TY  - JOUR
A1  - Behrendt, Felix Nicolas
A1  - Hess, Andreas
A1  - Lehmann, Max
A1  - Schmidt, Bernd
A1  - Schlaad, Helmut
T1  - Polymerization of cystine-derived monomers
JF  - Polymer Chemistry
N2  - Cystine was used as a platform chemical to prepare cyclic and acyclic monomers for entropy-driven ringopening polymerization (ED-ROMP) via olefin or disulfide metathesis and for step-growth polymerization. The olefin ED-ROMP of an olefin/disulfide containing 16-atom macrocycle using the 3rd generation Grubbs catalyst was examined in greater detail. Kinetic studies revealed that the catalyst turned inactive during the polymerization, which limited the achievable (apparent) polymer molar mass to similar to 70 kg mol(-1). Such limitation could be overcome with the disulfide ED-ROMP of the same macrocycle to yield polymers with molar masses of up to 180 kg mol(-1). The step-growth polymerizations of acyclic diene and dithiol monomers via olefin metathesis or oxidation were far less effective and yielded just low molar mass polymers or oligomers; photopolymerization of a thiol-ene monomer produced a polyester with a molar mass of 35 kg mol(-1).
Y1  - 2019
U6  - https://doi.org/10.1039/c9py00118b
SN  - 1759-9954
SN  - 1759-9962
VL  - 10
IS  - 13
SP  - 1636
EP  - 1641
PB  - Royal Society of Chemistry
CY  - Cambridge
ER  -