ES2554518T3 - Método para la producción de ésteres de ácido carboxílico - Google Patents
Método para la producción de ésteres de ácido carboxílico Download PDFInfo
- Publication number
- ES2554518T3 ES2554518T3 ES09795970.4T ES09795970T ES2554518T3 ES 2554518 T3 ES2554518 T3 ES 2554518T3 ES 09795970 T ES09795970 T ES 09795970T ES 2554518 T3 ES2554518 T3 ES 2554518T3
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- Prior art keywords
- alcohol
- organic phase
- reintroduced
- partially
- boiling points
- Prior art date
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- 238000006243 chemical reaction Methods 0.000 claims abstract description 61
- 238000009835 boiling Methods 0.000 claims abstract description 47
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- 239000000203 mixture Substances 0.000 claims abstract description 25
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- 150000001875 compounds Chemical class 0.000 claims abstract description 15
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- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
- 239000012808 vapor phase Substances 0.000 description 3
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
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- OVBFMEVBMNZIBR-UHFFFAOYSA-N 2-methylvaleric acid Chemical compound CCCC(C)C(O)=O OVBFMEVBMNZIBR-UHFFFAOYSA-N 0.000 description 2
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- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
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- 150000007517 lewis acids Chemical class 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- FDSIFWDGJSJXMP-UHFFFAOYSA-N methyl 3-methyl-5-(5-methyl-1,2-oxazol-3-yl)-1,2-oxazole-4-carboxylate Chemical compound CC1=NOC(C2=NOC(C)=C2)=C1C(=O)OC FDSIFWDGJSJXMP-UHFFFAOYSA-N 0.000 description 1
- SAOSCTYRONNFTC-UHFFFAOYSA-N methyl-capric acid Natural products CCCCCCCCC(C)C(O)=O SAOSCTYRONNFTC-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 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 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- KSCKTBJJRVPGKM-UHFFFAOYSA-N octan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-] KSCKTBJJRVPGKM-UHFFFAOYSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 description 1
- XPGAWFIWCWKDDL-UHFFFAOYSA-N propan-1-olate;zirconium(4+) Chemical compound [Zr+4].CCC[O-].CCC[O-].CCC[O-].CCC[O-] XPGAWFIWCWKDDL-UHFFFAOYSA-N 0.000 description 1
- 238000000066 reactive distillation Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- UAXOELSVPTZZQG-UHFFFAOYSA-N tiglic acid Natural products CC(C)=C(C)C(O)=O UAXOELSVPTZZQG-UHFFFAOYSA-N 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- JINJMFAIGCWUDW-UHFFFAOYSA-L zirconium(2+);diacetate Chemical compound [Zr+2].CC([O-])=O.CC([O-])=O JINJMFAIGCWUDW-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0042—Essential oils; Perfumes compounds containing condensed hydrocarbon rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08171796 | 2008-12-16 | ||
