A class of azocarbazole-based carboxylates: High-efficiency ionic unimolecular photobase generators for thiol-epoxy click polymerization under blue light

Can Xu; Xiang Wu; Ying Xiong; Zhen Li; Hongding Tang

doi:10.1002/pol.20210549

A class of azocarbazole-based carboxylates: High-efficiency ionic unimolecular photobase generators for thiol-epoxy click polymerization under blue light

Can Xu
, Xiang Wu
, Ying Xiong
, Zhen Li
, Hongding Tang

Wuhan University

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

3 Scopus citations

Abstract

Two new unimolecular azocarbazole-based visible photobase generators (Ac-C-Base) with different strong bases such as 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and 1,1,3,3-tetramethylguanidine (TMG) as the potential active species were prepared. Their structures were confirmed by ¹H NMR, ¹³C NMR, and HR-MS. According to the photolysis and EPR results, Ac-C-Base could generate free radicals and strong bases simultaneously through the photodecarboxylation mechanism under 455 nm LED irradiation. Thus they can effectively catalyze the thiol-epoxy polymerization without post exposure baking under light exposure. In addition, the Ac-C-TBD containing a stronger base shows a faster polymerization rate and higher epoxy conversion.

Original language	English
Pages (from-to)	3020-3028
Number of pages	9
Journal	Journal of Polymer Science
Volume	59
Issue number	23
DOIs	https://doi.org/10.1002/pol.20210549
State	Published - 1 Dec 2021
Externally published	Yes

Keywords

azocarbazole
photobase generators
thiol-epoxy photopolymerization
visible light

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10.1002/pol.20210549

Cite this

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title = "A class of azocarbazole-based carboxylates: High-efficiency ionic unimolecular photobase generators for thiol-epoxy click polymerization under blue light",

abstract = "Two new unimolecular azocarbazole-based visible photobase generators (Ac-C-Base) with different strong bases such as 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and 1,1,3,3-tetramethylguanidine (TMG) as the potential active species were prepared. Their structures were confirmed by 1H NMR, 13C NMR, and HR-MS. According to the photolysis and EPR results, Ac-C-Base could generate free radicals and strong bases simultaneously through the photodecarboxylation mechanism under 455 nm LED irradiation. Thus they can effectively catalyze the thiol-epoxy polymerization without post exposure baking under light exposure. In addition, the Ac-C-TBD containing a stronger base shows a faster polymerization rate and higher epoxy conversion.",

keywords = "azocarbazole, photobase generators, thiol-epoxy photopolymerization, visible light",

author = "Can Xu and Xiang Wu and Ying Xiong and Zhen Li and Hongding Tang",

note = "Publisher Copyright: {\textcopyright} 2021 Wiley Periodicals LLC.",

year = "2021",

month = dec,

day = "1",

doi = "10.1002/pol.20210549",

language = "英语",

volume = "59",

pages = "3020--3028",

journal = "Journal of Polymer Science",

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}

TY - JOUR

T1 - A class of azocarbazole-based carboxylates

T2 - High-efficiency ionic unimolecular photobase generators for thiol-epoxy click polymerization under blue light

AU - Xu, Can

AU - Wu, Xiang

AU - Xiong, Ying

AU - Li, Zhen

AU - Tang, Hongding

PY - 2021/12/1

Y1 - 2021/12/1

N2 - Two new unimolecular azocarbazole-based visible photobase generators (Ac-C-Base) with different strong bases such as 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and 1,1,3,3-tetramethylguanidine (TMG) as the potential active species were prepared. Their structures were confirmed by 1H NMR, 13C NMR, and HR-MS. According to the photolysis and EPR results, Ac-C-Base could generate free radicals and strong bases simultaneously through the photodecarboxylation mechanism under 455 nm LED irradiation. Thus they can effectively catalyze the thiol-epoxy polymerization without post exposure baking under light exposure. In addition, the Ac-C-TBD containing a stronger base shows a faster polymerization rate and higher epoxy conversion.

AB - Two new unimolecular azocarbazole-based visible photobase generators (Ac-C-Base) with different strong bases such as 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and 1,1,3,3-tetramethylguanidine (TMG) as the potential active species were prepared. Their structures were confirmed by 1H NMR, 13C NMR, and HR-MS. According to the photolysis and EPR results, Ac-C-Base could generate free radicals and strong bases simultaneously through the photodecarboxylation mechanism under 455 nm LED irradiation. Thus they can effectively catalyze the thiol-epoxy polymerization without post exposure baking under light exposure. In addition, the Ac-C-TBD containing a stronger base shows a faster polymerization rate and higher epoxy conversion.

KW - azocarbazole

KW - photobase generators

KW - thiol-epoxy photopolymerization

KW - visible light

UR - https://www.scopus.com/pages/publications/85115837438

U2 - 10.1002/pol.20210549

DO - 10.1002/pol.20210549

M3 - 文章

AN - SCOPUS:85115837438

SN - 2642-4150

VL - 59

SP - 3020

EP - 3028

JO - Journal of Polymer Science

JF - Journal of Polymer Science

IS - 23

ER -

A class of azocarbazole-based carboxylates: High-efficiency ionic unimolecular photobase generators for thiol-epoxy click polymerization under blue light

Abstract

Keywords

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