Polyamide copolymers having 2,5-furan dicarboxamide units
Polyamide copolymers, and methods of making and using polyamide copolymers, having 2,5-furan dicarboxamide units are disclosed herein. Such polymers can be useful for engineering thermoplastics having advantageous physical and/or chemical properties.
1. A polyamide copolymer comprising at least one alkylene 2,5-furan dicarboxamide unit and at least one alkylene terephthalamide unit, wherein the polyamide copolymer has 35 weight % to 95 weight % alkylene terephthalamide units, with the proviso that the copolymer does not comprise —(CH 2 ) 10 — alkylene units,
wherein the polyamide copolymer has a difference between melting temperature (T m ) and crystallization temperature T c of at most 50° C.;
wherein the crystallization temperature (T c ) is taken as the maximum of the crystallization exotherm of a differential scanning calorimetry (DSC) thermogram obtained by cooling the polyamide copolymer from 300° C. to 25° C. at 20° C. per minute; and
wherein the melting temperature (T m ) is taken as the maximum of the melting endotherm of a differential scanning calorimetry (DSC) thermogram obtained by subsequently heating the polyamide copolymer from 25° C. to the molten state at 20° C. per minute.
2. The polyamide copolymer of claim 1 wherein the at least one alkylene 2,5-furan dicarboxamide unit is of the formula:
wherein k=6-9 or 11-30.
3. The polyamide copolymer of claim 1 wherein the at least one alkylene terephthalamide unit is of the formula:
wherein m=6-9 or 11-30.
4. The polyamide copolymer claim 1 , wherein the copolymer further comprises at least one alkylene adipamide unit.
5. The polyamide copolymer of claim 4 wherein the at least one alkylene adipamide unit is of the formula:
wherein n=6-9 or 11-30.
6. The polyamide copolymer of claim 1 wherein the difference between melting temperature (T m ) and crystallization temperature (T c ) is at most 40° C.
7. The polyamide copolymer of claim 1 wherein the difference between melting temperature (T m ) and crystallization temperature (T c ) is at most 30° C.
8. The polyamide copolymer of claim 1 , wherein all the amide units in the copolymer include the same diamine fragment.
9. A method of fabricating an article comprising:
providing a polyamide copolymer according to claim 1 ; and
melt processing the polyamide copolymer under conditions effective to form the article.
10. The method of claim 9 wherein conditions effective comprise one or more of injection molding, compression molding, transfer molding, and extrusion.
11. A method of preparing a polyamide copolymer, the method comprising:
providing a copolyamide prepolymer comprising alkylene 2,5-furan dicarboxamide repeat units and alkylene terephthalamide repeat units, with the proviso that the copolyamide prepolymer does not comprise —(CH 2 ) 10 — alkylene units; and
heating the copolyamide prepolymer under conditions effective to form the polyamide copolymer, wherein the polyamide copolymer has 35 weight % to 95 weight % alkylene terephthalamide units,
wherein the polyamide copolymer has a difference between melting temperature T m and crystallization temperature T c of at most 50° C.
wherein the crystallization temperature (T c ) is taken as the maximum of the crystallization exotherm of a differential scanning calorimetry (DSC) thermogram obtained by cooling the polyamide copolymer from 300° C. to 25° C. at 20° C. per minute; and
wherein the melting temperature (T m ) is taken as the maximum of the melting endotherm of a differential scanning calorimetry (DSC) thermogram obtained by subsequently heating the polyamide copolymer from 25° C. to the molten state at 20° C. per minute.
12. The method of claim 11 wherein the copolyamide prepolymer further comprises alkylene adipamide repeat units.
13. A method of preparing a polyamide copolymer, the method comprising:
providing a copolyamide prepolymer comprising alkylene 2,5-furan dicarboxamide repeat units and alkylene adipamide repeat units; and
heating the copolyamide prepolymer under conditions effective to form the polyamide copolymer, wherein the polyamide copolymer has 35 weight % to 95 weight % alkylene adipamide units,
wherein the polyamide copolymer has a difference between melting temperature T m and crystallization temperature (T c ) of at most 50° C.;
wherein the crystallization temperature (T c ) is taken as the maximum of the crystallization exotherm of a differential scanning calorimetry (DSC) thermogram obtained by cooling the polyamide copolymer from 300° C. to 25° C. at 20° C. per minute; and
wherein the melting temperature (T m ) is taken as the maximum of the melting endotherm of a differential scanning calorimetry (DSC) thermogram obtained by subsequently heating the polyamide copolymer from 25° C. to the molten state at 20° C. per minute.
14. The method of claim 13 wherein the copolyamide prepolymer further comprises alkylene terephthalamide repeat units.