Synthesis of Poly（allyl glycidyl ether） Bearing Alkyl Functional Side Groups and Its Plasticizing and Antistatic Effects for PVC

doi:10.7503/cjcu20210278

Abstract

Abstract:

A novel alkyl functionalized polyether was synthesized by combination of anionic ring-opening polymerization（AROP） and thiol-ene click reaction. Afterwards， its plasticizing and antistatic effects for PVC were investigated. Firstly， poly（allyl glycidyl ether）（PAGE） intermediate product was obtained via AROP by using allyl glycidyl ether as a monomer and t-BuOK as an initiator. Then， PAGE was used as a precursor and flexible alkyl groups were introduced by employing thiol-ene click reaction， and PAGE_butane target product was obtained finally. Nuclear magnetic resonance（NMR） and gel permeation chromatography（GPC） measurements verified that the structure of resultant polymer was consistent with the design， and the molecular weight of PAGE can be flexibly tailored by varying the feed ratio of monomer to initiator. The studies on the thermal properties suggest that with the incorporation of alkyl groups， the glass transition temperature（T_g） decreased accordingly， and the T_g for PAGE_butane was -74.97 ℃. PAGE_butane exhibit good thermal stability. PAGE_butane could improve the toughness of PVC obviously without sacrificing its strength. Meanwhile， it could effectively reduce the surface resistivity of PVC and act as an antistatic agent. As compared to bis（2-ethylhexyl） phthalate（DOP）， PAGE_butane exhibited enhanced resistance to extraction and volatility.

Key words: Plasticizer, Antistatic agent, Polyether, Anionic ring-opening polymerization, Thiol-ene reaction

CLC Number:

O633.11

TrendMD:

ZHANG Wanbin, WANG Yanmeng, WANG Shaowu, TONG Xin, HAN Xiaoqian, ZHANG Ce, ZHANG Guanghua, ZHU Xiuzhong. Synthesis of Poly（allyl glycidyl ether） Bearing Alkyl Functional Side Groups and Its Plasticizing and Antistatic Effects for PVC[J]. Chem. J. Chinese Universities, 2021, 42(9): 2961.

Figures/Tables 13

References 31

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Sample	m（AGE）/g	n（t?BuOK）/mmol	M_n，NMR^a	M_n，GPC^b	M_w/M_n^b
PAGE?1	6	5.7	1100	2200	1.836
PAGE?2	12	7.5	1800	3700	1.112
PAGE?3	12	2.5	6500	6800	1.507
PAGE_butane^c	—	—	2300	3600	1.682

Sample	m（AGE）/g	n（t?BuOK）/mmol	M_n，NMR^a	M_n，GPC^b	M_w/M_n^b
PAGE?1	6	5.7	1100	2200	1.836
PAGE?2	12	7.5	1800	3700	1.112
PAGE?3	12	2.5	6500	6800	1.507
PAGE_butane^c	—	—	2300	3600	1.682

PVC film	Surface resistivity/Ω	Contact angle of water to PVC surface/（°）
Neat PVC	（5.73±1.83）×10¹⁵	104.82±4.47
PVC plasticized with 50% DOP	（6.65±1.03）×10¹⁵	95.53±1.22
PVC plasticized with 50% PAGE_butane	（8.28±1.58）×10¹²	85.89±0.78

PVC film	Surface resistivity/Ω	Contact angle of water to PVC surface/（°）
Neat PVC	（5.73±1.83）×10¹⁵	104.82±4.47
PVC plasticized with 50% DOP	（6.65±1.03）×10¹⁵	95.53±1.22
PVC plasticized with 50% PAGE_butane	（8.28±1.58）×10¹²	85.89±0.78

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