通过有效的聚合后修饰控制功能性PCL的结晶度和溶解度,Polymer Chemistry

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通过有效的聚合后修饰控制功能性PCL的结晶度和溶解度
Polymer Chemistry ( IF 4.1 ) Pub Date : 2021-3-2 , DOI: 10.1039/d0py01535k
Cinzia Clamor _{1,

2,

3,

4} , Beatrice N. Cattoz _{4,

5,

6} , Peter M. Wright _{4,

5,

6} , Rachel K. O'Reilly _{1,

2,

3,

4} , Andrew P. Dove _{1,

2,

3,

4}

Affiliation

聚（ε-己内酯）是具有良好机械性能的半结晶生物相容性聚合物。它的结晶性还独特地使聚（ε-己内酯）能够用于不同的应用，从用于组织工程的3D支架的开发到先进的纳米颗粒设计。然而，聚合物主链中缺少侧链官能度阻止了进一步的官能化，从而限制了改变物理化学性质的潜力。在本文中，我们报告了使用Mg（BHT）₂（THF）₂可以很好地控制ε-烯丙基己内酯的开环聚合（ROP），以提供适用于聚合后修饰的烯丙基官能化PCL。然后可以通过以下方法对分离出的聚合物进行定量后功能化：使用各种可商购的烷基硫醇来高效硫醇-烯加成。研究了烷基链长对本体聚合物性能的影响，并证明了以简单有效的方式调节聚（ε-己内酯）的溶解度和结晶度的潜力。具有结晶性的亲脂性功能性聚酯很少见，但此功能对于开发生物相容性聚酯的进一步应用（例如用于药物输送或用作组织工程的坚固支架）至关重要。

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Controlling the crystallinity and solubility of functional PCL with efficient post-polymerisation modification

Poly(ε-caprolactone) is a semi-crystalline biocompatible polymer with good mechanical properties. Its crystallinity also uniquely enables poly(ε-caprolactone) to be used in different applications, from the development of 3D scaffolds for tissue engineering to advanced nanoparticle design. However, the lack of side-chain functionality in the polymer backbone prevents further functionalisation, thereby limiting the potential to alter physico-chemical properties. Herein, we report the well-controlled ring-opening polymerisation (ROP) of ε-allyl caprolactone using Mg(BHT)₂(THF)₂ to furnish an allyl-functionalised PCL suitable for post-polymerisation modification. The isolated polymer could then be quantitatively post-functionalised via the efficient thiol–ene addition using a variety of commercially available alkyl thiols. The effect of alkyl chain length on bulk polymer properties was investigated, and demonstrates the potential to tune solubility and crystallinity of poly(ε-caprolactone) in a simple and efficient fashion. Lipophilic, functional polyesters that possess crystallinity are rare but this feature is crucial to exploit further applications of biocompatible polyesters such as for drug delivery or as a robust scaffold for tissue engineering.

更新日期：2021-03-10

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