Thermosetting resin composition and prepreg as well as hardened product using the same

Patent metadata

Field	Value
Publication number	US-10023707-B2
Application number	US-201514973809-A
Country	US
Kind code	B2
Filing date	Dec 18, 2015
Priority date	Dec 23, 2014
Publication date	Jul 17, 2018
Grant date	Jul 17, 2018

Abstract

A thermosetting resin composition due to containing a modified PPE resin as a main ingredient is suited for use in making a pregreg or a copper foil substrate, when hardened, featuring a small dielectric constant (Dk), a low dielectric dissipation factor (Df) and a high Tg as well as a high resistance to heat and flame, this outstanding result is because the modified PPE resin is formed with a novel two-dimensional hardenable structure prepared to have side-chain reactive functional groups being provided in addition to those at the terminal ends of the main chain of the PPE resin thereof.

First claim

What is claimed is:

1. A thermosetting resin composition, by weight of a total solid content of the resin composition, comprising:
a) a butadiene resin, making up 4-15 wt %; containing a high-molecular-weight polybutadiene resin of 2-13 wt % having a weight-average molecular weight (Mw) higher than 100,000 g/mol and a low-molecular-weight polybutadiene resin of 2-15 wt % having a weight-average molecular weight (Mw) ranged from 1,000 to 10,000 g/mol;
b) a modified thermosetting polyphenylene ether (PPE) resin, having a number-average molecular weight (Mn) greater than 2,000 and less than or equal to 25,000, making up 30-45 wt %;
c) an inorganic powder, making up 10-35 wt %;
d) a flame retardant, making up 10-20 wt %;
e) a crosslinking agent, making up 2-20 wt %; and
f) a hardening initiator, making up 0.1-3 wt %;
wherein the modified thermosetting PPE resin provides a chemical structure which contains one or more benzene rings, one or more terminal unsaturated active functional groups at terminal ends of its own main chain of the chemical structure, and one or more lateral unsaturated active functional groups at side chains of the benzene rings thereof.

2. The thermosetting resin composition of claim 1 , wherein the butadiene resin includes the high-molecular-weight resin and the low-molecular-weight resin at a ratio ranged from 0:100 to 50:50 wt %.

3. The thermosetting resin composition of claim 2 , wherein each the high-molecular-weight resin and the low-molecular-weight resin contains 1,2-vinyl up to 70 wt %.

4. The thermosetting resin composition of claim 1 , wherein the modified thermosetting PPE resin has a chemical structural formula (A) as followed:

where R1-R8 each is selected from allyl groups, hydrogen groups or C 1 -C 6 alkyl groups singly, or in combination thereof; and
from R9 to R12 at least has one of them being selected from an allyl group, while each of the rest is selected from a hydrogen group or a C1-C6 alkyl group singly;
where X is selected from one of groups as follows:

where i, j, k, and m are integers, i is 0 or 1; k≥0; j=1-170; and m≥1; and
where P1 and P2 is selected from

Q1 and Q2 each is selected from a styryl group, a phenylethynyl group, an alkynyl group, a vinyl group, a methyl vinyl group, a benzene ring, a naphthalene ring, or a hydrogen group.

5. The thermosetting resin composition of claim 4 , wherein the modified thermosetting PPE resin has a number-average molecular weight (Mn) greater than 2,000 and less than or equal to 13,000 and an OH value smaller than 3.0 mgKOH/g.

6. The thermosetting resin composition of claim 4 , wherein the modified thermosetting PPE resin has both a number-average molecular weight (Mn) greater than 2,000 and less than or equal to 13,000 and an OH value smaller than 2.0 mgKOH/g.

7. The thermosetting resin composition of claim 4 , wherein the modified thermosetting PPE resin has both a number-average molecular weight (Mn) greater than 13,000 and less than or equal to 25,000 and an OH value smaller than 10.0 mgKOH/g.

8. The thermosetting resin composition of claim 4 , wherein the modified thermosetting PPE resin has both a number-average molecular weight (Mn) greater than 13,000 and less than or equal to 25,000 and an OH value smaller than 7.0 mg KOH/g.

9. The thermosetting resin composition of claim 4 , wherein the inorganic powder is one or more spherical or irregular powders selected from the group consisting of SiO 2 , TiO 2 , Al(OH) 3 , Al 2 O 3 , Mg(OH) 2 , MgO, CaCO 3 and fumed silica particles.

10. The thermosetting resin composition of claim 4 , wherein the flame retardant is bromine-based flame retardant or phosphorus-based flame retardant.

11. The thermosetting resin composition of claim 4 , wherein the crosslinking agent is one or more selected from the group consisting of triallyl cyanurate, triallyl isocyanurate (TAIC), diallyl phthalate, divinylbenzene and 1,2,4-triallyl trimellitate.

12. The thermosetting resin composition of claim 4 , wherein the hardening initiator is selected from 1,1-di-(tert-butylperoxy)-3,3,5-trimethylcyclohexane, 2,5-di(tert-butylperoxy)-2,5-dimethyl-3-hexyne, di-tertiary-butyl peroxide (DTBP), 2,5-dimethyl-2,5-di(tert-butylperoxy)hexane (DHBP), tert-butyl peroxybenzoate (TBPB), dicumyl peroxide (DCP), benzoyl peroxide (BP) or cumyl hydroperoxide singly, or in combination thereof.

13. A prepreg containing a reinforcing material at 10-50 wt % and the thermosetting resin composition of claim 1 with which the reinforcing material is impregnated at 50-90 wt %, by weight of the prepreg.

14. A copper foil substrate for use in making a printed circuit board, being a hardened product and formed from the prepreg of claim 13 and one or more copper foils, wherein the prepreg has a top side and a bottom side, and the copper foils is attached on the top side and the bottom side of the prepreg.

15. The copper foil substrate of claim 14 , having a dielectric constant (Dk) less than 3.2 and a dielectric dissipation factor (Df) less than 0.002 at the frequency of 1 GHz.

Assignees

• Nanya Plastics Corp

Inventors

• Liao Te-Chao
• Fung Dein-Run
• Huang Ying-Te
• Chen hao-sheng
• Chang Hung-Yi
• Liu Chia-Lin

Classifications

• C08L2205/03

  containing three or more polymers in a blend · CPC title

• C08L2205/05

  containing polymer components which can react with one another · CPC title

• H05K1/0373

  containing additives, e.g. fillers (H05K1/036 takes precedence) · CPC title

• C08J2409/00

  Characterised by the use of homopolymers or copolymers of conjugated diene hydrocarbons · CPC title

• C08L71/126

  modified by chemical after-treatment · CPC title