Antidegradant blend

Patent metadata

Field	Value
Publication number	US-11879050-B2
Application number	US-201917052482-A
Country	US
Kind code	B2
Filing date	Apr 29, 2019
Priority date	May 3, 2018
Publication date	Jan 23, 2024
Grant date	Jan 23, 2024

Abstract

The invention concerns an antidegradant blend for polymers, comprising: a. an antioxidant selected from one or more of: i. a phenolic antioxidant; ii. an organic phosphite antioxidant; and: b. an inorganic antioxidant or reducing agent; wherein the composition is absent any metal carboxylate or buffering agent having the capacity to buffer in aqueous solution at a pH range from 4 to 8.

First claim

The invention claimed is:

1. A polymeric composition comprising:
a polyolefin; and
an antidegradant blend, comprising:
(a) an antioxidant comprising:
(i) a phenolic antioxidant;
(ii) an organic phosphite antioxidant; and

(b) an inorganic antioxidant or reducing agent comprising a hydrated metal hypophosphite;
wherein the antidegradant blend is absent any metal carboxylate and absent any buffering agent having the capacity to buffer in aqueous solution at a pH range from 4 to 8, wherein the organic phosphite antioxidant is present in an amount from about 40% to about 90% by weight of the antidegradant blend.

2. The polymeric composition according to claim 1 , wherein the inorganic antioxidant or reducing agent further comprises a metal phosphite, a metal thiosulphate, a metal bisulphite, a metal metabisulphite, a metal hydrosulphite, or a mixture thereof.

3. The polymeric composition according to claim 1 , wherein the metal hypophosphite is provided in mono-hydrated form.

4. The polymeric composition according to claim 1 , wherein the organic phosphite antioxidant is present in an amount from about 40 to about 80% by weight of the antidegradant blend.

5. The polymeric composition according to claim 1 , wherein the organic phosphite antioxidant is selected from the group consisting of bis(2,4,di-t-butylphenyl)pentaerythritol diphosphite (CAS 26741-53-7); 2,4,6-tri-tert-butylphenyl-2-butyl-2-ethyl-1,3-propanediol phosphite (CAS 161717-32-4); tris(2,4-di-t-butylphenyl)phosphite (CAS 31570-04-4); tris(4-n-nonylphenyl)phosphite (CAS 26523-78-4); distearylpentaerythritol diphosphite (CAS 3806-34-6); bis(2,4-dicumylphenyl) pentaerythritol diphosphite (CAS 154862-43-8); CAS 939402-02-5; tris(dipropyleneglycol) phosphite, C 18 H 39 O 9 P (CAS 36788-39-3); poly(dipropylene glycol) phenyl phosphite (CAS 80584-86-7); diphenyl isodecyl phosphite, C 22 H 31 O 3 P (CAS 26544-23-0); phenyl diisodecyl phosphite (CAS 25550-98-5); heptakis (dipropyleneglycol) triphosphite (CAS 13474-96-9); bis(2,6-di-ter-butyl-4-methylphenyl)pentaerythritol diphosphite (CAS 80693-00-1); tris(2-t-butylphenyl)phosphite (CAS 31502-36-0); and mixtures thereof.

6. The polymeric composition according to claim 1 , wherein the phenolic antioxidant is present in an amount from about 1% to about 50% by weight of the antidegradant blend.

7. The polymeric composition according to claim 1 , wherein the phenolic antioxidant is selected from the group consisting of 2-(1,1-dimethylethyl)-4,6-dimethyl-phenol (CAS 1879-09-0); 6-tert-butyl-2-methylphenol (CAS 2219-82-1); 4,6-di-tert-butyl-2-methylphenol; 2-tert-butyl-4-methylphenol; 2-tert-butyl-5-methylphenol; 2,4-di-tert-butylphenol; 2,4-di-tert-pentylphenol; triethyleneglycol-bis-[3-(3-t-butyl-4-hydroxy-5-methylphenyl)propionate] (CAS 36443-68-2); 1,3,5-tris(4-t-butyl-3-hydroxyl-2,6-dimethylbenzyl)-1,3,5-triazine-2,4,6-(1H, 3H, 5H)-trione; 2,2′-ethylidenebis[4,6-di-t-butylphenol] (CAS 35958-30-6); 2,2′methylenebis(6-t-butyl-4-methylphenol) (CAS 119-47-1); the butylated reaction product of p-cresol and dicyclopentadiene (CAS 68610-51-5); 2,6-xylenol; C13-C15 linear and branched alkyl esters of 3-(3′5′-di-t-butyl-4′-hydroxyphenyl) propionic acid (CAS 171090-93-0); octadecyl 3-(3′,5′-di-t-butyl-4′-hydroxyphenyl) propionate (CAS 2082-79-3); N,N′-hexamethylene bis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionamide] (CAS 23128-74-7); C9-C11 linear and branched alkyl esters of 3-(3′,5′-di-t-butyl-4′-hydroxyphenyl)propionic acid (CAS 125643-61-0); butylated hydroxytoluene (CAS 128-37-0); 2,6-di-tertiary-butyl-4-sec-butylphenol; 2,6-di-tertiary-butyl-4-nonylphenol; tetrakismethylene(3,5-di-t-butyl-4-hydroxyhydrocinnamate) methane (CAS 6683-19-8); 1,3,5-tris(3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate (CAS 27676-62-6); 1,2-bis(3,5-di-t-butyl-4-hydroxyhydrocinnamoyl)hydrazine (CAS 32687-78-8); 2,2′thiodiethylene bis[3(3,5-di-t-butyl-4-hydroxyphenyl)propionate] (CAS 41484-35-9); 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)benzene (CAS 1709-70-2); butylated hydroxyanisole (CAS 25013-16-5); tocopherol, DL α-tocopherol, tocopherol derivatives, tocotrienol and/or tocotrienol derivatives (Vitamin E); and mixtures thereof.

