Dehydration of 1-pentanol to di- n-pentyl ether catalyzed by a microporous ion-exchange resin with simultaneous water removal

A good selectivity, more than 90%, and an excellent yield can be achieved in the DNPE synthesis by 1-pentanol dehydration at 130–155 °C using a gel-type acidic resin. It is the result of shifting the equilibrium point to DNPE formation through the removal of the formed water during the chemical reac...

Full description

Saved in:
Bibliographic Details
Published inApplied catalysis. A, General Vol. 308; pp. 223 - 230
Main Authors Tejero, J., Fité, C., Iborra, M., Izquierdo, J.F., Bringué, R., Cunill, F.
Format Journal Article
LanguageEnglish
Published Amsterdam Elsevier B.V 10.07.2006
Elsevier
Subjects
Online AccessGet full text

Cover

Loading…
Abstract A good selectivity, more than 90%, and an excellent yield can be achieved in the DNPE synthesis by 1-pentanol dehydration at 130–155 °C using a gel-type acidic resin. It is the result of shifting the equilibrium point to DNPE formation through the removal of the formed water during the chemical reaction by distillation and reflux of the organic phase. Alkenes have been obtained as byproducts with selectivities ranging from 5 to 10% in the final product. A kinetic model in terms of compound activities describes satisfactorily the kinetic data. It is based on a mechanism in which the rate-determining step is the surface reaction between two adjacent adsorbed 1-pentanol molecules. The activation energy obtained for the dehydration reaction is 115 kJ mol −1. From the operation point of view, it has been proved that 1-pentanol dehydration can be successfully tracked by a calorimetric reactor equipped with a Fourier transform mid-infrared (FTIR) probe.
AbstractList A good selectivity, more than 90%, and an excellent yield can be achieved in the DNPE synthesis by 1-pentanol dehydration at 130–155 °C using a gel-type acidic resin. It is the result of shifting the equilibrium point to DNPE formation through the removal of the formed water during the chemical reaction by distillation and reflux of the organic phase. Alkenes have been obtained as byproducts with selectivities ranging from 5 to 10% in the final product. A kinetic model in terms of compound activities describes satisfactorily the kinetic data. It is based on a mechanism in which the rate-determining step is the surface reaction between two adjacent adsorbed 1-pentanol molecules. The activation energy obtained for the dehydration reaction is 115 kJ mol −1. From the operation point of view, it has been proved that 1-pentanol dehydration can be successfully tracked by a calorimetric reactor equipped with a Fourier transform mid-infrared (FTIR) probe.
Author Iborra, M.
Bringué, R.
Izquierdo, J.F.
Cunill, F.
Tejero, J.
Fité, C.
Author_xml – sequence: 1
  givenname: J.
  surname: Tejero
  fullname: Tejero, J.
– sequence: 2
  givenname: C.
  surname: Fité
  fullname: Fité, C.
– sequence: 3
  givenname: M.
  surname: Iborra
  fullname: Iborra, M.
– sequence: 4
  givenname: J.F.
  surname: Izquierdo
  fullname: Izquierdo, J.F.
– sequence: 5
  givenname: R.
  surname: Bringué
  fullname: Bringué, R.
– sequence: 6
  givenname: F.
  surname: Cunill
  fullname: Cunill, F.
