IP Library Granted Patent US 10,584,211
Granted Patent B2
US 10,584,211 · App. 16/078,672 · Granted Mar 10, 2020

Method for reducing yellowness index of a polyetherimide, polyetherimide having a reduced yellowness index, and compositions and articles comprising the polyetherimide

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,584,211
App. No.
16/078,672
Granted
Mar 10, 2020
Kind
B2
Abstract

A method for reducing yellowness of a polyetherimide solution, including exposing a first solution including a solvent and a polyetherimide to light under conditions effective to provide a second solution having a yellowness index that is 1 to 100 units less than the yellowness index of the first solution, as determined according to ASTM D1925. Another aspect is a method for reducing yellowness of a polyetherimide solution including acidifying a first solution including a solvent and a polyetherimide to provide a second solution having a pH less than 5 under conditions effective for the second solution to attain a yellowness index that is 1 to 30 units less than the yellowness index of the first solution, as determined according to ASTM D1925. Polyetherimides prepared according to the method, and compositions and articles including the polyetherimide are also described.

Claims (35)

1. A method of reducing yellowness of a polyetherimide solution, the method comprising

acidifying a first solution comprising a solvent and a polyetherimide to provide a second solution having a pH less than 5 under conditions effective for the second solution to attain a yellowness index that is 1 to 30 units less than the yellowness index of the first solution, as determined according to ASTM D1925.

2. The method of claim 1 , wherein the acidifying comprises combining the first solution with one or both of

an inorganic acid;

an organic acid.

3. The method of claim 1 , further comprising exposing the second solution to light for a predetermined amount of time to provide a third solution, wherein the third solution has a yellowness index that is 1 to 100 units less than the yellowness index of the first solution, as determined according to ASTM D1925.

4. The method of claim 1 , further comprising adding a base to the second solution to increase the pH to 6 to 12 to provide a fourth solution, wherein the fourth solution has a yellowness index that is 110 to 170 as determined according to ASTM D1925.

5. The method of claim 3 , wherein the third solution has a yellowness index that is 1 to 30 units less than the yellowness index of the second solution, as determined according to ASTM D1925.

6. The method of claim 1 , wherein the conditions include

a temperature of 10 to 200° C.; and

a time of 1 minute to 72 hours.

7. The method of claim 1 , wherein the solvent comprises benzene, ortho-dichlorobenzene, or a combination comprising at least one of the foregoing.

8. The method of claim 1 , wherein the polyetherimide comprises units of the formula

wherein

R is a C 2-20 hydrocarbon group,

T is a group of the formula —O—Z—O— wherein the divalent bonds of the —O—Z—O— group are in the 3,3′, 3,4′, 4,3′, or the 4,4′ positions, and

is an aromatic C 6-24 monocyclic or polycyclic group optionally substituted with 1 to 6 C 1-8 alkyl groups, 1-8 halogen atoms, or a combination comprising at least one of the foregoing.

9. The method of claim 8 , wherein R is a divalent group of the formula

wherein Q 1 is —O—, —S—, —C(O)—, —SO 2 —, —SO—, —C y H 2y — and a halogenated derivative thereof wherein y is an integer from 1 to 5, or —(C 6 H 10 ) z — wherein z is an integer from 1 to 4; and

Z is a group derived from a dihydroxy compound of the formula

wherein

R a and R b are each independently a halogen atom or a monovalent C 1-6 alkyl group;

p and q are each independently integers of 0 to 4;

c is 0 to 4; and

X a is a single bond, —O—, —S—, —S(O)—, —SO 2 —, —C(O)—, or a C 1-18 organic bridging group.

10. The method of claim 8 , wherein each R is independently meta-phenylene, para-phenylene, bis(4,4′-phenylene)sulfone, or a combination comprising at least one of the foregoing, and the Z is 4-4′-diphenylene isopropylidene.

11. The method of claim 8 , wherein at least 10 mole percent of the R groups comprise a sulfone group and Z is 4,4′-diphenylene isopropylidene.

12. The method of claim 1 , wherein the polyetherimide is a copolymer further comprising units of the formula

wherein each R′ is independently a C 1-13 monovalent hydrocarbyl group, each R 4 is a C 2 -C 20 hydrocarbyl group, E of the siloxane is 2 to 50, the R and Z of the imide are as in claim 9 , and n is an integer from 5 to 100.

13. The method of claim 1 , further comprising isolating the polyetherimide from the solvent.

14. The method of claim 13 , wherein the isolating comprises precipitating the polyetherimide, evaporating the solvent, or a combination comprising at least one of the foregoing.

15. A polyetherimide having a reduced yellowness index made from the method of claim 1 .

16. The polyetherimide of claim 15 , wherein the polyetherimide has a yellowness index of less than 95, as determined according to ASTM D1925.

17. A composition comprising the polyetherimide of claim 15 .

18. An article comprising the polyetherimide of claim 15 .

Assignments (3)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 10, 2020
From: REMACHA, JAVIER NIEVES; RODRIGUEZ ORDONEZ, JUAN JUSTINO; QUEVEDO SANCHEZ, BERNABE
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 051475/0426 →