Aqueous-biphasic hydroformylation of alkenes promoted by “weak” surfactants

Desset, Simon; Reader, Simon W.; Cole‐Hamilton, David J.

doi:10.1039/b822139a

Cited by 75 publications

(49 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…This reducing solubility makes mass transport from the organic phase into the aqueous phase where the catalyst resides increasingly slow so that the mass transport dominates the reaction. Figure 1 shows gas uptake curves for the hydroformylation of a series of alkenes in aqueous biphasic systems [10]. Conversions in 24 h are: 1-pentene 86%, 1-hexene 62%, 1-octene 8% whilst 1-decene gave no gas observable uptake in 24 h. Many different attempts have been made over the years to address this problem of poor activity when using hydrophobic substrates.…”

Section: Aqueous Biphasic Catalysismentioning

confidence: 98%

“…In recent years a large number of different strategies has been employed to address this problem, ranging from the use of soluble and insoluble supports, sometimes with ultrafiltration, to the application of biphasic systems [1,2]. We have studied a range of different approaches but, in this paper, review advances that we have made to the aqueous biphasic approach [8][9][10] and on supported ionic liquid phase catalysts (SILP) with CO 2 flow [11].…”

Section: Introductionmentioning

confidence: 98%

See 1 more Smart Citation

Biphasic and Flow Systems Involving Water or Supercritical Fluids

et al. 2010

Self Cite

View full text Add to dashboard Cite

Two processes are described for improving reaction rates for relatively hydrophobic substrates in aqueous biphasic systems. In the first, 1-octyl-3-methylimidazolium bromide ([Octmim]Br) increases the rate of hydroformylation of 1-octene from 8% conversion in 24 h to full conversion of 1.5 h. Phase separation is fast and catalyst retention is good. 1-Hexyl-3-methylimidazolium bromide gives little rate enhancement, whilst 1-decyl-3-methylimidazolium bromide gives stable emulsions., The mechanism of action of these additives is discussed. In the second approach, functionalising PPh 3 with amidine groups allows the rhodium catalysed hydroformylation of 1-octene in toluene with a very high reaction rate. The catalyst can be switched between toluene and water by bubbling CO 2 and back into toluene by bubbling N 2 at 60°C. This switching has been used to separate the catalyst from hydrophobic (from 1-octene) or hydrophilic (from allyl alcohol) aldehydes obtained from hydroformylation reactions. CO 2 expanded liquids have been shown to be effective media for transporting substrates and catalysts over supported ionic liquid phase (SILP) catalysts. The advantages offered over all gas phase and liquid phase catalysts are discussed.

show abstract

Section: Aqueous Biphasic Catalysismentioning

confidence: 98%

Section: Introductionmentioning

confidence: 98%

Biphasic and Flow Systems Involving Water or Supercritical Fluids

et al. 2010

Self Cite

View full text Add to dashboard Cite

show abstract

“…The catalyst activity was strongly increased by adding to the reaction mixture an additive as [OctMim]Br (1-octyl-3-methylimidazolium bromide): conversion was practically quantitative and the linear aldehdye VI was preferentially formed. Moreover, the formation of octene isomers was almost suppressed [30]. Recently it has been reported that the hydroformylation of 1-octene catalyzed by rhodium supported on silica: at 120°C and low reaction time (30′) the aldehyde yield is good (quantitative conversion, about 70% aldehyde yield) and the linear to branched aldehyde ratio is about 2.5/1; by increasing the temperature to 140°C, 1-octene isomerization becomes the prevailing reaction [31].…”

Section: Catalytic Properties Of Rh-epsmentioning

confidence: 99%

“…When the reaction was carried out in an aqueous biphasic system in the presence of Rh/TPPTS (TPPTS = triphenylphosphine-3,3′,3″-trisulfonic acid trisodium salt) as catalyst but without any additive, only 2% of aldehydes was produced after 3 h at 100°C and 20 bar of syngas. Despite the very low conversion, about 1.5% of isomeric olefins was formed [30]. The catalyst activity was strongly increased by adding to the reaction mixture an additive as [OctMim]Br (1-octyl-3-methylimidazolium bromide): conversion was practically quantitative and the linear aldehdye VI was preferentially formed.…”

