Chlorine-resistant crosslinkable polyolefin compositions and articles made therefrom

Patent metadata

Field	Value
Publication number	US-9988518-B2
Application number	US-201514597760-A
Country	US
Kind code	B2
Filing date	Jan 15, 2015
Priority date	Apr 26, 2010
Publication date	Jun 5, 2018
Grant date	Jun 5, 2018

Abstract

The present invention relates to chlorine resistant crosslinkable silane-containing polyolefin compositions and stabilizer masterbatch compositions, their preparation, and articles made therefrom. These crosslinkable silane-containing compositions contain a mixture of antioxidants, light absorbers and stabilizers that provide resistance to the levels of chlorine used in potable water and to light, thereby extending the useful life of said articles made therefrom, such as potable water pipes and valves, bottles, tanks, and the like.

First claim

What is claimed is:

1. A crosslinkable silane-containing polyolefin composition comprising:
(a) a polyolefin containing at least one hydrolysable silyl group prepared by grafting a silane containing a carbon-carbon double bond onto an already formed homopolymer of medium density polyethylene or high density polyethylene, or a polyolefin containing at least one hydrolysable silyl group prepared by copolymering the silane containing a carbon-carbon double bond with one comonomer to produce a medium density polyethylene or high density polyethylene containing at least one hydrolysable group, wherein the silane containing a carbon-carbon double bond is selected from the group consisting of 2,4-dimethyl-2-vinyl-[1,3,2]dioxasilinane, 2-methoxy-4-methyl-2-vinyl-[1,3,2]dioxasilinane, 2-methoxy-4,4,6-trimethyl-2-vinyl-[1,3,2]dioxasilinane, 2,4,4,6-tetramethyl-2-vinyl-[1,3,2]dioxasilinane, 2,5-dimethyl-2-vinyl-[1,3,2]dioxasilinane, 2-methoxy-5-methyl-2-vinyl-[1,3,2]dioxasilinane, acrylic acid 3-(2,4,4,6-tetramethyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, acrylic acid 3-(2,5-dimethyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, acrylic acid 3-(2,4-dimethyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, acrylic acid 3-(2-methoxy-4,4,6-trimethyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, acrylic acid 3-(2-methoxy-5-methyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, acrylic acid 3-(2-methoxy-4-methyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, 2-methyl-acrylic acid 3-(2,4,4,6-tetramethyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, 2-methyl-acrylic acid 3-(2,5-dimethyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, 2-methyl-acrylic acid 3-(2,4-dimethyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, 2-methyl-acrylic acid 3-(2-methoxy-4,4,6-trimethyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, 2-methyl-acrylic acid 3-(2-methoxy-5-methyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, 2-methyl-acrylic acid 3-(2-methoxy-4-methyl-[1,3,2]dioxasilinan-2-yl)-propyl ester, and mixtures thereof;
(b) a mixture containing a sterically hindered phenol antioxidant containing a single phenolic group having the structure octadecyl 3-(3,5-di-tertiary-butyl-4-hydroxyphenyl)propanoate and a sterically hindered phenol antioxidant containing multiple phenolic groups having the structure 4-[[3,5-bis[(3,5-di-tertiary-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-di-tertiary-butyl phenol;
(c) a phosphite processing stabilizer;
(d) a sterically hindered amine light stabilizer;
(e) a substituted benzotriazol ultraviolet light absorber; and
(f) a curing catalyst.

2. The crosslinkable silane-containing polyolefin composition of claim 1 further comprising a metal deactivator of the general Formula (XII):

wherein:
each occurrence of R 27 is independently a monovalent alkyl, aryl or aralkyl group containing from 1 to 16 carbon atoms; and
each occurrence of R 28 is independently a hydrogen atom or a monovalent alkyl, aryl or aralkyl group containing from 1 to 16 carbon atoms.

3. The crosslinkable silane-containing polyolefin composition of claim 2 wherein the metal deactivator is selected from the group consisting of 1,2-bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamoyl)hydrazine, 2,2′-oxamidobis(ethyl-3-(3,5-di-tert-4-hydroxyphenyl)-propionate, tris[2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenyl]phosphate, 2-[[2-[2-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]ethylamino]-2-oxoacetyl]amino]ethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate, and mixtures thereof.

