Post on 14-Sep-2018
CSACS Bulletin du CRMAA
Centre de recherche sur les matériaux auto-assemblés Centre for self-assembled chemical structures Février 2017 February Volume 83
Visit: McGill (Feb. 21)/INRS (Feb. 22)/Sherbrooke (Feb.23)
Titre: Transformation et applications activées par Organoboron
Title: Organoboron Enabled Transformation and Applications
Résumé/Abstract:
Organoboron compounds have at-
tracted much recent research attention due
to their unique electronic properties and
versatile applications. During the course of
our investigation on boron-based lumines-
cent materials, we discovered unprecedent-
ed photochromism involving structural
transformation of the boron core and re-
versible C-C bond formation/breaking me-
diated by the boron atom. We have estab-
lished that both electronic and steric factors
play an important role in this unusual struc-
tural transformation. Further investigation
on photo-responsive behavior of boron com-
pounds led to the discovery of previously un-
known photoelimination reactions of organoboron molecules, which pro-
vides a convenient means for achieving B,N-doped arenes. As observed in
photochromic boron systems, electronic and
steric factors were found to dictate the reac-
tion pathways and the quantum efficiencies of
photoelimination reactions. These findings
provide valuable insights on photoreactivity of
boron compounds and design principles for
new photo-responsive organoboron com-
pounds.
Table des matières:
Séminaire: Prof. Wang p.1
Séminaire: Prof. Lessard p.2
Bourse FRQNT Internationale: McTaggart et Church p.3
Programme d'échanges hors Québec de pro-fesseurs: Gal-lagher et Rosei p.4
Publications p.5
Table of contents:
Seminar: Prof. Wang p.1
Seminar: Prof. Lessard p.2
International FRQNT Intern-ship: McTaggart and Church p.3
FRQNT scientist-in-residence program: Gal-lagher and Rosei p.4
Publications p.5
1) Séminaire/Seminar: Suning Wang
Suning Wang
(Queen’s University)
2) Séminaire/Seminar: Benoît Lessard
Pour plus de details visitez
For more details visit us at
www.csacs.mcgill.ca
Visit: McGill (Feb. 7)/INRS (Feb. 8)/Sherbrooke (Feb.9)
Titre: Amélioration de la performance des dispositifs électroniques orga-
niques par le biais de l'ingénierie des interfaces : de la polymérisation ini-
tiée en surface hors des électrodes à la réticulation des additifs de phtalo-
cyanine de silicium.
Title: Performance Improvement of organic electronic devices through
Interface Engineering: from surface initiated polymerization off the elec-
trodes to crosslinking silicon phthalocyanine additives.
Résumé/Abstract:
Solution processed organic electronic devices,
such as light emitting diodes (OLEDs) and organic photo-
voltaics (OPVs) have attracted a great deal of attention
over the past decade and while great advances have been
reported there are still some challenges that need to be
overcome. For example, when fabricating more complex
organic electronic devices with multiple thin layers, a
great deal of care is required not to wash away the first
layer with the addition of a second. We explored the use
of nitroxide mediated polymerization (NMP) to facilitate
1) cross linking, 2) grafting-to and 3) grafting-from as
possible techniques for the formation of robust interfacial hole transport layers
between the electrode and the subsequent solution processed layer. In all three
cases these films proved to be robust and resistant to solvent washes while in
comparison simple spin-coated films easily dissolved and wash away. These more
robust films were also found to be electrochemically stable even after several
washes, further justifying their use in the development of multi-layer organic
electronic devices. These studies illustrate three robust routes for the fabrication
of multilayered solution processed organic electronic devices.
Silicon phthalocyanine (SiPc) have two axial bonds originating from the Si atom
which can serve as functionalization sites without affecting the inherent optoelec-
tronic properties of the SiPc macrocycle itself. We have used these handles to en-
gineer an enhanced solid state arrangement of the resulting SiPcs and incorporate
them into planar heterojunction OPVs as either the donor or the acceptor mole-
cules. The devices experienced as much as a 400% increase in efficiency when us-
ing these engineered SiPcs compared to the initial dichloro-SiPc. Additionally,
these handles have also been used to synthesize solution processable ternary ad-
ditives for P3HT:PC61BM bulk heterojunction OPVs with increased photo gener-
ation at the interface which translates to a 20% increase in overall efficiency. Re-
cently we have reported the use of a multifunctional SiPc ternary additive that not
only increase the efficiency of the OPV but also increases the stability by migrat-
ing to the interface and crosslinking the P3HT and PC61BM domains. These stud-
ies are showing potential for SiPcs in OPVs and the axial functionalization to en-
hanced device performance.
