Benzyl esters of optically active malic acid stereocopolymers as obtained by ring-opening polymerization of (R)-(+) and (S)-(-)-benzyl malolactonates

1986 ◽  
Vol 6 (1) ◽  
pp. 305-314 ◽  
Author(s):  
Ph. Guerin ◽  
J. Francillette ◽  
C. Braud ◽  
M. Vert
Keyword(s):  
Malic Acid ◽  
Ring Opening ◽  
Ring Opening Polymerization ◽  
Optically Active ◽  
Benzyl Esters

Ring-opening polymerization of an O-carboxyanhydride monomer derived from l-malic acid

2011 ◽  
Vol 2 (10) ◽  
pp. 2204 ◽  
Author(s):  
Ryan J. Pounder ◽  
David J. Fox ◽  
Ian A. Barker ◽  
Michael J. Bennison ◽  
Andrew P. Dove
Keyword(s):  
Malic Acid ◽  
Ring Opening ◽  
Ring Opening Polymerization

Chemical synthesis of novel biodegradable polyesters

1995 ◽  
Vol 41 (13) ◽  
pp. 282-288 ◽  
Author(s):  
Y. Hori ◽  
Y. Takahashi ◽  
A. Yamaguchi ◽  
T. Hagiwara
Keyword(s):  
Molecular Weight ◽  
Ring Opening ◽  
Lactone Ring ◽  
Ring Opening Polymerization ◽  
Optically Active ◽  
Bond Breaking ◽  
Carbonyl Carbon ◽  
Biodegradable Polyesters ◽  
Molecular Weights ◽  
High Molecular Weight Poly

Distannoxane complexes catalyze the ring-opening polymerization of optically active β-butyrolactone (β-BL) to afford a high molecular weight poly(3-hydroxybutyrate). When 1-ethoxy-3-chlorotetrabutyldistannoxane was used as a catalyst (catalyst/(R)-β-BL = 1/8000 at 100 °C for 4 h), poly((R)-3-hydroxybutyrate) was obtained from (R)-β-BL in a yield of 99%. The copolymerizations of (R)-β-BL with racemic β-BL in several ratios gave corresponding stereocopolymers. The copolymerizations of (R)-β-BL with ε-caprolactone, δ-valerolactone, β-methyl-δ-valerolactone, and L-lactide afforded novel optically active and biodegradable polyesters of high molecular weights, comprising (R)-3-hydroxybutyrate (3HB). The polymerization of (R)-β-BL catalyzed by the distannoxane complexes proceeded by bond breaking between the carbonyl carbon and oxygen atom of the lactone ring (acyl cleavage) with retention of the configuration and little or no racemization. Polymers that have over 80 mol% of the (R)-3HB unit were found to have almost the same degree of biodegradability as the copolyester of 3-hydroxybutyrate and 11% 3-hydroxyvalerate produced by the microbial method.Key words: distannoxane, ring-opening polymerization, poly(3-hydroxybutyrate), poly(3-hydroxyalkanoates), biodegradable polymer.

scholarly journals Preparation of poly(.ALPHA.-D,L-malic acid-co-glycolic acid) by ring-opening polymerization of a novel cyclic diester.

1989 ◽  
Vol 46 (4) ◽  
pp. 281-284 ◽  
Author(s):  
Yoshiharu KIMURA ◽  
Kenji SHIROTANI ◽  
Hideki YAMANE ◽  
Toshio KITAO
Keyword(s):  
Malic Acid ◽  
Ring Opening ◽  
Glycolic Acid ◽  
Ring Opening Polymerization

Sm based initiators for the ring-opening polymerization of L-lactide

e-Polymers ◽  
2001 ◽  
Vol 1 (1) ◽  
Author(s):  
Seema Agarwal ◽  
Marc Karl ◽  
Kurt Dehnicke ◽  
Andreas Greiner
Keyword(s):  
Carbon Atom ◽  
Optical Activity ◽  
Ring Opening ◽  
Ring Opening Polymerization ◽  
Optically Active ◽  
Polymerization Catalysts ◽  
Time Intervals ◽  
Chiral Carbon

AbstractRing-opening polymerizations of L-lactide were carried out in the presence of Sm(II) (SmI2/Sm) and the Sm(III) complex [Sm(m-Cl){N(SiMe3)2}2(THF)]2 (Me: CH3, THF: tetrahydrofuran). The polymerizations were performed using different mole ratios of monomer to initiator and for different time intervals. The complexes were found to be active polymerization catalysts and led to the synthesis of semicrystalline, optically active poly(L-lactide) retaining about 95.5% of the optical activity. This shows that - with the initiator systems used - polymerization proceeds with the retention of configuration at the chiral carbon atom.

scholarly journals An organocatalytic ring-opening polymerization approach to highly alternating copolymers of lactic acid and glycolic acid

2020 ◽  
Vol 11 (39) ◽  
pp. 6365-6373
Author(s):  
Kaoru Takojima ◽  
Hiroshi Makino ◽  
Tatsuya Saito ◽  
Takuya Yamamoto ◽  
Kenji Tajima ◽  
...  
Keyword(s):  
Lactic Acid ◽  
Ring Opening ◽  
Glycolic Acid ◽  
Ring Opening Polymerization ◽  
Optically Active ◽  
Alternating Copolymers ◽  
Alternating Copolymer ◽  
Alcohol System

Highly regioselective ring-opening polymerization of optically active methylglycolides was achived using P2-t-Bu/alcohol system to produce alternating copolymer of lactic acid and glycolic acid.

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