Citation: Ling-ling Yu, Rui-hua Cheng, Yu-tao Tong, Bo-ping Liu. Synthesis and Properties of Hydrophilic Poly(propylene carbonate) under UV Irradiation[J]. Acta Polymerica Sinica, ;2019, 50(11): 1196-1201. doi: 10.11777/j.issn1000-3304.2019.19053 shu

Synthesis and Properties of Hydrophilic Poly(propylene carbonate) under UV Irradiation

1.
State Key Laboratory of Chemical Engineering, East China University of Science and Technology, Shanghai 200237
2.
College of Materials and Energy, South China Agricultural University, Guangzhou 510642

Corresponding author: Rui-hua Cheng, rhcheng@ecust.edu.cn
Received Date: 18 March 2019
Revised Date: 9 April 2019
Available Online: 10 May 2019

To improve the hydrophilic properties of poly(propylene carbonate) (PPC), hydroxyl-functionalized PPC (PPC-OH) were prepared by two steps. First, PPC containing o-nitrobenzyl (ONB) protecting groups (PPC-ONB) were synthesized by terpolymerization reactions of 2-{[(2-nitrophenyl)methoxy]-methyl}oxirane (monomer a ), propylene oxide (PO), and CO₂ over SalenCo^(III)Cl/bis(triphenylphosphine)iminium chloride (PPNCl) catalyst system. ¹H-NMR result showed that the PPC-ONB was a random copolymer with monomer a randomly inserted. Then PPC-OH were obtained with the removal of o-nitrobenzyl (ONB) protecting groups under ultraviolet (UV) irradiation. PPC-ONB were synthesized with various feed ratios of the monomer a and different reaction time. Based on the analysis of ¹H-NMR, ¹³C-NMR, gel permeation chromatography (GPC), and differential scanning calorimeter (DSC), SalenCo^(III)Cl catalyst performed high reactivity and high selectivity (> 94%). The polycarbonate exhibited excellent regioselectivity and perfect alternating copolymerization of CO₂ and PO with the carbonate linkages up to 98%, and the head-to-tail linkage (HT) up to 99%. With the increase of the feed ratios of the monomer a , the polymer ratio of the monomer a increased to 19.4% without sacrificing the reactive activity, while the molecular weight (M_n) decreased slightly owing to the better reactivity of monomer a . The glass transition temperatures (T_g) were in the range of 35.7 − 38.9 °C. The kinetics of deprotection by UV irradiation proved that the ONB protecting groups could be carried out efficiently within minutes. And the characterization of polymer by ¹H-NMR, Fourier transform infrared spectrometer (FTIR) and GPC showed that the ONB protecting groups were removed and the ―OH was observed. Meanwhile, no degradation of polymer backbone occurred. The contact angle (CA) measurement of PPC-ONB and PPC-OH displayed a difference in hydrophilia. The hydrophilia of PPC-OH has been greatly improved compared with PPC-ONB due to the increase in polarity, and the CA of PPC-OH decreased from 78.3° to 58.6° when the molar ratio of ―OH increased to 19.4%.
- Hydroxyl-functionalized poly(propylene carbonate),
- Carbon dioxide,
- Hydrophilic,
- Terpolymerization,
- SalenCo^(III)Cl catalyst
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1.
沈阳化工大学材料科学与工程学院沈阳 110142