Investigations of thiol-modified phenol derivatives for the use in thiol–ene photopolymerizations

Sebastian Reinelt,
Monir Tabatabai,
Urs Karl Fischer,
Norbert Moszner,
Andreas Utterodt and
Helmut Ritter

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Published 29 Jul 2014

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1. Graphical Abstract
2. Scheme 1: Synthetic route for the preparation of the thiol-functionalized bisphenols 10a and 10b.
  
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3. Scheme 2: Synthetic route for the preparation of thiol-functionalized phenol derivatives 14a–c and 17 using t...
  
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4. Figure 1: FTIR spectra of compounds 12b, 13b and 14b.
  
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5. Figure 2: Top: ¹H NMR spectrum of 3,3’-(propane-2,2-diylbis(2-(3-mercaptopropoxy)-5,1-phenylene))bis(propane-...
  
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6. Scheme 3: Chemical structures of components utilized in the present study.
  
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7. Figure 3: Development of the shrinkage force as function of time of dental composites containing 39.8 wt % or...
  
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Beilstein J. Org. Chem. 2014, 10, 1733–1740, doi:10.3762/bjoc.10.180

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End-group-functionalized poly(N,N-diethylacrylamide) via free-radical chain transfer polymerization: Influence of sulfur oxidation and cyclodextrin on self-organization and cloud points in water

Sebastian Reinelt,
Daniel Steinke and
Helmut Ritter

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Published 19 Mar 2014

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1. Graphical Abstract
2. Scheme 1: Synthetic route for the synthesis of thiol functionalized 4-alkylphenols.
  
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3. Scheme 2: Synthetic route for the chain transfer polymerization of N,N-diethylacrylamide (7) with CTA 6a and ...
  
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4. Figure 1: Section of the MALDI –TOF spectrum of polymer 8b, indicating the high degree of end-group functiona...
  
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5. Figure 2: ¹H NMR spectrum of polymer 9b in CDCl₃ (300 MHz, rt).
  
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6. Figure 3: Top left: Section of the FTIR-spectrum of polymer 8b (black line) in comparison to 8bOx (red line);...
  
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7. Figure 4: Dependency of the cloud point values on the degree of polymerization (calculated by end-group analy...
  
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8. Figure 5: Shifts of the cloud points after the oxidation of the polymers (8a–d, 9a–d) to its corresponding su...
  
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9. Figure 6: Turbidimetry measurements of polymer 8b (straight black line – heating curve; dotted black line – c...
  
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10. Figure 7: 2D NMR NOESY spectrum of polymer 8b with two equivalents RAMEB-CD in D₂O (600 MHz, rt).
  
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11. Figure 8: Left: Schematic illustration of the micellar-like structures and reversibility by addition of RAMEB...
  
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12. Figure 9: Schematic illustration of the micellar-like structures, its deformation upon addition of one equiva...
  
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