Radiation-curable metal particles and curable resin compositions comprising these particles

• US 6,521,677 B2
• Filed: 05/07/2001
• Issued: 02/18/2003
• Est. Priority Date: 11/06/1998
• Status: Expired due to Fees

• Current Assignee: JSR Corporation
• Original Assignee: Dsm Nv, Japan Fine Coating Co., Ltd. (JSR Corporation), JSR Corporation
• Inventors: Eriyama, Yuichi, Nishikawi, Isao, Ukachi, Takashi, Yashiro, Takao
• Primary Examiner(s): Cain, Edward J.
• Application Number:
  US09/849,619
• Publication Number:
  US 20020019461A1
• Time in Patent Office: 652 Days
• Field of Search: 523/212, 524/439, 524/440, 524/441
• US Class Current: 523/212
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: C01P 2002/02 Amorphous compounds
• CPC Class Codes: C01P 2004/20 extending in two dimensions, e.g. plate-like
• CPC Class Codes: C01P 2004/32 Spheres
• CPC Class Codes: C01P 2004/34 hollow
• CPC Class Codes: C01P 2004/61 Micrometer sized, i.e. from 1-100 micrometer
• CPC Class Codes: C01P 2004/64 Nanometer sized, i.e. from 1-100 nanometer
• CPC Class Codes: C01P 2006/12 Surface area
• CPC Class Codes: C01P 2006/21 Attrition-index or crushing strength of granulates
• CPC Class Codes: C01P 2006/22 Rheological behaviour as dispersion, e.g. viscosity, sedimentation stability
• CPC Class Codes: C01P 2006/44 Alpha, beta or gamma radiation related properties
• CPC Class Codes: C01P 2006/60 Optical properties, e.g. expressed in CIELAB-values
• CPC Class Codes: C01P 2006/90 Other properties not specified above
• CPC Class Codes: C09C 1/62 Metallic pigments or fillers C09C1/0015 takes precedence
• CPC Class Codes: C09C 3/12 Treatment with organosilicon compounds C09C3/006 takes precedence
• CPC Class Codes: G02B 1/105 Protective coatings
• CPC Class Codes: G02B 1/11 Anti-reflection coatings
• CPC Class Codes: G02B 1/111 using layers comprising organic materials
• CPC Class Codes: G02B 1/14 Protective coatings, e.g. hard coatings

Abstract

Provided is a liquid curable resin composition which can produce transparent cured products with a high refractive index, high hardness, and superior abrasion resistance, and which can be suitably used as a coating material. The liquid curable resin composition comprises: (A) a poly-functional (meth)acrylic compound having at least three (meth) acryloyl groups in the molecule; (B) a reaction product obtained by the reaction of a compound having a polymerizable unsaturated group and alkoxysilyl group in the molecule and particles metal oxide, the metals being preferably selected from the group consisting of zirconium, antimony, zinc, tin, cerium, and titanium; and (C) a radiation polymerization initiator.

Claims

1. A radiation-curable metal particle comprising a (meth)acrylic compound linked by a silyl group to a metal.

2. The particle according to claim 1, wherein said metal is selected from the group consisting of zirconium, titanium, antimony, zinc, tin, indium, cerium and aluminium.

3. The particle according to claim 1, wherein the silyl group is a substituted silyl group which comprises an alkoxy group, a urethane group and/or a thiourethane group.

4. The particle according to claim 1, wherein said particle is obtainable by reacting an organosilicon compound with a metal oxide.

5. The particle according to claim 1, wherein the particle has a diameter of from 0.001 to 2 μ

m.

6. A method for forming a radiation-curable metal particle according to claim 1, comprising reacting a metal oxide with an organosilicon compound.

7. The method according to claim 6, wherein the metal oxide is reacted with the organosilicon compound in the presence of an acid or a base.

8. A radiation-curable composition comprising:

(A) a (meth)acrylic compound;

(B) radiation-curable metal particles comprising a radiation-curable group linked by a silyl group to a metal; and

(C) a radiation polymerization photoinitiator.

9. The composition according to claim 8, wherein said (meth)acrylic compound comprises at least three (meth)acryloyl groups.

10. The composition according to claim 8, wherein an about 5 μ

m thick layer of the composition, after cure, has a light transmittance of at least 90% and a haze value after the Taber'"'"'s abrasion test of less than 40%.

11. A product formed from curing the composition according to claim 8, wherein said product has a refractive index of at least 1.55 and a light transmittance of at least 95%.

12. The product according to claim 11, wherein said products is a coating.

13. An anti-reflection article comprising the product according to claim 11.

14. The metal particle of claim 1, wherein said metal is absent silicon metal.

15. The metal particle of claim 8, wherein said metal is absent silicon metal.