Effect of ratio of H-mordenite on the propylation of naphthalene with propylene

Kim, J.-H.; Sugi, Yoshihiro; Matsuzaki, Takehiko; Hanaoka, Toshiaki; Kubota, Yoshihiro; Tu, X.; Matsumoto, Masaru

doi:10.1016/0927-6513(95)00048-e

Cited by 71 publications

(26 citation statements)

References 17 publications

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“…We have previously proposed that the encapsulated products are "finger prints of the catalysis" for the explanation of the catalysis in zeolite channels in the isopropylation of NP and BP [4,6,7,12,31,32]. In this paper, we describe the relationships between bulk and encapsulated DIPN isomers from low to high conversions under various reaction parameters in the isopropylation of NP with propene over MOR, and discuss where and how the shape-selective catalysis occurs.…”

Section: Isopropylation Of Np Over Mor [5/5]mentioning

confidence: 99%

“…Among the zeolites, H-Mordenite (MOR) offers a typical shape-selective catalysis in the isopropylation of NP [3][4][5][6][7][8][9][10][11][12][13][14]. We have been interested to clarify where and how the shape selective catalysis occurs during last decades, and indicated that the selective formation of 2,6-DIPN occurs through the least bulky transition state due to the exclusion of the bulky isomers by the MOR channels [12][13][14].…”

Section: Isopropylation Of Np Over Mor [4/4]mentioning

confidence: 99%

“…Some of the physicochemical properties of MOR have been described elsewhere [12,31]. NP was purchased from Aldrich Australia, Sydney, NSW, Australia.…”

Section: Isopropylation Of Np Over Mor [5/5]mentioning

confidence: 99%

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The isopropylation of naphthalene with propene over H-mordenite: The catalysis at the internal and external acid sites

Sugi

Anand

Subramaniam

et al. 2014

Journal of Molecular Catalysis A: Chemical

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Section: Isopropylation Of Np Over Mor [5/5]mentioning

confidence: 99%

Section: Isopropylation Of Np Over Mor [4/4]mentioning

confidence: 99%

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The isopropylation of naphthalene with propene over H-mordenite: The catalysis at the internal and external acid sites

Sugi

Anand

Subramaniam

et al. 2014

Journal of Molecular Catalysis A: Chemical

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“…; propene pressure: 0.8 MPa). 10 The selectivities for DIPN isomers were constant during the reaction time. The selectivities for b,b-and 2,6-DIPN were 90% and 65% during the reaction, respectively, and the selectivities for a,b-DIPN were less than 10%.…”

Section: Mechanisms Of Shape-selective Catalysismentioning

confidence: 99%

Shape‐Selective Alkylation of Naphthalene over Zeolites: Steric Interaction of Reagents with Zeolites

Sugi

2010

J Chinese Chemical Soc

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Steric interaction of reagents with zeolites was studied in isopropylation, sec-butylation, and tertbutylation of naphthalene (NP) over several large-pore zeolites to elucidate the mechanism of selective catalysis. Selectivities for dialkylnaphthalene (DAN) isomers were influenced by the type of zeolite and bulkiness of alkylating agent. Selective formation of b,b-and 2,6-diisopropylnaphthalene (DIPN) occurred only over H-mordenite (MOR) in the isopropylation of NP using propene; bulky transition states of a,a-and a,b-DIPN are excluded because of steric restriction by the channels, resulting in selective formation of b,b-and 2,6-DIPN. However, low selectivities for b,b-and 2,6-DIPN were observed over the zeolites, SSZ-24 (AFI), SSZ-55 (ATS), and SSZ-42 (IFR) with 12-membered-ring (12-MR) pore entrances of one-dimensional channels, CIT-5 (CFI), UTD-1 (DON), and SSZ-53 (SFH) with 14-membered-ring (14-MR) pore entrances of one-dimensional channels, and Y-zeolite (FAU), zeolite b (BEA), and CIT-1 (CON) with 12-MR pore entrances of three-dimensional channels, because their channels are too large for the exclusion of bulky isomers. Catalysis over these zeolites occurs under kinetic and/or thermodynamic control, resulting in predominant formation of a,a-and a,b-DIPN at lower temperatures and an increase of the stable isomer b,b-DIPN at higher temperatures.The selectivities for b,b-and 2,6-DAN were enhanced with the increase in bulkiness of alkylating agents: 1-butene for sec-butylation and 2-methylpropene for tert-butylation. In particular, b,b-di-tertbutylnaphthalene (DTBN) was selectively formed in the tert-butylation. The selectivities for b,b-and 2,6-DAN were enhanced even in large channels: the transition states of the least bulky isomers only fit the channels because other bulky isomers are excluded by steric restriction of the channels. However, tert-butylation over FAU, BEA, and CON had selectivities for 2,6-DTBN of around 50-60%, although selectivities for b,b-DTBN were almost 100% selectivity; these zeolites can hardly recognize the differences between 2,6-and 2,7-DTBN. The results indicate that the fitting of the least bulky isomers to zeolite channels, leading to the exclusion of other bulky isomers, is essential for highly shape-selective catalysis.