  email: fcunill@ub.edu
BackLink http://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17869086$$DView record in Pascal Francis
BookMark eNp9kEtr3TAQhUVIITdJ_0EX2mRpd_yS5E0g5NEGAt1k0Z0Yy-NeXXwlIykPF_rfY-cWsguzGBjOOTPznbJj5x0x9q2AvIBCfN_lOBlMmJcAIoc6h0ocsU2hZJVVSjbHbANtKTIl4PcJO41xBwBl3TYb9u-GtnMfMFnvuB94kU3kEjo_8uR5bzPu3ifzyCltKfB1zzj_pZ53M0e-tyb4yQf_FPkSkdGr2aL7QzxQtI6_2LTl0e6fxiWTVtELpiUl0N4_43jOvgw4Rvr6v5-xx7vbx-uf2cOvH_fXVw-ZqSqRMiWJVCs7QipJtkJUogRjlFADDTWYpm9EiyibdigJu642SzWyNtDKopPVGasPscutMQYa9BTsHsOsC9ArQb3TB4J6Jaih1gvBxXZxsE0YDY5DQGds_PBKJVpQq-7yoKPlhWdLQUdjyRnqbSCTdO_t54veAOhfjYw
CitedBy_id crossref_primary_10_1007_s11244_007_0262_3
crossref_primary_10_1039_D2CY01690G
crossref_primary_10_4028_www_scientific_net_AMR_306_307_1508
crossref_primary_10_1016_j_matchemphys_2008_11_057
crossref_primary_10_1002_jctb_4683
crossref_primary_10_1073_pnas_1911107116
crossref_primary_10_1016_j_apcata_2011_01_012
crossref_primary_10_1021_ie801930r
crossref_primary_10_1002_cssc_201900535
crossref_primary_10_1016_j_micromeso_2008_08_055
Cites_doi 10.1016/0166-6622(88)80145-8
10.1016/0009-2509(90)80013-5
10.1021/ie970454d
10.1021/ie030755p
10.1023/A:1019069107667
10.1016/0304-5102(86)85046-5
10.1016/0021-9517(73)90266-2
10.1016/0304-5102(84)85019-1
10.1016/0021-9517(74)90038-4
10.1016/j.apcata.2004.09.015
10.1016/S1381-1169(01)00492-7
10.1016/0021-9517(77)90134-8
ContentType Journal Article
Copyright 2006 Elsevier B.V.
2006 INIST-CNRS
Copyright_xml – notice: 2006 Elsevier B.V.
– notice: 2006 INIST-CNRS
DBID IQODW
AAYXX
CITATION
DOI 10.1016/j.apcata.2006.04.036
DatabaseName Pascal-Francis
CrossRef
DatabaseTitle CrossRef
DatabaseTitleList
DeliveryMethod fulltext_linktorsrc
Discipline Engineering
Chemistry
EISSN 1873-3875
EndPage 230
ExternalDocumentID 10_1016_j_apcata_2006_04_036
17869086
S0926860X06003358
GroupedDBID --K
--M
-~X
.~1
0R~
1B1
1~.
1~5
23M
4.4
457
4G.
53G
5GY
5VS
7-5
71M
8P~
9JN
AABNK
AACTN
AAEDT
AAEDW
AAIAV
AAIKJ
AAKOC
AALRI
AAOAW
AAQFI
AAQXK
AAXUO
ABFNM
ABMAC
ABNUV
ABXDB
ABYKQ
ACDAQ
ACGFS
ACIWK
ACRLP
ADBBV
ADEWK
ADEZE
ADMUD
AEBSH
AEKER
AFKWA
AFTJW
AGHFR
AGUBO
AGYEJ
AHHHB
AHPOS
AI.
AIEXJ
AIKHN
AITUG
AJBFU
AJOXV
AKURH
ALMA_UNASSIGNED_HOLDINGS
AMFUW
AMRAJ
ASPBG
AVWKF
AXJTR
AZFZN
BBWZM
BKOJK
BLXMC
CS3
EBS
EFJIC
EFLBG
EJD
ENUVR
EO8
EO9
EP2
EP3
FDB
FEDTE
FGOYB
FIRID
FNPLU
FYGXN
G-Q
GBLVA
HLY
HVGLF
HZ~
IHE
J1W
KOM
LX7
M41
MO0
N9A
NDZJH
O-L
O9-
OAUVE
OZT
P-8
P-9
P2P
PC.
