The use of N,N'-diallylaldardiamides as cross-linkers in xylan derivatives-based hydrogels

Helinä Pohjanlehto, Harri Setälä (Corresponding Author), Kari Kammiovirta, Ali Harlin

Research output: Contribution to journalArticleScientificpeer-review

35 Citations (Scopus)

Abstract

N,N′-Diallylaldardiamides (DA) were synthesized from galactaric, xylaric, and arabinaric acids, and used as cross-linkers together with xylan (X) derivatives to create new bio-based hydrogels. Birch pulp extracted xylan was derivatized to different degrees of substitution of 1-allyloxy-2-hydroxy-propyl (A) groups combined with 1-butyloxy-2-hydroxy-propyl (B) and/or hydroxypropyl (HP) groups. The hydrogels were prepared in water solution by UV induced free-radical cross-linking polymerization of derivatized xylan polymers without DA cross-linker (xylan derivative hydrogel) or in the presence of 1 or 5 wt % of DA cross-linker (DA hydrogel). Commercially available cross-linker (+)-N,N′-diallyltartardiamide (DAT) was also used. The degree of substitution (DS) of A, B, and HP groups in xylan derivatives was analyzed according to 1H NMR spectra. The DS values for the cross-linkable A groups of the derivatized xylans were 0.4 (HPX-A), 0.2 (HPX-BA), and 0.4 (X-BA). The hydrogels were examined with FT-IR and elemental analysis which proved the cross-linking successful. Water absorption of the hydrogels was examined in deionized water. Swelling degrees up to 350% were observed. The swollen morphology of the hydrogels was assessed by scanning electron microscopy (SEM). The presence of cross-linkers in DA hydrogels had only a small impact on the water absorbency when compared to xylan derivative hydrogels but a more uniform pore structure was achieved.
Original languageEnglish
Pages (from-to)2736-2745
Number of pages10
JournalCarbohydrate Research
Volume346
Issue number17
DOIs
Publication statusPublished - 2011
MoE publication typeA1 Journal article-refereed

    Fingerprint

Keywords

  • Hydrogel
  • N,N'-diallylaldardiamides
  • xylan
  • renewable resources

Cite this