Organo-Catalyzed Ring Opening Polymerization of a 1,4-Dioxane-2,5-dione Deriving from Glutamic Acid

2010 ◽  
Vol 11 (8) ◽  
pp. 1921-1929 ◽  
Author(s):  
Olivier Thillaye du Boullay ◽  
Nathalie Saffon ◽  
Jean-Pierre Diehl ◽  
Blanca Martin-Vaca ◽  
Didier Bourissou
2011 ◽  
Vol 284-286 ◽  
pp. 2110-2113 ◽  
Author(s):  
Zhi Ming Zhang ◽  
Shi Qian Wei ◽  
Li Hua Han

With L-glutamic acid as raw materials, N-carboxy-L-glutamic acid-benzyl-anhydride (BLG-NCA) was synthesized by triphosgene. With aniline as the initiator in the anhydrous dichloromethane, ring-opening polymerization of BLG-NCA was initiated, poly-l-glutamic acid benzyl ester was obtained. The amount of initiators, Molar ratio of monomer/initiators, reaction temperature and reaction time to the effect of poly-l-glutamic acid benzyl ester in the ring-opening polymerization of BLG-NCA were studied. Through infrared spectroscopy, gel permeation chromatography (GPC) analysis and characteristic viscosity method, polymerization product was characterized and analysized. Results showed that in dichloromethane, ring-opening polymerization of BLG-NCA could be initiated by aniline, which expands greater scope of the initiators of poly-l-glutamate to aromatic compounds, and the introduction of the active group provided by aromatic compounds make it possible for the advanced development of block copolymer with poly-l-glutamic acid as a basic unit.


2012 ◽  
Vol 450-451 ◽  
pp. 26-29
Author(s):  
Zhi Ming Zhang ◽  
Shi Qian Wei ◽  
Ting Ting Li ◽  
Li Hua Han

With L-glutamic acid as raw materials, N-carboxy-L-glutamic acid-benzyl-anhydride (BLG-NCA) was synthesized by triethanolamine. With triethanolamine as the initiator in the anhydrous dichloromethane, ring-opening polymerization of BLG-NCA was initiated, poly-l-glutamic acid benzyl ester was obtained. The amount of initiators, molar ratio of monomer/initiators, reaction temperature and reaction time to the effect of poly-l-glutamic acid benzyl ester in the ring-opening polymerization of BLG-NCA were studied. At last, poly L-glutamate was got, after the debenzylation in HBr solution. Through infrared spectroscopy, Ubbelohde viscometer, 1H NMR spectra, polymerization product was characterized and analysized. Results showed that in dichloromethane, ring-opening polymerization of BLG-NCA could be initiated by triethanolamine.


RSC Advances ◽  
2019 ◽  
Vol 9 (70) ◽  
pp. 41031-41037
Author(s):  
Jinglun Zhou ◽  
Linlin Li ◽  
Weishan Wang ◽  
Yang Zhao ◽  
Shengyu Feng

A new type of branched copolymer, poly(l-lactide)2-b-poly(l-glutamic acid), based on polypeptide PLGA is synthesized by the ring-opening polymerization of N-carboxyanhydride of γ-benzyl-l-glutamate with amino-terminated PLLA2–NH2 and subsequent deprotection.


2020 ◽  
Author(s):  
Nathaniel Park ◽  
Dmitry Yu. Zubarev ◽  
James L. Hedrick ◽  
Vivien Kiyek ◽  
Christiaan Corbet ◽  
...  

The convergence of artificial intelligence and machine learning with material science holds significant promise to rapidly accelerate development timelines of new high-performance polymeric materials. Within this context, we report an inverse design strategy for polycarbonate and polyester discovery based on a recommendation system that proposes polymerization experiments that are likely to produce materials with targeted properties. Following recommendations of the system driven by the historical ring-opening polymerization results, we carried out experiments targeting specific ranges of monomer conversion and dispersity of the polymers obtained from cyclic lactones and carbonates. The results of the experiments were in close agreement with the recommendation targets with few false negatives or positives obtained for each class.<br>


2020 ◽  
Vol 17 ◽  
Author(s):  
Duc Dau Xuan

: The synthesis of the A-B bicyclic ring structure 3 of the natural product Stemocurtisine is described. The synthesis was accomplished in seven synthetic steps from commercially available L-glutamic acid. The key step involved a borono-Mannich reaction between the hemiaminal 6 and trans-β-styryl boronic acid and trans-β-styrylpotassiumtrifluoroborate to prepare the cis diene 4. Attempts to prepare the A-B-C ring compound 2 via intramolecular epoxide ring opening followed by rearangement under different basic conditions were unsuccessful. Only unreactive starting material was recovered.


2019 ◽  
Vol 52 (23) ◽  
pp. 9232-9237 ◽  
Author(s):  
Rukshika S. Hewawasam ◽  
U. L. D. Inush Kalana ◽  
Nayanthara U. Dharmaratne ◽  
Thomas J. Wright ◽  
Timothy J. Bannin ◽  
...  

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