IP Library Granted Patent US 10,947,382
Granted Patent B2
US 10,947,382 · App. 16/337,099 · Granted Mar 16, 2021

Phenylene ether copolymer and compositions comprising same

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Quick Facts
Patent No.
US 10,947,382
App. No.
16/337,099
Granted
Mar 16, 2021
Kind
B2
Abstract

A copolymer having the structure (I) wherein Q 1 , Q 2 , Q 3 , Q 4 , m, and n are defined herein. The copolymer can be formed by oxidative copolymerization of 2,4,6-trimethyIresorcinoI with a monohydric phenol. Also describes are a composition comprising the copolymer and a solvent, and a composition comprising the copolymer and a thermosetting resin.

Claims (30)

1. A copolymer having the structure

wherein each occurrence of Q 1 and Q 2 is independently selected from the group consisting of halogen, unsubstituted or substituted C 1 -C 12 hydrocarbyl provided that the hydrocarbyl group is not tertiary hydrocarbyl, C 1 -C 12 hydrocarbylthio, C 1 -C 12 hydrocarbyloxy, and C 2 -C 12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms; each occurrence of Q 3 and Q 4 is independently selected from the group consisting of hydrogen, halogen, unsubstituted or substituted C 1 -C 12 hydrocarbyl provided that the hydrocarbyl group is not tertiary hydrocarbyl, C 1 -C 12 hydrocarbylthio, C 1 -C 12 hydrocarbyloxy, and C 2 -C 12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms; and m and n are independently 0 to 50, provided that, the sum of m and n is at least 3.

2. The copolymer of claim 1 , wherein the sum of m and n is 3 to 15.

3. The polymer of claim 1 , wherein each occurrence of Q 1 and Q 2 is independently methyl, N,N-diethylaminomethyl, N-ethylaminomethyl, or phenyl; each occurrence of Q 3 is hydrogen; and each occurrence of Q 4 is hydrogen, methyl, or phenyl.

4. The copolymer of claim 1 , wherein each occurrence of Q 1 and Q 2 is independently methyl or N,N-diethylaminomethyl or N-ethylaminomethyl; and each occurrence of Q 3 and Q 4 is hydrogen.

5. The copolymer of claim 1 , wherein m and n are each greater than zero.

6. The copolymer of claim 1 , wherein

the sum of m and n is 3 to 15;

each occurrence of Q 1 and Q 2 is methyl or N,N-diethylaminomethyl or N-ethylaminomethyl; and

each occurrence of Q 3 and Q 4 is hydrogen.

7. A composition comprising:

the copolymer of claim 1 ; and

a solvent selected from the group consisting of C 3 -C 8 ketones, C 3 -C 8 N,N-dialkylamides, C 4 -C 16 dialkyl ethers, C 6 -C 12 aromatic hydrocarbons, C 1 -C 3 chlorinated hydrocarbons, C 3 -C 6 alkyl alkanoates, C 2 -C 6 alkyl cyanides, C 2 -C 6 dialkyl sulfoxides, and mixtures thereof.

8. The composition of claim 7 comprising, based on the total weight of the composition,

10 to 50 weight percent of the copolymer; and

50 to 90 weight percent of the solvent.

9. The composition of claim 7 comprising, based on the total weight of the composition,

10 to 50 weight percent of the copolymer; and

50 to 90 weight percent of the solvent, wherein the solvent is selected from the group consisting of N-methyl-2-pyrrolidone, methyl ethyl ketone, and combinations thereof.

10. A composition comprising:

the copolymer of claim 1 ; and

a thermosetting resin.

11. The composition of claim 10 , wherein the thermosetting resin is selected from the group consisting of epoxy resins, unsaturated polyester resins, polyimide resins, bismaleimide resins, bismaleimide triazine resins, cyanate ester resins, vinyl resins, benzoxazine resins, benzocyclobutene resins, acrylics, alkyds, phenol-formaldehyde resins, novolac resins, resole resins, melamine-formaldehyde resins, urea-formaldehyde resins, unsaturated polyesterimides, and combinations thereof.

12. The composition of claim 10 , wherein the thermosetting resin comprises an epoxy resin.

13. The composition of claim 10 comprising, based on the total weight of the composition,

5 to 80 weight percent of claim 1 ; and

20 to 95 weight percent of the thermosetting resin.

14. The composition of claim 10 comprising, based on the total weight of the composition,

20 to 80 weight percent of the copolymer of claim 1 , wherein the sum of m and n is 3 to 15; each occurrence of Q 1 and Q 2 is methyl or N,N-diethylaminomethyl or M-ethylaminomethyl; and each occurrence of Q 3 and Q 4 is hydrogen; and

20 to 80 weight percent of an epoxy resin.

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 Mar 28, 2019
From: LOHITH, KENCHAIAH; POZHAL VENGU, GURUNATH; PUTTAMADAPPA, SHADAKSHARASWAMY; MEDIRATTA, GAURAV
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 048726/0490 →