IP Library Patent Application 14515095
Patent Application
App. No. 14/515,095

Varnishes and Prepregs and Laminates Made Therefrom

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Patent No.
US None
App. No.
14/515,095
Abstract

Varnishes useful in manufacturing prepregs and laminates including at least one polymer selected from the group consisting of polyphenylene ether, polyphenylene oxide and combinations thereof; at least on reactive monomer; and at least one initiator.

Claims (76)

1 . A varnish composition comprising:

a polymer selected from the group consisting of polyphenylene ether, polyphenylene oxide and combinations thereof;

at least on reactive monomer;

at least one initiator.

2 . The varnish composition of claim 1 wherein the polymer is polyphenylene ether having the formula:

wherein R 1 and R 2 can each be hydrogen, methacrylate or acrylate group and n is an integer ranging from 1 to 100.

3 . The varnish composition of claim 1 wherein the polymer is polyphenylene oxide having the following general formula:

Where R 1 , R 2 , R 3 and R 4 may be individually selected from hydrogen and a C 1 to C 4 alkyl group wherein n is an integer ranging from 1 to 100.

4 . The varnish composition of claim 3 wherein the polyphenylene oxide is selected from:

and mixtures thereof wherein n is 1 to 100.

5 . The varnish composition of claim 1 wherein the polymer is present in the varnish in an amount ranging from about 25 to about 75 wt % on a dry weight basis.

6 . The varnish composition of claim 1 wherein the polymer is present in the varnish in an amount ranging from about 30 to about 60 wt % on a dry weight basis.

7 . The varnish composition of claim 1 wherein the reactive monomer is selected from the group of reactive monomers consisting of styrene, bromo-styrene, dibromostyrene, divinylbenzene, pentabromobenzyl acrylate, trivinylcyclohexane, triallyl isocyanurate, triallyl cyanurate, triacrylate isocyanurate and combinations thereof.

8 . The varnish composition of claim 1 wherein the reactive monomer is selected from triallyl isocyanurate, triallyl cyanurate and mixtures thereof.

9 . The varnish composition of claim 1 wherein the reactive monomer is present in the varnish in an amount ranging from about greater than 0 to about 40 wt % on a dry basis.

10 . The varnish composition of claim 1 wherein the reactive monomer is present in the varnish composition in an amount ranging from about 15 to about 35 wt % on a dry basis.

11 . The varnish composition of claim 1 wherein the reactive monomer is a copolymer of dibromostyrene and triallyl cyanurate.

12 . The varnish composition of claim 11 wherein the copolymer is present in the varnish in an amount ranging from about 15 to about 60 wt %.

13 . The varnish composition of claim 1 including one or more flame retardants in an amount ranging from about 5% to about 50 wt % on a dry basis.

14 . The varnish composition of claim 13 wherein the flame retardant is one or more halogen free flame retardants.

15 . The varnish composition of claim 14 wherein the one or more halogen free flame retardants is selected from the group of compounds consisting of:

and mixtures thereof.

16 . The varnish composition of claim 13 wherein the flame retardant is pentabromobenzyl acrylate.

17 . The varnish composition of claim 13 wherein the flame retardant is Decabromodiphenylethane.

18 . The varnish composition of claim 1 wherein the initiator is a peroxide initiator selected from the group consisting of benzoyl peroxide, dicumyl peroxide, 2,5-Dimethyl-2,5-di-t-butylperoxyhexyne, 2,5-Dimethyl-2,5-di-t-butylperoxyhexane and combinations thereof where the initiator is present in the varnish in an amount ranging from about 0.5 to about 3.0 wt %.

19 . A varnish composition comprising:

from about 30 to about 60 wt % of at least one polyphenylene oxide polymer having the following formula:

where R 1 , R 2 , R 3 and R 4 may be individually selected from hydrogen and a C 1 to C 4 alkyl group wherein n is an integer ranging from 1 to 100;

from about 15 to about 35 wt % triallyl cyanurate;

from about 0.5 to about 3 wt % of at least one initiator selected from the group consisting of benzoyl peroxide, dicumyl peroxide, 2,5-Dimethyl-2,5-di-t-butylperoxyhexyne, 2,5-Dimethyl-2,5-di-t-butylperoxyhexane and combinations thereof;

from about 5 to about 50 wt % of at least one flame retardant selected from

and decabromodiphenyl ethane; and

from greater than 0 to about 30 wt % of at least one silica filler.

20 . The varnish composition of claim 19 wherein the polyphenylene oxide is selected from:

and mixtures thereof wherein n is 1 to 100.

21 . The varnish composition of claim 19 wherein the initiator is present in the varnish in an amount ranging from about 1% to 2% based upon 100% of reactive component.

22 . The varnish composition of claim 19 wherein the weight ratio of the polyphenylene oxide polymer to triallyl cyanurate ranges from 1.0 to 3.0.

23 . A copper sheet having a first surface and second surface wherein the first surface includes a b-staged layer of the varnish of claim 1 .

24 . A prepreg comprising a core material that is impregnated with an at least partially cured varnish wherein the varnish is an admixture of: a polymer selected from the group consisting of polyphenylene ether, polyphenylene oxide and combinations thereof;

at least on reactive monomer;

at least one initiator.

25 . The prepreg of claim 24 wherein the polymer is polyphenylene ether having the formula:

wherein R 1 and R 2 can each be hydrogen, methacrylate or acrylate group and n is an integer ranging from 1 to 100.