Section: Catalytic Properties Of Rh-epsmentioning

confidence: 99%

A new biogenerated Rh-based catalyst for aqueous biphasic hydroformylation

Paganelli

Piccolo²,

Baldi

et al. 2015

Catalysis Communications

View full text Add to dashboard Cite

A new bio-generated rhodium based system embedded in a peculiar polysaccharide matrix (Rh-EPS), was obtained and purified from cultures of bacterial cells of Klebsiella oxytoca DSM 29614. The product was analyzed with different techniques to obtain information on its structure-property correlation. In order to determine its catalytic activity and selectivity in the aqueous biphasic hydroformylation some olefins were chosen as model substrates, obtaining fine-good results.

show abstract

“…1 Inevitavelmente, essa demanda teve influência decisiva na Quí-mica. Pesquisadores têm buscado, cada vez mais, desenvolver novos métodos, 2,3 elaborar novas sínteses, 4,5 criar novas ferramentas, 6,7 que reduzam ou eliminem componentes indesejáveis de uma análise química, como, produção de resíduos, uso de reagentes tóxicos, desperdício de energia em processos industriais, etc.…”

Section: Introductionunclassified

Alternativas verdes para o preparo de amostra e determinação de poluentes fenólicos em água

Rodrigues¹,

Silva²,

Silva³

2010

Quím. Nova

View full text Add to dashboard Cite

Recebido em 8/10/09; aceito em 11/3/10; publicado na web em 20/7/10 GREEN ALTERNATIVES FOR SAMPLE PREPARATION AND DETERMINATION OF PHENOLIC POLLUTANTS IN WATER. The restricted availability of water sources suitable for consumption and high costs for obtaining potable water has caused an increase of the conscience concerning the use. Thus, there is a high demand for "environmentally safe methods" which are according to the principles of Green Chemistry. Moreover, these methods should be able to provide reliable results for the analysis of water quality for various pollutants, such as phenol. In this work, greener alternatives for sample preparation for phenol determination in aqueous matrices are presented, which include: liquid phase microextraction, solid phase microextraction, flow analysis, cloud point extraction and aqueous two-phase systems.Keywords: phenols; green chemistry; water. INTRODUÇÃONas últimas décadas, devido às consequências negativas do grande crescimento industrial e populacional, que provoca graves danos à saúde humana e à natureza, o aumento da responsabilidade ambiental tem sido visível. Diversos países têm voltado seus esforços para a busca do desenvolvimento auto-sustentável, que pode ser definido como o progresso industrial que atenda às necessidades do presente sem comprometer a capacidade das futuras gerações de satisfazerem suas próprias necessidades. 1 Inevitavelmente, essa demanda teve influência decisiva na Quí-mica. Pesquisadores têm buscado, cada vez mais, desenvolver novos métodos, 2,3 elaborar novas sínteses, 4,5 criar novas ferramentas, 6,7 que reduzam ou eliminem componentes indesejáveis de uma análise química, como, produção de resíduos, uso de reagentes tóxicos, desperdício de energia em processos industriais, etc. Química verde (QV): definição e princípiosA partir da década de 90, surge uma nova tendência em como conduzir as análises químicas, com o intuito de reduzir o impacto ambiental das mesmas. Essa nova visão é denominada Green Chemistry, ou química verde, química limpa, química ambientalmente benigna, ou ainda, química auto-sustentável. O conceito da química verde, que inclui 12 princípios básicos, é definido como o projeto, desenvolvimento e a aplicação de produtos e processos químicos com o objetivo de reduzir ou eliminar o uso ou a geração de substâncias nocivas à saúde humana e ao ambiente.8 A partir disso, iniciaram-se diversas pesquisas com o objetivo de desenvolver métodos ambientalmente seguros.Um dos principais alvos dos estudos envolvendo química verde e preocupação ambiental é o monitoramento da qualidade das águas, haja vista o papel fundamental desempenhado pela água na manutenção de todos outros segmentos da natureza. Para que esse monitoramento (não apenas da água, mas como de outras matrizes, como solos, atmosfera, etc.) fosse realizado de forma eficaz, diversas agências de controle ambiental foram criadas. Dentre elas, destacamse a Environmental Protection Agency (EPA) que, atualmente, é um dos principais órgãos de controle ambiental do mundo e, em ...

show abstract

Aqueous-biphasic hydroformylation of alkenes promoted by “weak” surfactants

Cited by 75 publications

References 28 publications

Biphasic and Flow Systems Involving Water or Supercritical Fluids

Biphasic and Flow Systems Involving Water or Supercritical Fluids

A new biogenerated Rh-based catalyst for aqueous biphasic hydroformylation

Alternativas verdes para o preparo de amostra e determinação de poluentes fenólicos em água

Contact Info

Product

Resources

About