IP Library Granted Patent US 9,611,385
Granted Patent B2
US 9,611,385 · App. 13/538,295 · Granted Apr 4, 2017

Ultrafine poly(phenylene ether) particles and compositions derived therefrom

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Quick Facts
Patent No.
US 9,611,385
App. No.
13/538,295
Granted
Apr 4, 2017
Kind
B2
Abstract

Disclosed are compositions comprising: (a) 10 to 40 percent by weight of the ultrafine particulate poly(phenylene ether), wherein the mean particle size of the poly(phenylene ether) is 9 microns or less; (b) 60 to 90 percent by weight of an epoxy resin; wherein the weight percents are based on the total weight of the composition. Also disclosed are processes for preparing such compositions as well as articles derived therefrom.

Claims (30)

1. A composition comprising:

(a) 10 to 40 percent by weight of ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) having an intrinsic viscosity of 0.4 deciliters per gram, measured in chloroform at 25° C., wherein the mean particle size of the ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) is 6 to 16 microns;

(b) 60 to 90 percent by weight of an epoxy resin, which is the diglycidyl ether of bisphenol A (DGEBPA):

(c) 5 to 25 percent by weight of a hardener; wherein:

the weight percents are based on the total weight of the composition;

the impact strength of the composition is greater than or equal to 500 J/m as measured by ASTM D4812;

the ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) is dispersed in the composition and remains dispersed in the composition post-cure and the composition exhibits discrete phases and exhibits two glass transition temperatures (Tg) measured by differential scanning calorimetry at 30 to 250° C. under a nitrogen atmosphere with a heating rate of 20° C./min; and

the composition has increased toughness as measured by ASTMD4812 as compared to a composition comprising poly(phenylene ether) (PPE) particles having a size that is larger than 16 microns, epoxy resin, and a hardener, wherein the poly(phenylene ether) particles are not dissolved in the epoxy resin.

2. The composition of claim 1 , wherein the hardener is 4,4′-diaminodiphenyl methane.

3. The composition of claim 1 , wherein the ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) has a mean particle size of 6 to 10 microns.

4. The composition of claim 1 , wherein the ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) has a mean particle size of 11 to 16 microns.

5. A composition, comprising:

(a) 15 to 35 percent by weight of ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) having an intrinsic viscosity of between 0.4 deciliters per gram, measured in chloroform at 25° C., wherein the mean particle size of the ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) is 6 to 16 microns;

(b) 60 to 90 percent by weight of an epoxy resin, wherein the epoxy resin is the diglycidyl ether of bisphenol A (DGEBPA); and

(c) 5 to 25 percent by weight of a hardener, wherein the hardener is 4,4′-diaminodiphenyl methane;

wherein the impact strength of the composition is greater than or equal to 500 J/m as measured by ASTM D4812; and

wherein the ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) is dispersed in the composition and remains dispersed in the composition post-cure and the composition exhibits discrete phases and exhibits two glass transition temperatures (Tg) measured by differential scanning calorimetry at 30 to 250° C. under a nitrogen atmosphere with a heating rate of 20° C./min.

6. An article, comprising:

(a) 15 to 35 percent by weight of ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) having an intrinsic viscosity of between 0.30 deciliters to 1.5 deciliters per gram, measured in chloroform at 25° C., wherein the particle size of the ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) is 6 to 16 microns;

(b) 40 to 70 percent by weight of an epoxy resin, wherein the epoxy resin is the diglycidyl ether of bisphenol A (DGEBPA); and

(c) 5 to 25 percent by weight of a hardener, wherein the hardener is 4,4′-diaminodiphenyl methane;

wherein the article has a density distribution of less than or equal to 0.1 percent and an impact strength that is greater than or equal to 500 J/m as measured by ASTM D4812.

7. A composition comprising:

(a) 10 to 40 percent by weight of ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) having an intrinsic viscosity of between 0.30 deciliters to 0.6 deciliters per gram measured in chloroform at 25° C. and having a number average molecular weight of about 16,000 to about 25,000 atomic mass units, wherein the mean particle size of the ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) is 6 to 16 microns;

(b) 60 to 90 percent by weight of an epoxy resin, which is the diglycidyl ether of bisphenol A (DGEBPA):

(c) 5 to 25 percent by weight of a hardener which is 4,4′-diaminodiphenyl methane; wherein:

the weight percents are based on the total weight of the composition;

the ultrafine particulate poly(2,6-dimethyl-1,4-phenylene ether) is dispersed in the composition and remains dispersed in the composition post-cure and the composition exhibits discrete phases and exhibits two glass transition temperatures (Tg) measured by differential scanning calorimetry at 30 to 250° C. under a nitrogen atmosphere with a heating rate of 20° C./min;

the impact strength of the composition is greater than or equal to 500 J/m as measured by ASTM D4812; and

the composition has improved toughness as measured by ASTMD4812 as compared to compositions having a size that is larger than 16 microns, epoxy resin, and a hardener, wherein the poly(phenylene ether) particles are not dissolved in the epoxy resin.

Assignments (6)
CORRECTIVE ASSIGNMENT TO CORRECT THE REMOVE THE APPLICATION NUMBER 15039474 PREVIOUSLY RECORDED AT REEL: 054528 FRAME: 0467. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 23, 2021
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 057453/0680 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 26, 2020
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 054528/0467 →
CORRECTIVE ASSIGNMENT TO CORRECT THE 12/116841, 12/123274, 12/345155, 13/177651, 13/234682, 13/259855, 13/355684, 13/904372, 13/956615, 14/146802, 62/011336 PREVIOUSLY RECORDED ON REEL 033591 FRAME 0673. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Aug 29, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033663/0427 →
CORRECTIVE ASSIGNMENT TO CORRECT REMOVE 10 APPL. NUMBERS PREVIOUSLY RECORDED AT REEL: 033591 FRAME: 0673. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Aug 28, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033649/0529 →
CHANGE OF NAME Recorded Aug 22, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033591/0673 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 14, 2012
From: PETERS, EDWARD NORMAN; FISHER, SCOTT MICHAEL
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 028974/0608 →