IP Library Patent Application 15123342
Patent Application
App. No. 15/123,342

Antioxidant Compositions

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Patent No.
US None
App. No.
15/123,342
Abstract

The invention provides a stabilising composition for polymeric materials comprising: at least one secondary arylamine having the formula I: wherein: the or each R, which may be the same or different, independently denotes an optionally substituted hydrocarbyl group having at least 5 carbon atoms; x and y are each independently from 0 to 5 provided that at least one of x and y is at least 1; and a phenolic antioxidant, the composition and/or the secondary arylamine being a liquid at ambient conditions substantially free from diphenylamine and/or from lower alkylated diphenylamine antioxidants.

Claims (58)

1 . A stabilising composition for polymeric materials, comprising:

at least one secondary arylamine having the formula I:

wherein:

each R, independently denotes a hydrocarbyl group having at least 5 carbon atoms, the hydrocarbyl group may or may not be substituted;

x and y are each independently from 0 to 5 provided that at least one of x and y is at least 1; and

a phenolic antioxidant,

the composition or the secondary arylamine being a liquid at ambient conditions and being substantially free from diphenylamine and/or from lower alkylated diphenylamine antioxidants.

2 . A stabilising composition according to claim 1 , wherein the hydrocarbyl group has at least 6 carbon atoms, at least 7 carbon atoms, at least 8 carbon atoms or at least 9 carbon atoms.

3 . A stabilising composition according to claim, wherein the lower alkylated diphenylamine antioxidants are C 4 and below; C 3 and below; C 2 and below; C 1 , or mixtures thereof.

4 . A stabilising composition according to claim 1 , wherein at least one of x or y is more than zero, and wherein x and y are each independently:

a. from 0 to 4;

b. from 0 to 3;

c. from 0 to 2; or

d. 1.

5 . A stabilising composition according to claim 4 , wherein x and y are the same.

6 . A stabilising composition according to claim 5 , wherein x and y are each 1.

7 . A stabilising composition according to claim 1 , wherein the stabilising composition is substantially free from diphenylamine and from lower alkylated diphenylamine antioxidants.

8 . A stabilising composition according to claim 1 , wherein the stabilising composition is substantially free from t-butylated diphenylamines.

9 . A stabilising composition according to claim 1 wherein the stabilizing composition is a liquid at 25° C. and atmospheric pressure.

10 . A stabilising composition according to claim 1 , wherein the each hydrocarbyl group is an aliphatic hydrocarbyl group.

11 . A stabilising composition according to claim 10 , wherein each aliphatic hydrocarbyl group is selected from alkyl, alkenyl and alkynyl, wherein each hydrocarbyl group may or may not be substituted with other functional groups, functional linkages, including heteroatoms.

12 . A stabilising composition according to claim 11 , wherein each aliphatic hydrocarbyl group is selected from alkyl groups, wherein each hydrocarbyl group may or may not be substituted.

13 . A stabilising composition according to claim 1 , wherein each hydrocarbyl group comprises an aralkyl or an alkaryl group.

14 . A stabilising composition according to claim 1 , wherein the stabilising composition is substantially free from secondary or tertiary arylamines having vapour pressures above 0.03 Pa at 20° C.

15 . A stabilising composition according to claim 1 , wherein “substantially free” denotes with respect to an individual component that the component is not present or if present then present in an amount:

a. less than 2% w/w;

b. less than 1.5% w/w;

c. less than 1.0% w/w;

d. less than 0.5% w/w; or

e. less than 0.2% w/w

of the stabilising composition.

16 . A stabilising composition according to claim 15 , wherein the total amount of any of the individual components present in the composition is:

a. less than 2% w/w;

b. less than 1.5% w/w;

c. less than 1.0% w/w;

d. less than 0.5% w/w; or

e. than 0.2% w/w

of the stabilising composition.

17 . A stabilising composition according to claim 1 , wherein the phenolic antioxidant has a molecular weight of:

a. at least about 390;

b. at least about 400;

c. at least about 410;

d. at least about 420;

e. at least about 430;

f. at least about 440;

g. at least about 450;

h. at least about 460;

i. at least about 470; or

j. at least about 480.

18 . A stabilising composition according to claim 1 wherein the phenolic antioxidant comprises a phenol group which is substituted or substituted twice, if substituted twice then substituted at positions ortho to the —OH group in the phenol.

19 . A stabilising composition according to claim 18 wherein each substituent comprises an alkyl group, a branched chain alkyl group, or a t-butyl.

20 . A stabilised composition comprising a polyol and a stabilising composition according to claim 1 .

21 . A stabilised composition comprising a polyurethane and a stabilising composition according to claim

1 .

22 . A useful article comprising the stabilised composition of claim 20 .

23 . A process for stabilising a polymeric composition, comprising incorporating or applying the stabilising composition claim 1 to a polyurethane or its precursor.

24 . A process for producing a polyurethane, comprising adding the stabilising composition according to claim 1 to a polyol and subsequently reacting with isocyanate to form the polyurethane.

25 . Use of the stabilising composition of claim 1 for stabilizing a polyol or polyurethane.

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Nov 1, 2024
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: SI GROUP, INC.; ADDIVANT USA, LLC; SI GROUP USA (USAA), LLC (F/K/A ADDIVANT USA, LLC)
Reel/Frame 069290/0057 →
MERGER Recorded Feb 16, 2023
From: SI GROUP USA (USAA), LLC
To: SI GROUP, INC.
Reel/Frame 062719/0326 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 6, 2020
From: ZAHALKA, HAYDER; POWER, MAURICE; HILL, JONATHAN
To: ADDIVANT USA LLC
Reel/Frame 051421/0597 →
CORRECTIVE ASSIGNMENT TO CORRECT THE MERGER AND CHANGE OF NAME SHOULD BE CORRECTED TO CHANGE OF NAME PREVIOUSLY RECORDED ON REEL 050635 FRAME 0880. ASSIGNOR(S) HEREBY CONFIRMS THE AMENDED AND RESTATED CERTIFICATE OF FORMATION OF ADDIVANT USA LLC. Recorded Oct 22, 2019
From: ADDIVANT USA LLC
To: SI GROUP USA (USAA), LLC
Reel/Frame 050784/0361 →
MERGER AND CHANGE OF NAME Recorded Oct 3, 2019
From: ADDIVANT USA, LLC; SI GROUP USA (USAA), LLC
To: SI GROUP USA (USAA), LLC
Reel/Frame 050635/0880 →
SECURITY INTEREST Recorded Nov 16, 2018
From: SI GROUP, INC.; ADDIVANT USA, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 048822/0965 →