4. The crosslinkable silane-containing polyolefin composition of claim 1 , wherein the composition comprises:
90 to 99.95 weight percent of the polyolefin containing at least one hydrolysable silyl group (a);
0.01 to 4 weight percent of the mixture containing the sterically hindered phenol antioxidant containing a single phenolic group and the sterically hindered phenol antioxidant containing multiple phenolic groups (b);
0.01 to 2 weight percent of the phosphite processing stabilizer (c);
0.01 to 2 weight percent of the sterically hindered amine light stabilizer (d);
0.01 to 2 weight percent of the substituted benzotriazol ultraviolet light absorber (e); and
0.01 to 2 weight percent of the curing catalyst (f);
wherein said weight percents are based upon the total weight of components (a) through (f).

5. The crosslinkable silane-containing polyolefin composition of claim 1 , comprising:
95 to 99.1 weight percent of the polyolefin containing at least one hydrolysable silyl group (a);
0.3 to 1 weight percent of the mixture containing the sterically hindered phenol antioxidant containing a single phenolic group and the sterically hindered phenol antioxidant containing multiple phenolic groups (b);
0.05 to 0.15 weight percent of the phosphite processing stabilizer (c);
0.05 to 0.15 weight percent of the sterically hindered amine light stabilizer (d);
0.05 to 0.5 weight percent of the substituted benzotriazol ultraviolet light absorber (e); and
0.02 to 1.5 weight percent of the curing catalyst (f);
wherein said weight percents are based upon the total weight of components (a) through (f).

6. The crosslinkable silane-containing polyolefin composition of claim 1 wherein the silane containing a carbon-carbon double bond is selected from the group consisting of 2,4-dimethyl-2-vinyl-[1,3,2]dioxasilinane, 2-methoxy-4-methyl-2-vinyl-[1,3,2]dioxasilinane, 2-methoxy-4,4,6-trimethyl-2-vinyl-[1,3,2]dioxasilinane, 2,4,4,6-tetramethyl-2-vinyl-[1,3,2]dioxasilinane, 2,5-dimethyl-2-vinyl-[1,3,2]dioxasilinane, 2-methoxy-5-methyl-2-vinyl-[1,3,2]dioxasilinane, and mixtures thereof.

7. The crosslinkable silane-containing polyolefin composition of claim 1 wherein the phosphite processing stabilizer (c) is of the general Formula (VI):

wherein:
R 7 is selected from the group consisting of a monovalent hydrocarbon containing from 1 to 25 carbon atoms, a monovalent hydrocarbon containing from 1 to 25 carbon atoms and at least one heteroatom selected from the group consisting of oxygen, nitrogen and sulfur, and a polyvalent hydrocarbon containing from 1 to 25 carbon atoms in which at least one carbon atom is bonded to the oxygen of the oxygen-phosphorus group and at least one carbon atom is covalently bonded to a carbon atom of the R 8 group;
R 8 is selected from the group consisting of a monovalent hydrocarbon containing from 1 to 25 carbon atoms, a monovalent hydrocarbon containing from 1 to 25 carbon atoms and at least one heteroatom selected from the group consisting of oxygen, nitrogen and sulfur, and a polyvalent hydrocarbon containing from 1 to 25 carbon atoms in which at least one carbon atom is bonded to the oxygen of the oxygen-phosphorus group and at least one carbon atom is covalently bonded to a carbon atom of the R 7 group; and
R 9 is a monovalent hydrocarbon containing 1 to 25 carbon atoms and optionally contains at least one heteroatom selected from the group consisting of oxygen, nitrogen and sulfur.

8. The crosslinkable silane-containing polyolefin composition of claim 7 wherein the phosphite processing stabilizer (c) is selected from the group consisting of tris(2,4-di-tert-butylphenyl)phosphite; 2-(2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepin-6-yl)oxy-N,N-bis[2-(2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepin-6-yl)oxyethyl]ethanamine; bis(2,4-di-tert-butyl-6-methylphenyl)-ethyl-phosphite; 3,9-bis-(2,4-di-tert-butyl-phenoxy)-2,4,8,10-tetraoxa-3,9-diphospha-spiro[5.5]undecane; and mixtures thereof.

9. The crosslinkable silane-containing polyolefin composition o

Assignees

• Momentive Performance Mat Inc

Inventors

• Lacroix Christine
• Ramdatt Philbert E
• Pohl Eric

Classifications

• Y10T428/139

  Open-ended, self-supporting conduit, cylinder, or tube-type article · CPC title

• C08L2312/08

  by silane · CPC title

• C08J3/22

  using masterbatch techniques · CPC title

• C08J2351/06

  grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond · CPC title

• C08L51/06

  grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond · CPC title