IP Library Granted Patent US 9,599,512
Granted Patent B2
US 9,599,512 · App. 12/999,686 · Granted Mar 21, 2017

Polyamide, composition comprising such a polyamide, and uses thereof

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Quick Facts
Patent No.
US 9,599,512
App. No.
12/999,686
Granted
Mar 21, 2017
Kind
B2
Abstract

The invention relates to a polyamide comprising at least one repeat unit corresponding to the general formulation: X·Y in which: X represents a cycloaliphatic diamine and Y represents an aliphatic dicarboxylic acid chosen from dodecanedioic (C 12 ) acid, tetradecanedioic (C 14 ) acid and hexadecanedioic (C 16 ) acid, characterized in that said dicarboxylic acid comprises organic carbon of renewable origin, determined according to Standard ASTM D6866. The invention also relates to a composition comprising this polyamide and also to the use of this polyamide and of such a composition.

Claims (21)

1. A process for the preparation of a polyamide having at least one repeat unit corresponding to the formula:

X·Y

in which:

X represents a cycloaliphatic diamine and

Y represents an aliphatic dicarboxylic acid that is dodecanedioic (C 12 ) acid,

said dicarboxylic acid comprising organic carbon of renewable origin, determined according to Standard ASTM D6866, said process comprising at least one polycondensation of at least one fatty diacid, said diacid comprising carbon of renewable origin determined according to Standard ASTM D6866, with a cycloaliphatic diamine, said process comprising:

a) obtaining a fatty monoacid from vegetable oil, the fatty monoacid being lauric acid extracted from rich oil made up of palm kernel or coconut oil, as renewable starting material, containing mainly impurities with an even number of carbon atoms, and optionally purifying,

b) preparing a diacid Y from the fatty monoacid resulting from a),

c) polycondensing the said diacid Y with the cycloaliphatic diamine X.

2. The process according to claim 1 , wherein the polyamide produced has a content, expressed as percentage, of organic carbon of renewable origin, denoted % C renew.org , of greater than or equal to 20%.

3. The process according to claim 1 , wherein the polyamide produced is a homopolyamide.

4. The process according to claim 1 , wherein monomer X is 3,3′-dimethyl-4,4′-diaminodicyclohexylmethane (BMACM or MACM) or p-bis(aminocyclohexyl)methane (PACM).

5. The process according to claim 1 , wherein the polyamide produced has formula MACM.12, or PACM.12, with 12 meaning dodecanedioic (C 12 ) acid.

6. The process according to claim 1 , wherein the polyamide produced is a copolyamide comprising at least two distinct units of the formula:

X·Y/Z

in which:

Z is a unit obtained from an amino acid, a unit obtained from a lactam or a unit of the formula (Ca diamine)·(Cb 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.

7. The process according to claim 6 , wherein the copolyamide has the formula: B.12/11, B.12/12, P.12/11, P.12/12, B.12/10.12, P.12/10.12, B.12/10.10, or P.12/10.10, B denoting 3,3′-dimethyl-4,4′-diaminodicyclohexylmethane and P denoting p-bis(aminocyclohexyl) methane, 10 meaning decanoic acid (C 10 ), 11 meaning undecanoic acid (C 11 ), and 12 meaning dodecanedioic (C 12 ) acid.

8. The process according to claim 2 , wherein the polyamide produced has a content, expressed as a percentage, of organic carbon of renewable origin, denoted % C renew.org , of greater than or equal to 40%.

9. The process according to claim 8 , wherein the polyamide produced comprises a content, expressed as a percentage, of organic carbon of renewable origin, denoted % C renew.org , of greater than or equal to 50%.

10. The process according to claim 9 , wherein the polyamide produced has a content, expressed as a percentage, of organic carbon of renewable origin, denoted % C renew.org , of greater than or equal to 52%.

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 Jan 14, 2011
From: LE, GUILLAUME; JOUANNEAU, JULIEN; SAILLARD, BENJAMIN
To: ARKEMA FRANCE
Reel/Frame 025638/0428 →