Synthesis and functionalization of polymer networks via germane–ene chemistry

Guterman, Ryan; Harrison, Tristan D.; Gillies, Elizabeth R.; Ragogna, Paul J.

doi:10.1039/c7py00438a

Cited by 5 publications

(2 citation statements)

References 38 publications

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“…Depending on the functionality in the photopolymer network, they can be chemically modified by simple salt metathesis or metal coordination, which gives them the potential to impart varied composition of the resulting ceramic after pyrolysis . Although polymer networks have been synthesized by hydrometallation, they have yet to be functionalized in this way after polymerization. Hydrides of Sb, Sc, Zr, B, Al, Si, Ge, Se, Sn, Pb and Te as well as S−H and P−H bonds are able to undergo hydroelementation reactions with olefins …”

Section: Introductionmentioning

confidence: 99%

Orthogonally Bimetallized Phosphane‐ene Photopolymer Networks

Béland

Ragogna

2020

Chemistry A European J

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The development of batteries and fuel cells has brought to light an eed for carbon anode materials doped homogeneously with electrocatalytic metals.I np articular, combinations of electrocatalysts in carbon have shown promising activity.Am ethod to derive functional carbon materials is the pyrolysis of metallopolymers. This work describes the synthesis of ab ifunctional phosphonium-based system derived from ap hosphane-ene network. The olefin functionality can be leveraged in ah ydrogermylation reaction to functionalize the materialw ithG e. Unaffected by this radicala ddition, the bromide counterion of the phosphonium cation can be used to subsequently incorporate a second metal in an ion-complexation reactionw ithC uBr 2. The characterization of the polymers and the derived ceramics are discussed.

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Section: Introductionmentioning

confidence: 99%

Orthogonally Bimetallized Phosphane‐ene Photopolymer Networks

Béland

Ragogna

2020

Chemistry A European J

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“… 19 However, drawbacks such as strong odor of thiols 20 and limited storage stability of the thiol–ene formulations 21 , 22 have motivated further development of these materials. Inspired by thiol–ene chemistry and its vast potential, phosphane–, 23 germane–, 24 and iodo–ene 25 polymerizations have recently been introduced as possible alternatives.…”

Section: Introductionmentioning

confidence: 99%

Silane–Acrylate Chemistry for Regulating Network Formation in Radical Photopolymerization

et al. 2017

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Photoinitiated silane–ene chemistry has the potential to pave the way toward spatially resolved organosilicon compounds, which might find application in biomedicine, microelectronics, and other advanced fields. Moreover, this approach could serve as a viable alternative to the popular photoinitiated thiol–ene chemistry, which gives access to defined and functional photopolymer networks. A difunctional bis(trimethylsilyl)silane with abstractable hydrogens (DSiH) was successfully synthesized in a simple one-pot procedure. The radical reactivity of DSiH with various homopolymerizable monomers (i.e., (meth)acrylate, vinyl ester, acrylamide) was assessed via 1H NMR spectroscopic studies. DSiH shows good reactivity with acrylates and vinyl esters. The most promising silane–acrylate system was further investigated in cross-linking formulations toward its reactivity (e.g., heat of polymerization, curing time, occurrence of gelation, double-bond conversion) and compared to state-of-the-art thiol–acrylate resins. The storage stability of prepared resin formulations is greatly improved for silane–acrylate systems vs thiol–ene resins. Double-bond conversion at the gel point (DBCgel) and overall DBC were increased, and polymerization-induced shrinkage stress has been significantly reduced with the introduction of silane–acrylate chemistry. Resulting photopolymer networks exhibit a homogeneous network architecture (indicated by a narrow glass transition) that can be tuned by varying silane concentration, and this confirms the postulated regulation of radical network formation. Similar to thiol–acrylate networks, this leads to more flexible photopolymer networks with increased elongation at break and improved impact resistance. Additionally, swelling tests indicate a high gel fraction for silane–acrylate photopolymers.

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Photoinitiators in Specific Polymerization Processes

2021

Photoinitiators

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Synthesis and functionalization of polymer networks via germane–ene chemistry

Abstract: Germane–ene polymer networks are prepared by utilizing Ge–H bonds with suitable crosslinkers; the materials are ideally suited for post polymer functionalization.

Cited by 5 publications

References 38 publications

Orthogonally Bimetallized Phosphane‐ene Photopolymer Networks

Orthogonally Bimetallized Phosphane‐ene Photopolymer Networks

Silane–Acrylate Chemistry for Regulating Network Formation in Radical Photopolymerization

Photoinitiators in Specific Polymerization Processes

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