CN1775724A - 脂肪族直链和β-烷基支化羧酸的制备方法 - Google Patents
脂肪族直链和β-烷基支化羧酸的制备方法 Download PDFInfo
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- CN1775724A CN1775724A CNA2005101148261A CN200510114826A CN1775724A CN 1775724 A CN1775724 A CN 1775724A CN A2005101148261 A CNA2005101148261 A CN A2005101148261A CN 200510114826 A CN200510114826 A CN 200510114826A CN 1775724 A CN1775724 A CN 1775724A
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- aldehyde
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- earth metal
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- 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
- C07C51/23—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
- C07C51/235—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
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- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
Description
实验 | 2 | 3 | 4 |
所用正戊醛的量(克) | 765.0 | 765.0 | 765.0 |
所用催化剂溶液A的量(克) | 9.3 | 23.1 | 23.1 |
所用催化剂溶液B的量(克) | 20.0 | 10.0 | 20.0 |
催化剂溶液A的组成 | |||
-正戊酸钾(克) | 2.50 | 6.22 | 6.22 |
-正戊酸(克) | 5.47 | 13.59 | 13.59 |
-水(克) | 1.32 | 3.29 | 3.29 |
催化剂溶液B的组成 | |||
-正戊酸(克) | 20.0 | 10.0 | 20.0 |
-铁(毫克) | 0.97 | 0.49 | 0.97 |
正戊醛与钾的摩尔比 | 1000∶2 | 1000∶5 | 1000∶5 |
以正戊醛为基数的铁添加量(ppm) | 1.27 | 0.63 | 1.27 |
粗制酸的GC分析 | |||
-初馏物组分(%) | 0.17 | 0.16 | 0.16 |
-正戊醛(%) | 0.61 | 0.88 | 0.60 |
-2-/3-甲基丁酸(%) | 0.21 | 0.21 | 0.22 |
-正戊酸(%) | 98.23 | 98.15 | 98.38 |
-其它组分(%) | 0.78 | 0.60 | 0.64 |
正戊醛的转化率(%理论值) | 99.2 | 98.9 | 99.3 |
正戊酸的选择性(%理论值) | 99.2 | 99.4 | 99.3 |
正戊酸的收率(%理论值) | 98.4 | 98.3 | 98.6 |
实验 | 每摩尔醛对应的钾添加量[毫摩尔钾] | 铁添加量[铁的ppm] | 正戊醛转化率% | 正戊酸的选择性% | 正戊酸的收率% |
对比例1 | 无 | 无 | 96.0 | 99.0 | 95.0 |
对比例2 | 2 | 无 | 95.1 | 99.6 | 94.7 |
对比例3 | 5 | 无 | 94.2 | 99.6 | 93.8 |
对比例4 | 无 | 0.63 | 99.0 | 98.3 | 97.3 |
对比例5 | 无 | 1.27 | 99.2 | 97.8 | 97.0 |
实施例1 | 2 | 0.63 | 99.1 | 99.3 | 98.4 |
实施例2 | 2 | 1.27 | 99.2 | 99.2 | 98.4 |
实施例3 | 5 | 0.63 | 98.9 | 99.4 | 98.3 |
实施例4 | 5 | 1.27 | 99.3 | 99.3 | 98.6 |
实验 | 每摩尔醛对应的钾添加量[毫摩尔钾] | 铁添加量[铁的ppm] | 异壬醛转化率% | 异壬酸的选择性% | 异壬酸的收率% |
对比例6 | 无 | 无 | 97.7 | 97.7 | 95.5 |
对比例7 | 5 | 无 | 98.7 | 98.9 | 97.6 |
对比例8 | 无 | 0.73 | 99.3 | 97.1 | 96.4 |
实施例5 | 5 | 0.73 | 99.7 | 98.8 | 98.5 |
Claims (11)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102004055252.5 | 2004-11-16 | ||
DE102004055252A DE102004055252A1 (de) | 2004-11-16 | 2004-11-16 | Verfahren zur Herstellung von aliphatischen geradkettigen und ß-alkylverzweigten Carbonsäuren |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1775724A true CN1775724A (zh) | 2006-05-24 |
CN100567245C CN100567245C (zh) | 2009-12-09 |
Family
ID=35839019
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2005101148261A Expired - Fee Related CN100567245C (zh) | 2004-11-16 | 2005-11-15 | 脂肪族直链和β-烷基支化羧酸的制备方法 |
Country Status (7)
Country | Link |
---|---|
US (1) | US7138544B2 (zh) |
EP (1) | EP1657230B1 (zh) |
JP (1) | JP5039297B2 (zh) |
CN (1) | CN100567245C (zh) |
AT (1) | ATE426588T1 (zh) |
DE (2) | DE102004055252A1 (zh) |
PL (1) | PL1657230T3 (zh) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104114527A (zh) * | 2011-12-08 | 2014-10-22 | Oxea有限责任公司 | 用于从蒸馏残余物中回收脂肪族一元羧酸的方法 |
