期刊
ACS MACRO LETTERS
卷 1, 期 11, 页码 1228-1232出版社
AMER CHEMICAL SOC
DOI: 10.1021/mz300497m
关键词
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资金
- National Science Foundation [DMR-1121053, CHE-0957492]
- DOD (NDSEG Fellowship)
- Netherlands Organization for Research through a Rubicon fellowship
- RISE program of the UCSB MRSEC [DMR-1121053]
- National Research Foundation of Korea (NRF)
- Korea government (MEST) [2011-0001129]
- Direct For Mathematical & Physical Scien [0957492] Funding Source: National Science Foundation
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1040541] Funding Source: National Science Foundation
- Division Of Chemistry [0957492] Funding Source: National Science Foundation
Recently, polyesters based on the diol monomer 2,2,4,4-tetramethyl-1,3-cyclobutanediol (TMCBDO) have been shown to exhibit excellent thermal stability, mechanical properties, and optical clarity. In particular, the ability of TMCBDO to replace bisphenol A as a diol monomer in polycarbonates and polyesters has resulted in significant commercial and academic interest in these types of monomers. Herein, we report a versatile synthetic strategy based on the dimerization of ketenes derived from the thermal treatment of Meldrum's acid for the synthesis of structurally diverse cyclobutanediol (CBDO) monomers. This strategy allows a library of CBDO monomers amenable to standard polyester polymerization procedures to be prepared and the structural diversity of these CBDO monomers provides polymers with tunable physical properties, such as glass transition temperature ranging from 120 to 230 degrees C. The versatility and modularity of this Meldrum's acid based approach to substituted cyclobutanediols, combined with the ease of synthesis, will be important for the further development of high-performance polyester materials that are not based on bisphenol A.
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