Synthesis of acid–base bifunctional CaO/ITQ-2 zeolite catalyst for phosphorylation of dodecanol

Liang, Jinhua; Hu, Xi; Wang, Junge; Ren, Xiaoqian; Yang, Xin; Zhu, Jianhua

doi:10.1016/j.catcom.2015.06.012

Cited by 6 publications

(4 citation statements)

References 30 publications

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“…20 With the application of ITQ-2 zeolite modified with CaO, after heating for 8 h at 90 °C, a conversion of 81% could be attained. 21 The direct esterifications of phosphoric acid and derivatives was also performed using activating agents. [22][23][24][25][26] Alkylating esterification of monohydroxyphosphates (F) was carried out using bromoalkanes mostly in acetonitrile at 100 °C applying Cs 2 CO 3 , 27 or at 20-65 °C in the presence of Ag 2 O to afford trialkylphosphates (H or D).…”

Section: Paper Synthesismentioning

confidence: 99%

P-Chloride-Free Synthesis of Phosphoric Esters: Microwave-Assisted Esterification of Alkyl- and Dialkyl Phosphoric Ester-Acids Obtained from Phosphorus Pentoxide

Harsági¹,

Kiss²,

Keglevich³

2022

Synthesis

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It is a reasonable endeavour to replace P-chloride starting materials (e.g. POCl3) by greener and cheaper reagents. Our purpose was to start from phosphorus pentoxide, i.e. to utilize its reaction with alcohols in the preparation of (HO)2P(O)(OR) and HOP(O)(OR)2, and to convert the mixtures of the corresponding monoester and diester so obtained to the target trialkyl esters. Separate experiments showed that the monobutylphosphate undergo microwave (MW)-assisted esterification with butanol in the presence of [bmim][BF4] catalyst at 200 °C to afford dibutylphosphate in a selective manner (~95%) that, in turn, may be converted to tributylphosphate by alkylation under MW irradiation. In this way, the mixtures of (HO)2P(O)(OR) and HOP(O)(OR)2 obtained by the practical reaction of phosphorus pentoxide and alcohol (ROH) could also be converted in two additional steps to the corresponding trialkyl esters. The three-step synthesis of trialkylphosphates starting from phosphorus pentoxide was also transformed in a one-pot (step 1: preparation of the monoester diester mixture, step 2: diesterification) and telescoping (step 3: triesterification) variation avoiding the isolation and purification of the intermediates, and affording the triesters in 86-93% yields. The three- and two-step P-chloride-free methods developed are “green” and of more general value.

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Section: Paper Synthesismentioning

confidence: 99%

P-Chloride-Free Synthesis of Phosphoric Esters: Microwave-Assisted Esterification of Alkyl- and Dialkyl Phosphoric Ester-Acids Obtained from Phosphorus Pentoxide

Harsági¹,

Kiss²,

Keglevich³

2022

Synthesis

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“…In particular, the bifunctional acid-base catalysts have been extensively used in fine-chemical industries, for example the production of benzylidene malononitrile. [1] Although various strategies have been employed to obtain bifunctional catalysts; for example, surface grafting [2] and modification (i. e. impregnation), [3] and making a composite, [4] there is still room for the development of alternative modified catalysts, especially to design an intrinsically acid-base catalysts without adding any functionalizing agents.…”

Section: Tunable Acid-base Bifunction Of Hierarchical Aluminum-rich Zmentioning

confidence: 99%

Tunable Acid‐Base Bifunction of Hierarchical Aluminum‐Rich Zeolites for the One‐Pot Tandem Deacetalization‐Henry Reaction

et al. 2019

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The development of bifunctional catalysts is important in the synthesis of materials for multiple sequential reactions in one‐pot tandem catalytic processes. In this context, a dealuminated acid‐base bifunctional catalyst with a hierarchical aluminum‐rich faujasite structure (zeolite Y) has been successfully prepared by the solid‐state dealumination of NaX nanosheets with ammonium hexafluorosilicate (AHFS). The characteristic properties of catalysts were examined by means of XRD, SEM, TEM, N2 physisorption technique, ICP‐OES, NH3‐TPD, CO2‐TPD, 27Al NMR, 29Si NMR, Al K‐edge XANES, and Pyridine‐FTIR. The materials exhibit a superior catalytic performance for one‐pot tandem catalysis, for example, the synthesis of trans‐β‐nitrostyrene with a yield close to 100 % in a tandem deacetalization‐Henry reaction of benzaldehyde dimethyl acetal with nitromethane. The high catalytic performance is attributed to the facile transfer of bulky molecules between acid and basic sites in the presence of hierarchical structures.

