Synthesis of biodegradable polydisulfides from renewable resources

被引:0
作者
Polyak, Peter [1 ,2 ]
Pillai, Aswathy Sasidharan [2 ]
Molnar, Kristof [2 ,3 ]
Mijowska, Ewa [4 ,6 ]
El Fray, Miroslawa [5 ,6 ]
Puskas, Judit E. [2 ]
机构
[1] Budapest Univ Technol & Econ, Dept Phys Chem & Mat Sci, Lab Plast & Rubber Technol, Muegyetem Rkp 3, H-1111 Budapest, Hungary
[2] Ohio State Univ, Coll Food Agr & Environm Sci, Dept Food Agr & Biol Engn, 1680 Madison Ave, Wooster, OH 44691 USA
[3] Semmelweis Univ, Dept Biophys & Radiat Biol, Lab Nanochem, Nagyvarad Ter 4, H-1094 Budapest, Hungary
[4] West Pomeranian Univ Technol Szczecin, Fac Chem Technol & Engn, Dept Nanomat Physicochem, al Piastow 45, Szczecin, Poland
[5] West Pomeranian Univ Technol Szczecin, Dept Polymer & Biomat Sci, Al Piastow 45, PL-70311 Szczecin, Poland
[6] West Pomeranian Univ Technol, Ctr Adv Mat & Mfg Proc Engn, al Piastow 45, Szczecin, Poland
基金
欧盟地平线“2020”;
关键词
Di-linoleic diol; Enzyme-catalyzed transesterification; Reversible Radical Recombination; Polymerization (R3P); Biodegradable polydisulfide; LAMELLAR SINGLE-CRYSTALS; CO-DILINOLEIC SUCCINATE); CONJUGATED POLYMER; ACID SYNTHESIS; CRYSTALLIZATION; MECHANISM; GROWTH;
D O I
10.1016/j.molliq.2024.125677
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this paper, we report the synthesis and preliminary characterization of polydisulfides from a renewable resource. Di-linoleic diol was first converted into dithiol via transesterification of methyl-3-mercaptopropionate catalyzed by Candida antarctica Lipase B (CALB). The kinetics of the reaction was monitored using a newly developed Thin Layer Chromatography method. The dithiol was then polymerized by Reversible Radical Recombination Polymerization (R3P), a scalable "green" polymerization process using triethylamine (TEA) catalyst, aqueous H2O2, 2 O 2 , and air. 3 wt% H2O2 2 O 2 yielded low molecular weight polymer, while with 30 wt% concentration DL-SS with Mn= n = 66,400 g/mol and polydispersity of 1.26 was obtained. 800 MHz NMR and Raman spectroscopy did not detect thiol end group signals in this polymer, indicating that it had a cyclic structure. Dithiothreitol degraded the polymer to monomer in two weeks. Full characterization of this new polymer is in progress.
引用
收藏
页数:12
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