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- Author:
- Constanze N. Neumann; Michael T. Payne; Steven J. Rozeveld; Zhenwei Wu; Guanghui Zhang; Robert J. Comito; Jeffrey T. Miller; Mircea Dincă
- Source:
- ACS applied materials & interfaces 2021 v.13 no.44 pp. 52113-52124
- ISSN:
- 1944-8252
- Subject:
- 1-propanol; alkenes; butanol; catalysts; cobalt; condensation reactions; coordination polymers; ethanol; oxidation; pentanols; ruthenium
- Abstract:
- ... Guerbet alcohols, a class of β-branched terminal alcohols, find widespread application because of their low melting points and excellent fluidity. Because of the limitations in the activity and selectivity of existing Guerbet catalysts, Guerbet alcohols are not currently produced via the Guerbet reaction but via hydroformylation of oil-derived alkenes followed by aldol condensation. In pursuit of ...
- DOI:
- 10.1021/acsami.1c09873
- https://doi.org/10.1021/acsami.1c09873
- Author:
- Oksana V. Zikrata; Olga V. Larina; Karina V. Valihura; Pavlo I. Kyriienko; Dmytro Yu. Balakin; Ivan Khalakhan; Katerina Veltruská; Andraž Krajnc; Gregor Mali; Sergiy O. Soloviev; Svitlana M. Orlyk
- Source:
- ACS sustainable chemistry & engineering 2021 v.9 no.51 pp. 17289-17300
- ISSN:
- 2168-0485
- Subject:
- Fourier transform infrared spectroscopy; X-ray diffraction; X-ray photoelectron spectroscopy; bioethanol; butanol; calcium; carbon dioxide; catalysts; condensation reactions; deformation; desorption; energy-dispersive X-ray analysis; ethanol; green chemistry; hydroxyapatite; magnesium; nuclear magnetic resonance spectroscopy; strontium
- Abstract:
- ... Calcium-containing hydroxyapatites including those modified with magnesium and strontium were prepared and tested as promising catalysts for the sustainable production of higher linear and branched alcohols from bioethanol. The hydroxyapatite catalysts were characterized by X-ray diffraction, scanning electron microscopy, energy-dispersive X-ray spectroscopy, X-ray photoelectron spectroscopy, Four ...
- DOI:
- 10.1021/acssuschemeng.1c06094
- https://doi.org/10.1021/acssuschemeng.1c06094
- Author:
- Jian Zhang; Kai Shi; Zhe An; Yanru Zhu; Xin Shu; Hongyan Song; Xu Xiang; Jing He
- Source:
- Industrial & engineering chemistry process design and development 2020 v.59 no.8 pp. 3342-3350
- ISSN:
- 1520-5045
- Subject:
- adsorption; butanol; catalytic activity; condensation reactions; dehydrogenation; ethanol; silver
- Abstract:
- ... Dehydrogenation coupling of ethanol to n-butanol has received much attention due to the wide application of n-butanol. Highly selective butanol production from ethanol remains a challenge due to competitive reactions in the dehydrogenation and/or condensation and great difficulty in ethanol dehydrogenation. This work reports a synergistic catalysis between layered double hydroxide (LDO), an acidic ...
- DOI:
- 10.1021/acs.iecr.9b06778
- https://doi.org/10.1021/acs.iecr.9b06778
- Author:
- Cristina Lopez-Olmos; María V. Morales; Antonio Guerrero-Ruiz; Inmaculada Rodríguez-Ramos
- Source:
- Industrial & engineering chemistry process design and development 2020 v.59 no.38 pp. 16626-16636
- ISSN:
- 1520-5045
- Subject:
- butanol; catalysts; condensation reactions; copper; dehydrogenation; ethanol; graphene; hydrogenation; manganese monoxide; process design
- Abstract:
- ... Bifunctional catalysts supported over high-surface-area graphite comprising copper and a series of metallic oxides (MgO, BaO, ZnO, or MnO) that exhibit different acid/base properties were studied in the ethanol condensation reaction to 1-butanol in a continuous flow reactor. This condensation reaction goes through the Guerbet mechanism, consisting of a multistep process based on hydrogenation/dehy ...