CN105753684A (zh) * | 2016-02-29 | 2016-07-13 | 苏州艾缇克药物化学有限公司 | 一种羟基特戊酸的制备方法 |
CN114149313A (zh) * | 2022-02-09 | 2022-03-08 | 山东亿科化学有限责任公司 | 一种制备异壬酸的方法 |
TWI779141B (zh) * | 2017-12-21 | 2022-10-01 | 德商贏創運營有限公司 | 在硫酸/配位體比率下進行二異丁烯之鈀催化羥基羰基化的方法 |
TWI789468B (zh) * | 2017-12-21 | 2023-01-11 | 德商贏創運營有限公司 | O之比率來進行二異丁烯之鈀催化羥基羰基化的方法 |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102006022168B4 (de) | 2006-05-12 | 2014-02-27 | Oxea Gmbh | Katalytisches Verfahren zur Herstellung von aliphatischen geradkettigen und ß-alkylverzweigten Carbonsäuren |
DE102009014626A1 (de) * | 2009-03-24 | 2010-10-07 | Oxea Deutschland Gmbh | Verfahren zur Herstellung aliphatischer Carbonsäuren aus Aldehyden durch Mikroreaktionstechnik |
FR2983477B1 (fr) | 2011-12-01 | 2013-12-27 | Arkema France | Procede de coupure de chaines grasses insaturees |
FR2983478B1 (fr) | 2011-12-01 | 2013-11-15 | Arkema France | Procede de preparation d'aminoacide comprenant une etape d'hydroformylation d'un nitrile gras insature |
DE102012105878A1 (de) | 2012-07-02 | 2014-01-02 | Oxea Gmbh | Verfahren zur Herstellung von Isopentanderivaten |
DE102012014396B4 (de) * | 2012-07-13 | 2018-01-11 | Oxea Gmbh | Verfahren zur Herstellung eines Vinylestergemisches aus einem Gemisch stellungsisomerer aliphatischer Isononansäuren ausgehend von 2-Ethylhexanol |
DE102012013969B4 (de) * | 2012-07-13 | 2017-09-14 | Oxea Gmbh | Verfahren zur Herstellung eines Gemisches stellungsisomerer aliphatischer Isononansäuren ausgehend von 2-Ethylhexanol |
DE102012013968A1 (de) * | 2012-07-13 | 2014-04-03 | Oxea Gmbh | Carbonsäureester der Isononansäure ausgehend von 2-Ethylhexanol, Verfahren zu ihrer Herstellung sowie ihre Verwendung |
DE102013113719A1 (de) | 2013-12-09 | 2015-06-11 | Oxea Gmbh | Verfahren zur Herstellung von Pentanderivaten und Derivaten α,β-ungesättigter Decenale |
DE102013113724A1 (de) | 2013-12-09 | 2015-06-11 | Oxea Gmbh | Verfahren zur Herstellung von Pentanderivaten und Derivaten alpha, beta-ungesättigter Decenale aus Propylen |
JP6361578B2 (ja) | 2015-05-22 | 2018-07-25 | トヨタ自動車株式会社 | 炭化水素の製造方法 |
ES2807998T3 (es) * | 2017-12-21 | 2021-02-25 | Evonik Operations Gmbh | Procedimiento para la hidroxicarbonilación de diisobuteno catalizada con Pd: proporción ligando/Pd |
EP3502087B1 (de) * | 2017-12-21 | 2020-06-24 | Evonik Operations GmbH | Verfahren zur pd-katalysierten hydroxycarbonylierung von diisobuten: verhältnis essigsäure/diisobuten |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE732720C (de) * | 1937-03-24 | 1943-03-10 | Wacker Chemie Gmbh | Verfahren zur Herstellung aliphatischer Carbonsaeuren |
GB856962A (en) * | 1957-02-08 | 1960-12-21 | Ici Ltd | Improvements in and relating to an oxidation process for the preparation of saturated aliphatic mono-carboxylic acids |
DE1618589A1 (de) * | 1967-04-01 | 1971-02-25 | Knapsack Ag | Verfahren zur Herstellung von Carbonsaeuren |
JPS6055492B2 (ja) * | 1977-02-28 | 1985-12-05 | 三菱化学株式会社 | α−分岐脂肪族カルボン酸の製法 |