| EP08171796 | 2008-12-16 | ||
| PCT/EP2009/067177 WO2010076192A1 (de) | 2008-12-16 | 2009-12-15 | Verfahren zur herstellung von carbonsäureestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2554518T3 true ES2554518T3 (es) | 2015-12-21 |
Family
ID=42167505
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES09795970.4T Active ES2554518T3 (es) | 2008-12-16 | 2009-12-15 | Método para la producción de ésteres de ácido carboxílico |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US8901343B2 (OSRAM) |
| EP (1) | EP2379481B1 (OSRAM) |
| JP (1) | JP5780967B2 (OSRAM) |
| KR (1) | KR101757936B1 (OSRAM) |
| CN (1) | CN102256923B (OSRAM) |
| CA (1) | CA2746599A1 (OSRAM) |
| ES (1) | ES2554518T3 (OSRAM) |
| MY (1) | MY158588A (OSRAM) |
| WO (1) | WO2010076192A1 (OSRAM) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101967098A (zh) * | 2010-09-26 | 2011-02-09 | 昆山合峰化工有限公司 | 邻苯二甲酸二(2-丙基庚)酯的制备方法 |
| CN102001948B (zh) * | 2010-10-18 | 2015-04-15 | 华侨大学 | 一种酯化合成对苯二甲酸二异辛酯的方法 |
| DE102011006557A1 (de) * | 2011-03-31 | 2012-10-04 | Evonik Oxeno Gmbh | Gemisch von Bersteinsäureestern |
| US9926257B2 (en) | 2012-12-11 | 2018-03-27 | Bracco Imaging S.P.A. | Continuous process for the preparation of (S)-2-acetyloxypropionic acid chloride |
| US20150014148A1 (en) * | 2013-07-11 | 2015-01-15 | Celanese Acetate Llc | Process for Energy Recovery in Manufacturing Cellulose Esters |
| CN104418747B (zh) * | 2013-08-22 | 2016-08-10 | 中国科学院大连化学物理研究所 | 一种制备邻苯二甲酸二（2-丙基庚）酯的方法 |
| TWI654177B (zh) | 2013-10-31 | 2019-03-21 | 德商巴斯夫歐洲公司 | 製備羧酸酯的方法及其作爲塑化劑的用途 |
| CN106232571B (zh) | 2014-04-22 | 2019-05-28 | 巴斯夫欧洲公司 | 在离子液体和酸性酯化催化剂的存在下制备羧酸酯的方法及其作为塑化剂的用途 |
| LT3154928T (lt) | 2014-06-10 | 2020-05-11 | Bracco Imaging S.P.A. | (s)-2-acetiloksipropioninės rūgšties ir jos darinių gavimo būdas |
| EP3160931B1 (en) | 2014-06-24 | 2018-11-14 | Dow Global Technologies LLC | Process for producing low voc coalescing aids |
| BR112016029033B1 (pt) | 2014-06-24 | 2021-05-11 | Dow Global Technologies Llc | processo para a preparação de um éster de éter glicólico |
| TWI686444B (zh) | 2014-09-04 | 2020-03-01 | 德商巴斯夫歐洲公司 | 包含聚合二羧酸酯的塑化劑組成物 |
| US9988338B2 (en) | 2014-09-24 | 2018-06-05 | Basf Se | Method for producing diesters of terephthalic acid |
| CA2962305C (en) * | 2014-09-24 | 2019-06-11 | Basf Se | Method for producing diesters of terephthalic acid with a dehydration of recirculated alcohol |
| EP3197860A1 (de) | 2014-09-24 | 2017-08-02 | Basf Se | Verfahren zur herstellung von terephthalsäurediestern mit rückalkohol-anreicherung |
| PL3197858T3 (pl) | 2014-09-24 | 2019-08-30 | Basf Se | Sposób wytwarzania diestrów kwasu tereftalowego z cyrkulacją mieszaniny reakcyjnej |
| KR102138788B1 (ko) | 2017-09-07 | 2020-07-28 | 주식회사 엘지화학 | 에스터 조성물의 제조 시스템 및 이를 이용한 에스터 조성물의 제조 방법 |
