IP Library Granted Patent US 9,296,876
Granted Patent B2
US 9,296,876 · App. 14/110,883 · Granted Mar 29, 2016

Stabilized polyamide compositions

Inventors: Stéphane Jeol (Cumming, GA); Thierry Badel (Lyons, FR)
Assignee: RHODIA OPERATIONS
C08K5/17C08G69/48C08L77/02C08L77/06
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Quick Facts
Patent No.
US 9,296,876
App. No.
14/110,883
Granted
Mar 29, 2016
Kind
B2
Abstract

The invention relates to a polyamide that is stabilized toward heat, light and/or bad weather by using a compound comprising at least one amine function and at least two aliphatic hydroxyl functions. The stabilizing compound may also be added to the polyamide to form stabilized polyamide compositions.

Claims (40)

1. A composition, comprising:

a thermoplastic polyamide resin, wherein the thermoplastic polyamide resin is selected from the group consisting of polyamide 6, polyamide 610, and polyamide 66;

a compound of formula (I) or a salt thereof:

(R 1 )NH—R—(OH) n   (I)

 wherein:

R is a substituted or unsubstituted aliphatic, cycloaliphatic or arylalkyl hydrocarbon-based radical, optionally comprising N, S, O and/or P heteroatoms, wherein the —(OH) substituents of the compound of formula (I) are borne by aliphatic carbons of the R group,

R 1 is a hydrogen atom or a substituted or unsubstituted aliphatic hydrocarbon-based radical, optionally comprising N, S, O and/or P heteroatoms, and

n is greater than or equal to 2, provided that, if R 1 is substituted with —OH, then n is greater than or equal to 1, and/or

a reaction product comprising polyamide resin covalently bonded with residues of the compound of formula (I); wherein the composition further comprises a reinforcing filler selected from glass fibers.

2. The composition of claim 1 , wherein the composition comprises:

polyamide resin covalently bonded with residues of compound of formula (I),

polyamide resin not bonded with a residue of compound of formula (I), and

compounds of formula (I) not bonded with polyamide resin.

3. The composition of claim 1 , wherein the mole proportion of compound of formula (I) covalently bonded to polyamide resin is between 10% and 100%.

4. The composition of claim 1 , wherein n is between 2 and 20.

5. The composition of claim 1 , wherein the compound of formula (I) comprises tris(hydroxymethyl)aminomethane, 3-amino-1,2-propanediol, 2-amino-1,3-propanediol, 2-amino-2-methyl-1,3-propanediol, 3-methylamino-1,2-propanediol, diethanolamine, bis(2-hydroxypropyl)amine, N,N′-bis(2-hydroxyethyl)ethylenediamine, aminopropyldiethanolamine, and/or salts thereof.

6. The composition of claim 1 , wherein the composition is obtained by adding from 0.05% to 20% by weight of compound of formula (I), relative to the total weight of the composition.

7. The composition of claim 1 , wherein the polyamide is a semicrystalline polyamide with an apparent melt viscosity of between 0.5 and 1200 Pa·s, measured according to standard ISO 11443 at a shear rate of 1000 s −1 at a temperature equal to 20° C. above the melting point of the polyamide.

8. The composition of claim 1 , wherein the composition comprises between 20% and 90% by weight of polyamide, relative to the total weight of the composition.

9. The composition of claim 1 , wherein said composition comprises at least one impact modifier.

10. An article made by forming the composition of claim 1 .

11. The article of claim 10 , wherein the article is an article of the water/glycol cooling circuit, an article of the air circuit, or an article of the oil circuit.

12. The article of claim 10 , wherein the article is a radiator tank, a transfer pipe, a thermostatic tank, a degassing tank, a radiator, a turbo pipe, an air/air exchanger, an air inlet or outlet box of a turbo cooler, an air intake collector and the associated pipework, an article of the exhaust gas recycling circuit, a catalytic converter, a part of the engine-fan group, an intermediate cooler, a cylinder head cover, an oil sump, an oil filtration unit, a distribution sump or oil-transporting assembly pipework.

13. A process for making a polyamide composition according to claim 1 , comprising mixing at least one polyamide, and/or precursors thereof, with a compound of formula (I).

14. The composition of claim 1 , wherein the compound of formula (I) comprises tris(hydroxymethyl)aminomethane or a salt thereof.

15. A polyamide composition made by the process of claim 13 .

16. A method for stabilizing and/or improving the fluidity of a polyamide resin, comprising adding a compound according to formula (I), and/or a salt thereof:

(R 1 )NH—R—(OH) n   (I)

wherein:

R is a substituted or unsubstituted aliphatic, cycloaliphatic or arylalkyl hydrocarbon-based radical, optionally comprising N, S, O and/or P heteroatoms, wherein the —(OH) substituents of the compound of formula (I) are borne by aliphatic carbons of the R group,

R 1 is a hydrogen atom or a substituted or unsubstituted aliphatic hydrocarbon-based radical, optionally comprising N, S, O and/or P heteroatoms, and

n is greater than or equal to 2 or, if R 1 is substituted with —OH, is greater than or equal to 1,

and a reinforcing filler selected from glass fibers, to the polyamide resin and/or a precursor thereof.

17. A process for making a polyamide composition, comprising mixing at least one polyamide resin selected from polyamide 6.6, polyamide 6.10, polyamide 6, their blends, and their (co)polyamides, and a reinforcing filler selected from glass fibers, with a compound according to formula (I):

(R 1 )NH—R—(OH) n   (I)

wherein:

R is an aliphatic radical,

R 1 is a hydrogen atom or an aliphatic radical, which may optionally be substituted with —OH, and

n is greater than or equal to 2 or, if R 1 is substituted with —OH, is greater than or equal to 1,

and/or a salt thereof.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 29, 2020
From: RHODIA OPERATIONS
To: PERFORMANCE POLYAMIDES S.A.S
Reel/Frame 051735/0114 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 8, 2014
From: JEOL, STEPHANE; BADEL, THIERRY
To: RHODIA OPERATIONS
Reel/Frame 032624/0103 →
Priority Claims (1)
FR 11 01123 · Apr 13, 2011 · national
Continuity (1)
Related Publication 20140323628A1 · Oct 30, 2014