JPS53105413A (en) * | 1977-02-28 | 1978-09-13 | Mitsubishi Chem Ind Ltd | Preparation of alpha-branched aliphatic carboxylic acid |
JPS6055494B2 (ja) * | 1977-06-20 | 1985-12-05 | 三菱化学株式会社 | α−分岐脂肪族カルボン酸の製造方法 |
JPS5517311A (en) * | 1978-07-21 | 1980-02-06 | Mitsubishi Chem Ind Ltd | Preparation of isobutyric acid |
DE2931154C2 (de) * | 1979-08-01 | 1985-08-01 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zur Herstellung von aliphatischen Carbonsäuren aus Aldehyden |
DE3029700A1 (de) * | 1979-08-09 | 1981-02-26 | Celanese Corp | Katalytisches verfahren zur herstellung gesaettigter aliphatischer monocarbonsaeuren mit 6 bis 9 c-atomen |
JPS58121239A (ja) * | 1982-01-11 | 1983-07-19 | Kuraray Co Ltd | カプリル酸の製造方法 |
DE4333323A1 (de) * | 1993-09-30 | 1995-04-06 | Hoechst Ag | Gemische isomerer Pentansäuren, aus ihnen hergestellte Ester und deren Verwendung als Schmiermittel |
WO2001046111A1 (en) * | 1999-12-22 | 2001-06-28 | Celanese International Corporation | Oxidation process |
DE10010771C1 (de) * | 2000-03-04 | 2001-05-03 | Celanese Chem Europe Gmbh | Verfahren zur Herstellung aliphatischer Carbonsäuren aus Aldehyden |
DE10010769C1 (de) * | 2000-03-04 | 2001-10-31 | Celanese Chem Europe Gmbh | Nichtkatalytisches Verfahren zur Herstellung aliphatischer Carbonsäuren durch Oxidation in mindestens zwei Stufen von Aldehyden |
-
2004
- 2004-11-16 DE DE102004055252A patent/DE102004055252A1/de not_active Withdrawn
-
2005
- 2005-09-28 US US11/237,294 patent/US7138544B2/en active Active
- 2005-11-04 AT AT05024054T patent/ATE426588T1/de not_active IP Right Cessation
- 2005-11-04 EP EP05024054A patent/EP1657230B1/de not_active Not-in-force
- 2005-11-04 PL PL05024054T patent/PL1657230T3/pl unknown
- 2005-11-04 DE DE502005006938T patent/DE502005006938D1/de active Active
- 2005-11-14 JP JP2005328995A patent/JP5039297B2/ja not_active Expired - Fee Related
- 2005-11-15 CN CNB2005101148261A patent/CN100567245C/zh not_active Expired - Fee Related
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104114527A (zh) * | 2011-12-08 | 2014-10-22 | Oxea有限责任公司 | 用于从蒸馏残余物中回收脂肪族一元羧酸的方法 |
CN104114527B (zh) * | 2011-12-08 | 2015-09-30 | Oxea有限责任公司 | 用于从蒸馏残余物中回收脂肪族一元羧酸的方法 |
CN105753684A (zh) * | 2016-02-29 | 2016-07-13 | 苏州艾缇克药物化学有限公司 | 一种羟基特戊酸的制备方法 |
CN105753684B (zh) * | 2016-02-29 | 2018-07-31 | 苏州艾缇克药物化学有限公司 | 一种羟基特戊酸的制备方法 |
TWI779141B (zh) * | 2017-12-21 | 2022-10-01 | 德商贏創運營有限公司 | 在硫酸/配位體比率下進行二異丁烯之鈀催化羥基羰基化的方法 |
TWI789468B (zh) * | 2017-12-21 | 2023-01-11 | 德商贏創運營有限公司 | O之比率來進行二異丁烯之鈀催化羥基羰基化的方法 |
CN114149313A (zh) * | 2022-02-09 | 2022-03-08 | 山东亿科化学有限责任公司 | 一种制备异壬酸的方法 |
CN114149313B (zh) * | 2022-02-09 | 2022-04-15 | 山东亿科化学有限责任公司 | 一种制备异壬酸的方法 |
Also Published As
Publication number | Publication date |
---|---|
US7138544B2 (en) | 2006-11-21 |
US20060106249A1 (en) | 2006-05-18 |
JP5039297B2 (ja) | 2012-10-03 |
ATE426588T1 (de) | 2009-04-15 |
DE502005006938D1 (de) | 2009-05-07 |
EP1657230A1 (de) | 2006-05-17 |
JP2006143717A (ja) | 2006-06-08 |
EP1657230B1 (de) | 2009-03-25 |
DE102004055252A1 (de) | 2006-05-24 |
PL1657230T3 (pl) | 2009-06-30 |
CN100567245C (zh) | 2009-12-09 |
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