- DOI:
- 10.1021/acs.iecr.0c04113
- https://doi.org/10.1021/acs.iecr.0c04113
- Author:
- Zhinuo Wang; Jifeng Pang; Lei Song; Xianquan Li; Qiang Yuan; Xinsheng Li; Shimin Liu; Mingyuan Zheng
- Source:
- Industrial & engineering chemistry process design and development 2020 v.59 no.51 pp. 22057-22067
- ISSN:
- 1520-5045
- Subject:
- activated carbon; butanol; carbonation; catalysts; condensation reactions; ethanol; hydrogen; process design; surface area
- Abstract:
- ... Conversion of ethanol to n-butanol is of great significance in ethanol upgrading, and multiple sites of metals and oxides are generally coupled for this cascade reaction. Herein, we dispersed Ni and CeO₂ sites on different carbon supports with the aim of getting insight into the effect of metal dispersion and interactions on the conversion of ethanol to n-butanol. Our results revealed that the dis ...
- DOI:
- 10.1021/acs.iecr.0c04649
- https://doi.org/10.1021/acs.iecr.0c04649
- Author:
- Jonas Bianga; Norman Herrmann; Lasse Schurm; Tom Gaide; Jens M. Dreimann; Dieter Vogt; Thomas Seidensticker
- Source:
- European journal of lipid science and technology 2020 v.122 no.1 pp. e1900317
- ISSN:
- 1438-7697
- Subject:
- aldehydes; amines; butanol; carboxylic acids; castor oil; catalysts; catalytic activity; condensation reactions; leaching; petrochemicals; polymers; rhodium; solvents; space and time; synthesis gas
- Abstract:
- ... The overall productivity of the aqueous biphasic hydroformylation of the castor oil‐derived methyl 10‐undecenoate is increased. To increase the reaction rate, the miscibility of water and the fatty compound is increased by addition of the green solvent 1‐butanol as co‐solvent. For the first time, the concentration of solvents, substrate, and product within the reaction process is experimentally ex ...
- DOI:
- 10.1002/ejlt.201900317
- https://doi.org/10.1002/ejlt.201900317
7. The 3-ketoacyl-CoA thiolase: an engineered enzyme for carbon chain elongation of chemical compounds
- Author:
- Lixia Liu; Shenghu Zhou; Yu Deng
- Source:
- Applied microbiology and biotechnology 2020 v.104 no.19 pp. 8117-8129
- ISSN:
- 0175-7598
- Subject:
- biosynthesis; biotechnology; butanol; carbon; condensation reactions; enzymes; microbiology; polyhydroxyalkanoates; substrate specificity; thioesters; value added
- Abstract:
- ... Because of their function of catalyzing the rearrangement of the carbon chains, thiolases have attracted increasing attentions over the past decades. The 3-ketoacyl-CoA thiolase (KAT) is a member of the thiolase, which is capable of catalyzing the Claisen condensation reaction between the two acyl-CoAs, thereby achieving carbon chain elongation. In this way, diverse value-added compounds might be ...
- DOI:
- 10.1007/s00253-020-10848-w
- https://doi.org/10.1007/s00253-020-10848-w
- Author:
- Dong Wang; Zhenyu Liu; Qingya Liu
- Source:
- RSC advances 2019 v.9 no.33 pp. 18941-18948
- ISSN:
- 2046-2069
- Subject:
- acetaldehyde; acetylene; bioethanol; butanol; byproducts; calcium carbide; calcium hydroxide; carbon; catalytic activity; condensation reactions; dehydrogenation; ethanol; industry; moieties; quantitative analysis
- Abstract:
- ... Production of 1-butanol or alcohols with 4–9 carbon atoms (C₄–C₉ alcohols) from widely available bio-ethanol has attracted much interest in recent years in academia and industry of renewable chemicals and liquid fuels. This work discloses for the first time that calcium carbide (CaC₂) has a superior catalytic activity in condensation of ethanol to C₄–C₉ alcohols at 275–300 °C. The 1-butanol yield ...
