Selective cyclodimerization of epichlorohydrin to dioxane derivatives over MOFs

Bibimaryam Mousavi, Somboon Chaemchuen, Suphot Phatanasri, Cheng Chen, Cheng Zeng, Rakesh Ganguly, Serge Zhuiykov, Francis Verpoort

Результат исследований: Материалы для журналаСтатья

1 цитирование (Scopus)

Выдержка

Glycerol can be converted to valuable products such as epichlorohydrin which is an important intermediate applied in various industries. For example, dioxane derivatives, which are important pharmaceuticals, can be obtained from epichlorohydrin. In the present study, ZIF-8, ZIF-67, MIL-100, and UiO-66 were applied for the direct cyclodimerization of epichlorohydrin. These MOFs were selected because they were already applied asactive catalysts in ring opening of epoxides. Among them, ZIF-8 showed the highest activity and selectivity in the absence of any solvent or co-catalyst. Using ZIF-8asa catalyst, the cyclodimer product (1,4-dioxane 2,5-bis-chloromethyl) was obtained in a yield of about 70% which was significantly superior to previous homo or heterogeneous catalysts for this reaction. Due to ZIF-8 structure and the proposed mechanism, the cyclodimerization reaction catalyzed either by the defects in the structure and/or on the surface. Furthermore, acidic-basic characteristics were also in play. The NH 3 and CO 2 temperature-programed desorption technique were utilized to identify the active sites and thereby reaction mechanism. Moreover, because of similar properties of ZIF-8 to zeolites, the activity of commercial ZSM-5 for the same reaction was also investigated in this work.

Язык оригиналаАнглийский
ЖурналArabian Journal of Chemistry
DOI
СостояниеПринято/в печати - 1 янв 2017

Отпечаток

Epichlorohydrin
Derivatives
Catalysts
Zeolites
Epoxy Compounds
Carbon Monoxide
Glycerol
Drug products
Desorption
Defects
1,4-dioxane
Pharmaceutical Preparations
Industry
Temperature

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Цитировать

Mousavi, B., Chaemchuen, S., Phatanasri, S., Chen, C., Zeng, C., Ganguly, R., ... Verpoort, F. (Принято в печать). Selective cyclodimerization of epichlorohydrin to dioxane derivatives over MOFs. Arabian Journal of Chemistry. https://doi.org/10.1016/j.arabjc.2017.09.011

Selective cyclodimerization of epichlorohydrin to dioxane derivatives over MOFs. / Mousavi, Bibimaryam; Chaemchuen, Somboon; Phatanasri, Suphot; Chen, Cheng; Zeng, Cheng; Ganguly, Rakesh; Zhuiykov, Serge; Verpoort, Francis.

В: Arabian Journal of Chemistry, 01.01.2017.

Результат исследований: Материалы для журналаСтатья

Mousavi, Bibimaryam ; Chaemchuen, Somboon ; Phatanasri, Suphot ; Chen, Cheng ; Zeng, Cheng ; Ganguly, Rakesh ; Zhuiykov, Serge ; Verpoort, Francis. / Selective cyclodimerization of epichlorohydrin to dioxane derivatives over MOFs. В: Arabian Journal of Chemistry. 2017.
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abstract = "Glycerol can be converted to valuable products such as epichlorohydrin which is an important intermediate applied in various industries. For example, dioxane derivatives, which are important pharmaceuticals, can be obtained from epichlorohydrin. In the present study, ZIF-8, ZIF-67, MIL-100, and UiO-66 were applied for the direct cyclodimerization of epichlorohydrin. These MOFs were selected because they were already applied asactive catalysts in ring opening of epoxides. Among them, ZIF-8 showed the highest activity and selectivity in the absence of any solvent or co-catalyst. Using ZIF-8asa catalyst, the cyclodimer product (1,4-dioxane 2,5-bis-chloromethyl) was obtained in a yield of about 70{\%} which was significantly superior to previous homo or heterogeneous catalysts for this reaction. Due to ZIF-8 structure and the proposed mechanism, the cyclodimerization reaction catalyzed either by the defects in the structure and/or on the surface. Furthermore, acidic-basic characteristics were also in play. The NH 3 and CO 2 temperature-programed desorption technique were utilized to identify the active sites and thereby reaction mechanism. Moreover, because of similar properties of ZIF-8 to zeolites, the activity of commercial ZSM-5 for the same reaction was also investigated in this work.",
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AU - Mousavi, Bibimaryam

AU - Chaemchuen, Somboon

AU - Phatanasri, Suphot

AU - Chen, Cheng

AU - Zeng, Cheng

AU - Ganguly, Rakesh

AU - Zhuiykov, Serge

AU - Verpoort, Francis

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N2 - Glycerol can be converted to valuable products such as epichlorohydrin which is an important intermediate applied in various industries. For example, dioxane derivatives, which are important pharmaceuticals, can be obtained from epichlorohydrin. In the present study, ZIF-8, ZIF-67, MIL-100, and UiO-66 were applied for the direct cyclodimerization of epichlorohydrin. These MOFs were selected because they were already applied asactive catalysts in ring opening of epoxides. Among them, ZIF-8 showed the highest activity and selectivity in the absence of any solvent or co-catalyst. Using ZIF-8asa catalyst, the cyclodimer product (1,4-dioxane 2,5-bis-chloromethyl) was obtained in a yield of about 70% which was significantly superior to previous homo or heterogeneous catalysts for this reaction. Due to ZIF-8 structure and the proposed mechanism, the cyclodimerization reaction catalyzed either by the defects in the structure and/or on the surface. Furthermore, acidic-basic characteristics were also in play. The NH 3 and CO 2 temperature-programed desorption technique were utilized to identify the active sites and thereby reaction mechanism. Moreover, because of similar properties of ZIF-8 to zeolites, the activity of commercial ZSM-5 for the same reaction was also investigated in this work.

AB - Glycerol can be converted to valuable products such as epichlorohydrin which is an important intermediate applied in various industries. For example, dioxane derivatives, which are important pharmaceuticals, can be obtained from epichlorohydrin. In the present study, ZIF-8, ZIF-67, MIL-100, and UiO-66 were applied for the direct cyclodimerization of epichlorohydrin. These MOFs were selected because they were already applied asactive catalysts in ring opening of epoxides. Among them, ZIF-8 showed the highest activity and selectivity in the absence of any solvent or co-catalyst. Using ZIF-8asa catalyst, the cyclodimer product (1,4-dioxane 2,5-bis-chloromethyl) was obtained in a yield of about 70% which was significantly superior to previous homo or heterogeneous catalysts for this reaction. Due to ZIF-8 structure and the proposed mechanism, the cyclodimerization reaction catalyzed either by the defects in the structure and/or on the surface. Furthermore, acidic-basic characteristics were also in play. The NH 3 and CO 2 temperature-programed desorption technique were utilized to identify the active sites and thereby reaction mechanism. Moreover, because of similar properties of ZIF-8 to zeolites, the activity of commercial ZSM-5 for the same reaction was also investigated in this work.

KW - Cyclodimerization

KW - Epichlorohydrin

KW - MOFs

KW - Oligomerization

KW - Temperature program desorption (TPD)

KW - ZIF

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