BRPI0417617B1 - Processos de oxidação de hidrocarboneto aromático e de conversão de pseudocumeno a ácido trimelítico e sistema catalisador - Google Patents
Processos de oxidação de hidrocarboneto aromático e de conversão de pseudocumeno a ácido trimelítico e sistema catalisador Download PDFInfo
- Publication number
- BRPI0417617B1 BRPI0417617B1 BRPI0417617-0A BRPI0417617A BRPI0417617B1 BR PI0417617 B1 BRPI0417617 B1 BR PI0417617B1 BR PI0417617 A BRPI0417617 A BR PI0417617A BR PI0417617 B1 BRPI0417617 B1 BR PI0417617B1
- Authority
- BR
- Brazil
- Prior art keywords
- aromatic hydrocarbon
- catalyst
- oxidation
- anthracene
- process according
- Prior art date
Links
- 238000007254 oxidation reaction Methods 0.000 title claims description 193
- 230000003647 oxidation Effects 0.000 title claims description 180
- 238000000034 method Methods 0.000 title claims description 80
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- 238000006243 chemical reaction Methods 0.000 title description 24
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- 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 76
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- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 claims description 71
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- 229910001385 heavy metal Inorganic materials 0.000 claims description 40
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- 238000001035 drying Methods 0.000 description 1
- 238000009713 electroplating Methods 0.000 description 1
- 238000004049 embossing Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 150000002363 hafnium compounds Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 150000002696 manganese Chemical class 0.000 description 1
- 229940071125 manganese acetate Drugs 0.000 description 1
- 150000002697 manganese compounds Chemical class 0.000 description 1
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 description 1
- BONORRGKLJBGRV-UHFFFAOYSA-N methapyrilene hydrochloride Chemical group Cl.C=1C=CC=NC=1N(CCN(C)C)CC1=CC=CS1 BONORRGKLJBGRV-UHFFFAOYSA-N 0.000 description 1
- 229940102396 methyl bromide Drugs 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 230000036284 oxygen consumption Effects 0.000 description 1
- LYTNHSCLZRMKON-UHFFFAOYSA-L oxygen(2-);zirconium(4+);diacetate Chemical compound [O-2].[Zr+4].CC([O-])=O.CC([O-])=O LYTNHSCLZRMKON-UHFFFAOYSA-L 0.000 description 1
- FXLOVSHXALFLKQ-UHFFFAOYSA-N p-tolualdehyde Chemical compound CC1=CC=C(C=O)C=C1 FXLOVSHXALFLKQ-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003504 terephthalic acids Chemical class 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 125000005591 trimellitate group Chemical group 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/135—Halogens; Compounds thereof with titanium, zirconium, hafnium, germanium, tin or lead
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/889—Manganese, technetium or rhenium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/128—Halogens; Compounds thereof with iron group metals or platinum group metals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53076203P | 2003-12-18 | 2003-12-18 | |
