2. ENVIRONMENTAL ChEMISTRy & TEChNOLOGy 2.1. Lectures

Chem. Listy, 102, s265–s1311 (2008) Environmental Chemistry & Technology
Fig. 6. Volati1e degradation products (PA fibre). Compound
identification: 1: 2-(2-ethoxyethoxy)-ethanol; 2: 2-ethylhexanoic
acid; 3: 1,3-dioxane; 4: 2-methyl-1,3-dioxolane; 5:
2-methyl-1,3-diisocyanatobenzene; 6: 2,6-bis(1,1-dimethyethyl)-4-(1-oxopropyl)phenol;
7: 4-decyl-morpholine; 8: 4-undecyl-morpholine;
9: N,N-dimethyl-1-hexadecanamine; 10: 4-tetradecyl-morpholine;
11: 4-hexadecyl-morpholine
mass spectra of compounds of this type. The only possibility
of structure revealing in these cases remains the manual interpretation
using the common fragmentation rules 3 .
Fig. 5. shows the chromatogram of volatile degradation
products of PUF with addition of hydroxyethylcellulose
adsorbed by SPME on PDMS fibre. Various classes of compounds
were found – alkanes, esters of fatty acids, morpholine
derivatives, but also poisonous 2,6-diisocyanatotoluene.
Fig. 6. depicts the same degradation products adsorbed on
polyacrylate fibre. In this case more polar compounds are
preferred like morpholine derivatives, but again toxic 2,6-diisocyanatotoluene
(compound 2) was found.
Composition of the degradation products also depends
on the type of biodegradable filler. Toluene diisocyanate was
found only when hydroxyethylcellulose and cellulose acetate
were applied.
s292
Conclusions
Degradation products of polyurethane foams with enhanced
biodegradability were studied. Both degradation under
natural conditions and accelerated ageing were used, both
non-volatile and volatile compounds were analysed using
liquid and gas chromatography interfaced to mass spectrometry.
The composition of degradation products was influenced
by the type of biodegradable filler used instead of 5 % of
polyether polyol in the polyurethane synthesis. When modified
cellulose was used, poisonous toluene diisocyanate was
identified as volatile degradation product. The identification
of products separated by GC by library search was unsuccesfull
in many cases; the reason is problably caused by the fact
that the used MS library is commonly oriented and doesn’t
contain the spectra of PUF degradation products.
Following research will be focused on the quantitative
analysis of PUF degradation products, either using SPME
and suitable surrogates, or using adsorption tubes with suitable
adsorbent.
The finantial support from the project no.MSM
0021630501 from Ministry of Education, Youth and Sport of
the CR is greatly acknowledged.
REFEREnCES
1 http://www.poliuretanos.com.br/Ingles/Chapter1/
11Market.htm
2. Zevenhoven R., Ph.D. Thesis, Helsinki University of
Technology, Helsinki, Finland, 2004
3. McLafferty F., Tureček F.: Interpretation of Mass
Spectra. University Science Books, USA, 1993.