Thermosetting resin composition

• US 4,098,840 A
• Filed: 08/12/1975
• Issued: 07/04/1978
• Est. Priority Date: 08/21/1974
• Status: Expired due to Term

• Current Assignee: Japan Atomic Energy Research Institute (Japan Atomic Energy Agency)
• Original Assignee: Japan Atomic Energy Research Institute (Japan Atomic Energy Agency)
• Inventors: Yoshida, Masaru, Ito, Akihiko, Okubo, Hiroshi, Kaetsu, Isao
• Primary Examiner(s): Briggs, Jr., Wilbert J.
• Application Number:
  US05/603,991
• Time in Patent Office: 1,057 Days
• Field of Search: 260/827, 260/46.5 E, 260/46.5 UA, 106/13, 526/29, 428/429, 428/447, 428/450
• US Class Current: 525/102
• CPC Class Codes: C08L 2666/04 Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
• CPC Class Codes: C08L 2666/14 Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
• CPC Class Codes: C08L 33/14 of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: C08L 83/08 containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
• CPC Class Codes: C09D 133/14 of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: C09D 183/08 containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
• CPC Class Codes: Y10T 428/31612 As silicone, silane or siloxane
• CPC Class Codes: Y10T 428/31663 As siloxane, silicone or silane

Abstract

A thermosetting resin composition comprising (A) the hydrolysate of an alkoxysilane represented by either of the general formulas: ##STR1## wherein R¹ and R² are respectively a divalent group, R³ is a lower alkyl and R⁴ is R³ or OR³ and (B) a polymer or copolymer of monomers represented by the general formula ##STR2## wherein R is a hydroxyalkyl and X is hydrogen or methyl is provided. This composition forms a transparent anti-fogging abrasion-resistant coating on the surface of glass, metals and synthetic resins.

Claims

1. A thermosetting resin composition forming transparent, anti-fogging abrasion-resistant coating comprising a mixture of:

A. 95 - 45% by weight of the hydrolysate of an alkoxysilane represented by either of the general formulas;

##STR13## wherein;

R¹ is a divalent group selected from ##STR14## R² is a divalent group selected from ##STR15## R³ is any of methyl, ethyl, propyl and isopropyl; and

R⁴ is either of R³ and OR³, and

B. 5 - 55% by weight of a polymer or copolymer of monomers of the general formula;

##STR16## wherein;

X is either of hydrogen and methyl; and

R is a monovalent group selected from ##STR17##

2. The thermosetting resin composition as claimed in claim 1, comprising a mixture of:

A. 90 - 50% by weight of the hydrolysate of an alkoxysilane represented by the general formula;

##STR18## wherein;

R¹ is a divalent group selected from ##STR19## R² is a divalent group selected from ##STR20## R³ is any of methyl, ethyl, propyl and isopropyl; and

R⁴ is either of R³ as defined above and OR³, and

B. 10 - 50% by weight of a polymer or copolymer of monomers of the general formula;

##STR21## wherein;

X is either of hydrogen and methyl; and

R is a monovalent group selected from ##STR22##

3. The thermosetting resin composition as claimed in claim 2, comprising a mixture of:

A. 90 - 50% by weight of the hydrolysate of an alkoxysilane represented by the general formula;

##STR23## wherein;

R¹ is a divalent group selected from --CH₂ --, --CH₂ CH₂ --, --CH₂ CH₂ CH₂ --;

R² is a divalent group selected from ##STR24## R³ is any of methyl, ethyl and propyl; and

R⁴ is any of R³ as defined above and OR³, and

B. 10 - 50% by weight of a polymer or copolymer of monomers of the general formula;

##STR25## wherein;

X is either of hydrogen and methyl; and

R is a monovalent group selected from --CH₂ CH₂ OH, and --CH₂ CH₂ CH₂ OH.

4. The thermosetting resin composition as claimed in claim 3, wherein said mixture comprises (A) 80 - 60% by weight of the hydrolysate of said alkoxysilane and (B) 20 - 40% by weight of a polymer or copolymer of said monomers.

5. The thermosetting resin composition as claimed in claim 1, wherein the monomer has been polymerized by irradiation of light or an ionizing radiation.

6. The thermosetting resin composition as claimed in claim 2, wherein the monomer has been polymerized by irradiation of light or an ionizing radiation.

7. The thermosetting resin composition as claimed in claim 3, wherein the monomer has been polymerized by irradiation of light or an ionizing radiation.

8. The thermosetting resin composition as claimed in claim 4, wherein the monomer has been polymerized by irradiation of light or an ionizing radiation.

13. The thermosetting resin composition as claimed in claim 1, wherein R² is selected from the group consisting of ##STR40##

9. A composite comprising a substrate of a material selected from a group consisting of inorganic glasses, transparent organic synthetic resins and metals and a coating of a cured mixture comprising:

A. 95 - 45% by weight of the hydrolysate of an alkoxysilane represented by either of the general formulas;

##STR26## wherein;

R¹ is a divalent group selected from ##STR27## R² is a divalent group selected from ##STR28## R³ is any of methyl, ethyl, propyl and isopropyl; and

R⁴ is any of R³ and OR³, and

B. 5 - 55% by weight of a polymer or a copolymer of monomers of the general formula;

##STR29## wherein;

X is either of hydrogen and methyl, and

R is a monovalent group selected from ##STR30##

10. The composite as claimed in claim 9, wherein said mixture comprises:

A. 90 - 50% by weight of the hydrolysate of an alkoxysilane represented by the general formula;

##STR31## wherein;

R¹ is a divalent group selected from ##STR32## R² is a divalent group selected from ##STR33## R³ is any of methyl, ethyl, propyl and isopropyl; and

R⁴ is either of R³ as defined above and OR³ ; and

B. 10 - 50% by weight of a polymer or copolymer of monomers of the general formula;

##STR34## wherein;

X is either of hydrogen and methyl; and

R is a monovalent group selected from ##STR35##

11. The composite as claimed in claim 10, wherein said mixture comprises:

A. 90 - 50% by weight of the hydrolysate of an alkoxysilane represented by the general formula;

##STR36## wherein;

R¹ is a divalent group selected from --CH₂ --, --CH₂ CH₂ --, --CH₂ CH₂ CH₂ --;

R² is a divalent group selected from ##STR37## R³ is any of methyl, ethyl and propyl; and

R⁴ is either of R³ as defined above and OR³ ; and

B. 10 - 50% by weight of a polymer or copolymer of the general formula;

##STR38## wherein;

X is either of hydrogen and methyl; and

R is a monovalent group selected from ##STR39##

12. The composite as claimed in claim 11, wherein said mixture comprises:

(A) 80 - 60% by weight of the hydrolysate of said alkoxysilane and (B) 20 - 40% by weight of said polymer or copolymer.

14. A composite as claimed in claim 9, wherein R² is selected from the group consisting of ##STR41##