Q38
R2-
ROL
RPZ
SCE
SDF
SDG
SDP
SES
SEW
SPC
SPD
SSG
SSZ
T5K
VH1
WUQ
XFK
XPP
ZMT
~02
~G-
ABPIF
ABPTK
IQODW
AAXKI
AAYXX
AFJKZ
CITATION
ID FETCH-LOGICAL-c336t-87ee897beae2e79663620cc868fef40c5d569aa759f2eabb4c4c4574c0971b73
IEDL.DBID AIKHN
ISSN 0926-860X
IngestDate Thu Sep 26 19:15:39 EDT 2024
Sun Oct 22 16:08:47 EDT 2023
Fri Feb 23 02:18:41 EST 2024
IsPeerReviewed true
IsScholarly true
Keywords Diesel fuel
Alcohol dehydration
1-Pentanol
Di- n-pentyl ether
Water
Catalytic reaction
Ether
Alcohol
Dehydration
Porous material
Heterogeneous catalysis
Microporosity
Di-n-pentyl ether
Ion exchange resin
Language English
License CC BY 4.0
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-c336t-87ee897beae2e79663620cc868fef40c5d569aa759f2eabb4c4c4574c0971b73
PageCount 8
ParticipantIDs crossref_primary_10_1016_j_apcata_2006_04_036
pascalfrancis_primary_17869086
elsevier_sciencedirect_doi_10_1016_j_apcata_2006_04_036
PublicationCentury 2000
PublicationDate 2006-07-10
PublicationDateYYYYMMDD 2006-07-10
PublicationDate_xml – month: 07
  year: 2006
  text: 2006-07-10
  day: 10
PublicationDecade 2000
PublicationPlace Amsterdam
PublicationPlace_xml – name: Amsterdam
PublicationTitle Applied catalysis. A, General
PublicationYear 2006
Publisher Elsevier B.V
Elsevier
Publisher_xml – name: Elsevier B.V
– name: Elsevier
References Kiviranta-Pääkkönen, Struckmann, Linnekoski, Krause (bib12) 1998; 37
Cunill, Tejero, Fité, Iborra, Izquierdo (bib5) 2005; 44
Du Toit, Nicol (bib11) 2004; 277
Habib, Saafan, Abou-Seif, Salem (bib8) 1988; 29
Buttersack, Widdecke, Klein (bib13) 1986; 38
Marchionna, Patrini, Giavazzi, Pecci (bib3) 1996
Tejero, Cunill, Iborra, Izquierdo, Fité (bib6) 2002; 182-183
Ballantine, Davies, Patel, Purnell, Rayanakorn, Williams (bib9) 1984; 26
Giavazzi, Terna, Patrini, Ancillotti, Pecci, Trerè, Benelli (bib2) 1991
Olah, Shamma, Surya Prakash (bib7) 1997; 46
Van Heerden, Botha, Roets (bib4) 1998
Gates, Rodriguez (bib10) 1973; 31
Rehfinger, Hoffmann (bib15) 1990; 45
Pecci, Clerici, Giavazzi, Ancillotti, Marchionna, Patrini (bib1) 1991
Ancilotti, Massi Mauri, Pescarollo (bib14) 1977; 46
Wesley, Gates (bib16) 1974; 34
Giavazzi (10.1016/j.apcata.2006.04.036_bib2) 1991
Van Heerden (10.1016/j.apcata.2006.04.036_bib4) 1998
Tejero (10.1016/j.apcata.2006.04.036_bib6) 2002; 182-183
Pecci (10.1016/j.apcata.2006.04.036_bib1) 1991
Ballantine (10.1016/j.apcata.2006.04.036_bib9) 1984; 26
Buttersack (10.1016/j.apcata.2006.04.036_bib13) 1986; 38
Cunill (10.1016/j.apcata.2006.04.036_bib5) 2005; 44
Olah (10.1016/j.apcata.2006.04.036_bib7) 1997; 46
Marchionna (10.1016/j.apcata.2006.04.036_bib3) 1996
Du Toit (10.1016/j.apcata.2006.04.036_bib11) 2004; 277
Wesley (10.1016/j.apcata.2006.04.036_bib16) 1974; 34
Ancilotti (10.1016/j.apcata.2006.04.036_bib14) 1977; 46
Gates (10.1016/j.apcata.2006.04.036_bib10) 1973; 31
Rehfinger (10.1016/j.apcata.2006.04.036_bib15) 1990; 45
Kiviranta-Pääkkönen (10.1016/j.apcata.2006.04.036_bib12) 1998; 37
Habib (10.1016/j.apcata.2006.04.036_bib8) 1988; 29
References_xml – start-page: 321
  year: 1991
  end-page: 335
  ident: bib1
  publication-title: Ninth International Symposium
  contributor:
    fullname: Patrini
– volume: 44
  start-page: 318
  year: 2005
  end-page: 324
  ident: bib5
  publication-title: Ind. Eng. Chem. Res.
