Aliphatic‐aromatic copolycarbonates derived from 2,2,4,4‐tetramethyl‐1,3‐cyclobutanediol

Abstract

The synthesis of copolycarbonates with high aliphatic contents for possible applications as optical plastics is described. Copolymers of 2,2,4,4‐tetramethyl‐1,3‐cyclobutanediol (TMCBD) with a series of 14 bisphenol derivatives were prepared and characterized. The refractive index of these materials varies from 1.49 for the 2,2‐hexafluoropropane substituted copolymer to 1.57 for the 9,9‐fluorene substituted copolymer; thus, all of the copolymers exhibit lower refractive indices than the bisphenol A homopolycarbonate. The glass tran‐sition temperatures of the copolymers vary from 110 to 210°C; the beta transition tem‐peratures vary from ‐70 to 0°C when measured at 10 Hz by dynamic mechanical analysis. The copolymers exhibited good thermal stability (0–3% weight loss) when heated above the glass transition temperature, and only undergo extensive decomposition (80–90%) at 300–360°C. © 1995 John Wiley & Sons, Inc.

Applying the Principles of Green Chemistry to Polymer Production Technology

“…In order to minimize the level of this endocrine‐disrupting additive, several pathways and replacements have been widely investigated . For example, aliphatic‐aromatic components derived from 2,2,4,4‐tetramethyl‐1,3‐cyclobutanediol (TMCBD) and isosorbide have been studied as promising candidates for bisphenol A replacement …”

Aliphatic–aromatic copolyesters derived from 2,2,4,4‐tetramethyl‐1,3‐cyclobutanediol

“…Acceptable aliphatic monomers, which must be rigid, thermally stable, and symmetrical, do occur. Scheme shows one such aliphatic monomer, 2,2,4,4‐tetramethyl‐1,3‐cyclobutanediol (CBDO) 4–35. CBDO was first discovered in 1906,4 and is synthesized by pyrolysis of either isobutyric acid4 or isobutyric anhydride 5.…”

“…The Macromolecular Studies Group at Louisiana State University9, 27 has examined relevant properties of CBDO copolycarbonate derivatives. The copolycarbonates were synthesized using several methods.…”

Synthesis of polycarbonates by a silicon-assisted alkoxy/carbonylimidazolide coupling reaction

“…8 Fŕechet et al devised a synthetic route that cause of their poor physical properties. However, involves condensation of a diol with the bis(carboaliphatic polycarbonates have been investigated nylimidazolide) of a tertiary diol in the presence for use as biodegradable polymers, 1 optical plasof K 2 CO 3 and 18-crown-6 to yield thermally depotics, 2 and thermally depolymerizable materials. [3][4][5] lymerizable tertiary copolycarbonates.…”