IP Library Granted Patent US 9,012,026
Granted Patent B2
US 9,012,026 · App. 14/242,185 · Granted Apr 21, 2015

Semiaromatic polyamide comprising a chain ending

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Quick Facts
Patent No.
US 9,012,026
App. No.
14/242,185
Granted
Apr 21, 2015
Kind
B2
Abstract

The invention relates to a copolyamide comprising at least two different units corresponding to the following general formulation: A/X.T A is chosen from a unit obtained from an amino acid, a unit obtained from a lactam and a unit corresponding to the formula (C a diamine).(C b diacid), with a representing the number of carbon atoms of the diamine and b representing the number of carbon atoms of the diacid, a and b each being between 4 and 36, advantageously between 9 and 18, X.T denotes a unit obtained from the polycondensation of a C x diamine and of terephthalic acid, with x representing the number of carbon atoms of the C x diamine, x being between 9 and 36, advantageously between 10 and 18, characterized in that said copolyamide exhibits: a content of amine chain ends of greater than or equal to 20 μeq/g, a content of acid chain ends of less than or equal to 100 μeq/g, and a content of unreactive chain ends of greater than or equal to 20 μeq/g, and to the process for the preparation of said copolyamide, to a composition comprising this copolyamide and to the use of this copolyamide and of such a composition.

Claims (40)

1. A copolyamide comprising at least two different units, said copolyamide corresponding to the following formula:

A/X.T

A is a unit obtained from an amino acid, a unit obtained from a lactam or a unit corresponding to the formula (C a diamine).(C b diacid), with a representing the number of carbon atoms of the diamine and b representing the number of carbon atoms of the diacid, a and b each being between 4 and 36, the C b diacid of the unit A being a (cyclo)aliphatic diacid,

X.T denotes a unit obtained from the polycondensation of a C x aliphatic and linear diamine and of terephthalic acid, with x representing the number of carbon atoms of the C x diamine, x being between 10 and 36,

said copolyamide exhibiting:

a content of amine chain ends of 25 to 58 μeq/g,

a content of acid chain ends of less than or equal to 100 μeq/g, and

a content of unreactive chain ends of greater than or equal to 20 μeq/g.

2. The copolyamide as claimed in claim 1 , characterized in that X.T denotes a unit obtained from the polycondensation of a C x aliphatic and linear diamine chosen from decanediamine (x=10), undecanediamine (x=11), dodecanediamine (x=12), tridecanediamine (x=13), tetradecanediamine (x=14), hexadecanediamine (x=16), octadecanediamine (x=18), octadecenediamine (x=18), eicosanediamine (x=20), docosanediamine (x=22) and diamines obtained from fatty acids and of terephthalic acid.

3. The copolyamide as claimed in claim 1 , characterized in that the content of acid chain ends is between 2 and 80 μeq/g.

4. The copolyamide as claimed in claim 1 , characterized in that the content of unreactive chain ends is greater than or equal to 30 μeq/g.

5. The copolyamide as claimed in claim 1 , comprising at least a third unit, said copolyamide corresponding to the following formula:

A/X.T/Z

in which:

the units A and X.T are as defined in claim 1 ,

Z being chosen from a unit obtained from an amino acid, a unit obtained from a lactam and a unit corresponding to the formula (C d diamine).(C e diacid), with d representing the number of carbon atoms of the diamine and e representing the number of carbon atoms of the diacid, d and e each being between 4 and 36.

6. A process for the preparation of the copolyamide as defined in claim 5 , comprising polycondensing of the comonomers: monomers resulting in the units A and X; terephthalic acid; an additional monomer resulting in the unit Z, being obtained from an amino acid, a unit obtained from a lactam or a unit corresponding to the formula (C d diamine).(C e diacid), with d representing the number of carbon atoms of the diamine and e representing the number of carbon atoms of the diacid, d and e each being between 4 and 36; and of at least one chain-terminating agent.

7. The process according to claim 6 , wherein d and e are between 9 and 18.

8. The copolyamide of claim 5 , wherein d is between 9 and 18.

9. The copolyamide as claimed in claim 5 , of formula 11/10.T/2, 11/10.T/6, 12/10.T/6, 11/10.T/10.I, 11/10.T/10.6, 12/10.T/10.1 or 12/10.T/10.6.

10. The copolyamide as claimed in claim 5 , wherein d and e are between 9 and 18.

11. The copolyamide as claimed in claim 1 , characterized in that the unit X denotes a unit obtained from 1,10-decanediamine.

12. The copolyamide as claimed in claim 1 , characterized in that the unit A denotes a unit obtained from a monomer chosen from 10-aminodecanoic acid (denoted 10), 11-aminoundecanoic acid (denoted 11), 12-aminododecanoic acid (denoted 12) and lauryllactam (denoted L12).

13. The copolyamide as claimed in claim 1 , characterized in that it is of formula 11/10.T, or 12/10.T.

14. A composition comprising at least one copolyamide as defined in claim 1 .

15. The composition as claimed in claim 14 , comprising a crosslinked polyolefin obtained by reaction of

(A) a polyolefin or an ethylene copolymer comprising an unsaturated epoxide, and

(B) an ethylene copolymer or a polyolefin comprising an unsaturated carboxylic acid anhydride, and

optionally (C) an ethylene copolymer comprising an unsaturated carboxylic acid or an α,ω-aminocarboxylic acid.

16. The composition as claimed in claim 14 , comprising at least one additive that is fillers, glass fibers, dyes, stabilizers, plasticizers, impact modifiers, surface-active agents, pigments, optical brighteners, antioxidants, natural waxes or polyolefins.

17. The composition of claim 16 , wherein the stabilizer is a UV stabilizer.

18. A copolyamide as defined in claim 1 in the form of a powder, granules, a monolayer structure or at least one layer of a multilayer structure.

19. The copolyamide as claimed in claim 18 , wherein the monolayer structure or the multilayer structure are in the form of fibers, of a film, of a pipe, of filaments, of a molded object, of a three-dimensional object obtained by a technology involving agglomeration of powder by melting or sintering brought about by radiation, of a hollow body or of an injection-molded part.

20. In paints, coatings, corrosion-resistant compositions, abrasion-resistant compositions, technologies involving agglomeration of powder by melting or sintering brought about by radiation in order to manufacture objects, paper, electrophoresis gels, multilayer composite materials, each comprising an additive or filler which is a copolyamide, the improvement wherein the copolyamide is one as claimed in claim 18 .

21. In coatings having improved thermal resistance for metal parts used in the transportation of fluids, in the motor vehicle field, under an engine hood, in the industrial field and/or in engine parts, the improvement comprising using in said coatings a copolyamide of claim 1 .

22. The copolyamide of claim 1 , wherein a is between 9 and 18.

23. The copolyamide of claim 1 , wherein a is between 10 and 18.

24. The copolyamide as claimed in claim 1 , characterized in that the content of amine chain ends is between 30 and 58 μeq/g.

25. The copolyamide as claimed in claim 1 , characterized in that the content of acid chain ends is between 15 and 50 μeq/g.

26. The copolyamide as claimed in claim 1 , characterized in that the content of unreactive chain ends is between 35 and 200 μeq/g.

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 19, 2014
From: BLONDEL, PHILIPPE; BRIFFAUD, THIERRY
To: ARKEMA FRANCE
Reel/Frame 032920/0160 →