Two reaction routes for the preparation of aromatic polyoxadiazoles and polytriazoles: Syntheses and properties

E.R. Hensema, E.R. Hensema, J.P. Boom, J.P. Boom, M.H.V. Mulder, C.A. Smolders, C.A. Smolders

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Abstract

Two reaction routes for the preparation of aromatic poly-1,3,4-oxadiazoles and poly-1,2,4-triazoles are studied and their influence on the physical properties, i.e., inherent viscosity, glass transition, degradation temperature, and film integrity of the final products are discussed. Aromatic poly-1,3,4-oxadiazoles are prepared by means of a polycondensation reaction of terephthaloyl chloride and isophthalic dihydrazide yielding a precursor polymer, poly(p, m-phenylene) hydrazide, which is converted into the corresponding poly-1,3,4-oxadiazole by means of a cyclodehydration reaction. Poly-1,3,4-oxadiazoles are also prepared by means of a polycondensation reaction between terephthalic and isophthalic acid and hydrazine yielding poly-1,3,4-oxadiazoles with higher inherent viscosities. Flexible poly-1,3,4-oxadiazole films are obtained only if the inherent viscosities of the polymers used are higher than 2.7 dL/g. The thermal stability is found to increase with increasing content of p-phenylene groups in the polymer backbone. Aromatic poly-1,2,4-triazoles are prepared using polyhydrazides with alternating para- and meta-phenylene groups and poly-1,3,4-oxadiazoles with a random incorporation of para- and meta-phenylene groups in the main chain as precursor polymers. The glass transition temperatures are found to increase with increasing content of p-phenylene groups in the main chain of these polymers. Cold crystallization is observed only for the alternating polymer.
Original languageUndefined
Pages (from-to)513-525
Number of pages13
JournalJournal of polymer science. Part A: Polymer chemistry
Volume1994
Issue number32
DOIs
Publication statusPublished - 1994

Keywords

  • METIS-106916
  • cold crystallization
  • polyhydrazide
  • Poly-1
  • 3
  • 4-oxadiazoles
  • 4-triazoles
  • 2
  • IR-71125

Cite this

Hensema, E. R., Hensema, E. R., Boom, J. P., Boom, J. P., Mulder, M. H. V., Smolders, C. A., & Smolders, C. A. (1994). Two reaction routes for the preparation of aromatic polyoxadiazoles and polytriazoles: Syntheses and properties. Journal of polymer science. Part A: Polymer chemistry, 1994(32), 513-525. https://doi.org/10.1002/pola.1994.080320313
Hensema, E.R. ; Hensema, E.R. ; Boom, J.P. ; Boom, J.P. ; Mulder, M.H.V. ; Smolders, C.A. ; Smolders, C.A. / Two reaction routes for the preparation of aromatic polyoxadiazoles and polytriazoles: Syntheses and properties. In: Journal of polymer science. Part A: Polymer chemistry. 1994 ; Vol. 1994, No. 32. pp. 513-525.
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abstract = "Two reaction routes for the preparation of aromatic poly-1,3,4-oxadiazoles and poly-1,2,4-triazoles are studied and their influence on the physical properties, i.e., inherent viscosity, glass transition, degradation temperature, and film integrity of the final products are discussed. Aromatic poly-1,3,4-oxadiazoles are prepared by means of a polycondensation reaction of terephthaloyl chloride and isophthalic dihydrazide yielding a precursor polymer, poly(p, m-phenylene) hydrazide, which is converted into the corresponding poly-1,3,4-oxadiazole by means of a cyclodehydration reaction. Poly-1,3,4-oxadiazoles are also prepared by means of a polycondensation reaction between terephthalic and isophthalic acid and hydrazine yielding poly-1,3,4-oxadiazoles with higher inherent viscosities. Flexible poly-1,3,4-oxadiazole films are obtained only if the inherent viscosities of the polymers used are higher than 2.7 dL/g. The thermal stability is found to increase with increasing content of p-phenylene groups in the polymer backbone. Aromatic poly-1,2,4-triazoles are prepared using polyhydrazides with alternating para- and meta-phenylene groups and poly-1,3,4-oxadiazoles with a random incorporation of para- and meta-phenylene groups in the main chain as precursor polymers. The glass transition temperatures are found to increase with increasing content of p-phenylene groups in the main chain of these polymers. Cold crystallization is observed only for the alternating polymer.",
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Two reaction routes for the preparation of aromatic polyoxadiazoles and polytriazoles: Syntheses and properties. / Hensema, E.R.; Hensema, E.R.; Boom, J.P.; Boom, J.P.; Mulder, M.H.V.; Smolders, C.A.; Smolders, C.A.

