# US 11,897,973 B2 · Resin composition and article made therefrom

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- Number: US 11,897,973 B2
- Document ID: US11897973B2
- Status: Granted
- Kind: B2
- Application number: 17/848,783
- Filed: 2022-06-24
- Published: 2023-11-23
- Granted: 2024-02-13
- Earliest claimed: 2022-05-20
- Assignees: Elite Electronic Material (Kunshan) Co., Ltd.
- Applicants: Elite Electronic Material (KunShan) Co., Ltd.
- Inventors: Chenyu Shen; Rongtao Wang; Xing He; Penghui Fu
- Web page: https://patentgrep.com/patent/US11897973B2

## CPC

- C08F 136/06: Butadiene
- C08K 5/3415: Five-membered rings
- C08K 5/3432: Six-membered rings
- C08K 5/5399: Phosphorus bound to nitrogen
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A resin composition includes the following components or a prepolymer thereof: (A) 100 parts by weight of a polyolefin; and (B) 10 parts by weight to 50 parts by weight of a compound of Formula (1) having a pH value of 10 or less. In Formula (1), n is an integer of 3 to 6, each Y and Z are independently selected from o-vinylphenoxy group and phenoxy group, and each Y and Z are not phenoxy group at the same time. The prepolymer is prepared by subjecting a mixture to a prepolymerization reaction, and the mixture at least comprises the component (A) and the component (B). An article is made from the resin composition. The article includes a prepreg, a resin film, a laminate or a printed circuit board and achieves improvements in one or more properties including resin filling uniformity, dissipation factor variation rate under heat, glass transition temperature, Z-axis ratio of thermal expansion, peeling strength and thermal resistance after moisture absorption.

## Claims

### Claim 1

A resin composition, comprising the following components or a prepolymer thereof:
(A) 100 parts by weight of a polyolefin; and
(B) 10 parts by weight to 50 parts by weight of a compound of Formula (1) having a pH value of 10 or less;
in Formula (1), n is an integer of 3 to 6, each Y and Z are independently selected from o-vinylphenoxy group and phenoxy group, and each Y and Z are not phenoxy group at the same time;
wherein the prepolymer is prepared by subjecting a mixture to a prepolymerization reaction, and the mixture at least comprises the component (A) and the component (B); and
wherein an article made from the resin composition has a dissipation factor variation rate under heat of less than or equal to 30% calculated according to a dissipation factor as measured by reference to JIS C2565 at 10 GHz after being subject to standing still at 188° C. for 48 hours.

### Claim 2 (depends on 1)

The resin composition of claim 1, wherein the compound of Formula (1) has a pH value of 5 to 10.

### Claim 3 (depends on 1)

The resin composition of claim 1, wherein the polyolefin comprises polybutadiene, polyisoprene, styrene-butadiene copolymer, styrene-isoprene copolymer, styrene-butadiene-divinylbenzene terpolymer, styrene-butadiene-maleic anhydride terpolymer, vinyl-polybutadiene-urethane oligomer, maleic anhydride-butadiene copolymer, polymethylstyrene, hydrogenated polybutadiene, hydrogenated styrene-butadiene-divinylbenzene terpolymer, hydrogenated styrene-butadiene-maleic anhydride terpolymer, hydrogenated styrene-butadiene copolymer, hydrogenated styrene-isoprene copolymer or a combination thereof.

### Claim 4 (depends on 1)

The resin composition of claim 1, further comprising 0.001 part by weight to 0.5 part by weight of a compound of Formula (2), a compound of Formula (3), a compound of Formula (4) or a combination thereof:
wherein X1 is an oxygen radical or a hydroxyl group; R2 to R5 are independently a hydrogen atom or a C1-C5 alkyl group, and R2 to R5 are not a hydrogen atom at the same time; and R1 is a hydrogen atom, a C1-C5 alkyl group, an amino group, a hydroxyl group, a carbonyl group or a carboxyl group;
wherein X2 is an oxygen radical or a hydroxyl group; R7 to R10 are independently a hydrogen atom or a C1-C5 alkyl group, and R7 to R10 are not a hydrogen atom at the same time; and R6 and R11 are independently a hydrogen atom, a C1-C5 alkyl group, an amino group, a hydroxyl group, a carbonyl group or a carboxyl group, or R6 and R11 together define a benzene ring structure;
wherein X3 each independently is an oxygen radical or a hydroxyl group; and R12 to R23 are independently a hydrogen atom or a C1-C5 alkyl group, and R12 to R23 are not a hydrogen atom at the same time.

### Claim 5 (depends on 1)

The resin composition of claim 1, wherein the prepolymer is prepared by subjecting the component (A) and the component (B) to a prepolymerization reaction having a conversion rate of between 10% and 99%.

### Claim 6 (depends on 1)

The resin composition of claim 1, further comprising an unsaturated C═C double bond-containing polyphenylene ether resin.

### Claim 7 (depends on 1)

The resin composition of claim 1, further comprising 1,2-bis(vinylphenyl)ethane, bis(vinylbenzyl)ether, divinylbenzene, divinylnaphthalene, divinylbiphenyl, t-butyl styrene, triallyl isocyanurate, triallyl cyanurate, 1,2,4-trivinyl cyclohexane, diallyl bisphenol A, styrene, butadiene, decadiene, octadiene, vinylcarbazole, acrylate or a combination thereof.

### Claim 8 (depends on 1)

The resin composition of claim 1, further comprising a benzoxazine resin, an epoxy resin, a polyester resin, a phenolic resin, an amine curing agent, a polyamide, a polyimide, a styrene maleic anhydride, a maleimide resin, a cyanate ester, a maleimide triazine resin or a combination thereof.

### Claim 9 (depends on 1)

The resin composition of claim 1, further comprising flame retardant, curing accelerator, inorganic filler, surface treating agent, coloring agent, solvent, toughening agent or a combination thereof.

### Claim 10

An article made from a resin composition, the article comprising a prepreg, a resin film, a laminate or a printed circuit board, wherein:
the resin composition comprises the following components or a prepolymer thereof:
(A) 100 parts by weight of a polyolefin; and
(B) 10 parts by weight to 50 parts by weight of a compound of Formula (1) having a pH value of 10 or less;
in Formula (1), n is an integer of 3 to 6, each Y and Z are independently selected from o-vinylphenoxy group and phenoxy group, and each Y and Z are not phenoxy group at the same time;
wherein the prepolymer is prepared by subjecting a mixture to a prepolymerization reaction, and the mixture at least comprises the component (A) and the component (B), and the article has a dissipation factor variation rate under heat of less than or equal to 30% calculated according to a dissipation factor as measured by reference to JIS C2565 at 10 GHz after being subject to standing still at 188° C. for 48 hours.

### Claim 11 (depends on 10)

The article of claim 10, having a glass transition temperature as measured by reference to IPC-TM-650 2.4.24.4 of greater than or equal to 225° C.

### Claim 12 (depends on 10)

The article of claim 10, having a Z-axis ratio of thermal expansion as measured by reference to IPC-TM-650 2.4.24.5 of less than or equal to 1.52%.

### Claim 13 (depends on 10)

The article of claim 10, having a peeling strength as measured by reference to IPC-TM-650 2.4.8 of greater than or equal to 3.3 lb/in.

### Claim 14 (depends on 10)

The article of claim 10, characterized in that no delamination occurs after subjecting the article to a thermal resistance after moisture absorption test by reference to IPC-TM-650 2.6.16.1 and IPC-TM-650 2.4.23.