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“…Their catalytic properties are also interesting in comparison with large pore zeolites with one-dimensional channel such as MOR, AFI, SSZ-31, where we previously described the isopropylation of BP over MOR and other zeolites. [31][32][33][34][35][36] In this paper, we apply DGC method for the synthesis of ZnAPO-5 and ZnAPO-36, and discuss the effects of synthetic conditions on the phase selection. The isopropylation of BP over these molecular sieves are also studied to characterize their acidic characters and to know relationships between their pore structure and shape-selective catalysis.…”

Section: Introductionmentioning

confidence: 99%

Zincoaluminophosphate Molecular Sieves with AFI and ATS Topologies: Synthesis by Dry-Gel Conversion Methods and Their Catalytic Properties in the Isopropylation of Biphenyl

et al. 2005

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Zincoaluminophosphates, ZnAPO-5 and ZnAPO-36 with AFI and ATS topologies, were successfully synthesized by dry-gel conversion (DGC) method: vapor-phase transport (VPT) and steam-assisted conversion (SAC) methods. ZnAPO-5 was synthesized successfully at 175 C by VPT and SAC methods using Et 3 N as structure directing agent (SDA). ZnAPO-36 was also obtained by VPT and SAC methods using Pr 3 N as SDA. The heating protocol was a key factor for the crystallization in the synthesis of ZnAPO-36: the best result was obtained by heating at 140 C for 1 d after aging of the gel at 105 C for 2 d. Calcination procedure is important to get microporous molecular sieves. ZnAPO-5 by VPT method calcined at 550 C gave clear XRD with high microporosity. Highly microporous ZnAPO-36 by VPT method was obtained by careful calcination. Characterization of these zincoaluminophosphates was performed by XRD, NH 3 -TPD, TG, SEM, N 2 adsorption, and ICP analysis. ZnAPO-5 and ZnAPO-36 have the Brønsted acidic characters by the substitution of a part of aluminum with zinc.The isopropylation of biphenyl (BP) over these molecular sieves gave different level of the selectivities for 4,4 0 -DIPB: 60-75% for ZnAPO-5 and 35-45% for ZnAPO-36: these selectivities are in the similar level to corresponding magnesioaluminophosphates corresponding magnesioaluminophosphates. These differences of in the selectivity are due to the pore structure: ZnAPO-5 has onedimensional straight channel; however, ZnAPO-36 has one-dimensional channel with side pocket. The steric restriction by ZnAPO-5 effectively controls the transition state to differentiate the slim isomers from others; however, pores of ZnAPO-36 cannot differentiate effectively the isomers because of their side pockets.

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Effect of ratio of H-mordenite on the propylation of naphthalene with propylene

Cited by 71 publications

References 17 publications

The isopropylation of naphthalene with propene over H-mordenite: The catalysis at the internal and external acid sites

The isopropylation of naphthalene with propene over H-mordenite: The catalysis at the internal and external acid sites

Shape‐Selective Alkylation of Naphthalene over Zeolites: Steric Interaction of Reagents with Zeolites

Zincoaluminophosphate Molecular Sieves with AFI and ATS Topologies: Synthesis by Dry-Gel Conversion Methods and Their Catalytic Properties in the Isopropylation of Biphenyl

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