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Synthesis of new fluorinated allyl ethers for the surface modification of thiol-ene ultraviolet-curable formulations

Sangermano, M. ; Bongiovanni, R. ; Malucelli, G. ; Priola, A. ; Harden, A. and Rehnberg, N. LU orcid (2002) In Journal of Polymer Science, Part A: Polymer Chemistry 40(15). p.2583-2590
Abstract

Thiol-ene photocurable systems based on a trifunctional thiol [trimethylolpropane tris-(3-mercaptopropanoate)] and two different multifunctional allyl ethers (trimethylolpropane triallyl ether and Boltorn U2, an allyl functional dendritic polyester) were examined. To these systems, small amounts (<1 wt%) of fluorinated allyl ethers were added for the modification of their surface properties. Two new fluorinated allyl ethers, 1H,1H-perfluoro-1-heptylallyl ether and 1H,1H-perfluoro-1-decylallyl ether, were synthesized for this purpose by allylation of the corresponding 1H,1H-perfluoro alcohols. The fluorinated monomers, despite their very low concentrations, caused sharp changes in the surface properties of the films and in the solvent... (More)

Thiol-ene photocurable systems based on a trifunctional thiol [trimethylolpropane tris-(3-mercaptopropanoate)] and two different multifunctional allyl ethers (trimethylolpropane triallyl ether and Boltorn U2, an allyl functional dendritic polyester) were examined. To these systems, small amounts (<1 wt%) of fluorinated allyl ethers were added for the modification of their surface properties. Two new fluorinated allyl ethers, 1H,1H-perfluoro-1-heptylallyl ether and 1H,1H-perfluoro-1-decylallyl ether, were synthesized for this purpose by allylation of the corresponding 1H,1H-perfluoro alcohols. The fluorinated monomers, despite their very low concentrations, caused sharp changes in the surface properties of the films and in the solvent resistance without any changes in the curing conditions and bulk properties. Completely hydrophobic surfaces were obtained (as a result of the selective enrichment of the fluorinated monomers on the film surfaces) that depended on the monomer structure and its concentration.

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author
; ; ; ; and
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Dendritic allyl ether, DMTA analysis, Fluorinated allyl ethers, Solvent resistance, Surface modification, Thiol-ene photopolymerization
in
Journal of Polymer Science, Part A: Polymer Chemistry
volume
40
issue
15
pages
8 pages
publisher
John Wiley & Sons Inc.
external identifiers
  • scopus:0036681977
ISSN
0887-624X
DOI
10.1002/pola.10349
language
English
LU publication?
no
id
199a61e5-f8ae-46bd-a66f-508877265729
date added to LUP
2021-11-23 09:58:00
date last changed
2022-02-02 01:32:02
@article{199a61e5-f8ae-46bd-a66f-508877265729,
  abstract     = {{<p>Thiol-ene photocurable systems based on a trifunctional thiol [trimethylolpropane tris-(3-mercaptopropanoate)] and two different multifunctional allyl ethers (trimethylolpropane triallyl ether and Boltorn U2, an allyl functional dendritic polyester) were examined. To these systems, small amounts (&lt;1 wt%) of fluorinated allyl ethers were added for the modification of their surface properties. Two new fluorinated allyl ethers, 1H,1H-perfluoro-1-heptylallyl ether and 1H,1H-perfluoro-1-decylallyl ether, were synthesized for this purpose by allylation of the corresponding 1H,1H-perfluoro alcohols. The fluorinated monomers, despite their very low concentrations, caused sharp changes in the surface properties of the films and in the solvent resistance without any changes in the curing conditions and bulk properties. Completely hydrophobic surfaces were obtained (as a result of the selective enrichment of the fluorinated monomers on the film surfaces) that depended on the monomer structure and its concentration.</p>}},
  author       = {{Sangermano, M. and Bongiovanni, R. and Malucelli, G. and Priola, A. and Harden, A. and Rehnberg, N.}},
  issn         = {{0887-624X}},
  keywords     = {{Dendritic allyl ether; DMTA analysis; Fluorinated allyl ethers; Solvent resistance; Surface modification; Thiol-ene photopolymerization}},
  language     = {{eng}},
  month        = {{08}},
  number       = {{15}},
  pages        = {{2583--2590}},
  publisher    = {{John Wiley & Sons Inc.}},
  series       = {{Journal of Polymer Science, Part A: Polymer Chemistry}},
  title        = {{Synthesis of new fluorinated allyl ethers for the surface modification of thiol-ene ultraviolet-curable formulations}},
  url          = {{http://dx.doi.org/10.1002/pola.10349}},
  doi          = {{10.1002/pola.10349}},
  volume       = {{40}},
  year         = {{2002}},
}