Synthesis of Amphiphilic
Rod–Coil P3HT-<i>b</i>-P4VP Carrying a Long Conjugated
Block Using NMRP and Click
Chemistry
Ruth H. Lohwasser
Mukundan Thelakkat
10.1021/ma2024733.s001
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Amphiphilic_Rod_Coil_P3HT_i_b_i_P4VP_Carrying_a_Long_Conjugated_Block_Using_NMRP_and_Click_Chemistry/2532646
We use a combination of click chemistry and nitroxide-mediated
radical polymerization (NMRP) for the incorporation of high molecular
weight poly(3-hexylthiophenes) (P3HTs) segments into amphiphilic block
copolymers. First, a high molecular weight alkyne-terminated P3HT
was synthesized using Kumada catalyst transfer polymerization followed
by in-situ end-capping with alkyne and by quenching with methanol.
We found out that hydrochloric acid, the best quenching agent for
nonfunctionalized P3HTs, leads to addition reactions with the alkyne
group and therefore is not suitable for alkyne-terminated P3HT. With
the use of copper-catalyzed azide–alkyne click reaction, P3HT-alkoxyamine
is formed as a macroinitiator for NMRP. This was used to polymerize
4-vinylpyridine to get amphiphilic rod–coil P3HT-<i>b</i>-P4VP block copolymers with 55 and 77 wt % of poly(4-vinylpyridine)
(P4VP). We investigate how the optical and thermal properties as well
as the phase separation behavior depend on the block ratios. These
P3HT-<i>b</i>-P4VP copolymers are interesting for hybrid
organic photovoltaics as well as for studying the colloidal structures
of semiconductor amphiphilic systems. The high molecular weight rod
influences the rod–rod interaction as described by the Maier–Saupe
parameter μ and therefore has consequences in the microphase
separation.
2012-04-10 00:00:00
hydrochloric acid
nonfunctionalized P 3HTs
microphase separation
quenching agent
block ratios
Long Conjugated Block
P 3HTs segments
amphiphilic block copolymers
P 4VP
phase separation behavior
alkyne group
Kumada catalyst transfer polymerization
Click ChemistryWe use
weight rod influences
NMRP
P 3HT copolymers
semiconductor amphiphilic systems
click chemistry
P 3HT
addition reactions