Benoît Lessard
(University of Ottawa)
Page 3 CSACS Bulletin du CRMAA
3) Programme de stages internationaux International FRQNT Internship
On a le plaisir de vous informer que deux autres bourses pour le
stage international ont fait l’objet d’une recommandation favorable de finan-
cement par le comité sélection du CRMAA pour les bourses. Pour ceux qui
s'intéressent à la bourse interuniversitaire, s'il vous plaît visitez le site web
du CRMAA.
We have the pleasure to inform you that two additional scholarships
for the international internship (2016-2017) were awarded by the CSACS
scholarship selection committee. For those interested in the inter-university
scholarship please visit our CSACS website.
Au cours de ce stage à l'AMOLF (Amsterdam, Pays-Bas), Alicia étudiera des
voies permettant de contrôler la maniabilité des micro-hélices de silice-
carbonate auto-assemblées et examinera si ces microstructures chirales peu-
vent être utilisées pour générer de la lumière de chiralité simple.
During this internship at AMOLF (Amsterdam, The Netherlands), Alicia
will study routes to control the handedness of self-assembled silica-
carbonate micro helices and investigate whether these chiral microstruc-
tures can be used to generate light of single handedness.
L'oxyde de graphène (GO) est un matériau bidimensionnel qui peut s'auto-
assembler en structures tridimensionnelles telles que des gels ou des mem-
branes. À l'Université de Turin, Richard utilisera leur assemblage FTIR
unique pour étudier, in situ, comment la modification de la chimie du GO, et
donc de l'auto-assemblage de la membrane, affecte le processus d'intercala-
tion.
Graphene oxide (GO) is a two-dimensional material that can self-assemble
into three-dimensional structures such as gels or membranes. In the Univer-
sity of Torino, Richard will used their unique FTIR assembly to investigate,
in-situ, how modifying the GO chemistry and thus the membrane self-
assembly affects the intercalation process.
FÉLICITATIONS! CONGRATULATIONS!
Pour voir la liste complète de nos récipiendaires d’un stage international du
FRQNT, cliquer ici.
To see the complete list of our past prize winners of a FRQNT international
internship, click here.
Alicia McTaggart
(Cuccia)
Durée: 6 mois
Montant: max. 15000$
Où: FOM Institute
AMOLF en Amster-
dam, Pays-Bas.
Accueillie par: Wim
Noorduin
Richard Church
(Cerruti)
Duration: 3 months
Amount: max. 7 500$
Where: University of
Torino, Italy.
Hosted by: Giuliana
Magnacca
Page 4 CSACS Bulletin du CRMAA
4) Programme d'échanges hors Québec de professeurs
FRQNT scientist-in-residence program
C'est avec grand plaisir que nous recevons le Professeur Mark Gal-
lagher comme professeur invité dans le cadre du programme « d'échanges
hors Québec des professeurs ». Le professeur Gallagher sera accueilli par le
laboratoire de Dima Perepichka de mars à août 2017. Ils combineront
leur expertise pour étudier la croissance et la caractérisation des couches or-
ganiques conjuguées sur les surfaces des semi-conducteurs.
It gives us great pleasure to invite Professor Mark Gallagher as a
visiting professor under the program “d’échanges hors Québec de pro-
fesseurs”. Prof. Gallagher will be host by the laboratory of Dima Perepich-
ka from March until August 2017. They will combine their expertise to study
growth and characterization of conjugated organic layers on semiconductor
surfaces.
