Synthesis and properties of poly(ethylene-1,4-cyclohexanedimethylene naphthalate)

Abstract

Copolyesters were synthesized from bis(hydroxyethyl) naphthalate/bis-(hydroxymethylcyclohexane)naphthalate (BHEN/BHCN) with various compositions. Copolyesters having intrinsic viscosities of 0.58-0.65 dL g were obtained by melt polycondensation in the presence of metallic catalysts. The optimum condition for polyethylene-1,4-cyclohexanedimethylene naphthalate (PECN) copolyester manufacturing is the transesterification under a nitrogen atmosphere for 4 h at a temperature of 245 { 5ЊC followed by polymerization under 2 mmHg for 50 min at a temperature of 290-320ЊC. Most copolyesters have better thermal stability than has poly(ethylene naphthalate) (PEN) and the effect of the cyclohexane-dimethylene structure on the thermal and crystalline properties of the resulting copolyesters was investigated using differential scanning calorimetry (DSC) and thermal gravimetric analysis (TGA). Glass transition temperatures of the copolyesters were in the range of 115.2-138.4ЊC, and 10% weight losses in nitrogen were all above 453ЊC. The solubility, crystallinity, and moisture absorption of the copolyesters were also investigated.

Synthesis and isodimorphic cocrystallization behavior of poly(1,4‐cyclohexylenedimethylene terephthalate‐co‐1,4‐cyclohexylenedimethylene 2,6‐naphthalate) copolymers

“…Copolymerization and reactive blending of polyesters have been a convenient method of adjusting their thermal and mechanical properties through varying the composition of copolyesters 1–7. In most of copolymers where both A and B components are crystallizable, the degree of crystallinity decreases as the composition of minor component increases, so that the copolymers often become totally amorphous even at low comonomer content due to the incompatibility of two components in crystal lattice.…”

Chemicals from Coal Coking

“…Naphthalene and its derivatives are reference compounds for the synthesis of a wide variety of polymers. 2,6-dimethylnaphthalene carboxilate is a versatile monomer that can be used to produce polymers that exhibit physical and mechanical properties generally superior to those of polymers made from terephthalic acid or dimethylterephthalate 66 . This is because the incorporation of a double-ring structure in the polymer chain increases thermal, chemical, mechanical and barrier performance with respect to polymers based on a single aromatic ring.…”

Study on biodegradable aromatic/aliphatic copolyesters

“…Poly(ethylene-1,4-cyclohexanedimethylene arylate) (arylate = terephthalate or naphthalate) copolyesters, as shown in Figure 6, were synthesized from bis(hydroxyethyl)arylate and bis (hydroxymethylcyclohexane)arylate by the melt polycondensation in the presence of metallic catalysts under nitrogen atmosphere for 4 h at a temperature of 245 C, followed by polymerization under 2 mm Hg for 50 min at a temperature of 290 C (Sun and Wang, 1999).…”