N -Vinyltriazoles: A new functional monomer family through click chemistry

Hunaid Nulwala; Daniel J. Burke; Anzar Khan; Abigail Serrano; Craig J. Hawker

doi:10.1021/ma100011x

N -Vinyltriazoles: A new functional monomer family through click chemistry

Hunaid Nulwala, Daniel J. Burke, Anzar Khan, Abigail Serrano, Craig J. Hawker

Research output: Contribution to journal › Article › peer-review

47 Citations (Scopus)

Abstract

The synthesis, polymerization behavior, and physical properties of a third vinyltriazole monomer family, the isomeric 1,4-N-vinyltriazoles, are reported. Xanthate-based reversible addition-fragmentation and transfer (RAFT) procedures were developed to obtain higher levels of N-vinyltrizaole incorporation and block copolymers based on trizaole homopolymers. Thermogravimetric analysis (TGA) of all the functionalized polymers demonstrated the influence of the aromatic triazole ring with similar onsets of weight loss around 350°C. The T_g's of the newly synthesized poly(1,4-N-vinyltriazole)s are found to be higher than the corresponding poly(1,4-Cvinyltriazole)s but lower than the poly(1,5-C-vinyltriazole)s. The polymer is found to exhibit high solubility in polar solvents such as dimethyl sulfoxide (DMSO) and N,N-dimethylformamide(DMF) and also in acidic and 5 wt % NaCl aqueous solutions.

Original language	English
Pages (from-to)	5474-5477
Number of pages	4
Journal	Macromolecules
Volume	43
Issue number	12
DOIs	https://doi.org/10.1021/ma100011x
Publication status	Published - 2010 Jun 22
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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10.1021/ma100011x

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title = "N -Vinyltriazoles: A new functional monomer family through click chemistry",

abstract = "The synthesis, polymerization behavior, and physical properties of a third vinyltriazole monomer family, the isomeric 1,4-N-vinyltriazoles, are reported. Xanthate-based reversible addition-fragmentation and transfer (RAFT) procedures were developed to obtain higher levels of N-vinyltrizaole incorporation and block copolymers based on trizaole homopolymers. Thermogravimetric analysis (TGA) of all the functionalized polymers demonstrated the influence of the aromatic triazole ring with similar onsets of weight loss around 350°C. The Tg's of the newly synthesized poly(1,4-N-vinyltriazole)s are found to be higher than the corresponding poly(1,4-Cvinyltriazole)s but lower than the poly(1,5-C-vinyltriazole)s. The polymer is found to exhibit high solubility in polar solvents such as dimethyl sulfoxide (DMSO) and N,N-dimethylformamide(DMF) and also in acidic and 5 wt % NaCl aqueous solutions.",

author = "Hunaid Nulwala and Burke, {Daniel J.} and Anzar Khan and Abigail Serrano and Hawker, {Craig J.}",

year = "2010",

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doi = "10.1021/ma100011x",

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TY - JOUR

T1 - N -Vinyltriazoles

T2 - A new functional monomer family through click chemistry

AU - Nulwala, Hunaid

AU - Burke, Daniel J.

AU - Khan, Anzar

AU - Serrano, Abigail

AU - Hawker, Craig J.

PY - 2010/6/22

Y1 - 2010/6/22

N2 - The synthesis, polymerization behavior, and physical properties of a third vinyltriazole monomer family, the isomeric 1,4-N-vinyltriazoles, are reported. Xanthate-based reversible addition-fragmentation and transfer (RAFT) procedures were developed to obtain higher levels of N-vinyltrizaole incorporation and block copolymers based on trizaole homopolymers. Thermogravimetric analysis (TGA) of all the functionalized polymers demonstrated the influence of the aromatic triazole ring with similar onsets of weight loss around 350°C. The Tg's of the newly synthesized poly(1,4-N-vinyltriazole)s are found to be higher than the corresponding poly(1,4-Cvinyltriazole)s but lower than the poly(1,5-C-vinyltriazole)s. The polymer is found to exhibit high solubility in polar solvents such as dimethyl sulfoxide (DMSO) and N,N-dimethylformamide(DMF) and also in acidic and 5 wt % NaCl aqueous solutions.

AB - The synthesis, polymerization behavior, and physical properties of a third vinyltriazole monomer family, the isomeric 1,4-N-vinyltriazoles, are reported. Xanthate-based reversible addition-fragmentation and transfer (RAFT) procedures were developed to obtain higher levels of N-vinyltrizaole incorporation and block copolymers based on trizaole homopolymers. Thermogravimetric analysis (TGA) of all the functionalized polymers demonstrated the influence of the aromatic triazole ring with similar onsets of weight loss around 350°C. The Tg's of the newly synthesized poly(1,4-N-vinyltriazole)s are found to be higher than the corresponding poly(1,4-Cvinyltriazole)s but lower than the poly(1,5-C-vinyltriazole)s. The polymer is found to exhibit high solubility in polar solvents such as dimethyl sulfoxide (DMSO) and N,N-dimethylformamide(DMF) and also in acidic and 5 wt % NaCl aqueous solutions.

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DO - 10.1021/ma100011x

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JO - Macromolecules

JF - Macromolecules

IS - 12

ER -

N -Vinyltriazoles: A new functional monomer family through click chemistry

Abstract

ASJC Scopus subject areas

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