Premium
3D‐Printing of High‐κ Thiol‐Ene Resins with Spiro‐Orthoesters as Anti‐Shrinkage Additive
Author(s) -
Marx Philipp,
Romano Angelo,
Roppolo Ignazio,
Chemelli Angela,
Mühlbacher Inge,
Kern Wolfgang,
Chaudhary Sunny,
Andritsch Thomas,
Sangermano Marco,
Wiesbrock Frank
Publication year - 2019
Publication title -
macromolecular materials and engineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.913
H-Index - 96
eISSN - 1439-2054
pISSN - 1438-7492
DOI - 10.1002/mame.201900515
Subject(s) - orthoester , photoinitiator , ethylene glycol , materials science , shrinkage , ether , polymer chemistry , curing (chemistry) , organic chemistry , polymer , chemistry , composite material , monomer
Tri(ethylene glycol) divinyl ether and the spiro‐orthoester 2‐((allyloxy)methy)‐1,4,6‐trioxospiro[4.4]nonane can be formulated in different ratios and crosslinked by thiol‐ene reactions. The spiro‐orthoester is used as anti‐shrinkage additive, enabling shrinkage reduction of up to 39%. Addition of a radical photoinitiator for the thiol‐ene reaction and a cationic photoinitiator for the double ring‐opening of the spiro‐orthoester enables dual‐curing for application in 3D‐printing. The formulation free of the spiro‐orthoester shows gelation during the printing process and, correspondingly, low resolution. The formulations containing the spiro‐orthoester exhibit higher resolutions in the range of 50 µm. The resins containing mixtures of tri(ethylene glycol) divinyl ether and the spiro‐orthoester show permittivities as high as 10 4 . The dielectric loss factor of the resins is in the range of 0.5–7.6, and the conductivity in the range of 1.3⋅10 −11 to 2.0⋅10 −11 S cm −1 . These high‐κ materials can be 3D‐printed by digital light processing for the next generation of electronic materials.