Synthesis and characterization of a novel terpolymer based on L-lactide, D,L-lactide and trimethylene carbonate

Abstract

Terpolymers of L-lactide, D,L-lactide and trimethylene carbonate (TMC) were synthesized via the ring-opening polymerization reaction for cyclic monomers using stannous octoate as the initiator at a ratio of ~0.05 mol% (monomers/(SnOct) 2 ). Synthesis was done at 130 °C for 48 h. The inclusion of TMC, an aliphatic elastomeric polycarbonate, alongside polymer chain segments containing L-lactide and D,L-lactide, was expected to yield a material with improved properties such as increased elongation; this would overcome the limitation of copolymers consisting entirely of lactide and D,L-lactide. The terpolymer properties were assessed by Nuclear magnetic resonance spectroscopy 1 H and 13 C NMR, infrared spectroscopy, differential scanning calorimetry and thermogravimetry, with particular attention being given to the effect of TMC on the copolymer of L-lactide-co-D,L-lactide. The mixing of these polymers resulted in material with a high molar mass (10 5 g/mol). The mechanical properties of the terpolymer were assessed using pins of this material that were tested by mechanical flexion at three points. When compared with results for the copolymer PLDLA there was a decrease in Young's modulus for the TMC-containing terpolymer.

Characterization of Membrane of Poly (L,co-D,L-lactic acid-co-trimethylene carbonate) (PLDLA-co-TMC) (50/50) loaded with Silk Fibroin

“…The amide I absorption arises predominantly from protein amide C=O stretching vibrations, the amide II absorption is made up of amide N-H bending vibrations and C-N stretching vibrations (60% and 40% contribution to the peak respectively); the amide III peak is complex, consisting of components from C-N stretching and N-H in plane bending from amide linkages, as well as absorptions arising from wagging vibrations from CH 2 groups from the glycine backbone and proline side-chains. [19][20][21] Is possible to note also in Figure 1 that SF presented absorption peaks at 1641 cm −1 and 1632 cm −1…”

Alternative Cutaneous Substitutes Based on Poly(l-co-d,l-lactic acid-co-trimethylene carbonate) with Schinus terebinthifolius Raddi Extract Designed for Skin Healing

“…Poly( l - co - d , l -lactic acid- co -trimethylene carbonate) [PLDLA-TMC (50/50)] was synthesized in the Biomaterials Laboratory at PUC-SP according to Motta and Duek. 20 Appropriate amounts of l -lactide, d , l -lactide, and TMC ( l / d , l /TMC = 35:15:50 w/w/w) were mixed and poured into glass ampoules. The molar ratio of Stannous octoate (Sn(Oct) 2 ) added to the monomer was 1:5000.…”

Macromolecular design of specialty polylactides by means of controlled copolymerization and stereocomplexation

“…Until now, various AB diblock and ABA triblock copolymers consisting of PLA (A: PLLA or PDLA) and elastomeric polymers (B) have been synthesized. Typical elastomeric polymers used for this block copolymerization are poly(trimethylene carbonate) (PTMC) and poly(ϵ‐caprolactone) (PCL), which can be synthesized by the ROP of trimethylene carbonate (TMC) and ϵ‐caprolactone (CL), respectively. Since both PTMC and PCL, showing low T g (−18 °C (PTMC) and −62 °C (PCL)), are oil‐based polymers, fully or partly biobased alternatives have to be developed.…”