Modified metal oxide particle material and method for producing same

Inventors: Kenta Takei (Miyoshi, JP); Yuri Aoki (Miyoshi, JP); Yusuke Watanabe (Miyoshi, JP); Nobutaka Tomita (Miyoshi, JP)

Assignee: ADMATECHS CO., LTD.

C09C1/3081 C09C3/12 C01P2004/61 C01P2004/62 C01P2004/64

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Quick Facts

Patent No.: US 12686772
App. No.: 17/965,027
Granted: Jul 21, 2026
Kind: B2

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Abstract

A modified metal oxide particle material includes: a metal oxide particle material having, on a surface thereof, a functional group other than a phenyl group; and a modifying material formed of a silicon-containing compound having a phenyl group. The modifying material is adhered to the surface of the metal oxide particle material. When the modified metal oxide particle material is washed with methyl ethyl ketone, a ratio (C/H) of a carbon content C (% by mass) to a surface area H (m 2 ) per 1 g is 0.05 or less, after the washing. The ratio (C/H) is reduced by 0.1 or more, and the modifying material is removed by 50% or more by mass, after the washing compared with before the washing.

Claims (48)

1 . A modified metal oxide particle material comprising:

a metal oxide particle material having, on a surface thereof, a functional group other than a phenyl group; and

a modifying material formed of a silicon-containing compound having a phenyl group, the modifying material being adhered to the surface of the metal oxide particle material, wherein

when the modified metal oxide particle material is washed with methyl ethyl ketone, a ratio (C/H) of a carbon content C (% by mass) to a surface area H (m 2 ) per 1 g is 0.05 or less after the washing, and the ratio (C/H) is reduced by 0.1 or more, and the modifying material is removed by 50% or more by mass, after the washing compared with before the washing, and the silicon-containing compound of the modifying material is a silane compound having a phenyl group, or a condensation product of a silane compound having a phenyl group and a silane compound having a hydrocarbon group that binds directly to Si.

2 . The modified metal oxide particle material according to claim 1 , wherein

the silane compound having the phenyl group is represented by ((C 6 H 5 )X) n —Si—OR (4-n) , and

the silane compound having the hydrocarbon group is represented by R n —Si-OR (4-n) ,

wherein, X represents a direct bond, —(CH 2 ) q —, or —O—; q represents an integer of 0 to 3; n represents an integer of 1 to 3 selected independently for each molecule of the silane compound; R independently represents a C1 to C3 hydrocarbon group.

3 . The modified metal oxide particle material according to claim 1 , wherein the silicon-containing compound of the modifying material is represented by formula (1): R1-O—(SiZ1Z2O) n —(SiZ3Z4O) m —R2,

wherein, in the formula (1), Z1 represents (C 6 H 5 )X—; Z2 to Z4 each independently represent (C 6 H 5 )X—, a C1 to C3 hydrocarbon group, a C1 to C3 alkoxy group, or at least two of Z2 to Z4 taken together represent —O r —(CH 2 ) p —O t —; X represents a direct bond, —(CH 2 ) q —, or —O—; n and p each represent an integer of 1 or more; m represents an integer of 0 or more; q independently represents an integer of 0 or more; r and t are each independently 0 or 1; R1 and R2 are each independently a C1 to C3 hydrocarbon group or a C1 to C3 alkoxy group.

4 . The modified metal oxide particle material according to claim 1 , wherein the metal oxide particle material is subjected to surface treatment with a silane compound.

5 . The modified metal oxide particle material according to claim 1 , wherein a volume average particle diameter of the modified oxide particle material is not less than 0.01 μm and not greater than 5 μm.

6 . A modified metal oxide particle material comprising:

a metal oxide particle material having, on a surface thereof, a functional group other than a phenyl group; and

a modifying material formed of a silicon-containing compound having a phenyl group, the modifying material being adhered to the surface of the metal oxide particle material, wherein

when the modified metal oxide particle material is washed with methyl ethyl ketone, an area at 3000 to 3100 cm −1 in IR spectrum is reduced after the washing by 90% or more with respect to an area at 3000 to 3100 cm −1 in IR spectrum before the washing and the silicon-containing compound of the modifying material is a silane compound having a phenyl group, or a condensation product of a silane compound having a phenyl group and a silane compound having a hydrocarbon group that binds directly to Si.

7 . The modified metal oxide particle material according to claim 6 , wherein

the silane compound having the phenyl group is represented by ((C 6 H 5 )X) n —Si—OR (4-n) , and

the silane compound having the hydrocarbon group is represented by R n —Si-OR (4-n) ,

wherein X represents a direct bond, —(CH 2 ) q —, or —O—; q represents an integer of 0 to 3; n represents an integer of 1 to 3 selected independently for each molecule of the silane compound; R independently represents a C1 to C3 hydrocarbon group.

8 . The modified metal oxide particle material according to claim 6 , wherein the silicon-containing compound of the modifying material is represented by formula (1): R1-O—(SiZ1Z2O) n —(SiZ3Z4O) m —R2,

9 . The modified metal oxide particle material according to claim 6 , wherein the metal oxide particle material is subjected to surface treatment with a silane compound.

10 . The modified metal oxide particle material according to claim 6 , wherein a volume average particle diameter of the modified oxide particle material is not less than 0.01 μm and not greater than 5 μm.

11 . A method for producing the modified metal oxide particle material according to claim 1 , the method comprising: