Self-Buffering Organocatalysis Tailoring Alternating Polyester
A major success has been made on organocatalytic ring-opening alternating copolymerization (ROAP) of phthalic anhydride and ethylene oxide (EO) by use of a simple phosphazene base (t-BuP1). Polyesters with perfectly alternating sequence distribution, controlled molar masses, and low dispersities (Đ...
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| Published in | ACS macro letters Vol. 6; no. 10; pp. 1094 - 1098 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
United States
American Chemical Society
17.10.2017
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| Online Access | Get full text |
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| Abstract | A major success has been made on organocatalytic ring-opening alternating copolymerization (ROAP) of phthalic anhydride and ethylene oxide (EO) by use of a simple phosphazene base (t-BuP1). Polyesters with perfectly alternating sequence distribution, controlled molar masses, and low dispersities (Đ M < 1.1) are obtained. The ROAP exhibited a distinct living nature so that block, nonlinear, end-functional structures and postpolymerization modification of the alternating polyesters are readily achieved. Solvent, excess EO, and catalyst can be effortlessly recovered and reused. The ideally suitable basicity of t-BuP1 is considered crucial for the high selectivity and neatness of the ROAP, which engenders a self-buffering mechanism rendering the carboxy and hydroxy terminals appropriately active to allow chain growth in an strictly alternating manner and complete avoidance of side reactions (epoxide self-propagation, transesterification) even at full conversion of the anhydride. |
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| AbstractList | A major success has been made on organocatalytic ring-opening alternating copolymerization (ROAP) of phthalic anhydride and ethylene oxide (EO) by use of a simple phosphazene base (t-BuP1). Polyesters with perfectly alternating sequence distribution, controlled molar masses, and low dispersities (Đ M < 1.1) are obtained. The ROAP exhibited a distinct living nature so that block, nonlinear, end-functional structures and postpolymerization modification of the alternating polyesters are readily achieved. Solvent, excess EO, and catalyst can be effortlessly recovered and reused. The ideally suitable basicity of t-BuP1 is considered crucial for the high selectivity and neatness of the ROAP, which engenders a self-buffering mechanism rendering the carboxy and hydroxy terminals appropriately active to allow chain growth in an strictly alternating manner and complete avoidance of side reactions (epoxide self-propagation, transesterification) even at full conversion of the anhydride. A major success has been made on organocatalytic ring-opening alternating copolymerization (ROAP) of phthalic anhydride and ethylene oxide (EO) by use of a simple phosphazene base ( -BuP ). Polyesters with perfectly alternating sequence distribution, controlled molar masses, and low dispersities ( < 1.1) are obtained. The ROAP exhibited a distinct living nature so that block, nonlinear, end-functional structures and postpolymerization modification of the alternating polyesters are readily achieved. Solvent, excess EO, and catalyst can be effortlessly recovered and reused. The ideally suitable basicity of -BuP is considered crucial for the high selectivity and neatness of the ROAP, which engenders a self-buffering mechanism rendering the carboxy and hydroxy terminals appropriately active to allow chain growth in an strictly alternating manner and complete avoidance of side reactions (epoxide self-propagation, transesterification) even at full conversion of the anhydride. A major success has been made on organocatalytic ring-opening alternating copolymerization (ROAP) of phthalic anhydride and ethylene oxide (EO) by use of a simple phosphazene base (t-BuP1). Polyesters with perfectly alternating sequence distribution, controlled molar masses, and low dispersities (ĐM < 1.1) are obtained. The ROAP exhibited a distinct living nature so that block, nonlinear, end-functional structures and postpolymerization modification of the alternating polyesters are readily achieved. Solvent, excess EO, and catalyst can be effortlessly recovered and reused. The ideally suitable basicity of t-BuP1 is considered crucial for the high selectivity and neatness of the ROAP, which engenders a self-buffering mechanism rendering the carboxy and hydroxy terminals appropriately active to allow chain growth in an strictly alternating manner and complete avoidance of side reactions (epoxide self-propagation, transesterification) even at full conversion of the anhydride.A major success has been made on organocatalytic ring-opening alternating copolymerization (ROAP) of phthalic anhydride and ethylene oxide (EO) by use of a simple phosphazene base (t-BuP1). Polyesters with perfectly alternating sequence distribution, controlled molar masses, and low dispersities (ĐM < 1.1) are obtained. The ROAP exhibited a distinct living nature so that block, nonlinear, end-functional structures and postpolymerization modification of the alternating polyesters are readily achieved. Solvent, excess EO, and catalyst can be effortlessly recovered and reused. The ideally suitable basicity of t-BuP1 is considered crucial for the high selectivity and neatness of the ROAP, which engenders a self-buffering mechanism rendering the carboxy and hydroxy terminals appropriately active to allow chain growth in an strictly alternating manner and complete avoidance of side reactions (epoxide self-propagation, transesterification) even at full conversion of the anhydride. |
| Author | Li, Heng Zhang, Guangzhao Zhao, Junpeng |
| AuthorAffiliation | Faculty of Materials Science and Engineering |
| AuthorAffiliation_xml | – name: Faculty of Materials Science and Engineering |
| Author_xml | – sequence: 1 givenname: Heng surname: Li fullname: Li, Heng – sequence: 2 givenname: Junpeng orcidid: 0000-0002-2590-0027 surname: Zhao fullname: Zhao, Junpeng email: msjpzhao@scut.edu.cn – sequence: 3 givenname: Guangzhao surname: Zhang fullname: Zhang, Guangzhao |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/35650948$$D View this record in MEDLINE/PubMed |
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