4th EucheMs chemistry congress

Poster Session 1
s1080
chem. Listy 106, s587–s1425 (2012)
Poster session 1 - organic chemistry
P - 0 4 3 7
SyntheSiS of BiPhenoLS throuGh
SuzuKi-MiyAurA-reACtionuSinG Pd/C in wAter
M. rieMer 1 , B. SChMidt 1
1 University of Potsdam, Organic Chemistry, Potsdam-Golm,
Germany
Biphenols and their derivativesare lead structures in many
natural products, drugs (e.g. vancomycin) andprecursor of many
ligands. [1]
A good method to synthesise biarylsis the Pd-mediated
Suzuki-Miyaura-reaction.It has been shown that electron-rich
arylhalides are less reactive, especiallyphenolates under the
basic conditions of the Suzuki-Miyaura-reaction.In the majority
of reactions the phenolic hydrogen was masked by
a protecting-group,followed by the aryl-aryl-coupling and the
deprotection of the phenol (3steps). In the case of biphenols
actually only a few examples of a direct onestep coupling are
known, avoiding the protection/deprotection-steps. [2]
We report an efficient methodfor the synthesis of biphenols
in one step and in good to excellent yields,inspired by the green
protocol of Hirao,a ligandless Suzuki-Miyaura-reactionusing
simple Pd on charcoal (heterogenous, easy to remove) in
water. [3] Thereby the basic conditions (K CO ) enhance the
2 3
solubilityof the phenolic substrates.
references:
1. Bringmann, G.; Gulder, T.; Gulder, T. A. M.; Breuning, M;
Chem. Rev. 2011, 111, 563; Brückner, R.
Reaktionsmechanismen,Spektrum: Berlin; Vol. 3
2. Freundlich, J. S.; Landis, H. E. Tetrahedron Lett. 2006, 47,
4275
3. Hirao, T.; Sakurai, H. J. Org. Chem. 2002,67, 2721
Keywords: Palladium; Borates; Water chemistry;
Heterogeneous catalysis; Biaryls;
4 th EucheMs chemistry congress
P - 0 4 3 8
evALuAtion And oPtiMizAtion of vAriouS
APPLiCABLe CroSSLinKerS on GeLAtion tiMe
of PoLyACryLAMide GeL
M. ABedi LenJi 1 , M. vAfAie Sefti 1 ,
A. MouSAvi MoGhAdAM 1 , M. BAGhBAn SALehi 1 ,
h. nAderi 2 , z. SArreShteh dAri 1
1 Tarbiat Modares University, Chemical engineering, Tehran,
Iran
2 Research Institute of Petroleum Industry, Center for
Exploration and Production Studies and Research Division,
Tehran, Iran
In this work, various polymer gels were prepared by
crosslinking of aqueous solutions of polymer and crosslinker for
the purpose of water shut off treatment in oil fields. A co-polymer
of 2-acrylamido-2methyl-propanesulfonic-acid sodium salt
(AMPS) and acrylamide (PAMPS) was used as polymer and
chromium triacetate, polyethyleneimine (PEI) and
hexamethylenetetramine (HMTA) were used as a metallic
crosslinker and organic crosslinkers, respectively. In order to
predict the gelation time of these three polymer gels, central
composite design (CCD), the most popular form of Response
Surface Methodology (RSM), was applied for the experimental
plan. Three quadratic models were presented for the three polymer
gels which was highly significant. Therefore, the main effects and
the interactions between the factors were also identified. The
results showed that the polymer concentration was the main effect
in all polymer gels. The interaction between the two factors
(polymer concentration and crosslinker/polymer ratio) had the
most effect on the gelation time of chromium triacetate polymer
gel, while it had less effect on the gelation time of PEI polymer
gel and negligible effect on the gelation time of HMTA polymer
gel. It was also found that increase of polymer concentration and
crosslinker/polymer ratio caused a decrease in the gelation time
of HMTA polymer gel. However, selecting a suitable ratio for the
factors of PEI and chromium triacetate polymer gels was essential
for obtaining the optimum gelation time with a purpose of
maximizing it. According to the optimization of polymer gels
separately, the 13172 ppm concentration of polymer and 0.44 ratio
of chromium triacetate/polymer resulted to the gelation time of
34 hr. Moreover, the 13208 ppm concentration of polymer and
0.16 ratio of PEI/polymer and the 13190 ppm concentration of
polymer and 0.17 ratio of HMTA/polymer resulted to the gelation
time of 8.3 hr and 25 hr, respectively.
Keywords: Polymer Gel; Gelation Time; Chromium Triacetate;
Polyethyleneimine; Hexamethylenetetramine;
AUGUst 26–30, 2012, PrAGUE, cZEcH rEPUbLIc