# US 10,870,756 B2 · Acrylic composition for encapsulation, sheet material, laminated sheet, cured object, semiconductor device, and process for producing semiconductor device

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- Number: US 10,870,756 B2
- Document ID: US10870756B2
- Status: Granted
- Kind: B2
- Application number: 16/321,643
- Filed: 2017-07-21
- Published: 2020-01-09
- Granted: 2020-12-22
- Earliest claimed: 2016-08-10
- Assignees: Panasonic Intellectual Property Management Co., Ltd.
- Applicants: Panasonic Intellectual Property Management Co., Ltd.
- Inventors: Shigeru Yamatsu; Kazuki Watanabe; Naoki Kanagawa; Daisuke Sasaki
- Web page: https://patentgrep.com/patent/US10870756B2

## CPC

- C08L 71/126: {modified by chemical after-treatment}
- H10W 74/47: comprising organic materials, e.g. plastics or resins
- C08F 290/06: Polymers provided for in subclass C08G
- C08J 5/18: Manufacture of films or sheets
- H10P 54/00: Cutting or separating of wafers, substrates or parts of devices
- H10W 72/0198: {batch processes}
- H10W 74/012: {of encapsulations on active surfaces of flip-chip devices, e.g. forming underfills}
- H10W 74/131: {the semiconductor body being only partially enclosed}
- H10W 74/15: on active surfaces of flip-chip devices, e.g. underfills
- H10W 74/473: {containing a filler}
- C08J 2371/10: from phenols
- C08J 2371/12: Polyphenylene oxides
- C08J 2423/26: modified by chemical after-treatment
- C08J 2433/14: of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
- C08J 2463/10: Epoxy resins modified by unsaturated compounds
- C08J 2471/02: Polyalkylene oxides
- H10W 70/682: {comprising holes having chips therein}
- H10W 72/01204: {using temporary auxiliary members, e.g. using sacrificial coatings or handle substrates}
- H10W 72/01304: {using temporary auxiliary members, e.g. using sacrificial coatings or handle substrates}
- H10W 72/07141: {Means for applying energy, e.g. ovens or lasers}
- H10W 72/072: {of bump connectors}
- H10W 72/07234: {Using a reflow oven}
- H10W 72/07334: {Using a reflow oven}
- H10W 72/07338: {hardening the adhesive by curing, e.g. thermosetting}
- H10W 72/222: {Multilayered bumps, e.g. a coating on top and side surfaces of a bump core}
- H10W 72/252: {comprising solid metals or solid metalloids, e.g. PbSn, Ag or Cu}
- H10W 72/29: Bond pads specially adapted therefor
- H10W 72/325: {Die-attach connectors having a filler embedded in a matrix}
- H10W 72/353: {not comprising solid metals or solid metalloids, e.g. ceramics}
- H10W 72/354: {comprising polymers}
- H10W 90/724: {between a chip and a stacked insulating package substrate, interposer or RDL}
- H10W 90/734: {between a chip and a stacked insulating package substrate, interposer or RDL}
- H10W 99/00: Subject matter not provided for in other groups of this subclass
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- H10W: GENERIC PACKAGES, INTERCONNECTIONS, CONNECTORS OR OTHER CONSTRUCTIONAL DETAILS OF DEVICES COVERED BY CLASS H10
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- H10P: GENERIC PROCESSES OR APPARATUS FOR THE MANUFACTURE OR TREATMENT OF DEVICES COVERED BY CLASS H10

## Abstract

The acrylic composition for sealing contains an acrylic compound, a polyphenylene ether resin including a radical-polymerizable substituent at a terminal, an inorganic filler, and a thermal radical polymerization initiator.

## Claims

### Claim 1

An acrylic composition for sealing, the acrylic composition comprising:
an acrylic compound;
a polyphenylene ether resin including a radical-polymerizable substituent at a terminal;
maleic acid-modified polybutadiene;
an inorganic filler; and
a thermal radical polymerization initiator, wherein:
the acrylic compound contains a (meth)acrylate having a crosslinked polycyclic structure, a di(meth)acrylate having a structure in which an alkylene oxide is added to a bisphenol skeleton, and an epoxy (meth)acrylate,
a proportion of the (meth)acrylate having a crosslinked polycyclic structure in the acrylic compound ranges from 10% by mass to 50% by mass, inclusive,
a proportion of the di(meth)acrylate having a structure in which an alkylene oxide is added to a bisphenol skeleton in the acrylic compound ranges from 3% by mass to 20% by mass, inclusive, and
a proportion of the epoxy (meth)acrylate in the acrylic compound ranges from 5% by mass to 30% by mass, inclusive.

### Claim 2 (depends on 1)

The acrylic composition for sealing according to claim 1, further comprising a nitroxide compound.

### Claim 3 (depends on 1)

The acrylic composition for sealing according to claim 1, wherein the radical-polymerizable substituent includes a carbon-carbon double bond.

### Claim 4 (depends on 3)

The acrylic composition for sealing according to claim 3, wherein the radical-polymerizable substituent includes a structure represented by formula (1) shown below:
wherein R is hydrogen or an alkyl group.

### Claim 5 (depends on 1)

A sheet material that is a dried product or a half-cured product of the acrylic composition for sealing according to claim 1.

### Claim 6 (depends on 5)

The sheet material according to claim 5, having a minimum melt viscosity less than or equal to 200 Pa·s.

### Claim 7 (depends on 5)

A multilayer sheet comprising:
the sheet material according to claim 5; and
a support sheet that supports the sheet material.

### Claim 8 (depends on 5)

A cured product that is a thermally cured product of the sheet material according to claim 5.

