Polybenzoxazine precursor and method for preparing same

Patent metadata

Field	Value
Publication number	US-10266504-B2
Application number	US-201515322946-A
Country	US
Kind code	B2
Filing date	Jun 30, 2015
Priority date	Jun 30, 2014
Publication date	Apr 23, 2019
Grant date	Apr 23, 2019

Abstract

Disclosed is a polybenzoxazime precursor and a method of preparing the same. The polybenzoxazime precursor is used to prepare a hardened material having improved thermal characteristics, having high thermal and flame-retardant characteristics while maintaining its excellent electrical characteristics, or having high thermal and electrical characteristics, thus being available for use in a copper clad laminate, a semiconductor encapsulate, a printed circuit board, an adhesive, a paint, and a mold.

First claim

The invention claimed is:

1. A polybenzoxazine precursor comprising:
a benzoxazine compound of the following Chemical Formula 1:

wherein n is an integer of 0 to 2, and
R 1 is

wherein the benzoxazine compound is comprised of at least 20% of the compound of Chemical Formula 1 of which n is 0 and remainder of the compound of Chemical Formula 1 of which n is 1 to 2.

2. The polybenzoxazine precursor of claim 1 , wherein the precursor includes a self-hardened material obtained by opening an oxazine ring of the benzoxazine compound represented by Chemical Formula 1 to perform polymerization.

3. The polybenzoxazine precursor of claim 2 , wherein the self-hardened material of the benzoxazine compound includes a compound represented by the following Chemical Formula 2:

wherein R is

R 1 is

n is an integer of 0 to 2, and n2 is an integer of 1 to 5.

4. The polybenzoxazine precursor of claim 1 , wherein a weight average molecular weight is 500 to 5000 g/mol.

5. A method of preparing a polybenzoxazine precursor comprising polybenzoxazine compound of the following Chemical Formula 1:

wherein n is an integer of 0 to 2, and
R 1 is

wherein the benzoxazine compound is comprised of at least 20% of the compound of Chemical Formula 1 of which n is 0 and remainder of the compound of Chemical Formula 1 of which n is 1 to 2, comprising the steps of:
(1) obtaining a phenol novolak resin by reacting a phenol-based compound with an aldehyde compound in the presence of an acid catalyst; and
(2) reacting the obtained phenol novolak resin with an aldehyde compound and an amine compound incluidng allylamine or aniline.

6. The method of claim 5 , wherein the phenol novolak resin is represented by Chemical Formula 3, wherein a content of the phenol novolak resin represented by Chemical Formula 3that n is 0 is 65% or more

wherein n is an integer of 0 to 2.

7. The method of claim 5 , wherein the aldehyde compound is used in a content of 0.05 to 0.3 mol based on 1 mol of the phenol-based compound in the step (1), and the amine compound is used in a content of 1 to 3 mol and the aldehyde compound is used in a content of 1 to 5 mol based on 1mol of the phenol novolak resin in the step (2).

8. A hardened material of the polybenzoxazine precursor of claim 1 .

9. The hardened material of claim 8 , wherein the hardened material includes a self-hardened material of the polybenzoxazine precursor including a benzoxazine compound represented by Chemical Formula 1 where R 1 is

and has a glass transition temperature of 190° C. or higher.

10. The hardened material of claim 8 , wherein the hardened material includes a self-hardened material of the polybenzoxazine precursor including a benzoxazine compound represented by Chemical Formula 1 where R 1 is

and has a glass transition temperature of 250° C. or higher.

11. A hardened material of the polybenzoxazine precursor of claim 2 .

12. The hardened material of claim 11 , wherein the hardened material includes a self-hardened material of the polybenzoxazine precursor including a benzoxazine compound represented by Chemical Formula 1 where R 1 is

and has a glass transition temperature of 190° C. or higher.

13. The hardened material of claim 11 , wherein the hardened material includes a self-hardened material of the polybenzoxazine precursor including a benzoxazine compound represented by Chemical Formula 1 where R 1 is

and has a glass transition temperature of 250° C. or higher.

14. A hardened material of the polybenzoxazine precursor of claim 3 .

15. The hardened material of claim 14 , wherein the hardened material includes a self-hardened material of the polybenzoxazine precursor including a benzoxazine compound represented by Chemical Formula 1 where R 1 is

and has a glass transition temperature of 190° C. or higher.

16. The hardened material of claim 14 , wherein the hardened material includes a self-hardened material of the polybenzoxazine precursor including a benzoxazine compound represented by Chemical Formula 1 where R 1 is

and has a glass transition temperature of 250° C. or higher.

17. A hardened material of the polybenzoxazine precursor of claim 4 .

18. The hardened material of claim 17 , wherein the hardened material includes a self-hardened material of the polybenzoxazine precursor including a benzoxazine compound represented by Chemical Formula 1 where R 1 is

and has a glass transition temperature of 190° C. or higher.

19. The hardened material of claim 17 , wherein the hardened material includes a self-hardened material of the polybenzoxazine precursor including a benzoxazine compound represented by Chemical Formula 1 where R 1 is

and has a glass transition temperature of 250° C. or higher.

Assignees

• Kolon Inc

Inventors

• Cho Hee Jin
• Sung Do Kyung
• Park Ki Hyun
• Park Sang Hun
• Kagn Hyun Soo

Classifications

• C08G2261/76

  crosslinking · CPC title

• C07D265/14 Primary

  condensed with one six-membered ring · CPC title

• C08G2261/60

  Glass transition temperature · CPC title

• C08G2261/1644

  comprising other functional groups, e.g. OH groups, NH groups, COOH groups or boronic acid · CPC title

• H05K1/0346

  containing N · CPC title