- DOI:
- 10.1039/c9ra02568e
- https://doi.org/10.1039/c9ra02568e
- Author:
- Dong Wang; Zhenyu Liu; Qingya Liu
- Source:
- Journal of physical chemistry 2019 v.123 no.37 pp. 22932-22940
- ISSN:
- 1932-7455
- Subject:
- acetaldehyde; adsorption; batch systems; bioethanol; butanol; calcium; carbon; catalysts; condensation reactions; dehydrogenation; density functional theory; energy; ethanol
- Abstract:
- ... Conversion of bioethanol to 1-butanol has attracted much interest in the field of renewable resource conversion. Development of efficient catalysts is a hot topic for this reaction. In this work, calcium ethoxide was evaluated for ethanol condensation in a batch reactor. Results show that ethanol conversion is about 25% at 275–300 °C in 8–10 h, with 1-butanol and total alcohol carbon yields of 11% ...
- DOI:
- 10.1021/acs.jpcc.9b04993
- https://doi.org/10.1021/acs.jpcc.9b04993
- Author:
- Pamela Torres-Salas; Vicente Bernal; Fernando López-Gallego; Javier Martínez-Crespo; Pedro A. Sánchez-Murcia; Victor Barrera; Rocío Morales-Jiménez; Ana García-Sánchez; Aurora Mañas-Fernández; José M. Seoane; Marta Sagrera Polo; Juande D. Miranda; Javier Calvo; Sonia Huertas; José L. Torres; Ana Alcalde-Bascones; Sergio González-Barrera; Federico Gago; Antonio Morreale; María del Mar González-Barroso
- Source:
- Biochemistry 2018 v.57 no.8 pp. 1338-1348
- ISSN:
- 1520-4995
- Subject:
- Clostridium; Saccharomyces cerevisiae; acetyl coenzyme A; active sites; acyl coenzyme A; amino acids; biocatalysts; butanol; condensation reactions; enzymes; models; scaffolding proteins; thioesters
- Abstract:
- ... Thiolases catalyze the condensation of acyl-CoA thioesters through the Claisen condensation reaction. The best described enzymes usually yield linear condensation products. Using a combined computational/experimental approach, and guided by structural information, we have studied the potential of thiolases to synthesize branched compounds. We have identified a bulky residue located at the active s ...
- DOI:
- 10.1021/acs.biochem.7b01186
- https://doi.org/10.1021/acs.biochem.7b01186
- Author:
- Harris Alexander W.; Yehezkeli Omer; Hafenstine Glenn R.; Goodwin Andrew P.; Cha Jennifer N.
- Source:
- ACS sustainable chemistry 2017 v.5 no.9 pp. 8199-8204
- ISSN:
- 2168-0485
- Subject:
- NAD (coenzyme); alcohol dehydrogenase; alcohol oxidase; bismuth; butanol; cathodes; condensation reactions; dimerization; enzyme activity; hydrogen; hydrogen peroxide; oxidation
- Abstract:
- ... This paper reports the design and preparation of a biohybrid photoelectrochemical cell (PEC) that can drive the tandem enzymatic oxidation and aldol condensation of n-butanol (BuOH) to C₈ 2-ethylhexenal (2-EH). In this work, BuOH was first oxidized to n-butyraldehyde (BA) by the alcohol oxidase enzyme (AOx), concurrently generating hydrogen peroxide (H₂O₂). To preserve enzyme activity and increase ...
- DOI:
- 10.1021/acssuschemeng.7b01849
- https://doi.org/10.1021/acssuschemeng.7b01849
- Author:
- Fu Shaomin; Shao Zhihui; Wang Yujie; Liu Qiang
- Source:
- Journal of the American Chemical Society 2017 v.139 no.34 pp. 11941-11948
- ISSN:
- 1520-5126
- Subject:
- X-ray diffraction; biofuels; butanol; catalysts; condensation reactions; ethanol; feedstocks; manganese; mineral resources; nuclear magnetic resonance spectroscopy
- Abstract:
- ... Biomass-derived ethanol is an important renewable feedstock. Its conversion into high-quality biofuels is a promising route to replace fossil resources. Herein, an efficient manganese-catalyzed Guerbet-type condensation reaction of ethanol to form 1-butanol was explored. This is the first example of upgrading ethanol into higher alcohols using a homogeneous non-noble-metal catalyst. This process p ...