### Claim 9 (depends on 8)

The cured product according to claim 8, having a glass transition temperature more than or equal to 170° C.

### Claim 10 (depends on 8)

A semiconductor device comprising:
a substrate;
a semiconductor chip mounted face-down on the substrate; and
a sealing material that seals a gap between the substrate and the semiconductor chip,
wherein the sealing material is made of the cured product according to claim 8.

### Claim 11 (depends on 1)

A cured product that is a thermally cured product of the acrylic composition for sealing according to claim 1.

### Claim 12 (depends on 11)

The cured product according to claim 11, having a glass transition temperature more than or equal to 170° C.

### Claim 13 (depends on 11)

A semiconductor device comprising:
a substrate;
a semiconductor chip mounted face-down on the substrate; and
a sealing material that seals a gap between the substrate and the semiconductor chip, wherein the sealing material is made of the cured product according to claim 11.

### Claim 14 (depends on 1)

The acrylic composition for sealing according to claim 1, wherein a content ratio of the maleic acid-modified polybutadiene to the acrylic compound is from 10% by mass to 30% by mass, inclusive.

### Claim 15 (depends on 1)

The acrylic composition for sealing according to claim 1, wherein the (meth)acrylate having a crosslinked polycyclic structure includes at least one selected from the group consisting of a (meth)acrylate having a dicyclopentadiene skeleton, a (meth)acrylate having a perhydro-1,4:5,8-dimethanonaphthalene skeleton, a (meth)acrylate having a norbornane skeleton, dicyclopentadienyl diacrylate, perhydro-1,4:5,8-dimethanonaphthalene-2,3,7-trimethylol triacrylate, norbornane dimethylol diacrylate, and perhydro-1,4:5,8-dimethanonaphthalene-2,3-dimethylol diacrylate.

### Claim 16 (depends on 1)

The acrylic composition for sealing according to claim 1, wherein the (meth)acrylate having a crosslinked polycyclic structure includes at least one of dicyclopentadienyl diacrylate and norbornane dimethylol diacrylate.

### Claim 17

A method for manufacturing a semiconductor device, the method comprising:
overlaying a sheet material on a surface of a semiconductor wafer including a bump electrode, the surface including the bump electrode, the sheet material being a dried product or a half-cured product of an acrylic composition for sealing, the acrylic composition comprising
an acrylic compound,
a polyphenylene ether resin including a radical-polymerizable substituent at a terminal,
an inorganic filler, and
a thermal radical polymerization initiator;
cutting the semiconductor wafer together with the sheet material to produce a member, the member including a semiconductor chip cut out from the semiconductor wafer and an individual sheet cut out from the sheet material;
stacking a substrate including a conductor wiring, the individual sheet, and the semiconductor chip in this order by overlaying the member on a surface of the substrate, the surface including the conductor wiring; and
heating the individual sheet to produce a sealing material by melting and then curing the individual sheet, and to electrically connect the bump electrode to the conductor wiring.

### Claim 18

A sheet material that is a dried product or a half-cured product of an acrylic composition for sealing, the acrylic composition including:
an acrylic compound;
a polyphenylene ether resin including a radical-polymerizable substituent at a terminal;
an inorganic filler; and
a thermal radical polymerization initiator, wherein:
the acrylic compound contains a (meth)acrylate having a crosslinked polycyclic structure, a di(meth)acrylate having a structure in which an alkylene oxide is added to a bisphenol skeleton, and an epoxy (meth)acrylate,
a proportion of the (meth)acrylate having a crosslinked polycyclic structure in the acrylic compound ranges from 10% by mass to 50% by mass, inclusive,
a proportion of the di(meth)acrylate having a structure in which an alkylene oxide is added to a bisphenol skeleton in the acrylic compound ranges from 3% by mass to 20% by mass, inclusive,
a proportion of the epoxy (meth)acrylate in the acrylic compound ranges from 5% by mass to 30% by mass, inclusive, and
the sheet material has a minimum melt viscosity less than or equal to 200 Pa·s.

### Claim 19 (depends on 18)

The sheet material according to claim 18, wherein the sheet material has a minimum melt viscosity more than or equal to 10 Pa·s.

### Claim 20 (depends on 18)

A multilayer sheet comprising:
the sheet material according to claim 18; and
a support sheet that supports the sheet material.

### Claim 21 (depends on 18)

A cured product that is a thermally cured product of the sheet material according to claim 18.

### Claim 22 (depends on 21)

The cured product according to claim 21, having a glass transition temperature more than or equal to 170° C.

### Claim 23 (depends on 21)

A semiconductor device comprising:
a substrate;
a semiconductor chip mounted face-down on the substrate; and
a sealing material that seals a gap between the substrate and the semiconductor chip, wherein the sealing material is made of the cured product according to claim 21.

### Claim 24 (depends on 18)

The acrylic composition for sealing according to claim 18, wherein the (meth)acrylate having a crosslinked polycyclic structure includes at least one selected from the group consisting of a (meth)acrylate having a dicyclopentadiene skeleton, a (meth)acrylate having a perhydro-1,4:5,8-dimethanonaphthalene skeleton, a (meth)acrylate having a norbornane skeleton, dicyclopentadienyl diacrylate, perhydro-1,4:5,8-dimethanonaphthalene-2,3,7-trimethylol triacrylate, norbornane dimethylol diacrylate, and perhydro-1,4:5,8-dimethanonaphthalene-2,3-dimethylol diacrylate.

### Claim 25 (depends on 18)

The acrylic composition for sealing according to claim 18, wherein the (meth)acrylate having a crosslinked polycyclic structure includes at least one of dicyclopentadienyl diacrylate and norbornane dimethylol diacrylate.
