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Cyclic ureas as solvents for poly(aryl ether) synthesis

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Summary

The synthesis of various poly(aryl ethers) and related small molecule compounds were examined using the cyclic urea 1,3-Dimethyl-3,4,5,6-tetrahydro-2(IH)-pyrimidinone (N,N′-dimethylpropylene urea, DMPU) as the solvent. The results showed that generally higher molecular weight or yields were obtained under less stringent conditions, as compared to other common polymerization solvents. The enhancement was most notable for polymerizations involving aryl fluorides with a lower reactivity than conventionally activated dihalide monomers, e.g. ketones, sulfones. Poly(aryl ethers) displayed excellent solubility in DMPU, which was beneficial in the cases where more rigid heterocyclic-aryl ether polymers are formed.

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References

  1. Johnson RN, Farnham AG, Clendinning RA, Hale WF, Merriam CN (1967) J Polym Sci, Polym Chem Ed 5: 2375

    CAS  Google Scholar 

  2. Atwood TE, Barr DA, Faasey GC, Leslie VJ, Newton AB, Rose JB (1977) Polymer 18: 354

    Google Scholar 

  3. Maiti S, Mandal B (1986) Prog Poym. Sci 12: 111.

    CAS  Google Scholar 

  4. Miller J, Parker AJ (1961) J Am Chem Soc 83: 117

    CAS  Google Scholar 

  5. Fieser M, Fieser LF Reagents For Organic Synthesis, John Wiley and Sons NY (vol 1–7)

  6. Spencer H (1979) Chem Ind: 728.

  7. Mukhopadhyay T, Seebach D (1982) Helv Chim Acta 65: 385

    Article  CAS  Google Scholar 

  8. Hedrick JL, Mohanty DK, Johnson BC, Viswanathan R, Hinkley JA, McGrath JE (1986) J Polym Sci, Polym Chem Ed 23: 287

    Google Scholar 

  9. Kim SY, Labadie JW (1991) Polym Prepr (Am Chem Soc, Div Polym Chem) 32(1): 164

    CAS  Google Scholar 

  10. Carter KR, Jonsson H, Twieg RJ, Miller RD, Hedrick JL (1992) Polym Prepr (Am Chem Soc, Div Polym Chem) 33(1): 388

    CAS  Google Scholar 

  11. Carter KR, Miller RD, Hedrick JL (1992) Pollymer 32: 0000

    Google Scholar 

  12. Hedrick JL, Twieg RJ (1993) Macromolecules 26: 0000

    Google Scholar 

  13. Twieg RJ, Matray T, Hedrick JL (1993) Macromolecules 26: 0000

    Google Scholar 

  14. Jonsson H, Hedrick JL, Labadie JW (1992) Polym Prepr (Am Chem Soc, Div Polym Chem) 33(1): 394

    CAS  Google Scholar 

  15. Hedrick JL, Labadie JW (1990) Macromolecules 23: 1561

    Article  CAS  Google Scholar 

  16. Hilborn JG, Labadie JW, Hedrick JL (1990) Macromolecules 23: 2854

    Article  CAS  Google Scholar 

  17. Barker BJ, Rosenfarb J, Caruso JA (1979) Angew Chem Intl Ed Engl 18: 503

    Article  Google Scholar 

  18. Burdick and Jackson Solvent Guide

Download references

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Labadie, J.W., Carter, K.R., Hedrick, J.L. et al. Cyclic ureas as solvents for poly(aryl ether) synthesis. Polymer Bulletin 30, 25–31 (1993). https://doi.org/10.1007/BF00296230

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