- DOI:
- 10.1021/jacs.7b05939
- https://doi.org/10.1021/jacs.7b05939
- Author:
- Jordison Tyler L.; Peereboom Lars; Miller Dennis J.
- Source:
- Industrial & Engineering Chemistry Research 2016 v.55 no.23 pp. 6579-6585
- ISSN:
- 1520-5045
- Subject:
- acetaldehyde; butanol; catalysts; chemical bonding; condensation reactions; engineering; ethanol; nickel; sieves; temperature
- Abstract:
- ... The effect of water on higher alcohol and noncondensable gas formation in condensed-phase ethanol Guerbet chemistry over Ni/La₂O₃/γ-Al₂O₃ catalysts is investigated. Addition of 10 wt % water to anhydrous ethanol has a modest effect on conversion rate but significantly reduces both n-butanol and C₆₊ alcohol yields and increases noncondensable gas yields. Removal of water formed during Guerbet conde ...
- DOI:
- 10.1021/acs.iecr.6b00700
- https://doi.org/10.1021/acs.iecr.6b00700
- Author:
- Jifeng Pang; Mingyuan Zheng; Lei He; Lin Li; Xiaoli Pan; Aiqin Wang; Xiaodong Wang; Tao Zhang
- Source:
- Journal of catalysis 2016 v.344 pp. 184-193
- ISSN:
- 0021-9517
- Subject:
- butanol; catalysts; condensation reactions; dehydrogenation; energy content; ethanol; gasoline; hydrogen; hydrogenation; mixing; nickel
- Abstract:
- ... Ethanol is widely used as a fuel blender for gasoline. However, it has a low energy content and blending ratio. The fuel quality can be improved by upgrading ethanol to high-energy-content alcohols such as n-butanol. Here, we synthesized high-carbon alcohols from ethanol over Ni-based catalysts in a fixed–bed reactor. The selectivities for n-butanol and C4–C8 alcohols reached 55.2% and 85%, respec ...
- DOI:
- 10.1016/j.jcat.2016.08.024
- https://doi.org/10.1016/j.jcat.2016.08.024
- Author:
- James H. Earley; Richard A. Bourne; Michael J. Watson; Martyn Poliakoff
- Source:
- Green chemistry 2015 v.17 no.5 pp. 3018-3025
- ISSN:
- 1463-9270
- Subject:
- acids; biofuels; butanol; carbon dioxide; catalysts; catalytic activity; ceric oxide; condensation reactions; copper; dehydrogenation; ethanol; green chemistry; hydrogenation; surface area
- Abstract:
- ... n-Butanol (BuOH) often has superior properties as a bio-fuel compared to ethanol (EtOH). However finding sustainable sources of BuOH is proving difficult. In this paper, direct production of BuOH from EtOH is compared over custom-synthesized six Cu catalysts, supported on different solid acids. These catalysts were tested in a continuous flow supercritical CO₂ (scCO₂) reactor, and were found to ca ...
- DOI:
- 10.1039/c4gc00219a
- https://doi.org/10.1039/c4gc00219a
- Author:
- Ning Liang; Xiaolong Zhang; Hualiang An; Xinqiang Zhao; Yanji Wang
- Source:
- Green chemistry 2015 v.17 no.5 pp. 2959-2972
- ISSN:
- 1463-9270
- Subject:
- X-ray diffraction; aluminum oxide; boehmite; butanol; butyrates; byproducts; catalysts; catalytic activity; cobalt; condensation reactions; copper; gas chromatography-mass spectrometry; green chemistry; hydrogenation; nickel; ruthenium; temperature; transmission electron microscopy
- Abstract:
- ... Direct synthesis of 2-ethylhexanol from n-butanal via the reaction integration of n-butanal self-condensation with 2-ethyl-2-hexenal hydrogenation is of crucial interest for industrial production of 2-ethylhexanol. Furthermore, as an important and versatile chemical, n-butanol can be produced simultaneously by reaction integration. In the present work, several bifunctional catalysts based on γ-Al₂ ...