In: Journal of polymer science. Part A: Polymer chemistry, Vol. 1994, No. 32, 1994, p. 513-525.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Two reaction routes for the preparation of aromatic polyoxadiazoles and polytriazoles: Syntheses and properties

AU - Hensema, E.R.

AU - Hensema, E.R.

AU - Boom, J.P.

AU - Boom, J.P.

AU - Mulder, M.H.V.

AU - Smolders, C.A.

AU - Smolders, C.A.

PY - 1994

Y1 - 1994

N2 - Two reaction routes for the preparation of aromatic poly-1,3,4-oxadiazoles and poly-1,2,4-triazoles are studied and their influence on the physical properties, i.e., inherent viscosity, glass transition, degradation temperature, and film integrity of the final products are discussed. Aromatic poly-1,3,4-oxadiazoles are prepared by means of a polycondensation reaction of terephthaloyl chloride and isophthalic dihydrazide yielding a precursor polymer, poly(p, m-phenylene) hydrazide, which is converted into the corresponding poly-1,3,4-oxadiazole by means of a cyclodehydration reaction. Poly-1,3,4-oxadiazoles are also prepared by means of a polycondensation reaction between terephthalic and isophthalic acid and hydrazine yielding poly-1,3,4-oxadiazoles with higher inherent viscosities. Flexible poly-1,3,4-oxadiazole films are obtained only if the inherent viscosities of the polymers used are higher than 2.7 dL/g. The thermal stability is found to increase with increasing content of p-phenylene groups in the polymer backbone. Aromatic poly-1,2,4-triazoles are prepared using polyhydrazides with alternating para- and meta-phenylene groups and poly-1,3,4-oxadiazoles with a random incorporation of para- and meta-phenylene groups in the main chain as precursor polymers. The glass transition temperatures are found to increase with increasing content of p-phenylene groups in the main chain of these polymers. Cold crystallization is observed only for the alternating polymer.

AB - Two reaction routes for the preparation of aromatic poly-1,3,4-oxadiazoles and poly-1,2,4-triazoles are studied and their influence on the physical properties, i.e., inherent viscosity, glass transition, degradation temperature, and film integrity of the final products are discussed. Aromatic poly-1,3,4-oxadiazoles are prepared by means of a polycondensation reaction of terephthaloyl chloride and isophthalic dihydrazide yielding a precursor polymer, poly(p, m-phenylene) hydrazide, which is converted into the corresponding poly-1,3,4-oxadiazole by means of a cyclodehydration reaction. Poly-1,3,4-oxadiazoles are also prepared by means of a polycondensation reaction between terephthalic and isophthalic acid and hydrazine yielding poly-1,3,4-oxadiazoles with higher inherent viscosities. Flexible poly-1,3,4-oxadiazole films are obtained only if the inherent viscosities of the polymers used are higher than 2.7 dL/g. The thermal stability is found to increase with increasing content of p-phenylene groups in the polymer backbone. Aromatic poly-1,2,4-triazoles are prepared using polyhydrazides with alternating para- and meta-phenylene groups and poly-1,3,4-oxadiazoles with a random incorporation of para- and meta-phenylene groups in the main chain as precursor polymers. The glass transition temperatures are found to increase with increasing content of p-phenylene groups in the main chain of these polymers. Cold crystallization is observed only for the alternating polymer.

KW - METIS-106916

KW - cold crystallization

KW - polyhydrazide

KW - Poly-1

KW - 3

KW - 4-oxadiazoles

KW - 4-triazoles

KW - 2

KW - IR-71125

U2 - 10.1002/pola.1994.080320313

DO - 10.1002/pola.1994.080320313

M3 - Article

VL - 1994

SP - 513

EP - 525

JO - Journal of polymer science. Part A: Polymer chemistry

JF - Journal of polymer science. Part A: Polymer chemistry

SN - 0887-624X

IS - 32

ER -