Stabilized polyamide compositions

Patent metadata

Field	Value
Publication number	US-9296876-B2
Application number	US-201214110883-A
Country	US
Kind code	B2
Filing date	Apr 12, 2012
Priority date	Apr 13, 2011
Publication date	Mar 29, 2016
Grant date	Mar 29, 2016

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.

First claim

The invention claimed is:

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.

Assignees

• Jeol Stéphane
• Badel Thierry
• Rhodia Operations

Inventors

• Jeol Stéphane
• Badel Thierry

Classifications

• C08K5/17 Primary

  Amines; Quaternary ammonium compounds · CPC title

• C08G69/48

  Polymers modified by chemical after-treatment · CPC title

• C08K7/14 Primary

  Glass · CPC title

• C08L2201/08

  Stabilised against heat, light or radiation or oxydation · CPC title

• C08L77/02

  Polyamides derived from omega-amino carboxylic acids or from lactams thereof (C08L77/10 takes precedence) · CPC title