- DOI:
- 10.1039/c5gc00223k
- https://doi.org/10.1039/c5gc00223k
- Author:
- B. Ndaba; I. Chiyanzu; S. Marx
- Source:
- Biotechnology reports 2015 v.8 pp. 1-9
- ISSN:
- 2215-017X
- Subject:
- Clostridium; acetone; biomass; biotechnology; butanol; byproducts; catalysts; condensation reactions; ethanol; fermentation; hydroxyapatite; sugars
- Abstract:
- ... Traditionally, bio-butanol is produced with the ABE (Acetone Butanol Ethanol) process using Clostridium species to ferment sugars from biomass. However, the route is associated with some disadvantages such as low butanol yield and by-product formation (acetone and ethanol). On the other hand, butanol can be directly produced from ethanol through aldol condensation over metal oxides/ hydroxyapatite ...
- DOI:
- 10.1016/j.btre.2015.08.001
- PubMed:
- 28352567
- PubMed Central:
- PMC4980751
- https://doi.org/10.1016/j.btre.2015.08.001
- Author:
- Guoqiang Xu; Tijs Lammens; Qiang Liu; Xicheng Wang; Linlin Dong; Aldo Caiazzo; Nadim Ashraf; Jing Guan; Xindong Mu
- Source:
- Green chemistry 2014 v.16 no.8 pp. 3971-3977
- ISSN:
- 1463-9270
- Subject:
- air; aqueous solutions; biofuels; biomass; butanol; catalysts; condensation reactions; ethanol; fermentation; green chemistry; iridium
- Abstract:
- ... Bio-alcohols (e.g. ethanol, butanol) are primarily obtained as diluted aqueous solutions from biomass fermentation, and thus the subsequent isolation is a very costly process. So the direct transformation of bio-alcohols in water will have great advantages. This study describes the development of catalysts used for the self-condensation of bio-alcohols in water (that mimic the primary fermentation ...
- DOI:
- 10.1039/c4gc00510d
- https://doi.org/10.1039/c4gc00510d
- Author:
- Yicheng Zhang; Kake Zhu; Xuezhi Duan; Xinggui Zhou; Weikang Yuan
- Source:
- Journal of materials chemistry A 2014 v.2 no.43 pp. 18666-18676
- ISSN:
- 2050-7496
- Subject:
- benzaldehyde; butanol; catalytic activity; composite polymers; condensation reactions; cyclohexanones; methanol; nanocrystallites; polyamines; quaternary ammonium compounds; zeolites
- Abstract:
- ... The epichlorohydrin-N,N-dimethyl-1,3-diaminopropane copolymer (PCA) has been introduced for the first time as a meso-template to successfully synthesize a hierarchical ZSM-5 zeolite (PCA-ZSM-5) with mesopores of 7–50 nm in diameter by using small-sized nanoblocks. However, when its structural analogue epichlorohydrin–dimethylamine polyamine (PCS) is used, the obtained ZSM-5 zeolite (PCS-ZSM-5) has ...
- DOI:
- 10.1039/c4ta02325k
- https://doi.org/10.1039/c4ta02325k
- Author:
- Baoyu Liu; Fei Chen; Liming Zheng; Jinghui Ge; Hongxia Xi; Yu Qian
- Source:
- RSC advances 2013 v.3 no.35 pp. 15075-15084
- ISSN:
- 2046-2069
- Subject:
- Fourier transform infrared spectroscopy; X-ray diffraction; adsorption; aluminum silicates; benzaldehyde; butanol; catalytic activity; condensation reactions; crystal structure; density functional theory; mass transfer; nitrogen; nuclear magnetic resonance spectroscopy; porous media; potassium bromide; pyridines; scanning electron microscopy; surfactants; texture; thermogravimetry; transmission electron microscopy; zeolites
- Abstract:
- ... Hierarchical zeolites have emerged as an important class of materials for applications in adsorption, separation and catalysis. Herein, hierarchical zeolite Y was hydrothermally synthesized using an organosilane surfactant, which was added into the conventional synthesis composition for crystalline microporous aluminosilicates as mesopore-generating agent. X-Ray diffraction (XRD), Fourier-transfor ...
- DOI:
- 10.1039/c3ra41862f
- https://doi.org/10.1039/c3ra41862f