| US53075903P | 2003-12-18 | 2003-12-18 | |
| US60/530,762 | 2003-12-18 | ||
| US60/530,759 | 2003-12-18 | ||
| US10/980,718 | 2004-11-03 | ||
| US10/980,718 US7378544B2 (en) | 2003-12-18 | 2004-11-03 | Anthracene and other polycyclic aromatics as activators in the oxidation of aromatic hydrocarbons |
| PCT/US2004/037751 WO2005066106A2 (en) | 2003-12-18 | 2004-11-12 | Anthracene and other polycyclic aromatics as activators in the oxidation of aromatic hydrocarbons |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BRPI0417617A BRPI0417617A (pt) | 2007-04-10 |
| BRPI0417617B1 true BRPI0417617B1 (pt) | 2014-09-09 |
Family
ID=34753682
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0417617-0A BRPI0417617B1 (pt) | 2003-12-18 | 2004-11-12 | Processos de oxidação de hidrocarboneto aromático e de conversão de pseudocumeno a ácido trimelítico e sistema catalisador |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US7378544B2 (enExample) |
| EP (1) | EP1694624A2 (enExample) |
| JP (1) | JP4861190B2 (enExample) |
| KR (1) | KR101176390B1 (enExample) |
| CN (1) | CN1894191B (enExample) |
| BR (1) | BRPI0417617B1 (enExample) |
| CA (1) | CA2546018C (enExample) |
| MX (1) | MXPA06006665A (enExample) |
| RU (1) | RU2362762C2 (enExample) |
| WO (1) | WO2005066106A2 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101109436B (zh) * | 2006-07-21 | 2011-02-16 | 北京交通大学 | 用于动力传动的增速或减速齿轮副 |
| RU2458042C2 (ru) * | 2010-03-01 | 2012-08-10 | Общество с ограниченной ответственностью "НИПИМ-Новые химические технологии" (ООО "НИПИМ-НХИМТЕХ") | Способ получения и очистки изофталевой кислоты |
| CN103012120A (zh) * | 2011-09-27 | 2013-04-03 | 中国石油化工股份有限公司 | 一种氧化精制法制取对苯二甲酸的方法 |
| US20130172609A1 (en) * | 2011-12-29 | 2013-07-04 | Uop Llc | Process for oxidizing an alkyl-aromatic compound |
| CN110560109B (zh) * | 2018-06-05 | 2021-11-30 | 中国石油化工股份有限公司 | 用于生产偏苯三酸酐的催化剂 |
| CN110560114B (zh) * | 2018-06-05 | 2021-11-30 | 中国石油化工股份有限公司 | 用于提高偏苯三酸酐收率的催化剂 |
| CN110560112B (zh) * | 2018-06-05 | 2021-11-30 | 中国石油化工股份有限公司 | 用于制备偏苯三酸酐的催化剂 |
| CN110560115B (zh) * | 2018-06-05 | 2021-11-30 | 中国石油化工股份有限公司 | 用于合成偏苯三酸酐的催化剂 |
| CN110560116B (zh) * | 2018-06-05 | 2021-11-30 | 中国石油化工股份有限公司 | 用于偏三甲苯氧化制备偏酐的催化剂 |
| CN110560111B (zh) * | 2018-06-05 | 2021-11-30 | 中国石油化工股份有限公司 | 用于偏三甲苯合成偏酐的催化剂 |
| CN110560113B (zh) * | 2018-06-05 | 2021-11-30 | 中国石油化工股份有限公司 | 用于偏三甲苯催化氧化的催化剂 |
| CN110560110B (zh) * | 2018-06-05 | 2021-11-30 | 中国石油化工股份有限公司 | 用于偏三甲苯氧化合成偏酐的催化剂 |
| CN108794321B (zh) * | 2018-07-16 | 2021-01-29 | 山东冠森高分子材料科技股份有限公司 | 连续流微通道反应器中合成芳香羧酸类化合物的方法 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2833816A (en) | 1954-05-03 | 1958-05-06 | Mid Century Corp | Preparation of aromatic polycarboxylic acids |
| US3855252A (en) * | 1968-07-15 | 1974-12-17 | Ashland Oil Inc | Liquid phase oxidation of condensed-ring aromatic hydrocarbons |
| KR100427298B1 (ko) * | 2001-03-31 | 2004-04-17 | 한국화학연구원 | 알킬방향족 화합물의 액상산화에 의한 방향족카르복시산의 제조방법 |
| US4755622A (en) | 1983-12-29 | 1988-07-05 | Amoco Corporation | Process for the production of trimellitic acid and pyromellitic acid by staged bromine addition in an oxidation of polyalkylaromatics |
