Solventless process for the preparation of amine functional polyetherimide resins with improved melt flow

Patent metadata

Field	Value
Publication number	US-9255181-B2
Application number	US-201414227470-A
Country	US
Kind code	B2
Filing date	Mar 27, 2014
Priority date	Oct 31, 2011
Publication date	Feb 9, 2016
Grant date	Feb 9, 2016

Abstract

The disclosure relates to a process that includes blending a polyimide resin and a primary alky amine organic compound to produce an aryl amine functionalized polyimide, having aryl amine functionality in excess of any anhydride functionality. The polyimide resin can have a weight average molecular weight (Mw) from 5,000 to 100,000 daltons. The organic compound can include at least one primary aliphatic amine without a direct linkage of a nitrogen to an aryl group and without a functionality selected from a halogen functionality, a hydroxyl functionality, a sulfonic acid functionality, a sulfonic acid salt functionality, and combinations thereof. The disclosure also relates to alkyl imide functionalized polyimides also with aryl amine functionalized polyimides, having aryl amine functionality in excess of any anhydride functionality and articles produced therefrom.

First claim

What is claimed is:

1. A process comprising reaction blending a polyimide resin and an organic compound to produce an aryl amine functionalized polyimide having aryl amine functionality in excess of any anhydride functionality, the process comprising:
melt blending an aryl polyimide resin and an organic compound under reaction conditions to form a reaction product comprising an aryl amine functionalized polyimide having aryl amine functionality in excess of any anhydride functionality;
wherein the aryl polyimide resin has a weight average molecular weight (Mw) from 5,000 to 100,000 Daltons and an inherent viscosity of 0.35 to 1.0 dl/g as measured in m-cresol at 25° C.;
wherein the organic compound comprises at least one primary aliphatic amine,
wherein the primary aliphatic amine does not have a direct linkage of a nitrogen to an aryl group, and
wherein the primary aliphatic amine does not have a functionality selected from the group consisting of a halogen functionality, a hydroxyl functionality, a sulfonic acid functionality, a sulfonic acid salt functionality, and combinations thereof;
wherein the aryl amine functionalized polyimide has an aryl amine content of from 0.3 to 3.0 mole percent of the aryl amine functionalized polyimide; and, recovering the aryl amine functionalized polyimide.

2. The process of claim 1 , wherein the blending occurs in an extruder operated at atmospheric pressure with no vacuum applied.

3. The process of claim 1 , wherein the blending occurs in an extruder operated at 50 to 500 rpm.

4. The process of claim 1 , wherein the blending occurs at a temperature of from 200 to 400 degrees Celsius.

5. The process of claim 1 , wherein the blending of the polyimide resin and the organic compound occurs in the presence of less than 500 ppm of an organic solvent.

6. The process of claim 1 , wherein the polyimide resin is selected from the group consisting of a polyetherimide, a silicone polyetherimide, a polyetherimide sulfone resin, and combinations thereof.

7. The process of claim 1 , wherein the polyimide resin is a silicone polyetherimide comprising from 1 to 40 weight percent of a dimethyl silicone.

8. The process of claim 1 , wherein the polyimide resin is a silicone polyetherimide comprising from 5 to 40 weight percent of a dimethyl silicone having a silicone block length of 5 to 50 repeat units.

9. The process of claim 1 , wherein the polyimide resin has a glass transition temperature (Tg) greater than 200 degrees Celsius.

10. The process of claim 1 , wherein the polyimide resin is substantially free of benzylic protons.

11. The process of claim 1 , wherein the polyimide resin is substantially free of halogen atoms.

12. The process of claim 1 , wherein the organic compound comprises from 0.1 to 10.0 weight percent of a C 6 to C 36 primary aliphatic amine.

13. The process of claim 1 , wherein the organic compound comprises from 0.1-5.0 weight percent of a C 6 to C 36 primary aliphatic amine.

14. The process of claim 1 , wherein the organic compound is a primary aliphatic amine further comprising a carboxylic acid functionality.

15. The process of claim 1 , wherein the aryl amine functionalized polyimide has melt viscosity as measured by ASTM4440 at 340 degrees Celsius that is at least 15% lower than the polyimide resin.

16. The process of claim 1 , wherein the aryl amine functionalized polyimide has a melt flow index as measured by ASTM D1238 with a 6.7 Kg weight at 337 degrees Celsius of from 5.0 to 100.0 cc/10 min.

17. The process of claim 1 , wherein the aryl amine functionalized polyimide has a glass transition temperature (Tg) greater than 180 degrees Celsius.

18. The process of claim 1 , wherein the resultant reaction blended aryl amine functionalized polyimide is end capped with a C 6 to C 36 alkyl imide functionality.

19. The process of claim 1 , wherein the reaction blended aryl amine functionalized polyimide has an aryl amine content of from 0.15 to 3.0 mole percent of the aryl amine functionalized polyimide.

20. The process of claim 1 , wherein the reaction blended aryl amine functionalized polyimide has an aryl amine content of from 0.3 to 1.5 mole percent of the aryl amine functionalized polyimide.

21. The process of claim 1 , further comprising continuously producing a fiber from the recovered aryl amine functionalized polyimide, by melt forming said fiber having a denier in a range of from greater than 0 to 10 denier at a rate of from 0.5 to 10 kg/hour.

Assignees

• Sabic Innovative Plastics Ip
• Sabic Global Technologies Bv

Inventors

• Gallucci Robert R
• Odle Roy
• Lowery Daniel F
• Peters Richard

Classifications

• C08G75/23

  Polyethersulfones · CPC title

• Y10T428/249921

  Web or sheet containing structurally defined element or component · CPC title

• Y10T428/2969

  Polyamide, polyimide or polyester · CPC title

• C08G73/1064

  containing sulfur · CPC title

• D01F6/74

  from polycondensates of cyclic compounds, e.g. polyimides, polybenzimidazoles · CPC title