Photopolymerizable composition

• US 4,668,712 A
• Filed: 01/07/1985
• Issued: 05/26/1987
• Est. Priority Date: 01/17/1984
• Status: Expired due to Term

• Current Assignee: Kuraray Company Limited APAN
• Original Assignee: Kuraray Company Limited
• Inventors: Nishida, Koji, Yamauchi, Junichi, Hino, Kenichi
• Primary Examiner(s): Bleutge, John C.
• Assistant Examiner(s): Koeckert, Arthur H.
• Application Number:
  US06/689,302
• Time in Patent Office: 869 Days
• Field of Search: 204/159.23, 522/13, 522/19, 522/24
• US Class Current: 522/13
• CPC Class Codes: A61K 6/887 Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: C08F 2/50 with sensitising agents
• CPC Class Codes: G03F 7/031 Organic compounds not covered by group G03F7/029

Abstract

A photopolymerizable composition composed of a polymerizable monomer and an initiator capable of polymerizing said monomer upon exposure to visible light, characterized in that said initiator consists essentially of (a) at least one kind of photosensitizer selected from an α-diketone, quinone, and derivatives thereof, and (b) at least one kind of accelerator selected from an aldehyde containing no amino groups and derivatives thereof.

Claims

1. A photopolymerizable composition, which comprises a polymerizable monomer and an initiator capable of polymerizing said monomer upon exposure to visible light, wherein said initiator comprises (a) at least one kind of photosensitizer selected from α

-diketone compounds, (b) at least one kind of accelerator selected from an aldehyde containing no amino groups, and (c) an organic peroxide.

2. A photopolymerizable composition as set forth in claim 1, wherein the α

-diketone compounds are represented by the following formula;

##STR12## where A denotes an aliphatic hydrocarbon group of 1 to 20 carbon atoms, wherein two of A may be the same or different, and wherein two of A may bond to each other to form a cyclic structure.

3. A photpolymerizable composition as set forth in claim 2, wherein the photosensitizer is camphorquinone, diacetyl, 2,3-pentanedione, 2,3- or 3,4-hexanedione, or 2,3-, 3,4-, or 4,5-octanedione.

4. A photopolymerizable composition as set forth in claim 2, wherein the aldehyde is a compound represented by the formula B(CHO)_n, where B denotes an acyclic or alicyclic saturated or unsaturated aliphatic hydrocarbon group of 1 to 20 carbon atoms or a monocyclic or polycyclic aromatic hydrocarbon group of 1 to 20 carbon atoms, wherein the hydrocarbon group may have a substituent group of 1 to 20 carbon atoms, and n is an integer of 1 to 3.

5. A photopolymerizable composition as set forth in claim 4, wherein the aldehyde is alkylmonoaldehyde or alkyldialdehyde of 1 to 20 carbon atoms, polyalkyl ether mono- or dialdehyde of 1 to 20 carbon atoms, or a compound represented by the formula ##STR13## where s is 1 or 2;

X denotes an alkyl, alkoxy, or polyalkylether of 1 to 20 carbon atoms; and

t is an integer of 0 to 3.

6. A photopolymerizable composition as set forth in claim 1, wherein the organic peroxide is a diacyl peroxide or peroxy ester.

7. A photopolymerizable composition as set forth in claim 6, wherein the organic peroxide is benzoyl peroxide, t-butyl perbenzoate, di-t-butyl peroxyisophthalate, or 2,5-dimethyl-2,5-di(benzoylperoxy)hexane.

8. The photopolymerizable composition as set forth in claim 1, which further comprises a filler.

9. A photopolymerizable composition for use in dental applications, which comprises a photopolymerizable monomer;

an initiator capable of polymerizing said monomer upon exposure to visible light, wherein said initiator comprises (a) at least one kind of photosensitizer selected from α

-diketone compounds (b) at least one kind of accelerator selected from an aldehyde containing no amino groups, and (c) an organic peroxide; and

from about 20-90% by weight of a filler.

10. The composition of claim 9, wherein said photopolymerizable monomer is contained in an amount of from about 80 to 10% by weight.