| US4992579A (en) | 1989-12-18 | 1991-02-12 | Amoco Corporation | Process for the production of trimellitic acid |
| US5095143A (en) * | 1990-06-13 | 1992-03-10 | Amoco Corporation | Method for increasing the efficiency of liquid phase oxidation reactions |
| US5183933A (en) | 1991-10-15 | 1993-02-02 | Amoco Corporation | Process for preparing 2,6-naphthalene-dicarboxylic acid |
| RU2030386C1 (ru) * | 1992-06-23 | 1995-03-10 | Научно-исследовательский и проектный институт мономеров с опытным заводом | Способ получения нафталин-2,6-дикарбоновой кислоты |
| JPH06211740A (ja) * | 1992-07-06 | 1994-08-02 | Osaka City | ４，４´−ビフェニルジカルボン酸の製造方法 |
| JPH11335317A (ja) * | 1998-05-27 | 1999-12-07 | Mitsubishi Gas Chem Co Inc | トリメリット酸の製造法 |
| JPH11335321A (ja) * | 1998-05-22 | 1999-12-07 | Mitsui Chem Inc | 芳香族カルボン酸の製造方法 |
| US6194607B1 (en) | 1998-12-22 | 2001-02-27 | Samsung General Chemicals Co., Ltd. | Method of producing aromatic carboxylic acids by oxidizing alkyl aromatic hydrocarbons or partially oxidized intermediates thereof |
| JP2001019658A (ja) * | 1999-07-05 | 2001-01-23 | Mitsui Chemicals Inc | 芳香族カルボン酸の製造方法 |
| CA2396967A1 (en) * | 2000-01-21 | 2001-07-26 | Bp Corporation North America Inc. | Production of high purity aromatic carboxylic acid by oxidation in benzoic acid and water solvent |
| JP4788023B2 (ja) * | 2000-06-27 | 2011-10-05 | 三菱瓦斯化学株式会社 | 液相酸化反応母液からの触媒成分の回収方法 |
| JP2003342228A (ja) * | 2002-05-28 | 2003-12-03 | Mitsubishi Gas Chem Co Inc | ビフェニルテトラカルボン酸の製造法 |
| DE602004007654T2 (de) | 2003-06-06 | 2008-04-10 | Bp Corporation North America Inc., Warrenville | Oxidation von aromatischen kohlenwasserstoffen unter verwendung von bromierten anthracenen als promotoren |
-
2004
- 2004-11-03 US US10/980,718 patent/US7378544B2/en not_active Expired - Fee Related
- 2004-11-12 RU RU2006123766/04A patent/RU2362762C2/ru not_active IP Right Cessation
- 2004-11-12 MX MXPA06006665A patent/MXPA06006665A/es active IP Right Grant
- 2004-11-12 EP EP04810807A patent/EP1694624A2/en not_active Withdrawn
- 2004-11-12 JP JP2006545641A patent/JP4861190B2/ja not_active Expired - Fee Related
- 2004-11-12 WO PCT/US2004/037751 patent/WO2005066106A2/en not_active Ceased
- 2004-11-12 KR KR1020067012871A patent/KR101176390B1/ko not_active Expired - Fee Related
- 2004-11-12 CA CA2546018A patent/CA2546018C/en not_active Expired - Fee Related
- 2004-11-12 CN CN2004800375967A patent/CN1894191B/zh not_active Expired - Fee Related
- 2004-11-12 BR BRPI0417617-0A patent/BRPI0417617B1/pt not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JP4861190B2 (ja) | 2012-01-25 |
| EP1694624A2 (en) | 2006-08-30 |
| RU2362762C2 (ru) | 2009-07-27 |
| US20050137420A1 (en) | 2005-06-23 |
| JP2007514780A (ja) | 2007-06-07 |
| CN1894191A (zh) | 2007-01-10 |
| US7378544B2 (en) | 2008-05-27 |
| MXPA06006665A (es) | 2006-08-11 |
| KR101176390B1 (ko) | 2012-08-27 |
| KR20070032622A (ko) | 2007-03-22 |
| CA2546018C (en) | 2013-01-08 |
| RU2006123766A (ru) | 2008-01-20 |
| CN1894191B (zh) | 2010-06-09 |
| BRPI0417617A (pt) | 2007-04-10 |
| WO2005066106A2 (en) | 2005-07-21 |
| WO2005066106A3 (en) | 2005-09-01 |
| CA2546018A1 (en) | 2005-07-21 |
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