Ternary Stereocomplex Formation of One l-Configured and Two d-Configured Optically Active Polyesters, Poly(l-2-hydroxybutanoic acid), Poly(d-2-hydroxybutanoic acid), and Poly(d-lactic acid)

2012 ◽  
Vol 1 (6) ◽  
pp. 687-691 ◽  
Author(s):  
Hideto Tsuji ◽  
Mao Hosokawa ◽  
Yuzuru Sakamoto
Keyword(s):  
Lactic Acid ◽  
Optically Active ◽  
Stereocomplex Formation ◽  
Hydroxybutanoic Acid

scholarly journals Configurational Molecular Glue: One Optically Active Polymer Attracts Two Oppositely Configured Optically Active Polymers

2017 ◽  
Vol 7 (1) ◽  
Author(s):  
Hideto Tsuji ◽  
Soma Noda ◽  
Takayuki Kimura ◽  
Tadashi Sobue ◽  
Yuki Arakawa
Keyword(s):  
Lactic Acid ◽  
Biodegradable Polymers ◽  
Optically Active ◽  
Poly Lactic Acid ◽  
Optically Active Polymers ◽  
Biodegradation Rate ◽  
Optically Active Polymer ◽  
Stereocomplex Formation ◽  
Hydroxybutanoic Acid ◽  
And Behavior

Abstract D-configured poly(D-lactic acid) (D-PLA) and poly(D-2-hydroxy-3-methylbutanoic acid) (D-P2H3MB) crystallized separately into their homo-crystallites when crystallized by precipitation or solvent evaporation, whereas incorporation of L-configured poly(L-2-hydroxybutanoic acid) (L-P2HB) in D-configured D-PLA and D-P2H3MB induced co-crystallization or ternary stereocomplex formation between D-configured D-PLA and D-P2H3MB and L-configured L-P2HB. However, incorporation of D-configured poly(D-2-hydroxybutanoic acid) (D-P2HB) in D-configured D-PLA and D-P2H3MB did not cause co-crystallization between D-configured D-PLA and D-P2H3MB and D-configured D-P2HB but separate crystallization of each polymer occurred. These findings strongly suggest that an optically active polymer (L-configured or D-configured polymer) like unsubstituted or substituted optically active poly(lactic acid)s can act as “a configurational or helical molecular glue” for two oppositely configured optically active polymers (two D-configured polymers or two L-configured polymers) to allow their co-crystallization. The increased degree of freedom in polymer combination is expected to assist to pave the way for designing polymeric composites having a wide variety of physical properties, biodegradation rate and behavior in the case of biodegradable polymers.

scholarly journals Synthesis and stereocomplex formation of enantiomeric alternating copolymers with two types of chiral centers, poly(lactic acid-alt-2-hydroxybutanoic acid)s

RSC Advances ◽  
2020 ◽  
Vol 10 (64) ◽  
pp. 39000-39007
Author(s):  
Hideto Tsuji ◽  
Kazuya Nakayama ◽  
Yuki Arakawa
Keyword(s):  
Lactic Acid ◽  
Physical Properties ◽  
Poly Lactic Acid ◽  
Biodegradable Materials ◽  
Alternating Copolymers ◽  
Stereocomplex Formation ◽  
Chiral Centers ◽  
Hydroxybutanoic Acid

Stereocomplex formation was reported for alternating copolymers of chiral α-substituted 2-hydroxyalkanoic acids which can be utilized for preparation of biodegradable materials with a variety of physical properties and biodegradability.

Biodegradable hydrogels based on stereocomplex formation between lactic acid oligomers grafted to dextran

2001 ◽  
Vol 72 (1-3) ◽  
pp. 47-56 ◽  
Author(s):  
S.J de Jong ◽  
S.C De Smedt ◽  
J Demeester ◽  
C.F van Nostrum ◽  
J.J Kettenes-van den Bosch ◽  
...  
Keyword(s):  
Lactic Acid ◽  
Biodegradable Hydrogels ◽  
Stereocomplex Formation

Monodisperse Enantiomeric Lactic Acid Oligomers:  Preparation, Characterization, and Stereocomplex Formation

1998 ◽  
Vol 31 (19) ◽  
pp. 6397-6402 ◽  
Author(s):  
S. J. de Jong ◽  
W. N. E. van Dijk-Wolthuis ◽  
J. J. Kettenes-van den Bosch ◽  
P. J. W. Schuyl ◽  
W. E. Hennink
Keyword(s):  
Lactic Acid ◽  
Stereocomplex Formation

Optically active cyclopentadienyl and indenyl ligands obtained from lactic acid esters

2008 ◽  
Vol 693 (1) ◽  
pp. 23-32 ◽  
Author(s):  
Richard Laï ◽  
Florence Chanon ◽  
Christian Roussel ◽  
Martial Sanz ◽  
Nicolas Vanthuyne ◽  
...  
Keyword(s):  
Lactic Acid ◽  
Optically Active ◽  
Acid Esters
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