8. The polymeric composition according to claim 1 , wherein the antidegradant blend comprises:
(a) tetrakismethylene (3,5-di-t-butyl-4-hydroxyhydrocinnamate) methane (CAS 6683-19-8);
(b) tris(2,4-di-t-butylphenyl)phosphite (CAS 31570-04-4); and
(c) sodium hypophosphite.

9. The polymeric composition according to claim 1 , wherein the antidegradant blend further comprises one or more antioxidants selected from the group consisting of sulphur-containing antioxidants, aminic antioxidants, hydroxylamines or precursors thereof, lactone radical scavengers, acrylate radical scavengers, UV absorbers, and chelating agents.

10. The polymeric composition according to claim 1 , wherein the antidegradant blend is present in an amount of from about 0.01% to about 5% by weight of the polymeric composition.

11. An article manufactured from a polymeric composition according to claim 1 .

12. The polymeric composition according to claim 1 , wherein the inorganic antioxidant or reducing agent is solid at ambient conditions.

13. The polymeric composition according to claim 1 , wherein absent means the amount of metal carboxylated in the antidegradant blend is less than 0.5% w/w based on the antidegradant blend and the amount of buffering agent in the antidegradant blend is less than 0.5% w/w based on the antidegradant blend.

14. The polymeric composition according to claim 1 , wherein the antidegradant blend is present in an amount of from about 0.1% to 0.5% by weight of the polymeric composition.

15. The polymeric composition according to claim 1 , wherein the inorganic antioxidant or reducing agent is present in an amount of from 0.01% to 0.08% by weight of the polymeric composition.

16. A polymeric composition comprising:
a polyolefin; and
an antidegradant blend, consisting of:
(a) a phenolic antioxidant;
(b) an organic phosphite antioxidant;
(c) a hydrated metal hypophosphite; and
(d) optionally one or more components selected from the group consisting of sulphur-containing antioxidants or reducing agents, aminic antioxidants or reducing agents, hydroxylamines or precursors thereof, lactone radical scavengers, acrylate radical scavengers, clarifiers, antiblocks, UV absorbers, processing aids, and chelating agents,

wherein the antidegradant blend is absent any metal carboxylate and absent any buffering agent having the capacity to buffer in aqueous solution at a pH range from 4 to 8.

17. A polymeric composition comprising:
a polyolefin; and
an antidegradant blend, consisting essentially of:
a. a phenolic antioxidant;
b. an organic phosphite antioxidant;
c. a hydrated metal hypophosphite; and
(d) optionally one or more components selected from the group consisting of sulphur-containing antioxidants or reducing agents, aminic antioxidants or reducing agents, hydroxylamines or precursors thereof, lactone radical scavengers, acrylate radical scavengers, clarifiers, antiblocks, UV absorbers, processing aids, and chelating agents,

wherein the antidegradant blend is absent any metal carboxylate and absent any buffering agent having the capacity to buffer in aqueous solution at a pH range from 4 to 8.

Assignees

• Si Group Usa Usaa Llc
• Si Group Inc

Inventors

• Ebenezer Warren J
• Hill Jonathan

Classifications

• C08K5/005 Primary

  Stabilisers against oxidation, heat, light, ozone · CPC title

• C08K3/014

  Stabilisers against oxidation, heat, light or ozone · CPC title

• C08K3/32

  Phosphorus-containing compounds · CPC title

• C08K5/13 Primary

  Phenols; Phenolates · CPC title

• C08K5/134

  Phenols containing ester groups · CPC title