Towards a novel process concept for the hydroformylation of higher alkenes: Mini-plant operation strategies via model development and optimal experimental design

Müller, David; Minh, Duc Hoang; Merchan, Victor Alejandro; Arellano‐García, Harvey; Kasaka, Yasemin; Müller, Michael; Schomäcker, Reinhard; Wozny, Günter

doi:10.1016/j.ces.2013.05.022

Cited by 14 publications

(12 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…22 Thus, the reaction can be carried out in a homogeneous mixture followed by a fast and pure phase separation in a settler. 23 However, for this purpose the phase separation characteristics of oil−water−surfactant systems must be well understood. 24 The phase separation characteristics of a microemulsion system formed with nonionic surfactants can be described by Kahlweit's fish diagram.…”

Section: Background Informationmentioning

confidence: 99%

“…It acts as a tunable solvent, which on the one hand increases the interfacial area during the reaction, and on the other hand changes its phase separation behavior dependent on temperature . Thus, the reaction can be carried out in a homogeneous mixture followed by a fast and pure phase separation in a settler . However, for this purpose the phase separation characteristics of oil–water–surfactant systems must be well understood …”

Section: Background Informationmentioning

confidence: 99%

See 1 more Smart Citation

Hydroformylation in Microemulsions: Proof of Concept in a Miniplant

Illner

Müller

Esche

et al. 2016

Ind. Eng. Chem. Res.

Self Cite

View full text Add to dashboard Cite

The implementation of the hydroformylation reaction for the conversion of long-chain alkenes into aldehydes still remains challenging on an industrial scale. One possible approach to overcoming this challenge is to apply tunable systems employing surfactants. Therefore, a novel process concept for the hydroformylation of long-chain alkenes to aldehydes in microemulsions is being investigated and developed at Technische Universität Berlin, Germany. To test the applicability of this concept for the hydroformylation in microemulsions on a larger scale, a miniplant has been constructed and operated. This contribution presents the proof of concept for hydroformylation in microemulsions carried out during a 200 h miniplant operation. Throughout the operation a stable aldehyde yield of 21% and a catalyst loss in the product phase below 0.1 ppm were achieved, which confirms previous lab scale findings. Additionally, solution strategies for a stable continuous operation to overcome challenges such as foaming, phase separation issues, and coalescence dynamics are discussed herein.

show abstract

Section: Background Informationmentioning

confidence: 99%

Section: Background Informationmentioning

confidence: 99%

Hydroformylation in Microemulsions: Proof of Concept in a Miniplant

Illner

Müller

Esche

et al. 2016

Ind. Eng. Chem. Res.

Self Cite

View full text Add to dashboard Cite

show abstract

“…Hereby the region of interest of the variables is divided appropriately, in order to keep the information gain high, but amount of experiments low. For this purpose, an experimental setup discussed in (Müller et al, 2013) is designed to determine the phase heights at various temperatures and time steps. An example of the experimental results is displayed in (Müller et al, 2013).…”

Section: Dynamic Three-phase Modelmentioning

confidence: 99%

“…This systematic analyses of each of the dependencies aids in designing the separation function. The phase separation function h(t, T, γ, α, X) is then transformed to fit into a cylinder and implemented into a first principle model for the whole decanter, the results of which are displayed and applied in (Müller et al, 2013).…”

Section: H(t ) =mentioning

confidence: 99%

Systematic approaches for model derivation for optimization purposes

Esche

Müller

Kraus

et al. 2014

Chemical Engineering Science

Self Cite

View full text Add to dashboard Cite

One of the main problems in process optimization lies in the non-linearity, nonconvexity, and sheer size of existing process models. In this contribution, a systematic workflow for process systems engineers developing models suitable for optimization purposes is presented. Hereby, three fundamentally different cases are discussed: the availability of a complex, highly accurate model; the existence of a simplifying, so called short-cut model; and the non-existence of a model of any kind. Furthermore, a focus is lain on the systematic model reduction for complex systems by means of linearization and convexification. Afterwards, two case studies are presented showing how this workflow can be applied to a reactive absorption system and to a multi-phase separation process. The presented systematic leads to a successful implementation of process models applicable for optimization, which are both reduced in size, non-linearity, and non-convexity.

show abstract

“…On the side of academic research, they have mainly focused on developing highly active and selective catalysts system through ligand modification − and exploring non-Co/Rh catalyst, , or heterogeneous catalyst . In addition, there are also numerous efforts to develop innovative systems for easy recovery of expensive catalysts. − Nevertheless, batch reactors are exclusively applied in industrial processes and laboratory exploratory studies, where a gas–liquid reaction may suffer from mass and heat transfer limitations. , The continuous flow microreactor, which demonstrates significant advantages in gas–liquid processes, − could be a promising alternative to overcome this potential problem. A microreactor presents a large surface-to-volume ratio, leading to good heat and mass transfer efficiencies.…”

Section: Introductionmentioning

confidence: 99%

Enhanced Hydroformylation in a Continuous Flow Microreactor System

Wang

Zhang

Peng

et al. 2019

Ind. Eng. Chem. Res.

View full text Add to dashboard Cite

A microreactor system consisting of a honeycomb microreactor and microtubing was proposed to enhance the Rh-biphephos catalyzed hydroformylation of 1-hexene. The effects of various reaction parameters were investigated. The isomerization, which turned the terminal olefins into isoolefins, occurred first in the beginning of the reaction. The increasing residence time, gas-to-liquid ratio, pressure, temperature, and biphephos/Rh ratio favored the catalytic cycle of hydroformylation, resulting in the increasing formation of aldehydes. A satisfactory yield (>90%) of aldehydes (heptanal, 2-methylhexanal) with a very high ratio between linear and branched aldehydes (L/B ratio) could be obtained in the present microreactor system under optimized conditions. Compared with the batch reactor, the used microreactor system shortened the reaction time from 3 h of the batch reactor to 30 min for a comparable aldehyde yield with higher regioselectivity to linear aldehyde. This promoting effect was attributed to the enhanced gas–liquid mass transfer in a continuous flow microreactor, which could be applied in other gas–liquid multiphase reactions.

show abstract

Towards a novel process concept for the hydroformylation of higher alkenes: Mini-plant operation strategies via model development and optimal experimental design

Cited by 14 publications

References 15 publications

Hydroformylation in Microemulsions: Proof of Concept in a Miniplant

Hydroformylation in Microemulsions: Proof of Concept in a Miniplant

Systematic approaches for model derivation for optimization purposes

Enhanced Hydroformylation in a Continuous Flow Microreactor System

Contact Info

Product

Resources

About