IP Library Granted Patent US 10,240,003
Granted Patent B2
US 10,240,003 · App. 14/263,063 · Granted Mar 26, 2019

Poly(aryl ether sulfone) composition and method of making

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Quick Facts
Patent No.
US 10,240,003
App. No.
14/263,063
Granted
Mar 26, 2019
Kind
B2
Abstract

A poly(aryl ether sulfone) comprises units of formula (I): wherein Ar 1 is a divalent C 6 -C 15 aromatic group, Ar 2 is a divalent C 6 -C 15 aromatic group, Ar 3 is a divalent C 6 -C 15 aromatic group, and n is greater than 1; and a terminal group of formula (II) derived from a monofunctional phenoxide wherein is X is a hydrogen atom or an organic substituent having from 1 to 20 carbon atoms; wherein the poly(aryl ether sulfone) has a hydroxyl group content greater than 0 and less than 50 parts per million (ppm), based on the poly(aryl ether sulfone) weight, a glass transition temperature of 180 to 290° C., a weight average molecular weight of 20,000 to 100,000, a halogen content of greater than 0 and less than 3000 ppm based on the poly(aryl ether sulfone) weight. The poly(aryl ether sulfone) is free of methoxy groups.

Claims (14)

1. A poly(aryl ether sulfone) comprising units of formula (I):

wherein Ar 1 is a divalent C 6 -C 15 aromatic group, Ar 2 is a divalent C 6 -C 15 aromatic group, Ar 3 is a divalent C 6 -C 15 aromatic group, and n is greater than 1;

and a terminal group of formula (II) derived from a monofunctional phenoxide

wherein X is a hydrogen atom or an organic substituent having from 1 to 20 carbon atoms and wherein the polymer is methoxy free and the polymer has an OH content greater than 0 and less than 50 ppm, based on polymer weight, a glass transition temperature of 180 to 290° C., a weight average molecular weight of 20,000 to 100,000, and a halogen content of more than 0 and less than 3000 ppm.

2. The poly(aryl ether sulfone) of claim 1 , wherein the poly(aryl ether sulfone) has a halogen content greater than 0 and less than 2500 ppm.

3. The poly(aryl ether sulfone) of claim 1 , wherein the poly(aryl ether sulfone) has a halogen content greater than 0 and less than 1500 ppm.

4. The poly(aryl ether sulfone) of claim 1 , wherein the poly(aryl ether sulfone) has a halogen content greater than 0 and less than 900 ppm.

5. The poly(aryl ether sulfone) of claim 1 , wherein the poly(aryl ether sulfone) has a halogen content greater than 0 and less than 500 ppm.

6. The poly(aryl ether sulfone) of claim 1 , wherein the halogen is selected from the group of chlorine, bromine, iodide, fluorine, and combinations thereof.

7. The poly(aryl ether sulfone) of claim 1 , wherein the halogen is chlorine.

8. The poly(aryl ether sulfone) of claim 1 , wherein the monofunctional phenoxide is derived from a monofunctional phenol selected from the group consisting of phenol, p-t-butyl-phenol, m-t-butyl-phenol, 4-hydroxybenzamide, 4-phenoxyphenol, 4-hydroxy-N,N-dimethylbenzamide, 4-ethynylphenol, 4-tert-butyl-2-methylphenol, 4-(2-phenylpropan-2-yl)phenol, (4-hydroxyphenyl)(phenyl)methanone, methyl 4-hydroxybenzoate, 4-(2,4-dimethylheptan-3-yl)phenol, para cumyl phenol, 4-phenyl phenol, para methyl phenol, para nonylphenols, o-t-butyl phenol, hydroxy benzoic acid esters, and combinations thereof.

9. The poly(aryl ether sulfone) of claim 1 , wherein terminal group of formula (II) is present in an amount of 1 mol % to 10 mol %, based on sulfone groups (SO 2 ) in the polymer.

10. The poly(aryl ether sulfone) of claim 1 , wherein the monofunctional phenoxide is selected from the group consisting of phenol, para cumyl phenol, 4-phenyl phenol, and combinations thereof.

11. The poly(aryl ether sulfone) of claim 1 , wherein an article made from the poly(aryl ether sulfone) further has a yellowness index that is less than 120 after an article made from the polymer is exposed to a temperature that is 200° C. in ambient air for 28 days; and the polymer has a thermal stability factor greater than or equal to 90%.

Assignments (5)
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 →