Synthesis of trans-4-hydroxy-L-proline-based telechelic prepolymers and poly(ester-urethane)

✍ Scribed by Ren-Shen Lee; Jen-Ming Yang

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 179 KB
• Volume: 38
• Category: Article
• ISSN: 0887-624X
• DOI: 10.1002/1099-0518(20000701)38:13<2449::aid-pola170>3.0.co;2-r

✦ Synopsis

The synthesis of hydroxyproline-based telechelic prepolymers by the condensation polymerization of trans-4-hydroxy-N-benzyloxycarbonyl-L-proline methyl ester was investigated. All the polymerizations were carried out in the melt with stannous octoate as the catalyst and with different diols. The products were characterized by differential scanning calorimetry, proton nuclear magnetic resonance, infrared spectrophotometry, and inherent viscosity ( inh ). According to the analytic results, the inh value of the prepolymers depended on the kind and amount of diols that were added. With an increase in the 1,6-hexanediol feed from 2 to 10 mol %, there was a decrease in inh from 0.78 to 0.41 along with a decrease in the glass-transition temperature (T g ) from 63 to 42 °C. When 2 mol % of different kinds of diols were used, inh ranged from 0.78 to 0.21, and T g varied from 70 to 43 °C. These new prepolymers could be linked to poly(ester-urethane) by the chain extender 1,6-hexamethylene diisocyanate. The poly-(ester-urethane) was amorphous, and the T g was 76 °C.