  contributor:
    fullname: Izquierdo
– volume: 46
  start-page: 49
  year: 1977
  end-page: 57
  ident: bib14
  publication-title: J. Catal.
  contributor:
    fullname: Pescarollo
– start-page: 188
  year: 1998
  end-page: 199
  ident: bib4
  publication-title: Proceedings of 12th International Symposium
  contributor:
    fullname: Roets
– volume: 182-183
  start-page: 541
  year: 2002
  end-page: 554
  ident: bib6
  publication-title: J. Mol. Catal. A: Chem.
  contributor:
    fullname: Fité
– volume: 277
  start-page: 219
  year: 2004
  end-page: 225
  ident: bib11
  publication-title: Appl. Catal. A: Gen.
  contributor:
    fullname: Nicol
– volume: 45
  start-page: 1605
  year: 1990
  end-page: 1617
  ident: bib15
  publication-title: Chem. Eng. Sci.
  contributor:
    fullname: Hoffmann
– volume: 26
  start-page: 37
  year: 1984
  end-page: 56
  ident: bib9
  publication-title: J. Mol. Catal.
  contributor:
    fullname: Williams
– volume: 31
  start-page: 27
  year: 1973
  end-page: 31
  ident: bib10
  publication-title: J. Catal.
  contributor:
    fullname: Rodriguez
– volume: 29
  start-page: 337
  year: 1988
  end-page: 341
  ident: bib8
  publication-title: Colloides Surf.
  contributor:
    fullname: Salem
– volume: 46
  start-page: 1
  year: 1997
  end-page: 4
  ident: bib7
  publication-title: Catal. Lett.
  contributor:
    fullname: Surya Prakash
– volume: 38
  start-page: 365
  year: 1986
  end-page: 381
  ident: bib13
  publication-title: J. Mol. Catal.
  contributor:
    fullname: Klein
– start-page: 585
  year: 1996
  end-page: 589
  ident: bib3
  publication-title: Symposium on Removal of Aromatics, Sulfur and Alkenes from Gasoline and Diesel
  contributor:
    fullname: Pecci
– start-page: 327
  year: 1991
  end-page: 335
  ident: bib2
  publication-title: Ninth International Symposium
  contributor:
    fullname: Benelli
– volume: 34
  start-page: 288
  year: 1974
  end-page: 293
  ident: bib16
  publication-title: J. Catal.
  contributor:
    fullname: Gates
– volume: 37
  start-page: 18
  year: 1998
  end-page: 24
  ident: bib12
  publication-title: Ind. Eng. Chem. Res.
  contributor:
    fullname: Krause
– volume: 29
  start-page: 337
  year: 1988
  ident: 10.1016/j.apcata.2006.04.036_bib8
  publication-title: Colloides Surf.
  doi: 10.1016/0166-6622(88)80145-8
  contributor:
    fullname: Habib
– volume: 45
  start-page: 1605
  issue: 6
  year: 1990
  ident: 10.1016/j.apcata.2006.04.036_bib15
  publication-title: Chem. Eng. Sci.
  doi: 10.1016/0009-2509(90)80013-5
  contributor:
    fullname: Rehfinger
– volume: 37
  start-page: 18
  year: 1998
  ident: 10.1016/j.apcata.2006.04.036_bib12
  publication-title: Ind. Eng. Chem. Res.