| WO2019185409A1 (de) | 2018-03-29 | 2019-10-03 | Basf Se | Pvc-zusammensetzung, enthaltend wenigstens einen weichmacher der wenigstens eine carbonsäureestergruppe aufweist und wenigstens eine carbodiimidverbindung |
| WO2020173818A1 (de) | 2019-02-25 | 2020-09-03 | Basf Se | Verfahren zur aufarbeitung von benzolpolycarbonsäureestern und deren verwendung zur herstellung von cyclohexanpolycarbonsäureestern |
| JP7342320B2 (ja) * | 2019-04-04 | 2023-09-12 | エルジー・ケム・リミテッド | エステル系組成物の製造方法及び製造システム |
| CN112955424A (zh) * | 2019-04-04 | 2021-06-11 | 株式会社Lg化学 | 酯类组合物的制备方法和制备系统 |
| EP3854774B1 (en) * | 2019-04-04 | 2024-03-20 | LG Chem, Ltd. | Method for preparing ester-based composition |
| US11512166B2 (en) | 2019-04-04 | 2022-11-29 | Lg Chem, Ltd. | Method and system for manufacturing ester-based composition |
| JP7148036B2 (ja) * | 2019-04-04 | 2022-10-05 | エルジー・ケム・リミテッド | エステル化反応生成物の連続精製システム |
| KR102489171B1 (ko) * | 2019-07-04 | 2023-01-18 | 주식회사 엘지화학 | 디에스터계 물질의 제조 유닛 및 이를 포함하는 디에스터계 물질의 제조 시스템 |
| KR102488351B1 (ko) * | 2019-07-04 | 2023-01-13 | 주식회사 엘지화학 | 디에스터계 물질의 연속식 제조방법 |
| KR102489174B1 (ko) * | 2019-07-04 | 2023-01-18 | 주식회사 엘지화학 | 디에스터계 조성물의 제조 시스템 및 방법 |
| KR102489173B1 (ko) * | 2019-07-04 | 2023-01-18 | 주식회사 엘지화학 | 열교환 시스템 및 이를 포함하는 디에스터계 조성물 제조 시스템 |
| KR102489172B1 (ko) * | 2019-07-04 | 2023-01-18 | 주식회사 엘지화학 | 디에스터계 물질의 제조 유닛 및 이를 포함하는 디에스터계 물질의 제조 시스템 |
| CN112239405B (zh) * | 2019-07-17 | 2023-05-02 | 中国石油化工股份有限公司 | 2,6-萘二甲酸二甲酯的合成方法 |
| KR102501597B1 (ko) * | 2019-09-25 | 2023-02-20 | 주식회사 엘지화학 | 디에스테르계 조성물의 제조 시스템 및 제조방법 |
| KR102595882B1 (ko) * | 2019-09-25 | 2023-10-30 | 주식회사 엘지화학 | 디에스터계 조성물의 제조 시스템 및 제조방법 |
| KR102819374B1 (ko) * | 2020-08-13 | 2025-06-11 | 주식회사 엘지화학 | 에스터의 제조방법 |
| JP2023534443A (ja) * | 2020-09-24 | 2023-08-09 | エルジー・ケム・リミテッド | エステル系組成物の製造方法 |
| KR102390132B1 (ko) * | 2020-09-24 | 2022-04-25 | 주식회사 엘지화학 | 에스터계 조성물의 제조방법 |
| EP4219442B1 (en) * | 2020-09-24 | 2025-06-04 | Lg Chem, Ltd. | Method for producing ester-based composition |
| EP4219440A4 (en) * | 2020-09-24 | 2024-04-10 | Lg Chem, Ltd. | DISCONTINUOUS PREPARATION PROCESS FOR ESTER-BASED MATERIAL |
| KR20220067352A (ko) * | 2020-11-17 | 2022-05-24 | 주식회사 엘지화학 | 디에스터계 물질의 제조방법 |
| KR102797134B1 (ko) * | 2020-11-17 | 2025-04-21 | 주식회사 엘지화학 | 디에스터계 화합물의 제조방법 |
| KR102797150B1 (ko) * | 2020-11-17 | 2025-04-21 | 주식회사 엘지화학 | 디에스터계 물질의 제조방법 |
| KR102797136B1 (ko) * | 2020-11-17 | 2025-04-18 | 주식회사 엘지화학 | 디에스터계 화합물의 제조방법 |
| CN112439216A (zh) * | 2020-12-14 | 2021-03-05 | 河南久圣化工有限公司 | 一种从己二酸废液中回收二元羧酸的三级蒸发系统 |
| CN119657021A (zh) * | 2024-12-18 | 2025-03-21 | 中国石油化工股份有限公司 | 一种撬装式邻苯二甲酸二异壬酯合成装置及合成方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2648711A (en) * | 1949-07-19 | 1953-08-11 | Standard Oil Dev Co | Recovery of alcohols from direct hydration of olefins |
