TWI227233B - Addition of mineral acids or salts thereof to a TMA production process - Google Patents
Addition of mineral acids or salts thereof to a TMA production process Download PDFInfo
- Publication number
- TWI227233B TWI227233B TW091100804A TW91100804A TWI227233B TW I227233 B TWI227233 B TW I227233B TW 091100804 A TW091100804 A TW 091100804A TW 91100804 A TW91100804 A TW 91100804A TW I227233 B TWI227233 B TW I227233B
- Authority
- TW
- Taiwan
- Prior art keywords
- acid
- trimellitic
- trimellitic anhydride
- crude
- filter cake
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims abstract description 20
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 15
- 239000002253 acid Substances 0.000 title abstract description 14
- 229910052500 inorganic mineral Inorganic materials 0.000 title abstract 2
- 239000011707 mineral Substances 0.000 title abstract 2
- 150000007513 acids Chemical class 0.000 title description 6
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims abstract description 58
- 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 58
- 229910052751 metal Inorganic materials 0.000 claims description 29
- 239000002184 metal Substances 0.000 claims description 29
- GWHJZXXIDMPWGX-UHFFFAOYSA-N 1,2,4-trimethylbenzene Chemical compound CC1=CC=C(C)C(C)=C1 GWHJZXXIDMPWGX-UHFFFAOYSA-N 0.000 claims description 22
- 238000000926 separation method Methods 0.000 claims description 21
- 238000005194 fractionation Methods 0.000 claims description 20
- 239000012065 filter cake Substances 0.000 claims description 19
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
- 150000007522 mineralic acids Chemical class 0.000 claims description 15
- 239000012535 impurity Substances 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 12
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 8
- 230000001590 oxidative effect Effects 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 3
- 239000004327 boric acid Substances 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 claims description 3
- 239000011574 phosphorus Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 2
- 239000003638 chemical reducing agent Substances 0.000 claims 5
- 238000001914 filtration Methods 0.000 claims 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims 3
- 239000010931 gold Substances 0.000 claims 3
- 229910052737 gold Inorganic materials 0.000 claims 3
- -1 alkali metal salts Chemical class 0.000 claims 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims 1
- 229920000877 Melamine resin Polymers 0.000 claims 1
- 240000007594 Oryza sativa Species 0.000 claims 1
- 235000007164 Oryza sativa Nutrition 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- 235000009566 rice Nutrition 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 238000004821 distillation Methods 0.000 abstract description 7
- 238000011084 recovery Methods 0.000 abstract description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 32
- 238000007254 oxidation reaction Methods 0.000 description 11
- 230000003647 oxidation Effects 0.000 description 10
- 239000013078 crystal Substances 0.000 description 9
- 238000011049 filling Methods 0.000 description 9
- 238000005259 measurement Methods 0.000 description 8
- 150000008064 anhydrides Chemical class 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 6
- 238000002425 crystallisation Methods 0.000 description 6
- 230000008025 crystallization Effects 0.000 description 6
- 150000002739 metals Chemical class 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 230000018044 dehydration Effects 0.000 description 4
- 238000006297 dehydration reaction Methods 0.000 description 4
- 239000012452 mother liquor Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000003828 vacuum filtration Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 230000002079 cooperative effect Effects 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- 238000004876 x-ray fluorescence Methods 0.000 description 2
