Synthesis of Star-Shaped PLA via Direct Melt Polycondensation: 1. Using L-LA as Starting Material

2010 ◽  
Vol 152-153 ◽  
pp. 1236-1239
Author(s):  
Zhao Yang Wang ◽  
Chao Xu Mao ◽  
Yu Fen Luo ◽  
Shi He Luo ◽  
Jun Min Nan

Using 1,3,5-benzenetrioxyundecanol (mTU) as the core, and L-lactic acid (L-LA) as starting material, a novel star-shaped poly(L-lactic acid) (SPLLA) was synthesized via direct melt polycondensation with simple process and low-cost. The obtained biodegradable polymer SPLLA was systematically characterized with the intrinsic viscosity [η], FTIR, 1H-NMR, GPC and XRD. The Mw, Tg, Tm, ΔH, crystallinity, crystallite size of all SPLLA basically increased with the increase of the molar feed ratio n(L-LA) : n(mTU). When n(L-LA) : n(mTU) was 500:1, the biggest Mw was 8600, but all Mw meet the requirement for drug delivery application.

2010 ◽  
Vol 152-153 ◽  
pp. 1301-1304
Author(s):  
Zhao Yang Wang ◽  
Wen Kun Hong ◽  
Yu Fen Luo ◽  
Qun Fang Wang ◽  
Xin Xiao

Using 1,3,5-benzenetrioxyundecanol (mTU) as the core, and more cheaper D,L-lactic acid (D,L-LA) as starting material, a novel star-shaped poly(D,L-lactic acid) (SPDLLA) was synthesized via direct melt polycondensation with simple process and low-cost. The obtained biodegradable polymer SPDLLA was systematically characterized with the intrinsic viscosity [η], FTIR, 1H-NMR, GPC and XRD. The Tg and crystallinity of all SPDLLA were much lower than that of the linear poly(D,L-lactic acid). When n(D,L-LA) : n(mTU) was 120 : 1, the biggest Mw was 10800, which was bigger than that obtained from L-lactic acid (L-LA). All Mw meet the requirement for drug delivery application.


2011 ◽  
Vol 311-313 ◽  
pp. 1106-1109 ◽  
Author(s):  
Shi He Luo ◽  
Shi Qin Yu ◽  
Jian Xiao Li ◽  
Zhao Yang Wang

Directly using L-lactic acid (L-LA) and glucose (Glu) as the starting materials, novel biodegradable material poly(L-lactic acid-co-glucose) [P(L-LA-co-Glu)] was synthesized via direct melt polycondensation. The copolymers P(L-LA-co-Glu)s at different molar feed ratios were characterized by FTIR,1H-NMR, GPC, DSC and XRD. All poly(L-lactic acid) modified by Glu was partly crystalline. And their Mw, Tm, and crystallinity basically increased with the increase of the molar feed ratio n(L-LA) : n(Glu). When n(Glu) : n(L-LA) was 1 : 750, the biggest Mw was 5900 Da, and all Mwcould meet the requirement for drug delivery application.


2013 ◽  
Vol 781-784 ◽  
pp. 503-506
Author(s):  
Min Hua Feng ◽  
Jin Feng Xiong ◽  
Qun Fang Wang ◽  
Zhao Yang Wang

Directly starting fromD,L-lactic acid (LA) and melamine (MA), novel star-shaped biodegradable material poly (lactic acid-co-melamine) [P(LA-co-MA)] as a kind of potential flame retardant is synthesized via melt polycondensation. When the molar feed ration(LA)/n(MA) is 60/1, the optimal synthetic conditions are discussed. After the prepolymerization at 140 °C for 8 h, using 0.4wt% stannous chloride as the catalyst, the melt copolymerization at 160 °C for 8 h gives the copolymer with the biggest intrinsic viscosity 0.87 dLg-1.


2013 ◽  
Vol 781-784 ◽  
pp. 495-498
Author(s):  
Qun Fang Wang ◽  
Jin Feng Xiong ◽  
Ming Li Zhong ◽  
Zhao Yang Wang

When poly (lactic acid-co-melamine) [P(LA-co-MA)] is synthesized via direct melt polycondensation (DMP), with the more MA in the feed content, the copolymer with a three-MA-core structure linked by the ether bond is formed. Increasing the molar feed ration(LA)/n(MA), the structure of the copolymers is gradually changed from multi-core structure into SPLA structure only containing one MA core, and a peak value of Mwexists as expected. The aromatic cores with different functional groups have an important influence on the Mwpeak value, and the internal factors are the conjugate effect and the nucleophilicity caused by the different functional groups themselves.


2011 ◽  
Vol 80-81 ◽  
pp. 370-374 ◽  
Author(s):  
Shi He Luo ◽  
Zhao Yang Wang ◽  
Dong Na Huang ◽  
Chao Xu Mao ◽  
Jin Feng Xiong

Directly using cheap D,L-lactic acid (D,L-LA) and glucose (Glu) as starting materials, biodegradable material poly(D,L-lactic acid-co-Glucose) [P(D,L-LA-co-Glu)] was synthesized via melt polycondensation. When n(Glu) : n(D,L-LA) = 1:200, the appropriate synthetic condition is that: after 120 °C prepolymerization for 5 h, 160 °C melt polymerization catalyzed by w(SnCl2) = 0.5% for 5 h. P(D,L-LA-co-Glu) with different molar feed ratios were synthesized and characterized with [η], FTIR, 1H NMR, GPC and XRD. The Tg of all copolymer P(D,L-LA-co-Glu) was lower than that of homopolymer polylactic acid directly synthesized via melt polycondensation. The copolymers with Mw from 2,100 Da to 5,100 Da could meet the demand of drug delivery carrier material.


2021 ◽  
Vol 8 (3) ◽  
Author(s):  
Sungho Lee ◽  
Tatsuya Miyajima ◽  
Ayae Sugawara-Narutaki ◽  
Katsuya Kato ◽  
Fukue Nagata

Biodegradable nanoparticles have been well studied as biocompatible delivery systems. Nanoparticles of less than 200 nm in size can facilitate the passive targeting of drugs to tumour tissues and their accumulation therein via the enhanced permeability and retention (EPR) effect. Recent studies have focused on stimuli-responsive drug delivery systems (DDS) for improving the effectiveness of chemotherapy; for example, pH-sensitive DDS depend on the weakly acidic and neutral extracellular pH of tumour and normal tissues, respectively. In our previous work, core–shell nanoparticles composed of the biodegradable polymer poly(lactic acid) (PLA) and the widely used inorganic biomaterial hydroxyapatite (HAp, which exhibits pH sensitivity) were prepared using a surfactant-free method. These PLA/HAp core–shell nanoparticles could load 750 wt% of a hydrophobic model drug. In this work, the properties of the PLA/HAp core–shell nanoparticles loaded with the anti-cancer drug paclitaxel (PTX) were thoroughly investigated in vitro . Because the PTX-containing nanoparticles were approximately 80 nm in size, they can be expected to facilitate efficient drug delivery via the EPR effect. The core–shell nanoparticles were cytotoxic towards cancer cells (4T1). This was due to the pH sensitivity of the HAp shell, which is stable in neutral conditions and dissolves in acidic conditions. The cytotoxic activity of the PTX-loaded nanoparticles was sustained for up to 48 h, which was suitable for tumour growth inhibition. These results suggest that the core–shell nanoparticles can be suitable drug carriers for various water-insoluble drugs.


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