{"title":"Enhanced recyclability of polycaprolactone via precisely defined incorporation of acetal bonds","authors":"Marta Socka, Bartłomiej Kost","doi":"10.1016/j.polymdegradstab.2025.111635","DOIUrl":null,"url":null,"abstract":"<div><div>Here, we report the synthesis of polycaprolactone with enhanced recyclability without losing its thermal properties. Firstly, we synthesised reactive telechelic polycaprolactones with hydroxyl end-groups, with molar masses in the 1000–4000 g/mol range. Then, homo polycaprolactone was reacted with a model aldehyde (paraformaldehyde) in the presence of a weak acid catalyst to demonstrate the possibility of obtaining high-molecular-weight PCL with modified degradability from a high molecular mass polycaprolactone. The materials were evaluated for their recyclability through the hydrolysis of the acetal bond in the presence of water and the presence of acids of different strengths. The best result was obtained for the solution of hydrochloric acid, leading to the recovery of the reactive polycaprolactone block. The introduction of acetal bonds to the polycaprolactone macromolecules in a strictly defined way improved the chemical recyclability of prepared polymers, retaining their crystallinity and crystallisation temperature unchanged. Furthermore, we demonstrated that the recovered polycaprolactone block can be successfully repolymerized to obtain a material with the same thermal properties as the starting materials.</div></div>","PeriodicalId":406,"journal":{"name":"Polymer Degradation and Stability","volume":"242 ","pages":"Article 111635"},"PeriodicalIF":7.4000,"publicationDate":"2025-08-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Polymer Degradation and Stability","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0141391025004641","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"POLYMER SCIENCE","Score":null,"Total":0}
引用次数: 0
Abstract
Here, we report the synthesis of polycaprolactone with enhanced recyclability without losing its thermal properties. Firstly, we synthesised reactive telechelic polycaprolactones with hydroxyl end-groups, with molar masses in the 1000–4000 g/mol range. Then, homo polycaprolactone was reacted with a model aldehyde (paraformaldehyde) in the presence of a weak acid catalyst to demonstrate the possibility of obtaining high-molecular-weight PCL with modified degradability from a high molecular mass polycaprolactone. The materials were evaluated for their recyclability through the hydrolysis of the acetal bond in the presence of water and the presence of acids of different strengths. The best result was obtained for the solution of hydrochloric acid, leading to the recovery of the reactive polycaprolactone block. The introduction of acetal bonds to the polycaprolactone macromolecules in a strictly defined way improved the chemical recyclability of prepared polymers, retaining their crystallinity and crystallisation temperature unchanged. Furthermore, we demonstrated that the recovered polycaprolactone block can be successfully repolymerized to obtain a material with the same thermal properties as the starting materials.
期刊介绍:
Polymer Degradation and Stability deals with the degradation reactions and their control which are a major preoccupation of practitioners of the many and diverse aspects of modern polymer technology.
Deteriorative reactions occur during processing, when polymers are subjected to heat, oxygen and mechanical stress, and during the useful life of the materials when oxygen and sunlight are the most important degradative agencies. In more specialised applications, degradation may be induced by high energy radiation, ozone, atmospheric pollutants, mechanical stress, biological action, hydrolysis and many other influences. The mechanisms of these reactions and stabilisation processes must be understood if the technology and application of polymers are to continue to advance. The reporting of investigations of this kind is therefore a major function of this journal.
However there are also new developments in polymer technology in which degradation processes find positive applications. For example, photodegradable plastics are now available, the recycling of polymeric products will become increasingly important, degradation and combustion studies are involved in the definition of the fire hazards which are associated with polymeric materials and the microelectronics industry is vitally dependent upon polymer degradation in the manufacture of its circuitry. Polymer properties may also be improved by processes like curing and grafting, the chemistry of which can be closely related to that which causes physical deterioration in other circumstances.