# US 2016/0237332 A1 · Thermal interface material and method of making and using the same

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- Number: US 2016/0237332 A1
- Document ID: US20160237332A1
- Status: Published application
- Kind: A1
- Application number: 15/140,173
- Filed: 2016-04-27
- Published: 2016-08-18
- Earliest claimed: 2009-03-02
- Assignees: Honeywell International Inc.
- Applicants: Honeywell International Inc.
- Inventors: Natalie A. Merrill; Andrew D. Delano; David E. Steele
- Web page: https://patentgrep.com/patent/US20160237332A1

## CPC

- C09K 5/14: Solid materials, e.g. powdery or granular
- C09K 5/08: Materials not undergoing a change of physical state when used (C09K5/16, C09K5/20 take precedence)
- H10W 40/22: characterised by their shape, e.g. having conical or cylindrical projections
- H10W 40/25: characterised by their materials
- H10W 40/251: {Organics}
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H10W: GENERIC PACKAGES, INTERCONNECTIONS, CONNECTORS OR OTHER CONSTRUCTIONAL DETAILS OF DEVICES COVERED BY CLASS H10

## Abstract

A thermal interface material comprises a polymeric elastomer material, a thermally conductive filler, and a coupling agent, along with other optional components. In one exemplary heat transfer material, a coupling agent having the formula: where Y is either a cyclic structure or Y is represented by Formula II: where: a=1 or 2 b=2 or 3 R1 contains at least one of a neoalkoxy group, an ether group, or a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl group R′2 and R″2 are independently selected from Hydrogen, a neoalkoxy group, an ether group, and a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl group X=Group four transition metal; and where a=1, R3 contains at least one of a neoalkoxy group, an ether group, or a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl group; or where a=2, the two R3 groups independently contain at least one of a neoalkoxy group, an ether group, or a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl groups or the two R3 groups together form an alkyldiolato group and, if Y is a cyclic structure, X is a member of the cyclic structure and the cyclic structure also contains a pyrophosphate group such as Formula II shown above.

## Claims

### Claim 1

A heat transfer material comprising:
a polymeric elastomer material selected from a silicone-containing rubber and a hydrocarbon rubber;
a wax;
a thermally conductive filler; and
a coupling agent represented by formula I:
wherein Y is a cyclic structure or Y is represented by Formula II:
wherein:
a=1 or 2;
b=2 or 3;
R1 contains at least one of a neoalkoxy group, an ether group, and a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl group;
R′2 and R″2 are independently selected from Hydrogen, a neoalkoxy group, an ether group, and a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl group
X=Group four transition metal; and
wherein when a=1, R3 contains at least one of a neoalkoxy group, an ether group, or a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl group;
wherein when a=2, the two R3 groups independently contain at least one of a neoalkoxy group, an ether group, or a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl groups or the two R3 groups together form an alkyldiolato group and,
when Y is a cyclic structure, X is a member of the cyclic structure and the cyclic structure also contains a pyrophosphate group.

### Claim 2 (depends on 1)

The material of claim 1, wherein the coupling agent is represented by Formula III:
wherein:
c=1 or 2
d=2 or 3
R4 contains at least one of a neoalkoxy group, an ether group, or a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl group
R5 contains at least one of a neoalkoxy group, an ether group, or a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl group
X=Group four transition metal; and
where c=1, R6 contains at least one of a neoalkoxy group, an ether group, or a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl group; or
where c=2, the two R6 groups independently contain at least one of a neoalkoxy group, an ether group, or a C2-C30 straight or branched alkyl, alkenyl, alkynyl, aralkyl, aryl, or alkaryl groups or the two R6 groups together form an alkyldiolato group.

### Claim 3 (depends on 1)

The material of claim 1, wherein the polymeric elastomer material comprises hydrogenated polybutadiene.

### Claim 4 (depends on 1)

The material of claim 1, wherein the thermally conductive filler comprises particles of a metal selected from the group consisting of: silver, aluminum, copper and alloys thereof.

### Claim 5 (depends on 1)

The material of claim 1, wherein X is titanium or zirconium.

