Biodegradable PVC plasticizer derived from a new CO2-based Poly(carbonate-ester) macrodiol: Molecular design and plasticizing effect

A completely new poly(carbonate-ester) macrodiol (PPCP-mDL), derived from direct copolymerization of carbon dioxide (CO2), propylene oxide (PO), phthalic anhydride (PA) and 1, 4-butanediol (BDO) catalyzed by metal-free triethylborine (TEB)/1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) pairs has been deve...

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Main Authors: Sifan Chen, Tingting Zhao, Peiyuan Li, Shuanjin Wang, Dongmei Han, Sheng Huang, Wei Liu, Zhiheng Huang, Min Xiao, Yuezhong Meng
Format: Article
Language:English
Published: Elsevier 2024-02-01
Series:Journal of CO2 Utilization
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2212982024000301
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author Sifan Chen
Tingting Zhao
Peiyuan Li
Shuanjin Wang
Dongmei Han
Sheng Huang
Wei Liu
Zhiheng Huang
Min Xiao
Yuezhong Meng
author_facet Sifan Chen
Tingting Zhao
Peiyuan Li
Shuanjin Wang
Dongmei Han
Sheng Huang
Wei Liu
Zhiheng Huang
Min Xiao
Yuezhong Meng
author_sort Sifan Chen
collection DOAJ
description A completely new poly(carbonate-ester) macrodiol (PPCP-mDL), derived from direct copolymerization of carbon dioxide (CO2), propylene oxide (PO), phthalic anhydride (PA) and 1, 4-butanediol (BDO) catalyzed by metal-free triethylborine (TEB)/1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) pairs has been developed. The molecular weight of PPCP-mDL produced varying from 1.1–2.3 kg mol−1 can be easily controlled through the regulation of reaction conditions. For the formulation of non-toxic, phthalate-free flexible PVC, novel and biodegradable ec-PPCP-mDL with high molecular weight may be obtained through end-capping the PPCP-mDL using benzoyl chloride. The ec-PPCP-mDL/PVC blends display better comprehensive plasticization performance than do comparable blends with commercial DEHP plasticizers. These blends exhibit high thermal stability, mechanical properies, plasticizer migration resistance and transmittance. The interaction between ec-PPCP-mDL and PVC has been characterized using FTIR spectroscopy. A possible mode of plasticization has been suggested. The rich ester groups in the structure of ec-PPCP-mDLs interact well with PVC via hydrogen bonding, resulting in excellent compatiblity with PVC. Overall, the novel ec-PPCP-mDL material, respects an attractive alternative to plasticizers as a green, non-toxic, biodegradable, partially sustainable for the preparation of flexible PVC formulations.
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spelling doaj.art-57db953697cf464bb4fa9f1dfbe2c4bf2024-02-19T04:13:36ZengElsevierJournal of CO2 Utilization2212-98392024-02-0180102695Biodegradable PVC plasticizer derived from a new CO2-based Poly(carbonate-ester) macrodiol: Molecular design and plasticizing effectSifan Chen0Tingting Zhao1Peiyuan Li2Shuanjin Wang3Dongmei Han4Sheng Huang5Wei Liu6Zhiheng Huang7Min Xiao8Yuezhong Meng9The Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, PR ChinaThe Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, PR ChinaResearch Center of Green Catalysts, College of Chemistry, Zhengzhou University, Zhengzhou 450001, PR ChinaThe Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, PR ChinaSchool of Chemical Engineering and Technology, Sun Yat-sen University, Zhuhai 519000, PR ChinaThe Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, PR ChinaThe Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, PR ChinaThe Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, PR ChinaThe Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, PR China; Corresponding author.The Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, PR China; Institute of Chemistry, Henan Provincial Academy of Sciences, Zhengzhou 450000, PR China; Research Center of Green Catalysts, College of Chemistry, Zhengzhou University, Zhengzhou 450001, PR China; School of Chemical Engineering and Technology, Sun Yat-sen University, Zhuhai 519000, PR China; Corresponding author at: The Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, PR China.A completely new poly(carbonate-ester) macrodiol (PPCP-mDL), derived from direct copolymerization of carbon dioxide (CO2), propylene oxide (PO), phthalic anhydride (PA) and 1, 4-butanediol (BDO) catalyzed by metal-free triethylborine (TEB)/1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) pairs has been developed. The molecular weight of PPCP-mDL produced varying from 1.1–2.3 kg mol−1 can be easily controlled through the regulation of reaction conditions. For the formulation of non-toxic, phthalate-free flexible PVC, novel and biodegradable ec-PPCP-mDL with high molecular weight may be obtained through end-capping the PPCP-mDL using benzoyl chloride. The ec-PPCP-mDL/PVC blends display better comprehensive plasticization performance than do comparable blends with commercial DEHP plasticizers. These blends exhibit high thermal stability, mechanical properies, plasticizer migration resistance and transmittance. The interaction between ec-PPCP-mDL and PVC has been characterized using FTIR spectroscopy. A possible mode of plasticization has been suggested. The rich ester groups in the structure of ec-PPCP-mDLs interact well with PVC via hydrogen bonding, resulting in excellent compatiblity with PVC. Overall, the novel ec-PPCP-mDL material, respects an attractive alternative to plasticizers as a green, non-toxic, biodegradable, partially sustainable for the preparation of flexible PVC formulations.http://www.sciencedirect.com/science/article/pii/S2212982024000301Carbon dioxidePVCPoly(carbonate-ester) macrodiolPlasticizersBiodegradable polymers
spellingShingle Sifan Chen
Tingting Zhao
Peiyuan Li
Shuanjin Wang
Dongmei Han
Sheng Huang
Wei Liu
Zhiheng Huang
Min Xiao
Yuezhong Meng
Biodegradable PVC plasticizer derived from a new CO2-based Poly(carbonate-ester) macrodiol: Molecular design and plasticizing effect
Journal of CO2 Utilization
Carbon dioxide
PVC
Poly(carbonate-ester) macrodiol
Plasticizers
Biodegradable polymers
title Biodegradable PVC plasticizer derived from a new CO2-based Poly(carbonate-ester) macrodiol: Molecular design and plasticizing effect
title_full Biodegradable PVC plasticizer derived from a new CO2-based Poly(carbonate-ester) macrodiol: Molecular design and plasticizing effect
title_fullStr Biodegradable PVC plasticizer derived from a new CO2-based Poly(carbonate-ester) macrodiol: Molecular design and plasticizing effect
title_full_unstemmed Biodegradable PVC plasticizer derived from a new CO2-based Poly(carbonate-ester) macrodiol: Molecular design and plasticizing effect
title_short Biodegradable PVC plasticizer derived from a new CO2-based Poly(carbonate-ester) macrodiol: Molecular design and plasticizing effect
title_sort biodegradable pvc plasticizer derived from a new co2 based poly carbonate ester macrodiol molecular design and plasticizing effect
topic Carbon dioxide
PVC
Poly(carbonate-ester) macrodiol
Plasticizers
Biodegradable polymers
url http://www.sciencedirect.com/science/article/pii/S2212982024000301
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