Porous resin particles, method for manufacturing the same, dispersion liquid, and use thereof

Patent metadata

Field	Value
Publication number	US-9532940-B2
Application number	US-201214372116-A
Country	US
Kind code	B2
Filing date	Jul 31, 2012
Priority date	Jan 31, 2012
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

Porous resin particles are disclosed that comprise a polymer of a monomer mixture. The monomer mixture includes: a mono(meth)acrylate-based monomer in an amount of 3 wt % to 40 wt % containing: an ethylenic unsaturated group only in a (meth)acrylic acid residue; and a hydroxyl group and at least either an ether group or an ester group in an alcohol residue; another monofunctional vinyl-based monomer in an amount of 10 wt % to 69 wt % containing a single ethylenic unsaturated group; and a polyfunctional vinyl-based monomer in an amount of 30 wt % to 70 wt % containing two or more ethylenic unsaturated groups.

First claim

The invention claimed is:

1. Porous resin particles of a polymer of a monomer mixture,
said monomer mixture comprising:
a mono(meth)acrylate-based monomer in an amount of 3 wt % to 40 wt % containing: an ethylenic unsaturated group only in a (meth)acrylic acid residue, and a hydroxyl group and at least either an ether group or an ester group in an alcohol residue;
another monofunctional vinyl-based monomer in an amount of 10 wt % to 69 wt % containing a single ethylenic unsaturated group; and
a polyfunctional vinyl-based monomer in an amount of 30 wt % to 70 wt % containing two or more ethylenic unsaturated groups,
wherein the porous resin particles have a water absorption value of 140 ml to 400 ml per 100 g of said particles, and an oil absorption value of 100 ml to 400 ml per 100 g of said particles.

2. The porous resin particles as set forth in claim 1 , wherein said porous resin particles have pore diameter of from 4 nm to 20 nm.

3. The porous resin particles as set forth in claim 1 wherein the mono(meth)acrylate-based monomer is a compound of either general formula (1) or general formula (2):
CH 2 ═CR—COO[(C 2 H 4 O) l (C 3 H 6 O) m ]—H  (1)

where R is either H or CH 3 , l is from 0 to 50, m is from 0 to 50, and l+m>1, and
CH 2 ═CR—COOCH 2 CH 2 O(CO(CH 2 ) 5 O) p —H  (2)

where R is either H or CH 3 , and p is from 1 to 50.

4. The porous resin particles as set forth in claim 1 , wherein the another monofunctional vinyl-based monomer is an alkyl(meth)acrylate-based monomer.

5. The porous resin particles as set forth in claim 1 , wherein the polyfunctional vinyl-based monomer is a polyfunctional (meth)acrylate-based monomer containing two or more ethylenic unsaturated groups.

6. Porous resin particles of a polymer of a monomer mixture,
said monomer mixture comprising:
a mono(meth)acrylate-based monomer in an amount of 3 wt % to 40 wt % containing: an ethylenic unsaturated group only in a (meth)acrylic acid residue, and a hydroxyl group and at least either an ether group or an ester group in an alcohol residue;
another monofunctional vinyl-based monomer containing a single ethylenic unsaturated group; and
a polyfunctional vinyl-based monomer containing two or more ethylenic unsaturated groups,
wherein the porous resin particles have a water absorption value of 140 ml to 400 ml per 100 g of said particles, an oil absorption value of 100 ml to 400 ml per 100 g of said particles, and a pore diameter of 4 nm to 20 nm.

7. The porous resin particles as set forth in claim 1 , wherein said porous resin particles have a specific surface area of 3 m 2 /g to 300 m 2 /g.

8. A method for manufacturing the porous resin particles having a water absorption value of 140 ml to 400 ml per 100 g of said particles, and an oil absorption value of 100 ml to 400 ml per 100 g of said particles according to claim 1 ,
said method comprising the step of suspension-polymerizing a monomer mixture in the presence of a non-polymerizable organic solvent as a pore-forming agent, an anionic surfactant, and a zwitterionic surfactant,
wherein said monomer mixture comprises: a mono(meth)acrylate-based monomer in an amount of 3 wt % to 40 wt % containing: an ethylenic unsaturated group only in a (meth)acrylic acid residue, and a hydroxyl group and at least either an ether group or an ester group in an alcohol residue; another monofunctional vinyl-based monomer in an amount of 10 wt % to 69 wt % containing a single ethylenic unsaturated group; and a polyfunctional vinyl-based monomer in an amount of 30 wt % to 70 wt % containing two or more ethylenic unsaturated groups,
wherein in said step, the pore-forming agent is used in an amount from 50 parts by weight to 300 parts by weight per 100 parts by weight of the monomer mixture.

9. The method for manufacturing porous resin particles as set forth in claim 8 , wherein the pore-forming agent is an acetate ester.

10. A dispersion liquid, comprising: the porous resin particles as set forth in claim 1 ; and at least one dispersion medium selected from the group consisting of water and alcohol.

11. An external preparation, comprising the porous resin particles as set forth in claim 1 .

12. The external preparation as set forth in claim 11 , wherein said external preparation is a powdery cosmetic material.

13. A coating material, comprising the porous resin particles as set forth in claim 1 .

14. A light diffusion member, comprising the porous resin particles as set forth in claim 1 .

15. A dispersion liquid, comprising: the porous resin particles as set forth in claim 6 ; and at least one dispersion medium selected from the group consisting of water and alcohol.

16. An external preparation, comprising the porous resin particles as set forth in claim 6 .

17. The external preparation as set forth in claim 16 , wherein said external preparation is a powdery cosmetic material.

18. A coating material, comprising the porous resin particles as set forth in claim 6 .

19. A light diffusion member, comprising the porous resin particles as set forth in claim 6 .

Assignees

• Ishimori Fumitaka
• Harada Ryosuke
• Sekisui Plastics

Inventors

• Ishimori Fumitaka
• Harada Ryosuke

Classifications

• C08J2347/00

  Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds; Derivatives of such polymers (C08J2345/00 takes precedence; of conjugated diene rubbers C08J2309/00 - C08J2321/00) · CPC title

• A61K8/8152 Primary

  Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers · CPC title

• C08F222/1006

  of polyhydric alcohols or polyhydric phenols · CPC title

• C08J2333/14

  of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen · CPC title

• C08J2205/024

  Organogel, i.e. a gel containing an organic composition · CPC title