### Claim 6 (depends on 1)

The material of claim 1, wherein the coupling agent is titanium IV 2,2 (bis 2-propenolatomethyl)butanolato, tris(dioctyl) pyrophosphato-O.

### Claim 7 (depends on 1)

The material of claim 1, wherein the coupling agent is zirconium IV 2,2 (bis 2-propenolatomethyl)butanolato, tris(diisooctyl) pyrophosphato-O.

### Claim 8 (depends on 1)

The material of claim 1, wherein the coupling agent is titanium IV 2-propanolato, tris(dioctyl)-pyrophosphato-O) adduct with 1 mole of diisooctyl phosphite.

### Claim 9 (depends on 1)

The material of claim 1, wherein the coupling agent is titanium IV bis(dioctyl)pyrophosphato-O,oxoethylenediolato, (Adduct), bis(dioctyl) (hydrogen)phosphite-O.

### Claim 10 (depends on 1)

The material of claim 1, wherein the coupling agent is titanium IV bis(dioctyl)pyrophosphato-O, ethylenediolato (adduct), bis(dioctyl)hydrogen phosphite.

### Claim 11 (depends on 1)

The material of claim 1, wherein the coupling agent is zirconium IV 2,2-bis (2-propenolatomethyl) butanolato, cyclo di[2,2-(bis 2-propenolatomethyl) butanolato], pyrophosphato-O,O.

### Claim at position 12

12-17. (canceled)

### Claim 18 (depends on 1)

An assembly comprising a semiconductor die, a heat sink disposed adjacent the semiconductor die and a thermooxidatively stable thermal interface material disposed between the semiconductor die and the heat sink, the thermal interface material comprising the heat transfer material of claim 1.

### Claim at position 14

19-20. (canceled)

### Claim 21 (depends on 18)

The assembly of claim 18, further comprising a heat spreader disposed adjacent the semiconductor die with the heat sink being disposed adjacent the heat spreader, wherein the thermal interface material is disposed between and contacting both the heat spreader and the semiconductor die.

### Claim 22 (depends on 18)

The assembly of claim 18, further comprising a heat spreader disposed adjacent the semiconductor die with the heat sink being disposed adjacent the heat spreader, wherein the thermal interface material is disposed between and contacting both the heat spreader and the heat sink.

### Claim 23

(canceled)

### Claim 24 (depends on 1)

An electronic device comprising an assembly, the assembly having a semiconductor die, a heat sink disposed adjacent the semiconductor die and a thermooxidatively stable thermal interface material disposed between the semiconductor die and the heat sink, the thermal interface material comprising the heat transfer material of claim 1.

### Claim 25 (depends on 1)

The material of claim 1, wherein the polymeric elastomer material comprises a hydrocarbon rubber selected from the group consisting of: a saturated rubber compound, an unsaturated rubber compound, and blends thereof.

### Claim 26 (depends on 25)

The material of claim 25, wherein the polymeric elastomer material comprises a rubber selected from the group consisting of: an ethylene-propylene rubber, a polyethylene/butylene, a polyethylene-butylene-styrene, a polyethylene-propylene-styrene, a hydrogenated polyalkyldiene mono-ol, a hydrogenated polyalkyldiene diol, a hydrogenated polyisoprene, polyolefin elastomer, and blends thereof.

### Claim 27 (depends on 26)

The material of claim 26, wherein the polymeric elastomer material comprises a hydrogenated polyalkyldiene mono-ol or hydrogenated polyalkyldiene diol selected from the group consisting of: a hydrogenated polybutadiene mono-ol, a hydrogenated polypropadiene mono-ol, a hydrogenated polypentadiene mono-ol, a hydrogenated polybutadiene diol, a hydrogenated polypropadiene diol, and a hydrogenated polypentadiene diol.

### Claim 28 (depends on 25)

The material of claim 25, wherein the polymeric elastomer material comprises an unsaturated rubber selected from the group consisting of: polybutadiene, polyisoprene, polystyrene-butadiene, and blends thereof.

### Claim 29 (depends on 1)

The material of claim 1, wherein the polymeric elastomer material comprises a silicone-containing rubber selected from the group consisting of a silicone rubber, a siloxane rubber, and a siloxane copolymer.