Post-polymerization modification of polymethacrylates enabled by keto–enol tautomerization

Literature Information

Publication Date 2020-04-15
DOI 10.1039/D0PY00383B
Impact Factor 5.582
Authors

Guilhem Coste, Jose E. Sanchez, Gail E. Fanucci, Brent S. Sumerlin


View Original

Abstract

We report a post-polymerization modification strategy to functionalize methacrylic copolymers through enol-ester transesterification. A new monomer, vinyl methacryloxy acetate (VMAc), containing both enol-ester and methacryloyl functionality, was successfully copolymerized with methyl methacrylate (MMA) by selective reversible addition–fragmentation chain transfer (RAFT) polymerization. Post-polymerization modification of pendent enol esters proceeded through an “irreversible” transesterification process, driven by the low nucleophilicity of the tautomerization product, to result in high conversion under mild conditions.

Related Literature

Discovery, synthesis and biological characterization of a series of N-(1-(1,1-dioxidotetrahydrothiophen-3-yl)-3-methyl-1H-pyrazol-5-yl)acetamide ethers as novel GIRK1/2 potassium channel activators

Swagat Sharma, Lauren Lesiak, Christopher D. Aretz, Yu Du, Sushil Kumar, Nagsen Gautam, Yazen Alnouti, Nikilesh V. Dhuria, Yashpal S. Chhonker, C. David Weaver, Corey R. Hopkins

2021-06-21 Research Article

DOI: 10.1039/D1MD00129A

The medicinal chemistry of mitochondrial dysfunction: a critical overview of efforts to modulate mitochondrial health

Maximillian Taro William Lee, William Mahy, Mark David Rackham

2021-06-04 Review Article

DOI: 10.1039/D1MD00113B

Inside front cover

2022-01-27 Cover

DOI: 10.1039/D2MD90003C

Front cover

Cover

DOI: 10.1039/D0MD90043E

Ruthenium(ii)–arene complexes as anti-metastatic agents, and related techniques

Chanchal Sonkar, Sayantan Sarkar

2021-09-15 Review Article

DOI: 10.1039/D1MD00220A

A review of the latest research on Mpro targeting SARS-COV inhibitors

Huihui Yang

2021-04-14 Review Article

DOI: 10.1039/D1MD00066G

Irreversible inhibition of BoNT/A protease: proximity-driven reactivity contingent upon a bifunctional approach

Lewis D. Turner, Lucy Lin, Sabine Pellett, Takashi Sugane, Eric A. Johnson, Kim D. Janda

2021-05-19 Research Article

DOI: 10.1039/D1MD00089F

Cucurbit[8]uril-based supramolecular hydrogels for biomedical applications

Zeyu Wang, Mingju Shui, Ian W. Wyman, Qing-Wen Zhang, Ruibing Wang

2021-03-10 Review Article

DOI: 10.1039/D1MD00019E

Boron-based hybrids as novel scaffolds for the development of drugs with neuroprotective properties

Ivana Cacciatore, Hasan Turkez, Annalisa Di Rienzo, Michele Ciulla, Antonio Di Stefano

2021-08-13 Research Article

DOI: 10.1039/D1MD00177A

You might also like

Compound Q&A

What are the main uses of (3alpha,5alpha)-3-Hydroxypregnane-11,20-dione (CAS: 23930-19-0)?

(3alpha,5alpha)-3-Hydroxypregnane-11,20-dione is primarily used in the pharmaceu...

23930-19-0(3alpha,5alpha)-3-Hy...
Compound Q&A

What is the market or research trend for 4-Amino-6-chloro-2-pyridinecarboxylic acid (CAS: 546141-56-4)?

The market for 4-Amino-6-chloro-2-pyridinecarboxylic acid (CAS: 546141-56-4) is ...

546141-56-44-Amino-6-chloro-2-p...
Compound Q&A

Are there alternatives to (2-Benzoylethyl)trimethylammonium chloride (CAS: 24472-88-6) in synthesis?

Alternatives to (2-Benzoylethyl)trimethylammonium chloride (CAS: 24472-88-6) in ...

24472-88-6(2-Benzoylethyl)trim...
Compound Q&A

Is N-[4-Nitro-3-(trifluoromethyl)phenyl]acetamide (CAS: 393-12-4) safe?

N-[4-Nitro-3-(trifluoromethyl)phenyl]acetamide (CAS: 393-12-4) is generally safe...

393-12-4N-[4-Nitro-3-(triflu...
Compound Q&A

Are there alternatives to N,N'-Bis(3-aminopropyl)-1,3-propanediamine (CAS: 4605-14-5) in synthesis?

There are alternatives to N,N'-Bis(3-aminopropyl)-1,3-propanediamine (CAS: 4605-...

4605-14-5N,N'-Bis(3-aminoprop...
Compound Q&A

What precautions should be taken when handling Aluminium trihexadecanoate (CAS: 555-35-1)?

When handling Aluminium trihexadecanoate, it is important to use appropriate per...

555-35-1Aluminium trihexadec...
Compound Q&A

What is (1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetic acid (CAS: 52188-11-1)?

(1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetic acid is a chemical compound ...

52188-11-1(1,1-Dioxido-3-oxo-1...
Compound Q&A

Are there alternatives to 5,5-dimethyloxolan-2-one (CAS: 3123-97-5) in synthesis?

Several alternatives to 5,5-dimethyloxolan-2-one (CAS: 3123-97-5) can be used in...

3123-97-55,5-dimethyloxolan-2...

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.