L'autre demande réussie est adressée au professeur Federico Rosei
de l'INRS. Il se rendra en Californie, plus précisément au California Nano-
Systems Institute, pour travailler avec le professeur Paul Weiss sur la syn-
thèse et la caractérisation des polymères conjugués 2D (analogues orga-
niques du graphène). Le montant maximal de 15 000 $ sera utilisé pour cou-
vrir ses frais de subsistance de 6 mois.
The other successful application goes to Professor Federico Rosei
from INRS. He will be traveling to California more specifically to California
NanoSystems Institute to work with Prof. Paul Weiss on synthesis and
characterization of 2D conjugated polymers (organic analogues of gra-
phene). The maximum value of $15,000 will be use to cover his 6 months
living expenses.
Mark Gallagher
Durée: 6 mois
Montant: max. 15000$
Institution: Lakehead
University, Thunder
Bay, ON
Accueilli par: Dima
Perepichka
Federico Rosei
Duration: 6 months
Amount: max. 15 000$
Where: California
NanoSystems Insti-
tute, Los Angeles, CA
Hosted by: Paul Weiss
Cardenas et al.,
Chem. Sci. 4, 3263
Page 5 CSACS Bulletin du CRMAA
5) Publications
Jean-François Nadon, Kristina
Rochon, Sébastien Grastilleur,
Guillaume Langlois, Thi
Thanh Hà Dao, Véronique
Blais, Brigitte Guérin, Louis
Gendron and Yves Dory.
Synthesis of Gly-ψ[(Z)
CF═CH]-Phe, a Fluoroalkene
Dipeptide Isostere, and Its Incorporation into a Leu-enkephalin Pep-
tidomimetic, ACS Chem. Neurosci.
Jean-Francois Masson. Surface Plasmon Resonance Clinical Biosensors for
Medical Diagnostics, ACS Sens.
M. Tavafoghi, N. Bro-
dusch, R. Gauvin, M.
Cerruti. Hydroxyap-
atite formation on gra-
phene oxide modified
with amino acids: ar-
ginine versus glutamic
acid, J. R. Soc. Inter-
face.
Meng Zhang, Colin Fives,
Karen Waldron and Julian
Zhu. Self-Assembly of a Bile
Acid Dimer in Aqueous Solu-
tions: From Nanofibers to
Nematic Hydrogels, Lang-
muir.
Audrey Laventure,
Jérémie Bourotte,
Jaana Vapaavuori,
Lucas Karperien,
Ribal Georges Sabat
Olivier Lebel and
Christian Pellerin.
Photoactive/Passive
Molecular Glass
Blends: An Efficient
Strategy to Optimize
Azomaterials for
Surface Relief Grat-
ing Inscription, ACS
Appl. Mater. Inter-
faces.
Page 6 CSACS Bulletin du CRMAA
5) Publications con’t
Eva Hemmer, Antonio
Benayas, François Léga-
ré and Fiorenzo Vetro-
ne. Exploiting the bio-
logical windows: cur-
rent perspectives on flu-
orescent bioprobes
emitting above 1000
nm, Nanoscale Horiz.
Philippe Pouliot,
Louis Gagnon, Tina
Lam, Pramod Avti,
Chris Bowen, Michèle
Desjardins, Ashok
Kakkar, E. Thorin,
Sava Sakadzic, David
Boas and Frédéric
Lesage. Magnetic res-
onance fingerprinting based on realistic vasculature in mice, NeuroImage.
A. Syme, H. Lin, J. Rubio-Sanchez and Dima Perepichka. TH-CD-201-12:
Preliminary Evaluation of Organic Field Effect Transistors as Radiation De-
tectors, Medical Physics.
Sébastien Maillette, Caroline Peyrot, Tapas Purkait, Muhammad Iqbal, Jon-
athan Veinot and Kevin Wilkinson. Heteroagglomeration of nanosilver
with colloidal SiO2 and clay, Environ. Chem.
Adamo Riccar-
do Petosa,
Faraz Rajput,
Olivia Selvam,
Carolin Öhl and
Nathalie
Tufenkji. As-
sessing the
transport potential of polymeric nanocapsules developed for crop protec-
tion, Water Research.
McGill University 801 Sherbooke St. West Montreal, Quebec, Canada H3A 0B8
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