696 patent/WO2005070862A2/en active Application Filing
- 2005-01-10 CN CN2005800020790A patent/CN1910130B/zh not_active Expired - Fee Related
- 2005-01-10 KR KR1020067014310A patent/KR101605558B1/ko active IP Right Grant
- 2005-01-10 ES ES12000677.0T patent/ES2627072T3/es active Active
- 2005-01-10 IN IN5010DEN2012 patent/IN2012DN05010A/en unknown
- 2005-01-10 LT LTEP05705384.5T patent/LT1704137T/lt unknown
- 2005-01-10 LT LTEP12000677.0T patent/LT2450342T/lt unknown
- 2005-01-10 PT PT120006770T patent/PT2450342T/pt unknown
- 2005-01-10 PL PL12000677T patent/PL2450342T3/pl unknown
- 2005-01-10 SG SG200900292-4A patent/SG149846A1/en unknown
- 2005-01-10 CA CA002552336A patent/CA2552336A1/en not_active Abandoned
- 2005-01-10 BR BRPI0506763-4A patent/BRPI0506763A/pt not_active IP Right Cessation
- 2005-01-14 AR ARP050100153A patent/AR047391A1/es unknown
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- 2005-01-14 TW TW094101077A patent/TW200538430A/zh unknown
Also Published As
Publication number | Publication date |
---|---|
ES2608610T3 (es) | 2017-04-12 |
PL1704137T3 (pl) | 2017-09-29 |
JP2007517896A (ja) | 2007-07-05 |
EP2450342A2 (en) | 2012-05-09 |
LT2450342T (lt) | 2017-06-12 |
LT1704137T (lt) | 2017-04-10 |
PT1704137T (pt) | 2017-01-26 |
KR101605558B1 (ko) | 2016-03-22 |
RU2380352C2 (ru) | 2010-01-27 |
US20050159616A1 (en) | 2005-07-21 |
EP2450342B1 (en) | 2017-05-03 |
PL2450342T3 (pl) | 2017-08-31 |
TW200538430A (en) | 2005-12-01 |
BRPI0506763A (pt) | 2007-05-22 |
CN1910130A (zh) | 2007-02-07 |
EP2450342A3 (en) | 2013-10-23 |
WO2005070862A2 (en) | 2005-08-04 |
EP1704137B1 (en) | 2016-11-02 |
IN2012DN05010A (zh) | 2015-10-02 |
AR047391A1 (es) | 2006-01-18 |
CA2552336A1 (en) | 2005-08-04 |
KR20060127050A (ko) | 2006-12-11 |
PT2450342T (pt) | 2017-07-04 |
MY145308A (en) | 2012-01-13 |
SG149846A1 (en) | 2009-02-27 |
US7546747B2 (en) | 2009-06-16 |
EP1704137A2 (en) | 2006-09-27 |
RU2006129487A (ru) | 2008-02-27 |
ES2627072T3 (es) | 2017-07-26 |
WO2005070862A3 (en) | 2005-09-22 |
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