high pressure hydrogenation of unsaturated fatty acids to unsaturated fatty alcohols

104 Pages·2010·27.96 MB·English

HIGH PRESSURE HYDROGENATION
OF UNSATURATED FATTY ACIDS TO
UNSATURATED FATTY ALCOHOLS
J. D. RICHTER
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HIGH PRESSURE HYDROGENATION
OF UNSATURATED FATTY ACIDS TO UNSATURATED
FATTY ALCOHOLS
BIBLIOTHEEK TU Delft
P 1221 2058
C 326754

HIGH PRESSURE HYDROGENATION
OF UNSATURATED FATTY ACIDS TO
UNSATURATED FATTY ALCOHOLS
PROEFSCHRIFT
TER VERKRIJGING VAN DE GRAAD VAN DOCTOR IN
DE TECHNISCHE V^ETENSCHAPPEN AAN DE TECHNI
SCHE HOGESCHOOL DELFT, OP GEZAG VAN DE RECTOR
MAGNIFICUS DR. IR. C. J. D. M. VERHAGEN, HOOGLE
RAAR IN DE AFDELING DER TECHNISCHE NATUURKUN
DE, VOOR EEN COMMISSIE UIT DE SENAAT TE VER
DEDIGEN OP WOENSDAG 19 JUNI 1968 TE 14.00 UUR
DOOR
JACQUES DAVID RICHTER
SCHEIKUNDIG INGENIEUR
GEBOREN TE ANTWERPEN
N.V. VERENIGDE DRUKKERIJEN JUDELS EN BRINKMAN DELFT 1968
r
DIT PROEFSCHRIFT IS GOEDGEKEURD DOOR DE PROMOTOR
PROF. DRS. P. J. VAN DEN BERG
To Pap, Mam,
Liliane and Shoshanna
I would like to express my gratitude to all those who contributed
to the achievement of this thesis. And specially to :
IR. E.E. COHEN, IR. A.H.A. DOHMEN, DRS. P.W. VAN
HOEVE, IR. S.K. QUE, IR. P. SLUIMER, IR. J.A.J. UITERWAAL
andlR. G.B. VAN DER VLIES, who as student engineers were in
volved in the execution of the experiments.
I am very grateful to the UNILEVER RESEARCH LABORATORY
for furnishing the ureum adduct of methyloleate, the Ni on kieselguhr
catalyst, as well as the data for the procedure of the isomerization
determinations. The aid of IR. F.C. DEN BOER and his staff by in
troducing me to these techniques are highly appreciated.
In the different analytical methods I am indebted to: MISS DRS.
W. E. DE BOER of the Laboratory for Microbiology for the electron
microscopic analysis, IR. T.H. DE KEIJSER of the Laboratory for
Metalurgy for the x-ray diffraction analysis, IR. A. SINNEMA and
DRS. A. VAN VEEN of the Laboratory for Organic Chemistry for the
proton magnetic resonance measurements, IR. J. VAN KEMENADE
of the Laboratory for Physical Chemistry for the electron spin re
sonance measurements, MRS. IR. H.M.T. BAKKER-VONK and DRS.
H. G. MERKUS and their staff of the analytical section of the Labora
tory for Chemical Technology for the polarographic, spectroscopic
and chromatographic analysis, whose aids were of great value.
For the construction and maintenance of the used apparatus, my
thanks go to MRS. W. VAN HEEST, A.G. VAN DER HEUVEL, J.C.
KOOYMAN, R.T. NIJVERHEIM, K. SJOER, G.C. VAN WESTEN
and their staff.
My acknowledgements go to MISS C. VAN OORSCHOT for the
type-work, MISS T. HALL for the correction of the text, MR. J. J. B.
VAN HOLST for the drawings and MR. J. H. KAMPS for reducing the
figures and tables.
To the scientific staff and students of the Department for Chemical
Technology, I express my appreciation for their help and useful dis
cussion.
ERRATA
page
13 tenth line from the bottom: corresponding com-, read:
corresponding unsaturated com-
17 eighth line from the top: dialkylalminium, read: dialkyl-
aluminium
17 ninth line from the top: 2(Ri)AlH, read: 2(Ri)2AlH
29 seventh line from the bottom: Technical, read: Technolo
gical
30 sixth line from the bottom: overleap, read: overlap
33 Table 2.2: gr/gr prod., read: gr/lOOgr prod.
39 tenth line from the bottom: + 2°C, read: about 2°C
45 equation 3.1: , read: ,
48 Table 3.2. (foot note): 2,2-diisopropylpropanol acid,
read: 2,2-diisopropylpropanoic acid
49 Figure 3.8: oleic acid, read: oleic acid (ref. 21)