公开(公告)号：US20160075820A1

公开(公告)日：2016-03-17

申请号：US14854840

申请日：2015-09-15

Applicant: Trent University

Inventor： Suresh Narine ,  Shaojun Li ,  Jesmy Jose ,  Shegufta Shetranjiwalla ,  Laziz Bouzidi

IPC: C08G63/16

CPC classification number: C08G63/16 ,  C08G63/78 ,  C08G63/90

Abstract: The synthesis of certain polyester diols (PEDs) is disclosed. This application also discloses the purification and polymerization kinetics of lipid based PEDs. Molecular weight and distribution controls were achieved by initial and induced stoichiometric imbalance and optimization of the purification protocol. Thermal degradation and thermal transition behavior of the PEDs were also investigated by TGA and DSC.

Abstract translation: 公开了某些聚酯二醇（PED）的合成。 本申请还公开了基于脂质的PED的纯化和聚合动力学。 通过初始和诱导的化学计量不平衡和纯化方案的优化实现分子量和分布对照。 还通过TGA和DSC研究了PEDs的热降解和热转变行为。

公开(公告)号：US20170145146A1

公开(公告)日：2017-05-25

申请号：US15361184

申请日：2016-11-25

Applicant: Trent University

Inventor： Suresh Narine ,  Shegufta Shetranjiwalla ,  Shaojun Li ,  Laziz Bouzidi

IPC: C08G18/42 ,  C08G18/76

CPC classification number: C08G18/4238 ,  C08G18/244 ,  C08G18/3206 ,  C08G18/664 ,  C08G18/73 ,  C08G18/7671 ,  C08G2230/00

Abstract: The disclosure generally provides high-molecular-weight thermoplastic polyester-based urethanes (TPEUs). In some embodiments, the component monomers of the TPEUs are entirely derived from renewable sources. The disclosure also provides methods of making high-molecular-weight TPEUs, and, in particular, methods for achieving such high molecular weights. The disclosure also provides certain uses of such TPEUs.High molecular weight, semi-crystalline TPEU elastomers were synthesized from polyester diols (PEDs) and 1,7 heptamethylene diisocyanate (HPMDI) both derived from oleic acid. Functional group stoichiometry and polymerization time were used as tools to control molecular weight and optimize the thermal and mechanical properties of the TPEU. A targeted range of PEDs with controlled molecular weights and narrow polydispersity indices were obtained in high yields using an induced stoichiometric imbalance method. The PEDs were reacted with HPMDI with different NCO:OH ratios (1.1 to 2.1) and polymerization times (2 to 24 hours) in order to obtain high molecular weight TPEUs. Solvent-resistant TPEUs, displaying polyethylene-like behavior with controlled polyester and urethane segment phase separation were obtained and characterized by FTIR, 1H-NMR, GPC, DSC, TGA and tensile tests in order to reveal the structure-property relationships. Melting and glass transition temperatures, tensile strength and maximum strain increased with molecular weight approaching saturation values, demonstrating a plateau effect of molecular weight on physical properties. The novel TPEUs showed extensive degradation under hydrothermal ageing in water at 80° C. and achieved a tensile half-life in one day of immersion. The entirely lipid-derived TPEUs exhibited thermal and mechanical properties comparable to commercially available entirely petroleum-based analogues.

公开(公告)号：US09611352B2

公开(公告)日：2017-04-04

申请号：US14854840

申请日：2015-09-15

Applicant: Trent University

Inventor： Suresh Narine ,  Shaojun Li ,  Jesmy Jose ,  Shegufta Shetranjiwalla ,  Laziz Bouzidi

IPC: C08G63/02 ,  C08G63/16 ,  C08G63/78 ,  C08G63/90

CPC classification number: C08G63/16 ,  C08G63/78 ,  C08G63/90

Abstract: The synthesis of certain polyester diols (PEDs) is disclosed. This application also discloses the purification and polymerization kinetics of lipid based PEDs. Molecular weight and distribution controls were achieved by initial and induced stoichiometric imbalance and optimization of the purification protocol. Thermal degradation and thermal transition behavior of the PEDs were also investigated by TGA and DSC.

公开(公告)号：US20170145145A1

公开(公告)日：2017-05-25

申请号：US15361174

申请日：2016-11-25

Applicant: Trent University

Inventor： Suresh Narine ,  Shegufta Shetranjiwalla ,  Shaojun Li ,  Laziz Bouzidi

IPC: C08G18/10 ,  C08G18/42 ,  C08G18/32 ,  C08G18/73

CPC classification number: C08G18/10 ,  C08G18/244 ,  C08G18/3206 ,  C08G18/4236 ,  C08G18/4238 ,  C08G18/73 ,  C08G18/8016 ,  C08G2230/00

Abstract: The disclosure generally provides high-molecular-weight thermoplastic polyester-based urethanes (TPEUs). In some embodiments, the component monomers of the TPEUs are entirely derived from renewable sources. The disclosure also provides methods of making high-molecular-weight TPEUs, and, in particular, methods for achieving such high molecular weights. The disclosure also provides certain uses of such TPEUs. Entirely lipid-derived segmented thermoplastic TPEU elastomers with rubber-like properties such as low modulus and high elongation were produced by incorporating 1,9-nonanediol (ND) as chain extender with oleic acid derived polyester diols (PEDs) and 1,7-heptamethylene diisocyanate (HPMDI). Enhanced elastomeric properties were achieved by optimizing hydrogen bond density and phase separation of the TPEU via customized polymerization protocols. The novel TPEUs showed extensive degradation under hydrothermal ageing in water at 80° C. and achieved a tensile half-life in one day of immersion. For the first time, entirely lipid-derived TPEU elastomers with thermal and mechanical properties comparable to commercially available petroleum-based analogues and a controlled life-cycle were achieved, demonstrating the viability of potential alternatives to petroleum-derived elastomers and credible potential in biomedical applications especially as bio-resorbable implants or tissue scaffolds.