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“…Typically,c rystalline aluminosilicate zeolitesp ossess integral channels, intrinsic acidity, and al arge surface area, which endow them with wide applications as excellent gas sorbents, catalysts, and catalysts upports. [6,7] Supported ZnO has been widely used as visible-light photocatalyst,L i-ion battery electrodes, and asemiconductor duet oits wide direct bandgapa nd large exciton binding energy. For example, Co 3 O 4 supported on ZSM-5 exhibited superior catalytic activityf or propaneo xidation due to the large adsorptionc apability of propaneo ver the zeolite and the easy reducibility of highly dispersed cobalt oxide.…”

Section: Introductionmentioning

confidence: 99%

“…[5] By immobilizing basic metal oxide components onto acidic zeolites,a cid-baseb ifunctional catalysts, such as MgO/MCM-22, MgO/ZSM-5, and CaO/ITQ-2, were successfully fabricateda nd displayed promising activity in onepot deacetalization-Knoevenagel condensation reactions. [6,7] Supported ZnO has been widely used as visible-light photocatalyst,L i-ion battery electrodes, and asemiconductor duet oits wide direct bandgapa nd large exciton binding energy. [8,9] However, few reports have addressed the catalytic application of ZnO supported on zeolites in heterogeneous catalysis.…”

Section: Introductionmentioning

confidence: 99%

Controllably Confined ZnO on USY Zeolites (USY@ZnO/Al₂O₃) as Efficient Lewis Acid Catalysts for Baeyer–Villiger Oxidation

Wang

Ding

et al. 2018

Chemistry An Asian Journal

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A ZnAl-LDHs (layered double hydroxides) phase was readily formed on the surface of a USY zeolite through a distinctive in situ growth method that benefitted from the interaction of the added Zn source and aluminum species extracted from the Al-rich USY zeolite crystals. The migration of aluminum and simultaneous interaction with the external Zn source took place in one pot to form a ZnAl-LDHs phase coated on the surface of the USY crystals. Upon calcination, the ZnAl-LDHs phase was transformed into a ZnO/Al O composite that was still firmly anchored on the USY zeolite, without sacrificing the core-shell structure. The resultant USY@ZnO/Al O materials gave rise to unique Lewis acidity and hierarchical porosity, which endowed the catalyst with promising performance in the Baeyer-Villiger oxidation of ketones with H O or bulky tert-butyl hydroxide as an oxidant.

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Synthesis of acid–base bifunctional CaO/ITQ-2 zeolite catalyst for phosphorylation of dodecanol

Cited by 6 publications

References 30 publications

P-Chloride-Free Synthesis of Phosphoric Esters: Microwave-Assisted Esterification of Alkyl- and Dialkyl Phosphoric Ester-Acids Obtained from Phosphorus Pentoxide

P-Chloride-Free Synthesis of Phosphoric Esters: Microwave-Assisted Esterification of Alkyl- and Dialkyl Phosphoric Ester-Acids Obtained from Phosphorus Pentoxide

Tunable Acid‐Base Bifunction of Hierarchical Aluminum‐Rich Zeolites for the One‐Pot Tandem Deacetalization‐Henry Reaction

Controllably Confined ZnO on USY Zeolites (USY@ZnO/Al₂O₃) as Efficient Lewis Acid Catalysts for Baeyer–Villiger Oxidation

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Synthesis of acid–base bifunctional CaO/ITQ-2 zeolite catalyst for phosphorylation of dodecanol

Cited by 6 publications

References 30 publications

P-Chloride-Free Synthesis of Phosphoric Esters: Microwave-Assisted Esterification of Alkyl- and Dialkyl Phosphoric Ester-Acids Obtained from Phosphorus Pentoxide

P-Chloride-Free Synthesis of Phosphoric Esters: Microwave-Assisted Esterification of Alkyl- and Dialkyl Phosphoric Ester-Acids Obtained from Phosphorus Pentoxide

Tunable Acid‐Base Bifunction of Hierarchical Aluminum‐Rich Zeolites for the One‐Pot Tandem Deacetalization‐Henry Reaction

Controllably Confined ZnO on USY Zeolites (USY@ZnO/Al2O3) as Efficient Lewis Acid Catalysts for Baeyer–Villiger Oxidation

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Controllably Confined ZnO on USY Zeolites (USY@ZnO/Al₂O₃) as Efficient Lewis Acid Catalysts for Baeyer–Villiger Oxidation