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

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Controlling the crystallinity and solubility of functional PCL with efficient post-polymerisation modification. / Clamor, Cinzia; Cattoz, Beatrice; Wright, Peter; O'Reilly, Rachel; Dove, Andrew.

In: Polymer Chemistry, Vol. 12, No. 13, 07.04.2021, p. 1983-1990.

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@article{e2a4fecce7df485fbb016701140a3635,
title = "Controlling the crystallinity and solubility of functional PCL with efficient post-polymerisation modification",
abstract = "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. This journal is",
keywords = "Poly(ε-caprolactone), 3D scaffolds, semi-crystallinity, lipophilic polyesters",
author = "Cinzia Clamor and Beatrice Cattoz and Peter Wright and Rachel O'Reilly and Andrew Dove",
year = "2021",
month = apr,
day = "7",
doi = "10.1039/D0PY01535K",
language = "English",
volume = "12",
pages = "1983--1990",
journal = "Polymer Chemistry",
issn = "1759-9954",
publisher = "Royal Society of Chemistry",
number = "13",

}

RIS

TY - JOUR

T1 - Controlling the crystallinity and solubility of functional PCL with efficient post-polymerisation modification

AU - Clamor, Cinzia

AU - Cattoz, Beatrice

AU - Wright, Peter

AU - O'Reilly, Rachel

AU - Dove, Andrew

PY - 2021/4/7

Y1 - 2021/4/7

N2 - 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. This journal is

AB - 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. This journal is

KW - Poly(ε-caprolactone)

KW - 3D scaffolds

KW - semi-crystallinity

KW - lipophilic polyesters

UR - http://www.scopus.com/inward/record.url?scp=85103827093&partnerID=8YFLogxK

U2 - 10.1039/D0PY01535K

DO - 10.1039/D0PY01535K

M3 - Article

VL - 12

SP - 1983

EP - 1990

JO - Polymer Chemistry

JF - Polymer Chemistry

SN - 1759-9954

IS - 13

ER -