Skip to main content

Advertisement

Log in

Study on synthesis of novel soluble aromatic polyamides with pendant cyano groups

  • Original Paper
  • Published:
Polymer Bulletin Aims and scope Submit manuscript

Abstract

A series of novel soluble aromatic polyamides with pendant cyano groups were synthesized by low temperature polycondensation of aromatic diamines with a new monomer 2,6-bis(4-chloroformylphenoxy)benzonitrile (ClPOBN) in the presence of N,N-dimethylacetamide (DMAC) as the solvent and tertiary amines as the absorbent of HCl. The properties and structures of obtained polymers were characterized by means of FTIR, TG, and elemental analysis. Structures of prepared polymers are as expected. TG studies show that the polymers had excellent thermal stability as measured by 5% weight loss temperatures in nitrogen (409–438 °C).They are soluble in aprotic polar organic solvents such as N-methyl pyrrolidone (NMP), dimethyl sulphoxide (DMSO) and N,N-dimethylformamides (DMF) and are swelled in common solvents, such as CHCl3, ethylene dichloride (DCE), CH2Cl2, tetrahydrofuran (THF), etc. Their thin films which cast from DMF had tensile strength of 79–93 MPa, Young’s moduli of 1.7–2.6 GP, elongation at break of 9–15%, indicating they are strong in mechanical properties.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Scheme 2
Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Zulfidar S, Ishaq M, Ahmad Z et al (2008) Synthesis, static and dynamic light scattering studies of soluble aromatic polyamide. Polym Adv Technol 19:1250–1255

    Article  Google Scholar 

  2. Sheng SR, Liu Z, Liu XL et al (2008) Synthesis and properties of novel soluble polychloro substituted aromatic polyamides. J Appl Polym Sci 110:1112–1117

    Article  CAS  Google Scholar 

  3. Su YY, Yang CP (2006) Synthesis and properties of fluorinated aromatic poly(amide-imide)s based on 4,4′-bis(4-amino-2-trifluoromethylphenoxy)benzophenone and various bis(trimellitimide)s. J Appl Polym Sci 102:3641–3653

    Article  CAS  Google Scholar 

  4. Calderon V, Schwarz G, Garcia F et al (2006) Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts. J Polym Sci A 44:6252–6269

    Article  CAS  Google Scholar 

  5. Hsiao SH, Chang YM, Chen HW et al (2006) Novel aromatic polyamides and polyimides functionalized with 4-tert-butylphenylamine groups. J Polym Sci A 44:4579–4592

    Article  CAS  Google Scholar 

  6. Miao Y, Wu G, Zhou L et al (2008) Synthesis and characterization of dendronized aromatic polyamides with bromomethyl groups in the periphery. J Appl Polym Sci 109:397–405

    Article  CAS  Google Scholar 

  7. Su YY, Yang CP (2006) Synthesis and properties of fluorinated aromatic poly(amide-imide)s based on 4,4′-bis(4-amino-2-trifluroromethylphenoxy)benzophenone and various bis(trimeditimide)s. J Appl Sci 102:3641–3653

    Article  CAS  Google Scholar 

  8. Ubale VP, Patil AS, Maldar NN (2007) Polyhydrazides based on 2,5-bis(4-carboxymethylenephenyl)-3, 4-diphenyl thiophene. Eur Polym J 43:1038–1045

    Article  CAS  Google Scholar 

  9. Xu Q, Yu YK, Cai MZ et al (2003) Synthesis and characterization of aromatic polycyano ether ether ketone ketone. Petrochem Technol 32:999–1002

    CAS  Google Scholar 

  10. Li C, Tang A, Zou Y (2005) Preparation and dielectric properties of polyarylene ether nitriles/TiO2 nanocomposites film. Mater Lett 59:59–62

    Article  CAS  Google Scholar 

  11. Matsuo S, Murakami T, Bando T et al (1987) Polycyanoaryl ether, method for preparing the same and uses thereof. EP 243000

  12. Zhang Y, Sun X, Niu Y et al (2006) Synthesis and characterization of a new poly (aryl ether ketone) containing zinc phthalocyanine. Synth Metals 156:893–897

    Article  CAS  Google Scholar 

  13. Liu Z, Wang J, Yan Q et al (2006) Hydrophilic modification of poly(phthalazinone ether nitrile ketone)s containing heterocycle moiety. Acta Polym Sin 7:931–936

    Google Scholar 

  14. Cao GP, Chen WJ, Liu XB (2008) Synthesis and thermal properties of thermosetting resin based on cyano functionalized benzoxazine. Polym Degrad Stab 93:739–744

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yikai Yu.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yu, Y., Cai, M. & Zhang, Y. Study on synthesis of novel soluble aromatic polyamides with pendant cyano groups. Polym. Bull. 65, 309–318 (2010). https://doi.org/10.1007/s00289-009-0198-9

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00289-009-0198-9

Keywords

Navigation