| DE1921110A1 (de) | 1969-04-25 | 1970-11-26 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Dicarbonsaeuredialkylestern |
| IN171820B (OSRAM) * | 1989-12-22 | 1993-01-16 | Lever Hindustan Ltd | |
| GB9102513D0 (en) | 1991-02-06 | 1991-03-27 | Exxon Chemical Patents Inc | Hydrocarbon production |
| DE4339713A1 (de) | 1993-11-22 | 1995-05-24 | Basf Ag | Verfahren zur Oligomerisierung von Olefinen zu hochlinearen Oligomeren und Katalysatoren dafür |
| CN100347146C (zh) * | 1999-06-17 | 2007-11-07 | 联合碳化化学及塑料技术公司 | 进行平衡限制反应的方法 |
| DE19955593A1 (de) | 1999-11-18 | 2001-05-23 | Basf Ag | C13-Alkoholgemisch und funktionalisiertes C13-Alkoholgemisch |
| DE10007213A1 (de) * | 2000-02-17 | 2001-08-23 | Basf Ag | Verfahren zur Herstellung von Estern alpha,beta-ungesättigter Carbonsäuren |
| US6271410B1 (en) * | 2000-06-06 | 2001-08-07 | Creanova Inc. | Higher alkyl esters of cyanoacetic acid |
| DE10043545A1 (de) * | 2000-09-05 | 2002-03-14 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Carbonsäureestern |
| DE10149350A1 (de) | 2001-10-06 | 2003-04-17 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Carbonsäureestern |
| TWI324592B (en) * | 2002-11-28 | 2010-05-11 | Sulzer Chemtech Ag | A method for the esterification of a fatty acid |
| US20040192957A1 (en) * | 2003-03-31 | 2004-09-30 | Wickens Danita Inez | Method of recovering 2-ethylhexyl alcohol from a mixture comprising 2-ethylhexyl acrylate |
| JP2007153814A (ja) * | 2005-12-06 | 2007-06-21 | Mitsubishi Chemicals Corp | ジカルボン酸ジエステルの製造方法 |
-
2009
- 2009-12-15 MY MYPI2011002711A patent/MY158588A/en unknown
- 2009-12-15 WO PCT/EP2009/067177 patent/WO2010076192A1/de not_active Ceased
- 2009-12-15 CN CN2009801506516A patent/CN102256923B/zh not_active Expired - Fee Related
- 2009-12-15 KR KR1020117016501A patent/KR101757936B1/ko not_active Expired - Fee Related
- 2009-12-15 JP JP2011541389A patent/JP5780967B2/ja not_active Expired - Fee Related
- 2009-12-15 ES ES09795970.4T patent/ES2554518T3/es active Active
- 2009-12-15 CA CA2746599A patent/CA2746599A1/en active Pending
- 2009-12-15 US US13/140,256 patent/US8901343B2/en not_active Expired - Fee Related
- 2009-12-15 EP EP09795970.4A patent/EP2379481B1/de not_active Revoked
-
2014
- 2014-11-11 US US14/538,060 patent/US9260373B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20150141691A1 (en) | 2015-05-21 |
| JP5780967B2 (ja) | 2015-09-16 |
| KR101757936B1 (ko) | 2017-07-13 |
| US9260373B2 (en) | 2016-02-16 |
| EP2379481B1 (de) | 2015-08-26 |
| US20110251420A1 (en) | 2011-10-13 |
| CN102256923B (zh) | 2013-12-04 |
| CA2746599A1 (en) | 2010-07-08 |
| MY158588A (en) | 2016-10-31 |
| EP2379481A1 (de) | 2011-10-26 |
| WO2010076192A1 (de) | 2010-07-08 |
| KR20110101205A (ko) | 2011-09-15 |
| US8901343B2 (en) | 2014-12-02 |
| CN102256923A (zh) | 2011-11-23 |
| JP2012512229A (ja) | 2012-05-31 |
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