Cured phenolic spheres and method of producing the same

Patent metadata

Field	Value
Publication number	US-10174148-B2
Application number	US-201615041070-A
Country	US
Kind code	B2
Filing date	Feb 11, 2016
Priority date	Feb 11, 2015
Publication date	Jan 8, 2019
Grant date	Jan 8, 2019

Abstract

A process for the production of high compressive strength microspheres of cured phenolic resins are disclosed. Specifically, the microspheres formed by this process exhibit excellent viscoelastic properties in that the microspheres retain their shape even after applying a load of at least 4 GPa at 2.5 percent strain, and exhibit high hardness of at least about 0.3 GPa.

First claim

What is claimed is:

1. Spherical cured phenolic resin particles with an average particle diameter in the range from about 200 to about 650 microns are produced by a process comprising:
reacting a phenolic compound and formaldehyde in an aqueous medium in the presence of a basic catalyst and polyvinyl acetate which is at least 90 percent hydrolyzed as an emulsion modifier, at a temperature from about 95-105 ° C., wherein the molar ratio of the formaldehyde to phenolic compound is 1 or higher than 1; and
wherein the spherical cured phenolic particles exhibit compressive strength of at least 4 GPa at a strain of about 2.5 percent and an average hardness of at least 0.3 GPa.

2. A process for the production of cured phenolic spheres having an average particle diameter in the range from about 200 to about 650 microns, comprising:
reacting a phenolic compound and formaldehyde in an aqueous medium in the presence of a basic catalyst and polyvinyl acetate which is at least 90 percent hydrolyzed as an emulsion modifier, at a temperature from about 95-105 ° C., wherein the molar ratio of the formaldehyde to phenolic compound is 1 or higher than 1; and
wherein the cured phenolic spheres exhibit compressive strength of at least 4 GPa at a strain of about 2.5 percent and an average hardness of at least 0.3 GPa.

3. The process of claim 2 , wherein the molar ratio of the formaldehyde to phenolic compound is higher than 1.

4. The process of claim 2 , wherein the molar ratio of the formaldehyde to phenol is from about 1 to about 3.

5. The process of claim 2 , wherein parts of the basic catalyst is at least 2 parts per 100 parts of the phenolic compound.

6. The process of claim 2 , wherein parts of the basic catalyst is from about 2 to 5 parts per 100 parts of the phenolic compound.

7. The process of claim 2 , wherein the polyvinyl acetate is hydrolyzed from about 91% to 99.7% and is present in the amount of 0.1 to 1.74 parts of phenolic compound.

8. The process of claim 2 , wherein the phenolic compound is selected from the group consisting of phenol, o-cresol, m-cresol, p-cresol, 2,3-xylenol, 2,4-xylenol, 2,5-xylenol, 2,6-xylenol, 3,4-xylenol, 3,5-xylenol, resorcinol, bisphenol-A and bisphenol-S.

9. The process of claim 2 , wherein the phenolic compound is phenol.

10. The process of claim 9 , wherein phenol and formaldehyde in the aqueous medium in the presence of the basic catalyst and the emulsion stabilizer is stirred at a stirrer speed of 20 to 400 rpm.

11. The process of claim 2 , wherein the reaction is carried out for a period of 3-7 hours.

12. A spherical cured phenolic resin composition produced by the process of claim 2 , which composition exhibiting a compressive strength of from about 4.02 GPa to about 4.87 GPA at a strain of about 2.5 percent and an average hardness of from about 0.35 GPa to about 0.54 GPa.

13. The composition of claim 12 , wherein the phenolic resin comprises a phenolic compound, formaldehyde, polyvinyl acetate which is hydrolyzed from about 91% to 99.7% and is present in the amount of 0.1 to 1.74 parts of the phenolic compound, and a base catalyst.

14. The composition of claim 13 , wherein the phenolic compound is selected from the group consisting of phenol, o-cresol, m-cresol, p-cresol, 2,3-xylenol, 2,4-xylenol, 2,5-xylenol, 2,6-xylenol, 3,4-xylenol, 3,5-xylenol, resorcinol, bisphenol-A and bisphenol-S.

15. The composition of claim 13 , wherein the aldehyde is selected from the group consisting of formaldehyde, acetaldehyde, propionaldehyde, n-butyraldehyde, iso-butyraldehyde, glyoxal and furfural.

16. The composition of claim 13 , wherein the phenolic compound is phenol.

Assignees

• Durez Corp
• Sumitomo Bakelite Co
• Sumitomo Bakelite Co

Inventors

• Warakomski Todd
• Yoshihiro Matsuo

Classifications

• C08L61/06

  of aldehydes with phenols · CPC title

• C08J2361/10

  Phenol-formaldehyde condensates · CPC title

• C08L29/04

  Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids · CPC title

• C08J2429/04

  Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids · CPC title

• C08G8/10 Primary

  with phenol · CPC title