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Exposure to 4,4A-methylenediphenyl diisocyanate (MDI) during
moulding of rigid polyurethane foam: determination of
airborne MDI and urinary 4,4A-methylenedianiline (MDA)
Katja Kääriä,†
a
Ari Hirvonen,
a
Hannu Norppa,
a
Päivi Piirilä,
b
Harri Vainio‡
a
and
Christina Rosenberg*
a
a
Department of Industrial Hygiene and Toxicology, Finnish Institute of Occupational Health,
Topeliuksenkatu 41 a A, FIN-00250 Helsinki, Finland.
E-mail: Christina.Rosenberg@occuphealth.fi
b
Department of Occupational Medicine, Finnish Institute of Occupational Health,
Topeliuksenkatu 41 a A, FIN-00250 Helsinki, Finland
Received 28th November 2000, Accepted 9th February 2001
First published as an Advance Article on the web 5th March 2001
Occupational exposure to 4,4A-methylenediphenyl diisocyanate (MDI) was measured during moulding of rigid
polyurethane foam. The aim of the study was to find out whether an MDI-derived urinary amine metabolite could
be detected in the urine of workers exposed to apparently low levels of MDI. Airborne MDI was sampled on
1-(2-methoxyphenyl)-piperazine (2MP)-impregnated glass fibre filters and determined by high-performance liquid
chromatography (HPLC) using ultraviolet (UV) and electrochemical (EC) detection. The limit of detection of MDI
was 3 ng ml
21
for a 20 ml injection. The precision of sample preparation, expressed as relative standard deviation
(RSD), was 1.3% with UV detection and 2.1% with EC detection at a concentration of 70 ng MDI ml
21
(n = 6).
The 2MP-MDI derivative was stable at + 4 °C up to eight weeks. The accuracy of the method was validated in an
international quality control programme. Workers (n = 57) from three different factories participated in the study.
Urinary 4,4A-methylenedianiline (MDA) metabolite was determined after acid hydrolysis as heptafluorobutyric
anhydride derivatives by gas chromatography-mass spectrometry using chemical ionisation and monitoring
negative ions. The limit of detection in urine was 0.2 nmol l
21
. The precision of six analyses for a urine sample
spiked to a concentration of 1nmol l
21
was 29% (RSD). The MDI concentrations were below the limit of
detection in most (64%) of the air samples collected in the worker’s breathing zone. Still, detectable amounts of
MDA were found in 97% of the urine samples. Monitoring of urinary MDA appears to be an appropriate method
of assessing MDI exposure in work environments with low or undetectable MDI concentrations in the workplace
air.
Introduction
Isocyanates are highly reactive chemicals used principally in the
production of polyurethanes for rigid and flexible foams,
elastomers, paints, lacquers and glues. The aromatic 4,4A-
methylenediphenyl diisocyanate (MDI; C
15
H
10
N
2
O
2
; M
r
250.3)
is largely used in the production of rigid foam for insulation
materials.
1
Isocyanates are toxic and mucosal irritants, and their
inhalation may adversely affect the respiratory tract. Diisocya-
nates are today the most common chemical causes of occupa-
tional asthma.
2–6
Analytical methods for determining iso-
cyanates in workplace air include derivatisation of the NCO
group, with subsequent chromatographic separation. Most
techniques employ high-performance liquid chromatography
(HPLC) combined with ultraviolet (UV), fluorescence (FL),
electrochemical (EC) or mass spectrometric (MS) detection. Air
is usually sampled either by bubbling it through an absorbent
solution or by filtering it through solid sorbent media or reagent
impregnated glass fibre filters.
7–11
In mammals exposed to
isocyanates, the absorbed compounds undergo hydrolysis to
corresponding amines which are then typically acetylated
before urinary excretion.
12
Hydrolysed urine from rats exposed
to MDI has been found to contain 4,4A-methylenedianiline
(MDA; C
13
H
14
N
2
M
r
198.3).
13,14
Isocyanate-derived amines
have also been detected in the hydrolysed urine of workers
occupationally exposed to the parent isocyanate.
15–20
This study assessed worker exposure to MDI during
moulding of rigid polyurethane foam for insulation of re-
frigerators and freezers. The results on airborne MDI and
urinary MDA concentrations will form the basis of an
occupational exposure profile to be used in studies of cytoge-
netic effects and genetic susceptibility for developing bronchial
asthma.
Experimental
Chemicals
Acetonitrile (HPLC grade) and ethyl acetate (SupraSolv) were
purchased from Merck (Darmstadt, Germany), dichlorome-
thane from Rathburn (Walkerburn, Scotland, UK) and toluene
from J. T. Baker (Deventer, Netherlands). Acetic acid, acetic
acid anhydride, sodium sulfate, methanol, sulfuric acid, sodium
hydroxide, sodium chloride, sodium acetate, potassium dihy-
drogen phosphate, all p.a. grade, were from Merck. MDI was
from Aldrich (Milwaukee, WI, USA) and MDA from Sigma
(St. Louis, MO, USA). Heptafluorobutyric anhydride (HFBA)
and 1-(2-methoxyphenyl)-piperazine (2MP) were from Fluka
† Current address: Orion Corporation, Orion Pharma, P.O. Box 65, FIN-
02101 Espoo, Finland.
‡ Current address: Unit of Chemoprevention, International Agency for
Research on Cancer, 150 cours Albert Thomas, F-69372 Lyon Cedex 08,
France.
This journal is © The Royal Society of Chemistry 2001
476 Analyst, 2001, 126, 476–479 DOI: 10.1039/b009549o