Phenolic resin composition comprising polymerized ionic groups, abrasive articles and methods

Patent metadata

Field	Value
Publication number	US-12104094-B2
Application number	US-201816755606-A
Country	US
Kind code	B2
Filing date	Dec 17, 2018
Priority date	Dec 18, 2017
Publication date	Oct 1, 2024
Grant date	Oct 1, 2024

Abstract

A phenolic resin composition is described comprising at least 50 wt.-% of phenolic resin; first polymerized units comprising a cationic group; and second polymerized units comprising an anionic group. The cationic groups are ionically bonded to the anionic groups. The ionic bonding of the cationic group and anionic group of the polymerized units can provide certain complex viscosity and/or tan delta properties. In some embodiments, the phenolic resin composition has a complex viscosity at 65 C of at least 50 Pascal(seconds) and/or has a tan delta at 65 C ranging from 0.5 to 2.5. Abrasive articles and methods of making an abrasive article are also described.

First claim

What is claimed is:

1. A cured phenolic resin composition comprising
at least 50 wt.-% of cured phenolic resin based on a total weight of organic components of the phenolic resin composition;
first polymerized units comprising a cationic group and the cationic group is a substituted ammonium compound; and
second polymerized units comprising an anionic group;
wherein the first polymerized units comprising the cationic group and second polymerized units comprising the anionic group are first and second polymerized units of a copolymer comprising greater than 10 wt. % of polymerized units of acid functional monomer; and/or
wherein a first polymer comprises the cationic group and a second polymer comprises the anionic group; and
wherein a portion of the anionic groups or cationic groups are ionically bonded to an unpolymerized imidazole compound.

2. The cured phenolic resin composition of claim 1 wherein the cationic groups are ionically bonded to the anionic groups.

3. The cured phenolic resin composition of claim 1 wherein the phenolic resin composition comprises 0.5-30 wt.-% of polymerized units comprising the cationic group, based on the total weight of organic components of the phenolic resin composition.

4. The cured phenolic resin composition of claim 1 wherein the phenolic resin composition comprises 0.5-30 wt.-% of polymerized units comprising the anionic group, based on the total weight of the organic components of the phenolic resin composition.

5. The cured phenolic resin composition of claim 1 wherein the anionic group is an acidic group selected from a carboxylate group, a sulfonic acid group, or a phosphonic acid group.

6. The cured phenolic resin of claim 1 wherein the copolymer comprises an acrylic backbone, first pendent groups comprising the first polymerized units comprising the cationic group and second pendent groups comprising the second polymerized units comprising the anionic group.

7. The cured phenolic resin composition of claim 1 wherein the phenolic composition comprises 1 wt.-% to 50 wt.-% of the copolymer.

8. The cured phenolic resin composition of claim 1 wherein the phenolic composition comprises 1 wt.-% to 50 wt.-% total of the first and second polymer.

9. The cured phenolic resin composition of claim 1 wherein the phenolic resin composition comprises a resole phenolic resin.

10. The cured phenolic resin composition of claim 1 wherein the phenolic resin composition prior to curing has a complex viscosity at 65° C. of at least 50 Pascal(seconds).

11. The cured phenolic resin composition of claim 1 wherein the phenolic resin compositions prior to curing has a tan delta at 65° C. ranging from 0.5 to 2.5.

12. An abrasive article comprising abrasive particles at least partially embedded in the cured phenolic resin composition comprising:
at least 50 wt.-% of cured phenolic resin based on a total weight of organic components of the phenolic resin composition;
first polymerized units comprising a cationic group and the cationic group is a substituted ammonium compound; and
second polymerized units comprising an anionic group;
wherein the first polymerized units comprising the cationic group and second polymerized units comprising the anionic group are first and second polymerized units of a copolymer comprising greater than 10 wt. % of polymerized units of acid functional monomer; and/or
wherein a first polymer comprises the cationic group and a second polymer comprises the anionic group.

13. The abrasive article of claim 12 wherein the abrasive particles are shaped abrasive particles.

14. The abrasive article of claim 12 wherein the cured phenolic resin composition comprises 0.5-30 wt.-% of polymerized units comprising the cationic group, based on the total weight of organic components of the phenolic resin composition.

15. The abrasive article of claim 12 wherein the cured phenolic resin composition comprises 0.5-30 wt.-% of polymerized units comprising the anionic group, based on the total weight of the organic components of the phenolic resin composition.

16. The abrasive article of claim 12 wherein the anionic group is an acidic group selected from a carboxylate group, a sulfonic acid group, or a phosphonic acid group.

17. The abrasive article of claim 12 wherein the cured phenolic resin composition comprises 1 wt.-% to 50 wt.-% of the copolymer or 1 wt.-% to 50 wt.-% total of the first and second polymer.

18. The abrasive article of claim 12 wherein the cured phenolic resin composition comprises a resole phenolic resin.

19. The abrasive article of claim 12 wherein the cured phenolic resin composition prior to curing has a complex viscosity at 65° C. of at least 50 Pascal(seconds).

20. The abrasive article of claim 12 wherein the cured phenolic resin composition prior to curing has a tan delta at 65° C. ranging from 0.5 to 2.5.

Assignees

• 3M Innovative Properties Company

Inventors

• Sorenson Gregory P
• Nelson Thomas J
• Gorodisher Ilya

Classifications

• C09D161/06

  of aldehydes with phenols · CPC title

• C08J9/0066

  Use of inorganic compounding ingredients · CPC title

• B24D11/00

  Constructional features of flexible abrasive materials; Special features in the manufacture of such materials · CPC title

• B24D3/285

  Reaction products obtained from aldehydes or ketones · CPC title

• C09J161/06 Primary

  of aldehydes with phenols · CPC title