Development of novel plastic scintillators based on polyvinyltoluene for the hybrid j-pet/mr tomograph

5. Potential wavelength shifters for the J-PET scintillator 
Scintillators offered by companies are mostly adjusted to vacuum photomultpliers 
which were widely used in physics experiments for last decades. However, progress in the 
area of photodetectors, and successive substitution of traditional photomultipliers by 
SiPMs, demands development in the area of scintillators as well. Development of novel 
scintillator with the emission spectrum adjusted to the novel J-PET/MR device, enables an 
efficient detection of gamma quanta. 
In order to develop such scintillator, three chemical compounds were synthesized. 
The syntheses are described below in subsections A, B and C. 
A) 
Synthesis 
of 
2-(4′-
N
,
N
-dimethyloaminophenyl)oxazolo[4,5-
b
]pirydyne 
(DMAPOP)
N
O
N
N
CH
3
CH
3
DMAPOP was synthesised according to procedure described in [59]. The scheme 
of reaction is presented below: 
N
O
N
N
CH
3
CH
3
OH
O
N
C
H
3
C
H
3
+
N
OH
NH
2
PPA
PPA - polyphosphoric acid 

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26 
In order to purify the desired compound, it was recrystallized from chloroform and 
then the final product was separated by column chromatography with Al
2
O
3
as stationary 
phase and chloroform as eluent. Then the sediment was precipitated from petroleum ether. 
The next step was column chromatography on silica gel/CHCl
3
. Fractions 
containing desired compound were selected according to results of TLC (Thin Layer 
Chromatography). The chosen fractions were connected and the solvent was evaporated. 
The sediment was precipitated to petroleum ether. The chemical compound with high 
purity was obtained, which melting temperature was equal to 227 °C. 
B) Synthesis of 2-(4-styrylphenyl)benzoxazole 
O
N
The reaction proceeds according to the scheme: 
O
N
CH
3
KOH
O
N
N-benzylideneaniline
The final product was synthesized. Obtained solid was dissolved in toluene and 
particular fractions were separated using column with silica gel. Then with TLC technique 
proper fractions were chosen, and the sediment was precipitated to petroleum ether. 
Melting temperature of the substance was 198 °C. 
C) Synthesis of 2-[4-methylbenzene][1,3]-oxazolo[5,4-
b
]-quinoline. 
N
N
O
CH
3

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27 
The reaction was as follows: 
N
O
H
OH
N
O
O
CH
3
N
N
O
CH
3
+
P(OEt)
3
- triethylphosphine 
The product of the reaction was dissolved in toluene and particular fractions were 
separated in column filled with Al
2
O
3.
Because of the insufficient degree or purity 
confirmed by TLC, the sediment was dissolved in chloroform and components of the 
mixture were separated by column with silica gel and toluene as eluent. Proper fractions 
were selected by TLC and solvent was removed by rotor evaportor. The sediment was 
crystalized 
from 
toluene. 
Melting 
point 
of 
the 
reaction 
product 
was
equal to 243 °C. 
In scintillators development, high degree of purity is demanded. Because of that, 
each synthesis was followed by purification process. High purity of reaction products was 
confirmed by measurements of the melting points. 
Plastic scintillators containing synthesized fluorophores as wavelength shifters were 
prepared. Their constitution is shown in Tab. 6.