Cyanate ester compound, curable resin composition containing said compound, and cured product of said composition

Patent metadata

Field	Value
Publication number	US-10160824-B2
Application number	US-201414784128-A
Country	US
Kind code	B2
Filing date	Jun 16, 2014
Priority date	Jun 18, 2013
Publication date	Dec 25, 2018
Grant date	Dec 25, 2018

Abstract

The cyanate ester compound of the present invention is obtained by cyanating a modified naphthalene formaldehyde resin.

First claim

The invention claimed is:

1. A cyanate ester compound obtained by cyanating a modified naphthalene formaldehyde resin, wherein the cyanate ester compound has a structure represented by the following formula (1):

wherein Ar 1 represents an aromatic ring;
R 1 each independently represents a methylene group, a methyleneoxy group, a methyleneoxymethylene group, or an oxymethylene group, and the methylene group, the methyleneoxy group, the methyleneoxymethylene group, and the oxymethylene group may be linked;
R 2 represents a monovalent substituent and each independently represents a hydrogen atom, an alkyl group, or an aryl group;
R 3 each independently represents a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, an aryl group, a hydroxy group, or a hydroxymethylene group;
m represents an integer of 1 or more, and n represents an integer of 0 or more;
wherein m and n are not the same;
arrangement of repeating units is arbitrary;
l represents a number of bonded cyanato groups and is an integer of 1 to 3;
x represents a number of bonded R 2 and is “a number of possible bonds of Ar 1 -(1+2)”; and
y represents an integer of 0 to 4.

2. The cyanate ester compound according to claim 1 , wherein the modified naphthalene formaldehyde resin is obtained by modifying a naphthalene formaldehyde resin or an acetal bond-removed naphthalene formaldehyde resin using a hydroxy-substituted aromatic compound.

3. The cyanate ester compound according to claim 2 , wherein the hydroxy-substituted aromatic compound is at least one selected from the group consisting of phenol, 2,6-xylenol, naphthol, dihydroxynaphthalene, biphenol, hydroxyanthracene, and dihydroxyanthracene.

4. The cyanate ester compound according to claim 1 , having a weight average molecular weight Mw of 200 to 25000.

5. A curable resin composition comprising the cyanate ester compound according to claim 1 .

6. The curable resin composition according to claim 5 , further comprising at least one other cyanate ester compound selected from the group consisting of an epoxy resin, an oxetane resin, and a compound having a polymerizable unsaturated group.

7. A sealing material comprising the curable resin composition according to claim 5 .

8. A fiber-reinforced composite material comprising the curable resin composition according to claim 5 .

9. An adhesive comprising the curable resin composition according to claim 5 .

Assignees

• Mitsubishi Gas Chemical Co

Inventors

• Katagiri Masayuki
• Higashihara Go
• Arii Kenji
• Sugano Yuuichi
• Tsubuku Makoto

Classifications

• C08L63/00

  Compositions of epoxy resins; Compositions of derivatives of epoxy resins · CPC title

• B32B2260/046

  Synthetic resin · CPC title

• C08J5/24

  Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs · CPC title

• C08G73/0655

  from polycyanurates · CPC title

• C08G10/04 Primary

  Chemically-modified polycondensates · CPC title