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Reviews

Poly(2-oxazoline)-Containing Triblock Copolymers: Synthesis and Applications

, &
Pages 240-279 | Received 17 Apr 2018, Accepted 27 Jun 2018, Published online: 04 Feb 2019
 

Abstract

This review focuses on poly(2-oxazoline) containing triblock copolymers and their applications. A detailed overview of the synthetic techniques is provided. Triblock copolymers solely based on poly(2-oxazoline)s can be synthesized by sequential monomer addition utilizing mono- as well as bifunctional initiators for the cationic ring-opening polymerization of 2-oxazolines. Crossover and coupling techniques enable access to triblock copolymers comprising, e.g., polyesters, poly(dimethylsiloxane)s, or polyacrylates in combination with poly(2-oxazoline) based segments. Besides systematic studies to develop structure property relationships, these polymers have been applied, e.g., in drug delivery, as (functionalized) vesicles, in segmented networks or as nanoreactors.

Abbreviations
ABuOx=

2-(4-amino)butyl-2-oxazoline;

CH3CN=

acetonitrile;

AFM=

atomic force microscopy;

BBMBP=

4,4′-bis(bromomethyl)biphenyl;

bpy(CH2Cl)2=

5,5′-bis(chloromethyl)-2,2′-bipyridine;

BuOx=

2-n-butyl-2-oxazoline;

ButenOx=

2-(3-butenyl)-1,3-oxazoline;

CEtOx=

2-carboxyethyl-2-oxazoline;

CinFOx=

N-(10-(4,5-dihydrooxazol-2-yl)decyl)cinnamamide;

CMC=

critical micelle concentration;

CPOx=

2-cyclopropyl-2-oxazoline;

CROP=

cationic ring-opening polymerization;

CTA=

chain transfer agent;

CuACC=

copper-catalyzed azide alkyne cycloaddition;

DBX=

α,α′-dibromo-p-xylene;

DiFPhOx=

2-(2,6-difluorophenyl)-2-oxazoline;

DiIP=

1,3-diiodopropane;

DLS=

dynamic light scattering;

DMSO=

dimethyl sulfoxide;

DMTA=

dynamic thermal mechanical analysis;

DP=

degree of polymerization;

DSC=

differential scanning calometry;

EPOx=

2-(1-ethylpentyl)-2-oxazoline;

Et(OTs)2=

ethylene di(p-toluenesulfonate);

EtOx=

2-ethyl-2-oxazoline;

HeptOx=

2-heptyl-2-oxazoline;

iBuOx=

2-isobutyl-2-oxazoline;

iPentOx=

2-isopentyl-2-oxazoline;

iPrOx=

2-isopropyl-2-oxazoline;

LCST=

lower critical solution temperature;

MALDI-ToF MS=

matrix assisted laser absorption–desorption ionization – time of flight mass spectrometry;

MeONs=

methyl 4-nitrobenzenesulfonate;

MeOTf=

methyl triflourmethylsulfonate;

MeOTs=

methyl p-toluenesulfonate;

MeOx=

2-methyl-2-oxazoline;

MPEG-OTs=

poly(ethylene glycol) methyl ether p-toluenesulfonate;

MTT=

3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide;

NMP=

nitroxide mediated polymerization;

NonOx=

2-nonyl-2-oxazoline;

OctOx=

2-octyl-2-oxazoline;

Ox=

2-oxazoline;

PBD=

polybutadiene;

PCL=

polycaprolactone;

PDMS=

polydimethylsiloxane;

PEG=

poly(ethylene glycol);

PEI=

poly(ethylene imine);

PentOx=

2-n-pentyl-2-oxazoline;

PEVE=

poly(ethyl vinyl ether);

PFPhOx=

(2,3,4,5,6-pentafluorophenyl)-2-oxazoline;

PhOx=

2-phenyl-2-oxazoline;

PLA=

poly(lactic acid);

PMHS=

poly(methylhydrosiloxane);

POx=

poly(2-oxazoline)s;

PPO=

poly(propylene oxide);

Propargyl-OTs=

propargyl p-toluenesulfonate;

PrOx=

2-n-propyl-2-oxazoline;

PS=

polystyrene;

PTHF=

polytetrahydrofuran;

RAFT=

reversible addition-fragmentation chain transfer;

ROP=

ring-opening polymerization;

SAXS=

small-angle X-ray scattering;

SEC=

size exclusion chromatography;

SANS=

small angle neutron scattering;

secBuOx=

2-sec-butyl-2-oxazoline;

Sn(oct)2=

tin(II) octoate;

TDBB=

trans-1,4-dibromo-2-butene;

TEM=

transmission electron microscopy;

TetFPhOx=

2-(2,3,4,6-tetrafluorophenyl)-2-oxazoline;

TREN=

N,N-bis(2-aminoethyl)ethylenediamine;

TriFPhOx=

2-(2,4,6-trifluorophenyl)-2-oxazoline;

UnOx=

2-undecyl-2-oxazoline;

UV=

ultraviolet;

WAXS=

wide-angle X-ray scattering

Additional information

Funding

The work was supported by the DFG-funded collaborative Research Centre PolyTarget (SFB 1278, projects A01 and Z01).

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