Shape-selective isopropylation of naphthalene. Reactivity of 2,6-diisopropylnaphthalene on dealuminated mordenites

Andrew D. Schmitz, Chunshan Song

Research output: Contribution to journalArticle

63 Citations (Scopus)

Abstract

Shape-selective isopropylation of naphthalene over a hydrogen-mordenite (HM) catalyst is an effective route for the production of 2,6-diisopropylnaphthalene (2,6-DIPN). Our previous work on naphthalene isopropylation has shown that 2,6-DIPN selectivity is substantially increased by HM dealumination. An assessment of 2,6-DIPN reactivity on the catalyst would be useful in understanding factors that control product selectivity. We measured 2,6-DIPN reactivity on three HM catalysts (SiO2/Al2O3 ratio 14, 38 and 74), under propylene pressure, in batch reactor tests at 200°C. The propylene pressure was varied to give propylene to 2,6-DIPN mole ratios of 4.0, 1.0 and 0.5. On HM14 and HM38 catalysts, 2,6-DIPN conversions were 12-27%, mostly to higher alkylates. Some isomerization of 2,6-DIPN occurred at the lowest propylene pressure, but was suppressed by increasing the propylene pressure. 2,6-DIPN is nearly unreactive on dealuminated mordenite (HM74). These results reveal that the high selectivity toward 2,6-DIPN in the isopropylation of naphthalene is partly attributable to the low reactivity of 2,6-DIPN on dealuminated mordenites.

Original languageEnglish (US)
Pages (from-to)19-25
Number of pages7
JournalCatalysis Today
Volume31
Issue number1-2
DOIs
StatePublished - Sep 5 1996

Fingerprint

Naphthalene
Propylene
Catalysts
Hydrogen
Batch reactors
Isomerization
2,6-diisopropylnaphthalene
naphthalene
propylene
mordenite

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

@article{f452b94353ff46958ae3bbb894d0204e,
title = "Shape-selective isopropylation of naphthalene. Reactivity of 2,6-diisopropylnaphthalene on dealuminated mordenites",
abstract = "Shape-selective isopropylation of naphthalene over a hydrogen-mordenite (HM) catalyst is an effective route for the production of 2,6-diisopropylnaphthalene (2,6-DIPN). Our previous work on naphthalene isopropylation has shown that 2,6-DIPN selectivity is substantially increased by HM dealumination. An assessment of 2,6-DIPN reactivity on the catalyst would be useful in understanding factors that control product selectivity. We measured 2,6-DIPN reactivity on three HM catalysts (SiO2/Al2O3 ratio 14, 38 and 74), under propylene pressure, in batch reactor tests at 200°C. The propylene pressure was varied to give propylene to 2,6-DIPN mole ratios of 4.0, 1.0 and 0.5. On HM14 and HM38 catalysts, 2,6-DIPN conversions were 12-27{\%}, mostly to higher alkylates. Some isomerization of 2,6-DIPN occurred at the lowest propylene pressure, but was suppressed by increasing the propylene pressure. 2,6-DIPN is nearly unreactive on dealuminated mordenite (HM74). These results reveal that the high selectivity toward 2,6-DIPN in the isopropylation of naphthalene is partly attributable to the low reactivity of 2,6-DIPN on dealuminated mordenites.",
author = "Schmitz, {Andrew D.} and Chunshan Song",
year = "1996",
month = "9",
day = "5",
doi = "10.1016/0920-5861(96)00031-4",
language = "English (US)",
volume = "31",
pages = "19--25",
journal = "Catalysis Today",
issn = "0920-5861",
publisher = "Elsevier",
number = "1-2",

}

Shape-selective isopropylation of naphthalene. Reactivity of 2,6-diisopropylnaphthalene on dealuminated mordenites. / Schmitz, Andrew D.; Song, Chunshan.

In: Catalysis Today, Vol. 31, No. 1-2, 05.09.1996, p. 19-25.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Shape-selective isopropylation of naphthalene. Reactivity of 2,6-diisopropylnaphthalene on dealuminated mordenites

AU - Schmitz, Andrew D.

AU - Song, Chunshan

PY - 1996/9/5

Y1 - 1996/9/5

N2 - Shape-selective isopropylation of naphthalene over a hydrogen-mordenite (HM) catalyst is an effective route for the production of 2,6-diisopropylnaphthalene (2,6-DIPN). Our previous work on naphthalene isopropylation has shown that 2,6-DIPN selectivity is substantially increased by HM dealumination. An assessment of 2,6-DIPN reactivity on the catalyst would be useful in understanding factors that control product selectivity. We measured 2,6-DIPN reactivity on three HM catalysts (SiO2/Al2O3 ratio 14, 38 and 74), under propylene pressure, in batch reactor tests at 200°C. The propylene pressure was varied to give propylene to 2,6-DIPN mole ratios of 4.0, 1.0 and 0.5. On HM14 and HM38 catalysts, 2,6-DIPN conversions were 12-27%, mostly to higher alkylates. Some isomerization of 2,6-DIPN occurred at the lowest propylene pressure, but was suppressed by increasing the propylene pressure. 2,6-DIPN is nearly unreactive on dealuminated mordenite (HM74). These results reveal that the high selectivity toward 2,6-DIPN in the isopropylation of naphthalene is partly attributable to the low reactivity of 2,6-DIPN on dealuminated mordenites.

AB - Shape-selective isopropylation of naphthalene over a hydrogen-mordenite (HM) catalyst is an effective route for the production of 2,6-diisopropylnaphthalene (2,6-DIPN). Our previous work on naphthalene isopropylation has shown that 2,6-DIPN selectivity is substantially increased by HM dealumination. An assessment of 2,6-DIPN reactivity on the catalyst would be useful in understanding factors that control product selectivity. We measured 2,6-DIPN reactivity on three HM catalysts (SiO2/Al2O3 ratio 14, 38 and 74), under propylene pressure, in batch reactor tests at 200°C. The propylene pressure was varied to give propylene to 2,6-DIPN mole ratios of 4.0, 1.0 and 0.5. On HM14 and HM38 catalysts, 2,6-DIPN conversions were 12-27%, mostly to higher alkylates. Some isomerization of 2,6-DIPN occurred at the lowest propylene pressure, but was suppressed by increasing the propylene pressure. 2,6-DIPN is nearly unreactive on dealuminated mordenite (HM74). These results reveal that the high selectivity toward 2,6-DIPN in the isopropylation of naphthalene is partly attributable to the low reactivity of 2,6-DIPN on dealuminated mordenites.

UR - http://www.scopus.com/inward/record.url?scp=0001812973&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0001812973&partnerID=8YFLogxK

U2 - 10.1016/0920-5861(96)00031-4

DO - 10.1016/0920-5861(96)00031-4

M3 - Article

VL - 31

SP - 19

EP - 25

JO - Catalysis Today

JF - Catalysis Today

SN - 0920-5861

IS - 1-2

ER -