Solventless one liquid type cyanate ester-epdxy composite resin composition

Patent metadata

Field	Value
Publication number	US-9382459-B2
Application number	US-201113578064-A
Country	US
Kind code	B2
Filing date	Feb 10, 2011
Priority date	Feb 12, 2010
Publication date	Jul 5, 2016
Grant date	Jul 5, 2016

Abstract

The present invention is a solventless one liquid type cyanate ester-epoxy composition comprising: (A) a multifunctional cyanate ester, or mixture thereof, of formula (1), wherein an average cyanate group number is 2.5 or more; (B) a multifunctional liquid epoxy resin, or mixture thereof, of formula (2), wherein an average epoxy group number is 2.5 or more, and (C) an amine latent curing agent.
[ Average ⁢ ⁢ cyanate ⁢ ⁢ group ⁢ ⁢ number ] = ∑ i = 1 n ⁢ ⁢ ( Ai × Xi ) 100 Formula ⁢ ⁢ ( 1 )
Ai is a cyanate group number of component i, and Xi is a content ratio of component i (percent by mass) in the formula (1).

[ Average ⁢ ⁢ epoxy ⁢ ⁢ group ⁢ ⁢ number ] = ∑ k = 1 n ⁢ ⁢ ( Bk × Yk ) 100 Formula ⁢ ⁢ ( 2 )
Bk is an epoxy group number of component k, and Yk is a content ratio of component k (percent by mass) in the formula (2).

First claim

What is claimed is:

1. A solventless one liquid type cyanate ester-epoxy composite resin composition; comprising:
(A) a multifunctional cyanate ester resin or mixture thereof represented by the following formula (1), wherein the average cyanate group number of all the components (A) is 2.5 or more, (B) multifunctional liquid epoxy resin or mixture thereof represented by the following formula (2), wherein the average epoxy group number of all the components (B) is 2.5 or more, and (C) amine latent curing agent,

[

Average
⁢

⁢
cyanate
⁢

⁢
group
⁢

⁢
number

]

=

∑

i
=
1

n

⁢

⁢

(

Ai
×
Xi

)

100

Formula
⁢

⁢

(
1
)

wherein Ai is the cyanate group number of component i, Xi is the content ratio of component i in terms of percent by mass, and n is the total number of components (A), Formula (2):

[

Average
⁢

⁢
epoxy
⁢

⁢
group
⁢

⁢
number

]

=

∑

k
=
1

n

⁢

⁢

(

Bk
×
Yk

)

100

Formula
⁢

⁢

(
2
)

wherein Bk is the epoxy group number of component k, Yk is the content ratio of component k in terms of percent by mass, and n is the total number of components (B),
wherein the multifunctional liquid epoxy resin of the above component (B) contains 50 to 100 percent by mass of N,N-bis(2,3-epoxypropyl)-4-(2,3-epoxypropoxy)-2-methylaniline, and
wherein the amine latent curing agent component (C) is an active hydrogen-containing amine latent curing agent, and the amine latent curing agent component (C) is a latent curing agent comprised of (a) a modified amine, which is obtained by reacting (a-1) a polyamine compound with (a-2) an epoxy compound, and has one or more of amino groups having active hydrogen within a molecule, and (b) phenol resin.

2. The solventless one liquid type cyanate ester-epoxy composite resin composition according to claim 1 , wherein polyamine compound (a-1) is at least one compound selected from (1) a diamine having two primary or secondary amino groups which have different reactivity respectively in a molecule, (2) an aromatic polyamine wherein two or more primary or secondary amino groups exist in a molecule and when one of them reacts with an epoxy group, steric hindrance thereby deteriorates the reactivity of the remaining primary or secondary amino group with an epoxy group, (3) alicyclic polyamine and (4) aliphatic polyamine.

3. The solventless one liquid type cyanate ester-epoxy composite resin composition according to claim 1 , wherein the epoxy compound (a-2) is a polyglycidyl ether compound having two or more epoxy groups in a molecule.

4. The solventless one liquid type cyanate ester-epoxy composite resin composition according to claim 1 , wherein the modified polyamine component (a) is a modified-polyamine obtained by reacting 0.5 to 2 equivalent of the component (a-2) with 1 mol of the component (a-1).

5. The solventless one liquid type cyanate ester-epoxy composite resin composition according to claim 1 , wherein the phenol resin component (b) has 750 to 1,200 of number average molecular weight.

6. The solventless one liquid type cyanate ester-epoxy composite resin composition according to claim 1 , wherein 10 to 100 mass parts of phenol resin component (b) is used relative to 100 mass parts of modified-polyamine component (a).

7. The solventless one liquid type cyanate ester-epoxy composite resin composition according to claim 1 , wherein the multifunctional cyanate ester component (A) is at least one compound and/or prepolymer selected from compounds represented by formula (3) and prepolymers of compounds represented by formula (4);

wherein
n is a number of 0.5 to 20,
R is an unsubstituted or fluorine-substituted bivalent hydrocarbon group, and
R′ and R″ are a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; formula (4):
N≡C—O—R 2 —R 1 —R 3 —O—C≡N

wherein
R 1 in the above formula is an unsubstitute

Assignees

• Ogawa Ryo
• Masamune Yoko
• Adeka Corp

Inventors

• Ogawa Ryo
• Masamune Yoko

Classifications

• C08K5/34922

  Melamine; Derivatives thereof · CPC title

• C08G73/0655

  from polycyanurates · CPC title

• C08G59/184

  with amines · CPC title

• C08L79/04

  Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors · CPC title

• C08G73/0644

  Poly(1,3,5)triazines · CPC title