Stabilizer Compounds

Patent metadata

Field	Value
Publication number	US-2017190874-A1
Application number	US-201515312752-A
Country	US
Kind code	A1
Filing date	May 20, 2015
Priority date	May 21, 2014
Publication date	Jul 6, 2017
Grant date	—

Abstract

A piperidine-based stabilizer compound of formula (I) or (II) that imparts UV, thermal, and/or thermo-oxidative stability to polymer compositions and more specifically to aromatic polymers and polymer compositions thereof.

First claim

1 - 16 : (canceled)

17 . A stabilizer compound (SC) of formula (I) or formula (II):

wherein R J is selected from the group consisting of —H, aliphatic groups and alkoxy groups, and
wherein each of R K , equal or different from each other and from R J , is selected from aliphatic groups, and
wherein R L is a monovalent substituent selected from the group consisting of:
a group of formula (Y-I):

and
a group of formula (Y-II):

wherein Ri and Rm are the same or different from each other and are independently selected from the group consisting of —H, —CF 3 , —CN, —C(═O)NH 2 , —NO 2 , alkyl groups, perfluorinated groups, aryl groups, aryl amine groups, aryl ether groups, aryl sulfone groups, aryl thioether groups, fused aryl ring systems, sulfonic acids, carboxylic acids, phosphonic acids, sulfonic acid salts, carboxylic acid salts, and phosphonic acid salts, and
wherein Ri is either in an ortho, meta or para position, and
wherein Rm is either in an ortho or meta position, and
wherein Q is selected from the group consisting of a bond, and —SO 2 —, and
wherein G is —C(═O)NH 2 ,
wherein R N is a divalent substituent of formula (Z-I):

wherein Ri and Rm are the same or different from each other and are independently selected from the group consisting of —H, —CF 3 , —C(═O)NH 2 , —NO 2 , alkyl groups, perfluorinated groups, aryl groups, aryl amine groups, aryl ether groups, aryl sulfone groups, aryl thioether groups, fused aryl ring systems, sulfonic acids, carboxylic acids, phosphonic acids, sulfonic acid salts, carboxylic acid salts, and phosphonic acid salts,
wherein Ri and Rm are independently either in an ortho or meta position, and
wherein Q is selected from the group consisting of a bond, and —SO 2 —.

18 . The stabilizer compound (SC) of formula (I) of claim 17 , wherein the stabilizer compound (SC) is selected from the group consisting of:

19 . The stabilizer compound (SC) of formula (II) of claim 17 , wherein the stabilizer compound (SC) is selected from the group consisting of:

20 . The stabilizer compound (SC) according to claim 17 , wherein Rm is —H.

21 . A method for making the stabilizer compound of formula (I) of claim 17 , comprising the step of reacting compounds of formulae (III) and (IV) together in the presence of a base;

wherein Xi is a halogen selected from the group consisting of chlorine, fluorine, bromine, and iodine, and
wherein R J , R K , R L are as defined in claim 17 for formula (I).

22 . A method for making the stabilizer compound of formula (II) of claim 17 , comprising the step of reacting compounds of formulae (III) and (IV) together in the presence of a base;

wherein Xi or Xj are the same or independently selected halogens from the group consisting of chlorine, fluorine, bromine, and iodine, and
wherein R J , R K , R N are as defined in claim 17 for formula (II).

23 . The method of claim 21 , wherein the reaction is carried out in a polar aprotic solvent.

24 . The method of claim 23 , wherein the polar aprotic solvent is tetrahydrofuran and the reaction is carried out at a temperature of between 25° C. and 66° C.

25 . The method of claim 23 , wherein the polar aprotic solvent is N-methylpyrrolidone and the reaction is carried out at a temperature of between 25° C. and 204° C.

26 . A polymer composition (P), comprising at least one stabilizer compound (SC) of claim 17 , and at least one polymer selected from the group consisting of polyketones, poly(etherketone)s, poly(ethersulfone)s, and mixtures thereof.

27 . The polymer composition (P) of claim 26 , wherein the polymer composition (P) further comprises at least another ingredient selected from the group consisting of dyes, pigments, fillers, UV stabilizers, light stabilizers, optical brighteners, and mixtures thereof.

28 . A method for stabilizing a polymer comprising adding at least one stabilizing compound (SC) of claim 17 to at least one polymer.

29 . The method of claim 28 , where the at least one stabilizing compound (SC) acts as an acid scavenger for the at least one polymer.

30 . An article comprising the polymer composition (P) of claim 26 .

31 . The method of claim 22 , wherein the reaction is carried out in a polar aprotic solvent.

32 . The method of claim 31 , wherein the polar aprotic solvent is tetrahydrofuran and the reaction is carried out at a temperature of between 25° C. and 66° C.

33 . The method of claim 31 , wherein the polar aprotic solvent is N-methylpyrrolidone and the reaction is carried out at a temperature of between 25° C. and 204° C.

Assignees

• Solvay Specialty Polymers Usa

Inventors

• Pollino Joel
• Goschy Gregory
• Srinivasan Satchit

Classifications

• C08K5/3435 Primary

  Piperidines · CPC title

• C07D211/46 Primary

  having a hydrogen atom as the second substituent in position 4 · CPC title

• C08K5/43

  Compounds containing sulfur bound to nitrogen · CPC title