Method of forming semicrystalline polyetherimide, and polyetherimide-containing composition

Patent metadata

Field	Value
Publication number	US-12391802-B2
Application number	US-202017436248-A
Country	US
Kind code	B2
Filing date	May 7, 2020
Priority date	May 23, 2019
Publication date	Aug 19, 2025
Grant date	Aug 19, 2025

Abstract

In a method of forming a semicrystalline polyetherimide, a solvent mixture is combined with an amorphous polyetherimide in a weight ratio of 1:1 to 50:1, respectively, to form a first dispersion. The solvent mixture includes dichloromethane and a C 1 -C 6 alkanol in a weight ratio of 0.5:1 to 15:1, respectively. The first dispersion is agitated to form a second dispersion containing a semicrystalline polyetherimide, and the semicrystalline polyetherimide is isolated from the second dispersion. The isolated semicrystalline polyetherimide exhibits a melting point in a range of 230 to 300° C. Also described is a composition that includes a polyetherimide, dichloromethane, and a C 1 -C 6 alkanol in specific ratios.

First claim

The invention claimed is:

1. A method of forming a semicrystalline polyetherimide, comprising:
combining a solvent mixture with an amorphous polyetherimide in a weight ratio of 1:1 to 50:1, respectively, to form a first dispersion; wherein the solvent mixture comprises dichloromethane and a C 1 -C 6 alkanol in a weight ratio of 0.5:1 to 15:1, respectively; and wherein the amorphous polyetherimide comprises etherimide units having the structure

agitating the first dispersion for a time of 5 to 500 minutes and at a temperature of 10 to 50° C. to form a second dispersion comprising a semicrystalline polyetherimide; and
isolating the semicrystalline polyetherimide from the second dispersion; wherein the isolated semicrystalline polyetherimide exhibits a melting point in a range of 230 to 300° C., determined according to ASTM D3418-15 by differential scanning calorimetry using a heating rate of 20° C./minute.

2. The method of claim 1 , wherein the amorphous polyetherimide is in the form of particles having a Dv50 value in a range of 10 to 400 micrometers, wherein Dv50 is defined as the median equivalent spherical diameter of a volume-based particle size distribution, as determined by laser diffraction according to ISO 13320:2009.

3. The method of claim 1 , wherein the agitating comprises stirring at 1500 to 5000 rotations per minute.

4. The method of claim 1 , wherein the C 1 -C 6 alkanol is selected from the group consisting of methanol, ethanol, isopropanol, and combinations thereof.

5. The method of claim 1 , wherein the C 1 -C 6 alkanol is selected from the group consisting of methanol, ethanol, and combinations thereof.

6. The method of claim 1 , wherein the C 1 -C 6 alkanol comprises methanol.

7. The method of claim 1 , wherein the isolated semicrystalline polyetherimide exhibits an enthalpy of melting in a range of 10 to 40 Joules per gram, determined according to ASTM D3418-15 by differential scanning calorimetry using a heating rate of 20° C./minute.

8. The method of claim 1 , wherein the agitating is conducted for a time of 10 to 200 minutes and at a temperature of 15 to 40° C.

9. The method of claim 1 , wherein the isolated semicrystalline polyetherimide is in the form of particles having a Dv50 value in a range of 10 to 400 micrometers, wherein Dv50 is defined as the median equivalent spherical diameter of a volume-based particle size distribution, as determined by laser diffraction according to ISO 13320:2009.

10. The method of claim 1 , wherein
the amorphous polyetherimide is in the form of particles having a Dv50 value in a range of 10 to 400 micrometers, wherein Dv50 is defined as the median equivalent spherical diameter of a volume-based particle size distribution, as determined by laser diffraction according to ISO 13320:2009;
the C 1 -C 6 alkanol is selected from the group consisting of methanol, ethanol, and combinations thereof;
the agitating is conducted for a time of 10 to 200 minutes and at a temperature of 15 to 40° C.; and
the isolated semicrystalline polyetherimide is in the form of particles having a Dv50 value in a range of 10 to 400 micrometers, wherein Dv50 is defined as the median equivalent spherical diameter of a volume-based particle size distribution, as determined by laser diffraction according to ISO 13320:2009.

11. A composition comprising:
a semicrystalline polyetherimide comprising etherimide units having the structure

and
a solvent mixture comprising dichloromethane and a C 1 -C 6 alkanol;
wherein the composition comprises the solvent mixture and the semicrystalline polyetherimide in a weight ratio of 1:1 to 50:1, respectively;
wherein the solvent mixture comprises the dichloromethane and the C 1 -C 6 alkanol in a weight ratio of 0.5:1 to 15:1, respectively, and
wherein the semicrystalline polyetherimide exhibits a melting point in a range of 230 to 300° C., determined according to ASTM D3418-15 by differential scanning calorimetry using a heating rate of 20° C./minute.

12. The composition of claim 11 , wherein the C 1 -C 6 alkanol is selected from the group consisting of methanol, ethanol, and combinations thereof.

13. The composition of claim 11 , wherein
the semicrystalline polyetherimide is in the form of particles having a Dv50 value in a range of 10 to 400 micrometers, wherein Dv50 is defined as the median equivalent spherical diameter of a volume-based particle size distribution, as determined by laser diffraction according to ISO 13320:2009;
the semicrystalline polyetherimide comprises, based on the weight of the semicrystalline polyetherimide, at least 95 weight percent of the etherimide units having the structure

and
the C 1 -C 6 alkanol is selected from the group consisting of methanol, ethanol, and combinations thereof.

Assignees

• Shpp Global Tech Bv

Inventors

• Miloskovska Elena
• Jofore Bruke Daniel

Classifications

• C08J2379/08

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• C08J3/095

  Oxygen containing compounds · CPC title

• C08G2250/00

  Compositions for preparing crystalline polymers · CPC title

• C08G73/1071 Primary

  Wholly aromatic polyimides containing oxygen in the form of ether bonds in the main chain · CPC title

• C08J3/093

  Halogenated hydrocarbons · CPC title