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical group 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 description 1
- JAWGVVJVYSANRY-UHFFFAOYSA-N cobalt(3+) Chemical compound [Co+3] JAWGVVJVYSANRY-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 230000000881 depressing effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- MMIPFLVOWGHZQD-UHFFFAOYSA-N manganese(3+) Chemical compound [Mn+3] MMIPFLVOWGHZQD-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- 229910052716 thallium Inorganic materials 0.000 description 1
- BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 description 1
- XWVKTOHUMPLABF-UHFFFAOYSA-N thallium(3+) Chemical compound [Tl+3] XWVKTOHUMPLABF-UHFFFAOYSA-N 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
- C07D307/90—Benzo [c] furans; Hydrogenated benzo [c] furans with an oxygen atom in position 1 and a nitrogen atom in position 3, or vice versa
-
- 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
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Furan Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26294101P | 2001-01-19 | 2001-01-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TWI227233B true TWI227233B (en) | 2005-02-01 |
Family
ID=22999723
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW091100804A TWI227233B (en) | 2001-01-19 | 2002-01-18 | Addition of mineral acids or salts thereof to a TMA production process |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6696604B2 (enExample) |
| EP (1) | EP1351915A2 (enExample) |
| JP (1) | JP4303470B2 (enExample) |
| CN (1) | CN1243705C (enExample) |
| AU (1) | AU2002243471A1 (enExample) |
| MY (1) | MY127577A (enExample) |
| TW (1) | TWI227233B (enExample) |
| WO (1) | WO2002057247A2 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1401607B1 (it) | 2010-07-30 | 2013-07-26 | Oscam Spa | Impianto e metodo per il trattamento di barre metalliche |
| CN106366058B (zh) * | 2016-08-26 | 2018-06-15 | 安徽泰达新材料股份有限公司 | 一种偏酐类重组分副产物的综合利用方法 |
| CN117427688B (zh) * | 2023-10-23 | 2025-11-21 | 山东聚和投资发展有限公司 | 一种生产偏苯三酸酐的催化剂体系及连续工艺 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3798238A (en) | 1971-02-24 | 1974-03-19 | Standard Oil Co | Trimelitic acid anhydride product recovery from pseudocumene oxidation effluent |
| US3732257A (en) | 1971-07-01 | 1973-05-08 | Standard Oil Co | Trimellitic acid anhydride product recovery by steam stripping crude anhydride of total solids from pseudocumene oxidation effluent and continuous fractionation of stripped product |
| US4788296A (en) | 1987-05-29 | 1988-11-29 | Amoco Corporation | Process for the production and recovery of trimellitic anhydride |
| US4948921A (en) | 1989-06-29 | 1990-08-14 | Amoco Corporation | Process for the production and recovery of trimellitic acid |
| US5895820A (en) | 1997-07-16 | 1999-04-20 | Mitsubishi Gas Chemical Company, Inc. | Process for the production of trimellitic acid and process for the production of trimellitic acid anhydride |
-
2002
- 2002-01-03 US US10/036,551 patent/US6696604B2/en not_active Expired - Lifetime
- 2002-01-04 CN CNB028038525A patent/CN1243705C/zh not_active Expired - Fee Related
- 2002-01-04 WO PCT/US2002/000265 patent/WO2002057247A2/en not_active Ceased
- 2002-01-04 EP EP02708959A patent/EP1351915A2/en not_active Withdrawn
- 2002-01-04 AU AU2002243471A patent/AU2002243471A1/en not_active Abandoned
- 2002-01-04 JP JP2002557928A patent/JP4303470B2/ja not_active Expired - Fee Related
- 2002-01-16 MY MYPI20020158A patent/MY127577A/en unknown
- 2002-01-18 TW TW091100804A patent/TWI227233B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| MY127577A (en) | 2006-12-29 |
| EP1351915A2 (en) | 2003-10-15 |
| CN1243705C (zh) | 2006-03-01 |
| CN1524069A (zh) | 2004-08-25 |
| AU2002243471A1 (en) | 2002-07-30 |
| JP4303470B2 (ja) | 2009-07-29 |
| WO2002057247A2 (en) | 2002-07-25 |
| JP2004526695A (ja) | 2004-09-02 |
| WO2002057247A3 (en) | 2002-12-05 |
| US20020143192A1 (en) | 2002-10-03 |
| US6696604B2 (en) | 2004-02-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Annulment or lapse of patent due to non-payment of fees |