Polyamide, process for preparing same and uses thereof
View Patent ↗The present invention relates to a novel polyamide synthesized from biosourced monomers. The novel polyamide comprises the repeating unit of formula I below: in which A represents a covalent bond or a divalent hydrocarbon-based group chosen from saturated or unsaturated aliphatics, saturated or unsaturated cycloaliphatics, aromatics comprising at least 5 carbon atoms, arylaliphatics and alkylaromatics; X represents a divalent group of formula II or III below: The present invention also relates to the process for preparing the said polyamide, to its uses, and to articles and compositions comprising the said polyamide.
1. A polyamide comprising the repeating unit of formula I below:
in which
A represents a covalent bond or a divalent hydrocarbon-based group selected from the group consisting of linear saturated and unsaturated aliphatics, saturated and unsaturated cycloaliphatics, 1,4-benzene and 2,6-naphthalene, —(CH 2 ) n —Ph-(CH 2 ) n′ — with n and n′ being integers, and alkylaromatics;
X represents a divalent group of formula II or III below:
2. The polyamide according to claim 1 , in which A is a linear alkyl group containing from 1 to 36 carbon atoms.
3. The polyamide according to claim 1 , in which A is selected from the group consisting of —(CH 2 ) 4 —, —(CH 2 ) 8 — and —(CH 2 ) 10 —.
4. The polyamide according to claim 1 , in which X is the divalent group of formula II.
5. The polyamide according to claim 1 , in which X is the divalent group of formula III.
6. The polyamide according to claim 5 , in which X is the trans stereoisomer.
7. The polyamide according to claim 1 , wherein the polyamide is a homopolyamide consisting entirely of the repeating unit of formula I.
8. The polyamide according to claim 1 , wherein the polyamide is a copolymer comprising other repeating units different from the unit of formula I, said repeating units different from the unit of formula I originating from comonomers, dicarboxylic acids, diamines, amino acids and/or lactams.
9. A process for preparing a polyamide according to claim 1 , the process comprising a polycondensation reaction between:
at least one dicarboxylic acid or at least one carboxylic acid diester or at least one dinitrile of respective formulae IV, IV′ and IV″ below:
HOOC-A-COOH (IV);
ROOC-A-COOR (IV′),
with R being a C1-C4 alkyl;
NC-A-CN (IV″)
in which
A represents a covalent bond or a divalent hydrocarbon-based group selected from the group consisting of linear saturated and unsaturated aliphatics, saturated and unsaturated cycloaliphatics, 1,4-benzene and 2,6-naphthalene, —(CH 2 ) n —Ph-(CH 2 ) n′ — with n and n′ being integers, and alkylaromatics; and
at least one diamine of formula V below:
H 2 N—X—NH 2 (V)
in which X represents a divalent group of formula II or III below:
10. The process according to claim 9 , wherein the at least one diamine of formula V is biosourced according to standard ASTM D6866.
11. The process according to claim 9 , wherein the process comprises a polycondensation reaction between:
at least one dicarboxylic acid of formula IV below:
HOOC-A-COOH (IV);
and
at least one diamine of formula V below:
H 2 N—X—NH 2 (V).
12. The process according to claim 9 , wherein the at least one dicarboxylic acid of formula IV is biosourced according to standard ASTM D6866.
13. A process for making articles comprising the polyamide according to claim 1 , the process comprising moulding, injection-moulding, injection/blow-moulding, extrusion/blow-moulding, extrusion or spinning.
14. An article obtained from the polyamide according to claim 1 , the said article being moulded or extruded pieces, yarns, fibres, filaments or films.
15. A composition comprising the polyamide according to claim 1 , and optionally further comprising reinforcing fillers and/or additives.
16. The polyamide according to claim 2 , in which A is a linear alkyl group containing from 4 to 10 carbon atoms.
17. The polyamide according to claim 1 , in which A is the group 1,4-benzene.