Synthesis and Chiroptical Properties of Vinyl Polymers Containing Laterally Attached 4,4 -Digalactosyloxy-p-terphenyl Side Groups

Synthesis and Chiroptical Properties of Vinyl Polymers Containing Laterally Attached 4,4 -Digalactosyloxy-p-terphenyl Side Groups
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DOI:
10.1021/ma800673t
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发表时间:
2008-06
期刊:
影响因子:
5.5
通讯作者:
Jiaxi Cui;Anhua Liu;Junge Zhi;Zhiguo Zhu;Yan Guan;X. Wan;Qifeng Zhou
Jiaxi Cui;Anhua Liu;Junge Zhi;Zhiguo Zhu;Yan Guan;X. Wan;Qifeng Zhou
中科院分区:
化学1区
文献类型:
--
作者:
Jiaxi Cui;Anhua Liu;Junge Zhi;Zhiguo Zhu;Yan Guan;X. Wan;Qifeng Zhou

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报道了聚{2,5-二[4 ' -(2,3,4,6-四- o -乙酰- -d-半乳糖酰基)苯基]苯乙烯}(PTAGPS)和聚{2,5-二[4 ' -(β-d-半乳糖酰基)苯基]苯乙烯}(PGPS)两种新型旋光性螺旋型共聚物的合成及其旋光性。前者通过自由基聚合得到2,5-二[4 ' -(2,3,4,6-四- o -乙酰-β-d-半乳糖氧基)苯基]苯乙烯(TAGPS),后者通过直接自由基聚合得到2,5-二[4 ' -(β-d-半乳糖氧基)苯基]苯乙烯(GPS)或PTAGPS的去乙酰化得到。PTAGPS具有一个热力学控制构象(TCC),无论其聚合的溶剂的性质如何。而在二甲基亚砜(DMSO)中自由基聚合制备的PGPS具有TCC构象,而在N,N-二甲基甲酰胺(DMF)中自由基聚合制备的PGPS具有动力学控制构象(KCC),在DMSO中退火后可不可逆地进化为TCC构象。由PTAGPS衍生的PGPS显示了它和它的基本热带特征。
The synthesis and chiroptical properties of two novel optically active helical glycopolymers, poly{2,5-bis[4′-(2,3,4,6-tetra-O-acetyl-beta-d-galactosyloxy)phenyl]styrene} (PTAGPS) and poly{2,5-bis[4′-(β-d-galactosyloxy)phenyl]styrene} (PGPS), were reported. The former was obtained via radical polymerization of 2,5-bis[4′-(2,3,4,6-tetra-O-acetyl-β-d-galactosyloxy)phenyl]styrene (TAGPS), while the later by either direct radical polymerization of deacetylized monomer, 2,5-bis[4′-(β-d-galactosyloxy)phenyl]styrene (GPS), or deacetylation of PTAGPS. PTAGPS had a thermodynamically controlled conformation (TCC) regardless of the nature of the solvent where it was polymerized. However, PGPS prepared via radical polymerization of GPS in dimethyl sulfoxide (DMSO) had TCC, and that in N,N-dimethylformamide (DMF) had a kinetically controlled conformation (KCC), which could undergo an irreversible evolution to TCC by annealing in DMSO. PGPS derived from PTAGPS showed the essential chiroptical characteristics of both it...