  doi: 10.1021/ie970454d
  contributor:
    fullname: Kiviranta-Pääkkönen
– start-page: 585
  year: 1996
  ident: 10.1016/j.apcata.2006.04.036_bib3
  publication-title: ACS
  contributor:
    fullname: Marchionna
– volume: 44
  start-page: 318
  year: 2005
  ident: 10.1016/j.apcata.2006.04.036_bib5
  publication-title: Ind. Eng. Chem. Res.
  doi: 10.1021/ie030755p
  contributor:
    fullname: Cunill
– volume: 46
  start-page: 1
  year: 1997
  ident: 10.1016/j.apcata.2006.04.036_bib7
  publication-title: Catal. Lett.
  doi: 10.1023/A:1019069107667
  contributor:
    fullname: Olah
– start-page: 327
  year: 1991
  ident: 10.1016/j.apcata.2006.04.036_bib2
  publication-title: Alcohols Fuels
  contributor:
    fullname: Giavazzi
– volume: 38
  start-page: 365
  year: 1986
  ident: 10.1016/j.apcata.2006.04.036_bib13
  publication-title: J. Mol. Catal.
  doi: 10.1016/0304-5102(86)85046-5
  contributor:
    fullname: Buttersack
– start-page: 188
  year: 1998
  ident: 10.1016/j.apcata.2006.04.036_bib4
  publication-title: Alcohol Fuels
  contributor:
    fullname: Van Heerden
– volume: 31
  start-page: 27
  year: 1973
  ident: 10.1016/j.apcata.2006.04.036_bib10
  publication-title: J. Catal.
  doi: 10.1016/0021-9517(73)90266-2
  contributor:
    fullname: Gates
– volume: 26
  start-page: 37
  year: 1984
  ident: 10.1016/j.apcata.2006.04.036_bib9
  publication-title: J. Mol. Catal.
  doi: 10.1016/0304-5102(84)85019-1
  contributor:
    fullname: Ballantine
– volume: 34
  start-page: 288
  year: 1974
  ident: 10.1016/j.apcata.2006.04.036_bib16
  publication-title: J. Catal.
  doi: 10.1016/0021-9517(74)90038-4
  contributor:
    fullname: Wesley
– volume: 277
  start-page: 219
  year: 2004
  ident: 10.1016/j.apcata.2006.04.036_bib11
  publication-title: Appl. Catal. A: Gen.
  doi: 10.1016/j.apcata.2004.09.015
  contributor:
    fullname: Du Toit
– volume: 182-183
  start-page: 541
  year: 2002
  ident: 10.1016/j.apcata.2006.04.036_bib6
  publication-title: J. Mol. Catal. A: Chem.
  doi: 10.1016/S1381-1169(01)00492-7
  contributor:
    fullname: Tejero
– volume: 46
  start-page: 49
  year: 1977
  ident: 10.1016/j.apcata.2006.04.036_bib14
  publication-title: J. Catal.
  doi: 10.1016/0021-9517(77)90134-8
  contributor:
    fullname: Ancilotti
– start-page: 321
  year: 1991
  ident: 10.1016/j.apcata.2006.04.036_bib1
  publication-title: Alcohols Fuels
  contributor:
    fullname: Pecci
SSID ssj0002495
Score 1.9491258
Snippet A good selectivity, more than 90%, and an excellent yield can be achieved in the DNPE synthesis by 1-pentanol dehydration at 130–155 °C using a gel-type acidic...
