pH degradable dendron-functionalized poly(2-ethyl-2-oxazoline) prepared by a cascade “double-click” reaction

Literature Information

Publication Date 2013-03-15
DOI 10.1039/C3PY00258F
Impact Factor 5.582
Authors

Sebla Onbulak, Amitav Sanyal, Richard Hoogenboom


View Original

Abstract

In this study, we report on the synthesis of a dendron-functionalized poly(2-ethyl-2-oxazoline) in a one-pot cascade reaction approach. By means of a bifunctional small organic compound linker, namely (9-azidomethyl)anthracene, alkyne-functionalized PEtOx and maleimide-substituted dendron were coupled in a one-pot cascade approach exploiting the copper-catalyzed azide-alkyne cycloaddition (CuAAC) and the Diels–Alder cycloaddition. The resulting amphiphilic block copolymer was characterized by size-exclusion chromatography (SEC), proton nuclear magnetic resonance (1H NMR) spectroscopy and matrix-assisted laser desorption ionization time-of-flight (MALDI TOF) mass spectrometry (MS). Since the dendron contains acid-labile acetal protecting groups, it is pH responsive and the hydrophilicity significantly increases upon hydrolysis. The aqueous solution behavior and pH-responsivity of the PEtOx–dendron are discussed at neutral pH as well as acidic pH based on dynamic light scattering and fluorescence spectroscopy.

Related Literature

Secondary coordination sphere controlled reversible geometry reorganisations in copper(ii) complexes

John Fielden, De-Liang Long, Leroy Cronin

2004-08-20 Communication

DOI: 10.1039/B407229D

Biomimetic thermo-responsive star diblock gelators

Yuting Li, Ravin Narain, Yinghua Ma, Andrew L. Lewis, Steven P. Armes

2004-10-18 Communication

DOI: 10.1039/B410150B

A p-phosphinophenolate ligand for the palladium-catalysed arylation of alkenes

Eiji Shirakawa, Keijiro Ishii, Teruhisa Tsuchimoto

2004-10-19 Communication

DOI: 10.1039/B411125G

First lanthanide dipolar complexes for second-order nonlinear optics

Katell Sénéchal, Loïc Toupet, Isabelle Ledoux, Joseph Zyss, Hubert Le Bozec, Olivier Maury

2004-09-08 Communication

DOI: 10.1039/B407073A

A mixed ladderane/n-alkyl glycerol diether membrane lipid in an anaerobic ammonium-oxidizing bacterium

Jaap S. Sinninghe Damsté, W. Irene C. Rijpstra, Marc Strous, Mike S. M. Jetten, Olivier R. P. David, Jan A. J. Geenevasen, Jan H. van Maarseveen

2004-09-30 Communication

DOI: 10.1039/B409806D

Mechanism of hydrogen transfer to imines from a hydroxycyclopentadienyl ruthenium hydride. Support for a stepwise mechanism

Joseph S. M. Samec, Alida H. Éll, Jan-E. Bäckvall

2004-10-06 Communication

DOI: 10.1039/B410698A

Hierarchical self-assembly in polymeric complexes: Towards functional materials

Olli Ikkala, Gerrit ten Brinke

2004-09-16 Feature Article

DOI: 10.1039/B403983A

A regioregular polyalkylthiophene bearing covalently-linked biotin, and its interaction with avidin in solution and in thin films

Fouzi Mouffouk, Simon J. Higgins, Stewart J. Brown, Naser Sedghi, Bill Eccleston, Stuart Reeman

2004-09-06 Communication

DOI: 10.1039/B408935A

Low-temperature synthetic method for size-controlled CdSe nanocrystals: utilization of boron selenide

Nora Iancu, Renu Sharma, Dong-Kyun Seo

2004-09-01 Communication

DOI: 10.1039/B408702J

You might also like

Compound Q&A

What is 1-(2,4,6-Trifluorophenyl)ethanol (CAS: 1250113-83-7)?

1-(2,4,6-Trifluorophenyl)ethanol is an organic compound with the CAS number 1250...

1250113-83-71-(2,4,6-Trifluoroph...
Compound Q&A

Is 1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) safe?

1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) is ...

919111-34-51-(2,4-Dimethoxybenz...
Compound Q&A

What are the physical and chemical properties of (7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one (CAS: 51419-51-3)?

(7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one is a crystal...

51419-51-3(7S,15R)-6β,15-Diace...
Compound Q&A

What regulatory guidelines apply to rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3618-04-0)?

The compound rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3...

3618-04-0rac-ethyl (1r,4r)-4-...
Compound Q&A

What is the market or research trend for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3)?

The market for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3) is cur...

175135-62-32-(2,4-Difluoropheno...
Compound Q&A

What are the main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9)?

The main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9) include research in ...

157-03-96-Diazo-5-oxo-L-norl...
Compound Q&A

What precautions should be taken when handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5)?

When handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5), i...

173308-19-52-Aminoethyl-mono-am...
Compound Q&A

How is 5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) typically synthesized?

5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) can be synthesi...

178488-37-45-Methylimidazo[1,2-...
Compound Q&A

Are there alternatives to 2,4,6-Trihydroxyisophthalaldehyde (CAS: 4396-13-8) in synthesis?

There are alternative reagents that can be used in the synthesis of 2,4,6-Trihyd...

4396-13-82,4,6-Trihydroxyisop...
Compound Q&A

What is (2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid (CAS: 179461-52-0)?

(2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid is a chemical compound wi...

179461-52-0(2Z)-3-(5-Fluoro-1H-...

Source Journal

Polymer Chemistry

Polymer Chemistry
CiteScore: 8.6
Self-citation Rate: 7.3%
Articles per Year: 457

Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.