Mendeleev Commun., 2019, 29, 461–462
which is just 5°C lower than the value of this parameter for
100
80
60
40
20
0
commercial PET. However, the Td5% of polymer 3 in nitrogen is
365°C vs. 405°C typical of PET.11 Probably this discrepancy is
due to the presence of some low molecular weight fraction in the
obtained sample 3.
2
1
Further investigations will be focused on studies of the physico-
chemical properties of the synthesized polymer and the prepara-
tion of high-molecular polymers in order to analyze the feasibility
of further use in coatings, fibers, membranes, etc.
100 200 300 400 500 600 700
T/°C
Figure 2 TGA curves of polymer 3 in (1) air and (2) nitrogen.
This study was supported by the Russian Science Foundation
(grant no. 14-23-00231). The NMR and IR spectroscopic data
were obtained using the equipment of Center for molecule
composition studies of A. N. Nesmeyanov Institute of Organo-
element Compounds, Russian Academy of Sciences.
The obtained Sila-PET demonstrates high thermal and thermal-
oxidative stability and rather good solubility in low-polar and polar
aprotic solvents (THF, toluene, acetone, chloroform, dichloro-
methane, benzene, and ethyl acetate). Its contact wetting angle
was 80°, which was 10° higher than that of PET (70°).
References
The thermogravimetric data for polymer 3 are shown in
Figure 2. Its temperatures of beginning of intense destruction
are 410°C in the inert atmosphere and 390 °C in air, which is
in a good agreement with those for commercial PET.11 At the
same time, the temperature of beginning of destruction in air
(the temperature of 5% weight loss, Td5%) of sample 3 is 350 °C,
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1,3-Bis[p-(methoxycarbonyl)phenyl]disiloxane 2. Diacid 1 (0.97 g,
2.58 mmol), DCC (1.07 g, 5.16 mmol), DMAP (0.02 g, 0.16 mmol) and
THF (25 ml) were stirred in a 50 ml round bottomed flask at 0°C for 6 h.
Then MeOH (0.25 g, 7.70 mmol) was added, and the mixture was stirred
for more 12 h. The solvent was evaporated (340–360 mbar, 40°C) and the
residue was dissolved in CH2Cl2 (25 ml) and filtered through 5 cm layer
of SiO2, then SiO2 was additionally washed with 250 ml of CH2Cl2. The
filtrate was concentrated (600 mbar, 40°C) to leave diester 2 as a white
solid in 70% yield (0.73 g). 1H NMR (400 MHz, CDCl3) d: 0.37 (s, 12H),
3.94 (s, 6H), 7.62 (d, 4H), 8.00 (d, 4H). 13C NMR (100 MHz, CDCl3) d:
0.66, 52.07, 128.58, 130.84, 132.93, 145.47, 167.17. 29Si NMR (80 MHz,
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(Si–O–Si), 1059, 842, 794, 758. HRMS (ESI), m/z: 420.17 (calc. for
C20H26O5Si2 [M+NH4]+, m/z: 420.17).
Synthesis of polymer 3. Diester 2 (200 mg, 0.497 mmol), ethylene glycol
(67 mg, 1.093 mmol), Zn(OAc)2·2H2O (5 mg, 0.02 mmol) were stirred in
Schott culture tubes (160×16 mm) at 200°C for 4 h. Then the mixture was
additionally kept in Kugelrohr at 200–240°C for 4 h at 1 mbar. The residue
was analyzed by GPC (eluent, THF; standard, polystyrene; 500 kDa).
1H NMR (400 MHz, CDCl3) d: 0.36, 3.94, 4.69, 7.61, 8.03. 13C NMR
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130.51, 132.97, 145.81, 166.42. 29Si NMR (80 MHz, CDCl3) d: –0.64 (br.).
IR (n/cm–1): 2958, 1725, 1389, 1286, 1260, 1092 (Si–O–Si), 1019, 832,
794, 757, 453.
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Received: 13th December 2018; Com. 18/5774
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