26 . The prepreg of claim 24 wherein the polymer is polyphenylene oxide having the following general formula:

Where R 1 , R 2 , R 3 and R 4 may be individually selected from hydrogen and a C 1 to C 4 alkyl group wherein n is an integer ranging from 1 to 100.

27 . The prepreg of claim 26 wherein the polyphenylene oxide is selected from:

and mixtures thereof wherein n is 1 to 100.

28 . The prepreg of claim 24 wherein the polymer is present in the varnish in an amount ranging from about 25 to about 75 wt % on a dry weight basis.

29 . The prepreg of claim 24 wherein the polymer is present in the varnish in an amount ranging from about 30 to about 60 wt % on a dry weight basis.

30 . The prepreg of claim 24 wherein the reactive monomer is selected from the group of reactive monomers consisting of styrene, bromo-styrene, dibromostyrene, divinylbenzene, pentabromobenzyl acrylate, trivinylcyclohexane, triallyl isocyanurate, triallyl cyanurate, triacrylate isocyanurate and combinations thereof.

31 . The prepreg of claim 24 wherein the reactive monomer is selected from triallyl isocyanurate, triallyl cyanurate and mixtures thereof.

32 . The prepreg of claim 24 wherein the reactive monomer is present in the varnish in an amount ranging from about greater than 0 to about 40 wt % on a dry basis.

33 . The prepreg of claim 23 wherein the reactive monomer is present in the varnish composition in an amount ranging from about 15 to about 35 wt % on a dry basis.

34 . The prepreg of claim 24 wherein the reactive monomer is a copolymer of dibromostyrene and triallyl cyanurate.

35 . The prepreg of claim 34 wherein the copolymer is present in the varnish in an amount ranging from about 15 to about 60 wt %.

36 . The prepreg of claim 24 including one or more flame retardants in an amount ranging from about 5% to about 50 wt % on a dry basis.

37 . The prepreg of claim 36 wherein the flame retardant is one or more halogen free flame retardants.

38 . The prepreg of claim 37 wherein the one or more halogen free flame retardants is selected from the group of compounds consisting of:

and mixtures thereof.

39 . The prepreg of claim 36 wherein the flame retardant is pentabromobenzyl acrylate.

40 . The prepreg of claim 36 wherein the flame retardant is Decabromodiphenylethane.

41 . The prepreg of claim 24 wherein the initiator is a peroxide initiator selected from the group consisting of benzoyl peroxide, dicumyl peroxide, 2,5-Dimethyl-2,5-d i-t-butylperoxyhexyne, 2,5-Dimethyl-2,5-di-t-butylperoxyhexane and combinations thereof where the initiator is present in the varnish in an amount ranging from about 0.5 to about 3.0 wt %.

42 . A prepreg comprising a core material that is impregnated with an at least partially cured varnish wherein the varnish is an admixture of:

from about 30 to about 60 wt % of at least one polyphenylene oxide polymer having the following formula:

where R 1 , R 2 , R 3 and R 4 may be individually selected from hydrogen and a C 1 to C 4 alkyl group wherein n is an integer ranging from 1 to 100;

from about 15 to about 35 wt % triallyl cyanurate;

from about 0.5 to about 3 wt % of at least one initiator selected from the group consisting of benzoyl peroxide, dicumyl peroxide, 2,5-Dimethyl-2,5-di-t-butylperoxyhexyne, 2,5-Dimethyl-2,5-di-t-butylperoxyhexane and combinations thereof;

from about 5 to about 50 wt % of at least one flame retardant selected from

and decabromodiphenyl ethane; and

from greater than 0 to about 30 wt % of at least one silica filler.

43 . The prepreg of claim 42 wherein the polyphenylene oxide is selected from:

and mixtures thereof wherein n is 1 to 100.

44 . The prepreg of claim 42 wherein the initiator is present in the varnish in an amount ranging from about 1% to 2% based upon 100% of reactive component.

45 . The prepreg of claim 42 wherein the weight ratio of the polyphenylene oxide polymer to triallyl cyanurate ranges from 1.0 to 3.0.

46 . The prepreg of claim 24 or 42 wherein the varnish is c-staged.

47 . A laminate including one or more prepregs of claim 24 or 42 .

Assignments (6)
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Jun 16, 2026
From: ISOLA USA CORP., A DELAWARE CORPORATION, AS A GRANTOR
To: APEX GROUP LOAN SERVICES NEW YORK LLC
Reel/Frame 075751/0488 →
SECURITY INTEREST Recorded Jan 2, 2018
From: ISOLA USA CORP.
To: CERBERUS BUSINESS FINANCE, LLC, AS COLLATERAL AGENT (FIRST LIEN)
Reel/Frame 044519/0030 →
ASSIGNMENT OF SECURITY AGREEMENT Recorded May 16, 2017
From: JEFFERIES FINANCE LLC
To: CERBERUS BUSINESS FINANCE, LLC
Reel/Frame 042469/0035 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT APPL. NO. 62/015,554 PREVIOUSLY RECORDED AT REEL: 035324 FRAME: 0430. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded May 5, 2015
From: ISOLA USA CORP.
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 035573/0471 →
SECURITY INTEREST Recorded Apr 2, 2015
From: ISOLA USA CORP.
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 035324/0430 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 16, 2014
From: HE, GUROEN; AMLA, TARUN
To: ISOLA USA CORP.
Reel/Frame 033960/0978 →