Design of the reversible biphasic arrangement in the microfluidic chip reactor for asymmetric hydrogenation reactions.

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F67985858%3A_____%2F20%3A00518838" target="_blank" >RIV/67985858:_____/20:00518838 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/44555601:13520/20:43894957 RIV/00216208:11310/20:10408115

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S0263876219305490?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0263876219305490?via%3Dihub</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.cherd.2019.11.023" target="_blank" >10.1016/j.cherd.2019.11.023</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Design of the reversible biphasic arrangement in the microfluidic chip reactor for asymmetric hydrogenation reactions.

Popis výsledku v původním jazyce

Design of the reversible biphasic system for a practical use in asymmetric hydrogenation performed in a microfluidic chip reactor is reported. Methylacetoacetate (MAA) was transformed to (R)-methylhydroxybutyrate over optically pure (R)-Ru-BINAP as a model reaction. The study was an iteration towards the design, description and optimization of the temperature driven reversible biphasic system in the mixed [NR,222][Tf2N]/methanol/water phase by varying the parameter of the structure of the ionic molecule, starting from [NH4][Tf2N] up to [N14,222][Tf2N]. At temperatures, and other conditions providing high conversions and optical yields, the reaction mixture was monophasic. At lower temperatures, the mixture became biphasic for ionic liquids with long alkyl chains (namely [N14,222][Tf2N]) due to their strong non-polar character. The formed ionic liquid phase accommodated the chiral Ru complex, the water/methanol phase the reaction products. After the reaction, when the mixture was cooled, over 90% of the catalytic complex was kept in the ionic liquid phase. Viscosity and density data were also discussed. It seems the reversible biphasic system offers a way to facilitate the separation of the chiral Ru-complex from the reaction mixture. Due to high sensitivity of the complex to handling conditions, its reuse still requires further optimization.

Název v anglickém jazyce

Design of the reversible biphasic arrangement in the microfluidic chip reactor for asymmetric hydrogenation reactions.

Popis výsledku anglicky

Design of the reversible biphasic system for a practical use in asymmetric hydrogenation performed in a microfluidic chip reactor is reported. Methylacetoacetate (MAA) was transformed to (R)-methylhydroxybutyrate over optically pure (R)-Ru-BINAP as a model reaction. The study was an iteration towards the design, description and optimization of the temperature driven reversible biphasic system in the mixed [NR,222][Tf2N]/methanol/water phase by varying the parameter of the structure of the ionic molecule, starting from [NH4][Tf2N] up to [N14,222][Tf2N]. At temperatures, and other conditions providing high conversions and optical yields, the reaction mixture was monophasic. At lower temperatures, the mixture became biphasic for ionic liquids with long alkyl chains (namely [N14,222][Tf2N]) due to their strong non-polar character. The formed ionic liquid phase accommodated the chiral Ru complex, the water/methanol phase the reaction products. After the reaction, when the mixture was cooled, over 90% of the catalytic complex was kept in the ionic liquid phase. Viscosity and density data were also discussed. It seems the reversible biphasic system offers a way to facilitate the separation of the chiral Ru-complex from the reaction mixture. Due to high sensitivity of the complex to handling conditions, its reuse still requires further optimization.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

20402 - Chemical process engineering

Projekt

<a href="/cs/project/GA15-04790S" target="_blank" >GA15-04790S: Asymetrické hydrogenace s chirálními komplexy v iontových kapalinách - aspekty reaktorového inženýrství</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2020

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Chemical Engineering Research and Design

ISSN

0263-8762

e-ISSN

—

Svazek periodika

153

Číslo periodika v rámci svazku

January

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

10

Strana od-do

537-546

Kód UT WoS článku

000510526400045

EID výsledku v databázi Scopus

2-s2.0-85075591042