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Economical production of 2-propylheptanol

A technology of propyl and heptanol, applied in the field of preparation of 2-propyl heptanol, can solve problems such as few synthesis steps

Active Publication Date: 2018-07-31
赢创奥克森诺有限责任两合公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] This problem is solved by using catalyst systems in hydroformylation that can be prepared in fewer synthetic steps and at the same time achieve better regioselectivity

Method used

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  • Economical production of 2-propylheptanol
  • Economical production of 2-propylheptanol
  • Economical production of 2-propylheptanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075] Example 1: Hydroformylation with a ligand (7) not according to the invention

[0076] The non-inventive ligands of the formula (7) known from EP 2 280 920 B1 are used in the hydroformylation of butene / butane mixtures. Here, the ligand (7) was stabilized with bis-4-(2,2,6,6-tetramethylpiperidinyl) sebacate.

[0077] The continuously operated experimental setup mainly consisted of a pressure reactor with a capacity of 20 liters and a cycle gas compressor with a downstream connected condenser and a phase separation vessel for the gaseous phase produced from the reactor (gas / liquid), the recycle gas compressor conveys the gas phase from the phase separation vessel down again back into the reaction zone. A part of this recycle gas is discharged from the reaction system as tail gas after the phase separation. In order to achieve optimum gas distribution in the reactor system, gas distributor rings with perforations are installed here. The reactor is temperature-adjustable...

Embodiment 2

[0087] Example 2: Hydroformylation with ligands (1) according to the invention

[0088] The same experimental setup as in Example 1 was used; see FIG. 0 . The same feed mixture and the same synthesis gas were used. However, organophosphorus compounds according to formula (1) are used as ligands. The ligand of formula (7) known from EP2280920B1 is absent in the reaction mixture. The same Tinuvin 770DF as in Comparative Example 1 was used as a stabilizer.

[0089] Prior to the hydroformylation, the system was flushed with nitrogen to free it from oxygen. The reactor is then filled with catalyst solution. This catalyst solution consists of 12kg INB(CAS 670241-72-2), 4.5g Rh(acac)(CO) 2 , 46.2 g of bisphosphite ligand of formula (1), 49.2 g of Tinuvin 770DF and premixed in a container. make said The INB is pre-stripped with nitrogen to remove oxygen and water therefrom.

[0090] Subsequently, the reactor system was flushed with synthesis gas to free it from nitrogen. ...

Embodiment 3

[0099] Example 3: Hydroformylation with a ligand (5) not according to the invention

[0100] The non-inventive ligands of the formula (5) known from EP2802550B1 are used in the hydroformylation of butene / butane mixtures. Here, the ligand (5) was stabilized with bis-4-(2,2,6,6-tetramethylpiperidinyl) sebacate.

[0101] The experimental setup shown in Figure 0 and also used in Examples 1 and 2 was used again.

[0102] Prior to the hydroformylation, the system was flushed with nitrogen to free it from oxygen. The reactor is then filled with catalyst solution.

[0103] This catalyst solution consists of 12kg INB(CAS 670241-72-2), 4.5g Rh(acac)(CO) 2 , 47.1 g of bisphosphite ligand of formula (5), 50.4 g of Tinuvin 770DF, and premixed in a container. make said The INB is pre-stripped with nitrogen to remove oxygen and water therefrom.

[0104] Subsequently, the reactor system was flushed with synthesis gas to free it from nitrogen. Once the nitrogen content dropped below ...

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Abstract

The production of 2-propylheptanol according to the invention is carried out by means of Rh-catalysed hydroformylation of C4-olefin to form C5-aldehyde, aldol condensation to form the C10-aldehyde andhydrogenation to form the C10-alcohol. The invention specifically relates to the hydroformylation and the ligand used therefor. The aim of the invention is to reduce the costs of 2PH production. To this end, an inexpensive catalyst system is used in the hydroformylation in order to simultaneously achieve improved regioselectivity. This catalyst system contains rhodium as the central atom and is complexed with the ligand (1).

Description

technical field [0001] The present invention relates to the preparation of 2-propylheptanol. Background technique [0002] 2-Propylheptanol (2PH) is C 10 - Mixtures of alcohols, which are used as intermediates in the preparation of plasticizers, detergents and lubricants. [0003] The preparation of 2PH discussed in this paper is carried out via the following process: C 4 Rh-catalyzed hydroformylation of alkenes to provide C 5 Aldehyde, aldol condensation to provide C 10 Aldehydes and hydrogenation to provide C 10 alcohol. The synthetic route itself is disclosed in EP2280920B1. This application is concerned with hydroformylation and particularly with the ligands used therein. [0004] The ligand used in EP2280920B1 is depicted in formula (7). [0005] [0006] In the hydroformylation of a feed mixture containing 35% 2-butene, only 1% 1-butene and the balance inert butane, 65% to 75% butene conversion. The percentage distribution between n-valeraldehyde and 2-met...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C07B41/06C07F9/145C07C29/141C07C31/125
CPCB01J31/2409C07C45/505C07F9/145C07F15/0033C07F15/0046C07F15/0073C07F15/06B01J2231/321B01J2531/0241B01J2531/845B01J2531/821B01J2531/827B01J2531/822C07C47/02C07C45/50C07C45/74C07C29/177C07C47/21C07C31/125C07F9/1411C07F19/00B01J31/1616B01J31/185C07F15/008B01J31/0237C07C29/14
Inventor K·M·迪巴拉R·弗兰克D·福里达格M·施瓦茨H-J·舒尔特-奥塞夫F·盖伦
Owner 赢创奥克森诺有限责任两合公司