Citation: Yue-chao Xu, Hui Zhou, Xiao-bing Lu. Regioselective Polymerization of α-Methylene β-Butyrolactone: Synthesis of Linear and Cyclic Polyesters[J]. Acta Polymerica Sinica, ;2020, 51(1): 91-97. doi: 10.11777/j.issn1000-3304.2020.19145 shu

Regioselective Polymerization of α-Methylene β-Butyrolactone: Synthesis of Linear and Cyclic Polyesters

State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024

Corresponding author: Xiao-bing Lu, xblu@dlut.edu.cn
Received Date: 2 August 2019
Revised Date: 20 August 2019
Available Online: 27 September 2019

Regioselective polymerization of α-methylene β-butyrolactone (M_βBL) to afford polyesters with various topological structures was achieved by the use of different catalysts or initiators. With azodiisobutyronitrile (AIBN) as initiator, polymerization selectively occurred at the C＝C bond to produce linear poly(α-methylene-β-butyrolactone) (PM_βBL) with the remain of β-butyrolactone unit. Achiral Salen aluminum complexes afforded linear syndiotactic-enriched polyesters with controllable molecular weight and a narrow polydispersity, in which ring-opening polymerization selectively occurred at the acyl C―O bond of M_βBL and the C＝C bond was remained. Strong organic bases, such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), exhibited high activity for ring-opening polymerization of M_βBL under mild condition, affording linear polyesters. Simple sodium iodide mediated M_βBL polymerization predominately produced crystalline cyclic polyesters with a melting point of 145.4 °C, in which the ring-opening mainly concerned the alkyl C_β―O bond cleavage. This study demonstrates that the synthesis of various topological materials with different properties can be achieved by regioselective polymerization of functional monomers with the exquisite choice of catalyst or initiator.
- α-Methylene β-butyrolactone,
- Polyester,
- Ring-opening polymerization,
- Regioselectivity,
- Cyclic polymer
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沈阳化工大学材料科学与工程学院沈阳 110142

Regioselective Polymerization of α-Methylene β-Butyrolactone: Synthesis of Linear and Cyclic Polyesters

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

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通讯作者: 陈斌, bchen63@163.com