SourceID crossref
pascalfrancis
elsevier
SourceType Aggregation Database
Index Database
Publisher
StartPage 223
SubjectTerms 1-Pentanol
Alcohol dehydration
Catalysis
Chemistry
Colloidal state and disperse state
Di- n-pentyl ether
Diesel fuel
Exact sciences and technology
General and physical chemistry
Porous materials
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Title Dehydration of 1-pentanol to di- n-pentyl ether catalyzed by a microporous ion-exchange resin with simultaneous water removal
URI https://dx.doi.org/10.1016/j.apcata.2006.04.036
Volume 308
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1La9wwEB6SzaEtpbRpQ9PHokOvymptWZKPYZuwbUkuTWFvRk_qktgmuyHZQPLbM_IjDygUim-yJRuN_M1oNDMfwBeF_4-zXFE7VYbyNB4SShFoqrlP86CkzWOC89GxmP_i3xfZYgNmQy5MDKvssb_D9Bat-5ZJP5uTpiwnP1meCCXYgolISJapTdhCdcT5CLb2v_2YH98DcqRXbkvuJYLGDkMGXRvmpZvoJ-lPJfgea2s1_1VDvWz0EuctdIQXj7TQ4Wt41ZuPZL_7wjew4atteDYbWNu24cWjAoNv4ear_712nZBJHciUNjFWvKpPyaomrqSkalvWp6RN_CWtN2d97R0xa6LJWQzXQwu9vlgSHIL6qy5RmOAmvaxIdOKSZRmDEnXl40OXaLqe492zGlfwOzg5PDiZzWlPuEBtmooVIqP3KpfGa594iRsh1G7MWiVU8IEzm7lM5FrLLA-J18Zwi1cmuY2FqIxMd2BU1ZV_D2QqnVOIDVYaxm1ItTSpTBxPmOM65GIX6DDHRdOV1SiGeLM_RSeTyJApCsYLlMkuyEEQxZPlUSDy_6Pn-IncHl4nIxmXEh_-e-iP8LxzyEhUZp9gtDq_8J_RRFmZMWzu3U7H_UK8A8Ir6GI
link.rule.ids 315,786,790,4521,24144,27957,27958,45620,45714
linkProvider Elsevier
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Lb9QwEB6V7aGgqoICojyKD1zNehPHdo7VQrWl7V5YpL1FfopUbRJ1t4JF4r93nAdtJSQklJsTO5HH-WY8npkP4IPC_8dZrqidKEN5Gg8JpQg01dyneVDS5jHB-XwuZt_4l2W23ILpkAsTwyp77O8wvUXrvmXcz-a4KcvxV5YnQgm2ZCISkmXqEWzzTE74CLaPTk5n8z-AHOmV25J7iaCxw5BB14Z56Sb6SfpTCf6RtbWa_6qhdhu9wnkLHeHFPS10_BT2evORHHVf-Ay2fLUPO9OBtW0fntwrMPgcfn_y3zeuEzKpA5nQJsaKV_UlWdfElZRUbcvmkrSJv6T15mx-eUfMhmhyFcP10EKvb1YEh6D-Z5coTHCTXlYkOnHJqoxBibry8aEfaLpe492rGlfwC1gcf15MZ7QnXKA2TcUakdF7lUvjtU-8xI0QajdmrRIq-MCZzVwmcq1llofEa2O4xSuT3MZCVEamL2FU1ZV_BWQinVOIDVYaxm1ItTSpTBxPmOM65OIA6DDHRdOV1SiGeLOLopNJZMgUBeMFyuQA5CCI4sHyKBD5_9Hz8IHc7l4nIxmXEq__e-j3sDNbnJ8VZyfz0zfwuHPOSFRsb2G0vr7x79BcWZvDfjneAl1I6lQ
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Dehydration+of+1-pentanol+to+di-+n-pentyl+ether+catalyzed+by+a+microporous+ion-exchange+resin+with+simultaneous+water+removal&rft.jtitle=Applied+catalysis.+A%2C+General&rft.au=Tejero%2C+J.&rft.au=Fit%C3%A9%2C+C.&rft.au=Iborra%2C+M.&rft.au=Izquierdo%2C+J.F.&rft.date=2006-07-10&rft.pub=Elsevier+B.V&rft.issn=0926-860X&rft.eissn=1873-3875&rft.volume=308&rft.spage=223&rft.epage=230&rft_id=info:doi/10.1016%2Fj.apcata.2006.04.036&rft.externalDocID=S0926860X06003358
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0926-860X&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0926-860X&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0926-860X&client=summon