Poly(ethylene terephthalate) terpolyesters containing 1,4-cyclohexanedimethanol and isosorbide

Abstract

A series of poly(ethylene terephthalate) terpolyesters containing varying amounts of both 1,4-cyclohexylenedimethylene and isosorbide units were prepared by melt phase polycondensation. These terpolymers were obtained with high molecular weights and polydispersities around 2.0–2.5. The nuclear magnetic resonance data revealed that they were all random terpolymers and that small amounts of isosorbide were lost during the polycondensation reaction. Thermal data showed that terpolymers with 90 mol% of ethylene units were crystalline, whereas the two other series containing 80 and 70 mol% were unable to crystallize from the melt. For the three series studied, it was observed that the glass transition temperature increased steadily with the content of isosorbide units, and that they had similar thermal stability.

Keywords

PET copolyesters isosorbide 1,4-cyclohexanedimethanol thermal properties NMR

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References

Kint

DPR

Muñoz-Guerra

. Modification of the thermal properties and crystallization behaviour of poly(ethylene terephthalate) by copolymerization. Polym Int 2003; 52: 321–336.

Gupta

Bashir

. PET fibers, films, and bottles. In: Fakirov

(ed.) Handbook of thermoplastic polyesters. Weinheim, Germany: Wiley-VCH, Verlag GmbH; 2002, Vol. 2.

Turner

. Development of amorphous copolyesters based on 1,4-cyclohexanedimethanol. J Polym Sci Polym Chem 2004; 42: 5847–5852.

Martínez de Ilarduya

Muñoz-Guerra

Polyesters based on cyclohexanedimethanol. In: Thomas

Visakh

(eds). Handbook of engineering and specialty thermoplastics. Polyethers and polyesters. Salem, Massachusetts: Wiley-Scrivener; 2011, Vol. 3.

Kelsey

Scardino

Grebowicz

Chuah

. High impact, amorphous terephthalate copolyesters of rigid 2,2,4,4-tetramethyl-1,3-cyclobutanediol with flexible diols. Macromolecules 2000; 33: 5810–5818.

Brandenburg

Hayes

. Process to produce polyesters which incorporate isosorbide. US Patent No. 20030204029, 2003.

Quintana

Martínez de Ilarduya

Alla

Muñoz-Guerra

. Polyterephthalates made from ethylene glycol, 1,4-cyclohexanedimethanol, and isosorbide. J Polym Sci Polym Chem 2011; 49: 2252–2260.

Quintana

Martínez de Ilarduya

Muñoz-Guerra

Fernández

Muñoz

Santamaría

Rheological features and flow-induced crystallization of branched poly[ethylene-co-(1,4-cyclohexanedimethylene terephthalate)] copolyesters. Macromol Mater Eng 2008; 293: 836–846.

Noordover

BAJ

van Staalduinen

Duchateau

Koning

van Benthem

RATM

Mak

Heise

Frissen

van Hveren

Co- and terpolyesters based on isosorbide and succinic acid for coating applications: synthesis and characterization. Biomacromolecules 2006; 7: 3406–3416.

10.

Randal

. Polymer sequence determination. Carbon 13 method. New York: Academic Press, 1977.

11.

Kint

DPR

Martínez de Ilarduya

Muñoz-Guerra

. Poly(ethylene terephthalate) copolymers containing nitroterephthalic units. II. Crystallization and conformational studies. J Polym Sci. Polym Phys 2002; 40: 2759–2771.