Highly reactive, liquid diacrylamides via synergistic combination of spatially arranged curing moieties

Maximilian Maier,
Magnus S. Schmidt,
Markus Ringwald and
Christoph P. Fik

Full Research Paper
Published 27 Feb 2017

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1. Graphical Abstract
2. Scheme 1: Top: Overview of the synthesized crosslinkers 1–6 and their correlation to each other via formal re...
  
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3. Scheme 2: Synthetic pathways to structurally related compounds 1–6.
  
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4. Scheme 3: Byproducts 8a and 9a.
  
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5. Scheme 4: Synthetic pathways towards the planned cis-intermediate 19.
  
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6. Scheme 5: Comparison of structural elements of 1–6 in the ¹H NMR spectra (400 MHz).
  
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7. Figure 1: Refractive indices (RI) and viscosities (η) of crosslinkers 1–6 (* solid at room temperature).
  
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8. Figure 2: Exemplary photo-DSC plots for the curing of 1 and 3–6 at 37 °C.
  
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9. Figure 3: t_max for the curing of 1 and 3–6 at 37 °C (* no polymerization heat detected).
  
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10. Figure 4: R_{p, max} for the curing of 1–6 at 37 °C for a) top: ∆H_p of allyl groups = 87.5 kJ·mol⁻¹ and b) botto...
  
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11. Figure 5: Polymerization heat, ∆H_p for the curing of 1–6 at 37 °C (* no polymerization heat detected).
  
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12. Figure 6: FTIR spectra of 1–6 before (top) and after (bottom) curing; the arrows indicate emerging, character...
  
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13. Scheme 6: Proposed reaction pathways for the intramolecular propagation within 1.
  
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14. Figure 7: Flexural strength (FS) and E-modulus of cured crosslinkers 1–6; letters refer to statistical groups...
  
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